#------------------------------------------------------------------------------ #$Date: 2024-09-06 02:56:54 +0300 (Fri, 06 Sep 2024) $ #$Revision: 294490 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/20/1572077.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_1572077 loop_ _publ_author_name 'Wieprecht, Nele' 'Krummenacher, Ivo' 'Wüst, Leonie' 'Michel, Maximilian' 'Fuchs, Sonja' 'Nees, Samuel' 'Härterich, Marcel' 'Braunschweig, Holger' _publ_section_title ; The forgotten borole: synthesis, properties and reactivity of a 1-boraindene. ; _journal_issue 31 _journal_name_full 'Chemical science' _journal_page_first 12496 _journal_page_last 12501 _journal_paper_doi 10.1039/d4sc03817g _journal_volume 15 _journal_year 2024 _chemical_formula_moiety 'C33 H29 B N2, 0.5(C6 H6)' _chemical_formula_sum 'C36 H32 B N2' _chemical_formula_weight 503.44 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary difmap _audit_creation_method 'CIF-fill 1.2y (K.Radacki, 2005-22)' _audit_update_record ; 2024-06-05 deposited with the CCDC. 2024-07-02 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 104.7630(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.93990(10) _cell_length_b 13.5758(2) _cell_length_c 19.8961(2) _cell_measurement_reflns_used 25490 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 74.6800 _cell_measurement_theta_min 3.2460 _cell_volume 2857.38(6) _computing_cell_refinement 'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)' _computing_data_collection 'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)' _computing_data_reduction 'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)' _computing_molecular_graphics 'ShelXLe (Huebschle et all, 2011)' _computing_publication_material 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT (Sheldrick, 2014)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 100.01(10) _diffrn_detector HPA _diffrn_detector_area_resol_mean 10.0 _diffrn_detector_type 'HyPix Arc150' _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.995 _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 105.00 135.00 0.50 0.20 -- 85.25 47.00-109.15 60 2 \w 107.00 133.00 0.50 0.20 -- 85.25 51.00-179.72 52 3 \w 90.00 117.00 0.50 0.20 -- 85.25 25.00-165.20 54 4 \w 67.00 93.00 0.50 0.20 -- 54.00 52.00-103.71 52 5 \w 99.00 124.00 0.50 0.20 -- 85.25 47.00 -66.51 50 6 \w 99.00 125.00 0.50 0.20 -- 85.25 54.00 52.92 52 7 \w 98.00 136.00 0.50 0.20 -- 85.25 41.00 138.38 76 8 \w -123.00 -98.00 0.50 0.20 -- -79.50 -66.00-161.54 50 9 \w -123.00 -93.00 0.50 0.20 -- -79.50 -48.00-149.03 60 10 \w -102.00 -76.00 0.50 0.20 -- -54.00 -52.00-115.09 52 11 \w -88.00 -60.00 0.50 0.20 -- -46.00 -49.00 -97.59 56 12 \w -122.00 -96.00 0.50 0.20 -- -79.50 -53.00 53.65 52 13 \w -116.00 -83.00 0.50 0.20 -- -70.00 -56.00 81.89 66 14 \w -94.00 -61.00 0.50 0.20 -- -76.37 111.00 -31.00 66 15 \w -80.00 -15.00 0.50 0.20 -- -60.19 111.00 -31.00 130 16 \w -80.00 -55.00 0.50 0.20 -- -69.72 111.00 -31.00 50 17 \w 43.00 98.00 0.50 0.20 -- 85.25-135.00 17.98 110 18 \w 45.00 71.00 0.50 0.20 -- 85.25-131.00 63.41 52 19 \w 39.00 64.00 0.50 0.20 -- 85.25-118.00 84.09 50 20 \w 38.00 90.00 0.50 0.20 -- 85.25-121.00 113.75 104 21 \w 46.00 71.00 0.50 0.20 -- 85.25-111.00 18.21 50 22 \w 46.00 97.00 0.50 0.20 -- 85.25-116.00 -60.17 102 23 \w 42.00 67.00 0.50 0.20 -- 82.31-111.00-124.00 50 24 \w 39.00 102.00 0.50 0.20 -- 85.25-129.00-150.73 126 25 \w 40.00 92.00 0.50 0.20 -- 85.25-104.00-119.63 104 26 \w 39.00 65.00 0.50 0.20 -- 85.25-107.00-148.37 52 27 \w 48.00 74.00 0.50 0.20 -- 71.50-111.00-124.00 52 28 \w 11.00 57.00 0.50 0.20 -- 58.91-111.00-124.00 92 29 \w 39.00 64.00 0.50 0.20 -- 85.25-108.00 -44.41 50 30 \w 41.00 94.00 0.50 0.20 -- 85.25-100.00 -75.37 106 31 \w 41.00 90.00 0.50 0.20 -- 82.31 -95.00-150.00 98 32 \w 58.00 93.00 0.50 0.20 -- 85.25 -98.00 -65.66 70 33 \w 55.00 93.00 0.50 0.20 -- 85.25 -97.00 -49.79 76 34 \w 55.00 89.00 0.50 0.20 -- 82.31 -95.00-120.00 68 35 \w 58.00 93.00 0.50 0.20 -- 85.25 -95.00-114.67 70 36 \w 45.00 77.00 0.50 0.20 -- 71.50 -95.00 -60.00 64 37 \w 16.00 41.00 0.50 0.20 -- 58.91 -95.00 -30.00 50 38 \w 62.00 88.00 0.50 0.20 -- 85.25 -90.00 -20.00 52 39 \w 41.00 66.00 0.50 0.20 -- 85.25-101.00 142.88 50 40 \w 41.00 67.00 0.50 0.20 -- 85.25-102.00 67.09 52 41 \w 41.00 75.00 0.50 0.20 -- 82.31 -95.00 30.00 68 42 \w 44.00 69.00 0.50 0.20 -- 85.25 -90.00-141.82 50 43 \w 98.00 127.00 0.50 0.20 -- 85.25 135.00 59.42 58 44 \w 99.00 124.00 0.50 0.20 -- 85.25 126.00 154.67 50 45 \w 102.00 129.00 0.50 0.20 -- 85.25 131.00 126.55 54 46 \w 92.00 117.00 0.50 0.20 -- 85.25 134.00 47.92 50 47 \w 102.00 133.00 0.50 0.20 -- 85.25 117.00 -34.93 62 48 \w -121.00 -95.00 0.50 0.20 -- -79.50-123.00 136.74 52 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Rigaku XtaLAB Synergy-R' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator 'multi-layer mirror' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0208 _diffrn_reflns_av_unetI/netI 0.0163 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.995 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 37252 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.995 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 75.158 _diffrn_reflns_theta_min 3.985 _diffrn_source 'rotating-anode X-ray tube' _diffrn_source_type 'PhotonJet R X-ray Source' _exptl_absorpt_coefficient_mu 0.510 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.78176 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.170 _exptl_crystal_description block _exptl_crystal_F_000 1068 _exptl_crystal_size_max 0.278 _exptl_crystal_size_mid 0.164 _exptl_crystal_size_min 0.138 _refine_diff_density_max 0.251 _refine_diff_density_min -0.334 _refine_diff_density_rms 0.039 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 356 _refine_ls_number_reflns 5864 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.024 _refine_ls_R_factor_all 0.0485 _refine_ls_R_factor_gt 0.0449 _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^)+(0.0552P)^2^+1.1470P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1147 _refine_ls_wR_factor_ref 0.1175 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5331 _reflns_number_total 5864 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc03817g2.cif _cod_data_source_block 1-DMAP _cod_depositor_comments 'Adding full bibliography for 1572071--1572079.cif.' _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 1572077 _shelx_shelxl_version_number 2018/3 _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_min 0.870 _shelx_estimated_absorpt_t_max 0.932 _shelx_res_file ; TITL MaMi054_NeWi_a.res in P2(1)/n MaMi054_NeWi_a.res created by SHELXL-2018/3 at 14:13:20 on 11-Mar-2022 REM Old TITL MaMi054_NeWi in P2(1)/n REM SHELXT solution in P2(1)/n: R1 0.144, Rweak 0.014, Alpha 0.029 REM 0.869 for 258 systematic absences, Orientation as input REM Formula found by SHELXT: C36 B N2 CELL 1.54184 10.9399 13.5758 19.8961 90.000 104.763 90.000 ZERR 4.000 0.0001 0.0002 0.0002 0.000 0.001 0.000 LATT 1 SYMM 1/2-X, 1/2+Y, 1/2-Z SFAC C H B N UNIT 144 128 4 8 TEMP -173 SIZE 0.14 0.16 0.28 L.S. 10 BOND $H LIST 4 ACTA CONF FMAP 2 PLAN 20 WGHT 0.055200 1.147000 FVAR 0.38165 0.48582 N001 4 0.289956 0.190722 0.356586 11.00000 0.02296 0.02412 = 0.02857 0.00333 0.00518 0.00063 N002 4 0.681687 0.158480 0.414253 11.00000 0.02357 0.05091 = 0.04050 0.00530 0.00866 0.00185 C003 1 0.072002 0.103125 0.309155 11.00000 0.01999 0.02368 = 0.03529 0.00198 0.00487 0.00189 C004 1 0.043749 0.368909 0.336011 11.00000 0.02458 0.02293 = 0.02566 0.00138 0.00292 -0.00253 C005 1 0.085896 0.318224 0.223367 11.00000 0.02609 0.02052 = 0.02738 -0.00032 0.00457 0.00013 C006 1 0.112480 0.238613 0.416635 11.00000 0.02235 0.02515 = 0.02892 0.00217 0.00437 -0.00214 C007 1 0.090019 0.303302 0.297767 11.00000 0.01912 0.02384 = 0.02773 0.00099 0.00253 -0.00295 C008 1 0.058371 0.333269 0.408077 11.00000 0.02906 0.02397 = 0.02689 0.00152 0.00449 -0.00298 C009 1 0.196910 0.331094 0.201725 11.00000 0.02737 0.02643 = 0.03102 -0.00125 0.00621 -0.00141 AFIX 43 H009 2 0.275760 0.333527 0.235564 11.00000 -1.20000 AFIX 0 C00A 1 0.554785 0.169442 0.394871 11.00000 0.02590 0.04292 = 0.02394 0.00645 0.00873 0.00315 C00B 1 0.366822 0.268621 0.376663 11.00000 0.02710 0.02604 = 0.03441 0.00455 0.00281 -0.00104 AFIX 43 H00B 2 0.329549 0.331548 0.378036 11.00000 -1.20000 AFIX 0 C00C 1 0.345781 0.102309 0.356196 11.00000 0.02851 0.02732 = 0.03647 -0.00029 0.00791 0.00217 AFIX 43 H00C 2 0.293267 0.046331 0.342404 11.00000 -1.20000 AFIX 0 C00D 1 -0.012447 0.467556 0.314428 11.00000 0.03122 0.02265 = 0.02250 0.00042 0.00437 0.00010 C00E 1 0.063332 0.547274 0.307563 11.00000 0.03370 0.02814 = 0.03725 0.00415 0.01423 0.00028 AFIX 43 H00E 2 0.151863 0.538216 0.314880 11.00000 -1.20000 AFIX 0 C00F 1 0.138659 0.196850 0.482515 11.00000 0.02887 0.02823 = 0.03177 0.00605 0.00554 0.00130 AFIX 43 H00F 2 0.175534 0.133122 0.489830 11.00000 -1.20000 AFIX 0 C00G 1 0.070437 0.077152 0.240616 11.00000 0.03244 0.02603 = 0.03708 0.00051 0.00830 -0.00151 AFIX 43 H00G 2 0.104203 0.122041 0.213419 11.00000 -1.20000 AFIX 0 C00H 1 -0.028081 0.313521 0.172055 11.00000 0.02767 0.03628 = 0.03332 0.00091 0.00314 -0.00098 AFIX 43 H00H 2 -0.105109 0.305059 0.185119 11.00000 -1.20000 AFIX 0 C00I 1 0.495821 0.261749 0.395180 11.00000 0.02675 0.03419 = 0.03201 0.00673 0.00213 -0.00557 AFIX 43 H00I 2 0.545746 0.319228 0.408264 11.00000 -1.20000 AFIX 0 C00J 1 0.473680 0.088765 0.374534 11.00000 0.02923 0.03482 = 0.03807 0.00044 0.00869 0.00635 AFIX 43 H00J 2 0.507793 0.024592 0.373518 11.00000 -1.20000 AFIX 0 C00K 1 0.019872 0.034522 0.346079 11.00000 0.02897 0.02844 = 0.03918 0.00230 0.00993 -0.00108 AFIX 43 H00K 2 0.018058 0.049232 0.392496 11.00000 -1.20000 AFIX 0 C00L 1 -0.028554 -0.078232 0.249746 11.00000 0.02819 0.02386 = 0.04927 -0.00205 0.00493 -0.00139 AFIX 43 H00L 2 -0.061721 -0.139365 0.229968 11.00000 -1.20000 AFIX 0 C00M 1 -0.117908 0.654343 0.278595 11.00000 0.04244 0.02377 = 0.03249 0.00519 0.00606 0.00442 AFIX 43 H00M 2 -0.153658 0.717633 0.266265 11.00000 -1.20000 AFIX 0 C00N 1 0.194411 0.340373 0.132015 11.00000 0.04139 0.03312 = 0.03480 -0.00263 0.01662 -0.00204 AFIX 43 H00N 2 0.270857 0.350339 0.118611 11.00000 -1.20000 AFIX 0 C00O 1 0.021339 -0.011742 0.211149 11.00000 0.03505 0.02778 = 0.03837 -0.00283 0.00613 0.00082 AFIX 43 H00O 2 0.021988 -0.026885 0.164624 11.00000 -1.20000 AFIX 0 C00P 1 0.010916 0.640277 0.290079 11.00000 0.04346 0.02538 = 0.04257 0.00593 0.01673 -0.00267 AFIX 43 H00P 2 0.063919 0.694208 0.286038 11.00000 -1.20000 AFIX 0 C00Q 1 -0.141685 0.483361 0.303336 11.00000 0.02993 0.02600 = 0.04908 0.00558 -0.00125 -0.00321 AFIX 43 H00Q 2 -0.194900 0.430001 0.308276 11.00000 -1.20000 AFIX 0 C00R 1 0.111438 0.247397 0.538175 11.00000 0.04299 0.03593 = 0.02661 0.00671 0.00644 -0.00110 AFIX 43 H00R 2 0.130919 0.218156 0.583029 11.00000 -1.20000 AFIX 0 C00S 1 0.028679 0.383480 0.462512 11.00000 0.04942 0.02516 = 0.02981 0.00084 0.00828 0.00282 AFIX 43 H00S 2 -0.009842 0.446628 0.455158 11.00000 -1.20000 AFIX 0 C00T 1 -0.029834 -0.055283 0.316905 11.00000 0.03175 0.03065 = 0.05141 0.00533 0.01246 -0.00526 AFIX 43 H00T 2 -0.064505 -0.100455 0.343512 11.00000 -1.20000 AFIX 0 C00U 1 0.080931 0.335145 0.082042 11.00000 0.05697 0.04058 = 0.02448 -0.00090 0.01022 0.00015 AFIX 43 H00U 2 0.079033 0.341159 0.034215 11.00000 -1.20000 AFIX 0 C00V 1 0.056128 0.340033 0.528305 11.00000 0.05583 0.03286 = 0.02775 -0.00121 0.01130 0.00093 AFIX 43 H00V 2 0.036985 0.373805 0.566184 11.00000 -1.20000 AFIX 0 C00W 1 -0.194389 0.575799 0.285155 11.00000 0.03028 0.03032 = 0.04967 0.00622 -0.00153 0.00225 AFIX 43 H00W 2 -0.283011 0.584989 0.277237 11.00000 -1.20000 AFIX 0 C00X 1 -0.030059 0.321087 0.102050 11.00000 0.03936 0.04529 = 0.02913 -0.00251 -0.00347 0.00058 AFIX 43 H00X 2 -0.108153 0.316571 0.067736 11.00000 -1.20000 AFIX 0 B00Y 3 0.138806 0.203981 0.343639 11.00000 0.02100 0.02443 = 0.02987 0.00333 0.00566 0.00066 C00Z 1 0.764102 0.243088 0.432379 11.00000 0.02571 0.06470 = 0.07127 0.01774 0.00413 -0.00586 AFIX 137 H00A 2 0.744166 0.291095 0.394361 11.00000 -1.50000 H00D 2 0.852295 0.222013 0.440212 11.00000 -1.50000 H00Y 2 0.751624 0.273419 0.474833 11.00000 -1.50000 AFIX 0 C010 1 0.737519 0.060607 0.417761 11.00000 0.02866 0.06257 = 0.07421 0.00288 0.01164 0.01368 AFIX 137 H01A 2 0.721628 0.032958 0.370826 11.00000 -1.50000 H01B 2 0.699631 0.017866 0.446655 11.00000 -1.50000 H01C 2 0.828862 0.065148 0.438162 11.00000 -1.50000 AFIX 9 RESI BENZ 1 PART -1 10.5 C1 1 -0.048280 0.071806 0.029335 10.50000 0.04275 AFIX 43 H1 2 -0.095788 0.117210 0.048794 10.50000 -1.20000 AFIX 0 C2 1 0.084879 0.076011 0.047271 10.50000 0.04860 AFIX 43 H2 2 0.126999 0.125225 0.078682 10.50000 -1.20000 AFIX 0 C3 1 0.152822 0.011933 0.020830 10.50000 0.05421 AFIX 43 H3 2 0.242397 0.016913 0.033254 10.50000 -1.20000 AFIX 0 C4 1 0.096607 -0.059381 -0.023010 10.50000 0.05621 AFIX 43 H4 2 0.147417 -0.104649 -0.040304 10.50000 -1.20000 AFIX 0 C5 1 -0.035390 -0.068606 -0.043872 10.50000 0.04759 AFIX 43 H5 2 -0.074328 -0.119358 -0.074862 10.50000 -1.20000 AFIX 0 C6 1 -0.109080 0.000038 -0.017362 10.50000 0.05292 AFIX 43 H6 2 -0.198766 -0.002917 -0.031289 10.50000 -1.20000 PART 0 RESI 0 AFIX 0 HKLF 4 REM MaMi054_NeWi_a.res in P2(1)/n REM wR2 = 0.117477, GooF = S = 1.02437, Restrained GooF = 1.02437 for all data REM R1 = 0.044865 for 5331 Fo > 4sig(Fo) and 0.048541 for all 5864 data REM 356 parameters refined using 0 restraints END WGHT 0.0552 1.1473 REM Highest difference peak 0.251, deepest hole -0.334, 1-sigma level 0.039 Q1 1 0.1316 0.2147 0.3851 11.00000 0.05 0.25 Q2 1 0.0473 0.0400 0.3900 11.00000 0.05 0.23 Q3 1 0.1020 0.1550 0.3270 11.00000 0.05 0.22 Q4 1 0.7459 0.3126 0.4421 11.00000 0.05 0.22 Q5 1 0.1417 -0.0162 -0.0039 11.00000 0.05 0.21 Q6 1 0.1767 -0.0397 -0.0302 11.00000 0.05 0.20 Q7 1 0.0487 0.3573 0.3723 11.00000 0.05 0.20 Q8 1 0.6931 0.2208 0.4231 11.00000 0.05 0.20 Q9 1 0.5392 0.2194 0.4095 11.00000 0.05 0.20 Q10 1 0.5006 0.3145 0.4227 11.00000 0.05 0.19 Q11 1 0.1156 0.2522 0.3202 11.00000 0.05 0.18 Q12 1 -0.0421 0.0168 -0.0177 11.00000 0.05 0.17 Q13 1 0.0577 0.0717 0.3305 11.00000 0.05 0.16 Q14 1 0.1836 0.0845 0.0485 11.00000 0.05 0.16 Q15 1 -0.0106 -0.0408 0.3755 11.00000 0.05 0.16 Q16 1 0.2187 0.0408 0.0292 11.00000 0.05 0.16 Q17 1 -0.0739 -0.0237 -0.0925 11.00000 0.05 0.15 Q18 1 0.0227 0.4221 0.3256 11.00000 0.05 0.15 Q19 1 0.0968 0.2967 0.4133 11.00000 0.05 0.15 Q20 1 0.5021 0.1427 0.3681 11.00000 0.05 0.15 ; _shelx_res_checksum 32014 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -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 N001 N 0.28996(9) 0.19072(7) 0.35659(5) 0.0255(2) Uani 1 1 d . . . . . N002 N 0.68169(10) 0.15848(10) 0.41425(6) 0.0382(3) Uani 1 1 d . . . . . C003 C 0.07200(11) 0.10313(9) 0.30915(6) 0.0267(3) Uani 1 1 d . . . . . C004 C 0.04375(11) 0.36891(9) 0.33601(6) 0.0250(2) Uani 1 1 d . . . . . C005 C 0.08590(11) 0.31822(9) 0.22337(6) 0.0251(2) Uani 1 1 d . . . . . C006 C 0.11248(11) 0.23861(9) 0.41664(6) 0.0259(2) Uani 1 1 d . . . . . C007 C 0.09002(10) 0.30330(9) 0.29777(6) 0.0242(2) Uani 1 1 d . . . . . C008 C 0.05837(11) 0.33327(9) 0.40808(6) 0.0271(3) Uani 1 1 d . . . . . C009 C 0.19691(12) 0.33109(9) 0.20172(7) 0.0285(3) Uani 1 1 d . . . . . H009 H 0.275760 0.333527 0.235564 0.034 Uiso 1 1 calc R U . . . C00A C 0.55478(12) 0.16944(10) 0.39487(6) 0.0305(3) Uani 1 1 d . . . . . C00B C 0.36682(12) 0.26862(10) 0.37666(7) 0.0301(3) Uani 1 1 d . . . . . H00B H 0.329549 0.331548 0.378036 0.036 Uiso 1 1 calc R U . . . C00C C 0.34578(12) 0.10231(10) 0.35620(7) 0.0308(3) Uani 1 1 d . . . . . H00C H 0.293267 0.046331 0.342404 0.037 Uiso 1 1 calc R U . . . C00D C -0.01245(12) 0.46756(9) 0.31443(6) 0.0259(2) Uani 1 1 d . . . . . C00E C 0.06333(13) 0.54727(10) 0.30756(7) 0.0321(3) Uani 1 1 d . . . . . H00E H 0.151863 0.538216 0.314880 0.039 Uiso 1 1 calc R U . . . C00F C 0.13866(12) 0.19685(10) 0.48251(7) 0.0300(3) Uani 1 1 d . . . . . H00F H 0.175534 0.133122 0.489830 0.036 Uiso 1 1 calc R U . . . C00G C 0.07044(12) 0.07715(10) 0.24062(7) 0.0320(3) Uani 1 1 d . . . . . H00G H 0.104203 0.122041 0.213419 0.038 Uiso 1 1 calc R U . . . C00H C -0.02808(12) 0.31352(10) 0.17205(7) 0.0333(3) Uani 1 1 d . . . . . H00H H -0.105109 0.305059 0.185119 0.040 Uiso 1 1 calc R U . . . C00I C 0.49582(12) 0.26175(10) 0.39518(7) 0.0320(3) Uani 1 1 d . . . . . H00I H 0.545746 0.319228 0.408264 0.038 Uiso 1 1 calc R U . . . C00J C 0.47368(12) 0.08876(11) 0.37453(7) 0.0340(3) Uani 1 1 d . . . . . H00J H 0.507793 0.024592 0.373518 0.041 Uiso 1 1 calc R U . . . C00K C 0.01987(12) 0.03452(10) 0.34608(7) 0.0320(3) Uani 1 1 d . . . . . H00K H 0.018058 0.049232 0.392496 0.038 Uiso 1 1 calc R U . . . C00L C -0.02855(12) -0.07823(10) 0.24975(8) 0.0347(3) Uani 1 1 d . . . . . H00L H -0.061721 -0.139365 0.229968 0.042 Uiso 1 1 calc R U . . . C00M C -0.11791(13) 0.65434(10) 0.27859(7) 0.0335(3) Uani 1 1 d . . . . . H00M H -0.153658 0.717633 0.266265 0.040 Uiso 1 1 calc R U . . . C00N C 0.19441(14) 0.34037(10) 0.13202(7) 0.0352(3) Uani 1 1 d . . . . . H00N H 0.270857 0.350339 0.118611 0.042 Uiso 1 1 calc R U . . . C00O C 0.02134(13) -0.01174(10) 0.21115(7) 0.0343(3) Uani 1 1 d . . . . . H00O H 0.021988 -0.026885 0.164624 0.041 Uiso 1 1 calc R U . . . C00P C 0.01092(14) 0.64028(10) 0.29008(7) 0.0361(3) Uani 1 1 d . . . . . H00P H 0.063919 0.694208 0.286038 0.043 Uiso 1 1 calc R U . . . C00Q C -0.14169(13) 0.48336(10) 0.30334(8) 0.0371(3) Uani 1 1 d . . . . . H00Q H -0.194900 0.430001 0.308276 0.044 Uiso 1 1 calc R U . . . C00R C 0.11144(13) 0.24740(10) 0.53817(7) 0.0356(3) Uani 1 1 d . . . . . H00R H 0.130919 0.218156 0.583029 0.043 Uiso 1 1 calc R U . . . C00S C 0.02868(14) 0.38348(10) 0.46251(7) 0.0351(3) Uani 1 1 d . . . . . H00S H -0.009842 0.446628 0.455158 0.042 Uiso 1 1 calc R U . . . C00T C -0.02983(13) -0.05528(10) 0.31691(8) 0.0376(3) Uani 1 1 d . . . . . H00T H -0.064505 -0.100455 0.343512 0.045 Uiso 1 1 calc R U . . . C00U C 0.08093(15) 0.33514(11) 0.08204(7) 0.0407(3) Uani 1 1 d . . . . . H00U H 0.079033 0.341159 0.034215 0.049 Uiso 1 1 calc R U . . . C00V C 0.05613(15) 0.34003(11) 0.52830(7) 0.0387(3) Uani 1 1 d . . . . . H00V H 0.036985 0.373805 0.566184 0.046 Uiso 1 1 calc R U . . . C00W C -0.19439(13) 0.57580(10) 0.28516(8) 0.0389(3) Uani 1 1 d . . . . . H00W H -0.283011 0.584989 0.277237 0.047 Uiso 1 1 calc R U . . . C00X C -0.03006(14) 0.32109(11) 0.10205(7) 0.0401(3) Uani 1 1 d . . . . . H00X H -0.108153 0.316571 0.067736 0.048 Uiso 1 1 calc R U . . . B00Y B 0.13881(12) 0.20398(10) 0.34364(7) 0.0253(3) Uani 1 1 d . . . . . C00Z C 0.76410(14) 0.24309(14) 0.43238(10) 0.0554(5) Uani 1 1 d . . . . . H00A H 0.744166 0.291095 0.394361 0.083 Uiso 1 1 calc R U . . . H00D H 0.852295 0.222013 0.440212 0.083 Uiso 1 1 calc R U . . . H00Y H 0.751624 0.273419 0.474833 0.083 Uiso 1 1 calc R U . . . C010 C 0.73752(14) 0.06061(14) 0.41776(10) 0.0554(4) Uani 1 1 d . . . . . H01A H 0.721628 0.032958 0.370826 0.083 Uiso 1 1 calc R U . . . H01B H 0.699631 0.017866 0.446655 0.083 Uiso 1 1 calc R U . . . H01C H 0.828862 0.065148 0.438162 0.083 Uiso 1 1 calc R U . . . C1_1 C -0.0483(5) 0.0718(3) 0.02934(18) 0.0428(8) Uiso 0.5 1 d G . P A -1 H1_1 H -0.095788 0.117210 0.048794 0.051 Uiso 0.5 1 calc R U P A -1 C2_1 C 0.0849(4) 0.0760(3) 0.04727(19) 0.0486(9) Uiso 0.5 1 d . . P A -1 H2_1 H 0.126999 0.125225 0.078682 0.058 Uiso 0.5 1 calc R U P A -1 C3_1 C 0.1528(5) 0.0119(3) 0.0208(2) 0.0542(10) Uiso 0.5 1 d . . P A -1 H3_1 H 0.242397 0.016913 0.033254 0.065 Uiso 0.5 1 calc R U P A -1 C4_1 C 0.0966(5) -0.0594(3) -0.0230(2) 0.0562(11) Uiso 0.5 1 d . . P A -1 H4_1 H 0.147417 -0.104649 -0.040304 0.067 Uiso 0.5 1 calc R U P A -1 C5_1 C -0.0354(5) -0.0686(3) -0.0439(2) 0.0476(9) Uiso 0.5 1 d . . P A -1 H5_1 H -0.074328 -0.119358 -0.074862 0.057 Uiso 0.5 1 calc R U P A -1 C6_1 C -0.1091(4) 0.0000(3) -0.0174(2) 0.0529(10) Uiso 0.5 1 d . . P A -1 H6_1 H -0.198766 -0.002917 -0.031289 0.064 Uiso 0.5 1 calc R U P A -1 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 N001 0.0230(5) 0.0241(5) 0.0286(5) 0.0033(4) 0.0052(4) 0.0006(4) N002 0.0236(5) 0.0509(7) 0.0405(6) 0.0053(5) 0.0087(5) 0.0019(5) C003 0.0200(5) 0.0237(6) 0.0353(6) 0.0020(5) 0.0049(5) 0.0019(4) C004 0.0246(6) 0.0229(6) 0.0257(6) 0.0014(4) 0.0029(4) -0.0025(4) C005 0.0261(6) 0.0205(5) 0.0274(6) -0.0003(4) 0.0046(5) 0.0001(4) C006 0.0224(5) 0.0252(6) 0.0289(6) 0.0022(5) 0.0044(4) -0.0021(4) C007 0.0191(5) 0.0238(6) 0.0277(6) 0.0010(4) 0.0025(4) -0.0030(4) C008 0.0291(6) 0.0240(6) 0.0269(6) 0.0015(5) 0.0045(5) -0.0030(5) C009 0.0274(6) 0.0264(6) 0.0310(6) -0.0012(5) 0.0062(5) -0.0014(5) C00A 0.0259(6) 0.0429(7) 0.0239(6) 0.0065(5) 0.0087(5) 0.0032(5) C00B 0.0271(6) 0.0260(6) 0.0344(6) 0.0045(5) 0.0028(5) -0.0010(5) C00C 0.0285(6) 0.0273(6) 0.0365(7) -0.0003(5) 0.0079(5) 0.0022(5) C00D 0.0312(6) 0.0226(6) 0.0225(5) 0.0004(4) 0.0044(4) 0.0001(5) C00E 0.0337(6) 0.0281(6) 0.0372(7) 0.0042(5) 0.0142(5) 0.0003(5) C00F 0.0289(6) 0.0282(6) 0.0318(6) 0.0060(5) 0.0055(5) 0.0013(5) C00G 0.0324(6) 0.0260(6) 0.0371(7) 0.0005(5) 0.0083(5) -0.0015(5) C00H 0.0277(6) 0.0363(7) 0.0333(7) 0.0009(5) 0.0031(5) -0.0010(5) C00I 0.0267(6) 0.0342(7) 0.0320(6) 0.0067(5) 0.0021(5) -0.0056(5) C00J 0.0292(6) 0.0348(7) 0.0381(7) 0.0004(6) 0.0087(5) 0.0063(5) C00K 0.0290(6) 0.0284(6) 0.0392(7) 0.0023(5) 0.0099(5) -0.0011(5) C00L 0.0282(6) 0.0239(6) 0.0493(8) -0.0020(5) 0.0049(6) -0.0014(5) C00M 0.0424(7) 0.0238(6) 0.0325(7) 0.0052(5) 0.0061(5) 0.0044(5) C00N 0.0414(7) 0.0331(7) 0.0348(7) -0.0026(5) 0.0166(6) -0.0020(6) C00O 0.0351(7) 0.0278(7) 0.0384(7) -0.0028(5) 0.0061(5) 0.0008(5) C00P 0.0435(7) 0.0254(6) 0.0426(7) 0.0059(5) 0.0167(6) -0.0027(5) C00Q 0.0299(7) 0.0260(7) 0.0491(8) 0.0056(6) -0.0013(6) -0.0032(5) C00R 0.0430(7) 0.0359(7) 0.0266(6) 0.0067(5) 0.0064(5) -0.0011(6) C00S 0.0494(8) 0.0252(6) 0.0298(6) 0.0008(5) 0.0083(6) 0.0028(6) C00T 0.0318(7) 0.0307(7) 0.0514(8) 0.0053(6) 0.0125(6) -0.0053(5) C00U 0.0570(9) 0.0406(8) 0.0245(6) -0.0009(6) 0.0102(6) 0.0002(7) C00V 0.0558(9) 0.0329(7) 0.0278(6) -0.0012(5) 0.0113(6) 0.0009(6) C00W 0.0303(7) 0.0303(7) 0.0497(8) 0.0062(6) -0.0015(6) 0.0022(5) C00X 0.0394(7) 0.0453(8) 0.0291(7) -0.0025(6) -0.0035(6) 0.0006(6) B00Y 0.0210(6) 0.0244(7) 0.0299(7) 0.0033(5) 0.0057(5) 0.0007(5) C00Z 0.0257(7) 0.0647(11) 0.0713(11) 0.0177(9) 0.0041(7) -0.0059(7) C010 0.0287(7) 0.0626(11) 0.0742(12) 0.0029(9) 0.0116(7) 0.0137(7) 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' B B 0.0090 0.0039 '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' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 1 0 0.0461 0 -1 0 0.1013 -1 0 -2 0.1228 0 -2 1 0.0917 1 1 1 0.0865 -1 -1 -1 0.1158 -1 -2 2 0.0971 0 -1 2 0.1058 0 1 -2 0.1165 1 1 0 0.0686 -1 -1 0 0.0967 -1 0 2 0.1047 1 0 -2 0.0882 2 -1 -2 0.0780 -2 1 2 0.0801 -1 0 0 0.0867 2 0 1 0.0943 -2 2 1 0.0715 2 -2 -1 0.0777 -2 -1 1 0.0830 -2 1 1 0.0702 1 2 -1 0.0588 2 1 -1 0.0551 0 1 2 0.1115 0 -1 -2 0.1264 1 -2 2 0.0905 0 -1 1 0.0785 -2 0 1 0.0701 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 C00B N001 C00C 116.84(10) . . ? C00B N001 B00Y 119.71(10) . . ? C00C N001 B00Y 123.00(10) . . ? C00A N002 C00Z 120.87(13) . . ? C00A N002 C010 120.13(13) . . ? C00Z N002 C010 119.00(12) . . ? C00K C003 C00G 115.99(12) . . ? C00K C003 B00Y 122.83(11) . . ? C00G C003 B00Y 121.07(11) . . ? C007 C004 C008 111.47(11) . . ? C007 C004 C00D 128.06(11) . . ? C008 C004 C00D 120.45(11) . . ? C00H C005 C009 117.63(12) . . ? C00H C005 C007 121.16(11) . . ? C009 C005 C007 121.08(11) . . ? C00F C006 C008 117.78(12) . . ? C00F C006 B00Y 133.32(11) . . ? C008 C006 B00Y 108.78(10) . . ? C004 C007 C005 123.48(11) . . ? C004 C007 B00Y 110.14(10) . . ? C005 C007 B00Y 126.21(10) . . ? C00S C008 C006 121.98(11) . . ? C00S C008 C004 127.29(11) . . ? C006 C008 C004 110.70(11) . . ? C00N C009 C005 121.47(12) . . ? C00N C009 H009 119.3 . . ? C005 C009 H009 119.3 . . ? N002 C00A C00J 121.65(13) . . ? N002 C00A C00I 122.31(13) . . ? C00J C00A C00I 116.02(11) . . ? N001 C00B C00I 123.34(12) . . ? N001 C00B H00B 118.3 . . ? C00I C00B H00B 118.3 . . ? N001 C00C C00J 123.60(12) . . ? N001 C00C H00C 118.2 . . ? C00J C00C H00C 118.2 . . ? C00Q C00D C00E 118.13(11) . . ? C00Q C00D C004 120.82(11) . . ? C00E C00D C004 121.00(11) . . ? C00D C00E C00P 120.78(12) . . ? C00D C00E H00E 119.6 . . ? C00P C00E H00E 119.6 . . ? C006 C00F C00R 120.85(12) . . ? C006 C00F H00F 119.6 . . ? C00R C00F H00F 119.6 . . ? C00O C00G C003 122.40(12) . . ? C00O C00G H00G 118.8 . . ? C003 C00G H00G 118.8 . . ? C00X C00H C005 120.76(13) . . ? C00X C00H H00H 119.6 . . ? C005 C00H H00H 119.6 . . ? C00B C00I C00A 120.07(12) . . ? C00B C00I H00I 120.0 . . ? C00A C00I H00I 120.0 . . ? C00C C00J C00A 120.11(12) . . ? C00C C00J H00J 119.9 . . ? C00A C00J H00J 119.9 . . ? C003 C00K C00T 122.08(13) . . ? C003 C00K H00K 119.0 . . ? C00T C00K H00K 119.0 . . ? C00T C00L C00O 119.62(13) . . ? C00T C00L H00L 120.2 . . ? C00O C00L H00L 120.2 . . ? C00W C00M C00P 119.61(12) . . ? C00W C00M H00M 120.2 . . ? C00P C00M H00M 120.2 . . ? C00U C00N C009 120.06(13) . . ? C00U C00N H00N 120.0 . . ? C009 C00N H00N 120.0 . . ? C00L C00O C00G 119.82(13) . . ? C00L C00O H00O 120.1 . . ? C00G C00O H00O 120.1 . . ? C00M C00P C00E 120.25(12) . . ? C00M C00P H00P 119.9 . . ? C00E C00P H00P 119.9 . . ? C00W C00Q C00D 121.20(12) . . ? C00W C00Q H00Q 119.4 . . ? C00D C00Q H00Q 119.4 . . ? C00V C00R C00F 120.40(12) . . ? C00V C00R H00R 119.8 . . ? C00F C00R H00R 119.8 . . ? C008 C00S C00V 119.16(13) . . ? C008 C00S H00S 120.4 . . ? C00V C00S H00S 120.4 . . ? C00L C00T C00K 120.08(13) . . ? C00L C00T H00T 120.0 . . ? C00K C00T H00T 120.0 . . ? C00N C00U C00X 119.59(13) . . ? C00N C00U H00U 120.2 . . ? C00X C00U H00U 120.2 . . ? C00R C00V C00S 119.81(13) . . ? C00R C00V H00V 120.1 . . ? C00S C00V H00V 120.1 . . ? C00M C00W C00Q 120.02(13) . . ? C00M C00W H00W 120.0 . . ? C00Q C00W H00W 120.0 . . ? C00U C00X C00H 120.47(13) . . ? C00U C00X H00X 119.8 . . ? C00H C00X H00X 119.8 . . ? N001 B00Y C003 107.82(10) . . ? N001 B00Y C006 107.31(9) . . ? C003 B00Y C006 117.44(10) . . ? N001 B00Y C007 110.78(9) . . ? C003 B00Y C007 114.31(10) . . ? C006 B00Y C007 98.82(9) . . ? N002 C00Z H00A 109.5 . . ? N002 C00Z H00D 109.5 . . ? H00A C00Z H00D 109.5 . . ? N002 C00Z H00Y 109.5 . . ? H00A C00Z H00Y 109.5 . . ? H00D C00Z H00Y 109.5 . . ? N002 C010 H01A 109.5 . . ? N002 C010 H01B 109.5 . . ? H01A C010 H01B 109.5 . . ? N002 C010 H01C 109.5 . . ? H01A C010 H01C 109.5 . . ? H01B C010 H01C 109.5 . . ? C6_1 C1_1 C2_1 119.0(4) . . ? C6_1 C1_1 H1_1 120.5 . . ? C2_1 C1_1 H1_1 120.5 . . ? C3_1 C2_1 C1_1 121.1(4) . . ? C3_1 C2_1 H2_1 119.4 . . ? C1_1 C2_1 H2_1 119.4 . . ? C2_1 C3_1 C4_1 121.1(5) . . ? C2_1 C3_1 H3_1 119.4 . . ? C4_1 C3_1 H3_1 119.4 . . ? C3_1 C4_1 C5_1 121.5(4) . . ? C3_1 C4_1 H4_1 119.2 . . ? C5_1 C4_1 H4_1 119.2 . . ? C4_1 C5_1 C6_1 118.1(4) . . ? C4_1 C5_1 H5_1 121.0 . . ? C6_1 C5_1 H5_1 121.0 . . ? C1_1 C6_1 C5_1 119.2(4) . . ? C1_1 C6_1 H6_1 120.4 . . ? C5_1 C6_1 H6_1 120.4 . . ? 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 N001 C00B 1.3468(16) . ? N001 C00C 1.3476(16) . ? N001 B00Y 1.6174(16) . ? N002 C00A 1.3511(16) . ? N002 C00Z 1.448(2) . ? N002 C010 1.457(2) . ? C003 C00K 1.3950(17) . ? C003 C00G 1.4044(18) . ? C003 B00Y 1.6199(18) . ? C004 C007 1.3508(17) . ? C004 C008 1.4828(16) . ? C004 C00D 1.4904(16) . ? C005 C00H 1.3973(17) . ? C005 C009 1.3991(17) . ? C005 C007 1.4833(16) . ? C006 C00F 1.3893(17) . ? C006 C008 1.4069(17) . ? C006 B00Y 1.6206(18) . ? C007 B00Y 1.6394(17) . ? C008 C00S 1.3865(18) . ? C009 C00N 1.3860(18) . ? C009 H009 0.9500 . ? C00A C00J 1.4027(19) . ? C00A C00I 1.4101(19) . ? C00B C00I 1.3679(17) . ? C00B H00B 0.9500 . ? C00C C00J 1.3655(18) . ? C00C H00C 0.9500 . ? C00D C00Q 1.3909(18) . ? C00D C00E 1.3910(17) . ? C00E C00P 1.3937(18) . ? C00E H00E 0.9500 . ? C00F C00R 1.3979(19) . ? C00F H00F 0.9500 . ? C00G C00O 1.3886(18) . ? C00G H00G 0.9500 . ? C00H C00X 1.3913(19) . ? C00H H00H 0.9500 . ? C00I H00I 0.9500 . ? C00J H00J 0.9500 . ? C00K C00T 1.3993(19) . ? C00K H00K 0.9500 . ? C00L C00T 1.376(2) . ? C00L C00O 1.384(2) . ? C00L H00L 0.9500 . ? C00M C00W 1.3819(19) . ? C00M C00P 1.382(2) . ? C00M H00M 0.9500 . ? C00N C00U 1.380(2) . ? C00N H00N 0.9500 . ? C00O H00O 0.9500 . ? C00P H00P 0.9500 . ? C00Q C00W 1.3899(19) . ? C00Q H00Q 0.9500 . ? C00R C00V 1.388(2) . ? C00R H00R 0.9500 . ? C00S C00V 1.3969(19) . ? C00S H00S 0.9500 . ? C00T H00T 0.9500 . ? C00U C00X 1.384(2) . ? C00U H00U 0.9500 . ? C00V H00V 0.9500 . ? C00W H00W 0.9500 . ? C00X H00X 0.9500 . ? C00Z H00A 0.9800 . ? C00Z H00D 0.9800 . ? C00Z H00Y 0.9800 . ? C010 H01A 0.9800 . ? C010 H01B 0.9800 . ? C010 H01C 0.9800 . ? C1_1 C6_1 1.393(6) . ? C1_1 C2_1 1.410(5) . ? C1_1 H1_1 0.9500 . ? C2_1 C3_1 1.336(6) . ? C2_1 H2_1 0.9500 . ? C3_1 C4_1 1.343(6) . ? C3_1 H3_1 0.9500 . ? C4_1 C5_1 1.403(6) . ? C4_1 H4_1 0.9500 . ? C5_1 C6_1 1.419(6) . ? C5_1 H5_1 0.9500 . ? C6_1 H6_1 0.9500 . ? 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 C008 C004 C007 C005 178.70(10) . . . . ? C00D C004 C007 C005 -3.32(19) . . . . ? C008 C004 C007 B00Y 3.31(13) . . . . ? C00D C004 C007 B00Y -178.71(11) . . . . ? C00H C005 C007 C004 -70.65(16) . . . . ? C009 C005 C007 C004 113.56(14) . . . . ? C00H C005 C007 B00Y 103.98(14) . . . . ? C009 C005 C007 B00Y -71.80(16) . . . . ? C00F C006 C008 C00S -1.50(18) . . . . ? B00Y C006 C008 C00S -178.11(12) . . . . ? C00F C006 C008 C004 176.67(10) . . . . ? B00Y C006 C008 C004 0.06(13) . . . . ? C007 C004 C008 C00S 175.84(12) . . . . ? C00D C004 C008 C00S -2.32(19) . . . . ? C007 C004 C008 C006 -2.21(14) . . . . ? C00D C004 C008 C006 179.63(10) . . . . ? C00H C005 C009 C00N 0.94(19) . . . . ? C007 C005 C009 C00N 176.87(12) . . . . ? C00Z N002 C00A C00J 177.48(14) . . . . ? C010 N002 C00A C00J -3.1(2) . . . . ? C00Z N002 C00A C00I -3.9(2) . . . . ? C010 N002 C00A C00I 175.60(14) . . . . ? C00C N001 C00B C00I 0.96(19) . . . . ? B00Y N001 C00B C00I 173.44(11) . . . . ? C00B N001 C00C C00J -0.28(19) . . . . ? B00Y N001 C00C C00J -172.50(12) . . . . ? C007 C004 C00D C00Q 107.93(15) . . . . ? C008 C004 C00D C00Q -74.25(16) . . . . ? C007 C004 C00D C00E -74.71(17) . . . . ? C008 C004 C00D C00E 103.12(14) . . . . ? C00Q C00D C00E C00P 0.02(19) . . . . ? C004 C00D C00E C00P -177.41(12) . . . . ? C008 C006 C00F C00R 0.26(18) . . . . ? B00Y C006 C00F C00R 175.84(12) . . . . ? C00K C003 C00G C00O -0.64(18) . . . . ? B00Y C003 C00G C00O 175.67(11) . . . . ? C009 C005 C00H C00X 0.23(19) . . . . ? C007 C005 C00H C00X -175.70(12) . . . . ? N001 C00B C00I C00A -1.0(2) . . . . ? N002 C00A C00I C00B -178.44(12) . . . . ? C00J C00A C00I C00B 0.30(18) . . . . ? N001 C00C C00J C00A -0.3(2) . . . . ? N002 C00A C00J C00C 179.07(12) . . . . ? C00I C00A C00J C00C 0.33(19) . . . . ? C00G C003 C00K C00T 0.65(18) . . . . ? B00Y C003 C00K C00T -175.59(12) . . . . ? C005 C009 C00N C00U -1.2(2) . . . . ? C00T C00L C00O C00G 0.5(2) . . . . ? C003 C00G C00O C00L 0.1(2) . . . . ? C00W C00M C00P C00E 0.6(2) . . . . ? C00D C00E C00P C00M -0.7(2) . . . . ? C00E C00D C00Q C00W 0.7(2) . . . . ? C004 C00D C00Q C00W 178.12(13) . . . . ? C006 C00F C00R C00V 0.8(2) . . . . ? C006 C008 C00S C00V 1.7(2) . . . . ? C004 C008 C00S C00V -176.19(13) . . . . ? C00O C00L C00T C00K -0.4(2) . . . . ? C003 C00K C00T C00L -0.1(2) . . . . ? C009 C00N C00U C00X 0.3(2) . . . . ? C00F C00R C00V C00S -0.7(2) . . . . ? C008 C00S C00V C00R -0.5(2) . . . . ? C00P C00M C00W C00Q 0.1(2) . . . . ? C00D C00Q C00W C00M -0.8(2) . . . . ? C00N C00U C00X C00H 0.8(2) . . . . ? C005 C00H C00X C00U -1.1(2) . . . . ? C00B N001 B00Y C003 171.54(10) . . . . ? C00C N001 B00Y C003 -16.47(15) . . . . ? C00B N001 B00Y C006 -61.09(14) . . . . ? C00C N001 B00Y C006 110.91(12) . . . . ? C00B N001 B00Y C007 45.77(15) . . . . ? C00C N001 B00Y C007 -142.23(11) . . . . ? C00K C003 B00Y N001 105.55(13) . . . . ? C00G C003 B00Y N001 -70.50(14) . . . . ? C00K C003 B00Y C006 -15.71(16) . . . . ? C00G C003 B00Y C006 168.24(11) . . . . ? C00K C003 B00Y C007 -130.80(12) . . . . ? C00G C003 B00Y C007 53.15(15) . . . . ? C00F C006 B00Y N001 -59.13(17) . . . . ? C008 C006 B00Y N001 116.74(10) . . . . ? C00F C006 B00Y C003 62.40(17) . . . . ? C008 C006 B00Y C003 -121.73(11) . . . . ? C00F C006 B00Y C007 -174.24(13) . . . . ? C008 C006 B00Y C007 1.63(12) . . . . ? C004 C007 B00Y N001 -115.37(11) . . . . ? C005 C007 B00Y N001 69.39(14) . . . . ? C004 C007 B00Y C003 122.58(11) . . . . ? C005 C007 B00Y C003 -52.65(15) . . . . ? C004 C007 B00Y C006 -2.99(12) . . . . ? C005 C007 B00Y C006 -178.22(10) . . . . ? C6_1 C1_1 C2_1 C3_1 -0.7(5) . . . . ? C1_1 C2_1 C3_1 C4_1 -0.9(6) . . . . ? C2_1 C3_1 C4_1 C5_1 1.2(6) . . . . ? C3_1 C4_1 C5_1 C6_1 0.1(6) . . . . ? C2_1 C1_1 C6_1 C5_1 1.9(5) . . . . ? C4_1 C5_1 C6_1 C1_1 -1.6(6) . . . . ?