#------------------------------------------------------------------------------ #$Date: 2024-05-24 01:11:07 +0300 (Fri, 24 May 2024) $ #$Revision: 292006 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/17/1571700.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_1571700 loop_ _publ_author_name 'He, Rongxing' 'Zhou, Lei' 'Li, Kailei' 'Chang, Yuanyuan' 'yao, Yuan' 'peng, Yuqi' 'Li, Ming' _publ_section_title ; High-efficiency of color-tunable ultralong room-temperature phosphorescence from organic-inorganic metal halides by synergistic inter/intramolecular interactions ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D4SC01630K _journal_year 2024 _chemical_formula_moiety 'Cl, C8 H10 N O' _chemical_formula_sum 'C8 H10 Cl N O' _chemical_formula_weight 171.62 _chemical_name_common ACl _chemical_name_systematic ACl _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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2022-10-18 _audit_creation_method ; Olex2 1.5 (compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498) ; _audit_update_record ; 2023-12-27 deposited with the CCDC. 2024-05-21 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 102.614(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 4.8984(2) _cell_length_b 15.8013(6) _cell_length_c 10.8025(5) _cell_measurement_reflns_used 3574 _cell_measurement_temperature 193.00 _cell_measurement_theta_max 59.91 _cell_measurement_theta_min 4.39 _cell_volume 815.94(6) _computing_cell_refinement 'SAINT V8.40B (Bruker, 2019)' _computing_data_collection 'APEX4 V2022.1-1 (Bruker, 2022)' _computing_data_reduction 'SAINT V8.40B (Bruker, 2019)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2019/2 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 193.00 _diffrn_detector CPAD _diffrn_detector_area_resol_mean 7.41 _diffrn_detector_type 'Bruker PHOTON II' _diffrn_measured_fraction_theta_full 0.987 _diffrn_measured_fraction_theta_max 0.959 _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Bruker D8 VENTURE Metaljet PHOTON II' _diffrn_measurement_method '\w and \f shutterless scans' _diffrn_measurement_specimen_support 'nylon loop' _diffrn_radiation_monochromator 'Helios Multi-layer Optic' _diffrn_radiation_probe x-ray _diffrn_radiation_type GaK\a _diffrn_radiation_wavelength 1.34139 _diffrn_reflns_av_R_equivalents 0.0792 _diffrn_reflns_av_unetI/netI 0.0577 _diffrn_reflns_Laue_measured_fraction_full 0.987 _diffrn_reflns_Laue_measured_fraction_max 0.959 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 5613 _diffrn_reflns_point_group_measured_fraction_full 0.987 _diffrn_reflns_point_group_measured_fraction_max 0.959 _diffrn_reflns_theta_full 53.594 _diffrn_reflns_theta_max 60.105 _diffrn_reflns_theta_min 4.386 _diffrn_source MetalJet _diffrn_source_current 2.85 _diffrn_source_power 0.1986735 _diffrn_source_type 'Liquid Metal source' _diffrn_source_voltage 69.71 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 2.416 _exptl_absorpt_correction_T_max 0.1544 _exptl_absorpt_correction_T_min 0.0363 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1487 before and 0.0718 after correction. The Ratio of minimum to maximum transmission is 0.2351. The \l/2 correction factor is Not present. ; _exptl_crystal_density_diffrn 1.397 _exptl_crystal_description block _exptl_crystal_F_000 360 _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.474 _refine_diff_density_min -0.394 _refine_diff_density_rms 0.084 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 102 _refine_ls_number_reflns 1769 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.070 _refine_ls_R_factor_all 0.0634 _refine_ls_R_factor_gt 0.0517 _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^)+(0.0994P)^2^+0.0467P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1422 _refine_ls_wR_factor_ref 0.1503 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1501 _reflns_number_total 1769 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc01630k2.cif _cod_data_source_block a _cod_depositor_comments ; The following automatic conversions were performed: data item '_diffrn_radiation_probe' value 'X-ray' was changed to 'x-ray' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. Automatic conversion script Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas ; _cod_database_code 1571700 _shelx_shelxl_version_number 2019/2 _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_max 0.794 _shelx_estimated_absorpt_t_min 0.744 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All N(H,H,H) groups At 1.5 times of: All C(H,H,H) groups 2.a Aromatic/amide H refined with riding coordinates: C2(H2), C5(H5), C3(H3), C4(H4) 2.b Idealised Me refined as rotating group: N1(H1A,H1B,H1C), C8(H8A,H8B,H8C) ; _shelx_res_file ; TITL a_a.res in P2(1)/c a.res created by SHELXL-2019/2 at 09:11:44 on 18-Oct-2022 REM Old TITL A in P2(1)/c REM SHELXT solution in P2(1)/c: R1 0.165, Rweak 0.003, Alpha 0.013 REM 0.536 for 75 systematic absences, Orientation as input REM Formula found by SHELXT: C8 O2 Cl CELL 1.34139 4.8984 15.8013 10.8025 90 102.614 90 ZERR 4 0.0002 0.0006 0.0005 0 0.002 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Cl N O DISP C 0.0137 0.0067 57.1 DISP Cl 0.3281 0.5435 4162.2 DISP H 0 0 0.6 DISP N 0.0241 0.0134 109.9 DISP O 0.0389 0.0241 193.4 UNIT 32 40 4 4 4 L.S. 10 0 0 PLAN 1 SIZE 0.1 0.12 0.13 TEMP -80.15 CONF BOND list 4 fmap 2 53 MORE -1 BOND $H ACTA SIZE 0.1 0.12 0.13 OMIT 0 15 7 REM REM REM WGHT 0.099400 0.046700 FVAR 1.21681 CL1 3 0.891156 0.471468 0.670000 11.00000 0.03832 0.01795 = 0.05062 0.00223 0.00855 -0.00154 O1 5 0.870784 0.762650 0.417151 11.00000 0.03938 0.02503 = 0.04934 0.00172 0.01337 -0.00331 N1 4 0.653141 0.618126 0.481939 11.00000 0.03143 0.01665 = 0.04505 -0.00047 0.01064 0.00144 AFIX 137 H1A 2 0.514638 0.592517 0.424214 11.00000 -1.20000 H1B 2 0.757886 0.578113 0.531330 11.00000 -1.20000 H1C 2 0.763820 0.648466 0.440668 11.00000 -1.20000 AFIX 0 C2 1 0.366393 0.636864 0.635663 11.00000 0.03218 0.01656 = 0.04918 0.00030 0.00961 -0.00108 AFIX 43 H2 2 0.342822 0.577168 0.633929 11.00000 -1.20000 AFIX 0 C6 1 0.569582 0.762671 0.562027 11.00000 0.02897 0.01692 = 0.04244 -0.00001 0.00552 -0.00023 C5 1 0.439263 0.810647 0.641388 11.00000 0.03452 0.01680 = 0.05068 -0.00273 0.00632 0.00105 AFIX 43 H5 2 0.464578 0.870276 0.644690 11.00000 -1.20000 AFIX 0 C7 1 0.742971 0.804207 0.481038 11.00000 0.03425 0.01806 = 0.04421 -0.00048 0.00502 -0.00469 C1 1 0.529362 0.674902 0.561765 11.00000 0.02769 0.01771 = 0.04087 -0.00223 0.00638 0.00192 C3 1 0.237741 0.686356 0.712229 11.00000 0.03197 0.02599 = 0.04636 0.00011 0.01030 -0.00164 AFIX 43 H3 2 0.124397 0.660669 0.762703 11.00000 -1.20000 AFIX 0 C4 1 0.274622 0.773517 0.715118 11.00000 0.03401 0.02519 = 0.04558 -0.00735 0.00814 0.00130 AFIX 43 H4 2 0.186876 0.807544 0.767657 11.00000 -1.20000 AFIX 0 C8 1 0.757333 0.899513 0.479592 11.00000 0.06393 0.02039 = 0.06096 0.00230 0.01923 -0.00883 AFIX 137 H8A 2 0.871045 0.917650 0.420181 11.00000 -1.50000 H8B 2 0.842214 0.920123 0.564877 11.00000 -1.50000 H8C 2 0.568075 0.922709 0.452778 11.00000 -1.50000 AFIX 0 HKLF 4 REM a_a.res in P2(1)/c REM wR2 = 0.1503, GooF = S = 1.070, Restrained GooF = 1.070 for all data REM R1 = 0.0517 for 1501 Fo > 4sig(Fo) and 0.0634 for all 1769 data REM 102 parameters refined using 0 restraints END WGHT 0.0994 0.0467 REM Highest difference peak 0.474, deepest hole -0.394, 1-sigma level 0.084 Q1 1 0.7468 0.4369 0.6621 11.00000 0.05 0.47 ; _shelx_res_checksum 61880 _olex2_submission_special_instructions 'No special instructions were received' _site XU loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' '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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.89116(9) 0.47147(3) 0.67000(5) 0.0358(2) Uani 1 1 d . . . . . O1 O 0.8708(3) 0.76265(9) 0.41715(14) 0.0374(4) Uani 1 1 d . . . . . N1 N 0.6531(3) 0.61813(9) 0.48194(16) 0.0307(4) Uani 1 1 d . . . . . H1A H 0.514638 0.592517 0.424214 0.037 Uiso 1 1 calc R U . . . H1B H 0.757886 0.578113 0.531330 0.037 Uiso 1 1 calc R U . . . H1C H 0.763820 0.648466 0.440668 0.037 Uiso 1 1 calc R U . . . C2 C 0.3664(4) 0.63686(12) 0.6357(2) 0.0325(5) Uani 1 1 d . . . . . H2 H 0.342822 0.577168 0.633929 0.039 Uiso 1 1 calc R U . . . C6 C 0.5696(4) 0.76267(11) 0.56203(19) 0.0298(4) Uani 1 1 d . . . . . C5 C 0.4393(4) 0.81065(12) 0.6414(2) 0.0345(5) Uani 1 1 d . . . . . H5 H 0.464578 0.870276 0.644690 0.041 Uiso 1 1 calc R U . . . C7 C 0.7430(4) 0.80421(12) 0.4810(2) 0.0327(5) Uani 1 1 d . . . . . C1 C 0.5294(4) 0.67490(11) 0.56177(18) 0.0289(4) Uani 1 1 d . . . . . C3 C 0.2377(4) 0.68636(12) 0.7122(2) 0.0345(5) Uani 1 1 d . . . . . H3 H 0.124397 0.660669 0.762703 0.041 Uiso 1 1 calc R U . . . C4 C 0.2746(4) 0.77352(12) 0.7151(2) 0.0350(5) Uani 1 1 d . . . . . H4 H 0.186876 0.807544 0.767657 0.042 Uiso 1 1 calc R U . . . C8 C 0.7573(5) 0.89951(14) 0.4796(2) 0.0476(6) Uani 1 1 d . . . . . H8A H 0.871045 0.917650 0.420181 0.071 Uiso 1 1 calc R U . . . H8B H 0.842214 0.920123 0.564877 0.071 Uiso 1 1 calc R U . . . H8C H 0.568075 0.922709 0.452778 0.071 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 Cl1 0.0383(3) 0.0180(3) 0.0506(4) 0.00223(18) 0.0085(2) -0.00154(15) O1 0.0394(7) 0.0250(7) 0.0493(9) 0.0017(6) 0.0134(6) -0.0033(6) N1 0.0314(7) 0.0166(7) 0.0451(9) -0.0005(7) 0.0106(6) 0.0014(6) C2 0.0322(9) 0.0166(9) 0.0492(11) 0.0003(8) 0.0096(8) -0.0011(7) C6 0.0290(8) 0.0169(9) 0.0424(11) 0.0000(7) 0.0055(7) -0.0002(6) C5 0.0345(9) 0.0168(9) 0.0507(12) -0.0027(8) 0.0063(8) 0.0011(7) C7 0.0342(9) 0.0181(9) 0.0442(11) -0.0005(8) 0.0050(8) -0.0047(7) C1 0.0277(8) 0.0177(9) 0.0409(10) -0.0022(8) 0.0064(7) 0.0019(6) C3 0.0320(9) 0.0260(10) 0.0464(11) 0.0001(9) 0.0103(8) -0.0016(7) C4 0.0340(9) 0.0252(10) 0.0456(11) -0.0073(9) 0.0081(8) 0.0013(7) C8 0.0639(14) 0.0204(10) 0.0610(15) 0.0023(10) 0.0192(11) -0.0088(9) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0137 0.0067 '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' Cl Cl 0.3281 0.5435 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0389 0.0241 '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 _geom_angle_publ_flag H1A N1 H1B 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? C1 N1 H1C 109.5 . . ? C1 C2 H2 120.2 . . ? C1 C2 C3 119.61(18) . . ? C3 C2 H2 120.2 . . ? C5 C6 C7 120.91(17) . . ? C5 C6 C1 117.07(18) . . ? C1 C6 C7 122.02(18) . . ? C6 C5 H5 119.2 . . ? C4 C5 C6 121.68(19) . . ? C4 C5 H5 119.2 . . ? O1 C7 C6 121.42(17) . . ? O1 C7 C8 120.1(2) . . ? C6 C7 C8 118.52(19) . . ? C2 C1 N1 116.03(16) . . ? C2 C1 C6 121.84(18) . . ? C6 C1 N1 122.12(17) . . ? C2 C3 H3 120.0 . . ? C2 C3 C4 120.0(2) . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 119.84(19) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8B 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C7 1.220(2) . ? N1 H1A 0.9100 . ? N1 H1B 0.9100 . ? N1 H1C 0.9100 . ? N1 C1 1.464(2) . ? C2 H2 0.9500 . ? C2 C1 1.384(3) . ? C2 C3 1.386(3) . ? C6 C5 1.399(3) . ? C6 C7 1.497(3) . ? C6 C1 1.401(2) . ? C5 H5 0.9500 . ? C5 C4 1.382(3) . ? C7 C8 1.508(3) . ? C3 H3 0.9500 . ? C3 C4 1.389(3) . ? C4 H4 0.9500 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 C3 C4 C5 0.1(3) . . . . ? C6 C5 C4 C3 0.6(3) . . . . ? C5 C6 C7 O1 175.65(18) . . . . ? C5 C6 C7 C8 -4.4(3) . . . . ? C5 C6 C1 N1 179.50(16) . . . . ? C5 C6 C1 C2 0.5(3) . . . . ? C7 C6 C5 C4 178.87(18) . . . . ? C7 C6 C1 N1 -0.3(3) . . . . ? C7 C6 C1 C2 -179.25(17) . . . . ? C1 C2 C3 C4 -0.5(3) . . . . ? C1 C6 C5 C4 -0.9(3) . . . . ? C1 C6 C7 O1 -4.6(3) . . . . ? C1 C6 C7 C8 175.39(19) . . . . ? C3 C2 C1 N1 -178.88(16) . . . . ? C3 C2 C1 C6 0.2(3) . . . . ?