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



