##############################################################################
###                                                                        ###
###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section C. It conforms to the editorial and technical    #
# requirements of Notes for Authors for Section C, and has been peer         #
# reviewed under the auspices of the IUCr Commission on Journals.            #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.4.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
9-Ethyl-1,4-dimethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
9H-carbazole
;
_chemical_name_common     ?
_chemical_formula_moiety     'C22 H28 B N O2'
_chemical_formula_sum     'C22 H28 B N O2'
_chemical_formula_iupac     'C22 H28 B N O2'
_chemical_formula_weight     349.26
_chemical_melting_point     415
_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     8.6357(3)
_cell_length_b     8.1068(3)
_cell_length_c     28.2057(9)
_cell_angle_alpha     90.00
_cell_angle_beta     96.673(2)
_cell_angle_gamma     90.00
_cell_volume     1961.24(12)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     9716
_cell_measurement_theta_min     2.37
_cell_measurement_theta_max     34.669
_cell_measurement_temperature     150(2)
_exptl_crystal_description     plate
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.51
_exptl_crystal_size_mid     0.36
_exptl_crystal_size_min     0.35
_exptl_crystal_density_diffrn     1.183
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     752
_exptl_absorpt_coefficient_mu     0.074
_exptl_absorpt_correction_type     None
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details
;
;
_diffrn_ambient_temperature     150(2)
_diffrn_radiation_type     'MoK\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'sealed tube'
_diffrn_radiation_monochromator     'graphite'
_diffrn_measurement_device_type     'Bruker APEXII CCD area-detector'
_diffrn_measurement_method     'phi and omega scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     96221
_diffrn_reflns_av_R_equivalents     0.0478
_diffrn_reflns_av_sigmaI/netI     0.0294
_diffrn_reflns_theta_min     2.62
_diffrn_reflns_theta_max     34.90
_diffrn_reflns_theta_full     34.90
_diffrn_measured_fraction_theta_max     0.998
_diffrn_measured_fraction_theta_full     0.998
_diffrn_reflns_limit_h_min     -13
_diffrn_reflns_limit_h_max     13
_diffrn_reflns_limit_k_min     -12
_diffrn_reflns_limit_k_max     13
_diffrn_reflns_limit_l_min     -44
_diffrn_reflns_limit_l_max     45
_diffrn_standards_number     ?
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     0
_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 >
σ(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.
;
_reflns_number_total     8529
_reflns_number_gt     6728
_reflns_threshold_expression     'I>2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0726
_refine_ls_R_factor_gt     0.0538
_refine_ls_wR_factor_gt     0.1317
_refine_ls_wR_factor_ref     0.1430
_refine_ls_goodness_of_fit_ref     1.082
_refine_ls_restrained_S_all     1.082
_refine_ls_number_reflns     8529
_refine_ls_number_parameters     347
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     refall
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0680P)²+0.5909P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.587
_refine_diff_density_min     -0.285
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
_computing_data_collection     'APEX2 (Bruker, 2006)'
_computing_cell_refinement     'APEX2 (Bruker, 2006)'
_computing_data_reduction     'SAINT (Bruker, 2006)'
_computing_structure_solution     'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics     'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material     'SHELXL-97 (Sheldrick, 2008)'
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    C C6 0.35498(10) 0.80818(11) 0.10426(3) 0.01580(15) Uani d . 1 . .
    C C7 0.24194(11) 0.86419(12) 0.13295(3) 0.01723(16) Uani d . 1 . .
    H H7 0.1380(17) 0.8936(19) 0.1176(5) 0.028(4) Uiso d . 1 . .
    C C8 0.27233(10) 0.87927(12) 0.18199(3) 0.01641(16) Uani d . 1 . .
    H H8 0.1907(16) 0.9200(19) 0.2010(5) 0.024(3) Uiso d . 1 . .
    C C8A 0.42282(10) 0.84174(11) 0.20297(3) 0.01377(15) Uani d . 1 . .
    N N9 0.48382(9) 0.85695(10) 0.25028(3) 0.01475(14) Uani d . 1 . .
    C C9A 0.64091(10) 0.81134(11) 0.25445(3) 0.01404(15) Uani d . 1 . .
    C C1 0.75276(11) 0.81416(11) 0.29491(3) 0.01651(16) Uani d . 1 . .
    C C2 0.90150(11) 0.76301(12) 0.28726(4) 0.01898(17) Uani d . 1 . .
    H H2 0.9851(17) 0.7638(18) 0.3151(5) 0.023(3) Uiso d . 1 . .
    C C3 0.94038(11) 0.71291(12) 0.24271(4) 0.01873(17) Uani d . 1 . .
    H H3 1.0473(18) 0.6738(19) 0.2392(5) 0.026(4) Uiso d . 1 . .
    C C4 0.83144(10) 0.71556(11) 0.20249(3) 0.01559(15) Uani d . 1 . .
    C C4A 0.67993(10) 0.76710(10) 0.20872(3) 0.01342(14) Uani d . 1 . .
    C C4B 0.54021(10) 0.78717(10) 0.17550(3) 0.01340(14) Uani d . 1 . .
    C C5 0.50407(10) 0.76893(11) 0.12620(3) 0.01498(15) Uani d . 1 . .
    H H5 0.5835(17) 0.7298(18) 0.1061(5) 0.021(3) Uiso d . 1 . .
    C C10 0.38311(11) 0.86188(11) 0.28845(3) 0.01520(15) Uani d . 1 . .
    H H10A 0.2875(15) 0.9180(17) 0.2753(4) 0.015(3) Uiso d . 1 . .
    H H10B 0.4342(15) 0.9303(17) 0.3142(5) 0.018(3) Uiso d . 1 . .
    C C11 0.34604(11) 0.69040(12) 0.30542(3) 0.01821(17) Uani d . 1 . .
    H H11A 0.3019(17) 0.6226(19) 0.2786(5) 0.025(4) Uiso d . 1 . .
    H H11B 0.4391(17) 0.6366(18) 0.3214(5) 0.024(3) Uiso d . 1 . .
    H H11C 0.2677(17) 0.6978(18) 0.3282(5) 0.025(4) Uiso d . 1 . .
    C C12 0.87335(11) 0.66028(13) 0.15478(4) 0.02052(18) Uani d . 1 . .
    H H12A 0.8595(18) 0.7489(19) 0.1319(6) 0.029(4) Uiso d . 1 . .
    H H12B 0.8066(17) 0.5649(19) 0.1428(5) 0.028(4) Uiso d . 1 . .
    H H12C 0.9835(17) 0.6243(19) 0.1570(5) 0.026(4) Uiso d . 1 . .
    C C13 0.72279(12) 0.87230(15) 0.34370(4) 0.0233(2) Uani d . 1 . .
    H H13A 0.6832(18) 0.985(2) 0.3427(5) 0.031(4) Uiso d . 1 . .
    H H13B 0.8215(19) 0.872(2) 0.3659(6) 0.032(4) Uiso d . 1 . .
    H H13C 0.6527(19) 0.7996(19) 0.3575(6) 0.030(4) Uiso d . 1 . .
    B B1 0.31304(12) 0.78903(13) 0.04984(4) 0.01688(18) Uani d . 1 . .
    O O2 0.17617(8) 0.84516(9) 0.02549(2) 0.01970(14) Uani d . 1 . .
    O O1 0.40869(8) 0.71309(10) 0.02090(2) 0.02022(14) Uani d . 1 . .
    C C14 0.31605(12) 0.68979(14) -0.02529(3) 0.02069(18) Uani d . 1 . .
    C C15 0.19294(12) 0.83023(13) -0.02531(3) 0.01973(18) Uani d . 1 . .
    C C16 0.42376(15) 0.70069(19) -0.06399(4) 0.0317(3) Uani d . 1 . .
    H H16A 0.477(2) 0.803(2) -0.0619(6) 0.035(4) Uiso d . 1 . .
    H H16B 0.497(2) 0.604(2) -0.0612(6) 0.043(5) Uiso d . 1 . .
    H H16C 0.364(2) 0.696(2) -0.0959(7) 0.046(5) Uiso d . 1 . .
    C C17 0.24447(14) 0.51831(15) -0.02465(4) 0.0273(2) Uani d . 1 . .
    H H17A 0.1744(18) 0.510(2) 0.0011(5) 0.033(4) Uiso d . 1 . .
    H H17B 0.1794(18) 0.493(2) -0.0558(6) 0.031(4) Uiso d . 1 . .
    H H17C 0.3281(19) 0.436(2) -0.0189(6) 0.036(4) Uiso d . 1 . .
    C C18 0.03524(13) 0.79172(16) -0.05233(4) 0.0272(2) Uani d . 1 . .
    H H18A -0.0093(18) 0.693(2) -0.0394(6) 0.031(4) Uiso d . 1 . .
    H H18B 0.044(2) 0.771(2) -0.0879(6) 0.037(4) Uiso d . 1 . .
    H H18C -0.0316(19) 0.885(2) -0.0506(6) 0.033(4) Uiso d . 1 . .
    C C19 0.25054(15) 0.99612(16) -0.04130(4) 0.0297(2) Uani d . 1 . .
    H H19A 0.356(2) 1.023(2) -0.0237(6) 0.041(4) Uiso d . 1 . .
    H H19B 0.2639(19) 0.992(2) -0.0771(6) 0.040(4) Uiso d . 1 . .
    H H19C 0.1754(19) 1.082(2) -0.0352(6) 0.033(4) Uiso d . 1 . .
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    C6 C5 . 1.3987(13) ?
    C6 C7 . 1.4132(13) ?
    C6 B1 . 1.5435(14) n
    C7 C8 . 1.3832(13) ?
    C7 H7 . 0.979(15) ?
    C8 C8A . 1.3975(12) ?
    C8 H8 . 0.991(14) ?
    C8A N9 . 1.3820(11) ?
    C8A C4B . 1.4163(12) ?
    N9 C9A . 1.3978(11) ?
    N9 C10 . 1.4612(11) ?
    C9A C1 . 1.4071(12) ?
    C9A C4A . 1.4165(12) ?
    C1 C2 . 1.3903(13) ?
    C1 C13 . 1.5051(14) ?
    C2 C3 . 1.3981(14) ?
    C2 H2 . 1.003(15) ?
    C3 C4 . 1.3873(13) ?
    C3 H3 . 0.993(15) ?
    C4 C4A . 1.4038(12) ?
    C4 C12 . 1.5021(14) ?
    C4A C4B . 1.4483(12) ?
    C4B C5 . 1.3973(12) ?
    C5 H5 . 0.991(14) ?
    C10 C11 . 1.5164(13) ?
    C10 H10A . 0.977(13) ?
    C10 H10B . 0.976(14) ?
    C11 H11A . 0.975(15) ?
    C11 H11B . 0.977(15) ?
    C11 H11C . 0.988(15) ?
    C12 H12A . 0.964(16) ?
    C12 H12B . 1.000(15) ?
    C12 H12C . 0.990(15) ?
    C13 H13A . 0.977(16) ?
    C13 H13B . 0.998(16) ?
    C13 H13C . 0.959(16) ?
    B1 O1 . 1.3725(13) ?
    B1 O2 . 1.3738(12) ?
    O2 C15 . 1.4617(12) ?
    O1 C14 . 1.4599(12) ?
    C14 C16 . 1.5167(15) ?
    C14 C17 . 1.5223(16) ?
    C14 C15 . 1.5576(14) ?
    C15 C18 . 1.5139(15) ?
    C15 C19 . 1.5204(16) ?
    C16 H16A . 0.948(17) ?
    C16 H16B . 1.006(18) ?
    C16 H16C . 0.985(19) ?
    C17 H17A . 1.000(15) ?
    C17 H17B . 1.006(16) ?
    C17 H17C . 0.985(17) ?
    C18 H18A . 0.979(16) ?
    C18 H18B . 1.029(17) ?
    C18 H18C . 0.954(17) ?
    C19 H19A . 1.010(17) ?
    C19 H19B . 1.031(16) ?
    C19 H19C . 0.979(17) ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C5 C6 C7 . . 118.78(8) ?
    C5 C6 B1 . . 120.97(8) ?
    C7 C6 B1 . . 120.25(8) ?
    C8 C7 C6 . . 122.52(8) ?
    C8 C7 H7 . . 118.5(9) ?
    C6 C7 H7 . . 119.0(9) ?
    C7 C8 C8A . . 117.59(8) ?
    C7 C8 H8 . . 120.4(8) ?
    C8A C8 H8 . . 121.9(8) ?
    N9 C8A C8 . . 128.37(8) ?
    N9 C8A C4B . . 109.83(7) ?
    C8 C8A C4B . . 121.73(8) ?
    C8A N9 C9A . . 108.36(7) ?
    C8A N9 C10 . . 121.42(7) ?
    C9A N9 C10 . . 126.88(7) ?
    N9 C9A C1 . . 129.20(8) ?
    N9 C9A C4A . . 108.76(7) ?
    C1 C9A C4A . . 121.95(8) ?
    C2 C1 C9A . . 115.39(8) ?
    C2 C1 C13 . . 119.70(8) ?
    C9A C1 C13 . . 124.88(9) ?
    C1 C2 C3 . . 123.29(9) ?
    C1 C2 H2 . . 118.1(8) ?
    C3 C2 H2 . . 118.7(8) ?
    C4 C3 C2 . . 121.30(9) ?
    C4 C3 H3 . . 118.2(9) ?
    C2 C3 H3 . . 120.5(9) ?
    C3 C4 C4A . . 117.10(8) ?
    C3 C4 C12 . . 121.13(8) ?
    C4A C4 C12 . . 121.74(8) ?
    C4 C4A C9A . . 120.87(8) ?
    C4 C4A C4B . . 132.14(8) ?
    C9A C4A C4B . . 106.99(7) ?
    C5 C4B C8A . . 119.09(8) ?
    C5 C4B C4A . . 134.83(8) ?
    C8A C4B C4A . . 106.06(7) ?
    C4B C5 C6 . . 120.25(8) ?
    C4B C5 H5 . . 120.9(8) ?
    C6 C5 H5 . . 118.9(8) ?
    N9 C10 C11 . . 111.90(7) ?
    N9 C10 H10A . . 106.3(7) ?
    C11 C10 H10A . . 110.3(8) ?
    N9 C10 H10B . . 107.8(8) ?
    C11 C10 H10B . . 112.3(8) ?
    H10A C10 H10B . . 107.9(11) ?
    C10 C11 H11A . . 110.5(9) ?
    C10 C11 H11B . . 111.2(9) ?
    H11A C11 H11B . . 109.4(12) ?
    C10 C11 H11C . . 109.6(9) ?
    H11A C11 H11C . . 107.6(12) ?
    H11B C11 H11C . . 108.4(12) ?
    C4 C12 H12A . . 110.7(9) ?
    C4 C12 H12B . . 110.1(9) ?
    H12A C12 H12B . . 109.2(13) ?
    C4 C12 H12C . . 111.2(8) ?
    H12A C12 H12C . . 107.7(13) ?
    H12B C12 H12C . . 107.8(12) ?
    C1 C13 H13A . . 111.3(9) ?
    C1 C13 H13B . . 110.5(9) ?
    H13A C13 H13B . . 106.8(13) ?
    C1 C13 H13C . . 111.2(9) ?
    H13A C13 H13C . . 110.7(13) ?
    H13B C13 H13C . . 106.1(13) ?
    O1 B1 O2 . . 113.17(8) ?
    O1 B1 C6 . . 123.27(8) ?
    O2 B1 C6 . . 123.56(9) ?
    B1 O2 C15 . . 106.57(7) ?
    B1 O1 C14 . . 106.47(7) ?
    O1 C14 C16 . . 108.45(8) ?
    O1 C14 C17 . . 106.78(8) ?
    C16 C14 C17 . . 110.21(10) ?
    O1 C14 C15 . . 102.06(8) ?
    C16 C14 C15 . . 115.65(9) ?
    C17 C14 C15 . . 112.92(9) ?
    O2 C15 C18 . . 108.95(8) ?
    O2 C15 C19 . . 106.89(8) ?
    C18 C15 C19 . . 109.83(9) ?
    O2 C15 C14 . . 101.86(7) ?
    C18 C15 C14 . . 115.05(9) ?
    C19 C15 C14 . . 113.57(9) ?
    C14 C16 H16A . . 109.9(10) ?
    C14 C16 H16B . . 109.4(10) ?
    H16A C16 H16B . . 112.4(14) ?
    C14 C16 H16C . . 110.9(11) ?
    H16A C16 H16C . . 106.7(15) ?
    H16B C16 H16C . . 107.5(14) ?
    C14 C17 H17A . . 110.7(10) ?
    C14 C17 H17B . . 111.1(9) ?
    H17A C17 H17B . . 107.2(12) ?
    C14 C17 H17C . . 109.4(10) ?
    H17A C17 H17C . . 109.1(13) ?
    H17B C17 H17C . . 109.3(13) ?
    C15 C18 H18A . . 110.6(9) ?
    C15 C18 H18B . . 111.1(10) ?
    H18A C18 H18B . . 107.6(13) ?
    C15 C18 H18C . . 109.0(10) ?
    H18A C18 H18C . . 111.3(13) ?
    H18B C18 H18C . . 107.2(13) ?
    C15 C19 H19A . . 110.6(10) ?
    C15 C19 H19B . . 109.7(10) ?
    H19A C19 H19B . . 107.0(13) ?
    C15 C19 H19C . . 109.2(10) ?
    H19A C19 H19C . . 109.9(14) ?
    H19B C19 H19C . . 110.4(13) ?
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    O1 C18 C19 O2 . . . . -44.71(3) ?
data_II
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
6-bromo-9-ethyl-1,4-dimethyl-9H-carbazole
;
_chemical_name_common     ?
_chemical_formula_moiety     'C16 H16 Br N'
_chemical_formula_sum     'C16 H16 Br N'
_chemical_formula_iupac     'C16 H16 Br N'
_chemical_formula_weight     302.21
_chemical_melting_point     363
_symmetry_cell_setting     'Monoclinic'
_symmetry_space_group_name_H-M     'P 21'
_symmetry_space_group_name_Hall     'P 2yb'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z'
_cell_length_a     15.3210(14)
_cell_length_b     4.6518(5)
_cell_length_c     18.6647(17)
_cell_angle_alpha     90.00
_cell_angle_beta     94.239(5)
_cell_angle_gamma     90.00
_cell_volume     1326.6(2)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     5721
_cell_measurement_theta_min     2.67
_cell_measurement_theta_max     29.89
_cell_measurement_temperature     150(2)
_exptl_crystal_description     prism
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.41
_exptl_crystal_size_mid     0.36
_exptl_crystal_size_min     0.34
_exptl_crystal_density_diffrn     1.513
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     616
_exptl_absorpt_coefficient_mu     3.080
_exptl_absorpt_correction_type     'numerical'
_exptl_absorpt_process_details     '(SAINT; Bruker, 2006)'
_exptl_absorpt_correction_T_min     0.36570
_exptl_absorpt_correction_T_max     0.50749
_exptl_special_details
;
;
_diffrn_ambient_temperature     150(2)
_diffrn_radiation_type     'MoK\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'sealed tube'
_diffrn_radiation_monochromator     'graphite'
_diffrn_measurement_device_type     'Bruker APEXII CCD area-detector'
_diffrn_measurement_method     'phi and omega scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     32267
_diffrn_reflns_av_R_equivalents     0.0332
_diffrn_reflns_av_sigmaI/netI     0.0380
_diffrn_reflns_theta_min     2.65
_diffrn_reflns_theta_max     32.04
_diffrn_reflns_theta_full     32.04
_diffrn_measured_fraction_theta_max     0.981
_diffrn_measured_fraction_theta_full     0.981
_diffrn_reflns_limit_h_min     -22
_diffrn_reflns_limit_h_max     22
_diffrn_reflns_limit_k_min     -6
_diffrn_reflns_limit_k_max     6
_diffrn_reflns_limit_l_min     -26
_diffrn_reflns_limit_l_max     27
_diffrn_standards_number     ?
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     0
_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 >
σ(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.
;
_reflns_number_total     9080
_reflns_number_gt     7897
_reflns_threshold_expression     >2sigma(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0396
_refine_ls_R_factor_gt     0.0299
_refine_ls_wR_factor_gt     0.0640
_refine_ls_wR_factor_ref     0.0669
_refine_ls_goodness_of_fit_ref     1.013
_refine_ls_restrained_S_all     1.013
_refine_ls_number_reflns     9080
_refine_ls_number_parameters     332
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0358P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.002
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.591
_refine_diff_density_min     -0.332
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
_refine_ls_abs_structure_details     'Flack (1983), 3979 Friedel pairs'
_refine_ls_abs_structure_Flack     0.265(4)
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'
    'Br' 'Br' -0.2901 2.4595
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'APEX2 (Bruker, 2006)'
_computing_cell_refinement     'APEX2 (Bruker, 2006)'
_computing_data_reduction     'SAINT (Bruker, 2006)'
_computing_structure_solution     'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics     'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material     'SHELXL97 (Sheldrick, 2008)'
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    C C11 0.77412(10) 0.5447(4) 0.41137(9) 0.0212(3) Uani d . 1 . .
    C C12 0.72214(12) 0.6594(4) 0.35457(10) 0.0253(4) Uani d . 1 . .
    H H12 0.7331 0.6045 0.3082 0.030 Uiso calc R 1 . .
    C C13 0.65427(11) 0.8526(4) 0.36330(10) 0.0254(3) Uani d . 1 . .
    H H13 0.6211 0.9194 0.3230 0.030 Uiso calc R 1 . .
    C C14 0.63495(10) 0.9480(4) 0.43085(9) 0.0204(3) Uani d . 1 . .
    C C14A 0.68556(9) 0.8360(3) 0.48968(9) 0.0177(3) Uani d . 1 . .
    C C14B 0.68387(10) 0.8794(4) 0.56649(9) 0.0187(3) Uani d . 1 . .
    C C15 0.63271(10) 1.0471(4) 0.60894(9) 0.0209(3) Uani d . 1 . .
    H H15 0.5887 1.1653 0.5884 0.025 Uiso calc R 1 . .
    C C16 0.64958(10) 1.0318(4) 0.68285(9) 0.0238(3) Uani d . 1 . .
    C C17 0.71606(11) 0.8605(4) 0.71549(10) 0.0257(4) Uani d . 1 . .
    H H17 0.7261 0.8597 0.7652 0.031 Uiso calc R 1 . .
    C C18 0.76699(11) 0.6920(4) 0.67402(9) 0.0235(3) Uani d . 1 . .
    H H18 0.8113 0.5763 0.6950 0.028 Uiso calc R 1 . .
    C C18A 0.74968(9) 0.7012(4) 0.59950(9) 0.0187(3) Uani d . 1 . .
    N N19 0.79060(8) 0.5521(3) 0.54743(8) 0.0198(3) Uani d . 1 . .
    C C19A 0.75345(10) 0.6321(4) 0.48002(9) 0.0185(3) Uani d . 1 . .
    Br Br11 0.577329(12) 1.24125(4) 0.743002(10) 0.03300(5) Uani d . 1 . .
    C C110 0.85923(10) 0.3415(4) 0.56576(10) 0.0227(3) Uani d . 1 . .
    H H10A 0.8598 0.2002 0.5276 0.027 Uiso calc R 1 . .
    H H10B 0.8462 0.2420 0.6094 0.027 Uiso calc R 1 . .
    C C111 0.94926(11) 0.4793(5) 0.57678(11) 0.0309(4) Uani d . 1 . .
    H H11A 0.9636 0.5703 0.5330 0.046 Uiso calc R 1 . .
    H H11B 0.9920 0.3342 0.5900 0.046 Uiso calc R 1 . .
    H H11C 0.9490 0.6204 0.6143 0.046 Uiso calc R 1 . .
    C C112 0.56356(11) 1.1641(4) 0.43874(10) 0.0244(4) Uani d . 1 . .
    H H12A 0.5351 1.2060 0.3924 0.037 Uiso calc R 1 . .
    H H12B 0.5883 1.3373 0.4595 0.037 Uiso calc R 1 . .
    H H12C 0.5216 1.0872 0.4694 0.037 Uiso calc R 1 . .
    C C113 0.84686(11) 0.3415(4) 0.39530(11) 0.0278(4) Uani d . 1 . .
    H H13A 0.8299 0.1480 0.4056 0.042 Uiso calc R 1 . .
    H H13B 0.8989 0.3903 0.4246 0.042 Uiso calc R 1 . .
    H H13C 0.8580 0.3568 0.3455 0.042 Uiso calc R 1 . .
    C C21 0.65996(11) 0.8775(4) -0.03465(10) 0.0229(3) Uani d . 1 . .
    C C22 0.67743(11) 0.7110(4) -0.09374(10) 0.0273(4) Uani d . 1 . .
    H H22 0.6382 0.7165 -0.1342 0.033 Uiso calc R 1 . .
    C C23 0.75171(11) 0.5350(5) -0.09496(10) 0.0290(4) Uani d . 1 . .
    H H23 0.7606 0.4308 -0.1363 0.035 Uiso calc R 1 . .
    C C24 0.81179(10) 0.5126(4) -0.03648(9) 0.0245(3) Uani d . 1 . .
    C C24A 0.79602(11) 0.6781(3) 0.02431(10) 0.0210(3) Uani d . 1 . .
    C C24B 0.84379(10) 0.7101(4) 0.09345(9) 0.0214(3) Uani d . 1 . .
    C C25 0.92166(11) 0.5920(4) 0.12524(10) 0.0237(3) Uani d . 1 . .
    H H25 0.9541 0.4601 0.1008 0.028 Uiso calc R 1 . .
    C C26 0.94839(11) 0.6785(4) 0.19408(11) 0.0278(4) Uani d . 1 . .
    Br Br21 1.054315(12) 0.52725(4) 0.238642(11) 0.03635(6) Uani d . 1 . .
    C C27 0.90157(12) 0.8735(5) 0.23248(11) 0.0298(4) Uani d . 1 . .
    H H27 0.9219 0.9246 0.2789 0.036 Uiso calc R 1 . .
    C C28 0.82479(11) 0.9922(4) 0.20191(10) 0.0275(4) Uani d . 1 . .
    H H28 0.7927 1.1223 0.2272 0.033 Uiso calc R 1 . .
    C C28A 0.79715(11) 0.9106(4) 0.13222(10) 0.0226(3) Uani d . 1 . .
    N N29 0.72428(9) 1.0030(3) 0.09020(8) 0.0230(3) Uani d . 1 . .
    C C29A 0.72183(11) 0.8599(4) 0.02435(9) 0.0212(3) Uani d . 1 . .
    C C210 0.66349(11) 1.2114(4) 0.11622(10) 0.0260(3) Uani d . 1 . .
    H H20A 0.6348 1.3127 0.0756 0.031 Uiso calc R 1 . .
    H H20B 0.6958 1.3514 0.1462 0.031 Uiso calc R 1 . .
    C C211 0.59423(13) 1.0716(6) 0.15941(12) 0.0386(5) Uani d . 1 . .
    H H21A 0.5573 0.9507 0.1284 0.058 Uiso calc R 1 . .
    H H21B 0.5594 1.2182 0.1796 0.058 Uiso calc R 1 . .
    H H21C 0.6223 0.9578 0.1973 0.058 Uiso calc R 1 . .
    C C212 0.89124(12) 0.3248(4) -0.03838(11) 0.0315(4) Uani d . 1 . .
    H H22A 0.8897 0.2257 -0.0836 0.047 Uiso calc R 1 . .
    H H22B 0.8918 0.1871 0.0000 0.047 Uiso calc R 1 . .
    H H22C 0.9430 0.4413 -0.0328 0.047 Uiso calc R 1 . .
    C C213 0.57866(11) 1.0603(5) -0.03923(10) 0.0299(4) Uani d . 1 . .
    H H23A 0.5946 1.2589 -0.0434 0.045 Uiso calc R 1 . .
    H H23B 0.5481 1.0339 0.0033 0.045 Uiso calc R 1 . .
    H H23C 0.5415 1.0048 -0.0806 0.045 Uiso calc R 1 . .
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    C11 C12 . 1.385(2) ?
    C11 C19A . 1.403(2) ?
    C11 C113 . 1.508(2) ?
    C12 C13 . 1.393(3) ?
    C12 H12 . 0.9300 ?
    C13 C14 . 1.389(2) ?
    C13 H13 . 0.9300 ?
    C14 C14A . 1.397(2) ?
    C14 C112 . 1.501(2) ?
    C14A C19A . 1.429(2) ?
    C14A C14B . 1.450(2) ?
    C14B C15 . 1.394(2) ?
    C14B C18A . 1.411(2) ?
    C15 C16 . 1.387(2) ?
    C15 H15 . 0.9300 ?
    C16 C17 . 1.397(3) ?
    C16 Br11 . 1.9025(17) ?
    C17 C18 . 1.383(2) ?
    C17 H17 . 0.9300 ?
    C18 C18A . 1.397(2) ?
    C18 H18 . 0.9300 ?
    C18A N19 . 1.381(2) ?
    N19 C19A . 1.393(2) ?
    N19 C110 . 1.459(2) ?
    C110 C111 . 1.521(2) ?
    C110 H10A . 0.9700 ?
    C110 H10B . 0.9700 ?
    C111 H11A . 0.9600 ?
    C111 H11B . 0.9600 ?
    C111 H11C . 0.9600 ?
    C112 H12A . 0.9600 ?
    C112 H12B . 0.9600 ?
    C112 H12C . 0.9600 ?
    C113 H13A . 0.9600 ?
    C113 H13B . 0.9600 ?
    C113 H13C . 0.9600 ?
    C21 C22 . 1.390(3) ?
    C21 C29A . 1.401(2) ?
    C21 C213 . 1.505(2) ?
    C22 C23 . 1.403(3) ?
    C22 H22 . 0.9300 ?
    C23 C24 . 1.379(2) ?
    C23 H23 . 0.9300 ?
    C24 C24A . 1.407(3) ?
    C24 C212 . 1.501(2) ?
    C24A C29A . 1.417(2) ?
    C24A C24B . 1.443(2) ?
    C24B C25 . 1.405(2) ?
    C24B C28A . 1.408(2) ?
    C25 C26 . 1.379(3) ?
    C25 H25 . 0.9300 ?
    C26 C27 . 1.388(3) ?
    C26 Br21 . 1.9029(18) ?
    C27 C28 . 1.384(3) ?
    C27 H27 . 0.9300 ?
    C28 C28A . 1.391(3) ?
    C28 H28 . 0.9300 ?
    C28A N29 . 1.384(2) ?
    N29 C29A . 1.396(2) ?
    N29 C210 . 1.453(2) ?
    C210 C211 . 1.525(3) ?
    C210 H20A . 0.9700 ?
    C210 H20B . 0.9700 ?
    C211 H21A . 0.9600 ?
    C211 H21B . 0.9600 ?
    C211 H21C . 0.9600 ?
    C212 H22A . 0.9600 ?
    C212 H22B . 0.9600 ?
    C212 H22C . 0.9600 ?
    C213 H23A . 0.9600 ?
    C213 H23B . 0.9600 ?
    C213 H23C . 0.9600 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C12 C11 C19A . . 115.58(15) ?
    C12 C11 C113 . . 118.73(16) ?
    C19A C11 C113 . . 125.70(16) ?
    C11 C12 C13 . . 123.42(17) ?
    C11 C12 H12 . . 118.3 ?
    C13 C12 H12 . . 118.3 ?
    C14 C13 C12 . . 121.55(17) ?
    C14 C13 H13 . . 119.2 ?
    C12 C13 H13 . . 119.2 ?
    C13 C14 C14A . . 116.82(15) ?
    C13 C14 C112 . . 120.58(16) ?
    C14A C14 C112 . . 122.59(16) ?
    C14 C14A C19A . . 121.00(15) ?
    C14 C14A C14B . . 132.50(15) ?
    C19A C14A C14B . . 106.48(14) ?
    C15 C14B C18A . . 119.62(16) ?
    C15 C14B C14A . . 133.79(15) ?
    C18A C14B C14A . . 106.58(14) ?
    C16 C15 C14B . . 117.74(16) ?
    C16 C15 H15 . . 121.1 ?
    C14B C15 H15 . . 121.1 ?
    C15 C16 C17 . . 122.65(16) ?
    C15 C16 Br11 . . 119.15(13) ?
    C17 C16 Br11 . . 118.17(13) ?
    C18 C17 C16 . . 120.17(17) ?
    C18 C17 H17 . . 119.9 ?
    C16 C17 H17 . . 119.9 ?
    C17 C18 C18A . . 117.80(16) ?
    C17 C18 H18 . . 121.1 ?
    C18A C18 H18 . . 121.1 ?
    N19 C18A C18 . . 128.48(15) ?
    N19 C18A C14B . . 109.54(14) ?
    C18 C18A C14B . . 121.98(15) ?
    C18A N19 C19A . . 108.97(13) ?
    C18A N19 C110 . . 121.91(14) ?
    C19A N19 C110 . . 129.09(15) ?
    N19 C19A C11 . . 130.01(15) ?
    N19 C19A C14A . . 108.42(15) ?
    C11 C19A C14A . . 121.57(15) ?
    N19 C110 C111 . . 112.29(15) ?
    N19 C110 H10A . . 109.1 ?
    C111 C110 H10A . . 109.1 ?
    N19 C110 H10B . . 109.1 ?
    C111 C110 H10B . . 109.1 ?
    H10A C110 H10B . . 107.9 ?
    C110 C111 H11A . . 109.5 ?
    C110 C111 H11B . . 109.5 ?
    H11A C111 H11B . . 109.5 ?
    C110 C111 H11C . . 109.5 ?
    H11A C111 H11C . . 109.5 ?
    H11B C111 H11C . . 109.5 ?
    C14 C112 H12A . . 109.5 ?
    C14 C112 H12B . . 109.5 ?
    H12A C112 H12B . . 109.5 ?
    C14 C112 H12C . . 109.5 ?
    H12A C112 H12C . . 109.5 ?
    H12B C112 H12C . . 109.5 ?
    C11 C113 H13A . . 109.5 ?
    C11 C113 H13B . . 109.5 ?
    H13A C113 H13B . . 109.5 ?
    C11 C113 H13C . . 109.5 ?
    H13A C113 H13C . . 109.5 ?
    H13B C113 H13C . . 109.5 ?
    C22 C21 C29A . . 115.62(16) ?
    C22 C21 C213 . . 118.47(16) ?
    C29A C21 C213 . . 125.90(17) ?
    C21 C22 C23 . . 122.82(17) ?
    C21 C22 H22 . . 118.6 ?
    C23 C22 H22 . . 118.6 ?
    C24 C23 C22 . . 121.73(18) ?
    C24 C23 H23 . . 119.1 ?
    C22 C23 H23 . . 119.1 ?
    C23 C24 C24A . . 116.91(17) ?
    C23 C24 C212 . . 121.37(17) ?
    C24A C24 C212 . . 121.71(16) ?
    C24 C24A C29A . . 120.85(16) ?
    C24 C24A C24B . . 132.18(16) ?
    C29A C24A C24B . . 106.96(15) ?
    C25 C24B C28A . . 119.32(16) ?
    C25 C24B C24A . . 134.11(16) ?
    C28A C24B C24A . . 106.55(14) ?
    C26 C25 C24B . . 117.62(16) ?
    C26 C25 H25 . . 121.2 ?
    C24B C25 H25 . . 121.2 ?
    C25 C26 C27 . . 122.85(17) ?
    C25 C26 Br21 . . 118.95(14) ?
    C27 C26 Br21 . . 118.19(14) ?
    C28 C27 C26 . . 120.25(18) ?
    C28 C27 H27 . . 119.9 ?
    C26 C27 H27 . . 119.9 ?
    C27 C28 C28A . . 117.89(17) ?
    C27 C28 H28 . . 121.1 ?
    C28A C28 H28 . . 121.1 ?
    N29 C28A C28 . . 128.49(16) ?
    N29 C28A C24B . . 109.46(15) ?
    C28 C28A C24B . . 122.05(16) ?
    C28A N29 C29A . . 108.61(14) ?
    C28A N29 C210 . . 121.85(15) ?
    C29A N29 C210 . . 129.53(14) ?
    N29 C29A C21 . . 129.56(16) ?
    N29 C29A C24A . . 108.40(15) ?
    C21 C29A C24A . . 122.04(17) ?
    N29 C210 C211 . . 112.37(17) ?
    N29 C210 H20A . . 109.1 ?
    C211 C210 H20A . . 109.1 ?
    N29 C210 H20B . . 109.1 ?
    C211 C210 H20B . . 109.1 ?
    H20A C210 H20B . . 107.9 ?
    C210 C211 H21A . . 109.5 ?
    C210 C211 H21B . . 109.5 ?
    H21A C211 H21B . . 109.5 ?
    C210 C211 H21C . . 109.5 ?
    H21A C211 H21C . . 109.5 ?
    H21B C211 H21C . . 109.5 ?
    C24 C212 H22A . . 109.5 ?
    C24 C212 H22B . . 109.5 ?
    H22A C212 H22B . . 109.5 ?
    C24 C212 H22C . . 109.5 ?
    H22A C212 H22C . . 109.5 ?
    H22B C212 H22C . . 109.5 ?
    C21 C213 H23A . . 109.5 ?
    C21 C213 H23B . . 109.5 ?
    H23A C213 H23B . . 109.5 ?
    C21 C213 H23C . . 109.5 ?
    H23A C213 H23C . . 109.5 ?
    H23B C213 H23C . . 109.5 ?
data_global
_journal_date_recd_electronic     2008-06-17
_journal_date_accepted     2008-07-03
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2008
_journal_volume     64
_journal_issue      8
_journal_page_first     o453
_journal_page_last     o455
_journal_paper_category     FO
_journal_coeditor_code     SK3248
_publ_contact_author_name     'Sopková-de Oliveira Santos, Jana'
_publ_contact_author_address
;     Centre d'Études et la Recherche sur le Medicament de Normandie (CERMN)
      Université de Caen
      5 rue Vaubénard
      14032 Caen
      France
;
_publ_contact_author_email     jana.sopkova@unicaen.fr
_publ_contact_author_fax     '332 31 93 11 88'
_publ_contact_author_phone     '332 31 56 59 10'
_publ_section_title
;\
9-Ethyl-1,4-dimethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-\
carbazole and 6-bromo-9-ethyl-1,4-dimethyl-9H-carbazole
;
loop_
    _publ_author_name
    _publ_author_address
    'Sopková-de Oliveira Santos, Jana'
;     Centre d'Études et de Recherche sur le Médicament de Normandie (CERMN)
      UPRES EA-4258, FR CNRS INC3M
      Université de Caen
      5 rue Vaubénard
      14032 Caen
      France
;
    'Caruso, Anna'
;     Centre d'Études et de Recherche sur le Médicament de Normandie (CERMN)
      UPRES EA-4258, FR CNRS INC3M
      Université de Caen
      5 rue Vaubénard
      14032 Caen
      France
;
    'Lohier, Jean-François'
;     Laboratoire de Chimie Moléculaire et Thio-organique, UMR CNRS 6507
      ENSICAEN -- Université de Caen
      14050 Caen
      France
;
    'Lancelot, Jean-Charles'
;     Centre d'Études et de Recherche sur le Médicament de Normandie (CERMN)
      UPRES EA-4258, FR CNRS INC3M
      Université de Caen
      5 rue Vaubénard
      14032 Caen
      France
;
    'Rault, Sylvain'
;     Centre d'Études et de Recherche sur le Médicament de Normandie (CERMN)
      UPRES EA-4258, FR CNRS INC3M
      Université de Caen
      5 rue Vaubénard
      14032 Caen
      France
;
