# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Carsten Strohmann' _publ_contact_author_email MAIL@CARSTEN-STROHMANN.DE _publ_section_title ; iso-Propyllithium Diamine Adducts: From a Non Symmetric Aggregate to Monomeric i-PrLi*(1R,2R)-N,N,N',N'-Tetraethylcyclohexane-1,2-diamine ; loop_ _publ_author_name 'Carsten Strohmann' 'A Damme' 'Viktoria H Gessner' # Attachment 'strohmann1.cif' #------------------------------------------------------------------------- #1 Global data block identification for start of deposition data_vi180108 _database_code_depnum_ccdc_archive 'CCDC 681928' _audit_creation_date 2008-03-17T13:03:38-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C18 H46 Li2 N4' _chemical_formula_weight 332.47 _chemical_absolute_configuration unk #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Fdd2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/4, y+1/4, z+1/4' 'x+1/4, -y+1/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' '-x+1/4, y+3/4, z+3/4' 'x+1/4, -y+3/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' '-x+3/4, y+1/4, z+3/4' 'x+3/4, -y+1/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' '-x+3/4, y+3/4, z+1/4' 'x+3/4, -y+3/4, z+1/4' _cell_length_a 16.652(18) _cell_length_b 33.27(3) _cell_length_c 8.570(8) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 4748(8) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 0.93 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1504 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.054 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9105 _exptl_absorpt_correction_T_max 0.9923 _exptl_absorpt_process_details 'Sadabs 2.01 (Bruker AXS, 1999)' #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-CCD' _diffrn_measurement_method omega-scans _diffrn_reflns_av_R_equivalents 0.0657 _diffrn_reflns_av_unetI/netI 0.0679 _diffrn_reflns_number 6084 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -39 _diffrn_reflns_limit_k_max 39 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 24.99 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 1119 _reflns_number_gt 903 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'SMART 5.622 (Bruker AXS, 2001)' _computing_cell_refinement 'SAINTPLUS 6.02 (Bruker AXS, 1999)' _computing_data_reduction 'SAINTPLUS 6.02 (Bruker AXS, 1999)' _computing_structure_solution 'SHELXS-90 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 V1.073 (Farrugia, 2001)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # 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^)+(0.0614P)^2^+4.9412P] 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 1119 _refine_ls_number_parameters 119 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0814 _refine_ls_R_factor_gt 0.0664 _refine_ls_wR_factor_ref 0.1695 _refine_ls_wR_factor_gt 0.1598 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.061 _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 2(7) _refine_diff_density_max 0.126 _refine_diff_density_min -0.092 _refine_diff_density_rms 0.026 #----------------------------------------------------------------------------# # 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' Li Li -0.0003 0.0001 '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' 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 0.1730(2) 0.21122(12) 0.1074(5) 0.0555(11) Uani 1 1 d . . . H1 H 0.207(2) 0.1840(11) 0.118(5) 0.049(10) Uiso 1 1 d . . . C2 C 0.1562(3) 0.21720(14) -0.0664(7) 0.0769(15) Uani 1 1 d . . . H2A H 0.1208 0.1957 -0.1037 0.115 Uiso 1 1 calc R . . H2B H 0.2069 0.2164 -0.1245 0.115 Uiso 1 1 calc R . . H2C H 0.1302 0.2433 -0.0825 0.115 Uiso 1 1 calc R . . C3 C 0.0937(3) 0.20308(14) 0.1919(7) 0.0767(15) Uani 1 1 d . . . H3A H 0.0622 0.2279 0.1968 0.115 Uiso 1 1 calc R . . H3B H 0.1048 0.1936 0.2979 0.115 Uiso 1 1 calc R . . H3C H 0.0633 0.1825 0.135 0.115 Uiso 1 1 calc R . . C4 C 0.4662(3) 0.18943(15) 0.0445(10) 0.103(2) Uani 1 1 d . . . H4A H 0.4852 0.2053 0.1336 0.154 Uiso 1 1 calc R . . H4B H 0.4694 0.2057 -0.0506 0.154 Uiso 1 1 calc R . . H4C H 0.4999 0.1655 0.0328 0.154 Uiso 1 1 calc R . . C5 C 0.3500(4) 0.16050(19) -0.0744(9) 0.108(2) Uani 1 1 d . . . H5A H 0.3489 0.1815 -0.1546 0.163 Uiso 1 1 calc R . . H5B H 0.2954 0.1506 -0.0562 0.163 Uiso 1 1 calc R . . H5C H 0.3842 0.1383 -0.1096 0.163 Uiso 1 1 calc R . . C6 C 0.3777(3) 0.14705(15) 0.1949(9) 0.0878(19) Uani 1 1 d . . . H6A H 0.4168 0.1253 0.1731 0.105 Uiso 1 1 calc R . . H6B H 0.3234 0.135 0.1951 0.105 Uiso 1 1 calc R . . C7 C 0.3946(3) 0.16436(16) 0.3514(8) 0.093(2) Uani 1 1 d . . . H7A H 0.3941 0.1425 0.4299 0.112 Uiso 1 1 calc R . . H7B H 0.449 0.1764 0.3511 0.112 Uiso 1 1 calc R . . C8 C 0.3706(4) 0.22157(19) 0.5129(8) 0.111(2) Uani 1 1 d . . . H8A H 0.392 0.2056 0.5995 0.167 Uiso 1 1 calc R . . H8B H 0.3288 0.2397 0.5519 0.167 Uiso 1 1 calc R . . H8C H 0.414 0.2374 0.4661 0.167 Uiso 1 1 calc R . . C9 C 0.2648(4) 0.17558(17) 0.4622(7) 0.0909(18) Uani 1 1 d . . . H9A H 0.2408 0.1576 0.3845 0.136 Uiso 1 1 calc R . . H9B H 0.2257 0.1963 0.4916 0.136 Uiso 1 1 calc R . . H9C H 0.28 0.16 0.5547 0.136 Uiso 1 1 calc R . . Li Li 0.3020(4) 0.2247(2) 0.1687(9) 0.0570(17) Uani 1 1 d . . . N1 N 0.3825(2) 0.17719(11) 0.0711(6) 0.0719(12) Uani 1 1 d . . . N2 N 0.3365(2) 0.19483(12) 0.3956(5) 0.0731(12) 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 C1 0.048(2) 0.053(2) 0.065(3) 0.000(2) -0.001(2) -0.0014(18) C2 0.091(4) 0.063(3) 0.077(4) -0.006(3) -0.017(3) 0.002(2) C3 0.052(3) 0.074(3) 0.104(4) -0.009(3) -0.007(3) -0.004(2) C4 0.062(3) 0.079(3) 0.168(6) 0.023(4) 0.045(4) 0.004(3) C5 0.110(5) 0.100(5) 0.116(5) -0.032(4) 0.029(4) 0.008(4) C6 0.060(3) 0.061(3) 0.142(6) 0.025(3) 0.011(3) 0.010(2) C7 0.070(3) 0.080(4) 0.131(6) 0.044(4) -0.020(3) 0.003(3) C8 0.125(5) 0.115(5) 0.095(5) 0.023(4) -0.039(4) -0.046(4) C9 0.093(4) 0.107(4) 0.073(4) 0.019(3) -0.002(3) -0.026(3) Li 0.055(4) 0.058(4) 0.058(4) 0.008(3) -0.001(3) -0.003(3) N1 0.056(2) 0.056(2) 0.103(3) 0.006(2) 0.021(2) 0.0047(17) N2 0.064(2) 0.075(3) 0.080(3) 0.024(2) -0.013(2) -0.008(2) #----------------------------------------------------------------------------# # 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 1.529(7) . ? C1 C3 1.531(7) . ? C1 Li 2.236(8) 14 ? C1 Li 2.255(8) . ? C4 N1 1.470(6) . ? C5 N1 1.468(8) . ? C6 N1 1.462(7) . ? C6 C7 1.487(9) . ? C7 N2 1.452(7) . ? C8 N2 1.458(7) . ? C9 N2 1.470(7) . ? Li N1 2.234(8) . ? Li C1 2.236(8) 14 ? Li N2 2.258(8) . ? Li Li 2.416(14) 14 ? 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 C3 109.0(4) . . ? C2 C1 Li 98.0(3) . 14 ? C3 C1 Li 102.6(3) . 14 ? C2 C1 Li 112.1(4) . . ? C3 C1 Li 138.3(4) . . ? Li C1 Li 65.1(3) 14 . ? N1 C6 C7 112.3(5) . . ? N2 C7 C6 112.3(4) . . ? N1 Li C1 118.3(4) . 14 ? N1 Li C1 110.1(3) . . ? C1 Li C1 108.2(3) 14 . ? N1 Li N2 81.9(3) . . ? C1 Li N2 125.0(4) 14 . ? C1 Li N2 110.8(3) . . ? N1 Li Li 157.4(3) . 14 ? C1 Li Li 57.8(3) 14 14 ? C1 Li Li 57.1(3) . 14 ? N2 Li Li 119.3(2) . 14 ? C6 N1 C5 109.7(5) . . ? C6 N1 C4 110.7(4) . . ? C5 N1 C4 108.8(5) . . ? C6 N1 Li 100.4(4) . . ? C5 N1 Li 111.4(4) . . ? C4 N1 Li 115.6(4) . . ? C7 N2 C8 110.3(5) . . ? C7 N2 C9 109.8(4) . . ? C8 N2 C9 108.4(5) . . ? C7 N2 Li 104.6(4) . . ? C8 N2 Li 115.1(4) . . ? C9 N2 Li 108.6(4) . . ? # Attachment 'strohmann2.cif' #------------------------------------------------------------------------- #1 Global data block identification for start of deposition data_vi250907 _database_code_depnum_ccdc_archive 'CCDC 681929' _audit_creation_date 2007-10-01T00:54:00-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C29 H69 Li3 N4' _chemical_formula_weight 494.7 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.986(4) _cell_length_b 15.741(6) _cell_length_c 21.549(9) _cell_angle_alpha 90 _cell_angle_beta 95.459(7) _cell_angle_gamma 90 _cell_volume 3372(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 0.974 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.055 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9029 _exptl_absorpt_correction_T_max 0.9899 _exptl_absorpt_process_details 'Sadabs 2.01 (Bruker AXS, 1999)' #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-CCD' _diffrn_measurement_method omega-scans _diffrn_reflns_av_R_equivalents 0.0963 _diffrn_reflns_av_unetI/netI 0.0556 _diffrn_reflns_number 38982 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.6 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 5938 _reflns_number_gt 4307 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'SMART 5.622 (Bruker AXS, 2001)' _computing_cell_refinement 'SAINTPLUS 6.02 (Bruker AXS, 1999)' _computing_data_reduction 'SAINTPLUS 6.02 (Bruker AXS, 1999)' _computing_structure_solution 'SHELXS-90 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 V1.073 (Farrugia, 2001)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # 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^)+(0.0761P)^2^+0.9100P] 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 5938 _refine_ls_number_parameters 351 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0925 _refine_ls_R_factor_gt 0.0662 _refine_ls_wR_factor_ref 0.1668 _refine_ls_wR_factor_gt 0.1531 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.165 _refine_diff_density_min -0.151 _refine_diff_density_rms 0.035 #----------------------------------------------------------------------------# # 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' Li Li -0.0003 0.0001 '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' 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 -0.1342(3) 0.8421(2) 0.91484(13) 0.0712(8) Uani 1 1 d . . . H1A H -0.0515 0.8187 0.9006 0.107 Uiso 1 1 calc R . . H1B H -0.1634 0.8912 0.8891 0.107 Uiso 1 1 calc R . . H1C H -0.2047 0.7986 0.9112 0.107 Uiso 1 1 calc R . . C2 C -0.1082(3) 0.86912(16) 0.98148(12) 0.0569(7) Uani 1 1 d . . . H2A H -0.0497 0.92 0.9836 0.068 Uiso 1 1 calc R . . H2B H -0.1947 0.8855 0.997 0.068 Uiso 1 1 calc R . . C3 C -0.2638(3) 0.7274(2) 1.03445(13) 0.0688(8) Uani 1 1 d . . . H3A H -0.266 0.7485 1.0771 0.103 Uiso 1 1 calc R . . H3B H -0.3035 0.6705 1.0311 0.103 Uiso 1 1 calc R . . H3C H -0.3152 0.7658 1.0054 0.103 Uiso 1 1 calc R . . C4 C -0.1199(3) 0.72343(15) 1.01865(12) 0.0534(6) Uani 1 1 d . . . H4A H -0.0711 0.682 1.047 0.064 Uiso 1 1 calc R . . H4B H -0.1198 0.7011 0.9757 0.064 Uiso 1 1 calc R . . C5 C -0.0302(3) 0.83518(16) 1.08749(11) 0.0521(6) Uani 1 1 d . . . H5A H -0.0275 0.7862 1.1164 0.063 Uiso 1 1 calc R . . H5B H -0.1097 0.87 1.0947 0.063 Uiso 1 1 calc R . . C6 C 0.0944(3) 0.88730(16) 1.10150(12) 0.0536(6) Uani 1 1 d . . . H6A H 0.0925 0.9352 1.0716 0.064 Uiso 1 1 calc R . . H6B H 0.094 0.9116 1.1438 0.064 Uiso 1 1 calc R . . C7 C 0.2326(3) 0.76955(15) 1.14365(10) 0.0476(6) Uani 1 1 d . . . H7A H 0.3206 0.7419 1.1403 0.057 Uiso 1 1 calc R . . H7B H 0.1621 0.727 1.1312 0.057 Uiso 1 1 calc R . . C8 C 0.2232(3) 0.79159(18) 1.21140(11) 0.0590(7) Uani 1 1 d . . . H8A H 0.2837 0.8391 1.2232 0.088 Uiso 1 1 calc R . . H8B H 0.2493 0.7422 1.2374 0.088 Uiso 1 1 calc R . . H8C H 0.1306 0.8078 1.2174 0.088 Uiso 1 1 calc R . . C9 C 0.3317(3) 0.90030(16) 1.10732(12) 0.0573(7) Uani 1 1 d . . . H9A H 0.3269 0.9294 1.1478 0.069 Uiso 1 1 calc R . . H9B H 0.32 0.944 1.0742 0.069 Uiso 1 1 calc R . . C10 C 0.4681(3) 0.86236(19) 1.10659(14) 0.0676(8) Uani 1 1 d . . . H10A H 0.4886 0.8278 1.1441 0.101 Uiso 1 1 calc R . . H10B H 0.535 0.9078 1.1057 0.101 Uiso 1 1 calc R . . H10C H 0.4706 0.8265 1.0695 0.101 Uiso 1 1 calc R . . C11 C 0.2456(3) 0.87839(15) 0.93269(11) 0.0495(6) Uani 1 1 d . . . C12 C 0.3967(3) 0.87943(18) 0.92952(14) 0.0692(8) Uani 1 1 d . . . H12A H 0.4184 0.8509 0.8913 0.104 Uiso 1 1 calc R . . H12B H 0.4409 0.8497 0.9658 0.104 Uiso 1 1 calc R . . H12C H 0.4284 0.9383 0.9294 0.104 Uiso 1 1 calc R . . C13 C 0.1824(3) 0.93730(15) 0.88236(13) 0.0597(7) Uani 1 1 d . . . H13A H 0.2293 0.9921 0.8849 0.09 Uiso 1 1 calc R . . H13B H 0.0873 0.946 0.8884 0.09 Uiso 1 1 calc R . . H13C H 0.1898 0.9119 0.8413 0.09 Uiso 1 1 calc R . . C14 C 0.2417(2) 0.65373(14) 0.97624(11) 0.0440(5) Uani 1 1 d . . . C15 C 0.3841(3) 0.65889(17) 1.00601(12) 0.0574(7) Uani 1 1 d . . . H15A H 0.3848 0.686 1.047 0.086 Uiso 1 1 calc R . . H15B H 0.4384 0.6925 0.9795 0.086 Uiso 1 1 calc R . . H15C H 0.4217 0.6015 1.011 0.086 Uiso 1 1 calc R . . C16 C 0.1678(3) 0.58885(15) 1.01264(12) 0.0530(6) Uani 1 1 d . . . H16A H 0.2164 0.5347 1.0137 0.08 Uiso 1 1 calc R . . H16B H 0.0767 0.5807 0.9924 0.08 Uiso 1 1 calc R . . H16C H 0.1629 0.6093 1.0553 0.08 Uiso 1 1 calc R . . C17 C 0.2281(2) 0.72789(14) 0.79630(10) 0.0414(5) Uani 1 1 d . . . C18 C 0.0824(3) 0.74727(16) 0.77632(12) 0.0539(6) Uani 1 1 d . . . H18A H 0.0763 0.7826 0.7387 0.081 Uiso 1 1 calc R . . H18B H 0.043 0.7778 0.8098 0.081 Uiso 1 1 calc R . . H18C H 0.0334 0.6941 0.7675 0.081 Uiso 1 1 calc R . . C19 C 0.2926(3) 0.69496(14) 0.73975(11) 0.0502(6) Uani 1 1 d . . . H19A H 0.2622 0.6367 0.7306 0.075 Uiso 1 1 calc R . . H19B H 0.3907 0.6956 0.7485 0.075 Uiso 1 1 calc R . . H19C H 0.2664 0.7314 0.7037 0.075 Uiso 1 1 calc R . . C20 C 0.5354(3) 0.55558(15) 0.88367(11) 0.0496(6) Uani 1 1 d . . . H20A H 0.6091 0.5134 0.8895 0.06 Uiso 1 1 calc R . . H20B H 0.4943 0.5603 0.9236 0.06 Uiso 1 1 calc R . . C21 C 0.5935(3) 0.64021(16) 0.86850(13) 0.0598(7) Uani 1 1 d . . . H21A H 0.6495 0.6337 0.8338 0.09 Uiso 1 1 calc R . . H21B H 0.6487 0.6619 0.9051 0.09 Uiso 1 1 calc R . . H21C H 0.5204 0.6803 0.8566 0.09 Uiso 1 1 calc R . . C22 C 0.4910(2) 0.50994(15) 0.77592(11) 0.0468(6) Uani 1 1 d . . . H22A H 0.5202 0.5655 0.7603 0.056 Uiso 1 1 calc R . . H22B H 0.4186 0.4884 0.7454 0.056 Uiso 1 1 calc R . . C23 C 0.6087(3) 0.44907(17) 0.77700(14) 0.0654(8) Uani 1 1 d . . . H23A H 0.6855 0.4726 0.8031 0.098 Uiso 1 1 calc R . . H23B H 0.6335 0.4409 0.7345 0.098 Uiso 1 1 calc R . . H23C H 0.5833 0.3943 0.7941 0.098 Uiso 1 1 calc R . . C24 C 0.3681(2) 0.44844(13) 0.85805(11) 0.0452(6) Uani 1 1 d . . . H24A H 0.3436 0.4592 0.9008 0.054 Uiso 1 1 calc R . . H24B H 0.4327 0.4006 0.8601 0.054 Uiso 1 1 calc R . . C25 C 0.2438(2) 0.42357(13) 0.81715(11) 0.0455(6) Uani 1 1 d . . . H25A H 0.269 0.4089 0.7751 0.055 Uiso 1 1 calc R . . H25B H 0.2037 0.3724 0.8347 0.055 Uiso 1 1 calc R . . C26 C 0.0638(2) 0.48871(15) 0.75032(11) 0.0473(6) Uani 1 1 d . . . H26A H 0.1269 0.4925 0.7177 0.057 Uiso 1 1 calc R . . H26B H 0.0051 0.5395 0.7462 0.057 Uiso 1 1 calc R . . C27 C -0.0235(3) 0.41075(17) 0.73744(13) 0.0598(7) Uani 1 1 d . . . H27A H 0.0326 0.3596 0.7422 0.09 Uiso 1 1 calc R . . H27B H -0.0671 0.4135 0.6948 0.09 Uiso 1 1 calc R . . H27C H -0.0922 0.4087 0.767 0.09 Uiso 1 1 calc R . . C28 C 0.0575(2) 0.48736(14) 0.86338(11) 0.0455(6) Uani 1 1 d . . . H28A H 0.116 0.486 0.9031 0.055 Uiso 1 1 calc R . . H28B H 0.0063 0.4334 0.86 0.055 Uiso 1 1 calc R . . C29 C -0.0399(3) 0.55982(15) 0.86544(12) 0.0531(6) Uani 1 1 d . . . H29A H 0.0095 0.6137 0.8678 0.08 Uiso 1 1 calc R . . H29B H -0.09 0.5539 0.9022 0.08 Uiso 1 1 calc R . . H29C H -0.1029 0.5591 0.8277 0.08 Uiso 1 1 calc R . . Li1 Li 0.1671(4) 0.7854(2) 1.00075(18) 0.0466(9) Uani 1 1 d . . . Li2 Li 0.2318(4) 0.7482(2) 0.89881(18) 0.0476(9) Uani 1 1 d . . . Li3 Li 0.2641(4) 0.6018(2) 0.82434(18) 0.0443(9) Uani 1 1 d . . . N1 N -0.0446(2) 0.80370(11) 1.02254(8) 0.0442(5) Uani 1 1 d . . . N2 N 0.2187(2) 0.83969(11) 1.09815(9) 0.0454(5) Uani 1 1 d . . . N3 N 0.43334(18) 0.52449(11) 0.83537(8) 0.0400(4) Uani 1 1 d . . . N4 N 0.14280(18) 0.49223(10) 0.81167(8) 0.0388(4) Uani 1 1 d . . . H11 H 0.230(3) 0.9063(17) 0.9731(13) 0.073(8) Uiso 1 1 d . . . H14 H 0.249(2) 0.6293(13) 0.9319(10) 0.043(6) Uiso 1 1 d . . . H17 H 0.274(2) 0.7833(14) 0.8058(10) 0.047(6) Uiso 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 C1 0.072(2) 0.085(2) 0.0551(17) 0.0145(15) -0.0012(14) -0.0129(17) C2 0.0554(17) 0.0565(14) 0.0578(16) 0.0092(12) -0.0003(13) 0.0040(13) C3 0.0480(17) 0.091(2) 0.0670(18) 0.0146(16) 0.0053(14) -0.0101(15) C4 0.0493(16) 0.0535(14) 0.0575(15) 0.0043(12) 0.0057(12) -0.0039(12) C5 0.0488(15) 0.0640(15) 0.0449(14) -0.0043(11) 0.0112(11) 0.0112(12) C6 0.0582(17) 0.0539(14) 0.0480(14) -0.0105(11) 0.0017(12) 0.0103(12) C7 0.0470(15) 0.0518(13) 0.0445(13) 0.0004(11) 0.0068(11) 0.0063(11) C8 0.0554(17) 0.0774(17) 0.0447(14) -0.0004(13) 0.0077(12) 0.0043(14) C9 0.0644(18) 0.0554(14) 0.0513(15) -0.0051(12) 0.0014(13) -0.0082(13) C10 0.0558(18) 0.0805(19) 0.0658(18) -0.0014(15) 0.0025(14) -0.0139(15) C11 0.0629(17) 0.0461(12) 0.0407(13) 0.0013(10) 0.0115(12) -0.0018(12) C12 0.069(2) 0.0638(16) 0.0732(19) 0.0111(14) -0.0023(15) -0.0130(15) C13 0.0708(19) 0.0439(13) 0.0667(17) 0.0088(12) 0.0185(14) 0.0041(12) C14 0.0482(14) 0.0450(12) 0.0390(13) 0.0013(10) 0.0055(10) -0.0005(11) C15 0.0575(17) 0.0614(15) 0.0540(15) -0.0037(12) 0.0087(13) 0.0027(13) C16 0.0596(17) 0.0520(13) 0.0485(14) 0.0031(11) 0.0104(12) -0.0011(12) C17 0.0470(14) 0.0379(11) 0.0399(12) 0.0010(9) 0.0070(10) 0.0006(10) C18 0.0542(17) 0.0532(14) 0.0543(15) 0.0050(11) 0.0059(12) 0.0080(12) C19 0.0627(17) 0.0444(12) 0.0448(13) 0.0042(10) 0.0124(12) 0.0017(12) C20 0.0486(15) 0.0545(13) 0.0449(13) -0.0042(11) -0.0007(11) 0.0002(11) C21 0.0552(17) 0.0641(15) 0.0596(16) -0.0081(13) 0.0022(13) -0.0128(13) C22 0.0401(14) 0.0544(13) 0.0467(13) -0.0050(11) 0.0083(11) 0.0002(11) C23 0.0548(17) 0.0646(16) 0.079(2) -0.0166(15) 0.0185(15) 0.0017(14) C24 0.0438(14) 0.0402(11) 0.0515(14) 0.0055(10) 0.0042(11) 0.0050(10) C25 0.0464(15) 0.0367(11) 0.0540(14) 0.0004(10) 0.0072(11) 0.0001(10) C26 0.0474(15) 0.0523(13) 0.0422(13) -0.0041(11) 0.0041(11) 0.0054(11) C27 0.0491(16) 0.0646(15) 0.0649(17) -0.0163(13) 0.0001(13) -0.0005(13) C28 0.0477(14) 0.0432(12) 0.0469(13) 0.0014(10) 0.0110(11) -0.0055(11) C29 0.0443(15) 0.0589(14) 0.0577(15) -0.0013(12) 0.0137(12) 0.0002(12) Li1 0.047(2) 0.048(2) 0.046(2) 0.0021(17) 0.0099(18) 0.0011(18) Li2 0.053(3) 0.049(2) 0.041(2) -0.0021(17) 0.0077(18) -0.0001(18) Li3 0.043(2) 0.0388(18) 0.051(2) 0.0037(17) 0.0064(18) 0.0016(16) N1 0.0443(12) 0.0461(10) 0.0423(11) 0.0005(8) 0.0047(9) 0.0017(9) N2 0.0472(12) 0.0450(10) 0.0438(11) -0.0024(8) 0.0032(9) 0.0016(9) N3 0.0383(11) 0.0430(9) 0.0385(10) -0.0003(8) 0.0035(8) -0.0001(8) N4 0.0387(11) 0.0385(9) 0.0398(10) 0.0004(8) 0.0067(8) 0.0011(8) #----------------------------------------------------------------------------# # 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 1.497(4) . ? C2 N1 1.463(3) . ? C3 C4 1.509(4) . ? C4 N1 1.469(3) . ? C5 N1 1.479(3) . ? C5 C6 1.497(4) . ? C6 N2 1.458(3) . ? C7 N2 1.474(3) . ? C7 C8 1.512(3) . ? C9 N2 1.476(3) . ? C9 C10 1.489(4) . ? C11 C12 1.517(4) . ? C11 C13 1.518(3) . ? C11 Li2 2.175(5) . ? C11 Li1 2.264(5) . ? C14 C15 1.506(4) . ? C14 C16 1.520(3) . ? C14 Li2 2.231(5) . ? C14 Li1 2.282(5) . ? C17 C18 1.509(3) . ? C17 C19 1.522(3) . ? C17 Li3 2.095(4) . ? C17 Li2 2.229(4) . ? C20 N3 1.469(3) . ? C20 C21 1.502(3) . ? C22 N3 1.471(3) . ? C22 C23 1.515(3) . ? C24 N3 1.469(3) . ? C24 C25 1.505(3) . ? C25 N4 1.475(3) . ? C26 N4 1.475(3) . ? C26 C27 1.515(3) . ? C28 N4 1.467(3) . ? C28 C29 1.503(3) . ? Li1 N1 2.227(5) . ? Li1 N2 2.279(4) . ? Li1 Li2 2.420(6) . ? Li2 Li3 2.844(5) . ? Li3 N3 2.078(4) . ? Li3 N4 2.111(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C2 C1 113.9(2) . . ? N1 C4 C3 116.4(2) . . ? N1 C5 C6 112.2(2) . . ? N2 C6 C5 113.8(2) . . ? N2 C7 C8 117.4(2) . . ? N2 C9 C10 115.3(2) . . ? C12 C11 C13 108.0(2) . . ? C12 C11 Li2 91.5(2) . . ? C13 C11 Li2 109.08(19) . . ? C12 C11 Li1 116.3(2) . . ? C13 C11 Li1 135.4(2) . . ? Li2 C11 Li1 66.04(16) . . ? C15 C14 C16 107.5(2) . . ? C15 C14 Li2 104.80(19) . . ? C16 C14 Li2 147.7(2) . . ? C15 C14 Li1 99.68(18) . . ? C16 C14 Li1 107.81(18) . . ? Li2 C14 Li1 64.85(15) . . ? C18 C17 C19 108.1(2) . . ? C18 C17 Li3 114.1(2) . . ? C19 C17 Li3 80.47(17) . . ? C18 C17 Li2 100.26(18) . . ? C19 C17 Li2 150.9(2) . . ? Li3 C17 Li2 82.20(16) . . ? N3 C20 C21 113.4(2) . . ? N3 C22 C23 116.9(2) . . ? N3 C24 C25 112.63(18) . . ? N4 C25 C24 112.08(18) . . ? N4 C26 C27 116.4(2) . . ? N4 C28 C29 114.01(19) . . ? N1 Li1 C11 116.57(19) . . ? N1 Li1 N2 83.90(15) . . ? C11 Li1 N2 106.99(18) . . ? N1 Li1 C14 120.23(19) . . ? C11 Li1 C14 107.25(18) . . ? N2 Li1 C14 120.22(18) . . ? N1 Li1 Li2 124.3(2) . . ? C11 Li1 Li2 55.21(14) . . ? N2 Li1 Li2 150.4(2) . . ? C14 Li1 Li2 56.55(14) . . ? C11 Li2 C17 117.56(19) . . ? C11 Li2 C14 112.35(19) . . ? C17 Li2 C14 129.85(19) . . ? C11 Li2 Li1 58.75(14) . . ? C17 Li2 Li1 162.5(2) . . ? C14 Li2 Li1 58.60(14) . . ? C11 Li2 Li3 161.0(2) . . ? C17 Li2 Li3 46.87(12) . . ? C14 Li2 Li3 83.24(15) . . ? Li1 Li2 Li3 139.7(2) . . ? N3 Li3 C17 134.7(2) . . ? N3 Li3 N4 89.22(15) . . ? C17 Li3 N4 131.0(2) . . ? N3 Li3 Li2 123.01(19) . . ? C17 Li3 Li2 50.93(13) . . ? N4 Li3 Li2 129.9(2) . . ? C2 N1 C4 112.3(2) . . ? C2 N1 C5 109.52(19) . . ? C4 N1 C5 110.20(19) . . ? C2 N1 Li1 109.25(18) . . ? C4 N1 Li1 111.61(18) . . ? C5 N1 Li1 103.55(17) . . ? C6 N2 C7 112.23(19) . . ? C6 N2 C9 107.75(19) . . ? C7 N2 C9 111.90(19) . . ? C6 N2 Li1 96.82(17) . . ? C7 N2 Li1 109.29(16) . . ? C9 N2 Li1 117.94(18) . . ? C24 N3 C20 109.60(17) . . ? C24 N3 C22 112.68(17) . . ? C20 N3 C22 111.48(18) . . ? C24 N3 Li3 97.69(17) . . ? C20 N3 Li3 112.80(17) . . ? C22 N3 Li3 111.89(17) . . ? C28 N4 C26 112.27(18) . . ? C28 N4 C25 110.02(17) . . ? C26 N4 C25 110.34(17) . . ? C28 N4 Li3 108.17(17) . . ? C26 N4 Li3 113.47(17) . . ? C25 N4 Li3 102.07(17) . . ? # Attachment 'strohmann3.cif' #------------------------------------------------------------------------- #1 Global data block identification for start of deposition data_vi151007 _database_code_depnum_ccdc_archive 'CCDC 681930' _audit_creation_date 2008-03-17T12:36:45-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C17 H37 Li N2' _chemical_formula_weight 276.43 _chemical_absolute_configuration syn #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.798(3) _cell_length_b 14.839(6) _cell_length_c 16.313(6) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1887.7(12) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 0.973 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 624 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.055 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9099 _exptl_absorpt_correction_T_max 0.9901 _exptl_absorpt_process_details 'Sadabs 2.01 (Bruker AXS, 1999)' #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-CCD' _diffrn_measurement_method omega-scans _diffrn_reflns_av_R_equivalents 0.0767 _diffrn_reflns_av_unetI/netI 0.0571 _diffrn_reflns_number 14886 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 1923 _reflns_number_gt 1556 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'SMART 5.622 (Bruker AXS, 2001)' _computing_cell_refinement 'SAINTPLUS 6.02 (Bruker AXS, 1999)' _computing_data_reduction 'SAINTPLUS 6.02 (Bruker AXS, 1999)' _computing_structure_solution 'SHELXS-90 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 V1.073 (Farrugia, 2001)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # 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^)+(0.0653P)^2^+0.0319P] 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 1923 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0674 _refine_ls_R_factor_gt 0.0525 _refine_ls_wR_factor_ref 0.1216 _refine_ls_wR_factor_gt 0.1153 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.081 _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 3(4) _refine_diff_density_max 0.175 _refine_diff_density_min -0.104 _refine_diff_density_rms 0.029 #----------------------------------------------------------------------------# # 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' Li Li -0.0003 0.0001 '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' 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 0.0889(4) 0.30924(16) 0.12170(16) 0.0488(7) Uani 1 1 d . . . H1A H 0.1363 0.2834 0.0705 0.059 Uiso 1 1 calc R . . H1B H 0.0163 0.2626 0.1477 0.059 Uiso 1 1 calc R . . C2 C 0.2343(5) 0.3315(2) 0.1783(2) 0.0692(10) Uani 1 1 d . . . H2A H 0.1886 0.3495 0.2319 0.104 Uiso 1 1 calc R . . H2B H 0.3015 0.3812 0.1552 0.104 Uiso 1 1 calc R . . H2C H 0.308 0.2785 0.1849 0.104 Uiso 1 1 calc R . . C3 C -0.1341(4) 0.36414(18) 0.03210(15) 0.0498(8) Uani 1 1 d . . . H3A H -0.2263 0.4099 0.0285 0.06 Uiso 1 1 calc R . . H3B H -0.1886 0.3052 0.0436 0.06 Uiso 1 1 calc R . . C4 C -0.0426(5) 0.3590(2) -0.04944(16) 0.0628(9) Uani 1 1 d . . . H4A H 0.033 0.3063 -0.0501 0.094 Uiso 1 1 calc R . . H4B H 0.0257 0.4138 -0.0575 0.094 Uiso 1 1 calc R . . H4C H -0.1272 0.3537 -0.0936 0.094 Uiso 1 1 calc R . . C5 C -0.0948(5) 0.65750(17) 0.08834(17) 0.0628(9) Uani 1 1 d . . . H5A H -0.0044 0.7044 0.0872 0.075 Uiso 1 1 calc R . . H5B H -0.1951 0.6827 0.1177 0.075 Uiso 1 1 calc R . . C6 C -0.1465(6) 0.6347(2) 0.00115(18) 0.0849(13) Uani 1 1 d . . . H6A H -0.2402 0.5908 0.002 0.127 Uiso 1 1 calc R . . H6B H -0.048 0.6092 -0.028 0.127 Uiso 1 1 calc R . . H6C H -0.1847 0.6896 -0.0269 0.127 Uiso 1 1 calc R . . C7 C 0.0795(4) 0.60666(18) 0.20300(16) 0.0539(8) Uani 1 1 d . . . H7A H 0.1012 0.554 0.2388 0.065 Uiso 1 1 calc R . . H7B H 0.0168 0.6521 0.2358 0.065 Uiso 1 1 calc R . . C8 C 0.2514(5) 0.6465(2) 0.1766(2) 0.0701(10) Uani 1 1 d . . . H8A H 0.2325 0.7053 0.1509 0.105 Uiso 1 1 calc R . . H8B H 0.3068 0.6059 0.1373 0.105 Uiso 1 1 calc R . . H8C H 0.3253 0.6539 0.2248 0.105 Uiso 1 1 calc R . . C9 C -0.1161(4) 0.42079(17) 0.17314(16) 0.0440(7) Uani 1 1 d . . . H9 H -0.0346 0.421 0.2205 0.053 Uiso 1 1 calc R . . C10 C -0.2686(4) 0.36140(19) 0.19774(17) 0.0557(8) Uani 1 1 d . . . H10A H -0.3521 0.3596 0.1521 0.067 Uiso 1 1 calc R . . H10B H -0.2278 0.2991 0.2075 0.067 Uiso 1 1 calc R . . C11 C -0.3572(5) 0.3957(2) 0.27406(19) 0.0676(9) Uani 1 1 d . . . H11A H -0.276 0.3953 0.3207 0.081 Uiso 1 1 calc R . . H11B H -0.455 0.356 0.2879 0.081 Uiso 1 1 calc R . . C12 C -0.4209(4) 0.4910(2) 0.2591(2) 0.0709(10) Uani 1 1 d . . . H12A H -0.4786 0.5139 0.309 0.085 Uiso 1 1 calc R . . H12B H -0.5054 0.4909 0.2138 0.085 Uiso 1 1 calc R . . C13 C -0.2717(4) 0.5523(2) 0.23726(19) 0.0613(9) Uani 1 1 d . . . H13A H -0.1909 0.5548 0.284 0.074 Uiso 1 1 calc R . . H13B H -0.3153 0.6141 0.2275 0.074 Uiso 1 1 calc R . . C14 C -0.1757(4) 0.51939(17) 0.16033(16) 0.0460(7) Uani 1 1 d . . . H14 H -0.2607 0.5188 0.1144 0.055 Uiso 1 1 calc R . . C15 C 0.3572(5) 0.50528(19) -0.0068(2) 0.0583(9) Uani 1 1 d . . . H15 H 0.447(4) 0.5202(19) 0.0364(18) 0.063(9) Uiso 1 1 d . . . C16 C 0.4210(5) 0.4204(2) -0.0492(2) 0.0766(11) Uani 1 1 d . . . H15A H 0.5286 0.4335 -0.0778 0.115 Uiso 1 1 calc R . . H15B H 0.3349 0.4 -0.0889 0.115 Uiso 1 1 calc R . . H15C H 0.4404 0.3731 -0.0083 0.115 Uiso 1 1 calc R . . C17 C 0.3528(5) 0.5811(2) -0.0694(2) 0.0907(13) Uani 1 1 d . . . H17A H 0.266 0.5678 -0.1111 0.136 Uiso 1 1 calc R . . H17B H 0.4655 0.5866 -0.0955 0.136 Uiso 1 1 calc R . . H17C H 0.3241 0.6378 -0.0418 0.136 Uiso 1 1 calc R . . Li Li 0.1301(7) 0.4948(3) 0.0616(3) 0.0501(12) Uani 1 1 d . . . N1 N -0.0193(3) 0.38751(13) 0.10078(12) 0.0405(6) Uani 1 1 d . . . N2 N -0.0303(3) 0.57800(13) 0.13378(13) 0.0475(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 C1 0.0666(18) 0.0300(12) 0.0499(16) -0.0026(12) -0.0026(16) -0.0019(14) C2 0.079(2) 0.0561(18) 0.073(2) -0.0128(16) -0.014(2) 0.0160(18) C3 0.072(2) 0.0399(14) 0.0372(15) -0.0047(12) -0.0051(15) -0.0056(15) C4 0.091(3) 0.0585(18) 0.0389(17) -0.0046(14) -0.0042(18) -0.0104(19) C5 0.092(2) 0.0360(14) 0.0599(19) 0.0025(14) -0.005(2) 0.0070(17) C6 0.134(4) 0.061(2) 0.059(2) 0.0185(17) -0.020(2) 0.003(2) C7 0.075(2) 0.0376(14) 0.0490(17) -0.0106(13) -0.0021(16) -0.0024(16) C8 0.085(2) 0.0514(16) 0.074(2) -0.0184(16) 0.000(2) -0.0105(19) C9 0.0589(18) 0.0403(13) 0.0329(14) -0.0003(11) -0.0039(14) -0.0048(14) C10 0.071(2) 0.0499(16) 0.0457(17) 0.0069(13) 0.0040(16) -0.0084(17) C11 0.070(2) 0.081(2) 0.0517(18) 0.0067(17) 0.0068(18) -0.012(2) C12 0.068(2) 0.088(2) 0.057(2) -0.0230(18) 0.0130(18) -0.007(2) C13 0.071(2) 0.0582(18) 0.0546(19) -0.0190(15) 0.0041(18) 0.0007(17) C14 0.0605(18) 0.0411(14) 0.0365(15) -0.0053(12) -0.0035(14) 0.0025(14) C15 0.078(2) 0.0484(16) 0.0482(18) -0.0046(14) 0.0107(18) -0.0071(18) C16 0.085(3) 0.072(2) 0.073(2) -0.0025(18) 0.019(2) 0.003(2) C17 0.106(3) 0.074(2) 0.092(3) 0.020(2) 0.027(3) -0.006(2) Li 0.078(3) 0.030(2) 0.042(2) -0.0010(18) 0.004(3) -0.007(2) N1 0.0599(14) 0.0281(10) 0.0334(11) -0.0034(9) -0.0028(11) -0.0052(10) N2 0.0714(16) 0.0317(11) 0.0395(12) -0.0036(10) -0.0042(13) 0.0006(12) #----------------------------------------------------------------------------# # 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 N1 1.475(3) . ? C1 C2 1.500(4) . ? C3 N1 1.476(3) . ? C3 C4 1.511(4) . ? C5 N2 1.481(3) . ? C5 C6 1.516(4) . ? C7 N2 1.479(3) . ? C7 C8 1.527(5) . ? C9 N1 1.486(3) . ? C9 C10 1.534(4) . ? C9 C14 1.550(4) . ? C10 C11 1.512(4) . ? C11 C12 1.519(5) . ? C12 C13 1.519(4) . ? C13 C14 1.541(4) . ? C14 N2 1.494(3) . ? C15 C17 1.520(4) . ? C15 C16 1.521(4) . ? C15 Li 2.099(5) . ? Li N1 2.073(5) . ? Li N2 2.115(5) . ? 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 N1 C1 C2 113.6(2) . . ? N1 C3 C4 113.2(2) . . ? N2 C5 C6 112.5(2) . . ? N2 C7 C8 113.9(2) . . ? N1 C9 C10 114.3(2) . . ? N1 C9 C14 111.1(2) . . ? C10 C9 C14 110.2(2) . . ? C11 C10 C9 112.1(2) . . ? C10 C11 C12 109.3(3) . . ? C11 C12 C13 110.2(3) . . ? C12 C13 C14 111.9(2) . . ? N2 C14 C13 114.9(2) . . ? N2 C14 C9 111.2(2) . . ? C13 C14 C9 109.6(2) . . ? C17 C15 C16 108.3(3) . . ? C17 C15 Li 113.1(3) . . ? C16 C15 Li 117.2(2) . . ? N1 Li C15 134.0(2) . . ? N1 Li N2 86.8(2) . . ? C15 Li N2 138.7(2) . . ? C1 N1 C3 109.73(19) . . ? C1 N1 C9 111.61(19) . . ? C3 N1 C9 111.9(2) . . ? C1 N1 Li 110.8(2) . . ? C3 N1 Li 106.7(2) . . ? C9 N1 Li 105.97(19) . . ? C7 N2 C5 110.5(2) . . ? C7 N2 C14 112.7(2) . . ? C5 N2 C14 110.5(2) . . ? C7 N2 Li 104.5(2) . . ? C5 N2 Li 112.8(2) . . ? C14 N2 Li 105.69(18) . . ?