data_General _audit_creation_date 2018-12-07 _audit_creation_method 'by CrystalStructure 4.0' _audit_update_record ? #============================================================================== # PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_coeditor_code ? #============================================================================== # SUBMISSION DETAILS _publ_contact_author_name 'ENTER NAME' _publ_contact_author_email 'ENTER EMAIL ADDRESS' _publ_contact_author_fax 'ENTER FAX NUMBER' _publ_contact_author_phone 'ENTER PHONE NUMBER' _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_journal 'ENTER JOURNAL NAME HERE' _publ_requested_category 'CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? #============================================================================== # TITLE AND AUTHOR LIST _publ_section_title ; ENTER SECTION TITLE ; _publ_section_title_footnote ; ENTER FOOTNOTE TO TITLE OF PAPER ; loop_ _publ_author_name _publ_author_footnote _publ_author_address ' FIRST AUTHORS NAME ' ; FIRST AUTHORS FOOTNOTES ; ; FIRST AUTHORS ADDRESS ; _publ_section_synopsis ; ENTER SYNOPSIS ; #============================================================================== # TEXT _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; ENTER OTHER REFERENCES Rigaku (2010). CrystalStructure. Version 4.0. Rigaku Corporation, Tokyo, Japan. Altomare, A., Burla, M., Camalli, M., Cascarano, G., Giacovazzo, C., Guagliardi, A., Moliterni, A., Polidori, G., and Spagna, R. (1999). J. Appl. Cryst., 32, 115-119. SIR97 Sheldrick, G.M. (2008), Acta Cryst. A64, 112-122. ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; _publ_section_exptl_prep ; ENTER COMPOUND PREPARATION DETAILS ; _publ_section_exptl_refinement ; ENTER SPECIAL DETAILS OF THE REFINEMENT ; #============================================================================== data_Nap_pyrro_green #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C14 H11 F6 N3' _chemical_formula_moiety 'C14 H11 F6 N3' _chemical_formula_weight 335.25 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 '+X,+Y,+Z' 2 '1/2-X,1/2+Y,1/2-Z' 3 '-X,-Y,-Z' 4 '1/2+X,1/2-Y,1/2+Z' #------------------------------------------------------------------------------ _cell_length_a 5.05749(17) _cell_length_b 29.7507(10) _cell_length_c 9.2553(3) _cell_angle_alpha 90.0000 _cell_angle_beta 104.672(8) _cell_angle_gamma 90.0000 _cell_volume 1347.17(9) _cell_formula_units_Z 4 _cell_measurement_reflns_used 14051 _cell_measurement_theta_min 2.97 _cell_measurement_theta_max 68.28 _cell_measurement_temperature 93 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.100 _exptl_crystal_density_diffrn 1.653 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 680.00 _exptl_absorpt_coefficient_mu 1.418 _exptl_absorpt_correction_type none #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 93 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 14439 _diffrn_reflns_av_R_equivalents 0.1811 _diffrn_reflns_theta_max 68.25 _diffrn_reflns_theta_full 68.25 _diffrn_measured_fraction_theta_max 0.983 _diffrn_measured_fraction_theta_full 0.983 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2417 _reflns_number_gt 1537 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0671 _refine_ls_wR_factor_ref 0.1709 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment refxyz _refine_ls_number_reflns 2417 _refine_ls_number_parameters 252 _refine_ls_goodness_of_fit_ref 0.959 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0670P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 0.240 _refine_diff_density_min -0.280 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'H' 'H' 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; 'N' 'N' 0.0311 0.0180 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'F' 'F' 0.0727 0.0534 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 F1 F 0.1338(4) 0.14339(5) 0.82859(19) 0.0784(6) Uani 1.0 4 d . . . F2 F 0.2753(4) 0.24282(5) 0.29429(18) 0.0753(6) Uani 1.0 4 d . . . F3 F 0.2579(4) 0.07686(5) 0.78584(19) 0.0795(6) Uani 1.0 4 d . . . F4 F 0.2401(4) 0.26457(5) 0.50858(18) 0.0794(6) Uani 1.0 4 d . . . F5 F 0.5453(4) 0.12126(6) 0.92487(19) 0.0888(7) Uani 1.0 4 d . . . F24 F 0.6298(4) 0.26660(5) 0.45575(18) 0.0786(6) Uani 1.0 4 d . . . N6 N 1.0876(6) 0.07267(7) 0.2841(3) 0.0664(8) Uani 1.0 4 d . . . N7 N 0.8362(5) 0.09187(7) 0.4497(3) 0.0634(7) Uani 1.0 4 d . . . N18 N 0.5803(5) 0.10836(7) 0.6141(3) 0.0639(7) Uani 1.0 4 d . . . C9 C 0.6813(7) 0.12235(8) 0.4993(3) 0.0611(8) Uani 1.0 4 d . . . C10 C 0.8852(7) 0.14670(9) 0.2623(3) 0.0645(9) Uani 1.0 4 d . . . C11 C 0.4291(7) 0.13653(9) 0.6678(3) 0.0645(8) Uani 1.0 4 d . . . C12 C 0.9374(7) 0.10336(9) 0.3346(3) 0.0639(8) Uani 1.0 4 d . . . C13 C 0.6207(7) 0.16654(9) 0.4361(3) 0.0640(9) Uani 1.0 4 d . . . C14 C 0.3425(7) 0.11954(9) 0.8007(4) 0.0673(9) Uani 1.0 4 d . . . C15 C 0.7343(7) 0.17696(10) 0.3134(4) 0.0637(9) Uani 1.0 4 d . . . C16 C 0.3996(8) 0.24221(9) 0.4400(4) 0.0665(9) Uani 1.0 4 d . . . C17 C 0.4623(7) 0.19499(9) 0.5003(3) 0.0622(8) Uani 1.0 4 d . . . C19 C 0.3626(8) 0.18069(9) 0.6156(4) 0.0647(9) Uani 1.0 4 d . . . C20 C 1.2158(9) 0.00094(10) 0.2251(4) 0.0717(10) Uani 1.0 4 d . . . C21 C 1.2001(8) 0.07816(10) 0.1553(4) 0.0655(9) Uani 1.0 4 d . . . C22 C 1.3611(8) 0.03518(9) 0.1531(4) 0.0668(9) Uani 1.0 4 d . . . C23 C 1.1408(9) 0.02691(9) 0.3498(4) 0.0671(9) Uani 1.0 4 d . . . H8 H 0.697(6) 0.2059(10) 0.267(3) 0.077(10) Uiso 1.0 4 d . . . H25 H 0.261(5) 0.1983(8) 0.662(3) 0.049(8) Uiso 1.0 4 d . . . H26 H 0.977(6) 0.1541(9) 0.171(4) 0.082(10) Uiso 1.0 4 d . . . H27 H 1.291(6) 0.0263(10) 0.450(4) 0.075(9) Uiso 1.0 4 d . . . H28 H 0.982(6) 0.0151(9) 0.381(3) 0.065(9) Uiso 1.0 4 d . . . H29 H 1.329(5) -0.0268(10) 0.275(3) 0.063(8) Uiso 1.0 4 d . . . H30 H 1.071(7) -0.0080(10) 0.150(4) 0.073(11) Uiso 1.0 4 d . . . H31 H 1.376(5) 0.0282(9) 0.054(3) 0.060(8) Uiso 1.0 4 d . . . H32 H 1.550(6) 0.0420(8) 0.204(3) 0.051(8) Uiso 1.0 4 d . . . H33 H 1.311(5) 0.1039(9) 0.163(3) 0.060(8) Uiso 1.0 4 d . . . H34 H 1.042(5) 0.0845(8) 0.073(3) 0.056(8) Uiso 1.0 4 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 F1 0.1033(15) 0.0569(10) 0.0850(12) 0.0068(9) 0.0424(11) 0.0006(8) F2 0.1009(16) 0.0563(10) 0.0681(11) 0.0093(9) 0.0205(11) 0.0054(8) F3 0.1109(17) 0.0512(10) 0.0848(12) -0.0026(9) 0.0405(11) 0.0039(8) F4 0.1118(17) 0.0506(10) 0.0830(12) 0.0111(9) 0.0380(12) 0.0020(8) F5 0.0967(15) 0.1036(14) 0.0661(12) -0.0129(11) 0.0205(11) 0.0045(10) F24 0.1027(16) 0.0493(9) 0.0860(13) -0.0043(9) 0.0282(11) 0.0024(8) N6 0.083(2) 0.0500(14) 0.0698(16) 0.0034(12) 0.0253(15) 0.0040(11) N7 0.0810(19) 0.0492(13) 0.0627(15) 0.0007(12) 0.0228(14) -0.0004(11) N18 0.0835(19) 0.0498(13) 0.0612(14) -0.0014(12) 0.0237(14) -0.0012(11) C9 0.076(3) 0.0479(15) 0.0598(17) -0.0040(14) 0.0177(16) -0.0008(13) C10 0.086(3) 0.0492(15) 0.0593(17) -0.0025(15) 0.0199(17) 0.0011(13) C11 0.080(3) 0.0494(16) 0.0630(17) -0.0040(15) 0.0158(17) -0.0024(13) C12 0.079(3) 0.0469(15) 0.0659(18) -0.0033(14) 0.0186(17) -0.0030(13) C13 0.079(3) 0.0504(15) 0.0618(17) -0.0046(15) 0.0168(17) -0.0009(13) C14 0.082(3) 0.0534(17) 0.0660(19) -0.0021(16) 0.0181(18) -0.0003(14) C15 0.081(3) 0.0488(16) 0.0631(17) -0.0017(15) 0.0221(17) 0.0040(14) C16 0.090(3) 0.0492(16) 0.0635(19) -0.0001(16) 0.0260(18) -0.0018(13) C17 0.080(3) 0.0459(15) 0.0611(17) 0.0002(14) 0.0191(16) -0.0044(12) C19 0.084(3) 0.0473(15) 0.0648(19) 0.0018(15) 0.0225(18) -0.0032(14) C20 0.092(3) 0.0553(18) 0.071(2) 0.0037(17) 0.026(2) 0.0005(16) C21 0.084(3) 0.0527(17) 0.064(2) -0.0029(17) 0.0271(19) 0.0011(14) C22 0.084(3) 0.0522(16) 0.066(2) 0.0003(16) 0.022(2) -0.0027(14) C23 0.088(3) 0.0481(16) 0.069(2) 0.0061(16) 0.027(2) 0.0064(14) #============================================================================== _computing_data_collection 'RAPID AUTO (Rigaku, ????)' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 F1 C14 1.350(4) yes . . F2 C16 1.336(4) yes . . F3 C14 1.336(4) yes . . F4 C16 1.325(4) yes . . F5 C14 1.333(4) yes . . F24 C16 1.348(4) yes . . N6 C12 1.345(4) yes . . N6 C21 1.454(5) yes . . N6 C23 1.488(4) yes . . N7 C9 1.352(4) yes . . N7 C12 1.338(4) yes . . N18 C9 1.356(4) yes . . N18 C11 1.314(4) yes . . C9 C13 1.440(4) yes . . C10 C12 1.446(4) yes . . C10 C15 1.341(5) yes . . C11 C14 1.495(5) yes . . C11 C19 1.411(4) yes . . C13 C15 1.431(5) yes . . C13 C17 1.397(5) yes . . C16 C17 1.515(4) yes . . C17 C19 1.359(5) yes . . C20 C22 1.507(6) yes . . C20 C23 1.514(6) yes . . C21 C22 1.519(5) yes . . C10 H26 1.08(4) no . . C15 H8 0.96(3) no . . C19 H25 0.91(3) no . . C20 H29 1.04(3) no . . C20 H30 0.91(3) no . . C21 H33 0.94(3) no . . C21 H34 0.97(3) no . . C22 H31 0.96(3) no . . C22 H32 0.97(3) no . . C23 H27 1.04(3) no . . C23 H28 0.99(3) no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C12 N6 C21 125.6(3) yes . . . C12 N6 C23 122.6(3) yes . . . C21 N6 C23 111.7(3) yes . . . C9 N7 C12 118.1(3) yes . . . C9 N18 C11 118.1(3) yes . . . N7 C9 N18 115.2(3) yes . . . N7 C9 C13 123.8(3) yes . . . N18 C9 C13 121.0(3) yes . . . C12 C10 C15 119.2(3) yes . . . N18 C11 C14 114.5(3) yes . . . N18 C11 C19 125.2(3) yes . . . C14 C11 C19 120.2(3) yes . . . N6 C12 N7 117.9(3) yes . . . N6 C12 C10 119.8(3) yes . . . N7 C12 C10 122.3(3) yes . . . C9 C13 C15 115.7(3) yes . . . C9 C13 C17 117.8(3) yes . . . C15 C13 C17 126.5(3) yes . . . F1 C14 F3 105.9(3) yes . . . F1 C14 F5 106.5(3) yes . . . F1 C14 C11 112.7(3) yes . . . F3 C14 F5 106.4(3) yes . . . F3 C14 C11 112.9(3) yes . . . F5 C14 C11 112.0(3) yes . . . C10 C15 C13 120.9(3) yes . . . F2 C16 F4 106.8(3) yes . . . F2 C16 F24 105.9(3) yes . . . F2 C16 C17 112.7(3) yes . . . F4 C16 F24 107.0(3) yes . . . F4 C16 C17 112.7(3) yes . . . F24 C16 C17 111.4(3) yes . . . C13 C17 C16 119.6(3) yes . . . C13 C17 C19 120.7(3) yes . . . C16 C17 C19 119.6(3) yes . . . C11 C19 C17 117.2(3) yes . . . C22 C20 C23 103.7(3) yes . . . N6 C21 C22 103.8(3) yes . . . C20 C22 C21 103.9(4) yes . . . N6 C23 C20 102.1(3) yes . . . C12 C10 H26 118.6(14) no . . . C15 C10 H26 122.1(14) no . . . C10 C15 H8 120.8(18) no . . . C13 C15 H8 118.3(18) no . . . C11 C19 H25 119.2(16) no . . . C17 C19 H25 123.6(16) no . . . C22 C20 H29 117.3(16) no . . . C22 C20 H30 104(2) no . . . C23 C20 H29 106.1(15) no . . . C23 C20 H30 115(3) no . . . H29 C20 H30 111(3) no . . . N6 C21 H33 112.1(17) no . . . N6 C21 H34 104.2(18) no . . . C22 C21 H33 112.0(17) no . . . C22 C21 H34 119.4(15) no . . . H33 C21 H34 105(2) no . . . C20 C22 H31 116.1(15) no . . . C20 C22 H32 117.2(15) no . . . C21 C22 H31 111.5(15) no . . . C21 C22 H32 106.3(14) no . . . H31 C22 H32 102(3) no . . . N6 C23 H27 113.4(16) no . . . N6 C23 H28 111.7(15) no . . . C20 C23 H27 113.6(18) no . . . C20 C23 H28 115.1(16) no . . . H27 C23 H28 101(3) no . . . loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C12 N6 C21 C22 177.2(3) no . . . . C21 N6 C12 N7 176.2(3) no . . . . C21 N6 C12 C10 -2.4(4) no . . . . C12 N6 C23 C20 159.3(3) no . . . . C23 N6 C12 N7 0.8(4) no . . . . C23 N6 C12 C10 -177.8(3) no . . . . C21 N6 C23 C20 -16.7(4) no . . . . C23 N6 C21 C22 -7.0(3) no . . . . C9 N7 C12 N6 -178.9(2) no . . . . C9 N7 C12 C10 -0.4(4) no . . . . C12 N7 C9 N18 178.7(2) no . . . . C12 N7 C9 C13 -0.5(4) no . . . . C9 N18 C11 C14 -176.0(2) no . . . . C9 N18 C11 C19 -0.2(4) no . . . . C11 N18 C9 N7 179.7(2) no . . . . C11 N18 C9 C13 -1.1(4) no . . . . N7 C9 C13 C15 0.5(4) no . . . . N7 C9 C13 C17 -178.7(3) no . . . . N18 C9 C13 C15 -178.7(2) no . . . . N18 C9 C13 C17 2.1(4) no . . . . C12 C10 C15 C13 -1.2(4) no . . . . C15 C10 C12 N6 179.8(3) no . . . . C15 C10 C12 N7 1.2(4) no . . . . N18 C11 C14 F1 -163.7(3) no . . . . N18 C11 C14 F3 -43.7(4) no . . . . N18 C11 C14 F5 76.3(3) no . . . . N18 C11 C19 C17 0.3(5) no . . . . C14 C11 C19 C17 175.9(3) no . . . . C19 C11 C14 F1 20.3(4) no . . . . C19 C11 C14 F3 140.2(3) no . . . . C19 C11 C14 F5 -99.7(3) no . . . . C9 C13 C15 C10 0.4(4) no . . . . C9 C13 C17 C16 178.4(3) no . . . . C9 C13 C17 C19 -2.0(4) no . . . . C15 C13 C17 C16 -0.7(5) no . . . . C15 C13 C17 C19 178.9(3) no . . . . C17 C13 C15 C10 179.5(3) no . . . . F2 C16 C17 C13 56.9(4) no . . . . F2 C16 C17 C19 -122.7(3) no . . . . F4 C16 C17 C13 177.8(2) no . . . . F4 C16 C17 C19 -1.8(4) no . . . . F24 C16 C17 C13 -61.9(4) no . . . . F24 C16 C17 C19 118.5(3) no . . . . C13 C17 C19 C11 0.8(4) no . . . . C16 C17 C19 C11 -179.6(3) no . . . . C22 C20 C23 N6 33.6(4) no . . . . C23 C20 C22 C21 -38.8(3) no . . . . N6 C21 C22 C20 28.1(3) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 F1 N18 3.521(4) no . . F1 C19 2.759(4) no . . F2 C13 2.960(4) no . . F2 C15 3.009(4) no . . F2 C19 3.433(4) no . . F3 N18 2.716(4) no . . F3 C19 3.568(4) no . . F4 C19 2.698(3) no . . F5 N18 2.951(3) no . . F5 C19 3.292(4) no . . F24 C13 2.982(3) no . . F24 C15 3.079(4) no . . F24 C19 3.400(4) no . . N6 C9 3.528(5) no . . N7 C11 3.490(5) no . . N7 C15 2.817(4) no . . N7 C23 2.773(5) no . . N18 C12 3.513(5) no . . N18 C17 2.791(4) no . . C9 C10 2.747(5) no . . C9 C19 2.765(5) no . . C10 C21 2.911(5) no . . C11 C13 2.718(5) no . . C12 C13 2.783(5) no . . C15 C16 3.002(5) no . . F1 F5 3.381(3) no . 1_455 F1 F24 2.927(3) no . 4_455 F1 N18 3.170(3) no . 1_455 F1 C9 3.374(3) no . 1_455 F1 C11 3.503(4) no . 1_455 F1 C21 3.537(4) no . 1_456 F2 F4 3.277(3) no . 4_454 F2 F24 3.045(3) no . 4_454 F2 C10 3.444(4) no . 1_455 F2 C15 3.406(4) no . 1_455 F2 C16 3.377(4) no . 4_454 F2 C17 3.339(3) no . 4_454 F2 C19 3.244(4) no . 4_454 F3 N7 3.326(3) no . 1_455 F3 N18 3.520(3) no . 1_455 F3 C20 3.314(4) no . 3_656 F3 C20 3.548(5) no . 3_756 F3 C21 3.505(4) no . 1_456 F3 C22 3.531(4) no . 1_456 F4 F2 3.277(3) no . 4_555 F4 F5 3.567(3) no . 4_454 F4 F24 3.001(3) no . 1_455 F4 C10 3.485(3) no . 4_455 F4 C15 3.321(4) no . 4_455 F5 F1 3.381(3) no . 1_655 F5 F4 3.567(3) no . 4_555 F5 C10 3.250(3) no . 1_556 F5 C21 3.336(5) no . 1_456 F5 C22 3.590(4) no . 1_456 F24 F1 2.927(3) no . 4_554 F24 F2 3.045(3) no . 4_555 F24 F4 3.001(3) no . 1_655 N6 N18 3.579(3) no . 1_655 N6 C9 3.484(4) no . 1_655 N7 F3 3.326(3) no . 1_655 N7 C11 3.430(4) no . 1_655 N7 C22 3.580(4) no . 1_455 N18 F1 3.170(3) no . 1_655 N18 F3 3.520(3) no . 1_655 N18 N6 3.579(3) no . 1_455 C9 F1 3.374(3) no . 1_655 C9 N6 3.484(4) no . 1_455 C10 F2 3.444(4) no . 1_655 C10 F4 3.485(3) no . 4_554 C10 F5 3.250(3) no . 1_554 C10 C17 3.490(4) no . 1_655 C11 F1 3.503(4) no . 1_655 C11 N7 3.430(4) no . 1_455 C11 C12 3.575(4) no . 1_455 C12 C11 3.575(4) no . 1_655 C12 C22 3.599(5) no . 1_455 C15 F2 3.406(4) no . 1_655 C15 F4 3.321(4) no . 4_554 C16 F2 3.377(4) no . 4_555 C17 F2 3.339(3) no . 4_555 C17 C10 3.490(4) no . 1_455 C19 F2 3.244(4) no . 4_555 C20 F3 3.314(4) no . 3_656 C20 F3 3.548(5) no . 3_756 C21 F1 3.537(4) no . 1_654 C21 F3 3.505(4) no . 1_654 C21 F5 3.336(5) no . 1_654 C22 F3 3.531(4) no . 1_654 C22 F5 3.590(4) no . 1_654 C22 N7 3.580(4) no . 1_655 C22 C12 3.599(5) no . 1_655 F1 H25 2.44(3) no . . F2 H8 2.47(3) no . . F4 H25 2.41(3) no . . F5 H25 3.39(3) no . . F24 H8 2.59(3) no . . N6 H26 2.64(3) no . . N6 H29 3.21(3) no . . N6 H30 2.69(3) no . . N6 H31 3.16(3) no . . N6 H32 2.78(3) no . . N7 H26 3.39(3) no . . N7 H27 3.02(3) no . . N7 H28 2.53(3) no . . N18 H25 3.21(3) no . . C9 H8 3.30(3) no . . C10 H33 2.85(3) no . . C10 H34 2.80(3) no . . C12 H8 3.28(3) no . . C12 H27 2.94(3) no . . C12 H28 2.66(3) no . . C12 H33 2.76(3) no . . C12 H34 2.66(3) no . . C13 H25 3.24(3) no . . C13 H26 3.41(4) no . . C14 H25 2.65(3) no . . C16 H8 2.68(3) no . . C16 H25 2.67(3) no . . C17 H8 2.73(3) no . . C20 H33 3.18(3) no . . C20 H34 2.88(3) no . . C21 H26 2.55(3) no . . C21 H27 3.06(3) no . . C21 H28 3.21(3) no . . C21 H29 3.32(3) no . . C21 H30 2.64(3) no . . C22 H27 2.87(4) no . . C22 H28 3.25(3) no . . C23 H31 3.25(3) no . . C23 H32 2.78(3) no . . C23 H33 3.12(3) no . . C23 H34 3.02(3) no . . H8 H26 2.41(5) no . . H26 H33 2.27(4) no . . H26 H34 2.32(4) no . . H27 H29 2.30(4) no . . H27 H30 2.90(4) no . . H27 H32 2.93(5) no . . H27 H33 3.54(4) no . . H28 H29 2.54(4) no . . H28 H30 2.40(5) no . . H28 H34 3.60(4) no . . H29 H31 2.68(4) no . . H29 H32 2.50(4) no . . H30 H31 2.24(5) no . . H30 H32 2.78(4) no . . H30 H33 3.54(4) no . . H30 H34 2.84(4) no . . H31 H33 2.52(4) no . . H31 H34 2.42(4) no . . H32 H33 2.18(4) no . . H32 H34 2.85(4) no . . F1 H26 3.47(4) no . 1_456 F1 H33 3.22(3) no . 1_456 F1 H34 2.99(3) no . 1_456 F2 H8 3.08(3) no . 1_455 F2 H25 3.12(3) no . 4_454 F2 H25 3.48(3) no . 4_554 F2 H26 3.11(3) no . 1_455 F3 H27 3.50(4) no . 1_455 F3 H28 3.23(3) no . 3_656 F3 H29 3.24(3) no . 3_656 F3 H29 2.74(3) no . 3_756 F3 H30 2.80(4) no . 3_656 F3 H31 2.81(3) no . 1_456 F3 H33 3.53(3) no . 1_456 F3 H34 3.13(3) no . 1_456 F4 H8 3.53(3) no . 1_455 F4 H8 2.61(3) no . 4_455 F4 H26 2.94(3) no . 4_455 F5 H26 2.90(3) no . 1_556 F5 H29 3.51(3) no . 3_756 F5 H31 3.22(3) no . 1_456 F5 H32 3.49(3) no . 1_456 F5 H33 2.80(3) no . 1_456 F5 H34 3.37(3) no . 1_456 F5 H34 2.76(3) no . 1_556 F24 H25 3.14(3) no . 4_554 F24 H26 3.30(3) no . 4_455 N6 H32 2.78(3) no . 1_455 N7 H27 3.38(3) no . 1_455 N7 H28 3.56(3) no . 3_756 N7 H29 3.46(3) no . 3_756 N7 H32 2.79(3) no . 1_455 N7 H33 3.26(3) no . 1_455 N18 H27 3.05(3) no . 1_455 N18 H29 2.63(3) no . 3_756 C9 H27 3.44(3) no . 1_455 C9 H29 3.53(3) no . 3_756 C9 H32 3.56(3) no . 1_455 C9 H33 3.24(3) no . 1_455 C10 H32 3.52(3) no . 1_455 C10 H33 3.09(3) no . 1_455 C11 H29 3.48(3) no . 3_756 C12 H32 2.73(3) no . 1_455 C12 H33 3.16(3) no . 1_455 C13 H25 3.51(3) no . 1_655 C13 H26 3.57(3) no . 1_455 C13 H33 3.21(3) no . 1_455 C14 H29 3.39(3) no . 3_756 C14 H31 3.57(3) no . 1_456 C14 H33 3.43(3) no . 1_456 C14 H34 3.42(3) no . 1_456 C15 H33 3.12(3) no . 1_455 C20 H27 3.48(3) no . 3_856 C20 H30 3.41(3) no . 3_755 C20 H31 3.53(3) no . 3_755 C20 H32 3.54(3) no . 1_455 C21 H30 3.50(3) no . 3_755 C21 H32 3.59(3) no . 1_455 C22 H28 3.36(3) no . 1_655 C22 H30 3.19(3) no . 3_755 C22 H31 3.21(3) no . 3_855 C23 H27 3.58(4) no . 3_756 C23 H27 3.39(3) no . 3_856 C23 H28 2.99(3) no . 3_756 C23 H32 2.98(3) no . 1_455 H8 F2 3.08(3) no . 1_655 H8 F4 3.53(3) no . 1_655 H8 F4 2.61(3) no . 4_554 H8 H25 3.06(4) no . 4_554 H25 F2 3.48(3) no . 4_455 H25 F2 3.12(3) no . 4_555 H25 F24 3.14(3) no . 4_455 H25 C13 3.51(3) no . 1_455 H25 H8 3.06(4) no . 4_455 H26 F1 3.47(4) no . 1_654 H26 F2 3.11(3) no . 1_655 H26 F4 2.94(3) no . 4_554 H26 F5 2.90(3) no . 1_554 H26 F24 3.30(3) no . 4_554 H26 C13 3.57(3) no . 1_655 H27 F3 3.50(4) no . 1_655 H27 N7 3.38(3) no . 1_655 H27 N18 3.05(3) no . 1_655 H27 C9 3.44(3) no . 1_655 H27 C20 3.48(3) no . 3_856 H27 C23 3.58(4) no . 3_756 H27 C23 3.39(3) no . 3_856 H27 H27 2.60(4) no . 3_856 H27 H28 2.64(5) no . 3_756 H27 H29 2.77(4) no . 3_856 H28 F3 3.23(3) no . 3_656 H28 N7 3.56(3) no . 3_756 H28 C22 3.36(3) no . 1_455 H28 C23 2.99(3) no . 3_756 H28 H27 2.64(5) no . 3_756 H28 H28 2.34(4) no . 3_756 H28 H29 3.43(4) no . 1_455 H28 H32 2.51(4) no . 1_455 H29 F3 3.24(3) no . 3_656 H29 F3 2.74(3) no . 3_756 H29 F5 3.51(3) no . 3_756 H29 N7 3.46(3) no . 3_756 H29 N18 2.63(3) no . 3_756 H29 C9 3.53(3) no . 3_756 H29 C11 3.48(3) no . 3_756 H29 C14 3.39(3) no . 3_756 H29 H27 2.77(4) no . 3_856 H29 H28 3.43(4) no . 1_655 H30 F3 2.80(4) no . 3_656 H30 C20 3.41(3) no . 3_755 H30 C21 3.50(3) no . 3_755 H30 C22 3.19(3) no . 3_755 H30 H30 2.72(4) no . 3_755 H30 H31 3.56(4) no . 1_455 H30 H31 2.62(4) no . 3_755 H30 H32 3.17(5) no . 1_455 H30 H34 3.03(4) no . 3_755 H31 F3 2.81(3) no . 1_654 H31 F5 3.22(3) no . 1_654 H31 C14 3.57(3) no . 1_654 H31 C20 3.53(3) no . 3_755 H31 C22 3.21(3) no . 3_855 H31 H30 3.56(4) no . 1_655 H31 H30 2.62(4) no . 3_755 H31 H31 2.46(4) no . 3_855 H31 H32 3.27(4) no . 3_855 H32 F5 3.49(3) no . 1_654 H32 N6 2.78(3) no . 1_655 H32 N7 2.79(3) no . 1_655 H32 C9 3.56(3) no . 1_655 H32 C10 3.52(3) no . 1_655 H32 C12 2.73(3) no . 1_655 H32 C20 3.54(3) no . 1_655 H32 C21 3.59(3) no . 1_655 H32 C23 2.98(3) no . 1_655 H32 H28 2.51(4) no . 1_655 H32 H30 3.17(5) no . 1_655 H32 H31 3.27(4) no . 3_855 H32 H34 3.28(4) no . 1_655 H33 F1 3.22(3) no . 1_654 H33 F3 3.53(3) no . 1_654 H33 F5 2.80(3) no . 1_654 H33 N7 3.26(3) no . 1_655 H33 C9 3.24(3) no . 1_655 H33 C10 3.09(3) no . 1_655 H33 C12 3.16(3) no . 1_655 H33 C13 3.21(3) no . 1_655 H33 C14 3.43(3) no . 1_654 H33 C15 3.12(3) no . 1_655 H34 F1 2.99(3) no . 1_654 H34 F3 3.13(3) no . 1_654 H34 F5 2.76(3) no . 1_554 H34 F5 3.37(3) no . 1_654 H34 C14 3.42(3) no . 1_654 H34 H30 3.03(4) no . 3_755 H34 H32 3.28(4) no . 1_455 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #==============================================================================