#------------------------------------------------------------------------------ #$Date: 2024-07-27 01:11:44 +0300 (Sat, 27 Jul 2024) $ #$Revision: 293556 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/22/1572201.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_1572201 loop_ _publ_author_name 'Fan, Zi-Heng' 'Kang, Jia-Xin' 'Jia, Si-Han' 'Pan, Qiao-Jing' 'Cao, Lei' 'Chen, Xi-Meng' 'Xu, Cong-Qiao' 'Ma, Yan-Na' 'Chen, Xuenian' _publ_section_title ; Triborane (B3H7)-Mediated Regioselective Substitution Reactions of Pyridine Derivatives ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D4SC03109A _journal_year 2024 _chemical_formula_moiety 'C5 H12 B3 N' _chemical_formula_sum 'C5 H12 B3 N' _chemical_formula_weight 118.59 _space_group_crystal_system orthorhombic _space_group_IT_number 61 _space_group_name_Hall '-P 2ac 2ab' _space_group_name_H-M_alt 'P b c a' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _audit_creation_date 2023-10-10 _audit_creation_method ; Olex2 1.5 (compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498) ; _audit_update_record ; 2023-11-15 deposited with the CCDC. 2024-07-19 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 13.9099(8) _cell_length_b 8.0101(4) _cell_length_c 14.4607(8) _cell_measurement_reflns_used 1906 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 70.6820 _cell_measurement_theta_min 6.3670 _cell_volume 1611.21(15) _computing_cell_refinement 'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)' _computing_data_collection 'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)' _computing_data_reduction 'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)' _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 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 293 _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 8.0521 _diffrn_detector_type EosS2 _diffrn_measured_fraction_theta_full 0.972 _diffrn_measured_fraction_theta_max 0.953 _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 -102.00 -44.00 1.00 1.51 -- -35.62 -57.00 -42.00 58 2 \w 4.00 33.00 1.00 1.51 -- 35.62 -96.00 87.00 29 3 \w 4.00 45.00 1.00 1.51 -- 35.62 -73.00-177.00 41 4 \w 110.00 168.00 1.00 6.03 -- 106.81 73.00 -48.00 58 5 \w 111.00 165.00 1.00 6.03 -- 106.81 57.00 98.00 54 6 \w 40.00 104.00 1.00 6.03 -- 106.81 -57.00 -42.00 64 7 \w 41.00 101.00 1.00 6.03 -- 106.81 -96.00 87.00 60 8 \w 64.00 94.00 1.00 1.51 -- 35.62 178.00 0.00 30 9 \w 58.00 108.00 1.00 1.51 -- 35.62-178.00-150.00 50 10 \w 66.00 105.00 1.00 1.51 -- 35.62 178.00 90.00 39 11 \w 108.00 157.00 1.00 6.03 -- 106.81 77.00 60.00 49 12 \w 53.00 105.00 1.00 6.03 -- 106.81-111.00-150.00 52 13 \w 127.00 173.00 1.00 6.03 -- 106.81 111.00 -90.00 46 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, EosS2' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0672201000 _diffrn_orient_matrix_UB_12 -0.1410068000 _diffrn_orient_matrix_UB_13 0.0327000000 _diffrn_orient_matrix_UB_21 0.0349498000 _diffrn_orient_matrix_UB_22 0.1106990000 _diffrn_orient_matrix_UB_23 0.0805265000 _diffrn_orient_matrix_UB_31 -0.0809223000 _diffrn_orient_matrix_UB_32 -0.0689226000 _diffrn_orient_matrix_UB_33 0.0617386000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0182 _diffrn_reflns_av_unetI/netI 0.0227 _diffrn_reflns_Laue_measured_fraction_full 0.972 _diffrn_reflns_Laue_measured_fraction_max 0.953 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 4012 _diffrn_reflns_point_group_measured_fraction_full 0.972 _diffrn_reflns_point_group_measured_fraction_max 0.953 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 71.205 _diffrn_reflns_theta_min 6.121 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 0.375 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.64799 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear light white' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary white _exptl_crystal_density_diffrn 0.978 _exptl_crystal_description block _exptl_crystal_F_000 512 _exptl_crystal_size_max 0.01 _exptl_crystal_size_mid 0.01 _exptl_crystal_size_min 0.01 _refine_diff_density_max 0.140 _refine_diff_density_min -0.241 _refine_diff_density_rms 0.040 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.141 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 110 _refine_ls_number_reflns 1486 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.141 _refine_ls_R_factor_all 0.0732 _refine_ls_R_factor_gt 0.0546 _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^)+(0.0724P)^2^+0.3844P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1390 _refine_ls_wR_factor_ref 0.1744 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1154 _reflns_number_total 1486 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc03109a2.cif _cod_data_source_block 20231010-fzh_auto _cod_database_code 1572201 _shelx_shelxl_version_number 2018/3 _chemical_oxdiff_formula 'C1 N1 B1 H1' _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 0.996 _shelx_estimated_absorpt_t_min 0.996 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups 2.a Aromatic/amide H refined with riding coordinates: C2(H2), C6(H6), C5(H5), C3(H3), C4(H4) ; _smtbx_masks_void_probe_radius 0.5 _smtbx_masks_void_truncation_radius 1.2 _shelx_res_file ; TITL 2023.10.10-fzh_auto_a.res in Pbca 2023.10.10-fzh_auto.res created by SHELXL-2018/3 at 18:55:50 on 10-Oct-2023 REM Old TITL 2023 in Pbca REM SHELXT solution in Pbca: R1 0.332, Rweak 0.525, Alpha 0.019 REM 0.343 for 256 systematic absences, Orientation as input REM Formula found by SHELXT: C6 B2 N CELL 1.54184 13.9099 8.0101 14.4607 90 90 90 ZERR 8 0.0008 0.0004 0.0008 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 B N UNIT 40 96 24 8 L.S. 4 PLAN 99 SIZE 0.01 0.01 0.01 TEMP 19.85 CONF MORE -1 BOND $H fmap 2 acta ABIN OMIT 8 5 7 OMIT 6 6 0 REM REM REM WGHT 0.072400 0.384400 FVAR 0.77965 N1 4 0.312526 0.703799 0.587997 11.00000 0.05195 0.05183 = 0.04751 0.00353 -0.00083 0.00236 C2 1 0.330973 0.650892 0.502454 11.00000 0.06244 0.08514 = 0.04752 0.00075 0.00157 0.00275 AFIX 43 H2 2 0.394621 0.644974 0.483038 11.00000 -1.20000 AFIX 0 C6 1 0.220276 0.715178 0.614162 11.00000 0.05469 0.06611 = 0.06319 -0.00126 0.00377 0.00628 AFIX 43 H6 2 0.206066 0.753158 0.673379 11.00000 -1.20000 AFIX 0 C5 1 0.146386 0.672507 0.556233 11.00000 0.05022 0.08175 = 0.09733 0.00673 -0.00480 0.00138 AFIX 43 H5 2 0.082975 0.681551 0.575995 11.00000 -1.20000 AFIX 0 C3 1 0.260092 0.604946 0.442060 11.00000 0.08997 0.09176 = 0.05408 -0.00754 -0.01236 0.00487 AFIX 43 H3 2 0.275546 0.566301 0.383265 11.00000 -1.20000 AFIX 0 C4 1 0.166644 0.616537 0.469157 11.00000 0.07717 0.08282 = 0.08064 -0.00330 -0.03036 -0.00221 AFIX 43 H4 2 0.117312 0.586799 0.428995 11.00000 -1.20000 AFIX 0 B7 3 0.396163 0.757307 0.655964 11.00000 0.05926 0.05584 = 0.05994 0.00024 -0.00707 -0.00391 B9 3 0.489865 0.599366 0.670251 11.00000 0.06452 0.08986 = 0.06938 0.01430 -0.00567 0.01463 B8 3 0.405055 0.615296 0.755234 11.00000 0.07809 0.08465 = 0.05266 0.00963 -0.00806 0.00019 H7A 2 0.454609 0.819582 0.611915 11.00000 0.07061 H8A 2 0.332803 0.549434 0.757274 11.00000 0.09540 H8B 2 0.424758 0.682388 0.821183 11.00000 0.09071 H9A 2 0.564607 0.645227 0.684302 11.00000 0.10691 H9B 2 0.483195 0.520981 0.609528 11.00000 0.08664 H9C 2 0.464581 0.508973 0.737628 11.00000 0.10575 H7B 2 0.371043 0.852850 0.700559 11.00000 0.09670 HKLF 4 REM 2023.10.10-fzh_auto_a.res in Pbca REM wR2 = 0.1744, GooF = S = 1.141, Restrained GooF = 1.141 for all data REM R1 = 0.0546 for 1154 Fo > 4sig(Fo) and 0.0732 for all 1486 data REM 110 parameters refined using 0 restraints END WGHT 0.0724 0.3844 REM Highest difference peak 0.140, deepest hole -0.241, 1-sigma level 0.040 Q1 1 0.4207 0.8851 0.6447 11.00000 0.05 0.14 Q2 1 0.2337 0.8537 0.6768 11.00000 0.05 0.14 Q3 1 0.3245 0.9065 0.5321 11.00000 0.05 0.14 Q4 1 0.4787 0.6170 0.5649 11.00000 0.05 0.12 Q5 1 0.1232 0.6054 0.3780 11.00000 0.05 0.12 Q6 1 0.3293 0.8124 0.7285 11.00000 0.05 0.12 Q7 1 0.4714 0.4436 0.5694 11.00000 0.05 0.11 Q8 1 0.5572 0.5364 0.5781 11.00000 0.05 0.11 Q9 1 0.3976 0.5251 0.5601 11.00000 0.05 0.11 Q10 1 0.4591 0.7982 0.5724 11.00000 0.05 0.11 Q11 1 0.4219 0.6056 0.4946 11.00000 0.05 0.11 Q12 1 0.5618 0.5165 0.7395 11.00000 0.05 0.11 Q13 1 0.4303 0.6710 0.6922 11.00000 0.05 0.11 Q14 1 0.3314 0.4954 0.7027 11.00000 0.05 0.11 Q15 1 0.4812 0.4756 0.6940 11.00000 0.05 0.10 Q16 1 0.2445 0.6926 0.7072 11.00000 0.05 0.10 Q17 1 0.3255 0.9284 0.6751 11.00000 0.05 0.10 Q18 1 0.1177 0.5025 0.4392 11.00000 0.05 0.10 Q19 1 0.4007 0.5718 0.8623 11.00000 0.05 0.10 Q20 1 0.3974 0.4228 0.6007 11.00000 0.05 0.10 Q21 1 0.2611 0.4444 0.3899 11.00000 0.05 0.10 Q22 1 0.3255 0.6216 0.7594 11.00000 0.05 0.10 Q23 1 0.5492 0.7424 0.7007 11.00000 0.05 0.10 Q24 1 0.5387 0.7233 0.5824 11.00000 0.05 0.09 Q25 1 0.3139 0.6077 0.5726 11.00000 0.05 0.09 Q26 1 0.2065 0.9433 0.5972 11.00000 0.05 0.09 Q27 1 0.3805 0.4911 0.8176 11.00000 0.05 0.09 Q28 1 0.3472 0.7004 0.3716 11.00000 0.05 0.09 Q29 1 0.2668 0.6319 0.3624 11.00000 0.05 0.09 Q30 1 0.1477 0.9359 0.6506 11.00000 0.05 0.09 Q31 1 0.1644 0.7251 0.4969 11.00000 0.05 0.09 Q32 1 0.3622 0.6573 0.8462 11.00000 0.05 0.09 Q33 1 0.3954 0.8950 0.5745 11.00000 0.05 0.09 Q34 1 0.3886 0.8018 0.5226 11.00000 0.05 0.09 Q35 1 0.3276 0.5328 0.3668 11.00000 0.05 0.08 Q36 1 0.2536 0.7417 0.4322 11.00000 0.05 0.08 Q37 1 0.3677 0.5066 0.7556 11.00000 0.05 0.08 Q38 1 0.5544 0.6021 0.6462 11.00000 0.05 0.08 Q39 1 0.2837 0.4175 0.7443 11.00000 0.05 0.08 Q40 1 0.3821 0.9134 0.5900 11.00000 0.05 0.08 Q41 1 0.3949 0.4447 0.7500 11.00000 0.05 0.08 Q42 1 0.5295 0.8041 0.6191 11.00000 0.05 0.08 Q43 1 0.4392 0.8962 0.8211 11.00000 0.05 0.08 Q44 1 0.4574 0.9241 0.6980 11.00000 0.05 0.08 Q45 1 0.1733 0.7830 0.5376 11.00000 0.05 0.08 Q46 1 0.2375 0.4896 0.5508 11.00000 0.05 0.08 Q47 1 0.3072 0.8117 0.5790 11.00000 0.05 0.08 Q48 1 0.4794 0.5865 0.7525 11.00000 0.05 0.08 Q49 1 0.1556 0.7904 0.6924 11.00000 0.05 0.08 Q50 1 0.2784 0.4072 0.3206 11.00000 0.05 0.07 Q51 1 0.5481 0.5745 0.7002 11.00000 0.05 0.07 Q52 1 0.3546 0.4932 0.4830 11.00000 0.05 0.07 Q53 1 0.5281 0.4186 0.6123 11.00000 0.05 0.07 Q54 1 0.1174 0.5592 0.5573 11.00000 0.05 0.07 Q55 1 0.2377 0.8340 0.4964 11.00000 0.05 0.07 Q56 1 0.4554 0.5958 0.8263 11.00000 0.05 0.07 Q57 1 0.5333 0.6146 0.7869 11.00000 0.05 0.07 Q58 1 0.2409 0.4285 0.4975 11.00000 0.05 0.07 Q59 1 0.2012 0.5933 0.6982 11.00000 0.05 0.07 Q60 1 0.2764 0.5165 0.7924 11.00000 0.05 0.07 Q61 1 0.4051 0.4034 0.4644 11.00000 0.05 0.07 Q62 1 0.2974 1.0045 0.7492 11.00000 0.05 0.06 Q63 1 0.1022 0.5319 0.5423 11.00000 0.05 0.06 Q64 1 0.5154 0.9912 0.6088 11.00000 0.05 0.06 Q65 1 0.3822 0.7238 0.5859 11.00000 0.05 0.06 Q66 1 0.3432 0.4962 0.3039 11.00000 0.05 0.06 Q67 1 0.1561 0.8102 0.7611 11.00000 0.05 0.06 Q68 1 0.0400 0.6058 0.4361 11.00000 0.05 0.06 Q69 1 0.4559 0.7311 0.6389 11.00000 0.05 0.06 Q70 1 0.2272 0.3830 0.4352 11.00000 0.05 0.06 Q71 1 0.1934 0.5164 0.3779 11.00000 0.05 0.06 Q72 1 0.6037 0.5312 0.6522 11.00000 0.05 0.06 Q73 1 0.4075 0.7607 0.4551 11.00000 0.05 0.06 Q74 1 0.3388 0.8228 0.4436 11.00000 0.05 0.06 Q75 1 0.3459 0.4150 0.7891 11.00000 0.05 0.06 Q76 1 0.3079 0.5213 0.5122 11.00000 0.05 0.05 Q77 1 0.1553 0.5729 0.6598 11.00000 0.05 0.05 Q78 1 0.0407 0.4131 0.4623 11.00000 0.05 0.05 Q79 1 0.6222 0.6350 0.6993 11.00000 0.05 0.05 Q80 1 0.1997 0.7101 0.3828 11.00000 0.05 0.05 Q81 1 0.4724 0.9965 0.5491 11.00000 0.05 0.05 Q82 1 0.3614 0.4446 0.5208 11.00000 0.05 0.05 Q83 1 0.3788 0.4980 0.3903 11.00000 0.05 0.05 Q84 1 0.4992 0.8010 0.7982 11.00000 0.05 0.05 Q85 1 0.6512 0.6788 0.6893 11.00000 0.05 0.05 Q86 1 0.2231 0.7252 0.3100 11.00000 0.05 0.05 Q87 1 0.1009 0.6011 0.6772 11.00000 0.05 0.05 Q88 1 0.4809 0.7874 0.7790 11.00000 0.05 0.05 Q89 1 0.3032 0.5802 0.8221 11.00000 0.05 0.05 Q90 1 0.1490 0.7149 0.6118 11.00000 0.05 0.05 Q91 1 0.3647 0.9438 0.7422 11.00000 0.05 0.05 Q92 1 0.2620 0.5025 0.6589 11.00000 0.05 0.05 Q93 1 0.0775 0.8023 0.5321 11.00000 0.05 0.05 Q94 1 0.2934 0.4456 0.4509 11.00000 0.05 0.05 Q95 1 0.2249 0.8716 0.5576 11.00000 0.05 0.05 Q96 1 0.4661 0.6884 0.9051 11.00000 0.05 0.05 Q97 1 0.0864 0.7839 0.5805 11.00000 0.05 0.05 Q98 1 0.2189 0.6894 0.7670 11.00000 0.05 0.05 Q99 1 0.3823 0.6378 0.6493 11.00000 0.05 0.04 ; _shelx_res_checksum 16497 _shelx_hkl_file ; 0 0 2 4596.53 13.21 0 0 3 0.01 0.20 0 0 3 -0.02 0.32 0 0 4 1.40 0.51 0 0 4 1.75 0.43 0 0 5 -0.15 0.34 0 0 5 -0.02 0.19 0 0 6 236.99 6.65 0 0 6 243.95 4.81 0 0 7 0.04 0.63 0 0 7 0.37 0.65 0 0 8 2.24 0.89 0 0 8 2.71 1.28 0 0 9 -0.28 0.70 0 0 9 -0.20 0.50 0 0 10 23.38 3.70 0 0 11 0.71 0.86 0 0 11 -0.03 0.38 0 0 12 254.16 6.18 0 0 13 0.37 0.59 0 0 14 10.73 1.32 0 0 16 11.94 1.24 0 0 17 -0.44 0.42 0 1 0 0.06 0.13 0 1 1 -0.02 0.18 0 1 2 -0.27 0.36 0 -1 3 0.18 0.28 0 -1 4 -0.15 0.31 0 -1 5 0.03 0.38 0 -1 5 0.10 0.39 0 -1 6 -0.84 0.59 0 -1 6 0.20 0.38 0 1 7 0.44 0.65 0 -1 7 0.10 0.37 0 -1 7 0.14 0.62 0 -1 7 0.14 0.43 0 1 7 0.07 0.59 0 -1 8 0.00 0.75 0 1 8 0.14 0.60 0 -1 8 0.13 0.50 0 1 8 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0.01 0.30 -16 0 6 3.63 0.59 -16 -1 0 17.99 1.33 -16 1 0 20.86 1.47 -16 -1 1 1.03 0.41 -16 1 -1 0.70 0.41 -16 1 1 1.08 0.51 -16 -1 2 5.60 0.82 -16 1 2 5.51 0.83 -16 -1 3 0.71 0.44 -16 1 3 1.25 0.45 -16 -1 4 0.85 0.40 -16 1 4 0.25 0.35 -16 -1 5 4.72 0.71 -16 1 5 4.75 0.68 -16 2 0 2.65 0.58 -16 -2 1 0.38 0.36 -16 2 -1 0.82 0.38 -16 2 1 0.03 0.32 -16 -2 2 0.15 0.33 -16 2 2 0.30 0.32 -16 -2 3 0.69 0.40 -16 2 3 0.69 0.36 -16 -2 4 1.26 0.45 -16 2 4 1.12 0.42 -16 -2 5 2.08 0.49 -16 2 5 2.32 0.48 -16 3 0 4.55 0.65 -16 3 1 0.51 0.37 -16 3 2 1.50 0.46 -16 3 3 2.83 0.53 0 0 0 0.00 0.00 TITL 2023 in Pbca REM Pbca (#61, found as Pcab in ba-c setting) CELL 1.54184 13.909932 8.010122 14.460668 90.0000 90.0000 90.0000 ZERR 30.00 0.000754 0.000436 0.000756 0.0000 0.0000 0.0000 LATT 1 SYMM -x+1/2,-y, z+1/2 SYMM -x, y+1/2,-z+1/2 SYMM x+1/2,-y+1/2,-z SFAC C H B N UNIT 30.00 30.00 30.00 30.00 TREF HKLF 4 END _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' ; _shelx_hkl_checksum 80512 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10 0.0674 -0.0016 9 4 11 -0.0128 0.0011 9 4 12 -0.2324 -0.0001 9 5 1 -0.5034 -0.0129 9 5 2 0.3990 0.0069 9 5 3 0.1363 0.0009 9 5 4 -0.0349 -0.0004 9 5 5 -0.7021 0.0003 9 5 7 -0.7260 0.0056 9 5 8 -0.4206 0.0072 9 5 9 1.2705 0.0013 9 5 10 -0.2238 -0.0012 9 5 11 -0.4273 0.0044 9 6 1 0.1402 0.0045 9 6 2 0.0716 -0.0025 9 6 3 -0.3511 -0.0038 9 6 4 -0.6237 -0.0039 9 6 5 0.3274 0.0012 9 6 7 0.0706 0.0026 9 6 8 0.6178 0.0012 9 6 9 0.5468 0.0013 9 6 10 0.0377 0.0003 9 7 1 0.1586 0.0061 9 7 2 -0.2339 0.0072 9 7 3 0.2062 -0.0077 9 7 4 -0.3093 0.0036 9 7 5 0.5446 -0.0025 9 7 6 -0.3020 -0.0059 9 7 7 0.0878 -0.0038 9 7 8 -0.6415 -0.0043 9 8 1 0.3113 0.0005 9 8 2 -0.6000 -0.0010 9 8 3 0.3483 0.0019 10 0 0 0.1344 0.0169 10 0 2 -0.0119 0.0086 10 0 4 -0.0404 0.0143 10 0 6 0.3996 0.0040 10 0 8 -0.3526 -0.0009 10 0 10 -0.1415 0.0014 10 0 12 0.2743 -0.0079 10 0 14 0.0595 0.0068 10 1 0 -0.3815 -0.0226 10 1 1 -0.1991 0.0004 10 1 2 0.0337 0.0007 10 1 3 -0.0498 0.0066 10 1 4 -0.3301 0.0137 10 1 5 0.1120 0.0023 10 1 6 -0.0430 -0.0012 10 1 7 -0.0443 0.0003 10 1 8 -0.0622 -0.0026 10 1 9 0.1889 0.0035 10 1 10 -0.1342 -0.0021 10 1 11 -0.2465 -0.0012 10 1 12 -0.0471 -0.0004 10 1 13 0.0543 -0.0023 10 1 14 0.0501 -0.0010 10 2 0 0.0299 0.0077 10 2 1 -0.3685 0.0023 10 2 2 -0.1986 -0.0099 10 2 3 0.0742 -0.0043 10 2 4 -0.0697 0.0025 10 2 5 0.0561 -0.0041 10 2 6 -0.0586 -0.0002 10 2 7 -0.5150 -0.0015 10 2 8 -0.3886 0.0016 10 2 9 0.1017 0.0019 10 2 10 0.1691 0.0025 10 2 11 -0.0581 -0.0034 10 2 12 0.0608 0.0041 10 2 13 -0.0338 0.0008 10 3 0 -0.0997 0.0169 10 3 1 -0.3731 0.0046 10 3 2 -0.0655 -0.0152 10 3 3 0.3422 0.0024 10 3 4 -0.4123 0.0046 10 3 5 -0.0785 -0.0004 10 3 6 -0.2721 0.0063 10 3 7 0.0616 0.0072 10 3 8 0.3665 0.0031 10 3 9 0.2664 0.0032 10 3 10 0.2527 -0.0017 10 3 11 -0.6137 -0.0003 10 3 12 0.1768 0.0028 10 4 0 -0.2304 -0.0248 10 4 1 -0.3528 -0.0029 10 4 2 -0.0544 0.0037 10 4 3 -0.1302 0.0024 10 4 4 0.1039 -0.0037 10 4 5 0.3582 -0.0040 10 4 6 -0.2314 -0.0039 10 4 7 -0.3068 -0.0076 10 4 8 -0.4704 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-0.0008 11 1 7 -0.1642 0.0066 11 1 8 0.2574 0.0006 11 1 9 0.2565 0.0040 11 1 10 0.0731 0.0045 11 1 11 0.1476 0.0010 11 1 12 -0.2830 -0.0011 11 1 13 0.1707 -0.0024 11 2 1 0.1908 -0.0023 11 2 2 -0.0767 -0.0009 11 2 3 0.1886 -0.0168 11 2 4 0.1432 -0.0075 11 2 5 -0.0806 -0.0069 11 2 6 0.4120 0.0025 11 2 7 -0.1859 -0.0007 11 2 8 -0.1113 0.0020 11 2 9 0.0601 -0.0029 11 2 10 0.3208 -0.0045 11 2 11 -0.1393 0.0008 11 2 12 0.1226 -0.0002 11 3 1 -0.3324 -0.0046 11 3 2 0.1916 0.0082 11 3 3 0.1301 0.0079 11 3 4 0.4472 -0.0050 11 3 5 0.0085 -0.0130 11 3 6 0.2264 -0.0068 11 3 7 0.4982 -0.0009 11 3 8 0.5220 -0.0031 11 3 9 -0.0740 0.0054 11 3 10 0.2211 0.0015 11 3 11 -0.2388 -0.0006 11 3 12 -0.0585 -0.0005 11 4 1 0.1003 0.0008 11 4 2 0.0038 -0.0113 11 4 3 0.0298 0.0016 11 4 4 0.1619 0.0022 11 4 5 0.1546 -0.0022 11 4 6 -0.1786 0.0016 11 4 7 0.0861 -0.0067 11 4 8 0.1509 -0.0029 11 4 9 -0.4776 -0.0020 11 4 10 -0.4446 -0.0035 11 4 11 0.4540 -0.0022 11 5 1 0.0152 0.0138 11 5 2 -0.2179 -0.0022 11 5 3 -0.6277 -0.0072 11 5 4 0.4248 0.0019 11 5 5 0.4722 0.0014 11 5 6 -0.0898 -0.0032 11 5 7 0.2317 -0.0054 11 5 8 -0.0261 0.0004 11 5 9 0.0894 -0.0021 11 5 10 -0.0808 -0.0022 11 6 1 -0.1004 -0.0016 11 6 2 -0.0197 0.0006 11 6 3 0.4801 0.0081 11 6 4 -0.1480 -0.0019 11 6 5 -0.1791 0.0019 11 6 6 0.0721 0.0015 11 6 7 0.5327 0.0010 11 6 8 0.5734 0.0027 11 7 1 0.1735 0.0004 11 7 2 -0.0811 -0.0075 11 7 3 0.1052 0.0014 12 0 2 -0.0385 -0.0061 12 0 4 0.2515 -0.0028 12 0 6 -0.2962 -0.0027 12 0 8 -0.3137 -0.0009 12 0 10 -0.2704 -0.0004 12 0 12 -0.1011 -0.0027 12 1 0 0.2680 0.0251 12 1 1 0.1992 -0.0068 12 1 2 -0.1783 -0.0025 12 1 3 -0.0746 -0.0022 12 1 4 0.1392 -0.0049 12 1 5 -0.0823 -0.0051 12 1 6 0.1499 0.0034 12 1 7 0.4929 -0.0007 12 1 8 -0.0874 0.0049 12 1 9 -0.1692 0.0054 12 1 10 -0.0902 -0.0005 12 1 11 -0.0854 0.0006 12 1 12 -0.0514 0.0008 12 2 0 -0.0061 -0.0059 12 2 1 0.2429 -0.0076 12 2 2 0.1565 0.0040 12 2 3 -0.0810 -0.0092 12 2 4 -0.0767 -0.0051 12 2 5 0.1631 -0.0180 12 2 6 -0.2401 -0.0038 12 2 7 -0.1965 -0.0064 12 2 8 -0.0319 -0.0022 12 2 9 -0.5472 -0.0017 12 2 10 -0.7104 0.0005 12 2 11 -0.3265 -0.0037 12 3 0 0.1803 -0.0061 12 3 1 0.0429 0.0064 12 3 2 -0.0211 0.0138 12 3 3 0.0954 -0.0040 12 3 4 -0.3513 -0.0034 12 3 5 -0.0511 -0.0056 12 3 6 0.3823 -0.0059 12 3 7 -0.1906 0.0015 12 3 8 0.2151 -0.0027 12 3 9 0.2559 0.0012 12 3 10 0.1906 -0.0042 12 3 11 -0.2857 -0.0060 12 4 0 -0.1406 0.0219 12 4 1 -0.1479 -0.0025 12 4 2 -0.0807 -0.0062 12 4 3 0.1241 0.0018 12 4 4 0.2116 0.0038 12 4 5 0.0629 0.0025 12 4 6 -0.5549 0.0015 12 4 7 0.1453 -0.0029 12 4 8 0.3055 0.0024 12 4 9 0.1353 -0.0015 12 4 10 -0.1934 -0.0026 12 5 0 0.1513 -0.0047 12 5 1 0.0195 -0.0007 12 5 2 0.0200 0.0030 12 5 3 0.0494 0.0026 12 5 4 0.3131 -0.0011 12 5 5 0.1520 0.0019 12 5 6 0.1444 -0.0026 12 5 7 0.0919 0.0029 12 5 8 0.2634 0.0038 12 6 0 0.0414 0.0042 12 6 1 0.2512 0.0076 12 6 2 -0.3289 -0.0025 12 6 3 -0.3806 -0.0007 12 6 4 0.0956 0.0021 12 7 0 0.0153 0.0084 13 0 2 0.0454 0.0004 13 0 4 0.4601 -0.0137 13 0 6 0.4506 -0.0043 13 0 8 -0.1547 0.0017 13 1 1 0.1704 -0.0084 13 1 2 0.0202 -0.0014 13 1 3 -0.1158 0.0051 13 1 4 -0.0334 -0.0104 13 1 5 -0.0629 0.0002 13 1 6 -0.0711 0.0051 13 1 7 0.0936 -0.0015 13 1 8 0.0614 0.0023 13 1 9 0.1319 -0.0017 13 1 10 0.0398 0.0023 13 2 1 0.2499 0.0033 13 2 2 0.2001 0.0003 13 2 3 0.1300 -0.0044 13 2 4 0.0560 0.0033 13 2 5 -0.1414 -0.0000 13 2 6 0.3018 0.0022 13 2 7 0.1267 -0.0010 13 2 8 0.3238 0.0040 13 2 9 0.2898 -0.0054 13 2 10 -0.0826 0.0016 13 3 1 -0.2839 0.0065 13 3 2 0.2546 -0.0025 13 3 3 0.2829 -0.0034 13 3 4 0.0536 0.0026 13 3 5 0.0653 0.0044 13 3 6 -0.0107 0.0007 13 3 7 0.1739 -0.0051 13 3 8 -0.1091 -0.0013 13 3 9 0.1561 -0.0004 13 3 10 0.2532 -0.0065 13 4 1 0.2130 -0.0129 13 4 2 -0.0289 0.0099 13 4 3 0.0898 0.0045 13 4 4 -0.0981 -0.0009 13 4 5 0.1882 0.0006 13 4 6 -0.0276 0.0052 13 4 7 0.0925 0.0028 13 4 8 0.1954 0.0060 13 5 1 -0.1212 -0.0138 13 5 2 -0.1068 -0.0032 13 5 3 -0.1562 -0.0044 13 5 4 0.0099 -0.0022 13 5 5 0.2880 0.0009 13 5 6 0.1779 -0.0002 13 6 1 0.0615 0.0133 13 6 2 -0.3748 -0.0053 13 6 3 -0.0607 -0.0017 14 0 0 0.1210 -0.0085 14 0 2 0.1258 0.0046 14 0 4 -0.1651 -0.0021 14 0 6 0.1917 -0.0025 14 0 8 -0.2045 -0.0038 14 1 0 -0.1007 -0.0134 14 1 1 -0.0893 -0.0019 14 1 2 0.0972 0.0035 14 1 3 0.1764 -0.0017 14 1 4 0.1926 0.0012 14 1 5 -0.0207 0.0060 14 1 6 0.2663 -0.0020 14 1 7 -0.0579 -0.0016 14 1 8 -0.1959 -0.0011 14 1 9 -0.0694 -0.0040 14 2 0 0.2924 0.0085 14 2 1 0.1444 -0.0006 14 2 2 0.1337 -0.0078 14 2 3 0.0867 -0.0017 14 2 4 -0.0506 -0.0009 14 2 5 -0.2242 -0.0008 14 2 6 0.1311 -0.0006 14 2 7 -0.2117 -0.0047 14 2 8 -0.2281 0.0030 14 2 9 -0.4740 -0.0016 14 3 0 -0.2507 0.0064 14 3 1 -0.2061 -0.0104 14 3 2 -0.0818 -0.0117 14 3 3 0.0096 0.0051 14 3 4 0.3465 0.0002 14 3 5 -0.0409 -0.0072 14 3 6 0.0506 0.0015 14 3 7 -0.0128 -0.0018 14 3 8 0.2339 -0.0048 14 4 0 -0.1060 -0.0063 14 4 1 -0.1126 -0.0010 14 4 2 0.0292 0.0069 14 4 3 0.1201 -0.0076 14 4 4 -0.2407 -0.0023 14 4 5 0.1088 -0.0011 14 4 6 0.2273 0.0006 14 5 0 0.2094 0.0013 14 5 1 -0.1715 -0.0002 14 5 2 0.1555 -0.0058 14 5 3 0.1820 0.0014 15 0 2 0.1459 -0.0011 15 0 4 0.3490 0.0005 15 0 6 0.0848 -0.0025 15 1 1 0.1865 -0.0010 15 1 2 -0.3657 -0.0024 15 1 3 0.1716 -0.0052 15 1 4 0.1031 -0.0003 15 1 5 0.2551 -0.0018 15 1 6 0.1159 -0.0101 15 1 7 -0.0250 -0.0019 15 2 1 0.1940 -0.0060 15 2 2 0.2896 -0.0038 15 2 3 0.0495 0.0035 15 2 4 -0.0157 -0.0026 15 2 5 0.0589 0.0020 15 2 6 0.0668 0.0001 15 2 7 0.1861 0.0034 15 3 1 0.0717 0.0029 15 3 2 -0.2941 0.0070 15 3 3 0.0892 0.0014 15 3 4 0.0781 -0.0022 15 3 5 -0.0643 0.0012 15 3 6 -0.0970 -0.0019 15 4 2 -0.2302 -0.0009 15 4 3 0.1814 -0.0012 15 4 4 -0.0218 0.0013 16 0 0 -0.0386 0.0091 16 0 2 -0.0393 -0.0017 16 0 4 0.0274 0.0054 16 0 6 0.0784 0.0081 16 1 0 0.4848 -0.0030 16 1 1 -0.0655 0.0002 16 1 2 -0.1379 0.0023 16 1 3 -0.1775 0.0026 16 1 4 -0.0579 0.0047 16 1 5 0.1090 0.0014 16 2 0 -0.1210 -0.0023 16 2 1 0.0028 0.0024 16 2 2 0.2854 0.0047 16 2 3 -0.0378 -0.0052 16 2 4 0.1502 -0.0047 16 2 5 -0.0981 0.0010 16 3 0 -0.2006 0.0006 16 3 1 0.2228 0.0085 16 3 2 0.0185 0.0066 16 3 3 -0.0559 -0.0081 0 0 0 0.0 0.0 ; _shelx_fab_checksum 80489 _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 1.257 _oxdiff_exptl_absorpt_empirical_full_min 0.667 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' '-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 N1 N 0.31253(10) 0.70380(18) 0.58800(9) 0.0504(4) Uani 1 1 d . . . . . C2 C 0.33097(15) 0.6509(3) 0.50245(13) 0.0650(6) Uani 1 1 d . . . . . H2 H 0.394621 0.644974 0.483038 0.078 Uiso 1 1 calc R U . . . C6 C 0.22028(13) 0.7152(3) 0.61416(15) 0.0613(5) Uani 1 1 d . . . . . H6 H 0.206066 0.753158 0.673379 0.074 Uiso 1 1 calc R U . . . C5 C 0.14639(16) 0.6725(3) 0.55623(18) 0.0764(7) Uani 1 1 d . . . . . H5 H 0.082975 0.681551 0.575995 0.092 Uiso 1 1 calc R U . . . C3 C 0.26009(19) 0.6049(3) 0.44206(15) 0.0786(7) Uani 1 1 d . . . . . H3 H 0.275546 0.566301 0.383265 0.094 Uiso 1 1 calc R U . . . C4 C 0.16664(18) 0.6165(3) 0.46916(17) 0.0802(7) Uani 1 1 d . . . . . H4 H 0.117312 0.586799 0.428995 0.096 Uiso 1 1 calc R U . . . B7 B 0.39616(16) 0.7573(3) 0.65596(16) 0.0583(6) Uani 1 1 d . . . . . B9 B 0.4899(2) 0.5994(4) 0.6703(2) 0.0746(8) Uani 1 1 d . . . . . B8 B 0.4051(2) 0.6153(4) 0.75523(18) 0.0718(7) Uani 1 1 d . . . . . H7A H 0.4546(16) 0.820(3) 0.6119(15) 0.071(6) Uiso 1 1 d . . . . . H8A H 0.3328(18) 0.549(3) 0.7573(18) 0.095(8) Uiso 1 1 d . . . . . H8B H 0.4248(18) 0.682(3) 0.8212(17) 0.091(7) Uiso 1 1 d . . . . . H9A H 0.565(2) 0.645(3) 0.6843(17) 0.107(9) Uiso 1 1 d . . . . . H9B H 0.4832(17) 0.521(3) 0.6095(18) 0.087(7) Uiso 1 1 d . . . . . H9C H 0.465(2) 0.509(4) 0.7376(19) 0.106(9) Uiso 1 1 d . . . . . H7B H 0.3710(19) 0.853(3) 0.7006(17) 0.097(8) Uiso 1 1 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 N1 0.0519(8) 0.0518(8) 0.0475(8) 0.0035(6) -0.0008(6) 0.0024(6) C2 0.0624(12) 0.0851(14) 0.0475(10) 0.0008(10) 0.0016(8) 0.0028(10) C6 0.0547(10) 0.0661(12) 0.0632(11) -0.0013(9) 0.0038(9) 0.0063(9) C5 0.0502(11) 0.0817(15) 0.0973(17) 0.0067(13) -0.0048(11) 0.0014(10) C3 0.0900(17) 0.0918(16) 0.0541(11) -0.0075(11) -0.0124(11) 0.0049(13) C4 0.0772(15) 0.0828(15) 0.0806(15) -0.0033(13) -0.0304(12) -0.0022(12) B7 0.0593(12) 0.0558(12) 0.0599(12) 0.0002(10) -0.0071(10) -0.0039(10) B9 0.0645(14) 0.0899(18) 0.0694(15) 0.0143(14) -0.0057(12) 0.0146(13) B8 0.0781(16) 0.0847(17) 0.0527(12) 0.0096(12) -0.0081(11) 0.0002(14) 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_ _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 C2 N1 C6 117.89(17) . . ? C2 N1 B7 121.42(16) . . ? C6 N1 B7 120.66(16) . . ? N1 C2 H2 118.7 . . ? N1 C2 C3 122.7(2) . . ? C3 C2 H2 118.7 . . ? N1 C6 H6 119.0 . . ? N1 C6 C5 121.9(2) . . ? C5 C6 H6 119.0 . . ? C6 C5 H5 120.3 . . ? C4 C5 C6 119.4(2) . . ? C4 C5 H5 120.3 . . ? C2 C3 H3 120.4 . . ? C4 C3 C2 119.1(2) . . ? C4 C3 H3 120.4 . . ? C5 C4 H4 120.5 . . ? C3 C4 C5 119.0(2) . . ? C3 C4 H4 120.5 . . ? N1 B7 B9 114.02(18) . . ? N1 B7 B8 111.56(16) . . ? N1 B7 H7A 107.1(11) . . ? N1 B7 H7B 109.3(15) . . ? B9 B7 B8 55.58(14) . . ? B9 B7 H7A 81.9(11) . . ? B9 B7 H7B 131.8(14) . . ? B8 B7 H7A 131.0(11) . . ? B8 B7 H7B 89.6(14) . . ? H7A B7 H7B 104.9(17) . . ? B7 B9 H9A 117.1(14) . . ? B7 B9 H9B 104.4(13) . . ? B7 B9 H9C 106.6(14) . . ? B8 B9 B7 62.44(15) . . ? B8 B9 H9A 119.0(14) . . ? B8 B9 H9B 124.6(13) . . ? B8 B9 H9C 45.3(13) . . ? H9A B9 H9B 114.6(19) . . ? H9A B9 H9C 107.8(18) . . ? H9B B9 H9C 105.6(18) . . ? B7 B8 H8A 104.4(13) . . ? B7 B8 H8B 112.5(12) . . ? B7 B8 H9C 108.4(13) . . ? B9 B8 B7 61.98(14) . . ? B9 B8 H8A 126.5(13) . . ? B9 B8 H8B 118.4(13) . . ? B9 B8 H9C 47.6(13) . . ? H8A B8 H8B 114.5(18) . . ? H8A B8 H9C 106.4(19) . . ? H8B B8 H9C 110.2(18) . . ? 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 N1 C2 1.333(2) . ? N1 C6 1.341(2) . ? N1 B7 1.582(2) . ? C2 H2 0.9300 . ? C2 C3 1.368(3) . ? C6 H6 0.9300 . ? C6 C5 1.369(3) . ? C5 H5 0.9300 . ? C5 C4 1.366(3) . ? C3 H3 0.9300 . ? C3 C4 1.361(4) . ? C4 H4 0.9300 . ? B7 B9 1.828(3) . ? B7 B8 1.836(3) . ? B7 H7A 1.15(2) . ? B7 H7B 1.06(3) . ? B9 B8 1.708(4) . ? B9 H9A 1.12(3) . ? B9 H9B 1.08(3) . ? B9 H9C 1.26(3) . ? B8 H8A 1.14(3) . ? B8 H8B 1.13(2) . ? B8 H9C 1.21(3) . ? 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 C2 C3 C4 1.4(4) . . . . ? N1 C6 C5 C4 0.0(3) . . . . ? N1 B7 B9 B8 -100.5(2) . . . . ? N1 B7 B8 B9 105.1(2) . . . . ? C2 N1 C6 C5 0.8(3) . . . . ? C2 N1 B7 B9 -53.4(2) . . . . ? C2 N1 B7 B8 -114.1(2) . . . . ? C2 C3 C4 C5 -0.5(4) . . . . ? C6 N1 C2 C3 -1.5(3) . . . . ? C6 N1 B7 B9 128.6(2) . . . . ? C6 N1 B7 B8 67.9(2) . . . . ? C6 C5 C4 C3 -0.1(4) . . . . ? B7 N1 C2 C3 -179.6(2) . . . . ? B7 N1 C6 C5 178.85(19) . . . . ? loop_ _smtbx_masks_void_nr _smtbx_masks_void_average_x _smtbx_masks_void_average_y _smtbx_masks_void_average_z _smtbx_masks_void_volume _smtbx_masks_void_count_electrons _smtbx_masks_void_content 1 0.496 -0.804 -0.673 483.0 9.1 ? 2 0.125 0.000 0.125 0.0 0.0 ? 3 0.125 0.500 0.625 0.0 0.0 ? 4 0.375 0.000 0.625 0.0 0.0 ? 5 0.375 0.500 0.125 0.0 0.0 ? 6 0.625 0.000 0.375 0.0 0.0 ? 7 0.625 0.500 0.875 0.0 0.0 ? 8 0.875 0.000 0.875 0.0 0.0 ? 9 0.875 0.500 0.375 0.0 0.0 ?