#------------------------------------------------------------------------------ #$Date: 2019-11-17 14:19:12 +0200 (Sun, 17 Nov 2019) $ #$Revision: 230450 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/05/72/7057235.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_7057235 loop_ _publ_author_name 'Zhang, Fan' 'Baudron, St\'ephane A.' 'Hosseini, Mir Wais' _publ_section_title ; Symmetrical and dissymmetrical 2,2′-bis-dipyrrin ligands and Zn(ii) binuclear helicates ; _journal_issue 9 _journal_name_full 'New Journal of Chemistry' _journal_page_first 6997 _journal_paper_doi 10.1039/C8NJ00335A _journal_volume 42 _journal_year 2018 _chemical_formula_sum 'C44 H41 N5 O' _chemical_formula_weight 655.82 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2016/6 _audit_update_record ; 2018-01-18 deposited with the CCDC. 2018-04-02 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 100.111(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 23.5417(12) _cell_length_b 16.6120(8) _cell_length_c 9.1741(5) _cell_measurement_reflns_used 9997 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 22.52 _cell_measurement_theta_min 2.57 _cell_volume 3532.0(3) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2014 (Sheldrick 2014)' _computing_structure_solution 'SHELXS-97 (Sheldrick 2008)' _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.993 _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 0.0590 _diffrn_reflns_av_unetI/netI 0.0614 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.993 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 71159 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.993 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 30.227 _diffrn_reflns_theta_min 2.143 _exptl_absorpt_coefficient_mu 0.075 _exptl_absorpt_correction_T_max 0.996 _exptl_absorpt_correction_T_min 0.993 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details sadabs _exptl_crystal_colour dark-purple _exptl_crystal_density_diffrn 1.233 _exptl_crystal_density_meas ? _exptl_crystal_description platelet _exptl_crystal_F_000 1392 _exptl_crystal_size_max 0.080 _exptl_crystal_size_mid 0.060 _exptl_crystal_size_min 0.040 _refine_diff_density_max 0.618 _refine_diff_density_min -0.429 _refine_diff_density_rms 0.052 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 452 _refine_ls_number_reflns 10445 _refine_ls_number_restraints 6 _refine_ls_restrained_S_all 1.049 _refine_ls_R_factor_all 0.1542 _refine_ls_R_factor_gt 0.0751 _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^)+(0.1081P)^2^+1.8065P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2005 _refine_ls_wR_factor_ref 0.2430 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5464 _reflns_number_total 10445 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c8nj00335a2.cif _cod_data_source_block compound11 _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas Adding full bibliography for 7057234--7057238.cif. ; _cod_database_code 7057235 _shelx_shelxl_version_number 2016/6 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.994 _shelx_estimated_absorpt_t_max 0.997 _shelx_res_file ; TITL e4268a in P2(1)/c shelx.res created by SHELXL-2016/6 at 09:24:58 on 18-Dec-2017 CELL 0.71073 23.5417 16.6120 9.1741 90.000 100.111 90.000 ZERR 4.00 0.0012 0.0008 0.0005 0.000 0.002 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H N O UNIT 176 164 20 4 MERG 2 OMIT 2 0 0 OMIT 1 1 0 DFIX 1.45 0.01 C39 C40 DFIX 1.45 0.01 C41 C40 DFIX 1.45 0.01 C41 C42 DFIX 1.45 0.01 C43 C42 DFIX 1.45 0.01 C43 C44 DFIX 1.45 0.01 C39 C44 FMAP 2 PLAN 10 SIZE 0.040 0.060 0.080 ACTA BOND BOND $H L.S. 10 TEMP -100.00 WGHT 0.108100 1.806500 FVAR 0.10781 MOLE 1 C1 1 0.628732 0.543546 0.032006 11.00000 0.06879 0.05093 = 0.04515 -0.00427 -0.00844 0.00368 AFIX 43 H1 2 0.590656 0.563056 -0.000074 11.00000 -1.20000 AFIX 0 C2 1 0.677950 0.572323 -0.014704 11.00000 0.08563 0.05031 = 0.03869 0.00240 -0.00011 -0.01078 AFIX 43 H2 2 0.679584 0.614510 -0.083757 11.00000 -1.20000 AFIX 0 C3 1 0.723732 0.528494 0.057426 11.00000 0.06244 0.05239 = 0.03762 -0.00467 0.00787 -0.01110 AFIX 43 H3 2 0.762952 0.534920 0.047332 11.00000 -1.20000 AFIX 0 C4 1 0.702398 0.472420 0.148868 11.00000 0.04608 0.04144 = 0.03687 -0.00723 0.00621 -0.00327 C5 1 0.731803 0.413089 0.243363 11.00000 0.04011 0.04092 = 0.03914 -0.00815 0.00864 -0.00408 C6 1 0.703584 0.358031 0.321810 11.00000 0.03290 0.04243 = 0.04275 -0.00516 0.00694 0.00019 C7 1 0.726634 0.294332 0.419279 11.00000 0.03599 0.05404 = 0.05664 0.00714 0.00464 0.00383 AFIX 43 H7 2 0.766098 0.279449 0.444621 11.00000 -1.20000 AFIX 0 C8 1 0.681857 0.259267 0.468601 11.00000 0.04388 0.05175 = 0.05504 0.01301 0.00543 0.00210 AFIX 43 H8 2 0.683799 0.214489 0.533699 11.00000 -1.20000 AFIX 0 C9 1 0.631271 0.301978 0.404766 11.00000 0.03777 0.04411 = 0.04257 -0.00520 0.00709 -0.00279 C10 1 0.795430 0.410410 0.260941 11.00000 0.04158 0.04508 = 0.04409 -0.00229 0.01378 -0.00158 C11 1 0.827811 0.478597 0.311238 11.00000 0.04267 0.04524 = 0.05477 -0.00543 0.01359 -0.00326 AFIX 43 H11 2 0.808683 0.527048 0.328910 11.00000 -1.20000 AFIX 0 C12 1 0.887175 0.476169 0.335394 11.00000 0.04271 0.05518 = 0.06548 -0.00294 0.01104 -0.00726 AFIX 43 H12 2 0.908238 0.523207 0.370120 11.00000 -1.20000 AFIX 0 C13 1 0.917029 0.407326 0.310619 11.00000 0.04268 0.06495 = 0.07411 0.00180 0.02057 0.00237 C14 1 0.884779 0.340726 0.257215 11.00000 0.05365 0.05641 = 0.10063 -0.00997 0.03123 0.00730 AFIX 43 H14 2 0.904137 0.293104 0.236005 11.00000 -1.20000 AFIX 0 C15 1 0.825268 0.341440 0.233834 11.00000 0.05222 0.05036 = 0.07795 -0.01467 0.02273 -0.00384 AFIX 43 H15 2 0.804469 0.294242 0.198809 11.00000 -1.20000 AFIX 0 C16 1 0.981979 0.406846 0.341007 11.00000 0.04341 0.09944 = 0.13164 0.00296 0.02174 0.00815 AFIX 137 H16A 2 0.996405 0.451841 0.288815 11.00000 -1.50000 H16B 2 0.995993 0.356003 0.306309 11.00000 -1.50000 H16C 2 0.995822 0.412381 0.447681 11.00000 -1.50000 AFIX 0 C17 1 0.573289 0.293316 0.428874 11.00000 0.03965 0.04001 = 0.03899 -0.00123 0.00443 -0.00127 C18 1 0.547034 0.235272 0.506956 11.00000 0.04278 0.04133 = 0.04997 0.00330 0.00700 0.00058 AFIX 43 H18 2 0.564870 0.188645 0.554544 11.00000 -1.20000 AFIX 0 C19 1 0.490397 0.258909 0.501337 11.00000 0.04218 0.04262 = 0.04692 -0.00047 0.01214 -0.00593 AFIX 43 H19 2 0.461948 0.231042 0.543400 11.00000 -1.20000 AFIX 0 C20 1 0.482543 0.331506 0.422262 11.00000 0.03416 0.03868 = 0.03850 -0.00050 0.00710 -0.00506 C21 1 0.435493 0.386402 0.400666 11.00000 0.03512 0.04288 = 0.03137 -0.00514 0.00533 -0.00588 C22 1 0.437626 0.463404 0.344239 11.00000 0.04020 0.03920 = 0.03633 -0.00269 0.00354 -0.00707 C23 1 0.394243 0.524082 0.322351 11.00000 0.04925 0.04208 = 0.04116 -0.00312 0.00587 -0.00258 AFIX 43 H23 2 0.356364 0.519706 0.344060 11.00000 -1.20000 AFIX 0 C24 1 0.417009 0.589236 0.264802 11.00000 0.06572 0.03711 = 0.05345 0.00039 0.00489 0.00205 AFIX 43 H24 2 0.398307 0.639163 0.238550 11.00000 -1.20000 AFIX 0 C25 1 0.474241 0.568191 0.251503 11.00000 0.06180 0.04313 = 0.05061 0.00335 0.00656 -0.01252 AFIX 43 H25 2 0.500122 0.603221 0.213921 11.00000 -1.20000 AFIX 0 C26 1 0.380861 0.358662 0.444677 11.00000 0.03175 0.03785 = 0.03471 -0.00096 0.00508 -0.00183 C27 1 0.351937 0.291726 0.376934 11.00000 0.03450 0.04019 = 0.03546 -0.00692 0.00940 -0.00097 AFIX 43 H27 2 0.368661 0.261759 0.307050 11.00000 -1.20000 AFIX 0 C28 1 0.299238 0.268114 0.409683 11.00000 0.03433 0.03584 = 0.03541 -0.00303 0.00718 -0.00037 AFIX 43 H28 2 0.279760 0.222922 0.360837 11.00000 -1.20000 AFIX 0 C29 1 0.274714 0.310315 0.513831 11.00000 0.03189 0.03766 = 0.03211 0.00312 0.00671 0.00266 C30 1 0.304913 0.375052 0.586988 11.00000 0.04341 0.04333 = 0.03498 -0.00839 0.01195 -0.00212 AFIX 43 H30 2 0.289449 0.402917 0.661575 11.00000 -1.20000 AFIX 0 C31 1 0.357009 0.399031 0.552141 11.00000 0.04351 0.04171 = 0.04008 -0.01039 0.01089 -0.00729 AFIX 43 H31 2 0.376812 0.443657 0.602180 11.00000 -1.20000 AFIX 0 C32 1 0.217069 0.290519 0.552541 11.00000 0.03643 0.03958 = 0.03106 0.00420 0.00848 0.00321 C33 1 0.125757 0.217197 0.470327 11.00000 0.03683 0.05910 = 0.04062 0.00437 0.01174 -0.00671 C34 1 0.090550 0.259797 0.549195 11.00000 0.04250 0.06454 = 0.06910 -0.00415 0.01837 0.00081 AFIX 43 H34 2 0.103995 0.307960 0.599565 11.00000 -1.20000 AFIX 0 C35 1 0.035898 0.231589 0.553774 11.00000 0.04603 0.09266 = 0.08678 -0.00804 0.02811 -0.00133 AFIX 43 H35 2 0.011971 0.260256 0.609138 11.00000 -1.20000 AFIX 0 C36 1 0.015425 0.163106 0.480145 11.00000 0.04428 0.11733 = 0.08026 -0.00495 0.02309 -0.02484 AFIX 43 H36 2 -0.022785 0.145203 0.481758 11.00000 -1.20000 AFIX 0 C37 1 0.050761 0.120402 0.403691 11.00000 0.06057 0.10647 = 0.07593 -0.02294 0.02216 -0.03887 AFIX 43 H37 2 0.037176 0.072236 0.353542 11.00000 -1.20000 AFIX 0 C38 1 0.106121 0.147494 0.399675 11.00000 0.04898 0.08178 = 0.05811 -0.01543 0.02074 -0.01802 AFIX 43 H38 2 0.130534 0.117525 0.347629 11.00000 -1.20000 AFIX 0 N1 3 0.643486 0.484056 0.129238 11.00000 0.05120 0.04598 = 0.04164 -0.00377 0.00078 0.00003 AFIX 43 H1A 2 0.619472 0.456643 0.173707 11.00000 -1.20000 AFIX 0 N2 3 0.644422 0.360389 0.315643 11.00000 0.03605 0.04315 = 0.04328 -0.00373 0.00657 -0.00420 N3 3 0.533744 0.349817 0.378474 11.00000 0.03526 0.03875 = 0.04243 0.00439 0.00801 -0.00363 AFIX 43 H3A 2 0.539838 0.392080 0.325475 11.00000 -1.20000 AFIX 0 N4 3 0.487200 0.494398 0.297406 11.00000 0.04595 0.04223 = 0.04781 0.00594 0.00443 -0.01085 N5 3 0.182254 0.243321 0.457465 11.00000 0.03572 0.05363 = 0.03830 -0.00411 0.01391 -0.00570 AFIX 43 H5 2 0.195711 0.226771 0.378984 11.00000 -1.20000 AFIX 0 O1 4 0.203163 0.318245 0.666106 11.00000 0.04165 0.05487 = 0.03532 -0.00218 0.01213 0.00316 MOLE 2 C39 1 0.135873 0.455022 0.280685 11.00000 0.12175 0.07440 = 0.10258 -0.01642 0.05120 -0.01656 AFIX 23 H39A 2 0.139173 0.452383 0.389656 11.00000 -1.20000 H39B 2 0.112286 0.408709 0.237474 11.00000 -1.20000 AFIX 0 C40 1 0.105753 0.533595 0.223686 11.00000 0.06381 0.14145 = 0.34412 -0.02194 -0.02877 0.01368 AFIX 23 H40A 2 0.095505 0.530688 0.114440 11.00000 -1.20000 H40B 2 0.069379 0.538264 0.263245 11.00000 -1.20000 AFIX 0 C41 1 0.139879 0.605648 0.263350 11.00000 0.18747 0.05108 = 0.35296 0.00883 -0.09560 0.00829 AFIX 23 H41A 2 0.143504 0.615467 0.371026 11.00000 -1.20000 H41B 2 0.120035 0.652521 0.210501 11.00000 -1.20000 AFIX 0 C42 1 0.203391 0.596596 0.221190 11.00000 0.18121 0.10262 = 0.08130 -0.01171 0.00446 -0.02155 AFIX 23 H42A 2 0.200909 0.596260 0.112343 11.00000 -1.20000 H42B 2 0.228367 0.641940 0.262816 11.00000 -1.20000 AFIX 0 C43 1 0.226557 0.521181 0.284019 11.00000 0.04998 0.27388 = 0.13139 -0.04798 0.01036 -0.00356 AFIX 23 H43A 2 0.234766 0.526614 0.393160 11.00000 -1.20000 H43B 2 0.263707 0.510989 0.250788 11.00000 -1.20000 AFIX 0 C44 1 0.188485 0.449972 0.245095 11.00000 0.07800 0.08603 = 0.10687 0.01998 -0.00847 0.01403 AFIX 23 H44A 2 0.184043 0.440897 0.137032 11.00000 -1.20000 H44B 2 0.208108 0.402135 0.294976 11.00000 -1.20000 AFIX 0 HKLF 4 REM e4268a in P2(1)/c REM R1 = 0.0751 for 5464 Fo > 4sig(Fo) and 0.1542 for all 10445 data REM 452 parameters refined using 6 restraints END WGHT 0.1082 1.8007 REM Highest difference peak 0.618, deepest hole -0.429, 1-sigma level 0.052 Q1 1 0.1272 0.6062 0.3028 11.00000 0.05 0.62 Q2 1 0.1646 0.6071 0.1000 11.00000 0.05 0.58 Q3 1 0.2379 0.6131 0.2282 11.00000 0.05 0.53 Q4 1 0.1731 0.5540 0.3007 11.00000 0.05 0.46 Q5 1 0.2212 0.5532 0.3599 11.00000 0.05 0.35 Q6 1 0.2126 0.5686 0.2114 11.00000 0.05 0.34 Q7 1 0.1735 0.4652 0.3134 11.00000 0.05 0.34 Q8 1 0.3190 0.4024 0.5231 11.00000 0.05 0.26 Q9 1 0.4080 0.3752 0.4213 11.00000 0.05 0.23 Q10 1 0.1905 0.4868 0.1960 11.00000 0.05 0.23 ; _shelx_res_checksum 61641 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -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 C1 C 0.62873(14) 0.54355(17) 0.0320(3) 0.0572(7) Uani 1 1 d . . H1 H 0.590656 0.563056 -0.000074 0.069 Uiso 1 1 calc R U C2 C 0.67795(14) 0.57232(18) -0.0147(3) 0.0595(8) Uani 1 1 d . . H2 H 0.679584 0.614510 -0.083757 0.071 Uiso 1 1 calc R U C3 C 0.72373(12) 0.52849(16) 0.0574(3) 0.0509(6) Uani 1 1 d . . H3 H 0.762952 0.534920 0.047332 0.061 Uiso 1 1 calc R U C4 C 0.70240(10) 0.47242(15) 0.1489(3) 0.0416(5) Uani 1 1 d . . C5 C 0.73180(10) 0.41309(14) 0.2434(3) 0.0399(5) Uani 1 1 d . . C6 C 0.70358(10) 0.35803(14) 0.3218(3) 0.0393(5) Uani 1 1 d . . C7 C 0.72663(11) 0.29433(16) 0.4193(3) 0.0493(6) Uani 1 1 d . . H7 H 0.766098 0.279449 0.444621 0.059 Uiso 1 1 calc R U C8 C 0.68186(11) 0.25927(17) 0.4686(3) 0.0506(6) Uani 1 1 d . . H8 H 0.683799 0.214489 0.533699 0.061 Uiso 1 1 calc R U C9 C 0.63127(10) 0.30198(15) 0.4048(3) 0.0415(5) Uani 1 1 d . . C10 C 0.79543(10) 0.41041(15) 0.2609(3) 0.0428(6) Uani 1 1 d . . C11 C 0.82781(11) 0.47860(16) 0.3112(3) 0.0470(6) Uani 1 1 d . . H11 H 0.808683 0.527048 0.328910 0.056 Uiso 1 1 calc R U C12 C 0.88717(11) 0.47617(18) 0.3354(3) 0.0543(7) Uani 1 1 d . . H12 H 0.908238 0.523207 0.370120 0.065 Uiso 1 1 calc R U C13 C 0.91703(12) 0.40733(19) 0.3106(4) 0.0593(7) Uani 1 1 d . . C14 C 0.88478(13) 0.34073(19) 0.2572(4) 0.0681(9) Uani 1 1 d . . H14 H 0.904137 0.293104 0.236005 0.082 Uiso 1 1 calc R U C15 C 0.82527(12) 0.34144(18) 0.2338(4) 0.0588(7) Uani 1 1 d . . H15 H 0.804469 0.294242 0.198809 0.071 Uiso 1 1 calc R U C16 C 0.98198(13) 0.4068(3) 0.3410(5) 0.0907(12) Uani 1 1 d . . H16A H 0.996405 0.451841 0.288815 0.136 Uiso 1 1 calc R U H16B H 0.995993 0.356003 0.306309 0.136 Uiso 1 1 calc R U H16C H 0.995822 0.412381 0.447681 0.136 Uiso 1 1 calc R U C17 C 0.57329(10) 0.29332(14) 0.4289(3) 0.0399(5) Uani 1 1 d . . C18 C 0.54703(10) 0.23527(15) 0.5070(3) 0.0448(6) Uani 1 1 d . . H18 H 0.564870 0.188645 0.554544 0.054 Uiso 1 1 calc R U C19 C 0.49040(10) 0.25891(15) 0.5013(3) 0.0434(6) Uani 1 1 d . . H19 H 0.461948 0.231042 0.543400 0.052 Uiso 1 1 calc R U C20 C 0.48254(9) 0.33151(14) 0.4223(2) 0.0370(5) Uani 1 1 d . . C21 C 0.43549(9) 0.38640(14) 0.4007(2) 0.0365(5) Uani 1 1 d . . C22 C 0.43763(10) 0.46340(14) 0.3442(2) 0.0390(5) Uani 1 1 d . . C23 C 0.39424(11) 0.52408(15) 0.3224(3) 0.0444(6) Uani 1 1 d . . H23 H 0.356364 0.519706 0.344060 0.053 Uiso 1 1 calc R U C24 C 0.41701(13) 0.58924(16) 0.2648(3) 0.0528(7) Uani 1 1 d . . H24 H 0.398307 0.639163 0.238550 0.063 Uiso 1 1 calc R U C25 C 0.47424(12) 0.56819(16) 0.2515(3) 0.0522(7) Uani 1 1 d . . H25 H 0.500122 0.603221 0.213921 0.063 Uiso 1 1 calc R U C26 C 0.38086(9) 0.35866(14) 0.4447(2) 0.0349(5) Uani 1 1 d . . C27 C 0.35194(9) 0.29173(14) 0.3769(2) 0.0363(5) Uani 1 1 d . . H27 H 0.368661 0.261759 0.307050 0.044 Uiso 1 1 calc R U C28 C 0.29924(9) 0.26811(14) 0.4097(2) 0.0351(5) Uani 1 1 d . . H28 H 0.279760 0.222922 0.360837 0.042 Uiso 1 1 calc R U C29 C 0.27471(9) 0.31032(13) 0.5138(2) 0.0338(5) Uani 1 1 d . . C30 C 0.30491(10) 0.37505(14) 0.5870(2) 0.0400(5) Uani 1 1 d . . H30 H 0.289449 0.402917 0.661575 0.048 Uiso 1 1 calc R U C31 C 0.35701(10) 0.39903(15) 0.5521(3) 0.0413(5) Uani 1 1 d . . H31 H 0.376812 0.443657 0.602180 0.050 Uiso 1 1 calc R U C32 C 0.21707(9) 0.29052(14) 0.5525(2) 0.0354(5) Uani 1 1 d . . C33 C 0.12576(10) 0.21720(16) 0.4703(3) 0.0449(6) Uani 1 1 d . . C34 C 0.09055(11) 0.25980(19) 0.5492(3) 0.0577(7) Uani 1 1 d . . H34 H 0.103995 0.307960 0.599565 0.069 Uiso 1 1 calc R U C35 C 0.03590(13) 0.2316(2) 0.5538(4) 0.0732(9) Uani 1 1 d . . H35 H 0.011971 0.260256 0.609138 0.088 Uiso 1 1 calc R U C36 C 0.01542(14) 0.1631(3) 0.4801(4) 0.0792(11) Uani 1 1 d . . H36 H -0.022785 0.145203 0.481758 0.095 Uiso 1 1 calc R U C37 C 0.05076(14) 0.1204(2) 0.4037(4) 0.0798(11) Uani 1 1 d . . H37 H 0.037176 0.072236 0.353542 0.096 Uiso 1 1 calc R U C38 C 0.10612(12) 0.1475(2) 0.3997(3) 0.0616(8) Uani 1 1 d . . H38 H 0.130534 0.117525 0.347629 0.074 Uiso 1 1 calc R U N1 N 0.64349(9) 0.48406(13) 0.1292(2) 0.0472(5) Uani 1 1 d . . H1A H 0.619472 0.456643 0.173707 0.057 Uiso 1 1 calc R U N2 N 0.64442(8) 0.36039(12) 0.3156(2) 0.0409(5) Uani 1 1 d . . N3 N 0.53374(8) 0.34982(12) 0.3785(2) 0.0387(4) Uani 1 1 d . . H3A H 0.539838 0.392080 0.325475 0.046 Uiso 1 1 calc R U N4 N 0.48720(9) 0.49440(13) 0.2974(2) 0.0458(5) Uani 1 1 d . . N5 N 0.18225(8) 0.24332(13) 0.4575(2) 0.0417(5) Uani 1 1 d . . H5 H 0.195711 0.226771 0.378984 0.050 Uiso 1 1 calc R U O1 O 0.20316(7) 0.31825(10) 0.66611(17) 0.0433(4) Uani 1 1 d . . C39 C 0.1359(2) 0.4550(2) 0.2807(5) 0.0958(13) Uani 1 1 d D . H39A H 0.139173 0.452383 0.389656 0.115 Uiso 1 1 calc R U H39B H 0.112286 0.408709 0.237474 0.115 Uiso 1 1 calc R U C40 C 0.1058(2) 0.5336(3) 0.2237(10) 0.191(4) Uani 1 1 d D . H40A H 0.095505 0.530688 0.114440 0.229 Uiso 1 1 calc R U H40B H 0.069379 0.538264 0.263245 0.229 Uiso 1 1 calc R U C41 C 0.1399(3) 0.6056(3) 0.2634(11) 0.214(5) Uani 1 1 d D . H41A H 0.143504 0.615467 0.371026 0.257 Uiso 1 1 calc R U H41B H 0.120035 0.652521 0.210501 0.257 Uiso 1 1 calc R U C42 C 0.2034(3) 0.5966(3) 0.2212(6) 0.1240(19) Uani 1 1 d D . H42A H 0.200909 0.596260 0.112343 0.149 Uiso 1 1 calc R U H42B H 0.228367 0.641940 0.262816 0.149 Uiso 1 1 calc R U C43 C 0.22656(18) 0.5212(4) 0.2840(7) 0.152(3) Uani 1 1 d D . H43A H 0.234766 0.526614 0.393160 0.183 Uiso 1 1 calc R U H43B H 0.263707 0.510989 0.250788 0.183 Uiso 1 1 calc R U C44 C 0.18848(17) 0.4500(2) 0.2451(5) 0.0933(12) Uani 1 1 d D . H44A H 0.184043 0.440897 0.137032 0.112 Uiso 1 1 calc R U H44B H 0.208108 0.402135 0.294976 0.112 Uiso 1 1 calc R U 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 C1 0.0688(18) 0.0509(16) 0.0451(14) -0.0043(12) -0.0084(13) 0.0037(14) C2 0.086(2) 0.0503(16) 0.0387(13) 0.0024(12) -0.0001(13) -0.0108(15) C3 0.0624(17) 0.0524(16) 0.0376(12) -0.0047(11) 0.0079(11) -0.0111(13) C4 0.0461(13) 0.0414(13) 0.0369(12) -0.0072(10) 0.0062(10) -0.0033(10) C5 0.0401(12) 0.0409(13) 0.0391(12) -0.0082(10) 0.0086(9) -0.0041(10) C6 0.0329(11) 0.0424(13) 0.0427(12) -0.0052(10) 0.0069(9) 0.0002(10) C7 0.0360(13) 0.0540(16) 0.0566(15) 0.0071(12) 0.0046(11) 0.0038(11) C8 0.0439(14) 0.0518(16) 0.0550(15) 0.0130(12) 0.0054(11) 0.0021(12) C9 0.0378(12) 0.0441(14) 0.0426(12) -0.0052(10) 0.0071(10) -0.0028(10) C10 0.0416(13) 0.0451(14) 0.0441(13) -0.0023(11) 0.0138(10) -0.0016(11) C11 0.0427(13) 0.0452(15) 0.0548(15) -0.0054(12) 0.0136(11) -0.0033(11) C12 0.0427(14) 0.0552(17) 0.0655(17) -0.0029(13) 0.0110(12) -0.0073(12) C13 0.0427(15) 0.0650(19) 0.0741(19) 0.0018(15) 0.0206(13) 0.0024(13) C14 0.0537(17) 0.0564(18) 0.101(3) -0.0100(17) 0.0312(17) 0.0073(14) C15 0.0522(16) 0.0504(17) 0.078(2) -0.0147(14) 0.0227(14) -0.0038(13) C16 0.0434(18) 0.099(3) 0.132(3) 0.003(3) 0.0217(19) 0.0082(18) C17 0.0397(12) 0.0400(13) 0.0390(12) -0.0012(10) 0.0044(9) -0.0013(10) C18 0.0428(13) 0.0413(14) 0.0500(14) 0.0033(11) 0.0070(11) 0.0006(11) C19 0.0422(13) 0.0426(14) 0.0469(13) -0.0005(11) 0.0121(10) -0.0059(11) C20 0.0342(11) 0.0387(13) 0.0385(11) -0.0005(9) 0.0071(9) -0.0051(9) C21 0.0351(11) 0.0429(13) 0.0314(10) -0.0051(9) 0.0053(9) -0.0059(9) C22 0.0402(12) 0.0392(13) 0.0363(11) -0.0027(9) 0.0035(9) -0.0071(10) C23 0.0492(14) 0.0421(14) 0.0412(12) -0.0031(10) 0.0059(10) -0.0026(11) C24 0.0657(18) 0.0371(14) 0.0534(15) 0.0004(12) 0.0049(13) 0.0021(12) C25 0.0618(17) 0.0431(15) 0.0506(14) 0.0034(12) 0.0066(12) -0.0125(13) C26 0.0318(11) 0.0378(12) 0.0347(11) -0.0010(9) 0.0051(8) -0.0018(9) C27 0.0345(11) 0.0402(13) 0.0355(11) -0.0069(9) 0.0094(9) -0.0010(9) C28 0.0343(11) 0.0358(12) 0.0354(11) -0.0030(9) 0.0072(9) -0.0004(9) C29 0.0319(11) 0.0377(12) 0.0321(10) 0.0031(9) 0.0067(8) 0.0027(9) C30 0.0434(13) 0.0433(13) 0.0350(11) -0.0084(10) 0.0120(9) -0.0021(10) C31 0.0435(13) 0.0417(13) 0.0401(12) -0.0104(10) 0.0109(10) -0.0073(10) C32 0.0364(11) 0.0396(12) 0.0311(10) 0.0042(9) 0.0085(9) 0.0032(9) C33 0.0368(12) 0.0591(16) 0.0406(12) 0.0044(11) 0.0117(10) -0.0067(11) C34 0.0425(14) 0.0645(18) 0.0691(18) -0.0042(15) 0.0184(13) 0.0008(13) C35 0.0460(17) 0.093(3) 0.087(2) -0.008(2) 0.0281(16) -0.0013(16) C36 0.0443(16) 0.117(3) 0.080(2) -0.005(2) 0.0231(15) -0.0248(18) C37 0.0606(19) 0.106(3) 0.076(2) -0.023(2) 0.0222(16) -0.0389(19) C38 0.0490(16) 0.082(2) 0.0581(16) -0.0154(15) 0.0207(13) -0.0180(15) N1 0.0512(12) 0.0460(12) 0.0416(11) -0.0038(9) 0.0008(9) 0.0000(10) N2 0.0360(10) 0.0432(11) 0.0433(11) -0.0037(9) 0.0066(8) -0.0042(9) N3 0.0353(10) 0.0388(11) 0.0424(10) 0.0044(8) 0.0080(8) -0.0036(8) N4 0.0459(12) 0.0422(12) 0.0478(11) 0.0059(9) 0.0044(9) -0.0109(9) N5 0.0357(10) 0.0536(12) 0.0383(10) -0.0041(9) 0.0139(8) -0.0057(9) O1 0.0417(9) 0.0549(10) 0.0353(8) -0.0022(7) 0.0121(7) 0.0032(8) C39 0.122(4) 0.074(3) 0.103(3) -0.016(2) 0.051(3) -0.017(2) C40 0.064(3) 0.141(5) 0.344(11) -0.022(6) -0.029(4) 0.014(3) C41 0.187(7) 0.051(3) 0.353(12) 0.009(4) -0.096(8) 0.008(4) C42 0.181(6) 0.103(4) 0.081(3) -0.012(3) 0.004(3) -0.022(4) C43 0.050(2) 0.274(9) 0.131(5) -0.048(5) 0.010(2) -0.004(4) C44 0.078(3) 0.086(3) 0.107(3) 0.020(2) -0.008(2) 0.014(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 N1 C1 C2 109.1(3) N1 C1 H1 125.4 C2 C1 H1 125.4 C3 C2 C1 107.2(3) C3 C2 H2 126.4 C1 C2 H2 126.4 C2 C3 C4 107.9(3) C2 C3 H3 126.0 C4 C3 H3 126.0 N1 C4 C3 106.6(2) N1 C4 C5 123.4(2) C3 C4 C5 129.9(2) C6 C5 C4 123.1(2) C6 C5 C10 119.1(2) C4 C5 C10 117.8(2) N2 C6 C5 121.7(2) N2 C6 C7 108.4(2) C5 C6 C7 130.0(2) C8 C7 C6 107.2(2) C8 C7 H7 126.4 C6 C7 H7 126.4 C7 C8 C9 107.1(2) C7 C8 H8 126.5 C9 C8 H8 126.5 N2 C9 C8 110.3(2) N2 C9 C17 119.8(2) C8 C9 C17 129.8(2) C15 C10 C11 117.6(2) C15 C10 C5 122.7(2) C11 C10 C5 119.7(2) C12 C11 C10 120.6(2) C12 C11 H11 119.7 C10 C11 H11 119.7 C11 C12 C13 121.9(3) C11 C12 H12 119.0 C13 C12 H12 119.0 C12 C13 C14 117.2(3) C12 C13 C16 120.2(3) C14 C13 C16 122.6(3) C15 C14 C13 121.9(3) C15 C14 H14 119.1 C13 C14 H14 119.1 C14 C15 C10 120.7(3) C14 C15 H15 119.6 C10 C15 H15 119.6 C13 C16 H16A 109.5 C13 C16 H16B 109.5 H16A C16 H16B 109.5 C13 C16 H16C 109.5 H16A C16 H16C 109.5 H16B C16 H16C 109.5 N3 C17 C18 108.3(2) N3 C17 C9 119.9(2) C18 C17 C9 131.7(2) C19 C18 C17 107.1(2) C19 C18 H18 126.5 C17 C18 H18 126.5 C18 C19 C20 107.6(2) C18 C19 H19 126.2 C20 C19 H19 126.2 N3 C20 C19 107.4(2) N3 C20 C21 121.4(2) C19 C20 C21 130.7(2) C22 C21 C20 124.5(2) C22 C21 C26 118.5(2) C20 C21 C26 116.9(2) C21 C22 N4 122.5(2) C21 C22 C23 129.4(2) N4 C22 C23 108.1(2) C24 C23 C22 107.3(2) C24 C23 H23 126.4 C22 C23 H23 126.4 C23 C24 C25 106.5(2) C23 C24 H24 126.8 C25 C24 H24 126.8 N4 C25 C24 111.9(2) N4 C25 H25 124.0 C24 C25 H25 124.0 C31 C26 C27 118.4(2) C31 C26 C21 121.3(2) C27 C26 C21 120.32(19) C28 C27 C26 121.1(2) C28 C27 H27 119.5 C26 C27 H27 119.5 C27 C28 C29 120.2(2) C27 C28 H28 119.9 C29 C28 H28 119.9 C28 C29 C30 118.8(2) C28 C29 C32 123.7(2) C30 C29 C32 117.49(19) C31 C30 C29 120.7(2) C31 C30 H30 119.7 C29 C30 H30 119.7 C30 C31 C26 120.8(2) C30 C31 H31 119.6 C26 C31 H31 119.6 O1 C32 N5 123.0(2) O1 C32 C29 120.2(2) N5 C32 C29 116.74(18) C38 C33 C34 119.8(2) C38 C33 N5 117.5(2) C34 C33 N5 122.7(2) C35 C34 C33 119.3(3) C35 C34 H34 120.3 C33 C34 H34 120.3 C36 C35 C34 121.2(3) C36 C35 H35 119.4 C34 C35 H35 119.4 C35 C36 C37 119.3(3) C35 C36 H36 120.4 C37 C36 H36 120.4 C36 C37 C38 120.1(3) C36 C37 H37 119.9 C38 C37 H37 119.9 C33 C38 C37 120.3(3) C33 C38 H38 119.9 C37 C38 H38 119.9 C1 N1 C4 109.2(2) C1 N1 H1A 125.4 C4 N1 H1A 125.4 C9 N2 C6 107.0(2) C17 N3 C20 109.61(19) C17 N3 H3A 125.2 C20 N3 H3A 125.2 C25 N4 C22 106.3(2) C32 N5 C33 126.72(19) C32 N5 H5 116.6 C33 N5 H5 116.6 C44 C39 C40 111.3(4) C44 C39 H39A 109.4 C40 C39 H39A 109.4 C44 C39 H39B 109.4 C40 C39 H39B 109.4 H39A C39 H39B 108.0 C41 C40 C39 114.5(4) C41 C40 H40A 108.6 C39 C40 H40A 108.6 C41 C40 H40B 108.6 C39 C40 H40B 108.6 H40A C40 H40B 107.6 C40 C41 C42 111.0(6) C40 C41 H41A 109.4 C42 C41 H41A 109.4 C40 C41 H41B 109.4 C42 C41 H41B 109.4 H41A C41 H41B 108.0 C43 C42 C41 106.6(4) C43 C42 H42A 110.4 C41 C42 H42A 110.4 C43 C42 H42B 110.4 C41 C42 H42B 110.4 H42A C42 H42B 108.6 C42 C43 C44 115.1(4) C42 C43 H43A 108.5 C44 C43 H43A 108.5 C42 C43 H43B 108.5 C44 C43 H43B 108.5 H43A C43 H43B 107.5 C39 C44 C43 115.8(4) C39 C44 H44A 108.3 C43 C44 H44A 108.3 C39 C44 H44B 108.3 C43 C44 H44B 108.3 H44A C44 H44B 107.4 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C1 N1 1.336(3) C1 C2 1.389(4) C1 H1 0.9500 C2 C3 1.371(4) C2 H2 0.9500 C3 C4 1.404(4) C3 H3 0.9500 C4 N1 1.380(3) C4 C5 1.411(3) C5 C6 1.401(3) C5 C10 1.479(3) C6 N2 1.385(3) C6 C7 1.429(3) C7 C8 1.350(4) C7 H7 0.9500 C8 C9 1.421(3) C8 H8 0.9500 C9 N2 1.340(3) C9 C17 1.428(3) C10 C15 1.389(4) C10 C11 1.398(3) C11 C12 1.377(3) C11 H11 0.9500 C12 C13 1.382(4) C12 H12 0.9500 C13 C14 1.382(4) C13 C16 1.505(4) C14 C15 1.380(4) C14 H14 0.9500 C15 H15 0.9500 C16 H16A 0.9800 C16 H16B 0.9800 C16 H16C 0.9800 C17 N3 1.345(3) C17 C18 1.407(3) C18 C19 1.382(3) C18 H18 0.9500 C19 C20 1.403(3) C19 H19 0.9500 C20 N3 1.370(3) C20 C21 1.422(3) C21 C22 1.384(3) C21 C26 1.487(3) C22 N4 1.410(3) C22 C23 1.424(3) C23 C24 1.355(4) C23 H23 0.9500 C24 C25 1.418(4) C24 H24 0.9500 C25 N4 1.315(3) C25 H25 0.9500 C26 C31 1.390(3) C26 C27 1.392(3) C27 C28 1.384(3) C27 H27 0.9500 C28 C29 1.390(3) C28 H28 0.9500 C29 C30 1.395(3) C29 C32 1.498(3) C30 C31 1.379(3) C30 H30 0.9500 C31 H31 0.9500 C32 O1 1.235(3) C32 N5 1.340(3) C33 C38 1.367(4) C33 C34 1.386(4) C33 N5 1.424(3) C34 C35 1.377(4) C34 H34 0.9500 C35 C36 1.367(5) C35 H35 0.9500 C36 C37 1.376(5) C36 H36 0.9500 C37 C38 1.385(4) C37 H37 0.9500 C38 H38 0.9500 N1 H1A 0.8800 N3 H3A 0.8800 N5 H5 0.8800 C39 C44 1.338(5) C39 C40 1.533(6) C39 H39A 0.9900 C39 H39B 0.9900 C40 C41 1.452(6) C40 H40A 0.9900 C40 H40B 0.9900 C41 C42 1.616(7) C41 H41A 0.9900 C41 H41B 0.9900 C42 C43 1.445(6) C42 H42A 0.9900 C42 H42B 0.9900 C43 C44 1.489(6) C43 H43A 0.9900 C43 H43B 0.9900 C44 H44A 0.9900 C44 H44B 0.9900