Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Sara Wishkerman' _publ_contact_author_address ; Department of Chemistry Ben Gurion University of the Negev P.O.Box 635 Beer Sheva 84105 ISRAEL ; _publ_contact_author_email SARAW@BGUMAIL.BGU.AC.IL _publ_section_title ; Characterization of the Polymorphs of Aminoacetonitrile Hydrochloride and Crystal Structures of the Stable Polymorph ; loop_ _publ_author_name 'Sara Wishkerman' 'Joel Bernstein' # Attachment 'AAN III.cif' data_ah49sw18 _database_code_depnum_ccdc_archive 'CCDC 288100' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C2 H5 Cl N2' _chemical_formula_weight 92.53 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 5.028(2) _cell_length_b 9.680(4) _cell_length_c 5.246(2) _cell_angle_alpha 90.00 _cell_angle_beta 118.522(7) _cell_angle_gamma 90.00 _cell_volume 224.31(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 ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.370 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 96 _exptl_absorpt_coefficient_mu 0.663 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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 1938 _diffrn_reflns_av_R_equivalents 0.0191 _diffrn_reflns_av_sigmaI/netI 0.0259 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 4.21 _diffrn_reflns_theta_max 28.55 _reflns_number_total 1114 _reflns_number_gt 1060 _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^)+(0.0559P)^2^+0.0055P] 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_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.92(13) _refine_ls_number_reflns 1114 _refine_ls_number_parameters 66 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0377 _refine_ls_R_factor_gt 0.0370 _refine_ls_wR_factor_ref 0.0883 _refine_ls_wR_factor_gt 0.0874 _refine_ls_goodness_of_fit_ref 1.284 _refine_ls_restrained_S_all 1.283 _refine_ls_shift/su_max 0.188 _refine_ls_shift/su_mean 0.028 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 Cl1 Cl 0.99813(7) 0.55407(11) 0.49624(8) 0.03153(16) Uani 1 1 d . . . N2 N 0.6664(4) 0.3040(4) 0.8332(3) 0.0458(4) Uani 1 1 d . . . C2 C 0.5423(4) 0.3050(3) 0.5849(4) 0.0321(3) Uani 1 1 d . . . C1 C 0.3843(4) 0.3048(3) 0.2690(3) 0.0325(3) Uani 1 1 d . . . N1 N 0.3293(3) 0.4475(2) 0.1590(3) 0.0281(3) Uani 1 1 d . . . H3 H 0.483(5) 0.487(2) 0.224(5) 0.042(6) Uiso 1 1 d . . . H2 H 0.234(4) 0.486(2) 0.221(4) 0.032(5) Uiso 1 1 d . . . H1 H 0.246(4) 0.446(2) 0.010(5) 0.025(4) Uiso 1 1 d . . . H4 H 0.195(5) 0.253(2) 0.207(6) 0.049(6) Uiso 1 1 d . . . H5 H 0.495(8) 0.250(3) 0.210(7) 0.051(7) 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 Cl1 0.0269(2) 0.0375(2) 0.0318(2) -0.00203(9) 0.01530(17) -0.00108(9) N2 0.0419(8) 0.0628(8) 0.0291(7) 0.0056(16) 0.0140(6) 0.0033(12) C2 0.0288(6) 0.0390(7) 0.0281(7) 0.004(2) 0.0132(5) 0.0019(12) C1 0.0360(7) 0.0340(6) 0.0250(6) -0.001(2) 0.0126(6) -0.0005(12) N1 0.0231(5) 0.0384(5) 0.0215(8) 0.0034(6) 0.0096(6) 0.0016(6) _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 N2 C2 1.145(2) . ? C2 C1 1.4564(19) . ? C1 N1 1.471(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 N2 C2 C1 179.5(4) . . ? C2 C1 N1 110.1(2) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 28.55 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.364 _refine_diff_density_min -0.797 _refine_diff_density_rms 0.217