#------------------------------------------------------------------------------ #$Date: 2026-04-02 01:34:38 +0100 (Thu, 02 Apr 2026) $ #$Revision: 305244 $ #$URL: svn://www.crystallography.net/cod/cif/7/06/43/7064361.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_7064361 loop_ _publ_author_name 'Shanmugam, Sivakumar' 'Ajaydev, Rameshbabu' 'Joy, Wilson' 'Krishnan, Aravind' _publ_section_title ; Stereoselective One-Pot Synthesis of Spiro-Indenoquinoxaline-Pyrrolidine Hybrids: Structural Elucidation and Biological Evaluation ; _journal_name_full 'New Journal of Chemistry' _journal_paper_doi 10.1039/D6NJ00925E _journal_year 2026 _chemical_formula_moiety 'C32 H28.447 N3 O2 S2, 0.2[H2O]' _chemical_formula_sum 'C32 H28.85 N3 O2.2 S2' _chemical_formula_weight 554.75 _space_group_crystal_system tetragonal _space_group_IT_number 82 _space_group_name_Hall 'I -4' _space_group_name_H-M_alt 'I -4' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2025-11-21 _audit_creation_method ; Olex2 1.5-alpha (compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7317) ; _audit_update_record ; 2025-11-22 deposited with the CCDC. 2026-03-30 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 22.317(5) _cell_length_b 22.317(5) _cell_length_c 11.022(4) _cell_measurement_reflns_used 9723 _cell_measurement_temperature 300(2) _cell_measurement_theta_max 23.45 _cell_measurement_theta_min 2.58 _cell_volume 5489(3) _computing_molecular_graphics 'Olex2 1.5-alpha (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5-alpha (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 300.00 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0507 _diffrn_reflns_av_unetI/netI 0.0289 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 67142 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.291 _diffrn_reflns_theta_min 2.061 _exptl_absorpt_coefficient_mu 0.230 _exptl_absorpt_correction_type none _exptl_crystal_colour gold _exptl_crystal_density_diffrn 1.342 _exptl_crystal_description block _exptl_crystal_F_000 2332 _exptl_crystal_size_max 0.317 _exptl_crystal_size_mid 0.276 _exptl_crystal_size_min 0.161 _refine_diff_density_max 0.180 _refine_diff_density_min -0.370 _refine_diff_density_rms 0.061 _refine_ls_abs_structure_details ; Flack x determined using 1707 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.029(19) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.162 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 374 _refine_ls_number_reflns 6834 _refine_ls_number_restraints 17 _refine_ls_restrained_S_all 1.165 _refine_ls_R_factor_all 0.1238 _refine_ls_R_factor_gt 0.0648 _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^)+(0.1145P)^2^+2.9162P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1644 _refine_ls_wR_factor_ref 0.2367 _reflns_Friedel_coverage 0.901 _reflns_Friedel_fraction_full 0.999 _reflns_Friedel_fraction_max 0.998 _reflns_number_gt 4194 _reflns_number_total 6834 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6nj00925e3.cif _cod_data_source_block 6e_110925_a _cod_original_cell_volume 5490(3) _cod_original_formula_sum 'C32 H28.85 N3 O2.20 S2' _cod_database_code 7064361 _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_max 0.964 _shelx_estimated_absorpt_t_min 0.931 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups, All O(H) groups 2. Restrained distances C00D-C00H \\sim C00D-C4 with sigma of 0.02 C00W-O011 \\sim C3-O0 with sigma of 0.02 C00D-C00R \\sim C00D-C1 with sigma of 0.02 C00H-O011 \\sim C4-O0 with sigma of 0.04 C00Z-O011 \\sim C2-O0 with sigma of 0.04 C00H-C00W \\sim C4-C3 with sigma of 0.02 C00R-C012 \\sim C1-C0 with sigma of 0.02 C00W-C00Z \\sim C3-C2 with sigma of 0.02 C00Z-C012 \\sim C2-C0 with sigma of 0.02 C00B-C00H \\sim C00B-C4 with sigma of 0.04 C00B-C00R \\sim C00B-C1 with sigma of 0.04 C00D-C00W \\sim C00D-C3 with sigma of 0.04 C00D-C012 \\sim C00D-C0 with sigma of 0.04 C00H-C00R \\sim C4-C1 with sigma of 0.04 C00H-C00Z \\sim C4-C2 with sigma of 0.04 C00R-C00Z \\sim C1-C2 with sigma of 0.04 C00W-C012 \\sim C3-C0 with sigma of 0.04 3. Uiso/Uaniso restraints and constraints Uanis(O011) = Uanis(O0) Uanis(C2) = Uanis(C00Z) Uanis(C0) = Uanis(C012) Uanis(C00W) = Uanis(C3) Uanis(C00H) = Uanis(C4) Uanis(C00R) = Uanis(C1) 4. Others Sof(C1)=Sof(H1)=Sof(C0)=Sof(H0)=Sof(C2)=Sof(H2)=Sof(C3)=Sof(C4)=Sof(H4)= Sof(O0)=Sof(H0A)=1-FVAR(1) Sof(C00H)=Sof(H00H)=Sof(C00R)=Sof(H00R)=Sof(C00W)=Sof(C00Z)=Sof(H00Z)= Sof(O011)=Sof(C012)=Sof(H012)=FVAR(1) 5.a Ternary CH refined with riding coordinates: C00A(H00A), C00B(H00B), C00K(H00K) 5.b Secondary CH2 refined with riding coordinates: C00M(H00C,H00D), C00O(H00E,H00F), C00S(H00G,H00I) 5.c Aromatic/amide H refined with riding coordinates: C00H(H00H), C00J(H00J), C00L(H00L), C00N(H00N), C00P(H00P), C00R(H00R), C00T(H00T), C00U(H00U), C00V(H00V), C00X(H00X), C00Y(H00Y), C00Z(H00Z), C012(H012), C1(H1), C0(H0), C2(H2), C4(H4) 5.d Idealised Me refined as rotating group: C010(H01A,H01B,H01C), C014(H01D,H01E,H01F) 5.e Idealised tetrahedral OH refined as rotating group: O0(H0A) ; _smtbx_masks_special_details ; A solvent mask was calculated and 14 electrons were found in a volume of 66\%A^3^ in 1 void per unit cell. This is consistent with the presence of 0.2[H2O] per Asymmetric Unit which account for 16 electrons per unit cell. ; _smtbx_masks_void_probe_radius 1.2 _smtbx_masks_void_truncation_radius 1.2 _shelx_res_file ; TITL 6e_110925_a_a.res in I-4 6e_110925_a.res created by SHELXL-2018/3 at 23:50:59 on 21-Nov-2025 REM Old TITL 6e_110925_a_a.res in I-4 REM SHELXT solution in I-4: R1 0.210, Rweak 0.033, Alpha 0.008 REM 0.000 for 0 systematic absences, Orientation as input REM Flack x = 0.073 ( 0.018 ) from 1700 Parsons' quotients REM Formula found by SHELXT: C33 N3 O2 S2 CELL 0.71073 22.3169 22.3169 11.0223 90 90 90 ZERR 8 0.0052 0.0052 0.004 0 0 0 LATT -2 SYMM -X,-Y,+Z SYMM +Y,-X,-Z SYMM -Y,+X,-Z SFAC C H N O S UNIT 256 230.816 24 17.6 16 SADI C00D C00H C00D C4 SADI C00W O011 C3 O0 SADI C00D C00R C00D C1 SADI 0.04 C00H O011 C4 O0 SADI 0.04 C00Z O011 C2 O0 SADI C00H C00W C4 C3 SADI C00R C012 C1 C0 EADP O011 O0 SADI C00W C00Z C3 C2 SADI C00Z C012 C2 C0 SADI 0.04 C00B C00H C00B C4 SADI 0.04 C00B C00R C00B C1 SADI 0.04 C00D C00W C00D C3 SADI 0.04 C00D C012 C00D C0 SADI 0.04 C00H C00R C4 C1 SADI 0.04 C00H C00Z C4 C2 SADI 0.04 C00R C00Z C1 C2 SADI 0.04 C00W C012 C3 C0 EADP C2 C00Z EADP C0 C012 EADP C00W C3 EADP C00H C4 EADP C00R C1 L.S. 100 PLAN 2 SIZE 0.161 0.276 0.317 TEMP 26.85 CONF list 4 fmap 2 acta MORE -1 BOND $H ABIN OMIT 0 2 0 OMIT 3 3 0 REM REM REM WGHT 0.114500 2.916200 FVAR 0.38268 0.55341 S001 5 0.402016 0.279168 0.830750 11.00000 0.10127 0.10736 = 0.08147 -0.00969 -0.02100 0.05140 S002 5 0.415141 0.408864 0.866555 11.00000 0.08761 0.13067 = 0.12169 -0.05235 -0.03903 0.02835 O003 4 0.322404 0.467186 0.750261 11.00000 0.08242 0.07228 = 0.10550 -0.01937 -0.02778 0.00810 N004 3 0.223370 0.295300 0.533165 11.00000 0.07302 0.04897 = 0.06635 -0.00616 -0.00059 0.00439 N005 3 0.201279 0.424465 0.440519 11.00000 0.06835 0.06083 = 0.06521 -0.00287 -0.01604 0.01083 N006 3 0.331396 0.263117 0.405002 11.00000 0.07640 0.06342 = 0.07196 -0.01296 -0.00414 0.01749 C007 1 0.260673 0.334311 0.487373 11.00000 0.06306 0.05397 = 0.05891 -0.00738 -0.00493 0.00407 C008 1 0.255102 0.401940 0.501052 11.00000 0.06162 0.05396 = 0.06350 -0.00274 -0.00643 0.00275 C009 1 0.300207 0.420700 0.711560 11.00000 0.06580 0.06823 = 0.06578 -0.01499 -0.00684 0.01193 C00A 1 0.243768 0.421456 0.633670 11.00000 0.06493 0.05328 = 0.06405 -0.00242 -0.00786 0.00892 AFIX 13 H00A 2 0.215186 0.393161 0.669365 11.00000 -1.20000 AFIX 0 C00B 1 0.212171 0.482472 0.622341 11.00000 0.06582 0.04856 = 0.07266 -0.00256 -0.00694 0.00656 AFIX 13 H00B 2 0.242319 0.513492 0.607042 11.00000 -1.20000 AFIX 0 C00C 1 0.314326 0.318243 0.426545 11.00000 0.06550 0.05986 = 0.06307 -0.00824 -0.00632 0.00854 C00D 1 0.176792 0.499090 0.736252 11.00000 0.07526 0.05800 = 0.07749 -0.01479 -0.01715 0.02086 C00E 1 0.240027 0.236048 0.516247 11.00000 0.07744 0.05153 = 0.06544 -0.00263 -0.00989 0.00976 C00F 1 0.292339 0.220344 0.450873 11.00000 0.08128 0.05992 = 0.06212 -0.01282 -0.01187 0.01582 C00G 1 0.315232 0.421974 0.447425 11.00000 0.06343 0.06167 = 0.07574 -0.00038 -0.00517 0.00196 PART 1 C00H 1 0.131506 0.465408 0.782333 21.00000 0.08186 0.06267 = 0.05585 0.00202 -0.00766 0.02277 AFIX 43 H00H 2 0.120547 0.429256 0.746712 21.00000 -1.20000 AFIX 0 PART 0 C00I 1 0.347471 0.373218 0.399858 11.00000 0.05897 0.07593 = 0.07184 -0.00376 -0.00173 0.00434 C00J 1 0.204741 0.190942 0.568340 11.00000 0.09164 0.05843 = 0.07537 0.00180 0.00101 0.00642 AFIX 43 H00J 2 0.170744 0.201004 0.612680 11.00000 -1.20000 AFIX 0 C00K 1 0.174327 0.474359 0.509023 11.00000 0.06210 0.05734 = 0.06725 0.00092 -0.00255 0.00951 AFIX 13 H00K 2 0.133613 0.463034 0.533190 11.00000 -1.20000 AFIX 0 C00L 1 0.324474 0.361859 0.737700 11.00000 0.07685 0.07076 = 0.06757 -0.01082 -0.01496 0.02279 AFIX 43 H00L 2 0.303697 0.329033 0.707168 11.00000 -1.20000 AFIX 0 C00M 1 0.202446 0.439745 0.310538 11.00000 0.09253 0.08037 = 0.06493 -0.00208 -0.01225 0.00955 AFIX 23 H00C 2 0.188110 0.406535 0.261746 11.00000 -1.20000 H00D 2 0.242698 0.450066 0.284734 11.00000 -1.20000 AFIX 0 C00N 1 0.307282 0.159091 0.437865 11.00000 0.10488 0.06092 = 0.07516 -0.01560 -0.00779 0.02108 AFIX 43 H00N 2 0.341339 0.148176 0.394552 11.00000 -1.20000 AFIX 0 C00O 1 0.161145 0.492911 0.299864 11.00000 0.08586 0.08363 = 0.07808 0.01819 -0.00640 0.00590 AFIX 23 H00E 2 0.119788 0.480236 0.291253 11.00000 -1.20000 H00F 2 0.171929 0.517795 0.231094 11.00000 -1.20000 AFIX 0 C00P 1 0.340357 0.479084 0.440484 11.00000 0.07644 0.06914 = 0.09865 -0.00375 -0.00468 -0.00630 AFIX 43 H00P 2 0.319961 0.512137 0.471065 11.00000 -1.20000 AFIX 0 C00Q 1 0.374480 0.350471 0.802329 11.00000 0.07675 0.10019 = 0.06056 -0.01908 -0.00806 0.03143 PART 1 C00R 1 0.196797 0.552884 0.789821 21.00000 0.07789 0.05988 = 0.05844 -0.00985 -0.00633 0.01262 AFIX 43 H00R 2 0.226652 0.576213 0.754691 21.00000 -1.20000 AFIX 0 PART 0 C00S 1 0.170662 0.525905 0.418124 11.00000 0.08733 0.06566 = 0.08474 0.01370 -0.00400 0.01523 AFIX 23 H00G 2 0.137319 0.552332 0.436130 11.00000 -1.20000 H00I 2 0.207476 0.549003 0.416794 11.00000 -1.20000 AFIX 0 C00T 1 0.220531 0.131353 0.553749 11.00000 0.12624 0.05582 = 0.08877 0.00244 -0.00568 0.00022 AFIX 43 H00T 2 0.196774 0.101451 0.587514 11.00000 -1.20000 AFIX 0 C00U 1 0.403203 0.381218 0.344781 11.00000 0.06153 0.10254 = 0.09674 -0.00155 0.00184 0.00361 AFIX 43 H00U 2 0.423778 0.348896 0.311603 11.00000 -1.20000 AFIX 0 C00V 1 0.396325 0.485787 0.387163 11.00000 0.07858 0.09258 = 0.12019 0.00916 0.00308 -0.01798 AFIX 43 H00V 2 0.413550 0.523671 0.382760 11.00000 -1.20000 AFIX 0 PART 1 C00W 1 0.102838 0.486389 0.882168 21.00000 0.08618 0.05820 = 0.06323 -0.00760 -0.00409 0.01819 PART 0 C00X 1 0.271943 0.115941 0.488596 11.00000 0.12402 0.06145 = 0.08635 -0.00374 -0.01111 0.01929 AFIX 43 H00X 2 0.282215 0.075795 0.479679 11.00000 -1.20000 AFIX 0 C00Y 1 0.426689 0.437344 0.340780 11.00000 0.06391 0.11213 = 0.12983 0.00765 0.00794 -0.01345 AFIX 43 H00Y 2 0.464179 0.443124 0.305849 11.00000 -1.20000 AFIX 0 PART 1 C00Z 1 0.122281 0.535364 0.944504 21.00000 0.08447 0.06420 = 0.07830 -0.00415 0.00523 0.01310 AFIX 43 H00Z 2 0.104136 0.546016 1.017334 21.00000 -1.20000 AFIX 0 PART 0 C010 1 0.349871 0.231040 0.757433 11.00000 0.11013 0.08791 = 0.07939 -0.00584 -0.00515 0.03051 AFIX 137 H01A 2 0.350689 0.238312 0.671607 11.00000 -1.50000 H01B 2 0.310343 0.238763 0.788031 11.00000 -1.50000 H01C 2 0.360423 0.190060 0.773074 11.00000 -1.50000 AFIX 0 PART 1 O011 4 0.056361 0.452911 0.919704 21.00000 0.10707 0.08929 = 0.08661 -0.02036 0.02094 -0.01644 C012 1 0.169056 0.569158 0.899143 21.00000 0.09032 0.07022 = 0.07134 -0.02424 -0.00705 0.00844 AFIX 43 H012 2 0.182192 0.602804 0.941226 21.00000 -1.20000 AFIX 0 PART 0 C014 1 0.476374 0.372297 0.940482 11.00000 0.16188 0.21360 = 0.22996 -0.06439 -0.12526 0.07617 AFIX 137 H01D 2 0.500554 0.352114 0.881161 11.00000 -1.50000 H01E 2 0.461177 0.343639 0.997685 11.00000 -1.50000 H01F 2 0.500267 0.401507 0.982290 11.00000 -1.50000 AFIX 0 PART 2 C1 1 0.123039 0.465848 0.759241 -21.00000 0.07789 0.05988 = 0.05844 -0.00985 -0.00633 0.01262 AFIX 43 H1 2 0.108896 0.439990 0.699591 -21.00000 -1.20000 AFIX 0 C0 1 0.091329 0.470712 0.866760 -21.00000 0.09032 0.07022 = 0.07134 -0.02424 -0.00705 0.00844 AFIX 43 H0 2 0.060731 0.443420 0.881846 -21.00000 -1.20000 AFIX 0 C2 1 0.103086 0.514378 0.952935 -21.00000 0.08447 0.06420 = 0.07830 -0.00415 0.00523 0.01310 AFIX 43 H2 2 0.079482 0.519210 1.021778 -21.00000 -1.20000 AFIX 0 C3 1 0.151826 0.549961 0.929907 -21.00000 0.08618 0.05820 = 0.06323 -0.00760 -0.00409 0.01819 C4 1 0.187302 0.540834 0.827933 -21.00000 0.08186 0.06267 = 0.05585 0.00202 -0.00766 0.02277 AFIX 43 H4 2 0.221184 0.564787 0.820126 -21.00000 -1.20000 AFIX 0 O0 4 0.166547 0.593325 1.010239 -21.00000 0.10707 0.08929 = 0.08661 -0.02036 0.02094 -0.01644 AFIX 147 H0A 2 0.185015 0.619979 0.975253 -21.00000 -1.50000 AFIX 0 HKLF 4 REM 6e_110925_a_a.res in I-4 REM wR2 = 0.2367, GooF = S = 1.162, Restrained GooF = 1.165 for all data REM R1 = 0.0648 for 4194 Fo > 4sig(Fo) and 0.1238 for all 6834 data REM 374 parameters refined using 17 restraints END WGHT 0.1139 2.9439 REM Highest difference peak 0.180, deepest hole -0.370, 1-sigma level 0.061 Q1 1 0.2599 0.5868 0.4957 11.00000 0.05 0.18 Q2 1 0.0773 0.3771 0.8562 11.00000 0.05 0.18 ; _shelx_res_checksum 5762 _shelx_fab_file ; 0 0 2 -5.0942 0.0011 0 0 4 -4.6755 0.0125 0 0 6 1.0007 -0.0154 0 0 8 2.1131 0.0025 0 0 10 -0.5198 0.0041 0 0 12 0.2250 -0.0025 0 0 14 -0.3263 0.0008 0 1 1 -0.0066 -11.5402 0 1 3 0.0052 -1.5030 0 1 5 0.0065 3.8332 0 1 7 -0.0040 1.4349 0 1 9 0.0002 -1.4014 0 1 11 -0.0029 0.1110 0 1 13 0.0022 -0.3533 0 2 0 13.6445 0.0015 0 2 2 -4.6458 0.0323 0 2 4 -4.5469 -0.0292 0 2 6 0.8754 0.0170 0 2 8 2.0415 -0.0035 0 2 10 -0.4193 -0.0174 0 2 12 0.1467 0.0196 0 2 14 -0.2713 -0.0060 0 3 1 -0.0383 -10.0967 0 3 3 0.0770 -1.6948 0 3 5 -0.0652 3.4607 0 3 7 0.0359 1.4560 0 3 9 0.0177 -1.2050 0 3 11 -0.0511 -0.0514 0 3 13 0.0295 -0.2228 0 4 0 11.3100 0.0026 0 4 2 -3.4826 0.1050 0 4 4 -4.1732 -0.1255 0 4 6 0.5474 0.0966 0 4 8 1.8458 -0.0222 0 4 10 -0.1709 -0.0698 0 4 12 -0.0461 0.0763 0 4 14 -0.1297 -0.0240 0 5 1 -0.0803 -7.7209 0 5 3 0.1696 -1.9407 0 5 5 -0.1635 2.8148 0 5 7 0.1001 1.4685 0 5 9 0.0380 -0.8950 0 5 11 -0.1241 -0.2827 0 5 13 0.0727 -0.0219 0 6 0 8.2946 0.0029 0 6 2 -2.0572 0.1667 0 6 4 -3.5918 -0.2095 0 6 6 0.1362 0.1812 0 6 8 1.5787 -0.0537 0 6 10 0.0940 -0.1244 0 6 12 -0.2514 0.1424 0 6 14 0.0418 -0.0468 0 7 1 -0.1020 -5.1795 0 7 3 0.2148 -2.0518 0 7 5 -0.2259 2.0545 0 7 7 0.1633 1.4343 0 7 9 0.0432 -0.5981 0 7 11 -0.1883 -0.4490 0 7 13 0.1138 0.1630 0 8 0 5.4618 0.0027 0 8 2 -0.8553 0.1706 0 8 4 -2.8732 -0.2195 0 8 6 -0.2245 0.2264 0 8 8 1.3079 -0.0922 0 8 10 0.2361 -0.1529 0 8 12 -0.3659 0.1901 0 8 14 0.1823 -0.0651 0 9 1 -0.0862 -3.1321 0 9 3 0.1733 -1.9054 0 9 5 -0.2101 1.3415 0 9 7 0.1998 1.3329 0 9 9 0.0257 -0.4245 0 9 11 -0.2166 -0.4513 0 9 13 0.1356 0.2656 0 10 0 3.3888 0.0021 0 10 2 -0.1652 0.1068 0 10 4 -2.1179 -0.1375 0 10 6 -0.4442 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0.0855 25 14 3 0.2594 -0.1131 25 15 0 -0.1324 0.0005 25 15 2 0.1387 0.1108 25 16 1 -0.0045 0.1848 26 1 1 0.0102 0.2571 26 1 3 0.0000 0.0604 26 1 5 -0.0547 -0.0412 26 1 7 0.0865 -0.1300 26 2 0 -0.3655 0.0022 26 2 2 0.1026 0.0064 26 2 4 0.1245 -0.0336 26 2 6 0.0341 0.0593 26 3 1 -0.0009 0.2952 26 3 3 0.0119 0.0730 26 3 5 -0.0305 -0.0899 26 3 7 0.0237 -0.0973 26 4 0 -0.3690 0.0018 26 4 2 0.0966 -0.0151 26 4 4 0.1510 0.0119 26 4 6 0.0003 0.0033 26 5 1 0.0290 0.2662 26 5 3 -0.0645 0.0889 26 5 5 0.0473 -0.1081 26 6 0 -0.3114 0.0016 26 6 2 0.0651 -0.0996 26 6 4 0.1543 0.1248 26 6 6 -0.0155 -0.0560 26 7 1 0.0832 0.2044 26 7 3 -0.1916 0.0974 26 7 5 0.1476 -0.1063 26 8 0 -0.2325 0.0015 26 8 2 0.0295 -0.2002 26 8 4 0.1438 0.2515 26 9 1 0.1297 0.1384 26 9 3 -0.3024 0.0999 26 9 5 0.2278 -0.1032 26 10 0 -0.1551 0.0012 26 10 2 -0.0036 -0.2598 26 10 4 0.1344 0.3308 26 11 1 0.1402 0.0748 26 11 3 -0.3383 0.1052 26 12 0 -0.0780 0.0006 26 12 2 -0.0403 -0.2434 26 12 4 0.1325 0.3260 26 13 1 0.1059 0.0060 26 13 3 -0.2804 0.1182 26 14 0 0.0068 -0.0002 27 1 0 0.2558 -0.0027 27 1 2 -0.0419 0.0133 27 1 4 -0.0973 -0.0000 27 1 6 -0.0898 -0.0476 27 2 1 0.0021 -0.2248 27 2 3 -0.0041 -0.0689 27 2 5 0.0176 0.0245 27 3 0 0.3121 -0.0022 27 3 2 -0.0777 -0.0066 27 3 4 -0.0984 -0.0008 27 3 6 -0.0777 -0.0076 27 4 1 -0.0003 -0.2391 27 4 3 0.0160 -0.0621 27 4 5 -0.0248 0.0301 27 5 0 0.2928 -0.0018 27 5 2 -0.0699 0.0297 27 5 4 -0.0970 -0.0620 27 6 1 -0.0306 -0.2019 27 6 3 0.0933 -0.0681 27 6 5 -0.0936 0.0328 27 7 0 0.2352 -0.0014 27 7 2 -0.0406 0.1004 27 7 4 -0.0983 -0.1543 27 8 1 -0.0698 -0.1486 27 8 3 0.1858 -0.0804 27 9 0 0.1747 -0.0010 27 9 2 -0.0087 0.1641 27 9 4 -0.1090 -0.2324 27 10 1 -0.0935 -0.1008 27 10 3 0.2438 -0.0964 27 11 0 0.1241 -0.0006 27 11 2 0.0199 0.1837 27 12 1 -0.0867 -0.0594 28 1 1 0.0086 0.1069 28 1 3 -0.0236 0.0926 28 2 0 -0.1997 0.0022 28 2 2 0.0220 0.0005 28 2 4 0.0680 0.0140 28 3 1 -0.0086 0.1635 28 3 3 -0.0040 0.0552 28 4 0 -0.2224 0.0017 28 4 2 0.0464 0.0060 28 4 4 0.0466 0.0318 28 5 1 -0.0040 0.1591 28 5 3 -0.0295 0.0437 28 6 0 -0.1933 0.0012 28 6 2 0.0348 -0.0229 28 6 4 0.0420 0.0806 28 7 1 0.0157 0.1247 28 7 3 -0.0823 0.0530 28 8 0 -0.1512 0.0009 28 8 2 0.0094 -0.0651 28 9 1 0.0361 0.0911 28 10 0 -0.1218 0.0005 29 1 0 0.0629 -0.0017 29 1 2 0.0526 0.0230 29 2 1 0.0010 -0.0601 29 2 3 0.0210 -0.0676 29 3 0 0.1191 -0.0013 29 3 2 -0.0006 -0.0067 29 4 1 0.0156 -0.0876 29 5 0 0.1200 -0.0009 29 5 2 -0.0125 -0.0159 29 6 1 0.0184 -0.0757 0 0 0 0.0 0.0 ; _shelx_fab_checksum 96397 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+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 S001 S 0.40202(10) 0.27917(10) 0.83075(19) 0.0967(7) Uani 1 1 d . . . . . S002 S 0.41514(10) 0.40886(12) 0.8666(3) 0.1133(9) Uani 1 1 d . . . . . O003 O 0.3224(2) 0.4672(2) 0.7503(5) 0.0867(14) Uani 1 1 d . . . . . N004 N 0.2234(2) 0.2953(2) 0.5332(4) 0.0628(11) Uani 1 1 d . . . . . N005 N 0.2013(2) 0.4245(2) 0.4405(5) 0.0648(12) Uani 1 1 d . . . . . N006 N 0.3314(2) 0.2631(2) 0.4050(5) 0.0706(13) Uani 1 1 d . . . . . C007 C 0.2607(2) 0.3343(2) 0.4874(5) 0.0586(12) Uani 1 1 d . . . . . C008 C 0.2551(2) 0.4019(2) 0.5011(5) 0.0597(12) Uani 1 1 d . . . . . C009 C 0.3002(3) 0.4207(3) 0.7116(6) 0.0666(14) Uani 1 1 d . . . . . C00A C 0.2438(3) 0.4215(2) 0.6337(5) 0.0608(13) Uani 1 1 d . . . . . H00A H 0.215186 0.393161 0.669365 0.073 Uiso 1 1 calc R U . . . C00B C 0.2122(3) 0.4825(2) 0.6223(6) 0.0623(13) Uani 1 1 d D . . . . H00B H 0.242319 0.513492 0.607042 0.075 Uiso 1 1 calc R U . . . C00C C 0.3143(3) 0.3182(3) 0.4265(5) 0.0628(13) Uani 1 1 d . . . . . C00D C 0.1768(3) 0.4991(2) 0.7363(6) 0.0703(16) Uani 1 1 d D . . . . C00E C 0.2400(3) 0.2360(2) 0.5162(6) 0.0648(14) Uani 1 1 d . . . . . C00F C 0.2923(3) 0.2203(3) 0.4509(5) 0.0678(15) Uani 1 1 d . . . . . C00G C 0.3152(3) 0.4220(3) 0.4474(6) 0.0669(14) Uani 1 1 d . . . . . C00H C 0.1315(7) 0.4654(9) 0.7823(17) 0.067(3) Uani 0.553(8) 1 d D . P A 1 H00H H 0.120547 0.429256 0.746712 0.080 Uiso 0.553(8) 1 calc R U P A 1 C00I C 0.3475(3) 0.3732(3) 0.3999(6) 0.0689(15) Uani 1 1 d . . . . . C00J C 0.2047(3) 0.1909(3) 0.5683(6) 0.0751(17) Uani 1 1 d . . . . . H00J H 0.170744 0.201004 0.612680 0.090 Uiso 1 1 calc R U . . . C00K C 0.1743(3) 0.4744(2) 0.5090(6) 0.0622(13) Uani 1 1 d . . . . . H00K H 0.133613 0.463034 0.533190 0.075 Uiso 1 1 calc R U . . . C00L C 0.3245(3) 0.3619(3) 0.7377(6) 0.0717(16) Uani 1 1 d . . . . . H00L H 0.303697 0.329033 0.707168 0.086 Uiso 1 1 calc R U . . . C00M C 0.2024(3) 0.4397(3) 0.3105(6) 0.0793(17) Uani 1 1 d . . . . . H00C H 0.188110 0.406535 0.261746 0.095 Uiso 1 1 calc R U . . . H00D H 0.242698 0.450066 0.284734 0.095 Uiso 1 1 calc R U . . . C00N C 0.3073(4) 0.1591(3) 0.4379(7) 0.0803(18) Uani 1 1 d . . . . . H00N H 0.341339 0.148176 0.394552 0.096 Uiso 1 1 calc R U . . . C00O C 0.1611(3) 0.4929(3) 0.2999(7) 0.0825(18) Uani 1 1 d . . . . . H00E H 0.119788 0.480236 0.291253 0.099 Uiso 1 1 calc R U . . . H00F H 0.171929 0.517795 0.231094 0.099 Uiso 1 1 calc R U . . . C00P C 0.3404(3) 0.4791(3) 0.4405(7) 0.0814(18) Uani 1 1 d . . . . . H00P H 0.319961 0.512137 0.471065 0.098 Uiso 1 1 calc R U . . . C00Q C 0.3745(3) 0.3505(3) 0.8023(6) 0.0792(19) Uani 1 1 d . . . . . C00R C 0.1968(7) 0.5529(6) 0.7898(14) 0.065(3) Uani 0.553(8) 1 d D . P A 1 H00R H 0.226652 0.576213 0.754691 0.078 Uiso 0.553(8) 1 calc R U P A 1 C00S C 0.1707(3) 0.5259(3) 0.4181(7) 0.0792(18) Uani 1 1 d . . . . . H00G H 0.137319 0.552332 0.436130 0.095 Uiso 1 1 calc R U . . . H00I H 0.207476 0.549003 0.416794 0.095 Uiso 1 1 calc R U . . . C00T C 0.2205(4) 0.1314(3) 0.5537(8) 0.090(2) Uani 1 1 d . . . . . H00T H 0.196774 0.101451 0.587514 0.108 Uiso 1 1 calc R U . . . C00U C 0.4032(3) 0.3812(4) 0.3448(8) 0.087(2) Uani 1 1 d . . . . . H00U H 0.423778 0.348896 0.311603 0.104 Uiso 1 1 calc R U . . . C00V C 0.3963(4) 0.4858(4) 0.3872(9) 0.097(2) Uani 1 1 d . . . . . H00V H 0.413550 0.523671 0.382760 0.117 Uiso 1 1 calc R U . . . C00W C 0.1028(7) 0.4864(7) 0.8822(15) 0.069(4) Uani 0.553(8) 1 d D . P A 1 C00X C 0.2719(4) 0.1159(3) 0.4886(8) 0.091(2) Uani 1 1 d . . . . . H00X H 0.282215 0.075795 0.479679 0.109 Uiso 1 1 calc R U . . . C00Y C 0.4267(3) 0.4373(4) 0.3408(10) 0.102(3) Uani 1 1 d . . . . . H00Y H 0.464179 0.443124 0.305849 0.122 Uiso 1 1 calc R U . . . C00Z C 0.1223(9) 0.5354(8) 0.9445(16) 0.076(4) Uani 0.553(8) 1 d D . P A 1 H00Z H 0.104136 0.546016 1.017334 0.091 Uiso 0.553(8) 1 calc R U P A 1 C010 C 0.3499(4) 0.2310(3) 0.7574(8) 0.092(2) Uani 1 1 d . . . . . H01A H 0.350689 0.238312 0.671607 0.139 Uiso 1 1 calc R U . . . H01B H 0.310343 0.238763 0.788031 0.139 Uiso 1 1 calc R U . . . H01C H 0.360423 0.190060 0.773074 0.139 Uiso 1 1 calc R U . . . O011 O 0.0564(5) 0.4529(4) 0.9197(9) 0.094(2) Uani 0.553(8) 1 d D . P A 1 C012 C 0.1691(7) 0.5692(7) 0.8991(15) 0.077(4) Uani 0.553(8) 1 d D . P A 1 H012 H 0.182192 0.602804 0.941226 0.093 Uiso 0.553(8) 1 calc R U P A 1 C014 C 0.4764(7) 0.3723(8) 0.9405(19) 0.202(8) Uani 1 1 d . . . . . H01D H 0.500554 0.352114 0.881161 0.303 Uiso 1 1 calc R U . . . H01E H 0.461177 0.343639 0.997685 0.303 Uiso 1 1 calc R U . . . H01F H 0.500267 0.401507 0.982290 0.303 Uiso 1 1 calc R U . . . C1 C 0.1230(9) 0.4658(11) 0.759(2) 0.065(3) Uani 0.447(8) 1 d D . P A 2 H1 H 0.108896 0.439990 0.699591 0.078 Uiso 0.447(8) 1 calc R U P A 2 C0 C 0.0913(11) 0.4707(12) 0.867(2) 0.077(4) Uani 0.447(8) 1 d D . P A 2 H0 H 0.060731 0.443420 0.881846 0.093 Uiso 0.447(8) 1 calc R U P A 2 C2 C 0.1031(11) 0.5144(9) 0.953(2) 0.076(4) Uani 0.447(8) 1 d D . P A 2 H2 H 0.079482 0.519210 1.021778 0.091 Uiso 0.447(8) 1 calc R U P A 2 C3 C 0.1518(11) 0.5500(9) 0.9299(18) 0.069(4) Uani 0.447(8) 1 d D . P A 2 C4 C 0.1873(9) 0.5408(8) 0.8279(17) 0.067(3) Uani 0.447(8) 1 d D . P A 2 H4 H 0.221184 0.564787 0.820126 0.080 Uiso 0.447(8) 1 calc R U P A 2 O0 O 0.1665(6) 0.5933(5) 1.0102(12) 0.094(2) Uani 0.447(8) 1 d D . P A 2 H0A H 0.185015 0.619979 0.975253 0.141 Uiso 0.447(8) 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 S001 0.1013(13) 0.1074(14) 0.0815(11) -0.0097(10) -0.0210(10) 0.0514(11) S002 0.0876(13) 0.1307(18) 0.1217(17) -0.0524(15) -0.0390(12) 0.0283(12) O003 0.082(3) 0.072(3) 0.106(4) -0.019(3) -0.028(3) 0.008(2) N004 0.073(3) 0.049(2) 0.066(3) -0.006(2) -0.001(2) 0.004(2) N005 0.068(3) 0.061(3) 0.065(3) -0.003(2) -0.016(2) 0.011(2) N006 0.076(3) 0.063(3) 0.072(3) -0.013(2) -0.004(2) 0.017(2) C007 0.063(3) 0.054(3) 0.059(3) -0.007(2) -0.005(2) 0.004(2) C008 0.062(3) 0.054(3) 0.063(3) -0.003(2) -0.006(2) 0.003(2) C009 0.066(3) 0.068(3) 0.066(3) -0.015(3) -0.007(3) 0.012(3) C00A 0.065(3) 0.053(3) 0.064(3) -0.002(2) -0.008(2) 0.009(2) C00B 0.066(3) 0.049(3) 0.073(3) -0.003(2) -0.007(3) 0.007(2) C00C 0.065(3) 0.060(3) 0.063(3) -0.008(2) -0.006(3) 0.009(2) C00D 0.075(4) 0.058(3) 0.077(4) -0.015(3) -0.017(3) 0.021(3) C00E 0.077(4) 0.052(3) 0.065(3) -0.003(2) -0.010(3) 0.010(3) C00F 0.081(4) 0.060(3) 0.062(3) -0.013(2) -0.012(3) 0.016(3) C00G 0.063(3) 0.062(3) 0.076(4) 0.000(3) -0.005(3) 0.002(2) C00H 0.082(7) 0.063(6) 0.056(7) 0.002(5) -0.008(4) 0.023(5) C00I 0.059(3) 0.076(4) 0.072(4) -0.004(3) -0.002(3) 0.004(3) C00J 0.092(4) 0.058(3) 0.075(4) 0.002(3) 0.001(3) 0.006(3) C00K 0.062(3) 0.057(3) 0.067(3) 0.001(2) -0.003(3) 0.010(2) C00L 0.077(4) 0.071(3) 0.068(3) -0.011(3) -0.015(3) 0.023(3) C00M 0.093(4) 0.080(4) 0.065(4) -0.002(3) -0.012(3) 0.010(3) C00N 0.105(5) 0.061(3) 0.075(4) -0.016(3) -0.008(4) 0.021(3) C00O 0.086(4) 0.084(4) 0.078(4) 0.018(3) -0.006(3) 0.006(3) C00P 0.076(4) 0.069(4) 0.099(5) -0.004(3) -0.005(4) -0.006(3) C00Q 0.077(4) 0.100(5) 0.061(3) -0.019(3) -0.008(3) 0.031(3) C00R 0.078(6) 0.060(6) 0.058(8) -0.010(5) -0.006(5) 0.013(5) C00S 0.087(4) 0.066(4) 0.085(4) 0.014(3) -0.004(3) 0.015(3) C00T 0.126(6) 0.056(3) 0.089(5) 0.002(3) -0.006(5) 0.000(4) C00U 0.062(3) 0.103(5) 0.097(5) -0.002(4) 0.002(3) 0.004(3) C00V 0.079(4) 0.093(5) 0.120(6) 0.009(5) 0.003(4) -0.018(4) C00W 0.086(8) 0.058(8) 0.063(6) -0.008(4) -0.004(5) 0.018(7) C00X 0.124(6) 0.061(4) 0.086(5) -0.004(3) -0.011(5) 0.019(4) C00Y 0.064(4) 0.112(6) 0.130(7) 0.008(6) 0.008(4) -0.013(4) C00Z 0.084(14) 0.064(12) 0.078(6) -0.004(9) 0.005(8) 0.013(8) C010 0.110(5) 0.088(5) 0.079(4) -0.006(4) -0.005(4) 0.031(4) O011 0.107(5) 0.089(5) 0.087(5) -0.020(4) 0.021(4) -0.016(4) C012 0.090(8) 0.070(9) 0.071(7) -0.024(5) -0.007(5) 0.008(6) C014 0.162(11) 0.214(15) 0.230(18) -0.064(13) -0.125(13) 0.076(11) C1 0.078(6) 0.060(6) 0.058(8) -0.010(5) -0.006(5) 0.013(5) C0 0.090(8) 0.070(9) 0.071(7) -0.024(5) -0.007(5) 0.008(6) C2 0.084(14) 0.064(12) 0.078(6) -0.004(9) 0.005(8) 0.013(8) C3 0.086(8) 0.058(8) 0.063(6) -0.008(4) -0.004(5) 0.018(7) C4 0.082(7) 0.063(6) 0.056(7) 0.002(5) -0.008(4) 0.023(5) O0 0.107(5) 0.089(5) 0.087(5) -0.020(4) 0.021(4) -0.016(4) 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' S S 0.1246 0.1234 '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 C00Q S001 C010 103.9(3) . . ? C00Q S002 C014 104.0(6) . . ? C007 N004 C00E 114.4(5) . . ? C008 N005 C00K 111.2(4) . . ? C008 N005 C00M 120.6(5) . . ? C00M N005 C00K 109.3(5) . . ? C00C N006 C00F 113.4(5) . . ? N004 C007 C008 124.8(5) . . ? N004 C007 C00C 123.5(5) . . ? C00C C007 C008 111.5(5) . . ? N005 C008 C007 111.3(5) . . ? N005 C008 C00A 101.5(4) . . ? N005 C008 C00G 116.3(5) . . ? C007 C008 C00A 112.7(5) . . ? C007 C008 C00G 100.3(4) . . ? C00G C008 C00A 115.2(5) . . ? O003 C009 C00A 121.4(5) . . ? O003 C009 C00L 123.1(5) . . ? C00L C009 C00A 115.5(5) . . ? C008 C00A H00A 107.7 . . ? C009 C00A C008 113.2(5) . . ? C009 C00A H00A 107.7 . . ? C009 C00A C00B 115.7(5) . . ? C00B C00A C008 104.3(5) . . ? C00B C00A H00A 107.7 . . ? C00A C00B H00B 108.9 . . ? C00D C00B C00A 112.6(5) . . ? C00D C00B H00B 108.9 . . ? C00K C00B C00A 102.5(4) . . ? C00K C00B H00B 108.9 . . ? C00K C00B C00D 114.7(5) . . ? N006 C00C C007 124.7(6) . . ? N006 C00C C00I 127.2(6) . . ? C007 C00C C00I 108.1(5) . . ? C00H C00D C00B 123.9(9) . . ? C00H C00D C00R 123.4(10) . . ? C00R C00D C00B 112.8(8) . . ? C1 C00D C00B 116.9(10) . . ? C4 C00D C00B 132.1(9) . . ? C4 C00D C1 111.0(13) . . ? N004 C00E C00F 121.7(6) . . ? N004 C00E C00J 118.7(6) . . ? C00J C00E C00F 119.6(5) . . ? N006 C00F C00E 122.2(5) . . ? N006 C00F C00N 118.7(6) . . ? C00N C00F C00E 119.0(7) . . ? C00I C00G C008 111.5(5) . . ? C00P C00G C008 129.8(6) . . ? C00P C00G C00I 118.8(6) . . ? C00D C00H H00H 121.2 . . ? C00D C00H C00W 117.6(15) . . ? C00W C00H H00H 121.2 . . ? C00G C00I C00C 108.4(5) . . ? C00U C00I C00C 130.2(6) . . ? C00U C00I C00G 121.3(6) . . ? C00E C00J H00J 120.0 . . ? C00T C00J C00E 119.9(7) . . ? C00T C00J H00J 120.0 . . ? N005 C00K C00B 106.5(4) . . ? N005 C00K H00K 108.8 . . ? N005 C00K C00S 104.8(5) . . ? C00B C00K H00K 108.8 . . ? C00B C00K C00S 118.6(5) . . ? C00S C00K H00K 108.8 . . ? C009 C00L H00L 117.1 . . ? C00Q C00L C009 125.8(6) . . ? C00Q C00L H00L 117.1 . . ? N005 C00M H00C 110.9 . . ? N005 C00M H00D 110.9 . . ? N005 C00M C00O 104.3(6) . . ? H00C C00M H00D 108.9 . . ? C00O C00M H00C 110.9 . . ? C00O C00M H00D 110.9 . . ? C00F C00N H00N 119.9 . . ? C00X C00N C00F 120.3(7) . . ? C00X C00N H00N 119.9 . . ? C00M C00O H00E 111.1 . . ? C00M C00O H00F 111.1 . . ? C00M C00O C00S 103.3(6) . . ? H00E C00O H00F 109.1 . . ? C00S C00O H00E 111.1 . . ? C00S C00O H00F 111.1 . . ? C00G C00P H00P 120.5 . . ? C00V C00P C00G 118.9(7) . . ? C00V C00P H00P 120.5 . . ? S001 C00Q S002 115.4(4) . . ? C00L C00Q S001 124.2(6) . . ? C00L C00Q S002 120.4(6) . . ? C00D C00R H00R 121.9 . . ? C012 C00R C00D 116.1(12) . . ? C012 C00R H00R 121.9 . . ? C00K C00S H00G 111.4 . . ? C00K C00S H00I 111.4 . . ? C00O C00S C00K 101.9(5) . . ? C00O C00S H00G 111.4 . . ? C00O C00S H00I 111.4 . . ? H00G C00S H00I 109.3 . . ? C00J C00T H00T 119.8 . . ? C00J C00T C00X 120.3(7) . . ? C00X C00T H00T 119.8 . . ? C00I C00U H00U 120.8 . . ? C00Y C00U C00I 118.4(8) . . ? C00Y C00U H00U 120.8 . . ? C00P C00V H00V 119.5 . . ? C00Y C00V C00P 121.1(7) . . ? C00Y C00V H00V 119.5 . . ? C00H C00W C00Z 122.4(16) . . ? O011 C00W C00H 115.0(14) . . ? O011 C00W C00Z 122.5(13) . . ? C00N C00X C00T 120.8(6) . . ? C00N C00X H00X 119.6 . . ? C00T C00X H00X 119.6 . . ? C00U C00Y C00V 121.5(8) . . ? C00U C00Y H00Y 119.2 . . ? C00V C00Y H00Y 119.2 . . ? C00W C00Z H00Z 120.1 . . ? C00W C00Z C012 119.8(12) . . ? C012 C00Z H00Z 120.1 . . ? S001 C010 H01A 109.5 . . ? S001 C010 H01B 109.5 . . ? S001 C010 H01C 109.5 . . ? H01A C010 H01B 109.5 . . ? H01A C010 H01C 109.5 . . ? H01B C010 H01C 109.5 . . ? C00R C012 H012 119.9 . . ? C00Z C012 C00R 120.2(14) . . ? C00Z C012 H012 119.9 . . ? S002 C014 H01D 109.5 . . ? S002 C014 H01E 109.5 . . ? S002 C014 H01F 109.5 . . ? H01D C014 H01E 109.5 . . ? H01D C014 H01F 109.5 . . ? H01E C014 H01F 109.5 . . ? C00D C1 H1 118.7 . . ? C0 C1 C00D 122.6(17) . . ? C0 C1 H1 118.7 . . ? C1 C0 H0 118.5 . . ? C1 C0 C2 123(2) . . ? C2 C0 H0 118.5 . . ? C0 C2 H2 122.2 . . ? C3 C2 C0 115.5(18) . . ? C3 C2 H2 122.2 . . ? C2 C3 C4 121(2) . . ? O0 C3 C2 119.1(18) . . ? O0 C3 C4 120(2) . . ? C00D C4 H4 117.0 . . ? C3 C4 C00D 126.0(17) . . ? C3 C4 H4 117.0 . . ? C3 O0 H0A 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 S001 C00Q 1.734(7) . ? S001 C010 1.778(9) . ? S002 C00Q 1.739(8) . ? S002 C014 1.788(11) . ? O003 C009 1.226(7) . ? N004 C007 1.306(7) . ? N004 C00E 1.386(7) . ? N005 C008 1.463(7) . ? N005 C00K 1.474(7) . ? N005 C00M 1.473(9) . ? N006 C00C 1.310(7) . ? N006 C00F 1.388(9) . ? C007 C008 1.522(7) . ? C007 C00C 1.418(8) . ? C008 C00A 1.546(9) . ? C008 C00G 1.533(8) . ? C009 C00A 1.524(8) . ? C009 C00L 1.449(9) . ? C00A H00A 0.9800 . ? C00A C00B 1.539(7) . ? C00B H00B 0.9800 . ? C00B C00D 1.529(9) . ? C00B C00K 1.519(8) . ? C00C C00I 1.463(9) . ? C00D C00H 1.36(2) . ? C00D C00R 1.410(15) . ? C00D C1 1.43(2) . ? C00D C4 1.39(2) . ? C00E C00F 1.416(9) . ? C00E C00J 1.401(9) . ? C00F C00N 1.414(8) . ? C00G C00I 1.406(9) . ? C00G C00P 1.395(9) . ? C00H H00H 0.9300 . ? C00H C00W 1.36(2) . ? C00I C00U 1.395(9) . ? C00J H00J 0.9300 . ? C00J C00T 1.385(9) . ? C00K H00K 0.9800 . ? C00K C00S 1.528(9) . ? C00L H00L 0.9300 . ? C00L C00Q 1.348(9) . ? C00M H00C 0.9700 . ? C00M H00D 0.9700 . ? C00M C00O 1.507(10) . ? C00N H00N 0.9300 . ? C00N C00X 1.365(12) . ? C00O H00E 0.9700 . ? C00O H00F 0.9700 . ? C00O C00S 1.512(11) . ? C00P H00P 0.9300 . ? C00P C00V 1.388(11) . ? C00R H00R 0.9300 . ? C00R C012 1.40(2) . ? C00S H00G 0.9700 . ? C00S H00I 0.9700 . ? C00T H00T 0.9300 . ? C00T C00X 1.397(12) . ? C00U H00U 0.9300 . ? C00U C00Y 1.359(11) . ? C00V H00V 0.9300 . ? C00V C00Y 1.375(12) . ? C00W C00Z 1.36(2) . ? C00W O011 1.34(2) . ? C00X H00X 0.9300 . ? C00Y H00Y 0.9300 . ? C00Z H00Z 0.9300 . ? C00Z C012 1.381(19) . ? C010 H01A 0.9600 . ? C010 H01B 0.9600 . ? C010 H01C 0.9600 . ? C012 H012 0.9300 . ? C014 H01D 0.9600 . ? C014 H01E 0.9600 . ? C014 H01F 0.9600 . ? C1 H1 0.9300 . ? C1 C0 1.38(3) . ? C0 H0 0.9300 . ? C0 C2 1.39(2) . ? C2 H2 0.9300 . ? C2 C3 1.37(2) . ? C3 C4 1.39(2) . ? C3 O0 1.35(2) . ? C4 H4 0.9300 . ? O0 H0A 0.8200 . ? 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 O003 C009 C00A C008 112.2(7) . . . . ? O003 C009 C00A C00B -8.2(9) . . . . ? O003 C009 C00L C00Q -2.6(11) . . . . ? N004 C007 C008 N005 -64.9(8) . . . . ? N004 C007 C008 C00A 48.4(7) . . . . ? N004 C007 C008 C00G 171.5(5) . . . . ? N004 C007 C00C N006 2.9(9) . . . . ? N004 C007 C00C C00I -173.9(5) . . . . ? N004 C00E C00F N006 3.1(9) . . . . ? N004 C00E C00F C00N 179.3(5) . . . . ? N004 C00E C00J C00T -179.5(6) . . . . ? N005 C008 C00A C009 -162.8(5) . . . . ? N005 C008 C00A C00B -36.1(6) . . . . ? N005 C008 C00G C00I -115.1(6) . . . . ? N005 C008 C00G C00P 64.9(9) . . . . ? N005 C00K C00S C00O 31.7(6) . . . . ? N005 C00M C00O C00S 34.2(7) . . . . ? N006 C00C C00I C00G -174.8(6) . . . . ? N006 C00C C00I C00U 1.2(11) . . . . ? N006 C00F C00N C00X 175.8(6) . . . . ? C007 N004 C00E C00F -2.0(8) . . . . ? C007 N004 C00E C00J 176.3(6) . . . . ? C007 C008 C00A C009 78.1(6) . . . . ? C007 C008 C00A C00B -155.2(4) . . . . ? C007 C008 C00G C00I 5.0(7) . . . . ? C007 C008 C00G C00P -175.0(7) . . . . ? C007 C00C C00I C00G 1.9(7) . . . . ? C007 C00C C00I C00U 177.9(7) . . . . ? C008 N005 C00K C00B -2.1(6) . . . . ? C008 N005 C00K C00S 124.4(6) . . . . ? C008 N005 C00M C00O -144.9(6) . . . . ? C008 C007 C00C N006 178.3(5) . . . . ? C008 C007 C00C C00I 1.5(7) . . . . ? C008 C00A C00B C00D 158.8(5) . . . . ? C008 C00A C00B C00K 35.1(6) . . . . ? C008 C00G C00I C00C -4.5(7) . . . . ? C008 C00G C00I C00U 179.0(6) . . . . ? C008 C00G C00P C00V 179.8(7) . . . . ? C009 C00A C00B C00D -76.1(7) . . . . ? C009 C00A C00B C00K 160.2(5) . . . . ? C009 C00L C00Q S001 -179.7(5) . . . . ? C009 C00L C00Q S002 1.8(10) . . . . ? C00A C008 C00G C00I 126.3(6) . . . . ? C00A C008 C00G C00P -53.7(9) . . . . ? C00A C009 C00L C00Q 178.6(6) . . . . ? C00A C00B C00D C00H -59.1(11) . . . . ? C00A C00B C00D C00R 120.0(8) . . . . ? C00A C00B C00D C1 -71.4(13) . . . . ? C00A C00B C00D C4 106.8(12) . . . . ? C00A C00B C00K N005 -20.7(6) . . . . ? C00A C00B C00K C00S -138.4(6) . . . . ? C00B C00D C00H C00W -178.2(11) . . . . ? C00B C00D C00R C012 -176.1(11) . . . . ? C00B C00D C1 C0 171(2) . . . . ? C00B C00D C4 C3 -177.7(13) . . . . ? C00B C00K C00S C00O 150.4(6) . . . . ? C00C N006 C00F C00E -1.1(8) . . . . ? C00C N006 C00F C00N -177.3(6) . . . . ? C00C C007 C008 N005 119.8(5) . . . . ? C00C C007 C008 C00A -126.8(5) . . . . ? C00C C007 C008 C00G -3.8(6) . . . . ? C00C C00I C00U C00Y -173.9(8) . . . . ? C00D C00B C00K N005 -143.0(5) . . . . ? C00D C00B C00K C00S 99.3(6) . . . . ? C00D C00H C00W C00Z -8(3) . . . . ? C00D C00H C00W O011 176.5(13) . . . . ? C00D C00R C012 C00Z -4(2) . . . . ? C00D C1 C0 C2 10(4) . . . . ? C00E N004 C007 C008 -175.5(5) . . . . ? C00E N004 C007 C00C -0.8(8) . . . . ? C00E C00F C00N C00X -0.5(10) . . . . ? C00E C00J C00T C00X 0.8(11) . . . . ? C00F N006 C00C C007 -1.7(8) . . . . ? C00F N006 C00C C00I 174.5(6) . . . . ? C00F C00E C00J C00T -1.2(10) . . . . ? C00F C00N C00X C00T 0.2(12) . . . . ? C00G C008 C00A C009 -36.3(7) . . . . ? C00G C008 C00A C00B 90.4(5) . . . . ? C00G C00I C00U C00Y 1.7(12) . . . . ? C00G C00P C00V C00Y 0.5(13) . . . . ? C00H C00D C00R C012 3.0(15) . . . . ? C00H C00W C00Z C012 7(3) . . . . ? C00I C00G C00P C00V -0.1(11) . . . . ? C00I C00U C00Y C00V -1.3(14) . . . . ? C00J C00E C00F N006 -175.1(6) . . . . ? C00J C00E C00F C00N 1.1(9) . . . . ? C00J C00T C00X C00N -0.3(12) . . . . ? C00K N005 C008 C007 143.9(5) . . . . ? C00K N005 C008 C00A 23.8(6) . . . . ? C00K N005 C008 C00G -102.1(6) . . . . ? C00K N005 C00M C00O -14.2(7) . . . . ? C00K C00B C00D C00H 57.6(11) . . . . ? C00K C00B C00D C00R -123.3(8) . . . . ? C00K C00B C00D C1 45.3(13) . . . . ? C00K C00B C00D C4 -136.6(11) . . . . ? C00L C009 C00A C008 -68.9(7) . . . . ? C00L C009 C00A C00B 170.7(6) . . . . ? C00M N005 C008 C007 -86.2(7) . . . . ? C00M N005 C008 C00A 153.6(5) . . . . ? C00M N005 C008 C00G 27.8(8) . . . . ? C00M N005 C00K C00B -137.6(6) . . . . ? C00M N005 C00K C00S -11.1(7) . . . . ? C00M C00O C00S C00K -40.5(7) . . . . ? C00P C00G C00I C00C 175.5(6) . . . . ? C00P C00G C00I C00U -1.0(10) . . . . ? C00P C00V C00Y C00U 0.2(15) . . . . ? C00R C00D C00H C00W 2.8(18) . . . . ? C00W C00Z C012 C00R -1(3) . . . . ? C010 S001 C00Q S002 178.4(4) . . . . ? C010 S001 C00Q C00L -0.2(7) . . . . ? O011 C00W C00Z C012 -177.8(15) . . . . ? C014 S002 C00Q S001 1.8(9) . . . . ? C014 S002 C00Q C00L -179.6(9) . . . . ? C1 C00D C4 C3 1(2) . . . . ? C1 C0 C2 C3 -5(4) . . . . ? C0 C2 C3 C4 -2(4) . . . . ? C0 C2 C3 O0 -179.5(19) . . . . ? C2 C3 C4 C00D 4(3) . . . . ? C4 C00D C1 C0 -7(3) . . . . ? O0 C3 C4 C00D -178.2(15) . . . . ? 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 0.000 0.500 0.250 33.0 7.3 '0.8 water' 2 0.500 0.000 0.750 33.0 7.3 '0.8 water'