#------------------------------------------------------------------------------ #$Date: 2026-06-28 00:02:23 +0100 (Sun, 28 Jun 2026) $ #$Revision: 306671 $ #$URL: svn://www.crystallography.net/cod/cif/7/72/11/7721172.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_7721172 loop_ _publ_author_name 'Yu, Kaijian' 'Ye, Qiong' 'Wu, Yuechuan' 'Yang, Yawen' _publ_section_title ; Halogen Substitution of Aromatic Cations for Phase Transition Control and High-Efficiency Luminescence in 0D Manganese-Based Hybrid Perovskites ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D6DT01114D _journal_year 2026 _chemical_formula_moiety 'Br4 Mn, 2(C10 H14 F2 P)' _chemical_formula_sum 'C20 H28 Br4 F4 Mn P2' _chemical_formula_weight 780.94 _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 iterative _audit_creation_date 2026-05-11 _audit_creation_method ; Olex2 1.5 (compiled 2026.04.10 svn.r48fbca5a for OlexSys, GUI svn.r7537) ; _audit_update_record ; 2026-05-11 deposited with the CCDC. 2026-06-19 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90.470(5) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 13.2750(8) _cell_length_b 16.5198(9) _cell_length_c 13.4709(8) _cell_measurement_reflns_used 6427 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 20.1050 _cell_measurement_theta_min 1.9280 _cell_volume 2954.1(3) _computing_cell_refinement 'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)' _computing_data_collection 'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'olex2.solve 1.5 (Bourhis et al., 2015)' _diffrn_ambient_temperature 293(2) _diffrn_detector 'CCD plate' _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -73.00 -39.00 0.50 3.50 -- 20.00 54.00 90.00 68 2 \w -11.00 49.00 0.50 3.50 -- 20.00 54.00 90.00 120 3 \w 63.00 89.00 0.50 3.50 -- 20.00 54.00 90.00 52 4 \w -74.00 68.00 0.50 3.50 -- 20.00 54.00 -30.00 284 5 \w 83.00 109.00 0.50 3.50 -- 20.00 54.00 -30.00 52 6 \w -71.00 53.00 0.50 3.50 -- 20.00 54.00 30.00 248 7 \w 57.00 87.00 0.50 3.50 -- 20.00 54.00 30.00 60 8 \w -71.00 -17.00 0.50 3.50 -- 20.00 54.00 150.00 108 9 \w -12.00 13.00 0.50 3.50 -- 20.00 54.00 150.00 50 10 \w 65.00 90.00 0.50 3.50 -- 20.00 54.00 150.00 50 11 \w -73.00 92.50 0.50 3.50 -- 20.00 54.00 -90.00 331 12 \w -68.00 -40.00 0.50 3.50 -- 20.00 54.00 120.00 56 13 \w -27.00 -2.00 0.50 3.50 -- 20.00 54.00 120.00 50 14 \w 65.00 90.00 0.50 3.50 -- 20.00 54.00 120.00 50 15 \w -67.00 -22.00 0.50 3.50 -- 20.00 54.00-180.00 90 16 \w -16.00 9.00 0.50 3.50 -- 20.00 54.00-180.00 50 17 \w 11.00 36.00 0.50 3.50 -- 20.00 54.00-180.00 50 18 \w 51.00 76.00 0.50 3.50 -- 20.00 54.00-180.00 50 19 \w -17.00 8.00 0.50 3.50 -- 20.00 54.00 60.00 50 20 \w 32.00 57.00 0.50 3.50 -- 20.00 54.00 60.00 50 21 \w 79.00 104.00 0.50 3.50 -- 20.00 54.00 -60.00 50 22 \w -48.00 -23.00 0.50 3.50 -- 20.00 54.00 0.00 50 23 \w -68.00 75.00 0.50 3.50 -- 20.00 54.00-150.00 286 ; _diffrn_measurement_device 'two-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB Mini II' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0503315000 _diffrn_orient_matrix_UB_12 0.0004421000 _diffrn_orient_matrix_UB_13 -0.0172151000 _diffrn_orient_matrix_UB_21 0.0044900000 _diffrn_orient_matrix_UB_22 0.0412258000 _diffrn_orient_matrix_UB_23 0.0140470000 _diffrn_orient_matrix_UB_31 0.0173017000 _diffrn_orient_matrix_UB_32 -0.0119842000 _diffrn_orient_matrix_UB_33 0.0477645000 _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0777 _diffrn_reflns_av_unetI/netI 0.0653 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 41683 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_theta_full 24.999 _diffrn_reflns_theta_max 24.999 _diffrn_reflns_theta_min 1.951 _diffrn_source 'fine-focus sealed X-ray tube' _diffrn_source_type 'Rigaku (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 5.998 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.23251 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear light green' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary green _exptl_crystal_density_diffrn 1.756 _exptl_crystal_description plate _exptl_crystal_F_000 1516 _refine_diff_density_max 0.513 _refine_diff_density_min -0.454 _refine_diff_density_rms 0.087 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.141 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 286 _refine_ls_number_reflns 5195 _refine_ls_number_restraints 24 _refine_ls_restrained_S_all 1.141 _refine_ls_R_factor_all 0.1161 _refine_ls_R_factor_gt 0.0689 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0318P)^2^+4.0864P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0960 _refine_ls_wR_factor_ref 0.1066 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3560 _reflns_number_total 5195 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6dt01114d2.cif _cod_data_source_block pm-4-mnbr-3_sx _cod_database_code 7721172 _shelx_shelxl_version_number 2018/3 _chemical_oxdiff_formula 'C H P F Br Mn' _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. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2. Restrained distances C14-C13 = C13-C12 = C15-C14 = C16-C11 = C16-C15 = C12-C11 = C5-C4 = C4-C3 = C3-C2 = C2-C1 = C6-C1 = C6-C5 1.395 with sigma of 0.01 C14-C13 = C15-C14 = C16-C15 = C16-C11 = C12-C11 = C13-C12 = C6-C5 = C5-C4 = C4-C3 = C3-C2 = C2-C1 = C6-C1 1.395 with sigma of 0.01 3.a Secondary CH2 refined with riding coordinates: C7(H7A,H7B), C17(H17A,H17B) 3.b Aromatic/amide H refined with riding coordinates: C6(H6), C16(H16), C3(H3), C4(H4), C13(H13), C14(H14) 3.c Idealised Me refined as rotating group: C10(H10A,H10B,H10C), C8(H8A,H8B,H8C), C19(H19A,H19B,H19C), C18(H18A,H18B, H18C), C20(H20A,H20B,H20C), C9(H9A,H9B,H9C) ; _shelx_res_file ; TITL pm-4-mnbr-3_a.res in P2(1)/c pm-4-mnbr-3_sx.res created by SHELXL-2018/3 at 12:25:14 on 11-May-2026 REM Old TITL pm-4-mnbr-3 in P2(1)/c REM SHELXT solution in P2(1)/c: R1 0.236, Rweak 0.142, Alpha 0.084 REM 0.781 for 225 systematic absences, Orientation as input REM Formula found by SHELXT: C23 F P2 Br5 CELL 0.71073 13.275 16.5198 13.4709 90 90.47 90 ZERR 4 0.0008 0.0009 0.0008 0 0.005 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Br F Mn P UNIT 80 112 16 16 4 8 DFIX 1.395 0.01 C14 C13 C13 C12 C15 C14 C16 C11 C16 C15 C12 C11 C5 C4 C4 C3 = C3 C2 C2 C1 C6 C1 C6 C5 DFIX 1.395 0.01 C14 C13 C15 C14 C16 C15 C16 C11 C12 C11 C13 C12 C6 C5 C5 C4 = C4 C3 C3 C2 C2 C1 C6 C1 L.S. 4 0 0 PLAN 14 CONF list 4 MORE -1 fmap 2 53 acta BOND $H OMIT -2 50 OMIT 1 1 0 REM REM REM WGHT 0.031800 4.086400 FVAR 0.26038 BR1 3 0.182701 0.904158 0.416551 11.00000 0.05830 0.07379 = 0.05262 -0.01017 -0.00630 -0.00799 BR4 3 0.233567 0.814518 0.139372 11.00000 0.07829 0.06962 = 0.04946 0.00485 0.00805 0.03050 BR2 3 -0.057047 0.844255 0.230824 11.00000 0.04397 0.08541 = 0.07281 0.00274 -0.00501 -0.01789 BR3 3 0.118059 1.042572 0.174850 11.00000 0.07057 0.04690 = 0.09211 0.01553 0.01201 0.01085 MN1 5 0.119604 0.901866 0.240777 11.00000 0.03716 0.04299 = 0.04996 0.00098 0.00185 0.00021 P1 6 0.189302 0.616213 0.346239 11.00000 0.04035 0.04176 = 0.05250 0.00391 -0.01120 -0.00096 P2 6 0.186892 0.327384 -0.023667 11.00000 0.03686 0.05383 = 0.05554 0.00428 0.00159 0.00311 F1 4 0.418610 0.434664 -0.042389 11.00000 0.07186 0.13532 = 0.11143 0.03788 0.01371 -0.02603 F3 4 0.391945 0.594032 0.194942 11.00000 0.10840 0.19830 = 0.06352 -0.02823 -0.00593 0.03319 F4 4 0.602789 0.591241 0.538609 11.00000 0.07610 0.22341 = 0.11779 0.00329 -0.03257 0.06209 F2 4 0.462189 0.288043 0.314096 11.00000 0.13137 0.13875 = 0.14370 0.04457 -0.07235 -0.01278 C7 1 0.240425 0.401262 0.059450 11.00000 0.05043 0.04877 = 0.06080 0.00384 0.00504 -0.00097 AFIX 23 H7A 2 0.244704 0.452630 0.024858 11.00000 -1.20000 H7B 2 0.195177 0.408472 0.114930 11.00000 -1.20000 AFIX 0 C17 1 0.303795 0.675738 0.356487 11.00000 0.04792 0.04951 = 0.05150 0.00819 -0.01132 -0.00397 AFIX 23 H17A 2 0.306655 0.711488 0.299458 11.00000 -1.20000 H17B 2 0.298460 0.709627 0.415012 11.00000 -1.20000 AFIX 0 C1 1 0.344013 0.379895 0.099669 11.00000 0.03756 0.03990 = 0.07140 -0.00412 -0.00661 0.00123 C11 1 0.401824 0.630739 0.362938 11.00000 0.03915 0.04618 = 0.05610 0.00821 -0.00085 -0.00642 C6 1 0.356141 0.342667 0.191453 11.00000 0.05830 0.07067 = 0.07841 0.01037 -0.01459 -0.00284 AFIX 43 H6 2 0.300445 0.329426 0.229607 11.00000 -1.20000 AFIX 0 C16 1 0.457063 0.629601 0.450306 11.00000 0.04156 0.08280 = 0.05941 0.00504 0.00488 0.00559 AFIX 43 H16 2 0.431857 0.654445 0.506856 11.00000 -1.20000 AFIX 0 C10 1 0.060683 0.356168 -0.051311 11.00000 0.03890 0.09660 = 0.09384 0.00780 -0.00519 0.01192 AFIX 137 H10A 2 0.031716 0.318334 -0.097493 11.00000 -1.50000 H10B 2 0.060118 0.409363 -0.079999 11.00000 -1.50000 H10C 2 0.022072 0.356348 0.008635 11.00000 -1.50000 AFIX 0 C2 1 0.429322 0.398111 0.045405 11.00000 0.04933 0.05994 = 0.09804 0.00136 -0.00273 -0.01243 C8 1 0.187758 0.230724 0.033336 11.00000 0.07778 0.04536 = 0.10573 0.00535 -0.01866 -0.00997 AFIX 137 H8A 2 0.153987 0.233702 0.095974 11.00000 -1.50000 H8B 2 0.256096 0.213523 0.043827 11.00000 -1.50000 H8C 2 0.153662 0.192578 -0.008908 11.00000 -1.50000 AFIX 0 C19 1 0.090823 0.678165 0.391169 11.00000 0.03544 0.06669 = 0.12702 -0.01788 -0.01003 0.00243 AFIX 137 H19A 2 0.030481 0.646572 0.397149 11.00000 -1.50000 H19B 2 0.079171 0.721989 0.345704 11.00000 -1.50000 H19C 2 0.109429 0.699519 0.455012 11.00000 -1.50000 AFIX 0 C12 1 0.443727 0.592665 0.281258 11.00000 0.06018 0.10696 = 0.05999 0.00194 0.00566 0.00283 C18 1 0.197654 0.526640 0.417333 11.00000 0.06334 0.05509 = 0.07770 0.01653 -0.01112 -0.00432 AFIX 137 H18A 2 0.207679 0.540283 0.485979 11.00000 -1.50000 H18B 2 0.253381 0.494727 0.394731 11.00000 -1.50000 H18C 2 0.136444 0.496208 0.409945 11.00000 -1.50000 AFIX 0 C5 1 0.452720 0.325626 0.225110 11.00000 0.09358 0.06102 = 0.10267 0.00473 -0.05069 0.00173 C3 1 0.525756 0.381330 0.079819 11.00000 0.05060 0.07375 = 0.13211 -0.01531 0.00397 -0.00725 AFIX 43 H3 2 0.581566 0.394717 0.041903 11.00000 -1.20000 AFIX 0 C4 1 0.537896 0.344433 0.171245 11.00000 0.05801 0.05356 = 0.15639 -0.01441 -0.02935 0.00645 AFIX 43 H4 2 0.601811 0.332529 0.195972 11.00000 -1.20000 AFIX 0 C13 1 0.536269 0.553536 0.284849 11.00000 0.07010 0.11136 = 0.09532 -0.00209 0.03852 0.00755 AFIX 43 H13 2 0.561437 0.527951 0.228779 11.00000 -1.20000 AFIX 0 C14 1 0.590334 0.553138 0.372694 11.00000 0.05206 0.09967 = 0.12159 0.02271 0.01034 0.02508 AFIX 43 H14 2 0.652616 0.527551 0.377043 11.00000 -1.20000 AFIX 0 C20 1 0.162216 0.589551 0.220290 11.00000 0.10270 0.10306 = 0.06166 -0.00340 -0.02392 -0.03359 AFIX 137 H20A 2 0.102519 0.556796 0.217684 11.00000 -1.50000 H20B 2 0.217794 0.559685 0.193579 11.00000 -1.50000 H20C 2 0.151781 0.637847 0.181929 11.00000 -1.50000 AFIX 0 C9 1 0.255137 0.323316 -0.136332 11.00000 0.06330 0.13543 = 0.06659 -0.01717 0.01424 -0.00236 AFIX 137 H9A 2 0.223728 0.285181 -0.180559 11.00000 -1.50000 H9B 2 0.323141 0.306657 -0.122726 11.00000 -1.50000 H9C 2 0.255447 0.375909 -0.166639 11.00000 -1.50000 AFIX 0 C15 1 0.549868 0.591517 0.453709 11.00000 0.04714 0.11574 = 0.08252 0.01094 -0.00229 0.02381 HKLF 4 REM pm-4-mnbr-3_a.res in P2(1)/c REM wR2 = 0.1066, GooF = S = 1.141, Restrained GooF = 1.141 for all data REM R1 = 0.0689 for 3560 Fo > 4sig(Fo) and 0.1161 for all 5195 data REM 286 parameters refined using 24 restraints END WGHT 0.0318 4.0999 REM Highest difference peak 0.513, deepest hole -0.454, 1-sigma level 0.087 Q1 1 0.1212 0.9360 0.3951 11.00000 0.05 0.51 Q2 1 -0.0545 0.7807 0.2396 11.00000 0.05 0.48 Q3 1 0.1682 0.7979 0.1272 11.00000 0.05 0.46 Q4 1 0.2291 0.8518 0.1995 11.00000 0.05 0.43 Q5 1 0.2333 0.7621 0.1790 11.00000 0.05 0.39 Q6 1 0.1157 1.0206 0.0967 11.00000 0.05 0.38 Q7 1 0.1054 1.0553 0.0827 11.00000 0.05 0.38 Q8 1 -0.0585 0.8730 0.1627 11.00000 0.05 0.37 Q9 1 0.2324 0.8688 0.0925 11.00000 0.05 0.37 Q10 1 0.1191 0.9760 0.2033 11.00000 0.05 0.37 Q11 1 0.1151 0.9740 0.1668 11.00000 0.05 0.36 Q12 1 0.0174 0.7998 0.2436 11.00000 0.05 0.36 Q13 1 0.1687 0.9580 0.4581 11.00000 0.05 0.34 Q14 1 -0.0513 0.8854 0.2876 11.00000 0.05 0.34 ; _shelx_res_checksum 53341 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 2.683 _oxdiff_exptl_absorpt_empirical_full_min 0.510 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 0.18270(6) 0.90416(5) 0.41655(5) 0.0616(2) Uani 1 1 d . . . . . Br4 Br 0.23357(6) 0.81452(5) 0.13937(5) 0.0657(3) Uani 1 1 d . . . . . Br2 Br -0.05705(6) 0.84426(5) 0.23082(6) 0.0674(3) Uani 1 1 d . . . . . Br3 Br 0.11806(6) 1.04257(4) 0.17485(6) 0.0698(3) Uani 1 1 d . . . . . Mn1 Mn 0.11960(7) 0.90187(6) 0.24078(7) 0.0434(3) Uani 1 1 d . . . . . P1 P 0.18930(13) 0.61621(10) 0.34624(13) 0.0449(5) Uani 1 1 d . . . . . P2 P 0.18689(13) 0.32738(11) -0.02367(13) 0.0487(5) Uani 1 1 d . . . . . F1 F 0.4186(4) 0.4347(3) -0.0424(4) 0.1061(17) Uani 1 1 d . . . . . F3 F 0.3919(4) 0.5940(4) 0.1949(4) 0.123(2) Uani 1 1 d . . . . . F4 F 0.6028(4) 0.5912(4) 0.5386(4) 0.139(2) Uani 1 1 d . . . . . F2 F 0.4622(4) 0.2880(4) 0.3141(5) 0.138(2) Uani 1 1 d . . . . . C7 C 0.2404(5) 0.4013(4) 0.0595(5) 0.0533(18) Uani 1 1 d . . . . . H7A H 0.244704 0.452630 0.024858 0.064 Uiso 1 1 calc R U . . . H7B H 0.195177 0.408472 0.114930 0.064 Uiso 1 1 calc R U . . . C17 C 0.3038(5) 0.6757(4) 0.3565(5) 0.0497(17) Uani 1 1 d . . . . . H17A H 0.306655 0.711488 0.299458 0.060 Uiso 1 1 calc R U . . . H17B H 0.298460 0.709627 0.415012 0.060 Uiso 1 1 calc R U . . . C1 C 0.3440(5) 0.3799(4) 0.0997(5) 0.0497(18) Uani 1 1 d D . . . . C11 C 0.4018(5) 0.6307(4) 0.3629(5) 0.0472(17) Uani 1 1 d D . . . . C6 C 0.3561(5) 0.3427(4) 0.1915(5) 0.069(2) Uani 1 1 d D . . . . H6 H 0.300445 0.329426 0.229607 0.083 Uiso 1 1 calc R U . . . C16 C 0.4571(5) 0.6296(4) 0.4503(5) 0.061(2) Uani 1 1 d D . . . . H16 H 0.431857 0.654445 0.506856 0.073 Uiso 1 1 calc R U . . . C10 C 0.0607(5) 0.3562(5) -0.0513(6) 0.076(2) Uani 1 1 d . . . . . H10A H 0.031716 0.318334 -0.097493 0.115 Uiso 1 1 calc R U . . . H10B H 0.060118 0.409363 -0.079999 0.115 Uiso 1 1 calc R U . . . H10C H 0.022072 0.356348 0.008635 0.115 Uiso 1 1 calc R U . . . C2 C 0.4293(5) 0.3981(5) 0.0454(6) 0.069(2) Uani 1 1 d D . . . . C8 C 0.1878(6) 0.2307(4) 0.0333(6) 0.076(2) Uani 1 1 d . . . . . H8A H 0.153987 0.233702 0.095974 0.115 Uiso 1 1 calc R U . . . H8B H 0.256096 0.213523 0.043827 0.115 Uiso 1 1 calc R U . . . H8C H 0.153662 0.192578 -0.008908 0.115 Uiso 1 1 calc R U . . . C19 C 0.0908(5) 0.6782(4) 0.3912(6) 0.076(2) Uani 1 1 d . . . . . H19A H 0.030481 0.646572 0.397149 0.115 Uiso 1 1 calc R U . . . H19B H 0.079171 0.721989 0.345704 0.115 Uiso 1 1 calc R U . . . H19C H 0.109429 0.699519 0.455012 0.115 Uiso 1 1 calc R U . . . C12 C 0.4437(6) 0.5927(5) 0.2813(6) 0.076(2) Uani 1 1 d D . . . . C18 C 0.1977(5) 0.5266(4) 0.4173(5) 0.065(2) Uani 1 1 d . . . . . H18A H 0.207679 0.540283 0.485979 0.098 Uiso 1 1 calc R U . . . H18B H 0.253381 0.494727 0.394731 0.098 Uiso 1 1 calc R U . . . H18C H 0.136444 0.496208 0.409945 0.098 Uiso 1 1 calc R U . . . C5 C 0.4527(6) 0.3256(5) 0.2251(7) 0.086(3) Uani 1 1 d D . . . . C3 C 0.5258(6) 0.3813(5) 0.0798(7) 0.085(3) Uani 1 1 d D . . . . H3 H 0.581566 0.394717 0.041903 0.103 Uiso 1 1 calc R U . . . C4 C 0.5379(7) 0.3444(5) 0.1712(7) 0.089(3) Uani 1 1 d D . . . . H4 H 0.601811 0.332529 0.195972 0.107 Uiso 1 1 calc R U . . . C13 C 0.5363(6) 0.5535(5) 0.2848(7) 0.092(3) Uani 1 1 d D . . . . H13 H 0.561437 0.527951 0.228779 0.110 Uiso 1 1 calc R U . . . C14 C 0.5903(6) 0.5531(5) 0.3727(7) 0.091(3) Uani 1 1 d D . . . . H14 H 0.652616 0.527551 0.377043 0.109 Uiso 1 1 calc R U . . . C20 C 0.1622(6) 0.5896(5) 0.2203(5) 0.089(3) Uani 1 1 d . . . . . H20A H 0.102519 0.556796 0.217684 0.134 Uiso 1 1 calc R U . . . H20B H 0.217794 0.559685 0.193579 0.134 Uiso 1 1 calc R U . . . H20C H 0.151781 0.637847 0.181929 0.134 Uiso 1 1 calc R U . . . C9 C 0.2551(6) 0.3233(5) -0.1363(5) 0.088(3) Uani 1 1 d . . . . . H9A H 0.223728 0.285181 -0.180559 0.133 Uiso 1 1 calc R U . . . H9B H 0.323141 0.306657 -0.122726 0.133 Uiso 1 1 calc R U . . . H9C H 0.255447 0.375909 -0.166639 0.133 Uiso 1 1 calc R U . . . C15 C 0.5499(5) 0.5915(5) 0.4537(7) 0.082(3) Uani 1 1 d 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 Br1 0.0583(5) 0.0738(5) 0.0526(5) -0.0102(4) -0.0063(4) -0.0080(4) Br4 0.0783(6) 0.0696(5) 0.0495(4) 0.0049(4) 0.0081(4) 0.0305(4) Br2 0.0440(5) 0.0854(6) 0.0728(5) 0.0027(4) -0.0050(4) -0.0179(4) Br3 0.0706(6) 0.0469(5) 0.0921(6) 0.0155(4) 0.0120(5) 0.0108(4) Mn1 0.0372(6) 0.0430(6) 0.0500(6) 0.0010(5) 0.0018(5) 0.0002(5) P1 0.0403(11) 0.0418(10) 0.0525(11) 0.0039(8) -0.0112(9) -0.0010(8) P2 0.0369(11) 0.0538(12) 0.0555(11) 0.0043(9) 0.0016(9) 0.0031(9) F1 0.072(4) 0.135(5) 0.111(4) 0.038(4) 0.014(3) -0.026(3) F3 0.108(4) 0.198(6) 0.064(3) -0.028(4) -0.006(3) 0.033(4) F4 0.076(4) 0.223(7) 0.118(4) 0.003(4) -0.033(3) 0.062(4) F2 0.131(5) 0.139(5) 0.144(5) 0.045(4) -0.072(4) -0.013(4) C7 0.050(5) 0.049(4) 0.061(4) 0.004(4) 0.005(4) -0.001(4) C17 0.048(4) 0.050(4) 0.051(4) 0.008(3) -0.011(3) -0.004(4) C1 0.038(4) 0.040(4) 0.071(5) -0.004(4) -0.007(4) 0.001(3) C11 0.039(4) 0.046(4) 0.056(5) 0.008(3) -0.001(4) -0.006(3) C6 0.058(6) 0.071(5) 0.078(6) 0.010(4) -0.015(5) -0.003(4) C16 0.042(5) 0.083(6) 0.059(5) 0.005(4) 0.005(4) 0.006(4) C10 0.039(5) 0.097(6) 0.094(6) 0.008(5) -0.005(4) 0.012(4) C2 0.049(6) 0.060(5) 0.098(7) 0.001(5) -0.003(5) -0.012(4) C8 0.078(6) 0.045(5) 0.106(6) 0.005(4) -0.019(5) -0.010(4) C19 0.035(5) 0.067(5) 0.127(7) -0.018(5) -0.010(4) 0.002(4) C12 0.060(6) 0.107(7) 0.060(5) 0.002(5) 0.006(5) 0.003(5) C18 0.063(5) 0.055(5) 0.078(5) 0.017(4) -0.011(4) -0.004(4) C5 0.094(8) 0.061(6) 0.103(7) 0.005(5) -0.051(6) 0.002(6) C3 0.051(6) 0.074(6) 0.132(9) -0.015(6) 0.004(6) -0.007(5) C4 0.058(6) 0.054(6) 0.156(10) -0.014(6) -0.029(7) 0.006(5) C13 0.070(7) 0.111(8) 0.095(8) -0.002(6) 0.039(6) 0.008(6) C14 0.052(6) 0.100(7) 0.122(8) 0.023(7) 0.010(6) 0.025(5) C20 0.103(7) 0.103(7) 0.062(5) -0.003(5) -0.024(5) -0.034(6) C9 0.063(6) 0.135(8) 0.067(5) -0.017(5) 0.014(4) -0.002(5) C15 0.047(5) 0.116(7) 0.083(6) 0.011(6) -0.002(5) 0.024(5) 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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 Br1 Mn1 Br2 110.97(4) . . ? Br4 Mn1 Br1 108.99(4) . . ? Br4 Mn1 Br2 108.53(4) . . ? Br3 Mn1 Br1 108.96(4) . . ? Br3 Mn1 Br4 110.29(4) . . ? Br3 Mn1 Br2 109.09(4) . . ? C19 P1 C17 106.3(3) . . ? C19 P1 C20 108.9(4) . . ? C18 P1 C17 111.4(3) . . ? C18 P1 C19 110.0(4) . . ? C18 P1 C20 108.6(4) . . ? C20 P1 C17 111.6(3) . . ? C10 P2 C7 108.4(3) . . ? C8 P2 C7 109.9(3) . . ? C8 P2 C10 109.5(4) . . ? C8 P2 C9 109.6(4) . . ? C9 P2 C7 110.9(4) . . ? C9 P2 C10 108.5(4) . . ? P2 C7 H7A 108.6 . . ? P2 C7 H7B 108.6 . . ? H7A C7 H7B 107.6 . . ? C1 C7 P2 114.7(5) . . ? C1 C7 H7A 108.6 . . ? C1 C7 H7B 108.6 . . ? P1 C17 H17A 107.9 . . ? P1 C17 H17B 107.9 . . ? H17A C17 H17B 107.2 . . ? C11 C17 P1 117.5(4) . . ? C11 C17 H17A 107.9 . . ? C11 C17 H17B 107.9 . . ? C6 C1 C7 121.3(6) . . ? C2 C1 C7 120.3(6) . . ? C2 C1 C6 118.4(7) . . ? C16 C11 C17 120.7(6) . . ? C16 C11 C12 117.1(6) . . ? C12 C11 C17 122.1(6) . . ? C1 C6 H6 120.6 . . ? C5 C6 C1 118.8(7) . . ? C5 C6 H6 120.6 . . ? C11 C16 H16 120.0 . . ? C11 C16 C15 120.0(7) . . ? C15 C16 H16 120.0 . . ? P2 C10 H10A 109.5 . . ? P2 C10 H10B 109.5 . . ? P2 C10 H10C 109.5 . . ? H10A C10 H10B 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? F1 C2 C1 119.0(6) . . ? F1 C2 C3 118.6(7) . . ? C3 C2 C1 122.5(8) . . ? P2 C8 H8A 109.5 . . ? P2 C8 H8B 109.5 . . ? P2 C8 H8C 109.5 . . ? H8A C8 H8B 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? P1 C19 H19A 109.5 . . ? P1 C19 H19B 109.5 . . ? P1 C19 H19C 109.5 . . ? H19A C19 H19B 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? F3 C12 C11 118.2(7) . . ? F3 C12 C13 118.9(7) . . ? C11 C12 C13 122.9(7) . . ? P1 C18 H18A 109.5 . . ? P1 C18 H18B 109.5 . . ? P1 C18 H18C 109.5 . . ? H18A C18 H18B 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? F2 C5 C6 117.5(8) . . ? F2 C5 C4 119.8(7) . . ? C4 C5 C6 122.7(8) . . ? C2 C3 H3 120.4 . . ? C4 C3 C2 119.1(8) . . ? C4 C3 H3 120.4 . . ? C5 C4 H4 120.8 . . ? C3 C4 C5 118.4(8) . . ? C3 C4 H4 120.8 . . ? C12 C13 H13 120.5 . . ? C14 C13 C12 119.1(8) . . ? C14 C13 H13 120.5 . . ? C13 C14 H14 120.8 . . ? C15 C14 C13 118.4(8) . . ? C15 C14 H14 120.8 . . ? P1 C20 H20A 109.5 . . ? P1 C20 H20B 109.5 . . ? P1 C20 H20C 109.5 . . ? H20A C20 H20B 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? P2 C9 H9A 109.5 . . ? P2 C9 H9B 109.5 . . ? P2 C9 H9C 109.5 . . ? H9A C9 H9B 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? F4 C15 C16 119.4(7) . . ? F4 C15 C14 118.1(7) . . ? C14 C15 C16 122.5(8) . . ? 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 Br1 Mn1 2.5054(12) . ? Br4 Mn1 2.5042(12) . ? Br2 Mn1 2.5333(12) . ? Br3 Mn1 2.4883(12) . ? P1 C17 1.815(6) . ? P1 C19 1.771(7) . ? P1 C18 1.766(6) . ? P1 C20 1.787(7) . ? P2 C7 1.799(6) . ? P2 C10 1.778(7) . ? P2 C8 1.772(7) . ? P2 C9 1.775(7) . ? F1 C2 1.334(8) . ? F3 C12 1.346(8) . ? F4 C15 1.337(9) . ? F2 C5 1.355(9) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C7 C1 1.516(8) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 C11 1.501(8) . ? C1 C6 1.389(6) . ? C1 C2 1.386(6) . ? C11 C16 1.382(6) . ? C11 C12 1.388(6) . ? C6 H6 0.9300 . ? C6 C5 1.385(6) . ? C16 H16 0.9300 . ? C16 C15 1.384(6) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C2 C3 1.386(6) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C12 C13 1.389(6) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C5 C4 1.384(6) . ? C3 H3 0.9300 . ? C3 C4 1.382(6) . ? C4 H4 0.9300 . ? C13 H13 0.9300 . ? C13 C14 1.379(6) . ? C14 H14 0.9300 . ? C14 C15 1.375(6) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? 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 P1 C17 C11 C16 -110.0(6) . . . . ? P1 C17 C11 C12 73.7(8) . . . . ? P2 C7 C1 C6 -95.9(7) . . . . ? P2 C7 C1 C2 84.8(7) . . . . ? F1 C2 C3 C4 179.2(7) . . . . ? F3 C12 C13 C14 178.9(8) . . . . ? F2 C5 C4 C3 178.7(7) . . . . ? C7 C1 C6 C5 -179.1(7) . . . . ? C7 C1 C2 F1 0.0(10) . . . . ? C7 C1 C2 C3 178.6(7) . . . . ? C17 C11 C16 C15 -176.6(7) . . . . ? C17 C11 C12 F3 -2.6(11) . . . . ? C17 C11 C12 C13 177.3(7) . . . . ? C1 C6 C5 F2 -178.9(7) . . . . ? C1 C6 C5 C4 0.3(12) . . . . ? C1 C2 C3 C4 0.6(12) . . . . ? C11 C16 C15 F4 179.6(7) . . . . ? C11 C16 C15 C14 -0.7(13) . . . . ? C11 C12 C13 C14 -1.0(14) . . . . ? C6 C1 C2 F1 -179.3(7) . . . . ? C6 C1 C2 C3 -0.7(11) . . . . ? C6 C5 C4 C3 -0.4(13) . . . . ? C16 C11 C12 F3 -179.0(7) . . . . ? C16 C11 C12 C13 0.9(12) . . . . ? C10 P2 C7 C1 173.1(5) . . . . ? C2 C1 C6 C5 0.3(11) . . . . ? C2 C3 C4 C5 0.0(12) . . . . ? C8 P2 C7 C1 53.4(6) . . . . ? C19 P1 C17 C11 156.2(5) . . . . ? C12 C11 C16 C15 -0.1(11) . . . . ? C12 C13 C14 C15 0.2(14) . . . . ? C18 P1 C17 C11 36.4(6) . . . . ? C13 C14 C15 F4 -179.7(8) . . . . ? C13 C14 C15 C16 0.6(14) . . . . ? C20 P1 C17 C11 -85.2(6) . . . . ? C9 P2 C7 C1 -67.9(6) . . . . ?