Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_coden_Cambridge 1350 loop_ _publ_author_name 'Philip Gale' 'Simon Brooks' 'Mark E. Light' _publ_contact_author_name 'Philip Gale' _publ_contact_author_address ; Department of Chemistry University of Southampton Southampton SO17 1BJ UNITED KINGDOM ; _publ_contact_author_email PHILIP.GALE@SOTON.AC.UK _publ_requested_journal 'Cryst Eng. Comm.' _publ_section_title ; Network formation by a pyrrole functionalized isophthalamide ; # Attachment 'CrystEngComm_combined.cif' data_04sot0712 _database_code_depnum_ccdc_archive 'CCDC 619264' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H38 N4 O6' _chemical_formula_weight 670.74 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Cmc2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y, z+1/2' '-x, y, z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, z' _cell_length_a 23.590(5) _cell_length_b 8.8353(18) _cell_length_c 19.166(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3994.8(14) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 2298 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.115 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1416 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9776 _exptl_absorpt_correction_T_max 0.9985 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; SADABS was used to perform the Absorption correction Parameter refinement on 8207 reflections reduced R(int) from 0.0701 to 0.0562 Ratio of minimum to maximum apparent transmission: 0.706348 The given Tmin and Tmax were generated using the SHELX SIZE command ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13687 _diffrn_reflns_av_R_equivalents 0.0815 _diffrn_reflns_av_sigmaI/netI 0.0581 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.25 _diffrn_reflns_theta_max 25.02 _reflns_number_total 1863 _reflns_number_gt 1412 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^)+(0.2000P)^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 1863 _refine_ls_number_parameters 249 _refine_ls_number_restraints 28 _refine_ls_R_factor_all 0.1324 _refine_ls_R_factor_gt 0.1142 _refine_ls_wR_factor_ref 0.3131 _refine_ls_wR_factor_gt 0.3014 _refine_ls_goodness_of_fit_ref 1.300 _refine_ls_restrained_S_all 5.723 _refine_ls_shift/su_max 1.204 _refine_ls_shift/su_mean 0.081 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 O2 O 0.474(2) 0.052(10) 0.315(4) 0.15(3) Uani 0.50 1 d PDU . . H101 H 0.5000 0.10(3) 0.282(4) 0.015 Uiso 1 2 d SD . . H102 H 0.5000 0.07(3) 0.355(6) 0.015 Uiso 1 2 d SD . . O3 O 0.0996(12) 0.310(3) 0.384(2) 0.070(7) Uani 1 1 d DU . . H103 H 0.116(7) 0.335(18) 0.421(6) 0.015 Uiso 1 1 d D . . H104 H 0.087(9) 0.384(13) 0.361(9) 0.015 Uiso 1 1 d D . . O4 O 0.0000 0.217(6) 0.450(3) 0.113(17) Uani 1 2 d SDU . . H105 H 0.0000 0.214(17) 0.406(3) 0.015 Uiso 1 2 d SD . . H106 H 0.0000 0.306(10) 0.466(8) 0.015 Uiso 1 2 d SD . . C1 C 0.2992(13) 0.432(3) 0.542(3) 0.037(6) Uani 1 1 d . . . H1 H 0.2603 0.4163 0.5385 0.044 Uiso 1 1 calc R . . C2 C 0.3197(14) 0.516(3) 0.597(3) 0.046(8) Uani 1 1 d . . . H2 H 0.2951 0.5551 0.6309 0.055 Uiso 1 1 calc R . . C3 C 0.3769(15) 0.541(4) 0.602(3) 0.049(8) Uani 1 1 d . . . H3 H 0.3912 0.5991 0.6389 0.059 Uiso 1 1 calc R . . C4 C 0.4137(13) 0.480(4) 0.553(3) 0.052(8) Uani 1 1 d . . . H4 H 0.4524 0.4996 0.5563 0.062 Uiso 1 1 calc R . . C5 C 0.3927(14) 0.392(4) 0.500(3) 0.052(8) Uani 1 1 d . . . H5 H 0.4177 0.3457 0.4693 0.062 Uiso 1 1 calc R . . C6 C 0.3359(12) 0.370(3) 0.492(3) 0.037(7) Uani 1 1 d . . . C7 C 0.3121(11) 0.272(3) 0.435(2) 0.029(6) Uani 1 1 d . . . C8 C 0.2634(12) 0.191(3) 0.440(3) 0.040(7) Uani 1 1 d . . . H8 H 0.2383 0.1918 0.4773 0.048 Uiso 1 1 calc R . . C9 C 0.3015(10) 0.137(3) 0.335(3) 0.030(6) Uani 1 1 d . . . C10 C 0.3352(11) 0.242(3) 0.368(3) 0.028(5) Uani 1 1 d . . . C11 C 0.3088(11) 0.061(3) 0.269(2) 0.031(6) Uani 1 1 d . . . C12 C 0.2975(13) -0.097(3) 0.264(3) 0.040(7) Uani 1 1 d . . . H12 H 0.2837 -0.1504 0.3019 0.049 Uiso 1 1 calc R . . C13 C 0.3071(14) -0.169(3) 0.201(3) 0.046(8) Uani 1 1 d . . . H13 H 0.2977 -0.2709 0.1977 0.055 Uiso 1 1 calc R . . C14 C 0.3295(14) -0.099(4) 0.145(3) 0.052(8) Uani 1 1 d . . . H14 H 0.3374 -0.1537 0.1050 0.062 Uiso 1 1 calc R . . C15 C 0.3411(15) 0.062(4) 0.149(3) 0.052(8) Uani 1 1 d . . . H15 H 0.3563 0.1141 0.1112 0.062 Uiso 1 1 calc R . . C16 C 0.3286(12) 0.137(3) 0.211(3) 0.040(7) Uani 1 1 d . . . H16 H 0.3337 0.2415 0.2133 0.048 Uiso 1 1 calc R . . C17 C 0.3936(9) 0.443(2) 0.324(3) 0.025(5) Uani 1 1 d . . . C18 C 0.4502(10) 0.497(3) 0.296(2) 0.025(5) Uani 1 1 d . . . C19 C 0.4481(11) 0.618(3) 0.249(3) 0.032(6) Uani 1 1 d . . . H19 H 0.4136 0.6579 0.2341 0.038 Uiso 1 1 calc R . . C20 C 0.5000 0.677(4) 0.225(3) 0.034(9) Uani 1 2 d S . . H20 H 0.5000 0.7561 0.1925 0.040 Uiso 1 2 calc SR . . C21 C 0.5000 0.434(4) 0.318(3) 0.023(7) Uani 1 2 d S . . H21 H 0.5000 0.3506 0.3476 0.027 Uiso 1 2 calc SR . . N1 N 0.2571(10) 0.107(2) 0.379(2) 0.037(5) Uani 1 1 d . . . H1A H 0.2297 0.0452 0.3709 0.044 Uiso 1 1 calc R . . N2 N 0.3871(8) 0.3014(19) 0.340(2) 0.026(5) Uani 1 1 d . . . H2A H 0.4152 0.2408 0.3346 0.031 Uiso 1 1 calc R . . O1 O 0.3543(8) 0.537(2) 0.330(2) 0.052(6) Uani 1 1 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 0.16(4) 0.13(4) 0.15(4) 0.02(3) 0.00(3) 0.03(3) O3 0.075(17) 0.059(13) 0.076(15) -0.012(12) -0.014(13) 0.004(12) O4 0.12(3) 0.12(3) 0.10(3) 0.00(2) 0.000 0.000 C1 0.043(16) 0.035(14) 0.033(14) 0.004(12) -0.004(12) 0.009(12) C2 0.06(2) 0.040(17) 0.041(18) 0.007(14) 0.000(15) 0.012(15) C3 0.06(2) 0.055(19) 0.036(15) -0.009(14) -0.004(15) 0.014(16) C4 0.035(16) 0.08(2) 0.043(18) -0.006(17) -0.011(14) -0.010(16) C5 0.039(19) 0.07(2) 0.043(18) -0.005(17) 0.003(14) 0.013(16) C6 0.043(18) 0.034(14) 0.035(15) 0.009(12) 0.006(13) -0.004(13) C7 0.030(14) 0.025(12) 0.031(13) 0.003(11) 0.002(11) 0.000(11) C8 0.049(18) 0.032(14) 0.039(16) 0.009(12) 0.015(14) 0.000(12) C9 0.028(14) 0.019(11) 0.042(15) 0.010(11) 0.002(11) 0.003(10) C10 0.028(13) 0.021(11) 0.033(13) 0.005(11) 0.005(10) 0.001(10) C11 0.026(13) 0.023(12) 0.043(15) 0.008(11) -0.006(12) 0.007(10) C12 0.047(18) 0.026(13) 0.049(18) 0.011(13) -0.010(15) -0.007(12) C13 0.047(19) 0.030(14) 0.06(2) -0.007(15) -0.011(15) 0.000(13) C14 0.06(2) 0.046(18) 0.05(2) -0.014(16) -0.007(16) -0.006(15) C15 0.07(2) 0.052(19) 0.034(17) -0.004(14) 0.004(15) -0.016(16) C16 0.037(16) 0.031(14) 0.051(18) -0.005(14) -0.008(13) -0.013(12) C17 0.017(12) 0.025(12) 0.033(13) 0.004(11) -0.004(10) 0.000(10) C18 0.025(13) 0.025(12) 0.024(12) 0.000(9) 0.000(10) 0.002(11) C19 0.027(14) 0.032(13) 0.037(14) 0.013(11) -0.006(11) 0.000(11) C20 0.04(2) 0.027(19) 0.04(2) 0.018(16) 0.000 0.000 C21 0.018(16) 0.022(16) 0.027(18) -0.001(14) 0.000 0.000 N1 0.037(13) 0.027(10) 0.047(13) 0.003(11) 0.001(11) -0.013(9) N2 0.022(10) 0.019(9) 0.036(11) 0.002(8) 0.009(9) 0.008(8) O1 0.032(11) 0.035(11) 0.091(17) 0.027(11) 0.017(11) 0.008(8) _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 O2 O2 1.22(10) 4_655 ? C1 C2 1.38(4) . ? C1 C6 1.41(4) . ? C2 C3 1.37(5) . ? C3 C4 1.39(5) . ? C4 C5 1.38(5) . ? C5 C6 1.36(4) . ? C6 C7 1.49(4) . ? C7 C8 1.36(4) . ? C7 C10 1.43(4) . ? C8 N1 1.38(4) . ? C9 C10 1.37(4) . ? C9 N1 1.38(3) . ? C9 C11 1.44(4) . ? C10 N2 1.43(3) . ? C11 C16 1.38(4) . ? C11 C12 1.43(4) . ? C12 C13 1.37(4) . ? C13 C14 1.34(5) . ? C14 C15 1.46(5) . ? C15 C16 1.39(5) . ? C17 O1 1.25(3) . ? C17 N2 1.30(3) . ? C17 C18 1.52(3) . ? C18 C21 1.37(3) . ? C18 C19 1.40(3) . ? C19 C20 1.41(3) . ? C20 C19 1.41(3) 4_655 ? C21 C18 1.37(3) 4_655 ? 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 C6 121(3) . . ? C1 C2 C3 119(3) . . ? C2 C3 C4 120(3) . . ? C5 C4 C3 120(3) . . ? C6 C5 C4 121(3) . . ? C5 C6 C1 118(3) . . ? C5 C6 C7 122(3) . . ? C1 C6 C7 120(3) . . ? C8 C7 C10 106(2) . . ? C8 C7 C6 125(2) . . ? C10 C7 C6 129(2) . . ? C7 C8 N1 109(2) . . ? C10 C9 N1 107(2) . . ? C10 C9 C11 130(2) . . ? N1 C9 C11 123(2) . . ? C9 C10 C7 109(2) . . ? C9 C10 N2 125(2) . . ? C7 C10 N2 126(2) . . ? C16 C11 C12 119(3) . . ? C16 C11 C9 121(2) . . ? C12 C11 C9 120(2) . . ? C13 C12 C11 119(3) . . ? C14 C13 C12 123(3) . . ? C13 C14 C15 119(3) . . ? C16 C15 C14 118(3) . . ? C11 C16 C15 122(3) . . ? O1 C17 N2 122(2) . . ? O1 C17 C18 118.7(19) . . ? N2 C17 C18 119.4(19) . . ? C21 C18 C19 123(2) . . ? C21 C18 C17 121(2) . . ? C19 C18 C17 116(2) . . ? C18 C19 C20 118(2) . . ? C19 C20 C19 120(3) 4_655 . ? C18 C21 C18 118(3) . 4_655 ? C9 N1 C8 109(2) . . ? C17 N2 C10 123.0(19) . . ? 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 O3 H104 O2 0.840(5) 2.25(12) 3.05(9) 161(22) 8 N1 H1A O1 0.86 2.13 2.86(3) 141.9 8_545 N2 H2A O2 0.86 2.21 3.05(6) 168.6 . _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.551 _refine_diff_density_min -0.688 _refine_diff_density_rms 0.122 #===END data_2005sot1149 _database_code_depnum_ccdc_archive 'CCDC 619265' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H33 N5 O2' _chemical_formula_weight 639.73 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.8342(7) _cell_length_b 13.1630(7) _cell_length_c 13.4024(8) _cell_angle_alpha 96.141(3) _cell_angle_beta 113.484(2) _cell_angle_gamma 113.069(3) _cell_volume 1673.86(17) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 7372 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Prism _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.269 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 672 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9821 _exptl_absorpt_correction_T_max 0.9976 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; SADABS was used to perform the Absorption correction Parameter refinement on 12872 reflections reduced R(int) from 0.1110 to 0.0599 Ratio of minimum to maximum apparent transmission: 0.778673 The given Tmin and Tmax were generated using the SHELX SIZE command ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27624 _diffrn_reflns_av_R_equivalents 0.1006 _diffrn_reflns_av_sigmaI/netI 0.1352 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 27.48 _reflns_number_total 7651 _reflns_number_gt 4031 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^)+(0.0870P)^2^+1.1528P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7651 _refine_ls_number_parameters 443 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1713 _refine_ls_R_factor_gt 0.0846 _refine_ls_wR_factor_ref 0.2223 _refine_ls_wR_factor_gt 0.1865 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.011 _refine_ls_shift/su_mean 0.000 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 0.9174(4) 0.4210(3) 0.6937(3) 0.0348(9) Uani 1 1 d . . . H1 H 0.8748 0.4697 0.6860 0.042 Uiso 1 1 calc R . . C2 C 0.9736(4) 0.4076(4) 0.6232(3) 0.0435(10) Uani 1 1 d . . . H2 H 0.9693 0.4473 0.5676 0.052 Uiso 1 1 calc R . . C3 C 1.0361(4) 0.3367(4) 0.6333(3) 0.0417(10) Uani 1 1 d . . . H3 H 1.0747 0.3276 0.5850 0.050 Uiso 1 1 calc R . . C4 C 1.0416(4) 0.2795(3) 0.7143(3) 0.0360(9) Uani 1 1 d . . . H4 H 1.0838 0.2304 0.7212 0.043 Uiso 1 1 calc R . . C5 C 0.9868(4) 0.2926(3) 0.7849(3) 0.0283(8) Uani 1 1 d . . . H5 H 0.9924 0.2532 0.8406 0.034 Uiso 1 1 calc R . . C6 C 0.9228(3) 0.3633(3) 0.7759(3) 0.0269(8) Uani 1 1 d . . . C7 C 0.8638(3) 0.3784(3) 0.8506(3) 0.0243(8) Uani 1 1 d . . . C8 C 0.8012(3) 0.3038(3) 0.8991(3) 0.0218(7) Uani 1 1 d . . . C9 C 0.7570(3) 0.3588(3) 0.9618(3) 0.0260(8) Uani 1 1 d . . . C10 C 0.7967(3) 0.4668(3) 0.9497(3) 0.0246(8) Uani 1 1 d . . . H10 H 0.7827 0.5251 0.9831 0.030 Uiso 1 1 calc R . . C11 C 0.6898(3) 0.3117(3) 1.0300(3) 0.0254(8) Uani 1 1 d . . . C12 C 0.7242(4) 0.3838(3) 1.1320(3) 0.0334(9) Uani 1 1 d . . . H12 H 0.7891 0.4640 1.1563 0.040 Uiso 1 1 calc R . . C13 C 0.6655(4) 0.3407(4) 1.1990(3) 0.0393(10) Uani 1 1 d . . . H13 H 0.6913 0.3917 1.2691 0.047 Uiso 1 1 calc R . . C14 C 0.5706(4) 0.2254(4) 1.1661(4) 0.0379(10) Uani 1 1 d . . . H14 H 0.5311 0.1965 1.2129 0.045 Uiso 1 1 calc R . . C15 C 0.5334(4) 0.1521(3) 1.0638(4) 0.0371(9) Uani 1 1 d . . . H15 H 0.4673 0.0722 1.0393 0.045 Uiso 1 1 calc R . . C16 C 0.5932(4) 0.1957(3) 0.9968(3) 0.0307(8) Uani 1 1 d . . . H16 H 0.5671 0.1447 0.9265 0.037 Uiso 1 1 calc R . . C17 C 0.8774(3) 0.1751(3) 0.9841(3) 0.0211(7) Uani 1 1 d . . . C18 C 0.8462(3) 0.0521(3) 0.9775(3) 0.0229(7) Uani 1 1 d . . . C19 C 0.8860(4) 0.0260(3) 1.0801(3) 0.0252(8) Uani 1 1 d . . . H19 H 0.9312 0.0851 1.1508 0.030 Uiso 1 1 calc R . . C20 C 0.8591(4) -0.0867(3) 1.0780(3) 0.0283(8) Uani 1 1 d . . . H20 H 0.8827 -0.1054 1.1475 0.034 Uiso 1 1 calc R . . C21 C 0.7987(4) -0.1719(3) 0.9764(3) 0.0264(8) Uani 1 1 d . . . H21 H 0.7830 -0.2485 0.9763 0.032 Uiso 1 1 calc R . . C22 C 0.7604(3) -0.1459(3) 0.8734(3) 0.0221(7) Uani 1 1 d . . . C23 C 0.7824(3) -0.0341(3) 0.8752(3) 0.0214(7) Uani 1 1 d . . . H23 H 0.7532 -0.0165 0.8053 0.026 Uiso 1 1 calc R . . C24 C 0.6968(3) -0.2355(3) 0.7621(3) 0.0224(7) Uani 1 1 d . . . C25 C 0.4912(4) -0.5256(3) 0.7480(3) 0.0305(8) Uani 1 1 d . . . H25 H 0.5094 -0.4474 0.7563 0.037 Uiso 1 1 calc R . . C26 C 0.4235(4) -0.5891(3) 0.8019(3) 0.0393(10) Uani 1 1 d . . . H26 H 0.3963 -0.5536 0.8470 0.047 Uiso 1 1 calc R . . C27 C 0.3956(4) -0.7019(4) 0.7911(4) 0.0463(11) Uani 1 1 d . . . H27 H 0.3498 -0.7445 0.8287 0.056 Uiso 1 1 calc R . . C28 C 0.4348(4) -0.7533(3) 0.7246(4) 0.0399(10) Uani 1 1 d . . . H28 H 0.4153 -0.8319 0.7163 0.048 Uiso 1 1 calc R . . C29 C 0.5020(4) -0.6916(3) 0.6705(3) 0.0323(9) Uani 1 1 d . . . H29 H 0.5277 -0.7285 0.6248 0.039 Uiso 1 1 calc R . . C30 C 0.5328(3) -0.5765(3) 0.6814(3) 0.0268(8) Uani 1 1 d . . . C31 C 0.6125(3) -0.5092(3) 0.6300(3) 0.0244(8) Uani 1 1 d . . . C32 C 0.7118(3) -0.3937(3) 0.6678(3) 0.0218(7) Uani 1 1 d . . . C33 C 0.7754(3) -0.3753(3) 0.5962(3) 0.0231(7) Uani 1 1 d . . . C34 C 0.7076(4) -0.4808(3) 0.5137(3) 0.0252(8) Uani 1 1 d . . . H34 H 0.7253 -0.4958 0.4520 0.030 Uiso 1 1 calc R . . C35 C 0.8904(4) -0.2653(3) 0.6120(3) 0.0263(8) Uani 1 1 d . . . C36 C 0.8670(4) -0.1738(3) 0.5871(3) 0.0337(9) Uani 1 1 d . . . H36 H 0.7751 -0.1826 0.5590 0.040 Uiso 1 1 calc R . . C37 C 0.9752(5) -0.0695(3) 0.6025(3) 0.0439(10) Uani 1 1 d . . . H37 H 0.9573 -0.0077 0.5841 0.053 Uiso 1 1 calc R . . C38 C 1.1104(5) -0.0555(4) 0.6450(3) 0.0464(11) Uani 1 1 d . . . H38 H 1.1852 0.0156 0.6554 0.056 Uiso 1 1 calc R . . C39 C 1.1347(4) -0.1453(4) 0.6716(3) 0.0422(10) Uani 1 1 d . . . H39 H 1.2270 -0.1357 0.7015 0.051 Uiso 1 1 calc R . . C40 C 1.0266(4) -0.2495(3) 0.6556(3) 0.0354(9) Uani 1 1 d . . . H40 H 1.0452 -0.3108 0.6744 0.043 Uiso 1 1 calc R . . N1 N 0.8594(3) 0.4789(2) 0.8828(2) 0.0268(7) Uani 1 1 d . . . H1A H 0.8921 0.5414 0.8631 0.032 Uiso 1 1 calc R . . N2 N 0.7891(3) 0.1907(2) 0.8944(2) 0.0216(6) Uani 1 1 d . . . H2A H 0.7234 0.1312 0.8326 0.026 Uiso 1 1 calc R . . N3 N 0.7536(3) -0.3067(2) 0.7656(2) 0.0215(6) Uani 1 1 d . . . H3A H 0.8199 -0.2987 0.8319 0.026 Uiso 1 1 calc R . . N4 N 0.6108(3) -0.5608(2) 0.5340(2) 0.0278(7) Uani 1 1 d . . . H4A H 0.5556 -0.6343 0.4922 0.033 Uiso 1 1 calc R . . O1 O 0.9790(2) 0.25725(19) 1.0679(2) 0.0277(6) Uani 1 1 d . . . O2 O 0.5982(2) -0.24331(19) 0.67499(19) 0.0276(6) Uani 1 1 d . . . N5 N 0.5298(5) 0.0234(4) 0.6763(4) 0.0857(15) Uani 1 1 d . . . C42 C 0.4504(6) -0.0572(5) 0.6052(5) 0.0646(14) Uani 1 1 d . . . C41 C 0.3459(6) -0.1676(5) 0.5131(5) 0.0857(18) Uani 1 1 d . . . H41A H 0.3850 -0.1843 0.4652 0.129 Uiso 1 1 calc R . . H41B H 0.2619 -0.1619 0.4662 0.129 Uiso 1 1 calc R . . H41C H 0.3211 -0.2303 0.5464 0.129 Uiso 1 1 calc R . . 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 0.033(2) 0.046(2) 0.033(2) 0.0195(19) 0.0190(19) 0.0210(19) C2 0.041(2) 0.062(3) 0.030(2) 0.023(2) 0.019(2) 0.023(2) C3 0.035(2) 0.056(3) 0.030(2) 0.005(2) 0.021(2) 0.014(2) C4 0.031(2) 0.038(2) 0.037(2) 0.0075(18) 0.0171(19) 0.0150(18) C5 0.026(2) 0.033(2) 0.028(2) 0.0100(16) 0.0156(17) 0.0127(17) C6 0.0205(18) 0.0299(19) 0.026(2) 0.0091(16) 0.0097(16) 0.0096(16) C7 0.0203(18) 0.0253(18) 0.0243(19) 0.0080(15) 0.0087(16) 0.0104(15) C8 0.0199(18) 0.0195(17) 0.0246(19) 0.0086(15) 0.0097(15) 0.0087(15) C9 0.0205(18) 0.0280(19) 0.029(2) 0.0102(16) 0.0118(16) 0.0110(16) C10 0.0237(19) 0.0266(19) 0.029(2) 0.0096(16) 0.0139(17) 0.0155(16) C11 0.0225(19) 0.0291(19) 0.030(2) 0.0118(16) 0.0135(17) 0.0157(16) C12 0.031(2) 0.034(2) 0.037(2) 0.0074(18) 0.0201(19) 0.0145(18) C13 0.039(2) 0.052(3) 0.034(2) 0.009(2) 0.023(2) 0.024(2) C14 0.036(2) 0.050(3) 0.047(3) 0.025(2) 0.030(2) 0.025(2) C15 0.034(2) 0.034(2) 0.049(3) 0.015(2) 0.026(2) 0.0133(19) C16 0.028(2) 0.029(2) 0.039(2) 0.0111(17) 0.0200(18) 0.0129(17) C17 0.0207(18) 0.0216(18) 0.0208(18) 0.0053(15) 0.0109(16) 0.0092(15) C18 0.0178(17) 0.0234(18) 0.0269(19) 0.0074(15) 0.0123(15) 0.0077(15) C19 0.0265(19) 0.0235(18) 0.0229(19) 0.0027(15) 0.0121(16) 0.0103(16) C20 0.034(2) 0.030(2) 0.0225(19) 0.0096(16) 0.0161(17) 0.0146(17) C21 0.028(2) 0.0194(17) 0.030(2) 0.0062(15) 0.0129(17) 0.0100(16) C22 0.0199(18) 0.0213(17) 0.0245(19) 0.0051(15) 0.0122(15) 0.0083(15) C23 0.0211(18) 0.0212(17) 0.0212(18) 0.0070(15) 0.0098(15) 0.0097(15) C24 0.0219(18) 0.0216(18) 0.0235(19) 0.0092(15) 0.0126(16) 0.0081(15) C25 0.0222(19) 0.034(2) 0.034(2) 0.0144(17) 0.0121(17) 0.0128(17) C26 0.029(2) 0.049(3) 0.047(3) 0.023(2) 0.021(2) 0.020(2) C27 0.030(2) 0.047(3) 0.066(3) 0.035(2) 0.025(2) 0.016(2) C28 0.026(2) 0.028(2) 0.056(3) 0.018(2) 0.013(2) 0.0093(17) C29 0.0221(19) 0.0244(19) 0.040(2) 0.0078(17) 0.0092(18) 0.0081(16) C30 0.0178(17) 0.0227(18) 0.029(2) 0.0078(15) 0.0058(16) 0.0059(15) C31 0.0201(18) 0.0244(18) 0.0276(19) 0.0060(15) 0.0074(16) 0.0142(15) C32 0.0190(17) 0.0206(17) 0.0194(18) 0.0026(14) 0.0047(15) 0.0092(15) C33 0.0222(18) 0.0263(19) 0.0214(18) 0.0070(15) 0.0088(15) 0.0139(16) C34 0.029(2) 0.0271(19) 0.0213(18) 0.0072(15) 0.0113(16) 0.0156(16) C35 0.028(2) 0.0292(19) 0.0182(18) 0.0049(15) 0.0122(16) 0.0099(16) C36 0.031(2) 0.030(2) 0.032(2) 0.0124(17) 0.0129(18) 0.0099(18) C37 0.051(3) 0.037(2) 0.036(2) 0.0151(19) 0.021(2) 0.013(2) C38 0.042(3) 0.040(2) 0.034(2) 0.008(2) 0.021(2) -0.003(2) C39 0.028(2) 0.054(3) 0.037(2) 0.007(2) 0.020(2) 0.010(2) C40 0.032(2) 0.041(2) 0.030(2) 0.0056(18) 0.0165(19) 0.0146(19) N1 0.0277(16) 0.0255(16) 0.0325(17) 0.0134(13) 0.0160(15) 0.0147(14) N2 0.0192(15) 0.0207(14) 0.0192(15) 0.0031(12) 0.0064(13) 0.0082(12) N3 0.0232(15) 0.0202(14) 0.0188(15) 0.0046(12) 0.0084(13) 0.0106(13) N4 0.0274(17) 0.0183(15) 0.0263(16) 0.0006(13) 0.0069(14) 0.0084(13) O1 0.0254(14) 0.0208(13) 0.0263(14) 0.0025(11) 0.0062(12) 0.0091(11) O2 0.0278(14) 0.0268(13) 0.0243(13) 0.0048(11) 0.0088(12) 0.0141(11) N5 0.056(3) 0.071(3) 0.056(3) -0.010(2) -0.012(2) 0.010(3) C42 0.052(3) 0.056(3) 0.061(3) 0.004(3) 0.017(3) 0.017(3) C41 0.071(4) 0.061(4) 0.077(4) -0.010(3) 0.015(3) 0.018(3) _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 1.387(5) . ? C1 C6 1.399(5) . ? C2 C3 1.387(6) . ? C3 C4 1.381(5) . ? C4 C5 1.375(5) . ? C5 C6 1.399(5) . ? C6 C7 1.467(5) . ? C7 C8 1.374(4) . ? C7 N1 1.374(4) . ? C8 C9 1.421(5) . ? C8 N2 1.430(4) . ? C9 C10 1.362(4) . ? C9 C11 1.473(5) . ? C10 N1 1.360(4) . ? C11 C12 1.382(5) . ? C11 C16 1.385(5) . ? C12 C13 1.381(5) . ? C13 C14 1.374(5) . ? C14 C15 1.381(5) . ? C15 C16 1.391(5) . ? C17 O1 1.233(4) . ? C17 N2 1.342(4) . ? C17 C18 1.496(4) . ? C18 C23 1.380(4) . ? C18 C19 1.393(4) . ? C19 C20 1.385(5) . ? C20 C21 1.375(5) . ? C21 C22 1.398(5) . ? C22 C23 1.386(4) . ? C22 C24 1.488(5) . ? C24 O2 1.237(4) . ? C24 N3 1.346(4) . ? C25 C26 1.388(5) . ? C25 C30 1.404(5) . ? C26 C27 1.365(5) . ? C27 C28 1.384(6) . ? C28 C29 1.378(5) . ? C29 C30 1.388(5) . ? C30 C31 1.464(5) . ? C31 N4 1.378(4) . ? C31 C32 1.382(5) . ? C32 N3 1.411(4) . ? C32 C33 1.424(5) . ? C33 C34 1.374(5) . ? C33 C35 1.467(5) . ? C34 N4 1.364(4) . ? C35 C36 1.384(5) . ? C35 C40 1.394(5) . ? C36 C37 1.385(5) . ? C37 C38 1.392(6) . ? C38 C39 1.373(6) . ? C39 C40 1.380(5) . ? N5 C42 1.098(6) . ? C42 C41 1.468(7) . ? 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 C6 120.6(3) . . ? C1 C2 C3 120.4(3) . . ? C4 C3 C2 119.3(4) . . ? C5 C4 C3 120.8(3) . . ? C4 C5 C6 120.9(3) . . ? C1 C6 C5 118.1(3) . . ? C1 C6 C7 120.2(3) . . ? C5 C6 C7 121.7(3) . . ? C8 C7 N1 106.1(3) . . ? C8 C7 C6 131.3(3) . . ? N1 C7 C6 122.6(3) . . ? C7 C8 C9 109.5(3) . . ? C7 C8 N2 126.1(3) . . ? C9 C8 N2 124.3(3) . . ? C10 C9 C8 105.0(3) . . ? C10 C9 C11 127.4(3) . . ? C8 C9 C11 127.6(3) . . ? N1 C10 C9 110.0(3) . . ? C12 C11 C16 117.8(3) . . ? C12 C11 C9 119.9(3) . . ? C16 C11 C9 122.3(3) . . ? C13 C12 C11 120.8(4) . . ? C14 C13 C12 121.2(4) . . ? C13 C14 C15 118.9(3) . . ? C14 C15 C16 119.7(4) . . ? C11 C16 C15 121.5(4) . . ? O1 C17 N2 122.1(3) . . ? O1 C17 C18 121.5(3) . . ? N2 C17 C18 116.4(3) . . ? C23 C18 C19 119.8(3) . . ? C23 C18 C17 122.7(3) . . ? C19 C18 C17 117.5(3) . . ? C20 C19 C18 119.4(3) . . ? C21 C20 C19 120.8(3) . . ? C20 C21 C22 120.0(3) . . ? C23 C22 C21 119.1(3) . . ? C23 C22 C24 119.5(3) . . ? C21 C22 C24 121.4(3) . . ? C18 C23 C22 120.8(3) . . ? O2 C24 N3 123.8(3) . . ? O2 C24 C22 121.6(3) . . ? N3 C24 C22 114.6(3) . . ? C26 C25 C30 120.3(3) . . ? C27 C26 C25 121.0(4) . . ? C26 C27 C28 119.2(4) . . ? C29 C28 C27 120.6(4) . . ? C28 C29 C30 121.2(4) . . ? C29 C30 C25 117.7(3) . . ? C29 C30 C31 120.9(3) . . ? C25 C30 C31 121.3(3) . . ? N4 C31 C32 106.2(3) . . ? N4 C31 C30 122.1(3) . . ? C32 C31 C30 131.2(3) . . ? C31 C32 N3 127.1(3) . . ? C31 C32 C33 109.2(3) . . ? N3 C32 C33 123.6(3) . . ? C34 C33 C32 105.3(3) . . ? C34 C33 C35 129.1(3) . . ? C32 C33 C35 125.6(3) . . ? N4 C34 C33 109.5(3) . . ? C36 C35 C40 118.4(3) . . ? C36 C35 C33 120.8(3) . . ? C40 C35 C33 120.8(3) . . ? C35 C36 C37 121.1(4) . . ? C36 C37 C38 119.7(4) . . ? C39 C38 C37 119.4(4) . . ? C38 C39 C40 120.8(4) . . ? C39 C40 C35 120.5(4) . . ? C10 N1 C7 109.4(3) . . ? C17 N2 C8 120.2(3) . . ? C24 N3 C32 123.0(3) . . ? C34 N4 C31 109.7(3) . . ? N5 C42 C41 177.8(6) . . ? 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 H1A O1 0.88 2.32 3.074(4) 143.6 2_767 N2 H2A N5 0.88 2.15 2.998(5) 160.3 . N3 H3A O1 0.88 2.01 2.804(4) 149.3 2_757 N4 H4A O2 0.88 2.15 2.924(4) 147.0 2_646 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.063 _refine_diff_density_min -0.366 _refine_diff_density_rms 0.069 #===END data_2005sot1532 _database_code_depnum_ccdc_archive 'CCDC 619266' _chemical_compound_source 'Simon Brooks' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C43 H36 N4 O3' _chemical_formula_weight 656.76 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.2420(3) _cell_length_b 14.7567(7) _cell_length_c 22.8507(10) _cell_angle_alpha 90.00 _cell_angle_beta 92.363(3) _cell_angle_gamma 90.00 _cell_volume 3450.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 8026 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.264 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1384 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9741 _exptl_absorpt_correction_T_max 0.9841 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; SADABS was used to perform the Absorption correction Parameter refinement on 18143 reflections reduced R(int) from 0.0676 to 0.0493 Ratio of minimum to maximum apparent transmission: 0.781806 The given Tmin and Tmax were generated using the SHELX SIZE command ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 42993 _diffrn_reflns_av_R_equivalents 0.1060 _diffrn_reflns_av_sigmaI/netI 0.1143 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 27.48 _reflns_number_total 7892 _reflns_number_gt 4060 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^)+(0.0665P)^2^+0.5193P] 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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0080(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7892 _refine_ls_number_parameters 454 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1540 _refine_ls_R_factor_gt 0.0626 _refine_ls_wR_factor_ref 0.1554 _refine_ls_wR_factor_gt 0.1263 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 N1 N 0.03767(18) -0.49383(14) 0.57299(8) 0.0304(5) Uani 1 1 d . . . H1 H 0.0208 -0.5495 0.5843 0.037 Uiso 1 1 calc R . . N2 N -0.03866(16) -0.26663(13) 0.52623(8) 0.0258(5) Uani 1 1 d . . . H2 H -0.0566 -0.2281 0.5542 0.031 Uiso 1 1 calc R . . N3 N 0.02377(17) 0.01571(13) 0.31864(8) 0.0278(5) Uani 1 1 d . . . H3 H 0.0073 -0.0426 0.3148 0.033 Uiso 1 1 calc R . . N4 N 0.0961(2) 0.14327(14) 0.18961(9) 0.0355(5) Uani 1 1 d . . . H4 H 0.0779 0.1781 0.1591 0.043 Uiso 1 1 calc R . . O1 O -0.04774(16) -0.29416(11) 0.42821(7) 0.0358(4) Uani 1 1 d . . . O2 O 0.02520(15) 0.13615(11) 0.38017(7) 0.0318(4) Uani 1 1 d . . . C1 C -0.2332(2) -0.50775(17) 0.60626(11) 0.0346(6) Uani 1 1 d . . . H1A H -0.1690 -0.5406 0.6286 0.042 Uiso 1 1 calc R . . C2 C -0.3637(2) -0.52157(19) 0.61609(12) 0.0433(7) Uani 1 1 d . . . H2A H -0.3888 -0.5639 0.6449 0.052 Uiso 1 1 calc R . . C3 C -0.4568(2) -0.4742(2) 0.58423(13) 0.0450(7) Uani 1 1 d . . . H3A H -0.5467 -0.4833 0.5911 0.054 Uiso 1 1 calc R . . C4 C -0.4206(2) -0.41296(18) 0.54196(12) 0.0386(7) Uani 1 1 d . . . H4A H -0.4856 -0.3802 0.5199 0.046 Uiso 1 1 calc R . . C5 C -0.2906(2) -0.39952(17) 0.53188(11) 0.0325(6) Uani 1 1 d . . . H5 H -0.2662 -0.3578 0.5026 0.039 Uiso 1 1 calc R . . C6 C -0.1942(2) -0.44673(16) 0.56426(10) 0.0269(6) Uani 1 1 d . . . C7 C -0.0551(2) -0.43028(16) 0.55683(10) 0.0258(6) Uani 1 1 d . . . C8 C 0.0136(2) -0.35288(16) 0.54202(10) 0.0246(5) Uani 1 1 d . . . C9 C 0.1491(2) -0.37016(17) 0.55027(10) 0.0276(6) Uani 1 1 d . . . C10 C 0.1598(2) -0.45782(17) 0.56899(10) 0.0280(6) Uani 1 1 d . . . H10 H 0.2395 -0.4888 0.5778 0.034 Uiso 1 1 calc R . . C11 C 0.2556(2) -0.30446(16) 0.54157(11) 0.0296(6) Uani 1 1 d . . . C12 C 0.3319(2) -0.27222(17) 0.58877(12) 0.0364(6) Uani 1 1 d . . . H12 H 0.3158 -0.2929 0.6272 0.044 Uiso 1 1 calc R . . C13 C 0.4316(2) -0.21004(18) 0.58049(13) 0.0421(7) Uani 1 1 d . . . H13 H 0.4834 -0.1887 0.6131 0.050 Uiso 1 1 calc R . . C14 C 0.4549(2) -0.17946(18) 0.52468(13) 0.0418(7) Uani 1 1 d . . . H14 H 0.5231 -0.1372 0.5188 0.050 Uiso 1 1 calc R . . C15 C 0.3789(2) -0.21045(18) 0.47750(13) 0.0403(7) Uani 1 1 d . . . H15 H 0.3948 -0.1894 0.4391 0.048 Uiso 1 1 calc R . . C16 C 0.2799(2) -0.27201(17) 0.48606(12) 0.0352(6) Uani 1 1 d . . . H16 H 0.2275 -0.2925 0.4534 0.042 Uiso 1 1 calc R . . C17 C -0.0616(2) -0.24182(17) 0.47019(11) 0.0266(6) Uani 1 1 d . . . C18 C -0.1018(2) -0.14501(16) 0.46171(10) 0.0241(5) Uani 1 1 d . . . C19 C -0.1897(2) -0.10358(17) 0.49780(10) 0.0296(6) Uani 1 1 d . . . H19 H -0.2298 -0.1378 0.5274 0.035 Uiso 1 1 calc R . . C20 C -0.2193(2) -0.01257(17) 0.49089(11) 0.0320(6) Uani 1 1 d . . . H20 H -0.2821 0.0147 0.5148 0.038 Uiso 1 1 calc R . . C21 C -0.1584(2) 0.03904(17) 0.44953(10) 0.0285(6) Uani 1 1 d . . . H21 H -0.1764 0.1020 0.4463 0.034 Uiso 1 1 calc R . . C22 C -0.0706(2) -0.00164(16) 0.41264(10) 0.0243(5) Uani 1 1 d . . . C23 C -0.0445(2) -0.09399(16) 0.41834(10) 0.0258(5) Uani 1 1 d . . . H23 H 0.0129 -0.1224 0.3924 0.031 Uiso 1 1 calc R . . C24 C -0.0032(2) 0.05659(17) 0.36947(10) 0.0250(5) Uani 1 1 d . . . C25 C 0.4170(2) -0.03084(17) 0.25185(12) 0.0376(7) Uani 1 1 d . . . H25 H 0.4040 -0.0367 0.2106 0.045 Uiso 1 1 calc R . . C26 C 0.5289(3) -0.06567(18) 0.27882(14) 0.0461(8) Uani 1 1 d . . . H26 H 0.5929 -0.0937 0.2559 0.055 Uiso 1 1 calc R . . C27 C 0.5490(2) -0.06016(18) 0.33889(14) 0.0441(7) Uani 1 1 d . . . H27 H 0.6261 -0.0843 0.3574 0.053 Uiso 1 1 calc R . . C28 C 0.4552(2) -0.01887(18) 0.37164(12) 0.0386(7) Uani 1 1 d . . . H28 H 0.4672 -0.0153 0.4130 0.046 Uiso 1 1 calc R . . C29 C 0.3435(2) 0.01728(17) 0.34427(11) 0.0329(6) Uani 1 1 d . . . H29 H 0.2802 0.0457 0.3674 0.040 Uiso 1 1 calc R . . C30 C 0.3221(2) 0.01292(16) 0.28399(11) 0.0303(6) Uani 1 1 d . . . C31 C 0.2096(2) 0.05718(16) 0.25390(11) 0.0298(6) Uani 1 1 d . . . C32 C 0.0780(2) 0.06290(16) 0.27060(10) 0.0282(6) Uani 1 1 d . . . C33 C 0.0078(2) 0.11710(16) 0.23049(10) 0.0292(6) Uani 1 1 d . . . C34 C 0.2155(2) 0.10696(17) 0.20382(10) 0.0317(6) Uani 1 1 d . . . H34 H 0.2917 0.1151 0.1820 0.038 Uiso 1 1 calc R . . C35 C -0.1283(2) 0.14975(17) 0.22799(10) 0.0306(6) Uani 1 1 d . . . C36 C -0.2240(2) 0.11255(18) 0.26226(11) 0.0350(6) Uani 1 1 d . . . H36 H -0.2032 0.0618 0.2865 0.042 Uiso 1 1 calc R . . C37 C -0.3493(2) 0.14838(18) 0.26164(12) 0.0397(7) Uani 1 1 d . . . H37 H -0.4129 0.1223 0.2856 0.048 Uiso 1 1 calc R . . C38 C -0.3823(3) 0.22140(18) 0.22662(12) 0.0418(7) Uani 1 1 d . . . H38 H -0.4680 0.2459 0.2264 0.050 Uiso 1 1 calc R . . C39 C -0.2893(3) 0.25869(19) 0.19170(12) 0.0430(7) Uani 1 1 d . . . H39 H -0.3113 0.3089 0.1673 0.052 Uiso 1 1 calc R . . C40 C -0.1644(2) 0.22325(17) 0.19214(11) 0.0371(6) Uani 1 1 d . . . H40 H -0.1017 0.2493 0.1676 0.045 Uiso 1 1 calc R . . O3 O 0.13002(16) 0.36460(12) 0.22463(8) 0.0410(5) Uani 1 1 d . . . C41 C 0.2183(2) 0.28734(18) 0.30794(11) 0.0383(7) Uani 1 1 d . . . H41A H 0.2886 0.2712 0.2820 0.057 Uiso 1 1 calc R . . H41B H 0.1830 0.2322 0.3252 0.057 Uiso 1 1 calc R . . H41C H 0.2529 0.3272 0.3392 0.057 Uiso 1 1 calc R . . C42 C 0.1123(2) 0.33529(17) 0.27353(11) 0.0326(6) Uani 1 1 d . . . C43 C -0.0154(2) 0.34747(19) 0.30215(11) 0.0382(7) Uani 1 1 d . . . H43A H -0.0063 0.3945 0.3323 0.057 Uiso 1 1 calc R . . H43B H -0.0409 0.2902 0.3202 0.057 Uiso 1 1 calc R . . H43C H -0.0825 0.3656 0.2727 0.057 Uiso 1 1 calc R . . 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 N1 0.0356(12) 0.0238(12) 0.0320(12) 0.0055(10) 0.0020(9) 0.0003(9) N2 0.0314(10) 0.0236(12) 0.0225(12) 0.0001(9) 0.0036(8) 0.0029(9) N3 0.0376(11) 0.0199(12) 0.0262(12) 0.0000(9) 0.0054(9) -0.0005(9) N4 0.0501(13) 0.0331(14) 0.0237(12) 0.0044(10) 0.0048(9) -0.0063(10) O1 0.0553(11) 0.0274(11) 0.0244(10) -0.0026(8) -0.0027(8) 0.0010(8) O2 0.0455(10) 0.0220(11) 0.0282(10) -0.0022(8) 0.0036(7) -0.0048(8) C1 0.0378(15) 0.0310(16) 0.0351(16) 0.0049(13) 0.0019(11) 0.0015(11) C2 0.0377(16) 0.0441(19) 0.0488(18) 0.0110(15) 0.0092(13) -0.0046(13) C3 0.0298(15) 0.0483(19) 0.0573(19) 0.0032(16) 0.0074(13) -0.0038(13) C4 0.0325(15) 0.0363(17) 0.0467(17) -0.0003(14) -0.0018(12) 0.0055(12) C5 0.0358(15) 0.0256(15) 0.0361(15) 0.0004(12) 0.0028(11) -0.0008(11) C6 0.0288(13) 0.0258(14) 0.0261(14) -0.0019(11) 0.0028(10) -0.0006(10) C7 0.0314(13) 0.0226(14) 0.0230(13) 0.0012(11) -0.0022(10) 0.0027(10) C8 0.0300(13) 0.0230(14) 0.0206(13) -0.0009(11) 0.0000(9) 0.0024(10) C9 0.0301(13) 0.0275(15) 0.0256(14) -0.0016(11) 0.0041(10) 0.0000(10) C10 0.0241(13) 0.0307(15) 0.0290(14) -0.0009(12) 0.0007(10) 0.0049(11) C11 0.0286(13) 0.0256(15) 0.0348(15) -0.0019(12) 0.0037(11) 0.0026(10) C12 0.0378(14) 0.0327(16) 0.0388(17) -0.0026(13) 0.0036(12) 0.0004(12) C13 0.0349(15) 0.0362(17) 0.0548(19) -0.0094(15) -0.0021(12) -0.0019(12) C14 0.0337(15) 0.0289(16) 0.063(2) 0.0002(15) 0.0077(13) -0.0027(12) C15 0.0382(15) 0.0367(17) 0.0465(18) 0.0059(14) 0.0071(13) -0.0022(12) C16 0.0337(14) 0.0301(16) 0.0418(17) 0.0024(13) 0.0007(11) -0.0008(11) C17 0.0264(12) 0.0290(15) 0.0244(15) 0.0020(12) 0.0016(10) -0.0031(10) C18 0.0246(12) 0.0234(14) 0.0240(13) -0.0004(11) -0.0011(10) -0.0009(10) C19 0.0277(13) 0.0298(16) 0.0313(14) 0.0093(12) 0.0029(10) -0.0030(11) C20 0.0300(13) 0.0318(16) 0.0346(15) 0.0042(12) 0.0072(11) 0.0067(11) C21 0.0308(13) 0.0235(14) 0.0310(14) 0.0004(11) 0.0001(10) 0.0025(10) C22 0.0282(13) 0.0224(14) 0.0220(13) 0.0018(11) -0.0022(10) 0.0006(10) C23 0.0281(12) 0.0286(15) 0.0207(13) -0.0030(11) -0.0010(9) -0.0007(10) C24 0.0271(13) 0.0242(15) 0.0236(14) 0.0017(11) 0.0006(10) 0.0030(10) C25 0.0440(16) 0.0300(16) 0.0397(17) -0.0027(13) 0.0116(12) -0.0083(12) C26 0.0397(17) 0.0303(17) 0.070(2) -0.0020(15) 0.0204(15) 0.0000(12) C27 0.0332(15) 0.0348(18) 0.065(2) 0.0063(15) 0.0049(14) -0.0006(12) C28 0.0388(16) 0.0351(17) 0.0420(17) 0.0042(13) 0.0014(12) -0.0058(12) C29 0.0314(14) 0.0292(16) 0.0387(17) -0.0023(12) 0.0067(11) -0.0018(11) C30 0.0346(14) 0.0237(15) 0.0331(16) -0.0006(12) 0.0078(11) -0.0071(11) C31 0.0374(14) 0.0229(14) 0.0294(15) -0.0062(12) 0.0052(11) -0.0028(11) C32 0.0403(14) 0.0237(15) 0.0211(13) -0.0012(11) 0.0062(10) -0.0049(11) C33 0.0405(14) 0.0243(15) 0.0228(14) -0.0018(11) 0.0023(11) -0.0048(11) C34 0.0371(15) 0.0293(15) 0.0294(15) -0.0036(12) 0.0090(11) -0.0038(11) C35 0.0433(15) 0.0237(15) 0.0244(14) -0.0027(11) -0.0037(11) -0.0024(11) C36 0.0421(15) 0.0297(16) 0.0326(15) 0.0036(12) -0.0046(11) -0.0037(12) C37 0.0440(16) 0.0323(17) 0.0426(17) -0.0001(14) 0.0005(12) -0.0047(12) C38 0.0465(16) 0.0310(17) 0.0474(18) -0.0049(14) -0.0039(13) 0.0022(13) C39 0.0569(18) 0.0314(17) 0.0402(17) 0.0028(14) -0.0025(13) 0.0035(14) C40 0.0495(16) 0.0309(16) 0.0308(15) 0.0011(13) 0.0002(12) -0.0017(13) O3 0.0548(11) 0.0348(12) 0.0339(11) 0.0065(9) 0.0095(8) 0.0046(9) C41 0.0453(15) 0.0339(17) 0.0354(16) 0.0027(13) -0.0004(12) -0.0037(12) C42 0.0470(15) 0.0207(15) 0.0302(16) -0.0032(12) 0.0048(12) -0.0049(11) C43 0.0457(15) 0.0366(17) 0.0322(16) -0.0013(13) 0.0020(12) -0.0011(12) _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 N1 C10 1.365(3) . ? N1 C7 1.375(3) . ? N2 C17 1.343(3) . ? N2 C8 1.421(3) . ? N3 C24 1.347(3) . ? N3 C32 1.431(3) . ? N4 C34 1.363(3) . ? N4 C33 1.381(3) . ? O1 C17 1.244(3) . ? O2 C24 1.232(3) . ? C1 C2 1.379(3) . ? C1 C6 1.387(3) . ? C2 C3 1.368(4) . ? C3 C4 1.384(4) . ? C4 C5 1.375(3) . ? C5 C6 1.395(3) . ? C6 C7 1.462(3) . ? C7 C8 1.390(3) . ? C8 C9 1.416(3) . ? C9 C10 1.365(3) . ? C9 C11 1.479(3) . ? C11 C16 1.388(3) . ? C11 C12 1.389(3) . ? C12 C13 1.391(3) . ? C13 C14 1.383(4) . ? C14 C15 1.381(4) . ? C15 C16 1.382(3) . ? C17 C18 1.497(3) . ? C18 C19 1.388(3) . ? C18 C23 1.393(3) . ? C19 C20 1.384(3) . ? C20 C21 1.382(3) . ? C21 C22 1.394(3) . ? C22 C23 1.394(3) . ? C22 C24 1.498(3) . ? C25 C26 1.378(4) . ? C25 C30 1.400(3) . ? C26 C27 1.382(4) . ? C27 C28 1.384(4) . ? C28 C29 1.387(3) . ? C29 C30 1.387(3) . ? C30 C31 1.471(3) . ? C31 C34 1.363(3) . ? C31 C32 1.418(3) . ? C32 C33 1.394(3) . ? C33 C35 1.474(3) . ? C35 C36 1.393(3) . ? C35 C40 1.400(3) . ? C36 C37 1.388(3) . ? C37 C38 1.376(4) . ? C38 C39 1.382(4) . ? C39 C40 1.382(3) . ? O3 C42 1.219(3) . ? C41 C42 1.493(3) . ? C42 C43 1.497(3) . ? 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 C10 N1 C7 110.0(2) . . ? C17 N2 C8 122.4(2) . . ? C24 N3 C32 122.9(2) . . ? C34 N4 C33 109.6(2) . . ? C2 C1 C6 121.2(2) . . ? C3 C2 C1 119.8(3) . . ? C2 C3 C4 120.3(2) . . ? C5 C4 C3 120.0(2) . . ? C4 C5 C6 120.5(2) . . ? C1 C6 C5 118.3(2) . . ? C1 C6 C7 119.9(2) . . ? C5 C6 C7 121.8(2) . . ? N1 C7 C8 105.97(19) . . ? N1 C7 C6 121.4(2) . . ? C8 C7 C6 132.0(2) . . ? C7 C8 C9 108.8(2) . . ? C7 C8 N2 127.49(19) . . ? C9 C8 N2 123.5(2) . . ? C10 C9 C8 106.1(2) . . ? C10 C9 C11 127.8(2) . . ? C8 C9 C11 126.0(2) . . ? N1 C10 C9 109.13(19) . . ? C16 C11 C12 118.4(2) . . ? C16 C11 C9 120.6(2) . . ? C12 C11 C9 121.0(2) . . ? C11 C12 C13 120.8(2) . . ? C14 C13 C12 119.8(3) . . ? C15 C14 C13 119.9(2) . . ? C14 C15 C16 120.0(3) . . ? C15 C16 C11 121.1(2) . . ? O1 C17 N2 123.0(2) . . ? O1 C17 C18 122.1(2) . . ? N2 C17 C18 114.8(2) . . ? C19 C18 C23 119.2(2) . . ? C19 C18 C17 121.7(2) . . ? C23 C18 C17 119.1(2) . . ? C20 C19 C18 120.3(2) . . ? C21 C20 C19 120.7(2) . . ? C20 C21 C22 119.8(2) . . ? C23 C22 C21 119.4(2) . . ? C23 C22 C24 122.0(2) . . ? C21 C22 C24 118.5(2) . . ? C18 C23 C22 120.7(2) . . ? O2 C24 N3 122.9(2) . . ? O2 C24 C22 121.8(2) . . ? N3 C24 C22 115.3(2) . . ? C26 C25 C30 121.3(3) . . ? C25 C26 C27 120.6(2) . . ? C26 C27 C28 119.0(3) . . ? C27 C28 C29 120.2(3) . . ? C28 C29 C30 121.6(2) . . ? C29 C30 C25 117.2(2) . . ? C29 C30 C31 122.2(2) . . ? C25 C30 C31 120.5(2) . . ? C34 C31 C32 105.7(2) . . ? C34 C31 C30 124.8(2) . . ? C32 C31 C30 129.5(2) . . ? C33 C32 C31 109.1(2) . . ? C33 C32 N3 125.3(2) . . ? C31 C32 N3 125.5(2) . . ? N4 C33 C32 105.7(2) . . ? N4 C33 C35 121.8(2) . . ? C32 C33 C35 132.4(2) . . ? N4 C34 C31 109.9(2) . . ? C36 C35 C40 117.3(2) . . ? C36 C35 C33 122.4(2) . . ? C40 C35 C33 120.2(2) . . ? C37 C36 C35 121.1(2) . . ? C38 C37 C36 120.6(2) . . ? C37 C38 C39 119.3(2) . . ? C40 C39 C38 120.3(3) . . ? C39 C40 C35 121.3(2) . . ? O3 C42 C41 121.2(2) . . ? O3 C42 C43 121.6(2) . . ? C41 C42 C43 117.1(2) . . ? 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 H1 O1 0.88 2.34 3.130(3) 149.1 3_546 N2 H2 O2 0.88 2.04 2.877(3) 158.9 3_556 N3 H3 O3 0.88 2.14 2.881(3) 142.1 2_545 N4 H4 O1 0.88 2.05 2.870(3) 155.2 2 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.642 _refine_diff_density_min -0.239 _refine_diff_density_rms 0.053 #===END