#------------------------------------------------------------------------------ #$Date: 2021-10-06 16:58:24 +0300 (Wed, 06 Oct 2021) $ #$Revision: 269650 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/88/7128818.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_7128818 loop_ _publ_author_name 'Wang, Chunqin' 'Han, Songyan' 'Wang, Tianbao' 'Zheng, Xuesong' 'Zhou, Linsen' 'Liu, Yanhong' 'Zhang, Cheng' 'Gao, Ge' _publ_section_title ; Red fluorescent zwitterionic naphthalenediimides with di/mono-benzimidazolium and a negatively-charged oxygen substituent. ; _journal_issue 74 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 9422 _journal_page_last 9425 _journal_paper_doi 10.1039/d1cc03586j _journal_volume 57 _journal_year 2021 _chemical_formula_moiety 'C33 H34 N4 O5' _chemical_formula_sum 'C33 H34 N4 O5' _chemical_formula_weight 566.64 _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 _audit_creation_date 2021-06-02 _audit_creation_method ; Olex2 1.3 (compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272) ; _audit_update_record ; 2021-06-21 deposited with the CCDC. 2021-08-16 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 111.1040(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 15.0103(4) _cell_length_b 12.9385(3) _cell_length_c 15.5389(5) _cell_measurement_reflns_used 7030 _cell_measurement_temperature 150.0 _cell_measurement_theta_max 27.440 _cell_measurement_theta_min 2.810 _cell_volume 2815.41(14) _computing_cell_refinement 'SAINT V8.40B (?, 2016)' _computing_data_reduction 'SAINT V8.40B (?, 2016)' _computing_molecular_graphics 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2014/7 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 150.0 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0999 _diffrn_reflns_av_unetI/netI 0.0584 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 43768 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.524 _diffrn_reflns_theta_min 2.110 _diffrn_source_current 1.4 _diffrn_source_power 0.07 _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.091 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_correction_T_min 0.6661 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0884 before and 0.0661 after correction. The Ratio of minimum to maximum transmission is 0.8934. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear reddish red' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier reddish _exptl_crystal_colour_primary red _exptl_crystal_density_diffrn 1.337 _exptl_crystal_description block _exptl_crystal_F_000 1200 _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.35 _refine_diff_density_max 0.633 _refine_diff_density_min -0.337 _refine_diff_density_rms 0.051 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 408 _refine_ls_number_reflns 6472 _refine_ls_number_restraints 26 _refine_ls_restrained_S_all 1.047 _refine_ls_R_factor_all 0.0911 _refine_ls_R_factor_gt 0.0512 _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^)+(0.0576P)^2^+0.9533P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1204 _refine_ls_wR_factor_ref 0.1383 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4280 _reflns_number_total 6472 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1cc03586j2.cif _cod_data_source_block mo_wcq_2_150k_0m _cod_depositor_comments 'Adding full bibliography for 7128818.cif.' _cod_database_code 7128818 _shelx_shelxl_version_number 2014/7 _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 0.969 _shelx_estimated_absorpt_t_min 0.960 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups At 1.5 times of: All C(H,H,H) groups 2. Rigid bond restraints C1, C2 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005 C015, C016 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005 3. Uiso/Uaniso restraints and constraints C1 \\sim C2: within 2A with sigma of 0.005 and sigma for terminal atoms of 0.01 within 2A C015 \\sim C016: within 2A with sigma of 0.005 and sigma for terminal atoms of 0.01 within 2A Uanis(C015) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02 Uanis(C2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02 Uanis(C015) = Uanis(C2) 4. Others Sof(H00L)=Sof(H00M)=Sof(C0)=Sof(H0A)=Sof(H0B)=1-FVAR(1) Sof(H00I)=Sof(H00J)=Sof(C014)=Sof(H01L)=Sof(H01M)=FVAR(1) Sof(C1)=Sof(H1A)=Sof(H1B)=1-FVAR(2) Sof(C016)=Sof(H01Q)=Sof(H01R)=FVAR(2) Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(H2C)=1-FVAR(3) Sof(C015)=Sof(H01N)=Sof(H01O)=Sof(H01P)=FVAR(3) 5.a Secondary CH2 refined with riding coordinates: C00P(H00A,H00B), C00U(H00C,H00D), C00W(H00E,H00F), C00Y(H00G,H00H), C00Z(H00I, H00J), C00Z(H00L,H00M), C011(H01D,H01E), C014(H01L,H01M), C016(H01Q,H01R), C0(H0A,H0B), C1(H1A,H1B) 5.b Aromatic/amide H refined with riding coordinates: C00K(H00K), C00O(H00O), C00Q(H00Q), C00S(H00S), C00T(H00T), C00X(H00X) 5.c Idealised Me refined as rotating group: C010(H01A,H01B,H01C), C012(H01F,H01G,H01H), C013(H01I,H01J,H01K), C015(H01N, H01O,H01P), C2(H2A,H2B,H2C) ; _shelx_res_file ; mo_wcq_2_150k_0m.res created by SHELXL-2014/7 TITL mo_wcq_2_150k_0m_a.res in P2(1)/n REM Old TITL mo_wcq_2_150k_0m in P2(1)/n REM SHELXT solution in P2(1)/n REM R1 0.156, Rweak 0.009, Alpha 0.032, Orientation as input REM Formula found by SHELXT: C33 N4 O5 CELL 0.71073 15.0103 12.9385 15.5389 90 111.104 90 ZERR 4 0.0004 0.0003 0.0005 0 0.001 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H N O UNIT 132 136 16 20 ISOR 0.01 0.02 C015 ISOR 0.01 0.02 C2 EADP C015 C2 DELU 0.005 0.005 C1 C2 SIMU 0.005 0.01 2 C1 C2 DELU 0.005 0.005 C015 C016 SIMU 0.005 0.01 2 C015 C016 L.S. 11 0 0 PLAN 5 SIZE 0.35 0.38 0.45 TEMP -123.15 CONF BOND $H list 4 fmap 2 53 ACTA MORE -1 REM REM REM WGHT 0.057600 0.953300 FVAR 0.37230 0.81349 0.62667 0.74575 O001 4 0.422047 0.643416 0.851940 11.00000 0.02959 0.02698 = 0.02928 -0.00030 0.01677 -0.00089 O002 4 0.478383 0.848546 0.859671 11.00000 0.03201 0.02480 = 0.03341 -0.00283 0.01154 0.00040 O003 4 0.487641 0.334627 0.688182 11.00000 0.04698 0.02525 = 0.04365 -0.00251 0.02779 -0.00418 O004 4 0.651229 0.459648 0.516297 11.00000 0.05135 0.04457 = 0.03735 0.00190 0.03002 0.00508 N005 3 0.464685 0.403723 0.876872 11.00000 0.02063 0.02235 = 0.02063 0.00218 0.00827 -0.00195 N006 3 0.334216 0.423851 0.756003 11.00000 0.02106 0.02132 = 0.02332 0.00087 0.00768 -0.00127 O007 4 0.703557 0.935802 0.741513 11.00000 0.05681 0.04241 = 0.06074 -0.00648 0.03108 -0.02650 N008 3 0.566463 0.397534 0.599341 11.00000 0.02716 0.02732 = 0.02653 -0.00148 0.01196 0.00382 N009 3 0.587470 0.892159 0.796394 11.00000 0.02949 0.02157 = 0.03250 0.00062 0.00660 -0.00407 C00A 1 0.471139 0.634902 0.802490 11.00000 0.02001 0.02355 = 0.01865 0.00318 0.00497 0.00158 C00B 1 0.313000 0.353043 0.813618 11.00000 0.02489 0.02013 = 0.02327 -0.00118 0.01059 -0.00151 C00C 1 0.425773 0.451656 0.795594 11.00000 0.02354 0.01965 = 0.02200 -0.00145 0.01023 0.00081 C00D 1 0.525265 0.714950 0.779773 11.00000 0.02049 0.02341 = 0.02146 0.00279 0.00579 0.00018 C00E 1 0.523807 0.513209 0.704424 11.00000 0.02046 0.02290 = 0.02051 0.00271 0.00631 0.00255 C00F 1 0.396192 0.339577 0.889836 11.00000 0.02328 0.02077 = 0.02440 -0.00005 0.01123 -0.00092 C00G 1 0.475993 0.532129 0.762851 11.00000 0.01932 0.02260 = 0.02153 0.00252 0.00727 -0.00140 C00H 1 0.577491 0.693662 0.722264 11.00000 0.01851 0.02528 = 0.02155 0.00472 0.00430 0.00009 C00I 1 0.526295 0.819766 0.814974 11.00000 0.02341 0.02354 = 0.02202 0.00335 0.00340 0.00070 C00J 1 0.574979 0.594429 0.681621 11.00000 0.01908 0.02626 = 0.02200 0.00531 0.00687 0.00192 C00K 1 0.401881 0.272286 0.961135 11.00000 0.02791 0.02600 = 0.02458 0.00240 0.00883 -0.00193 AFIX 43 H00K 2 0.459418 0.262487 1.012493 11.00000 -1.20000 AFIX 0 C00L 1 0.524169 0.408141 0.665210 11.00000 0.02552 0.02592 = 0.02667 0.00259 0.01077 0.00296 C00M 1 0.623670 0.576865 0.620867 11.00000 0.02321 0.03080 = 0.02622 0.00755 0.01079 0.00486 C00N 1 0.634923 0.770089 0.702544 11.00000 0.02502 0.02970 = 0.02813 0.00568 0.00868 -0.00193 C00O 1 0.229226 0.301147 0.805716 11.00000 0.02316 0.02634 = 0.02910 -0.00083 0.00882 -0.00201 AFIX 43 H00O 2 0.171849 0.310437 0.754071 11.00000 -1.20000 AFIX 0 C00P 1 0.563467 0.413255 0.940992 11.00000 0.02145 0.03126 = 0.02508 0.00268 0.00539 -0.00423 AFIX 23 H00A 2 0.564528 0.415468 1.005038 11.00000 -1.20000 H00B 2 0.590977 0.478759 0.928889 11.00000 -1.20000 AFIX 0 C00Q 1 0.234338 0.235379 0.877285 11.00000 0.02746 0.02802 = 0.03519 -0.00080 0.01431 -0.00765 AFIX 43 H00Q 2 0.178534 0.199071 0.875040 11.00000 -1.20000 AFIX 0 C00R 1 0.616395 0.475579 0.574691 11.00000 0.02793 0.03542 = 0.02621 0.00683 0.01272 0.00789 C00S 1 0.676276 0.654857 0.601133 11.00000 0.02832 0.03879 = 0.03342 0.01057 0.01813 0.00401 AFIX 43 H00S 2 0.707973 0.643095 0.558998 11.00000 -1.20000 AFIX 0 C00T 1 0.318722 0.220372 0.952885 11.00000 0.03591 0.02620 = 0.03051 0.00240 0.01493 -0.00540 AFIX 43 H00T 2 0.318972 0.173257 0.999861 11.00000 -1.20000 AFIX 0 C00U 1 0.559419 0.296425 0.553508 11.00000 0.03073 0.03101 = 0.02740 -0.00559 0.01024 0.00292 AFIX 23 H00C 2 0.546710 0.308049 0.487166 11.00000 -1.20000 H00D 2 0.504279 0.258275 0.558430 11.00000 -1.20000 AFIX 0 C00V 1 0.645926 0.871616 0.747170 11.00000 0.03355 0.03041 = 0.03405 0.00375 0.01024 -0.00798 C00W 1 0.268033 0.461141 0.666301 11.00000 0.02413 0.03496 = 0.02792 0.00867 0.00371 0.00345 AFIX 23 H00E 2 0.301120 0.512993 0.641670 11.00000 -1.20000 H00F 2 0.213199 0.495753 0.675277 11.00000 -1.20000 AFIX 0 C00X 1 0.682437 0.750454 0.643330 11.00000 0.02865 0.03590 = 0.03849 0.00869 0.01688 -0.00353 AFIX 43 H00X 2 0.720168 0.803338 0.631105 11.00000 -1.20000 AFIX 0 C00Y 1 0.647833 0.230142 0.593087 11.00000 0.03216 0.02996 = 0.03199 0.00020 0.01434 0.00279 AFIX 23 H00G 2 0.658634 0.214033 0.658362 11.00000 -1.20000 H00H 2 0.703966 0.268945 0.591251 11.00000 -1.20000 AFIX 0 C00Z 1 0.589524 0.998477 0.832111 11.00000 0.04400 0.02454 = 0.03988 -0.00648 0.00778 -0.00798 PART 1 AFIX 23 H00I 2 0.656293 1.023558 0.856879 21.00000 -1.20000 H00J 2 0.564827 0.998016 0.883217 21.00000 -1.20000 AFIX 23 PART 2 H00L 2 0.636486 1.040318 0.815975 -21.00000 -1.20000 H00M 2 0.609892 0.996542 0.900183 -21.00000 -1.20000 AFIX 0 PART 0 C010 1 0.231479 0.375424 0.596961 11.00000 0.03832 0.05529 = 0.02204 0.00123 0.00768 -0.00807 AFIX 137 H01A 2 0.192484 0.404768 0.537078 11.00000 -1.50000 H01B 2 0.192562 0.327869 0.617770 11.00000 -1.50000 H01C 2 0.285596 0.337834 0.590896 11.00000 -1.50000 AFIX 0 C011 1 0.637923 0.130210 0.539334 11.00000 0.04263 0.03197 = 0.04412 -0.00486 0.01943 0.00279 AFIX 23 H01D 2 0.618514 0.146532 0.472846 11.00000 -1.20000 H01E 2 0.586799 0.087787 0.547794 11.00000 -1.20000 AFIX 0 C012 1 0.623369 0.323750 0.930884 11.00000 0.02603 0.05699 = 0.04067 -0.00062 0.00675 0.00905 AFIX 137 H01F 2 0.622669 0.321745 0.867598 11.00000 -1.50000 H01G 2 0.597182 0.259013 0.944470 11.00000 -1.50000 H01H 2 0.689169 0.332348 0.974018 11.00000 -1.50000 AFIX 0 C013 1 0.730046 0.067657 0.569341 11.00000 0.05865 0.03415 = 0.06795 0.00475 0.03281 0.01435 AFIX 137 H01I 2 0.719989 0.004356 0.532418 11.00000 -1.50000 H01J 2 0.748694 0.049548 0.634715 11.00000 -1.50000 H01K 2 0.780725 0.108824 0.560197 11.00000 -1.50000 AFIX 0 PART 1 C014 1 0.529722 1.071145 0.757047 21.00000 0.09778 0.02212 = 0.05361 -0.00248 -0.00436 0.00233 AFIX 23 H01L 2 0.547633 1.062926 0.702025 21.00000 -1.20000 H01M 2 0.543683 1.143341 0.778848 21.00000 -1.20000 AFIX 0 C015 1 0.354858 1.121256 0.663507 41.00000 0.06187 0.05925 = 0.10711 0.00234 0.01199 0.00766 AFIX 137 H01N 2 0.375561 1.129239 0.610831 41.00000 -1.50000 H01O 2 0.357340 1.188432 0.693420 41.00000 -1.50000 H01P 2 0.289290 1.094824 0.641989 41.00000 -1.50000 AFIX 0 C016 1 0.417037 1.049766 0.728473 31.00000 0.04389 0.07820 = 0.06369 0.02753 -0.00495 -0.03053 AFIX 23 H01Q 2 0.403229 0.979364 0.702039 31.00000 -1.20000 H01R 2 0.401390 1.050728 0.785157 31.00000 -1.20000 AFIX 0 PART 2 C0 1 0.477960 1.055264 0.785967 -21.00000 0.08736 0.02467 = 0.08057 0.00689 0.06040 -0.00777 AFIX 23 H0A 2 0.428823 1.011210 0.796311 -21.00000 -1.20000 H0B 2 0.477712 1.123868 0.814094 -21.00000 -1.20000 AFIX 0 C1 1 0.460428 1.065080 0.689132 -31.00000 0.05236 0.02131 = 0.06255 -0.00099 0.01441 0.00807 AFIX 23 H1A 2 0.466979 0.995037 0.666454 -31.00000 -1.20000 H1B 2 0.513321 1.107014 0.683700 -31.00000 -1.20000 AFIX 0 C2 1 0.373148 1.107884 0.624972 -41.00000 0.06187 0.05925 = 0.10711 0.00234 0.01199 0.00766 AFIX 137 H2A 2 0.372053 1.099571 0.561913 -41.00000 -1.50000 H2B 2 0.369589 1.181516 0.638167 -41.00000 -1.50000 H2C 2 0.318441 1.071675 0.631203 -41.00000 -1.50000 AFIX 0 HKLF 4 REM mo_wcq_2_150k_0m_a.res in P2(1)/n REM R1 = 0.0512 for 4280 Fo > 4sig(Fo) and 0.0911 for all 6472 data REM 408 parameters refined using 26 restraints END WGHT 0.0576 0.9442 REM Highest difference peak 0.633, deepest hole -0.337, 1-sigma level 0.051 Q1 1 0.3871 1.1136 0.7413 11.00000 0.05 0.63 Q2 1 0.4778 1.0367 0.9759 11.00000 0.05 0.38 Q3 1 0.5835 1.0825 0.7421 11.00000 0.05 0.25 Q4 1 0.6087 0.7398 0.7114 11.00000 0.05 0.22 Q5 1 0.4795 0.6869 0.7625 11.00000 0.05 0.22 ; _shelx_res_checksum 41335 _olex2_submission_special_instructions 'No special instructions were received' 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 O001 O 0.42205(9) 0.64342(9) 0.85194(9) 0.0269(3) Uani 1 1 d . . . . . O002 O 0.47838(10) 0.84855(10) 0.85967(9) 0.0301(3) Uani 1 1 d . . . . . O003 O 0.48764(11) 0.33463(10) 0.68818(10) 0.0355(4) Uani 1 1 d . . . . . O004 O 0.65123(11) 0.45965(11) 0.51630(10) 0.0405(4) Uani 1 1 d . . . . . N005 N 0.46469(10) 0.40372(11) 0.87687(10) 0.0210(3) Uani 1 1 d . . . . . N006 N 0.33422(10) 0.42385(11) 0.75600(10) 0.0220(3) Uani 1 1 d . . . . . O007 O 0.70356(12) 0.93580(12) 0.74151(12) 0.0506(4) Uani 1 1 d . . . . . N008 N 0.56646(11) 0.39753(12) 0.59934(11) 0.0264(4) Uani 1 1 d . . . . . N009 N 0.58747(11) 0.89216(11) 0.79639(11) 0.0291(4) Uani 1 1 d . . . . . C00A C 0.47114(12) 0.63490(13) 0.80249(12) 0.0213(4) Uani 1 1 d . . . . . C00B C 0.31300(13) 0.35304(13) 0.81362(12) 0.0222(4) Uani 1 1 d . . . . . C00C C 0.42577(13) 0.45166(13) 0.79559(12) 0.0212(4) Uani 1 1 d . . . . . C00D C 0.52526(13) 0.71495(13) 0.77977(12) 0.0223(4) Uani 1 1 d . . . . . C00E C 0.52381(13) 0.51321(13) 0.70442(12) 0.0216(4) Uani 1 1 d . . . . . C00F C 0.39619(13) 0.33958(13) 0.88984(12) 0.0221(4) Uani 1 1 d . . . . . C00G C 0.47599(12) 0.53213(13) 0.76285(12) 0.0212(4) Uani 1 1 d . . . . . C00H C 0.57749(12) 0.69366(14) 0.72226(12) 0.0226(4) Uani 1 1 d . . . . . C00I C 0.52630(13) 0.81977(14) 0.81497(13) 0.0243(4) Uani 1 1 d . . . . . C00J C 0.57498(13) 0.59443(14) 0.68162(12) 0.0226(4) Uani 1 1 d . . . . . C00K C 0.40188(14) 0.27229(14) 0.96114(13) 0.0263(4) Uani 1 1 d . . . . . H00K H 0.4594 0.2625 1.0125 0.032 Uiso 1 1 calc R U . . . C00L C 0.52417(14) 0.40814(14) 0.66521(13) 0.0257(4) Uani 1 1 d . . . . . C00M C 0.62367(13) 0.57686(14) 0.62087(13) 0.0262(4) Uani 1 1 d . . . . . C00N C 0.63492(14) 0.77009(14) 0.70254(13) 0.0279(4) Uani 1 1 d . . . . . C00O C 0.22923(14) 0.30115(14) 0.80572(13) 0.0264(4) Uani 1 1 d . . . . . H00O H 0.1718 0.3104 0.7541 0.032 Uiso 1 1 calc R U . . . C00P C 0.56347(13) 0.41326(15) 0.94099(13) 0.0268(4) Uani 1 1 d . . . . . H00A H 0.5645 0.4155 1.0050 0.032 Uiso 1 1 calc R U . . . H00B H 0.5910 0.4788 0.9289 0.032 Uiso 1 1 calc R U . . . C00Q C 0.23434(14) 0.23538(14) 0.87729(14) 0.0294(4) Uani 1 1 d . . . . . H00Q H 0.1785 0.1991 0.8750 0.035 Uiso 1 1 calc R U . . . C00R C 0.61639(14) 0.47558(15) 0.57469(13) 0.0290(4) Uani 1 1 d . . . . . C00S C 0.67628(14) 0.65486(15) 0.60113(14) 0.0316(5) Uani 1 1 d . . . . . H00S H 0.7080 0.6431 0.5590 0.038 Uiso 1 1 calc R U . . . C00T C 0.31872(14) 0.22037(15) 0.95289(14) 0.0301(4) Uani 1 1 d . . . . . H00T H 0.3190 0.1733 0.9999 0.036 Uiso 1 1 calc R U . . . C00U C 0.55942(14) 0.29642(15) 0.55351(14) 0.0298(4) Uani 1 1 d . . . . . H00C H 0.5467 0.3080 0.4872 0.036 Uiso 1 1 calc R U . . . H00D H 0.5043 0.2583 0.5584 0.036 Uiso 1 1 calc R U . . . C00V C 0.64593(15) 0.87162(15) 0.74717(14) 0.0332(5) Uani 1 1 d . . . . . C00W C 0.26803(14) 0.46114(15) 0.66630(13) 0.0306(5) Uani 1 1 d . . . . . H00E H 0.3011 0.5130 0.6417 0.037 Uiso 1 1 calc R U . . . H00F H 0.2132 0.4958 0.6753 0.037 Uiso 1 1 calc R U . . . C00X C 0.68244(14) 0.75045(16) 0.64333(14) 0.0330(5) Uani 1 1 d . . . . . H00X H 0.7202 0.8033 0.6311 0.040 Uiso 1 1 calc R U . . . C00Y C 0.64783(14) 0.23014(15) 0.59309(14) 0.0306(4) Uani 1 1 d . . . . . H00G H 0.6586 0.2140 0.6584 0.037 Uiso 1 1 calc R U . . . H00H H 0.7040 0.2689 0.5913 0.037 Uiso 1 1 calc R U . . . C00Z C 0.58952(16) 0.99848(15) 0.83211(16) 0.0382(5) Uani 1 1 d . . . . . H00I H 0.6563 1.0236 0.8569 0.046 Uiso 0.813(10) 1 calc R U P A 1 H00J H 0.5648 0.9980 0.8832 0.046 Uiso 0.813(10) 1 calc R U P A 1 H00L H 0.6365 1.0403 0.8160 0.046 Uiso 0.187(10) 1 calc R U P A 2 H00M H 0.6099 0.9965 0.9002 0.046 Uiso 0.187(10) 1 calc R U P A 2 C010 C 0.23148(16) 0.37542(18) 0.59696(14) 0.0394(5) Uani 1 1 d . . . . . H01A H 0.1925 0.4048 0.5371 0.059 Uiso 1 1 calc R U . . . H01B H 0.1926 0.3279 0.6178 0.059 Uiso 1 1 calc R U . . . H01C H 0.2856 0.3378 0.5909 0.059 Uiso 1 1 calc R U . . . C011 C 0.63792(16) 0.13021(16) 0.53933(16) 0.0385(5) Uani 1 1 d . . . . . H01D H 0.6185 0.1465 0.4728 0.046 Uiso 1 1 calc R U . . . H01E H 0.5868 0.0878 0.5478 0.046 Uiso 1 1 calc R U . . . C012 C 0.62337(15) 0.32375(18) 0.93088(16) 0.0427(6) Uani 1 1 d . . . . . H01F H 0.6227 0.3217 0.8676 0.064 Uiso 1 1 calc R U . . . H01G H 0.5972 0.2590 0.9445 0.064 Uiso 1 1 calc R U . . . H01H H 0.6892 0.3323 0.9740 0.064 Uiso 1 1 calc R U . . . C013 C 0.73005(19) 0.06766(17) 0.56934(19) 0.0508(6) Uani 1 1 d . . . . . H01I H 0.7200 0.0044 0.5324 0.076 Uiso 1 1 calc R U . . . H01J H 0.7487 0.0495 0.6347 0.076 Uiso 1 1 calc R U . . . H01K H 0.7807 0.1088 0.5602 0.076 Uiso 1 1 calc R U . . . C014 C 0.5297(4) 1.0711(2) 0.7570(3) 0.067(2) Uani 0.813(10) 1 d . . P A 1 H01L H 0.5476 1.0629 0.7020 0.080 Uiso 0.813(10) 1 calc R U P A 1 H01M H 0.5437 1.1433 0.7788 0.080 Uiso 0.813(10) 1 calc R U P A 1 C015 C 0.3549(5) 1.1213(5) 0.6635(7) 0.081(2) Uani 0.746(18) 1 d . U P A 1 H01N H 0.3756 1.1292 0.6108 0.122 Uiso 0.746(18) 1 calc R U P A 1 H01O H 0.3573 1.1884 0.6934 0.122 Uiso 0.746(18) 1 calc R U P A 1 H01P H 0.2893 1.0948 0.6420 0.122 Uiso 0.746(18) 1 calc R U P A 1 C016 C 0.4170(4) 1.0498(4) 0.7285(4) 0.0686(18) Uani 0.627(9) 1 d . U P A 1 H01Q H 0.4032 0.9794 0.7020 0.082 Uiso 0.627(9) 1 calc R U P A 1 H01R H 0.4014 1.0507 0.7852 0.082 Uiso 0.627(9) 1 calc R U P A 1 C0 C 0.4780(16) 1.0553(10) 0.7860(14) 0.056(6) Uani 0.187(10) 1 d . . P A 2 H0A H 0.4288 1.0112 0.7963 0.067 Uiso 0.187(10) 1 calc R U P A 2 H0B H 0.4777 1.1239 0.8141 0.067 Uiso 0.187(10) 1 calc R U P A 2 C1 C 0.4604(6) 1.0651(5) 0.6891(6) 0.047(3) Uani 0.373(9) 1 d . U P A 2 H1A H 0.4670 0.9950 0.6665 0.057 Uiso 0.373(9) 1 calc R U P A 2 H1B H 0.5133 1.1070 0.6837 0.057 Uiso 0.373(9) 1 calc R U P A 2 C2 C 0.3731(14) 1.1079(15) 0.6250(19) 0.081(2) Uani 0.254(18) 1 d . U P A 2 H2A H 0.3721 1.0996 0.5619 0.122 Uiso 0.254(18) 1 calc R U P A 2 H2B H 0.3696 1.1815 0.6382 0.122 Uiso 0.254(18) 1 calc R U P A 2 H2C H 0.3184 1.0717 0.6312 0.122 Uiso 0.254(18) 1 calc R U P A 2 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 O001 0.0296(7) 0.0270(7) 0.0293(7) -0.0003(5) 0.0168(6) -0.0009(6) O002 0.0320(8) 0.0248(7) 0.0334(8) -0.0028(6) 0.0115(6) 0.0004(6) O003 0.0470(9) 0.0252(7) 0.0436(9) -0.0025(6) 0.0278(7) -0.0042(6) O004 0.0514(10) 0.0446(9) 0.0374(9) 0.0019(7) 0.0300(8) 0.0051(7) N005 0.0206(8) 0.0223(7) 0.0206(8) 0.0022(6) 0.0083(6) -0.0020(6) N006 0.0211(8) 0.0213(7) 0.0233(8) 0.0009(6) 0.0077(7) -0.0013(6) O007 0.0568(11) 0.0424(9) 0.0607(11) -0.0065(8) 0.0311(9) -0.0265(8) N008 0.0272(9) 0.0273(8) 0.0265(8) -0.0015(7) 0.0120(7) 0.0038(7) N009 0.0295(9) 0.0216(8) 0.0325(9) 0.0006(7) 0.0066(7) -0.0041(7) C00A 0.0200(9) 0.0236(9) 0.0187(9) 0.0032(7) 0.0050(7) 0.0016(7) C00B 0.0249(10) 0.0201(8) 0.0233(9) -0.0012(7) 0.0106(8) -0.0015(7) C00C 0.0235(9) 0.0197(8) 0.0220(9) -0.0014(7) 0.0102(8) 0.0008(7) C00D 0.0205(9) 0.0234(9) 0.0215(9) 0.0028(7) 0.0058(8) 0.0002(7) C00E 0.0205(9) 0.0229(9) 0.0205(9) 0.0027(7) 0.0063(7) 0.0026(7) C00F 0.0233(9) 0.0208(9) 0.0244(10) -0.0001(7) 0.0112(8) -0.0009(7) C00G 0.0193(9) 0.0226(9) 0.0215(9) 0.0025(7) 0.0073(8) -0.0014(7) C00H 0.0185(9) 0.0253(9) 0.0215(9) 0.0047(7) 0.0043(8) 0.0001(7) C00I 0.0234(10) 0.0235(9) 0.0220(9) 0.0033(7) 0.0034(8) 0.0007(8) C00J 0.0191(9) 0.0263(9) 0.0220(9) 0.0053(7) 0.0069(8) 0.0019(7) C00K 0.0279(10) 0.0260(9) 0.0246(10) 0.0024(7) 0.0088(8) -0.0019(8) C00L 0.0255(10) 0.0259(9) 0.0267(10) 0.0026(8) 0.0108(8) 0.0030(8) C00M 0.0232(10) 0.0308(10) 0.0262(10) 0.0075(8) 0.0108(8) 0.0049(8) C00N 0.0250(10) 0.0297(10) 0.0281(10) 0.0057(8) 0.0087(8) -0.0019(8) C00O 0.0232(10) 0.0263(9) 0.0291(10) -0.0008(8) 0.0088(8) -0.0020(8) C00P 0.0214(10) 0.0313(10) 0.0251(10) 0.0027(8) 0.0054(8) -0.0042(8) C00Q 0.0275(10) 0.0280(10) 0.0352(11) -0.0008(8) 0.0143(9) -0.0076(8) C00R 0.0279(10) 0.0354(11) 0.0262(11) 0.0068(8) 0.0127(9) 0.0079(9) C00S 0.0283(11) 0.0388(11) 0.0334(11) 0.0106(9) 0.0181(9) 0.0040(9) C00T 0.0359(11) 0.0262(10) 0.0305(11) 0.0024(8) 0.0149(9) -0.0054(9) C00U 0.0307(11) 0.0310(10) 0.0274(10) -0.0056(8) 0.0102(9) 0.0029(8) C00V 0.0336(11) 0.0304(10) 0.0341(12) 0.0037(9) 0.0102(10) -0.0080(9) C00W 0.0241(10) 0.0350(11) 0.0279(11) 0.0087(8) 0.0037(9) 0.0034(8) C00X 0.0287(11) 0.0359(11) 0.0385(12) 0.0087(9) 0.0169(9) -0.0035(9) C00Y 0.0322(11) 0.0300(10) 0.0320(11) 0.0002(8) 0.0143(9) 0.0028(8) C00Z 0.0440(13) 0.0245(10) 0.0399(13) -0.0065(9) 0.0078(10) -0.0080(9) C010 0.0383(12) 0.0553(14) 0.0220(11) 0.0012(9) 0.0077(9) -0.0081(11) C011 0.0426(13) 0.0320(11) 0.0441(13) -0.0049(9) 0.0194(11) 0.0028(10) C012 0.0260(11) 0.0570(14) 0.0407(13) -0.0006(11) 0.0068(10) 0.0091(10) C013 0.0586(16) 0.0342(12) 0.0680(18) 0.0048(11) 0.0328(14) 0.0143(11) C014 0.098(4) 0.0221(15) 0.054(2) -0.0025(14) -0.004(2) 0.0023(18) C015 0.062(3) 0.059(2) 0.107(5) 0.002(3) 0.012(3) 0.008(2) C016 0.044(3) 0.078(3) 0.064(3) 0.028(2) -0.005(3) -0.031(2) C0 0.087(14) 0.025(7) 0.081(13) 0.007(7) 0.060(12) -0.008(7) C1 0.052(4) 0.021(3) 0.063(5) -0.001(3) 0.014(4) 0.008(3) C2 0.062(3) 0.059(2) 0.107(5) 0.002(3) 0.012(3) 0.008(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 C00C N005 C00F 108.61(15) . . ? C00C N005 C00P 126.48(15) . . ? C00F N005 C00P 124.89(15) . . ? C00B N006 C00W 126.21(15) . . ? C00C N006 C00B 108.40(15) . . ? C00C N006 C00W 125.39(15) . . ? C00L N008 C00U 118.04(16) . . ? C00R N008 C00L 124.37(16) . . ? C00R N008 C00U 117.58(16) . . ? C00I N009 C00Z 117.85(17) . . ? C00V N009 C00I 125.09(16) . . ? C00V N009 C00Z 117.06(17) . . ? O001 C00A C00D 126.87(16) . . ? O001 C00A C00G 117.72(15) . . ? C00D C00A C00G 115.41(15) . . ? C00F C00B N006 106.66(15) . . ? C00F C00B C00O 121.43(17) . . ? C00O C00B N006 131.91(17) . . ? N005 C00C C00G 123.21(16) . . ? N006 C00C N005 109.68(15) . . ? N006 C00C C00G 126.72(16) . . ? C00A C00D C00I 120.54(16) . . ? C00H C00D C00A 120.46(16) . . ? C00H C00D C00I 119.00(16) . . ? C00G C00E C00J 119.59(16) . . ? C00G C00E C00L 120.99(16) . . ? C00J C00E C00L 119.41(16) . . ? C00B C00F N005 106.63(15) . . ? C00K C00F N005 130.83(17) . . ? C00K C00F C00B 122.54(17) . . ? C00A C00G C00C 112.47(15) . . ? C00E C00G C00A 123.66(16) . . ? C00E C00G C00C 123.84(16) . . ? C00D C00H C00J 121.60(16) . . ? C00D C00H C00N 121.38(17) . . ? C00N C00H C00J 117.01(17) . . ? O002 C00I N009 118.19(16) . . ? O002 C00I C00D 124.47(17) . . ? N009 C00I C00D 117.34(17) . . ? C00E C00J C00H 119.11(16) . . ? C00M C00J C00E 120.47(17) . . ? C00M C00J C00H 120.42(16) . . ? C00F C00K H00K 122.0 . . ? C00T C00K C00F 115.92(18) . . ? C00T C00K H00K 122.0 . . ? O003 C00L N008 120.85(17) . . ? O003 C00L C00E 121.73(17) . . ? N008 C00L C00E 117.41(16) . . ? C00J C00M C00R 120.26(17) . . ? C00S C00M C00J 120.53(18) . . ? C00S C00M C00R 119.18(17) . . ? C00H C00N C00V 119.79(18) . . ? C00X C00N C00H 121.23(18) . . ? C00X C00N C00V 118.97(18) . . ? C00B C00O H00O 121.9 . . ? C00Q C00O C00B 116.11(18) . . ? C00Q C00O H00O 121.9 . . ? N005 C00P H00A 109.4 . . ? N005 C00P H00B 109.4 . . ? N005 C00P C012 111.11(16) . . ? H00A C00P H00B 108.0 . . ? C012 C00P H00A 109.4 . . ? C012 C00P H00B 109.4 . . ? C00O C00Q H00Q 118.9 . . ? C00O C00Q C00T 122.27(18) . . ? C00T C00Q H00Q 118.9 . . ? O004 C00R N008 120.08(18) . . ? O004 C00R C00M 122.36(18) . . ? N008 C00R C00M 117.56(16) . . ? C00M C00S H00S 120.3 . . ? C00M C00S C00X 119.49(18) . . ? C00X C00S H00S 120.3 . . ? C00K C00T C00Q 121.71(18) . . ? C00K C00T H00T 119.1 . . ? C00Q C00T H00T 119.1 . . ? N008 C00U H00C 108.8 . . ? N008 C00U H00D 108.8 . . ? N008 C00U C00Y 114.00(16) . . ? H00C C00U H00D 107.6 . . ? C00Y C00U H00C 108.8 . . ? C00Y C00U H00D 108.8 . . ? O007 C00V N009 121.00(19) . . ? O007 C00V C00N 122.4(2) . . ? N009 C00V C00N 116.63(17) . . ? N006 C00W H00E 109.1 . . ? N006 C00W H00F 109.1 . . ? N006 C00W C010 112.59(16) . . ? H00E C00W H00F 107.8 . . ? C010 C00W H00E 109.1 . . ? C010 C00W H00F 109.1 . . ? C00N C00X C00S 121.22(18) . . ? C00N C00X H00X 119.4 . . ? C00S C00X H00X 119.4 . . ? C00U C00Y H00G 109.4 . . ? C00U C00Y H00H 109.4 . . ? C00U C00Y C011 111.20(17) . . ? H00G C00Y H00H 108.0 . . ? C011 C00Y H00G 109.4 . . ? C011 C00Y H00H 109.4 . . ? N009 C00Z H00I 109.4 . . ? N009 C00Z H00J 109.4 . . ? N009 C00Z H00L 109.5 . . ? N009 C00Z H00M 109.5 . . ? N009 C00Z C014 111.2(2) . . ? N009 C00Z C0 110.7(6) . . ? H00I C00Z H00J 108.0 . . ? H00L C00Z H00M 108.1 . . ? C014 C00Z H00I 109.4 . . ? C014 C00Z H00J 109.4 . . ? C0 C00Z H00L 109.5 . . ? C0 C00Z H00M 109.5 . . ? C00W C010 H01A 109.5 . . ? C00W C010 H01B 109.5 . . ? C00W C010 H01C 109.5 . . ? H01A C010 H01B 109.5 . . ? H01A C010 H01C 109.5 . . ? H01B C010 H01C 109.5 . . ? C00Y C011 H01D 109.1 . . ? C00Y C011 H01E 109.1 . . ? C00Y C011 C013 112.71(19) . . ? H01D C011 H01E 107.8 . . ? C013 C011 H01D 109.1 . . ? C013 C011 H01E 109.1 . . ? C00P C012 H01F 109.5 . . ? C00P C012 H01G 109.5 . . ? C00P C012 H01H 109.5 . . ? H01F C012 H01G 109.5 . . ? H01F C012 H01H 109.5 . . ? H01G C012 H01H 109.5 . . ? C011 C013 H01I 109.5 . . ? C011 C013 H01J 109.5 . . ? C011 C013 H01K 109.5 . . ? H01I C013 H01J 109.5 . . ? H01I C013 H01K 109.5 . . ? H01J C013 H01K 109.5 . . ? C00Z C014 H01L 109.2 . . ? C00Z C014 H01M 109.2 . . ? C00Z C014 C016 112.2(4) . . ? H01L C014 H01M 107.9 . . ? C016 C014 H01L 109.2 . . ? C016 C014 H01M 109.2 . . ? H01N C015 H01O 109.5 . . ? H01N C015 H01P 109.5 . . ? H01O C015 H01P 109.5 . . ? C016 C015 H01N 109.5 . . ? C016 C015 H01O 109.5 . . ? C016 C015 H01P 109.5 . . ? C014 C016 H01Q 108.3 . . ? C014 C016 H01R 108.3 . . ? C015 C016 C014 115.8(5) . . ? C015 C016 H01Q 108.3 . . ? C015 C016 H01R 108.3 . . ? H01Q C016 H01R 107.4 . . ? C00Z C0 H0A 110.8 . . ? C00Z C0 H0B 110.8 . . ? H0A C0 H0B 108.9 . . ? C1 C0 C00Z 104.9(12) . . ? C1 C0 H0A 110.8 . . ? C1 C0 H0B 110.8 . . ? C0 C1 H1A 106.7 . . ? C0 C1 H1B 106.7 . . ? C0 C1 C2 122.5(16) . . ? H1A C1 H1B 106.6 . . ? C2 C1 H1A 106.7 . . ? C2 C1 H1B 106.7 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2B 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O001 C00A 1.246(2) . ? O002 C00I 1.224(2) . ? O003 C00L 1.214(2) . ? O004 C00R 1.217(2) . ? N005 C00C 1.338(2) . ? N005 C00F 1.391(2) . ? N005 C00P 1.464(2) . ? N006 C00B 1.396(2) . ? N006 C00C 1.337(2) . ? N006 C00W 1.472(2) . ? O007 C00V 1.225(2) . ? N008 C00L 1.392(2) . ? N008 C00R 1.391(2) . ? N008 C00U 1.475(2) . ? N009 C00I 1.412(2) . ? N009 C00V 1.382(3) . ? N009 C00Z 1.479(2) . ? C00A C00D 1.437(2) . ? C00A C00G 1.478(2) . ? C00B C00F 1.388(3) . ? C00B C00O 1.391(3) . ? C00C C00G 1.479(2) . ? C00D C00H 1.412(3) . ? C00D C00I 1.460(2) . ? C00E C00G 1.367(3) . ? C00E C00J 1.420(2) . ? C00E C00L 1.491(3) . ? C00F C00K 1.387(3) . ? C00H C00J 1.425(3) . ? C00H C00N 1.416(3) . ? C00J C00M 1.405(3) . ? C00K H00K 0.9500 . ? C00K C00T 1.382(3) . ? C00M C00R 1.479(3) . ? C00M C00S 1.382(3) . ? C00N C00V 1.467(3) . ? C00N C00X 1.376(3) . ? C00O H00O 0.9500 . ? C00O C00Q 1.380(3) . ? C00P H00A 0.9900 . ? C00P H00B 0.9900 . ? C00P C012 1.509(3) . ? C00Q H00Q 0.9500 . ? C00Q C00T 1.397(3) . ? C00S H00S 0.9500 . ? C00S C00X 1.387(3) . ? C00T H00T 0.9500 . ? C00U H00C 0.9900 . ? C00U H00D 0.9900 . ? C00U C00Y 1.512(3) . ? C00W H00E 0.9900 . ? C00W H00F 0.9900 . ? C00W C010 1.505(3) . ? C00X H00X 0.9500 . ? C00Y H00G 0.9900 . ? C00Y H00H 0.9900 . ? C00Y C011 1.517(3) . ? C00Z H00I 0.9900 . ? C00Z H00J 0.9900 . ? C00Z H00L 0.9900 . ? C00Z H00M 0.9900 . ? C00Z C014 1.515(4) . ? C00Z C0 1.73(2) . ? C010 H01A 0.9800 . ? C010 H01B 0.9800 . ? C010 H01C 0.9800 . ? C011 H01D 0.9900 . ? C011 H01E 0.9900 . ? C011 C013 1.523(3) . ? C012 H01F 0.9800 . ? C012 H01G 0.9800 . ? C012 H01H 0.9800 . ? C013 H01I 0.9800 . ? C013 H01J 0.9800 . ? C013 H01K 0.9800 . ? C014 H01L 0.9900 . ? C014 H01M 0.9900 . ? C014 C016 1.611(8) . ? C015 H01N 0.9800 . ? C015 H01O 0.9800 . ? C015 H01P 0.9800 . ? C015 C016 1.438(7) . ? C016 H01Q 0.9900 . ? C016 H01R 0.9900 . ? C0 H0A 0.9900 . ? C0 H0B 0.9900 . ? C0 C1 1.44(2) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C1 C2 1.441(19) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O001 C00A C00D C00H -179.78(17) . . . . ? O001 C00A C00D C00I -0.4(3) . . . . ? O001 C00A C00G C00C -4.6(2) . . . . ? O001 C00A C00G C00E 177.11(17) . . . . ? N005 C00C C00G C00A -81.4(2) . . . . ? N005 C00C C00G C00E 96.9(2) . . . . ? N005 C00F C00K C00T 179.16(18) . . . . ? N006 C00B C00F N005 0.95(19) . . . . ? N006 C00B C00F C00K -178.72(16) . . . . ? N006 C00B C00O C00Q 179.92(18) . . . . ? N006 C00C C00G C00A 90.7(2) . . . . ? N006 C00C C00G C00E -91.0(2) . . . . ? N008 C00U C00Y C011 -176.71(17) . . . . ? N009 C00Z C014 C016 71.2(5) . . . . ? N009 C00Z C0 C1 -65.7(10) . . . . ? C00A C00D C00H C00J 2.9(3) . . . . ? C00A C00D C00H C00N -176.96(17) . . . . ? C00A C00D C00I O002 -4.8(3) . . . . ? C00A C00D C00I N009 174.69(16) . . . . ? C00B N006 C00C N005 -1.04(19) . . . . ? C00B N006 C00C C00G -174.00(16) . . . . ? C00B N006 C00W C010 -61.1(2) . . . . ? C00B C00F C00K C00T -1.3(3) . . . . ? C00B C00O C00Q C00T -0.8(3) . . . . ? C00C N005 C00F C00B -1.60(19) . . . . ? C00C N005 C00F C00K 178.03(19) . . . . ? C00C N005 C00P C012 -99.0(2) . . . . ? C00C N006 C00B C00F 0.02(19) . . . . ? C00C N006 C00B C00O 179.55(19) . . . . ? C00C N006 C00W C010 118.1(2) . . . . ? C00D C00A C00G C00C 174.95(15) . . . . ? C00D C00A C00G C00E -3.4(3) . . . . ? C00D C00H C00J C00E -4.2(3) . . . . ? C00D C00H C00J C00M 176.69(17) . . . . ? C00D C00H C00N C00V 4.1(3) . . . . ? C00D C00H C00N C00X -177.16(18) . . . . ? C00E C00J C00M C00R 4.4(3) . . . . ? C00E C00J C00M C00S -177.71(17) . . . . ? C00F N005 C00C N006 1.7(2) . . . . ? C00F N005 C00C C00G 174.91(16) . . . . ? C00F N005 C00P C012 78.7(2) . . . . ? C00F C00B C00O C00Q -0.6(3) . . . . ? C00F C00K C00T C00Q -0.2(3) . . . . ? C00G C00A C00D C00H 0.8(2) . . . . ? C00G C00A C00D C00I -179.88(16) . . . . ? C00G C00E C00J C00H 1.7(3) . . . . ? C00G C00E C00J C00M -179.26(17) . . . . ? C00G C00E C00L O003 -4.9(3) . . . . ? C00G C00E C00L N008 173.82(17) . . . . ? C00H C00D C00I O002 174.51(17) . . . . ? C00H C00D C00I N009 -6.0(2) . . . . ? C00H C00J C00M C00R -176.49(17) . . . . ? C00H C00J C00M C00S 1.3(3) . . . . ? C00H C00N C00V O007 170.85(19) . . . . ? C00H C00N C00V N009 -9.3(3) . . . . ? C00H C00N C00X C00S -0.4(3) . . . . ? C00I N009 C00V O007 -172.98(19) . . . . ? C00I N009 C00V C00N 7.2(3) . . . . ? C00I N009 C00Z C014 -100.6(3) . . . . ? C00I N009 C00Z C0 -60.9(7) . . . . ? C00I C00D C00H C00J -176.44(16) . . . . ? C00I C00D C00H C00N 3.7(3) . . . . ? C00J C00E C00G C00A 2.2(3) . . . . ? C00J C00E C00G C00C -175.97(16) . . . . ? C00J C00E C00L O003 174.29(18) . . . . ? C00J C00E C00L N008 -7.0(3) . . . . ? C00J C00H C00N C00V -175.81(17) . . . . ? C00J C00H C00N C00X 3.0(3) . . . . ? C00J C00M C00R O004 174.18(18) . . . . ? C00J C00M C00R N008 -5.0(3) . . . . ? C00J C00M C00S C00X 1.3(3) . . . . ? C00L N008 C00R O004 179.97(18) . . . . ? C00L N008 C00R C00M -0.9(3) . . . . ? C00L N008 C00U C00Y -99.4(2) . . . . ? C00L C00E C00G C00A -178.66(16) . . . . ? C00L C00E C00G C00C 3.2(3) . . . . ? C00L C00E C00J C00H -177.51(16) . . . . ? C00L C00E C00J C00M 1.6(3) . . . . ? C00M C00S C00X C00N -1.9(3) . . . . ? C00N C00H C00J C00E 175.65(16) . . . . ? C00N C00H C00J C00M -3.4(3) . . . . ? C00O C00B C00F N005 -178.63(16) . . . . ? C00O C00B C00F C00K 1.7(3) . . . . ? C00O C00Q C00T C00K 1.2(3) . . . . ? C00P N005 C00C N006 179.70(16) . . . . ? C00P N005 C00C C00G -7.0(3) . . . . ? C00P N005 C00F C00B -179.68(16) . . . . ? C00P N005 C00F C00K -0.1(3) . . . . ? C00R N008 C00L O003 -174.59(18) . . . . ? C00R N008 C00L C00E 6.7(3) . . . . ? C00R N008 C00U C00Y 79.6(2) . . . . ? C00R C00M C00S C00X 179.21(18) . . . . ? C00S C00M C00R O004 -3.7(3) . . . . ? C00S C00M C00R N008 177.18(17) . . . . ? C00U N008 C00L O003 4.4(3) . . . . ? C00U N008 C00L C00E -174.34(15) . . . . ? C00U N008 C00R O004 1.0(3) . . . . ? C00U N008 C00R C00M -179.83(16) . . . . ? C00U C00Y C011 C013 172.74(19) . . . . ? C00V N009 C00I O002 179.92(18) . . . . ? C00V N009 C00I C00D 0.4(3) . . . . ? C00V N009 C00Z C014 79.4(4) . . . . ? C00V N009 C00Z C0 119.0(7) . . . . ? C00V C00N C00X C00S 178.41(19) . . . . ? C00W N006 C00B C00F 179.33(16) . . . . ? C00W N006 C00B C00O -1.1(3) . . . . ? C00W N006 C00C N005 179.64(16) . . . . ? C00W N006 C00C C00G 6.7(3) . . . . ? C00X C00N C00V O007 -7.9(3) . . . . ? C00X C00N C00V N009 171.90(18) . . . . ? C00Z N009 C00I O002 -0.1(3) . . . . ? C00Z N009 C00I C00D -179.69(16) . . . . ? C00Z N009 C00V O007 7.1(3) . . . . ? C00Z N009 C00V C00N -172.78(17) . . . . ? C00Z C014 C016 C015 174.7(6) . . . . ? C00Z C0 C1 C2 179.0(11) . . . . ?