# Electronic Supplementary Material (ESI) for ChemComm.
# 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_Y6-pBr

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            Y6-pBr
_chemical_melting_point          '>140 decomp.'
_chemical_formula_moiety         'C24 H16 Br N O2'
_chemical_formula_sum            'C24 H16 Br N O2'
_chemical_formula_weight         430.29
_journal_name_requested          'Journal Name'

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'
Br Br -0.2901 2.4595 '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'

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                   6.6770(8)
_cell_length_b                   13.3668(16)
_cell_length_c                   21.243(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1895.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9366
_cell_measurement_theta_min      4.886
_cell_measurement_theta_max      56.632

_exptl_crystal_description       rod
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          1.0
_exptl_crystal_size_mid          0.8
_exptl_crystal_size_min          0.6
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             872
_exptl_absorpt_coefficient_mu    2.188
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5817
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   
"SADABS based on Blessing's method; Blessing, Acta Cryst. (1995) A51 33-38"

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15968
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_av_sigmaI/netI    0.0384
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.80
_diffrn_reflns_theta_max         26.99
_reflns_number_total             4069
_reflns_number_gt                3822
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII'
_computing_cell_refinement       'Bruker APEXII'
_computing_data_reduction        'Bruker APEXII'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
'ORTEP-3 for Windows; Ferrugia L J (1997), J. Appl. Cryst. 30, 565'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0175P)²+0.1002P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.008(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4069
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0232
_refine_ls_R_factor_gt           0.0211
_refine_ls_wR_factor_ref         0.0525
_refine_ls_wR_factor_gt          0.0521
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.001

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 0.18919(3) 0.615260(15) 0.010650(10) 0.03130(7) Uani 1 1 d . . .
C1 C 1.7767(3) 0.62461(13) -0.48601(9) 0.0303(4) Uani 1 1 d . . .
H1 H 1.7924 0.6016 -0.5280 0.036 Uiso 1 1 calc R . .
O2 O 0.86584(17) 0.37716(9) -0.15559(6) 0.0222(3) Uani 1 1 d . . .
H2 H 0.9511 0.3481 -0.1782 0.027 Uiso 1 1 calc R . .
O3 O 1.85022(17) 0.77853(9) -0.27349(6) 0.0192(3) Uani 1 1 d . . .
C4 C 1.2157(3) 0.86974(13) -0.12085(8) 0.0226(4) Uani 1 1 d . . .
H4 H 1.1354 0.9033 -0.0906 0.027 Uiso 1 1 calc R . .
C5 C 0.5568(3) 0.61670(14) -0.05662(8) 0.0227(4) Uani 1 1 d . . .
H5 H 0.5940 0.6682 -0.0281 0.027 Uiso 1 1 calc R . .
C6 C 0.3108(3) 0.49912(12) -0.09473(8) 0.0199(3) Uani 1 1 d . . .
H6 H 0.1812 0.4701 -0.0919 0.024 Uiso 1 1 calc R . .
C7 C 0.7864(3) 0.46108(12) -0.18874(8) 0.0164(3) Uani 1 1 d . . .
H7 H 0.7143 0.4371 -0.2271 0.020 Uiso 1 1 calc R . .
C8 C 0.9443(3) 0.53265(13) -0.20764(8) 0.0164(4) Uani 1 1 d . . .
C9 C 0.6902(3) 0.58364(13) -0.10196(8) 0.0204(4) Uani 1 1 d . . .
H9 H 0.8197 0.6128 -0.1044 0.025 Uiso 1 1 calc R . .
C10 C 1.7135(3) 0.73011(12) -0.29693(8) 0.0145(3) Uani 1 1 d . . .
C11 C 1.4551(3) 0.77653(13) -0.21076(8) 0.0153(3) Uani 1 1 d . . .
C12 C 1.1454(3) 0.78271(14) -0.14842(8) 0.0211(4) Uani 1 1 d . . .
H12 H 1.0192 0.7549 -0.1374 0.025 Uiso 1 1 calc R . .
C13 C 1.4034(3) 0.90913(13) -0.13687(8) 0.0218(4) Uani 1 1 d . . .
H13 H 1.4479 0.9687 -0.1169 0.026 Uiso 1 1 calc R . .
N14 N 1.2325(2) 0.65246(11) -0.22971(7) 0.0155(3) Uani 1 1 d . . .
C15 C 1.2683(3) 0.73843(12) -0.19276(8) 0.0155(3) Uani 1 1 d . . .
C16 C 0.3692(3) 0.57388(13) -0.05347(8) 0.0189(4) Uani 1 1 d . . .
C17 C 1.9152(3) 0.65578(14) -0.38365(9) 0.0219(4) Uani 1 1 d . . .
H17 H 2.0266 0.6554 -0.3558 0.026 Uiso 1 1 calc R . .
C18 C 0.4456(3) 0.46763(13) -0.14012(8) 0.0175(4) Uani 1 1 d . . .
H18 H 0.4067 0.4173 -0.1692 0.021 Uiso 1 1 calc R . .
C19 C 0.6371(2) 0.50832(12) -0.14396(8) 0.0150(4) Uani 1 1 d . . .
C20 C 1.3885(2) 0.64088(12) -0.27126(8) 0.0155(3) Uani 1 1 d . . .
H20 H 1.3986 0.5893 -0.3018 0.019 Uiso 1 1 calc R . .
C21 C 1.0783(2) 0.58752(12) -0.22012(8) 0.0164(4) Uani 1 1 d . . .
C22 C 1.9371(3) 0.62206(15) -0.44538(9) 0.0281(4) Uani 1 1 d . . .
H22 H 2.0628 0.5973 -0.4594 0.034 Uiso 1 1 calc R . .
C23 C 1.5256(3) 0.86383(12) -0.18094(8) 0.0185(4) Uani 1 1 d . . .
H23 H 1.6534 0.8908 -0.1909 0.022 Uiso 1 1 calc R . .
C24 C 1.5274(2) 0.71505(12) -0.26198(8) 0.0141(3) Uani 1 1 d . . .
C26 C 1.7294(3) 0.69011(12) -0.36281(8) 0.0172(4) Uani 1 1 d . . .
C27 C 1.5681(3) 0.69295(13) -0.40420(8) 0.0198(4) Uani 1 1 d . . .
H27 H 1.4417 0.7170 -0.3903 0.024 Uiso 1 1 calc R . .
C34 C 1.5925(3) 0.66041(14) -0.46620(9) 0.0261(4) Uani 1 1 d . . .
H34 H 1.4830 0.6628 -0.4947 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
Br1 C16 1.8990(17) . ?
C1 C22 1.376(3) . ?
C1 C34 1.385(3) . ?
O2 C7 1.427(2) . ?
O3 C10 1.225(2) . ?
C4 C12 1.385(3) . ?
C4 C13 1.401(3) . ?
C5 C16 1.379(3) . ?
C5 C9 1.384(2) . ?
C6 C16 1.385(2) . ?
C6 C18 1.385(2) . ?
C7 C8 1.479(2) . ?
C7 C19 1.516(2) . ?
C8 C21 1.187(2) . ?
C9 C19 1.391(2) . ?
C10 C24 1.461(2) . ?
C10 C26 1.502(2) . ?
C11 C15 1.401(2) . ?
C11 C23 1.409(2) . ?
C11 C24 1.447(2) . ?
C12 C15 1.382(2) . ?
C13 C23 1.381(3) . ?
N14 C21 1.362(2) . ?
N14 C20 1.374(2) . ?
N14 C15 1.412(2) . ?
C17 C26 1.394(3) . ?
C17 C22 1.394(3) . ?
C18 C19 1.392(2) . ?
C20 C24 1.372(2) . ?
C26 C27 1.391(3) . ?
C27 C34 1.397(3) . ?

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 C1 C34 120.61(17) . . ?
C12 C4 C13 121.10(17) . . ?
C16 C5 C9 119.06(17) . . ?
C16 C6 C18 118.47(17) . . ?
O2 C7 C8 112.18(14) . . ?
O2 C7 C19 105.20(13) . . ?
C8 C7 C19 111.70(14) . . ?
C21 C8 C7 176.02(19) . . ?
C5 C9 C19 120.88(17) . . ?
O3 C10 C24 120.00(15) . . ?
O3 C10 C26 120.93(15) . . ?
C24 C10 C26 118.99(15) . . ?
C15 C11 C23 118.42(16) . . ?
C15 C11 C24 107.22(15) . . ?
C23 C11 C24 134.22(17) . . ?
C4 C12 C15 116.51(17) . . ?
C23 C13 C4 121.86(17) . . ?
C21 N14 C20 126.68(14) . . ?
C21 N14 C15 124.30(14) . . ?
C20 N14 C15 108.69(13) . . ?
C12 C15 C11 123.99(16) . . ?
C12 C15 N14 128.81(16) . . ?
C11 C15 N14 107.16(14) . . ?
C5 C16 C6 121.64(16) . . ?
C5 C16 Br1 119.27(14) . . ?
C6 C16 Br1 119.06(13) . . ?
C26 C17 C22 119.90(18) . . ?
C6 C18 C19 121.28(17) . . ?
C9 C19 C18 118.64(16) . . ?
C9 C19 C7 122.44(15) . . ?
C18 C19 C7 118.56(15) . . ?
C24 C20 N14 109.81(14) . . ?
C8 C21 N14 175.63(19) . . ?
C1 C22 C17 120.01(18) . . ?
C13 C23 C11 118.08(17) . . ?
C20 C24 C11 107.03(15) . . ?
C20 C24 C10 126.98(15) . . ?
C11 C24 C10 125.99(15) . . ?
C27 C26 C17 119.80(16) . . ?
C27 C26 C10 121.62(15) . . ?
C17 C26 C10 118.43(16) . . ?
C26 C27 C34 119.83(18) . . ?
C1 C34 C27 119.83(18) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.99
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.337
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.043
_database_code_depnum_ccdc_archive 'CCDC 974565'
#######################################################################
#
#                 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_e:\frames\guest\13222\work\p21

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            Y6-2nap
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H19 N O2'
_chemical_formula_sum            'C28 H19 N O2'
_chemical_formula_weight         401.44
_journal_name_requested          'Journal Name'

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   'P 21'

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

_cell_length_a                   8.0022(10)
_cell_length_b                   7.1348(9)
_cell_length_c                   16.892(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.7060(10)
_cell_angle_gamma                90.00
_cell_volume                     963.3(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6505
_cell_measurement_theta_min      4.828
_cell_measurement_theta_max      56.540

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          1.0
_exptl_crystal_size_mid          0.8
_exptl_crystal_size_min          0.6
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             420
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6586
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   
"SADABS based on Blessing's method; Blessing, Acta Cryst. (1995) A51 33-38"

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8255
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_sigmaI/netI    0.0264
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.21
_diffrn_reflns_theta_max         26.99
_reflns_number_total             4149
_reflns_number_gt                4053
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII'
_computing_cell_refinement       'Bruker APEXII'
_computing_data_reduction        'Bruker APEXII'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
'ORTEP-3 for Windows; Ferrugia L J (1997), J. Appl. Cryst. 30, 565'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0668P)²+0.0786P] 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   1.0(8)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         4149
_refine_ls_number_parameters     356
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.0885
_refine_ls_wR_factor_gt          0.0876
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.066
_refine_ls_shift/su_mean         0.006

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
O1 O 0.21135(11) 0.38296(15) 0.29829(5) 0.0213(2) Uani 1 1 d . . .
C2 C 0.04125(16) 0.33138(18) 0.82101(7) 0.0162(2) Uani 1 1 d . . .
C3 C 0.13717(16) 0.27280(18) 0.88944(7) 0.0155(3) Uani 1 1 d . . .
C4 C 0.05697(16) 0.16897(19) 0.94893(7) 0.0159(2) Uani 1 1 d . . .
C5 C 0.07676(15) 0.40584(19) 0.32987(7) 0.0160(2) Uani 1 1 d . . .
C6 C -0.11500(17) 0.12381(18) 0.93698(8) 0.0177(3) Uani 1 1 d . . .
C7 C -0.08305(15) 0.40179(19) 0.28042(7) 0.0162(2) Uani 1 1 d . . .
C8 C -0.23880(16) 0.36556(19) 0.74381(7) 0.0173(3) Uani 1 1 d . . .
C9 C -0.14720(15) 0.3947(2) 0.67119(7) 0.0183(3) Uani 1 1 d . . .
O10 O -0.32761(12) 0.52920(15) 0.76800(6) 0.0227(2) Uani 1 1 d . . .
C11 C -0.08041(17) 0.3150(2) 0.20600(7) 0.0189(3) Uani 1 1 d . . .
C12 C -0.12664(16) 0.29151(17) 0.81228(7) 0.0155(2) Uani 1 1 d . . .
C13 C -0.07602(15) 0.40662(19) 0.61104(7) 0.0177(2) Uani 1 1 d . . .
C14 C 0.39802(17) 0.26145(19) 0.96920(8) 0.0198(3) Uani 1 1 d . . .
C15 C 0.15192(17) 0.11383(18) 1.01824(8) 0.0182(3) Uani 1 1 d . . .
N16 N 0.01288(13) 0.42225(16) 0.54474(6) 0.0168(2) Uani 1 1 d . . .
C17 C -0.20446(16) 0.18426(19) 0.87078(7) 0.0172(2) Uani 1 1 d . . .
C18 C 0.31754(17) 0.1590(2) 1.02821(8) 0.0198(3) Uani 1 1 d . . .
C19 C -0.04840(15) 0.39965(19) 0.46716(7) 0.0162(2) Uani 1 1 d . . .
C20 C 0.07760(15) 0.43219(17) 0.41643(7) 0.0158(2) Uani 1 1 d . . .
C21 C 0.29244(17) 0.5158(2) 0.60845(7) 0.0207(3) Uani 1 1 d . . .
C22 C -0.22467(18) 0.3037(2) 0.15730(8) 0.0226(3) Uani 1 1 d . . .
C23 C 0.49933(18) 0.5817(2) 0.51132(8) 0.0225(3) Uani 1 1 d . . .
C24 C 0.31053(16) 0.31696(19) 0.90134(7) 0.0179(3) Uani 1 1 d . . .
C25 C -0.23164(17) 0.4832(2) 0.30370(7) 0.0212(3) Uani 1 1 d . . .
C26 C 0.22650(16) 0.48004(18) 0.46496(7) 0.0164(2) Uani 1 1 d . . .
C27 C 0.38904(16) 0.53634(19) 0.44868(8) 0.0194(3) Uani 1 1 d . . .
C28 C -0.37644(18) 0.4705(2) 0.25473(8) 0.0248(3) Uani 1 1 d . . .
C29 C -0.37333(17) 0.3796(2) 0.18214(8) 0.0238(3) Uani 1 1 d . . .
C30 C 0.45207(17) 0.5715(2) 0.59027(8) 0.0231(3) Uani 1 1 d . . .
C31 C 0.18243(16) 0.47241(18) 0.54442(7) 0.0169(3) Uani 1 1 d . . .
H1 H -0.3306(18) 0.272(2) 0.7310(9) 0.009(3) Uiso 1 1 d . . .
H2 H -0.163(2) 0.358(2) 0.4567(9) 0.016(4) Uiso 1 1 d . . .
H3 H 0.093(2) 0.042(3) 1.0589(10) 0.023(4) Uiso 1 1 d . . .
H4 H -0.171(2) 0.056(3) 0.9782(10) 0.019(4) Uiso 1 1 d . . .
H5 H 0.103(2) 0.401(3) 0.7812(10) 0.025(4) Uiso 1 1 d . . .
H6 H 0.255(2) 0.507(3) 0.6599(10) 0.022(4) Uiso 1 1 d . . .
H7 H 0.372(2) 0.382(3) 0.8609(10) 0.018(4) Uiso 1 1 d . . .
H8 H -0.320(2) 0.160(3) 0.8634(11) 0.028(5) Uiso 1 1 d . . .
H9 H 0.423(2) 0.543(3) 0.3907(10) 0.021(4) Uiso 1 1 d . . .
H10 H 0.375(2) 0.120(3) 1.0748(11) 0.031(5) Uiso 1 1 d . . .
H11 H -0.230(2) 0.551(3) 0.3519(11) 0.030(5) Uiso 1 1 d . . .
H12 H 0.609(2) 0.627(3) 0.5021(10) 0.019(4) Uiso 1 1 d . . .
H13 H 0.519(2) 0.294(3) 0.9772(9) 0.015(4) Uiso 1 1 d . . .
H14 H 0.023(2) 0.267(2) 0.1877(9) 0.015(4) Uiso 1 1 d . . .
H15 H 0.5308(19) 0.607(2) 0.6330(9) 0.014(4) Uiso 1 1 d . . .
H16 H -0.269(3) 0.633(5) 0.7533(16) 0.066(8) Uiso 1 1 d . . .
H17 H -0.481(2) 0.527(3) 0.2686(10) 0.025(4) Uiso 1 1 d . . .
H18 H -0.477(2) 0.369(3) 0.1478(11) 0.026(4) Uiso 1 1 d . . .
H19 H -0.221(2) 0.241(3) 0.1056(11) 0.026(4) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C5 1.2350(15) . ?
C2 C12 1.3744(19) . ?
C2 C3 1.4200(18) . ?
C3 C4 1.4253(17) . ?
C3 C24 1.4276(18) . ?
C4 C6 1.4185(19) . ?
C4 C15 1.4209(17) . ?
C5 C20 1.4739(16) . ?
C5 C7 1.4943(16) . ?
C6 C17 1.3686(19) . ?
C7 C25 1.3965(18) . ?
C7 C11 1.4024(18) . ?
C8 O10 1.4362(16) . ?
C8 C9 1.4732(17) . ?
C8 C12 1.5246(17) . ?
C9 C13 1.1910(18) . ?
C11 C22 1.3879(19) . ?
C12 C17 1.4171(17) . ?
C13 N16 1.3594(16) . ?
C14 C24 1.3731(19) . ?
C14 C18 1.4153(19) . ?
C15 C18 1.367(2) . ?
N16 C19 1.3867(15) . ?
N16 C31 1.4035(16) . ?
C19 C20 1.3734(17) . ?
C20 C26 1.4547(17) . ?
C21 C30 1.386(2) . ?
C21 C31 1.3967(18) . ?
C22 C29 1.390(2) . ?
C23 C27 1.3838(18) . ?
C23 C30 1.405(2) . ?
C25 C28 1.394(2) . ?
C26 C27 1.4009(18) . ?
C26 C31 1.4047(16) . ?
C28 C29 1.389(2) . ?

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
C12 C2 C3 120.96(12) . . ?
C2 C3 C4 118.87(11) . . ?
C2 C3 C24 122.28(12) . . ?
C4 C3 C24 118.84(11) . . ?
C6 C4 C15 122.13(12) . . ?
C6 C4 C3 118.94(11) . . ?
C15 C4 C3 118.94(12) . . ?
O1 C5 C20 118.82(11) . . ?
O1 C5 C7 119.79(11) . . ?
C20 C5 C7 121.38(10) . . ?
C17 C6 C4 120.75(12) . . ?
C25 C7 C11 119.02(12) . . ?
C25 C7 C5 123.52(11) . . ?
C11 C7 C5 117.45(11) . . ?
O10 C8 C9 113.25(11) . . ?
O10 C8 C12 110.32(10) . . ?
C9 C8 C12 112.47(10) . . ?
C13 C9 C8 175.73(15) . . ?
C22 C11 C7 120.65(12) . . ?
C2 C12 C17 119.77(12) . . ?
C2 C12 C8 123.17(11) . . ?
C17 C12 C8 116.99(11) . . ?
C9 C13 N16 176.93(13) . . ?
C24 C14 C18 120.39(13) . . ?
C18 C15 C4 120.93(12) . . ?
C13 N16 C19 126.41(11) . . ?
C13 N16 C31 124.59(10) . . ?
C19 N16 C31 108.96(10) . . ?
C6 C17 C12 120.65(12) . . ?
C15 C18 C14 120.39(13) . . ?
C20 C19 N16 109.43(11) . . ?
C19 C20 C26 107.09(10) . . ?
C19 C20 C5 128.93(11) . . ?
C26 C20 C5 123.66(11) . . ?
C30 C21 C31 116.47(12) . . ?
C11 C22 C29 119.88(13) . . ?
C27 C23 C30 121.54(13) . . ?
C14 C24 C3 120.51(12) . . ?
C28 C25 C7 120.05(12) . . ?
C27 C26 C31 118.42(11) . . ?
C27 C26 C20 134.43(11) . . ?
C31 C26 C20 107.07(11) . . ?
C23 C27 C26 118.78(12) . . ?
C29 C28 C25 120.33(13) . . ?
C28 C29 C22 120.00(12) . . ?
C21 C30 C23 121.15(12) . . ?
C21 C31 N16 128.88(11) . . ?
C21 C31 C26 123.63(12) . . ?
N16 C31 C26 107.45(10) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.99
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.051
_database_code_depnum_ccdc_archive 'CCDC 974566'
