#------------------------------------------------------------------------------ #$Date: 2018-12-01 01:34:59 +0200 (Sat, 01 Dec 2018) $ #$Revision: 212266 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/03/1550307.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_1550307 loop_ _publ_author_name 'Mandal, Swadhin K.' 'Sau, Samaresh Ch' 'Bhattacharjee, Rameswar' 'Hota, Pradip kumar' 'Vardhanapu, Pavan Kumar' 'vijaykumar, gonela' 'Govindarajan, R.' 'Datta, Ayan' _publ_section_title ; Transforming Atmospheric CO2 into Alternative Fuels: a Metal-Free Approach under Ambient Conditions ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/C8SC03581D _journal_year 2019 _chemical_formula_moiety 'C H O2, B H3 O3, C39 H45 N2, C3 H3' _chemical_formula_sum 'C43 H52 B N2 O5' _chemical_formula_weight 687.68 _chemical_name_systematic ; ? ; _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' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary iterative _atom_sites_solution_secondary difmap _audit_creation_date 2017-04-27 _audit_creation_method ; Olex2 1.2 (compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335) ; _audit_update_record ; 2017-10-31 deposited with the CCDC. 2018-11-30 downloaded from the CCDC. ; _cell_angle_alpha 90.00 _cell_angle_beta 98.028(4) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 12.6081(5) _cell_length_b 14.3388(6) _cell_length_c 22.0714(7) _cell_measurement_reflns_used 2201 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 27.3670 _cell_measurement_theta_min 1.7000 _cell_volume 3951.1(3) _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution ; Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008; Palatinus et al., 2012) ; _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 293(2) _diffrn_detector 'CCD plate' _diffrn_detector_type Eos _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -48.00 65.00 1.0000 125.0000 omega____ theta____ kappa____ phi______ frames - 28.1467 -57.0000 120.0000 113 #__ type_ start__ end____ width___ exp.time_ 2 omega -5.00 36.00 1.0000 125.0000 omega____ theta____ kappa____ phi______ frames - 28.1467 -99.0000 60.0000 41 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_orient_matrix_UB_11 -0.0360175000 _diffrn_orient_matrix_UB_12 0.0356215000 _diffrn_orient_matrix_UB_13 0.0060391000 _diffrn_orient_matrix_UB_21 -0.0275548000 _diffrn_orient_matrix_UB_22 -0.0322962000 _diffrn_orient_matrix_UB_23 0.0164973000 _diffrn_orient_matrix_UB_31 0.0341713000 _diffrn_orient_matrix_UB_32 0.0116561000 _diffrn_orient_matrix_UB_33 0.0273157000 _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0287 _diffrn_reflns_av_unetI/netI 0.0527 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 7693 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.02 _diffrn_reflns_theta_min 1.70 _diffrn_source 'SuperNova (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type none _exptl_crystal_colour 'clear light colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.156 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1476 _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.37 _refine_diff_density_max 0.223 _refine_diff_density_min -0.181 _refine_diff_density_rms 0.042 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 474 _refine_ls_number_reflns 5554 _refine_ls_number_restraints 3 _refine_ls_restrained_S_all 1.066 _refine_ls_R_factor_all 0.0766 _refine_ls_R_factor_gt 0.0527 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0326P)^2^+3.1061P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1123 _refine_ls_wR_factor_ref 0.1220 _reflns_number_gt 4163 _reflns_number_total 5554 _reflns_threshold_expression >2sigma(I) _iucr_refine_instructions_details ; TITL CF solution in P21/n CELL 0.71073 12.60808 14.338801 22.071431 90 98.0281 90 ZERR 4 0.000524 0.00056 0.000741 0 0.004 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H B N O UNIT 172 208 4 8 20 SADI O5 H5a O4 H4 O3 H3 L.S. 4 PLAN 3 TEMP 20(2) BOND fmap 2 acta 50 SHEL 100 0.84 REM REM REM WGHT 0.032600 3.106100 FVAR 1.85141 O2 5 0.195865 0.889258 0.459251 11.00000 0.04180 0.02735 = 0.02443 0.00017 -0.00253 0.00190 O5 5 0.563867 0.230783 0.487557 11.00000 0.03959 0.03451 = 0.04196 0.00063 -0.00150 0.00519 AFIX 147 H5A 2 0.629235 0.234439 0.495508 11.00000 -1.50000 AFIX 0 N1 4 0.528510 0.554680 0.801778 11.00000 0.01963 0.01731 = 0.01282 0.00024 0.00069 -0.00128 O4 5 0.603674 0.067816 0.504945 11.00000 0.03232 0.03368 = 0.03380 0.00542 0.00083 0.00301 O1 5 0.222660 0.740723 0.489615 11.00000 0.04843 0.03221 = 0.03890 0.00765 0.00182 0.00120 O3 5 0.426133 0.121785 0.484758 11.00000 0.03577 0.03616 = 0.03782 0.00412 0.00275 0.00598 AFIX 147 H3 2 0.417018 0.065227 0.485935 11.00000 -1.50000 AFIX 0 N3 4 0.616265 0.553035 0.723789 11.00000 0.01672 0.01662 = 0.01238 -0.00018 0.00096 -0.00160 C36 1 0.811076 0.551897 0.778879 11.00000 0.02064 0.01472 = 0.01914 -0.00002 -0.00138 0.00121 C35 1 0.492872 0.330979 0.625077 11.00000 0.03834 0.02451 = 0.03303 -0.00434 0.00121 -0.00568 AFIX 137 H35A 2 0.433242 0.372578 0.625197 11.00000 -1.50000 H35B 2 0.480176 0.274956 0.646771 11.00000 -1.50000 H35C 2 0.501186 0.315790 0.583641 11.00000 -1.50000 AFIX 0 C4 1 0.693156 0.552568 0.776267 11.00000 0.02161 0.01596 = 0.01132 0.00003 -0.00247 0.00072 C2 1 0.517535 0.552869 0.739608 11.00000 0.01925 0.01278 = 0.01559 0.00023 0.00000 -0.00016 C12 1 0.477493 0.400754 0.880270 11.00000 0.03014 0.02968 = 0.01657 0.00256 0.00090 -0.00513 AFIX 13 H12 2 0.524053 0.399914 0.848241 11.00000 -1.20000 AFIX 0 C30 1 0.677127 0.728463 0.672952 11.00000 0.02952 0.02214 = 0.02217 0.00440 -0.00331 -0.00368 AFIX 13 H30 2 0.692998 0.709077 0.715838 11.00000 -1.20000 AFIX 0 C29 1 0.655843 0.640158 0.634181 11.00000 0.01444 0.02616 = 0.02405 0.00412 -0.00175 -0.00079 C25 1 0.616728 0.470557 0.626567 11.00000 0.01792 0.02284 = 0.01780 -0.00060 -0.00231 0.00248 C40 1 0.976628 0.556105 0.735004 11.00000 0.02521 0.03783 = 0.03018 0.00251 0.00374 0.00138 AFIX 43 H40 2 1.011680 0.558000 0.700641 11.00000 -1.20000 AFIX 0 C33 1 0.595467 0.378438 0.656524 11.00000 0.03210 0.02098 = 0.01721 -0.00302 -0.00138 0.00261 AFIX 13 H33 2 0.585460 0.391541 0.698935 11.00000 -1.20000 AFIX 0 C24 1 0.633131 0.554402 0.659361 11.00000 0.01224 0.02439 = 0.01350 0.00050 0.00116 0.00072 C5 1 0.636585 0.554650 0.824106 11.00000 0.02060 0.02101 = 0.01313 0.00110 -0.00495 0.00167 AFIX 43 H5 2 0.665656 0.555860 0.865212 11.00000 -1.20000 AFIX 0 C37 1 0.872347 0.551454 0.836956 11.00000 0.02588 0.02749 = 0.02096 -0.00508 -0.00118 0.00194 AFIX 43 H37 2 0.838132 0.549829 0.871640 11.00000 -1.20000 AFIX 0 C19 1 0.393619 0.595893 0.643425 11.00000 0.02043 0.01830 = 0.01910 0.00015 0.00327 -0.00056 AFIX 43 H19 2 0.447623 0.631048 0.629824 11.00000 -1.20000 AFIX 0 C15 1 0.424243 0.734992 0.798943 11.00000 0.02837 0.02524 = 0.02388 0.00007 -0.00088 0.00756 AFIX 13 H15 2 0.476885 0.711338 0.774010 11.00000 -1.20000 AFIX 0 C18 1 0.413048 0.547979 0.699537 11.00000 0.02005 0.01529 = 0.01673 -0.00176 -0.00157 0.00300 C7 1 0.394415 0.655144 0.838395 11.00000 0.02003 0.03136 = 0.01503 -0.00393 -0.00567 0.00388 C23 1 0.332345 0.494679 0.718507 11.00000 0.02391 0.02084 = 0.01445 0.00164 -0.00024 -0.00145 AFIX 43 H23 2 0.345387 0.461472 0.754982 11.00000 -1.20000 AFIX 0 C28 1 0.658347 0.640994 0.571228 11.00000 0.02440 0.03400 = 0.02121 0.00916 0.00056 0.00016 AFIX 43 H28 2 0.671714 0.696649 0.552022 11.00000 -1.20000 AFIX 0 C6 1 0.444742 0.567790 0.839793 11.00000 0.01887 0.02962 = 0.01150 -0.00143 -0.00119 -0.00323 C20 1 0.293654 0.590348 0.608635 11.00000 0.02491 0.02482 = 0.01692 0.00218 -0.00230 0.00223 AFIX 43 H20 2 0.280664 0.622126 0.571609 11.00000 -1.20000 AFIX 0 C32 1 0.580203 0.793110 0.667525 11.00000 0.03888 0.02509 = 0.02699 0.00001 0.00044 -0.00236 AFIX 137 H32A 2 0.562845 0.813501 0.625892 11.00000 -1.50000 H32B 2 0.596507 0.846265 0.693610 11.00000 -1.50000 H32C 2 0.520248 0.760255 0.679657 11.00000 -1.50000 AFIX 0 C14 1 0.548744 0.391672 0.942631 11.00000 0.03050 0.03346 = 0.02350 0.00490 -0.00200 -0.00090 AFIX 137 H14A 2 0.600875 0.440887 0.947005 11.00000 -1.50000 H14B 2 0.584660 0.332479 0.944901 11.00000 -1.50000 H14C 2 0.505101 0.395988 0.974850 11.00000 -1.50000 AFIX 0 C26 1 0.622133 0.476324 0.563856 11.00000 0.02805 0.03460 = 0.01682 -0.00668 -0.00475 0.00490 AFIX 43 H26 2 0.612699 0.422753 0.539957 11.00000 -1.20000 AFIX 0 C41 1 0.865105 0.552658 0.727937 11.00000 0.02224 0.03829 = 0.02145 0.00245 -0.00291 0.00282 AFIX 43 H41 2 0.826391 0.550848 0.688869 11.00000 -1.20000 AFIX 0 C11 1 0.419380 0.493813 0.877009 11.00000 0.01805 0.03364 = 0.01365 0.00012 -0.00403 -0.00255 C27 1 0.641252 0.560306 0.536903 11.00000 0.02972 0.04194 = 0.01608 0.00370 0.00182 0.00364 AFIX 43 H27 2 0.642676 0.562729 0.494918 11.00000 -1.20000 AFIX 0 C38 1 0.982779 0.553396 0.843381 11.00000 0.02479 0.03733 = 0.02365 -0.00717 -0.00803 0.00333 AFIX 43 H38 2 1.022195 0.552456 0.882274 11.00000 -1.20000 AFIX 0 C22 1 0.232226 0.490395 0.683570 11.00000 0.02194 0.02718 = 0.02409 0.00209 -0.00013 -0.00610 AFIX 43 H22 2 0.177918 0.455562 0.697117 11.00000 -1.20000 AFIX 0 C1 1 0.166662 0.806605 0.466938 11.00000 0.03915 0.03189 = 0.01854 -0.00503 -0.00074 -0.00002 AFIX 43 H1 2 0.094814 0.793367 0.454147 11.00000 -1.20000 AFIX 0 C34 1 0.692538 0.313884 0.658095 11.00000 0.03991 0.02979 = 0.03365 0.00089 -0.00229 0.00697 AFIX 137 H34A 2 0.679089 0.256789 0.678426 11.00000 -1.50000 H34B 2 0.754563 0.343875 0.679816 11.00000 -1.50000 H34C 2 0.704829 0.300509 0.617028 11.00000 -1.50000 AFIX 0 C21 1 0.212850 0.538080 0.628311 11.00000 0.01939 0.03284 = 0.02274 0.00097 -0.00446 -0.00205 AFIX 43 H21 2 0.145843 0.534848 0.604676 11.00000 -1.20000 AFIX 0 C8 1 0.314752 0.666763 0.875768 11.00000 0.02485 0.04252 = 0.02129 -0.00411 -0.00211 0.00937 AFIX 43 H8 2 0.279559 0.723746 0.875920 11.00000 -1.20000 AFIX 0 C17 1 0.476832 0.815367 0.838066 11.00000 0.03092 0.03145 = 0.03216 -0.00071 -0.00620 0.00747 AFIX 137 H17A 2 0.429312 0.836356 0.865634 11.00000 -1.50000 H17B 2 0.491468 0.865916 0.811941 11.00000 -1.50000 H17C 2 0.542624 0.794125 0.861104 11.00000 -1.50000 AFIX 0 C31 1 0.774559 0.782437 0.657105 11.00000 0.03548 0.03183 = 0.06256 -0.00291 0.00704 -0.01104 AFIX 137 H31A 2 0.835388 0.741571 0.660189 11.00000 -1.50000 H31B 2 0.789840 0.833496 0.685098 11.00000 -1.50000 H31C 2 0.759461 0.806043 0.616104 11.00000 -1.50000 AFIX 0 C9 1 0.287165 0.595351 0.912510 11.00000 0.02170 0.05857 = 0.01836 -0.00163 0.00346 0.00314 AFIX 43 H9 2 0.233859 0.604506 0.937083 11.00000 -1.20000 AFIX 0 C16 1 0.325598 0.768225 0.754907 11.00000 0.03884 0.03374 = 0.02545 -0.00379 -0.00716 0.01077 AFIX 137 H16A 2 0.295828 0.716659 0.730487 11.00000 -1.50000 H16B 2 0.346753 0.816190 0.728709 11.00000 -1.50000 H16C 2 0.272839 0.792503 0.778130 11.00000 -1.50000 AFIX 0 C10 1 0.338769 0.510188 0.912795 11.00000 0.02494 0.04419 = 0.01558 0.00264 0.00002 -0.00730 AFIX 43 H10 2 0.319052 0.462583 0.937577 11.00000 -1.20000 AFIX 0 C13 1 0.400047 0.317594 0.869496 11.00000 0.04453 0.04104 = 0.02536 0.00383 -0.00478 -0.01266 AFIX 137 H13A 2 0.440329 0.260721 0.869963 11.00000 -1.50000 H13B 2 0.356215 0.324388 0.830536 11.00000 -1.50000 H13C 2 0.355274 0.315782 0.901266 11.00000 -1.50000 AFIX 0 C39 1 1.035245 0.556724 0.792509 11.00000 0.02090 0.02884 = 0.03880 -0.00445 -0.00393 0.00102 AFIX 43 H39 2 1.109636 0.559365 0.797074 11.00000 -1.20000 AFIX 0 C43 1 0.079220 0.543146 0.472163 11.00000 0.02799 0.05319 = 0.02742 0.01295 -0.00260 -0.00715 AFIX 43 H43 2 0.132221 0.571885 0.453412 11.00000 -1.20000 AFIX 0 C42 1 0.009740 0.595825 0.501061 11.00000 0.03114 0.04301 = 0.03421 0.00997 -0.00469 -0.00374 AFIX 43 H42 2 0.015944 0.660455 0.502035 11.00000 -1.20000 AFIX 0 B1 3 0.533110 0.140696 0.492589 11.00000 0.03673 0.03436 = 0.01944 0.00287 0.00105 0.00459 C44 1 -0.069256 0.552551 0.528628 11.00000 0.02724 0.05352 = 0.02969 0.00294 -0.00216 0.00618 AFIX 43 H44 2 -0.116105 0.588460 0.547890 11.00000 -1.20000 AFIX 0 H4 2 0.670096 0.083774 0.516977 11.00000 0.05785 HKLF 4 REM CF solution in P21/n REM R1 = 0.0527 for 4163 Fo > 4sig(Fo) and 0.0766 for all 5554 data REM 474 parameters refined using 3 restraints END WGHT 0.0326 3.1061 REM Highest difference peak 0.223, deepest hole -0.181, 1-sigma level 0.042 Q1 1 0.7535 0.5468 0.7751 11.00000 0.05 0.22 Q2 1 0.6955 0.2547 0.5040 11.00000 0.05 0.22 Q3 1 0.7281 0.1009 0.5246 11.00000 0.05 0.21 REM The information below was added by Olex2. REM REM R1 = 0.0527 for 4163 Fo > 4sig(Fo) and 0.0766 for all 9178 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.22, deepest hole -0.18 REM Mean Shift 0, Max Shift 0.000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0766 REM R1_gt = 0.0527 REM wR_ref = 0.1220 REM GOOF = 1.065 REM Shift_max = 0.000 REM Shift_mean = 0 REM Reflections_all = 9178 REM Reflections_gt = 4163 REM Parameters = n/a REM Hole = -0.18 REM Peak = 0.22 REM Flack = n/a ; _cod_data_source_file c8sc03581d3.cif _cod_data_source_block gbco2air _cod_database_code 1550307 _chemical_oxdiff_formula 'C H O N B' _reflns_odcompleteness_completeness 77.29 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups, All O(H) groups 2. Restrained distances O5-H5A \\sim O4-H4 \\sim O3-H3 with sigma of 0.02 3.a Ternary CH refined with riding coordinates: C12(H12), C30(H30), C33(H33), C15(H15) 3.b Aromatic/amide H refined with riding coordinates: C40(H40), C5(H5), C37(H37), C19(H19), C23(H23), C28(H28), C20(H20), C26(H26), C41(H41), C27(H27), C38(H38), C22(H22), C1(H1), C21(H21), C8(H8), C9(H9), C10(H10), C39(H39), C43(H43), C42(H42), C44(H44) 3.c Idealised Me refined as rotating group: C35(H35A,H35B,H35C), C32(H32A,H32B,H32C), C14(H14A,H14B,H14C), C34(H34A,H34B, H34C), C17(H17A,H17B,H17C), C31(H31A,H31B,H31C), C16(H16A,H16B,H16C), C13(H13A, H13B,H13C) 3.d Idealised tetrahedral OH refined as rotating group: O5(H5A), O3(H3) ; _olex2_date_sample_data_collection 2015-02-01 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x+1/2, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 '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_calc_flag _atom_site_refinement_flags_posn O2 O 0.19586(16) 0.88926(14) 0.45925(8) 0.0319(5) Uani 1 d . O5 O 0.56387(17) 0.23078(14) 0.48756(10) 0.0394(6) Uani 1 d D H5A H 0.6292 0.2344 0.4955 0.059 Uiso 1 calc DGR N1 N 0.52851(16) 0.55468(14) 0.80178(9) 0.0167(5) Uani 1 d . O4 O 0.60367(16) 0.06782(14) 0.50495(9) 0.0336(5) Uani 1 d D O1 O 0.22266(17) 0.74072(14) 0.48961(9) 0.0403(6) Uani 1 d . O3 O 0.42613(15) 0.12179(14) 0.48476(10) 0.0368(5) Uani 1 d D H3 H 0.4170 0.0652 0.4859 0.055 Uiso 1 calc DGR N3 N 0.61627(16) 0.55303(14) 0.72379(9) 0.0153(5) Uani 1 d . C36 C 0.8111(2) 0.55190(18) 0.77888(11) 0.0186(6) Uani 1 d . C35 C 0.4929(2) 0.3310(2) 0.62508(13) 0.0323(7) Uani 1 d . H35A H 0.4332 0.3726 0.6252 0.048 Uiso 1 calc GR H35B H 0.4802 0.2750 0.6468 0.048 Uiso 1 calc GR H35C H 0.5012 0.3158 0.5836 0.048 Uiso 1 calc GR C4 C 0.6932(2) 0.55257(17) 0.77627(11) 0.0167(6) Uani 1 d . C2 C 0.5175(2) 0.55287(17) 0.73961(11) 0.0161(6) Uani 1 d . C12 C 0.4775(2) 0.40075(19) 0.88027(12) 0.0257(7) Uani 1 d . H12 H 0.5241 0.3999 0.8482 0.031 Uiso 1 calc R C30 C 0.6771(2) 0.72846(18) 0.67295(12) 0.0253(7) Uani 1 d . H30 H 0.6930 0.7091 0.7158 0.030 Uiso 1 calc R C29 C 0.6558(2) 0.64016(19) 0.63418(12) 0.0220(7) Uani 1 d . C25 C 0.6167(2) 0.47056(18) 0.62657(11) 0.0200(6) Uani 1 d . C40 C 0.9766(2) 0.5561(2) 0.73500(13) 0.0311(7) Uani 1 d . H40 H 1.0117 0.5580 0.7006 0.037 Uiso 1 calc R C33 C 0.5955(2) 0.37844(18) 0.65652(12) 0.0239(6) Uani 1 d . H33 H 0.5855 0.3915 0.6989 0.029 Uiso 1 calc R C24 C 0.63313(19) 0.55440(18) 0.65936(11) 0.0168(6) Uani 1 d . C5 C 0.6366(2) 0.55465(17) 0.82411(11) 0.0189(6) Uani 1 d . H5 H 0.6657 0.5559 0.8652 0.023 Uiso 1 calc R C37 C 0.8723(2) 0.55145(19) 0.83696(12) 0.0252(7) Uani 1 d . H37 H 0.8381 0.5498 0.8716 0.030 Uiso 1 calc R C19 C 0.3936(2) 0.59589(18) 0.64342(11) 0.0192(6) Uani 1 d . H19 H 0.4476 0.6310 0.6298 0.023 Uiso 1 calc R C15 C 0.4242(2) 0.73499(19) 0.79894(12) 0.0263(7) Uani 1 d . H15 H 0.4769 0.7113 0.7740 0.032 Uiso 1 calc R C18 C 0.4130(2) 0.54798(17) 0.69954(11) 0.0177(6) Uani 1 d . C7 C 0.3944(2) 0.65514(19) 0.83839(11) 0.0229(6) Uani 1 d . C23 C 0.3323(2) 0.49468(18) 0.71851(11) 0.0200(6) Uani 1 d . H23 H 0.3454 0.4615 0.7550 0.024 Uiso 1 calc R C28 C 0.6583(2) 0.6410(2) 0.57123(12) 0.0268(7) Uani 1 d . H28 H 0.6717 0.6966 0.5520 0.032 Uiso 1 calc R C6 C 0.4447(2) 0.56779(19) 0.83979(11) 0.0203(6) Uani 1 d . C20 C 0.2937(2) 0.59035(18) 0.60863(12) 0.0227(6) Uani 1 d . H20 H 0.2807 0.6221 0.5716 0.027 Uiso 1 calc R C32 C 0.5802(2) 0.79311(19) 0.66752(13) 0.0307(7) Uani 1 d . H32A H 0.5628 0.8135 0.6259 0.046 Uiso 1 calc GR H32B H 0.5965 0.8463 0.6936 0.046 Uiso 1 calc GR H32C H 0.5202 0.7603 0.6797 0.046 Uiso 1 calc GR C14 C 0.5487(2) 0.3917(2) 0.94263(12) 0.0297(7) Uani 1 d . H14A H 0.6009 0.4409 0.9470 0.045 Uiso 1 calc GR H14B H 0.5847 0.3325 0.9449 0.045 Uiso 1 calc GR H14C H 0.5051 0.3960 0.9748 0.045 Uiso 1 calc GR C26 C 0.6221(2) 0.4763(2) 0.56386(12) 0.0272(7) Uani 1 d . H26 H 0.6127 0.4228 0.5400 0.033 Uiso 1 calc R C41 C 0.8651(2) 0.5527(2) 0.72794(12) 0.0279(7) Uani 1 d . H41 H 0.8264 0.5508 0.6889 0.033 Uiso 1 calc R C11 C 0.4194(2) 0.49381(19) 0.87701(11) 0.0224(6) Uani 1 d . C27 C 0.6413(2) 0.5603(2) 0.53690(12) 0.0294(7) Uani 1 d . H27 H 0.6427 0.5627 0.4949 0.035 Uiso 1 calc R C38 C 0.9828(2) 0.5534(2) 0.84338(13) 0.0297(7) Uani 1 d . H38 H 1.0222 0.5525 0.8823 0.036 Uiso 1 calc R C22 C 0.2322(2) 0.49040(19) 0.68357(12) 0.0247(7) Uani 1 d . H22 H 0.1779 0.4556 0.6971 0.030 Uiso 1 calc R C1 C 0.1667(2) 0.8066(2) 0.46694(12) 0.0303(7) Uani 1 d . H1 H 0.0948 0.7934 0.4541 0.036 Uiso 1 calc R C34 C 0.6925(2) 0.3139(2) 0.65810(13) 0.0352(8) Uani 1 d . H34A H 0.6791 0.2568 0.6784 0.053 Uiso 1 calc GR H34B H 0.7546 0.3439 0.6798 0.053 Uiso 1 calc GR H34C H 0.7048 0.3005 0.6170 0.053 Uiso 1 calc GR C21 C 0.2129(2) 0.53808(19) 0.62831(12) 0.0257(7) Uani 1 d . H21 H 0.1458 0.5348 0.6047 0.031 Uiso 1 calc R C8 C 0.3148(2) 0.6668(2) 0.87577(12) 0.0301(7) Uani 1 d . H8 H 0.2796 0.7237 0.8759 0.036 Uiso 1 calc R C17 C 0.4768(2) 0.8154(2) 0.83807(13) 0.0325(7) Uani 1 d . H17A H 0.4293 0.8364 0.8656 0.049 Uiso 1 calc GR H17B H 0.4915 0.8659 0.8119 0.049 Uiso 1 calc GR H17C H 0.5426 0.7941 0.8611 0.049 Uiso 1 calc GR C31 C 0.7746(2) 0.7824(2) 0.65710(16) 0.0433(9) Uani 1 d . H31A H 0.8354 0.7416 0.6602 0.065 Uiso 1 calc GR H31B H 0.7898 0.8335 0.6851 0.065 Uiso 1 calc GR H31C H 0.7595 0.8060 0.6161 0.065 Uiso 1 calc GR C9 C 0.2872(2) 0.5954(2) 0.91251(12) 0.0328(8) Uani 1 d . H9 H 0.2339 0.6045 0.9371 0.039 Uiso 1 calc R C16 C 0.3256(2) 0.7682(2) 0.75491(13) 0.0338(8) Uani 1 d . H16A H 0.2958 0.7167 0.7305 0.051 Uiso 1 calc GR H16B H 0.3468 0.8162 0.7287 0.051 Uiso 1 calc GR H16C H 0.2728 0.7925 0.7781 0.051 Uiso 1 calc GR C10 C 0.3388(2) 0.5102(2) 0.91279(12) 0.0285(7) Uani 1 d . H10 H 0.3191 0.4626 0.9376 0.034 Uiso 1 calc R C13 C 0.4000(2) 0.3176(2) 0.86950(13) 0.0379(8) Uani 1 d . H13A H 0.4403 0.2607 0.8700 0.057 Uiso 1 calc GR H13B H 0.3562 0.3244 0.8305 0.057 Uiso 1 calc GR H13C H 0.3553 0.3158 0.9013 0.057 Uiso 1 calc GR C39 C 1.0352(2) 0.5567(2) 0.79251(13) 0.0303(7) Uani 1 d . H39 H 1.1096 0.5594 0.7971 0.036 Uiso 1 calc R C43 C 0.0792(2) 0.5431(2) 0.47216(13) 0.0368(8) Uani 1 d . H43 H 0.1322 0.5719 0.4534 0.044 Uiso 1 calc R C42 C 0.0097(2) 0.5958(2) 0.50106(13) 0.0370(8) Uani 1 d . H42 H 0.0159 0.6605 0.5020 0.044 Uiso 1 calc R B1 B 0.5331(3) 0.1407(2) 0.49259(14) 0.0305(8) Uani 1 d . C44 C -0.0693(2) 0.5526(2) 0.52863(13) 0.0374(8) Uani 1 d . H44 H -0.1161 0.5885 0.5479 0.045 Uiso 1 calc R H4 H 0.6701(15) 0.084(2) 0.5170(16) 0.058(11) Uiso 1 d 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 O2 0.0418(12) 0.0273(12) 0.0244(10) 0.0002(9) -0.0025(10) 0.0019(10) O5 0.0396(12) 0.0345(13) 0.0420(12) 0.0006(10) -0.0015(12) 0.0052(10) N1 0.0196(12) 0.0173(12) 0.0128(10) 0.0002(9) 0.0007(10) -0.0013(9) O4 0.0323(12) 0.0337(13) 0.0338(11) 0.0054(10) 0.0008(10) 0.0030(10) O1 0.0484(13) 0.0322(13) 0.0389(12) 0.0076(10) 0.0018(11) 0.0012(11) O3 0.0358(12) 0.0362(13) 0.0378(12) 0.0041(11) 0.0028(11) 0.0060(10) N3 0.0167(11) 0.0166(11) 0.0124(10) -0.0002(9) 0.0010(10) -0.0016(9) C36 0.0206(14) 0.0147(14) 0.0191(13) 0.0000(11) -0.0014(12) 0.0012(11) C35 0.0383(17) 0.0245(16) 0.0330(16) -0.0043(13) 0.0012(14) -0.0057(14) C4 0.0216(14) 0.0160(13) 0.0113(12) 0.0000(10) -0.0025(12) 0.0007(11) C2 0.0192(14) 0.0128(13) 0.0156(13) 0.0002(11) 0.0000(12) -0.0002(11) C12 0.0301(15) 0.0297(16) 0.0166(13) 0.0026(12) 0.0009(13) -0.0051(13) C30 0.0295(15) 0.0221(15) 0.0222(14) 0.0044(12) -0.0033(13) -0.0037(13) C29 0.0144(13) 0.0262(16) 0.0240(14) 0.0041(12) -0.0018(12) -0.0008(12) C25 0.0179(14) 0.0228(15) 0.0178(13) -0.0006(11) -0.0023(12) 0.0025(11) C40 0.0252(16) 0.0378(18) 0.0302(16) 0.0025(14) 0.0037(14) 0.0014(14) C33 0.0321(15) 0.0210(15) 0.0172(13) -0.0030(11) -0.0014(13) 0.0026(13) C24 0.0122(13) 0.0244(15) 0.0135(12) 0.0005(11) 0.0012(11) 0.0007(11) C5 0.0206(14) 0.0210(14) 0.0131(12) 0.0011(11) -0.0049(12) 0.0017(11) C37 0.0259(15) 0.0275(16) 0.0210(14) -0.0051(12) -0.0012(13) 0.0019(12) C19 0.0204(14) 0.0183(14) 0.0191(13) 0.0001(11) 0.0033(12) -0.0006(11) C15 0.0284(15) 0.0252(16) 0.0239(14) 0.0001(12) -0.0009(13) 0.0076(13) C18 0.0200(14) 0.0153(14) 0.0167(12) -0.0018(11) -0.0016(12) 0.0030(11) C7 0.0200(14) 0.0314(16) 0.0150(13) -0.0039(12) -0.0057(12) 0.0039(12) C23 0.0239(14) 0.0208(15) 0.0144(13) 0.0016(11) -0.0002(12) -0.0014(12) C28 0.0244(15) 0.0340(18) 0.0212(14) 0.0092(13) 0.0006(13) 0.0002(13) C6 0.0189(14) 0.0296(16) 0.0115(12) -0.0014(11) -0.0012(11) -0.0032(12) C20 0.0249(15) 0.0248(15) 0.0169(13) 0.0022(11) -0.0023(12) 0.0022(12) C32 0.0389(17) 0.0251(16) 0.0270(15) 0.0000(13) 0.0004(14) -0.0024(14) C14 0.0305(15) 0.0335(17) 0.0235(14) 0.0049(13) -0.0020(13) -0.0009(14) C26 0.0281(16) 0.0346(18) 0.0168(14) -0.0067(12) -0.0048(13) 0.0049(13) C41 0.0222(15) 0.0383(18) 0.0214(14) 0.0025(13) -0.0029(13) 0.0028(13) C11 0.0181(13) 0.0336(17) 0.0137(13) 0.0001(12) -0.0040(11) -0.0025(12) C27 0.0297(16) 0.0419(19) 0.0161(13) 0.0037(13) 0.0018(13) 0.0036(14) C38 0.0248(16) 0.0373(18) 0.0237(15) -0.0072(13) -0.0080(13) 0.0033(13) C22 0.0219(14) 0.0272(16) 0.0241(14) 0.0021(12) -0.0001(13) -0.0061(12) C1 0.0392(17) 0.0319(19) 0.0185(14) -0.0050(13) -0.0007(13) 0.0000(15) C34 0.0399(18) 0.0298(18) 0.0337(16) 0.0009(14) -0.0023(15) 0.0070(14) C21 0.0194(14) 0.0328(17) 0.0227(14) 0.0010(13) -0.0045(12) -0.0021(13) C8 0.0249(16) 0.0425(19) 0.0213(14) -0.0041(13) -0.0021(13) 0.0094(14) C17 0.0309(16) 0.0314(17) 0.0322(16) -0.0007(14) -0.0062(14) 0.0075(14) C31 0.0355(18) 0.0318(19) 0.063(2) -0.0029(17) 0.0070(18) -0.0110(15) C9 0.0217(15) 0.059(2) 0.0184(14) -0.0016(14) 0.0035(13) 0.0031(15) C16 0.0388(17) 0.0337(18) 0.0254(15) -0.0038(13) -0.0072(14) 0.0108(14) C10 0.0249(15) 0.0442(19) 0.0156(13) 0.0026(13) 0.0000(12) -0.0073(14) C13 0.0445(19) 0.0410(19) 0.0254(16) 0.0038(14) -0.0048(15) -0.0127(15) C39 0.0209(15) 0.0288(17) 0.0388(17) -0.0045(14) -0.0039(15) 0.0010(13) C43 0.0280(17) 0.053(2) 0.0274(16) 0.0129(15) -0.0026(14) -0.0071(16) C42 0.0311(17) 0.043(2) 0.0342(17) 0.0100(15) -0.0047(15) -0.0037(16) B1 0.037(2) 0.034(2) 0.0194(16) 0.0029(15) 0.0011(16) 0.0046(17) C44 0.0272(17) 0.054(2) 0.0297(16) 0.0029(16) -0.0022(15) 0.0062(16) 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' B B 0.0013 0.0007 '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 C2 N1 C5 108.4(2) . C2 N1 C6 127.3(2) . C5 N1 C6 123.7(2) . C4 N3 C24 128.6(2) . C2 N3 C4 110.19(19) . C2 N3 C24 121.24(18) . C37 C36 C4 117.3(2) . C41 C36 C4 124.8(2) . C41 C36 C37 118.0(2) . N3 C4 C36 127.4(2) . C5 C4 N3 105.4(2) . C5 C4 C36 127.3(2) . N1 C2 C18 124.0(3) . N3 C2 N1 107.2(2) . N3 C2 C18 128.7(2) . C11 C12 C14 109.5(2) . C11 C12 C13 112.5(2) . C13 C12 C14 110.5(2) . C29 C30 C31 111.9(2) . C32 C30 C29 112.5(2) . C32 C30 C31 109.5(2) . C24 C29 C30 122.4(2) . C28 C29 C30 121.6(3) . C28 C29 C24 116.0(3) . C24 C25 C33 122.9(2) . C26 C25 C33 121.3(2) . C26 C25 C24 115.8(2) . C39 C40 C41 120.4(3) . C25 C33 C35 112.1(2) . C25 C33 C34 110.3(2) . C34 C33 C35 111.2(2) . C29 C24 N3 117.6(2) . C29 C24 C25 125.0(2) . C25 C24 N3 117.2(2) . C4 C5 N1 108.8(2) . C38 C37 C36 120.9(3) . C20 C19 C18 119.6(3) . C7 C15 C17 111.5(2) . C7 C15 C16 110.6(2) . C17 C15 C16 111.7(2) . C19 C18 C2 122.2(2) . C23 C18 C2 118.4(2) . C23 C18 C19 119.4(2) . C6 C7 C15 122.6(3) . C8 C7 C15 120.4(3) . C8 C7 C6 117.0(3) . C18 C23 C22 120.5(2) . C27 C28 C29 121.0(3) . C7 C6 N1 117.8(2) . C7 C6 C11 123.2(3) . C11 C6 N1 118.9(2) . C21 C20 C19 120.7(2) . C27 C26 C25 121.0(3) . C36 C41 C40 120.6(2) . C6 C11 C12 122.9(3) . C10 C11 C12 120.5(3) . C10 C11 C6 116.6(3) . C26 C27 C28 121.2(3) . C37 C38 C39 120.5(2) . C23 C22 C21 120.1(3) . O1 C1 O2 127.6(3) . C20 C21 C22 119.7(2) . C9 C8 C7 121.3(3) . C8 C9 C10 120.0(3) . C9 C10 C11 121.8(3) . C40 C39 C38 119.5(3) . C44 C43 C42 119.3(3) 3_566 C43 C42 C44 120.0(3) . O5 B1 O4 123.7(3) . O5 B1 O3 117.9(3) . O3 B1 O4 118.4(3) . C43 C44 C42 120.7(3) 3_566 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 O2 C1 1.260(3) . O5 B1 1.358(4) . N1 C2 1.360(3) . N1 C5 1.383(3) . N1 C6 1.450(3) . O4 B1 1.375(4) . O1 C1 1.242(3) . O3 B1 1.363(4) . N3 C4 1.403(3) . N3 C2 1.339(3) . N3 C24 1.467(3) . C36 C4 1.480(4) . C36 C37 1.401(3) . C36 C41 1.394(4) . C35 C33 1.539(3) . C4 C5 1.355(4) . C2 C18 1.482(3) . C12 C14 1.540(3) . C12 C11 1.519(4) . C12 C13 1.539(4) . C30 C29 1.531(4) . C30 C32 1.525(4) . C30 C31 1.533(4) . C29 C24 1.395(4) . C29 C28 1.394(4) . C25 C33 1.518(4) . C25 C24 1.404(3) . C25 C26 1.398(4) . C40 C41 1.394(4) . C40 C39 1.377(4) . C33 C34 1.531(4) . C37 C38 1.380(4) . C19 C18 1.408(3) . C19 C20 1.384(3) . C15 C7 1.517(4) . C15 C17 1.534(4) . C15 C16 1.543(3) . C18 C23 1.383(4) . C7 C6 1.402(4) . C7 C8 1.396(4) . C23 C22 1.386(3) . C28 C27 1.383(4) . C6 C11 1.406(4) . C20 C21 1.383(4) . C26 C27 1.379(4) . C11 C10 1.391(4) . C38 C39 1.381(4) . C22 C21 1.390(4) . C8 C9 1.381(4) . C9 C10 1.383(4) . C43 C42 1.379(4) . C43 C44 1.378(4) 3_566 C42 C44 1.384(4) . C44 C43 1.378(4) 3_566