#------------------------------------------------------------------------------ #$Date: 2024-07-05 17:10:15 +0300 (Fri, 05 Jul 2024) $ #$Revision: 292873 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/17/1571701.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_1571701 loop_ _publ_author_name 'Zhou, Lei' 'Li, Kailei' 'Chang, Yuanyuan' 'Yao, Yuan' 'Peng, Yuqi' 'Li, Ming' 'He, Rongxing' _publ_section_title ; High-efficiency color-tunable ultralong room-temperature phosphorescence from organic--inorganic metal halides via synergistic inter/intramolecular interactions ; _journal_issue 26 _journal_name_full 'Chemical Science' _journal_page_first 10046 _journal_page_last 10055 _journal_paper_doi 10.1039/D4SC01630K _journal_volume 15 _journal_year 2024 _chemical_formula_moiety 'Br, C8 H10 N O' _chemical_formula_sum 'C8 H10 Br N O' _chemical_formula_weight 216.08 _chemical_name_common Abr _chemical_name_systematic ABr _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 2023-02-28 _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 102.4850(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 4.9287(2) _cell_length_b 16.2486(6) _cell_length_c 10.9152(4) _cell_measurement_reflns_used 6664 _cell_measurement_temperature 198.00 _cell_measurement_theta_max 79.34 _cell_measurement_theta_min 4.96 _cell_volume 853.47(6) _computing_cell_refinement 'SAINT V8.40B (Bruker, 2019)' _computing_data_collection 'APEX4 V2022.10-1 (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 2019/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 198.00 _diffrn_detector CPAD _diffrn_detector_area_resol_mean 7.41 _diffrn_detector_type 'Bruker PHOTON III' _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.947 _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Bruker D8 VENTURE dual wavelength Mo/Cu' _diffrn_measurement_method '\w and \f scans' _diffrn_radiation_monochromator 'Helios Multi-layer Optic' _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0406 _diffrn_reflns_av_unetI/netI 0.0320 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.947 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 8238 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.947 _diffrn_reflns_theta_full 67.679 _diffrn_reflns_theta_max 79.722 _diffrn_reflns_theta_min 4.963 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_current 1.1 _diffrn_source_power 0.05500000000000001 _diffrn_source_type 'Incoatec I\ms DIAMOND' _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 6.094 _exptl_absorpt_correction_T_max 0.7543 _exptl_absorpt_correction_T_min 0.4711 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1358 before and 0.0581 after correction. The Ratio of minimum to maximum transmission is 0.6246. The \l/2 correction factor is Not present. ; _exptl_crystal_density_diffrn 1.682 _exptl_crystal_description block _exptl_crystal_F_000 432 _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.447 _refine_diff_density_min -0.894 _refine_diff_density_rms 0.088 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 102 _refine_ls_number_reflns 1763 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.083 _refine_ls_R_factor_all 0.0275 _refine_ls_R_factor_gt 0.0262 _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^)+(0.0419P)^2^+0.3791P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0713 _refine_ls_wR_factor_ref 0.0719 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1689 _reflns_number_total 1763 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc01630k2.cif _cod_data_source_block cu_230226lu_lgpz229855_0m _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 Adding full bibliography for 1571699--1571704.cif. ; _cod_database_code 1571701 _shelx_shelxl_version_number 2019/3 _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 0.581 _shelx_estimated_absorpt_t_min 0.505 _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: C5(H5), C7(H7), C6(H6), C4(H4) 2.b Idealised Me refined as rotating group: N1(H1A,H1B,H1C), C1(H1D,H1E,H1F) ; _shelx_res_file ; TITL cu_230226lu_lgpz229855_0m_a.res in P2(1)/c cu_230226lu_lgpz229855_0m.res created by SHELXL-2019/3 at 20:21:53 on 28-Feb-2023 REM Old TITL cu_230226LU_LGPZ229855_0m in P2(1)/c REM SHELXT solution in P2(1)/c: R1 0.066, Rweak 0.003, Alpha 0.020 REM 1.496 for 74 systematic absences, Orientation as input REM Formula found by SHELXT: C8 N O Br CELL 1.54178 4.9287 16.2486 10.9152 90 102.485 90 ZERR 4 0.0002 0.0006 0.0004 0 0.001 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Br N O UNIT 32 40 4 4 4 L.S. 10 0 0 PLAN 2 SIZE 0.1 0.12 0.13 TEMP -75.15 CONF BOND list 4 fmap 2 53 MORE -1 BOND $H ACTA SIZE 0.1 0.12 0.13 OMIT 3 1 0 REM REM REM WGHT 0.041900 0.379100 FVAR 0.64987 BR1 3 0.098301 0.473027 0.321646 11.00000 0.02830 0.02005 = 0.02838 -0.00117 0.00960 0.00093 O1 5 0.133347 0.763558 0.587191 11.00000 0.03072 0.03218 = 0.03090 -0.00132 0.01417 0.00506 N1 4 0.342302 0.622985 0.521279 11.00000 0.02356 0.01982 = 0.02636 0.00171 0.01121 -0.00129 AFIX 137 H1A 2 0.234784 0.585009 0.471951 11.00000 -1.20000 H1B 2 0.235161 0.653104 0.562870 11.00000 -1.20000 H1C 2 0.477936 0.596897 0.577726 11.00000 -1.20000 AFIX 0 C5 1 0.726862 0.772656 0.291639 11.00000 0.02310 0.03048 = 0.02653 0.00735 0.00817 -0.00290 AFIX 43 H5 2 0.815417 0.805369 0.239625 11.00000 -1.20000 AFIX 0 C8 1 0.469901 0.677792 0.442632 11.00000 0.01788 0.01966 = 0.02170 0.00222 0.00548 -0.00231 C3 1 0.432995 0.762729 0.443661 11.00000 0.02055 0.02109 = 0.02213 0.00026 0.00405 0.00026 C7 1 0.629868 0.640168 0.369205 11.00000 0.02149 0.02048 = 0.02810 0.00000 0.00809 0.00085 AFIX 43 H7 2 0.650627 0.582029 0.370289 11.00000 -1.20000 AFIX 0 C6 1 0.760170 0.688481 0.293660 11.00000 0.02235 0.02894 = 0.02510 0.00105 0.00971 0.00156 AFIX 43 H6 2 0.872179 0.663364 0.243451 11.00000 -1.20000 AFIX 0 C4 1 0.564824 0.810003 0.365067 11.00000 0.02672 0.01989 = 0.02821 0.00397 0.00643 -0.00098 AFIX 43 H4 2 0.542417 0.868091 0.362370 11.00000 -1.20000 AFIX 0 C2 1 0.262767 0.804223 0.524285 11.00000 0.02537 0.02488 = 0.02321 -0.00127 0.00340 0.00469 C1 1 0.253301 0.896416 0.527154 11.00000 0.05647 0.02669 = 0.03803 -0.00280 0.01670 0.01007 AFIX 137 H1D 2 0.167231 0.917160 0.443469 11.00000 -1.50000 H1E 2 0.442677 0.918115 0.552501 11.00000 -1.50000 H1F 2 0.143807 0.914234 0.587369 11.00000 -1.50000 AFIX 0 HKLF 4 REM cu_230226lu_lgpz229855_0m_a.res in P2(1)/c REM wR2 = 0.0719, GooF = S = 1.083, Restrained GooF = 1.083 for all data REM R1 = 0.0262 for 1689 Fo > 4sig(Fo) and 0.0275 for all 1763 data REM 102 parameters refined using 0 restraints END WGHT 0.0419 0.3792 REM Highest difference peak 0.447, deepest hole -0.894, 1-sigma level 0.088 Q1 1 0.2474 0.4767 0.2994 11.00000 0.05 0.45 Q2 1 0.3282 0.4805 0.3865 11.00000 0.05 0.32 ; _shelx_res_checksum 1735 _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 Br1 Br 0.09830(4) 0.47303(2) 0.32165(2) 0.02505(11) Uani 1 1 d . . . . . O1 O 0.1333(3) 0.76356(9) 0.58719(13) 0.0301(3) Uani 1 1 d . . . . . N1 N 0.3423(3) 0.62298(10) 0.52128(14) 0.0224(3) Uani 1 1 d . . . . . H1A H 0.234784 0.585009 0.471951 0.027 Uiso 1 1 calc R U . . . H1B H 0.235161 0.653104 0.562870 0.027 Uiso 1 1 calc R U . . . H1C H 0.477936 0.596897 0.577726 0.027 Uiso 1 1 calc R U . . . C5 C 0.7269(4) 0.77266(13) 0.29164(18) 0.0263(4) Uani 1 1 d . . . . . H5 H 0.815417 0.805369 0.239625 0.032 Uiso 1 1 calc R U . . . C8 C 0.4699(3) 0.67779(11) 0.44263(16) 0.0196(3) Uani 1 1 d . . . . . C3 C 0.4330(3) 0.76273(12) 0.44366(16) 0.0213(4) Uani 1 1 d . . . . . C7 C 0.6299(4) 0.64017(12) 0.36921(17) 0.0229(4) Uani 1 1 d . . . . . H7 H 0.650627 0.582029 0.370289 0.028 Uiso 1 1 calc R U . . . C6 C 0.7602(4) 0.68848(12) 0.29366(17) 0.0248(4) Uani 1 1 d . . . . . H6 H 0.872179 0.663364 0.243451 0.030 Uiso 1 1 calc R U . . . C4 C 0.5648(4) 0.81000(12) 0.36507(18) 0.0249(4) Uani 1 1 d . . . . . H4 H 0.542417 0.868091 0.362370 0.030 Uiso 1 1 calc R U . . . C2 C 0.2628(4) 0.80422(12) 0.52428(17) 0.0248(4) Uani 1 1 d . . . . . C1 C 0.2533(5) 0.89642(14) 0.5272(2) 0.0394(5) Uani 1 1 d . . . . . H1D H 0.167231 0.917160 0.443469 0.059 Uiso 1 1 calc R U . . . H1E H 0.442677 0.918115 0.552501 0.059 Uiso 1 1 calc R U . . . H1F H 0.143807 0.914234 0.587369 0.059 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 Br1 0.02830(15) 0.02005(16) 0.02838(15) -0.00117(6) 0.00960(10) 0.00093(6) O1 0.0307(7) 0.0322(8) 0.0309(7) -0.0013(6) 0.0142(6) 0.0051(6) N1 0.0236(7) 0.0198(7) 0.0264(7) 0.0017(6) 0.0112(6) -0.0013(6) C5 0.0231(8) 0.0305(10) 0.0265(9) 0.0074(7) 0.0082(7) -0.0029(7) C8 0.0179(7) 0.0197(9) 0.0217(8) 0.0022(7) 0.0055(6) -0.0023(6) C3 0.0205(8) 0.0211(9) 0.0221(8) 0.0003(7) 0.0041(6) 0.0003(6) C7 0.0215(8) 0.0205(9) 0.0281(9) 0.0000(7) 0.0081(7) 0.0008(7) C6 0.0223(8) 0.0289(10) 0.0251(8) 0.0010(7) 0.0097(7) 0.0016(7) C4 0.0267(8) 0.0199(9) 0.0282(9) 0.0040(7) 0.0064(7) -0.0010(7) C2 0.0254(8) 0.0249(10) 0.0232(8) -0.0013(7) 0.0034(7) 0.0047(7) C1 0.0565(14) 0.0267(11) 0.0380(11) -0.0028(9) 0.0167(10) 0.0101(10) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 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' Br Br -0.6763 1.2805 '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' 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 _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 . . ? C8 N1 H1A 109.5 . . ? C8 N1 H1B 109.5 . . ? C8 N1 H1C 109.5 . . ? C6 C5 H5 119.8 . . ? C6 C5 C4 120.44(17) . . ? C4 C5 H5 119.8 . . ? C3 C8 N1 121.52(16) . . ? C7 C8 N1 116.14(16) . . ? C7 C8 C3 122.34(16) . . ? C8 C3 C4 117.18(17) . . ? C8 C3 C2 122.72(16) . . ? C4 C3 C2 120.10(17) . . ? C8 C7 H7 120.4 . . ? C8 C7 C6 119.21(17) . . ? C6 C7 H7 120.4 . . ? C5 C6 C7 120.06(17) . . ? C5 C6 H6 120.0 . . ? C7 C6 H6 120.0 . . ? C5 C4 C3 120.77(18) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? O1 C2 C3 120.70(17) . . ? O1 C2 C1 120.28(18) . . ? C1 C2 C3 119.01(18) . . ? C2 C1 H1D 109.5 . . ? C2 C1 H1E 109.5 . . ? C2 C1 H1F 109.5 . . ? H1D C1 H1E 109.5 . . ? H1D C1 H1F 109.5 . . ? H1E C1 H1F 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 C2 1.227(2) . ? N1 H1A 0.9100 . ? N1 H1B 0.9100 . ? N1 H1C 0.9100 . ? N1 C8 1.469(2) . ? C5 H5 0.9500 . ? C5 C6 1.377(3) . ? C5 C4 1.388(3) . ? C8 C3 1.392(3) . ? C8 C7 1.382(2) . ? C3 C4 1.410(3) . ? C3 C2 1.501(2) . ? C7 H7 0.9500 . ? C7 C6 1.392(3) . ? C6 H6 0.9500 . ? C4 H4 0.9500 . ? C2 C1 1.499(3) . ? C1 H1D 0.9800 . ? C1 H1E 0.9800 . ? C1 H1F 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 N1 C8 C3 C4 179.81(15) . . . . ? N1 C8 C3 C2 0.1(3) . . . . ? N1 C8 C7 C6 -179.11(15) . . . . ? C8 C3 C4 C5 -0.8(3) . . . . ? C8 C3 C2 O1 -4.8(3) . . . . ? C8 C3 C2 C1 175.10(18) . . . . ? C8 C7 C6 C5 -0.6(3) . . . . ? C3 C8 C7 C6 0.2(3) . . . . ? C7 C8 C3 C4 0.5(3) . . . . ? C7 C8 C3 C2 -179.19(16) . . . . ? C6 C5 C4 C3 0.4(3) . . . . ? C4 C5 C6 C7 0.3(3) . . . . ? C4 C3 C2 O1 175.52(17) . . . . ? C4 C3 C2 C1 -4.6(3) . . . . ? C2 C3 C4 C5 178.86(16) . . . . ?