data_global


# 1. SUBMISSION DETAILS
_publ_contact_author
;
        Benjamin Dietzek
        Institute for Physical Chemistry and 
        Abbe Center of Photonics, 
        Friedrich-Schiller University Jena, 
        Helmholtzweg 4, 
        D-07743 Jena, 
        Germany
;
_publ_contact_author_phone      '03641 9-48230 '
_publ_contact_author_fax        '03641 9-48600 '
_publ_contact_author_email      'martin.schulz.1@uni-jena.de '
_publ_requested_journal         'Chemical Comm.'
_publ_section_abstract          'Abstract is not necessary for this journal'

# 2. TITLE AND AUTHOR LIST

_publ_section_title
;
   Mechanistic Study of Fluorescence Upconversion by Triplet-Triplet
   Annihilation in Poly(methacrylate)-Terpolymers
;
loop_
_publ_author_name
_publ_author_address
              ' Maria Sittig'
;             Institute for Physical Chemistry and 
              Abbe Center of Photonics, 
              Friedrich-Schiller University Jena, 
              Helmholtzweg 4, 
              D-07743 Jena, 
              Germany
;                   
              ' Benny Schmidt'
;             Institute for Organic and Macromolecular Chemistry (IOMC), 
              Laboratory for Organic and Macromolecular Chemistry, 
              Humboldtstrasse 10, 
              D-07743 Jena,
              Germany
;                
              ' Görls, Helmar '
;               Institut für Anorganische Chemie und Analytische Chemie
                Universität Jena
                Humboldt-Str. 8
                07743 Jena
                Germany
;                   
      
              ' Thomas Bocklitz'
;             Institute for Physical Chemistry and 
              Abbe Center of Photonics, 
              Friedrich-Schiller University Jena, 
              Helmholtzweg 4, 
              D-07743 Jena, 
              Germany
;                                    
              'Maria Wächtler'
;             Institute for Physical Chemistry and 
              Abbe Center of Photonics, 
              Friedrich-Schiller University Jena, 
              Helmholtzweg 4, 
              D-07743 Jena, 
              Germany
;       
              'Stefan Zechel'
;             Institute for Organic and Macromolecular Chemistry (IOMC), 
              Laboratory for Organic and Macromolecular Chemistry, 
              Humboldtstrasse 10, 
              D-07743 Jena,
              Germany
; 
              'Martin D. Hager'
;             Institute for Organic and Macromolecular Chemistry (IOMC), 
              Laboratory for Organic and Macromolecular Chemistry, 
              Humboldtstrasse 10, 
              D-07743 Jena,
              Germany
; 
              'Benjamin Dietzek'
;             Institute for Physical Chemistry and 
              Abbe Center of Photonics, 
              Friedrich-Schiller University Jena, 
              Helmholtzweg 4, 
              D-07743 Jena, 
              Germany
;                    
#  
 
   
data_FO6304 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          'C19 H19 B F2 N2 O'
_chemical_formula_sum             'C19 H19 B F2 N2 O' 
_chemical_formula_weight          340.17 
 
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' 
 'B'  'B'   0.0013   0.0007 
 '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' 
 'F'  'F'   0.0171   0.0103 
 '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 21/n'
_symmetry_space_group_name_Hall   '-P 2yn'
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x+1/2, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x-1/2, -y-1/2, z-1/2' 
 
_cell_length_a                    14.4922(3) 
_cell_length_b                    14.2458(2) 
_cell_length_c                    15.9319(3) 
_cell_angle_alpha                 90 
_cell_angle_beta                  91.960(1) 
_cell_angle_gamma                 90
_cell_volume                      3287.26(10) 
_cell_formula_units_Z             8 
_cell_measurement_temperature     133(2) 
_cell_measurement_reflns_used     19788 
_cell_measurement_theta_min       2.01
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        prism
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.122 
_exptl_crystal_size_mid           0.110 
_exptl_crystal_size_min           0.088 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.375 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1424 
_exptl_absorpt_coefficient_mu     0.100 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.7031
_exptl_absorpt_correction_T_max   0.7456 
_exptl_absorpt_process_details    'SADABS, Bruker-AXS, 2002'
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       133(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   KappaCCD
_diffrn_measurement_method        'phi- + omega-scan'
_diffrn_detector_area_resol_mean  ? 
_diffrn_reflns_number             19788 
_diffrn_reflns_av_R_equivalents   0.0540 
_diffrn_reflns_av_sigmaI/netI     0.0546 
_diffrn_reflns_limit_h_min        -18 
_diffrn_reflns_limit_h_max        18 
_diffrn_reflns_limit_k_min        -18 
_diffrn_reflns_limit_k_max        18 
_diffrn_reflns_limit_l_min        -15 
_diffrn_reflns_limit_l_max        20 
_diffrn_reflns_theta_min          2.01 
_diffrn_reflns_theta_max          27.48 
_reflns_number_total              7523 
_reflns_number_gt                 5331 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        COLLECT 
_computing_cell_refinement        DENZO
_computing_data_reduction         DENZO
_computing_structure_solution     'SHELXS-97 (Sheldrick, 2008)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)' 
_computing_molecular_graphics     SHELXTL/PC
_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)+(0.0243P)²+3.2273P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    mixed
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          7523 
_refine_ls_number_parameters      467 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0944 
_refine_ls_R_factor_gt            0.0600 
_refine_ls_wR_factor_ref          0.1222 
_refine_ls_wR_factor_gt           0.1089 
_refine_ls_goodness_of_fit_ref    1.094 
_refine_ls_restrained_S_all       1.094 
_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 
F1A F -0.18004(9) 0.69880(10) 0.88266(8) 0.0336(3) Uani 1 1 d . . . 
F2A F -0.10993(10) 0.69012(10) 1.01217(8) 0.0328(3) Uani 1 1 d . . . 
O1A O 0.41507(12) 0.71795(13) 0.65964(11) 0.0338(4) Uani 1 1 d . . . 
N1A N -0.04119(13) 0.60747(13) 0.89740(11) 0.0222(4) Uani 1 1 d . . . 
N2A N -0.03685(12) 0.78121(13) 0.90585(11) 0.0221(4) Uani 1 1 d . . . 
C1A C -0.06911(17) 0.51745(17) 0.90301(13) 0.0274(5) Uani 1 1 d . . . 
C2A C -0.00414(17) 0.45961(17) 0.86560(14) 0.0296(5) Uani 1 1 d . . . 
H2AA H -0.0079 0.3932 0.8611 0.036 Uiso 1 1 calc R . . 
C3A C 0.06625(16) 0.51471(16) 0.83636(13) 0.0251(5) Uani 1 1 d . . . 
C4A C 0.04290(15) 0.60937(15) 0.85607(12) 0.0210(5) Uani 1 1 d . . . 
C5A C 0.08641(14) 0.69478(15) 0.83964(12) 0.0196(4) Uani 1 1 d . . . 
C6A C 0.04805(14) 0.78028(16) 0.86468(12) 0.0208(5) Uani 1 1 d . . . 
C7A C 0.07783(15) 0.87497(16) 0.85650(13) 0.0235(5) Uani 1 1 d . . . 
C8A C 0.01113(16) 0.92961(17) 0.89247(14) 0.0282(5) Uani 1 1 d . . . 
H8AA H 0.0125 0.9961 0.8970 0.034 Uiso 1 1 calc R . . 
C9A C -0.05859(16) 0.87142(16) 0.92117(13) 0.0257(5) Uani 1 1 d . . . 
C10A C -0.15667(18) 0.48913(19) 0.94349(15) 0.0354(6) Uani 1 1 d . . . 
H10A H -0.1677 0.4220 0.9341 0.053 Uiso 1 1 calc R . . 
H10B H -0.2084 0.5253 0.9189 0.053 Uiso 1 1 calc R . . 
H10C H -0.1512 0.5015 1.0040 0.053 Uiso 1 1 calc R . . 
C11A C 0.15069(17) 0.47835(17) 0.79516(15) 0.0314(6) Uani 1 1 d . . . 
H11A H 0.1631 0.5168 0.7458 0.047 Uiso 1 1 calc R . . 
H11B H 0.1405 0.4131 0.7778 0.047 Uiso 1 1 calc R . . 
H11C H 0.2036 0.4815 0.8350 0.047 Uiso 1 1 calc R . . 
C12A C 0.17346(15) 0.69722(15) 0.79223(13) 0.0206(4) Uani 1 1 d . . . 
C13A C 0.16925(15) 0.71864(16) 0.70682(13) 0.0236(5) Uani 1 1 d . . . 
H13A H 0.1110 0.7291 0.6793 0.028 Uiso 1 1 calc R . . 
C14A C 0.24903(16) 0.72482(16) 0.66165(13) 0.0256(5) Uani 1 1 d . . . 
H14A H 0.2456 0.7388 0.6033 0.031 Uiso 1 1 calc R . . 
C15A C 0.33378(15) 0.71049(16) 0.70232(13) 0.0241(5) Uani 1 1 d . . . 
C16A C 0.34003(15) 0.68833(16) 0.78708(13) 0.0245(5) Uani 1 1 d . . . 
H16A H 0.3985 0.6783 0.8144 0.029 Uiso 1 1 calc R . . 
C17A C 0.25913(15) 0.68105(16) 0.83141(13) 0.0234(5) Uani 1 1 d . . . 
H17A H 0.2626 0.6648 0.8893 0.028 Uiso 1 1 calc R . . 
C18A C 0.16191(16) 0.91248(17) 0.81571(15) 0.0291(5) Uani 1 1 d . . . 
H18A H 0.2168 0.8795 0.8380 0.044 Uiso 1 1 calc R . . 
H18B H 0.1679 0.9797 0.8276 0.044 Uiso 1 1 calc R . . 
H18C H 0.1560 0.9027 0.7549 0.044 Uiso 1 1 calc R . . 
C19A C -0.14620(17) 0.90005(18) 0.96117(16) 0.0350(6) Uani 1 1 d . . . 
H19A H -0.1658 0.9616 0.9395 0.052 Uiso 1 1 calc R . . 
H19B H -0.1358 0.9038 1.0222 0.052 Uiso 1 1 calc R . . 
H19C H -0.1944 0.8536 0.9480 0.052 Uiso 1 1 calc R . . 
B1A B -0.09529(17) 0.69428(19) 0.92492(15) 0.0229(5) Uani 1 1 d . . . 
F1B F 1.15381(9) 0.77299(11) 0.48601(9) 0.0365(4) Uani 1 1 d . . . 
F2B F 1.05222(11) 0.85403(10) 0.40191(8) 0.0361(4) Uani 1 1 d . . . 
O1B O 0.56867(12) 0.61584(12) 0.71391(11) 0.0327(4) Uani 1 1 d . . . 
N1B N 1.01478(13) 0.83079(13) 0.54646(11) 0.0228(4) Uani 1 1 d . . . 
N2B N 1.01068(12) 0.69850(13) 0.44500(11) 0.0214(4) Uani 1 1 d . . . 
C1B C 1.03783(17) 0.91173(16) 0.58565(14) 0.0270(5) Uani 1 1 d . . . 
C2B C 0.97553(17) 0.92851(17) 0.64938(13) 0.0277(5) Uani 1 1 d . . . 
H2BA H 0.9771 0.9807 0.6865 0.033 Uiso 1 1 calc R . . 
C3B C 0.91166(16) 0.85681(16) 0.64920(13) 0.0241(5) Uani 1 1 d . . . 
C4B C 0.93627(15) 0.79371(15) 0.58365(13) 0.0211(4) Uani 1 1 d . . . 
C5B C 0.89732(15) 0.70984(15) 0.55376(13) 0.0210(4) Uani 1 1 d . . . 
C6B C 0.93498(15) 0.66115(15) 0.48653(13) 0.0210(5) Uani 1 1 d . . . 
C7B C 0.91309(16) 0.57257(16) 0.44903(13) 0.0242(5) Uani 1 1 d . . . 
C8B C 0.97538(16) 0.56021(16) 0.38588(13) 0.0257(5) Uani 1 1 d . . . 
H8BA H 0.9779 0.5072 0.3498 0.031 Uiso 1 1 calc R . . 
C9B C 1.03382(16) 0.63813(17) 0.38375(13) 0.0247(5) Uani 1 1 d . . . 
C10B C 1.11715(18) 0.97072(18) 0.56040(15) 0.0356(6) Uani 1 1 d . . . 
H10D H 1.1251 1.0233 0.5997 0.053 Uiso 1 1 calc R . . 
H10E H 1.1050 0.9951 0.5036 0.053 Uiso 1 1 calc R . . 
H10F H 1.1735 0.9326 0.5613 0.053 Uiso 1 1 calc R . . 
C11B C 0.83288(17) 0.85185(17) 0.70800(14) 0.0297(5) Uani 1 1 d . . . 
H11D H 0.7755 0.8382 0.6760 0.045 Uiso 1 1 calc R . . 
H11E H 0.8270 0.9121 0.7370 0.045 Uiso 1 1 calc R . . 
H11F H 0.8448 0.8020 0.7494 0.045 Uiso 1 1 calc R . . 
C12B C 0.81117(15) 0.67574(15) 0.59288(13) 0.0221(5) Uani 1 1 d . . . 
C13B C 0.81314(16) 0.63371(16) 0.67191(14) 0.0261(5) Uani 1 1 d . . . 
H13B H 0.8707 0.6191 0.6992 0.031 Uiso 1 1 calc R . . 
C14B C 0.73127(17) 0.61304(16) 0.71088(14) 0.0276(5) Uani 1 1 d . . . 
H14B H 0.7330 0.5842 0.7647 0.033 Uiso 1 1 calc R . . 
C15B C 0.64706(16) 0.63442(16) 0.67152(14) 0.0258(5) Uani 1 1 d . . . 
C16B C 0.64425(16) 0.67356(16) 0.59175(14) 0.0277(5) Uani 1 1 d . . . 
H16B H 0.5867 0.6867 0.5639 0.033 Uiso 1 1 calc R . . 
C17B C 0.72641(15) 0.69337(17) 0.55299(14) 0.0259(5) Uani 1 1 d . . . 
H17B H 0.7245 0.7195 0.4981 0.031 Uiso 1 1 calc R . . 
C18B C 0.84078(16) 0.50342(17) 0.47294(15) 0.0298(5) Uani 1 1 d . . . 
H18D H 0.8453 0.4923 0.5337 0.045 Uiso 1 1 calc R . . 
H18E H 0.8502 0.4442 0.4432 0.045 Uiso 1 1 calc R . . 
H18F H 0.7795 0.5285 0.4577 0.045 Uiso 1 1 calc R . . 
C19B C 1.11039(17) 0.65723(18) 0.32563(15) 0.0313(5) Uani 1 1 d . . . 
H19D H 1.1251 0.5997 0.2952 0.047 Uiso 1 1 calc R . . 
H19E H 1.1651 0.6784 0.3581 0.047 Uiso 1 1 calc R . . 
H19F H 1.0911 0.7061 0.2855 0.047 Uiso 1 1 calc R . . 
B1B B 1.06098(18) 0.79087(19) 0.46806(15) 0.0239(5) Uani 1 1 d . . . 
H1O4 H 0.406(3) 0.746(3) 0.610(2) 0.088(13) Uiso 1 1 d . . . 
H1OB H 0.516(3) 0.651(3) 0.691(3) 0.102(15) Uiso 1 1 d . . . 
 
 
_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 
F1A B1A 1.382(3) . ? 
F2A B1A 1.414(3) . ? 
O1A C15A 1.384(3) . ? 
O1A H1O4 0.88(4) . ? 
N1A C1A 1.349(3) . ? 
N1A C4A 1.405(3) . ? 
N1A B1A 1.536(3) . ? 
N2A C9A 1.347(3) . ? 
N2A C6A 1.414(3) . ? 
N2A B1A 1.537(3) . ? 
C1A C2A 1.400(3) . ? 
C1A C10A 1.498(3) . ? 
C2A C3A 1.381(3) . ? 
C2A H2AA 0.9500 . ? 
C3A C4A 1.428(3) . ? 
C3A C11A 1.501(3) . ? 
C4A C5A 1.399(3) . ? 
C5A C6A 1.402(3) . ? 
C5A C12A 1.493(3) . ? 
C6A C7A 1.424(3) . ? 
C7A C8A 1.381(3) . ? 
C7A C18A 1.499(3) . ? 
C8A C9A 1.396(3) . ? 
C8A H8AA 0.9500 . ? 
C9A C19A 1.497(3) . ? 
C10A H10A 0.9800 . ? 
C10A H10B 0.9800 . ? 
C10A H10C 0.9800 . ? 
C11A H11A 0.9800 . ? 
C11A H11B 0.9800 . ? 
C11A H11C 0.9800 . ? 
C12A C17A 1.390(3) . ? 
C12A C13A 1.394(3) . ? 
C13A C14A 1.385(3) . ? 
C13A H13A 0.9500 . ? 
C14A C15A 1.384(3) . ? 
C14A H14A 0.9500 . ? 
C15A C16A 1.387(3) . ? 
C16A C17A 1.393(3) . ? 
C16A H16A 0.9500 . ? 
C17A H17A 0.9500 . ? 
C18A H18A 0.9800 . ? 
C18A H18B 0.9800 . ? 
C18A H18C 0.9800 . ? 
C19A H19A 0.9800 . ? 
C19A H19B 0.9800 . ? 
C19A H19C 0.9800 . ? 
F1B B1B 1.389(3) . ? 
F2B B1B 1.388(3) . ? 
O1B C15B 1.367(3) . ? 
O1B H1OB 0.97(4) . ? 
N1B C1B 1.348(3) . ? 
N1B C4B 1.404(3) . ? 
N1B B1B 1.546(3) . ? 
N2B C9B 1.352(3) . ? 
N2B C6B 1.405(3) . ? 
N2B B1B 1.543(3) . ? 
C1B C2B 1.402(3) . ? 
C1B C10B 1.490(3) . ? 
C2B C3B 1.378(3) . ? 
C2B H2BA 0.9500 . ? 
C3B C4B 1.432(3) . ? 
C3B C11B 1.503(3) . ? 
C4B C5B 1.398(3) . ? 
C5B C6B 1.402(3) . ? 
C5B C12B 1.496(3) . ? 
C6B C7B 1.427(3) . ? 
C7B C8B 1.386(3) . ? 
C7B C18B 1.497(3) . ? 
C8B C9B 1.397(3) . ? 
C8B H8BA 0.9500 . ? 
C9B C19B 1.494(3) . ? 
C10B H10D 0.9800 . ? 
C10B H10E 0.9800 . ? 
C10B H10F 0.9800 . ? 
C11B H11D 0.9800 . ? 
C11B H11E 0.9800 . ? 
C11B H11F 0.9800 . ? 
C12B C17B 1.386(3) . ? 
C12B C13B 1.394(3) . ? 
C13B C14B 1.389(3) . ? 
C13B H13B 0.9500 . ? 
C14B C15B 1.387(3) . ? 
C14B H14B 0.9500 . ? 
C15B C16B 1.387(3) . ? 
C16B C17B 1.389(3) . ? 
C16B H16B 0.9500 . ? 
C17B H17B 0.9500 . ? 
C18B H18D 0.9800 . ? 
C18B H18E 0.9800 . ? 
C18B H18F 0.9800 . ? 
C19B H19D 0.9800 . ? 
C19B H19E 0.9800 . ? 
C19B H19F 0.9800 . ? 
 
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 
C15A O1A H1O4 112(3) . . ? 
C1A N1A C4A 108.44(18) . . ? 
C1A N1A B1A 126.11(19) . . ? 
C4A N1A B1A 125.28(18) . . ? 
C9A N2A C6A 107.79(18) . . ? 
C9A N2A B1A 126.80(19) . . ? 
C6A N2A B1A 125.33(18) . . ? 
N1A C1A C2A 108.9(2) . . ? 
N1A C1A C10A 123.0(2) . . ? 
C2A C1A C10A 128.1(2) . . ? 
C3A C2A C1A 108.9(2) . . ? 
C3A C2A H2AA 125.5 . . ? 
C1A C2A H2AA 125.5 . . ? 
C2A C3A C4A 106.2(2) . . ? 
C2A C3A C11A 125.1(2) . . ? 
C4A C3A C11A 128.7(2) . . ? 
C5A C4A N1A 120.53(19) . . ? 
C5A C4A C3A 131.9(2) . . ? 
N1A C4A C3A 107.51(19) . . ? 
C4A C5A C6A 121.09(19) . . ? 
C4A C5A C12A 120.60(19) . . ? 
C6A C5A C12A 118.28(19) . . ? 
C5A C6A N2A 119.99(19) . . ? 
C5A C6A C7A 132.3(2) . . ? 
N2A C6A C7A 107.75(18) . . ? 
C8A C7A C6A 106.1(2) . . ? 
C8A C7A C18A 124.7(2) . . ? 
C6A C7A C18A 129.1(2) . . ? 
C7A C8A C9A 109.0(2) . . ? 
C7A C8A H8AA 125.5 . . ? 
C9A C8A H8AA 125.5 . . ? 
N2A C9A C8A 109.3(2) . . ? 
N2A C9A C19A 123.0(2) . . ? 
C8A C9A C19A 127.7(2) . . ? 
C1A C10A H10A 109.5 . . ? 
C1A C10A H10B 109.5 . . ? 
H10A C10A H10B 109.5 . . ? 
C1A C10A H10C 109.5 . . ? 
H10A C10A H10C 109.5 . . ? 
H10B C10A H10C 109.5 . . ? 
C3A C11A H11A 109.5 . . ? 
C3A C11A H11B 109.5 . . ? 
H11A C11A H11B 109.5 . . ? 
C3A C11A H11C 109.5 . . ? 
H11A C11A H11C 109.5 . . ? 
H11B C11A H11C 109.5 . . ? 
C17A C12A C13A 118.9(2) . . ? 
C17A C12A C5A 121.76(18) . . ? 
C13A C12A C5A 119.31(19) . . ? 
C14A C13A C12A 120.8(2) . . ? 
C14A C13A H13A 119.6 . . ? 
C12A C13A H13A 119.6 . . ? 
C15A C14A C13A 119.4(2) . . ? 
C15A C14A H14A 120.3 . . ? 
C13A C14A H14A 120.3 . . ? 
C14A C15A O1A 121.01(19) . . ? 
C14A C15A C16A 121.1(2) . . ? 
O1A C15A C16A 117.9(2) . . ? 
C15A C16A C17A 118.9(2) . . ? 
C15A C16A H16A 120.6 . . ? 
C17A C16A H16A 120.6 . . ? 
C12A C17A C16A 121.0(2) . . ? 
C12A C17A H17A 119.5 . . ? 
C16A C17A H17A 119.5 . . ? 
C7A C18A H18A 109.5 . . ? 
C7A C18A H18B 109.5 . . ? 
H18A C18A H18B 109.5 . . ? 
C7A C18A H18C 109.5 . . ? 
H18A C18A H18C 109.5 . . ? 
H18B C18A H18C 109.5 . . ? 
C9A C19A H19A 109.5 . . ? 
C9A C19A H19B 109.5 . . ? 
H19A C19A H19B 109.5 . . ? 
C9A C19A H19C 109.5 . . ? 
H19A C19A H19C 109.5 . . ? 
H19B C19A H19C 109.5 . . ? 
F1A B1A F2A 108.66(18) . . ? 
F1A B1A N1A 110.63(19) . . ? 
F2A B1A N1A 110.00(19) . . ? 
F1A B1A N2A 110.66(19) . . ? 
F2A B1A N2A 109.29(18) . . ? 
N1A B1A N2A 107.60(17) . . ? 
C15B O1B H1OB 111(2) . . ? 
C1B N1B C4B 108.54(19) . . ? 
C1B N1B B1B 125.57(19) . . ? 
C4B N1B B1B 125.62(18) . . ? 
C9B N2B C6B 108.42(18) . . ? 
C9B N2B B1B 126.01(18) . . ? 
C6B N2B B1B 125.53(18) . . ? 
N1B C1B C2B 109.0(2) . . ? 
N1B C1B C10B 122.6(2) . . ? 
C2B C1B C10B 128.4(2) . . ? 
C3B C2B C1B 108.7(2) . . ? 
C3B C2B H2BA 125.6 . . ? 
C1B C2B H2BA 125.6 . . ? 
C2B C3B C4B 106.43(19) . . ? 
C2B C3B C11B 123.9(2) . . ? 
C4B C3B C11B 129.7(2) . . ? 
C5B C4B N1B 120.10(19) . . ? 
C5B C4B C3B 132.6(2) . . ? 
N1B C4B C3B 107.28(19) . . ? 
C4B C5B C6B 121.3(2) . . ? 
C4B C5B C12B 117.95(19) . . ? 
C6B C5B C12B 120.66(19) . . ? 
C5B C6B N2B 120.19(19) . . ? 
C5B C6B C7B 132.1(2) . . ? 
N2B C6B C7B 107.68(18) . . ? 
C8B C7B C6B 106.0(2) . . ? 
C8B C7B C18B 125.5(2) . . ? 
C6B C7B C18B 128.5(2) . . ? 
C7B C8B C9B 109.1(2) . . ? 
C7B C8B H8BA 125.5 . . ? 
C9B C8B H8BA 125.5 . . ? 
N2B C9B C8B 108.81(19) . . ? 
N2B C9B C19B 122.6(2) . . ? 
C8B C9B C19B 128.6(2) . . ? 
C1B C10B H10D 109.5 . . ? 
C1B C10B H10E 109.5 . . ? 
H10D C10B H10E 109.5 . . ? 
C1B C10B H10F 109.5 . . ? 
H10D C10B H10F 109.5 . . ? 
H10E C10B H10F 109.5 . . ? 
C3B C11B H11D 109.5 . . ? 
C3B C11B H11E 109.5 . . ? 
H11D C11B H11E 109.5 . . ? 
C3B C11B H11F 109.5 . . ? 
H11D C11B H11F 109.5 . . ? 
H11E C11B H11F 109.5 . . ? 
C17B C12B C13B 118.8(2) . . ? 
C17B C12B C5B 119.30(19) . . ? 
C13B C12B C5B 121.6(2) . . ? 
C14B C13B C12B 120.2(2) . . ? 
C14B C13B H13B 119.9 . . ? 
C12B C13B H13B 119.9 . . ? 
C15B C14B C13B 120.2(2) . . ? 
C15B C14B H14B 119.9 . . ? 
C13B C14B H14B 119.9 . . ? 
O1B C15B C14B 117.9(2) . . ? 
O1B C15B C16B 122.1(2) . . ? 
C14B C15B C16B 120.0(2) . . ? 
C15B C16B C17B 119.4(2) . . ? 
C15B C16B H16B 120.3 . . ? 
C17B C16B H16B 120.3 . . ? 
C12B C17B C16B 121.3(2) . . ? 
C12B C17B H17B 119.4 . . ? 
C16B C17B H17B 119.4 . . ? 
C7B C18B H18D 109.5 . . ? 
C7B C18B H18E 109.5 . . ? 
H18D C18B H18E 109.5 . . ? 
C7B C18B H18F 109.5 . . ? 
H18D C18B H18F 109.5 . . ? 
H18E C18B H18F 109.5 . . ? 
C9B C19B H19D 109.5 . . ? 
C9B C19B H19E 109.5 . . ? 
H19D C19B H19E 109.5 . . ? 
C9B C19B H19F 109.5 . . ? 
H19D C19B H19F 109.5 . . ? 
H19E C19B H19F 109.5 . . ? 
F2B B1B F1B 109.74(19) . . ? 
F2B B1B N2B 109.99(18) . . ? 
F1B B1B N2B 109.8(2) . . ? 
F2B B1B N1B 110.1(2) . . ? 
F1B B1B N1B 110.14(18) . . ? 
N2B B1B N1B 106.98(18) . . ? 
 
loop_ 
 _geom_hbond_atom_site_label_D 
 _geom_hbond_atom_site_label_H 
 _geom_hbond_atom_site_label_A 
 _geom_hbond_distance_DH 
 _geom_hbond_distance_HA 
 _geom_hbond_distance_DA 
 _geom_hbond_angle_DHA 
 _geom_hbond_site_symmetry_A 
O1B H1OB O1A  0.97(4) 1.81(4) 2.773(3) 173(4) . 
 
_diffrn_measured_fraction_theta_max    0.998 
_diffrn_reflns_theta_full              27.48 
_diffrn_measured_fraction_theta_full   0.998 
_refine_diff_density_max    0.258 
_refine_diff_density_min   -0.245 
_refine_diff_density_rms    0.052 
 

#==== END

data_FO6401 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          'C19 H17 B F2 I2 N2 O'
_chemical_formula_sum             'C19 H17 B F2 I2 N2 O' 
_chemical_formula_weight          591.96 
 
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' 
 'B'  'B'   0.0013   0.0007 
 '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' 
 'F'  'F'   0.0171   0.0103 
 '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' 
 
_symmetry_cell_setting            monoclinic 
_symmetry_space_group_name_H-M    'P 21/c'
_symmetry_space_group_name_Hall   '-P 2ybc'
 
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                    21.8579(4) 
_cell_length_b                    10.5698(2) 
_cell_length_c                    18.2672(4) 
_cell_angle_alpha                 90 
_cell_angle_beta                  112.645(1) 
_cell_angle_gamma                 90
_cell_volume                      3894.98(13) 
_cell_formula_units_Z             8 
_cell_measurement_temperature     133(2) 
_cell_measurement_reflns_used     32978 
_cell_measurement_theta_min       2.18
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        prism
_exptl_crystal_colour             bordeauxe-red
_exptl_crystal_size_max           0.088 
_exptl_crystal_size_mid           0.082 
_exptl_crystal_size_min           0.078 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     2.019 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              2256 
_exptl_absorpt_coefficient_mu     3.260 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.6276
_exptl_absorpt_correction_T_max   0.7456 
_exptl_absorpt_process_details    'SADABS, Bruker-AXS, 2002'
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       133(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   KappaCCD
_diffrn_measurement_method        'phi- + omega-scan'
_diffrn_detector_area_resol_mean  ? 
_diffrn_reflns_number             32978 
_diffrn_reflns_av_R_equivalents   0.0520 
_diffrn_reflns_av_sigmaI/netI     0.0596 
_diffrn_reflns_limit_h_min        -28 
_diffrn_reflns_limit_h_max        27 
_diffrn_reflns_limit_k_min        -13 
_diffrn_reflns_limit_k_max        13 
_diffrn_reflns_limit_l_min        -19 
_diffrn_reflns_limit_l_max        23 
_diffrn_reflns_theta_min          2.18 
_diffrn_reflns_theta_max          27.48 
_reflns_number_total              8873 
_reflns_number_gt                 6854 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        COLLECT 
_computing_cell_refinement        DENZO
_computing_data_reduction         DENZO
_computing_structure_solution     'SHELXS-97 (Sheldrick, 2008)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)' 
_computing_molecular_graphics     SHELXTL/PC
_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)+(0.0000P)²+30.5056P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    mixed 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          8873 
_refine_ls_number_parameters      503 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0805 
_refine_ls_R_factor_gt            0.0554 
_refine_ls_wR_factor_ref          0.1062 
_refine_ls_wR_factor_gt           0.0961 
_refine_ls_goodness_of_fit_ref    1.132 
_refine_ls_restrained_S_all       1.132 
_refine_ls_shift/su_max           0.049 
_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 0.39341(2) 0.55933(5) 0.35454(3) 0.02976(12) Uani 1 1 d . . . 
I2A I 0.11807(2) 0.14114(4) 0.67724(2) 0.02063(11) Uani 1 1 d . . . 
F1A F 0.33414(19) 0.1463(3) 0.5513(2) 0.0251(9) Uani 1 1 d . . . 
F2A F 0.36915(17) 0.3109(3) 0.6364(2) 0.0191(8) Uani 1 1 d . . . 
O1A O -0.0436(2) 0.6048(5) 0.2415(3) 0.0257(11) Uani 1 1 d . . . 
N1A N 0.3123(2) 0.3591(5) 0.4973(3) 0.0162(11) Uani 1 1 d . . . 
N2A N 0.2511(2) 0.2707(4) 0.5752(3) 0.0128(10) Uani 1 1 d . . . 
C1A C 0.3612(3) 0.3862(6) 0.4710(3) 0.0194(14) Uani 1 1 d . . . 
C2A C 0.3370(3) 0.4779(6) 0.4110(4) 0.0217(14) Uani 1 1 d . . . 
C3A C 0.2718(3) 0.5059(6) 0.3980(3) 0.0172(13) Uani 1 1 d . . . 
C4A C 0.2555(3) 0.4306(5) 0.4528(3) 0.0154(12) Uani 1 1 d . . . 
C5A C 0.1972(3) 0.4164(5) 0.4660(3) 0.0130(12) Uani 1 1 d . . . 
C6A C 0.1947(3) 0.3414(5) 0.5277(4) 0.0146(12) Uani 1 1 d . . . 
C7A C 0.1419(3) 0.3149(5) 0.5532(3) 0.0146(13) Uani 1 1 d . . . 
C8A C 0.1671(3) 0.2258(5) 0.6127(3) 0.0159(13) Uani 1 1 d . . . 
C9A C 0.2336(3) 0.1992(5) 0.6257(4) 0.0174(13) Uani 1 1 d . . . 
C10A C 0.4271(3) 0.3232(7) 0.5027(4) 0.0270(16) Uani 1 1 d . . . 
H10A H 0.4221 0.2343 0.4862 0.041 Uiso 1 1 calc R . . 
H10B H 0.4457 0.3281 0.5608 0.041 Uiso 1 1 calc R . . 
H10C H 0.4570 0.3658 0.4820 0.041 Uiso 1 1 calc R . . 
C11A C 0.2302(3) 0.6011(6) 0.3394(4) 0.0228(14) Uani 1 1 d . . . 
H11A H 0.2483 0.6150 0.2986 0.034 Uiso 1 1 calc R . . 
H11B H 0.2304 0.6811 0.3667 0.034 Uiso 1 1 calc R . . 
H11C H 0.1846 0.5697 0.3145 0.034 Uiso 1 1 calc R . . 
C12A C 0.0738(3) 0.3722(6) 0.5258(4) 0.0224(14) Uani 1 1 d . . . 
H12A H 0.0553 0.3585 0.5663 0.034 Uiso 1 1 calc R . . 
H12B H 0.0451 0.3322 0.4760 0.034 Uiso 1 1 calc R . . 
H12C H 0.0766 0.4632 0.5173 0.034 Uiso 1 1 calc R . . 
C13A C 0.2796(3) 0.1098(6) 0.6834(4) 0.0222(14) Uani 1 1 d . . . 
H13A H 0.3255 0.1351 0.6946 0.033 Uiso 1 1 calc R . . 
H13B H 0.2721 0.0242 0.6611 0.033 Uiso 1 1 calc R . . 
H13C H 0.2717 0.1110 0.7327 0.033 Uiso 1 1 calc R . . 
C14A C 0.1329(3) 0.4682(5) 0.4087(3) 0.0130(12) Uani 1 1 d . . . 
C15A C 0.1156(3) 0.5962(5) 0.4074(3) 0.0167(13) Uani 1 1 d . . . 
H15A H 0.1446 0.6534 0.4448 0.020 Uiso 1 1 calc R . . 
C16A C 0.0564(3) 0.6392(6) 0.3517(4) 0.0208(14) Uani 1 1 d . . . 
H16A H 0.0446 0.7258 0.3510 0.025 Uiso 1 1 calc R . . 
C17A C 0.0134(3) 0.5550(6) 0.2960(3) 0.0150(12) Uani 1 1 d . . . 
C18A C 0.0302(3) 0.4294(6) 0.2983(3) 0.0168(13) Uani 1 1 d . . . 
H18A H 0.0008 0.3723 0.2611 0.020 Uiso 1 1 calc R . . 
C19A C 0.0892(3) 0.3847(6) 0.3541(3) 0.0160(13) Uani 1 1 d . . . 
H19A H 0.1000 0.2975 0.3552 0.019 Uiso 1 1 calc R . . 
B1A B 0.3179(3) 0.2675(6) 0.5658(4) 0.0141(14) Uani 1 1 d . . . 
I1B I 0.89881(2) 0.23064(4) 0.84781(3) 0.02686(12) Uani 1 1 d . . . 
I2B I 0.61283(2) 0.56768(5) 1.18054(3) 0.02868(12) Uani 1 1 d . . . 
F1B F 0.83545(19) 0.5935(3) 1.0665(2) 0.0230(8) Uani 1 1 d . . . 
F2B F 0.86806(16) 0.4185(3) 1.14301(19) 0.0168(7) Uani 1 1 d . . . 
O1B O 0.4642(2) 0.1302(4) 0.7311(3) 0.0235(11) Uani 1 1 d . . . 
N1B N 0.8147(3) 0.3900(5) 1.0005(3) 0.0156(11) Uani 1 1 d . . . 
N2B N 0.7506(2) 0.4612(4) 1.0799(3) 0.0128(10) Uani 1 1 d . . . 
C1B C 0.8646(3) 0.3727(6) 0.9753(4) 0.0170(13) Uani 1 1 d . . . 
C2B C 0.8414(3) 0.2940(6) 0.9081(4) 0.0169(13) Uani 1 1 d . . . 
C3B C 0.7755(3) 0.2624(6) 0.8912(3) 0.0153(12) Uani 1 1 d . . . 
C4B C 0.7587(3) 0.3255(5) 0.9501(3) 0.0147(12) Uani 1 1 d . . . 
C5B C 0.6983(3) 0.3325(5) 0.9624(3) 0.0116(12) Uani 1 1 d . . . 
C6B C 0.6945(3) 0.3972(5) 1.0263(3) 0.0127(12) Uani 1 1 d . . . 
C7B C 0.6402(3) 0.4181(5) 1.0493(3) 0.0168(13) Uani 1 1 d . . . 
C8B C 0.6647(3) 0.4953(6) 1.1155(3) 0.0167(13) Uani 1 1 d . . . 
C9B C 0.7321(3) 0.5209(6) 1.1332(3) 0.0162(13) Uani 1 1 d . . . 
C10B C 0.9308(3) 0.4302(7) 1.0146(4) 0.0243(15) Uani 1 1 d . . . 
H10D H 0.9320 0.4794 1.0606 0.036 Uiso 1 1 calc R . . 
H10E H 0.9400 0.4860 0.9772 0.036 Uiso 1 1 calc R . . 
H10F H 0.9644 0.3633 1.0322 0.036 Uiso 1 1 calc R . . 
C11B C 0.7329(3) 0.1797(6) 0.8240(4) 0.0222(14) Uani 1 1 d . . . 
H11D H 0.7552 0.1655 0.7873 0.033 Uiso 1 1 calc R . . 
H11E H 0.6902 0.2213 0.7959 0.033 Uiso 1 1 calc R . . 
H11F H 0.7256 0.0983 0.8451 0.033 Uiso 1 1 calc R . . 
C12B C 0.5704(3) 0.3718(6) 1.0124(4) 0.0192(13) Uani 1 1 d . . . 
H12D H 0.5491 0.3798 1.0507 0.029 Uiso 1 1 calc R . . 
H12E H 0.5702 0.2828 0.9973 0.029 Uiso 1 1 calc R . . 
H12F H 0.5459 0.4224 0.9652 0.029 Uiso 1 1 calc R . . 
C13B C 0.7776(3) 0.6045(7) 1.1965(4) 0.0272(16) Uani 1 1 d . . . 
H13D H 0.8234 0.5758 1.2110 0.041 Uiso 1 1 calc R . . 
H13E H 0.7659 0.6009 1.2431 0.041 Uiso 1 1 calc R . . 
H13F H 0.7733 0.6917 1.1769 0.041 Uiso 1 1 calc R . . 
C14B C 0.6372(3) 0.2777(5) 0.9015(3) 0.0107(11) Uani 1 1 d . . . 
C15B C 0.5937(3) 0.3569(6) 0.8454(3) 0.0151(12) Uani 1 1 d . . . 
H15B H 0.6036 0.4444 0.8459 0.018 Uiso 1 1 calc R . . 
C16B C 0.5350(3) 0.3094(5) 0.7875(3) 0.0148(12) Uani 1 1 d . . . 
H16B H 0.5054 0.3646 0.7490 0.018 Uiso 1 1 calc R . . 
C17B C 0.5207(3) 0.1826(6) 0.7868(3) 0.0155(13) Uani 1 1 d . . . 
C18B C 0.5638(3) 0.1023(6) 0.8445(4) 0.0197(14) Uani 1 1 d . . . 
H18B H 0.5534 0.0152 0.8451 0.024 Uiso 1 1 calc R . . 
C19B C 0.6215(3) 0.1498(5) 0.9005(4) 0.0178(13) Uani 1 1 d . . . 
H19B H 0.6511 0.0946 0.9389 0.021 Uiso 1 1 calc R . . 
B1B B 0.8184(4) 0.4693(6) 1.0737(4) 0.0141(14) Uani 1 1 d . . . 
H1OB H 0.445(4) 0.193(7) 0.711(5) 0.03(2) Uiso 1 1 d . . . 
H1OA H -0.063(3) 0.548(6) 0.218(4) 0.015(19) Uiso 1 1 d . . . 
 
 
_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 C2A 2.074(7) . ? 
I2A C8A 2.078(6) . ? 
F1A B1A 1.383(8) . ? 
F2A B1A 1.420(7) . ? 
O1A C17A 1.367(7) . ? 
O1A H1OA 0.77(7) . ? 
N1A C1A 1.360(8) . ? 
N1A C4A 1.412(8) . ? 
N1A B1A 1.550(9) . ? 
N2A C9A 1.356(8) . ? 
N2A C6A 1.417(7) . ? 
N2A B1A 1.535(8) . ? 
C1A C2A 1.405(9) . ? 
C1A C10A 1.487(9) . ? 
C2A C3A 1.385(9) . ? 
C3A C4A 1.428(8) . ? 
C3A C11A 1.495(9) . ? 
C4A C5A 1.392(8) . ? 
C5A C6A 1.397(8) . ? 
C5A C14A 1.495(8) . ? 
C6A C7A 1.428(9) . ? 
C7A C8A 1.382(8) . ? 
C7A C12A 1.503(9) . ? 
C8A C9A 1.408(9) . ? 
C9A C13A 1.483(8) . ? 
C10A H10A 0.9800 . ? 
C10A H10B 0.9800 . ? 
C10A H10C 0.9800 . ? 
C11A H11A 0.9800 . ? 
C11A H11B 0.9800 . ? 
C11A H11C 0.9800 . ? 
C12A H12A 0.9800 . ? 
C12A H12B 0.9800 . ? 
C12A H12C 0.9800 . ? 
C13A H13A 0.9800 . ? 
C13A H13B 0.9800 . ? 
C13A H13C 0.9800 . ? 
C14A C19A 1.398(8) . ? 
C14A C15A 1.403(8) . ? 
C15A C16A 1.379(9) . ? 
C15A H15A 0.9500 . ? 
C16A C17A 1.404(8) . ? 
C16A H16A 0.9500 . ? 
C17A C18A 1.374(8) . ? 
C18A C19A 1.383(8) . ? 
C18A H18A 0.9500 . ? 
C19A H19A 0.9500 . ? 
I1B C2B 2.072(6) . ? 
I2B C8B 2.078(6) . ? 
F1B B1B 1.384(7) . ? 
F2B B1B 1.418(7) . ? 
O1B C17B 1.377(7) . ? 
O1B H1OB 0.79(8) . ? 
N1B C1B 1.351(8) . ? 
N1B C4B 1.393(7) . ? 
N1B B1B 1.553(8) . ? 
N2B C9B 1.346(8) . ? 
N2B C6B 1.413(7) . ? 
N2B B1B 1.531(9) . ? 
C1B C2B 1.407(9) . ? 
C1B C10B 1.476(8) . ? 
C2B C3B 1.393(9) . ? 
C3B C4B 1.430(8) . ? 
C3B C11B 1.502(8) . ? 
C4B C5B 1.424(8) . ? 
C5B C6B 1.383(8) . ? 
C5B C14B 1.488(8) . ? 
C6B C7B 1.419(9) . ? 
C7B C8B 1.384(8) . ? 
C7B C12B 1.495(9) . ? 
C8B C9B 1.409(9) . ? 
C9B C13B 1.489(8) . ? 
C10B H10D 0.9800 . ? 
C10B H10E 0.9800 . ? 
C10B H10F 0.9800 . ? 
C11B H11D 0.9800 . ? 
C11B H11E 0.9800 . ? 
C11B H11F 0.9800 . ? 
C12B H12D 0.9800 . ? 
C12B H12E 0.9800 . ? 
C12B H12F 0.9800 . ? 
C13B H13D 0.9800 . ? 
C13B H13E 0.9800 . ? 
C13B H13F 0.9800 . ? 
C14B C15B 1.380(8) . ? 
C14B C19B 1.392(8) . ? 
C15B C16B 1.404(8) . ? 
C15B H15B 0.9500 . ? 
C16B C17B 1.376(8) . ? 
C16B H16B 0.9500 . ? 
C17B C18B 1.398(8) . ? 
C18B C19B 1.376(9) . ? 
C18B H18B 0.9500 . ? 
C19B H19B 0.9500 . ? 
 
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 
C17A O1A H1OA 105(5) . . ? 
C1A N1A C4A 108.7(5) . . ? 
C1A N1A B1A 126.0(5) . . ? 
C4A N1A B1A 125.2(5) . . ? 
C9A N2A C6A 107.7(5) . . ? 
C9A N2A B1A 126.3(5) . . ? 
C6A N2A B1A 125.7(5) . . ? 
N1A C1A C2A 108.1(5) . . ? 
N1A C1A C10A 122.9(6) . . ? 
C2A C1A C10A 129.0(6) . . ? 
C3A C2A C1A 109.5(6) . . ? 
C3A C2A I1A 126.6(5) . . ? 
C1A C2A I1A 123.9(5) . . ? 
C2A C3A C4A 106.2(6) . . ? 
C2A C3A C11A 124.7(6) . . ? 
C4A C3A C11A 129.1(6) . . ? 
C5A C4A N1A 120.2(5) . . ? 
C5A C4A C3A 132.3(6) . . ? 
N1A C4A C3A 107.4(5) . . ? 
C4A C5A C6A 121.5(5) . . ? 
C4A C5A C14A 121.1(5) . . ? 
C6A C5A C14A 117.0(5) . . ? 
C5A C6A N2A 119.9(5) . . ? 
C5A C6A C7A 131.5(6) . . ? 
N2A C6A C7A 108.5(5) . . ? 
C8A C7A C6A 105.2(5) . . ? 
C8A C7A C12A 125.4(6) . . ? 
C6A C7A C12A 129.3(5) . . ? 
C7A C8A C9A 110.0(6) . . ? 
C7A C8A I2A 127.1(5) . . ? 
C9A C8A I2A 122.9(4) . . ? 
N2A C9A C8A 108.4(5) . . ? 
N2A C9A C13A 123.2(6) . . ? 
C8A C9A C13A 128.4(6) . . ? 
C1A C10A H10A 109.5 . . ? 
C1A C10A H10B 109.5 . . ? 
H10A C10A H10B 109.5 . . ? 
C1A C10A H10C 109.5 . . ? 
H10A C10A H10C 109.5 . . ? 
H10B C10A H10C 109.5 . . ? 
C3A C11A H11A 109.5 . . ? 
C3A C11A H11B 109.5 . . ? 
H11A C11A H11B 109.5 . . ? 
C3A C11A H11C 109.5 . . ? 
H11A C11A H11C 109.5 . . ? 
H11B C11A H11C 109.5 . . ? 
C7A C12A H12A 109.5 . . ? 
C7A C12A H12B 109.5 . . ? 
H12A C12A H12B 109.5 . . ? 
C7A C12A H12C 109.5 . . ? 
H12A C12A H12C 109.5 . . ? 
H12B C12A H12C 109.5 . . ? 
C9A C13A H13A 109.5 . . ? 
C9A C13A H13B 109.5 . . ? 
H13A C13A H13B 109.5 . . ? 
C9A C13A H13C 109.5 . . ? 
H13A C13A H13C 109.5 . . ? 
H13B C13A H13C 109.5 . . ? 
C19A C14A C15A 119.4(5) . . ? 
C19A C14A C5A 117.9(5) . . ? 
C15A C14A C5A 122.7(5) . . ? 
C16A C15A C14A 120.1(5) . . ? 
C16A C15A H15A 120.0 . . ? 
C14A C15A H15A 120.0 . . ? 
C15A C16A C17A 120.1(6) . . ? 
C15A C16A H16A 120.0 . . ? 
C17A C16A H16A 120.0 . . ? 
O1A C17A C18A 123.5(5) . . ? 
O1A C17A C16A 116.9(5) . . ? 
C18A C17A C16A 119.6(6) . . ? 
C17A C18A C19A 121.0(6) . . ? 
C17A C18A H18A 119.5 . . ? 
C19A C18A H18A 119.5 . . ? 
C18A C19A C14A 119.9(5) . . ? 
C18A C19A H19A 120.1 . . ? 
C14A C19A H19A 120.1 . . ? 
F1A B1A F2A 107.6(5) . . ? 
F1A B1A N2A 111.6(5) . . ? 
F2A B1A N2A 110.1(5) . . ? 
F1A B1A N1A 111.7(5) . . ? 
F2A B1A N1A 108.7(5) . . ? 
N2A B1A N1A 107.1(5) . . ? 
C17B O1B H1OB 100(6) . . ? 
C1B N1B C4B 109.2(5) . . ? 
C1B N1B B1B 125.8(5) . . ? 
C4B N1B B1B 125.0(5) . . ? 
C9B N2B C6B 107.7(5) . . ? 
C9B N2B B1B 126.5(5) . . ? 
C6B N2B B1B 125.6(5) . . ? 
N1B C1B C2B 108.1(5) . . ? 
N1B C1B C10B 123.2(6) . . ? 
C2B C1B C10B 128.7(6) . . ? 
C3B C2B C1B 109.2(5) . . ? 
C3B C2B I1B 126.2(4) . . ? 
C1B C2B I1B 124.5(5) . . ? 
C2B C3B C4B 105.4(5) . . ? 
C2B C3B C11B 125.7(6) . . ? 
C4B C3B C11B 128.9(6) . . ? 
N1B C4B C5B 120.2(5) . . ? 
N1B C4B C3B 108.1(5) . . ? 
C5B C4B C3B 131.7(5) . . ? 
C6B C5B C4B 121.3(5) . . ? 
C6B C5B C14B 119.6(5) . . ? 
C4B C5B C14B 118.9(5) . . ? 
C5B C6B N2B 120.2(5) . . ? 
C5B C6B C7B 131.0(6) . . ? 
N2B C6B C7B 108.8(5) . . ? 
C8B C7B C6B 105.4(5) . . ? 
C8B C7B C12B 124.7(6) . . ? 
C6B C7B C12B 129.9(5) . . ? 
C7B C8B C9B 109.3(5) . . ? 
C7B C8B I2B 127.2(5) . . ? 
C9B C8B I2B 123.4(4) . . ? 
N2B C9B C8B 108.8(5) . . ? 
N2B C9B C13B 122.9(6) . . ? 
C8B C9B C13B 128.2(6) . . ? 
C1B C10B H10D 109.5 . . ? 
C1B C10B H10E 109.5 . . ? 
H10D C10B H10E 109.5 . . ? 
C1B C10B H10F 109.5 . . ? 
H10D C10B H10F 109.5 . . ? 
H10E C10B H10F 109.5 . . ? 
C3B C11B H11D 109.5 . . ? 
C3B C11B H11E 109.5 . . ? 
H11D C11B H11E 109.5 . . ? 
C3B C11B H11F 109.5 . . ? 
H11D C11B H11F 109.5 . . ? 
H11E C11B H11F 109.5 . . ? 
C7B C12B H12D 109.5 . . ? 
C7B C12B H12E 109.5 . . ? 
H12D C12B H12E 109.5 . . ? 
C7B C12B H12F 109.5 . . ? 
H12D C12B H12F 109.5 . . ? 
H12E C12B H12F 109.5 . . ? 
C9B C13B H13D 109.5 . . ? 
C9B C13B H13E 109.5 . . ? 
H13D C13B H13E 109.5 . . ? 
C9B C13B H13F 109.5 . . ? 
H13D C13B H13F 109.5 . . ? 
H13E C13B H13F 109.5 . . ? 
C15B C14B C19B 118.9(5) . . ? 
C15B C14B C5B 118.8(5) . . ? 
C19B C14B C5B 122.3(5) . . ? 
C14B C15B C16B 120.7(5) . . ? 
C14B C15B H15B 119.6 . . ? 
C16B C15B H15B 119.6 . . ? 
C17B C16B C15B 119.6(5) . . ? 
C17B C16B H16B 120.2 . . ? 
C15B C16B H16B 120.2 . . ? 
C16B C17B O1B 122.4(5) . . ? 
C16B C17B C18B 119.9(5) . . ? 
O1B C17B C18B 117.7(5) . . ? 
C19B C18B C17B 119.9(6) . . ? 
C19B C18B H18B 120.1 . . ? 
C17B C18B H18B 120.1 . . ? 
C18B C19B C14B 121.0(5) . . ? 
C18B C19B H19B 119.5 . . ? 
C14B C19B H19B 119.5 . . ? 
F1B B1B F2B 107.6(5) . . ? 
F1B B1B N2B 111.3(5) . . ? 
F2B B1B N2B 110.0(5) . . ? 
F1B B1B N1B 110.9(5) . . ? 
F2B B1B N1B 109.4(5) . . ? 
N2B B1B N1B 107.6(5) . . ? 
 
_diffrn_measured_fraction_theta_max    0.993 
_diffrn_reflns_theta_full              27.48 
_diffrn_measured_fraction_theta_full   0.993 
_refine_diff_density_max    1.160 
_refine_diff_density_min   -1.095 
_refine_diff_density_rms    0.188 
