# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email 'foxman1@brandeis.edu ' _publ_contact_author_name B.Foxman loop_ _publ_author_name B.Foxman B.Snider 'V. Enkelmann' M.Hickey 'Wen Shang' data_compound_11 _database_code_depnum_ccdc_archive 'CCDC 809044' #TrackingRef 'ce-art-11-2010-000810-File005-v1-0.cif' _audit_creation_date 10-09-16 _audit_creation_method CRYSTALS_ver_14.11 _oxford_structure_analysis_title LICROT _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 8.7502(11) _cell_length_b 5.059(2) _cell_length_c 21.53(2) _cell_angle_alpha 90 _cell_angle_beta 96.37(3) _cell_angle_gamma 90 _cell_volume 947.2(11) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'I 2/a' _symmetry_space_group_name_Hall '-I 2ya' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z+1/2 -x+1/2,-y+1/2,-z+1/2 -x+1/2,y,-z x+1/2,-y,z -x+1,y+1/2,-z+1/2 x+1,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Li 0.0008 0.0003 1.1282 3.9546 0.7508 1.0524 0.6175 85.3905 0.4653 168.2610 0.0377 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 8 # Given Formula = C4 H5 Li1 O2 # Dc = 1.29 Fooo = 384.00 Mu = 8.25 M = 92.02 # Found Formula = C4 H5 Li1 O2 # Dc = 1.29 FOOO = 384.00 Mu = 8.25 M = 92.02 _chemical_formula_sum 'C4 H5 Li1 O2' _chemical_formula_moiety 'C4 H5 Li1 O2' _chemical_compound_source ? _chemical_formula_weight 92.02 _cell_measurement_reflns_used 23 _cell_measurement_theta_min 17 _cell_measurement_theta_max 45 _cell_measurement_temperature 294 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_min 0.054 _exptl_crystal_size_mid 0.360 _exptl_crystal_size_max 0.486 _exptl_crystal_density_diffrn 1.291 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 384 _exptl_absorpt_coefficient_mu 0.825 # Sheldrick geometric approximatio 0.74 0.96 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North et al., 1968)' _exptl_absorpt_correction_T_min 0.88 _exptl_absorpt_correction_T_max 0.96 _diffrn_measurement_device_type 'Enraf-Nonius CAD4' _diffrn_measurement_device Serial _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54178 _diffrn_measurement_method \w/2\q # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'CAD4 EXPRESS, (Straver, 1992)' _computing_cell_refinement 'CAD4 EXPRESS, (Straver, 1992)' _computing_data_reduction 'RC93 (Watkin et al., 1994)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time 7200 _diffrn_standards_interval_count . _diffrn_standards_number 3 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 294 _diffrn_reflns_number 1083 _reflns_number_total 1011 _diffrn_reflns_av_R_equivalents 0.110 # Number of reflections without Friedels Law is 1011 # Number of reflections with Friedels Law is 0 # Theoretical number of reflections is about 1012 _diffrn_reflns_theta_min 8.286 _diffrn_reflns_theta_max 77.913 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 77.913 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _reflns_limit_h_min 0 _reflns_limit_h_max 10 _reflns_limit_k_min 0 _reflns_limit_k_max 6 _reflns_limit_l_min -26 _reflns_limit_l_max 26 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.27 _refine_diff_density_max 0.19 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>2.0\s(I) _refine_ls_number_reflns 644 _refine_ls_number_restraints 0 _refine_ls_number_parameters 64 _oxford_refine_ls_R_factor_ref 0.0552 _refine_ls_wR_factor_ref 0.0680 _refine_ls_goodness_of_fit_ref 1.0000 _refine_ls_shift/su_max 0.0001655 _refine_ls_shift/su_mean 0.0000181 # The values computed from all data _oxford_reflns_number_all 1011 _refine_ls_R_factor_all 0.0981 _refine_ls_wR_factor_all 0.1190 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 644 _refine_ls_R_factor_gt 0.0552 _refine_ls_wR_factor_gt 0.0680 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 4.29 1.16 3.27 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. North, A.C.T., Phillips, D.C. & Mathews, F.S., (1968). Acta Cryst, A24, 351-359. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Straver, L. H. (1992). CAD4-EXPRESS, Nonius, Delft, The Netherlands. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. Watkin, D.J., Prout, C.K. & Lilley, P.M.deQ. (1994). RC93, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens O1 O 0.93484(19) -0.2898(3) 0.28961(9) 0.0403 1.0000 Uani . . . . . . O2 O 0.8080(2) 0.0851(3) 0.30065(9) 0.0419 1.0000 Uani . . . . . . C1 C 0.8355(3) -0.1544(4) 0.31340(12) 0.0339 1.0000 Uani . . . . . . C2 C 0.7464(3) -0.2873(5) 0.35901(13) 0.0437 1.0000 Uani . . . . . . C3 C 0.6572(3) -0.1606(6) 0.39481(14) 0.0492 1.0000 Uani . . . . . . C4 C 0.5673(4) -0.2855(8) 0.44187(15) 0.0670 1.0000 Uani . . . . . . Li1 Li 0.9014(5) 0.3528(8) 0.2535(2) 0.0428 1.0000 Uani . . . . . . H21 H 0.7534 -0.4687 0.3612 0.0522 1.0000 Uiso R . . . . . H31 H 0.6515 0.0253 0.3913 0.0591 1.0000 Uiso R . . . . . H41 H 0.4604 -0.2455 0.4326 0.1011 1.0000 Uiso R . . . . . H42 H 0.6005 -0.2210 0.4831 0.1012 1.0000 Uiso R . . . . . H43 H 0.5807 -0.4751 0.4418 0.1009 1.0000 Uiso 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 O1 0.0381(10) 0.0225(9) 0.0637(12) -0.0017(8) 0.0206(9) 0.0009(7) O2 0.0436(10) 0.0210(9) 0.0640(13) 0.0048(8) 0.0195(9) 0.0013(7) C1 0.0327(12) 0.0179(11) 0.0525(16) -0.0017(10) 0.0111(11) -0.0001(9) C2 0.0468(15) 0.0272(13) 0.0600(17) 0.0037(12) 0.0190(13) -0.0001(11) C3 0.0482(15) 0.0408(15) 0.0620(18) 0.0016(13) 0.0207(13) -0.0054(13) C4 0.063(2) 0.078(2) 0.066(2) 0.0071(18) 0.0324(17) -0.0069(18) Li1 0.036(2) 0.024(2) 0.072(3) 0.003(2) 0.023(2) -0.0011(18) _refine_ls_extinction_method None _oxford_refine_ls_scale 1.689(10) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 . C1 . 1.259(3) yes O2 . C1 . 1.259(3) yes C1 . C2 . 1.481(3) yes C2 . C3 . 1.322(4) yes C2 . H21 . 0.920 no C3 . C4 . 1.491(4) yes C3 . H31 . 0.944 no C4 . H41 . 0.957 no C4 . H42 . 0.961 no C4 . H43 . 0.966 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O2 . C1 . O1 . 123.9(2) yes O2 . C1 . C2 . 118.6(2) yes O1 . C1 . C2 . 117.4(2) yes C1 . C2 . C3 . 123.7(3) yes C1 . C2 . H21 . 116.7 no C3 . C2 . H21 . 119.6 no C2 . C3 . C4 . 125.5(3) yes C2 . C3 . H31 . 117.8 no C4 . C3 . H31 . 116.7 no C3 . C4 . H41 . 110.2 no C3 . C4 . H42 . 110.9 no H41 . C4 . H42 . 108.1 no C3 . C4 . H43 . 110.3 no H41 . C4 . H43 . 109.0 no H42 . C4 . H43 . 108.3 no _iucr_refine_instruction_details_constraints ; # # Punched on 16/09/10 at 10:38:36 # #LIST 12 BLOCK SCALE X'S, U'S RIDE C ( 2,X'S) H ( 21,X'S) RIDE C ( 3,X'S) H ( 31,X'S) RIDE C ( 4,X'S) H ( 41,X'S) H ( 42,X'S) H ( 43,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 16/09/10 at 10:38:36 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; # Attachment 'ce-art-11-2010-000810-File006-v1-0.cif' data_compound_12 _database_code_depnum_ccdc_archive 'CCDC 809045' #TrackingRef 'ce-art-11-2010-000810-File006-v1-0.cif' _audit_creation_date 10-09-16 _audit_creation_method CRYSTALS_ver_14.11 _oxford_structure_analysis_title 'Foxi Licroto/DMF 120K' _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 23.2503(7) _cell_length_b 4.9968(3) _cell_length_c 14.8231(5) _cell_angle_alpha 90 _cell_angle_beta 120.1277(14) _cell_angle_gamma 90 _cell_volume 1489.46(11) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1 ' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z -x,y,-z+1/2 x,-y,z+1/2 -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Li -0.0003 0.0001 1.1282 3.9546 0.7508 1.0524 0.6175 85.3905 0.4653 168.2610 0.0377 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 8 # Given Formula = C5 H8 Li1 N1 O3 # Dc = 1.22 Fooo = 576.00 Mu = 0.98 M = 137.06 # Found Formula = C5 H8 Li1 N1 O3 # Dc = 1.22 FOOO = 576.00 Mu = 0.98 M = 137.06 _chemical_formula_sum 'C5 H8 Li1 N1 O3' _chemical_formula_moiety 'C5 H8 Li1 N1 O3' _chemical_compound_source ? _chemical_formula_weight 137.06 _cell_measurement_reflns_used 1023 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 120 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_min 0.010 _exptl_crystal_size_mid 0.210 _exptl_crystal_size_max 0.230 _exptl_crystal_density_diffrn 1.222 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 0.098 # Sheldrick geometric approximatio 0.98 1.00 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.98 _exptl_absorpt_correction_T_max 1.00 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS 86 (Sheldrick, 1986)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 120 _diffrn_reflns_number 6426 _reflns_number_total 2125 _diffrn_reflns_av_R_equivalents 0.030 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 2125 # Theoretical number of reflections is about 4339 _diffrn_reflns_theta_min 4.053 _diffrn_reflns_theta_max 29.985 _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 28.186 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _reflns_limit_h_min -32 _reflns_limit_h_max 28 _reflns_limit_k_min 0 _reflns_limit_k_max 6 _reflns_limit_l_min 0 _reflns_limit_l_max 20 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.45 _refine_diff_density_max 0.48 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 2124 _refine_ls_number_restraints 0 _refine_ls_number_parameters 123 _oxford_refine_ls_R_factor_ref 0.0498 _refine_ls_wR_factor_ref 0.0925 _refine_ls_goodness_of_fit_ref 0.9799 _refine_ls_shift/su_max 0.0003882 _refine_ls_shift/su_mean 0.0000387 # The values computed from all data _oxford_reflns_number_all 2124 _refine_ls_R_factor_all 0.0498 _refine_ls_wR_factor_all 0.0925 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 1587 _refine_ls_R_factor_gt 0.0336 _refine_ls_wR_factor_gt 0.0864 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.05P)^2^ + 0.10P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius (2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Sheldrick, G. M. (2008). Acta Cryst A64, 112-122. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Li1 Li 0.28870(9) 0.4279(3) 0.30736(14) 0.0157 1.0000 Uani . . . . . . O1 O 0.30190(3) 0.79844(13) 0.28615(6) 0.0156 1.0000 Uani . . . . . . O2 O 0.34924(3) 1.19030(12) 0.29111(5) 0.0156 1.0000 Uani . . . . . . O3 O 0.29435(4) 0.40027(14) 0.44156(6) 0.0204 1.0000 Uani . . . . . . N1 N 0.30748(5) 0.51537(18) 0.59836(7) 0.0209 1.0000 Uani . . . . . . C1 C 0.35199(4) 0.93971(17) 0.30451(7) 0.0125 1.0000 Uani . . . . . . C2 C 0.41679(5) 0.79917(18) 0.34348(8) 0.0184 1.0000 Uani . . . . . . C3 C 0.47307(5) 0.9230(2) 0.36626(9) 0.0213 1.0000 Uani . . . . . . C4 C 0.53877(6) 0.7887(3) 0.40434(11) 0.0318 1.0000 Uani . . . . . . C5 C 0.31699(5) 0.5489(2) 0.51868(8) 0.0183 1.0000 Uani . . . . . . H11 H 0.2800(8) 0.378(3) 0.5926(12) 0.034(4) 1.0000 Uiso . . . . . . H12 H 0.3237(7) 0.632(3) 0.6515(12) 0.030(4) 1.0000 Uiso . . . . . . H21 H 0.4158(7) 0.608(3) 0.3522(11) 0.030(4) 1.0000 Uiso . . . . . . H31 H 0.4705(8) 1.117(3) 0.3567(12) 0.030(4) 1.0000 Uiso . . . . . . H41 H 0.5343(9) 0.602(4) 0.4096(14) 0.055(5) 1.0000 Uiso . . . . . . H42 H 0.5728(10) 0.851(3) 0.4762(15) 0.056(5) 1.0000 Uiso . . . . . . H43 H 0.5556(9) 0.821(4) 0.3540(15) 0.058(5) 1.0000 Uiso . . . . . . H51 H 0.3445(7) 0.706(3) 0.5249(11) 0.030(4) 1.0000 Uiso . . . . . . 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 Li1 0.0148(7) 0.0144(7) 0.0190(8) 0.0007(6) 0.0092(6) -0.0001(6) O1 0.0119(3) 0.0126(3) 0.0211(3) 0.0012(3) 0.0074(3) -0.0009(3) O2 0.0158(3) 0.0108(3) 0.0207(4) 0.0013(3) 0.0096(3) 0.0004(3) O3 0.0243(4) 0.0223(3) 0.0167(3) -0.0017(3) 0.0118(3) -0.0030(3) N1 0.0266(4) 0.0207(4) 0.0172(4) -0.0036(3) 0.0123(4) -0.0041(4) C1 0.0124(4) 0.0126(4) 0.0122(4) -0.0001(3) 0.0059(3) -0.0003(3) C2 0.0125(4) 0.0139(4) 0.0249(5) -0.0006(4) 0.0063(3) 0.0016(4) C3 0.0139(4) 0.0211(4) 0.0275(5) -0.0025(4) 0.0094(4) 0.0008(4) C4 0.0137(4) 0.0372(7) 0.0398(7) -0.0065(6) 0.0099(4) 0.0029(5) C5 0.0175(4) 0.0177(4) 0.0198(5) 0.0011(4) 0.0095(4) 0.0000(4) _refine_ls_extinction_method None _oxford_refine_ls_scale 5.53(13) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 . C1 . 1.2690(11) yes O2 . C1 . 1.2644(11) yes O3 . C5 . 1.2373(12) yes N1 . C5 . 1.3168(13) yes N1 . H11 . 0.913(15) no N1 . H12 . 0.896(15) no C1 . C2 . 1.4910(13) yes C2 . C3 . 1.3288(13) yes C2 . H21 . 0.965(15) no C3 . C4 . 1.4954(15) yes C3 . H31 . 0.977(14) no C4 . H41 . 0.949(19) no C4 . H42 . 1.005(19) no C4 . H43 . 1.014(17) no C5 . H51 . 0.988(14) no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C5 . N1 . H11 . 115.9(9) no C5 . N1 . H12 . 121.4(9) no H11 . N1 . H12 . 122.4(12) no O1 . C1 . O2 . 123.27(8) yes O1 . C1 . C2 . 117.46(8) yes O2 . C1 . C2 . 119.26(8) yes C1 . C2 . C3 . 123.63(9) yes C1 . C2 . H21 . 115.5(9) no C3 . C2 . H21 . 120.8(9) no C2 . C3 . C4 . 125.17(10) yes C2 . C3 . H31 . 116.4(9) no C4 . C3 . H31 . 118.4(9) no C3 . C4 . H41 . 109.9(11) no C3 . C4 . H42 . 111.9(10) no H41 . C4 . H42 . 106.2(15) no C3 . C4 . H43 . 110.4(11) no H41 . C4 . H43 . 108.4(14) no H42 . C4 . H43 . 110.0(15) no N1 . C5 . O3 . 124.56(10) yes N1 . C5 . H51 . 114.2(8) no O3 . C5 . H51 . 121.3(8) no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag N1 . H11 . O3 4_556 170.5(14) 0.913(15) 2.072(16) 2.9770(16) yes N1 . H12 . O2 6_575 162.1(12) 0.896(15) 2.047(15) 2.9128(16) yes C2 . H21 . O2 1_545 146.6(12) 0.965(15) 2.484(15) 3.3319(16) yes _iucr_refine_instruction_details_constraints ; # # Punched on 16/09/10 at 10:52:10 # #LIST 12 FULL LI(1,X'S, U'S) UNTIL C(5) CONT H(11,X'S,U[ISO]) UNTIL LAST END ; _iucr_refine_instruction_details_restraints ; # # Punched on 16/09/10 at 10:52:10 # #LIST 16 NO END ;