###################################################################
#
# CIF created for deposition with Cambridge Crystallographic Data Centre
#
###################################################################
data_MDA040
_audit_creation_method           cif4csd
_audit_creation_date             2006-05-01
_journal_coden_Cambridge         1078
_journal_year                    2006
_journal_name_full               'Private Communication'
_chemical_name_common            sebi0105c
_chemical_name_systematic        Not_named
_chemical_formula_weight         606.73
_chemical_compound_source        ?
_chemical_formula_sum            'C20 H18 Cl F6 I N4 O'
_chemical_formula_moiety         'C20 H18 F6 I N4 O, Cl'
_chemical_absolute_configuration ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.686
_exptl_absorpt_coefficient_mu    1.518
_exptl_absorpt_correction_T_max  0.676
_exptl_absorpt_correction_T_min  0.611
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.340
_exptl_crystal_size_min          0.280
_cell_length_a                   10.1138(15)
_cell_length_b                   13.796(2)
_cell_length_c                   17.127(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2389.7(6)
_cell_formula_units_Z            4
_symmetry_Int_Tables_number      19
_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_diffrn_ambient_temperature      298
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_radiation_type           'Mo K\a'
_diffrn_reflns_av_R_equivalents  0.0843
_diffrn_reflns_av_sigmaI/netI    0.0470
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_theta_full        26.42
_diffrn_reflns_theta_max         26.42
_diffrn_reflns_theta_min         2.34
_diffrn_reflns_number            25799
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_refine_ls_R_factor_gt           0.0310
_refine_ls_wR_factor_ref         0.0697
_refine_ls_goodness_of_fit_ref   0.901
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4920
_refine_ls_abs_structure_Flack   -0.024(16)
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_reflns_number_gt                3864
_reflns_number_total             4920
_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.
;

loop_
 _symmetry_equiv_pos_site_id
 _symmetry_equiv_pos_as_xyz
 1      x,y,z
 2      1/2-x,-y,1/2+z
 3      1/2+x,1/2-y,-z
 4      -x,1/2+y,1/2-z



loop_
_atom_site_label
_atom_site_chemical_conn_number
_atom_site_type_symbol
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_attached_hydrogens
_atom_site_calc_attached_atom
_atom_site_calc_flag
_atom_site_constraints
_atom_site_description
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags
_atom_site_restraints
_atom_site_symmetry_multiplicity
C1 1 C 1 0.5152(4) 0.8781(2) 0.62229(18) 0.0479(8) Uani ? ? d ? ? . . . ? 1
C2 2 C 1 0.6423(3) 0.9138(2) 0.58350(17) 0.0436(7) Uani ? ? d ? ? . . . ? 1
C3 3 C 1 0.6747(4) 1.0109(2) 0.57906(17) 0.0481(8) Uani ? ? d ? ? . . . ? 1
H3 4 H 1 0.6176 1.0564 0.6006 0.058 Uiso ? ? calc ? ? . . R ? 1
C4 5 C 1 0.7895(3) 1.0423(2) 0.54350(18) 0.0471(8) Uani ? ? d ? ? . . . ? 1
H4 6 H 1 0.8102 1.1080 0.5424 0.057 Uiso ? ? calc ? ? . . R ? 1
C5 7 C 1 0.8734(3) 0.9757(2) 0.50956(16) 0.0443(7) Uani ? ? d ? ? . . . ? 1
N6 8 N 1 0.9886(3) 1.00742(18) 0.46998(15) 0.0481(6) Uani ? ? d ? ? . . . ? 1
N7 9 N 1 1.0226(4) 1.1011(2) 0.46695(19) 0.0735(9) Uani ? ? d ? ? . . . ? 1
C8 10 C 1 1.1279(4) 1.1043(3) 0.4221(2) 0.0679(10) Uani ? ? d ? ? . . . ? 1
H8 11 H 1 1.1728 1.1610 0.4093 0.082 Uiso ? ? calc ? ? . . R ? 1
C9 12 C 1 1.1631(4) 1.0146(3) 0.3966(3) 0.0794(12) Uani ? ? d ? ? . . . ? 1
H9 13 H 1 1.2343 0.9986 0.3648 0.095 Uiso ? ? calc ? ? . . R ? 1
C10 14 C 1 1.0726(4) 0.9541(3) 0.4273(3) 0.0791(13) Uani ? ? d ? ? . . . ? 1
H10 15 H 1 1.0691 0.8873 0.4202 0.095 Uiso ? ? calc ? ? . . R ? 1
C11 16 C 1 0.8433(4) 0.8788(2) 0.5135(2) 0.0582(9) Uani ? ? d ? ? . . . ? 1
H11 17 H 1 0.9004 0.8336 0.4915 0.070 Uiso ? ? calc ? ? . . R ? 1
C12 18 C 1 0.7291(4) 0.8481(2) 0.5499(2) 0.0559(9) Uani ? ? d ? ? . . . ? 1
H12 19 H 1 0.7099 0.7822 0.5519 0.067 Uiso ? ? calc ? ? . . R ? 1
O13 20 O 1 0.5234(3) 0.77627(13) 0.62770(13) 0.0592(6) Uani ? ? d ? ? . . . ? 1
H13 21 H 1 0.4734 0.7570 0.6621 0.089 Uiso ? ? calc ? ? . . R ? 1
C14 22 C 1 0.3973(4) 0.9009(3) 0.5698(2) 0.0644(10) Uani ? ? d ? ? . . . ? 1
F15 23 F 1 0.2857(2) 0.86161(19) 0.59712(14) 0.0886(7) Uani ? ? d ? ? . . . ? 1
F16 24 F 1 0.3750(2) 0.99481(17) 0.56223(14) 0.0854(7) Uani ? ? d ? ? . . . ? 1
F17 25 F 1 0.4136(2) 0.8645(2) 0.49810(11) 0.0828(8) Uani ? ? d ? ? . . . ? 1
C18 26 C 1 0.4894(3) 0.9248(2) 0.70266(17) 0.0472(7) Uani ? ? d ? ? . . . ? 1
H18A 27 H 1 0.4724 0.9935 0.6955 0.057 Uiso ? ? calc ? ? . . R ? 1
H18B 28 H 1 0.4107 0.8961 0.7253 0.057 Uiso ? ? calc ? ? . . R ? 1
C19 29 C 1 0.6014(3) 0.9127(2) 0.75786(17) 0.0425(7) Uani ? ? d ? ? . . . ? 1
N20 30 N 1 0.6352(3) 0.83372(17) 0.79623(15) 0.0497(7) Uani ? ? d ? ? . . . ? 1
H20 31 H 1 0.5942 0.7792 0.7941 0.060 Uiso ? ? calc ? ? . . R ? 1
C21 32 C 1 0.7464(3) 0.8521(2) 0.84028(18) 0.0476(8) Uani ? ? d ? ? . . . ? 1
C22 33 C 1 0.7801(3) 0.9453(2) 0.82897(18) 0.0449(7) Uani ? ? d ? ? . . . ? 1
N23 34 N 1 0.6872(2) 0.98105(17) 0.77693(14) 0.0440(6) Uani ? ? d ? ? . . . ? 1
H23 35 H 1 0.6856 1.0395 0.7595 0.053 Uiso ? ? calc ? ? . . R ? 1
C24 36 C 1 0.8947(4) 1.0035(2) 0.85541(19) 0.0551(8) Uani ? ? d ? ? . . . ? 1
H24A 37 H 1 0.9483 0.9642 0.8901 0.066 Uiso ? ? calc ? ? . . R ? 1
H24B 38 H 1 0.8625 1.0585 0.8851 0.066 Uiso ? ? calc ? ? . . R ? 1
C25 39 C 1 0.9806(4) 1.0401(3) 0.7900(2) 0.0576(9) Uani ? ? d ? ? . . . ? 1
C26 40 C 1 0.9420(4) 1.1326(3) 0.7496(3) 0.0849(14) Uani ? ? d ? ? . . . ? 1
H26A 41 H 1 0.9582 1.1372 0.6939 0.102 Uiso ? ? calc ? ? . . R ? 1
H26B 42 H 1 0.8630 1.1656 0.7675 0.102 Uiso ? ? calc ? ? . . R ? 1
C27 43 C 1 1.0591(5) 1.1317(3) 0.8026(3) 0.0811(13) Uani ? ? d ? ? . . . ? 1
H27A 44 H 1 1.0509 1.1640 0.8527 0.097 Uiso ? ? calc ? ? . . R ? 1
H27B 45 H 1 1.1462 1.1357 0.7790 0.097 Uiso ? ? calc ? ? . . R ? 1
C28 46 C 1 1.0412(5) 0.9651(4) 0.7410(3) 0.0839(14) Uani ? ? d ? ? . . . ? 1
F30 47 F 1 1.1286(3) 1.0015(3) 0.6896(2) 0.1516(14) Uani ? ? d ? ? . . . ? 1
F29 48 F 1 1.1058(3) 0.8999(2) 0.7816(2) 0.1277(12) Uani ? ? d ? ? . . . ? 1
F31 49 F 1 0.9537(3) 0.9145(2) 0.69919(15) 0.1083(10) Uani ? ? d ? ? . . . ? 1
I32 50 I 1 0.83182(3) 0.748527(17) 0.911306(13) 0.06971(10) Uani ? ? d ? ? . . . ? 1
Cl33 51 Cl 1 0.40709(10) 0.68581(6) 0.77426(6) 0.0677(3) Uani ? ? d ? ? . . . ? 1






loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
 I32     C21        2.066(3)                     .       .                   yes
 F15     C14        1.337(5)                     .       .                   yes
 F16     C14        1.321(5)                     .       .                   yes
 F17     C14        1.337(4)                     .       .                   yes
 F29     C28        1.311(6)                     .       .                   yes
 F30     C28        1.345(6)                     .       .                   yes
 F31     C28        1.335(6)                     .       .                   yes
 O13     C1         1.410(3)                     .       .                   yes
 O13     H13          0.8200                     .       .                   no
 N6      N7         1.338(4)                     .       .                   yes
 N6      C5         1.417(4)                     .       .                   yes
 N6      C10        1.341(5)                     .       .                   yes
 N7      C8         1.314(5)                     .       .                   yes
 N20     C19        1.318(4)                     .       .                   yes
 N20     C21        1.378(4)                     .       .                   yes
 N23     C22        1.386(4)                     .       .                   yes
 N23     C19        1.322(4)                     .       .                   yes
 N20     H20          0.8600                     .       .                   no
 N23     H23          0.8600                     .       .                   no
 C1      C2         1.529(5)                     .       .                   no
 C1      C14        1.526(5)                     .       .                   no
 C1      C18        1.542(4)                     .       .                   no
 C2      C3         1.381(4)                     .       .                   no
 C2      C12        1.387(5)                     .       .                   no
 C3      C4         1.381(5)                     .       .                   no
 C4      C5         1.379(4)                     .       .                   no
 C5      C11        1.373(4)                     .       .                   no
 C8      C9         1.360(6)                     .       .                   no
 C9      C10        1.346(6)                     .       .                   no
 C11     C12        1.379(5)                     .       .                   no
 C18     C19        1.485(4)                     .       .                   no
 C21     C22        1.344(4)                     .       .                   no
 C22     C24        1.481(5)                     .       .                   no
 C24     C25        1.505(5)                     .       .                   no
 C25     C26        1.503(6)                     .       .                   no
 C25     C27        1.508(6)                     .       .                   no
 C25     C28        1.467(7)                     .       .                   no
 C26     C27        1.492(7)                     .       .                   no
 C3      H3           0.9300                     .       .                   no
 C4      H4           0.9300                     .       .                   no
 C8      H8           0.9300                     .       .                   no
 C9      H9           0.9300                     .       .                   no
 C10     H10          0.9300                     .       .                   no
 C11     H11          0.9300                     .       .                   no
 C12     H12          0.9300                     .       .                   no
 C18     H18A         0.9700                     .       .                   no
 C18     H18B         0.9700                     .       .                   no
 C24     H24A         0.9700                     .       .                   no
 C24     H24B         0.9700                     .       .                   no
 C26     H26A         0.9700                     .       .                   no
 C26     H26B         0.9700                     .       .                   no
 C27     H27A         0.9700                     .       .                   no
 C27     H27B         0.9700                     .       .                   no




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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
 C1      O13     H13          109.00             .       .       .           no
 N7      N6      C10        110.2(3)             .       .       .           yes
 C5      N6      C10        127.8(3)             .       .       .           yes
 N7      N6      C5         121.9(3)             .       .       .           yes
 N6      N7      C8         105.3(3)             .       .       .           yes
 C19     N20     C21        109.4(2)             .       .       .           yes
 C19     N23     C22        110.5(2)             .       .       .           yes
 C21     N20     H20          125.00             .       .       .           no
 C19     N20     H20          125.00             .       .       .           no
 C19     N23     H23          125.00             .       .       .           no
 C22     N23     H23          125.00             .       .       .           no
 O13     C1      C18        111.6(2)             .       .       .           yes
 C2      C1      C14        109.6(3)             .       .       .           no
 O13     C1      C2         107.5(3)             .       .       .           yes
 O13     C1      C14        106.9(3)             .       .       .           yes
 C2      C1      C18        113.3(3)             .       .       .           no
 C14     C1      C18        107.9(3)             .       .       .           no
 C1      C2      C3         122.4(3)             .       .       .           no
 C3      C2      C12        117.4(3)             .       .       .           no
 C1      C2      C12        120.1(3)             .       .       .           no
 C2      C3      C4         121.9(3)             .       .       .           no
 C3      C4      C5         119.6(3)             .       .       .           no
 N6      C5      C4         120.1(3)             .       .       .           yes
 C4      C5      C11        119.5(3)             .       .       .           no
 N6      C5      C11        120.4(3)             .       .       .           yes
 N7      C8      C9         111.7(4)             .       .       .           yes
 C8      C9      C10        105.1(4)             .       .       .           no
 N6      C10     C9         107.7(4)             .       .       .           yes
 C5      C11     C12        120.5(3)             .       .       .           no
 C2      C12     C11        121.1(3)             .       .       .           no
 F17     C14     C1         111.6(3)             .       .       .           yes
 F16     C14     C1         113.2(3)             .       .       .           yes
 F15     C14     F17        105.9(3)             .       .       .           yes
 F15     C14     C1         111.7(3)             .       .       .           yes
 F15     C14     F16        106.7(3)             .       .       .           yes
 F16     C14     F17        107.4(3)             .       .       .           yes
 C1      C18     C19        113.1(3)             .       .       .           no
 N20     C19     C18        127.5(3)             .       .       .           yes
 N20     C19     N23        107.2(3)             .       .       .           yes
 N23     C19     C18        125.3(3)             .       .       .           yes
 I32     C21     N20        122.4(2)             .       .       .           yes
 I32     C21     C22        129.8(2)             .       .       .           yes
 N20     C21     C22        107.7(3)             .       .       .           yes
 N23     C22     C24        122.3(2)             .       .       .           yes
 C21     C22     C24        132.3(3)             .       .       .           no
 N23     C22     C21        105.1(3)             .       .       .           yes
 C22     C24     C25        114.0(3)             .       .       .           no
 C27     C25     C28        117.0(4)             .       .       .           no
 C24     C25     C27        118.6(3)             .       .       .           no
 C26     C25     C28        116.4(4)             .       .       .           no
 C24     C25     C26        118.5(3)             .       .       .           no
 C24     C25     C28        115.5(4)             .       .       .           no
 C26     C25     C27         59.4(3)             .       .       .           no
 C25     C26     C27         60.5(3)             .       .       .           no
 C25     C27     C26         60.1(3)             .       .       .           no
 F30     C28     C25        112.7(4)             .       .       .           yes
 F31     C28     C25        113.5(4)             .       .       .           yes
 F29     C28     F30        106.0(4)             .       .       .           yes
 F29     C28     F31        104.8(4)             .       .       .           yes
 F29     C28     C25        112.9(4)             .       .       .           yes
 F30     C28     F31        106.3(4)             .       .       .           yes
 C2      C3      H3           119.00             .       .       .           no
 C4      C3      H3           119.00             .       .       .           no
 C3      C4      H4           120.00             .       .       .           no
 C5      C4      H4           120.00             .       .       .           no
 N7      C8      H8           124.00             .       .       .           no
 C9      C8      H8           124.00             .       .       .           no
 C8      C9      H9           127.00             .       .       .           no
 C10     C9      H9           127.00             .       .       .           no
 N6      C10     H10          126.00             .       .       .           no
 C9      C10     H10          126.00             .       .       .           no
 C5      C11     H11          120.00             .       .       .           no
 C12     C11     H11          120.00             .       .       .           no
 C2      C12     H12          119.00             .       .       .           no
 C11     C12     H12          119.00             .       .       .           no
 C1      C18     H18A         109.00             .       .       .           no
 C1      C18     H18B         109.00             .       .       .           no
 C19     C18     H18A         109.00             .       .       .           no
 C19     C18     H18B         109.00             .       .       .           no
 H18A    C18     H18B         108.00             .       .       .           no
 C22     C24     H24A         109.00             .       .       .           no
 C22     C24     H24B         109.00             .       .       .           no
 C25     C24     H24A         109.00             .       .       .           no
 C25     C24     H24B         109.00             .       .       .           no
 H24A    C24     H24B         108.00             .       .       .           no
 C25     C26     H26A         118.00             .       .       .           no
 C25     C26     H26B         118.00             .       .       .           no
 C27     C26     H26A         118.00             .       .       .           no
 C27     C26     H26B         118.00             .       .       .           no
 H26A    C26     H26B         115.00             .       .       .           no
 C25     C27     H27A         118.00             .       .       .           no
 C25     C27     H27B         118.00             .       .       .           no
 C26     C27     H27A         118.00             .       .       .           no
 C26     C27     H27B         118.00             .       .       .           no
 H27A    C27     H27B         115.00             .       .       .           no




#END