# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_address ; Dr Stephen Moggach RSE Personal Research Fellow The University of Edinburgh Joseph Black Building West Mains Road Edinburgh EH9 3JJ ; _publ_contact_author_email smoggach@staffmail.ed.ac.uk _publ_contact_author_phone '+44(0)131 6504806' #looking for refcif _publ_contact_author_name 'Stephen A. Moggach' loop_ _publ_author_name 'Thomas Bennett' 'Petra Simoncic' 'Stephen Moggach' 'Fabia Gozzo' 'Piero Macchi' 'David Keen' J.C.Tan 'Tony Cheetham' data_phaseIII_439 _database_code_depnum_ccdc_archive 'CCDC 828168' #TrackingRef '- phaseIII_439.cif' _audit_creation_date 11-03-21 _audit_creation_method CRYSTALS_ver_14.06 _oxford_structure_analysis_title 'phase3 in P2(1)/c' _chemical_name_systematic ? _chemical_melting_point ? _publ_section_exptl_refinement ; 022_ALERT_3_A Ratio Unique / Expected Reflections too Low .... 0.00 023_ALERT_3_A Resolution (too) Low [sin(theta)/Lambda < 0.6].. 14.96 Deg. 026_ALERT_3_A Ratio Observed / Unique Reflections too Low .... 0 Perc. 027_ALERT_3_A _diffrn_reflns_theta_full (too) Low ............ 11.22 Deg. 029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.61 088_ALERT_3_A Poor Data / Parameter Ratio .................... 2.74 201_ALERT_2_A Isotropic non-H Atoms in Main Residue(s) ....... 40 341_ALERT_3_A Low Bond Precision on C-C Bonds (x 1000) Ang ... 94 911_ALERT_3_B Missing # FCF Refl Between THmin & STh/L= 0.375 785 910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) ..... 1 913_ALERT_3_C Missing # of Very Strong Reflections in FCF .... 1 860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 230 909_ALERT_3_G Percentage of Observed Data at Theta(Max) ...... 36.24 All of the above are caused by shading from the pressure cell. 1,2 and 1,3 restraints were applied to all non-hydrogen distances. 411_ALERT_2_A Short Inter H...H Contact H51 .. H201 .. 1.77 Ang. 413_ALERT_2_A Short Inter XH3 .. XHn H2023 .. H151 .. 1.77 Ang. 432_ALERT_2_A Short Inter X...Y Contact C5 .. C103 .. 2.86 Ang. 413_ALERT_2_B Short Inter XH3 .. XHn H2011 .. H41 .. 2.06 Ang. 413_ALERT_2_B Short Inter XH3 .. XHn H2011 .. H71 .. 2.02 Ang. 413_ALERT_2_B Short Inter XH3 .. XHn H2012 .. H41 .. 2.08 Ang. 413_ALERT_2_B Short Inter XH3 .. XHn H1011 .. H131 .. 1.98 Ang. 432_ALERT_2_B Short Inter X...Y Contact O2 .. C3 .. 2.90 Ang. 432_ALERT_2_B Short Inter X...Y Contact C20 .. C103 .. 3.07 Ang. 410_ALERT_2_C Short Intra H...H Contact H11 .. H171 .. 1.94 Ang. 411_ALERT_2_C Short Inter H...H Contact H1031 .. H51 .. 2.05 Ang. 413_ALERT_2_C Short Inter XH3 .. XHn H2013 .. H71 .. 2.12 Ang. 432_ALERT_2_C Short Inter X...Y Contact O2 .. C20 .. 2.95 Ang. 432_ALERT_2_C Short Inter X...Y Contact N15 .. C104 .. 3.04 Ang. 432_ALERT_2_C Short Inter X...Y Contact C4 .. C201 .. 3.17 Ang. 432_ALERT_2_C Short Inter X...Y Contact C7 .. C201 .. 3.10 Ang. Short contacts are expected at high-pressure. 082_ALERT_2_C High R1 Value .................................. 0.15 084_ALERT_2_C High R2 Value .................................. 0.33 The sample has undergone tow phase transitions which caused the crystal to 'break up', increasing the R1 value and increasing e.s.d's on measured unit cell dimensions. 241_ALERT_2_C Check High Ueq as Compared to Neighbors for Zn4 242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Zn2 242_ALERT_2_C Check Low Ueq as Compared to Neighbors for N2 No action taken. 731_ALERT_1_A Bond Calc 1.36(8), Rep 1.346(8) ...... 9.90 su-Ra C1 -N2 1.555 1.555 731_ALERT_1_A Bond Calc 1.36(7), Rep 1.356(8) ...... 8.75 su-Ra C2 -C3 1.555 1.555 731_ALERT_1_A Bond Calc 1.36(8), Rep 1.355(8) ...... 9.90 su-Ra C2 -N1 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(11), Rep 1.341(8) ...... 9.90 su-Ra C4 -N3 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(12), Rep 1.344(8) ...... 9.90 su-Ra C4 -N4 1.555 1.555 731_ALERT_1_A Bond Calc 1.36(11), Rep 1.355(8) ...... 9.90 su-Ra C5 -C6 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(11), Rep 1.354(8) ...... 9.90 su-Ra C5 -N3 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(11), Rep 1.352(8) ...... 9.90 su-Ra C6 -N4 1.555 1.555 731_ALERT_1_A Bond Calc 1.34(11), Rep 1.345(8) ...... 9.90 su-Ra C7 -N5 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(10), Rep 1.346(8) ...... 9.90 su-Ra C7 -N6 1.555 1.555 731_ALERT_1_A Bond Calc 1.36(10), Rep 1.357(8) ...... 9.90 su-Ra C8 -C9 1.555 1.555 731_ALERT_1_A Bond Calc 1.34(10), Rep 1.352(8) ...... 9.90 su-Ra C8 -N6 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(9), Rep 1.353(8) ...... 9.90 su-Ra C9 -N5 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(10), Rep 1.344(8) ...... 9.90 su-Ra C10 -N7 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(11), Rep 1.345(8) ...... 9.90 su-Ra C10 -N8 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(10), Rep 1.355(8) ...... 9.90 su-Ra C11 -C12 1.555 1.555 731_ALERT_1_A Bond Calc 1.34(13), Rep 1.352(8) ...... 9.90 su-Ra C11 -N8 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(9), Rep 1.353(8) ...... 9.90 su-Ra C12 -N7 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(10), Rep 1.345(8) ...... 9.90 su-Ra C13 -N9 1.555 1.555 731_ALERT_1_A Bond Calc 1.34(8), Rep 1.344(8) ...... 9.90 su-Ra C13 -N10 1.555 1.555 731_ALERT_1_A Bond Calc 1.36(9), Rep 1.357(8) ...... 9.90 su-Ra C14 -C15 1.555 1.555 731_ALERT_1_A Bond Calc 1.36(11), Rep 1.352(8) ...... 9.90 su-Ra C14 -N10 1.555 1.555 731_ALERT_1_A Bond Calc 1.34(9), Rep 1.351(8) ...... 9.90 su-Ra C15 -N9 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(8), Rep 1.345(8) ...... 9.90 su-Ra C16 -N11 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(8), Rep 1.346(8) ...... 9.90 su-Ra C16 -N12 1.555 1.555 731_ALERT_1_A Bond Calc 1.36(7), Rep 1.356(8) ...... 8.75 su-Ra C17 -C18 1.555 1.555 731_ALERT_1_A Bond Calc 1.34(10), Rep 1.351(8) ...... 9.90 su-Ra C17 -N12 1.555 1.555 731_ALERT_1_A Bond Calc 1.34(8), Rep 1.351(8) ...... 9.90 su-Ra C18 -N11 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(8), Rep 1.343(8) ...... 9.90 su-Ra C19 -N13 1.555 1.555 731_ALERT_1_A Bond Calc 1.36(10), Rep 1.344(8) ...... 9.90 su-Ra C19 -N14 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(11), Rep 1.357(8) ...... 9.90 su-Ra C20 -C21 1.555 1.555 731_ALERT_1_A Bond Calc 1.36(10), Rep 1.353(8) ...... 9.90 su-Ra C20 -N13 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(10), Rep 1.352(8) ...... 9.90 su-Ra C21 -N14 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(8), Rep 1.344(8) ...... 9.90 su-Ra C22 -N15 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(8), Rep 1.345(8) ...... 9.90 su-Ra C22 -N16 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(10), Rep 1.356(8) ...... 9.90 su-Ra C23 -C24 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(11), Rep 1.351(8) ...... 9.90 su-Ra C23 -N15 1.555 1.555 731_ALERT_1_A Bond Calc 1.36(10), Rep 1.351(8) ...... 9.90 su-Ra C24 -N16 1.555 1.555 731_ALERT_1_A Bond Calc 1.50(15), Rep 1.498(8) ...... 9.90 su-Ra C101 -N17 1.555 1.555 731_ALERT_1_A Bond Calc 1.47(14), Rep 1.471(8) ...... 9.90 su-Ra C102 -N17 1.555 1.555 731_ALERT_1_A Bond Calc 1.46(11), Rep 1.460(8) ...... 9.90 su-Ra C103 -N17 1.555 1.555 731_ALERT_1_A Bond Calc 1.16(14), Rep 1.160(8) ...... 9.90 su-Ra C103 -O2 1.555 1.555 731_ALERT_1_A Bond Calc 1.46(10), Rep 1.459(8) ...... 9.90 su-Ra C104 -N18 1.555 1.555 731_ALERT_1_A Bond Calc 1.16(13), Rep 1.162(8) ...... 9.90 su-Ra C104 -O1 1.555 1.555 731_ALERT_1_A Bond Calc 1.51(11), Rep 1.498(8) ...... 9.90 su-Ra C201 -N18 1.555 1.555 731_ALERT_1_A Bond Calc 1.46(13), Rep 1.468(8) ...... 9.90 su-Ra C202 -N18 1.555 1.555 732_ALERT_1_A Angle Calc 113(7), Rep 112.7(6) ...... 9.90 su-Ra N3 -C4 -N4 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 109(6), Rep 109.0(6) ...... 9.90 su-Ra C6 -C5 -N3 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 109(6), Rep 109.0(6) ...... 9.90 su-Ra C5 -C6 -N4 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 113(6), Rep 112.7(6) ...... 9.90 su-Ra N5 -C7 -N6 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 109(5), Rep 109.1(6) ...... 8.33 su-Ra C9 -C8 -N6 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 109(6), Rep 109.0(6) ...... 9.90 su-Ra C8 -C9 -N5 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 113(6), Rep 112.9(7) ...... 8.57 su-Ra N7 -C10 -N8 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 109(6), Rep 109.0(6) ...... 9.90 su-Ra C12 -C11 -N8 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 109(6), Rep 109.3(6) ...... 9.90 su-Ra C11 -C12 -N7 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 113(6), Rep 112.8(6) ...... 9.90 su-Ra N9 -C13 -N10 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 109(5), Rep 109.1(6) ...... 8.33 su-Ra C15 -C14 -N10 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 109(6), Rep 109.0(6) ...... 9.90 su-Ra C14 -C15 -N9 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 112(5), Rep 112.7(6) ...... 8.33 su-Ra N11 -C16 -N12 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 110(5), Rep 109.1(6) ...... 8.33 su-Ra C18 -C17 -N12 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 109(5), Rep 109.1(6) ...... 8.33 su-Ra C17 -C18 -N11 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 113(5), Rep 113.2(6) ...... 8.33 su-Ra N13 -C19 -N14 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 110(6), Rep 109.2(6) ...... 9.90 su-Ra C21 -C20 -N13 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 110(6), Rep 109.1(6) ...... 9.90 su-Ra C20 -C21 -N14 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 112(5), Rep 112.6(6) ...... 8.33 su-Ra N15 -C22 -N16 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 109(6), Rep 109.0(6) ...... 9.90 su-Ra C24 -C23 -N15 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 109(6), Rep 109.0(6) ...... 9.90 su-Ra C23 -C24 -N16 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 119(9), Rep 118.0(8) ...... 9.90 su-Ra N17 -C103 -O2 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 105(5), Rep 104.3(5) ...... 9.90 su-Ra C2 -N1 -C1 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 105(6), Rep 104.6(6) ...... 9.90 su-Ra C5 -N3 -C4 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 105(6), Rep 104.7(6) ...... 9.90 su-Ra C6 -N4 -C4 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 105(6), Rep 104.6(6) ...... 9.90 su-Ra C9 -N5 -C7 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 105(6), Rep 104.6(6) ...... 9.90 su-Ra C8 -N6 -C7 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 104(6), Rep 104.3(6) ...... 9.90 su-Ra C12 -N7 -C10 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 105(5), Rep 104.6(6) ...... 8.33 su-Ra C15 -N9 -C13 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 104(6), Rep 104.4(6) ...... 9.90 su-Ra C14 -N10 -C13 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 105(5), Rep 104.6(6) ...... 8.33 su-Ra C17 -N12 -C16 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 104(5), Rep 104.2(5) ...... 9.90 su-Ra C20 -N13 -C19 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 104(5), Rep 104.3(6) ...... 8.33 su-Ra C21 -N14 -C19 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 105(5), Rep 104.7(5) ...... 9.90 su-Ra C23 -N15 -C22 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 105(5), Rep 104.7(6) ...... 8.33 su-Ra C24 -N16 -C22 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 124(8), Rep 124.1(8) ...... 9.90 su-Ra C101 -N17 -C102 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 110(8), Rep 109.9(8) ...... 9.90 su-Ra C101 -N17 -C103 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 122(8), Rep 122.1(8) ...... 9.90 su-Ra C102 -N17 -C103 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 124(8), Rep 123.7(8) ...... 9.90 su-Ra C201 -N18 -C202 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 110(7), Rep 110.1(8) ...... 8.75 su-Ra C201 -N18 -C104 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 122(7), Rep 122.0(8) ...... 8.75 su-Ra C202 -N18 -C104 1.555 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(6), Rep 1.346(8) ...... 7.50 su-Ra C1 -N1 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(6), Rep 1.350(8) ...... 7.50 su-Ra C3 -N2 1.555 1.555 732_ALERT_1_B Angle Calc 113(4), Rep 112.8(6) ...... 6.67 su-Ra N1 -C1 -N2 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.2(6) ...... 5.00 su-Ra C3 -C2 -N1 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 110(4), Rep 109.1(6) ...... 6.67 su-Ra C2 -C3 -N2 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(4), Rep 104.6(5) ...... 8.00 su-Ra C3 -N2 -C1 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(6), Rep 104.5(8) ...... 7.50 su-Ra C11 -N8 -C10 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(4), Rep 104.6(6) ...... 6.67 su-Ra C18 -N11 -C16 1.555 1.555 1.555 722_ALERT_1_C Angle Calc 125.00, Rep 123.80 Dev... 1.20 Deg. N11 -C16 -H161 1.555 1.555 1.555 722_ALERT_1_C Angle Calc 124.00, Rep 125.30 Dev... 1.30 Deg. C18 -C17 -H171 1.555 1.555 1.555 722_ALERT_1_C Angle Calc 124.00, Rep 125.40 Dev... 1.40 Deg. N13 -C20 -H201 1.555 1.555 1.555 The use of restraints in the refinement mean that off diagonal terms in the variance-covariance matrix are significant, and the diagonal approximation used in Platon/Checkcif is badly in error. 153_ALERT_1_C The su's on the Cell Axes are Equal (x 100000) 800 Ang. 380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety C201 380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety C202 380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety C101 092_ALERT_4_G Check: Wavelength given is not Cu,Mo or Ag Ka .. 0.69 Ang. 199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K 200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K These are correct. 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 14 760_ALERT_1_G CIF Contains no Torsion Angles ................. ? No action taken. 929_ALERT_4_G No Interpretable (SHELX) Weight Parameters found ? A shelx weighting scheme was not used. ; _publ_section_exptl_prep # Brief details or a reference. Include solvent if known ; ? ; #end of refcif _cell_length_a 17.563(8) _cell_length_b 13.825(8) _cell_length_c 13.882(8) _cell_angle_alpha 90 _cell_angle_beta 102.36(5) _cell_angle_gamma 90 _cell_volume 3293(3) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1 ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0029 0.0015 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0057 0.0031 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 0.0101 0.0057 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' Zn 0.3006 1.3591 14.0743 3.2655 7.0318 0.2333 5.1652 10.3163 2.4100 58.7097 1.3041 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C38 H40 N10 O2 Zn4 # Dc = 1.88 Fooo = 1920.00 Mu = 29.35 M = 930.32 # Found Formula = C30 H38 N18 O2 Zn4 # Dc = 1.90 FOOO = 1920.00 Mu = 29.43 M = 944.27 _chemical_formula_sum 'C30 H38 N18 O2 Zn4' _chemical_formula_moiety 'C30 H38 N18 O2 Zn4' _chemical_compound_source ? _chemical_formula_weight 944.27 _cell_measurement_reflns_used 612 _cell_measurement_theta_min 3 _cell_measurement_theta_max 15 _cell_measurement_temperature 293 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_min 0.100 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_max 0.200 _exptl_crystal_density_diffrn 1.905 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1920 _exptl_absorpt_coefficient_mu 2.943 # Sheldrick geometric approximatio 0.56 0.75 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_absorpt_correction_T_min 0.41 _exptl_absorpt_correction_T_max 0.75 _diffrn_measurement_device_type 'Bruker Kappa Apex2' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.68890 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'Apex2 (Bruker AXS, 2006)' _computing_cell_refinement 'Apex2 (Bruker AXS, 2006)' _computing_data_reduction 'Apex2 (Bruker AXS, 2006)' _computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 293 _diffrn_reflns_number 740 _reflns_number_total 0 _diffrn_reflns_av_R_equivalents 0.000 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 736 # Theoretical number of reflections is about 1451 _diffrn_reflns_theta_min 1.834 _diffrn_reflns_theta_max 14.958 _diffrn_measured_fraction_theta_max 0.509 _diffrn_reflns_theta_full 11.218 _diffrn_measured_fraction_theta_full 0.613 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 10 _reflns_limit_h_min -12 _reflns_limit_h_max 12 _reflns_limit_k_min 0 _reflns_limit_k_max 9 _reflns_limit_l_min 0 _reflns_limit_l_max 10 _oxford_diffrn_Wilson_B_factor 6.04 _oxford_diffrn_Wilson_scale 153.08 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.60 _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>-10.0\s(I) _refine_ls_number_reflns 651 _refine_ls_number_restraints 230 _refine_ls_number_parameters 238 _oxford_refine_ls_R_factor_ref 0.1922 _refine_ls_wR_factor_ref 0.3254 _refine_ls_goodness_of_fit_ref 1.0606 _refine_ls_shift/su_max 0.0245593 _refine_ls_shift/su_mean 0.0017714 # The values computed from all data _oxford_reflns_number_all 651 _refine_ls_R_factor_all 0.1922 _refine_ls_wR_factor_all 0.3254 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 437 _refine_ls_R_factor_gt 0.1513 _refine_ls_wR_factor_gt 0.2994 # 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, 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: 16.8 17.6 6.43 ; # Insert your own references if required - in alphabetical order _publ_section_references ; User-defined structure solution reference Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Bruker Analytical X-ray Systems, Inc., 2006. Apex2, Version 2 User Manual, M86-E01078, Madison, WI. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Siemens Industrial Automation, Inc (1996). SADABS: Area-Detector Absorption Correction;: Madison, WI. 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 Zn1 Zn 0.2043(9) 1.0289(9) 0.3984(10) 0.1107 1.0000 Uani . . . . . . . Zn2 Zn 0.0601(8) 0.7218(9) 0.5873(10) 0.1105 1.0000 Uani . . . . . . . Zn3 Zn 0.2915(8) 0.9545(9) 0.8588(10) 0.1087 1.0000 Uani . . . . . . . Zn4 Zn 0.4189(9) 1.1919(10) 0.2088(11) 0.1258 1.0000 Uani . . . . . . . C1 C 0.328(3) 1.121(3) 0.327(3) 0.070(13) 1.0000 Uiso D U . . . . . C2 C 0.389(4) 1.015(2) 0.426(2) 0.070(13) 1.0000 Uiso D U . . . . . C3 C 0.441(2) 1.062(3) 0.383(3) 0.070(13) 1.0000 Uiso D U . . . . . C4 C 0.116(4) 0.866(6) 0.4776(16) 0.14(2) 1.0000 Uiso D U . . . . . C5 C 0.231(3) 0.825(7) 0.4675(15) 0.14(2) 1.0000 Uiso D U . . . . . C6 C 0.193(5) 0.745(4) 0.4885(15) 0.14(2) 1.0000 Uiso D U . . . . . C7 C 0.075(4) 1.166(5) 0.4267(18) 0.107(16) 1.0000 Uiso D U . . . . . C8 C 0.126(5) 1.296(3) 0.4923(19) 0.107(16) 1.0000 Uiso D U . . . . . C9 C 0.184(3) 1.234(6) 0.483(2) 0.107(16) 1.0000 Uiso D U . . . . . C10 C 0.133(3) 0.916(3) 0.212(7) 0.110(16) 1.0000 Uiso D U . . . . . C11 C 0.063(2) 1.021(7) 0.122(5) 0.110(16) 1.0000 Uiso D U . . . . . C12 C 0.102(4) 1.065(3) 0.205(6) 0.110(16) 1.0000 Uiso D U . . . . . C13 C 0.179(4) 0.845(4) 0.730(4) 0.140(19) 1.0000 Uiso D U . . . . . C14 C 0.114(5) 0.905(4) 0.829(3) 0.140(19) 1.0000 Uiso D U . . . . . C15 C 0.068(3) 0.841(5) 0.769(5) 0.140(19) 1.0000 Uiso D U . . . . . C16 C 0.359(3) 1.085(3) 0.032(5) 0.104(15) 1.0000 Uiso D U . . . . . C17 C 0.268(4) 1.100(3) 0.111(3) 0.104(15) 1.0000 Uiso D U . . . . . C18 C 0.243(3) 1.039(3) 0.034(4) 0.104(15) 1.0000 Uiso D U . . . . . C19 C 0.544(4) 1.121(4) 0.153(2) 0.131(19) 1.0000 Uiso D U . . . . . C20 C 0.598(4) 1.224(6) 0.075(2) 0.131(19) 1.0000 Uiso D U . . . . . C21 C 0.531(5) 1.262(4) 0.090(3) 0.131(19) 1.0000 Uiso D U . . . . . C22 C 0.357(2) 1.389(5) 0.287(3) 0.112(16) 1.0000 Uiso D U . . . . . C23 C 0.3234(19) 1.468(5) 0.152(6) 0.112(16) 1.0000 Uiso D U . . . . . C24 C 0.357(2) 1.384(6) 0.133(4) 0.112(16) 1.0000 Uiso D U . . . . . C101 C 0.314(7) 0.658(8) 0.714(9) 0.26(3) 1.0000 Uiso D U . . . . . C102 C 0.441(7) 0.626(6) 0.648(10) 0.26(3) 1.0000 Uiso D U . . . . . C103 C 0.363(5) 0.784(6) 0.622(10) 0.26(3) 1.0000 Uiso D U . . . . . C104 C 0.169(4) 1.363(7) 0.197(9) 0.20(3) 1.0000 Uiso D U . . . . . C201 C 0.066(6) 1.465(8) 0.105(6) 0.20(3) 1.0000 Uiso D U . . . . . C202 C 0.037(6) 1.354(8) 0.246(8) 0.20(3) 1.0000 Uiso D U . . . . . N1 N 0.317(3) 1.052(3) 0.390(3) 0.070(13) 1.0000 Uiso D U . . . . . N2 N 0.404(3) 1.129(3) 0.320(2) 0.070(13) 1.0000 Uiso D U . . . . . N3 N 0.183(5) 0.902(4) 0.4605(10) 0.14(2) 1.0000 Uiso D U . . . . . N4 N 0.120(4) 0.770(6) 0.4951(11) 0.14(2) 1.0000 Uiso D U . . . . . N5 N 0.152(5) 1.151(4) 0.442(3) 0.107(16) 1.0000 Uiso D U . . . . . N6 N 0.057(3) 1.254(6) 0.457(3) 0.107(16) 1.0000 Uiso D U . . . . . N7 N 0.146(2) 0.999(6) 0.264(4) 0.110(16) 1.0000 Uiso D U . . . . . N8 N 0.082(4) 0.927(6) 0.125(5) 0.110(16) 1.0000 Uiso D U . . . . . N9 N 0.108(5) 0.803(3) 0.706(3) 0.140(19) 1.0000 Uiso D U . . . . . N10 N 0.185(4) 0.908(4) 0.805(5) 0.140(19) 1.0000 Uiso D U . . . . . N11 N 0.300(4) 1.029(3) -0.016(3) 0.104(15) 1.0000 Uiso D U . . . . . N12 N 0.341(4) 1.129(2) 0.111(4) 0.104(15) 1.0000 Uiso D U . . . . . N13 N 0.608(3) 1.134(5) 0.115(3) 0.131(19) 1.0000 Uiso D U . . . . . N14 N 0.495(3) 1.198(7) 0.139(3) 0.131(19) 1.0000 Uiso D U . . . . . N15 N 0.3227(17) 1.472(4) 0.249(6) 0.112(16) 1.0000 Uiso D U . . . . . N16 N 0.3785(14) 1.333(3) 0.218(6) 0.112(16) 1.0000 Uiso D U . . . . . N17 N 0.370(5) 0.682(5) 0.650(6) 0.26(3) 1.0000 Uiso D U . . . . . N18 N 0.091(4) 1.401(4) 0.194(5) 0.20(3) 1.0000 Uiso D U . . . . . O1 O 0.158(6) 1.287(6) 0.227(7) 0.20(3) 1.0000 Uiso D U . . . . . O2 O 0.419(6) 0.826(5) 0.615(8) 0.26(3) 1.0000 Uiso D U . . . . . H11 H 0.2876 1.1592 0.2899 0.0843 1.0000 Uiso R . . . . . . H21 H 0.4014 0.9645 0.4732 0.0843 1.0000 Uiso R . . . . . . H31 H 0.4958 1.0496 0.3961 0.0842 1.0000 Uiso R . . . . . . H41 H 0.0709 0.9036 0.4775 0.1640 1.0000 Uiso R . . . . . . H51 H 0.2835 0.8270 0.4588 0.1640 1.0000 Uiso R . . . . . . H61 H 0.2146 0.6819 0.4973 0.1640 1.0000 Uiso R . . . . . . H71 H 0.0361 1.1201 0.3982 0.1269 1.0000 Uiso R . . . . . . H81 H 0.1352 1.3593 0.5196 0.1269 1.0000 Uiso R . . . . . . H91 H 0.2389 1.2453 0.5021 0.1269 1.0000 Uiso R . . . . . . H101 H 0.1565 0.8561 0.2356 0.1311 1.0000 Uiso R . . . . . . H111 H 0.0283 1.0521 0.0688 0.1312 1.0000 Uiso R . . . . . . H121 H 0.0979 1.1317 0.2204 0.1312 1.0000 Uiso R . . . . . . H131 H 0.2197 0.8321 0.6970 0.1674 1.0000 Uiso R . . . . . . H141 H 0.0993 0.9414 0.8802 0.1673 1.0000 Uiso R . . . . . . H151 H 0.0154 0.8260 0.7713 0.1674 1.0000 Uiso R . . . . . . H161 H 0.4072 1.0925 0.0133 0.1245 1.0000 Uiso R . . . . . . H171 H 0.2379 1.1181 0.1578 0.1245 1.0000 Uiso R . . . . . . H181 H 0.1937 1.0078 0.0181 0.1245 1.0000 Uiso R . . . . . . H191 H 0.5346 1.0645 0.1871 0.1614 1.0000 Uiso R . . . . . . H201 H 0.6337 1.2545 0.0418 0.1614 1.0000 Uiso R . . . . . . H211 H 0.5109 1.3242 0.0678 0.1614 1.0000 Uiso R . . . . . . H221 H 0.3633 1.3731 0.3546 0.1346 1.0000 Uiso R . . . . . . H231 H 0.3044 1.5156 0.1037 0.1347 1.0000 Uiso R . . . . . . H241 H 0.3655 1.3625 0.0713 0.1347 1.0000 Uiso R . . . . . . H1011 H 0.2724 0.7047 0.7027 0.3139 1.0000 Uiso R . . . . . . H1012 H 0.3401 0.6597 0.7824 0.3139 1.0000 Uiso R . . . . . . H1013 H 0.2930 0.5947 0.6977 0.3139 1.0000 Uiso R . . . . . . H1021 H 0.4684 0.6550 0.6028 0.3140 1.0000 Uiso R . . . . . . H1022 H 0.4740 0.6261 0.7133 0.3140 1.0000 Uiso R . . . . . . H1023 H 0.4269 0.5611 0.6286 0.3140 1.0000 Uiso R . . . . . . H2011 H 0.0152 1.4892 0.1039 0.2459 1.0000 Uiso R . . . . . . H2012 H 0.1022 1.5175 0.1076 0.2459 1.0000 Uiso R . . . . . . H2013 H 0.0656 1.4272 0.0465 0.2459 1.0000 Uiso R . . . . . . H2021 H -0.0109 1.3899 0.2348 0.2460 1.0000 Uiso R . . . . . . H2022 H 0.0598 1.3523 0.3149 0.2460 1.0000 Uiso R . . . . . . H2023 H 0.0268 1.2894 0.2213 0.2460 1.0000 Uiso R . . . . . . H1041 H 0.2159 1.3913 0.1795 0.2461 1.0000 Uiso R . . . . . . H1031 H 0.3121 0.8170 0.6097 0.3139 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 Zn1 0.157(15) 0.064(13) 0.132(16) 0.006(8) 0.075(14) 0.023(10) Zn2 0.141(15) 0.083(15) 0.121(17) 0.020(8) 0.058(15) 0.010(9) Zn3 0.146(15) 0.081(14) 0.106(16) -0.033(8) 0.043(14) -0.021(9) Zn4 0.186(18) 0.082(15) 0.142(18) 0.019(8) 0.108(17) -0.009(10) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.1032(3) loop_ _oxford_twin_element_scale_factors 0.799(15) 0.201(15) 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 Zn1 . N1 . 2.03(4) yes Zn1 . N3 . 2.02(5) yes Zn1 . N5 . 2.07(5) yes Zn1 . N7 . 1.97(5) yes Zn2 . N8 4_565 2.13(7) yes Zn2 . N6 2_576 2.04(6) yes Zn2 . N4 . 1.94(5) yes Zn2 . N9 . 2.02(6) yes Zn3 . N13 2_676 2.12(5) yes Zn3 . N15 4_575 2.00(6) yes Zn3 . N11 1_556 1.99(5) yes Zn3 . N10 . 1.98(6) yes Zn4 . N2 . 1.84(4) yes Zn4 . N12 . 1.92(5) yes Zn4 . N14 . 1.82(5) yes Zn4 . N16 . 2.09(5) yes C1 . N1 . 1.346(8) yes C1 . N2 . 1.346(8) yes C1 . H11 . 0.950 no C2 . C3 . 1.356(8) yes C2 . N1 . 1.355(8) yes C2 . H21 . 0.950 no C3 . N2 . 1.350(8) yes C3 . H31 . 0.950 no C4 . N3 . 1.341(8) yes C4 . N4 . 1.344(8) yes C4 . H41 . 0.950 no C5 . C6 . 1.355(8) yes C5 . N3 . 1.354(8) yes C5 . H51 . 0.950 no C6 . N4 . 1.352(8) yes C6 . H61 . 0.950 no C7 . N5 . 1.345(8) yes C7 . N6 . 1.346(8) yes C7 . H71 . 0.950 no C8 . C9 . 1.357(8) yes C8 . N6 . 1.352(8) yes C8 . H81 . 0.950 no C9 . N5 . 1.353(8) yes C9 . H91 . 0.950 no C10 . N7 . 1.344(8) yes C10 . N8 . 1.345(8) yes C10 . H101 . 0.950 no C11 . C12 . 1.355(8) yes C11 . N8 . 1.352(8) yes C11 . H111 . 0.950 no C12 . N7 . 1.353(8) yes C12 . H121 . 0.950 no C13 . N9 . 1.345(8) yes C13 . N10 . 1.344(8) yes C13 . H131 . 0.950 no C14 . C15 . 1.357(8) yes C14 . N10 . 1.352(8) yes C14 . H141 . 0.950 no C15 . N9 . 1.351(8) yes C15 . H151 . 0.950 no C16 . N11 . 1.345(8) yes C16 . N12 . 1.346(8) yes C16 . H161 . 0.950 no C17 . C18 . 1.356(8) yes C17 . N12 . 1.351(8) yes C17 . H171 . 0.950 no C18 . N11 . 1.351(8) yes C18 . H181 . 0.950 no C19 . N13 . 1.343(8) yes C19 . N14 . 1.344(8) yes C19 . H191 . 0.950 no C20 . C21 . 1.357(8) yes C20 . N13 . 1.353(8) yes C20 . H201 . 0.950 no C21 . N14 . 1.352(8) yes C21 . H211 . 0.950 no C22 . N15 . 1.344(8) yes C22 . N16 . 1.345(8) yes C22 . H221 . 0.950 no C23 . C24 . 1.356(8) yes C23 . N15 . 1.351(8) yes C23 . H231 . 0.950 no C24 . N16 . 1.351(8) yes C24 . H241 . 0.950 no C101 . N17 . 1.498(8) yes C101 . H1011 . 0.960 no C101 . H1012 . 0.960 no C101 . H1013 . 0.960 no C102 . N17 . 1.471(8) yes C102 . H1021 . 0.960 no C102 . H1022 . 0.960 no C102 . H1023 . 0.960 no C103 . N17 . 1.460(8) yes C103 . O2 . 1.160(8) yes C103 . H1031 . 0.980 no C104 . N18 . 1.459(8) yes C104 . O1 . 1.162(8) yes C104 . H1041 . 0.980 no C201 . N18 . 1.498(8) yes C201 . H2011 . 0.960 no C201 . H2012 . 0.960 no C201 . H2013 . 0.960 no C202 . N18 . 1.468(8) yes C202 . H2021 . 0.960 no C202 . H2022 . 0.960 no C202 . H2023 . 0.960 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 N1 . Zn1 . N3 . 115(3) yes N1 . Zn1 . N5 . 113(3) yes N3 . Zn1 . N5 . 117(3) yes N1 . Zn1 . N7 . 107.1(12) yes N3 . Zn1 . N7 . 97(2) yes N5 . Zn1 . N7 . 106(3) yes N8 4_565 Zn2 . N6 2_576 111(3) yes N8 4_565 Zn2 . N4 . 113(3) yes N6 2_576 Zn2 . N4 . 113(2) yes N8 4_565 Zn2 . N9 . 108(3) yes N6 2_576 Zn2 . N9 . 112(3) yes N4 . Zn2 . N9 . 99(3) yes N13 2_676 Zn3 . N15 4_575 94(2) yes N13 2_676 Zn3 . N11 1_556 104.2(15) yes N15 4_575 Zn3 . N11 1_556 115(3) yes N13 2_676 Zn3 . N10 . 125(2) yes N15 4_575 Zn3 . N10 . 106(2) yes N11 1_556 Zn3 . N10 . 113(3) yes N2 . Zn4 . N12 . 100(2) yes N2 . Zn4 . N14 . 136(3) yes N12 . Zn4 . N14 . 98(3) yes N2 . Zn4 . N16 . 106(3) yes N12 . Zn4 . N16 . 105.2(19) yes N14 . Zn4 . N16 . 107(3) yes N1 . C1 . N2 . 112.8(6) yes N1 . C1 . H11 . 123.5 no N2 . C1 . H11 . 123.7 no C3 . C2 . N1 . 109.2(6) yes C3 . C2 . H21 . 125.3 no N1 . C2 . H21 . 125.5 no C2 . C3 . N2 . 109.1(6) yes C2 . C3 . H31 . 125.6 no N2 . C3 . H31 . 125.4 no N3 . C4 . N4 . 112.7(6) yes N3 . C4 . H41 . 124.1 no N4 . C4 . H41 . 123.2 no C6 . C5 . N3 . 109.0(6) yes C6 . C5 . H51 . 125.9 no N3 . C5 . H51 . 125.1 no C5 . C6 . N4 . 109.0(6) yes C5 . C6 . H61 . 125.1 no N4 . C6 . H61 . 126.0 no N5 . C7 . N6 . 112.7(6) yes N5 . C7 . H71 . 125.2 no N6 . C7 . H71 . 122.1 no C9 . C8 . N6 . 109.1(6) yes C9 . C8 . H81 . 123.9 no N6 . C8 . H81 . 127.0 no C8 . C9 . N5 . 109.0(6) yes C8 . C9 . H91 . 127.1 no N5 . C9 . H91 . 123.9 no N7 . C10 . N8 . 112.9(7) yes N7 . C10 . H101 . 123.3 no N8 . C10 . H101 . 123.8 no C12 . C11 . N8 . 109.0(6) yes C12 . C11 . H111 . 125.8 no N8 . C11 . H111 . 125.2 no C11 . C12 . N7 . 109.3(6) yes C11 . C12 . H121 . 125.1 no N7 . C12 . H121 . 125.6 no N9 . C13 . N10 . 112.8(6) yes N9 . C13 . H131 . 123.7 no N10 . C13 . H131 . 123.5 no C15 . C14 . N10 . 109.1(6) yes C15 . C14 . H141 . 125.3 no N10 . C14 . H141 . 125.6 no C14 . C15 . N9 . 109.0(6) yes C14 . C15 . H151 . 125.6 no N9 . C15 . H151 . 125.4 no N11 . C16 . N12 . 112.7(6) yes N11 . C16 . H161 . 123.8 no N12 . C16 . H161 . 123.5 no C18 . C17 . N12 . 109.1(6) yes C18 . C17 . H171 . 125.3 no N12 . C17 . H171 . 125.6 no C17 . C18 . N11 . 109.1(6) yes C17 . C18 . H181 . 125.6 no N11 . C18 . H181 . 125.3 no N13 . C19 . N14 . 113.2(6) yes N13 . C19 . H191 . 123.4 no N14 . C19 . H191 . 123.4 no C21 . C20 . N13 . 109.2(6) yes C21 . C20 . H201 . 125.4 no N13 . C20 . H201 . 125.4 no C20 . C21 . N14 . 109.1(6) yes C20 . C21 . H211 . 125.4 no N14 . C21 . H211 . 125.5 no N15 . C22 . N16 . 112.6(6) yes N15 . C22 . H221 . 122.1 no N16 . C22 . H221 . 125.3 no C24 . C23 . N15 . 109.0(6) yes C24 . C23 . H231 . 123.9 no N15 . C23 . H231 . 127.1 no C23 . C24 . N16 . 109.0(6) yes C23 . C24 . H241 . 127.1 no N16 . C24 . H241 . 123.9 no N17 . C101 . H1011 . 109.1 no N17 . C101 . H1012 . 110.0 no H1011 . C101 . H1012 . 109.5 no N17 . C101 . H1013 . 109.3 no H1011 . C101 . H1013 . 109.5 no H1012 . C101 . H1013 . 109.5 no N17 . C102 . H1021 . 109.9 no N17 . C102 . H1022 . 109.2 no H1021 . C102 . H1022 . 109.5 no N17 . C102 . H1023 . 109.4 no H1021 . C102 . H1023 . 109.5 no H1022 . C102 . H1023 . 109.5 no N17 . C103 . O2 . 118.0(8) yes N17 . C103 . H1031 . 121.3 no O2 . C103 . H1031 . 120.6 no N18 . C104 . O1 . 96(6) yes N18 . C104 . H1041 . 132.3 no O1 . C104 . H1041 . 132.0 no N18 . C201 . H2011 . 109.3 no N18 . C201 . H2012 . 109.9 no H2011 . C201 . H2012 . 109.5 no N18 . C201 . H2013 . 109.3 no H2011 . C201 . H2013 . 109.5 no H2012 . C201 . H2013 . 109.5 no N18 . C202 . H2021 . 109.7 no N18 . C202 . H2022 . 109.1 no H2021 . C202 . H2022 . 109.5 no N18 . C202 . H2023 . 109.6 no H2021 . C202 . H2023 . 109.5 no H2022 . C202 . H2023 . 109.5 no C2 . N1 . C1 . 104.3(5) yes C2 . N1 . Zn1 . 140(4) yes C1 . N1 . Zn1 . 115(4) yes C3 . N2 . C1 . 104.6(5) yes C3 . N2 . Zn4 . 137(4) yes C1 . N2 . Zn4 . 115(4) yes C5 . N3 . C4 . 104.6(6) yes C5 . N3 . Zn1 . 123(7) yes C4 . N3 . Zn1 . 130(7) yes C6 . N4 . C4 . 104.7(6) yes C6 . N4 . Zn2 . 128(6) yes C4 . N4 . Zn2 . 117(6) yes C9 . N5 . C7 . 104.6(6) yes C9 . N5 . Zn1 . 130(6) yes C7 . N5 . Zn1 . 125(6) yes C8 . N6 . C7 . 104.6(6) yes C8 . N6 . Zn2 2_576 144(6) yes C7 . N6 . Zn2 2_576 110(6) yes C12 . N7 . C10 . 104.3(6) yes C12 . N7 . Zn1 . 123(7) yes C10 . N7 . Zn1 . 133(7) yes Zn2 4_564 N8 . C11 . 153(6) yes Zn2 4_564 N8 . C10 . 100(7) yes C11 . N8 . C10 . 104.5(8) yes C15 . N9 . C13 . 104.6(6) yes C15 . N9 . Zn2 . 124(6) yes C13 . N9 . Zn2 . 130(6) yes C14 . N10 . C13 . 104.4(6) yes C14 . N10 . Zn3 . 140(6) yes C13 . N10 . Zn3 . 115(6) yes C18 . N11 . C16 . 104.6(6) yes C18 . N11 . Zn3 1_554 125(5) yes C16 . N11 . Zn3 1_554 130(5) yes C17 . N12 . C16 . 104.6(6) yes C17 . N12 . Zn4 . 132(5) yes C16 . N12 . Zn4 . 122(5) yes C20 . N13 . Zn3 2_676 128(6) yes C20 . N13 . C19 . 104.2(5) yes Zn3 2_676 N13 . C19 . 126(6) yes C21 . N14 . C19 . 104.3(6) yes C21 . N14 . Zn4 . 140(6) yes C19 . N14 . Zn4 . 114(7) yes C23 . N15 . C22 . 104.7(5) yes C23 . N15 . Zn3 4_574 147(6) yes C22 . N15 . Zn3 4_574 108(6) yes C24 . N16 . C22 . 104.7(6) yes C24 . N16 . Zn4 . 118(6) yes C22 . N16 . Zn4 . 137(6) yes C101 . N17 . C102 . 124.1(8) yes C101 . N17 . C103 . 109.9(8) yes C102 . N17 . C103 . 122.1(8) yes C201 . N18 . C202 . 123.7(8) yes C201 . N18 . C104 . 110.1(8) yes C202 . N18 . C104 . 122.0(8) yes # Attachment '- phaseII_206.cif' data_phaseII_206 _database_code_depnum_ccdc_archive 'CCDC 828169' #TrackingRef '- phaseII_206.cif' _audit_creation_date 11-03-21 _audit_creation_method CRYSTALS_ver_14.06 _oxford_structure_analysis_title 'trial in P2(1)/c' _chemical_name_systematic ? _chemical_name_common ZIF-4 _chemical_formula_moiety 'C24 H24 N16 Zn4, 2(C3 H7 N O)' # Given Formula = C40 H50 N18 O2.50 Zn1 # Dc = 1.70 Fooo = 1920.00 Mu = 7.80 M = 888.34 # Found Formula = C30 H38 N18 O2 Zn4 # Dc = 1.80 FOOO = 1920.00 Mu = 27.86 M = 944.27 _chemical_formula_sum 'C30 H38 N18 O2 Zn4' _chemical_compound_source ? _chemical_melting_point ? _exptl_crystal_description block _exptl_crystal_colour colourless _diffrn_ambient_temperature 293 _diffrn_ambient_pressure 2060 _publ_section_exptl_prep # Brief details or a reference. Include solvent if known ; ? ; #end of refcif _cell_length_a 17.4068(18) _cell_length_b 14.0783(17) _cell_length_c 14.5050(17) _cell_angle_alpha 90 _cell_angle_beta 101.853(9) _cell_angle_gamma 90 _cell_volume 3478.8(7) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 # 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 . _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0029 0.0015 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0057 0.0031 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' Zn 0.3006 1.3591 14.0743 3.2655 7.0318 0.2333 5.1652 10.3163 2.4100 58.7097 1.3041 '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 _chemical_formula_weight 944.27 _cell_measurement_reflns_used 1051 _cell_measurement_theta_min 2.4 _cell_measurement_theta_max 16.6 _cell_measurement_temperature 293 _exptl_crystal_size_min 0.1 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_max 0.2 _exptl_crystal_density_diffrn 1.803 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1920 _exptl_absorpt_coefficient_mu 2.786 # Sheldrick geometric approximatio 1.00 1.00 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 1.0000 _exptl_absorpt_correction_T_max 1.0000 _diffrn_measurement_device_type Unknown _diffrn_measurement_device Serial _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.68890 _diffrn_source synchrotron _diffrn_measurement_method \w/2\q # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'USER DEFINED DATA COLLECTION' _computing_cell_refinement 'USER DEFINED CELL REFINEMENT' _computing_data_reduction 'USER DEFINED DATA REDUCTION' _computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION' _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_reflns_number 2252 _reflns_number_total 870 _diffrn_reflns_av_R_equivalents 0.055 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 870 # Theoretical number of reflections is about 3160 _diffrn_reflns_theta_min 1.819 _diffrn_reflns_theta_max 15.113 _diffrn_measured_fraction_theta_max 0.550 _diffrn_reflns_theta_full 11.637 _diffrn_measured_fraction_theta_full 0.635 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _reflns_limit_h_min -12 _reflns_limit_h_max 12 _reflns_limit_k_min 0 _reflns_limit_k_max 9 _reflns_limit_l_min 0 _reflns_limit_l_max 10 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.78 _refine_diff_density_max 1.05 # 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>-10.0\s(I) _refine_ls_number_reflns 870 _refine_ls_number_restraints 230 _refine_ls_number_parameters 237 _oxford_refine_ls_R_factor_ref 0.1675 _refine_ls_wR_factor_ref 0.2896 _refine_ls_goodness_of_fit_ref 1.1616 _refine_ls_shift/su_max 0.0386197 _refine_ls_shift/su_mean 0.0032771 # The values computed from all data _oxford_reflns_number_all 870 _refine_ls_R_factor_all 0.1675 _refine_ls_wR_factor_all 0.2896 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 749 _refine_ls_R_factor_gt 0.1528 _refine_ls_wR_factor_gt 0.2865 _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, 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: 12.7 11.0 2.99 ; # Insert your own references if required - in alphabetical order _publ_section_references ; User-defined structure solution reference User-defined data collection reference User defined data reduction User defined cell refinement Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. 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 Zn1 Zn 0.2036(6) 1.0287(6) 0.3943(7) 0.0856 1.0000 Uani . . . . . . . Zn2 Zn 0.0662(6) 0.7312(6) 0.5968(7) 0.0808 1.0000 Uani . . . . . . . Zn3 Zn 0.2919(6) 0.9628(7) 0.8567(7) 0.0865 1.0000 Uani . . . . . . . Zn4 Zn 0.4113(6) 1.1924(6) 0.2016(7) 0.0826 1.0000 Uani . . . . . . . C1 C 0.317(2) 1.123(2) 0.329(2) 0.061(10) 1.0000 Uiso D U . . . . . C2 C 0.381(3) 1.0214(17) 0.4236(17) 0.061(10) 1.0000 Uiso D U . . . . . C3 C 0.4307(19) 1.064(3) 0.376(2) 0.061(10) 1.0000 Uiso D U . . . . . C4 C 0.122(2) 0.875(4) 0.4817(16) 0.094(13) 1.0000 Uiso D U . . . . . C5 C 0.240(2) 0.835(4) 0.4799(16) 0.094(13) 1.0000 Uiso D U . . . . . C6 C 0.204(3) 0.761(3) 0.5129(13) 0.094(13) 1.0000 Uiso D U . . . . . C7 C 0.070(3) 1.160(3) 0.4054(15) 0.076(11) 1.0000 Uiso D U . . . . . C8 C 0.115(3) 1.285(2) 0.4818(17) 0.076(11) 1.0000 Uiso D U . . . . . C9 C 0.176(2) 1.228(3) 0.4750(18) 0.076(11) 1.0000 Uiso D U . . . . . C10 C 0.139(2) 0.906(4) 0.232(4) 0.089(11) 1.0000 Uiso D U . . . . . C11 C 0.0740(15) 0.982(5) 0.115(3) 0.089(11) 1.0000 Uiso D U . . . . . C12 C 0.102(2) 1.045(3) 0.185(4) 0.089(11) 1.0000 Uiso D U . . . . . C13 C 0.180(3) 0.860(3) 0.737(3) 0.106(13) 1.0000 Uiso D U . . . . . C14 C 0.120(3) 0.893(2) 0.847(3) 0.106(13) 1.0000 Uiso D U . . . . . C15 C 0.073(2) 0.837(3) 0.783(4) 0.106(13) 1.0000 Uiso D U . . . . . C16 C 0.356(2) 1.083(2) 0.021(3) 0.081(11) 1.0000 Uiso D U . . . . . C17 C 0.271(3) 1.092(2) 0.107(3) 0.081(11) 1.0000 Uiso D U . . . . . C18 C 0.2405(19) 1.039(2) 0.030(3) 0.081(11) 1.0000 Uiso D U . . . . . C19 C 0.559(3) 1.119(3) 0.175(2) 0.108(13) 1.0000 Uiso D U . . . . . C20 C 0.599(3) 1.201(4) 0.071(2) 0.108(13) 1.0000 Uiso D U . . . . . C21 C 0.532(3) 1.241(2) 0.088(3) 0.108(13) 1.0000 Uiso D U . . . . . C22 C 0.3391(12) 1.366(3) 0.280(2) 0.076(11) 1.0000 Uiso D U . . . . . C23 C 0.3286(12) 1.467(3) 0.169(3) 0.076(11) 1.0000 Uiso D U . . . . . C24 C 0.3573(11) 1.386(4) 0.140(2) 0.076(11) 1.0000 Uiso D U . . . . . C101 C 0.329(5) 0.647(7) 0.730(7) 0.24(2) 1.0000 Uiso D U . . . . . C102 C 0.467(5) 0.618(5) 0.689(7) 0.24(2) 1.0000 Uiso D U . . . . . C103 C 0.372(4) 0.750(6) 0.618(7) 0.24(2) 1.0000 Uiso D U . . . . . C104 C 0.167(5) 1.345(7) 0.194(8) 0.21(2) 1.0000 Uiso D U . . . . . C201 C 0.075(5) 1.457(6) 0.103(5) 0.21(2) 1.0000 Uiso D U . . . . . C202 C 0.036(5) 1.370(6) 0.246(6) 0.21(2) 1.0000 Uiso D U . . . . . N1 N 0.308(2) 1.058(3) 0.394(2) 0.060(10) 1.0000 Uiso D U . . . . . N2 N 0.391(3) 1.129(2) 0.3162(19) 0.061(10) 1.0000 Uiso D U . . . . . N3 N 0.189(3) 0.908(3) 0.4597(11) 0.094(13) 1.0000 Uiso D U . . . . . N4 N 0.129(3) 0.786(4) 0.5144(13) 0.094(13) 1.0000 Uiso D U . . . . . N5 N 0.149(3) 1.148(3) 0.427(2) 0.076(11) 1.0000 Uiso D U . . . . . N6 N 0.047(2) 1.242(4) 0.438(2) 0.076(11) 1.0000 Uiso D U . . . . . N7 N 0.1435(17) 0.998(5) 0.260(3) 0.089(11) 1.0000 Uiso D U . . . . . N8 N 0.097(2) 0.894(3) 0.145(5) 0.089(11) 1.0000 Uiso D U . . . . . N9 N 0.110(4) 0.8154(19) 0.713(3) 0.106(13) 1.0000 Uiso D U . . . . . N10 N 0.188(3) 0.908(2) 0.818(4) 0.106(13) 1.0000 Uiso D U . . . . . N11 N 0.294(3) 1.0329(18) -0.025(2) 0.081(11) 1.0000 Uiso D U . . . . . N12 N 0.344(3) 1.1196(16) 0.102(3) 0.081(11) 1.0000 Uiso D U . . . . . N13 N 0.616(2) 1.123(3) 0.126(3) 0.108(13) 1.0000 Uiso D U . . . . . N14 N 0.5064(19) 1.190(4) 0.154(3) 0.108(13) 1.0000 Uiso D U . . . . . N15 N 0.3169(8) 1.456(3) 0.257(3) 0.076(11) 1.0000 Uiso D U . . . . . N16 N 0.3642(9) 1.321(2) 0.210(3) 0.076(11) 1.0000 Uiso D U . . . . . N17 N 0.389(4) 0.662(4) 0.671(4) 0.24(2) 1.0000 Uiso D U . . . . . N18 N 0.094(4) 1.398(4) 0.191(4) 0.21(2) 1.0000 Uiso D U . . . . . O1 O 0.174(5) 1.280(5) 0.244(6) 0.21(2) 1.0000 Uiso D U . . . . . O2 O 0.425(5) 0.797(5) 0.609(6) 0.24(2) 1.0000 Uiso D U . . . . . H11 H 0.2755 1.1616 0.2951 0.0698 1.0000 Uiso R . . . . . . H21 H 0.3931 0.9726 0.4695 0.0698 1.0000 Uiso R . . . . . . H31 H 0.4851 1.0500 0.3855 0.0699 1.0000 Uiso R . . . . . . H41 H 0.0754 0.9117 0.4772 0.1068 1.0000 Uiso R . . . . . . H51 H 0.2921 0.8362 0.4696 0.1068 1.0000 Uiso R . . . . . . H61 H 0.2275 0.7015 0.5307 0.1068 1.0000 Uiso R . . . . . . H71 H 0.0364 1.1109 0.3758 0.0863 1.0000 Uiso R . . . . . . H81 H 0.1164 1.3470 0.5071 0.0863 1.0000 Uiso R . . . . . . H91 H 0.2294 1.2452 0.4975 0.0863 1.0000 Uiso R . . . . . . H101 H 0.1578 0.8506 0.2669 0.1077 1.0000 Uiso R . . . . . . H111 H 0.0460 1.0055 0.0560 0.1078 1.0000 Uiso R . . . . . . H121 H 0.0991 1.1124 0.1873 0.1078 1.0000 Uiso R . . . . . . H131 H 0.2160 0.8564 0.6964 0.1164 1.0000 Uiso R . . . . . . H141 H 0.1109 0.9186 0.9046 0.1165 1.0000 Uiso R . . . . . . H151 H 0.0224 0.8172 0.7920 0.1165 1.0000 Uiso R . . . . . . H161 H 0.4043 1.0896 0.0001 0.0948 1.0000 Uiso R . . . . . . H171 H 0.2432 1.1087 0.1548 0.0947 1.0000 Uiso R . . . . . . H181 H 0.1900 1.0108 0.0161 0.0948 1.0000 Uiso R . . . . . . H191 H 0.5568 1.0719 0.2211 0.1308 1.0000 Uiso R . . . . . . H201 H 0.6281 1.2239 0.0270 0.1309 1.0000 Uiso R . . . . . . H211 H 0.5069 1.2957 0.0571 0.1308 1.0000 Uiso R . . . . . . H221 H 0.3377 1.3362 0.3381 0.0857 1.0000 Uiso R . . . . . . H231 H 0.3188 1.5248 0.1341 0.0858 1.0000 Uiso R . . . . . . H241 H 0.3693 1.3764 0.0796 0.0858 1.0000 Uiso R . . . . . . H1011 H 0.2822 0.6806 0.7029 0.2844 1.0000 Uiso R . . . . . . H1012 H 0.3527 0.6753 0.7895 0.2844 1.0000 Uiso R . . . . . . H1013 H 0.3160 0.5817 0.7409 0.2844 1.0000 Uiso R . . . . . . H1021 H 0.4928 0.6292 0.6379 0.2844 1.0000 Uiso R . . . . . . H1022 H 0.4981 0.6444 0.7461 0.2844 1.0000 Uiso R . . . . . . H1023 H 0.4614 0.5507 0.6975 0.2844 1.0000 Uiso R . . . . . . H2011 H 0.0258 1.4882 0.1006 0.2202 1.0000 Uiso R . . . . . . H2012 H 0.1153 1.5033 0.1025 0.2202 1.0000 Uiso R . . . . . . H2013 H 0.0712 1.4157 0.0496 0.2202 1.0000 Uiso R . . . . . . H2021 H -0.0089 1.4106 0.2326 0.2202 1.0000 Uiso R . . . . . . H2022 H 0.0594 1.3732 0.3121 0.2202 1.0000 Uiso R . . . . . . H2023 H 0.0203 1.3054 0.2301 0.2202 1.0000 Uiso R . . . . . . H1041 H 0.2094 1.3695 0.1661 0.2204 1.0000 Uiso R . . . . . . H1031 H 0.3243 0.7497 0.5686 0.2845 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 Zn1 0.126(11) 0.035(9) 0.109(11) 0.004(5) 0.054(9) 0.004(6) Zn2 0.109(10) 0.018(8) 0.123(12) 0.005(5) 0.041(9) -0.004(6) Zn3 0.108(10) 0.057(8) 0.100(12) -0.004(6) 0.034(9) -0.013(7) Zn4 0.109(10) 0.036(9) 0.113(12) 0.001(5) 0.046(9) -0.002(6) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.1042(2) loop_ _oxford_twin_element_scale_factors 0.756 0.244 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 Zn1 . N1 . 1.86(3) yes Zn1 . N3 . 1.99(4) yes Zn1 . N5 . 2.04(3) yes Zn1 . N7 . 2.06(4) yes Zn2 . N6 2_576 1.97(4) yes Zn2 . N8 4_565 1.93(4) yes Zn2 . N4 . 1.94(3) yes Zn2 . N9 . 2.08(4) yes Zn3 . N13 2_676 1.98(4) yes Zn3 . N11 1_556 1.97(4) yes Zn3 . N15 4_575 1.96(3) yes Zn3 . N10 . 1.94(4) yes Zn4 . N2 . 1.98(3) yes Zn4 . N12 . 1.95(4) yes Zn4 . N14 . 1.92(4) yes Zn4 . N16 . 2.00(3) yes C1 . N1 . 1.344(8) yes C1 . N2 . 1.347(8) yes C1 . H11 . 0.950 no C2 . C3 . 1.357(8) yes C2 . N1 . 1.354(8) yes C2 . H21 . 0.950 no C3 . N2 . 1.351(8) yes C3 . H31 . 0.950 no C4 . N3 . 1.343(8) yes C4 . N4 . 1.343(8) yes C4 . H41 . 0.950 no C5 . C6 . 1.357(8) yes C5 . N3 . 1.353(8) yes C5 . H51 . 0.950 no C6 . N4 . 1.351(8) yes C6 . H61 . 0.950 no C7 . N5 . 1.346(8) yes C7 . N6 . 1.347(8) yes C7 . H71 . 0.950 no C8 . C9 . 1.358(8) yes C8 . N6 . 1.353(8) yes C8 . H81 . 0.950 no C9 . N5 . 1.354(8) yes C9 . H91 . 0.950 no C10 . N7 . 1.344(8) yes C10 . N8 . 1.343(8) yes C10 . H101 . 0.950 no C11 . C12 . 1.355(8) yes C11 . N8 . 1.352(8) yes C11 . H111 . 0.950 no C12 . N7 . 1.355(8) yes C12 . H121 . 0.950 no C13 . N9 . 1.345(8) yes C13 . N10 . 1.344(8) yes C13 . H131 . 0.950 no C14 . C15 . 1.357(8) yes C14 . N10 . 1.352(8) yes C14 . H141 . 0.950 no C15 . N9 . 1.349(8) yes C15 . H151 . 0.950 no C16 . N11 . 1.345(8) yes C16 . N12 . 1.344(8) yes C16 . H161 . 0.950 no C17 . C18 . 1.356(8) yes C17 . N12 . 1.353(8) yes C17 . H171 . 0.950 no C18 . N11 . 1.352(8) yes C18 . H181 . 0.950 no C19 . N13 . 1.340(8) yes C19 . N14 . 1.343(8) yes C19 . H191 . 0.950 no C20 . C21 . 1.357(8) yes C20 . N13 . 1.354(8) yes C20 . H201 . 0.950 no C21 . N14 . 1.349(8) yes C21 . H211 . 0.950 no C22 . N15 . 1.342(8) yes C22 . N16 . 1.343(8) yes C22 . H221 . 0.950 no C23 . C24 . 1.356(8) yes C23 . N15 . 1.349(8) yes C23 . H231 . 0.950 no C24 . N16 . 1.350(8) yes C24 . H241 . 0.950 no C101 . N17 . 1.499(9) yes C101 . H1011 . 0.960 no C101 . H1012 . 0.960 no C101 . H1013 . 0.960 no C102 . N17 . 1.470(9) yes C102 . H1021 . 0.960 no C102 . H1022 . 0.960 no C102 . H1023 . 0.960 no C103 . N17 . 1.459(9) yes C103 . O2 . 1.158(9) yes C103 . H1031 . 0.980 no C104 . N18 . 1.458(9) yes C104 . O1 . 1.162(9) yes C104 . H1041 . 0.980 no C201 . N18 . 1.498(9) yes C201 . H2011 . 0.960 no C201 . H2012 . 0.960 no C201 . H2013 . 0.960 no C202 . N18 . 1.467(9) yes C202 . H2021 . 0.960 no C202 . H2022 . 0.960 no C202 . H2023 . 0.960 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 N1 . Zn1 . N3 . 115(2) yes N1 . Zn1 . N5 . 108.5(19) yes N3 . Zn1 . N5 . 118.7(16) yes N1 . Zn1 . N7 . 110.6(10) yes N3 . Zn1 . N7 . 100.3(18) yes N5 . Zn1 . N7 . 103(2) yes N6 2_576 Zn2 . N8 4_565 117.2(18) yes N6 2_576 Zn2 . N4 . 115.3(18) yes N8 4_565 Zn2 . N4 . 116(2) yes N6 2_576 Zn2 . N9 . 106(2) yes N8 4_565 Zn2 . N9 . 101(2) yes N4 . Zn2 . N9 . 96.7(18) yes N13 2_676 Zn3 . N11 1_556 109.1(13) yes N13 2_676 Zn3 . N15 4_575 99(2) yes N11 1_556 Zn3 . N15 4_575 112(2) yes N13 2_676 Zn3 . N10 . 118.3(15) yes N11 1_556 Zn3 . N10 . 107(2) yes N15 4_575 Zn3 . N10 . 110.7(15) yes N2 . Zn4 . N12 . 101.5(15) yes N2 . Zn4 . N14 . 128(2) yes N12 . Zn4 . N14 . 98.8(18) yes N2 . Zn4 . N16 . 102.2(19) yes N12 . Zn4 . N16 . 109.1(12) yes N14 . Zn4 . N16 . 116(2) yes N1 . C1 . N2 . 112.9(6) yes N1 . C1 . H11 . 124.7 no N2 . C1 . H11 . 122.4 no C3 . C2 . N1 . 109.1(6) yes C3 . C2 . H21 . 126.5 no N1 . C2 . H21 . 124.3 no C2 . C3 . N2 . 109.1(6) yes C2 . C3 . H31 . 124.3 no N2 . C3 . H31 . 126.6 no N3 . C4 . N4 . 112.8(6) yes N3 . C4 . H41 . 124.4 no N4 . C4 . H41 . 122.8 no C6 . C5 . N3 . 108.9(6) yes C6 . C5 . H51 . 126.3 no N3 . C5 . H51 . 124.7 no C5 . C6 . N4 . 109.1(6) yes C5 . C6 . H61 . 124.7 no N4 . C6 . H61 . 126.3 no N5 . C7 . N6 . 112.8(6) yes N5 . C7 . H71 . 121.4 no N6 . C7 . H71 . 125.5 no C9 . C8 . N6 . 109.2(6) yes C9 . C8 . H81 . 127.5 no N6 . C8 . H81 . 123.1 no C8 . C9 . N5 . 109.0(6) yes C8 . C9 . H91 . 123.4 no N5 . C9 . H91 . 127.5 no N7 . C10 . N8 . 113.1(7) yes N7 . C10 . H101 . 129.8 no N8 . C10 . H101 . 117.0 no C12 . C11 . N8 . 109.0(7) yes C12 . C11 . H111 . 119.1 no N8 . C11 . H111 . 131.8 no C11 . C12 . N7 . 109.2(6) yes C11 . C12 . H121 . 131.8 no N7 . C12 . H121 . 118.9 no N9 . C13 . N10 . 112.9(6) yes N9 . C13 . H131 . 120.1 no N10 . C13 . H131 . 127.0 no C15 . C14 . N10 . 109.2(6) yes C15 . C14 . H141 . 128.9 no N10 . C14 . H141 . 121.9 no C14 . C15 . N9 . 109.0(6) yes C14 . C15 . H151 . 122.1 no N9 . C15 . H151 . 128.9 no N11 . C16 . N12 . 112.6(6) yes N11 . C16 . H161 . 124.4 no N12 . C16 . H161 . 123.0 no C18 . C17 . N12 . 109.0(6) yes C18 . C17 . H171 . 124.8 no N12 . C17 . H171 . 126.2 no C17 . C18 . N11 . 109.1(6) yes C17 . C18 . H181 . 126.1 no N11 . C18 . H181 . 124.8 no N13 . C19 . N14 . 113.3(6) yes N13 . C19 . H191 . 123.0 no N14 . C19 . H191 . 123.7 no C21 . C20 . N13 . 109.2(6) yes C21 . C20 . H201 . 125.0 no N13 . C20 . H201 . 125.8 no C20 . C21 . N14 . 109.0(6) yes C20 . C21 . H211 . 125.8 no N14 . C21 . H211 . 125.1 no N15 . C22 . N16 . 112.7(6) yes N15 . C22 . H221 . 124.8 no N16 . C22 . H221 . 122.5 no C24 . C23 . N15 . 109.1(6) yes C24 . C23 . H231 . 126.6 no N15 . C23 . H231 . 124.3 no C23 . C24 . N16 . 108.9(6) yes C23 . C24 . H241 . 124.4 no N16 . C24 . H241 . 126.7 no N17 . C101 . H1011 . 108.6 no N17 . C101 . H1012 . 103.1 no H1011 . C101 . H1012 . 109.5 no N17 . C101 . H1013 . 116.4 no H1011 . C101 . H1013 . 109.5 no H1012 . C101 . H1013 . 109.5 no N17 . C102 . H1021 . 110.5 no N17 . C102 . H1022 . 108.9 no H1021 . C102 . H1022 . 109.5 no N17 . C102 . H1023 . 109.0 no H1021 . C102 . H1023 . 109.5 no H1022 . C102 . H1023 . 109.5 no N17 . C103 . O2 . 118.1(9) yes N17 . C103 . H1031 . 115.3 no O2 . C103 . H1031 . 119.5 no N18 . C104 . O1 . 114(6) yes N18 . C104 . H1041 . 122.2 no O1 . C104 . H1041 . 122.7 no N18 . C201 . H2011 . 109.2 no N18 . C201 . H2012 . 110.7 no H2011 . C201 . H2012 . 109.5 no N18 . C201 . H2013 . 108.5 no H2011 . C201 . H2013 . 109.5 no H2012 . C201 . H2013 . 109.5 no N18 . C202 . H2021 . 110.5 no N18 . C202 . H2022 . 109.5 no H2021 . C202 . H2022 . 109.5 no N18 . C202 . H2023 . 108.4 no H2021 . C202 . H2023 . 109.5 no H2022 . C202 . H2023 . 109.5 no C2 . N1 . C1 . 104.4(6) yes C2 . N1 . Zn1 . 140(3) yes C1 . N1 . Zn1 . 114(3) yes C3 . N2 . C1 . 104.5(6) yes C3 . N2 . Zn4 . 134(3) yes C1 . N2 . Zn4 . 119(3) yes C5 . N3 . C4 . 104.6(6) yes C5 . N3 . Zn1 . 127(4) yes C4 . N3 . Zn1 . 128(4) yes C6 . N4 . C4 . 104.6(6) yes C6 . N4 . Zn2 . 125(4) yes C4 . N4 . Zn2 . 125(4) yes C9 . N5 . C7 . 104.6(6) yes C9 . N5 . Zn1 . 132(4) yes C7 . N5 . Zn1 . 123(4) yes C8 . N6 . C7 . 104.5(6) yes C8 . N6 . Zn2 2_576 140(4) yes C7 . N6 . Zn2 2_576 115(4) yes C12 . N7 . C10 . 104.2(6) yes C12 . N7 . Zn1 . 138(5) yes C10 . N7 . Zn1 . 118(5) yes C11 . N8 . C10 . 104.5(8) yes C11 . N8 . Zn2 4_564 133(5) yes C10 . N8 . Zn2 4_564 121(5) yes C15 . N9 . C13 . 104.6(6) yes C15 . N9 . Zn2 . 126(4) yes C13 . N9 . Zn2 . 129(4) yes C14 . N10 . C13 . 104.4(6) yes C14 . N10 . Zn3 . 143(4) yes C13 . N10 . Zn3 . 112(4) yes C18 . N11 . C16 . 104.6(6) yes C18 . N11 . Zn3 1_554 131(4) yes C16 . N11 . Zn3 1_554 124(4) yes C17 . N12 . C16 . 104.7(6) yes C17 . N12 . Zn4 . 123(4) yes C16 . N12 . Zn4 . 132(4) yes C20 . N13 . C19 . 104.1(6) yes C20 . N13 . Zn3 2_676 130(4) yes C19 . N13 . Zn3 2_676 125(4) yes C21 . N14 . C19 . 104.4(6) yes C21 . N14 . Zn4 . 133(4) yes C19 . N14 . Zn4 . 122(4) yes C23 . N15 . C22 . 104.6(6) yes C23 . N15 . Zn3 4_574 137(4) yes C22 . N15 . Zn3 4_574 118(4) yes C24 . N16 . C22 . 104.6(6) yes C24 . N16 . Zn4 . 123(3) yes C22 . N16 . Zn4 . 132(3) yes C101 . N17 . C102 . 124.2(8) yes C101 . N17 . C103 . 110.0(8) yes C102 . N17 . C103 . 122.3(8) yes C201 . N18 . C202 . 123.9(8) yes C201 . N18 . C104 . 110.5(8) yes C202 . N18 . C104 . 122.3(8) yes # Attachment '- phaseII_321.cif' data_phaseII_321 _database_code_depnum_ccdc_archive 'CCDC 828170' #TrackingRef '- phaseII_321.cif' _audit_creation_date 11-03-21 _audit_creation_method CRYSTALS_ver_14.06 _oxford_structure_analysis_title 'phase2 in P2(1)/c' _chemical_name_systematic ? _chemical_name_common ZIF-4 _chemical_formula_moiety 'C24 H24 N16 Zn4, 2(C3 H7 N O)' # Given Formula = C38 H40 N10 O2 Zn4 # Dc = 1.84 Fooo = 1920.00 Mu = 28.85 M = 930.32 # Found Formula = C30 H38 N18 O2 Zn4 # Dc = 1.87 FOOO = 1920.00 Mu = 28.93 M = 944.27 _chemical_formula_sum 'C30 H38 N18 O2 Zn4' _chemical_compound_source ? _chemical_melting_point ? _exptl_crystal_description colourless _exptl_crystal_colour block _diffrn_ambient_temperature 293 _diffrn_ambient_pressure 3210 _publ_section_exptl_refinement ; 022_ALERT_3_A Ratio Unique / Expected Reflections too Low .... 0.44 023_ALERT_3_A Resolution (too) Low [sin(theta)/Lambda < 0.6].. 16.97 Deg. 027_ALERT_3_A _diffrn_reflns_theta_full (too) Low ............ 14.60 Deg. 029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.53 088_ALERT_3_A Poor Data / Parameter Ratio .................... 3.51 201_ALERT_2_A Isotropic non-H Atoms in Main Residue(s) ....... 40 341_ALERT_3_B Low Bond Precision on C-C Bonds (x 1000) Ang ... 68 911_ALERT_3_B Missing # FCF Refl Between THmin & STh/L= 0.424 1252 910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) ..... 1 913_ALERT_3_C Missing # of Very Strong Reflections in FCF .... 5 860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 289 909_ALERT_3_G Percentage of Observed Data at Theta(Max) ...... 31.58 All of the above are caused by shading from the pressure cell. 1,2 and 1,3 restraints were applied to all non-hydrogen distances. 413_ALERT_2_A Short Inter XH3 .. XHn H2023 .. H151 .. 1.79 Ang. 432_ALERT_2_A Short Inter X...Y Contact C19 .. C103 .. 2.84 Ang. 411_ALERT_2_B Short Inter H...H Contact H51 .. H201 .. 1.91 Ang. 413_ALERT_2_B Short Inter XH3 .. XHn H2011 .. H71 .. 2.05 Ang. 413_ALERT_2_B Short Inter XH3 .. XHn H2012 .. H41 .. 2.09 Ang. 432_ALERT_2_B Short Inter X...Y Contact N14 .. C103 .. 2.87 Ang. 411_ALERT_2_C Short Inter H...H Contact H111 .. H111 .. 2.10 Ang. 413_ALERT_2_C Short Inter XH3 .. XHn H2011 .. H41 .. 2.10 Ang. 432_ALERT_2_C Short Inter X...Y Contact O2 .. C3 .. 2.94 Ang. 432_ALERT_2_C Short Inter X...Y Contact C4 .. C201 .. 3.12 Ang. 432_ALERT_2_C Short Inter X...Y Contact C7 .. C201 .. 3.11 Ang. 432_ALERT_2_C Short Inter X...Y Contact C9 .. C104 .. 3.12 Ang. 432_ALERT_2_C Short Inter X...Y Contact C22 .. C104 .. 3.19 Ang. Short contacts are expected at high-pressure. 082_ALERT_2_C High R1 Value .................................. 0.15 084_ALERT_2_C High R2 Value .................................. 0.30 The sample has undergone a phase transition which caused the crystal to 'break up', increasing the R1 value and increasing e.s.d's on measured unit cell dimensions. 731_ALERT_1_A Bond Calc 1.35(9), Rep 1.342(8) ...... 9.90 su-Ra C4 -N3 1.555 1.555 731_ALERT_1_A Bond Calc 1.33(9), Rep 1.344(8) ...... 9.90 su-Ra C4 -N4 1.555 1.555 731_ALERT_1_A Bond Calc 1.36(8), Rep 1.356(8) ...... 9.90 su-Ra C5 -C6 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(8), Rep 1.354(8) ...... 9.90 su-Ra C5 -N3 1.555 1.555 731_ALERT_1_A Bond Calc 1.34(9), Rep 1.353(8) ...... 9.90 su-Ra C6 -N4 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(9), Rep 1.345(8) ...... 9.90 su-Ra C7 -N5 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(7), Rep 1.346(8) ...... 8.75 su-Ra C7 -N6 1.555 1.555 731_ALERT_1_A Bond Calc 1.36(7), Rep 1.358(8) ...... 8.75 su-Ra C8 -C9 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(8), Rep 1.353(8) ...... 9.90 su-Ra C8 -N6 1.555 1.555 731_ALERT_1_A Bond Calc 1.36(8), Rep 1.345(8) ...... 9.90 su-Ra C10 -N7 1.555 1.555 731_ALERT_1_A Bond Calc 1.34(8), Rep 1.345(8) ...... 9.90 su-Ra C10 -N8 1.555 1.555 731_ALERT_1_A Bond Calc 1.36(7), Rep 1.356(8) ...... 8.75 su-Ra C11 -C12 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(9), Rep 1.351(8) ...... 9.90 su-Ra C11 -N8 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(7), Rep 1.353(8) ...... 8.75 su-Ra C12 -N7 1.555 1.555 731_ALERT_1_A Bond Calc 1.34(7), Rep 1.345(8) ...... 8.75 su-Ra C13 -N9 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(7), Rep 1.350(8) ...... 8.75 su-Ra C15 -N9 1.555 1.555 731_ALERT_1_A Bond Calc 1.34(7), Rep 1.352(8) ...... 8.75 su-Ra C17 -N12 1.555 1.555 731_ALERT_1_A Bond Calc 1.34(7), Rep 1.344(8) ...... 8.75 su-Ra C19 -N14 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(7), Rep 1.357(8) ...... 8.75 su-Ra C20 -C21 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(7), Rep 1.353(8) ...... 8.75 su-Ra C20 -N13 1.555 1.555 731_ALERT_1_A Bond Calc 1.36(7), Rep 1.351(8) ...... 8.75 su-Ra C21 -N14 1.555 1.555 731_ALERT_1_A Bond Calc 1.34(8), Rep 1.344(8) ...... 9.90 su-Ra C22 -N15 1.555 1.555 731_ALERT_1_A Bond Calc 1.34(7), Rep 1.344(8) ...... 8.75 su-Ra C22 -N16 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(7), Rep 1.356(8) ...... 8.75 su-Ra C23 -C24 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(8), Rep 1.351(8) ...... 9.90 su-Ra C23 -N15 1.555 1.555 731_ALERT_1_A Bond Calc 1.37(8), Rep 1.353(8) ...... 9.90 su-Ra C24 -N16 1.555 1.555 731_ALERT_1_A Bond Calc 1.50(10), Rep 1.498(8) ...... 9.90 su-Ra C101 -N17 1.555 1.555 731_ALERT_1_A Bond Calc 1.47(10), Rep 1.471(8) ...... 9.90 su-Ra C102 -N17 1.555 1.555 731_ALERT_1_A Bond Calc 1.46(8), Rep 1.460(8) ...... 9.90 su-Ra C103 -N17 1.555 1.555 731_ALERT_1_A Bond Calc 1.16(12), Rep 1.160(8) ...... 9.90 su-Ra C103 -O2 1.555 1.555 731_ALERT_1_A Bond Calc 1.45(9), Rep 1.459(8) ...... 9.90 su-Ra C104 -N18 1.555 1.555 731_ALERT_1_A Bond Calc 1.16(12), Rep 1.162(8) ...... 9.90 su-Ra C104 -O1 1.555 1.555 731_ALERT_1_A Bond Calc 1.50(9), Rep 1.498(8) ...... 9.90 su-Ra C201 -N18 1.555 1.555 731_ALERT_1_A Bond Calc 1.47(9), Rep 1.467(8) ...... 9.90 su-Ra C202 -N18 1.555 1.555 732_ALERT_1_A Angle Calc 112(5), Rep 112.8(6) ...... 8.33 su-Ra N3 -C4 -N4 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 110(5), Rep 109.3(6) ...... 8.33 su-Ra C11 -C12 -N7 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 118(7), Rep 118.0(8) ...... 8.75 su-Ra N17 -C103 -O2 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 105(5), Rep 104.6(6) ...... 8.33 su-Ra C5 -N3 -C4 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 105(5), Rep 104.7(6) ...... 8.33 su-Ra C6 -N4 -C4 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 105(5), Rep 104.6(6) ...... 8.33 su-Ra C8 -N6 -C7 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 122(7), Rep 122.0(8) ...... 8.75 su-Ra C102 -N17 -C103 1.555 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(5), Rep 1.346(8) ...... 6.25 su-Ra C1 -N1 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(6), Rep 1.345(8) ...... 7.50 su-Ra C1 -N2 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.355(8) ...... 7.50 su-Ra C2 -C3 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.354(8) ...... 7.50 su-Ra C2 -N1 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(5), Rep 1.352(8) ...... 6.25 su-Ra C3 -N2 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.354(8) ...... 7.50 su-Ra C9 -N5 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(5), Rep 1.343(8) ...... 6.25 su-Ra C13 -N10 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.358(8) ...... 7.50 su-Ra C14 -C15 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.352(8) ...... 7.50 su-Ra C14 -N10 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(5), Rep 1.346(8) ...... 6.25 su-Ra C16 -N11 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.345(8) ...... 7.50 su-Ra C16 -N12 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.356(8) ...... 7.50 su-Ra C17 -C18 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.351(8) ...... 7.50 su-Ra C18 -N11 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(6), Rep 1.342(8) ...... 7.50 su-Ra C19 -N13 1.555 1.555 732_ALERT_1_B Angle Calc 113(3), Rep 112.8(6) ...... 5.00 su-Ra N1 -C1 -N2 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.1(6) ...... 5.00 su-Ra C3 -C2 -N1 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(4), Rep 109.1(6) ...... 6.67 su-Ra C2 -C3 -N2 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(4), Rep 109.0(6) ...... 6.67 su-Ra C6 -C5 -N3 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(4), Rep 108.9(6) ...... 6.67 su-Ra C5 -C6 -N4 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 113(4), Rep 112.7(6) ...... 6.67 su-Ra N5 -C7 -N6 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(4), Rep 109.1(6) ...... 6.67 su-Ra C9 -C8 -N6 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(4), Rep 108.9(6) ...... 6.67 su-Ra C8 -C9 -N5 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 113(5), Rep 112.9(7) ...... 7.14 su-Ra N7 -C10 -N8 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 108(4), Rep 109.0(7) ...... 5.71 su-Ra C12 -C11 -N8 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 113(4), Rep 112.9(6) ...... 6.67 su-Ra N9 -C13 -N10 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.2(6) ...... 5.00 su-Ra C15 -C14 -N10 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 110(4), Rep 109.0(6) ...... 6.67 su-Ra C14 -C15 -N9 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 112(4), Rep 112.6(6) ...... 6.67 su-Ra N11 -C16 -N12 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(4), Rep 109.1(6) ...... 6.67 su-Ra C18 -C17 -N12 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 110(4), Rep 109.1(6) ...... 6.67 su-Ra C17 -C18 -N11 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 114(4), Rep 113.3(6) ...... 6.67 su-Ra N13 -C19 -N14 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(4), Rep 109.2(6) ...... 6.67 su-Ra C21 -C20 -N13 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(4), Rep 109.1(6) ...... 6.67 su-Ra C20 -C21 -N14 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 113(4), Rep 112.6(6) ...... 6.67 su-Ra N15 -C22 -N16 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(4), Rep 109.0(6) ...... 6.67 su-Ra C24 -C23 -N15 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(4), Rep 109.0(6) ...... 6.67 su-Ra C23 -C24 -N16 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(3), Rep 104.4(6) ...... 5.00 su-Ra C2 -N1 -C1 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(3), Rep 104.5(6) ...... 5.00 su-Ra C3 -N2 -C1 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(4), Rep 104.6(6) ...... 6.67 su-Ra C9 -N5 -C7 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(4), Rep 104.3(6) ...... 6.67 su-Ra C12 -N7 -C10 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(4), Rep 104.6(8) ...... 5.00 su-Ra C11 -N8 -C10 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(3), Rep 104.6(6) ...... 5.00 su-Ra C15 -N9 -C13 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(4), Rep 104.4(6) ...... 6.67 su-Ra C14 -N10 -C13 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(3), Rep 104.6(6) ...... 5.00 su-Ra C18 -N11 -C16 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(4), Rep 104.6(6) ...... 6.67 su-Ra C17 -N12 -C16 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(4), Rep 104.1(6) ...... 6.67 su-Ra C20 -N13 -C19 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(4), Rep 104.3(6) ...... 6.67 su-Ra C21 -N14 -C19 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(4), Rep 104.7(6) ...... 6.67 su-Ra C23 -N15 -C22 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(4), Rep 104.6(6) ...... 6.67 su-Ra C24 -N16 -C22 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 124(6), Rep 124.1(8) ...... 7.50 su-Ra C101 -N17 -C102 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 110(6), Rep 109.9(8) ...... 7.50 su-Ra C101 -N17 -C103 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 123(6), Rep 123.6(8) ...... 7.50 su-Ra C201 -N18 -C202 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 111(6), Rep 110.2(8) ...... 7.50 su-Ra C201 -N18 -C104 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 122(6), Rep 121.8(8) ...... 7.50 su-Ra C202 -N18 -C104 1.555 1.555 1.555 The use of restraints in the refinement mean that off diagonal terms in the variance-covariance matrix are significant, and the diagonal approximation used in Platon/Checkcif is badly in error. 152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ? 153_ALERT_1_C The su's on the Cell Axes are Equal (x 100000) 500 Ang. These are caused by rounding errors. 380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety C101 092_ALERT_4_G Check: Wavelength given is not Cu,Mo or Ag Ka .. 0.69 Ang. 199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K 200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K These are correct. 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 14 760_ALERT_1_G CIF Contains no Torsion Angles ................. ? 919_ALERT_3_B Reflection(s) # Likely Affected by the Beamstop 1 No action taken. 929_ALERT_4_G No Interpretable (SHELX) Weight Parameters found ? A shelx weighting scheme was not used. ; _publ_section_exptl_prep # Brief details or a reference. Include solvent if known ; ? ; #end of refcif _cell_length_a 17.450(5) _cell_length_b 13.912(5) _cell_length_c 14.118(5) _cell_angle_alpha 90 _cell_angle_beta 102.18(3) _cell_angle_gamma 90 _cell_volume 3350.1(18) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 # 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 . _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0029 0.0015 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0057 0.0031 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 0.0101 0.0057 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' Zn 0.3006 1.3591 14.0743 3.2655 7.0318 0.2333 5.1652 10.3163 2.4100 58.7097 1.3041 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 _chemical_formula_weight 944.27 _cell_measurement_reflns_used 846 _cell_measurement_theta_min 3 _cell_measurement_theta_max 17 _cell_measurement_temperature 293 _exptl_crystal_size_min 0.140 _exptl_crystal_size_mid 0.170 _exptl_crystal_size_max 0.220 _exptl_crystal_density_diffrn 1.872 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1920 _exptl_absorpt_coefficient_mu 2.893 # Sheldrick geometric approximatio 0.61 0.67 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_absorpt_correction_T_min 0.36 _exptl_absorpt_correction_T_max 0.67 _diffrn_measurement_device_type Unknown _diffrn_measurement_device Serial _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.68890 _diffrn_source synchrotron _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'USER DEFINED DATA COLLECTION' _computing_cell_refinement 'USER DEFINED CELL REFINEMENT' _computing_data_reduction 'USER DEFINED DATA REDUCTION' _computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION' _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_reflns_number 926 _reflns_number_total 926 _diffrn_reflns_av_R_equivalents 0.087 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 926 # Theoretical number of reflections is about 4271 _diffrn_reflns_theta_min 1.831 _diffrn_reflns_theta_max 16.973 _diffrn_measured_fraction_theta_max 0.436 _diffrn_reflns_theta_full 14.596 _diffrn_measured_fraction_theta_full 0.529 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 11 _reflns_limit_h_min -14 _reflns_limit_h_max 13 _reflns_limit_k_min 0 _reflns_limit_k_max 10 _reflns_limit_l_min 0 _reflns_limit_l_max 11 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.77 _refine_diff_density_max 0.85 # 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>-10.0\s(I) _refine_ls_number_reflns 835 _refine_ls_number_restraints 289 _refine_ls_number_parameters 238 _oxford_refine_ls_R_factor_ref 0.1879 _refine_ls_wR_factor_ref 0.3048 _refine_ls_goodness_of_fit_ref 1.0450 _refine_ls_shift/su_max 0.0175478 _refine_ls_shift/su_mean 0.0014590 # The values computed from all data _oxford_reflns_number_all 835 _refine_ls_R_factor_all 0.1879 _refine_ls_wR_factor_all 0.3048 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 606 _refine_ls_R_factor_gt 0.1513 _refine_ls_wR_factor_gt 0.2836 _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, 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: 16.9 17.0 5.83 ; # Insert your own references if required - in alphabetical order _publ_section_references ; User-defined structure solution reference User-defined data collection reference User defined data reduction User defined cell refinement Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Siemens Industrial Automation, Inc (1996). SADABS: Area-Detector Absorption Correction;: Madison, WI. 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 Zn1 Zn 0.2055(6) 1.0291(7) 0.3997(8) 0.0912 1.0000 Uani . U . . . . . Zn2 Zn 0.0635(6) 0.7239(6) 0.5924(8) 0.0927 1.0000 Uani . U . . . . . Zn3 Zn 0.2924(6) 0.9574(7) 0.8590(8) 0.1017 1.0000 Uani . U . . . . . Zn4 Zn 0.4145(6) 1.1932(7) 0.2062(8) 0.0958 1.0000 Uani . U . . . . . C1 C 0.328(2) 1.126(2) 0.335(2) 0.072(10) 1.0000 Uiso D U . . . . . C2 C 0.384(3) 1.0142(19) 0.4278(17) 0.072(10) 1.0000 Uiso D U . . . . . C3 C 0.4379(19) 1.057(3) 0.386(2) 0.072(10) 1.0000 Uiso D U . . . . . C4 C 0.120(3) 0.873(5) 0.4777(12) 0.115(15) 1.0000 Uiso D U . . . . . C5 C 0.238(2) 0.838(5) 0.4713(11) 0.115(15) 1.0000 Uiso D U . . . . . C6 C 0.201(4) 0.757(3) 0.4917(11) 0.115(15) 1.0000 Uiso D U . . . . . C7 C 0.072(3) 1.158(3) 0.4117(16) 0.098(12) 1.0000 Uiso D U . . . . . C8 C 0.113(4) 1.287(3) 0.4878(19) 0.098(12) 1.0000 Uiso D U . . . . . C9 C 0.176(2) 1.231(4) 0.483(2) 0.098(12) 1.0000 Uiso D U . . . . . C10 C 0.132(2) 0.909(3) 0.217(5) 0.095(12) 1.0000 Uiso D U . . . . . C11 C 0.0650(16) 1.008(5) 0.117(3) 0.095(12) 1.0000 Uiso D U . . . . . C12 C 0.103(2) 1.057(3) 0.196(4) 0.095(12) 1.0000 Uiso D U . . . . . C13 C 0.175(3) 0.845(2) 0.727(3) 0.098(12) 1.0000 Uiso D U . . . . . C14 C 0.118(3) 0.891(2) 0.838(2) 0.098(12) 1.0000 Uiso D U . . . . . C15 C 0.067(2) 0.839(2) 0.773(4) 0.098(12) 1.0000 Uiso D U . . . . . C16 C 0.355(2) 1.082(2) 0.024(3) 0.085(11) 1.0000 Uiso D U . . . . . C17 C 0.268(3) 1.092(2) 0.109(3) 0.085(11) 1.0000 Uiso D U . . . . . C18 C 0.238(2) 1.042(2) 0.028(4) 0.085(11) 1.0000 Uiso D U . . . . . C19 C 0.556(3) 1.113(3) 0.1669(19) 0.120(15) 1.0000 Uiso D U . . . . . C20 C 0.600(3) 1.215(4) 0.0804(18) 0.120(15) 1.0000 Uiso D U . . . . . C21 C 0.534(3) 1.251(3) 0.103(3) 0.120(15) 1.0000 Uiso D U . . . . . C22 C 0.3503(15) 1.370(4) 0.285(3) 0.106(14) 1.0000 Uiso D U . . . . . C23 C 0.3280(13) 1.469(3) 0.167(4) 0.106(14) 1.0000 Uiso D U . . . . . C24 C 0.3564(15) 1.387(5) 0.136(3) 0.106(14) 1.0000 Uiso D U . . . . . C101 C 0.314(4) 0.648(6) 0.714(7) 0.20(2) 1.0000 Uiso D U . . . . . C102 C 0.453(4) 0.616(5) 0.677(7) 0.20(2) 1.0000 Uiso D U . . . . . C103 C 0.386(5) 0.780(4) 0.662(8) 0.20(2) 1.0000 Uiso D U . . . . . C104 C 0.169(4) 1.350(6) 0.187(7) 0.181(18) 1.0000 Uiso D U . . . . . C201 C 0.071(5) 1.459(6) 0.099(5) 0.181(18) 1.0000 Uiso D U . . . . . C202 C 0.039(4) 1.358(6) 0.241(6) 0.181(18) 1.0000 Uiso D U . . . . . N1 N 0.314(2) 1.058(3) 0.396(2) 0.072(10) 1.0000 Uiso D U . . . . . N2 N 0.403(3) 1.128(2) 0.3267(19) 0.072(10) 1.0000 Uiso D U . . . . . N3 N 0.187(4) 0.912(3) 0.4623(9) 0.115(15) 1.0000 Uiso D U . . . . . N4 N 0.127(3) 0.779(4) 0.4962(9) 0.115(15) 1.0000 Uiso D U . . . . . N5 N 0.151(4) 1.149(3) 0.435(2) 0.098(12) 1.0000 Uiso D U . . . . . N6 N 0.047(3) 1.242(4) 0.443(3) 0.098(12) 1.0000 Uiso D U . . . . . N7 N 0.1453(17) 0.996(5) 0.261(3) 0.095(12) 1.0000 Uiso D U . . . . . N8 N 0.083(3) 0.914(4) 0.130(4) 0.095(12) 1.0000 Uiso D U . . . . . N9 N 0.102(3) 0.8091(17) 0.702(3) 0.098(12) 1.0000 Uiso D U . . . . . N10 N 0.187(2) 0.896(2) 0.809(3) 0.098(12) 1.0000 Uiso D U . . . . . N11 N 0.292(3) 1.0343(17) -0.027(2) 0.085(11) 1.0000 Uiso D U . . . . . N12 N 0.342(3) 1.1179(16) 0.108(3) 0.085(11) 1.0000 Uiso D U . . . . . N13 N 0.615(2) 1.127(4) 0.121(3) 0.120(15) 1.0000 Uiso D U . . . . . N14 N 0.505(2) 1.186(5) 0.158(3) 0.120(15) 1.0000 Uiso D U . . . . . N15 N 0.3238(11) 1.459(4) 0.261(4) 0.106(14) 1.0000 Uiso D U . . . . . N16 N 0.3709(10) 1.323(3) 0.211(5) 0.106(14) 1.0000 Uiso D U . . . . . N17 N 0.383(4) 0.676(4) 0.672(4) 0.20(2) 1.0000 Uiso D U . . . . . N18 N 0.095(3) 1.397(4) 0.187(4) 0.181(18) 1.0000 Uiso D U . . . . . O1 O 0.163(4) 1.287(5) 0.239(6) 0.181(18) 1.0000 Uiso D U . . . . . O2 O 0.431(4) 0.812(4) 0.621(6) 0.20(2) 1.0000 Uiso D U . . . . . H11 H 0.2891 1.1689 0.3014 0.0867 1.0000 Uiso R . . . . . . H21 H 0.3934 0.9622 0.4723 0.0866 1.0000 Uiso R . . . . . . H31 H 0.4917 1.0394 0.3961 0.0867 1.0000 Uiso R . . . . . . H41 H 0.0735 0.9089 0.4759 0.1377 1.0000 Uiso R . . . . . . H51 H 0.2908 0.8416 0.4644 0.1378 1.0000 Uiso R . . . . . . H61 H 0.2244 0.6946 0.5012 0.1379 1.0000 Uiso R . . . . . . H71 H 0.0384 1.1107 0.3771 0.1172 1.0000 Uiso R . . . . . . H81 H 0.1156 1.3483 0.5179 0.1173 1.0000 Uiso R . . . . . . H91 H 0.2295 1.2470 0.5094 0.1172 1.0000 Uiso R . . . . . . H101 H 0.1543 0.8511 0.2462 0.1136 1.0000 Uiso R . . . . . . H111 H 0.0314 1.0348 0.0620 0.1138 1.0000 Uiso R . . . . . . H121 H 0.0994 1.1249 0.2050 0.1137 1.0000 Uiso R . . . . . . H131 H 0.2137 0.8357 0.6892 0.1166 1.0000 Uiso R . . . . . . H141 H 0.1080 0.9201 0.8953 0.1167 1.0000 Uiso R . . . . . . H151 H 0.0141 0.8251 0.7773 0.1167 1.0000 Uiso R . . . . . . H161 H 0.4028 1.0885 0.0027 0.1013 1.0000 Uiso R . . . . . . H171 H 0.2413 1.1073 0.1597 0.1012 1.0000 Uiso R . . . . . . H181 H 0.1861 1.0155 0.0123 0.1012 1.0000 Uiso R . . . . . . H191 H 0.5509 1.0560 0.2027 0.1439 1.0000 Uiso R . . . . . . H201 H 0.6311 1.2468 0.0420 0.1439 1.0000 Uiso R . . . . . . H211 H 0.5110 1.3116 0.0827 0.1439 1.0000 Uiso R . . . . . . H221 H 0.3542 1.3427 0.3472 0.1279 1.0000 Uiso R . . . . . . H231 H 0.3132 1.5252 0.1287 0.1279 1.0000 Uiso R . . . . . . H241 H 0.3648 1.3759 0.0729 0.1279 1.0000 Uiso R . . . . . . H1011 H 0.2755 0.6981 0.7019 0.2415 1.0000 Uiso R . . . . . . H1012 H 0.3315 0.6389 0.7825 0.2415 1.0000 Uiso R . . . . . . H1013 H 0.2922 0.5895 0.6844 0.2415 1.0000 Uiso R . . . . . . H1021 H 0.4891 0.6481 0.6448 0.2416 1.0000 Uiso R . . . . . . H1022 H 0.4777 0.6046 0.7433 0.2416 1.0000 Uiso R . . . . . . H1023 H 0.4384 0.5552 0.6453 0.2416 1.0000 Uiso R . . . . . . H2011 H 0.0220 1.4895 0.1000 0.2172 1.0000 Uiso R . . . . . . H2012 H 0.1107 1.5075 0.0998 0.2172 1.0000 Uiso R . . . . . . H2013 H 0.0664 1.4206 0.0420 0.2172 1.0000 Uiso R . . . . . . H2021 H -0.0067 1.3984 0.2326 0.2175 1.0000 Uiso R . . . . . . H2022 H 0.0628 1.3545 0.3091 0.2175 1.0000 Uiso R . . . . . . H2023 H 0.0235 1.2944 0.2178 0.2175 1.0000 Uiso R . . . . . . H1041 H 0.2117 1.3668 0.1541 0.2175 1.0000 Uiso R . . . . . . H1031 H 0.3490 0.8219 0.6865 0.2417 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 Zn1 0.141(8) 0.028(6) 0.127(6) -0.006(5) 0.081(6) -0.006(6) Zn2 0.126(8) 0.030(7) 0.139(10) 0.006(5) 0.065(6) -0.006(5) Zn3 0.149(9) 0.049(8) 0.127(6) -0.006(5) 0.075(6) -0.020(6) Zn4 0.136(9) 0.039(7) 0.135(8) 0.000(5) 0.081(8) -0.003(6) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.1197(3) loop_ _oxford_twin_element_scale_factors 0.791(12) 0.209(12) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Zn1 . N1 . 1.94(3) yes Zn1 . N3 . 1.91(4) yes Zn1 . N5 . 2.04(4) yes Zn1 . N7 . 2.08(4) yes Zn2 . N8 4_565 2.00(5) yes Zn2 . N6 2_576 1.95(4) yes Zn2 . N4 . 2.07(4) yes Zn2 . N9 . 1.95(4) yes Zn3 . N13 2_676 1.97(4) yes Zn3 . N15 4_575 1.97(4) yes Zn3 . N11 1_556 1.94(4) yes Zn3 . N10 . 2.01(4) yes Zn4 . N2 . 1.97(3) yes Zn4 . N12 . 1.97(4) yes Zn4 . N14 . 1.85(4) yes Zn4 . N16 . 1.97(4) yes C1 . N1 . 1.346(8) yes C1 . N2 . 1.345(8) yes C1 . H11 . 0.950 no C2 . C3 . 1.355(8) yes C2 . N1 . 1.354(8) yes C2 . H21 . 0.950 no C3 . N2 . 1.352(8) yes C3 . H31 . 0.950 no C4 . N3 . 1.342(8) yes C4 . N4 . 1.344(8) yes C4 . H41 . 0.950 no C5 . C6 . 1.356(8) yes C5 . N3 . 1.354(8) yes C5 . H51 . 0.950 no C6 . N4 . 1.353(8) yes C6 . H61 . 0.950 no C7 . N5 . 1.345(8) yes C7 . N6 . 1.346(8) yes C7 . H71 . 0.950 no C8 . C9 . 1.358(8) yes C8 . N6 . 1.353(8) yes C8 . H81 . 0.950 no C9 . N5 . 1.354(8) yes C9 . H91 . 0.950 no C10 . N7 . 1.345(8) yes C10 . N8 . 1.345(8) yes C10 . H101 . 0.950 no C11 . C12 . 1.356(8) yes C11 . N8 . 1.351(8) yes C11 . H111 . 0.950 no C12 . N7 . 1.353(8) yes C12 . H121 . 0.950 no C13 . N9 . 1.345(8) yes C13 . N10 . 1.343(8) yes C13 . H131 . 0.950 no C14 . C15 . 1.358(8) yes C14 . N10 . 1.352(8) yes C14 . H141 . 0.950 no C15 . N9 . 1.350(8) yes C15 . H151 . 0.950 no C16 . N11 . 1.346(8) yes C16 . N12 . 1.345(8) yes C16 . H161 . 0.950 no C17 . C18 . 1.356(8) yes C17 . N12 . 1.352(8) yes C17 . H171 . 0.950 no C18 . N11 . 1.351(8) yes C18 . H181 . 0.950 no C19 . N13 . 1.342(8) yes C19 . N14 . 1.344(8) yes C19 . H191 . 0.950 no C20 . C21 . 1.357(8) yes C20 . N13 . 1.353(8) yes C20 . H201 . 0.950 no C21 . N14 . 1.351(8) yes C21 . H211 . 0.950 no C22 . N15 . 1.344(8) yes C22 . N16 . 1.344(8) yes C22 . H221 . 0.950 no C23 . C24 . 1.356(8) yes C23 . N15 . 1.351(8) yes C23 . H231 . 0.950 no C24 . N16 . 1.353(8) yes C24 . H241 . 0.950 no C101 . N17 . 1.498(8) yes C101 . H1011 . 0.960 no C101 . H1012 . 0.960 no C101 . H1013 . 0.960 no C102 . N17 . 1.471(8) yes C102 . H1021 . 0.960 no C102 . H1022 . 0.960 no C102 . H1023 . 0.960 no C103 . N17 . 1.460(8) yes C103 . O2 . 1.160(8) yes C103 . H1031 . 0.980 no C104 . N18 . 1.459(8) yes C104 . O1 . 1.162(8) yes C104 . H1041 . 0.980 no C201 . N18 . 1.498(8) yes C201 . H2011 . 0.960 no C201 . H2012 . 0.960 no C201 . H2013 . 0.960 no C202 . N18 . 1.467(8) yes C202 . H2021 . 0.960 no C202 . H2022 . 0.960 no C202 . H2023 . 0.960 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 N1 . Zn1 . N3 . 117(3) yes N1 . Zn1 . N5 . 110(2) yes N3 . Zn1 . N5 . 116.7(20) yes N1 . Zn1 . N7 . 108.9(9) yes N3 . Zn1 . N7 . 98.3(16) yes N5 . Zn1 . N7 . 104(2) yes N8 4_565 Zn2 . N6 2_576 114(2) yes N8 4_565 Zn2 . N4 . 116(2) yes N6 2_576 Zn2 . N4 . 112.2(19) yes N8 4_565 Zn2 . N9 . 111(2) yes N6 2_576 Zn2 . N9 . 102(3) yes N4 . Zn2 . N9 . 99.0(19) yes N13 2_676 Zn3 . N15 4_575 96(2) yes N13 2_676 Zn3 . N11 1_556 110.9(13) yes N15 4_575 Zn3 . N11 1_556 108(2) yes N13 2_676 Zn3 . N10 . 117.1(17) yes N15 4_575 Zn3 . N10 . 111.9(18) yes N11 1_556 Zn3 . N10 . 111(2) yes N2 . Zn4 . N12 . 101.5(14) yes N2 . Zn4 . N14 . 123(3) yes N12 . Zn4 . N14 . 100.3(18) yes N2 . Zn4 . N16 . 107(2) yes N12 . Zn4 . N16 . 108.5(13) yes N14 . Zn4 . N16 . 115(3) yes N1 . C1 . N2 . 112.8(6) yes N1 . C1 . H11 . 123.6 no N2 . C1 . H11 . 123.7 no C3 . C2 . N1 . 109.1(6) yes C3 . C2 . H21 . 125.4 no N1 . C2 . H21 . 125.5 no C2 . C3 . N2 . 109.1(6) yes C2 . C3 . H31 . 125.5 no N2 . C3 . H31 . 125.4 no N3 . C4 . N4 . 112.8(6) yes N3 . C4 . H41 . 123.7 no N4 . C4 . H41 . 123.5 no C6 . C5 . N3 . 109.0(6) yes C6 . C5 . H51 . 125.6 no N3 . C5 . H51 . 125.4 no C5 . C6 . N4 . 108.9(6) yes C5 . C6 . H61 . 125.4 no N4 . C6 . H61 . 125.7 no N5 . C7 . N6 . 112.7(6) yes N5 . C7 . H71 . 123.5 no N6 . C7 . H71 . 123.7 no C9 . C8 . N6 . 109.1(6) yes C9 . C8 . H81 . 125.5 no N6 . C8 . H81 . 125.3 no C8 . C9 . N5 . 108.9(6) yes C8 . C9 . H91 . 125.4 no N5 . C9 . H91 . 125.6 no N7 . C10 . N8 . 112.9(7) yes N7 . C10 . H101 . 123.3 no N8 . C10 . H101 . 123.8 no C12 . C11 . N8 . 109.0(7) yes C12 . C11 . H111 . 125.7 no N8 . C11 . H111 . 125.3 no C11 . C12 . N7 . 109.3(6) yes C11 . C12 . H121 . 125.2 no N7 . C12 . H121 . 125.6 no N9 . C13 . N10 . 112.9(6) yes N9 . C13 . H131 . 123.5 no N10 . C13 . H131 . 123.6 no C15 . C14 . N10 . 109.2(6) yes C15 . C14 . H141 . 125.5 no N10 . C14 . H141 . 125.4 no C14 . C15 . N9 . 109.0(6) yes C14 . C15 . H151 . 125.5 no N9 . C15 . H151 . 125.6 no N11 . C16 . N12 . 112.6(6) yes N11 . C16 . H161 . 123.6 no N12 . C16 . H161 . 123.8 no C18 . C17 . N12 . 109.1(6) yes C18 . C17 . H171 . 125.5 no N12 . C17 . H171 . 125.4 no C17 . C18 . N11 . 109.1(6) yes C17 . C18 . H181 . 125.4 no N11 . C18 . H181 . 125.5 no N13 . C19 . N14 . 113.3(6) yes N13 . C19 . H191 . 123.3 no N14 . C19 . H191 . 123.4 no C21 . C20 . N13 . 109.2(6) yes C21 . C20 . H201 . 125.3 no N13 . C20 . H201 . 125.4 no C20 . C21 . N14 . 109.1(6) yes C20 . C21 . H211 . 125.5 no N14 . C21 . H211 . 125.4 no N15 . C22 . N16 . 112.6(6) yes N15 . C22 . H221 . 123.9 no N16 . C22 . H221 . 123.4 no C24 . C23 . N15 . 109.0(6) yes C24 . C23 . H231 . 125.8 no N15 . C23 . H231 . 125.2 no C23 . C24 . N16 . 109.0(6) yes C23 . C24 . H241 . 125.2 no N16 . C24 . H241 . 125.7 no N17 . C101 . H1011 . 109.8 no N17 . C101 . H1012 . 109.0 no H1011 . C101 . H1012 . 109.5 no N17 . C101 . H1013 . 109.5 no H1011 . C101 . H1013 . 109.5 no H1012 . C101 . H1013 . 109.5 no N17 . C102 . H1021 . 109.1 no N17 . C102 . H1022 . 109.2 no H1021 . C102 . H1022 . 109.5 no N17 . C102 . H1023 . 110.1 no H1021 . C102 . H1023 . 109.5 no H1022 . C102 . H1023 . 109.5 no N17 . C103 . O2 . 118.0(8) yes N17 . C103 . H1031 . 120.9 no O2 . C103 . H1031 . 121.0 no N18 . C104 . O1 . 98(5) yes N18 . C104 . H1041 . 130.9 no O1 . C104 . H1041 . 131.3 no N18 . C201 . H2011 . 109.5 no N18 . C201 . H2012 . 109.3 no H2011 . C201 . H2012 . 109.5 no N18 . C201 . H2013 . 109.6 no H2011 . C201 . H2013 . 109.5 no H2012 . C201 . H2013 . 109.5 no N18 . C202 . H2021 . 109.6 no N18 . C202 . H2022 . 109.8 no H2021 . C202 . H2022 . 109.5 no N18 . C202 . H2023 . 109.0 no H2021 . C202 . H2023 . 109.5 no H2022 . C202 . H2023 . 109.5 no C2 . N1 . C1 . 104.4(6) yes C2 . N1 . Zn1 . 136(3) yes C1 . N1 . Zn1 . 118(3) yes C3 . N2 . C1 . 104.5(6) yes C3 . N2 . Zn4 . 139(3) yes C1 . N2 . Zn4 . 111(3) yes C5 . N3 . C4 . 104.6(6) yes C5 . N3 . Zn1 . 121(5) yes C4 . N3 . Zn1 . 131(5) yes C6 . N4 . C4 . 104.7(6) yes C6 . N4 . Zn2 . 127(4) yes C4 . N4 . Zn2 . 117(4) yes C9 . N5 . C7 . 104.6(6) yes C9 . N5 . Zn1 . 134(4) yes C7 . N5 . Zn1 . 122(4) yes C8 . N6 . C7 . 104.6(6) yes C8 . N6 . Zn2 2_576 135(5) yes C7 . N6 . Zn2 2_576 120(5) yes C12 . N7 . C10 . 104.3(6) yes C12 . N7 . Zn1 . 126(5) yes C10 . N7 . Zn1 . 129(5) yes C11 . N8 . C10 . 104.6(8) yes C11 . N8 . Zn2 4_564 151(5) yes C10 . N8 . Zn2 4_564 104(5) yes C15 . N9 . C13 . 104.6(6) yes C15 . N9 . Zn2 . 130(4) yes C13 . N9 . Zn2 . 125(4) yes C14 . N10 . C13 . 104.4(6) yes C14 . N10 . Zn3 . 136(4) yes C13 . N10 . Zn3 . 120(4) yes C18 . N11 . C16 . 104.6(6) yes C18 . N11 . Zn3 1_554 130(4) yes C16 . N11 . Zn3 1_554 124(4) yes C17 . N12 . C16 . 104.6(6) yes C17 . N12 . Zn4 . 127(4) yes C16 . N12 . Zn4 . 129(4) yes C20 . N13 . C19 . 104.1(6) yes C20 . N13 . Zn3 2_676 133(5) yes C19 . N13 . Zn3 2_676 122(5) yes C21 . N14 . C19 . 104.3(6) yes C21 . N14 . Zn4 . 129(5) yes C19 . N14 . Zn4 . 127(5) yes C23 . N15 . C22 . 104.7(6) yes C23 . N15 . Zn3 4_574 135(5) yes C22 . N15 . Zn3 4_574 120(5) yes C24 . N16 . C22 . 104.6(6) yes C24 . N16 . Zn4 . 126(5) yes C22 . N16 . Zn4 . 130(5) yes C101 . N17 . C102 . 124.1(8) yes C101 . N17 . C103 . 109.9(8) yes C102 . N17 . C103 . 122.0(8) yes C201 . N18 . C202 . 123.6(8) yes C201 . N18 . C104 . 110.2(8) yes C202 . N18 . C104 . 121.8(8) yes # Attachment '- phaseII_56.cif' data_phaseII_56 _database_code_depnum_ccdc_archive 'CCDC 828171' #TrackingRef '- phaseII_56.cif' _audit_creation_date 11-03-21 _audit_creation_method CRYSTALS_ver_14.06 _oxford_structure_analysis_title '1to4 in P2(1)/c' _chemical_name_systematic ? _chemical_name_common ZIF-4 _chemical_formula_moiety 'C24 H24 N16 Zn4, 2(C3 H7 N O)' # Given Formula = C20 H20 N16 O3 Zn2 # Dc = 1.18 Fooo = 1920.00 Mu = 13.23 M = 663.24 # Found Formula = C30 H38 N18 O2 Zn4 # Dc = 1.68 FOOO = 1920.00 Mu = 25.90 M = 944.27 _chemical_formula_sum 'C30 H38 N18 O2 Zn4' _chemical_compound_source ? _chemical_melting_point ? _exptl_crystal_description block _exptl_crystal_colour colourless _diffrn_ambient_temperature 293 _diffrn_ambient_pressure 560 _publ_section_exptl_refinement ; 022_ALERT_3_A Ratio Unique / Expected Reflections too Low .... 0.70 023_ALERT_3_A Resolution (too) Low [sin(theta)/Lambda < 0.6].. 15.71 Deg. 027_ALERT_3_A _diffrn_reflns_theta_full (too) Low ............ 12.10 Deg. 029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.75 088_ALERT_3_A Poor Data / Parameter Ratio .................... 2.54 201_ALERT_2_A Isotropic non-H Atoms in Main Residue(s) ....... 40 341_ALERT_3_B Low Bond Precision on C-C Bonds (x 1000) Ang ... 56 910_ALERT_3_B Missing # of FCF Reflections Below Th(Min) ..... 11 911_ALERT_3_B Missing # FCF Refl Between THmin & STh/L= 0.381 535 913_ALERT_3_C Missing # of Very Strong Reflections in FCF .... 7 860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 287 All of the above are caused by shading from the pressure cell. 1,2 and 1,3 restraints were applied to all non-hydrogen distamces. 082_ALERT_2_C High R1 Value .................................. 0.14 The sample has undergone a phase transition which caused the crystal to 'break up', increasing the R1 value. 411_ALERT_2_C Short Inter H...H Contact H111 .. H331 .. 2.12 Ang. 411_ALERT_2_B Short Inter H...H Contact H111 .. H321 .. 1.97 Ang. 432_ALERT_2_B Short Inter X...Y Contact C11 .. C32 .. 2.98 Ang. 432_ALERT_2_B Short Inter X...Y Contact C11 .. C33 .. 3.06 Ang. Short contacts are expected at high-pressure. 731_ALERT_1_A Bond Calc 1.46(9), Rep 1.460(8) ...... 9.90 su-Ra C1 -N1 1.555 1.555 731_ALERT_1_A Bond Calc 1.16(10), Rep 1.161(8) ...... 9.90 su-Ra C1 -O1 1.555 1.555 731_ALERT_1_A Bond Calc 1.45(11), Rep 1.459(8) ...... 9.90 su-Ra C11 -N10 1.555 1.555 731_ALERT_1_A Bond Calc 1.17(11), Rep 1.159(8) ...... 9.90 su-Ra C11 -O2 1.555 1.555 731_ALERT_1_A Bond Calc 1.34(7), Rep 1.344(8) ...... 8.75 su-Ra C21 -N20 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(7), Rep 1.343(8) ...... 8.75 su-Ra C21 -N22 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(7), Rep 1.346(8) ...... 8.75 su-Ra C25 -N24 1.555 1.555 731_ALERT_1_A Bond Calc 1.34(7), Rep 1.358(8) ...... 8.75 su-Ra C27 -C28 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(7), Rep 1.353(8) ...... 8.75 su-Ra C27 -N26 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(7), Rep 1.352(8) ...... 8.75 su-Ra C39 -N22 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(7), Rep 1.352(8) ...... 8.75 su-Ra C40 -N20 1.555 1.555 731_ALERT_1_A Bond Calc 1.47(9), Rep 1.468(8) ...... 9.90 su-Ra C111 -N1 1.555 1.555 731_ALERT_1_A Bond Calc 1.51(9), Rep 1.499(8) ...... 9.90 su-Ra C112 -N1 1.555 1.555 731_ALERT_1_A Bond Calc 1.47(12), Rep 1.470(8) ...... 9.90 su-Ra C121 -N10 1.555 1.555 731_ALERT_1_A Bond Calc 1.51(13), Rep 1.500(8) ...... 9.90 su-Ra C122 -N10 1.555 1.555 732_ALERT_1_A Angle Calc 118(7), Rep 118.1(8) ...... 8.75 su-Ra N1 -C1 -O1 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 117(7), Rep 117.9(8) ...... 8.75 su-Ra N10 -C11 -O2 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 123(7), Rep 124.0(8) ...... 8.75 su-Ra C122 -N10 -C121 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 110(7), Rep 109.8(8) ...... 8.75 su-Ra C122 -N10 -C11 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 123(7), Rep 121.9(8) ...... 8.75 su-Ra C121 -N10 -C11 1.555 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(5), Rep 1.345(8) ...... 6.25 su-Ra C3 -N2 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(6), Rep 1.344(8) ...... 7.50 su-Ra C3 -N4 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(5), Rep 1.342(8) ...... 6.25 su-Ra C7 -N6 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(5), Rep 1.344(8) ...... 6.25 su-Ra C7 -N8 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(5), Rep 1.357(8) ...... 6.25 su-Ra C9 -C10 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(4), Rep 1.352(8) ...... 5.00 su-Ra C9 -N8 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(5), Rep 1.353(8) ...... 6.25 su-Ra C10 -N6 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(5), Rep 1.345(8) ...... 6.25 su-Ra C12 -N11 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(6), Rep 1.346(8) ...... 7.50 su-Ra C12 -N13 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(5), Rep 1.356(8) ...... 6.25 su-Ra C14 -C15 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.352(8) ...... 7.50 su-Ra C14 -N13 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.352(8) ...... 7.50 su-Ra C15 -N11 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(6), Rep 1.344(8) ...... 7.50 su-Ra C17 -N16 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(6), Rep 1.345(8) ...... 7.50 su-Ra C17 -N18 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(6), Rep 1.346(8) ...... 7.50 su-Ra C25 -N26 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(5), Rep 1.354(8) ...... 6.25 su-Ra C28 -N24 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(6), Rep 1.343(8) ...... 7.50 su-Ra C30 -N29 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.344(8) ...... 7.50 su-Ra C30 -N31 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(6), Rep 1.357(8) ...... 7.50 su-Ra C32 -C33 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.352(8) ...... 7.50 su-Ra C32 -N31 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(6), Rep 1.353(8) ...... 7.50 su-Ra C33 -N29 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(4), Rep 1.345(8) ...... 5.00 su-Ra C35 -N34 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.345(8) ...... 7.50 su-Ra C35 -N36 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(5), Rep 1.356(8) ...... 6.25 su-Ra C37 -C38 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(5), Rep 1.352(8) ...... 6.25 su-Ra C37 -N36 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(6), Rep 1.353(8) ...... 7.50 su-Ra C38 -N34 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(6), Rep 1.356(8) ...... 7.50 su-Ra C39 -C40 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(5), Rep 1.357(8) ...... 6.25 su-Ra C41 -C42 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.351(8) ...... 7.50 su-Ra C41 -N18 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.352(8) ...... 7.50 su-Ra C42 -N16 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.356(8) ...... 7.50 su-Ra C43 -C44 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.351(8) ...... 7.50 su-Ra C43 -N4 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(6), Rep 1.352(8) ...... 7.50 su-Ra C44 -N2 1.555 1.555 732_ALERT_1_B Angle Calc 113(3), Rep 112.7(6) ...... 5.00 su-Ra N2 -C3 -N4 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 114(3), Rep 113.2(5) ...... 6.00 su-Ra N6 -C7 -N8 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 110(3), Rep 109.1(5) ...... 6.00 su-Ra C10 -C9 -N8 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.2(5) ...... 6.00 su-Ra C9 -C10 -N6 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 113(3), Rep 112.7(6) ...... 5.00 su-Ra N11 -C12 -N13 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.1(6) ...... 5.00 su-Ra C15 -C14 -N13 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.1(6) ...... 5.00 su-Ra C14 -C15 -N11 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 113(3), Rep 112.8(6) ...... 5.00 su-Ra N16 -C17 -N18 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 113(4), Rep 112.7(6) ...... 6.67 su-Ra N20 -C21 -N22 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 112(4), Rep 112.7(6) ...... 6.67 su-Ra N24 -C25 -N26 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.1(6) ...... 5.00 su-Ra C28 -C27 -N26 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(4), Rep 109.0(6) ...... 6.67 su-Ra C27 -C28 -N24 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 113(3), Rep 112.8(6) ...... 5.00 su-Ra N29 -C30 -N31 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.0(6) ...... 5.00 su-Ra C33 -C32 -N31 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.0(5) ...... 6.00 su-Ra C32 -C33 -N29 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 113(3), Rep 112.8(6) ...... 5.00 su-Ra N34 -C35 -N36 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(4), Rep 109.1(6) ...... 6.67 su-Ra C38 -C37 -N36 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.1(6) ...... 5.00 su-Ra C37 -C38 -N34 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(4), Rep 109.0(6) ...... 6.67 su-Ra C40 -C39 -N22 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(4), Rep 109.0(6) ...... 6.67 su-Ra C39 -C40 -N20 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.0(6) ...... 5.00 su-Ra C42 -C41 -N18 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.1(6) ...... 5.00 su-Ra C41 -C42 -N16 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.1(6) ...... 5.00 su-Ra C44 -C43 -N4 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.0(6) ...... 5.00 su-Ra C43 -C44 -N2 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 123(5), Rep 123.7(8) ...... 6.25 su-Ra C112 -N1 -C111 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 110(6), Rep 110.1(8) ...... 7.50 su-Ra C112 -N1 -C1 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 122(5), Rep 122.0(8) ...... 6.25 su-Ra C111 -N1 -C1 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(3), Rep 104.6(5) ...... 6.00 su-Ra C44 -N2 -C3 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(3), Rep 104.6(5) ...... 6.00 su-Ra C43 -N4 -C3 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(3), Rep 104.3(5) ...... 6.00 su-Ra C10 -N6 -C7 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(3), Rep 104.3(5) ...... 6.00 su-Ra C9 -N8 -C7 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(3), Rep 104.6(5) ...... 6.00 su-Ra C15 -N11 -C12 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(3), Rep 104.6(5) ...... 6.00 su-Ra C14 -N13 -C12 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(3), Rep 104.5(5) ...... 6.00 su-Ra C42 -N16 -C17 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(3), Rep 104.6(5) ...... 6.00 su-Ra C41 -N18 -C17 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(4), Rep 104.6(5) ...... 8.00 su-Ra C40 -N20 -C21 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(4), Rep 104.6(5) ...... 8.00 su-Ra C39 -N22 -C21 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(3), Rep 104.6(5) ...... 6.00 su-Ra C28 -N24 -C25 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(4), Rep 104.6(5) ...... 8.00 su-Ra C27 -N26 -C25 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(3), Rep 104.6(5) ...... 6.00 su-Ra C33 -N29 -C30 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(3), Rep 104.6(5) ...... 6.00 su-Ra C32 -N31 -C30 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(3), Rep 104.5(5) ...... 6.00 su-Ra C38 -N34 -C35 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(3), Rep 104.5(5) ...... 6.00 su-Ra C37 -N36 -C35 1.555 1.555 1.555 722_ALERT_1_C Angle Calc 125.00, Rep 123.60 Dev... 1.40 Deg. N26 -C25 -H251 1.555 1.555 1.555 The use of restraints in the refinement mean that off diagonal terms in the variance-covariance matrix are significant, and the diagonal approximation used in Platon/Checkcif is badly in error. 380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety C111 380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety C112 199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K 200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K This is correct. 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 12 760_ALERT_1_G CIF Contains no Torsion Angles ................. ? No action taken. 929_ALERT_4_G No Interpretable (SHELX) Weight Parameters found ? A shelx weighting scheme was not used. ; _publ_section_exptl_prep # Brief details or a reference. Include solvent if known ; ? ; #end of refcif _cell_length_a 17.735(9) _cell_length_b 14.457(8) _cell_length_c 14.829(9) _cell_angle_alpha 90 _cell_angle_beta 100.25(5) _cell_angle_gamma 90 _cell_volume 3741(4) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 # 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 . _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' 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' Zn 0.2839 1.4301 14.0743 3.2655 7.0318 0.2333 5.1652 10.3163 2.4100 58.7097 1.3041 '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 _chemical_formula_weight 944.27 _cell_measurement_reflns_used 470 _cell_measurement_theta_min 3 _cell_measurement_theta_max 16 _cell_measurement_temperature 293 _exptl_crystal_size_min 0.100 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_max 0.200 _exptl_crystal_density_diffrn 1.676 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1920 _exptl_absorpt_coefficient_mu 2.590 # Sheldrick geometric approximatio 0.60 0.77 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_absorpt_correction_T_min 0.52 _exptl_absorpt_correction_T_max 0.77 _diffrn_measurement_device_type 'Bruker Kappa Apex2' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_source 'sealed X-ray tube' _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'Apex2 (Bruker AXS, 2006)' _computing_cell_refinement 'Apex2 (Bruker AXS, 2006)' _computing_data_reduction 'Apex2 (Bruker AXS, 2006)' _computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION' _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_reflns_number 1251 _reflns_number_total 1212 _diffrn_reflns_av_R_equivalents 0.000 # Number of reflections without Friedels Law is 1212 # Number of reflections with Friedels Law is 0 # Theoretical number of reflections is about 1732 _diffrn_reflns_theta_min 2.828 _diffrn_reflns_theta_max 15.709 _diffrn_measured_fraction_theta_max 0.701 _diffrn_reflns_theta_full 12.096 _diffrn_measured_fraction_theta_full 0.754 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 11 _reflns_limit_h_min -13 _reflns_limit_h_max 12 _reflns_limit_k_min 0 _reflns_limit_k_max 10 _reflns_limit_l_min 0 _reflns_limit_l_max 11 _oxford_diffrn_Wilson_B_factor 2.26 _oxford_diffrn_Wilson_scale 180.49 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.62 _refine_diff_density_max 0.67 # 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 602 _refine_ls_number_restraints 287 _refine_ls_number_parameters 237 _oxford_refine_ls_R_factor_ref 0.1369 _refine_ls_wR_factor_ref 0.1206 _refine_ls_goodness_of_fit_ref 1.2976 _refine_ls_shift/su_max 0.0056002 _refine_ls_shift/su_mean 0.0005411 # The values computed from all data _oxford_reflns_number_all 1178 _refine_ls_R_factor_all 0.2125 _refine_ls_wR_factor_all 0.1415 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 602 _refine_ls_R_factor_gt 0.1369 _refine_ls_wR_factor_gt 0.1206 _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: 1.55 -0.465 1.00 ; # Insert your own references if required - in alphabetical order _publ_section_references ; User-defined structure solution reference Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Bruker Analytical X-ray Systems, Inc., 2006. Apex2, Version 2 User Manual, M86-E01078, Madison, WI. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Siemens Industrial Automation, Inc (1996). SADABS: Area-Detector Absorption Correction;: Madison, WI. 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 Zn1 Zn 0.4078(5) 0.1915(5) 0.1917(6) 0.0607 1.0000 Uani . U . . . . . Zn5 Zn 0.2959(5) 0.5285(5) 0.3508(6) 0.0638 1.0000 Uani . U . . . . . Zn19 Zn 0.0705(5) 0.7531(5) 0.1048(6) 0.0675 1.0000 Uani . U . . . . . Zn23 Zn 0.1996(5) 1.0225(5) 0.3808(6) 0.0650 1.0000 Uani . U . . . . . C1 C 0.163(4) 0.321(5) 0.181(6) 0.167(16) 1.0000 Uiso D U . . . . . C3 C 0.3452(9) 0.361(3) 0.275(2) 0.071(11) 1.0000 Uiso D U . . . . . C7 C 0.446(2) 0.623(2) 0.3213(15) 0.065(10) 1.0000 Uiso D U . . . . . C9 C 0.466(2) 0.7349(18) 0.415(2) 0.065(10) 1.0000 Uiso D U . . . . . C10 C 0.398(2) 0.695(3) 0.4228(17) 0.065(10) 1.0000 Uiso D U . . . . . C11 C 0.367(4) 0.728(6) 0.117(7) 0.24(2) 1.0000 Uiso D U . . . . . C12 C 0.3565(19) 0.409(2) 0.508(3) 0.082(10) 1.0000 Uiso D U . . . . . C14 C 0.275(3) 0.399(2) 0.597(2) 0.082(10) 1.0000 Uiso D U . . . . . C15 C 0.2461(18) 0.456(2) 0.526(3) 0.082(10) 1.0000 Uiso D U . . . . . C17 C 0.186(2) 0.633(2) 0.235(3) 0.078(10) 1.0000 Uiso D U . . . . . C21 C 0.1348(14) 0.899(3) 0.231(3) 0.069(10) 1.0000 Uiso D U . . . . . C25 C 0.061(3) 1.148(3) 0.3879(14) 0.067(10) 1.0000 Uiso D U . . . . . C27 C 0.104(4) 1.2680(19) 0.4647(18) 0.067(10) 1.0000 Uiso D U . . . . . C28 C 0.163(2) 1.211(3) 0.4608(17) 0.067(10) 1.0000 Uiso D U . . . . . C30 C 0.1214(18) 0.874(3) 0.4812(15) 0.066(11) 1.0000 Uiso D U . . . . . C32 C 0.208(3) 0.770(2) 0.5101(15) 0.066(11) 1.0000 Uiso D U . . . . . C33 C 0.2369(17) 0.843(4) 0.4698(16) 0.066(11) 1.0000 Uiso D U . . . . . C35 C 0.315(2) 1.1228(19) 0.315(2) 0.059(9) 1.0000 Uiso D U . . . . . C37 C 0.4296(18) 1.074(2) 0.359(3) 0.059(9) 1.0000 Uiso D U . . . . . C38 C 0.383(3) 1.0297(16) 0.4078(16) 0.059(9) 1.0000 Uiso D U . . . . . C39 C 0.1039(16) 1.031(2) 0.172(4) 0.069(10) 1.0000 Uiso D U . . . . . C40 C 0.0800(11) 0.965(4) 0.108(2) 0.069(10) 1.0000 Uiso D U . . . . . C41 C 0.0843(18) 0.655(2) 0.289(3) 0.078(10) 1.0000 Uiso D U . . . . . C42 C 0.132(3) 0.600(2) 0.348(2) 0.078(10) 1.0000 Uiso D U . . . . . C43 C 0.3323(9) 0.465(2) 0.172(3) 0.071(11) 1.0000 Uiso D U . . . . . C44 C 0.3549(9) 0.386(4) 0.136(2) 0.071(11) 1.0000 Uiso D U . . . . . C111 C 0.044(4) 0.370(5) 0.245(5) 0.167(16) 1.0000 Uiso D U . . . . . C112 C 0.086(4) 0.445(5) 0.101(5) 0.166(16) 1.0000 Uiso D U . . . . . C121 C 0.450(6) 0.870(5) 0.168(8) 0.24(2) 1.0000 Uiso D U . . . . . C122 C 0.318(6) 0.836(7) 0.217(8) 0.24(2) 1.0000 Uiso D U . . . . . N1 N 0.101(3) 0.386(3) 0.186(4) 0.166(16) 1.0000 Uiso D U . . . . . N2 N 0.3632(7) 0.319(2) 0.201(3) 0.071(11) 1.0000 Uiso D U . . . . . N4 N 0.3260(7) 0.450(3) 0.260(3) 0.070(11) 1.0000 Uiso D U . . . . . N6 N 0.3852(18) 0.623(2) 0.363(2) 0.065(10) 1.0000 Uiso D U . . . . . N8 N 0.4972(16) 0.690(3) 0.351(2) 0.065(10) 1.0000 Uiso D U . . . . . N10 N 0.377(4) 0.820(4) 0.157(4) 0.24(2) 1.0000 Uiso D U . . . . . N11 N 0.297(3) 0.4625(18) 0.469(2) 0.082(10) 1.0000 Uiso D U . . . . . N13 N 0.345(2) 0.3692(16) 0.586(3) 0.082(10) 1.0000 Uiso D U . . . . . N16 N 0.197(2) 0.5854(17) 0.314(3) 0.078(10) 1.0000 Uiso D U . . . . . N18 N 0.118(3) 0.6760(16) 0.217(2) 0.078(10) 1.0000 Uiso D U . . . . . N20 N 0.0994(17) 0.881(3) 0.145(4) 0.069(10) 1.0000 Uiso D U . . . . . N22 N 0.1388(13) 0.990(4) 0.250(3) 0.069(10) 1.0000 Uiso D U . . . . . N24 N 0.137(3) 1.134(2) 0.412(2) 0.067(10) 1.0000 Uiso D U . . . . . N26 N 0.039(2) 1.229(3) 0.419(2) 0.067(10) 1.0000 Uiso D U . . . . . N29 N 0.182(3) 0.909(2) 0.4510(11) 0.066(11) 1.0000 Uiso D U . . . . . N31 N 0.135(2) 0.789(3) 0.5178(11) 0.066(11) 1.0000 Uiso D U . . . . . N34 N 0.310(2) 1.060(2) 0.381(2) 0.059(9) 1.0000 Uiso D U . . . . . N36 N 0.387(3) 1.1332(18) 0.2996(18) 0.059(9) 1.0000 Uiso D U . . . . . O1 O 0.164(3) 0.252(4) 0.221(5) 0.167(16) 1.0000 Uiso D U . . . . . O2 O 0.422(5) 0.684(4) 0.117(6) 0.24(2) 1.0000 Uiso D U . . . . . H1221 H 0.3246 0.8972 0.2430 0.2854 1.0000 Uiso . . . . . . . H1222 H 0.3238 0.7911 0.2646 0.2854 1.0000 Uiso . . . . . . . H1223 H 0.2676 0.8315 0.1802 0.2854 1.0000 Uiso . . . . . . . H1211 H 0.4787 0.8486 0.1226 0.2855 1.0000 Uiso . . . . . . . H1212 H 0.4407 0.9353 0.1596 0.2855 1.0000 Uiso . . . . . . . H1213 H 0.4793 0.8591 0.2279 0.2855 1.0000 Uiso . . . . . . . H1111 H 0.0086 0.4205 0.2390 0.1996 1.0000 Uiso . . . . . . . H1112 H 0.0700 0.3657 0.3077 0.1996 1.0000 Uiso . . . . . . . H1113 H 0.0174 0.3134 0.2277 0.1996 1.0000 Uiso . . . . . . . H1121 H 0.0454 0.4873 0.1051 0.1994 1.0000 Uiso . . . . . . . H1122 H 0.1317 0.4783 0.0955 0.1994 1.0000 Uiso . . . . . . . H1123 H 0.0718 0.4057 0.0483 0.1994 1.0000 Uiso . . . . . . . H31 H 0.3459 0.3310 0.3307 0.0846 1.0000 Uiso . . . . . . . H71 H 0.4527 0.5800 0.2763 0.0784 1.0000 Uiso . . . . . . . H91 H 0.4879 0.7855 0.4491 0.0783 1.0000 Uiso . . . . . . . H101 H 0.3662 0.7135 0.4624 0.0785 1.0000 Uiso . . . . . . . H121 H 0.4006 0.4007 0.4827 0.0980 1.0000 Uiso . . . . . . . H141 H 0.2503 0.3835 0.6451 0.0981 1.0000 Uiso . . . . . . . H151 H 0.1986 0.4848 0.5179 0.0981 1.0000 Uiso . . . . . . . H171 H 0.2222 0.6354 0.1962 0.0938 1.0000 Uiso . . . . . . . H211 H 0.1543 0.8534 0.2727 0.0825 1.0000 Uiso . . . . . . . H251 H 0.0284 1.1062 0.3534 0.0802 1.0000 Uiso . . . . . . . H271 H 0.1067 1.3250 0.4942 0.0802 1.0000 Uiso . . . . . . . H281 H 0.2142 1.2218 0.4872 0.0803 1.0000 Uiso . . . . . . . H301 H 0.0749 0.9051 0.4771 0.0790 1.0000 Uiso . . . . . . . H321 H 0.2341 0.7162 0.5295 0.0791 1.0000 Uiso . . . . . . . H331 H 0.2864 0.8471 0.4573 0.0791 1.0000 Uiso . . . . . . . H351 H 0.2737 1.1555 0.2837 0.0706 1.0000 Uiso . . . . . . . H371 H 0.4822 1.0650 0.3649 0.0707 1.0000 Uiso . . . . . . . H381 H 0.3984 0.9853 0.4528 0.0706 1.0000 Uiso . . . . . . . H391 H 0.0974 1.0946 0.1630 0.0826 1.0000 Uiso . . . . . . . H401 H 0.0545 0.9762 0.0485 0.0826 1.0000 Uiso . . . . . . . H411 H 0.0361 0.6749 0.2976 0.0941 1.0000 Uiso . . . . . . . H421 H 0.1217 0.5760 0.4027 0.0940 1.0000 Uiso . . . . . . . H431 H 0.3227 0.5213 0.1410 0.0847 1.0000 Uiso . . . . . . . H441 H 0.3636 0.3790 0.0761 0.0847 1.0000 Uiso . . . . . . . H11 H 0.2004 0.3339 0.1459 0.1997 1.0000 Uiso . . . . . . . H111 H 0.3189 0.7058 0.0918 0.2855 1.0000 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 Zn1 0.074(6) 0.014(4) 0.096(8) 0.001(4) 0.020(6) 0.003(4) Zn5 0.083(6) 0.019(4) 0.090(7) 0.002(4) 0.017(5) 0.010(5) Zn19 0.089(7) 0.019(5) 0.092(7) -0.007(4) 0.007(5) 0.011(4) Zn23 0.099(7) 0.014(4) 0.086(7) -0.005(4) 0.027(6) -0.001(5) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.0768(9) loop_ _oxford_twin_element_scale_factors 0.701 0.299 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 Zn1 . N13 4_554 1.96(4) yes Zn1 . N8 3_645 1.90(3) yes Zn1 . N36 1_545 1.90(3) yes Zn1 . N2 . 2.02(3) yes Zn5 . N4 . 1.90(3) yes Zn5 . N6 . 2.08(3) yes Zn5 . N11 . 1.99(3) yes Zn5 . N16 . 1.93(4) yes Zn19 . N31 4_564 1.96(3) yes Zn19 . N26 3_545 1.94(4) yes Zn19 . N18 . 2.06(4) yes Zn19 . N20 . 1.98(3) yes Zn23 . N22 . 2.10(4) yes Zn23 . N24 . 2.05(3) yes Zn23 . N29 . 1.99(3) yes Zn23 . N34 . 2.04(4) yes C1 . N1 . 1.460(8) yes C1 . O1 . 1.161(8) yes C1 . H11 . 0.930 no C3 . N2 . 1.345(8) yes C3 . N4 . 1.344(8) yes C3 . H31 . 0.930 no C7 . N6 . 1.342(8) yes C7 . N8 . 1.344(8) yes C7 . H71 . 0.930 no C9 . C10 . 1.357(8) yes C9 . N8 . 1.352(8) yes C9 . H91 . 0.930 no C10 . N6 . 1.353(8) yes C10 . H101 . 0.930 no C11 . N10 . 1.459(8) yes C11 . O2 . 1.159(8) yes C11 . H111 . 0.930 no C12 . N11 . 1.345(8) yes C12 . N13 . 1.346(8) yes C12 . H121 . 0.930 no C14 . C15 . 1.356(8) yes C14 . N13 . 1.352(8) yes C14 . H141 . 0.930 no C15 . N11 . 1.352(8) yes C15 . H151 . 0.930 no C17 . N16 . 1.344(8) yes C17 . N18 . 1.345(8) yes C17 . H171 . 0.930 no C21 . N20 . 1.344(8) yes C21 . N22 . 1.343(8) yes C21 . H211 . 0.930 no C25 . N24 . 1.346(8) yes C25 . N26 . 1.346(8) yes C25 . H251 . 0.930 no C27 . C28 . 1.358(8) yes C27 . N26 . 1.353(8) yes C27 . H271 . 0.930 no C28 . N24 . 1.354(8) yes C28 . H281 . 0.930 no C30 . N29 . 1.343(8) yes C30 . N31 . 1.344(8) yes C30 . H301 . 0.930 no C32 . C33 . 1.357(8) yes C32 . N31 . 1.352(8) yes C32 . H321 . 0.930 no C33 . N29 . 1.353(8) yes C33 . H331 . 0.930 no C35 . N34 . 1.345(8) yes C35 . N36 . 1.345(8) yes C35 . H351 . 0.930 no C37 . C38 . 1.356(8) yes C37 . N36 . 1.352(8) yes C37 . H371 . 0.930 no C38 . N34 . 1.353(8) yes C38 . H381 . 0.930 no C39 . C40 . 1.356(8) yes C39 . N22 . 1.352(8) yes C39 . H391 . 0.930 no C40 . N20 . 1.352(8) yes C40 . H401 . 0.930 no C41 . C42 . 1.357(8) yes C41 . N18 . 1.351(8) yes C41 . H411 . 0.930 no C42 . N16 . 1.352(8) yes C42 . H421 . 0.930 no C43 . C44 . 1.356(8) yes C43 . N4 . 1.351(8) yes C43 . H431 . 0.930 no C44 . N2 . 1.352(8) yes C44 . H441 . 0.930 no C111 . N1 . 1.468(8) yes C111 . H1111 . 0.960 no C111 . H1112 . 0.960 no C111 . H1113 . 0.961 no C112 . N1 . 1.499(8) yes C112 . H1121 . 0.960 no C112 . H1122 . 0.960 no C112 . H1123 . 0.960 no C121 . N10 . 1.470(8) yes C121 . H1211 . 0.959 no C121 . H1212 . 0.960 no C121 . H1213 . 0.960 no C122 . N10 . 1.500(8) yes C122 . H1221 . 0.960 no C122 . H1222 . 0.960 no C122 . H1223 . 0.961 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 N13 4_554 Zn1 . N8 3_645 98.0(17) yes N13 4_554 Zn1 . N36 1_545 108.0(15) yes N8 3_645 Zn1 . N36 1_545 126(2) yes N13 4_554 Zn1 . N2 . 106.7(11) yes N8 3_645 Zn1 . N2 . 114.5(16) yes N36 1_545 Zn1 . N2 . 102.5(18) yes N4 . Zn5 . N6 . 98.6(16) yes N4 . Zn5 . N11 . 112.0(20) yes N6 . Zn5 . N11 . 110.3(11) yes N4 . Zn5 . N16 . 114.2(14) yes N6 . Zn5 . N16 . 112.7(11) yes N11 . Zn5 . N16 . 109(2) yes N31 4_564 Zn19 . N26 3_545 120.2(14) yes N31 4_564 Zn19 . N18 . 99.3(16) yes N26 3_545 Zn19 . N18 . 108(2) yes N31 4_564 Zn19 . N20 . 109.8(16) yes N26 3_545 Zn19 . N20 . 114.7(16) yes N18 . Zn19 . N20 . 102.6(19) yes N22 . Zn23 . N24 . 100.3(18) yes N22 . Zn23 . N29 . 101.4(16) yes N24 . Zn23 . N29 . 112.9(14) yes N22 . Zn23 . N34 . 113.2(9) yes N24 . Zn23 . N34 . 110.3(17) yes N29 . Zn23 . N34 . 117(2) yes N1 . C1 . O1 . 118.1(8) yes N1 . C1 . H11 . 120.9 no O1 . C1 . H11 . 121.0 no N2 . C3 . N4 . 112.7(6) yes N2 . C3 . H31 . 123.7 no N4 . C3 . H31 . 123.7 no N6 . C7 . N8 . 113.2(5) yes N6 . C7 . H71 . 123.4 no N8 . C7 . H71 . 123.4 no C10 . C9 . N8 . 109.1(5) yes C10 . C9 . H91 . 125.5 no N8 . C9 . H91 . 125.5 no C9 . C10 . N6 . 109.2(5) yes C9 . C10 . H101 . 125.4 no N6 . C10 . H101 . 125.4 no N10 . C11 . O2 . 117.9(8) yes N10 . C11 . H111 . 121.1 no O2 . C11 . H111 . 121.0 no N11 . C12 . N13 . 112.7(6) yes N11 . C12 . H121 . 123.6 no N13 . C12 . H121 . 123.7 no C15 . C14 . N13 . 109.1(6) yes C15 . C14 . H141 . 125.5 no N13 . C14 . H141 . 125.4 no C14 . C15 . N11 . 109.1(6) yes C14 . C15 . H151 . 125.4 no N11 . C15 . H151 . 125.5 no N16 . C17 . N18 . 112.8(6) yes N16 . C17 . H171 . 123.7 no N18 . C17 . H171 . 123.5 no N20 . C21 . N22 . 112.7(6) yes N20 . C21 . H211 . 123.6 no N22 . C21 . H211 . 123.7 no N24 . C25 . N26 . 112.7(6) yes N24 . C25 . H251 . 123.6 no N26 . C25 . H251 . 123.6 no C28 . C27 . N26 . 109.1(6) yes C28 . C27 . H271 . 125.5 no N26 . C27 . H271 . 125.4 no C27 . C28 . N24 . 109.0(6) yes C27 . C28 . H281 . 125.5 no N24 . C28 . H281 . 125.5 no N29 . C30 . N31 . 112.8(6) yes N29 . C30 . H301 . 123.6 no N31 . C30 . H301 . 123.6 no C33 . C32 . N31 . 109.0(6) yes C33 . C32 . H321 . 125.5 no N31 . C32 . H321 . 125.5 no C32 . C33 . N29 . 109.0(5) yes C32 . C33 . H331 . 125.5 no N29 . C33 . H331 . 125.5 no N34 . C35 . N36 . 112.8(6) yes N34 . C35 . H351 . 123.6 no N36 . C35 . H351 . 123.6 no C38 . C37 . N36 . 109.1(6) yes C38 . C37 . H371 . 125.4 no N36 . C37 . H371 . 125.5 no C37 . C38 . N34 . 109.1(6) yes C37 . C38 . H381 . 125.5 no N34 . C38 . H381 . 125.4 no C40 . C39 . N22 . 109.0(6) yes C40 . C39 . H391 . 125.5 no N22 . C39 . H391 . 125.5 no C39 . C40 . N20 . 109.0(6) yes C39 . C40 . H401 . 125.5 no N20 . C40 . H401 . 125.5 no C42 . C41 . N18 . 109.0(6) yes C42 . C41 . H411 . 125.5 no N18 . C41 . H411 . 125.6 no C41 . C42 . N16 . 109.1(6) yes C41 . C42 . H421 . 125.5 no N16 . C42 . H421 . 125.4 no C44 . C43 . N4 . 109.1(6) yes C44 . C43 . H431 . 125.4 no N4 . C43 . H431 . 125.5 no C43 . C44 . N2 . 109.0(6) yes C43 . C44 . H441 . 125.5 no N2 . C44 . H441 . 125.5 no N1 . C111 . H1111 . 109.5 no N1 . C111 . H1112 . 109.5 no H1111 . C111 . H1112 . 109.5 no N1 . C111 . H1113 . 109.5 no H1111 . C111 . H1113 . 109.4 no H1112 . C111 . H1113 . 109.5 no N1 . C112 . H1121 . 109.5 no N1 . C112 . H1122 . 109.5 no H1121 . C112 . H1122 . 109.4 no N1 . C112 . H1123 . 109.5 no H1121 . C112 . H1123 . 109.5 no H1122 . C112 . H1123 . 109.5 no N10 . C121 . H1211 . 109.4 no N10 . C121 . H1212 . 109.4 no H1211 . C121 . H1212 . 109.5 no N10 . C121 . H1213 . 109.4 no H1211 . C121 . H1213 . 109.5 no H1212 . C121 . H1213 . 109.5 no N10 . C122 . H1221 . 109.5 no N10 . C122 . H1222 . 109.6 no H1221 . C122 . H1222 . 109.5 no N10 . C122 . H1223 . 109.5 no H1221 . C122 . H1223 . 109.4 no H1222 . C122 . H1223 . 109.4 no C112 . N1 . C111 . 123.7(8) yes C112 . N1 . C1 . 110.1(8) yes C111 . N1 . C1 . 122.0(8) yes C44 . N2 . C3 . 104.6(5) yes C44 . N2 . Zn1 . 127(3) yes C3 . N2 . Zn1 . 128(3) yes C43 . N4 . C3 . 104.6(5) yes C43 . N4 . Zn5 . 132(4) yes C3 . N4 . Zn5 . 123(4) yes C10 . N6 . C7 . 104.3(5) yes C10 . N6 . Zn5 . 127(3) yes C7 . N6 . Zn5 . 128(3) yes C9 . N8 . C7 . 104.3(5) yes C9 . N8 . Zn1 3_655 136(3) yes C7 . N8 . Zn1 3_655 119(3) yes C122 . N10 . C121 . 124.0(8) yes C122 . N10 . C11 . 109.8(8) yes C121 . N10 . C11 . 121.9(8) yes C15 . N11 . C12 . 104.6(5) yes C15 . N11 . Zn5 . 133(4) yes C12 . N11 . Zn5 . 123(4) yes C14 . N13 . C12 . 104.6(5) yes C14 . N13 . Zn1 4_555 117(4) yes C12 . N13 . Zn1 4_555 137(4) yes C42 . N16 . C17 . 104.5(5) yes C42 . N16 . Zn5 . 139(3) yes C17 . N16 . Zn5 . 116(3) yes C41 . N18 . C17 . 104.6(5) yes C41 . N18 . Zn19 . 126(3) yes C17 . N18 . Zn19 . 129(3) yes C40 . N20 . C21 . 104.6(5) yes C40 . N20 . Zn19 . 133(4) yes C21 . N20 . Zn19 . 121(4) yes C39 . N22 . C21 . 104.6(5) yes C39 . N22 . Zn23 . 141(4) yes C21 . N22 . Zn23 . 114(4) yes C28 . N24 . C25 . 104.6(5) yes C28 . N24 . Zn23 . 128(4) yes C25 . N24 . Zn23 . 127(4) yes C27 . N26 . C25 . 104.6(5) yes C27 . N26 . Zn19 3_555 139(4) yes C25 . N26 . Zn19 3_555 117(4) yes C33 . N29 . C30 . 104.6(5) yes C33 . N29 . Zn23 . 121(3) yes C30 . N29 . Zn23 . 134(3) yes C32 . N31 . C30 . 104.6(5) yes C32 . N31 . Zn19 4_565 132(3) yes C30 . N31 . Zn19 4_565 118(3) yes C38 . N34 . C35 . 104.5(5) yes C38 . N34 . Zn23 . 141(3) yes C35 . N34 . Zn23 . 112(3) yes C37 . N36 . C35 . 104.5(5) yes C37 . N36 . Zn1 1_565 131(3) yes C35 . N36 . Zn1 1_565 121(3) yes # Attachment '- phaseII_99.cif' data_phaseII_99 _database_code_depnum_ccdc_archive 'CCDC 828172' #TrackingRef '- phaseII_99.cif' _audit_creation_date 11-03-21 _audit_creation_method CRYSTALS_ver_14.06 _oxford_structure_analysis_title 'phase2 in P2(1)/c' _chemical_name_systematic ? _chemical_name_common ZIF-4 _chemical_formula_moiety 'C24 H24 N16 Zn4, 2(C3 H7 N O)' # Given Formula = C38 H40 N10 O2 Zn4 # Dc = 1.69 Fooo = 1920.00 Mu = 26.38 M = 930.32 # Found Formula = C30 H38 N18 O2 Zn4 # Dc = 1.71 FOOO = 1920.00 Mu = 26.45 M = 944.27 _chemical_formula_sum 'C30 H38 N18 O2 Zn4' _chemical_compound_source ? _chemical_melting_point ? _exptl_crystal_description block _exptl_crystal_colour colourless _diffrn_ambient_temperature 293 _diffrn_ambient_pressure 990 _publ_section_exptl_refinement ; 022_ALERT_3_A Ratio Unique / Expected Reflections too Low .... 0.41 023_ALERT_3_A Resolution (too) Low [sin(theta)/Lambda < 0.6].. 16.89 Deg. 027_ALERT_3_A _diffrn_reflns_theta_full (too) Low ............ 14.52 Deg. 029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.52 088_ALERT_3_A Poor Data / Parameter Ratio .................... 3.98 201_ALERT_2_A Isotropic non-H Atoms in Main Residue(s) ....... 40 341_ALERT_3_B Low Bond Precision on C-C Bonds (x 1000) Ang ... 54 911_ALERT_3_B Missing # FCF Refl Between THmin & STh/L= 0.422 1326 910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) ..... 1 913_ALERT_3_C Missing # of Very Strong Reflections in FCF .... 6 860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 230 All of the above are caused by shading from the pressure cell. 1,2 and 1,3 restraints were applied to all non-hydrogen distances. 220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.69 Ratio 220_ALERT_2_C Large Non-Solvent N Ueq(max)/Ueq(min) ... 2.69 Ratio This is caused by DMF solvent in the pores. 082_ALERT_2_C High R1 Value .................................. 0.13 084_ALERT_2_C High R2 Value .................................. 0.31 153_ALERT_1_C The su's on the Cell Axes are Equal (x 100000) 500 Ang. The sample has undergone a phase transition which caused the crystal to 'break up', increasing the R1 value and increasing e.s.d's on measured unit cell dimensions. 411_ALERT_2_C Short Inter H...H Contact H1031 .. H201 .. 2.06 Ang. 432_ALERT_2_C Short Inter X...Y Contact O2 .. C3 .. 3.00 Ang. 432_ALERT_2_C Short Inter X...Y Contact C7 .. C201 .. 3.12 Ang. 411_ALERT_2_A Short Inter H...H Contact H1031 .. H51 .. 1.75 Ang. 411_ALERT_2_B Short Inter H...H Contact H1031 .. H61 .. 1.87 Ang. 413_ALERT_2_B Short Inter XH3 .. XHn H2023 .. H151 .. 2.09 Ang. 432_ALERT_2_B Short Inter X...Y Contact C5 .. C103 .. 2.99 Ang. 432_ALERT_2_B Short Inter X...Y Contact C6 .. C103 .. 3.04 Ang. 432_ALERT_2_B Short Inter X...Y Contact C22 .. C104 .. 3.05 Ang. Short contacts are expected at high-pressure. 344_ALERT_2_G Check sp? Angle Range in Solvent/Ion for .... C103 This is correct. 731_ALERT_1_A Bond Calc 1.35(7), Rep 1.349(8) ...... 8.75 su-Ra C6 -N4 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(7), Rep 1.343(8) ...... 8.75 su-Ra C10 -N7 1.555 1.555 731_ALERT_1_A Bond Calc 1.35(8), Rep 1.343(8) ...... 9.90 su-Ra C10 -N8 1.555 1.555 731_ALERT_1_A Bond Calc 1.36(7), Rep 1.351(8) ...... 8.75 su-Ra C11 -N8 1.555 1.555 731_ALERT_1_A Bond Calc 1.50(12), Rep 1.500(9) ...... 9.90 su-Ra C101 -N17 1.555 1.555 731_ALERT_1_A Bond Calc 1.47(11), Rep 1.471(9) ...... 9.90 su-Ra C102 -N17 1.555 1.555 731_ALERT_1_A Bond Calc 1.46(10), Rep 1.460(9) ...... 9.90 su-Ra C103 -N17 1.555 1.555 731_ALERT_1_A Bond Calc 1.16(11), Rep 1.158(9) ...... 9.90 su-Ra C103 -O2 1.555 1.555 731_ALERT_1_A Bond Calc 1.45(9), Rep 1.458(9) ...... 9.90 su-Ra C104 -N18 1.555 1.555 731_ALERT_1_A Bond Calc 1.17(10), Rep 1.160(9) ...... 9.90 su-Ra C104 -O1 1.555 1.555 731_ALERT_1_A Bond Calc 1.50(9), Rep 1.497(9) ...... 9.90 su-Ra C201 -N18 1.555 1.555 731_ALERT_1_A Bond Calc 1.46(9), Rep 1.468(9) ...... 9.90 su-Ra C202 -N18 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(4), Rep 1.344(8) ...... 5.00 su-Ra C1 -N1 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(5), Rep 1.347(8) ...... 6.25 su-Ra C1 -N2 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(4), Rep 1.356(8) ...... 5.00 su-Ra C2 -C3 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(5), Rep 1.355(8) ...... 6.25 su-Ra C2 -N1 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(4), Rep 1.350(8) ...... 5.00 su-Ra C3 -N2 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(6), Rep 1.342(8) ...... 7.50 su-Ra C4 -N3 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.343(8) ...... 7.50 su-Ra C4 -N4 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(6), Rep 1.356(8) ...... 7.50 su-Ra C5 -C6 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(6), Rep 1.353(8) ...... 7.50 su-Ra C5 -N3 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(5), Rep 1.345(8) ...... 6.25 su-Ra C7 -N5 1.555 1.555 731_ALERT_1_B Bond Calc 1.33(5), Rep 1.346(8) ...... 6.25 su-Ra C7 -N6 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.360(8) ...... 7.50 su-Ra C8 -C9 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(6), Rep 1.352(8) ...... 7.50 su-Ra C8 -N6 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(5), Rep 1.354(8) ...... 6.25 su-Ra C9 -N5 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.356(8) ...... 7.50 su-Ra C11 -C12 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(7), Rep 1.355(9) ...... 7.78 su-Ra C12 -N7 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(6), Rep 1.344(8) ...... 7.50 su-Ra C13 -N9 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.344(8) ...... 7.50 su-Ra C13 -N10 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(5), Rep 1.358(8) ...... 6.25 su-Ra C14 -C15 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.351(8) ...... 7.50 su-Ra C14 -N10 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(6), Rep 1.349(8) ...... 7.50 su-Ra C15 -N9 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.346(8) ...... 7.50 su-Ra C16 -N11 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(6), Rep 1.343(8) ...... 7.50 su-Ra C16 -N12 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(5), Rep 1.356(8) ...... 6.25 su-Ra C17 -C18 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(6), Rep 1.356(8) ...... 7.50 su-Ra C17 -N12 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(6), Rep 1.352(8) ...... 7.50 su-Ra C18 -N11 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.341(8) ...... 7.50 su-Ra C19 -N13 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(6), Rep 1.345(8) ...... 7.50 su-Ra C19 -N14 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(6), Rep 1.358(8) ...... 7.50 su-Ra C20 -C21 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.354(8) ...... 7.50 su-Ra C20 -N13 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(6), Rep 1.350(8) ...... 7.50 su-Ra C21 -N14 1.555 1.555 731_ALERT_1_B Bond Calc 1.34(6), Rep 1.346(8) ...... 7.50 su-Ra C22 -N15 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(5), Rep 1.346(8) ...... 6.25 su-Ra C22 -N16 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(5), Rep 1.357(8) ...... 6.25 su-Ra C23 -C24 1.555 1.555 731_ALERT_1_B Bond Calc 1.36(6), Rep 1.351(8) ...... 7.50 su-Ra C23 -N15 1.555 1.555 731_ALERT_1_B Bond Calc 1.35(5), Rep 1.354(8) ...... 6.25 su-Ra C24 -N16 1.555 1.555 732_ALERT_1_B Angle Calc 113(3), Rep 112.8(6) ...... 5.00 su-Ra N1 -C1 -N2 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.0(6) ...... 5.00 su-Ra C2 -C3 -N2 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 113(4), Rep 112.8(6) ...... 6.67 su-Ra N3 -C4 -N4 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(4), Rep 109.0(6) ...... 6.67 su-Ra C6 -C5 -N3 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 110(3), Rep 109.0(6) ...... 5.00 su-Ra C5 -C6 -N4 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 113(3), Rep 112.9(6) ...... 5.00 su-Ra N5 -C7 -N6 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.1(6) ...... 5.00 su-Ra C9 -C8 -N6 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.0(6) ...... 5.00 su-Ra C8 -C9 -N5 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 113(4), Rep 113.0(7) ...... 5.71 su-Ra N7 -C10 -N8 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(4), Rep 108.9(7) ...... 5.71 su-Ra C12 -C11 -N8 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 110(4), Rep 109.2(6) ...... 6.67 su-Ra C11 -C12 -N7 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 113(3), Rep 112.9(6) ...... 5.00 su-Ra N9 -C13 -N10 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 110(3), Rep 109.1(6) ...... 5.00 su-Ra C15 -C14 -N10 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.0(6) ...... 5.00 su-Ra C14 -C15 -N9 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 113(3), Rep 112.7(6) ...... 5.00 su-Ra N11 -C16 -N12 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 110(4), Rep 109.0(6) ...... 6.67 su-Ra C18 -C17 -N12 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.0(6) ...... 5.00 su-Ra C17 -C18 -N11 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 113(4), Rep 113.3(6) ...... 6.67 su-Ra N13 -C19 -N14 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.3(6) ...... 5.00 su-Ra C21 -C20 -N13 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.0(6) ...... 5.00 su-Ra C20 -C21 -N14 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 113(3), Rep 112.7(6) ...... 5.00 su-Ra N15 -C22 -N16 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.1(6) ...... 5.00 su-Ra C24 -C23 -N15 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 109(3), Rep 109.0(6) ...... 5.00 su-Ra C23 -C24 -N16 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 119(7), Rep 118.1(9) ...... 7.78 su-Ra N17 -C103 -O2 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(3), Rep 104.4(6) ...... 5.00 su-Ra C2 -N1 -C1 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(3), Rep 104.5(6) ...... 5.00 su-Ra C5 -N3 -C4 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(4), Rep 104.7(6) ...... 6.67 su-Ra C6 -N4 -C4 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(3), Rep 104.5(6) ...... 5.00 su-Ra C9 -N5 -C7 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(3), Rep 104.5(6) ...... 5.00 su-Ra C8 -N6 -C7 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(4), Rep 104.3(6) ...... 6.67 su-Ra C12 -N7 -C10 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(4), Rep 104.6(8) ...... 5.00 su-Ra C11 -N8 -C10 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 105(3), Rep 104.6(6) ...... 5.00 su-Ra C15 -N9 -C13 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(3), Rep 104.4(6) ...... 5.00 su-Ra C14 -N10 -C13 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(3), Rep 104.7(6) ...... 5.00 su-Ra C18 -N11 -C16 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(3), Rep 104.6(6) ...... 5.00 su-Ra C17 -N12 -C16 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(3), Rep 104.1(6) ...... 5.00 su-Ra C20 -N13 -C19 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(4), Rep 104.4(6) ...... 6.67 su-Ra C21 -N14 -C19 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(3), Rep 104.6(6) ...... 5.00 su-Ra C23 -N15 -C22 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 104(3), Rep 104.5(6) ...... 5.00 su-Ra C24 -N16 -C22 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 124(7), Rep 124.1(9) ...... 7.78 su-Ra C101 -N17 -C102 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 110(6), Rep 109.9(9) ...... 6.67 su-Ra C101 -N17 -C103 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 122(6), Rep 122.0(9) ...... 6.67 su-Ra C102 -N17 -C103 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 124(5), Rep 123.5(9) ...... 5.56 su-Ra C201 -N18 -C202 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 110(5), Rep 110.2(9) ...... 5.56 su-Ra C201 -N18 -C104 1.555 1.555 1.555 732_ALERT_1_B Angle Calc 122(5), Rep 122.0(9) ...... 5.56 su-Ra C202 -N18 -C104 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 109(2), Rep 109.2(6) ...... 3.33 su-Ra C3 -C2 -N1 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 105(2), Rep 104.6(6) ...... 3.33 su-Ra C3 -N2 -C1 1.555 1.555 1.555 The use of restraints in the refinement mean that off diagonal terms in the variance-covariance matrix are significant, and the diagonal approximation used in Platon/Checkcif is badly in error. 092_ALERT_4_G Check: Wavelength given is not Cu,Mo or Ag Ka .. 0.69 Ang. 199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K 200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K This is correct. 720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 14 760_ALERT_1_G CIF Contains no Torsion Angles ................. ? No action taken. 929_ALERT_4_G No Interpretable (SHELX) Weight Parameters found ? A shelx weighting scheme was not used. ; _publ_section_exptl_prep # Brief details or a reference. Include solvent if known ; ? ; #end of refcif _cell_length_a 17.608(5) _cell_length_b 14.411(5) _cell_length_c 14.703(5) _cell_angle_alpha 90 _cell_angle_beta 100.90(2) _cell_angle_gamma 90 _cell_volume 3663.3(19) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 # 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 . _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0029 0.0015 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0057 0.0031 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 0.0101 0.0057 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' Zn 0.3006 1.3591 14.0743 3.2655 7.0318 0.2333 5.1652 10.3163 2.4100 58.7097 1.3041 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 _chemical_formula_weight 944.27 _cell_measurement_reflns_used 1044 _cell_measurement_theta_min 2 _cell_measurement_theta_max 17 _cell_measurement_temperature 293 _exptl_crystal_size_min 0.140 _exptl_crystal_size_mid 0.170 _exptl_crystal_size_max 0.220 _exptl_crystal_density_diffrn 1.712 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1920 _exptl_absorpt_coefficient_mu 2.645 # Sheldrick geometric approximatio 0.64 0.69 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_absorpt_correction_T_min 0.45 _exptl_absorpt_correction_T_max 0.69 _diffrn_measurement_device_type Unknown _diffrn_measurement_device Serial _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.68890 _diffrn_source synchrotron _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'USER DEFINED DATA COLLECTION' _computing_cell_refinement 'USER DEFINED CELL REFINEMENT' _computing_data_reduction 'USER DEFINED DATA REDUCTION' _computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION' _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_reflns_number 1857 _reflns_number_total 948 _diffrn_reflns_av_R_equivalents 0.077 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 948 # Theoretical number of reflections is about 4604 _diffrn_reflns_theta_min 1.783 _diffrn_reflns_theta_max 16.890 _diffrn_measured_fraction_theta_max 0.411 _diffrn_reflns_theta_full 14.525 _diffrn_measured_fraction_theta_full 0.519 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 11 _reflns_limit_h_min -14 _reflns_limit_h_max 13 _reflns_limit_k_min 0 _reflns_limit_k_max 11 _reflns_limit_l_min 0 _reflns_limit_l_max 11 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.74 _refine_diff_density_max 0.71 # 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>-10.0\s(I) _refine_ls_number_reflns 948 _refine_ls_number_restraints 230 _refine_ls_number_parameters 238 _oxford_refine_ls_R_factor_ref 0.1609 _refine_ls_wR_factor_ref 0.3074 _refine_ls_goodness_of_fit_ref 1.0741 _refine_ls_shift/su_max 0.0300659 _refine_ls_shift/su_mean 0.0020829 # The values computed from all data _oxford_reflns_number_all 948 _refine_ls_R_factor_all 0.1609 _refine_ls_wR_factor_all 0.3074 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 684 _refine_ls_R_factor_gt 0.1336 _refine_ls_wR_factor_gt 0.2972 _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, 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: 17.3 18.1 5.98 ; # Insert your own references if required - in alphabetical order _publ_section_references ; User-defined structure solution reference User-defined data collection reference User defined data reduction User defined cell refinement Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Siemens Industrial Automation, Inc (1996). SADABS: Area-Detector Absorption Correction;: Madison, WI. 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 Zn1 Zn 0.2000(5) 1.0256(6) 0.3854(6) 0.0635 1.0000 Uani . . . . . . . Zn2 Zn 0.0690(5) 0.7434(6) 0.6028(6) 0.0627 1.0000 Uani . . . . . . . Zn3 Zn 0.2948(5) 0.9691(6) 0.8514(6) 0.0600 1.0000 Uani . . . . . . . Zn4 Zn 0.4090(5) 1.1922(6) 0.1936(6) 0.0649 1.0000 Uani . . . . . . . C1 C 0.3174(18) 1.1212(17) 0.3209(16) 0.036(8) 1.0000 Uiso D U . . . . . C2 C 0.383(2) 1.0236(14) 0.4128(14) 0.036(8) 1.0000 Uiso D U . . . . . C3 C 0.4318(16) 1.069(2) 0.367(2) 0.036(8) 1.0000 Uiso D U . . . . . C4 C 0.123(2) 0.881(3) 0.4812(15) 0.076(11) 1.0000 Uiso D U . . . . . C5 C 0.2400(19) 0.843(4) 0.4792(16) 0.076(11) 1.0000 Uiso D U . . . . . C6 C 0.205(3) 0.772(2) 0.5157(13) 0.076(11) 1.0000 Uiso D U . . . . . C7 C 0.064(2) 1.147(2) 0.4011(11) 0.046(9) 1.0000 Uiso D U . . . . . C8 C 0.108(3) 1.2739(18) 0.4645(12) 0.046(9) 1.0000 Uiso D U . . . . . C9 C 0.1685(18) 1.218(3) 0.4584(13) 0.046(9) 1.0000 Uiso D U . . . . . C10 C 0.1410(15) 0.896(3) 0.237(4) 0.068(10) 1.0000 Uiso D U . . . . . C11 C 0.0834(11) 0.964(4) 0.114(2) 0.069(10) 1.0000 Uiso D U . . . . . C12 C 0.1084(16) 1.029(2) 0.179(4) 0.069(10) 1.0000 Uiso D U . . . . . C13 C 0.183(2) 0.867(2) 0.733(3) 0.076(10) 1.0000 Uiso D U . . . . . C14 C 0.130(3) 0.8994(19) 0.848(2) 0.076(10) 1.0000 Uiso D U . . . . . C15 C 0.0808(18) 0.845(2) 0.789(3) 0.076(10) 1.0000 Uiso D U . . . . . C16 C 0.358(2) 1.083(2) 0.014(3) 0.072(10) 1.0000 Uiso D U . . . . . C17 C 0.274(3) 1.103(2) 0.099(2) 0.072(10) 1.0000 Uiso D U . . . . . C18 C 0.2431(18) 1.0469(19) 0.028(3) 0.072(10) 1.0000 Uiso D U . . . . . C19 C 0.553(3) 1.122(3) 0.1824(19) 0.097(12) 1.0000 Uiso D U . . . . . C20 C 0.598(2) 1.196(3) 0.079(2) 0.097(12) 1.0000 Uiso D U . . . . . C21 C 0.532(3) 1.238(2) 0.092(3) 0.097(12) 1.0000 Uiso D U . . . . . C22 C 0.3396(10) 1.364(3) 0.271(2) 0.069(10) 1.0000 Uiso D U . . . . . C23 C 0.3292(10) 1.468(2) 0.167(3) 0.069(10) 1.0000 Uiso D U . . . . . C24 C 0.3545(10) 1.389(3) 0.133(2) 0.069(10) 1.0000 Uiso D U . . . . . C101 C 0.327(5) 0.655(7) 0.718(7) 0.23(3) 1.0000 Uiso D U . . . . . C102 C 0.456(5) 0.622(5) 0.659(7) 0.23(3) 1.0000 Uiso D U . . . . . C103 C 0.372(4) 0.767(5) 0.617(7) 0.23(3) 1.0000 Uiso D U . . . . . C104 C 0.168(4) 1.331(5) 0.197(6) 0.164(18) 1.0000 Uiso D U . . . . . C201 C 0.086(4) 1.440(6) 0.099(5) 0.164(18) 1.0000 Uiso D U . . . . . C202 C 0.038(4) 1.368(6) 0.241(6) 0.164(18) 1.0000 Uiso D U . . . . . N1 N 0.3101(18) 1.0559(19) 0.3840(18) 0.036(8) 1.0000 Uiso D U . . . . . N2 N 0.391(2) 1.1316(16) 0.3089(15) 0.036(8) 1.0000 Uiso D U . . . . . N3 N 0.188(3) 0.913(2) 0.4572(11) 0.076(11) 1.0000 Uiso D U . . . . . N4 N 0.131(3) 0.795(3) 0.5173(13) 0.076(11) 1.0000 Uiso D U . . . . . N5 N 0.142(2) 1.137(2) 0.4185(14) 0.046(9) 1.0000 Uiso D U . . . . . N6 N 0.0411(18) 1.229(3) 0.4283(15) 0.046(9) 1.0000 Uiso D U . . . . . N7 N 0.1454(13) 0.987(4) 0.258(3) 0.068(10) 1.0000 Uiso D U . . . . . N8 N 0.1037(19) 0.879(3) 0.150(4) 0.068(10) 1.0000 Uiso D U . . . . . N9 N 0.114(3) 0.8245(16) 0.715(2) 0.076(10) 1.0000 Uiso D U . . . . . N10 N 0.195(2) 0.9143(16) 0.814(3) 0.076(10) 1.0000 Uiso D U . . . . . N11 N 0.296(3) 1.0339(17) -0.0271(19) 0.072(10) 1.0000 Uiso D U . . . . . N12 N 0.347(2) 1.1267(16) 0.091(3) 0.072(10) 1.0000 Uiso D U . . . . . N13 N 0.612(2) 1.122(3) 0.136(3) 0.097(12) 1.0000 Uiso D U . . . . . N14 N 0.5030(18) 1.192(3) 0.158(3) 0.096(12) 1.0000 Uiso D U . . . . . N15 N 0.3194(8) 1.453(3) 0.255(3) 0.069(10) 1.0000 Uiso D U . . . . . N16 N 0.3612(8) 1.322(2) 0.198(3) 0.069(10) 1.0000 Uiso D U . . . . . N17 N 0.383(4) 0.673(4) 0.655(4) 0.23(3) 1.0000 Uiso D U . . . . . N18 N 0.099(3) 1.388(3) 0.189(3) 0.164(18) 1.0000 Uiso D U . . . . . O1 O 0.164(4) 1.259(4) 0.232(5) 0.164(18) 1.0000 Uiso D U . . . . . O2 O 0.426(5) 0.813(4) 0.617(6) 0.23(3) 1.0000 Uiso D U . . . . . H11 H 0.2750 1.1569 0.2899 0.0384 1.0000 Uiso R . . . . . . H21 H 0.3980 0.9754 0.4565 0.0384 1.0000 Uiso R . . . . . . H31 H 0.4859 1.0594 0.3739 0.0385 1.0000 Uiso R . . . . . . H41 H 0.0771 0.9165 0.4702 0.1104 1.0000 Uiso R . . . . . . H51 H 0.2926 0.8415 0.4727 0.1104 1.0000 Uiso R . . . . . . H61 H 0.2278 0.7150 0.5403 0.1104 1.0000 Uiso R . . . . . . H71 H 0.0297 1.1017 0.3688 0.0639 1.0000 Uiso R . . . . . . H81 H 0.1109 1.3333 0.4931 0.0638 1.0000 Uiso R . . . . . . H91 H 0.2213 1.2318 0.4820 0.0639 1.0000 Uiso R . . . . . . H101 H 0.1627 0.8499 0.2801 0.0882 1.0000 Uiso R . . . . . . H111 H 0.0555 0.9743 0.0530 0.0884 1.0000 Uiso R . . . . . . H121 H 0.1006 1.0940 0.1698 0.0883 1.0000 Uiso R . . . . . . H131 H 0.2189 0.8663 0.6928 0.0942 1.0000 Uiso R . . . . . . H141 H 0.1202 0.9223 0.9055 0.0944 1.0000 Uiso R . . . . . . H151 H 0.0316 0.8236 0.7971 0.0945 1.0000 Uiso R . . . . . . H161 H 0.4041 1.0867 -0.0108 0.0988 1.0000 Uiso R . . . . . . H171 H 0.2491 1.1236 0.1476 0.0989 1.0000 Uiso R . . . . . . H181 H 0.1927 1.0210 0.0189 0.0989 1.0000 Uiso R . . . . . . H191 H 0.5462 1.0779 0.2283 0.1058 1.0000 Uiso R . . . . . . H201 H 0.6305 1.2138 0.0374 0.1059 1.0000 Uiso R . . . . . . H211 H 0.5111 1.2921 0.0593 0.1058 1.0000 Uiso R . . . . . . H221 H 0.3383 1.3341 0.3287 0.0925 1.0000 Uiso R . . . . . . H231 H 0.3199 1.5250 0.1336 0.0925 1.0000 Uiso R . . . . . . H241 H 0.3660 1.3809 0.0726 0.0926 1.0000 Uiso R . . . . . . H1011 H 0.2812 0.6912 0.6961 0.2979 1.0000 Uiso R . . . . . . H1012 H 0.3528 0.6786 0.7766 0.2979 1.0000 Uiso R . . . . . . H1013 H 0.3127 0.5915 0.7244 0.2979 1.0000 Uiso R . . . . . . H1021 H 0.4795 0.6365 0.6064 0.2979 1.0000 Uiso R . . . . . . H1022 H 0.4887 0.6438 0.7143 0.2979 1.0000 Uiso R . . . . . . H1023 H 0.4487 0.5566 0.6621 0.2979 1.0000 Uiso R . . . . . . H2011 H 0.0388 1.4753 0.0890 0.2346 1.0000 Uiso R . . . . . . H2012 H 0.1292 1.4818 0.1037 0.2346 1.0000 Uiso R . . . . . . H2013 H 0.0857 1.3989 0.0474 0.2346 1.0000 Uiso R . . . . . . H2021 H -0.0032 1.4118 0.2216 0.2346 1.0000 Uiso R . . . . . . H2022 H 0.0533 1.3696 0.3068 0.2346 1.0000 Uiso R . . . . . . H2023 H 0.0204 1.3069 0.2212 0.2346 1.0000 Uiso R . . . . . . H1041 H 0.2152 1.3610 0.1839 0.2347 1.0000 Uiso R . . . . . . H1031 H 0.3249 0.7711 0.5695 0.2980 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 Zn1 0.078(8) 0.052(8) 0.059(9) 0.002(5) 0.010(7) 0.002(5) Zn2 0.079(8) 0.039(8) 0.071(9) 0.016(5) 0.014(7) 0.003(5) Zn3 0.061(7) 0.056(8) 0.064(9) 0.002(5) 0.015(7) 0.007(5) Zn4 0.072(8) 0.060(8) 0.066(9) -0.001(5) 0.021(7) -0.026(5) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.1229(3) loop_ _oxford_twin_element_scale_factors 0.756(13) 0.244(13) 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 Zn1 . N1 . 1.99(3) yes Zn1 . N3 . 1.97(3) yes Zn1 . N5 . 2.01(3) yes Zn1 . N7 . 2.02(4) yes Zn2 . N8 4_565 1.95(3) yes Zn2 . N6 2_576 1.95(3) yes Zn2 . N4 . 1.96(3) yes Zn2 . N9 . 2.06(4) yes Zn3 . N13 2_676 2.08(4) yes Zn3 . N11 1_556 2.01(3) yes Zn3 . N15 4_575 1.92(3) yes Zn3 . N10 . 1.92(4) yes Zn4 . N2 . 1.99(3) yes Zn4 . N12 . 1.94(4) yes Zn4 . N14 . 1.83(4) yes Zn4 . N16 . 2.06(3) yes C1 . N1 . 1.344(8) yes C1 . N2 . 1.347(8) yes C1 . H11 . 0.950 no C2 . C3 . 1.356(8) yes C2 . N1 . 1.355(8) yes C2 . H21 . 0.950 no C3 . N2 . 1.350(8) yes C3 . H31 . 0.950 no C4 . N3 . 1.342(8) yes C4 . N4 . 1.343(8) yes C4 . H41 . 0.950 no C5 . C6 . 1.356(8) yes C5 . N3 . 1.353(8) yes C5 . H51 . 0.950 no C6 . N4 . 1.349(8) yes C6 . H61 . 0.950 no C7 . N5 . 1.345(8) yes C7 . N6 . 1.346(8) yes C7 . H71 . 0.950 no C8 . C9 . 1.360(8) yes C8 . N6 . 1.352(8) yes C8 . H81 . 0.950 no C9 . N5 . 1.354(8) yes C9 . H91 . 0.950 no C10 . N7 . 1.343(8) yes C10 . N8 . 1.343(8) yes C10 . H101 . 0.950 no C11 . C12 . 1.356(8) yes C11 . N8 . 1.351(8) yes C11 . H111 . 0.950 no C12 . N7 . 1.355(9) yes C12 . H121 . 0.950 no C13 . N9 . 1.344(8) yes C13 . N10 . 1.344(8) yes C13 . H131 . 0.950 no C14 . C15 . 1.358(8) yes C14 . N10 . 1.351(8) yes C14 . H141 . 0.950 no C15 . N9 . 1.349(8) yes C15 . H151 . 0.950 no C16 . N11 . 1.346(8) yes C16 . N12 . 1.343(8) yes C16 . H161 . 0.950 no C17 . C18 . 1.356(8) yes C17 . N12 . 1.356(8) yes C17 . H171 . 0.950 no C18 . N11 . 1.352(8) yes C18 . H181 . 0.950 no C19 . N13 . 1.341(8) yes C19 . N14 . 1.345(8) yes C19 . H191 . 0.950 no C20 . C21 . 1.358(8) yes C20 . N13 . 1.354(8) yes C20 . H201 . 0.950 no C21 . N14 . 1.350(8) yes C21 . H211 . 0.950 no C22 . N15 . 1.346(8) yes C22 . N16 . 1.346(8) yes C22 . H221 . 0.950 no C23 . C24 . 1.357(8) yes C23 . N15 . 1.351(8) yes C23 . H231 . 0.950 no C24 . N16 . 1.354(8) yes C24 . H241 . 0.950 no C101 . N17 . 1.500(9) yes C101 . H1011 . 0.960 no C101 . H1012 . 0.960 no C101 . H1013 . 0.960 no C102 . N17 . 1.471(9) yes C102 . H1021 . 0.960 no C102 . H1022 . 0.960 no C102 . H1023 . 0.960 no C103 . N17 . 1.460(9) yes C103 . O2 . 1.158(9) yes C103 . H1031 . 0.980 no C104 . N18 . 1.458(9) yes C104 . O1 . 1.160(9) yes C104 . H1041 . 0.980 no C201 . N18 . 1.497(9) yes C201 . H2011 . 0.960 no C201 . H2012 . 0.960 no C201 . H2013 . 0.960 no C202 . N18 . 1.468(9) yes C202 . H2021 . 0.960 no C202 . H2022 . 0.960 no C202 . H2023 . 0.960 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 N1 . Zn1 . N3 . 112.9(19) yes N1 . Zn1 . N5 . 111.8(15) yes N3 . Zn1 . N5 . 114.6(14) yes N1 . Zn1 . N7 . 110.1(7) yes N3 . Zn1 . N7 . 101.0(17) yes N5 . Zn1 . N7 . 105.7(17) yes N8 4_565 Zn2 . N6 2_576 119.7(14) yes N8 4_565 Zn2 . N4 . 113.1(17) yes N6 2_576 Zn2 . N4 . 115.3(16) yes N8 4_565 Zn2 . N9 . 100.5(20) yes N6 2_576 Zn2 . N9 . 106.7(17) yes N4 . Zn2 . N9 . 97.2(15) yes N13 2_676 Zn3 . N11 1_556 109.9(13) yes N13 2_676 Zn3 . N15 4_575 98.5(18) yes N11 1_556 Zn3 . N15 4_575 114.9(20) yes N13 2_676 Zn3 . N10 . 115.5(12) yes N11 1_556 Zn3 . N10 . 108(2) yes N15 4_575 Zn3 . N10 . 110.4(14) yes N2 . Zn4 . N12 . 107.0(13) yes N2 . Zn4 . N14 . 123(2) yes N12 . Zn4 . N14 . 100.6(16) yes N2 . Zn4 . N16 . 103.7(16) yes N12 . Zn4 . N16 . 107.1(11) yes N14 . Zn4 . N16 . 114.3(19) yes N1 . C1 . N2 . 112.8(6) yes N1 . C1 . H11 . 122.8 no N2 . C1 . H11 . 124.4 no C3 . C2 . N1 . 109.2(6) yes C3 . C2 . H21 . 124.6 no N1 . C2 . H21 . 126.1 no C2 . C3 . N2 . 109.0(6) yes C2 . C3 . H31 . 126.3 no N2 . C3 . H31 . 124.7 no N3 . C4 . N4 . 112.8(6) yes N3 . C4 . H41 . 120.6 no N4 . C4 . H41 . 126.5 no C6 . C5 . N3 . 109.0(6) yes C6 . C5 . H51 . 122.5 no N3 . C5 . H51 . 128.5 no C5 . C6 . N4 . 109.0(6) yes C5 . C6 . H61 . 128.4 no N4 . C6 . H61 . 122.5 no N5 . C7 . N6 . 112.9(6) yes N5 . C7 . H71 . 123.5 no N6 . C7 . H71 . 123.5 no C9 . C8 . N6 . 109.1(6) yes C9 . C8 . H81 . 125.4 no N6 . C8 . H81 . 125.4 no C8 . C9 . N5 . 109.0(6) yes C8 . C9 . H91 . 125.5 no N5 . C9 . H91 . 125.4 no N7 . C10 . N8 . 113.0(7) yes N7 . C10 . H101 . 122.0 no N8 . C10 . H101 . 125.0 no C12 . C11 . N8 . 108.9(7) yes C12 . C11 . H111 . 127.0 no N8 . C11 . H111 . 124.0 no C11 . C12 . N7 . 109.2(6) yes C11 . C12 . H121 . 123.9 no N7 . C12 . H121 . 126.9 no N9 . C13 . N10 . 112.9(6) yes N9 . C13 . H131 . 124.1 no N10 . C13 . H131 . 123.0 no C15 . C14 . N10 . 109.1(6) yes C15 . C14 . H141 . 124.9 no N10 . C14 . H141 . 125.9 no C14 . C15 . N9 . 109.0(6) yes C14 . C15 . H151 . 126.0 no N9 . C15 . H151 . 125.0 no N11 . C16 . N12 . 112.7(6) yes N11 . C16 . H161 . 122.5 no N12 . C16 . H161 . 124.9 no C18 . C17 . N12 . 109.0(6) yes C18 . C17 . H171 . 126.7 no N12 . C17 . H171 . 124.3 no C17 . C18 . N11 . 109.0(6) yes C17 . C18 . H181 . 124.3 no N11 . C18 . H181 . 126.7 no N13 . C19 . N14 . 113.3(6) yes N13 . C19 . H191 . 125.5 no N14 . C19 . H191 . 121.2 no C21 . C20 . N13 . 109.3(6) yes C21 . C20 . H201 . 127.5 no N13 . C20 . H201 . 123.2 no C20 . C21 . N14 . 109.0(6) yes C20 . C21 . H211 . 123.4 no N14 . C21 . H211 . 127.7 no N15 . C22 . N16 . 112.7(6) yes N15 . C22 . H221 . 122.9 no N16 . C22 . H221 . 124.4 no C24 . C23 . N15 . 109.1(6) yes C24 . C23 . H231 . 124.7 no N15 . C23 . H231 . 126.2 no C23 . C24 . N16 . 109.0(6) yes C23 . C24 . H241 . 126.2 no N16 . C24 . H241 . 124.7 no N17 . C101 . H1011 . 108.0 no N17 . C101 . H1012 . 103.8 no H1011 . C101 . H1012 . 109.5 no N17 . C101 . H1013 . 116.3 no H1011 . C101 . H1013 . 109.5 no H1012 . C101 . H1013 . 109.5 no N17 . C102 . H1021 . 111.7 no N17 . C102 . H1022 . 104.7 no H1021 . C102 . H1022 . 109.5 no N17 . C102 . H1023 . 111.8 no H1021 . C102 . H1023 . 109.5 no H1022 . C102 . H1023 . 109.5 no N17 . C103 . O2 . 118.1(9) yes N17 . C103 . H1031 . 110.9 no O2 . C103 . H1031 . 123.8 no N18 . C104 . O1 . 114(6) yes N18 . C104 . H1041 . 116.8 no O1 . C104 . H1041 . 127.5 no N18 . C201 . H2011 . 112.4 no N18 . C201 . H2012 . 104.8 no H2011 . C201 . H2012 . 109.5 no N18 . C201 . H2013 . 111.1 no H2011 . C201 . H2013 . 109.5 no H2012 . C201 . H2013 . 109.5 no N18 . C202 . H2021 . 108.0 no N18 . C202 . H2022 . 115.5 no H2021 . C202 . H2022 . 109.5 no N18 . C202 . H2023 . 104.8 no H2021 . C202 . H2023 . 109.5 no H2022 . C202 . H2023 . 109.5 no C2 . N1 . C1 . 104.4(6) yes C2 . N1 . Zn1 . 142(2) yes C1 . N1 . Zn1 . 112(2) yes C3 . N2 . C1 . 104.6(6) yes C3 . N2 . Zn4 . 133(2) yes C1 . N2 . Zn4 . 118(2) yes C5 . N3 . C4 . 104.5(6) yes C5 . N3 . Zn1 . 127(3) yes C4 . N3 . Zn1 . 127(3) yes C6 . N4 . C4 . 104.7(6) yes C6 . N4 . Zn2 . 125(3) yes C4 . N4 . Zn2 . 125(3) yes C9 . N5 . C7 . 104.5(6) yes C9 . N5 . Zn1 . 130(3) yes C7 . N5 . Zn1 . 126(3) yes C8 . N6 . C7 . 104.5(6) yes C8 . N6 . Zn2 2_576 138(3) yes C7 . N6 . Zn2 2_576 117(3) yes C12 . N7 . C10 . 104.3(6) yes C12 . N7 . Zn1 . 137(4) yes C10 . N7 . Zn1 . 119(4) yes C11 . N8 . C10 . 104.6(8) yes C11 . N8 . Zn2 4_564 130(4) yes C10 . N8 . Zn2 4_564 124(4) yes C15 . N9 . C13 . 104.6(6) yes C15 . N9 . Zn2 . 128(3) yes C13 . N9 . Zn2 . 128(3) yes C14 . N10 . C13 . 104.4(6) yes C14 . N10 . Zn3 . 139(3) yes C13 . N10 . Zn3 . 117(3) yes C18 . N11 . C16 . 104.7(6) yes C18 . N11 . Zn3 1_554 134(3) yes C16 . N11 . Zn3 1_554 121(3) yes C17 . N12 . C16 . 104.6(6) yes C17 . N12 . Zn4 . 117(3) yes C16 . N12 . Zn4 . 137(3) yes C20 . N13 . C19 . 104.1(6) yes C20 . N13 . Zn3 2_676 127(4) yes C19 . N13 . Zn3 2_676 129(4) yes C21 . N14 . C19 . 104.4(6) yes C21 . N14 . Zn4 . 133(4) yes C19 . N14 . Zn4 . 121(4) yes C23 . N15 . C22 . 104.6(6) yes C23 . N15 . Zn3 4_574 134(4) yes C22 . N15 . Zn3 4_574 121(4) yes C24 . N16 . C22 . 104.5(6) yes C24 . N16 . Zn4 . 127(3) yes C22 . N16 . Zn4 . 128(3) yes C101 . N17 . C102 . 124.1(9) yes C101 . N17 . C103 . 109.9(9) yes C102 . N17 . C103 . 122.0(9) yes C201 . N18 . C202 . 123.5(9) yes C201 . N18 . C104 . 110.2(9) yes C202 . N18 . C104 . 122.0(9) yes # Attachment '- phaseI_13.cif' data_phaseI_13 _database_code_depnum_ccdc_archive 'CCDC 828173' #TrackingRef '- phaseI_13.cif' _audit_creation_date 11-03-18 _audit_creation_method CRYSTALS_ver_14.06 _oxford_structure_analysis_title 'tst9008 in Pbca' _chemical_name_systematic ? _chemical_name_common ZIF-4 _chemical_formula_moiety 'C12 H12 N8 Zn2, C3 H7 N O' # Given Formula = C10 H10 N5 O10 Zn0.50 # Dc = 1.23 Fooo = 1920.00 Mu = 6.53 M = 392.91 # Found Formula = C15 H19 N9 O1 Zn2 # Dc = 1.47 FOOO = 1920.00 Mu = 22.78 M = 472.14 _chemical_formula_sum 'C15 H19 N9 O1 Zn2' _chemical_compound_source ? _chemical_melting_point ? _exptl_crystal_description block _exptl_crystal_colour colourless _diffrn_ambient_temperature 293 _diffrn_ambient_pressure 130 _publ_section_exptl_refinement ; 022_ALERT_3_A Ratio Unique / Expected Reflections too Low .... 0.65 026_ALERT_3_A Ratio Observed / Unique Reflections too Low .... 13 Perc. 027_ALERT_3_A _diffrn_reflns_theta_full (too) Low ............ 17.55 Deg. 029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.89 023_ALERT_3_B Resolution (too) Low [sin(theta)/Lambda < 0.6].. 23.40 Deg. 341_ALERT_3_B Low Bond Precision on C-C Bonds (x 1000) Ang ... 25 911_ALERT_3_B Missing # FCF Refl Between THmin & STh/L= 0.559 882 088_ALERT_3_C Poor Data / Parameter Ratio .................... 8.16 910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) ..... 8 913_ALERT_3_C Missing # of Very Strong Reflections in FCF .... 5 860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 240 950_ALERT_1_C Reported and Calculated Hmax Values Differ by .. 2 952_ALERT_1_C Reported and Calculated Lmax Values Differ by .. 2 234_ALERT_4_C Large Hirshfeld Difference Zn1 -- N2 .. 0.17 Ang. 234_ALERT_4_C Large Hirshfeld Difference Zn1 -- N8 .. 0.15 Ang. All of the above are caused by shading from the pressure cell. 1,2 and 1,3 restraints were applied to all non-hydrogen distamces. 241_ALERT_2_C Check High Ueq as Compared to Neighbors for C5 241_ALERT_2_C Check High Ueq as Compared to Neighbors for C8 242_ALERT_2_C Check Low Ueq as Compared to Neighbors for N3 244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbours of N9 All of the above are caused by DMF solvent. This molecule was restrained to low temperature values, while thermal similarity restraints were applied to all non-hydrigen atoms. 380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety C15 This is correct. 731_ALERT_1_B Bond Calc 1.47(4), Rep 1.469(9) ...... 4.44 su-Ra N9 -C13 1.555 1.555 731_ALERT_1_B Bond Calc 1.49(5), Rep 1.495(9) ...... 5.56 su-Ra N9 -C14 1.555 1.555 731_ALERT_1_B Bond Calc 1.46(5), Rep 1.457(9) ...... 5.56 su-Ra N9 -C15 1.555 1.555 731_ALERT_1_B Bond Calc 1.16(5), Rep 1.155(9) ...... 5.56 su-Ra C13 -O1 1.555 1.555 731_ALERT_1_C Bond Calc 1.307(17), Rep 1.308(8) ...... 2.13 su-Ra N1 -C1 1.555 1.555 731_ALERT_1_C Bond Calc 1.32(2), Rep 1.321(9) ...... 2.22 su-Ra N1 -C3 1.555 1.555 731_ALERT_1_C Bond Calc 1.32(2), Rep 1.315(8) ...... 2.50 su-Ra N2 -C1 1.555 1.555 731_ALERT_1_C Bond Calc 1.316(18), Rep 1.316(8) ...... 2.25 su-Ra N2 -C2 1.555 1.555 731_ALERT_1_C Bond Calc 1.308(18), Rep 1.308(8) ...... 2.25 su-Ra N3 -C4 1.555 1.555 731_ALERT_1_C Bond Calc 1.32(3), Rep 1.318(9) ...... 3.33 su-Ra N3 -C6 1.555 1.555 731_ALERT_1_C Bond Calc 1.32(2), Rep 1.317(8) ...... 2.50 su-Ra N4 -C4 1.555 1.555 731_ALERT_1_C Bond Calc 1.31(2), Rep 1.309(8) ...... 2.50 su-Ra N4 -C5 1.555 1.555 731_ALERT_1_C Bond Calc 1.32(2), Rep 1.315(8) ...... 2.50 su-Ra N5 -C7 1.555 1.555 731_ALERT_1_C Bond Calc 1.31(2), Rep 1.312(8) ...... 2.50 su-Ra N5 -C9 1.555 1.555 731_ALERT_1_C Bond Calc 1.31(2), Rep 1.310(8) ...... 2.50 su-Ra N6 -C7 1.555 1.555 731_ALERT_1_C Bond Calc 1.32(2), Rep 1.318(8) ...... 2.50 su-Ra N6 -C8 1.555 1.555 731_ALERT_1_C Bond Calc 1.32(2), Rep 1.316(9) ...... 2.22 su-Ra N7 -C10 1.555 1.555 731_ALERT_1_C Bond Calc 1.31(2), Rep 1.311(9) ...... 2.22 su-Ra N7 -C11 1.555 1.555 731_ALERT_1_C Bond Calc 1.31(2), Rep 1.315(8) ...... 2.50 su-Ra N8 -C10 1.555 1.555 731_ALERT_1_C Bond Calc 1.32(2), Rep 1.317(9) ...... 2.22 su-Ra N8 -C12 1.555 1.555 731_ALERT_1_C Bond Calc 1.35(2), Rep 1.353(9) ...... 2.22 su-Ra C2 -C3 1.555 1.555 731_ALERT_1_C Bond Calc 1.35(2), Rep 1.352(9) ...... 2.22 su-Ra C5 -C6 1.555 1.555 731_ALERT_1_C Bond Calc 1.35(3), Rep 1.348(9) ...... 3.33 su-Ra C8 -C9 1.555 1.555 731_ALERT_1_C Bond Calc 1.35(3), Rep 1.349(9) ...... 3.33 su-Ra C11 -C12 1.555 1.555 732_ALERT_1_C Angle Calc 104.7(13), Rep 104.6(6) ...... 2.17 su-Ra C1 -N1 -C3 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 103.0(13), Rep 103.1(6) ...... 2.17 su-Ra C4 -N4 -C5 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 103.1(15), Rep 103.2(6) ...... 2.50 su-Ra C7 -N5 -C9 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 103.5(14), Rep 103.5(6) ...... 2.33 su-Ra C7 -N6 -C8 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 104.2(14), Rep 104.2(6) ...... 2.33 su-Ra C10 -N7 -C11 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 103.7(14), Rep 103.6(6) ...... 2.33 su-Ra C10 -N8 -C12 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 113.7(13), Rep 113.7(6) ...... 2.17 su-Ra N2 -C1 -N1 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 108.9(15), Rep 108.9(6) ...... 2.50 su-Ra N2 -C2 -C3 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 115.0(15), Rep 114.9(6) ...... 2.50 su-Ra N4 -C4 -N3 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 109.9(18), Rep 109.8(6) ...... 3.00 su-Ra N4 -C5 -C6 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 108.5(15), Rep 108.4(6) ...... 2.50 su-Ra C5 -C6 -N3 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 115.0(13), Rep 114.9(6) ...... 2.17 su-Ra N5 -C7 -N6 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 108.6(16), Rep 108.7(6) ...... 2.67 su-Ra N6 -C8 -C9 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 109.6(15), Rep 109.6(6) ...... 2.50 su-Ra C8 -C9 -N5 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 114.1(14), Rep 114.0(6) ...... 2.33 su-Ra N7 -C10 -N8 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 108.7(14), Rep 108.8(6) ...... 2.33 su-Ra N7 -C11 -C12 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 109.2(14), Rep 109.3(6) ...... 2.33 su-Ra C11 -C12 -N8 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 111(3), Rep 110.2(9) ...... 3.33 su-Ra C13 -N9 -C14 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 125(3), Rep 124.8(9) ...... 3.33 su-Ra C13 -N9 -C15 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 123(3), Rep 122.9(9) ...... 3.33 su-Ra C14 -N9 -C15 1.555 1.555 1.555 732_ALERT_1_C Angle Calc 118(3), Rep 117.8(9) ...... 3.33 su-Ra N9 -C13 -O1 1.555 1.555 1.555 The use of restraints in the refinement mean that off diagonal terms in the variance-covariance matrix are significant, and the diagonal approximation used in Platon/Checkcif is badly in error. 199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K 200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K This is correct. 760_ALERT_1_G CIF Contains no Torsion Angles ................. ? No action taken. 929_ALERT_4_G No Interpretable (SHELX) Weight Parameters found ? A shelx weighting scheme was not used. ; _publ_section_exptl_prep # Brief details or a reference. Include solvent if known ; ? ; #end of refcif _cell_length_a 15.3486(14) _cell_length_b 15.1069(17) _cell_length_c 18.3430(19) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 4253.2(8) _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_int_tables_number 61 # 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 . _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,z x+1/2,-y+1/2,-z x,-y+1/2,z+1/2 -x,y+1/2,-z+1/2 -x+1/2,-y,z+1/2 x+1/2,y,-z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' 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' Zn 0.2839 1.4301 14.0743 3.2655 7.0318 0.2333 5.1652 10.3163 2.4100 58.7097 1.3041 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 8 _chemical_formula_weight 472.14 _cell_measurement_reflns_used 2065 _cell_measurement_theta_min 3 _cell_measurement_theta_max 23 _cell_measurement_temperature 293 _exptl_crystal_size_min 0.140 _exptl_crystal_size_mid 0.170 _exptl_crystal_size_max 0.220 _exptl_crystal_density_diffrn 1.475 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1920 _exptl_absorpt_coefficient_mu 2.278 # Sheldrick geometric approximatio 0.68 0.73 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_absorpt_correction_T_min 0.58 _exptl_absorpt_correction_T_max 0.73 _diffrn_measurement_device_type 'Bruker SMART' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_source 'sealed X-ray tube' _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'SMART (Siemens, 1993)' _computing_cell_refinement 'SAINT (Siemens ,1995)' _computing_data_reduction 'SAINT (Siemens ,1995)' _computing_structure_solution 'USER DEFINED STRUCTURE SOLUTION' _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_reflns_number 11913 _reflns_number_total 2025 _diffrn_reflns_av_R_equivalents 0.000 # Number of reflections without Friedels Law is 2428 # Number of reflections with Friedels Law is 2025 # Theoretical number of reflections is about 3109 _diffrn_reflns_theta_min 2.916 _diffrn_reflns_theta_max 23.400 _diffrn_measured_fraction_theta_max 0.651 _diffrn_reflns_theta_full 17.550 _diffrn_measured_fraction_theta_full 0.887 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _reflns_limit_h_min 0 _reflns_limit_h_max 15 _reflns_limit_k_min 0 _reflns_limit_k_max 14 _reflns_limit_l_min 0 _reflns_limit_l_max 17 _oxford_diffrn_Wilson_B_factor 5.06 _oxford_diffrn_Wilson_scale 423.22 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.89 _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>-10.0\s(I) _refine_ls_number_reflns 1990 _refine_ls_number_restraints 240 _refine_ls_number_parameters 244 _oxford_refine_ls_R_factor_ref 0.1810 _refine_ls_wR_factor_ref 0.2249 _refine_ls_goodness_of_fit_ref 0.8034 _refine_ls_shift/su_max 0.0001219 # The values computed from all data _oxford_reflns_number_all 1990 _refine_ls_R_factor_all 0.1810 _refine_ls_wR_factor_all 0.2249 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 262 _refine_ls_R_factor_gt 0.0559 _refine_ls_wR_factor_gt 0.0946 _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, 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: 1.34 0.979 -0.133 ; # Insert your own references if required - in alphabetical order _publ_section_references ; User-defined structure solution reference Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Siemens Industrial Automation, Inc (1993). SMART: Area-Detector Software Package; Madison, WI. Siemens Industrial Automation, Inc (1995). SAINT: Area-Detector Integration Software.; Madison, WI. Siemens Industrial Automation, Inc (1996). SADABS: Area-Detector Absorption Correction;: Madison, WI. 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 Zn1 Zn 0.20565(15) 0.13848(17) 0.40844(13) 0.0737 1.0000 Uani . . . . . . . Zn2 Zn 0.51268(15) 0.33706(17) 0.31330(13) 0.0732 1.0000 Uani . . . . . . . N1 N 0.4461(8) 0.2344(10) 0.3538(8) 0.0765 1.0000 Uani D U . . . . . N2 N 0.3306(6) 0.1608(9) 0.3901(9) 0.0756 1.0000 Uani D U . . . . . N3 N 0.1058(8) 0.1310(11) 0.6165(6) 0.0758 1.0000 Uani D U . . . . . N4 N 0.1790(10) 0.1225(13) 0.5127(6) 0.0886 1.0000 Uani D U . . . . . N5 N 0.0759(9) -0.0669(10) 0.3053(8) 0.0781 1.0000 Uani D U . . . . . N6 N 0.1630(10) 0.0369(10) 0.3492(7) 0.0741 1.0000 Uani D U . . . . . N7 N 0.0644(11) 0.3127(10) 0.2824(7) 0.0852 1.0000 Uani D U . . . . . N8 N 0.1395(10) 0.2406(9) 0.3660(7) 0.0737 1.0000 Uani D U . . . . . C1 C 0.3614(8) 0.2341(10) 0.3611(10) 0.0742 1.0000 Uani D U . . . . . C2 C 0.4004(9) 0.1135(10) 0.4048(12) 0.0958 1.0000 Uani D U . . . . . C3 C 0.4718(7) 0.1586(12) 0.3826(12) 0.0909 1.0000 Uani D U . . . . . C4 C 0.1096(10) 0.1520(13) 0.5474(7) 0.0797 1.0000 Uani D U . . . . . C5 C 0.2223(12) 0.0812(18) 0.5639(9) 0.1219 1.0000 Uani D U . . . . . C6 C 0.1790(13) 0.0874(18) 0.6278(7) 0.1147 1.0000 Uani D U . . . . . C7 C 0.0966(11) -0.0157(12) 0.3606(7) 0.0785 1.0000 Uani D U . . . . . C8 C 0.1898(12) 0.0146(14) 0.2834(9) 0.1051 1.0000 Uani D U . . . . . C9 C 0.1353(13) -0.0473(14) 0.2564(8) 0.0997 1.0000 Uani D U . . . . . C10 C 0.1033(13) 0.2385(10) 0.3011(8) 0.0870 1.0000 Uani D U . . . . . C11 C 0.0791(16) 0.3661(9) 0.3374(10) 0.1060 1.0000 Uani D U . . . . . C12 C 0.1217(15) 0.3208(11) 0.3899(8) 0.1001 1.0000 Uani D U . . . . . N9 N 0.8223(18) 0.1775(18) 0.3981(16) 0.2111 1.0000 Uani D U . . . . . C13 C 0.7287(19) 0.162(3) 0.3868(17) 0.2335 1.0000 Uani D U . . . . . C14 C 0.867(3) 0.192(3) 0.327(2) 0.3382 1.0000 Uani D U . . . . . C15 C 0.869(2) 0.157(4) 0.465(2) 0.3635 1.0000 Uani D U . . . . . O1 O 0.6902(16) 0.128(2) 0.4332(17) 0.2638 1.0000 Uani D U . . . . . H11 H 0.3261 0.2811 0.3469 0.0888 1.0000 Uiso R . . . . . . H21 H 0.4007 0.0582 0.4271 0.1151 1.0000 Uiso R . . . . . . H31 H 0.5291 0.1394 0.3866 0.1092 1.0000 Uiso R . . . . . . H41 H 0.0668 0.1855 0.5244 0.0956 1.0000 Uiso R . . . . . . H51 H 0.2752 0.0523 0.5573 0.1461 1.0000 Uiso R . . . . . . H61 H 0.1973 0.0643 0.6723 0.1374 1.0000 Uiso R . . . . . . H71 H 0.0662 -0.0168 0.4045 0.0943 1.0000 Uiso R . . . . . . H81 H 0.2384 0.0376 0.2598 0.1261 1.0000 Uiso R . . . . . . H91 H 0.1391 -0.0719 0.2100 0.1197 1.0000 Uiso R . . . . . . H101 H 0.1054 0.1890 0.2710 0.1045 1.0000 Uiso R . . . . . . H111 H 0.0633 0.4254 0.3396 0.1272 1.0000 Uiso R . . . . . . H121 H 0.1358 0.3428 0.4358 0.1203 1.0000 Uiso R . . . . . . H131 H 0.7013 0.1794 0.3439 0.2806 1.0000 Uiso R . . . . . . H141 H 0.9279 0.2014 0.3344 0.4067 1.0000 Uiso R . . . . . . H142 H 0.8420 0.2424 0.3028 0.4067 1.0000 Uiso R . . . . . . H143 H 0.8589 0.1404 0.2963 0.4067 1.0000 Uiso R . . . . . . H151 H 0.9296 0.1728 0.4590 0.4368 1.0000 Uiso R . . . . . . H152 H 0.8450 0.1903 0.5047 0.4368 1.0000 Uiso R . . . . . . H153 H 0.8648 0.0950 0.4751 0.4368 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 Zn1 0.0627(18) 0.0884(19) 0.0701(17) 0.0032(13) 0.0024(11) -0.0043(13) Zn2 0.0603(17) 0.092(2) 0.0676(16) -0.0014(13) 0.0049(12) 0.0012(12) N1 0.043(7) 0.099(12) 0.087(11) 0.003(8) 0.020(8) -0.004(6) N2 0.031(7) 0.071(11) 0.124(12) -0.008(9) 0.001(8) -0.003(5) N3 0.055(9) 0.107(13) 0.065(8) 0.005(8) -0.007(6) 0.015(8) N4 0.071(12) 0.136(15) 0.059(8) 0.019(9) -0.004(6) 0.022(9) N5 0.080(11) 0.081(12) 0.073(10) 0.001(8) 0.016(7) -0.016(7) N6 0.067(11) 0.100(13) 0.055(8) 0.006(7) 0.001(7) -0.015(7) N7 0.095(13) 0.084(12) 0.077(10) 0.015(7) -0.027(8) -0.009(8) N8 0.072(11) 0.078(10) 0.070(9) 0.005(7) -0.007(7) 0.014(8) C1 0.039(7) 0.092(12) 0.091(13) 0.008(10) 0.002(9) 0.000(7) C2 0.041(10) 0.101(12) 0.146(16) 0.028(12) 0.031(11) 0.018(7) C3 0.036(7) 0.104(14) 0.132(16) 0.008(12) 0.022(11) 0.009(7) C4 0.068(12) 0.109(16) 0.063(9) 0.001(10) -0.015(7) 0.020(9) C5 0.097(15) 0.20(2) 0.072(11) 0.041(14) 0.014(9) 0.074(13) C6 0.090(15) 0.19(2) 0.063(9) 0.027(13) 0.003(9) 0.068(13) C7 0.065(13) 0.100(15) 0.071(10) -0.008(9) 0.023(8) -0.010(8) C8 0.117(16) 0.115(17) 0.083(12) -0.012(10) 0.046(10) -0.048(11) C9 0.108(16) 0.111(17) 0.081(11) -0.024(10) 0.039(10) -0.030(10) C10 0.096(15) 0.096(12) 0.069(11) -0.012(9) -0.011(10) 0.023(11) C11 0.127(17) 0.075(11) 0.116(15) -0.005(8) -0.057(13) 0.019(12) C12 0.129(17) 0.074(12) 0.098(12) -0.011(9) -0.055(12) 0.010(11) N9 0.27(3) 0.18(2) 0.19(3) 0.00(2) 0.02(2) 0.08(3) C13 0.26(3) 0.20(3) 0.24(3) 0.02(3) 0.03(3) 0.09(3) C14 0.41(5) 0.30(5) 0.30(4) 0.08(5) 0.13(4) -0.05(5) C15 0.44(5) 0.38(6) 0.27(4) -0.03(5) -0.11(4) 0.09(5) O1 0.27(3) 0.28(4) 0.24(3) 0.01(3) 0.08(2) 0.10(3) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.036855(14) 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 Zn1 . N2 . 1.976(10) yes Zn1 . N4 . 1.971(11) yes Zn1 . N6 . 1.991(11) yes Zn1 . N8 . 2.004(11) yes Zn2 . N5 3_555 1.994(11) yes Zn2 . N3 4_556 1.984(11) yes Zn2 . N7 8_555 1.961(11) yes Zn2 . N1 . 2.000(11) yes N1 . C1 . 1.308(8) yes N1 . C3 . 1.321(9) yes N2 . C1 . 1.315(8) yes N2 . C2 . 1.316(8) yes N3 . C4 . 1.308(8) yes N3 . C6 . 1.318(9) yes N4 . C4 . 1.317(8) yes N4 . C5 . 1.309(8) yes N5 . C7 . 1.315(8) yes N5 . C9 . 1.312(8) yes N6 . C7 . 1.310(8) yes N6 . C8 . 1.318(8) yes N7 . C10 . 1.316(9) yes N7 . C11 . 1.311(9) yes N8 . C10 . 1.315(8) yes N8 . C12 . 1.317(9) yes C1 . H11 . 0.930 no C2 . C3 . 1.353(9) yes C2 . H21 . 0.930 no C3 . H31 . 0.930 no C4 . H41 . 0.930 no C5 . C6 . 1.352(9) yes C5 . H51 . 0.930 no C6 . H61 . 0.930 no C7 . H71 . 0.930 no C8 . C9 . 1.348(9) yes C8 . H81 . 0.930 no C9 . H91 . 0.930 no C10 . H101 . 0.930 no C11 . C12 . 1.349(9) yes C11 . H111 . 0.930 no C12 . H121 . 0.930 no N9 . C13 . 1.469(9) yes N9 . C14 . 1.495(9) yes N9 . C15 . 1.457(9) yes C13 . O1 . 1.155(9) yes C13 . H131 . 0.930 no C14 . H141 . 0.960 no C14 . H142 . 0.960 no C14 . H143 . 0.960 no C15 . H151 . 0.960 no C15 . H152 . 0.960 no C15 . H153 . 0.960 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 N2 . Zn1 . N4 . 112.8(7) yes N2 . Zn1 . N6 . 111.0(6) yes N4 . Zn1 . N6 . 111.5(7) yes N2 . Zn1 . N8 . 107.1(6) yes N4 . Zn1 . N8 . 111.5(6) yes N6 . Zn1 . N8 . 102.4(6) yes N5 3_555 Zn2 . N3 4_556 111.2(7) yes N5 3_555 Zn2 . N7 8_555 110.3(6) yes N3 4_556 Zn2 . N7 8_555 109.6(7) yes N5 3_555 Zn2 . N1 . 104.1(6) yes N3 4_556 Zn2 . N1 . 108.4(6) yes N7 8_555 Zn2 . N1 . 113.2(7) yes Zn2 . N1 . C1 . 123.3(10) yes Zn2 . N1 . C3 . 131.9(10) yes C1 . N1 . C3 . 104.6(6) yes Zn1 . N2 . C1 . 124.1(9) yes Zn1 . N2 . C2 . 131.5(9) yes C1 . N2 . C2 . 104.3(6) yes Zn2 4_456 N3 . C4 . 127.0(9) yes Zn2 4_456 N3 . C6 . 129.2(9) yes C4 . N3 . C6 . 103.7(6) yes Zn1 . N4 . C4 . 126.5(9) yes Zn1 . N4 . C5 . 130.4(9) yes C4 . N4 . C5 . 103.1(6) yes Zn2 3_545 N5 . C7 . 122.3(9) yes Zn2 3_545 N5 . C9 . 133.5(10) yes C7 . N5 . C9 . 103.2(6) yes Zn1 . N6 . C7 . 129.5(10) yes Zn1 . N6 . C8 . 126.5(9) yes C7 . N6 . C8 . 103.5(6) yes Zn2 8_455 N7 . C10 . 125.2(10) yes Zn2 8_455 N7 . C11 . 130.0(10) yes C10 . N7 . C11 . 104.2(6) yes Zn1 . N8 . C10 . 123.2(9) yes Zn1 . N8 . C12 . 133.2(10) yes C10 . N8 . C12 . 103.6(6) yes N2 . C1 . N1 . 113.7(6) yes N2 . C1 . H11 . 123.1 no N1 . C1 . H11 . 123.2 no N2 . C2 . C3 . 108.9(6) yes N2 . C2 . H21 . 125.6 no C3 . C2 . H21 . 125.5 no C2 . C3 . N1 . 108.4(6) yes C2 . C3 . H31 . 125.8 no N1 . C3 . H31 . 125.8 no N4 . C4 . N3 . 114.9(6) yes N4 . C4 . H41 . 122.5 no N3 . C4 . H41 . 122.6 no N4 . C5 . C6 . 109.8(6) yes N4 . C5 . H51 . 125.1 no C6 . C5 . H51 . 125.1 no C5 . C6 . N3 . 108.4(6) yes C5 . C6 . H61 . 125.8 no N3 . C6 . H61 . 125.7 no N5 . C7 . N6 . 114.9(6) yes N5 . C7 . H71 . 122.5 no N6 . C7 . H71 . 122.7 no N6 . C8 . C9 . 108.7(6) yes N6 . C8 . H81 . 125.5 no C9 . C8 . H81 . 125.7 no C8 . C9 . N5 . 109.6(6) yes C8 . C9 . H91 . 125.1 no N5 . C9 . H91 . 125.3 no N7 . C10 . N8 . 114.0(6) yes N7 . C10 . H101 . 123.0 no N8 . C10 . H101 . 122.9 no N7 . C11 . C12 . 108.8(6) yes N7 . C11 . H111 . 125.6 no C12 . C11 . H111 . 125.7 no C11 . C12 . N8 . 109.3(6) yes C11 . C12 . H121 . 125.3 no N8 . C12 . H121 . 125.4 no C13 . N9 . C14 . 110.2(9) yes C13 . N9 . C15 . 124.8(9) yes C14 . N9 . C15 . 122.9(9) yes N9 . C13 . O1 . 117.8(9) yes N9 . C13 . H131 . 121.2 no O1 . C13 . H131 . 121.0 no N9 . C14 . H141 . 109.6 no N9 . C14 . H142 . 109.3 no H141 . C14 . H142 . 109.5 no N9 . C14 . H143 . 109.5 no H141 . C14 . H143 . 109.5 no H142 . C14 . H143 . 109.5 no N9 . C15 . H151 . 109.3 no N9 . C15 . H152 . 109.7 no H151 . C15 . H152 . 109.5 no N9 . C15 . H153 . 109.4 no H151 . C15 . H153 . 109.5 no H152 . C15 . H153 . 109.5 no