# Supplementary Material (ESI) for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2010

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Jurg Hulliger'
_publ_contact_author_email       JUERG.HULLIGER@IAC.UNIBE.CH

_publ_section_title              
;
Polymorphism, polar morphology and absolute structure
determination of 4-iodo-4'-nitrobiphenyl (INBP)
;
loop_
_publ_author_name
'Jurg Hulliger'
'Athanasios Batagiannis'
'Norwid-Rasmus Behrnd'
'Ricarda Berger'
'Mariana Bertoni'
;
M.Bonin
;
'Labat Gael'
'Couderc Gaetan'
'Anna Prodi-Schwab'
'Julius Tsuwi'

# Attachment 'CIFS.txt'

data_CCDC724433
_database_code_depnum_ccdc_archive 'CCDC 724433'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H8 I N O2'
_chemical_formula_sum            'C12 H8 I N O2'
_chemical_formula_weight         325.09

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'
I I -0.4742 1.8119 '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           orthorhombic
_symmetry_space_group_name_H-M   'F d d 2'
_symmetry_space_group_name_Hall  'F 2 -2d'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/4, y+1/4, z+1/4'
'x+3/4, -y+3/4, 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+3/4, -y+5/4, 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+5/4, -y+3/4, 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+5/4, -y+5/4, z+1/4'

_cell_length_a                   18.892(6)
_cell_length_b                   8.215(3)
_cell_length_c                   14.400(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2234.8(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3061
_cell_measurement_theta_min      2.99
_cell_measurement_theta_max      33.30

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.932
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1248
_exptl_absorpt_coefficient_mu    2.849
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.5933
_exptl_absorpt_correction_T_max  0.8126
_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  'STOE image plate 2'
_diffrn_measurement_method       'omega scan method'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            5908
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_sigmaI/netI    0.0453
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.05
_diffrn_reflns_theta_max         33.33
_reflns_number_total             1889
_reflns_number_gt                1120
_reflns_threshold_expression     I>2sigma(I)

_computing_data_collection       'X-AREA (Stoe & Cie, 2005)'
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2005)'
_computing_data_reduction        'X-RED32 (Stoe & Cie, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  SHELXL-97

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² 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/[σ²(Fo²)+(0.0308P)²+0.0000P] where P=(Fo²+2Fc²)/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   0.00(3)
_refine_ls_number_reflns         1889
_refine_ls_number_parameters     76
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0715
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_ref         0.0641
_refine_ls_wR_factor_gt          0.0548
_refine_ls_goodness_of_fit_ref   0.897
_refine_ls_restrained_S_all      0.897
_refine_ls_shift/su_max          <0.001
_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
I1 I 0.5000 -0.5000 0.0000 0.05505(12) Uani 1 2 d S . .
O1 O 0.4433(2) -0.4874(6) -0.7777(3) 0.0866(13) Uani 1 1 d . . .
N1 N 0.5000 -0.5000 -0.7374(4) 0.0605(13) Uani 1 2 d S . .
C1 C 0.5000 -0.5000 -0.1463(4) 0.0461(12) Uani 1 2 d S . .
C2 C 0.4514(3) -0.4076(6) -0.1934(3) 0.0499(10) Uani 1 1 d . . .
H1 H 0.4185 -0.3458 -0.1608 0.060 Uiso 1 1 calc R . .
C3 C 0.4513(3) -0.4062(5) -0.2900(3) 0.0488(10) Uani 1 1 d . . .
H2 H 0.4186 -0.3423 -0.3215 0.059 Uiso 1 1 calc R . .
C4 C 0.5000 -0.5000 -0.3406(7) 0.040(2) Uani 1 2 d S . .
C5 C 0.5000 -0.5000 -0.4443(4) 0.0426(10) Uani 1 2 d S . .
C6 C 0.43695(19) -0.4828(6) -0.4932(8) 0.0474(12) Uani 1 1 d . . .
H3 H 0.3946 -0.4695 -0.4611 0.057 Uiso 1 1 calc R . .
C7 C 0.4367(2) -0.4855(5) -0.5891(3) 0.0511(9) Uani 1 1 d . . .
H4 H 0.3945 -0.4775 -0.6221 0.061 Uiso 1 1 calc R . .
C8 C 0.5000 -0.5000 -0.6342(8) 0.050(3) Uani 1 2 d S . .

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
I1 0.05781(19) 0.0709(2) 0.03646(15) 0.000 0.000 -0.0151(3)
O1 0.083(3) 0.135(4) 0.0428(19) -0.004(2) -0.0151(19) 0.024(3)
N1 0.075(4) 0.063(3) 0.043(3) 0.000 0.000 0.009(3)
C1 0.052(3) 0.052(3) 0.034(3) 0.000 0.000 -0.009(5)
C2 0.050(3) 0.060(3) 0.040(2) -0.0044(19) 0.0011(19) 0.007(2)
C3 0.051(2) 0.051(2) 0.044(2) -0.0010(18) -0.0021(19) 0.0066(19)
C4 0.045(4) 0.038(3) 0.038(6) 0.000 0.000 -0.006(4)
C5 0.045(3) 0.041(2) 0.042(3) 0.000 0.000 0.001(2)
C6 0.0474(15) 0.050(2) 0.044(3) 0.001(3) 0.000(3) 0.0051(18)
C7 0.055(2) 0.057(2) 0.041(2) 0.0032(18) -0.0017(17) 0.003(2)
C8 0.064(5) 0.051(4) 0.034(6) 0.000 0.000 0.005(4)

_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
I1 C1 2.107(5) . ?
O1 N1 1.223(5) . ?
N1 O1 1.223(5) 2_645 ?
N1 C8 1.487(13) . ?
C1 C2 1.371(6) . ?
C1 C2 1.371(6) 2_645 ?
C2 C3 1.391(6) . ?
C2 H1 0.9300 . ?
C3 C4 1.404(7) . ?
C3 H2 0.9300 . ?
C4 C3 1.404(7) 2_645 ?
C4 C5 1.493(12) . ?
C5 C6 1.391(7) . ?
C5 C6 1.391(7) 2_645 ?
C6 C7 1.381(13) . ?
C6 H3 0.9300 . ?
C7 C8 1.367(7) . ?
C7 H4 0.9300 . ?
C8 C7 1.367(7) 2_645 ?

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
O1 N1 O1 123.4(6) . 2_645 ?
O1 N1 C8 118.3(3) . . ?
O1 N1 C8 118.3(3) 2_645 . ?
C2 C1 C2 120.7(6) . 2_645 ?
C2 C1 I1 119.6(3) . . ?
C2 C1 I1 119.6(3) 2_645 . ?
C1 C2 C3 120.0(5) . . ?
C1 C2 H1 120.0 . . ?
C3 C2 H1 120.0 . . ?
C2 C3 C4 120.9(6) . . ?
C2 C3 H2 119.5 . . ?
C4 C3 H2 119.5 . . ?
C3 C4 C3 117.5(8) . 2_645 ?
C3 C4 C5 121.3(4) . . ?
C3 C4 C5 121.3(4) 2_645 . ?
C6 C5 C6 119.2(10) . 2_645 ?
C6 C5 C4 120.4(5) . . ?
C6 C5 C4 120.4(5) 2_645 . ?
C7 C6 C5 120.5(6) . . ?
C7 C6 H3 119.7 . . ?
C5 C6 H3 119.7 . . ?
C8 C7 C6 118.2(6) . . ?
C8 C7 H4 120.9 . . ?
C6 C7 H4 120.9 . . ?
C7 C8 C7 123.3(9) . 2_645 ?
C7 C8 N1 118.4(5) . . ?
C7 C8 N1 118.4(5) 2_645 . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        33.33
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.299
_refine_diff_density_min         -0.902
_refine_diff_density_rms         0.076

#====================================================================

data_CCDC724434
_database_code_depnum_ccdc_archive 'CCDC 724434'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H8 I N O2'
_chemical_formula_sum            'C12 H8 I N O2'
_chemical_formula_weight         325.11

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'
I I -0.4742 1.8119 '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   'P 2/c'
_symmetry_space_group_name_Hall  '-P 2yc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   10.405(3)
_cell_length_b                   14.441(5)
_cell_length_c                   8.194(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.074(18)
_cell_angle_gamma                90.00
_cell_volume                     1141.0(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3101
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      21.99

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.846
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             592
_exptl_absorpt_coefficient_mu    2.788
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.758742
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_process_details   'refined from Sadabs (Bruker)'

_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  'Bruker SMART 1K'
_diffrn_measurement_method       'omega scan method'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            12315
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_sigmaI/netI    0.0227
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.11
_diffrn_reflns_theta_max         26.37
_reflns_number_total             2340
_reflns_number_gt                1624
_reflns_threshold_expression     I>2sigma(I)

_computing_data_collection       'SMART (Bruker, 1997)'
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_reduction        'SHELXTL (Bruker, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  SHELXL-97

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² 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/[σ²(Fo²)+(0.0215P)²+0.3692P] where P=(Fo²+2Fc²)/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         2340
_refine_ls_number_parameters     151
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0281
_refine_ls_wR_factor_ref         0.0576
_refine_ls_wR_factor_gt          0.0511
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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
I1A I 0.5000 -0.02031(2) 0.2500 0.06917(13) Uani 1 2 d S . .
O1A O 0.3922(3) 0.75566(18) 0.1671(4) 0.0910(8) Uani 1 1 d . . .
N1A N 0.5000 0.7160(3) 0.2500 0.0661(11) Uani 1 2 d S . .
C4A C 0.5000 0.3194(3) 0.2500 0.0536(11) Uani 1 2 d S . .
C3A C 0.4077(3) 0.2683(2) 0.1099(4) 0.0659(9) Uani 1 1 d . . .
H3A H 0.3448 0.2999 0.0143 0.079 Uiso 1 1 calc R . .
C2A C 0.4067(4) 0.1729(2) 0.1086(4) 0.0665(9) Uani 1 1 d . . .
H2A H 0.3440 0.1408 0.0136 0.080 Uiso 1 1 calc R . .
C1A C 0.5000 0.1254(3) 0.2500 0.0577(12) Uani 1 2 d S . .
C14A C 0.5000 0.4223(3) 0.2500 0.0558(12) Uani 1 2 d S . .
C13A C 0.6209(3) 0.4723(2) 0.3367(5) 0.0722(10) Uani 1 1 d . . .
H13A H 0.7033 0.4408 0.3961 0.087 Uiso 1 1 calc R . .
C12A C 0.6209(4) 0.5680(2) 0.3363(5) 0.0726(10) Uani 1 1 d . . .
H12A H 0.7024 0.6007 0.3943 0.087 Uiso 1 1 calc R . .
C11A C 0.5000 0.6135(4) 0.2500 0.0622(12) Uani 1 2 d S . .
I2A I 1.0000 -0.35694(2) 0.2500 0.08179(15) Uani 1 2 d S . .
O2A O 1.1089(3) 0.41869(19) 0.2833(4) 0.1075(10) Uani 1 1 d . . .
N2A N 1.0000 0.3803(4) 0.2500 0.0788(13) Uani 1 2 d S . .
C24A C 1.0000 -0.0170(3) 0.2500 0.0556(12) Uani 1 2 d S . .
C23A C 1.0932(3) -0.0680(2) 0.1998(4) 0.0604(8) Uani 1 1 d . . .
H23A H 1.1568 -0.0367 0.1650 0.072 Uiso 1 1 calc R . .
C22A C 1.0934(3) -0.1636(2) 0.2003(4) 0.0655(9) Uani 1 1 d . . .
H22A H 1.1571 -0.1957 0.1670 0.079 Uiso 1 1 calc R . .
C21A C 1.0000 -0.2116(4) 0.2500 0.0629(13) Uani 1 2 d S . .
C34A C 1.0000 0.0847(3) 0.2500 0.0537(11) Uani 1 2 d S . .
C33A C 0.8791(4) 0.1354(2) 0.2200(4) 0.0658(9) Uani 1 1 d . . .
H33A H 0.7967 0.1037 0.1994 0.079 Uiso 1 1 calc R . .
C32A C 0.8773(4) 0.2308(3) 0.2198(4) 0.0682(9) Uani 1 1 d . . .
H32A H 0.7958 0.2635 0.1998 0.082 Uiso 1 1 calc R . .
C31A C 1.0000 0.2759(4) 0.2500 0.0639(13) Uani 1 2 d S . .

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
I1A 0.0807(3) 0.0621(2) 0.0729(2) 0.000 0.03817(19) 0.000
O1A 0.0744(19) 0.0670(17) 0.119(2) 0.0040(16) 0.0226(16) 0.0131(15)
N1A 0.066(3) 0.060(3) 0.074(3) 0.000 0.030(2) 0.000
C4A 0.048(3) 0.056(3) 0.058(3) 0.000 0.022(2) 0.000
C3A 0.062(2) 0.067(2) 0.058(2) -0.0008(17) 0.0109(17) 0.0043(18)
C2A 0.068(2) 0.065(2) 0.057(2) -0.0098(17) 0.0127(17) 0.0007(18)
C1A 0.057(3) 0.061(3) 0.058(3) 0.000 0.026(2) 0.000
C14A 0.050(3) 0.068(3) 0.047(2) 0.000 0.015(2) 0.000
C13A 0.046(2) 0.069(3) 0.086(3) 0.005(2) 0.0068(18) 0.0039(18)
C12A 0.053(2) 0.065(2) 0.089(3) -0.003(2) 0.0139(19) -0.0075(18)
C11A 0.057(3) 0.062(3) 0.068(3) 0.000 0.024(3) 0.000
I2A 0.0829(3) 0.0705(3) 0.0771(2) 0.000 0.01315(19) 0.000
O2A 0.101(2) 0.073(2) 0.133(3) 0.0008(17) 0.027(2) -0.0143(18)
N2A 0.074(4) 0.089(4) 0.063(3) 0.000 0.014(3) 0.000
C24A 0.050(3) 0.066(3) 0.045(2) 0.000 0.012(2) 0.000
C23A 0.0470(19) 0.078(2) 0.0580(19) 0.0049(17) 0.0222(16) -0.0002(17)
C22A 0.059(2) 0.073(2) 0.062(2) -0.0009(18) 0.0193(17) 0.0076(18)
C21A 0.051(3) 0.079(4) 0.047(3) 0.000 0.005(2) 0.000
C34A 0.049(3) 0.060(3) 0.047(2) 0.000 0.013(2) 0.000
C33A 0.054(2) 0.076(3) 0.064(2) -0.0032(18) 0.0192(17) -0.0032(18)
C32A 0.055(2) 0.076(3) 0.068(2) -0.0016(19) 0.0177(18) 0.0063(19)
C31A 0.069(4) 0.064(3) 0.049(3) 0.000 0.012(2) 0.000

_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
I1A C1A 2.104(5) . ?
O1A N1A 1.214(3) . ?
N1A O1A 1.214(3) 2_655 ?
N1A C11A 1.481(6) . ?
C4A C3A 1.398(4) . ?
C4A C3A 1.398(4) 2_655 ?
C4A C14A 1.486(6) . ?
C3A C2A 1.378(4) . ?
C3A H3A 0.9300 . ?
C2A C1A 1.382(4) . ?
C2A H2A 0.9300 . ?
C1A C2A 1.382(4) 2_655 ?
C14A C13A 1.392(4) 2_655 ?
C14A C13A 1.392(4) . ?
C13A C12A 1.381(4) . ?
C13A H13A 0.9300 . ?
C12A C11A 1.359(4) . ?
C12A H12A 0.9300 . ?
C11A C12A 1.359(4) 2_655 ?
I2A C21A 2.099(5) . ?
O2A N2A 1.197(3) . ?
N2A O2A 1.197(3) 2_755 ?
N2A C31A 1.508(7) . ?
C24A C23A 1.397(4) 2_755 ?
C24A C23A 1.397(4) . ?
C24A C34A 1.469(6) . ?
C23A C22A 1.381(4) . ?
C23A H23A 0.9300 . ?
C22A C21A 1.374(4) . ?
C22A H22A 0.9300 . ?
C21A C22A 1.374(4) 2_755 ?
C34A C33A 1.396(4) 2_755 ?
C34A C33A 1.396(4) . ?
C33A C32A 1.378(4) . ?
C33A H33A 0.9300 . ?
C32A C31A 1.370(4) . ?
C32A H32A 0.9300 . ?
C31A C32A 1.370(4) 2_755 ?

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
O1A N1A O1A 123.8(5) 2_655 . ?
O1A N1A C11A 118.1(2) 2_655 . ?
O1A N1A C11A 118.1(2) . . ?
C3A C4A C3A 116.3(4) . 2_655 ?
C3A C4A C14A 121.8(2) . . ?
C3A C4A C14A 121.8(2) 2_655 . ?
C2A C3A C4A 122.3(3) . . ?
C2A C3A H3A 118.8 . . ?
C4A C3A H3A 118.8 . . ?
C3A C2A C1A 119.3(3) . . ?
C3A C2A H2A 120.4 . . ?
C1A C2A H2A 120.4 . . ?
C2A C1A C2A 120.5(4) 2_655 . ?
C2A C1A I1A 119.8(2) 2_655 . ?
C2A C1A I1A 119.8(2) . . ?
C13A C14A C13A 117.5(4) 2_655 . ?
C13A C14A C4A 121.2(2) 2_655 . ?
C13A C14A C4A 121.2(2) . . ?
C12A C13A C14A 121.2(3) . . ?
C12A C13A H13A 119.4 . . ?
C14A C13A H13A 119.4 . . ?
C11A C12A C13A 119.0(3) . . ?
C11A C12A H12A 120.5 . . ?
C13A C12A H12A 120.5 . . ?
C12A C11A C12A 122.1(5) 2_655 . ?
C12A C11A N1A 118.9(2) 2_655 . ?
C12A C11A N1A 118.9(2) . . ?
O2A N2A O2A 124.8(6) . 2_755 ?
O2A N2A C31A 117.6(3) . . ?
O2A N2A C31A 117.6(3) 2_755 . ?
C23A C24A C23A 116.3(4) 2_755 . ?
C23A C24A C34A 121.8(2) 2_755 . ?
C23A C24A C34A 121.8(2) . . ?
C22A C23A C24A 121.8(3) . . ?
C22A C23A H23A 119.1 . . ?
C24A C23A H23A 119.1 . . ?
C21A C22A C23A 120.3(4) . . ?
C21A C22A H22A 119.9 . . ?
C23A C22A H22A 119.9 . . ?
C22A C21A C22A 119.5(5) 2_755 . ?
C22A C21A I2A 120.3(2) 2_755 . ?
C22A C21A I2A 120.3(2) . . ?
C33A C34A C33A 116.7(4) 2_755 . ?
C33A C34A C24A 121.7(2) 2_755 . ?
C33A C34A C24A 121.7(2) . . ?
C32A C33A C34A 122.4(3) . . ?
C32A C33A H33A 118.8 . . ?
C34A C33A H33A 118.8 . . ?
C31A C32A C33A 117.6(4) . . ?
C31A C32A H32A 121.2 . . ?
C33A C32A H32A 121.2 . . ?
C32A C31A C32A 123.3(5) . 2_755 ?
C32A C31A N2A 118.4(2) . . ?
C32A C31A N2A 118.4(2) 2_755 . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.055

#===END


