# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2012 data_global #TrackingRef '- DL_2H2O.cif' _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _publ_contact_author_name F.Grepioni _publ_contact_author_address ; ; _publ_contact_author_email fabrizia.grepioni@unibo.it #------------------ AUDIT DETAILS -------------------------------------------# _audit_creation_date 2011-08-18 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _audit_update_record ? loop_ _publ_author_name F.Grepioni D.Braga L.Chelazzi data_DL_2H2O _database_code_depnum_ccdc_archive 'CCDC 881344' #TrackingRef '- DL_2H2O.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H20 N2 O12' _chemical_formula_weight 336.26 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 P21/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 4.8685(3) _cell_length_b 17.2207(12) _cell_length_c 17.2062(15) _cell_angle_alpha 90.00 _cell_angle_beta 91.668(7) _cell_angle_gamma 90.00 _cell_volume 1441.94(18) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description cube _exptl_crystal_colour colourless _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.549 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 0.148 _exptl_absorpt_correction_T_min 0.98700 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10902 _diffrn_reflns_av_R_equivalents 0.0513 _diffrn_reflns_av_sigmaI/netI 0.0760 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 29.32 _reflns_number_total 3502 _reflns_number_gt 2431 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0861P)^2^+1.7987P] 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 3502 _refine_ls_number_parameters 203 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1464 _refine_ls_R_factor_gt 0.1065 _refine_ls_wR_factor_ref 0.2465 _refine_ls_wR_factor_gt 0.2271 _refine_ls_goodness_of_fit_ref 1.255 _refine_ls_restrained_S_all 1.255 _refine_ls_shift/su_max 0.000 _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 O13 O 0.9785(6) 0.28750(18) 0.71786(19) 0.0329(8) Uani 1 1 d . . . O14 O 0.4945(6) 0.25161(18) 0.78903(19) 0.0326(8) Uani 1 1 d . . . O10 O 0.9780(6) 0.27683(19) 0.4149(2) 0.0341(8) Uani 1 1 d . . . N1 N 0.9003(7) 0.4451(2) 0.6754(2) 0.0227(8) Uani 1 1 d . . . H1A H 1.0386 0.4553 0.6443 0.034 Uiso 1 1 calc R . . H1B H 0.7414 0.4518 0.6493 0.034 Uiso 1 1 calc R . . H1C H 0.9126 0.3962 0.6919 0.034 Uiso 1 1 calc R . . N10 N 0.5894(7) 0.1714(2) 0.4339(2) 0.0236(8) Uani 1 1 d . . . H10A H 0.4486 0.1404 0.4440 0.035 Uiso 1 1 calc R . . H10B H 0.7463 0.1458 0.4424 0.035 Uiso 1 1 calc R . . H10C H 0.5775 0.1866 0.3845 0.035 Uiso 1 1 calc R . . C10 C 0.8253(8) 0.2919(2) 0.4667(3) 0.0233(9) Uani 1 1 d . . . C12 C 0.5845(9) 0.2165(3) 0.5711(3) 0.0294(10) Uani 1 1 d . . . H12A H 0.5374 0.2606 0.6030 0.035 Uiso 1 1 calc R . . H12B H 0.4472 0.1765 0.5782 0.035 Uiso 1 1 calc R . . C11 C 0.5824(8) 0.2410(2) 0.4858(3) 0.0220(9) Uani 1 1 d . . . H11 H 0.4128 0.2699 0.4742 0.026 Uiso 1 1 calc R . . O2 O 0.2653(6) -0.03482(17) 0.44372(18) 0.0281(7) Uani 1 1 d . . . O1 O 0.1094(6) 0.08631(17) 0.45724(19) 0.0293(7) Uani 1 1 d . . . O6 O 0.6646(6) 0.5286(2) 0.85394(19) 0.0347(8) Uani 1 1 d . . . H6 H 0.5158 0.5241 0.8746 0.052 Uiso 1 1 calc R . . O7 O 0.6427(6) 0.59988(18) 0.68344(18) 0.0325(8) Uani 1 1 d . . . H7 H 0.6428 0.5924 0.6364 0.049 Uiso 1 1 calc R . . O12 O 0.8445(7) 0.18800(19) 0.59500(19) 0.0355(8) Uani 1 1 d . . . H12 H 0.8611 0.1430 0.5802 0.053 Uiso 1 1 calc R . . O11 O 0.8461(6) 0.35299(18) 0.5120(2) 0.0364(8) Uani 1 1 d . . . H11A H 0.9934 0.3747 0.5052 0.055 Uiso 1 1 calc R . . O5 O 0.5229(6) 0.42638(19) 0.7836(2) 0.0356(8) Uani 1 1 d . . . C4 C 0.9140(8) 0.4986(2) 0.7435(2) 0.0210(9) Uani 1 1 d . . . H4 H 1.0873 0.4898 0.7726 0.025 Uiso 1 1 calc R . . C2 C 1.3863(8) 0.4738(2) 0.5169(2) 0.0198(8) Uani 1 1 d . . . O3 O 1.3752(6) 0.46769(19) 0.58850(17) 0.0294(7) Uani 1 1 d . . . O4 O 1.2305(6) 0.44038(19) 0.46745(18) 0.0303(8) Uani 1 1 d . . . C1 C 0.1082(8) 0.0156(2) 0.4709(2) 0.0197(8) Uani 1 1 d . . . C3 C 0.6768(8) 0.4802(2) 0.7958(2) 0.0212(9) Uani 1 1 d . . . C5 C 0.9045(9) 0.5828(3) 0.7160(3) 0.0299(10) Uani 1 1 d . . . H5A H 0.9440 0.6172 0.7595 0.036 Uiso 1 1 calc R . . H5B H 1.0430 0.5911 0.6775 0.036 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 O13 0.0399(18) 0.0240(17) 0.0343(19) -0.0020(14) -0.0049(14) 0.0008(13) O14 0.0408(18) 0.0251(17) 0.0319(18) 0.0004(14) -0.0007(14) -0.0041(13) O10 0.0330(17) 0.0335(19) 0.0363(19) -0.0051(15) 0.0099(14) -0.0122(14) N1 0.0262(18) 0.0192(17) 0.0230(19) 0.0035(14) 0.0080(14) 0.0009(14) N10 0.0257(18) 0.0206(18) 0.0247(19) 0.0001(14) 0.0023(14) -0.0073(14) C10 0.0175(19) 0.019(2) 0.033(2) 0.0038(17) 0.0000(17) -0.0018(16) C12 0.029(2) 0.027(2) 0.032(3) -0.0058(19) 0.0081(19) -0.0086(18) C11 0.0198(19) 0.017(2) 0.030(2) -0.0006(17) -0.0002(16) -0.0006(15) O2 0.0298(16) 0.0218(16) 0.0336(18) 0.0008(13) 0.0148(13) 0.0003(12) O1 0.0304(16) 0.0159(15) 0.042(2) 0.0085(13) 0.0103(14) -0.0025(12) O6 0.0319(17) 0.044(2) 0.0288(18) -0.0115(15) 0.0139(14) -0.0050(15) O7 0.050(2) 0.0217(16) 0.0259(17) -0.0027(13) 0.0000(14) 0.0074(14) O12 0.048(2) 0.0273(18) 0.0311(19) -0.0060(15) -0.0076(15) 0.0017(15) O11 0.0341(18) 0.0241(17) 0.052(2) -0.0108(15) 0.0148(15) -0.0147(14) O5 0.0397(19) 0.0292(18) 0.039(2) 0.0000(14) 0.0148(15) -0.0043(14) C4 0.0176(19) 0.028(2) 0.018(2) 0.0000(16) 0.0029(15) 0.0000(16) C2 0.0210(19) 0.019(2) 0.019(2) -0.0019(16) 0.0037(15) -0.0059(16) O3 0.0296(16) 0.0397(19) 0.0190(16) 0.0016(13) 0.0050(12) -0.0104(13) O4 0.0322(16) 0.0358(19) 0.0229(16) -0.0027(13) 0.0015(13) -0.0168(13) C1 0.0197(19) 0.021(2) 0.019(2) 0.0022(16) 0.0030(15) -0.0035(16) C3 0.023(2) 0.022(2) 0.019(2) 0.0037(16) 0.0012(15) 0.0036(17) C5 0.036(2) 0.023(2) 0.030(3) -0.0064(18) 0.0043(19) -0.0080(19) _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 O10 C10 1.205(5) . ? N1 C4 1.492(5) . ? N10 C11 1.495(5) . ? C10 O11 1.312(5) . ? C10 C11 1.516(6) . ? C12 O12 1.408(6) . ? C12 C11 1.526(6) . ? O2 C1 1.257(5) . ? O1 C1 1.240(5) . ? O6 C3 1.304(5) . ? O7 C5 1.408(6) . ? O5 C3 1.206(5) . ? C4 C3 1.518(6) . ? C4 C5 1.525(6) . ? C2 O3 1.240(5) . ? C2 O4 1.262(5) . ? C2 C2 1.553(7) 3_866 ? C1 C1 1.569(7) 3_556 ? 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 O10 C10 O11 124.9(4) . . ? O10 C10 C11 122.6(4) . . ? O11 C10 C11 112.5(4) . . ? O12 C12 C11 111.0(3) . . ? N10 C11 C10 107.6(3) . . ? N10 C11 C12 110.7(3) . . ? C10 C11 C12 112.7(3) . . ? N1 C4 C3 108.6(3) . . ? N1 C4 C5 110.1(3) . . ? C3 C4 C5 111.5(3) . . ? O3 C2 O4 126.0(4) . . ? O3 C2 C2 118.2(4) . 3_866 ? O4 C2 C2 115.7(4) . 3_866 ? O1 C1 O2 127.0(4) . . ? O1 C1 C1 117.7(4) . 3_556 ? O2 C1 C1 115.3(4) . 3_556 ? O5 C3 O6 125.7(4) . . ? O5 C3 C4 122.4(4) . . ? O6 C3 C4 111.9(4) . . ? O7 C5 C4 109.9(3) . . ? _diffrn_measured_fraction_theta_max 0.886 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.672 _refine_diff_density_min -0.328 _refine_diff_density_rms 0.108 # Attachment '- L_anhydrous.cif' data_PROVA2_publ _database_code_depnum_ccdc_archive 'CCDC 881345' #TrackingRef '- L_anhydrous.cif' _pd_block_id 2011-05-23T16:43|PROVA2|serina|Overall _audit_creation_method 'from EXP file using GSAS2CIF' _audit_creation_date 2011-05-23T16:43 _audit_author_name serina _audit_update_record ; 2011-05-23T16:43 Initial CIF as created by GSAS2CIF ; _chemical_formula_sum 'C5 N O7' _chemical_formula_weight 186.05 _chemical_formula_moiety 'C5 N O7' _cell_formula_units_Z 4 #============================================================================== # 8. Phase information from GSAS _pd_phase_name 'from C:/Iacopo_serina_ox/lserox_best1.cif' _cell_length_a 14.3723(8) _cell_length_b 6.2614(4) _cell_length_c 9.1815(5) _cell_angle_alpha 90.0 _cell_angle_beta 92.112(4) _cell_angle_gamma 90.0 _cell_volume 825.69(8) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21 1' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,+y+1/2,-z _exptl_crystal_colour white _diffrn_ambient_temperature 293 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54060 _diffrn_radiation_monochromator none _diffrn_measurement_device_type ; Panalytical X'pert in Bragg_Brentano geometry ; _computing_data_collection 'Highscore plus' _computing_cell_refinement GSAS _computing_structure_solution 'EXPO2011 (Altomare, 2011)' _computing_structure_refinement GSAS _cell_measurement_temperature 293 _pd_proc_2theta_range_min 3 _pd_proc_2theta_range_max 70 _pd_proc_info_excluded_regions no _pd_proc_ls_background_function Chebyschev _pd_proc_ls_pref_orient_corr ; Spherical Harmonics ; _refine_ls_structure_factor_coef Fsqd _pd_proc_ls_prof_R_factor 0.125 _pd_proc_ls_prof_wR_factor 0.103 _refine_ls_number_parameters 95 _refine_ls_number_restraints 52 _refine_ls_shift/su_max 0.12 _refine_ls_goodness_of_fit_all 2.85 _refine_ls_matrix_type full loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv C C1 -0.2481(4) 0.9783(14) 0.5792(11) 1.0 0.06743(15) O O1 -0.2755(6) 1.0005(18) 0.7025(12) 1.0 0.05614(10) O O2 -0.2101(6) 0.8071(14) 0.5295(14) 1.0 0.05614(10) C C2 -0.2581(4) 1.1538(13) 0.4662(11) 1.0 0.06743(15) O O3 -0.2307(6) 1.1316(17) 0.3429(11) 1.0 0.05614(10) O O4 -0.2961(6) 1.3251(14) 0.5159(13) 1.0 0.05614(10) C C3 -0.2765(5) 0.4428(13) 1.0210(9) 1.0 0.06743(15) O O5 -0.3425(6) 0.3302(14) 0.9842(12) 1.0 0.05614(10) O O6 -0.2162(7) 0.3997(17) 1.1251(10) 1.0 0.05614(10) H H6 -0.424735 1.14562 0.772509 1 1 C C4 -0.2563(5) 0.6505(13) 0.9438(8) 1.0 0.06743(15) O O7 -0.1903(6) 0.7632(15) 0.9806(11) 1.0 0.05614(10) O O8 -0.3166(7) 0.6936(16) 0.8397(9) 1.0 0.05614(10) C C5 -0.5574(5) 1.1821(13) 0.6645(8) 1.0 0.06743(15) C C6 -0.4751(6) 1.2736(12) 0.7540(11) 1.0 0.06743(15) C C7 -0.5066(11) 1.3802(17) 0.8916(6) 1.0 0.06743(15) H H7 -0.445905 1.43934 0.953638 1 1 H H70 -0.543111 1.26389 0.956679 1 1 N N1 -0.4442(8) 1.4919(24) 0.6664(15) 1.0 0.0700(9) H H1 -0.498501 1.59558 0.660789 1 1 H H10 -0.389295 1.56134 0.720576 1 1 H H101 -0.425852 1.45267 0.564108 1 1 O O9 -0.5923(9) 1.0128(17) 0.7054(11) 1.0 0.05614(10) O O10 -0.5815(9) 1.2832(20) 0.5523(8) 1.0 0.05614(10) O O11 -0.5680(10) 1.5559(22) 0.8571(15) 1.0 0.05614(10) H H11 -0.623583 1.50269 0.800786 1 1 C C8 0.0573(7) 0.6529(12) 0.1807(8) 1.0 0.06743(15) C C9 0.0065(6) 0.8407(12) 0.2478(9) 1.0 0.06743(15) H H9 -0.00886809 0.955313 0.161002 1 1 C C10 0.0661(6) 0.9491(22) 0.3650(22) 1.0 0.06743(15) H H01 0.121442 1.03785 0.314245 1 1 H H001 0.0965109 0.828329 0.437617 1 1 N N2 -0.0815(6) 0.7669(23) 0.3116(15) 1.0 0.0700(9) H H2 -0.0667819 0.656736 0.39021 1 1 H H20 -0.114584 0.893167 0.35582 1 1 H H201 -0.123205 0.700419 0.232321 1 1 O O12 0.1162(7) 0.6414(21) 0.0893(11) 1.0 0.05614(10) O O13 0.0329(10) 0.4714(12) 0.2203(13) 1.0 0.05614(10) H H13 -0.0341911 0.450249 0.194649 1 1 O O14 0.0113(7) 1.0939(27) 0.4481(13) 1.0 0.05614(10) H H14 -0.0391559 1.01362 0.494892 1 1 _vrf_GEOM001_I ; PROBLEM: _geom_bond_atom_site_label_1 is missing RESPONSE: Bonds and angles not calculated. ; _vrf_GEOM003_I ; PROBLEM: _geom_bond_distance is missing RESPONSE: Bonds and angles not calculated. ; _vrf_GEOM006_I ; PROBLEM: _geom_angle_atom_site_label_2 is missing RESPONSE: Bonds and angles not calculated. ; _vrf_GEOM007_I ; PROBLEM: _geom_angle_atom_site_label_3 is missing RESPONSE: Bonds and angles not calculated. ; _chemical_name_common 'from C:/Iacopo_serina_ox/lserox_best1.cif' # Attachment '- L_FormI_2H2O.cif' data_L_FormI_2H2O _database_code_depnum_ccdc_archive 'CCDC 881346' #TrackingRef '- L_FormI_2H2O.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H20 N2 O12' _chemical_formula_weight 336.26 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' O O 0.0106 0.0060 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 4.8832(6) _cell_length_b 11.9276(14) _cell_length_c 12.4798(15) _cell_angle_alpha 90.00 _cell_angle_beta 92.018(10) _cell_angle_gamma 90.00 _cell_volume 726.43(15) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description cube _exptl_crystal_colour colourless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.528 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 356 _exptl_absorpt_coefficient_mu 0.147 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9855 _exptl_absorpt_correction_T_max 0.9855 _exptl_absorpt_process_details ? _exptl_special_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5125 _diffrn_reflns_av_R_equivalents 0.0732 _diffrn_reflns_av_sigmaI/netI 0.1938 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.27 _diffrn_reflns_theta_max 28.96 _reflns_number_total 2878 _reflns_number_gt 1462 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0230P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 1(3) _chemical_absolute_configuration rm _refine_ls_number_reflns 2878 _refine_ls_number_parameters 203 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1904 _refine_ls_R_factor_gt 0.0963 _refine_ls_wR_factor_ref 0.1693 _refine_ls_wR_factor_gt 0.1360 _refine_ls_goodness_of_fit_ref 1.149 _refine_ls_restrained_S_all 1.149 _refine_ls_shift/su_max 0.012 _refine_ls_shift/su_mean 0.003 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 -0.3878(15) 0.1848(7) 0.7744(6) 0.0245(19) Uani 1 1 d . . . C2 C -0.1659(15) 0.1733(6) 0.6922(6) 0.0210(17) Uani 1 1 d . . . O1 O -0.3991(10) 0.1060(4) 0.8407(5) 0.0339(14) Uani 1 1 d . . . O2 O -0.5324(10) 0.2686(4) 0.7721(4) 0.0329(15) Uani 1 1 d . . . O3 O -0.1580(9) 0.2482(4) 0.6220(4) 0.0292(14) Uani 1 1 d . . . O4 O -0.0086(10) 0.0918(4) 0.6992(4) 0.0320(14) Uani 1 1 d . . . C3 C -0.6674(15) 0.4891(6) 0.6106(7) 0.034(2) Uani 1 1 d . . . H3A H -0.7054 0.5681 0.5990 0.041 Uiso 1 1 calc R . . H3B H -0.8138 0.4583 0.6521 0.041 Uiso 1 1 calc R . . O7 O -0.4148(11) 0.4776(4) 0.6696(5) 0.0383(16) Uani 1 1 d . . . H70 H -0.3894 0.4114 0.6846 0.057 Uiso 1 1 calc R . . C4 C -0.6631(14) 0.4293(6) 0.5019(6) 0.0255(19) Uani 1 1 d . . . H4 H -0.8270 0.4522 0.4600 0.031 Uiso 1 1 calc R . . N2 N -0.6762(11) 0.3046(4) 0.5174(5) 0.0257(16) Uani 1 1 d . . . H2A H -0.8213 0.2875 0.5553 0.039 Uiso 1 1 calc R . . H2B H -0.5245 0.2813 0.5522 0.039 Uiso 1 1 calc R . . H2C H -0.6905 0.2710 0.4537 0.039 Uiso 1 1 calc R . . C5 C -0.4151(14) 0.4554(6) 0.4363(6) 0.0239(18) Uani 1 1 d . . . O6 O -0.3715(10) 0.5628(4) 0.4296(5) 0.0357(16) Uani 1 1 d . . . H6 H -0.2364 0.5741 0.3939 0.053 Uiso 1 1 calc R . . O5 O -0.2788(11) 0.3823(4) 0.3974(5) 0.0400(16) Uani 1 1 d . . . C8 C 0.0948(15) 0.0596(6) 1.0475(6) 0.033(2) Uani 1 1 d . . . H8A H 0.1597 0.0547 1.1217 0.040 Uiso 1 1 calc R . . H8B H 0.2033 0.1161 1.0126 0.040 Uiso 1 1 calc R . . O10 O -0.1816(11) 0.0935(5) 1.0442(5) 0.0380(15) Uani 1 1 d . . . H10 H -0.2438 0.0895 0.9825 0.057 Uiso 1 1 calc R . . C7 C 0.1387(14) -0.0530(7) 0.9932(6) 0.0270(19) Uani 1 1 d . . . H7 H 0.3164 -0.0833 1.0181 0.032 Uiso 1 1 calc R . . N1 N 0.1374(11) -0.0423(5) 0.8732(5) 0.0336(17) Uani 1 1 d . . . H1A H 0.2669 0.0058 0.8548 0.050 Uiso 1 1 calc R . . H1B H -0.0254 -0.0173 0.8494 0.050 Uiso 1 1 calc R . . H1C H 0.1699 -0.1090 0.8443 0.050 Uiso 1 1 calc R . . C13 C -0.0869(16) -0.1350(7) 1.0245(7) 0.034(2) Uani 1 1 d . . . O8 O -0.2668(10) -0.1668(5) 0.9610(5) 0.0391(16) Uani 1 1 d . . . O20 O -0.0667(11) -0.1603(6) 1.1260(5) 0.0510(19) Uani 1 1 d . . . H20 H -0.1919 -0.2027 1.1410 0.077 Uiso 1 1 calc R . . O1W O -0.2502(9) 0.2417(4) 1.2061(4) 0.0339(15) Uani 1 1 d . . . O2W O -0.2454(11) 0.6965(5) 0.6864(5) 0.054(3) Uani 1.000(13) 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 0.027(4) 0.015(4) 0.032(5) 0.002(4) 0.000(4) -0.008(4) C2 0.022(4) 0.023(4) 0.018(4) -0.009(4) 0.004(3) 0.003(4) O1 0.034(3) 0.031(3) 0.037(4) 0.004(3) 0.001(3) -0.005(3) O2 0.035(3) 0.028(3) 0.036(4) -0.001(3) 0.013(3) 0.011(3) O3 0.023(3) 0.030(3) 0.035(4) 0.008(3) 0.009(3) 0.002(3) O4 0.031(3) 0.030(3) 0.034(4) 0.000(3) 0.006(3) 0.016(3) C3 0.027(4) 0.022(5) 0.055(6) -0.001(4) 0.018(4) 0.009(4) O7 0.051(3) 0.026(3) 0.038(4) 0.003(3) -0.013(3) -0.004(3) C4 0.018(4) 0.026(5) 0.033(5) 0.006(4) 0.004(3) 0.001(4) N2 0.021(3) 0.031(4) 0.026(4) 0.001(3) 0.007(3) -0.003(3) C5 0.027(4) 0.010(4) 0.034(5) 0.001(4) -0.001(4) -0.003(4) O6 0.029(3) 0.027(4) 0.052(4) 0.009(3) 0.011(3) -0.001(3) O5 0.038(4) 0.030(4) 0.054(4) -0.007(3) 0.023(3) 0.000(3) C8 0.029(5) 0.047(6) 0.023(5) -0.011(4) -0.001(4) -0.009(4) O10 0.036(3) 0.046(4) 0.032(4) -0.011(3) 0.002(3) 0.008(3) C7 0.020(4) 0.033(5) 0.028(4) 0.011(4) 0.008(3) 0.002(4) N1 0.041(4) 0.035(4) 0.026(4) 0.013(4) 0.013(3) 0.000(4) C13 0.025(5) 0.036(5) 0.039(6) 0.006(4) 0.005(4) 0.018(4) O8 0.035(4) 0.035(4) 0.047(4) -0.001(3) 0.004(3) -0.009(3) O20 0.033(3) 0.086(5) 0.034(4) 0.033(4) 0.004(3) -0.014(3) O1W 0.036(3) 0.032(4) 0.035(4) 0.000(3) 0.005(3) 0.003(3) O2W 0.055(5) 0.051(5) 0.055(5) 0.005(4) -0.004(4) 0.007(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 O2 1.223(9) . ? C1 O1 1.255(8) . ? C1 C2 1.524(9) . ? C2 O4 1.240(8) . ? C2 O3 1.253(8) . ? C3 O7 1.421(8) . ? C3 C4 1.533(11) . ? C4 N2 1.502(8) . ? C4 C5 1.518(9) . ? C5 O5 1.209(8) . ? C5 O6 1.302(8) . ? C8 O10 1.409(8) . ? C8 C7 1.523(10) . ? C7 N1 1.503(9) . ? C7 C13 1.534(10) . ? C13 O8 1.222(9) . ? C13 O20 1.302(10) . ? 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 O2 C1 O1 126.1(7) . . ? O2 C1 C2 118.8(7) . . ? O1 C1 C2 115.1(7) . . ? O4 C2 O3 125.0(7) . . ? O4 C2 C1 118.5(7) . . ? O3 C2 C1 116.5(6) . . ? O7 C3 C4 112.0(6) . . ? N2 C4 C3 110.2(6) . . ? N2 C4 C5 108.1(6) . . ? C3 C4 C5 114.7(6) . . ? O5 C5 O6 126.2(7) . . ? O5 C5 C4 122.0(7) . . ? O6 C5 C4 111.8(7) . . ? O10 C8 C7 113.0(6) . . ? N1 C7 C13 109.3(6) . . ? N1 C7 C8 111.8(6) . . ? C13 C7 C8 109.6(6) . . ? O8 C13 O20 125.9(8) . . ? O8 C13 C7 122.6(8) . . ? O20 C13 C7 111.4(7) . . ? _diffrn_measured_fraction_theta_max 0.898 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.766 _refine_diff_density_min -0.335 _refine_diff_density_rms 0.080 # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF # Attachment '- L_FormII_2H2O.cif' data_PROVA2MOLECOLE_publ _database_code_depnum_ccdc_archive 'CCDC 881347' #TrackingRef '- L_FormII_2H2O.cif' _pd_block_id 2012-02-06T10:57|PROVA2MOLECOLE|polimorfo2|Overall _audit_creation_method 'from EXP file using GSAS2CIF' _audit_creation_date 2012-02-06T10:57 _audit_author_name polimorfo2 _audit_update_record ; 2012-02-06T10:57 Initial CIF as created by GSAS2CIF ; _chemical_formula_sum 'C8 N2 O12' _chemical_formula_weight 316.09 _chemical_formula_moiety 'C8 N2 O12' _cell_formula_units_Z 2 #============================================================================== # 8. Phase information from GSAS _pd_phase_name 'from C:/2_1mono/sol2acqua_best8.cif' _cell_length_a 12.5711(6) _cell_length_b 11.2144(5) _cell_length_c 5.2079(2) _cell_angle_alpha 90.0 _cell_angle_beta 100.529(3) _cell_angle_gamma 90.0 _cell_volume 721.83(7) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21 1' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +x,+y,+z 2 -x,+y+1/2,-z _exptl_crystal_colour white _diffrn_ambient_temperature 293 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54060 _diffrn_radiation_monochromator none _diffrn_measurement_device_type ; Panalytical X'pert in Bragg_Brentano geometry ; _computing_data_collection 'Highscore plus' _computing_cell_refinement GSAS _computing_structure_solution 'EXPO2011 (Altomare, 2011)' _computing_structure_refinement GSAS _cell_measurement_temperature 293 _pd_proc_2theta_range_min 3 _pd_proc_2theta_range_max 70 _pd_proc_info_excluded_regions no _pd_proc_ls_background_function Chebyschev _pd_proc_ls_pref_orient_corr ; Spherical Harmonics ; _refine_ls_structure_factor_coef Fsqd _pd_proc_ls_prof_R_factor 0.071 _pd_proc_ls_prof_wR_factor 0.093 _refine_ls_number_parameters 113 _refine_ls_goodness_of_fit_all 1.78 _refine_ls_number_restraints 37 _refine_ls_shift/su_max 0.08 _refine_ls_matrix_type fullcycle # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_thermal_displace_type _atom_site_U_iso_or_equiv O O1 -0.2709(9) 1.5358(13) -0.0539(24) 1.0 Uiso 0.0532(20) C C1 -0.2578(9) 1.0656(8) 0.3806(12) 1.0 Uiso 0.092(4) O O2 -0.3190(9) 1.1503(9) 0.3733(18) 1.0 Uiso 0.0532(20) O O3 -0.2127(8) 1.0181(8) 0.5762(15) 1.0 Uiso 0.0532(20) C C2 -0.2605(8) 0.9836(7) 0.1491(13) 1.0 Uiso 0.092(4) O O4 -0.2004(8) 0.8978(7) 0.1577(17) 1.0 Uiso 0.0532(20) O O5 -0.3297(8) 1.0168(9) -0.0538(17) 1.0 Uiso 0.0532(20) C C3 -0.5062(6) 1.3480(7) -0.4574(16) 1.0 Uiso 0.092(4) C C4 -0.4597(5) 1.2629(4) -0.2374(14) 1.0 Uiso 0.092(4) H H4 -0.450941 1.17609 -0.324933 1.0 Uiso 1 C C5 -0.5342(6) 1.2504(8) -0.0423(19) 1.0 Uiso 0.092(4) H H5 -0.6175 1.2625 -0.142011 1.0 Uiso 1 H H50 -0.514027 1.31828 0.108267 1.0 Uiso 1 N N1 -0.3526(6) 1.3058(8) -0.1005(18) 1.0 Uiso 0.022(4) H H1 -0.360855 1.38783 -0.0241654 1.0 Uiso 1 H H10 -0.322664 1.24828 0.0453599 1.0 Uiso 1 H H101 -0.301018 1.31063 -0.229047 1.0 Uiso 1 O O6 -0.6031(7) 1.3392(8) -0.5553(18) 1.0 Uiso 0.0532(20) O O7 -0.4408(7) 1.4198(9) -0.5258(18) 1.0 Uiso 0.0532(20) H H7 -0.382132 1.37505 -0.587579 1.0 Uiso 1 O O8 -0.5231(9) 1.1347(8) 0.0772(18) 1.0 Uiso 0.0532(20) H H8 -0.447297 1.12334 0.168896 1.0 Uiso 1 C C6 0.0251(5) 0.7010(7) 1.0453(14) 1.0 Uiso 0.092(4) C C7 -0.0150(5) 0.7575(6) 0.7790(11) 1.0 Uiso 0.092(4) H H07 -0.0159528 0.688249 0.632008 1.0 Uiso 1 C C8 0.0591(9) 0.8566(13) 0.7252(17) 1.0 Uiso 0.092(4) H H08 0.14193 0.823586 0.756211 1.0 Uiso 1 H H008 0.0536492 0.930309 0.858317 1.0 Uiso 1 N N2 -0.1257(7) 0.8061(12) 0.7659(17) 1.0 Uiso 0.022(4) H H02 -0.124657 0.868918 0.90665 1.0 Uiso 1 H H002 -0.151459 0.843433 0.587849 1.0 Uiso 1 H H021 -0.176676 0.73918 0.794244 1.0 Uiso 1 O O9 -0.0303(7) 0.7135(9) 1.2167(14) 1.0 Uiso 0.0532(20) O O10 0.1144(6) 0.6497(9) 1.0734(20) 1.0 Uiso 0.0532(20) H H01 0.17092 0.707759 1.04604 1.0 Uiso 1 O O11 0.0292(10) 0.8981(8) 0.4610(16) 1.0 Uiso 0.0532(20) H H11 -0.0462159 0.928572 0.431876 1.0 Uiso 1 O O12 -0.1969(7) 1.5542(10) 0.4640(24) 1.0 Uiso 0.0532(20) _vrf_GEOM001_I ; PROBLEM: _geom_bond_atom_site_label_1 is missing RESPONSE: Bonds and angles not calculated. ; _vrf_GEOM003_I ; PROBLEM: _geom_bond_distance is missing RESPONSE: Bonds and angles not calculated. ; _vrf_GEOM006_I ; PROBLEM: _geom_angle_atom_site_label_2 is missing RESPONSE: Bonds and angles not calculated. ; _vrf_GEOM007_I ; PROBLEM: _geom_angle_atom_site_label_3 is missing RESPONSE: Bonds and angles not calculated. ; _PLAT306_ALERT_2_A ; PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?) RESPONSE: H-atom not calculated. ; _chemical_name_common 'from C:/2_1mono/sol2acqua_best8.cif'