# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H14 Cl N O'
_chemical_formula_sum            'C23 H14 Cl N O'
_chemical_formula_weight         355.80

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'

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

_cell_length_a                   3.8884(6)
_cell_length_b                   14.2024(15)
_cell_length_c                   28.643(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1581.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5673
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      26.0

_exptl_crystal_description       needle
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             736
_exptl_absorpt_coefficient_mu    0.254
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9232
_exptl_absorpt_correction_T_max  0.9678
_exptl_absorpt_process_details   'X-Area (Stoe & Cie, 2001)'

_exptl_special_details           
;
 ;
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Genix 3D I\mS microfocus X-ray source'
_diffrn_radiation_monochromator  'Genix 3D multilayer optics'
_diffrn_measurement_device_type  'STOE IPDS II two-circle-diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5690
_diffrn_reflns_av_R_equivalents  0.0674
_diffrn_reflns_av_sigmaI/netI    0.0714
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         25.52
_reflns_number_total             2917
_reflns_number_gt                2400
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008) '
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008) '
_computing_molecular_graphics    'XP in SHELXTL-Plus (Sheldrick, 2008)'
_computing_publication_material  SHELXL97

_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)+(0.0700P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.05(10)
_refine_ls_number_reflns         2917
_refine_ls_number_parameters     239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0488
_refine_ls_wR_factor_ref         0.1211
_refine_ls_wR_factor_gt          0.1147
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_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
Cl1 Cl 0.0141(3) 0.43882(5) 0.00901(2) 0.0399(3) Uani 1 1 d . . .
O1 O 0.0781(7) 0.18826(13) 0.17117(7) 0.0338(6) Uani 1 1 d . . .
H1O H 0.168(14) 0.223(3) 0.1973(16) 0.062(13) Uiso 1 1 d . . .
N1 N 0.3781(7) 0.32276(15) 0.21693(8) 0.0257(6) Uani 1 1 d . . .
C1 C 0.3563(9) 0.37399(19) 0.18024(9) 0.0248(7) Uani 1 1 d . . .
H1 H 0.4424 0.4366 0.1812 0.030 Uiso 1 1 calc R . .
C2 C 0.4882(10) 0.36127(17) 0.25978(9) 0.0250(7) Uani 1 1 d . . .
C3 C 0.6635(9) 0.30264(17) 0.29148(9) 0.0224(7) Uani 1 1 d . . .
C4 C 0.7582(10) 0.20731(18) 0.28070(10) 0.0255(7) Uani 1 1 d . . .
H4 H 0.6981 0.1816 0.2512 0.031 Uiso 1 1 calc R . .
C5 C 0.9307(9) 0.15377(17) 0.31164(10) 0.0254(7) Uani 1 1 d . . .
H5 H 0.9930 0.0914 0.3032 0.030 Uiso 1 1 calc R . .
C6 C 1.0228(10) 0.18804(17) 0.35695(9) 0.0235(6) Uani 1 1 d . . .
C7 C 1.1938(10) 0.13305(19) 0.38976(11) 0.0301(7) Uani 1 1 d . . .
H7 H 1.2524 0.0699 0.3823 0.036 Uiso 1 1 calc R . .
C8 C 1.2799(11) 0.1692(2) 0.43314(11) 0.0340(8) Uani 1 1 d . . .
H8 H 1.3964 0.1306 0.4552 0.041 Uiso 1 1 calc R . .
C9 C 1.1979(10) 0.2604(2) 0.44451(11) 0.0299(7) Uani 1 1 d . . .
H9 H 1.2630 0.2845 0.4742 0.036 Uiso 1 1 calc R . .
C10 C 1.0205(10) 0.31864(19) 0.41328(9) 0.0262(7) Uani 1 1 d . . .
C11 C 0.9288(10) 0.4139(2) 0.42435(10) 0.0293(8) Uani 1 1 d . . .
H11 H 0.9882 0.4391 0.4540 0.035 Uiso 1 1 calc R . .
C12 C 0.7604(10) 0.46782(18) 0.39348(10) 0.0281(7) Uani 1 1 d . . .
H12 H 0.7005 0.5304 0.4020 0.034 Uiso 1 1 calc R . .
C13 C 0.6682(9) 0.43376(18) 0.34802(10) 0.0249(7) Uani 1 1 d . . .
C14 C 0.4905(10) 0.48860(16) 0.31589(9) 0.0262(7) Uani 1 1 d . . .
H14 H 0.4280 0.5512 0.3239 0.031 Uiso 1 1 calc R . .
C15 C 0.4034(10) 0.45361(18) 0.27265(10) 0.0292(8) Uani 1 1 d . . .
H15 H 0.2839 0.4927 0.2512 0.035 Uiso 1 1 calc R . .
C16 C 0.9340(9) 0.28233(18) 0.36861(9) 0.0231(7) Uani 1 1 d . . .
C17 C 0.7544(9) 0.33965(17) 0.33601(10) 0.0228(7) Uani 1 1 d . . .
C21 C 0.2042(9) 0.33946(19) 0.13733(10) 0.0239(7) Uani 1 1 d . . .
C22 C 0.0662(10) 0.24707(17) 0.13474(10) 0.0263(7) Uani 1 1 d . . .
C23 C -0.0832(9) 0.2168(2) 0.09365(10) 0.0283(8) Uani 1 1 d . . .
H23 H -0.1756 0.1550 0.0919 0.034 Uiso 1 1 calc R . .
C24 C -0.1004(9) 0.2756(2) 0.05480(10) 0.0288(7) Uani 1 1 d . . .
H24 H -0.2041 0.2543 0.0267 0.035 Uiso 1 1 calc R . .
C25 C 0.0359(10) 0.36565(18) 0.05770(10) 0.0277(7) Uani 1 1 d . . .
C26 C 0.1862(10) 0.39729(19) 0.09835(10) 0.0254(7) Uani 1 1 d . . .
H26 H 0.2782 0.4592 0.0997 0.031 Uiso 1 1 calc R . .


_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
Cl1 C25 1.741(3) . ?
O1 C22 1.337(3) . ?
O1 H1O 0.96(5) . ?
N1 C1 1.281(4) . ?
N1 C2 1.410(4) . ?
C1 C21 1.450(4) . ?
C1 H1 0.9500 . ?
C2 C15 1.402(4) . ?
C2 C3 1.408(4) . ?
C3 C17 1.424(4) . ?
C3 C4 1.437(4) . ?
C4 C5 1.346(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.432(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.391(4) . ?
C6 C16 1.423(4) . ?
C7 C8 1.385(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.374(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.400(4) . ?
C9 H9 0.9500 . ?
C10 C16 1.420(4) . ?
C10 C11 1.434(4) . ?
C11 C12 1.341(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.435(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.390(4) . ?
C13 C17 1.420(4) . ?
C14 C15 1.377(4) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.422(4) . ?
C21 C26 1.388(4) . ?
C21 C22 1.420(4) . ?
C22 C23 1.381(4) . ?
C23 C24 1.393(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.387(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.378(4) . ?
C26 H26 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
C22 O1 H1O 108(2) . . ?
C1 N1 C2 120.9(2) . . ?
N1 C1 C21 122.0(3) . . ?
N1 C1 H1 119.0 . . ?
C21 C1 H1 119.0 . . ?
C15 C2 C3 119.8(3) . . ?
C15 C2 N1 121.4(3) . . ?
C3 C2 N1 118.6(2) . . ?
C2 C3 C17 118.7(2) . . ?
C2 C3 C4 122.9(2) . . ?
C17 C3 C4 118.5(3) . . ?
C5 C4 C3 121.2(3) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C4 C5 C6 122.0(2) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C7 C6 C16 119.1(2) . . ?
C7 C6 C5 122.8(2) . . ?
C16 C6 C5 118.2(2) . . ?
C8 C7 C6 120.9(3) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C9 C8 C7 120.4(3) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 121.3(3) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C9 C10 C16 118.6(3) . . ?
C9 C10 C11 122.6(3) . . ?
C16 C10 C11 118.9(3) . . ?
C12 C11 C10 121.0(3) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 121.9(3) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C14 C13 C17 119.0(3) . . ?
C14 C13 C12 122.4(2) . . ?
C17 C13 C12 118.6(3) . . ?
C15 C14 C13 121.0(2) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C2 121.1(3) . . ?
C14 C15 H15 119.4 . . ?
C2 C15 H15 119.4 . . ?
C10 C16 C17 120.0(2) . . ?
C10 C16 C6 119.7(3) . . ?
C17 C16 C6 120.3(2) . . ?
C13 C17 C16 119.7(2) . . ?
C13 C17 C3 120.4(3) . . ?
C16 C17 C3 119.9(2) . . ?
C26 C21 C22 119.1(3) . . ?
C26 C21 C1 120.2(2) . . ?
C22 C21 C1 120.7(2) . . ?
O1 C22 C23 119.0(2) . . ?
O1 C22 C21 121.6(3) . . ?
C23 C22 C21 119.4(2) . . ?
C22 C23 C24 120.9(3) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C25 C24 C23 119.1(3) . . ?
C25 C24 H24 120.4 . . ?
C23 C24 H24 120.4 . . ?
C26 C25 C24 120.9(3) . . ?
C26 C25 Cl1 120.2(2) . . ?
C24 C25 Cl1 118.9(2) . . ?
C25 C26 C21 120.5(3) . . ?
C25 C26 H26 119.7 . . ?
C21 C26 H26 119.7 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 C21 -172.2(3) . . . . ?
C1 N1 C2 C15 35.2(5) . . . . ?
C1 N1 C2 C3 -149.8(3) . . . . ?
C15 C2 C3 C17 -0.8(5) . . . . ?
N1 C2 C3 C17 -175.8(3) . . . . ?
C15 C2 C3 C4 179.9(3) . . . . ?
N1 C2 C3 C4 4.9(5) . . . . ?
C2 C3 C4 C5 178.9(3) . . . . ?
C17 C3 C4 C5 -0.4(5) . . . . ?
C3 C4 C5 C6 1.2(5) . . . . ?
C4 C5 C6 C7 178.5(4) . . . . ?
C4 C5 C6 C16 -1.4(5) . . . . ?
C16 C6 C7 C8 -0.5(5) . . . . ?
C5 C6 C7 C8 179.6(4) . . . . ?
C6 C7 C8 C9 -0.1(6) . . . . ?
C7 C8 C9 C10 1.3(6) . . . . ?
C8 C9 C10 C16 -1.8(5) . . . . ?
C8 C9 C10 C11 179.4(4) . . . . ?
C9 C10 C11 C12 179.6(4) . . . . ?
C16 C10 C11 C12 0.8(5) . . . . ?
C10 C11 C12 C13 -0.8(6) . . . . ?
C11 C12 C13 C14 179.3(4) . . . . ?
C11 C12 C13 C17 1.0(5) . . . . ?
C17 C13 C14 C15 -1.2(5) . . . . ?
C12 C13 C14 C15 -179.5(3) . . . . ?
C13 C14 C15 C2 0.6(5) . . . . ?
C3 C2 C15 C14 0.4(5) . . . . ?
N1 C2 C15 C14 175.3(3) . . . . ?
C9 C10 C16 C17 -179.9(3) . . . . ?
C11 C10 C16 C17 -1.0(5) . . . . ?
C9 C10 C16 C6 1.1(5) . . . . ?
C11 C10 C16 C6 180.0(3) . . . . ?
C7 C6 C16 C10 0.0(5) . . . . ?
C5 C6 C16 C10 179.8(3) . . . . ?
C7 C6 C16 C17 -179.0(3) . . . . ?
C5 C6 C16 C17 0.9(5) . . . . ?
C14 C13 C17 C16 -179.5(3) . . . . ?
C12 C13 C17 C16 -1.2(5) . . . . ?
C14 C13 C17 C3 0.8(5) . . . . ?
C12 C13 C17 C3 179.2(3) . . . . ?
C10 C16 C17 C13 1.2(5) . . . . ?
C6 C16 C17 C13 -179.8(3) . . . . ?
C10 C16 C17 C3 -179.1(3) . . . . ?
C6 C16 C17 C3 -0.1(4) . . . . ?
C2 C3 C17 C13 0.2(5) . . . . ?
C4 C3 C17 C13 179.5(3) . . . . ?
C2 C3 C17 C16 -179.5(3) . . . . ?
C4 C3 C17 C16 -0.2(5) . . . . ?
N1 C1 C21 C26 -179.9(3) . . . . ?
N1 C1 C21 C22 1.3(5) . . . . ?
C26 C21 C22 O1 179.7(3) . . . . ?
C1 C21 C22 O1 -1.5(5) . . . . ?
C26 C21 C22 C23 -0.1(5) . . . . ?
C1 C21 C22 C23 178.7(3) . . . . ?
O1 C22 C23 C24 -179.8(3) . . . . ?
C21 C22 C23 C24 0.0(5) . . . . ?
C22 C23 C24 C25 0.2(5) . . . . ?
C23 C24 C25 C26 -0.1(5) . . . . ?
C23 C24 C25 Cl1 179.9(3) . . . . ?
C24 C25 C26 C21 0.0(6) . . . . ?
Cl1 C25 C26 C21 179.9(3) . . . . ?
C22 C21 C26 C25 0.1(5) . . . . ?
C1 C21 C26 C25 -178.7(3) . . . . ?

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
O1 H1O N1 0.96(5) 1.74(5) 2.594(3) 147(4) .

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.054
_database_code_depnum_ccdc_archive 'CCDC 978836'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_3

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H14 Br N O'
_chemical_formula_sum            'C23 H14 Br N O'
_chemical_formula_weight         400.26

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'

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

_cell_length_a                   3.9311(3)
_cell_length_b                   14.2544(9)
_cell_length_c                   28.777(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1612.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    21440
_cell_measurement_theta_min      1.8
_cell_measurement_theta_max      27.6

_exptl_crystal_description       block
_exptl_crystal_colour            'light brown'
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.649
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             808
_exptl_absorpt_coefficient_mu    2.561
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4945
_exptl_absorpt_correction_T_max  0.7319
_exptl_absorpt_process_details   'X-Area (Stoe & Cie, 2001)'

_exptl_special_details           
;
 ;
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Genix 3D I\mS microfocus X-ray source'
_diffrn_radiation_monochromator  'Genix 3D multilayer optics'
_diffrn_measurement_device_type  'STOE IPDS II two-circle-diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22604
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_av_sigmaI/netI    0.0706
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         1.59
_diffrn_reflns_theta_max         27.14
_reflns_number_total             3495
_reflns_number_gt                3149
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008) '
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008) '
_computing_molecular_graphics    'XP in SHELXTL-Plus (Sheldrick, 2008)'
_computing_publication_material  SHELXL97

_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)+(0.0434P)²+3.7075P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.034(18)
_refine_ls_number_reflns         3495
_refine_ls_number_parameters     239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0801
_refine_ls_R_factor_gt           0.0722
_refine_ls_wR_factor_ref         0.1375
_refine_ls_wR_factor_gt          0.1333
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_restrained_S_all      1.117
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.9994(2) 0.55862(3) 0.992817(15) 0.03430(16) Uani 1 1 d . . .
O1 O 0.9200(10) 0.8172(3) 0.82799(13) 0.0302(9) Uani 1 1 d . . .
H1O H 0.82(3) 0.776(9) 0.800(5) 0.15(5) Uiso 1 1 d . . .
N1 N 0.6214(11) 0.6828(3) 0.78224(14) 0.0258(10) Uani 1 1 d . . .
C1 C 0.6454(14) 0.6317(4) 0.81863(18) 0.0260(11) Uani 1 1 d . . .
H1 H 0.5612 0.5693 0.8177 0.031 Uiso 1 1 calc R . .
C2 C 0.5129(19) 0.6442(3) 0.73956(14) 0.0238(9) Uani 1 1 d . . .
C3 C 0.3351(14) 0.7028(4) 0.70836(17) 0.0220(10) Uani 1 1 d . . .
C4 C 0.2397(15) 0.7972(4) 0.71904(17) 0.0265(11) Uani 1 1 d . . .
H4 H 0.3007 0.8229 0.7483 0.032 Uiso 1 1 calc R . .
C5 C 0.0650(14) 0.8508(4) 0.68847(18) 0.0270(12) Uani 1 1 d . . .
H5 H 0.0017 0.9128 0.6969 0.032 Uiso 1 1 calc R . .
C6 C -0.0267(17) 0.8153(3) 0.64335(15) 0.0252(10) Uani 1 1 d . . .
C7 C -0.2035(15) 0.8702(4) 0.6111(2) 0.0296(12) Uani 1 1 d . . .
H7 H -0.2647 0.9328 0.6188 0.036 Uiso 1 1 calc R . .
C8 C -0.2901(15) 0.8340(4) 0.56793(19) 0.0334(13) Uani 1 1 d . . .
H8 H -0.4080 0.8721 0.5462 0.040 Uiso 1 1 calc R . .
C9 C -0.2051(13) 0.7420(4) 0.55634(19) 0.0298(12) Uani 1 1 d . . .
H9 H -0.2690 0.7176 0.5269 0.036 Uiso 1 1 calc R . .
C10 C -0.0268(17) 0.6850(4) 0.58760(15) 0.0273(10) Uani 1 1 d . . .
C11 C 0.0633(14) 0.5903(4) 0.57679(18) 0.0290(13) Uani 1 1 d . . .
H11 H 0.0008 0.5646 0.5475 0.035 Uiso 1 1 calc R . .
C12 C 0.2357(15) 0.5369(4) 0.60747(19) 0.0281(12) Uani 1 1 d . . .
H12 H 0.2981 0.4748 0.5991 0.034 Uiso 1 1 calc R . .
C13 C 0.3269(13) 0.5719(4) 0.65251(18) 0.0240(10) Uani 1 1 d . . .
C14 C 0.511(2) 0.5173(3) 0.68422(16) 0.0281(10) Uani 1 1 d . . .
H14 H 0.5785 0.4555 0.6760 0.034 Uiso 1 1 calc R . .
C15 C 0.5955(13) 0.5526(4) 0.72722(19) 0.0276(12) Uani 1 1 d . . .
H15 H 0.7120 0.5138 0.7488 0.033 Uiso 1 1 calc R . .
C16 C 0.0612(12) 0.7222(3) 0.63190(17) 0.0209(11) Uani 1 1 d . . .
C17 C 0.2415(13) 0.6655(4) 0.66453(16) 0.0214(10) Uani 1 1 d . . .
C21 C 0.7977(14) 0.6665(4) 0.86125(17) 0.0247(11) Uani 1 1 d . . .
C22 C 0.9312(11) 0.7578(4) 0.86442(18) 0.0232(11) Uani 1 1 d . . .
C23 C 1.0829(13) 0.7877(4) 0.90527(19) 0.0272(12) Uani 1 1 d . . .
H23 H 1.1748 0.8492 0.9071 0.033 Uiso 1 1 calc R . .
C24 C 1.1020(12) 0.7295(4) 0.94305(17) 0.0244(11) Uani 1 1 d . . .
H24 H 1.2086 0.7501 0.9709 0.029 Uiso 1 1 calc R . .
C25 C 0.9620(16) 0.6391(3) 0.94023(15) 0.0229(10) Uani 1 1 d . . .
C26 C 0.8192(14) 0.6077(4) 0.90001(17) 0.0237(10) Uani 1 1 d . . .
H26 H 0.7335 0.5455 0.8983 0.028 Uiso 1 1 calc R . .


_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
Br1 C25 1.904(5) . ?
O1 C22 1.348(6) . ?
O1 H1O 1.07(14) . ?
N1 C1 1.279(7) . ?
N1 C2 1.411(6) . ?
C1 C21 1.452(7) . ?
C1 H1 0.9500 . ?
C2 C15 1.392(7) . ?
C2 C3 1.411(7) . ?
C3 C17 1.417(7) . ?
C3 C4 1.431(7) . ?
C4 C5 1.352(8) . ?
C4 H4 0.9500 . ?
C5 C6 1.440(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.399(7) . ?
C6 C16 1.410(7) . ?
C7 C8 1.388(8) . ?
C7 H7 0.9500 . ?
C8 C9 1.394(8) . ?
C8 H8 0.9500 . ?
C9 C10 1.400(7) . ?
C9 H9 0.9500 . ?
C10 C16 1.423(6) . ?
C10 C11 1.429(7) . ?
C11 C12 1.349(8) . ?
C11 H11 0.9500 . ?
C12 C13 1.434(7) . ?
C12 H12 0.9500 . ?
C13 C14 1.402(8) . ?
C13 C17 1.419(7) . ?
C14 C15 1.376(7) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.427(7) . ?
C21 C26 1.397(7) . ?
C21 C22 1.407(7) . ?
C22 C23 1.385(7) . ?
C23 C24 1.369(8) . ?
C23 H23 0.9500 . ?
C24 C25 1.404(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.362(7) . ?
C26 H26 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
C22 O1 H1O 105(7) . . ?
C1 N1 C2 120.8(5) . . ?
N1 C1 C21 121.9(5) . . ?
N1 C1 H1 119.1 . . ?
C21 C1 H1 119.1 . . ?
C15 C2 C3 120.5(4) . . ?
C15 C2 N1 121.1(5) . . ?
C3 C2 N1 118.2(4) . . ?
C2 C3 C17 118.2(4) . . ?
C2 C3 C4 123.3(4) . . ?
C17 C3 C4 118.4(5) . . ?
C5 C4 C3 121.6(5) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 121.1(5) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C7 C6 C16 119.6(5) . . ?
C7 C6 C5 121.7(5) . . ?
C16 C6 C5 118.7(5) . . ?
C8 C7 C6 120.5(5) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 120.4(5) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C8 C9 C10 120.8(5) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C9 C10 C16 118.7(5) . . ?
C9 C10 C11 122.1(5) . . ?
C16 C10 C11 119.1(5) . . ?
C12 C11 C10 121.0(5) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 121.4(5) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C14 C13 C17 119.1(5) . . ?
C14 C13 C12 121.6(5) . . ?
C17 C13 C12 119.3(5) . . ?
C15 C14 C13 120.4(4) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C2 121.1(5) . . ?
C14 C15 H15 119.5 . . ?
C2 C15 H15 119.5 . . ?
C6 C16 C10 120.0(5) . . ?
C6 C16 C17 120.1(4) . . ?
C10 C16 C17 119.9(5) . . ?
C3 C17 C13 120.6(5) . . ?
C3 C17 C16 120.1(5) . . ?
C13 C17 C16 119.3(4) . . ?
C26 C21 C22 118.7(5) . . ?
C26 C21 C1 119.7(5) . . ?
C22 C21 C1 121.6(5) . . ?
O1 C22 C23 118.8(5) . . ?
O1 C22 C21 121.2(4) . . ?
C23 C22 C21 120.0(5) . . ?
C24 C23 C22 120.8(5) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C23 C24 C25 119.3(5) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C26 C25 C24 120.8(5) . . ?
C26 C25 Br1 120.7(4) . . ?
C24 C25 Br1 118.5(4) . . ?
C25 C26 C21 120.5(5) . . ?
C25 C26 H26 119.8 . . ?
C21 C26 H26 119.8 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 C21 171.8(6) . . . . ?
C1 N1 C2 C15 -34.2(9) . . . . ?
C1 N1 C2 C3 149.5(6) . . . . ?
C15 C2 C3 C17 0.5(9) . . . . ?
N1 C2 C3 C17 176.8(5) . . . . ?
C15 C2 C3 C4 179.4(5) . . . . ?
N1 C2 C3 C4 -4.3(9) . . . . ?
C2 C3 C4 C5 -179.0(6) . . . . ?
C17 C3 C4 C5 -0.1(8) . . . . ?
C3 C4 C5 C6 -1.3(8) . . . . ?
C4 C5 C6 C7 -179.1(6) . . . . ?
C4 C5 C6 C16 1.7(8) . . . . ?
C16 C6 C7 C8 -0.5(9) . . . . ?
C5 C6 C7 C8 -179.7(6) . . . . ?
C6 C7 C8 C9 0.7(9) . . . . ?
C7 C8 C9 C10 -1.0(9) . . . . ?
C8 C9 C10 C16 1.1(8) . . . . ?
C8 C9 C10 C11 179.8(6) . . . . ?
C9 C10 C11 C12 179.9(6) . . . . ?
C16 C10 C11 C12 -1.4(9) . . . . ?
C10 C11 C12 C13 1.8(9) . . . . ?
C11 C12 C13 C14 -178.8(6) . . . . ?
C11 C12 C13 C17 -1.7(9) . . . . ?
C17 C13 C14 C15 2.8(9) . . . . ?
C12 C13 C14 C15 180.0(6) . . . . ?
C13 C14 C15 C2 -2.7(9) . . . . ?
C3 C2 C15 C14 1.0(9) . . . . ?
N1 C2 C15 C14 -175.2(6) . . . . ?
C7 C6 C16 C10 0.6(8) . . . . ?
C5 C6 C16 C10 179.8(5) . . . . ?
C7 C6 C16 C17 -180.0(5) . . . . ?
C5 C6 C16 C17 -0.8(8) . . . . ?
C9 C10 C16 C6 -0.9(8) . . . . ?
C11 C10 C16 C6 -179.7(5) . . . . ?
C9 C10 C16 C17 179.7(5) . . . . ?
C11 C10 C16 C17 0.9(8) . . . . ?
C2 C3 C17 C13 -0.3(8) . . . . ?
C4 C3 C17 C13 -179.3(5) . . . . ?
C2 C3 C17 C16 180.0(5) . . . . ?
C4 C3 C17 C16 1.0(8) . . . . ?
C14 C13 C17 C3 -1.3(8) . . . . ?
C12 C13 C17 C3 -178.5(5) . . . . ?
C14 C13 C17 C16 178.4(5) . . . . ?
C12 C13 C17 C16 1.2(7) . . . . ?
C6 C16 C17 C3 -0.5(7) . . . . ?
C10 C16 C17 C3 178.9(5) . . . . ?
C6 C16 C17 C13 179.8(5) . . . . ?
C10 C16 C17 C13 -0.8(7) . . . . ?
N1 C1 C21 C26 -179.7(5) . . . . ?
N1 C1 C21 C22 -1.0(9) . . . . ?
C26 C21 C22 O1 179.4(5) . . . . ?
C1 C21 C22 O1 0.6(8) . . . . ?
C26 C21 C22 C23 0.6(7) . . . . ?
C1 C21 C22 C23 -178.2(5) . . . . ?
O1 C22 C23 C24 -179.6(4) . . . . ?
C21 C22 C23 C24 -0.7(8) . . . . ?
C22 C23 C24 C25 -0.7(8) . . . . ?
C23 C24 C25 C26 2.3(8) . . . . ?
C23 C24 C25 Br1 178.8(4) . . . . ?
C24 C25 C26 C21 -2.4(8) . . . . ?
Br1 C25 C26 C21 -178.9(4) . . . . ?
C22 C21 C26 C25 1.0(8) . . . . ?
C1 C21 C26 C25 179.8(5) . . . . ?

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
O1 H1O N1 1.07(14) 1.63(13) 2.604(6) 148(11) .

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.614
_refine_diff_density_min         -0.605
_refine_diff_density_rms         0.090
_database_code_depnum_ccdc_archive 'CCDC 978837'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H13 Cl2 N O'
_chemical_formula_sum            'C23 H13 Cl2 N O'
_chemical_formula_weight         390.24

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8740(13)
_cell_length_b                   8.3670(14)
_cell_length_c                   13.195(2)
_cell_angle_alpha                91.615(14)
_cell_angle_beta                 103.438(13)
_cell_angle_gamma                90.080(14)
_cell_volume                     845.1(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9572
_cell_measurement_theta_min      3.4
_cell_measurement_theta_max      26.035

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             400
_exptl_absorpt_coefficient_mu    0.398
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8444
_exptl_absorpt_correction_T_max  0.9843
_exptl_absorpt_process_details   'X-Area (Stoe & Cie, 2001)'

_exptl_special_details           
;
 ;
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Genix 3D I\mS microfocus X-ray source'
_diffrn_radiation_monochromator  'Genix 3D multilayer optics'
_diffrn_measurement_device_type  'STOE IPDS II two-circle-diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8702
_diffrn_reflns_av_R_equivalents  0.0948
_diffrn_reflns_av_sigmaI/netI    0.0682
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.40
_diffrn_reflns_theta_max         25.64
_reflns_number_total             3157
_reflns_number_gt                2582
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008) '
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008) '
_computing_molecular_graphics    'XP in SHELXTL-Plus (Sheldrick, 1991)'
_computing_publication_material  SHELXL97

_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)+(0.0731P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3157
_refine_ls_number_parameters     248
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0476
_refine_ls_wR_factor_ref         0.1249
_refine_ls_wR_factor_gt          0.1187
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_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
Cl1 Cl -0.32777(6) 0.50936(8) 0.12730(5) 0.03000(19) Uani 1 1 d . . .
Cl2 Cl 0.11844(7) 0.83877(7) -0.04104(4) 0.02875(18) Uani 1 1 d . . .
O1 O -0.0135(2) 0.4187(2) 0.28159(13) 0.0260(4) Uani 1 1 d . . .
H1O H 0.088(4) 0.399(4) 0.316(3) 0.038(8) Uiso 1 1 d . . .
N1 N 0.3193(2) 0.4041(2) 0.35386(14) 0.0194(4) Uani 1 1 d . . .
C1 C 0.3409(3) 0.5013(3) 0.28431(17) 0.0202(5) Uani 1 1 d . . .
H1 H 0.4556 0.5345 0.2825 0.024 Uiso 1 1 calc R . .
C2 C 0.4618(3) 0.3295(3) 0.42038(16) 0.0183(4) Uani 1 1 d . . .
C3 C 0.4337(3) 0.2665(3) 0.51330(16) 0.0180(4) Uani 1 1 d . . .
C4 C 0.2779(3) 0.2973(3) 0.54912(17) 0.0203(5) Uani 1 1 d . . .
H4 H 0.1898 0.3629 0.5097 0.024 Uiso 1 1 calc R . .
C5 C 0.2546(3) 0.2343(3) 0.63832(17) 0.0223(5) Uani 1 1 d . . .
H5 H 0.1517 0.2597 0.6612 0.027 Uiso 1 1 calc R . .
C6 C 0.3802(3) 0.1305(3) 0.69935(17) 0.0217(5) Uani 1 1 d . . .
C7 C 0.3544(3) 0.0572(3) 0.78874(19) 0.0277(5) Uani 1 1 d . . .
H7 H 0.2495 0.0759 0.8109 0.033 Uiso 1 1 calc R . .
C8 C 0.4800(3) -0.0427(3) 0.84544(19) 0.0315(6) Uani 1 1 d . . .
H8 H 0.4596 -0.0928 0.9052 0.038 Uiso 1 1 calc R . .
C9 C 0.6345(3) -0.0694(3) 0.81541(18) 0.0284(5) Uani 1 1 d . . .
H9 H 0.7197 -0.1373 0.8552 0.034 Uiso 1 1 calc R . .
C10 C 0.6674(3) 0.0021(3) 0.72693(17) 0.0208(5) Uani 1 1 d . . .
C11 C 0.8290(3) -0.0214(3) 0.69554(18) 0.0238(5) Uani 1 1 d . . .
H11 H 0.9171 -0.0865 0.7353 0.029 Uiso 1 1 calc R . .
C12 C 0.8557(3) 0.0492(3) 0.60936(18) 0.0221(5) Uani 1 1 d . . .
H12 H 0.9636 0.0327 0.5902 0.027 Uiso 1 1 calc R . .
C13 C 0.7279(3) 0.1472(3) 0.54656(17) 0.0193(4) Uani 1 1 d . . .
C14 C 0.7519(3) 0.2184(3) 0.45607(18) 0.0213(5) Uani 1 1 d . . .
H14 H 0.8607 0.2065 0.4373 0.026 Uiso 1 1 calc R . .
C15 C 0.6224(3) 0.3051(3) 0.39362(17) 0.0207(5) Uani 1 1 d . . .
H15 H 0.6418 0.3490 0.3316 0.025 Uiso 1 1 calc R . .
C16 C 0.5381(3) 0.1010(3) 0.66729(17) 0.0195(5) Uani 1 1 d . . .
C17 C 0.5655(2) 0.1728(3) 0.57547(16) 0.0171(4) Uani 1 1 d . . .
C21 C 0.1924(3) 0.5616(3) 0.20824(17) 0.0200(5) Uani 1 1 d . . .
C22 C 0.0198(3) 0.5150(3) 0.20934(17) 0.0198(4) Uani 1 1 d . . .
C23 C -0.1164(3) 0.5708(3) 0.13153(17) 0.0215(5) Uani 1 1 d . . .
C24 C -0.0879(3) 0.6712(3) 0.05569(17) 0.0233(5) Uani 1 1 d . . .
H24 H -0.1830 0.7083 0.0037 0.028 Uiso 1 1 calc R . .
C25 C 0.0825(3) 0.7169(3) 0.05672(17) 0.0205(5) Uani 1 1 d . . .
C26 C 0.2207(3) 0.6636(3) 0.13106(17) 0.0205(5) Uani 1 1 d . . .
H26 H 0.3362 0.6958 0.1304 0.025 Uiso 1 1 calc R . .


_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
Cl1 C23 1.729(2) . ?
Cl2 C25 1.740(2) . ?
O1 C22 1.337(3) . ?
O1 H1O 0.84(4) . ?
N1 C1 1.284(3) . ?
N1 C2 1.412(3) . ?
C1 C21 1.454(3) . ?
C1 H1 0.9500 . ?
C2 C15 1.403(3) . ?
C2 C3 1.412(3) . ?
C3 C17 1.417(3) . ?
C3 C4 1.434(3) . ?
C4 C5 1.353(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.433(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.400(3) . ?
C6 C16 1.423(3) . ?
C7 C8 1.389(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.381(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.403(3) . ?
C9 H9 0.9500 . ?
C10 C16 1.416(3) . ?
C10 C11 1.439(3) . ?
C11 C12 1.355(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.423(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.400(3) . ?
C13 C17 1.432(3) . ?
C14 C15 1.375(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.427(3) . ?
C21 C26 1.403(3) . ?
C21 C22 1.417(3) . ?
C22 C23 1.393(3) . ?
C23 C24 1.381(3) . ?
C24 C25 1.392(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.369(3) . ?
C26 H26 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
C22 O1 H1O 101(2) . . ?
C1 N1 C2 121.82(18) . . ?
N1 C1 C21 120.99(19) . . ?
N1 C1 H1 119.5 . . ?
C21 C1 H1 119.5 . . ?
C15 C2 C3 119.7(2) . . ?
C15 C2 N1 122.71(19) . . ?
C3 C2 N1 117.38(17) . . ?
C2 C3 C17 119.17(18) . . ?
C2 C3 C4 122.5(2) . . ?
C17 C3 C4 118.3(2) . . ?
C5 C4 C3 121.0(2) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 122.05(19) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C7 C6 C16 118.8(2) . . ?
C7 C6 C5 123.0(2) . . ?
C16 C6 C5 118.3(2) . . ?
C8 C7 C6 120.9(2) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C9 C8 C7 120.4(2) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 120.9(2) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C9 C10 C16 119.0(2) . . ?
C9 C10 C11 121.9(2) . . ?
C16 C10 C11 119.2(2) . . ?
C12 C11 C10 120.2(2) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 122.30(19) . . ?
C11 C12 H12 118.8 . . ?
C13 C12 H12 118.8 . . ?
C14 C13 C12 123.06(18) . . ?
C14 C13 C17 118.0(2) . . ?
C12 C13 C17 119.0(2) . . ?
C15 C14 C13 121.81(18) . . ?
C15 C14 H14 119.1 . . ?
C13 C14 H14 119.1 . . ?
C14 C15 C2 120.8(2) . . ?
C14 C15 H15 119.6 . . ?
C2 C15 H15 119.6 . . ?
C10 C16 C6 120.0(2) . . ?
C10 C16 C17 120.51(18) . . ?
C6 C16 C17 119.5(2) . . ?
C3 C17 C16 120.65(18) . . ?
C3 C17 C13 120.5(2) . . ?
C16 C17 C13 118.9(2) . . ?
C26 C21 C22 119.6(2) . . ?
C26 C21 C1 119.59(19) . . ?
C22 C21 C1 120.8(2) . . ?
O1 C22 C23 120.18(19) . . ?
O1 C22 C21 121.7(2) . . ?
C23 C22 C21 118.1(2) . . ?
C24 C23 C22 122.09(19) . . ?
C24 C23 Cl1 118.63(17) . . ?
C22 C23 Cl1 119.26(17) . . ?
C23 C24 C25 118.9(2) . . ?
C23 C24 H24 120.6 . . ?
C25 C24 H24 120.6 . . ?
C26 C25 C24 121.1(2) . . ?
C26 C25 Cl2 120.15(17) . . ?
C24 C25 Cl2 118.75(18) . . ?
C25 C26 C21 120.25(19) . . ?
C25 C26 H26 119.9 . . ?
C21 C26 H26 119.9 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 C21 172.35(18) . . . . ?
C1 N1 C2 C15 -24.6(3) . . . . ?
C1 N1 C2 C3 160.59(19) . . . . ?
C15 C2 C3 C17 -3.1(3) . . . . ?
N1 C2 C3 C17 171.87(18) . . . . ?
C15 C2 C3 C4 175.2(2) . . . . ?
N1 C2 C3 C4 -9.9(3) . . . . ?
C2 C3 C4 C5 179.6(2) . . . . ?
C17 C3 C4 C5 -2.1(3) . . . . ?
C3 C4 C5 C6 -2.0(3) . . . . ?
C4 C5 C6 C7 -176.4(2) . . . . ?
C4 C5 C6 C16 3.6(3) . . . . ?
C16 C6 C7 C8 0.0(3) . . . . ?
C5 C6 C7 C8 180.0(2) . . . . ?
C6 C7 C8 C9 1.0(4) . . . . ?
C7 C8 C9 C10 -0.5(4) . . . . ?
C8 C9 C10 C16 -1.0(3) . . . . ?
C8 C9 C10 C11 178.6(2) . . . . ?
C9 C10 C11 C12 179.7(2) . . . . ?
C16 C10 C11 C12 -0.7(3) . . . . ?
C10 C11 C12 C13 -0.3(3) . . . . ?
C11 C12 C13 C14 -178.6(2) . . . . ?
C11 C12 C13 C17 0.2(3) . . . . ?
C12 C13 C14 C15 176.2(2) . . . . ?
C17 C13 C14 C15 -2.7(3) . . . . ?
C13 C14 C15 C2 2.0(3) . . . . ?
C3 C2 C15 C14 1.0(3) . . . . ?
N1 C2 C15 C14 -173.67(19) . . . . ?
C9 C10 C16 C6 2.0(3) . . . . ?
C11 C10 C16 C6 -177.62(19) . . . . ?
C9 C10 C16 C17 -178.57(19) . . . . ?
C11 C10 C16 C17 1.8(3) . . . . ?
C7 C6 C16 C10 -1.5(3) . . . . ?
C5 C6 C16 C10 178.5(2) . . . . ?
C7 C6 C16 C17 179.0(2) . . . . ?
C5 C6 C16 C17 -0.9(3) . . . . ?
C2 C3 C17 C16 -177.03(18) . . . . ?
C4 C3 C17 C16 4.7(3) . . . . ?
C2 C3 C17 C13 2.3(3) . . . . ?
C4 C3 C17 C13 -175.99(18) . . . . ?
C10 C16 C17 C3 177.41(18) . . . . ?
C6 C16 C17 C3 -3.1(3) . . . . ?
C10 C16 C17 C13 -1.9(3) . . . . ?
C6 C16 C17 C13 177.51(19) . . . . ?
C14 C13 C17 C3 0.5(3) . . . . ?
C12 C13 C17 C3 -178.44(19) . . . . ?
C14 C13 C17 C16 179.84(19) . . . . ?
C12 C13 C17 C16 0.9(3) . . . . ?
N1 C1 C21 C26 -177.88(19) . . . . ?
N1 C1 C21 C22 0.3(3) . . . . ?
C26 C21 C22 O1 -179.69(19) . . . . ?
C1 C21 C22 O1 2.1(3) . . . . ?
C26 C21 C22 C23 1.1(3) . . . . ?
C1 C21 C22 C23 -177.07(19) . . . . ?
O1 C22 C23 C24 179.7(2) . . . . ?
C21 C22 C23 C24 -1.1(3) . . . . ?
O1 C22 C23 Cl1 -1.9(3) . . . . ?
C21 C22 C23 Cl1 177.26(16) . . . . ?
C22 C23 C24 C25 0.5(3) . . . . ?
Cl1 C23 C24 C25 -177.95(16) . . . . ?
C23 C24 C25 C26 0.2(3) . . . . ?
C23 C24 C25 Cl2 178.24(16) . . . . ?
C24 C25 C26 C21 -0.2(3) . . . . ?
Cl2 C25 C26 C21 -178.19(16) . . . . ?
C22 C21 C26 C25 -0.5(3) . . . . ?
C1 C21 C26 C25 177.74(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
O1 H1O N1 0.84(4) 1.77(3) 2.577(2) 159(3) .

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.349
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.075
_database_code_depnum_ccdc_archive 'CCDC 978838'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_6

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H13 Br2 N O'
_chemical_formula_sum            'C23 H13 Br2 N O'
_chemical_formula_weight         479.16

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P n a 21'
_symmetry_space_group_name_Hall  'P 2c -2n'

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

_cell_length_a                   24.1672(15)
_cell_length_b                   4.0091(2)
_cell_length_c                   17.5905(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1704.32(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    19768
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      26.2

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.867
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    4.770
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2127
_exptl_absorpt_correction_T_max  0.6470
_exptl_absorpt_process_details   'X-Area (Stoe & Cie, 2001)'

_exptl_special_details           
;
 ;
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Genix 3D I\mS microfocus X-ray source'
_diffrn_radiation_monochromator  'Genix 3D multilayer optics'
_diffrn_measurement_device_type  'STOE IPDS II two-circle-diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17993
_diffrn_reflns_av_R_equivalents  0.0512
_diffrn_reflns_av_sigmaI/netI    0.0617
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.32
_diffrn_reflns_theta_max         25.63
_reflns_number_total             3182
_reflns_number_gt                2974
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008) '
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008) '
_computing_molecular_graphics    'XP in SHELXTL-Plus (Sheldrick, 2008)'
_computing_publication_material  SHELXL97

_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)+(0.0358P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.002(11)
_refine_ls_number_reflns         3182
_refine_ls_number_parameters     248
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.0752
_refine_ls_wR_factor_gt          0.0737
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.57434(2) 1.42405(11) 0.36934(3) 0.03149(12) Uani 1 1 d . . .
Br2 Br 0.472978(19) 1.35926(12) 0.07986(3) 0.03174(12) Uani 1 1 d . . .
O1 O 0.47119(16) 1.0533(8) 0.41438(17) 0.0278(8) Uani 1 1 d . . .
H1O H 0.438(3) 0.944(15) 0.431(3) 0.041(17) Uiso 1 1 d . . .
C1 C 0.3781(2) 0.8520(10) 0.3246(2) 0.0222(9) Uani 1 1 d . . .
H1 H 0.3487 0.7909 0.2915 0.027 Uiso 1 1 calc R . .
N1 N 0.37415(17) 0.7859(9) 0.39558(19) 0.0224(8) Uani 1 1 d . . .
C2 C 0.3246(2) 0.6580(10) 0.4268(2) 0.0211(9) Uani 1 1 d . . .
C3 C 0.3287(2) 0.4734(10) 0.4952(2) 0.0193(9) Uani 1 1 d . . .
C4 C 0.3808(2) 0.3931(10) 0.5286(2) 0.0217(9) Uani 1 1 d . . .
H4 H 0.4140 0.4645 0.5047 0.026 Uiso 1 1 calc R . .
C5 C 0.38333(18) 0.2161(10) 0.5940(2) 0.0208(9) Uani 1 1 d . . .
H5 H 0.4184 0.1631 0.6150 0.025 Uiso 1 1 calc R . .
C6 C 0.3340(2) 0.1063(11) 0.6323(2) 0.0223(9) Uani 1 1 d . . .
C7 C 0.3359(2) -0.0664(11) 0.7015(2) 0.0253(10) Uani 1 1 d . . .
H7 H 0.3707 -0.1117 0.7245 0.030 Uiso 1 1 calc R . .
C8 C 0.2879(2) -0.1717(12) 0.7367(3) 0.0297(11) Uani 1 1 d . . .
H8 H 0.2898 -0.2885 0.7836 0.036 Uiso 1 1 calc R . .
C9 C 0.2368(2) -0.1073(12) 0.7037(3) 0.0290(11) Uani 1 1 d . . .
H9 H 0.2041 -0.1830 0.7281 0.035 Uiso 1 1 calc R . .
C10 C 0.2328(2) 0.0674(11) 0.6350(2) 0.0240(9) Uani 1 1 d . . .
C11 C 0.1805(2) 0.1417(11) 0.6006(2) 0.0254(10) Uani 1 1 d . . .
H11 H 0.1473 0.0666 0.6239 0.030 Uiso 1 1 calc R . .
C12 C 0.1780(2) 0.3171(12) 0.5353(3) 0.0288(11) Uani 1 1 d . . .
H12 H 0.1428 0.3647 0.5136 0.035 Uiso 1 1 calc R . .
C13 C 0.22699(19) 0.4336(10) 0.4978(2) 0.0218(10) Uani 1 1 d . . .
C14 C 0.2250(2) 0.6171(11) 0.4307(3) 0.0250(10) Uani 1 1 d . . .
H14 H 0.1902 0.6689 0.4087 0.030 Uiso 1 1 calc R . .
C15 C 0.2730(2) 0.7253(11) 0.3956(3) 0.0265(10) Uani 1 1 d . . .
H15 H 0.2706 0.8476 0.3495 0.032 Uiso 1 1 calc R . .
C16 C 0.28253(18) 0.1775(10) 0.5992(2) 0.0197(9) Uani 1 1 d . . .
C17 C 0.27921(19) 0.3623(11) 0.5298(2) 0.0196(9) Uani 1 1 d . . .
C21 C 0.42644(19) 1.0181(9) 0.2933(2) 0.0209(9) Uani 1 1 d . . .
C22 C 0.4709(2) 1.1167(11) 0.3405(2) 0.0232(9) Uani 1 1 d . . .
C23 C 0.51520(19) 1.2858(10) 0.3067(2) 0.0226(9) Uani 1 1 d . . .
C24 C 0.5162(2) 1.3568(11) 0.2304(3) 0.0251(10) Uani 1 1 d . . .
H24 H 0.5467 1.4728 0.2088 0.030 Uiso 1 1 calc R . .
C25 C 0.4723(2) 1.2577(10) 0.1852(2) 0.0232(9) Uani 1 1 d . . .
C26 C 0.4280(2) 1.0904(10) 0.2154(3) 0.0242(9) Uani 1 1 d . . .
H26 H 0.3983 1.0233 0.1835 0.029 Uiso 1 1 calc R . .


_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
Br1 C23 1.888(5) . ?
Br2 C25 1.898(4) . ?
O1 C22 1.324(5) . ?
O1 H1O 0.96(7) . ?
C1 N1 1.280(6) . ?
C1 C21 1.452(6) . ?
C1 H1 0.9500 . ?
N1 C2 1.413(6) . ?
C2 C15 1.390(7) . ?
C2 C3 1.415(6) . ?
C3 C17 1.414(6) . ?
C3 C4 1.427(6) . ?
C4 C5 1.353(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.439(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.401(6) . ?
C6 C16 1.403(6) . ?
C7 C8 1.382(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.387(8) . ?
C8 H8 0.9500 . ?
C9 C10 1.400(7) . ?
C9 H9 0.9500 . ?
C10 C16 1.426(6) . ?
C10 C11 1.434(7) . ?
C11 C12 1.348(7) . ?
C11 H11 0.9500 . ?
C12 C13 1.434(7) . ?
C12 H12 0.9500 . ?
C13 C14 1.392(6) . ?
C13 C17 1.411(6) . ?
C14 C15 1.384(7) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.430(6) . ?
C21 C26 1.401(6) . ?
C21 C22 1.415(6) . ?
C22 C23 1.399(7) . ?
C23 C24 1.373(6) . ?
C24 C25 1.383(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.371(7) . ?
C26 H26 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
C22 O1 H1O 112(4) . . ?
N1 C1 C21 121.6(5) . . ?
N1 C1 H1 119.2 . . ?
C21 C1 H1 119.2 . . ?
C1 N1 C2 121.2(4) . . ?
C15 C2 N1 122.4(4) . . ?
C15 C2 C3 120.0(4) . . ?
N1 C2 C3 117.5(4) . . ?
C17 C3 C2 118.2(4) . . ?
C17 C3 C4 119.9(4) . . ?
C2 C3 C4 121.9(4) . . ?
C5 C4 C3 120.5(4) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 121.5(4) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C7 C6 C16 119.4(4) . . ?
C7 C6 C5 122.1(5) . . ?
C16 C6 C5 118.5(4) . . ?
C8 C7 C6 120.8(5) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C7 C8 C9 120.2(4) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C8 C9 C10 121.0(5) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C9 C10 C16 118.6(5) . . ?
C9 C10 C11 122.0(4) . . ?
C16 C10 C11 119.5(4) . . ?
C12 C11 C10 120.6(4) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C13 121.6(5) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C14 C13 C17 118.4(4) . . ?
C14 C13 C12 122.3(4) . . ?
C17 C13 C12 119.3(4) . . ?
C15 C14 C13 121.0(5) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C2 121.0(4) . . ?
C14 C15 H15 119.5 . . ?
C2 C15 H15 119.5 . . ?
C6 C16 C10 120.0(4) . . ?
C6 C16 C17 120.6(4) . . ?
C10 C16 C17 119.4(4) . . ?
C13 C17 C3 121.3(4) . . ?
C13 C17 C16 119.7(4) . . ?
C3 C17 C16 118.9(4) . . ?
C26 C21 C22 119.7(4) . . ?
C26 C21 C1 119.1(4) . . ?
C22 C21 C1 121.1(4) . . ?
O1 C22 C23 120.4(5) . . ?
O1 C22 C21 121.7(5) . . ?
C23 C22 C21 117.9(4) . . ?
C24 C23 C22 121.9(4) . . ?
C24 C23 Br1 119.8(4) . . ?
C22 C23 Br1 118.3(3) . . ?
C23 C24 C25 119.3(4) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C26 C25 C24 121.1(4) . . ?
C26 C25 Br2 119.3(4) . . ?
C24 C25 Br2 119.5(3) . . ?
C25 C26 C21 120.1(4) . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C21 C1 N1 C2 173.0(4) . . . . ?
C1 N1 C2 C15 -28.3(6) . . . . ?
C1 N1 C2 C3 155.9(4) . . . . ?
C15 C2 C3 C17 0.0(6) . . . . ?
N1 C2 C3 C17 175.9(3) . . . . ?
C15 C2 C3 C4 178.8(4) . . . . ?
N1 C2 C3 C4 -5.2(6) . . . . ?
C17 C3 C4 C5 -1.1(6) . . . . ?
C2 C3 C4 C5 -180.0(4) . . . . ?
C3 C4 C5 C6 -0.7(6) . . . . ?
C4 C5 C6 C7 -177.6(4) . . . . ?
C4 C5 C6 C16 2.0(6) . . . . ?
C16 C6 C7 C8 1.1(6) . . . . ?
C5 C6 C7 C8 -179.4(4) . . . . ?
C6 C7 C8 C9 0.0(7) . . . . ?
C7 C8 C9 C10 -0.7(7) . . . . ?
C8 C9 C10 C16 0.3(7) . . . . ?
C8 C9 C10 C11 -178.9(4) . . . . ?
C9 C10 C11 C12 178.5(4) . . . . ?
C16 C10 C11 C12 -0.7(6) . . . . ?
C10 C11 C12 C13 0.4(7) . . . . ?
C11 C12 C13 C14 -179.5(4) . . . . ?
C11 C12 C13 C17 0.2(6) . . . . ?
C17 C13 C14 C15 0.5(6) . . . . ?
C12 C13 C14 C15 -179.8(4) . . . . ?
C13 C14 C15 C2 -0.9(7) . . . . ?
N1 C2 C15 C14 -175.1(4) . . . . ?
C3 C2 C15 C14 0.6(7) . . . . ?
C7 C6 C16 C10 -1.5(6) . . . . ?
C5 C6 C16 C10 178.9(4) . . . . ?
C7 C6 C16 C17 178.1(4) . . . . ?
C5 C6 C16 C17 -1.5(6) . . . . ?
C9 C10 C16 C6 0.8(6) . . . . ?
C11 C10 C16 C6 -180.0(3) . . . . ?
C9 C10 C16 C17 -178.7(4) . . . . ?
C11 C10 C16 C17 0.5(6) . . . . ?
C14 C13 C17 C3 0.1(6) . . . . ?
C12 C13 C17 C3 -179.7(4) . . . . ?
C14 C13 C17 C16 179.3(4) . . . . ?
C12 C13 C17 C16 -0.4(6) . . . . ?
C2 C3 C17 C13 -0.3(6) . . . . ?
C4 C3 C17 C13 -179.2(4) . . . . ?
C2 C3 C17 C16 -179.6(3) . . . . ?
C4 C3 C17 C16 1.6(6) . . . . ?
C6 C16 C17 C13 -179.5(4) . . . . ?
C10 C16 C17 C13 0.1(6) . . . . ?
C6 C16 C17 C3 -0.2(6) . . . . ?
C10 C16 C17 C3 179.3(4) . . . . ?
N1 C1 C21 C26 -178.7(4) . . . . ?
N1 C1 C21 C22 -0.7(7) . . . . ?
C26 C21 C22 O1 -179.9(4) . . . . ?
C1 C21 C22 O1 2.1(7) . . . . ?
C26 C21 C22 C23 0.2(6) . . . . ?
C1 C21 C22 C23 -177.8(4) . . . . ?
O1 C22 C23 C24 -179.7(4) . . . . ?
C21 C22 C23 C24 0.1(6) . . . . ?
O1 C22 C23 Br1 -0.7(6) . . . . ?
C21 C22 C23 Br1 179.2(3) . . . . ?
C22 C23 C24 C25 -0.3(7) . . . . ?
Br1 C23 C24 C25 -179.3(3) . . . . ?
C23 C24 C25 C26 0.1(7) . . . . ?
C23 C24 C25 Br2 179.3(3) . . . . ?
C24 C25 C26 C21 0.3(7) . . . . ?
Br2 C25 C26 C21 -179.0(3) . . . . ?
C22 C21 C26 C25 -0.4(6) . . . . ?
C1 C21 C26 C25 177.6(4) . . . . ?

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
O1 H1O N1 0.96(7) 1.78(7) 2.600(6) 141(5) .

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.449
_refine_diff_density_rms         0.078
_database_code_depnum_ccdc_archive 'CCDC 978839'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_7

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H17 N O2'
_chemical_formula_sum            'C24 H17 N O2'
_chemical_formula_weight         351.39

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/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                   25.400(2)
_cell_length_b                   14.8069(11)
_cell_length_c                   9.0424(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.146(6)
_cell_angle_gamma                90.00
_cell_volume                     3347.6(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    20995
_cell_measurement_theta_min      3.19
_cell_measurement_theta_max      26.065

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1472
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9696
_exptl_absorpt_correction_T_max  0.9825
_exptl_absorpt_process_details   'X-Area (Stoe & Cie, 2001)'

_exptl_special_details           
;
 ;
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Genix 3D I\mS microfocus X-ray source'
_diffrn_radiation_monochromator  'Genix 3D multilayer optics'
_diffrn_measurement_device_type  'STOE IPDS II two-circle-diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            50219
_diffrn_reflns_av_R_equivalents  0.0834
_diffrn_reflns_av_sigmaI/netI    0.0711
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.33
_diffrn_reflns_theta_max         25.68
_reflns_number_total             6273
_reflns_number_gt                4552
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008) '
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008) '
_computing_molecular_graphics    'XP in SHELXTL-Plus (Sheldrick, 2008)'
_computing_publication_material  SHELXL97

_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)+(0.0610P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6273
_refine_ls_number_parameters     488
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1044
_refine_ls_R_factor_gt           0.0736
_refine_ls_wR_factor_ref         0.1438
_refine_ls_wR_factor_gt          0.1328
_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
N1 N 0.54784(13) 0.4393(2) 0.7171(4) 0.0300(7) Uani 1 1 d . . .
C1 C 0.58214(15) 0.4943(3) 0.6765(4) 0.0315(9) Uani 1 1 d . . .
H1 H 0.5784 0.5572 0.6933 0.038 Uiso 1 1 calc R . .
C2 C 0.50226(15) 0.4706(3) 0.7705(4) 0.0280(8) Uani 1 1 d . . .
C3 C 0.47793(14) 0.4105(3) 0.8597(4) 0.0270(8) Uani 1 1 d . . .
C4 C 0.49951(15) 0.3244(3) 0.9076(4) 0.0300(9) Uani 1 1 d . . .
H4 H 0.5328 0.3066 0.8825 0.036 Uiso 1 1 calc R . .
C5 C 0.47401(15) 0.2672(3) 0.9879(5) 0.0280(8) Uani 1 1 d . . .
H5 H 0.4900 0.2109 1.0195 0.034 Uiso 1 1 calc R . .
C6 C 0.42334(15) 0.2900(3) 1.0262(4) 0.0284(8) Uani 1 1 d . . .
C7 C 0.39567(17) 0.2313(3) 1.1046(5) 0.0347(9) Uani 1 1 d . . .
H7 H 0.4107 0.1740 1.1346 0.042 Uiso 1 1 calc R . .
C8 C 0.34661(19) 0.2549(3) 1.1399(5) 0.0387(11) Uani 1 1 d . . .
H8 H 0.3284 0.2137 1.1937 0.046 Uiso 1 1 calc R . .
C9 C 0.32398(16) 0.3376(3) 1.0975(5) 0.0379(10) Uani 1 1 d . . .
H9 H 0.2900 0.3526 1.1210 0.045 Uiso 1 1 calc R . .
C10 C 0.35051(15) 0.3997(3) 1.0201(4) 0.0310(9) Uani 1 1 d . . .
C11 C 0.32986(16) 0.4878(3) 0.9811(5) 0.0367(10) Uani 1 1 d . . .
H11 H 0.2966 0.5051 1.0066 0.044 Uiso 1 1 calc R . .
C12 C 0.35668(16) 0.5469(3) 0.9087(5) 0.0352(10) Uani 1 1 d . . .
H12 H 0.3425 0.6058 0.8876 0.042 Uiso 1 1 calc R . .
C13 C 0.40633(15) 0.5230(3) 0.8625(4) 0.0293(9) Uani 1 1 d . . .
C14 C 0.43317(17) 0.5809(3) 0.7792(5) 0.0343(9) Uani 1 1 d . . .
H14 H 0.4193 0.6397 0.7547 0.041 Uiso 1 1 calc R . .
C15 C 0.47913(16) 0.5542(3) 0.7322(5) 0.0327(9) Uani 1 1 d . . .
H15 H 0.4956 0.5940 0.6718 0.039 Uiso 1 1 calc R . .
C16 C 0.40110(14) 0.3759(3) 0.9832(4) 0.0279(8) Uani 1 1 d . . .
C17 C 0.42839(14) 0.4367(2) 0.9022(4) 0.0252(8) Uani 1 1 d . . .
C21 C 0.62582(15) 0.4639(3) 0.6067(4) 0.0287(9) Uani 1 1 d . . .
C22 C 0.63406(15) 0.3723(3) 0.5830(4) 0.0287(8) Uani 1 1 d . . .
C23 C 0.67539(15) 0.3449(3) 0.5074(4) 0.0291(8) Uani 1 1 d . . .
C24 C 0.70680(15) 0.4091(3) 0.4559(4) 0.0315(9) Uani 1 1 d . . .
H24 H 0.7345 0.3907 0.4042 0.038 Uiso 1 1 calc R . .
C25 C 0.69861(15) 0.5006(3) 0.4782(5) 0.0346(10) Uani 1 1 d . . .
H25 H 0.7204 0.5442 0.4411 0.042 Uiso 1 1 calc R . .
C26 C 0.65924(16) 0.5276(3) 0.5534(5) 0.0328(9) Uani 1 1 d . . .
H26 H 0.6543 0.5902 0.5700 0.039 Uiso 1 1 calc R . .
O1 O 0.60285(11) 0.30734(19) 0.6276(3) 0.0378(7) Uani 1 1 d . . .
H1O H 0.5828 0.3435 0.6629 0.045 Uiso 1 1 d R . .
O2 O 0.67995(12) 0.25368(17) 0.4897(4) 0.0358(7) Uani 1 1 d . . .
C27 C 0.71312(18) 0.2247(3) 0.3881(5) 0.0375(10) Uani 1 1 d . . .
H27A H 0.7130 0.1585 0.3833 0.056 Uiso 1 1 calc R . .
H27B H 0.7497 0.2461 0.4227 0.056 Uiso 1 1 calc R . .
H27C H 0.6996 0.2493 0.2880 0.056 Uiso 1 1 calc R . .
N1A N 1.04282(13) 0.4371(2) 0.8269(4) 0.0332(8) Uani 1 1 d . . .
C1A C 1.07852(15) 0.4925(3) 0.8932(5) 0.0334(9) Uani 1 1 d . . .
H1A H 1.0758 0.5545 0.8657 0.040 Uiso 1 1 calc R . .
C2A C 0.99796(15) 0.4689(3) 0.7253(4) 0.0322(9) Uani 1 1 d . . .
C3A C 0.97221(14) 0.4090(3) 0.6162(4) 0.0272(8) Uani 1 1 d . . .
C4A C 0.99284(16) 0.3201(3) 0.5926(5) 0.0329(9) Uani 1 1 d . . .
H4A H 1.0259 0.3015 0.6510 0.039 Uiso 1 1 calc R . .
C5A C 0.96624(16) 0.2631(3) 0.4894(5) 0.0312(9) Uani 1 1 d . . .
H5A H 0.9809 0.2052 0.4769 0.037 Uiso 1 1 calc R . .
C6A C 0.91632(15) 0.2877(3) 0.3982(4) 0.0308(9) Uani 1 1 d . . .
C7A C 0.88765(18) 0.2296(3) 0.2940(5) 0.0375(10) Uani 1 1 d . . .
H7A H 0.9018 0.1714 0.2803 0.045 Uiso 1 1 calc R . .
C8A C 0.83903(18) 0.2538(3) 0.2095(5) 0.0368(10) Uani 1 1 d . . .
H8A H 0.8194 0.2119 0.1416 0.044 Uiso 1 1 calc R . .
C9A C 0.81912(17) 0.3398(3) 0.2245(5) 0.0370(10) Uani 1 1 d . . .
H9A H 0.7860 0.3567 0.1645 0.044 Uiso 1 1 calc R . .
C10A C 0.84656(16) 0.4025(3) 0.3260(4) 0.0322(9) Uani 1 1 d . . .
C11A C 0.82854(15) 0.4926(3) 0.3391(5) 0.0328(9) Uani 1 1 d . . .
H11A H 0.7963 0.5119 0.2773 0.039 Uiso 1 1 calc R . .
C12A C 0.85629(16) 0.5514(3) 0.4377(5) 0.0342(10) Uani 1 1 d . . .
H12A H 0.8436 0.6115 0.4424 0.041 Uiso 1 1 calc R . .
C13A C 0.90429(15) 0.5250(3) 0.5346(5) 0.0296(9) Uani 1 1 d . . .
C14A C 0.93180(15) 0.5834(3) 0.6422(5) 0.0298(9) Uani 1 1 d . . .
H14A H 0.9192 0.6433 0.6500 0.036 Uiso 1 1 calc R . .
C15A C 0.97691(16) 0.5546(3) 0.7368(5) 0.0341(10) Uani 1 1 d . . .
H15A H 0.9942 0.5945 0.8123 0.041 Uiso 1 1 calc R . .
C16A C 0.89609(14) 0.3758(3) 0.4152(4) 0.0286(8) Uani 1 1 d . . .
C17A C 0.92437(14) 0.4367(3) 0.5221(4) 0.0271(8) Uani 1 1 d . . .
C21A C 1.12246(15) 0.4639(3) 1.0076(4) 0.0296(9) Uani 1 1 d . . .
C22A C 1.12839(15) 0.3735(3) 1.0529(5) 0.0302(9) Uani 1 1 d . . .
C23A C 1.16933(15) 0.3488(3) 1.1683(4) 0.0301(9) Uani 1 1 d . . .
C24A C 1.20404(16) 0.4133(3) 1.2396(5) 0.0339(9) Uani 1 1 d . . .
H24A H 1.2317 0.3965 1.3200 0.041 Uiso 1 1 calc R . .
C25A C 1.19849(17) 0.5032(3) 1.1934(5) 0.0383(10) Uani 1 1 d . . .
H25A H 1.2227 0.5472 1.2419 0.046 Uiso 1 1 calc R . .
C26A C 1.15906(16) 0.5282(3) 1.0808(5) 0.0350(9) Uani 1 1 d . . .
H26A H 1.1559 0.5897 1.0504 0.042 Uiso 1 1 calc R . .
O1A O 1.09454(11) 0.30854(19) 0.9881(3) 0.0413(7) Uani 1 1 d . . .
H1OA H 1.0743 0.3285 0.9116 0.050 Uiso 1 1 d R . .
O2A O 1.17139(12) 0.25833(19) 1.2039(4) 0.0402(8) Uani 1 1 d . . .
C27A C 1.21000(17) 0.2327(3) 1.3304(5) 0.0397(10) Uani 1 1 d . . .
H27D H 1.2090 0.1671 1.3436 0.060 Uiso 1 1 calc R . .
H27E H 1.2020 0.2626 1.4205 0.060 Uiso 1 1 calc R . .
H27F H 1.2457 0.2507 1.3144 0.060 Uiso 1 1 calc R . .


_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
N1 C1 1.292(5) . ?
N1 C2 1.409(5) . ?
C1 C21 1.442(6) . ?
C1 H1 0.9500 . ?
C2 C15 1.388(6) . ?
C2 C3 1.414(6) . ?
C3 C4 1.425(5) . ?
C3 C17 1.432(5) . ?
C4 C5 1.352(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.431(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.388(6) . ?
C6 C16 1.419(5) . ?
C7 C8 1.384(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.378(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.398(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.426(6) . ?
C10 C16 1.427(5) . ?
C11 C12 1.347(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.441(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.396(6) . ?
C13 C17 1.415(5) . ?
C14 C15 1.369(6) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.417(6) . ?
C21 C22 1.395(6) . ?
C21 C26 1.410(6) . ?
C22 O1 1.353(5) . ?
C22 C23 1.410(6) . ?
C23 O2 1.367(5) . ?
C23 C24 1.374(5) . ?
C24 C25 1.390(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.365(6) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
O1 H1O 0.8402 . ?
O2 C27 1.419(5) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
N1A C1A 1.290(5) . ?
N1A C2A 1.412(5) . ?
C1A C21A 1.445(6) . ?
C1A H1A 0.9500 . ?
C2A C15A 1.388(6) . ?
C2A C3A 1.401(6) . ?
C3A C17A 1.416(5) . ?
C3A C4A 1.446(5) . ?
C4A C5A 1.349(6) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.433(6) . ?
C5A H5A 0.9500 . ?
C6A C7A 1.385(6) . ?
C6A C16A 1.421(5) . ?
C7A C8A 1.380(7) . ?
C7A H7A 0.9500 . ?
C8A C9A 1.386(6) . ?
C8A H8A 0.9500 . ?
C9A C10A 1.401(6) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.422(6) . ?
C10A C16A 1.426(6) . ?
C11A C12A 1.352(6) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.425(6) . ?
C12A H12A 0.9500 . ?
C13A C14A 1.393(6) . ?
C13A C17A 1.415(5) . ?
C14A C15A 1.371(6) . ?
C14A H14A 0.9500 . ?
C15A H15A 0.9500 . ?
C16A C17A 1.421(6) . ?
C21A C22A 1.400(6) . ?
C21A C26A 1.412(6) . ?
C22A O1A 1.353(5) . ?
C22A C23A 1.387(6) . ?
C23A O2A 1.376(5) . ?
C23A C24A 1.380(6) . ?
C24A C25A 1.394(6) . ?
C24A H24A 0.9500 . ?
C25A C26A 1.348(6) . ?
C25A H25A 0.9500 . ?
C26A H26A 0.9500 . ?
O1A H1OA 0.8400 . ?
O2A C27A 1.421(5) . ?
C27A H27D 0.9800 . ?
C27A H27E 0.9800 . ?
C27A H27F 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
C1 N1 C2 121.7(3) . . ?
N1 C1 C21 122.4(4) . . ?
N1 C1 H1 118.8 . . ?
C21 C1 H1 118.8 . . ?
C15 C2 N1 123.0(4) . . ?
C15 C2 C3 119.7(4) . . ?
N1 C2 C3 117.2(3) . . ?
C2 C3 C4 123.6(4) . . ?
C2 C3 C17 118.4(3) . . ?
C4 C3 C17 118.0(3) . . ?
C5 C4 C3 121.9(4) . . ?
C5 C4 H4 119.0 . . ?
C3 C4 H4 119.0 . . ?
C4 C5 C6 121.3(4) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C7 C6 C16 119.2(4) . . ?
C7 C6 C5 122.3(4) . . ?
C16 C6 C5 118.5(4) . . ?
C8 C7 C6 121.1(4) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C9 C8 C7 120.6(4) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 120.6(4) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C9 C10 C11 122.4(4) . . ?
C9 C10 C16 119.2(4) . . ?
C11 C10 C16 118.3(4) . . ?
C12 C11 C10 121.2(4) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C13 121.7(4) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C14 C13 C17 118.8(4) . . ?
C14 C13 C12 122.8(4) . . ?
C17 C13 C12 118.4(4) . . ?
C15 C14 C13 120.9(4) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C2 121.8(4) . . ?
C14 C15 H15 119.1 . . ?
C2 C15 H15 119.1 . . ?
C17 C16 C6 120.3(3) . . ?
C17 C16 C10 120.5(3) . . ?
C6 C16 C10 119.3(4) . . ?
C13 C17 C16 119.8(3) . . ?
C13 C17 C3 120.2(3) . . ?
C16 C17 C3 120.0(3) . . ?
C22 C21 C26 118.8(4) . . ?
C22 C21 C1 121.3(4) . . ?
C26 C21 C1 119.8(4) . . ?
O1 C22 C21 122.3(4) . . ?
O1 C22 C23 117.7(3) . . ?
C21 C22 C23 120.0(3) . . ?
O2 C23 C24 125.3(4) . . ?
O2 C23 C22 115.3(3) . . ?
C24 C23 C22 119.4(4) . . ?
C23 C24 C25 120.9(4) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 H24 119.5 . . ?
C26 C25 C24 120.0(4) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C21 120.8(4) . . ?
C25 C26 H26 119.6 . . ?
C21 C26 H26 119.6 . . ?
C22 O1 H1O 94.9 . . ?
C23 O2 C27 116.6(3) . . ?
O2 C27 H27A 109.5 . . ?
O2 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O2 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C1A N1A C2A 120.7(4) . . ?
N1A C1A C21A 122.5(4) . . ?
N1A C1A H1A 118.7 . . ?
C21A C1A H1A 118.7 . . ?
C15A C2A C3A 119.6(4) . . ?
C15A C2A N1A 122.3(4) . . ?
C3A C2A N1A 118.0(4) . . ?
C2A C3A C17A 119.0(3) . . ?
C2A C3A C4A 123.0(4) . . ?
C17A C3A C4A 118.1(4) . . ?
C5A C4A C3A 121.4(4) . . ?
C5A C4A H4A 119.3 . . ?
C3A C4A H4A 119.3 . . ?
C4A C5A C6A 121.6(4) . . ?
C4A C5A H5A 119.2 . . ?
C6A C5A H5A 119.2 . . ?
C7A C6A C16A 119.2(4) . . ?
C7A C6A C5A 122.7(4) . . ?
C16A C6A C5A 118.1(4) . . ?
C8A C7A C6A 121.8(4) . . ?
C8A C7A H7A 119.1 . . ?
C6A C7A H7A 119.1 . . ?
C7A C8A C9A 119.4(4) . . ?
C7A C8A H8A 120.3 . . ?
C9A C8A H8A 120.3 . . ?
C8A C9A C10A 121.7(4) . . ?
C8A C9A H9A 119.2 . . ?
C10A C9A H9A 119.2 . . ?
C9A C10A C11A 123.1(4) . . ?
C9A C10A C16A 118.3(4) . . ?
C11A C10A C16A 118.5(4) . . ?
C12A C11A C10A 121.4(4) . . ?
C12A C11A H11A 119.3 . . ?
C10A C11A H11A 119.3 . . ?
C11A C12A C13A 121.2(4) . . ?
C11A C12A H12A 119.4 . . ?
C13A C12A H12A 119.4 . . ?
C14A C13A C17A 119.0(4) . . ?
C14A C13A C12A 121.9(4) . . ?
C17A C13A C12A 119.1(4) . . ?
C15A C14A C13A 120.3(4) . . ?
C15A C14A H14A 119.8 . . ?
C13A C14A H14A 119.8 . . ?
C14A C15A C2A 121.8(4) . . ?
C14A C15A H15A 119.1 . . ?
C2A C15A H15A 119.1 . . ?
C6A C16A C17A 120.5(3) . . ?
C6A C16A C10A 119.6(4) . . ?
C17A C16A C10A 119.9(3) . . ?
C13A C17A C3A 120.2(4) . . ?
C13A C17A C16A 119.6(3) . . ?
C3A C17A C16A 120.1(3) . . ?
C22A C21A C26A 118.7(4) . . ?
C22A C21A C1A 121.3(3) . . ?
C26A C21A C1A 120.0(4) . . ?
O1A C22A C23A 118.3(3) . . ?
O1A C22A C21A 121.7(4) . . ?
C23A C22A C21A 120.0(4) . . ?
O2A C23A C24A 124.7(4) . . ?
O2A C23A C22A 115.2(3) . . ?
C24A C23A C22A 120.1(4) . . ?
C23A C24A C25A 119.9(4) . . ?
C23A C24A H24A 120.1 . . ?
C25A C24A H24A 120.1 . . ?
C26A C25A C24A 120.7(4) . . ?
C26A C25A H25A 119.6 . . ?
C24A C25A H25A 119.6 . . ?
C25A C26A C21A 120.6(4) . . ?
C25A C26A H26A 119.7 . . ?
C21A C26A H26A 119.7 . . ?
C22A O1A H1OA 110.9 . . ?
C23A O2A C27A 116.1(3) . . ?
O2A C27A H27D 109.5 . . ?
O2A C27A H27E 109.5 . . ?
H27D C27A H27E 109.5 . . ?
O2A C27A H27F 109.5 . . ?
H27D C27A H27F 109.5 . . ?
H27E C27A H27F 109.5 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 C21 -173.2(3) . . . . ?
C1 N1 C2 C15 25.6(6) . . . . ?
C1 N1 C2 C3 -158.2(4) . . . . ?
C15 C2 C3 C4 -178.3(4) . . . . ?
N1 C2 C3 C4 5.4(5) . . . . ?
C15 C2 C3 C17 2.8(5) . . . . ?
N1 C2 C3 C17 -173.5(3) . . . . ?
C2 C3 C4 C5 -177.3(4) . . . . ?
C17 C3 C4 C5 1.5(5) . . . . ?
C3 C4 C5 C6 1.2(6) . . . . ?
C4 C5 C6 C7 178.1(4) . . . . ?
C4 C5 C6 C16 -2.5(6) . . . . ?
C16 C6 C7 C8 0.8(6) . . . . ?
C5 C6 C7 C8 -179.8(4) . . . . ?
C6 C7 C8 C9 0.1(7) . . . . ?
C7 C8 C9 C10 -1.0(7) . . . . ?
C8 C9 C10 C11 -176.7(4) . . . . ?
C8 C9 C10 C16 1.0(6) . . . . ?
C9 C10 C11 C12 178.9(4) . . . . ?
C16 C10 C11 C12 1.2(6) . . . . ?
C10 C11 C12 C13 2.3(6) . . . . ?
C11 C12 C13 C14 175.9(4) . . . . ?
C11 C12 C13 C17 -3.4(6) . . . . ?
C17 C13 C14 C15 2.0(6) . . . . ?
C12 C13 C14 C15 -177.3(4) . . . . ?
C13 C14 C15 C2 -2.9(6) . . . . ?
N1 C2 C15 C14 176.4(4) . . . . ?
C3 C2 C15 C14 0.4(6) . . . . ?
C7 C6 C16 C17 -179.5(4) . . . . ?
C5 C6 C16 C17 1.0(5) . . . . ?
C7 C6 C16 C10 -0.7(5) . . . . ?
C5 C6 C16 C10 179.8(3) . . . . ?
C9 C10 C16 C17 178.7(4) . . . . ?
C11 C10 C16 C17 -3.6(5) . . . . ?
C9 C10 C16 C6 -0.2(5) . . . . ?
C11 C10 C16 C6 177.6(3) . . . . ?
C14 C13 C17 C16 -178.3(4) . . . . ?
C12 C13 C17 C16 1.0(5) . . . . ?
C14 C13 C17 C3 1.2(5) . . . . ?
C12 C13 C17 C3 -179.5(3) . . . . ?
C6 C16 C17 C13 -178.8(3) . . . . ?
C10 C16 C17 C13 2.4(5) . . . . ?
C6 C16 C17 C3 1.7(5) . . . . ?
C10 C16 C17 C3 -177.1(3) . . . . ?
C2 C3 C17 C13 -3.6(5) . . . . ?
C4 C3 C17 C13 177.5(3) . . . . ?
C2 C3 C17 C16 176.0(3) . . . . ?
C4 C3 C17 C16 -3.0(5) . . . . ?
N1 C1 C21 C22 -1.7(6) . . . . ?
N1 C1 C21 C26 174.6(4) . . . . ?
C26 C21 C22 O1 -178.4(3) . . . . ?
C1 C21 C22 O1 -2.0(6) . . . . ?
C26 C21 C22 C23 0.2(6) . . . . ?
C1 C21 C22 C23 176.6(4) . . . . ?
O1 C22 C23 O2 -1.2(5) . . . . ?
C21 C22 C23 O2 -179.8(3) . . . . ?
O1 C22 C23 C24 177.8(4) . . . . ?
C21 C22 C23 C24 -0.9(6) . . . . ?
O2 C23 C24 C25 179.3(4) . . . . ?
C22 C23 C24 C25 0.4(6) . . . . ?
C23 C24 C25 C26 0.6(6) . . . . ?
C24 C25 C26 C21 -1.2(6) . . . . ?
C22 C21 C26 C25 0.8(6) . . . . ?
C1 C21 C26 C25 -175.7(4) . . . . ?
C24 C23 O2 C27 -11.7(6) . . . . ?
C22 C23 O2 C27 167.2(3) . . . . ?
C2A N1A C1A C21A 174.4(4) . . . . ?
C1A N1A C2A C15A -28.3(5) . . . . ?
C1A N1A C2A C3A 156.0(4) . . . . ?
C15A C2A C3A C17A -1.5(5) . . . . ?
N1A C2A C3A C17A 174.3(3) . . . . ?
C15A C2A C3A C4A 177.2(4) . . . . ?
N1A C2A C3A C4A -7.0(5) . . . . ?
C2A C3A C4A C5A 178.0(4) . . . . ?
C17A C3A C4A C5A -3.3(5) . . . . ?
C3A C4A C5A C6A 0.1(6) . . . . ?
C4A C5A C6A C7A -178.5(4) . . . . ?
C4A C5A C6A C16A 2.2(6) . . . . ?
C16A C6A C7A C8A -2.1(6) . . . . ?
C5A C6A C7A C8A 178.5(4) . . . . ?
C6A C7A C8A C9A 2.6(7) . . . . ?
C7A C8A C9A C10A -1.4(6) . . . . ?
C8A C9A C10A C11A 176.9(4) . . . . ?
C8A C9A C10A C16A -0.1(6) . . . . ?
C9A C10A C11A C12A -179.5(4) . . . . ?
C16A C10A C11A C12A -2.5(6) . . . . ?
C10A C11A C12A C13A -1.2(6) . . . . ?
C11A C12A C13A C14A -176.5(4) . . . . ?
C11A C12A C13A C17A 2.9(6) . . . . ?
C17A C13A C14A C15A -1.6(5) . . . . ?
C12A C13A C14A C15A 177.9(4) . . . . ?
C13A C14A C15A C2A 2.7(6) . . . . ?
C3A C2A C15A C14A -1.1(6) . . . . ?
N1A C2A C15A C14A -176.8(4) . . . . ?
C7A C6A C16A C17A 179.5(4) . . . . ?
C5A C6A C16A C17A -1.2(5) . . . . ?
C7A C6A C16A C10A 0.5(5) . . . . ?
C5A C6A C16A C10A 179.9(4) . . . . ?
C9A C10A C16A C6A 0.5(5) . . . . ?
C11A C10A C16A C6A -176.6(3) . . . . ?
C9A C10A C16A C17A -178.4(4) . . . . ?
C11A C10A C16A C17A 4.4(5) . . . . ?
C14A C13A C17A C3A -1.1(5) . . . . ?
C12A C13A C17A C3A 179.5(3) . . . . ?
C14A C13A C17A C16A 178.6(3) . . . . ?
C12A C13A C17A C16A -0.9(5) . . . . ?
C2A C3A C17A C13A 2.6(5) . . . . ?
C4A C3A C17A C13A -176.1(3) . . . . ?
C2A C3A C17A C16A -177.0(3) . . . . ?
C4A C3A C17A C16A 4.2(5) . . . . ?
C6A C16A C17A C13A 178.3(3) . . . . ?
C10A C16A C17A C13A -2.8(5) . . . . ?
C6A C16A C17A C3A -2.0(5) . . . . ?
C10A C16A C17A C3A 176.9(3) . . . . ?
N1A C1A C21A C22A -0.2(6) . . . . ?
N1A C1A C21A C26A -177.3(4) . . . . ?
C26A C21A C22A O1A 179.6(4) . . . . ?
C1A C21A C22A O1A 2.4(6) . . . . ?
C26A C21A C22A C23A 0.5(6) . . . . ?
C1A C21A C22A C23A -176.7(4) . . . . ?
O1A C22A C23A O2A 0.8(5) . . . . ?
C21A C22A C23A O2A 179.9(3) . . . . ?
O1A C22A C23A C24A -178.6(4) . . . . ?
C21A C22A C23A C24A 0.5(6) . . . . ?
O2A C23A C24A C25A 179.5(4) . . . . ?
C22A C23A C24A C25A -1.2(6) . . . . ?
C23A C24A C25A C26A 0.9(6) . . . . ?
C24A C25A C26A C21A 0.2(6) . . . . ?
C22A C21A C26A C25A -0.9(6) . . . . ?
C1A C21A C26A C25A 176.3(4) . . . . ?
C24A C23A O2A C27A 4.7(5) . . . . ?
C22A C23A O2A C27A -174.6(4) . . . . ?

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
O1 H1O N1 0.84 1.79 2.612(4) 167.0 .
O1A H1OA N1A 0.84 1.90 2.607(5) 141.7 .

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.173
_refine_diff_density_rms         0.048
_database_code_depnum_ccdc_archive 'CCDC 978840'
