#------------------------------------------------------------------------------ #$Date: 2018-01-16 04:34:49 +0200 (Tue, 16 Jan 2018) $ #$Revision: 205237 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/99/7229962.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_7229962 loop_ _publ_author_name 'Dankhoff, Katja' 'Weber, Birgit' _publ_section_title ; Novel Cu(II) complexes with NNO-Schiff base-like ligands -- structures and magnetic properties ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/C7CE02007D _journal_year 2018 _chemical_formula_moiety 'C13 H16 N2 O3' _chemical_formula_sum 'C13 H16 N2 O3' _chemical_formula_weight 248.28 _chemical_name_common HL30a _chemical_name_systematic ; ? ; _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yab' _space_group_name_H-M_alt 'P 1 21/a 1' _symmetry_space_group_name_Hall '-P 2yab' _symmetry_space_group_name_H-M 'P 1 21/a 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_date 2017-07-27 _audit_creation_method SHELXL-2014 _audit_update_record ; 2018-01-11 deposited with the CCDC. 2018-01-15 downloaded from the CCDC. ; _cell_angle_alpha 90.000 _cell_angle_beta 97.495(5) _cell_angle_gamma 90.000 _cell_formula_units_Z 4 _cell_length_a 7.339(5) _cell_length_b 14.815(5) _cell_length_c 11.777(5) _cell_measurement_reflns_used 3261 _cell_measurement_temperature 133(2) _cell_measurement_theta_max 25.81 _cell_measurement_theta_min 1.74 _cell_volume 1269.5(11) _computing_cell_refinement X-AREA-STOE _computing_data_collection X-AREA-STOE _computing_data_reduction X-AREA-STOE _computing_molecular_graphics ORTEP-III _computing_publication_material PLATON _computing_structure_refinement 'SHELXL-2014 (Sheldrick, 2014)' _computing_structure_solution SIR97 _diffrn_ambient_temperature 133(2) _diffrn_detector_area_resol_mean 9 _diffrn_measured_fraction_theta_full 0.981 _diffrn_measured_fraction_theta_max 0.928 _diffrn_measurement_device_type STOE-STADIVARI _diffrn_measurement_method omega-scan _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.1123 _diffrn_reflns_av_unetI/netI 0.1192 _diffrn_reflns_Laue_measured_fraction_full 0.981 _diffrn_reflns_Laue_measured_fraction_max 0.928 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 7264 _diffrn_reflns_point_group_measured_fraction_full 0.981 _diffrn_reflns_point_group_measured_fraction_max 0.928 _diffrn_reflns_theta_full 25.240 _diffrn_reflns_theta_max 28.028 _diffrn_reflns_theta_min 1.744 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.299 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 528 _exptl_crystal_size_max 0.124 _exptl_crystal_size_mid 0.081 _exptl_crystal_size_min 0.076 _refine_diff_density_max 0.353 _refine_diff_density_min -0.362 _refine_diff_density_rms 0.072 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.921 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 163 _refine_ls_number_reflns 2852 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.921 _refine_ls_R_factor_all 0.1440 _refine_ls_R_factor_gt 0.0757 _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^)+(0.0927P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1826 _refine_ls_wR_factor_ref 0.2103 _reflns_number_gt 1329 _reflns_number_total 2852 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7ce02007d2.cif _cod_data_source_block cl058 _cod_database_code 7229962 _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. ; _shelxl_version_number 2014-3 _shelx_res_file ; TITL cl058 in P 21/a CELL 0.71069 7.3390 14.8150 11.7770 90.000 97.495 90.000 ZERR 4.00 0.0050 0.0050 0.0050 0.005 0.005 0.005 LATT 1 SYMM 1/2 - X, 1/2 + Y, - Z SFAC C H N O UNIT 52 64 8 12 MERG 2 FMAP 2 PLAN 10 ACTA BOND $H CONF LIST 1 L.S. 20 TEMP -140.00 WGHT 0.092700 FVAR 0.66677 C1 1 -0.102595 0.390556 0.014002 11.00000 0.05550 0.04289 = 0.04443 0.00540 0.00618 0.00293 AFIX 43 H1 2 -0.097768 0.438422 -0.039200 11.00000 -1.20000 AFIX 0 C2 1 -0.176573 0.309181 -0.026042 11.00000 0.04618 0.05197 = 0.04485 0.00225 0.00674 0.00049 AFIX 43 H2A 2 -0.222563 0.301729 -0.104692 11.00000 -1.20000 AFIX 0 C3 1 -0.182577 0.238983 0.049953 11.00000 0.04368 0.04431 = 0.05391 -0.00189 0.00465 -0.00906 AFIX 43 H3 2 -0.232447 0.182182 0.024641 11.00000 -1.20000 AFIX 0 C4 1 -0.114453 0.252672 0.164253 11.00000 0.03992 0.04104 = 0.04656 0.00377 0.00611 -0.00010 AFIX 43 H4 2 -0.116656 0.205561 0.218781 11.00000 -1.20000 AFIX 0 C5 1 -0.043088 0.336843 0.196868 11.00000 0.03775 0.03908 = 0.04353 0.00282 0.00859 0.00472 C6 1 0.032824 0.352001 0.320390 11.00000 0.04459 0.03680 = 0.04488 0.00064 0.00959 0.00022 AFIX 23 H6A 2 -0.063979 0.338923 0.369255 11.00000 -1.20000 H6B 2 0.135872 0.309680 0.342128 11.00000 -1.20000 AFIX 0 C7 1 0.186231 0.470634 0.438829 11.00000 0.03731 0.03862 = 0.04262 0.00181 0.00938 0.00337 AFIX 43 H7 2 0.199966 0.427569 0.499107 11.00000 -1.20000 AFIX 0 C8 1 0.262752 0.555258 0.464069 11.00000 0.04213 0.03619 = 0.04530 -0.00015 0.00883 0.00336 C9 1 0.250210 0.624090 0.375511 11.00000 0.04741 0.03876 = 0.05015 -0.00093 0.00988 0.00326 C10 1 0.342851 0.714780 0.395440 11.00000 0.07149 0.04370 = 0.05387 0.00576 0.00311 -0.00585 AFIX 133 H10A 2 0.312265 0.752757 0.327494 11.00000 -1.50000 H10B 2 0.476303 0.706359 0.410015 11.00000 -1.50000 H10C 2 0.300099 0.744071 0.461743 11.00000 -1.50000 AFIX 0 C11 1 0.362671 0.570749 0.578003 11.00000 0.04235 0.04052 = 0.05066 0.00037 0.00742 0.00582 C12 1 0.434570 0.511697 0.766506 11.00000 0.04908 0.05061 = 0.04321 -0.00481 0.00479 0.00624 AFIX 23 H12A 2 0.393313 0.567562 0.801597 11.00000 -1.20000 H12B 2 0.569285 0.515007 0.766434 11.00000 -1.20000 AFIX 0 C13 1 0.385289 0.430397 0.832265 11.00000 0.05773 0.05321 = 0.05718 0.00787 0.00126 0.00395 AFIX 133 H13A 2 0.251425 0.426813 0.829367 11.00000 -1.50000 H13B 2 0.441656 0.435502 0.912149 11.00000 -1.50000 H13C 2 0.430619 0.375812 0.798201 11.00000 -1.50000 AFIX 0 N1 3 -0.037206 0.405625 0.123969 11.00000 0.04914 0.04000 = 0.04576 0.00370 0.00626 0.00496 N2 3 0.097226 0.443776 0.340980 11.00000 0.04389 0.03482 = 0.04487 0.00066 0.00610 0.00033 AFIX 43 H2 2 0.075515 0.483332 0.285110 11.00000 -1.20000 AFIX 0 O1 4 0.162146 0.609648 0.279770 11.00000 0.06246 0.04685 = 0.04907 0.00368 0.00115 -0.00273 O2 4 0.453592 0.637229 0.608287 11.00000 0.05977 0.03750 = 0.05437 -0.00354 -0.00152 0.00049 O3 4 0.342117 0.501646 0.650342 11.00000 0.04940 0.04661 = 0.04270 0.00410 0.00314 -0.00300 HKLF 4 REM cl058 in P 21/a REM R1 = 0.0757 for 1329 Fo > 4sig(Fo) and 0.1440 for all 2852 data REM 163 parameters refined using 0 restraints END WGHT 0.0916 0.0000 REM Highest difference peak 0.353, deepest hole -0.362, 1-sigma level 0.072 Q1 1 -0.0603 0.4458 0.4328 11.00000 0.05 0.35 Q2 1 0.0039 0.4831 0.3945 11.00000 0.05 0.26 Q3 1 0.3415 0.6444 0.6328 11.00000 0.05 0.22 Q4 1 0.6244 0.5230 0.6542 11.00000 0.05 0.22 Q5 1 -0.3572 0.2393 0.1666 11.00000 0.05 0.21 Q6 1 0.1766 0.4994 0.7638 11.00000 0.05 0.21 Q7 1 0.4084 0.4914 0.4617 11.00000 0.05 0.21 Q8 1 -0.0551 0.3821 0.3957 11.00000 0.05 0.20 Q9 1 0.6094 0.4367 0.6960 11.00000 0.05 0.20 Q10 1 0.4803 0.5072 0.5608 11.00000 0.05 0.20 ; _shelx_res_checksum 43846 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' '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 _atom_site_refinement_flags_adp C1 C -0.1026(5) 0.3906(2) 0.0140(3) 0.0476(9) Uani 1 1 d . . H1 H -0.0978 0.4384 -0.0392 0.057 Uiso 1 1 calc R U C2 C -0.1766(5) 0.3092(2) -0.0260(3) 0.0476(9) Uani 1 1 d . . H2A H -0.2226 0.3017 -0.1047 0.057 Uiso 1 1 calc R U C3 C -0.1826(4) 0.2390(2) 0.0500(3) 0.0475(9) Uani 1 1 d . . H3 H -0.2324 0.1822 0.0246 0.057 Uiso 1 1 calc R U C4 C -0.1145(4) 0.2527(2) 0.1643(3) 0.0425(8) Uani 1 1 d . . H4 H -0.1167 0.2056 0.2188 0.051 Uiso 1 1 calc R U C5 C -0.0431(4) 0.3368(2) 0.1969(3) 0.0398(8) Uani 1 1 d . . C6 C 0.0328(4) 0.3520(2) 0.3204(3) 0.0418(8) Uani 1 1 d . . H6A H -0.0640 0.3389 0.3693 0.050 Uiso 1 1 calc R U H6B H 0.1359 0.3097 0.3421 0.050 Uiso 1 1 calc R U C7 C 0.1862(4) 0.4706(2) 0.4388(3) 0.0391(8) Uani 1 1 d . . H7 H 0.2000 0.4276 0.4991 0.047 Uiso 1 1 calc R U C8 C 0.2628(4) 0.5553(2) 0.4641(3) 0.0409(8) Uani 1 1 d . . C9 C 0.2502(5) 0.6241(2) 0.3755(3) 0.0451(8) Uani 1 1 d . . C10 C 0.3429(6) 0.7148(2) 0.3954(4) 0.0568(10) Uani 1 1 d . . H10A H 0.3123 0.7528 0.3275 0.085 Uiso 1 1 calc R U H10B H 0.4763 0.7064 0.4100 0.085 Uiso 1 1 calc R U H10C H 0.3001 0.7441 0.4617 0.085 Uiso 1 1 calc R U C11 C 0.3627(4) 0.5707(2) 0.5780(3) 0.0444(8) Uani 1 1 d . . C12 C 0.4346(5) 0.5117(2) 0.7665(3) 0.0477(9) Uani 1 1 d . . H12A H 0.3933 0.5676 0.8016 0.057 Uiso 1 1 calc R U H12B H 0.5693 0.5150 0.7664 0.057 Uiso 1 1 calc R U C13 C 0.3853(5) 0.4304(3) 0.8323(4) 0.0566(10) Uani 1 1 d . . H13A H 0.2514 0.4268 0.8294 0.085 Uiso 1 1 calc R U H13B H 0.4417 0.4355 0.9121 0.085 Uiso 1 1 calc R U H13C H 0.4306 0.3758 0.7982 0.085 Uiso 1 1 calc R U N1 N -0.0372(4) 0.40562(19) 0.1240(3) 0.0450(7) Uani 1 1 d . . N2 N 0.0972(3) 0.44378(17) 0.3410(3) 0.0412(7) Uani 1 1 d . . H2 H 0.0755 0.4833 0.2851 0.049 Uiso 1 1 calc R U O1 O 0.1621(3) 0.60965(16) 0.2798(2) 0.0533(7) Uani 1 1 d . . O2 O 0.4536(3) 0.63723(15) 0.6083(2) 0.0513(7) Uani 1 1 d . . O3 O 0.3421(3) 0.50165(15) 0.6503(2) 0.0465(6) 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 0.056(2) 0.043(2) 0.044(2) 0.0054(16) 0.0062(16) 0.0029(15) C2 0.0462(19) 0.052(2) 0.045(2) 0.0023(17) 0.0067(16) 0.0005(15) C3 0.0437(19) 0.0443(19) 0.054(2) -0.0019(17) 0.0046(16) -0.0091(14) C4 0.0399(18) 0.0410(18) 0.047(2) 0.0038(16) 0.0061(15) -0.0001(14) C5 0.0378(17) 0.0391(17) 0.044(2) 0.0028(15) 0.0086(14) 0.0047(13) C6 0.0446(19) 0.0368(17) 0.045(2) 0.0006(15) 0.0096(15) 0.0002(13) C7 0.0373(17) 0.0386(17) 0.043(2) 0.0018(15) 0.0094(14) 0.0034(13) C8 0.0421(17) 0.0362(17) 0.045(2) -0.0002(15) 0.0088(15) 0.0034(13) C9 0.0474(19) 0.0388(18) 0.050(2) -0.0009(16) 0.0099(17) 0.0033(14) C10 0.071(2) 0.044(2) 0.054(3) 0.0058(19) 0.0031(19) -0.0058(17) C11 0.0424(18) 0.0405(18) 0.051(2) 0.0004(16) 0.0074(16) 0.0058(14) C12 0.049(2) 0.051(2) 0.043(2) -0.0048(17) 0.0048(16) 0.0062(15) C13 0.058(2) 0.053(2) 0.057(3) 0.0079(19) 0.0013(18) 0.0039(17) N1 0.0491(16) 0.0400(15) 0.0458(19) 0.0037(13) 0.0063(13) 0.0050(12) N2 0.0439(15) 0.0348(14) 0.0449(18) 0.0007(13) 0.0061(12) 0.0003(11) O1 0.0625(16) 0.0469(15) 0.0491(17) 0.0037(13) 0.0012(12) -0.0027(11) O2 0.0598(15) 0.0375(13) 0.0544(17) -0.0035(12) -0.0015(12) 0.0005(11) O3 0.0494(13) 0.0466(14) 0.0427(15) 0.0041(12) 0.0031(11) -0.0030(10) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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 N1 C1 C2 123.5(3) N1 C1 H1 118.3 C2 C1 H1 118.3 C3 C2 C1 118.8(4) C3 C2 H2A 120.6 C1 C2 H2A 120.6 C2 C3 C4 118.8(3) C2 C3 H3 120.6 C4 C3 H3 120.6 C5 C4 C3 118.4(3) C5 C4 H4 120.8 C3 C4 H4 120.8 N1 C5 C4 123.4(3) N1 C5 C6 117.9(3) C4 C5 C6 118.7(3) N2 C6 C5 111.9(3) N2 C6 H6A 109.2 C5 C6 H6A 109.2 N2 C6 H6B 109.2 C5 C6 H6B 109.2 H6A C6 H6B 107.9 N2 C7 C8 127.1(3) N2 C7 H7 116.5 C8 C7 H7 116.5 C7 C8 C9 119.6(3) C7 C8 C11 118.6(3) C9 C8 C11 121.8(3) O1 C9 C8 120.5(3) O1 C9 C10 117.7(3) C8 C9 C10 121.9(3) C9 C10 H10A 109.5 C9 C10 H10B 109.5 H10A C10 H10B 109.5 C9 C10 H10C 109.5 H10A C10 H10C 109.5 H10B C10 H10C 109.5 O2 C11 O3 122.0(3) O2 C11 C8 125.9(3) O3 C11 C8 112.1(3) O3 C12 C13 106.8(3) O3 C12 H12A 110.4 C13 C12 H12A 110.4 O3 C12 H12B 110.4 C13 C12 H12B 110.4 H12A C12 H12B 108.6 C12 C13 H13A 109.5 C12 C13 H13B 109.5 H13A C13 H13B 109.5 C12 C13 H13C 109.5 H13A C13 H13C 109.5 H13B C13 H13C 109.5 C5 N1 C1 117.1(3) C7 N2 C6 123.1(3) C7 N2 H2 118.4 C6 N2 H2 118.4 C11 O3 C12 116.0(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C1 N1 1.340(5) C1 C2 1.380(5) C1 H1 0.9500 C2 C3 1.377(5) C2 H2A 0.9500 C3 C4 1.388(5) C3 H3 0.9500 C4 C5 1.387(5) C4 H4 0.9500 C5 N1 1.337(4) C5 C6 1.505(5) C6 N2 1.449(4) C6 H6A 0.9900 C6 H6B 0.9900 C7 N2 1.310(4) C7 C8 1.390(5) C7 H7 0.9500 C8 C9 1.453(5) C8 C11 1.461(5) C9 O1 1.243(4) C9 C10 1.510(5) C10 H10A 0.9800 C10 H10B 0.9800 C10 H10C 0.9800 C11 O2 1.217(4) C11 O3 1.353(4) C12 O3 1.453(4) C12 C13 1.501(5) C12 H12A 0.9900 C12 H12B 0.9900 C13 H13A 0.9800 C13 H13B 0.9800 C13 H13C 0.9800 N2 H2 0.8800 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 -0.7(5) C1 C2 C3 C4 0.2(5) C2 C3 C4 C5 0.0(5) C3 C4 C5 N1 0.3(5) C3 C4 C5 C6 -179.4(3) N1 C5 C6 N2 1.9(4) C4 C5 C6 N2 -178.4(3) N2 C7 C8 C9 -1.1(5) N2 C7 C8 C11 -177.9(3) C7 C8 C9 O1 4.4(5) C11 C8 C9 O1 -179.0(3) C7 C8 C9 C10 -175.4(3) C11 C8 C9 C10 1.2(5) C7 C8 C11 O2 171.3(3) C9 C8 C11 O2 -5.3(5) C7 C8 C11 O3 -9.4(4) C9 C8 C11 O3 173.9(3) C4 C5 N1 C1 -0.7(5) C6 C5 N1 C1 178.9(3) C2 C1 N1 C5 0.9(5) C8 C7 N2 C6 175.7(3) C5 C6 N2 C7 -172.7(3) O2 C11 O3 C12 0.2(4) C8 C11 O3 C12 -179.1(3) C13 C12 O3 C11 177.1(3)