#------------------------------------------------------------------------------ #$Date: 2020-02-12 04:25:56 +0200 (Wed, 12 Feb 2020) $ #$Revision: 248063 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/72/1557298.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_1557298 loop_ _publ_author_name 'Zhou, Qing' 'Yang, Tianjia' 'Zhong, Zihao' 'Kausar, Fahmeeda' 'Wang, Ziyi' 'Zhang, Yongming' 'Yuan, Wang Zhang' _publ_section_title ; Clustering-triggered emission strategy towards tunable multi-color persistent phosphorescence ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/C9SC06518K _journal_year 2020 _chemical_absolute_configuration ad _chemical_formula_moiety 'C6 H12 O6' _chemical_formula_sum 'C6 H12 O6' _chemical_formula_weight 180.16 _space_group_crystal_system orthorhombic _space_group_IT_number 19 _space_group_name_Hall 'P 2ac 2ab' _space_group_name_H-M_alt 'P 21 21 21' _atom_sites_solution_hydrogens mixed _audit_creation_method SHELXL-2016/6 _audit_update_record ; 2019-06-18 deposited with the CCDC. 2020-02-10 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.7012(2) _cell_length_b 7.7746(2) _cell_length_c 12.6751(4) _cell_measurement_reflns_used 8841 _cell_measurement_temperature 297(2) _cell_measurement_theta_max 68.19 _cell_measurement_theta_min 3.49 _cell_volume 758.91(4) _computing_structure_refinement 'SHELXL-2016/6 (Sheldrick, 2016)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 297(2) _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0862 _diffrn_reflns_av_unetI/netI 0.0330 _diffrn_reflns_Laue_measured_fraction_full 0.992 _diffrn_reflns_Laue_measured_fraction_max 0.992 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 10058 _diffrn_reflns_point_group_measured_fraction_full 0.994 _diffrn_reflns_point_group_measured_fraction_max 0.994 _diffrn_reflns_theta_full 67.679 _diffrn_reflns_theta_max 68.181 _diffrn_reflns_theta_min 6.680 _exptl_absorpt_coefficient_mu 1.250 _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.577 _exptl_crystal_description block _exptl_crystal_F_000 384 _exptl_crystal_size_max 0.220 _exptl_crystal_size_mid 0.210 _exptl_crystal_size_min 0.200 _exptl_transmission_factor_max 0.7531 _exptl_transmission_factor_min 0.6552 _refine_diff_density_max 0.204 _refine_diff_density_min -0.140 _refine_diff_density_rms 0.041 _refine_ls_abs_structure_details ; Flack x determined using 545 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack -0.08(9) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 121 _refine_ls_number_reflns 1378 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.046 _refine_ls_R_factor_all 0.0287 _refine_ls_R_factor_gt 0.0283 _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^)+(0.0518P)^2^+0.0813P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0804 _refine_ls_wR_factor_ref 0.0810 _reflns_Friedel_coverage 0.674 _reflns_Friedel_fraction_full 0.998 _reflns_Friedel_fraction_max 0.998 _reflns_number_gt 1359 _reflns_number_total 1378 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9sc06518k6.cif _cod_data_source_block ta_a _cod_database_code 1557298 _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 0.771 _shelx_estimated_absorpt_t_max 0.788 _shelx_res_file ; TITL ta_a.res in P2(1)2(1)2(1) ta_a.res created by SHELXL-2016/6 at 17:33:42 on 21-Dec-2018 REM Old TITL ta in P2(1)2(1)2(1) REM SHELXT solution in P2(1)2(1)2(1) REM R1 0.116, Rweak 0.018, Alpha 0.002, Orientation as input REM Flack x = -0.010 ( 0.190 ) from Parsons' quotients REM Formula found by SHELXT: C6 O6 CELL 1.54178 7.7012 7.7746 12.6751 90.000 90.000 90.000 ZERR 4.000 0.0002 0.0002 0.0004 0.000 0.000 0.000 LATT -1 SYMM 1/2-X, -Y, 1/2+Z SYMM -X, 1/2+Y, 1/2-Z SYMM 1/2+X, 1/2-Y, -Z SFAC C H O UNIT 24 48 24 ACTA SIZE 0.22 0.20 0.21 CONF TEMP 24.070 L.S. 10 BOND $H LIST 6 FMAP 2 PLAN 20 WGHT 0.051800 0.081300 FVAR 1.21255 O1 3 0.442848 0.408467 0.378914 11.00000 0.02377 0.01817 = 0.03871 0.00064 0.00378 0.00048 C1 1 0.521604 0.569886 0.397696 11.00000 0.02271 0.02272 = 0.03138 0.00102 0.00016 -0.00126 AFIX 13 H1 2 0.512576 0.598933 0.472732 11.00000 -1.20000 AFIX 0 O2 3 0.695820 0.554593 0.369425 11.00000 0.02179 0.03640 = 0.04291 0.00871 -0.00100 0.00173 AFIX 148 H2A 2 0.749151 0.495475 0.415724 11.00000 -1.50000 AFIX 0 H7 2 0.221466 0.886478 0.249080 11.00000 0.07094 C2 1 0.436666 0.710040 0.331787 11.00000 0.02209 0.01775 = 0.03240 -0.00068 0.00074 -0.00241 AFIX 13 H2 2 0.458165 0.688940 0.256689 11.00000 -1.20000 AFIX 0 O3 3 0.504685 0.874232 0.361199 11.00000 0.02730 0.01830 = 0.04723 -0.00290 0.00630 -0.00504 AFIX 148 H3A 2 0.595503 0.892831 0.328110 11.00000 -1.50000 AFIX 0 C3 1 0.241528 0.711573 0.353300 11.00000 0.02257 0.01912 = 0.03931 0.00179 0.00100 0.00169 AFIX 13 H3 2 0.224626 0.744841 0.427165 11.00000 -1.20000 AFIX 0 O4 3 0.153251 0.833733 0.289574 11.00000 0.02538 0.02980 = 0.06574 0.01528 -0.00107 0.00524 C4 1 0.164680 0.532545 0.338990 11.00000 0.01964 0.02408 = 0.03904 -0.00050 0.00407 -0.00252 AFIX 13 H4 2 0.042038 0.534068 0.359593 11.00000 -1.20000 AFIX 0 O5 3 0.178772 0.481685 0.230673 11.00000 0.02505 0.03552 = 0.04023 -0.00348 -0.00302 -0.00529 AFIX 148 H5A 2 0.094125 0.433416 0.213658 11.00000 -1.50000 AFIX 0 C5 1 0.263441 0.407418 0.409679 11.00000 0.02552 0.02152 = 0.03524 -0.00042 0.00596 -0.00279 AFIX 13 H5 2 0.253562 0.444738 0.483286 11.00000 -1.20000 AFIX 0 O6 3 0.307594 0.113164 0.464038 11.00000 0.04687 0.02416 = 0.04543 0.00578 0.01310 0.00317 AFIX 148 H6 2 0.366644 0.053430 0.426630 11.00000 -1.50000 AFIX 0 C6 1 0.201961 0.223339 0.400190 11.00000 0.03538 0.02191 = 0.04833 0.00375 0.00581 -0.00487 AFIX 23 H6A 2 0.081889 0.215274 0.422767 11.00000 -1.20000 H6B 2 0.208395 0.186925 0.327098 11.00000 -1.20000 REM ##### AFIX 0 HKLF 4 REM ta_a.res in P2(1)2(1)2(1) REM R1 = 0.0283 for 1359 Fo > 4sig(Fo) and 0.0287 for all 1378 data REM 121 parameters refined using 0 restraints END WGHT 0.0445 0.0998 REM Highest difference peak 0.204, deepest hole -0.140, 1-sigma level 0.041 Q1 1 0.4789 0.6329 0.3619 11.00000 0.05 0.20 Q2 1 0.2103 0.6223 0.3474 11.00000 0.05 0.20 Q3 1 0.2313 0.3204 0.4085 11.00000 0.05 0.17 Q4 1 0.4796 0.7916 0.3558 11.00000 0.05 0.17 Q5 1 0.2202 0.4740 0.3764 11.00000 0.05 0.16 Q6 1 0.4783 0.4822 0.3933 11.00000 0.05 0.16 Q7 1 0.4877 0.3212 0.4005 11.00000 0.05 0.14 Q8 1 0.6998 0.4977 0.2904 11.00000 0.05 0.13 Q9 1 0.3344 0.7097 0.3358 11.00000 0.05 0.13 Q10 1 0.4743 0.9804 0.3634 11.00000 0.05 0.12 Q11 1 0.2062 0.7847 0.3354 11.00000 0.05 0.11 Q12 1 0.3520 0.3949 0.3987 11.00000 0.05 0.11 Q13 1 0.2273 0.4821 0.4531 11.00000 0.05 0.11 Q14 1 0.2439 0.3793 0.4845 11.00000 0.05 0.10 Q15 1 0.7159 0.6235 0.3040 11.00000 0.05 0.10 Q16 1 -0.0239 0.2434 0.3998 11.00000 0.05 0.10 Q17 1 0.5121 0.8515 0.4364 11.00000 0.05 0.10 Q18 1 0.7572 0.6590 0.3844 11.00000 0.05 0.10 Q19 1 0.1634 0.2792 0.5855 11.00000 0.05 0.09 Q20 1 0.2137 0.3632 0.2370 11.00000 0.05 0.09 ; _shelx_res_checksum 96407 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, 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 _atom_site_refinement_flags_adp O1 O 0.44285(17) 0.40847(16) 0.37891(10) 0.0269(3) Uani 1 1 d . . C1 C 0.5216(2) 0.5699(2) 0.39770(15) 0.0256(4) Uani 1 1 d . . H1 H 0.512576 0.598933 0.472732 0.031 Uiso 1 1 calc R U O2 O 0.69582(18) 0.5546(2) 0.36942(12) 0.0337(4) Uani 1 1 d . . H2A H 0.749(2) 0.495(4) 0.416(2) 0.051 Uiso 1 1 calc R U H7 H 0.221(5) 0.886(4) 0.249(3) 0.071(11) Uiso 1 1 d . . C2 C 0.4367(2) 0.7100(2) 0.33179(14) 0.0241(4) Uani 1 1 d . . H2 H 0.458165 0.688940 0.256689 0.029 Uiso 1 1 calc R U O3 O 0.5047(2) 0.87423(16) 0.36120(12) 0.0309(4) Uani 1 1 d . . H3A H 0.596(4) 0.8928(17) 0.328(2) 0.046 Uiso 1 1 calc R U C3 C 0.2415(2) 0.7116(2) 0.35330(16) 0.0270(4) Uani 1 1 d . . H3 H 0.224626 0.744841 0.427165 0.032 Uiso 1 1 calc R U O4 O 0.15325(19) 0.83373(19) 0.28957(15) 0.0403(4) Uani 1 1 d . . C4 C 0.1647(2) 0.5325(2) 0.33899(16) 0.0276(4) Uani 1 1 d . . H4 H 0.042038 0.534068 0.359593 0.033 Uiso 1 1 calc R U O5 O 0.17877(19) 0.48169(19) 0.23067(11) 0.0336(4) Uani 1 1 d . . H5A H 0.094(4) 0.433(4) 0.2137(10) 0.050 Uiso 1 1 calc R U C5 C 0.2634(2) 0.4074(3) 0.40968(16) 0.0274(4) Uani 1 1 d . . H5 H 0.253562 0.444738 0.483286 0.033 Uiso 1 1 calc R U O6 O 0.3076(2) 0.11316(17) 0.46404(13) 0.0388(4) Uani 1 1 d . . H6 H 0.367(4) 0.053(4) 0.4266(16) 0.058 Uiso 1 1 calc R U C6 C 0.2020(3) 0.2233(3) 0.40019(18) 0.0352(5) Uani 1 1 d . . H6A H 0.081889 0.215274 0.422767 0.042 Uiso 1 1 calc R U H6B H 0.208395 0.186925 0.327098 0.042 Uiso 1 1 calc R U 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 O1 0.0238(6) 0.0182(6) 0.0387(7) 0.0006(5) 0.0038(5) 0.0005(5) C1 0.0227(8) 0.0227(9) 0.0314(8) 0.0010(7) 0.0002(7) -0.0013(8) O2 0.0218(6) 0.0364(8) 0.0429(8) 0.0087(6) -0.0010(5) 0.0017(6) C2 0.0221(8) 0.0178(7) 0.0324(8) -0.0007(7) 0.0007(7) -0.0024(7) O3 0.0273(7) 0.0183(7) 0.0472(8) -0.0029(5) 0.0063(6) -0.0050(5) C3 0.0226(8) 0.0191(9) 0.0393(9) 0.0018(8) 0.0010(7) 0.0017(8) O4 0.0254(7) 0.0298(8) 0.0657(10) 0.0153(7) -0.0011(7) 0.0052(6) C4 0.0196(8) 0.0241(9) 0.0390(10) -0.0005(8) 0.0041(8) -0.0025(7) O5 0.0251(6) 0.0355(8) 0.0402(8) -0.0035(6) -0.0030(6) -0.0053(6) C5 0.0255(8) 0.0215(9) 0.0352(9) -0.0004(7) 0.0060(7) -0.0028(7) O6 0.0469(9) 0.0242(7) 0.0454(8) 0.0058(6) 0.0131(7) 0.0032(6) C6 0.0354(10) 0.0219(9) 0.0483(11) 0.0037(8) 0.0058(9) -0.0049(9) 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C1 O1 C5 111.85(14) O2 C1 O1 107.09(14) O2 C1 C2 109.51(15) O1 C1 C2 111.03(14) O2 C1 H1 109.7 O1 C1 H1 109.7 C2 C1 H1 109.7 C1 O2 H2A 109.5 O3 C2 C1 109.81(14) O3 C2 C3 107.88(15) C1 C2 C3 109.31(14) O3 C2 H2 109.9 C1 C2 H2 109.9 C3 C2 H2 109.9 C2 O3 H3A 109.5 O4 C3 C4 110.94(15) O4 C3 C2 112.01(16) C4 C3 C2 110.72(15) O4 C3 H3 107.7 C4 C3 H3 107.7 C2 C3 H3 107.7 C3 O4 H7 112(2) O5 C4 C3 109.68(15) O5 C4 C5 110.43(15) C3 C4 C5 108.60(15) O5 C4 H4 109.4 C3 C4 H4 109.4 C5 C4 H4 109.4 C4 O5 H5A 109.5 O1 C5 C6 106.56(15) O1 C5 C4 108.46(15) C6 C5 C4 113.62(17) O1 C5 H5 109.4 C6 C5 H5 109.4 C4 C5 H5 109.4 C6 O6 H6 109.5 O6 C6 C5 110.08(17) O6 C6 H6A 109.6 C5 C6 H6A 109.6 O6 C6 H6B 109.6 C5 C6 H6B 109.6 H6A C6 H6B 108.2 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O1 C1 1.414(2) O1 C5 1.436(2) C1 O2 1.394(2) C1 C2 1.521(2) C1 H1 0.9800 O2 H2A 0.85(3) C2 O3 1.429(2) C2 C3 1.527(2) C2 H2 0.9800 O3 H3A 0.83(3) C3 O4 1.420(2) C3 C4 1.523(3) C3 H3 0.9800 O4 H7 0.84(4) C4 O5 1.433(2) C4 C5 1.526(3) C4 H4 0.9800 O5 H5A 0.78(3) C5 C6 1.512(3) C5 H5 0.9800 O6 C6 1.432(3) O6 H6 0.80(3) C6 H6A 0.9700 C6 H6B 0.9700 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 C5 O1 C1 O2 177.56(14) C5 O1 C1 C2 -62.9(2) O2 C1 C2 O3 -68.66(19) O1 C1 C2 O3 173.29(14) O2 C1 C2 C3 173.17(15) O1 C1 C2 C3 55.12(19) O3 C2 C3 O4 63.9(2) C1 C2 C3 O4 -176.75(16) O3 C2 C3 C4 -171.72(15) C1 C2 C3 C4 -52.4(2) O4 C3 C4 O5 59.63(19) C2 C3 C4 O5 -65.38(19) O4 C3 C4 C5 -179.60(15) C2 C3 C4 C5 55.4(2) C1 O1 C5 C6 -172.24(15) C1 O1 C5 C4 65.08(19) O5 C4 C5 O1 60.2(2) C3 C4 C5 O1 -60.13(19) O5 C4 C5 C6 -58.1(2) C3 C4 C5 C6 -178.42(15) O1 C5 C6 O6 57.2(2) C4 C5 C6 O6 176.58(16)