#------------------------------------------------------------------------------ #$Date: 2024-07-20 01:55:16 +0300 (Sat, 20 Jul 2024) $ #$Revision: 293477 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/71/66/7716668.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_7716668 loop_ _publ_author_name 'Caussin, Louis' 'Jouaiti, Abdelaziz' 'Chartrand, Daniel' 'Skene, W. G.' 'Ferlay, Sylvie' _publ_section_title ; Tuning the dimensionality in chiral and racemic organic/tin hybrids with halides. ; _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_paper_doi 10.1039/d4dt01645a _journal_year 2024 _chemical_absolute_configuration ad _chemical_formula_moiety 'Br6 Sn, 2(C9 H14 N)' _chemical_formula_sum 'C18 H28 Br6 N2 Sn' _chemical_formula_weight 870.57 _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 _atom_sites_solution_primary dual _audit_creation_date 2023-09-06 _audit_creation_method ; Olex2 1.5 (compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817) ; _audit_update_record ; 2024-05-29 deposited with the CCDC. 2024-07-02 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.5715(3) _cell_length_b 17.9623(7) _cell_length_c 20.2642(9) _cell_measurement_reflns_used 9933 _cell_measurement_temperature 150 _cell_measurement_theta_max 61.346 _cell_measurement_theta_min 4.687 _cell_volume 2756.0(2) _computing_cell_refinement ; SAINT (2020) V8.40B; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173. ; _computing_data_collection ; APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173. ; _computing_data_reduction ; SAINT (2020) V8.40B; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173. ; _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 150 _diffrn_detector 'CMOS Area detector' _diffrn_detector_area_resol_mean 10.42 _diffrn_detector_type 'Bruker CMOS Photon III ' _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.981 _diffrn_measurement_device 'k-geometry diffractometer' _diffrn_measurement_device_type 'Bruker Venture Metaljet' _diffrn_measurement_method '\w and \f scans' _diffrn_radiation_collimation 'Focusing mirrors' _diffrn_radiation_monochromator 'Helios MX Mirror Optics' _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Ga K\a' _diffrn_radiation_wavelength 1.34139 _diffrn_reflns_av_R_equivalents 0.0401 _diffrn_reflns_av_unetI/netI 0.0416 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.981 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_number 22042 _diffrn_reflns_point_group_measured_fraction_full 0.982 _diffrn_reflns_point_group_measured_fraction_max 0.955 _diffrn_reflns_theta_full 53.594 _diffrn_reflns_theta_max 62.330 _diffrn_reflns_theta_min 4.359 _diffrn_source 'Metal Jet' _diffrn_source_current 2.86 _diffrn_source_power 0.19937059999999998 _diffrn_source_target Ga _diffrn_source_type 'Gallium Liquid Metal Jet Source' _diffrn_source_voltage 69.71 _exptl_absorpt_coefficient_mu 11.843 _exptl_absorpt_correction_T_max 0.1578 _exptl_absorpt_correction_T_min 0.0473 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1584 before and 0.0821 after correction. The Ratio of minimum to maximum transmission is 0.2997. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear light colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 2.098 _exptl_crystal_description needle _exptl_crystal_F_000 1640 _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _refine_diff_density_max 0.866 _refine_diff_density_min -0.668 _refine_diff_density_rms 0.102 _refine_ls_abs_structure_details ; Refined as an inversion twin. ; _refine_ls_abs_structure_Flack 0.069(8) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 265 _refine_ls_number_reflns 6331 _refine_ls_number_restraints 30 _refine_ls_restrained_S_all 1.040 _refine_ls_R_factor_all 0.0317 _refine_ls_R_factor_gt 0.0274 _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^)+(0.0260P)^2^+0.4329P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0633 _refine_ls_wR_factor_ref 0.0652 _reflns_Friedel_coverage 0.724 _reflns_Friedel_fraction_full 0.961 _reflns_Friedel_fraction_max 0.922 _reflns_number_gt 5787 _reflns_number_total 6331 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4dt01645a2.cif _cod_data_source_block ceph031 _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 7716668 _shelx_shelxl_version_number 2019/1 _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 0.451 _shelx_estimated_absorpt_t_min 0.288 _olex2_refinement_description ; 1. Twinned data refinement Scales: 0.931(8) 0.069(8) 2. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups, All N(H,H,H) groups At 1.5 times of: All C(H,H,H) groups 3. Restrained distances H1Aa-N1A \\sim N1A-H1Ab \\sim N1A-H1Ac \\sim H1Ba-N1B \\sim N1B-H1Bb \\sim N1B-H1Bc with sigma of 0.02 H1Ac-H1Aa \\sim H1Aa-H1Ab \\sim H1Ac-H1Ab \\sim H1Bc-H1Ba \\sim H1Ba-H1Bb \\sim H1Bc-H1Bb with sigma of 0.02 4.a Ternary CH refined with riding coordinates: C3A(H3A), C3B(H3B) 4.b Secondary CH2 refined with riding coordinates: C2A(H2Aa,H2Ab), C2B(H2Ba,H2Bb) 4.c Aromatic/amide H refined with riding coordinates: C5A(H5A), C6A(H6A), C7A(H7A), C8A(H8A), C9A(H9A), C5B(H5B), C6B(H6B), C7B(H7B), C8B(H8B), C9B(H9B) 4.d Idealised Me refined as rotating group: C1A(H1Ad,H1Ae,H1Af), C1B(H1Bd,H1Be,H1Bf) ; _shelx_res_file ; TITL ceph031_a.res in P2(1)2(1)2(1) ceph031.res created by SHELXL-2019/1 at 16:41:07 on 06-Sep-2023 REM Old TITL ceph031 in P2(1)2(1)2(1) REM SHELXT solution in P2(1)2(1)2(1): R1 0.150, Rweak 0.019, Alpha 0.009 REM 1.403 for 27 systematic absences, Orientation as input REM Flack x = 0.231 ( 0.005 ) from 2100 Parsons' quotients REM Formula found by SHELXT: C18 N Br6 Sn CELL 1.34139 7.5715 17.9623 20.2642 90 90 90 ZERR 4 0.0003 0.0007 0.0009 0 0 0 LATT -1 SYMM 0.5-X,-Y,0.5+Z SYMM -X,0.5+Y,0.5-Z SYMM 0.5+X,0.5-Y,-Z SFAC C H Br N Sn DISP Br -0.9338 1.0006 7840.1 DISP C 0.0137 0.0067 57.1 DISP H -0 0 0.6481 DISP N 0.0241 0.0134 109.9 DISP Sn 0.1164 4.3256 33293.6 UNIT 72 112 24 8 4 EQIV $1 -0.5+X,0.5-Y,1-Z EQIV $2 0.5+X,0.5-Y,1-Z EQIV $3 1+X,+Y,+Z SADI H1Aa N1A N1A H1Ab N1A H1Ac H1Ba N1B N1B H1Bb N1B H1Bc SADI H1Ac H1Aa H1Aa H1Ab H1Ac H1Ab H1Bc H1Ba H1Ba H1Bb H1Bc H1Bb L.S. 14 PLAN 17 SIZE 0.08 0.08 0.14 TEMP -123.15 HTAB N1A Br4_$1 HTAB N1A Br1_$2 HTAB N1A Br1 HTAB N1A Br2 HTAB N1B Br1_$3 HTAB N1B Br5_$3 HTAB N1B Br3 HTAB N1B Br6 CONF htab BOND list 4 MORE -1 BOND $H fmap 2 acta TWIN -1 0 0 0 -1 0 0 0 -1 2 OMIT 0 1 1 REM REM REM WGHT 0.026000 0.432900 BASF 0.06941 FVAR 0.20190 SN1 5 0.474397 0.437200 0.495503 11.00000 0.02827 0.03427 = 0.03866 -0.00183 0.00051 -0.00026 BR1 3 0.214308 0.363558 0.550889 11.00000 0.03209 0.03758 = 0.06361 0.00874 0.00687 0.00021 BR2 3 0.703870 0.350264 0.553152 11.00000 0.03272 0.04309 = 0.04504 0.00538 0.00137 0.00486 BR3 3 0.496059 0.524796 0.596174 11.00000 0.03718 0.05810 = 0.04997 -0.02047 0.00305 0.00151 BR4 3 0.467357 0.344480 0.397498 11.00000 0.03836 0.06228 = 0.05932 -0.02555 -0.00655 0.00230 BR5 3 0.238647 0.522382 0.443130 11.00000 0.03566 0.04606 = 0.04950 0.00937 -0.00165 0.00335 BR6 3 0.727038 0.508311 0.437898 11.00000 0.03495 0.05058 = 0.04707 0.00451 0.00615 -0.00428 N1A 4 0.423473 0.200662 0.588544 11.00000 0.04704 0.04360 = 0.03256 -0.00092 -0.00007 0.00030 H1AA 2 0.309878 0.192488 0.580457 11.00000 -1.20000 H1AB 2 0.482693 0.173786 0.559038 11.00000 -1.20000 H1AC 2 0.438767 0.247054 0.572798 11.00000 -1.20000 C1A 1 0.590060 0.094277 0.739112 11.00000 0.06442 0.07633 = 0.05396 0.01467 -0.00738 0.01125 AFIX 137 H1AD 2 0.716979 0.098221 0.730295 11.00000 -1.50000 H1AE 2 0.562335 0.043717 0.754044 11.00000 -1.50000 H1AF 2 0.556900 0.130045 0.773465 11.00000 -1.50000 AFIX 0 C2A 1 0.487805 0.111074 0.676448 11.00000 0.04979 0.04265 = 0.03944 -0.00116 -0.00040 0.00792 AFIX 23 H2AA 2 0.360778 0.101222 0.684053 11.00000 -1.20000 H2AB 2 0.528617 0.077509 0.640824 11.00000 -1.20000 AFIX 0 C3A 1 0.511709 0.191974 0.654538 11.00000 0.03330 0.04651 = 0.03441 -0.00237 -0.00010 -0.00142 AFIX 13 H3A 2 0.640956 0.201132 0.648435 11.00000 -1.20000 AFIX 0 C4A 1 0.442606 0.249117 0.702067 11.00000 0.05833 0.03561 = 0.03331 -0.00025 0.00371 -0.00056 C5A 1 0.554620 0.302362 0.727219 11.00000 0.08137 0.06291 = 0.04432 -0.00331 0.00213 -0.02977 AFIX 43 H5A 2 0.675082 0.303262 0.714130 11.00000 -1.20000 AFIX 0 C6A 1 0.490891 0.355302 0.772185 11.00000 0.13962 0.05825 = 0.05867 -0.01559 0.00920 -0.03137 AFIX 43 H6A 2 0.568240 0.391885 0.789821 11.00000 -1.20000 AFIX 0 C7A 1 0.317529 0.354127 0.790532 11.00000 0.14453 0.05982 = 0.05087 -0.01251 0.01812 0.02119 AFIX 43 H7A 2 0.273736 0.391136 0.819754 11.00000 -1.20000 AFIX 0 C8A 1 0.206047 0.300176 0.767272 11.00000 0.09398 0.07687 = 0.05021 -0.00777 0.01905 0.02097 AFIX 43 H8A 2 0.086867 0.298236 0.781829 11.00000 -1.20000 AFIX 0 C9A 1 0.267177 0.249664 0.723372 11.00000 0.06274 0.05656 = 0.04071 -0.00496 0.00150 0.00428 AFIX 43 H9A 2 0.188099 0.213311 0.706448 11.00000 -1.20000 AFIX 0 N1B 4 0.962330 0.521273 0.581511 11.00000 0.04813 0.03956 = 0.04651 -0.00565 0.00552 0.00716 H1BA 2 0.962244 0.471988 0.588308 11.00000 -1.20000 H1BB 2 1.016063 0.526224 0.543025 11.00000 -1.20000 H1BC 2 0.849093 0.531098 0.573904 11.00000 -1.20000 C1B 1 0.927521 0.481522 0.723719 11.00000 0.08245 0.05943 = 0.05500 0.01326 0.00929 -0.00169 AFIX 137 H1BD 2 0.877064 0.479896 0.768231 11.00000 -1.50000 H1BE 2 1.050951 0.465193 0.725270 11.00000 -1.50000 H1BF 2 0.860264 0.448437 0.694612 11.00000 -1.50000 AFIX 0 C2B 1 0.918621 0.560997 0.697318 11.00000 0.04809 0.04967 = 0.04328 -0.00627 0.00358 0.00033 AFIX 23 H2BA 2 0.793708 0.573437 0.687997 11.00000 -1.20000 H2BB 2 0.960717 0.595403 0.732093 11.00000 -1.20000 AFIX 0 C3B 1 1.026205 0.574082 0.635312 11.00000 0.03608 0.04108 = 0.04734 -0.00658 -0.00411 0.00250 AFIX 13 H3B 2 1.152285 0.561906 0.645290 11.00000 -1.20000 AFIX 0 C4B 1 1.018305 0.653100 0.610395 11.00000 0.04187 0.03917 = 0.03977 -0.00544 -0.00003 0.00533 C5B 1 1.166532 0.697520 0.614742 11.00000 0.04522 0.05311 = 0.05257 0.00364 -0.00405 0.00263 AFIX 43 H5B 2 1.273051 0.677730 0.632238 11.00000 -1.20000 AFIX 0 C6B 1 1.160669 0.770632 0.593763 11.00000 0.05641 0.04701 = 0.06767 0.00723 0.00235 -0.00959 AFIX 43 H6B 2 1.262940 0.800952 0.597677 11.00000 -1.20000 AFIX 0 C7B 1 1.011344 0.799643 0.567729 11.00000 0.07436 0.04404 = 0.05744 0.00520 0.01012 0.00798 AFIX 43 H7B 2 1.009145 0.850172 0.553904 11.00000 -1.20000 AFIX 0 C8B 1 0.861478 0.755973 0.561127 11.00000 0.06418 0.04873 = 0.06337 -0.00085 -0.01042 0.01723 AFIX 43 H8B 2 0.757539 0.775982 0.541762 11.00000 -1.20000 AFIX 0 C9B 1 0.864464 0.682636 0.583075 11.00000 0.04438 0.04125 = 0.06739 -0.00791 -0.00853 0.00257 AFIX 43 H9B 2 0.761605 0.652625 0.579454 11.00000 -1.20000 AFIX 0 HKLF 4 REM ceph031_a.res in P2(1)2(1)2(1) REM wR2 = 0.0652, GooF = S = 1.042, Restrained GooF = 1.040 for all data REM R1 = 0.0274 for 5787 Fo > 4sig(Fo) and 0.0317 for all 6331 data REM 265 parameters refined using 30 restraints END WGHT 0.0259 0.4329 REM Instructions for potential hydrogen bonds HTAB N1A Br2_$1 HTAB N1A Br4_$1 HTAB N1A Br1_$2 HTAB N1A Br1 HTAB N1A Br2 HTAB C2A Br5_$2 HTAB C3A Br4_$2 HTAB N1B Br1_$3 HTAB N1B Br2 HTAB N1B Br5_$3 HTAB N1B Br3 HTAB N1B Br6 HTAB C2B Br3 HTAB C3B Br3_$3 REM Highest difference peak 0.866, deepest hole -0.668, 1-sigma level 0.102 Q1 1 0.2420 0.3793 0.5902 11.00000 0.05 0.87 Q2 1 0.4370 0.3232 0.4363 11.00000 0.05 0.72 Q3 1 0.4935 0.4372 0.4432 11.00000 0.05 0.63 Q4 1 0.5293 0.3978 0.4763 11.00000 0.05 0.46 Q5 1 0.4670 0.3407 0.3377 11.00000 0.05 0.45 Q6 1 0.4592 0.1239 0.6818 11.00000 0.05 0.43 Q7 1 0.5320 0.4240 0.5341 11.00000 0.05 0.40 Q8 1 0.4873 0.5241 0.5446 11.00000 0.05 0.40 Q9 1 0.7787 0.3436 0.4972 11.00000 0.05 0.40 Q10 1 0.2362 0.3466 0.4931 11.00000 0.05 0.39 Q11 1 0.5155 0.4034 0.5231 11.00000 0.05 0.39 Q12 1 0.6131 0.3591 0.5238 11.00000 0.05 0.38 Q13 1 0.6681 0.3424 0.5002 11.00000 0.05 0.38 Q14 1 0.4273 0.4971 0.4976 11.00000 0.05 0.38 Q15 1 0.2590 0.3856 0.5191 11.00000 0.05 0.37 Q16 1 0.4762 0.4288 0.5551 11.00000 0.05 0.37 Q17 1 0.2162 0.5247 0.5005 11.00000 0.05 0.36 ; _shelx_res_checksum 36299 _olex2_exptl_crystal_mounting_method 'mounted on a cryoloop with paratone' _olex2_submission_special_instructions 'No special instructions were received' 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 _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.47440(5) 0.43720(2) 0.49550(2) 0.03373(9) Uani 1 1 d . . . . . Br1 Br 0.21431(8) 0.36356(3) 0.55089(3) 0.04443(15) Uani 1 1 d . . . . . Br2 Br 0.70387(7) 0.35026(3) 0.55315(3) 0.04028(14) Uani 1 1 d . . . . . Br3 Br 0.49606(8) 0.52480(3) 0.59617(3) 0.04842(15) Uani 1 1 d . . . . . Br4 Br 0.46736(9) 0.34448(4) 0.39750(3) 0.05332(17) Uani 1 1 d . . . . . Br5 Br 0.23865(8) 0.52238(3) 0.44313(3) 0.04374(15) Uani 1 1 d . . . . . Br6 Br 0.72704(8) 0.50831(3) 0.43790(3) 0.04420(15) Uani 1 1 d . . . . . N1A N 0.4235(7) 0.2007(2) 0.5885(2) 0.0411(11) Uani 1 1 d D . . . . H1AA H 0.310(4) 0.192(3) 0.580(3) 0.049 Uiso 1 1 d D U . . . H1AB H 0.483(6) 0.174(2) 0.559(2) 0.049 Uiso 1 1 d D U . . . H1AC H 0.439(6) 0.2471(17) 0.573(2) 0.049 Uiso 1 1 d D U . . . C1A C 0.5901(10) 0.0943(4) 0.7391(3) 0.0649(19) Uani 1 1 d . . . . . H1AD H 0.716979 0.098221 0.730295 0.097 Uiso 1 1 calc R U . . . H1AE H 0.562335 0.043717 0.754044 0.097 Uiso 1 1 calc R U . . . H1AF H 0.556900 0.130045 0.773465 0.097 Uiso 1 1 calc R U . . . C2A C 0.4878(8) 0.1111(3) 0.6764(3) 0.0440(13) Uani 1 1 d . . . . . H2AA H 0.360778 0.101222 0.684053 0.053 Uiso 1 1 calc R U . . . H2AB H 0.528617 0.077509 0.640824 0.053 Uiso 1 1 calc R U . . . C3A C 0.5117(7) 0.1920(3) 0.6545(2) 0.0381(11) Uani 1 1 d . . . . . H3A H 0.640956 0.201132 0.648435 0.046 Uiso 1 1 calc R U . . . C4A C 0.4426(9) 0.2491(3) 0.7021(3) 0.0424(14) Uani 1 1 d . . . . . C5A C 0.5546(11) 0.3024(4) 0.7272(3) 0.0629(19) Uani 1 1 d . . . . . H5A H 0.675082 0.303262 0.714130 0.075 Uiso 1 1 calc R U . . . C6A C 0.4909(16) 0.3553(4) 0.7722(4) 0.086(3) Uani 1 1 d . . . . . H6A H 0.568240 0.391885 0.789821 0.103 Uiso 1 1 calc R U . . . C7A C 0.3175(16) 0.3541(4) 0.7905(4) 0.085(3) Uani 1 1 d . . . . . H7A H 0.273736 0.391136 0.819754 0.102 Uiso 1 1 calc R U . . . C8A C 0.2060(12) 0.3002(4) 0.7673(3) 0.074(2) Uani 1 1 d . . . . . H8A H 0.086867 0.298236 0.781829 0.088 Uiso 1 1 calc R U . . . C9A C 0.2672(10) 0.2497(3) 0.7234(3) 0.0533(16) Uani 1 1 d . . . . . H9A H 0.188099 0.213311 0.706448 0.064 Uiso 1 1 calc R U . . . N1B N 0.9623(7) 0.5213(2) 0.5815(2) 0.0447(11) Uani 1 1 d D . . . . H1BA H 0.962(7) 0.4720(17) 0.588(2) 0.054 Uiso 1 1 d D U . . . H1BB H 1.016(6) 0.526(3) 0.5430(19) 0.054 Uiso 1 1 d D U . . . H1BC H 0.849(4) 0.531(3) 0.574(3) 0.054 Uiso 1 1 d D U . . . C1B C 0.9275(11) 0.4815(4) 0.7237(3) 0.0656(19) Uani 1 1 d . . . . . H1BD H 0.877064 0.479896 0.768231 0.098 Uiso 1 1 calc R U . . . H1BE H 1.050951 0.465193 0.725270 0.098 Uiso 1 1 calc R U . . . H1BF H 0.860264 0.448437 0.694612 0.098 Uiso 1 1 calc R U . . . C2B C 0.9186(9) 0.5610(3) 0.6973(3) 0.0470(13) Uani 1 1 d . . . . . H2BA H 0.793708 0.573437 0.687997 0.056 Uiso 1 1 calc R U . . . H2BB H 0.960717 0.595403 0.732093 0.056 Uiso 1 1 calc R U . . . C3B C 1.0262(8) 0.5741(3) 0.6353(3) 0.0415(12) Uani 1 1 d . . . . . H3B H 1.152285 0.561906 0.645290 0.050 Uiso 1 1 calc R U . . . C4B C 1.0183(8) 0.6531(3) 0.6104(3) 0.0403(12) Uani 1 1 d . . . . . C5B C 1.1665(9) 0.6975(3) 0.6147(3) 0.0503(15) Uani 1 1 d . . . . . H5B H 1.273051 0.677730 0.632238 0.060 Uiso 1 1 calc R U . . . C6B C 1.1607(10) 0.7706(3) 0.5938(3) 0.0570(16) Uani 1 1 d . . . . . H6B H 1.262940 0.800952 0.597677 0.068 Uiso 1 1 calc R U . . . C7B C 1.0113(10) 0.7996(3) 0.5677(3) 0.0586(17) Uani 1 1 d . . . . . H7B H 1.009145 0.850172 0.553904 0.070 Uiso 1 1 calc R U . . . C8B C 0.8615(10) 0.7560(3) 0.5611(3) 0.0588(18) Uani 1 1 d . . . . . H8B H 0.757539 0.775982 0.541762 0.071 Uiso 1 1 calc R U . . . C9B C 0.8645(9) 0.6826(3) 0.5831(3) 0.0510(15) Uani 1 1 d . . . . . H9B H 0.761605 0.652625 0.579454 0.061 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 Sn1 0.02827(15) 0.03427(14) 0.03866(18) -0.00183(13) 0.00051(14) -0.00026(13) Br1 0.0321(3) 0.0376(3) 0.0636(4) 0.0087(3) 0.0069(3) 0.0002(2) Br2 0.0327(3) 0.0431(3) 0.0450(3) 0.0054(3) 0.0014(3) 0.0049(2) Br3 0.0372(3) 0.0581(3) 0.0500(3) -0.0205(3) 0.0030(3) 0.0015(3) Br4 0.0384(3) 0.0623(3) 0.0593(4) -0.0256(3) -0.0066(3) 0.0023(3) Br5 0.0357(3) 0.0461(3) 0.0495(4) 0.0094(3) -0.0016(3) 0.0033(2) Br6 0.0350(3) 0.0506(3) 0.0471(3) 0.0045(3) 0.0061(3) -0.0043(2) N1A 0.047(3) 0.044(2) 0.033(2) -0.0009(19) 0.000(2) 0.000(2) C1A 0.064(4) 0.076(4) 0.054(4) 0.015(3) -0.007(4) 0.011(4) C2A 0.050(4) 0.043(2) 0.039(3) -0.001(2) 0.000(3) 0.008(3) C3A 0.033(3) 0.047(2) 0.034(3) -0.002(2) 0.000(2) -0.001(2) C4A 0.058(4) 0.036(2) 0.033(3) 0.000(2) 0.004(3) -0.001(2) C5A 0.081(5) 0.063(4) 0.044(3) -0.003(3) 0.002(4) -0.030(4) C6A 0.140(9) 0.058(4) 0.059(4) -0.016(3) 0.009(6) -0.031(5) C7A 0.145(9) 0.060(4) 0.051(4) -0.013(4) 0.018(5) 0.021(5) C8A 0.094(6) 0.077(5) 0.050(4) -0.008(4) 0.019(4) 0.021(5) C9A 0.063(4) 0.057(4) 0.041(3) -0.005(3) 0.001(3) 0.004(3) N1B 0.048(3) 0.040(2) 0.047(3) -0.006(2) 0.006(2) 0.007(2) C1B 0.082(5) 0.059(4) 0.055(4) 0.013(3) 0.009(4) -0.002(4) C2B 0.048(3) 0.050(3) 0.043(3) -0.006(3) 0.004(3) 0.000(3) C3B 0.036(3) 0.041(2) 0.047(3) -0.007(2) -0.004(3) 0.003(2) C4B 0.042(3) 0.039(2) 0.040(3) -0.005(2) 0.000(3) 0.005(2) C5B 0.045(3) 0.053(3) 0.053(4) 0.004(3) -0.004(3) 0.003(3) C6B 0.056(4) 0.047(3) 0.068(4) 0.007(3) 0.002(4) -0.010(3) C7B 0.074(5) 0.044(3) 0.057(4) 0.005(3) 0.010(4) 0.008(3) C8B 0.064(5) 0.049(3) 0.063(4) -0.001(3) -0.010(4) 0.017(3) C9B 0.044(3) 0.041(3) 0.067(4) -0.008(3) -0.009(3) 0.003(3) 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' Br Br -0.9338 1.0006 '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' Sn Sn 0.1164 4.3256 '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 Br2 Sn1 Br1 90.37(2) . . ? Br3 Sn1 Br1 90.97(2) . . ? Br3 Sn1 Br2 88.21(2) . . ? Br3 Sn1 Br4 176.60(3) . . ? Br4 Sn1 Br1 89.33(2) . . ? Br4 Sn1 Br2 88.41(2) . . ? Br5 Sn1 Br1 87.46(2) . . ? Br5 Sn1 Br2 177.42(2) . . ? Br5 Sn1 Br3 90.43(2) . . ? Br5 Sn1 Br4 92.96(2) . . ? Br6 Sn1 Br1 178.40(3) . . ? Br6 Sn1 Br2 90.30(2) . . ? Br6 Sn1 Br3 90.50(2) . . ? Br6 Sn1 Br4 89.24(2) . . ? Br6 Sn1 Br5 91.91(2) . . ? H1AA N1A H1AB 106(3) . . ? H1AA N1A H1AC 102(3) . . ? H1AB N1A H1AC 101(3) . . ? C3A N1A H1AA 125(4) . . ? C3A N1A H1AB 109(4) . . ? C3A N1A H1AC 111(3) . . ? H1AD C1A H1AE 109.5 . . ? H1AD C1A H1AF 109.5 . . ? H1AE C1A H1AF 109.5 . . ? C2A C1A H1AD 109.5 . . ? C2A C1A H1AE 109.5 . . ? C2A C1A H1AF 109.5 . . ? C1A C2A H2AA 109.3 . . ? C1A C2A H2AB 109.3 . . ? C1A C2A C3A 111.8(5) . . ? H2AA C2A H2AB 107.9 . . ? C3A C2A H2AA 109.3 . . ? C3A C2A H2AB 109.3 . . ? N1A C3A C2A 107.7(4) . . ? N1A C3A H3A 107.9 . . ? C2A C3A H3A 107.9 . . ? C4A C3A N1A 110.2(4) . . ? C4A C3A C2A 114.9(4) . . ? C4A C3A H3A 107.9 . . ? C5A C4A C3A 119.9(6) . . ? C5A C4A C9A 117.8(6) . . ? C9A C4A C3A 122.3(5) . . ? C4A C5A H5A 120.0 . . ? C4A C5A C6A 120.0(8) . . ? C6A C5A H5A 120.0 . . ? C5A C6A H6A 120.1 . . ? C7A C6A C5A 119.8(8) . . ? C7A C6A H6A 120.1 . . ? C6A C7A H7A 119.7 . . ? C6A C7A C8A 120.7(7) . . ? C8A C7A H7A 119.7 . . ? C7A C8A H8A 120.3 . . ? C9A C8A C7A 119.4(8) . . ? C9A C8A H8A 120.3 . . ? C4A C9A H9A 118.9 . . ? C8A C9A C4A 122.2(7) . . ? C8A C9A H9A 118.9 . . ? H1BA N1B H1BB 104(3) . . ? H1BA N1B H1BC 103(3) . . ? H1BB N1B H1BC 106(3) . . ? C3B N1B H1BA 120(4) . . ? C3B N1B H1BB 115(4) . . ? C3B N1B H1BC 108(4) . . ? H1BD C1B H1BE 109.5 . . ? H1BD C1B H1BF 109.5 . . ? H1BE C1B H1BF 109.5 . . ? C2B C1B H1BD 109.5 . . ? C2B C1B H1BE 109.5 . . ? C2B C1B H1BF 109.5 . . ? C1B C2B H2BA 108.7 . . ? C1B C2B H2BB 108.7 . . ? H2BA C2B H2BB 107.6 . . ? C3B C2B C1B 114.3(5) . . ? C3B C2B H2BA 108.7 . . ? C3B C2B H2BB 108.7 . . ? N1B C3B H3B 108.1 . . ? C2B C3B N1B 109.0(5) . . ? C2B C3B H3B 108.1 . . ? C4B C3B N1B 109.5(4) . . ? C4B C3B C2B 113.7(4) . . ? C4B C3B H3B 108.1 . . ? C5B C4B C3B 119.4(5) . . ? C5B C4B C9B 119.0(5) . . ? C9B C4B C3B 121.6(5) . . ? C4B C5B H5B 119.9 . . ? C4B C5B C6B 120.3(6) . . ? C6B C5B H5B 119.9 . . ? C5B C6B H6B 119.6 . . ? C7B C6B C5B 120.9(6) . . ? C7B C6B H6B 119.6 . . ? C6B C7B H7B 119.9 . . ? C6B C7B C8B 120.3(6) . . ? C8B C7B H7B 119.9 . . ? C7B C8B H8B 120.3 . . ? C7B C8B C9B 119.5(6) . . ? C9B C8B H8B 120.3 . . ? C4B C9B H9B 120.0 . . ? C8B C9B C4B 120.1(6) . . ? C8B C9B H9B 120.0 . . ? 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 Sn1 Br1 2.6244(6) . ? Sn1 Br2 2.6119(6) . ? Sn1 Br3 2.5815(6) . ? Sn1 Br4 2.5924(7) . ? Sn1 Br5 2.5795(6) . ? Sn1 Br6 2.5794(6) . ? N1A H1AA 0.89(3) . ? N1A H1AB 0.89(3) . ? N1A H1AC 0.90(3) . ? N1A C3A 1.503(7) . ? C1A H1AD 0.9800 . ? C1A H1AE 0.9800 . ? C1A H1AF 0.9800 . ? C1A C2A 1.518(8) . ? C2A H2AA 0.9900 . ? C2A H2AB 0.9900 . ? C2A C3A 1.530(7) . ? C3A H3A 1.0000 . ? C3A C4A 1.502(7) . ? C4A C5A 1.376(8) . ? C4A C9A 1.397(9) . ? C5A H5A 0.9500 . ? C5A C6A 1.403(11) . ? C6A H6A 0.9500 . ? C6A C7A 1.364(14) . ? C7A H7A 0.9500 . ? C7A C8A 1.369(13) . ? C8A H8A 0.9500 . ? C8A C9A 1.352(9) . ? C9A H9A 0.9500 . ? N1B H1BA 0.90(3) . ? N1B H1BB 0.88(3) . ? N1B H1BC 0.89(3) . ? N1B C3B 1.524(7) . ? C1B H1BD 0.9800 . ? C1B H1BE 0.9800 . ? C1B H1BF 0.9800 . ? C1B C2B 1.526(8) . ? C2B H2BA 0.9900 . ? C2B H2BB 0.9900 . ? C2B C3B 1.516(8) . ? C3B H3B 1.0000 . ? C3B C4B 1.508(7) . ? C4B C5B 1.380(8) . ? C4B C9B 1.395(8) . ? C5B H5B 0.9500 . ? C5B C6B 1.381(8) . ? C6B H6B 0.9500 . ? C6B C7B 1.352(10) . ? C7B H7B 0.9500 . ? C7B C8B 1.386(10) . ? C8B H8B 0.9500 . ? C8B C9B 1.391(8) . ? C9B H9B 0.9500 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag N1A H1AA Br4 0.89(3) 2.71(3) 3.559(5) 159(5) 4_456 yes N1A H1AB Br1 0.89(3) 2.91(3) 3.763(5) 160(4) 4_556 yes N1A H1AC Br1 0.90(3) 2.73(4) 3.413(5) 133(4) . yes N1A H1AC Br2 0.90(3) 2.76(4) 3.499(5) 140(4) . yes N1B H1BA Br1 0.90(3) 2.83(4) 3.471(5) 130(4) 1_655 yes N1B H1BB Br5 0.88(3) 2.63(3) 3.499(5) 166(4) 1_655 yes N1B H1BC Br3 0.89(3) 2.71(3) 3.543(5) 156(4) . yes N1B H1BC Br6 0.89(3) 2.94(5) 3.420(5) 116(4) . yes 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 N1A C3A C4A C5A -116.2(6) . . . . ? N1A C3A C4A C9A 65.2(7) . . . . ? C1A C2A C3A N1A 173.6(5) . . . . ? C1A C2A C3A C4A -63.2(7) . . . . ? C2A C3A C4A C5A 121.9(6) . . . . ? C2A C3A C4A C9A -56.7(7) . . . . ? C3A C4A C5A C6A -179.3(6) . . . . ? C3A C4A C9A C8A 178.5(6) . . . . ? C4A C5A C6A C7A -0.4(12) . . . . ? C5A C4A C9A C8A -0.1(10) . . . . ? C5A C6A C7A C8A 2.3(13) . . . . ? C6A C7A C8A C9A -3.0(12) . . . . ? C7A C8A C9A C4A 1.9(11) . . . . ? C9A C4A C5A C6A -0.7(10) . . . . ? N1B C3B C4B C5B -127.5(6) . . . . ? N1B C3B C4B C9B 52.6(7) . . . . ? C1B C2B C3B N1B 58.4(7) . . . . ? C1B C2B C3B C4B -179.1(6) . . . . ? C2B C3B C4B C5B 110.3(6) . . . . ? C2B C3B C4B C9B -69.6(7) . . . . ? C3B C4B C5B C6B -178.3(6) . . . . ? C3B C4B C9B C8B 179.4(5) . . . . ? C4B C5B C6B C7B -1.1(10) . . . . ? C5B C4B C9B C8B -0.5(9) . . . . ? C5B C6B C7B C8B -0.6(11) . . . . ? C6B C7B C8B C9B 1.7(11) . . . . ? C7B C8B C9B C4B -1.1(10) . . . . ? C9B C4B C5B C6B 1.6(9) . . . . ? loop_ _twin_individual_id _twin_individual_mass_fraction_refined 1 0.931(8) 2 0.069(8)