#------------------------------------------------------------------------------ #$Date: 2019-07-03 13:24:39 +0300 (Wed, 03 Jul 2019) $ #$Revision: 216710 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/07/1550749.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_1550749 loop_ _publ_author_name 'Wang, Chunling' 'Song, Chuanqqi' 'Shen, Wen-Hui' 'Qi, Yuan-Yuan' 'Xue, Ying' 'Shi, Yao-Cheng' 'Yu, Huaguang' 'Feng, Ligang' _publ_section_title ; A two-dimensional Ni(II) coordination polymer based on 3,5-bis(1’,2’,4’-triazol-1’-yl) pyridine ligand for water electro-oxidation ; _journal_name_full 'Catalysis Science & Technology' _journal_paper_doi 10.1039/C9CY00191C _journal_year 2019 _chemical_formula_moiety 'C9 H7 N7, H2 O' _chemical_formula_sum 'C9 H9 N7 O' _chemical_formula_weight 231.23 _space_group_crystal_system orthorhombic _space_group_IT_number 33 _space_group_name_Hall 'P 2c -2n' _space_group_name_H-M_alt 'P n a 21' _symmetry_space_group_name_Hall 'P 2c -2n' _symmetry_space_group_name_H-M 'P n a 21' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary direct _audit_block_doi 10.5517/ccdc.csd.cc209bb0 _audit_creation_date 2018-07-16 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2018-07-16 deposited with the CCDC. 2019-03-12 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.569(2) _cell_length_b 22.176(3) _cell_length_c 3.6728(6) _cell_measurement_reflns_used 5718 _cell_measurement_temperature 295(2) _cell_measurement_theta_max 22.521 _cell_measurement_theta_min 2.449 _cell_volume 1023.7(3) _computing_cell_refinement 'SAINT V8.32B (?, 2016)' _computing_data_reduction 'SAINT V8.32B (?, 2016)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'XS (Sheldrick, 2008)' _diffrn_ambient_temperature 295 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0449 _diffrn_reflns_av_unetI/netI 0.0214 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_l_max 4 _diffrn_reflns_limit_l_min -4 _diffrn_reflns_number 30696 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.828 _diffrn_reflns_theta_min 1.620 _exptl_absorpt_coefficient_mu 0.109 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_correction_T_min 0.6869 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.0971 before and 0.0513 after correction. The Ratio of minimum to maximum transmission is 0.9213. The \l/2 correction factor is 0.0015.' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.500 _exptl_crystal_description needle _exptl_crystal_F_000 480 _exptl_crystal_size_max 0.8 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _refine_diff_density_max 0.173 _refine_diff_density_min -0.132 _refine_diff_density_rms 0.039 _refine_ls_abs_structure_details ; Twinning involves inversion, so Flack parameter cannot be determined ; _refine_ls_extinction_coef 0.023(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2014/7 (Sheldrick 2014' _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 158 _refine_ls_number_reflns 2421 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.061 _refine_ls_R_factor_all 0.0478 _refine_ls_R_factor_gt 0.0366 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0353P)^2^+0.1890P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0800 _refine_ls_wR_factor_ref 0.0865 _reflns_Friedel_coverage 0.730 _reflns_Friedel_fraction_full 1.000 _reflns_Friedel_fraction_max 0.998 _reflns_number_gt 2042 _reflns_number_total 2421 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9cy00191c2.cif _cod_data_source_block 2 _cod_depositor_comments ; 2019-05-28 Z value and formula fixed to values more according to usual chemical conventions. miguel ; _cod_original_formula_sum 'C18 H18 N14 O2' _cod_original_formula_weight 462.46 _cod_original_formula_moiety '2(C9 H7 N7), 2(H2 O)' _cod_original_formula_units_Z 2 _cod_database_code 1550749 _shelx_shelxl_version_number 2014/7 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All O(H,H) groups 2.a Free rotating group: O1(H1A,H1B) 2.b Aromatic/amide H refined with riding coordinates: C4(H4), C6(H6), C9(H9), C10(H10), C13(H13), C15(H15), C17(H17) ; _shelx_res_file ; 2.res created by SHELXL-2014/7 TITL 2 in Pna21 #33 REM reset to Pna21 #33 CELL 0.71073 12.5693 22.1761 3.6728 90 90 90 ZERR 2 0.002 0.0034 0.0006 0 0 0 LATT -1 SYMM -X,-Y,0.5+Z SYMM 0.5-X,0.5+Y,0.5+Z SYMM 0.5+X,0.5-Y,+Z SFAC C H N O UNIT 36 36 28 4 L.S. 15 PLAN 20 TEMP 23 BOND fmap 2 acta TWIN 1 0 0 0 1 0 0 0 -1 2 REM REM REM WGHT 0.035300 0.189000 EXTI 0.023100 FVAR 0.24346 N1 3 0.014680 0.363874 0.039892 11.00000 0.03091 0.02833 = 0.04414 -0.00121 -0.00362 -0.00073 N2 3 -0.044528 0.156367 -0.320071 11.00000 0.02997 0.02814 = 0.04925 -0.00219 -0.00282 -0.00043 N3 3 0.110818 0.352201 0.198354 11.00000 0.03349 0.03789 = 0.05453 -0.00074 -0.01011 0.00128 C4 1 -0.049494 0.065044 -0.443891 11.00000 0.04597 0.03086 = 0.07103 -0.00699 -0.00315 0.00203 AFIX 43 H4 2 -0.074398 0.026195 -0.486704 11.00000 -1.20000 AFIX 0 N5 3 -0.229534 0.282291 -0.194018 11.00000 0.03178 0.03666 = 0.07258 -0.00741 -0.00300 0.00216 C6 1 -0.012210 0.259728 -0.131157 11.00000 0.02915 0.03106 = 0.04200 0.00100 -0.00136 -0.00045 AFIX 43 H6 2 0.060265 0.252156 -0.108586 11.00000 -1.20000 AFIX 0 N7 3 0.091443 0.451690 0.088665 11.00000 0.04050 0.03360 = 0.05826 -0.00295 -0.00417 -0.00439 C8 1 -0.082384 0.215079 -0.236110 11.00000 0.03134 0.02846 = 0.03890 -0.00052 -0.00027 0.00033 C9 1 -0.162286 0.325686 -0.091351 11.00000 0.03480 0.03106 = 0.06083 -0.00575 -0.00125 0.00280 AFIX 43 H9 2 -0.189206 0.363747 -0.038279 11.00000 -1.20000 AFIX 0 C10 1 0.005778 0.423221 -0.023490 11.00000 0.03517 0.03122 = 0.05099 0.00066 -0.00441 0.00075 AFIX 43 H10 2 -0.052733 0.441628 -0.131518 11.00000 -1.20000 AFIX 0 N11 3 0.054189 0.079289 -0.469948 11.00000 0.04179 0.03866 = 0.08126 -0.01071 -0.00129 0.00611 N12 3 -0.113007 0.109242 -0.354619 11.00000 0.03745 0.03214 = 0.08064 -0.00917 -0.00103 -0.00521 C13 1 -0.189735 0.227974 -0.265563 11.00000 0.02957 0.03390 = 0.05880 -0.00507 -0.00152 -0.00194 AFIX 43 H13 2 -0.235883 0.197481 -0.338213 11.00000 -1.20000 AFIX 0 C14 1 -0.054100 0.315973 -0.061282 11.00000 0.03292 0.02988 = 0.03823 -0.00005 -0.00151 -0.00290 C15 1 0.152257 0.406293 0.221296 11.00000 0.03407 0.04173 = 0.05678 -0.00511 -0.00565 -0.00216 AFIX 43 H15 2 0.219071 0.413074 0.322080 11.00000 -1.20000 AFIX 0 C17 1 0.054184 0.137172 -0.389358 11.00000 0.03165 0.03882 = 0.08807 -0.01051 0.00320 0.00146 AFIX 43 H17 2 0.114591 0.161356 -0.381733 11.00000 -1.20000 AFIX 6 O1 4 -0.234655 0.456975 0.251868 11.00000 0.06752 0.07796 = 0.13518 -0.04589 0.03790 -0.02630 H1A 2 -0.197500 0.482065 0.370695 11.00000 -1.50000 H1B 2 -0.292527 0.450232 0.364748 11.00000 -1.50000 AFIX 0 HKLF 4 REM 2 in Pna21 #33 REM R1 = 0.0366 for 2042 Fo > 4sig(Fo) and 0.0478 for all 2421 data REM 158 parameters refined using 1 restraints END WGHT 0.0354 0.1882 REM Highest difference peak 0.173, deepest hole -0.132, 1-sigma level 0.039 Q1 1 -0.0670 0.1880 -0.3005 11.00000 0.05 0.17 Q2 1 -0.0245 0.3398 -0.0154 11.00000 0.05 0.16 Q3 1 0.1036 0.3078 0.0442 11.00000 0.05 0.16 Q4 1 -0.1316 0.2172 -0.2384 11.00000 0.05 0.14 Q5 1 -0.0806 0.1367 -0.3649 11.00000 0.05 0.14 Q6 1 -0.1726 0.4294 0.0137 11.00000 0.05 0.14 Q7 1 0.0591 0.3607 0.0983 11.00000 0.05 0.13 Q8 1 0.1607 0.3222 -0.0314 11.00000 0.05 0.13 Q9 1 -0.0994 0.3193 -0.0653 11.00000 0.05 0.13 Q10 1 0.1121 0.0442 -0.6127 11.00000 0.05 0.12 Q11 1 -0.1026 0.4131 -0.0318 11.00000 0.05 0.12 Q12 1 0.1261 0.0696 -0.5268 11.00000 0.05 0.12 Q13 1 -0.2948 0.2968 -0.4953 11.00000 0.05 0.11 Q14 1 -0.0017 0.3900 0.0374 11.00000 0.05 0.11 Q15 1 0.0556 0.1086 -0.4533 11.00000 0.05 0.11 Q16 1 -0.3163 0.2926 -0.2843 11.00000 0.05 0.11 Q17 1 -0.0562 0.2355 -0.1679 11.00000 0.05 0.11 Q18 1 -0.1788 0.1178 -0.5911 11.00000 0.05 0.10 Q19 1 -0.0390 0.2861 -0.0331 11.00000 0.05 0.10 Q20 1 0.1209 0.2186 -0.4376 11.00000 0.05 0.10 ; _shelx_res_checksum 26554 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn N1 N 0.01468(14) 0.36387(8) 0.0399(5) 0.0345(4) Uani 1 1 d . N2 N -0.04453(14) 0.15637(7) -0.3201(6) 0.0358(4) Uani 1 1 d . N3 N 0.11082(14) 0.35220(8) 0.1984(6) 0.0420(5) Uani 1 1 d . C4 C -0.0495(2) 0.06504(10) -0.4439(8) 0.0493(7) Uani 1 1 d . H4 H -0.0744 0.0262 -0.4867 0.059 Uiso 1 1 calc R N5 N -0.22953(15) 0.28229(9) -0.1940(7) 0.0470(6) Uani 1 1 d . C6 C -0.01221(17) 0.25973(9) -0.1312(6) 0.0341(5) Uani 1 1 d . H6 H 0.0603 0.2522 -0.1086 0.041 Uiso 1 1 calc R N7 N 0.09144(15) 0.45169(8) 0.0887(6) 0.0441(5) Uani 1 1 d . C8 C -0.08238(17) 0.21508(9) -0.2361(7) 0.0329(5) Uani 1 1 d . C9 C -0.16229(18) 0.32569(10) -0.0914(7) 0.0422(6) Uani 1 1 d . H9 H -0.1892 0.3637 -0.0383 0.051 Uiso 1 1 calc R C10 C 0.00578(18) 0.42322(10) -0.0235(7) 0.0391(6) Uani 1 1 d . H10 H -0.0527 0.4416 -0.1315 0.047 Uiso 1 1 calc R N11 N 0.05419(17) 0.07929(9) -0.4699(7) 0.0539(6) Uani 1 1 d . N12 N -0.11301(15) 0.10924(8) -0.3546(8) 0.0501(6) Uani 1 1 d . C13 C -0.18974(17) 0.22797(10) -0.2656(8) 0.0408(5) Uani 1 1 d . H13 H -0.2359 0.1975 -0.3382 0.049 Uiso 1 1 calc R C14 C -0.05410(17) 0.31597(10) -0.0613(6) 0.0337(5) Uani 1 1 d . C15 C 0.15226(18) 0.40629(10) 0.2213(8) 0.0442(6) Uani 1 1 d . H15 H 0.2191 0.4131 0.3221 0.053 Uiso 1 1 calc R C17 C 0.05418(19) 0.13717(11) -0.3894(9) 0.0528(7) Uani 1 1 d . H17 H 0.1146 0.1614 -0.3817 0.063 Uiso 1 1 calc R O1 O -0.23465(19) 0.45697(11) 0.2519(9) 0.0936(9) Uani 1 1 d . H1A H -0.1975 0.4821 0.3707 0.140 Uiso 1 1 d G H1B H -0.2925 0.4502 0.3647 0.140 Uiso 1 1 d G 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 0.0309(9) 0.0283(9) 0.0441(11) -0.0012(8) -0.0036(8) -0.0007(7) N2 0.0300(9) 0.0281(8) 0.0492(12) -0.0022(9) -0.0028(9) -0.0004(7) N3 0.0335(10) 0.0379(10) 0.0545(13) -0.0007(10) -0.0101(10) 0.0013(8) C4 0.0460(14) 0.0309(12) 0.0710(19) -0.0070(12) -0.0032(14) 0.0020(10) N5 0.0318(10) 0.0367(11) 0.0726(16) -0.0074(11) -0.0030(10) 0.0022(8) C6 0.0291(10) 0.0311(11) 0.0420(12) 0.0010(9) -0.0014(9) -0.0004(8) N7 0.0405(11) 0.0336(9) 0.0583(13) -0.0030(11) -0.0042(10) -0.0044(8) C8 0.0313(11) 0.0285(10) 0.0389(12) -0.0005(9) -0.0003(9) 0.0003(8) C9 0.0348(11) 0.0311(11) 0.0608(16) -0.0057(11) -0.0012(11) 0.0028(9) C10 0.0352(12) 0.0312(11) 0.0510(15) 0.0007(10) -0.0044(11) 0.0008(9) N11 0.0418(11) 0.0387(11) 0.0813(18) -0.0107(12) -0.0013(12) 0.0061(9) N12 0.0375(10) 0.0321(9) 0.0806(17) -0.0092(11) -0.0010(11) -0.0052(8) C13 0.0296(11) 0.0339(11) 0.0588(15) -0.0051(11) -0.0015(11) -0.0019(9) C14 0.0329(11) 0.0299(10) 0.0382(12) 0.0000(9) -0.0015(10) -0.0029(9) C15 0.0341(11) 0.0417(12) 0.0568(15) -0.0051(12) -0.0056(12) -0.0022(9) C17 0.0317(12) 0.0388(12) 0.088(2) -0.0105(15) 0.0032(13) 0.0015(10) O1 0.0675(15) 0.0780(16) 0.135(2) -0.0459(17) 0.0379(17) -0.0263(12) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle N3 N1 C14 120.57(18) C10 N1 N3 109.49(18) C10 N1 C14 129.66(19) N12 N2 C8 120.85(17) C17 N2 C8 130.13(19) C17 N2 N12 108.98(17) C15 N3 N1 101.86(17) N12 C4 N11 115.7(2) C13 N5 C9 118.1(2) C14 C6 C8 117.2(2) C10 N7 C15 102.59(18) C6 C8 N2 120.26(19) C6 C8 C13 119.77(19) C13 C8 N2 119.95(19) N5 C9 C14 122.2(2) N7 C10 N1 110.4(2) C17 N11 C4 102.3(2) C4 N12 N2 102.32(18) N5 C13 C8 122.6(2) C6 C14 N1 119.57(19) C6 C14 C9 120.2(2) C9 C14 N1 120.26(19) N3 C15 N7 115.6(2) N11 C17 N2 110.7(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N1 N3 1.366(2) N1 C10 1.341(3) N1 C14 1.419(3) N2 C8 1.420(3) N2 N12 1.360(2) N2 C17 1.336(3) N3 C15 1.310(3) C4 N11 1.344(3) C4 N12 1.306(3) N5 C9 1.335(3) N5 C13 1.331(3) C6 C8 1.381(3) C6 C14 1.378(3) N7 C10 1.314(3) N7 C15 1.355(3) C8 C13 1.384(3) C9 C14 1.381(3) N11 C17 1.317(3)