#------------------------------------------------------------------------------ #$Date: 2019-11-07 21:35:52 +0200 (Thu, 07 Nov 2019) $ #$Revision: 223554 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/23/45/7234531.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7234531 loop_ _publ_author_name 'Galadzhun, Iurii' 'Capel Berdiell, Izar' 'Shahid, Namrah' 'Halcrow, Malcolm A.' _publ_section_title ; An iron(ii) coordination polymer of a triazolyl tris-heterocycle showing a spin state conversion triggered by loss of lattice solvent ; _journal_issue 42 _journal_name_full CrystEngComm _journal_page_first 6330 _journal_paper_doi 10.1039/C9CE01496A _journal_volume 21 _journal_year 2019 _chemical_formula_moiety 'C10 H8 N6' _chemical_formula_sum 'C10 H8 N6' _chemical_formula_weight 212.22 _chemical_name_systematic ; 2-(Pyrazol-1-yl)-6-(1,2,4-triazol-1-yl)pyridine ; _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_date 2019-07-03 _audit_creation_method ; Olex2 1.2 (compiled Apr 23 2013 17:54:37, GUI svn.r4466) ; _audit_update_record ; 2019-08-30 deposited with the CCDC. 2019-10-10 downloaded from the CCDC. ; _cell_angle_alpha 90.00 _cell_angle_beta 103.627(7) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 12.5794(9) _cell_length_b 3.8549(3) _cell_length_c 20.4981(14) _cell_measurement_reflns_used 1395 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 73.63 _cell_measurement_theta_min 4.32 _cell_volume 966.02(12) _computing_cell_refinement 'CrysAlisPro, Agilent Technologies' _computing_data_collection 'CrysAlisPro, Agilent Technologies' _computing_data_reduction 'CrysAlisPro, Agilent Technologies' _computing_molecular_graphics 'XSEED (Barbour, 2001)' _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 150(2) _diffrn_detector_area_resol_mean 5.3095 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator mirror _diffrn_radiation_source 'SuperNova (Cu) X-ray Source' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0334 _diffrn_reflns_av_unetI/netI 0.0388 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 4624 _diffrn_reflns_theta_full 72.00 _diffrn_reflns_theta_max 74.23 _diffrn_reflns_theta_min 3.62 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.804 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.602 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.459 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 440 _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: chloroform' _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.296 _refine_diff_density_min -0.181 _refine_diff_density_rms 0.048 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.135 _refine_ls_hydrogen_treatment refxyz _refine_ls_matrix_type full _refine_ls_number_parameters 169 _refine_ls_number_reflns 1947 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.135 _refine_ls_R_factor_all 0.0685 _refine_ls_R_factor_gt 0.0523 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0433P)^2^+0.4720P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1268 _refine_ls_wR_factor_ref 0.1351 _reflns_number_gt 1507 _reflns_number_total 1947 _reflns_threshold_expression >2sigma(I) _cod_data_source_file c9ce01496a2.cif _cod_data_source_block ig12c4 _cod_depositor_comments 'Adding full bibliography for 7234530--7234535.cif.' _cod_database_code 7234531 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups 2. Restrained distances C10-H10 1 with sigma of 0.02 ; _shelx_res_file ; TITL ig12c4-nmr_a.res in P2(1)/c CELL 1.54184 12.5794 3.8549 20.4981 90 103.627 90 ZERR 4 0.0009 0.0003 0.0014 0 0.007 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H N UNIT 40 32 24 DFIX 1 C10 H10 L.S. 10 PLAN 20 SIZE 0.046 0.074 0.37 TEMP -123 REM Old TITL IG12C4-NMR in P2(1)/c REM SHELXT solution in P2(1)/c REM R1 0.151, Rweak 0.673, Alpha 0.023, Orientation as input REM Formula found by SHELXT: C13 N3 REM ig12c4-nmr_a.res in P2(1)/c REM 145 parameters refined using 0 restraints REM Highest difference peak 0.307, deepest hole -0.178, 1-sigma level 0.049 GRID BOND $H fmap 2 acta 144 MERG 2 OMIT -10 3 4 REM C:/Users/chmmah/Desktop/ig12-C4/ig12c4.hkl WGHT 0.045700 0.448500 FVAR 5.78531 N1 3 0.256849 0.506338 0.340258 11.00000 0.04071 0.02736 = 0.02762 0.00392 0.00852 -0.00067 C2 1 0.327474 0.631285 0.394390 11.00000 0.04641 0.02270 = 0.02658 0.00471 0.00925 -0.00138 C3 1 0.439585 0.605446 0.405598 11.00000 0.04413 0.03012 = 0.03167 0.00378 0.00547 -0.00388 H3 2 0.490069 0.691429 0.447568 11.00000 -1.20000 C4 1 0.480661 0.445948 0.356410 11.00000 0.03495 0.03447 = 0.04180 0.00551 0.00931 0.00051 H4 2 0.556516 0.424953 0.361917 11.00000 -1.20000 C5 1 0.409921 0.315469 0.298981 11.00000 0.04517 0.02798 = 0.03470 0.00347 0.01233 0.00005 H5 2 0.434888 0.214118 0.262858 11.00000 -1.20000 C6 1 0.300446 0.350434 0.294835 11.00000 0.04537 0.02317 = 0.02624 0.00469 0.00839 -0.00121 N7 3 0.277099 0.799128 0.440624 11.00000 0.04593 0.02965 = 0.02525 0.00155 0.00749 -0.00344 N8 3 0.339545 0.920907 0.499981 11.00000 0.05082 0.03823 = 0.03097 -0.00486 0.00793 -0.00745 C9 1 0.266578 1.059433 0.529296 11.00000 0.06321 0.03960 = 0.03575 -0.00437 0.01688 -0.00361 H9 2 0.291602 1.153702 0.573528 11.00000 -1.20000 C10 1 0.160196 1.031827 0.491148 11.00000 0.05190 0.04389 = 0.03692 -0.00109 0.01629 0.00596 H10 2 0.094063 1.128183 0.498560 11.00000 -1.20000 C11 1 0.170053 0.862548 0.434480 11.00000 0.04585 0.04125 = 0.03371 -0.00150 0.00817 -0.00066 H11 2 0.113845 0.787845 0.397073 11.00000 -1.20000 N12 3 0.220336 0.207831 0.240266 11.00000 0.04288 0.02709 = 0.02620 0.00149 0.00926 0.00104 N13 3 0.247450 0.069186 0.185130 11.00000 0.05323 0.03886 = 0.03092 -0.00201 0.01515 -0.00046 C14 1 0.152376 -0.040206 0.150039 11.00000 0.06081 0.03731 = 0.03060 -0.00031 0.00688 -0.00446 H14 2 0.140962 -0.142433 0.106161 11.00000 -1.20000 N15 3 0.066027 0.016159 0.178337 11.00000 0.04894 0.04402 = 0.03725 0.00060 0.00522 -0.00300 C16 1 0.113217 0.172284 0.235318 11.00000 0.04570 0.03673 = 0.03138 0.00021 0.00901 0.00214 H16 2 0.079461 0.247008 0.270653 11.00000 -1.20000 HKLF 4 REM ig12c4-nmr_a.res in P2(1)/c REM R1 = 0.0524 for 1507 Fo > 4sig(Fo) and 0.0685 for all 1947 data REM 169 parameters refined using 1 restraints END WGHT 0.0457 0.4486 REM Highest difference peak 0.300, deepest hole -0.180, 1-sigma level 0.048 Q1 1 -0.0084 -0.0079 0.1670 11.00000 0.05 0.30 Q2 1 0.1800 0.5270 0.3310 11.00000 0.05 0.29 Q3 1 0.3239 0.0756 0.1898 11.00000 0.05 0.26 Q4 1 0.4234 0.8928 0.5068 11.00000 0.05 0.23 Q5 1 0.3844 0.5513 0.4101 11.00000 0.05 0.19 Q6 1 0.1673 0.8497 0.4819 11.00000 0.05 0.19 Q7 1 0.2372 1.0008 0.4888 11.00000 0.05 0.19 Q8 1 0.1984 1.0330 0.5209 11.00000 0.05 0.18 Q9 1 0.2103 1.0543 0.4995 11.00000 0.05 0.18 Q10 1 0.1228 0.9737 0.5058 11.00000 0.05 0.18 Q11 1 0.1592 0.0542 0.1856 11.00000 0.05 0.17 Q12 1 0.4268 0.5229 0.3704 11.00000 0.05 0.17 Q13 1 0.1027 0.5894 0.3255 11.00000 0.05 0.17 Q14 1 0.3686 0.7592 0.4487 11.00000 0.05 0.17 Q15 1 0.3307 0.4881 0.3466 11.00000 0.05 0.16 Q16 1 0.0285 0.1900 0.2200 11.00000 0.05 0.16 Q17 1 0.0956 0.9433 0.4424 11.00000 0.05 0.15 Q18 1 0.3055 0.5406 0.3768 11.00000 0.05 0.15 Q19 1 0.3513 0.2947 0.3014 11.00000 0.05 0.15 Q20 1 0.2637 0.2473 0.2708 11.00000 0.05 0.15 REM The information below was added by Olex2. REM REM R1 = 0.0524 for 1507 Fo > 4sig(Fo) and 0.0685 for all 5136 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.30, deepest hole -0.18 REM Mean Shift 0, Max Shift 0. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0685 REM R1_gt = 0.0524 REM wR_ref = 0.1374 REM GOOF = 1.141 REM Shift_max = 0 REM Shift_mean = 0 REM Reflections_all = 5136 REM Reflections_gt = 1507 REM Parameters = n/a REM Hole = 0.30 REM Peak = -0.18 REM Flack = n/a ; loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags N1 N 0.25685(15) 0.5063(5) 0.34026(9) 0.0318(4) Uani 1 1 d . C2 C 0.32747(18) 0.6313(6) 0.39439(10) 0.0318(5) Uani 1 1 d . C3 C 0.43959(19) 0.6054(6) 0.40560(11) 0.0359(5) Uani 1 1 d . H3 H 0.490(2) 0.691(8) 0.4476(14) 0.043 Uiso 1 1 d . C4 C 0.48066(19) 0.4459(7) 0.35641(12) 0.0370(5) Uani 1 1 d . H4 H 0.557(2) 0.425(8) 0.3619(13) 0.044 Uiso 1 1 d . C5 C 0.40992(19) 0.3155(6) 0.29898(11) 0.0355(5) Uani 1 1 d . H5 H 0.435(2) 0.214(8) 0.2629(14) 0.043 Uiso 1 1 d . C6 C 0.30045(18) 0.3504(6) 0.29483(10) 0.0316(5) Uani 1 1 d . N7 N 0.27710(15) 0.7991(5) 0.44062(9) 0.0338(4) Uani 1 1 d . N8 N 0.33954(17) 0.9209(6) 0.49998(9) 0.0403(5) Uani 1 1 d . C9 C 0.2666(2) 1.0594(7) 0.52930(12) 0.0453(6) Uani 1 1 d . H9 H 0.292(2) 1.154(9) 0.5735(15) 0.054 Uiso 1 1 d . C10 C 0.1602(2) 1.0318(7) 0.49115(12) 0.0433(6) Uani 1 1 d D H10 H 0.0941(18) 1.128(8) 0.4986(14) 0.052 Uiso 1 1 d D C11 C 0.1701(2) 0.8625(7) 0.43448(12) 0.0405(5) Uani 1 1 d . H11 H 0.114(2) 0.788(8) 0.3971(15) 0.049 Uiso 1 1 d . N12 N 0.22034(15) 0.2078(5) 0.24027(9) 0.0319(4) Uani 1 1 d . N13 N 0.24745(17) 0.0692(6) 0.18513(9) 0.0401(5) Uani 1 1 d . C14 C 0.1524(2) -0.0402(7) 0.15004(12) 0.0436(6) Uani 1 1 d . H14 H 0.141(2) -0.142(9) 0.1062(15) 0.052 Uiso 1 1 d . N15 N 0.06603(17) 0.0162(6) 0.17834(10) 0.0442(5) Uani 1 1 d . C16 C 0.1132(2) 0.1723(7) 0.23532(11) 0.0379(5) Uani 1 1 d . H16 H 0.079(2) 0.247(8) 0.2707(14) 0.046 Uiso 1 1 d . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0407(10) 0.0274(9) 0.0276(9) 0.0039(7) 0.0085(7) -0.0007(7) C2 0.0464(12) 0.0227(11) 0.0266(10) 0.0047(8) 0.0092(8) -0.0014(9) C3 0.0441(12) 0.0301(12) 0.0317(11) 0.0038(9) 0.0055(9) -0.0039(9) C4 0.0350(11) 0.0345(12) 0.0418(12) 0.0055(9) 0.0093(9) 0.0005(9) C5 0.0452(12) 0.0280(11) 0.0347(11) 0.0035(9) 0.0123(9) 0.0001(9) C6 0.0454(12) 0.0232(10) 0.0262(10) 0.0047(8) 0.0084(8) -0.0012(9) N7 0.0459(10) 0.0297(10) 0.0252(9) 0.0015(7) 0.0075(7) -0.0034(8) N8 0.0508(11) 0.0382(11) 0.0310(9) -0.0049(8) 0.0079(8) -0.0074(9) C9 0.0632(16) 0.0396(14) 0.0358(12) -0.0044(10) 0.0169(11) -0.0036(12) C10 0.0519(14) 0.0439(14) 0.0369(12) -0.0011(10) 0.0163(10) 0.0060(11) C11 0.0458(13) 0.0412(14) 0.0337(11) -0.0015(10) 0.0082(9) -0.0007(11) N12 0.0429(10) 0.0271(10) 0.0262(9) 0.0015(7) 0.0093(7) 0.0010(8) N13 0.0532(12) 0.0389(11) 0.0309(9) -0.0020(8) 0.0152(8) -0.0005(9) C14 0.0608(16) 0.0373(13) 0.0306(11) -0.0003(10) 0.0069(10) -0.0045(11) N15 0.0489(11) 0.0440(13) 0.0372(11) 0.0006(9) 0.0052(8) -0.0030(9) C16 0.0457(12) 0.0367(13) 0.0314(11) 0.0002(9) 0.0090(9) 0.0021(10) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C6 N1 C2 116.15(19) N1 C2 C3 124.5(2) N1 C2 N7 113.94(19) C3 C2 N7 121.6(2) C2 C3 H3 122.6(15) C2 C3 C4 117.0(2) C4 C3 H3 120.4(15) C3 C4 H4 119.7(17) C3 C4 C5 120.3(2) C5 C4 H4 120.0(17) C4 C5 H5 122.9(16) C6 C5 C4 116.8(2) C6 C5 H5 120.2(16) N1 C6 C5 125.2(2) N1 C6 N12 113.02(19) C5 C6 N12 121.7(2) N8 N7 C2 119.95(19) C11 N7 C2 128.10(19) C11 N7 N8 111.95(19) C9 N8 N7 103.2(2) N8 C9 H9 118.3(18) N8 C9 C10 113.2(2) C10 C9 H9 128.4(18) C9 C10 H10 129.9(18) C11 C10 C9 104.4(2) C11 C10 H10 125.4(18) N7 C11 C10 107.3(2) N7 C11 H11 123.7(17) C10 C11 H11 128.9(17) N13 N12 C6 122.13(18) C16 N12 C6 127.80(19) C16 N12 N13 109.99(18) C14 N13 N12 101.93(19) N13 C14 H14 124.1(17) N13 C14 N15 115.5(2) N15 C14 H14 120.3(17) C16 N15 C14 102.2(2) N12 C16 H16 121.8(16) N15 C16 N12 110.4(2) N15 C16 H16 127.8(16) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N1 C2 1.337(3) N1 C6 1.330(3) C2 C3 1.378(3) C2 N7 1.415(3) C3 H3 1.00(3) C3 C4 1.381(3) C4 H4 0.94(3) C4 C5 1.392(3) C5 H5 0.95(3) C5 C6 1.366(3) C6 N12 1.427(3) N7 N8 1.367(3) N7 C11 1.345(3) N8 C9 1.322(3) C9 H9 0.96(3) C9 C10 1.386(4) C10 H10 0.955(17) C10 C11 1.363(3) C11 H11 0.96(3) N12 N13 1.364(3) N12 C16 1.334(3) N13 C14 1.312(3) C14 H14 0.96(3) C14 N15 1.364(4) N15 C16 1.324(3) C16 H16 0.97(3)