data_global _journal_name_full Org.Biomol.Chem. _journal_coden_cambridge 0177 _publ_section_title ; Cyclen-based bismacrocycles for biological anions recognition. A potentiometric and NMR study of AMP, ADP and ATP nucleotides complexation. ; _publ_contact_author_address ;Laboratoire de chimie, electrochimie moleculaire et chimie analytique (UMR 6521) Universite de Bretagne occidentale 6, avenue Victor Le Gorgeu CS 93837 F-29238 BREST cedex 3 FRANCE ; _publ_contact_author_email HENRI.HANDEL@UNIV-BREST.FR _publ_contact_author_name 'Henri Handel' _publ_requested_category FO loop_ _publ_author_name 'Henri Handel' 'Anne-Sophie Delepine' 'Raphael Tripier' # Attachment 'BPyC_archive.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2007-12-17 at 17:19:34 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : bpyc bpyc-0 data_bpyc _database_code_depnum_ccdc_archive 'CCDC 671278' _audit_creation_date 2007-12-17T17:19:34-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_name_common Bis2,6pyr-cyclen _chemical_formula_sum 'C23 H64 Cl7 N9 O6' _chemical_formula_moiety ; C23 H52 N9 7+, 7(Cl 1-), 6(H2 O) ; _chemical_formula_weight 810.98 _chemical_absolute_configuration ad #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.5917(5) _cell_length_b 17.7280(11) _cell_length_c 14.9620(10) _cell_angle_alpha 90 _cell_angle_beta 98.148(6) _cell_angle_gamma 90 _cell_volume 1993.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 170(2) _cell_measurement_theta_min 2.7456 _cell_measurement_theta_max 27.4224 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description 'rectangular prism' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.351 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 864 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.544 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.27p5 beta (release 01-04-2005 CrysAlis171 .NET) (compiled Apr 1 2005,17:53:34) Scale3 Abspack program including interframe scaling, empirical absorption correction (Blessing) and detector sensitivity correction. ; _exptl_absorpt_correction_T_min 0.80055 _exptl_absorpt_correction_T_max 0.96145 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 170(2) _diffrn_source 'sealed X-ray tube' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe X-ray _diffrn_detector 'CCD plate' _diffrn_measurement_device 'Kappa-geometry diffractometer' _diffrn_measurement_device_type 'Oxford Diffraction XCALIBUR2' _diffrn_measurement_method ; 4 stepped omega-scans over 115 deg with kappa -79 deg (chi -58.3 deg) and phi 0, 90, 180, 270 deg; step 0.75 deg, exposure time 30 s; detector distance 50 mm; detector angle 20 deg. ; _diffrn_detector_area_resol_mean 8.3622 _diffrn_orient_matrix_ub_11 0.0295566989 _diffrn_orient_matrix_ub_12 -0.0342108703 _diffrn_orient_matrix_ub_13 0.0216966778 _diffrn_orient_matrix_ub_21 -0.0762816199 _diffrn_orient_matrix_ub_22 -0.0187302621 _diffrn_orient_matrix_ub_23 -0.0224017968 _diffrn_orient_matrix_ub_31 0.047051363 _diffrn_orient_matrix_ub_32 -0.0088927077 _diffrn_orient_matrix_ub_33 -0.0363583365 _diffrn_reflns_av_R_equivalents 0.0339 _diffrn_reflns_av_unetI/netI 0.0687 _diffrn_reflns_number 15281 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.899 _diffrn_measured_fraction_theta_max 0.899 _reflns_number_total 7739 _reflns_number_gt 5927 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.27p5 beta (release 01-04-2005 CrysAlis171 .NET) (compiled Apr 1 2005,17:53:34) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.27p5 beta (release 01-04-2005 CrysAlis171 .NET) (compiled Apr 1 2005,17:53:34) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.27p5 beta (release 01-04-2005 CrysAlis171 .NET) (compiled Apr 1 2005,17:53:34) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 1980-2002)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0715P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 7739 _refine_ls_number_parameters 436 _refine_ls_number_restraints 16 _refine_ls_R_factor_all 0.0639 _refine_ls_R_factor_gt 0.0482 _refine_ls_wR_factor_ref 0.1323 _refine_ls_wR_factor_gt 0.1238 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.014 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.07(6) _refine_diff_density_max 1.146 _refine_diff_density_min -0.282 _refine_diff_density_rms 0.078 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5140(6) -0.0899(3) 0.7603(3) 0.0286(11) Uani 1 1 d . . . H1A H 0.5162 -0.1435 0.7632 0.034 Uiso 1 1 calc R . . C2 C 0.3733(6) -0.0505(2) 0.7865(3) 0.0234(10) Uani 1 1 d . . . H2A H 0.2778 -0.0769 0.8071 0.028 Uiso 1 1 calc R . . C3 C 0.3712(6) 0.0278(3) 0.7830(3) 0.0215(9) Uani 1 1 d . . . C4 C 0.2280(5) 0.0754(3) 0.8135(3) 0.0218(10) Uani 1 1 d . . . H4A H 0.1803 0.1101 0.7642 0.026 Uiso 1 1 calc R . . H4B H 0.1295 0.0424 0.8265 0.026 Uiso 1 1 calc R . . C5 C 0.3394(6) 0.0691(3) 0.9726(3) 0.0251(10) Uani 1 1 d . . . H5A H 0.4011 0.0242 0.9528 0.03 Uiso 1 1 calc R . . H5B H 0.2291 0.0518 0.9945 0.03 Uiso 1 1 calc R . . C6 C 0.4571(5) 0.1071(2) 1.0483(3) 0.0222(10) Uani 1 1 d . . . H6A H 0.3926 0.1498 1.0713 0.027 Uiso 1 1 calc R . . H6B H 0.4888 0.0709 1.0984 0.027 Uiso 1 1 calc R . . C7 C 0.7394(6) 0.1858(3) 1.0801(3) 0.0287(11) Uani 1 1 d . . . H7A H 0.8554 0.1921 1.058 0.034 Uiso 1 1 calc R . . H7B H 0.7618 0.1614 1.1401 0.034 Uiso 1 1 calc R . . C8 C 0.6570(6) 0.2633(3) 1.0899(3) 0.0283(11) Uani 1 1 d . . . H8A H 0.5302 0.257 1.0971 0.034 Uiso 1 1 calc R . . H8B H 0.7181 0.288 1.145 0.034 Uiso 1 1 calc R . . C9 C 0.5183(6) 0.3660(3) 0.9835(3) 0.0276(11) Uani 1 1 d . . . H9A H 0.5442 0.3968 0.9317 0.033 Uiso 1 1 calc R . . H9B H 0.5103 0.4008 1.0346 0.033 Uiso 1 1 calc R . . C10 C 0.3374(6) 0.3278(3) 0.9579(3) 0.0269(10) Uani 1 1 d . . . H10A H 0.3217 0.2901 1.005 0.032 Uiso 1 1 calc R . . H10B H 0.2433 0.3664 0.9585 0.032 Uiso 1 1 calc R . . C11 C 0.1452(5) 0.2444(2) 0.8539(3) 0.0228(9) Uani 1 1 d . . . H11A H 0.1231 0.2289 0.7897 0.027 Uiso 1 1 calc R . . H11B H 0.044 0.2762 0.8659 0.027 Uiso 1 1 calc R . . C12 C 0.1527(5) 0.1738(2) 0.9135(3) 0.0234(10) Uani 1 1 d . . . H12A H 0.1751 0.1892 0.9777 0.028 Uiso 1 1 calc R . . H12B H 0.0358 0.1481 0.9031 0.028 Uiso 1 1 calc R . . C52 C 0.6528(6) -0.0509(3) 0.7294(3) 0.0236(10) Uani 1 1 d . . . H52A H 0.7522 -0.0775 0.7131 0.028 Uiso 1 1 calc R . . C53 C 0.6450(5) 0.0269(2) 0.7227(3) 0.0206(9) Uani 1 1 d . . . C54 C 0.7835(5) 0.0733(2) 0.6850(3) 0.0215(10) Uani 1 1 d . . . H54A H 0.8314 0.1115 0.7303 0.026 Uiso 1 1 calc R . . H54B H 0.883 0.04 0.6741 0.026 Uiso 1 1 calc R . . C55 C 0.6652(6) 0.0545(2) 0.5298(3) 0.0241(10) Uani 1 1 d . . . H55A H 0.6036 0.0121 0.5552 0.029 Uiso 1 1 calc R . . H55B H 0.7753 0.0346 0.5101 0.029 Uiso 1 1 calc R . . C56 C 0.5466(5) 0.0859(2) 0.4491(3) 0.0237(10) Uani 1 1 d . . . H56A H 0.5205 0.0461 0.4026 0.028 Uiso 1 1 calc R . . H56B H 0.6077 0.1279 0.4226 0.028 Uiso 1 1 calc R . . C57 C 0.2625(6) 0.1598(3) 0.4083(3) 0.0277(11) Uani 1 1 d . . . H57A H 0.1438 0.1663 0.4273 0.033 Uiso 1 1 calc R . . H57B H 0.2459 0.1314 0.3507 0.033 Uiso 1 1 calc R . . C58 C 0.3364(6) 0.2366(3) 0.3915(3) 0.0284(11) Uani 1 1 d . . . H58A H 0.4634 0.2315 0.3842 0.034 Uiso 1 1 calc R . . H58B H 0.2724 0.2571 0.3344 0.034 Uiso 1 1 calc R . . C59 C 0.4687(6) 0.3469(3) 0.4865(3) 0.0270(10) Uani 1 1 d . . . H59A H 0.4727 0.3784 0.4322 0.032 Uiso 1 1 calc R . . H59B H 0.4413 0.3806 0.5355 0.032 Uiso 1 1 calc R . . C60 C 0.6493(5) 0.3134(3) 0.5140(3) 0.0245(10) Uani 1 1 d . . . H60A H 0.668 0.2729 0.4709 0.029 Uiso 1 1 calc R . . H60B H 0.7399 0.3528 0.5094 0.029 Uiso 1 1 calc R . . C61 C 0.8522(5) 0.2386(2) 0.6265(3) 0.0211(9) Uani 1 1 d . . . H61A H 0.9499 0.2699 0.6093 0.025 Uiso 1 1 calc R . . H61B H 0.8781 0.2287 0.6922 0.025 Uiso 1 1 calc R . . C62 C 0.8466(5) 0.1644(2) 0.5761(3) 0.0196(9) Uani 1 1 d . . . H62A H 0.8219 0.1747 0.5105 0.023 Uiso 1 1 calc R . . H62B H 0.9652 0.1403 0.5885 0.023 Uiso 1 1 calc R . . N1 N 0.5058(4) 0.0629(2) 0.7502(2) 0.0197(8) Uani 1 1 d . . . H1D H 0.5026 0.1124 0.7464 0.024 Uiso 1 1 calc R . . N2 N 0.2929(4) 0.12009(19) 0.8952(2) 0.0186(8) Uani 1 1 d . . . N3 N 0.6226(5) 0.1354(2) 1.0162(2) 0.0239(8) Uani 1 1 d . . . H3D H 0.5905 0.1613 0.9631 0.029 Uiso 1 1 calc R . . H3E H 0.6889 0.0944 1.0033 0.029 Uiso 1 1 calc R . . N4 N 0.6700(5) 0.3132(2) 1.0096(2) 0.0238(8) Uani 1 1 d . . . H4D H 0.7726 0.3413 1.0215 0.029 Uiso 1 1 calc R . . H4E H 0.6811 0.2829 0.9608 0.029 Uiso 1 1 calc R . . N5 N 0.3100(4) 0.2897(2) 0.8693(2) 0.0218(8) Uani 1 1 d . . . H5D H 0.4056 0.2587 0.865 0.026 Uiso 1 1 calc R . . H5E H 0.3063 0.3255 0.8245 0.026 Uiso 1 1 calc R . . N52 N 0.7127(4) 0.1115(2) 0.6004(2) 0.0195(8) Uani 1 1 d . . . N53 N 0.3751(4) 0.1138(2) 0.4778(2) 0.0233(8) Uani 1 1 d . . . H53D H 0.3101 0.0728 0.4921 0.028 Uiso 1 1 calc R . . H53E H 0.402 0.1423 0.5292 0.028 Uiso 1 1 calc R . . N54 N 0.3201(5) 0.2910(2) 0.4663(2) 0.0236(8) Uani 1 1 d . . . H54D H 0.312 0.2638 0.5179 0.028 Uiso 1 1 calc R . . H54E H 0.2152 0.3172 0.4522 0.028 Uiso 1 1 calc R . . N55 N 0.6785(4) 0.2818(2) 0.6067(2) 0.0225(8) Uani 1 1 d . . . H55D H 0.5857 0.25 0.614 0.027 Uiso 1 1 calc R . . H55E H 0.6788 0.3205 0.6477 0.027 Uiso 1 1 calc R . . Cl1 Cl 0.69381(19) 0.44028(8) 0.69994(9) 0.0463(4) Uani 1 1 d . . . Cl2 Cl 0.68297(13) 0.22041(6) 0.83539(7) 0.0235(2) Uani 1 1 d . . . Cl3 Cl 0.31595(13) 0.21163(6) 0.64963(7) 0.0236(2) Uani 1 1 d . . . Cl4 Cl 0.82521(16) 0.00256(6) 0.95938(9) 0.0376(3) Uani 1 1 d . . . Cl5 Cl 0.17228(15) -0.00905(6) 0.56098(8) 0.0341(3) Uani 1 1 d . . . Cl6 Cl 0.20667(15) 0.24395(7) 0.15767(8) 0.0308(3) Uani 1 1 d . . . Cl7 Cl 0.78838(16) 0.21567(8) 0.32356(8) 0.0375(3) Uani 1 1 d . . . O1 O 0.3133(7) 0.4135(2) 0.7563(3) 0.0597(12) Uani 1 1 d D . . H1F H 0.260(8) 0.456(2) 0.764(5) 0.09 Uiso 1 1 d D . . H1G H 0.417(5) 0.424(5) 0.743(6) 0.16(4) Uiso 1 1 d D . . O2 O 0.8910(5) 0.4013(2) 0.9025(2) 0.0436(9) Uani 1 1 d D . . H2F H 0.870(7) 0.413(3) 0.8477(16) 0.065 Uiso 1 1 d D . . H2G H 0.984(5) 0.421(3) 0.930(3) 0.065 Uiso 1 1 d D . . O3 O 0.1116(5) 0.3889(2) 0.5730(3) 0.0471(10) Uani 1 1 d D . . H3F H 0.125(7) 0.407(3) 0.6287(19) 0.071 Uiso 1 1 d D . . H3G H 0.013(5) 0.412(3) 0.553(3) 0.071 Uiso 1 1 d D . . O4 O 0.9511(4) 0.38013(19) 0.1154(2) 0.0318(8) Uani 1 1 d D . . H4F H 1.015(5) 0.413(2) 0.092(3) 0.048 Uiso 1 1 d D . . H4G H 1.036(5) 0.350(2) 0.139(3) 0.048 Uiso 1 1 d D . . O5 O 0.0325(4) 0.35764(19) 0.3643(2) 0.0325(8) Uani 1 1 d D . . H5F H -0.019(6) 0.393(2) 0.391(3) 0.049 Uiso 1 1 d D . . H5G H -0.046(5) 0.333(2) 0.333(3) 0.049 Uiso 1 1 d D . . O6 O 0.1284(7) 0.0724(3) 0.1732(4) 0.0202(13) Uiso 0.5 1 d P . . O7 O 0.8225(9) 0.0506(4) 0.2387(4) 0.0376(16) Uiso 0.5 1 d P . . 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 0.044(3) 0.019(2) 0.024(3) -0.0017(19) 0.006(2) 0.002(2) C2 0.027(2) 0.019(2) 0.025(2) -0.0006(19) 0.0084(18) -0.0029(19) C3 0.022(2) 0.026(2) 0.016(2) -0.0015(19) 0.0034(18) -0.0015(19) C4 0.018(2) 0.026(2) 0.022(2) 0.0034(19) 0.0024(17) -0.0011(18) C5 0.026(3) 0.026(2) 0.023(2) 0.0032(19) 0.0020(19) 0.0017(19) C6 0.022(2) 0.023(2) 0.023(2) 0.0005(19) 0.0075(18) -0.0019(19) C7 0.024(3) 0.032(3) 0.030(3) -0.003(2) 0.002(2) -0.003(2) C8 0.029(3) 0.033(3) 0.022(2) -0.005(2) 0.0017(19) -0.006(2) C9 0.027(3) 0.022(2) 0.033(3) -0.005(2) 0.006(2) -0.0031(19) C10 0.024(2) 0.033(3) 0.025(3) -0.004(2) 0.0069(19) 0.001(2) C11 0.015(2) 0.024(2) 0.028(2) -0.004(2) -0.0004(17) -0.0004(18) C12 0.016(2) 0.027(2) 0.028(3) -0.005(2) 0.0082(19) -0.0038(18) C52 0.031(3) 0.021(2) 0.018(2) 0.0013(19) 0.0033(18) 0.008(2) C53 0.020(2) 0.024(2) 0.017(2) -0.0003(18) 0.0022(17) 0.0050(18) C54 0.015(2) 0.024(2) 0.023(2) -0.0031(19) -0.0018(17) 0.0065(18) C55 0.022(2) 0.023(2) 0.028(3) -0.005(2) 0.0046(19) 0.0002(19) C56 0.023(2) 0.020(2) 0.026(3) -0.0031(19) 0.0002(19) -0.0047(19) C57 0.018(2) 0.037(3) 0.026(3) -0.002(2) -0.0033(19) 0.001(2) C58 0.028(2) 0.036(3) 0.019(2) 0.002(2) -0.0037(18) 0.006(2) C59 0.027(3) 0.026(3) 0.028(3) 0.001(2) 0.003(2) -0.002(2) C60 0.022(2) 0.025(2) 0.027(3) 0.008(2) 0.0053(19) 0.0004(19) C61 0.017(2) 0.025(2) 0.021(2) 0.0029(19) -0.0002(16) -0.0019(18) C62 0.019(2) 0.017(2) 0.024(2) 0.0023(18) 0.0070(18) 0.0017(17) N1 0.0200(19) 0.0163(18) 0.023(2) -0.0015(15) 0.0034(15) -0.0004(14) N2 0.0134(18) 0.0202(19) 0.022(2) 0.0014(15) 0.0022(14) 0.0031(14) N3 0.025(2) 0.023(2) 0.024(2) -0.0044(16) 0.0052(16) 0.0053(16) N4 0.025(2) 0.0198(19) 0.027(2) -0.0044(16) 0.0041(16) -0.0036(16) N5 0.0168(19) 0.0196(19) 0.030(2) 0.0001(16) 0.0065(16) 0.0035(15) N52 0.0173(19) 0.0221(19) 0.0189(19) -0.0023(15) 0.0019(15) -0.0031(15) N53 0.0189(19) 0.028(2) 0.024(2) 0.0030(17) 0.0047(15) -0.0028(16) N54 0.022(2) 0.025(2) 0.024(2) 0.0047(16) 0.0032(16) 0.0060(16) N55 0.0164(19) 0.0224(19) 0.029(2) -0.0038(17) 0.0036(15) -0.0031(15) Cl1 0.0624(9) 0.0328(7) 0.0398(8) -0.0064(6) -0.0062(6) 0.0090(7) Cl2 0.0186(5) 0.0276(6) 0.0248(5) -0.0041(5) 0.0045(4) -0.0017(4) Cl3 0.0196(5) 0.0272(6) 0.0247(5) 0.0027(5) 0.0053(4) 0.0013(5) Cl4 0.0348(7) 0.0285(7) 0.0501(8) -0.0038(6) 0.0079(6) 0.0086(5) Cl5 0.0333(6) 0.0290(7) 0.0416(7) -0.0001(6) 0.0110(5) -0.0067(5) Cl6 0.0288(6) 0.0366(7) 0.0283(6) -0.0011(5) 0.0085(5) 0.0017(5) Cl7 0.0404(7) 0.0453(7) 0.0296(6) -0.0024(6) 0.0140(5) -0.0099(6) O1 0.082(4) 0.037(2) 0.065(3) 0.023(2) 0.026(2) 0.012(2) O2 0.046(2) 0.047(2) 0.035(2) 0.0028(19) -0.0030(17) -0.0073(19) O3 0.046(2) 0.052(2) 0.042(2) -0.004(2) 0.0024(18) 0.0063(19) O4 0.0225(18) 0.0341(19) 0.038(2) 0.0027(16) 0.0027(15) -0.0024(14) O5 0.0233(18) 0.035(2) 0.039(2) -0.0024(16) 0.0023(14) -0.0006(15) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C1 C2 1.380(6) . ? C1 C52 1.393(6) . ? C1 H1A 0.95 . ? C2 C3 1.388(6) . ? C2 H2A 0.95 . ? C3 N1 1.347(5) . ? C3 C4 1.499(6) . ? C4 N2 1.481(5) . ? C4 H4A 0.99 . ? C4 H4B 0.99 . ? C5 N2 1.472(5) . ? C5 C6 1.500(6) . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 N3 1.494(5) . ? C6 H6A 0.99 . ? C6 H6B 0.99 . ? C7 N3 1.502(5) . ? C7 C8 1.525(6) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 N4 1.507(6) . ? C8 H8A 0.99 . ? C8 H8B 0.99 . ? C9 N4 1.492(5) . ? C9 C10 1.531(6) . ? C9 H9A 0.99 . ? C9 H9B 0.99 . ? C10 N5 1.476(5) . ? C10 H10A 0.99 . ? C10 H10B 0.99 . ? C11 N5 1.477(5) . ? C11 C12 1.533(6) . ? C11 H11A 0.99 . ? C11 H11B 0.99 . ? C12 N2 1.483(5) . ? C12 H12A 0.99 . ? C12 H12B 0.99 . ? C52 C53 1.383(6) . ? C52 H52A 0.95 . ? C53 N1 1.347(5) . ? C53 C54 1.506(6) . ? C54 N52 1.469(5) . ? C54 H54A 0.99 . ? C54 H54B 0.99 . ? C55 N52 1.470(5) . ? C55 C56 1.506(6) . ? C55 H55A 0.99 . ? C55 H55B 0.99 . ? C56 N53 1.511(5) . ? C56 H56A 0.99 . ? C56 H56B 0.99 . ? C57 N53 1.492(5) . ? C57 C58 1.508(7) . ? C57 H57A 0.99 . ? C57 H57B 0.99 . ? C58 N54 1.496(6) . ? C58 H58A 0.99 . ? C58 H58B 0.99 . ? C59 C60 1.497(6) . ? C59 N54 1.501(5) . ? C59 H59A 0.99 . ? C59 H59B 0.99 . ? C60 N55 1.483(5) . ? C60 H60A 0.99 . ? C60 H60B 0.99 . ? C61 C62 1.512(6) . ? C61 N55 1.517(5) . ? C61 H61A 0.99 . ? C61 H61B 0.99 . ? C62 N52 1.466(5) . ? C62 H62A 0.99 . ? C62 H62B 0.99 . ? N1 H1D 0.88 . ? N3 H3D 0.92 . ? N3 H3E 0.92 . ? N4 H4D 0.92 . ? N4 H4E 0.92 . ? N5 H5D 0.92 . ? N5 H5E 0.92 . ? N53 H53D 0.92 . ? N53 H53E 0.92 . ? N54 H54D 0.92 . ? N54 H54E 0.92 . ? N55 H55D 0.92 . ? N55 H55E 0.92 . ? O1 H1F 0.86(2) . ? O1 H1G 0.86(2) . ? O2 H2F 0.839(19) . ? O2 H2G 0.838(19) . ? O3 H3F 0.887(19) . ? O3 H3G 0.872(19) . ? O4 H4F 0.854(14) . ? O4 H4G 0.871(19) . ? O5 H5F 0.859(19) . ? O5 H5G 0.828(19) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C52 119.6(4) . . ? C2 C1 H1A 120.2 . . ? C52 C1 H1A 120.2 . . ? C1 C2 C3 120.0(4) . . ? C1 C2 H2A 120 . . ? C3 C2 H2A 120 . . ? N1 C3 C2 118.1(4) . . ? N1 C3 C4 118.1(4) . . ? C2 C3 C4 123.8(4) . . ? N2 C4 C3 112.5(3) . . ? N2 C4 H4A 109.1 . . ? C3 C4 H4A 109.1 . . ? N2 C4 H4B 109.1 . . ? C3 C4 H4B 109.1 . . ? H4A C4 H4B 107.8 . . ? N2 C5 C6 111.7(4) . . ? N2 C5 H5A 109.3 . . ? C6 C5 H5A 109.3 . . ? N2 C5 H5B 109.3 . . ? C6 C5 H5B 109.3 . . ? H5A C5 H5B 108 . . ? N3 C6 C5 110.3(3) . . ? N3 C6 H6A 109.6 . . ? C5 C6 H6A 109.6 . . ? N3 C6 H6B 109.6 . . ? C5 C6 H6B 109.6 . . ? H6A C6 H6B 108.1 . . ? N3 C7 C8 112.6(4) . . ? N3 C7 H7A 109.1 . . ? C8 C7 H7A 109.1 . . ? N3 C7 H7B 109.1 . . ? C8 C7 H7B 109.1 . . ? H7A C7 H7B 107.8 . . ? N4 C8 C7 112.3(4) . . ? N4 C8 H8A 109.1 . . ? C7 C8 H8A 109.1 . . ? N4 C8 H8B 109.1 . . ? C7 C8 H8B 109.1 . . ? H8A C8 H8B 107.9 . . ? N4 C9 C10 114.8(4) . . ? N4 C9 H9A 108.6 . . ? C10 C9 H9A 108.6 . . ? N4 C9 H9B 108.6 . . ? C10 C9 H9B 108.6 . . ? H9A C9 H9B 107.5 . . ? N5 C10 C9 115.8(3) . . ? N5 C10 H10A 108.3 . . ? C9 C10 H10A 108.3 . . ? N5 C10 H10B 108.3 . . ? C9 C10 H10B 108.3 . . ? H10A C10 H10B 107.4 . . ? N5 C11 C12 113.1(3) . . ? N5 C11 H11A 109 . . ? C12 C11 H11A 109 . . ? N5 C11 H11B 109 . . ? C12 C11 H11B 109 . . ? H11A C11 H11B 107.8 . . ? N2 C12 C11 112.7(3) . . ? N2 C12 H12A 109.1 . . ? C11 C12 H12A 109.1 . . ? N2 C12 H12B 109.1 . . ? C11 C12 H12B 109.1 . . ? H12A C12 H12B 107.8 . . ? C53 C52 C1 119.5(4) . . ? C53 C52 H52A 120.2 . . ? C1 C52 H52A 120.2 . . ? N1 C53 C52 118.5(4) . . ? N1 C53 C54 118.3(4) . . ? C52 C53 C54 123.1(4) . . ? N52 C54 C53 112.7(3) . . ? N52 C54 H54A 109.1 . . ? C53 C54 H54A 109.1 . . ? N52 C54 H54B 109.1 . . ? C53 C54 H54B 109.1 . . ? H54A C54 H54B 107.8 . . ? N52 C55 C56 112.4(3) . . ? N52 C55 H55A 109.1 . . ? C56 C55 H55A 109.1 . . ? N52 C55 H55B 109.1 . . ? C56 C55 H55B 109.1 . . ? H55A C55 H55B 107.9 . . ? C55 C56 N53 109.5(4) . . ? C55 C56 H56A 109.8 . . ? N53 C56 H56A 109.8 . . ? C55 C56 H56B 109.8 . . ? N53 C56 H56B 109.8 . . ? H56A C56 H56B 108.2 . . ? N53 C57 C58 114.8(4) . . ? N53 C57 H57A 108.6 . . ? C58 C57 H57A 108.6 . . ? N53 C57 H57B 108.6 . . ? C58 C57 H57B 108.6 . . ? H57A C57 H57B 107.5 . . ? N54 C58 C57 112.6(4) . . ? N54 C58 H58A 109.1 . . ? C57 C58 H58A 109.1 . . ? N54 C58 H58B 109.1 . . ? C57 C58 H58B 109.1 . . ? H58A C58 H58B 107.8 . . ? C60 C59 N54 115.2(4) . . ? C60 C59 H59A 108.5 . . ? N54 C59 H59A 108.5 . . ? C60 C59 H59B 108.5 . . ? N54 C59 H59B 108.5 . . ? H59A C59 H59B 107.5 . . ? N55 C60 C59 114.6(3) . . ? N55 C60 H60A 108.6 . . ? C59 C60 H60A 108.6 . . ? N55 C60 H60B 108.6 . . ? C59 C60 H60B 108.6 . . ? H60A C60 H60B 107.6 . . ? C62 C61 N55 112.3(3) . . ? C62 C61 H61A 109.1 . . ? N55 C61 H61A 109.1 . . ? C62 C61 H61B 109.1 . . ? N55 C61 H61B 109.1 . . ? H61A C61 H61B 107.9 . . ? N52 C62 C61 113.8(3) . . ? N52 C62 H62A 108.8 . . ? C61 C62 H62A 108.8 . . ? N52 C62 H62B 108.8 . . ? C61 C62 H62B 108.8 . . ? H62A C62 H62B 107.7 . . ? C3 N1 C53 124.1(4) . . ? C3 N1 H1D 118 . . ? C53 N1 H1D 118 . . ? C5 N2 C4 109.6(3) . . ? C5 N2 C12 110.4(3) . . ? C4 N2 C12 109.4(3) . . ? C6 N3 C7 116.3(3) . . ? C6 N3 H3D 108.2 . . ? C7 N3 H3D 108.2 . . ? C6 N3 H3E 108.2 . . ? C7 N3 H3E 108.2 . . ? H3D N3 H3E 107.4 . . ? C9 N4 C8 116.2(3) . . ? C9 N4 H4D 108.2 . . ? C8 N4 H4D 108.2 . . ? C9 N4 H4E 108.2 . . ? C8 N4 H4E 108.2 . . ? H4D N4 H4E 107.4 . . ? C10 N5 C11 113.4(3) . . ? C10 N5 H5D 108.9 . . ? C11 N5 H5D 108.9 . . ? C10 N5 H5E 108.9 . . ? C11 N5 H5E 108.9 . . ? H5D N5 H5E 107.7 . . ? C62 N52 C54 109.1(3) . . ? C62 N52 C55 111.7(3) . . ? C54 N52 C55 108.9(3) . . ? C57 N53 C56 114.4(3) . . ? C57 N53 H53D 108.7 . . ? C56 N53 H53D 108.7 . . ? C57 N53 H53E 108.7 . . ? C56 N53 H53E 108.7 . . ? H53D N53 H53E 107.6 . . ? C58 N54 C59 115.9(3) . . ? C58 N54 H54D 108.3 . . ? C59 N54 H54D 108.3 . . ? C58 N54 H54E 108.3 . . ? C59 N54 H54E 108.3 . . ? H54D N54 H54E 107.4 . . ? C60 N55 C61 112.6(3) . . ? C60 N55 H55D 109.1 . . ? C61 N55 H55D 109.1 . . ? C60 N55 H55E 109.1 . . ? C61 N55 H55E 109.1 . . ? H55D N55 H55E 107.8 . . ? H1F O1 H1G 108(5) . . ? H2F O2 H2G 114(4) . . ? H3F O3 H3G 97(3) . . ? H4F O4 H4G 98(3) . . ? H5F O5 H5G 107(4) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1D Cl3 0.88 2.57 3.268(4) 136.5 . N1 H1D Cl2 0.88 2.61 3.278(4) 133.9 . N3 H3D Cl2 0.92 2.37 3.187(4) 147.6 . N3 H3E Cl4 0.92 2.08 3.000(4) 173.7 . N4 H4D O4 0.92 1.93 2.740(5) 145 1_556 N4 H4D O2 0.92 2.36 2.930(5) 120 . N4 H4E Cl2 0.92 2.18 3.096(4) 172.8 . N5 H5D Cl2 0.92 2.31 3.192(3) 159.5 . N5 H5E O1 0.92 1.87 2.773(5) 166.6 . N53 H53D Cl5 0.92 2.14 3.034(4) 164.4 . N53 H53E Cl3 0.92 2.35 3.186(4) 151.3 . N54 H54D Cl3 0.92 2.17 3.087(4) 172.1 . N54 H54E O5 0.92 1.91 2.747(5) 150.2 . N54 H54E O3 0.92 2.43 2.964(5) 117 . N55 H55D Cl3 0.92 2.29 3.168(4) 159 . N55 H55E Cl1 0.92 2.26 3.132(4) 157.9 . O1 H1F O7 0.86(2) 1.80(3) 2.644(8) 167(7) 2_656 O1 H1G Cl1 0.86(2) 2.30(2) 3.158(5) 174(8) . O2 H2F Cl1 0.839(19) 2.46(2) 3.258(4) 159(5) . O2 H2G Cl4 0.838(19) 2.50(3) 3.297(4) 159(5) 2_757 O3 H3F O1 0.887(19) 2.22(3) 2.978(6) 143(5) . O3 H3G Cl5 0.872(19) 2.48(3) 3.273(4) 152(5) 2_556 O4 H4F Cl4 0.854(14) 2.211(15) 3.063(3) 176(5) 2_756 O4 H4G Cl6 0.871(19) 2.28(3) 3.106(4) 158(5) 1_655 O5 H5F Cl5 0.859(19) 2.27(2) 3.122(3) 171(5) 2_556 O5 H5G Cl7 0.828(19) 2.42(4) 3.134(3) 145(5) 1_455 #----------------------------------------------------------------------------# # END # #----------------------------------------------------------------------------#