#------------------------------------------------------------------------------ #$Date: 2020-02-04 22:02:27 +0200 (Tue, 04 Feb 2020) $ #$Revision: 247581 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/56/7125689.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_7125689 loop_ _publ_author_name 'He, Shichao' 'Allemond, Laynee L.' 'Dunning, Samuel G.' 'Reynolds, Joseph E.' 'Lynch, Vincent M.' 'Humphrey, Simon M.' _publ_section_title ; In situ formation and solid-state oxidation of a triselenane NSeN-pincer MOF. ; _journal_issue 8 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 1286 _journal_page_last 1289 _journal_paper_doi 10.1039/c9cc07851g _journal_volume 56 _journal_year 2020 _chemical_formula_moiety '2 C6 H4 N O4 Se, 4 H2 O, Ni' _chemical_formula_sum 'C12 H16 N2 Ni O12 Se2' _chemical_formula_weight 596.90 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens mixed _audit_creation_method SHELXL-2016/6 _audit_update_record ; 2019-04-09 deposited with the CCDC. 2019-12-23 downloaded from the CCDC. ; _cell_angle_alpha 104.872(12) _cell_angle_beta 91.645(10) _cell_angle_gamma 109.701(12) _cell_formula_units_Z 1 _cell_length_a 6.7387(8) _cell_length_b 7.6141(11) _cell_length_c 9.7024(11) _cell_measurement_reflns_used 512 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 68.1 _cell_measurement_theta_min 6.78 _cell_volume 449.33(11) _computing_cell_refinement 'CrysAlisPro V 1.171.39.46, Agilent Technologies' _computing_data_collection 'CrysAlisPro V 1.171.39.46, Agilent Technologies' _computing_data_reduction 'CrysAlisPro V 1.171.39.46, Agilent Technologies' _computing_molecular_graphics 'XP SHELXTL/PC, Siemens Analytical' _computing_publication_material 'Shelxl-2016/6, Sheldrick, G. M.' _computing_structure_refinement 'Shelxl-2016/6, Sheldrick, G. M.' _computing_structure_solution ; SHELXT. Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8. ; _diffrn_ambient_temperature 100(2) _diffrn_measured_fraction_theta_full 0.986 _diffrn_measured_fraction_theta_max 0.981 _diffrn_measurement_device_type 'Agilent SuperNova with an Atlas S2 CCD' _diffrn_measurement_method \w-scans _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.1015 _diffrn_reflns_av_unetI/netI 0.1380 _diffrn_reflns_Laue_measured_fraction_full 0.986 _diffrn_reflns_Laue_measured_fraction_max 0.981 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 2521 _diffrn_reflns_point_group_measured_fraction_full 0.986 _diffrn_reflns_point_group_measured_fraction_max 0.981 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 68.368 _diffrn_reflns_theta_min 4.754 _diffrn_source 'micro-focus sealed tube' _exptl_absorpt_coefficient_mu 6.864 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_correction_T_min 0.394 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour brown _exptl_crystal_density_diffrn 2.206 _exptl_crystal_description shard _exptl_crystal_F_000 294 _exptl_crystal_size_max 0.079 _exptl_crystal_size_mid 0.045 _exptl_crystal_size_min 0.031 _refine_diff_density_max 1.004 _refine_diff_density_min -0.614 _refine_diff_density_rms 0.161 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 139 _refine_ls_number_reflns 1613 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.002 _refine_ls_R_factor_all 0.1052 _refine_ls_R_factor_gt 0.0754 _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^)+(0.0659P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1722 _refine_ls_wR_factor_ref 0.2036 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1069 _reflns_number_total 1613 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9cc07851g2.cif _cod_data_source_block sh18025 _cod_depositor_comments 'Adding full bibliography for 7125687--7125689.cif.' _cod_database_code 7125689 _shelx_shelxl_version_number 2016/6 _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. ; _shelx_estimated_absorpt_t_min 0.613 _shelx_estimated_absorpt_t_max 0.815 _shelx_res_file ; TITL shelxt_a.res in P-1 shelx.res created by SHELXL-2016/6 at 11:50:33 on 09-Apr-2019 CELL 1.54184 6.7387 7.6141 9.7024 104.872 91.645 109.701 ZERR 1 0.0008 0.0011 0.0011 0.012 0.010 0.012 LATT 1 SFAC C H O SE NI N UNIT 12 16 12 2 1 2 MERG 2 rem ISOR 0.01 0.02 htab o1w o3 htab o1w o2_$1 eqiv $1 x, y, 1+z htab o5 o1w_$2 eqiv $2 x, 1+y, z htab o1 o4_$3 eqiv $3 -x, -y, 1-z FMAP 2 omit 0 -1 1 PLAN 20 SIZE 0.031 0.045 0.079 ACTA rem SHEL 5.8 0 BOND $H CONF LIST 4 L.S. 10 TEMP -173.00 OMIT -4 -5 6 OMIT -5 -4 6 OMIT 1 -1 4 WGHT 0.065900 FVAR 7.88390 C1 1 0.497989 0.324250 0.685826 11.00000 0.04486 0.03919 = 0.05189 0.01734 0.00223 0.00999 C2 1 0.548690 0.297786 0.546869 11.00000 0.05109 0.04357 = 0.04947 0.01509 -0.00338 0.02726 C3 1 0.723282 0.440728 0.521012 11.00000 0.04473 0.05020 = 0.06600 0.00673 0.00722 0.02145 AFIX 43 H3 2 0.762208 0.433323 0.426932 11.00000 -1.20000 AFIX 0 C4 1 0.840638 0.597576 0.640281 11.00000 0.03610 0.03964 = 0.09104 0.02704 0.01542 0.01025 AFIX 43 H4 2 0.961210 0.697931 0.626425 11.00000 -1.20000 AFIX 0 C5 1 0.783180 0.607639 0.776756 11.00000 0.04428 0.02920 = 0.06890 0.00901 -0.01229 0.00451 AFIX 43 H5 2 0.867568 0.711550 0.856254 11.00000 -1.20000 AFIX 0 C6 1 0.415663 0.125884 0.425863 11.00000 0.04507 0.05088 = 0.04957 0.01435 -0.00856 0.01587 O1 3 0.241120 0.025577 0.457960 11.00000 0.05110 0.04350 = 0.04991 0.00170 -0.01409 0.01294 AFIX 3 H1O 2 0.142478 -0.063271 0.408612 11.00000 -1.20000 AFIX 0 O2 3 0.482614 0.092313 0.308452 11.00000 0.05317 0.05824 = 0.05078 0.01740 0.00216 0.02391 AFIX 6 O1W 3 0.223103 -0.072601 1.050514 11.00000 0.05693 0.04214 = 0.04902 0.01135 -0.00697 0.01565 H1WA 2 0.296640 -0.030220 1.132675 11.00000 -1.50000 H1WB 2 0.237312 0.028261 1.023532 11.00000 -1.50000 AFIX 0 O3 3 0.307170 0.218516 0.910856 11.00000 0.04822 0.03453 = 0.05676 0.01052 -0.00084 0.00646 O4 3 0.075791 0.259753 0.700383 11.00000 0.05068 0.04353 = 0.05240 0.01336 -0.00037 0.01830 AFIX 6 O5 3 0.271346 0.592359 0.929044 11.00000 0.06575 0.05289 = 0.06227 -0.00265 -0.01958 0.02720 H5A 2 0.231806 0.578886 0.841779 11.00000 -1.50000 H5B 2 0.314006 0.714010 0.969647 11.00000 -1.50000 AFIX 0 SE1 4 0.244723 0.135793 0.733920 11.00000 0.04738 0.04120 = 0.04759 0.00869 -0.00394 0.01315 NI1 5 0.500000 0.500000 1.000000 10.50000 0.04993 0.03991 = 0.04547 0.00520 -0.00740 0.01492 N1 6 0.608455 0.471105 0.797564 11.00000 0.04259 0.04424 = 0.05410 0.00533 -0.00638 0.01552 HKLF 4 REM shelxt_a.res in P-1 REM R1 = 0.0754 for 1069 Fo > 4sig(Fo) and 0.1052 for all 1613 data REM 139 parameters refined using 0 restraints END WGHT 0.0668 0.0000 REM Highest difference peak 1.004, deepest hole -0.614, 1-sigma level 0.161 Q1 1 0.1352 0.1941 0.7477 11.00000 0.05 1.00 Q2 1 0.3267 0.2519 0.8232 11.00000 0.05 0.89 Q3 1 0.2965 0.0822 0.8004 11.00000 0.05 0.75 Q4 1 0.3630 0.0969 0.7204 11.00000 0.05 0.73 Q5 1 0.1614 0.0327 0.6542 11.00000 0.05 0.73 Q6 1 0.4061 0.3865 0.9147 11.00000 0.05 0.71 Q7 1 0.1867 0.2003 0.6720 11.00000 0.05 0.71 Q8 1 0.4489 0.5424 0.9186 11.00000 0.05 0.57 Q9 1 0.1965 0.1235 0.8574 11.00000 0.05 0.55 Q10 1 0.5505 0.5229 0.8598 11.00000 0.05 0.53 Q11 1 0.3009 0.1396 0.6015 11.00000 0.05 0.51 Q12 1 0.3799 0.5372 1.0168 11.00000 0.05 0.49 Q13 1 0.9927 0.5984 0.6361 11.00000 0.05 0.47 Q14 1 0.3383 0.7002 1.0721 11.00000 0.05 0.45 Q15 1 0.1683 0.5132 0.9163 11.00000 0.05 0.44 Q16 1 -0.0210 -0.2191 0.4636 11.00000 0.05 0.44 Q17 1 0.3934 0.8214 0.9748 11.00000 0.05 0.43 Q18 1 0.5983 0.1791 0.2934 11.00000 0.05 0.42 Q19 1 0.0623 -0.1840 0.3497 11.00000 0.05 0.41 Q20 1 0.0921 0.3276 0.7985 11.00000 0.05 0.41 ; _shelx_res_checksum 63962 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -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 _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy C1 C 0.4980(17) 0.3243(15) 0.6858(12) 0.046(2) Uani 1 1 d . . . C2 C 0.5487(17) 0.2978(15) 0.5469(12) 0.045(2) Uani 1 1 d . . . C3 C 0.7233(18) 0.4407(16) 0.5210(14) 0.054(3) Uani 1 1 d . . . H3 H 0.762208 0.433323 0.426932 0.065 Uiso 1 1 calc R U . C4 C 0.8406(17) 0.5976(15) 0.6403(15) 0.055(3) Uani 1 1 d . . . H4 H 0.961210 0.697931 0.626425 0.066 Uiso 1 1 calc R U . C5 C 0.7832(17) 0.6076(14) 0.7768(13) 0.051(3) Uani 1 1 d . . . H5 H 0.867568 0.711550 0.856254 0.061 Uiso 1 1 calc R U . C6 C 0.4157(17) 0.1259(16) 0.4259(12) 0.049(3) Uani 1 1 d . . . O1 O 0.2411(12) 0.0256(10) 0.4580(8) 0.0519(19) Uani 1 1 d . . . H1O H 0.142478 -0.063271 0.408612 0.062 Uiso 1 1 d R U . O2 O 0.4826(12) 0.0923(11) 0.3085(9) 0.0527(19) Uani 1 1 d . . . O1W O 0.2231(13) -0.0726(10) 1.0505(9) 0.0505(18) Uani 1 1 d G . . H1WA H 0.296640 -0.030220 1.132675 0.076 Uiso 1 1 d G U . H1WB H 0.237312 0.028261 1.023532 0.076 Uiso 1 1 d G U . O3 O 0.3072(12) 0.2185(10) 0.9109(9) 0.0493(18) Uani 1 1 d . . . O4 O 0.0758(12) 0.2598(10) 0.7004(8) 0.0487(17) Uani 1 1 d . . . O5 O 0.2713(15) 0.5924(12) 0.9290(10) 0.063(2) Uani 1 1 d G . . H5A H 0.231806 0.578886 0.841779 0.095 Uiso 1 1 d G U . H5B H 0.314006 0.714010 0.969647 0.095 Uiso 1 1 d G U . Se1 Se 0.24472(18) 0.13579(16) 0.73392(13) 0.0471(4) Uani 1 1 d . . . Ni1 Ni 0.500000 0.500000 1.000000 0.0470(7) Uani 1 2 d S . P N1 N 0.6085(14) 0.4711(13) 0.7976(10) 0.049(2) Uani 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 C1 0.045(5) 0.039(5) 0.052(6) 0.017(5) 0.002(4) 0.010(4) C2 0.051(6) 0.044(6) 0.049(6) 0.015(5) -0.003(5) 0.027(5) C3 0.045(6) 0.050(6) 0.066(8) 0.007(6) 0.007(5) 0.021(5) C4 0.036(5) 0.040(6) 0.091(9) 0.027(6) 0.015(5) 0.010(5) C5 0.044(6) 0.029(5) 0.069(8) 0.009(5) -0.012(5) 0.005(4) C6 0.045(6) 0.051(6) 0.050(7) 0.014(5) -0.009(5) 0.016(5) O1 0.051(4) 0.043(4) 0.050(5) 0.002(3) -0.014(3) 0.013(3) O2 0.053(4) 0.058(5) 0.051(5) 0.017(4) 0.002(3) 0.024(4) O1W 0.057(4) 0.042(4) 0.049(4) 0.011(3) -0.007(3) 0.016(4) O3 0.048(4) 0.035(4) 0.057(5) 0.011(3) -0.001(3) 0.006(3) O4 0.051(4) 0.044(4) 0.052(4) 0.013(3) 0.000(3) 0.018(3) O5 0.066(5) 0.053(5) 0.062(6) -0.003(4) -0.020(4) 0.027(4) Se1 0.0474(6) 0.0412(7) 0.0476(7) 0.0087(5) -0.0039(5) 0.0131(5) Ni1 0.0499(14) 0.0399(14) 0.0455(15) 0.0052(11) -0.0074(11) 0.0149(11) N1 0.043(5) 0.044(5) 0.054(5) 0.005(4) -0.006(4) 0.016(4) 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' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni -3.0029 0.5091 '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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 N1 C1 C2 125.1(10) . . N1 C1 Se1 113.8(8) . . C2 C1 Se1 121.2(8) . . C1 C2 C3 117.6(10) . . C1 C2 C6 121.8(10) . . C3 C2 C6 120.6(11) . . C2 C3 C4 117.2(12) . . C2 C3 H3 121.4 . . C4 C3 H3 121.4 . . C5 C4 C3 121.1(10) . . C5 C4 H4 119.4 . . C3 C4 H4 119.4 . . N1 C5 C4 120.3(10) . . N1 C5 H5 119.9 . . C4 C5 H5 119.9 . . O2 C6 O1 126.1(10) . . O2 C6 C2 119.6(10) . . O1 C6 C2 114.3(10) . . C6 O1 H1O 130.7 . . H1WA O1W H1WB 104.9 . . Se1 O3 Ni1 119.2(4) . . Ni1 O5 H5A 125.7 . . Ni1 O5 H5B 105.4 . . H5A O5 H5B 105.3 . . O3 Se1 O4 102.5(3) . . O3 Se1 C1 96.6(4) . . O4 Se1 C1 93.2(4) . . O3 Ni1 O3 180.0 . 2_667 O3 Ni1 O5 90.0(3) . 2_667 O3 Ni1 O5 90.0(3) 2_667 2_667 O3 Ni1 O5 90.0(3) . . O3 Ni1 O5 90.0(3) 2_667 . O5 Ni1 O5 180.0 2_667 . O3 Ni1 N1 83.7(3) . . O3 Ni1 N1 96.3(3) 2_667 . O5 Ni1 N1 90.4(4) 2_667 . O5 Ni1 N1 89.6(4) . . O3 Ni1 N1 96.3(3) . 2_667 O3 Ni1 N1 83.7(3) 2_667 2_667 O5 Ni1 N1 89.6(4) 2_667 2_667 O5 Ni1 N1 90.4(4) . 2_667 N1 Ni1 N1 180.0(5) . 2_667 C1 N1 C5 118.6(11) . . C1 N1 Ni1 120.4(8) . . C5 N1 Ni1 120.8(8) . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 C1 N1 1.323(14) . C1 C2 1.381(16) . C1 Se1 1.982(11) . C2 C3 1.388(17) . C2 C6 1.502(15) . C3 C4 1.411(16) . C3 H3 0.9500 . C4 C5 1.381(17) . C4 H4 0.9500 . C5 N1 1.343(15) . C5 H5 0.9500 . C6 O2 1.235(14) . C6 O1 1.265(14) . O1 H1O 0.8006 . O1W H1WA 0.8501 . O1W H1WB 0.8500 . O3 Se1 1.657(8) . O3 Ni1 2.034(7) . O4 Se1 1.776(7) . O5 Ni1 2.064(8) . O5 H5A 0.8499 . O5 H5B 0.8500 . Ni1 N1 2.100(10) . Ni1 N1 2.100(10) 2_667 loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1WB O3 0.85 1.97 2.795(11) 161.8 . O1W H1WA O2 0.85 1.90 2.748(11) 172.6 1_556 O5 H5B O1W 0.85 1.92 2.653(11) 144.2 1_565 O1 H1O O4 0.80 1.77 2.571(10) 179.9 2_556 loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion N1 C1 C2 C3 -3.2(16) Se1 C1 C2 C3 177.2(8) N1 C1 C2 C6 179.5(9) Se1 C1 C2 C6 -0.1(14) C1 C2 C3 C4 2.7(15) C6 C2 C3 C4 -179.9(9) C2 C3 C4 C5 -0.1(16) C3 C4 C5 N1 -2.6(16) C1 C2 C6 O2 -169.4(10) C3 C2 C6 O2 13.3(15) C1 C2 C6 O1 9.5(14) C3 C2 C6 O1 -167.7(10) Ni1 O3 Se1 O4 -69.8(5) Ni1 O3 Se1 C1 25.0(5) C2 C1 N1 C5 0.5(16) Se1 C1 N1 C5 -179.8(7) C2 C1 N1 Ni1 176.2(8) Se1 C1 N1 Ni1 -4.2(10) C4 C5 N1 C1 2.4(15) C4 C5 N1 Ni1 -173.3(8)