# Electronic Supplementary Material (ESI) for Chemical Science.
# 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_r_3a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H19 N'
_chemical_formula_weight         237.33

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'

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

_cell_length_a                   12.6984(7)
_cell_length_b                   7.5774(4)
_cell_length_c                   15.0315(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.303(6)
_cell_angle_gamma                90.00
_cell_volume                     1413.12(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3631
_cell_measurement_theta_min      3.6190
_cell_measurement_theta_max      26.8700

_exptl_crystal_description       prism
_exptl_crystal_colour            colour_less
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             512
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_T_min  0.88902
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_detector_area_resol_mean 16.5467
_diffrn_measurement_method       'ω scan at different φ to fill Ewald sphere'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11526
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_sigmaI/netI    0.0190
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.58
_diffrn_reflns_theta_max         23.25
_reflns_number_total             2032
_reflns_number_gt                1808
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0981P)²+0.7397P] 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     SHELXL
_refine_ls_extinction_coef       0.046(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2032
_refine_ls_number_parameters     165
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0526
_refine_ls_wR_factor_ref         0.1553
_refine_ls_wR_factor_gt          0.1483
_refine_ls_goodness_of_fit_ref   0.909
_refine_ls_restrained_S_all      0.909
_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
C1 C 0.08480(16) 0.2025(3) 0.21864(14) 0.0453(6) Uani 1 1 d . . .
H1 H 0.0243 0.1305 0.1867 0.054 Uiso 1 1 calc R . .
C2 C 0.04387(15) 0.3947(3) 0.22081(13) 0.0423(5) Uani 1 1 d . . .
H2 H 0.1035 0.4681 0.2529 0.051 Uiso 1 1 calc R . .
N1 N 0.01016(15) 0.4603(2) 0.12812(12) 0.0518(5) Uani 1 1 d . . .
H1A H 0.0060 0.3946 0.0808 0.062 Uiso 1 1 calc R . .
C10 C 0.12070(16) 0.1282(3) 0.31388(14) 0.0430(5) Uani 1 1 d . . .
C11 C 0.06115(19) 0.0029(3) 0.34763(17) 0.0577(7) Uani 1 1 d . . .
H11 H -0.0018 -0.0399 0.3106 0.069 Uiso 1 1 calc R . .
C12 C 0.0932(2) -0.0606(4) 0.43564(19) 0.0712(8) Uani 1 1 d . . .
H12 H 0.0512 -0.1439 0.4574 0.085 Uiso 1 1 calc R . .
C13 C 0.1868(3) -0.0008(4) 0.49081(19) 0.0732(8) Uani 1 1 d . . .
H13 H 0.2086 -0.0435 0.5499 0.088 Uiso 1 1 calc R . .
C14 C 0.2474(2) 0.1217(4) 0.45817(17) 0.0666(7) Uani 1 1 d . . .
H14 H 0.3110 0.1623 0.4952 0.080 Uiso 1 1 calc R . .
C15 C 0.21532(18) 0.1859(3) 0.37083(15) 0.0543(6) Uani 1 1 d . . .
H15 H 0.2578 0.2693 0.3496 0.065 Uiso 1 1 calc R . .
C21 C -0.04795(15) 0.4078(3) 0.27039(13) 0.0399(5) Uani 1 1 d . . .
C22 C -0.14737(16) 0.3326(3) 0.23398(15) 0.0515(6) Uani 1 1 d . . .
H22 H -0.1576 0.2750 0.1782 0.062 Uiso 1 1 calc R . .
C23 C -0.23075(18) 0.3415(4) 0.27848(17) 0.0617(7) Uani 1 1 d . . .
H23 H -0.2963 0.2885 0.2531 0.074 Uiso 1 1 calc R . .
C24 C -0.2183(2) 0.4272(4) 0.35970(18) 0.0645(7) Uani 1 1 d . . .
H24 H -0.2751 0.4334 0.3897 0.077 Uiso 1 1 calc R . .
C25 C -0.1208(2) 0.5048(4) 0.39697(17) 0.0682(8) Uani 1 1 d . . .
H25 H -0.1117 0.5641 0.4522 0.082 Uiso 1 1 calc R . .
C26 C -0.03632(18) 0.4943(3) 0.35221(15) 0.0545(6) Uani 1 1 d . . .
H26 H 0.0293 0.5467 0.3780 0.065 Uiso 1 1 calc R . .
C8 C 0.17231(19) 0.1931(3) 0.16503(16) 0.0573(6) Uani 1 1 d . . .
H8 H 0.2354 0.2556 0.1874 0.069 Uiso 1 1 calc R . .
C7 C 0.1667(3) 0.1047(4) 0.08989(18) 0.0774(8) Uani 1 1 d . . .
H14A H 0.1050 0.0405 0.0652 0.093 Uiso 1 1 calc R . .
H14B H 0.2245 0.1057 0.0609 0.093 Uiso 1 1 calc R . .
C16 C -0.0157(2) 0.6469(3) 0.12314(18) 0.0660(7) Uani 1 1 d . . .
H16A H -0.0234 0.6870 0.0615 0.099 Uiso 1 1 calc R . .
H16B H 0.0412 0.7116 0.1619 0.099 Uiso 1 1 calc R . .
H16C H -0.0820 0.6658 0.1427 0.099 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
C1 C8 1.507(3) . ?
C1 C10 1.515(3) . ?
C1 C2 1.549(3) . ?
C2 N1 1.455(3) . ?
C2 C21 1.515(3) . ?
N1 C16 1.450(3) . ?
C10 C11 1.376(3) . ?
C10 C15 1.389(3) . ?
C11 C12 1.385(4) . ?
C12 C13 1.374(4) . ?
C13 C14 1.362(4) . ?
C14 C15 1.378(3) . ?
C21 C26 1.373(3) . ?
C21 C22 1.387(3) . ?
C22 C23 1.369(3) . ?
C23 C24 1.362(4) . ?
C24 C25 1.377(4) . ?
C25 C26 1.384(3) . ?
C8 C7 1.302(4) . ?

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
C8 C1 C10 112.33(17) . . ?
C8 C1 C2 110.16(17) . . ?
C10 C1 C2 111.35(17) . . ?
N1 C2 C21 110.39(16) . . ?
N1 C2 C1 109.41(17) . . ?
C21 C2 C1 111.65(16) . . ?
C2 N1 C16 113.54(18) . . ?
C11 C10 C15 117.4(2) . . ?
C11 C10 C1 121.75(19) . . ?
C15 C10 C1 120.80(19) . . ?
C10 C11 C12 121.3(2) . . ?
C13 C12 C11 120.1(2) . . ?
C14 C13 C12 119.3(2) . . ?
C13 C14 C15 120.6(3) . . ?
C14 C15 C10 121.2(2) . . ?
C26 C21 C22 117.68(19) . . ?
C26 C21 C2 121.64(18) . . ?
C22 C21 C2 120.68(18) . . ?
C23 C22 C21 121.4(2) . . ?
C24 C23 C22 120.5(2) . . ?
C23 C24 C25 119.4(2) . . ?
C24 C25 C26 120.0(2) . . ?
C21 C26 C25 121.1(2) . . ?
C7 C8 C1 125.3(3) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        23.25
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.030
_database_code_depnum_ccdc_archive 'CCDC 985818'
#######################################################################
#
#                 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_r_3d

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H40 Br2 N2 O4 S2'
_chemical_formula_weight         884.72

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'
S S 0.1246 0.1234 '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'

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

_cell_length_a                   6.9028(18)
_cell_length_b                   11.787(2)
_cell_length_c                   25.657(12)
_cell_angle_alpha                89.74(2)
_cell_angle_beta                 87.38(3)
_cell_angle_gamma                85.551(18)
_cell_volume                     2079.0(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    373
_cell_measurement_theta_min      3.4250
_cell_measurement_theta_max      17.3240

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             904
_exptl_absorpt_coefficient_mu    2.094
_exptl_absorpt_correction_T_min  0.26580
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_detector_area_resol_mean 16.5467
_diffrn_measurement_method       'ω scans at different φ to fill Ewald sphere'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4148
_diffrn_reflns_av_R_equivalents  0.1133
_diffrn_reflns_av_sigmaI/netI    0.1675
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.30
_diffrn_reflns_theta_max         15.86
_reflns_number_total             1937
_reflns_number_gt                1183
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.2000P)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    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0000(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1937
_refine_ls_number_parameters     238
_refine_ls_number_restraints     136
_refine_ls_R_factor_all          0.2131
_refine_ls_R_factor_gt           0.1624
_refine_ls_wR_factor_ref         0.4133
_refine_ls_wR_factor_gt          0.3726
_refine_ls_goodness_of_fit_ref   1.265
_refine_ls_restrained_S_all      1.257
_refine_ls_shift/su_max          1.342
_refine_ls_shift/su_mean         0.013

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 0.0378(7) 0.7997(4) 0.3227(2) 0.096(2) Uani 1 1 d U . .
C1 C 0.210(3) 0.6740(16) 0.3075(7) 0.038(10) Uiso 1 1 d GU . .
C2 C 0.142(2) 0.5675(19) 0.3003(8) 0.041(10) Uiso 1 1 d GU . .
H2 H 0.0094 0.5582 0.3042 0.049 Uiso 1 1 calc R . .
C3 C 0.272(3) 0.4748(15) 0.2873(8) 0.053(11) Uiso 1 1 d GU . .
H3 H 0.2261 0.4036 0.2825 0.064 Uiso 1 1 calc R . .
C4 C 0.470(3) 0.4886(18) 0.2815(8) 0.040(10) Uiso 1 1 d GU . .
C5 C 0.538(2) 0.595(2) 0.2887(9) 0.092(15) Uiso 1 1 d GU . .
H5 H 0.6702 0.6044 0.2848 0.111 Uiso 1 1 calc R . .
C6 C 0.408(3) 0.6878(17) 0.3017(9) 0.092(14) Uiso 1 1 d GU . .
H6 H 0.4535 0.7591 0.3065 0.110 Uiso 1 1 calc R . .
S1 S 0.6311(12) 0.3684(7) 0.2658(3) 0.035(3) Uani 1 1 d U . .
O1 O 0.555(3) 0.3172(17) 0.2207(8) 0.041(5) Uani 1 1 d U . .
O2 O 0.837(3) 0.4006(18) 0.2646(8) 0.048(6) Uani 1 1 d U . .
N1 N 0.606(3) 0.280(2) 0.3115(9) 0.041(6) Uani 1 1 d U . .
H1 H 0.5135 0.2354 0.3111 0.050 Uiso 1 1 calc R . .
C7 C 0.742(5) 0.275(3) 0.3564(12) 0.043(6) Uani 1 1 d U . .
H7 H 0.8787 0.2668 0.3435 0.051 Uiso 1 1 calc R . .
C8 C 0.698(4) 0.3839(17) 0.3875(9) 0.060(12) Uiso 1 1 d GU . .
C9 C 0.512(3) 0.428(2) 0.4032(10) 0.074(13) Uiso 1 1 d GU . .
H9 H 0.4044 0.3912 0.3938 0.089 Uiso 1 1 calc R . .
C10 C 0.487(3) 0.527(2) 0.4328(11) 0.111(17) Uiso 1 1 d GU . .
H10 H 0.3623 0.5562 0.4433 0.133 Uiso 1 1 calc R . .
C11 C 0.648(5) 0.5816(19) 0.4469(10) 0.14(2) Uiso 1 1 d GU . .
H11 H 0.6310 0.6478 0.4667 0.171 Uiso 1 1 calc R . .
C12 C 0.834(4) 0.538(2) 0.4312(10) 0.079(13) Uiso 1 1 d GU . .
H12 H 0.9416 0.5743 0.4406 0.095 Uiso 1 1 calc R . .
C13 C 0.859(3) 0.439(2) 0.4016(9) 0.067(12) Uiso 1 1 d GU . .
H13 H 0.9837 0.4093 0.3911 0.081 Uiso 1 1 calc R . .
C14 C 0.691(5) 0.168(3) 0.3924(12) 0.044(6) Uani 1 1 d U . .
H14 H 0.5549 0.1823 0.4048 0.052 Uiso 1 1 calc R . .
C15 C 0.706(5) 0.056(3) 0.3584(13) 0.052(8) Uani 1 1 d U . .
H15 H 0.8177 0.0360 0.3376 0.063 Uiso 1 1 calc R . .
C16 C 0.567(5) -0.007(3) 0.3596(14) 0.073(9) Uani 1 1 d U . .
H16A H 0.4553 0.0131 0.3803 0.087 Uiso 1 1 calc R . .
H16B H 0.5747 -0.0730 0.3397 0.087 Uiso 1 1 calc R . .
C17 C 0.814(3) 0.161(2) 0.4405(10) 0.062(12) Uiso 1 1 d GU . .
C18 C 0.742(3) 0.184(2) 0.4912(11) 0.070(13) Uiso 1 1 d GU . .
H18 H 0.6098 0.2008 0.4979 0.084 Uiso 1 1 calc R . .
C19 C 0.869(4) 0.182(2) 0.5318(9) 0.113(17) Uiso 1 1 d GU . .
H19 H 0.8214 0.1972 0.5657 0.135 Uiso 1 1 calc R . .
C20 C 1.067(4) 0.157(2) 0.5218(10) 0.091(15) Uiso 1 1 d GU . .
H20 H 1.1522 0.1551 0.5489 0.110 Uiso 1 1 calc R . .
C21 C 1.139(3) 0.134(2) 0.4711(12) 0.066(12) Uiso 1 1 d GU . .
H21 H 1.2714 0.1167 0.4643 0.079 Uiso 1 1 calc R . .
C22 C 1.012(4) 0.136(2) 0.4304(9) 0.114(17) Uiso 1 1 d GU . .
H22 H 1.0598 0.1204 0.3965 0.137 Uiso 1 1 calc R . .
Br2 Br 0.7402(6) -0.2931(4) 0.1559(2) 0.100(2) Uani 1 1 d U . .
C51 C 0.580(3) -0.1663(15) 0.1816(7) 0.018(9) Uiso 1 1 d GU . .
C52 C 0.650(2) -0.0706(18) 0.2033(8) 0.050(11) Uiso 1 1 d GU . .
H52 H 0.7833 -0.0663 0.2059 0.060 Uiso 1 1 calc R . .
C53 C 0.521(3) 0.0186(15) 0.2212(8) 0.066(12) Uiso 1 1 d GU . .
H53 H 0.5680 0.0827 0.2358 0.079 Uiso 1 1 calc R . .
C54 C 0.322(3) 0.0121(16) 0.2174(8) 0.039(10) Uiso 1 1 d GU . .
C55 C 0.252(2) -0.0836(19) 0.1957(8) 0.042(10) Uiso 1 1 d GU . .
H55 H 0.1189 -0.0879 0.1931 0.050 Uiso 1 1 calc R . .
C56 C 0.381(3) -0.1728(15) 0.1778(7) 0.029(9) Uiso 1 1 d GU . .
H56 H 0.3343 -0.2368 0.1632 0.034 Uiso 1 1 calc R . .
S2 S 0.1676(12) 0.1280(7) 0.2387(4) 0.032(3) Uani 1 1 d U . .
O3 O -0.029(3) 0.0945(16) 0.2402(7) 0.034(5) Uani 1 1 d U . .
O4 O 0.242(3) 0.1692(16) 0.2852(8) 0.038(5) Uani 1 1 d U . .
N2 N 0.178(3) 0.223(2) 0.1957(9) 0.027(5) Uani 1 1 d U . .
H2A H 0.2517 0.2774 0.2011 0.032 Uiso 1 1 calc R . .
C57 C 0.073(4) 0.229(2) 0.1476(11) 0.027(6) Uani 1 1 d U . .
H57 H -0.0662 0.2297 0.1567 0.033 Uiso 1 1 calc R . .
C58 C -0.011(2) 0.054(2) 0.0976(8) 0.072(13) Uiso 1 1 d GU . .
H58 H -0.1397 0.0701 0.1092 0.087 Uiso 1 1 calc R . .
C59 C 0.041(3) -0.0393(18) 0.0658(9) 0.073(13) Uiso 1 1 d GU . .
H59 H -0.0538 -0.0862 0.0561 0.088 Uiso 1 1 calc R . .
C60 C 0.233(3) -0.0628(16) 0.0485(8) 0.071(13) Uiso 1 1 d GU . .
H60 H 0.2676 -0.1255 0.0272 0.085 Uiso 1 1 calc R . .
C61 C 0.374(2) 0.0074(19) 0.0629(8) 0.052(11) Uiso 1 1 d GU . .
H61 H 0.5032 -0.0083 0.0513 0.063 Uiso 1 1 calc R . .
C62 C 0.323(3) 0.1011(17) 0.0947(8) 0.044(10) Uiso 1 1 d GU . .
H62 H 0.4173 0.1480 0.1044 0.053 Uiso 1 1 calc R . .
C63 C 0.130(3) 0.1246(16) 0.1121(8) 0.025(9) Uiso 1 1 d GU . .
C64 C 0.110(4) 0.336(2) 0.1184(11) 0.029(6) Uani 1 1 d U . .
H64 H 0.2461 0.3318 0.1053 0.035 Uiso 1 1 calc R . .
C65 C 0.066(5) 0.446(3) 0.1518(11) 0.034(7) Uani 1 1 d U . .
H65 H -0.0565 0.4627 0.1680 0.041 Uiso 1 1 calc R . .
C66 C 0.203(5) 0.511(3) 0.1561(12) 0.050(8) Uani 1 1 d U . .
H66A H 0.3237 0.4931 0.1397 0.060 Uiso 1 1 calc R . .
H66B H 0.1813 0.5778 0.1758 0.060 Uiso 1 1 calc R . .
C67 C -0.028(3) 0.3497(17) 0.0706(7) 0.022(9) Uiso 1 1 d GU . .
C68 C -0.228(3) 0.3697(18) 0.0797(7) 0.072(13) Uiso 1 1 d GU . .
H68 H -0.2802 0.3757 0.1137 0.086 Uiso 1 1 calc R . .
C69 C -0.349(2) 0.3808(19) 0.0379(9) 0.059(12) Uiso 1 1 d GU . .
H69 H -0.4828 0.3942 0.0440 0.071 Uiso 1 1 calc R . .
C70 C -0.271(3) 0.3719(17) -0.0129(8) 0.042(10) Uiso 1 1 d GU . .
H70 H -0.3520 0.3793 -0.0409 0.050 Uiso 1 1 calc R . .
C71 C -0.071(3) 0.3518(16) -0.0220(6) 0.037(10) Uiso 1 1 d GU . .
H71 H -0.0186 0.3459 -0.0560 0.044 Uiso 1 1 calc R . .
C72 C 0.050(2) 0.3407(16) 0.0198(8) 0.030(9) Uiso 1 1 d GU . .
H72 H 0.1841 0.3273 0.0138 0.036 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 C1 1.857(17) . ?
C1 C2 1.3900 . ?
C1 C6 1.3900 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C4 S1 1.770(18) . ?
C5 C6 1.3900 . ?
S1 O1 1.44(2) . ?
S1 O2 1.50(2) . ?
S1 N1 1.58(2) . ?
N1 C7 1.52(3) . ?
C7 C8 1.52(3) . ?
C7 C14 1.60(4) . ?
C8 C9 1.3900 . ?
C8 C13 1.3900 . ?
C9 C10 1.3900 . ?
C10 C11 1.3900 . ?
C11 C12 1.3900 . ?
C12 C13 1.3900 . ?
C14 C17 1.53(3) . ?
C14 C15 1.59(4) . ?
C15 C16 1.26(4) . ?
C17 C18 1.3900 . ?
C17 C22 1.3900 . ?
C18 C19 1.3900 . ?
C19 C20 1.3900 . ?
C20 C21 1.3900 . ?
C21 C22 1.3900 . ?
Br2 C51 1.890(16) . ?
C51 C52 1.3900 . ?
C51 C56 1.3900 . ?
C52 C53 1.3900 . ?
C53 C54 1.3900 . ?
C54 C55 1.3900 . ?
C54 S2 1.740(17) . ?
C55 C56 1.3900 . ?
S2 O4 1.42(2) . ?
S2 O3 1.44(2) . ?
S2 N2 1.58(2) . ?
N2 C57 1.46(3) . ?
C57 C64 1.50(4) . ?
C57 C63 1.55(3) . ?
C58 C59 1.3900 . ?
C58 C63 1.3900 . ?
C59 C60 1.3900 . ?
C60 C61 1.3900 . ?
C61 C62 1.3900 . ?
C62 C63 1.3900 . ?
C64 C65 1.56(4) . ?
C64 C67 1.59(3) . ?
C65 C66 1.28(4) . ?
C67 C68 1.3900 . ?
C67 C72 1.3900 . ?
C68 C69 1.3900 . ?
C69 C70 1.3900 . ?
C70 C71 1.3900 . ?
C71 C72 1.3900 . ?

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
C2 C1 C6 120.0 . . ?
C2 C1 Br1 120.6(13) . . ?
C6 C1 Br1 119.4(13) . . ?
C3 C2 C1 120.0 . . ?
C2 C3 C4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 S1 121.2(15) . . ?
C3 C4 S1 118.8(15) . . ?
C6 C5 C4 120.0 . . ?
C5 C6 C1 120.0 . . ?
O1 S1 O2 120.6(13) . . ?
O1 S1 N1 105.4(13) . . ?
O2 S1 N1 107.8(12) . . ?
O1 S1 C4 105.9(11) . . ?
O2 S1 C4 110.0(13) . . ?
N1 S1 C4 106.4(12) . . ?
C7 N1 S1 121(2) . . ?
C8 C7 N1 107(2) . . ?
C8 C7 C14 109(2) . . ?
N1 C7 C14 108(2) . . ?
C9 C8 C13 120.0 . . ?
C9 C8 C7 124(2) . . ?
C13 C8 C7 116(2) . . ?
C8 C9 C10 120.0 . . ?
C11 C10 C9 120.0 . . ?
C10 C11 C12 120.0 . . ?
C13 C12 C11 120.0 . . ?
C12 C13 C8 120.0 . . ?
C17 C14 C15 114(2) . . ?
C17 C14 C7 111(3) . . ?
C15 C14 C7 110(3) . . ?
C16 C15 C14 120(3) . . ?
C18 C17 C22 120.0 . . ?
C18 C17 C14 125(2) . . ?
C22 C17 C14 115(2) . . ?
C19 C18 C17 120.0 . . ?
C18 C19 C20 120.0 . . ?
C19 C20 C21 120.0 . . ?
C22 C21 C20 120.0 . . ?
C21 C22 C17 120.0 . . ?
C52 C51 C56 120.0 . . ?
C52 C51 Br2 124.1(11) . . ?
C56 C51 Br2 115.9(11) . . ?
C51 C52 C53 120.0 . . ?
C54 C53 C52 120.0 . . ?
C55 C54 C53 120.0 . . ?
C55 C54 S2 121.9(14) . . ?
C53 C54 S2 118.1(14) . . ?
C54 C55 C56 120.0 . . ?
C55 C56 C51 120.0 . . ?
O4 S2 O3 118.8(13) . . ?
O4 S2 N2 108.3(13) . . ?
O3 S2 N2 106.2(12) . . ?
O4 S2 C54 107.5(11) . . ?
O3 S2 C54 108.2(12) . . ?
N2 S2 C54 107.5(12) . . ?
C57 N2 S2 126(2) . . ?
N2 C57 C64 110(2) . . ?
N2 C57 C63 112(2) . . ?
C64 C57 C63 110(2) . . ?
C59 C58 C63 120.0 . . ?
C58 C59 C60 120.0 . . ?
C61 C60 C59 120.0 . . ?
C62 C61 C60 120.0 . . ?
C61 C62 C63 120.0 . . ?
C62 C63 C58 120.0 . . ?
C62 C63 C57 119.9(18) . . ?
C58 C63 C57 120.1(18) . . ?
C57 C64 C65 113(2) . . ?
C57 C64 C67 110(2) . . ?
C65 C64 C67 106(2) . . ?
C66 C65 C64 118(3) . . ?
C68 C67 C72 120.0 . . ?
C68 C67 C64 119.9(16) . . ?
C72 C67 C64 120.1(16) . . ?
C69 C68 C67 120.0 . . ?
C68 C69 C70 120.0 . . ?
C71 C70 C69 120.0 . . ?
C72 C71 C70 120.0 . . ?
C71 C72 C67 120.0 . . ?

_diffrn_measured_fraction_theta_max 0.977
_diffrn_reflns_theta_full        15.86
_diffrn_measured_fraction_theta_full 0.977
_refine_diff_density_max         2.144
_refine_diff_density_min         -0.677
_refine_diff_density_rms         0.183
_database_code_depnum_ccdc_archive 'CCDC 985819'
#######################################################################
#
#                 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_r_3i

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H22 N2 O3'
_chemical_formula_weight         398.45

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           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'

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

_cell_length_a                   12.8758(3)
_cell_length_b                   17.5058(4)
_cell_length_c                   18.2986(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4124.52(16)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9065
_cell_measurement_theta_min      3.5440
_cell_measurement_theta_max      27.5820

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1680
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_min  0.90388
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_detector_area_resol_mean 16.5467
_diffrn_measurement_method       'ω scans at different φ to fill Ewald sphere'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            47688
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_sigmaI/netI    0.0184
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.37
_diffrn_reflns_theta_max         25.03
_reflns_number_total             3633
_reflns_number_gt                3153
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0397P)²+1.4868P] 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     SHELXL
_refine_ls_extinction_coef       0.0036(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3633
_refine_ls_number_parameters     278
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0507
_refine_ls_wR_factor_ref         0.1113
_refine_ls_wR_factor_gt          0.1066
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_restrained_S_all      1.125
_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
C1 C 0.94164(12) 0.16343(9) 0.35167(9) 0.0336(4) Uani 1 1 d . . .
H1 H 0.9707 0.1299 0.3140 0.040 Uiso 1 1 calc R . .
N2 N 0.84455(10) 0.12891(8) 0.37650(7) 0.0351(3) Uani 1 1 d . . .
C3 C 0.77584(14) 0.18077(10) 0.41598(10) 0.0427(4) Uani 1 1 d . . .
H3A H 0.8131 0.2044 0.4561 0.051 Uiso 1 1 calc R . .
H3B H 0.7175 0.1526 0.4359 0.051 Uiso 1 1 calc R . .
C4 C 0.73734(14) 0.24142(11) 0.36405(12) 0.0524(5) Uani 1 1 d . . .
H4A H 0.6872 0.2190 0.3308 0.063 Uiso 1 1 calc R . .
H4B H 0.7024 0.2812 0.3916 0.063 Uiso 1 1 calc R . .
C5 C 0.82480(14) 0.27623(10) 0.32066(10) 0.0412(4) Uani 1 1 d . . .
C6 C 0.92131(13) 0.24025(10) 0.31636(9) 0.0358(4) Uani 1 1 d . . .
C7 C 0.99998(15) 0.27539(11) 0.27659(9) 0.0453(5) Uani 1 1 d . . .
H7 H 1.0649 0.2523 0.2741 0.054 Uiso 1 1 calc R . .
C8 C 0.98386(17) 0.34364(12) 0.24085(11) 0.0550(5) Uani 1 1 d . . .
H8 H 1.0377 0.3665 0.2149 0.066 Uiso 1 1 calc R . .
C9 C 0.88808(18) 0.37760(11) 0.24371(11) 0.0582(6) Uani 1 1 d . . .
H9 H 0.8762 0.4230 0.2187 0.070 Uiso 1 1 calc R . .
C10 C 0.80973(17) 0.34455(11) 0.28349(11) 0.0539(5) Uani 1 1 d . . .
H10 H 0.7452 0.3683 0.2856 0.065 Uiso 1 1 calc R . .
C11 C 1.02359(13) 0.16831(10) 0.41531(9) 0.0364(4) Uani 1 1 d . . .
H11 H 1.0186 0.2194 0.4370 0.044 Uiso 1 1 calc R . .
C12 C 1.00339(14) 0.11104(11) 0.47463(9) 0.0445(5) Uani 1 1 d . . .
H12 H 1.0000 0.0598 0.4615 0.053 Uiso 1 1 calc R . .
C13 C 0.9904(2) 0.12830(17) 0.54328(12) 0.0738(7) Uani 1 1 d D . .
H13A H 0.9775(19) 0.0902(9) 0.5788(10) 0.089 Uiso 1 1 d D . .
H13B H 0.988(2) 0.1799(6) 0.5581(12) 0.089 Uiso 1 1 d D . .
C14 C 1.13338(13) 0.15855(10) 0.38641(9) 0.0369(4) Uani 1 1 d . . .
C15 C 1.20643(15) 0.21588(11) 0.39326(11) 0.0517(5) Uani 1 1 d . . .
H15 H 1.1885 0.2617 0.4157 0.062 Uiso 1 1 calc R . .
C16 C 1.30629(17) 0.20558(15) 0.36687(13) 0.0673(7) Uani 1 1 d . . .
H16 H 1.3547 0.2447 0.3713 0.081 Uiso 1 1 calc R . .
C17 C 1.33433(17) 0.13840(16) 0.33436(12) 0.0679(7) Uani 1 1 d . . .
H17 H 1.4015 0.1318 0.3168 0.081 Uiso 1 1 calc R . .
C18 C 1.26341(17) 0.08106(15) 0.32773(12) 0.0632(6) Uani 1 1 d . . .
H18 H 1.2825 0.0352 0.3059 0.076 Uiso 1 1 calc R . .
C19 C 1.16314(15) 0.09074(11) 0.35333(10) 0.0493(5) Uani 1 1 d . . .
H19 H 1.1152 0.0513 0.3483 0.059 Uiso 1 1 calc R . .
C20 C 0.82949(13) 0.05352(10) 0.36584(9) 0.0386(4) Uani 1 1 d . . .
O21 O 0.89399(10) 0.01229(7) 0.33639(8) 0.0535(4) Uani 1 1 d . . .
C22 C 0.72950(14) 0.01844(10) 0.39176(10) 0.0406(4) Uani 1 1 d . . .
C23 C 0.63523(15) 0.03528(11) 0.35999(12) 0.0528(5) Uani 1 1 d . . .
H23 H 0.6308 0.0736 0.3249 0.063 Uiso 1 1 calc R . .
C24 C 0.54708(16) -0.00479(12) 0.38026(14) 0.0605(6) Uani 1 1 d . . .
H24 H 0.4834 0.0055 0.3584 0.073 Uiso 1 1 calc R . .
C25 C 0.55530(16) -0.05976(11) 0.43300(13) 0.0544(5) Uani 1 1 d . . .
C26 C 0.64724(18) -0.07715(12) 0.46597(12) 0.0606(6) Uani 1 1 d . . .
H26 H 0.6508 -0.1146 0.5019 0.073 Uiso 1 1 calc R . .
C27 C 0.73472(16) -0.03783(11) 0.44468(11) 0.0533(5) Uani 1 1 d . . .
H27 H 0.7983 -0.0493 0.4662 0.064 Uiso 1 1 calc R . .
N28 N 0.46135(18) -0.10291(12) 0.45448(15) 0.0769(7) Uani 1 1 d . . .
O29 O 0.47029(16) -0.15174(11) 0.50188(12) 0.0995(7) Uani 1 1 d . . .
O30 O 0.38049(16) -0.08801(12) 0.42400(16) 0.1142(8) Uani 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
C1 N2 1.461(2) . ?
C1 C6 1.515(2) . ?
C1 C11 1.574(2) . ?
N2 C20 1.348(2) . ?
N2 C3 1.459(2) . ?
C3 C4 1.509(3) . ?
C4 C5 1.507(3) . ?
C5 C10 1.389(3) . ?
C5 C6 1.395(2) . ?
C6 C7 1.391(2) . ?
C7 C8 1.378(3) . ?
C8 C9 1.370(3) . ?
C9 C10 1.372(3) . ?
C11 C12 1.500(2) . ?
C11 C14 1.519(2) . ?
C12 C13 1.303(3) . ?
C14 C15 1.381(3) . ?
C14 C19 1.387(2) . ?
C15 C16 1.385(3) . ?
C16 C17 1.366(3) . ?
C17 C18 1.362(3) . ?
C18 C19 1.384(3) . ?
C20 O21 1.225(2) . ?
C20 C22 1.503(2) . ?
C22 C23 1.378(3) . ?
C22 C27 1.383(3) . ?
C23 C24 1.385(3) . ?
C24 C25 1.367(3) . ?
C25 C26 1.363(3) . ?
C25 N28 1.479(3) . ?
C26 C27 1.376(3) . ?
N28 O30 1.210(3) . ?
N28 O29 1.223(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
N2 C1 C6 110.61(13) . . ?
N2 C1 C11 111.47(13) . . ?
C6 C1 C11 112.55(13) . . ?
C20 N2 C3 126.41(14) . . ?
C20 N2 C1 118.88(14) . . ?
C3 N2 C1 114.55(13) . . ?
N2 C3 C4 108.98(14) . . ?
C5 C4 C3 111.78(15) . . ?
C10 C5 C6 119.03(17) . . ?
C10 C5 C4 120.11(17) . . ?
C6 C5 C4 120.85(15) . . ?
C7 C6 C5 118.59(16) . . ?
C7 C6 C1 119.34(15) . . ?
C5 C6 C1 122.05(15) . . ?
C8 C7 C6 121.48(18) . . ?
C9 C8 C7 119.58(19) . . ?
C8 C9 C10 119.95(18) . . ?
C9 C10 C5 121.33(19) . . ?
C12 C11 C14 109.75(14) . . ?
C12 C11 C1 112.51(14) . . ?
C14 C11 C1 111.12(13) . . ?
C13 C12 C11 124.4(2) . . ?
C15 C14 C19 118.26(17) . . ?
C15 C14 C11 121.36(16) . . ?
C19 C14 C11 120.37(16) . . ?
C14 C15 C16 120.4(2) . . ?
C17 C16 C15 120.6(2) . . ?
C18 C17 C16 119.7(2) . . ?
C17 C18 C19 120.3(2) . . ?
C18 C19 C14 120.7(2) . . ?
O21 C20 N2 122.88(16) . . ?
O21 C20 C22 118.59(15) . . ?
N2 C20 C22 118.52(15) . . ?
C23 C22 C27 119.38(17) . . ?
C23 C22 C20 122.28(16) . . ?
C27 C22 C20 118.06(16) . . ?
C22 C23 C24 120.05(19) . . ?
C25 C24 C23 118.8(2) . . ?
C26 C25 C24 122.47(18) . . ?
C26 C25 N28 118.6(2) . . ?
C24 C25 N28 118.9(2) . . ?
C25 C26 C27 118.3(2) . . ?
C26 C27 C22 121.0(2) . . ?
O30 N28 O29 124.0(2) . . ?
O30 N28 C25 118.1(3) . . ?
O29 N28 C25 117.9(3) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.162
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.032
_database_code_depnum_ccdc_archive 'CCDC 985820'
