# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_001
_database_code_depnum_ccdc_archive 'CCDC 1028400'
_audit_update_record             
;
2014-10-09 deposited with the CCDC.
2015-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H18 Br N O2'
_chemical_formula_sum            'C26 H18 Br N O2'
_chemical_formula_weight         456.31

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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'Pca2(1) '


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

_cell_length_a                   15.285(3)
_cell_length_b                   18.355(4)
_cell_length_c                   7.5960(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2131.1(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2999
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      26.81

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.3
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             928.0
_exptl_absorpt_coefficient_mu    1.951
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10325
_diffrn_reflns_av_R_equivalents  0.0574
_diffrn_reflns_av_sigmaI/netI    0.1144
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         1.11
_diffrn_reflns_theta_max         27.50
_reflns_number_total             4870
_reflns_number_gt                2442
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_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)+(0.1217P)²+2.3275P] 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   0.90(3)
_refine_ls_number_reflns         4411
_refine_ls_number_parameters     272
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1696
_refine_ls_R_factor_gt           0.0888
_refine_ls_wR_factor_ref         0.2461
_refine_ls_wR_factor_gt          0.2049
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.022
_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
Br1 Br 0.28933(7) 0.17297(8) 0.0528(2) 0.0955(6) Uani 1 1 d . . .
O1 O 0.6859(4) 0.3182(3) 0.7142(9) 0.0457(14) Uani 1 1 d . . .
C22 C 0.8272(5) 0.1653(4) 0.4451(11) 0.0385(18) Uani 1 1 d . . .
C8 C 0.5424(5) 0.3469(3) 0.7162(11) 0.0347(17) Uani 1 1 d . . .
C7 C 0.5576(4) 0.2934(3) 0.5781(10) 0.0330(17) Uani 1 1 d . . .
C11 C 0.6447(5) 0.2767(4) 0.5860(10) 0.0386(18) Uani 1 1 d . . .
O2 O 0.9927(5) 0.0116(3) 0.2029(9) 0.0610(16) Uani 1 1 d . . .
C25 C 0.9394(6) 0.0647(5) 0.2909(11) 0.050(2) Uani 1 1 d . . .
N1 N 0.6904(4) 0.2269(3) 0.4927(8) 0.0430(17) Uani 1 1 d . . .
C4 C 0.4956(5) 0.2632(4) 0.4491(10) 0.0393(18) Uani 1 1 d . . .
C23 C 0.9178(6) 0.1694(4) 0.4676(13) 0.051(2) Uani 1 1 d . . .
H23 H 0.9411 0.2065 0.5365 0.062 Uiso 1 1 calc R . .
C12 C 0.4678(5) 0.3824(4) 0.7886(11) 0.0406(19) Uani 1 1 d . . .
C5 C 0.4783(5) 0.1894(4) 0.4355(11) 0.0435(19) Uani 1 1 d . . .
H5 H 0.5086 0.1571 0.5076 0.052 Uiso 1 1 calc R . .
C9 C 0.6228(5) 0.3599(4) 0.7902(12) 0.044(2) Uani 1 1 d . . .
C24 C 0.9732(5) 0.1197(5) 0.3900(11) 0.048(2) Uani 1 1 d . . .
H24 H 1.0334 0.1237 0.4052 0.058 Uiso 1 1 calc R . .
C3 C 0.4509(6) 0.3085(5) 0.3330(12) 0.052(2) Uani 1 1 d . . .
H3 H 0.4613 0.3584 0.3378 0.062 Uiso 1 1 calc R . .
C21 C 0.7732(5) 0.2195(4) 0.5288(12) 0.0433(19) Uani 1 1 d . . .
H21 H 0.7983 0.2503 0.6117 0.052 Uiso 1 1 calc R . .
C27 C 0.7951(5) 0.1090(4) 0.3432(12) 0.047(2) Uani 1 1 d . . .
H27 H 0.7350 0.1048 0.3264 0.056 Uiso 1 1 calc R . .
C1 C 0.3746(5) 0.2099(6) 0.2094(11) 0.053(2) Uani 1 1 d . . .
C17 C 0.3281(7) 0.4562(6) 0.9526(15) 0.068(3) Uani 1 1 d . . .
H17 H 0.2815 0.4803 1.0054 0.081 Uiso 1 1 calc R . .
C13 C 0.4837(5) 0.4324(4) 0.9298(12) 0.047(2) Uani 1 1 d . . .
C26 C 0.8495(6) 0.0594(4) 0.2670(12) 0.054(2) Uani 1 1 d . . .
H26 H 0.8264 0.0220 0.1988 0.065 Uiso 1 1 calc R . .
C6 C 0.4179(6) 0.1625(5) 0.3186(13) 0.059(2) Uani 1 1 d . . .
H6 H 0.4064 0.1128 0.3136 0.071 Uiso 1 1 calc R . .
C19 C 0.3801(5) 0.3694(4) 0.7397(12) 0.048(2) Uani 1 1 d . . .
H19 H 0.3684 0.3353 0.6521 0.058 Uiso 1 1 calc R . .
C15 C 0.6383(6) 0.4076(4) 0.9323(13) 0.056(2) Uani 1 1 d . . .
H15 H 0.6941 0.4142 0.9785 0.067 Uiso 1 1 calc R . .
C2 C 0.3920(6) 0.2825(5) 0.2115(12) 0.058(2) Uani 1 1 d . . .
H2 H 0.3648 0.3139 0.1325 0.070 Uiso 1 1 calc R . .
C18 C 0.3129(6) 0.4045(6) 0.8155(14) 0.062(3) Uani 1 1 d . . .
H18 H 0.2561 0.3951 0.7785 0.074 Uiso 1 1 calc R . .
C16 C 0.4105(6) 0.4696(4) 1.0044(13) 0.060(3) Uani 1 1 d . . .
H16 H 0.4203 0.5043 1.0915 0.072 Uiso 1 1 calc R . .
C14 C 0.5685(6) 0.4430(5) 0.9978(13) 0.062(3) Uani 1 1 d . . .
H14 H 0.5765 0.4754 1.0905 0.075 Uiso 1 1 calc R . .
C10 C 1.0710(9) 0.0109(6) 0.2369(17) 0.082(3) Uani 1 1 d . . .
H10A H 1.0968 0.0562 0.2012 0.123 Uiso 1 1 calc R . .
H10B H 1.0985 -0.0285 0.1748 0.123 Uiso 1 1 calc R . .
H10C H 1.0790 0.0043 0.3612 0.123 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 1.890(8) . ?
O1 C9 1.360(10) . ?
O1 C11 1.387(9) . ?
C22 C27 1.382(12) . ?
C22 C23 1.396(12) . ?
C22 C21 1.441(11) . ?
C8 C9 1.372(11) . ?
C8 C12 1.424(11) . ?
C8 C7 1.454(11) . ?
C7 C11 1.368(10) . ?
C7 C4 1.472(10) . ?
C11 N1 1.351(10) . ?
O2 C10 1.224(13) . ?
O2 C25 1.435(11) . ?
C25 C24 1.362(12) . ?
C25 C26 1.390(13) . ?
N1 C21 1.302(9) . ?
C4 C5 1.384(11) . ?
C4 C3 1.391(11) . ?
C23 C24 1.377(12) . ?
C12 C19 1.411(11) . ?
C12 C13 1.433(11) . ?
C5 C6 1.373(12) . ?
C9 C15 1.409(12) . ?
C3 C2 1.375(13) . ?
C27 C26 1.361(12) . ?
C1 C2 1.359(13) . ?
C1 C6 1.372(13) . ?
C17 C16 1.342(13) . ?
C17 C18 1.428(15) . ?
C13 C14 1.409(12) . ?
C13 C16 1.428(11) . ?
C19 C18 1.342(12) . ?
C15 C14 1.345(13) . ?

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
C9 O1 C11 106.6(6) . . ?
C27 C22 C23 117.5(7) . . ?
C27 C22 C21 124.0(7) . . ?
C23 C22 C21 118.5(7) . . ?
C9 C8 C12 118.6(7) . . ?
C9 C8 C7 105.7(6) . . ?
C12 C8 C7 135.6(7) . . ?
C11 C7 C8 106.0(6) . . ?
C11 C7 C4 124.9(7) . . ?
C8 C7 C4 129.1(6) . . ?
N1 C11 C7 129.1(7) . . ?
N1 C11 O1 120.4(6) . . ?
C7 C11 O1 110.4(6) . . ?
C10 O2 C25 117.7(8) . . ?
C24 C25 C26 119.9(8) . . ?
C24 C25 O2 123.1(8) . . ?
C26 C25 O2 117.0(8) . . ?
C21 N1 C11 117.5(7) . . ?
C5 C4 C3 116.4(8) . . ?
C5 C4 C7 122.7(7) . . ?
C3 C4 C7 120.9(7) . . ?
C24 C23 C22 121.4(8) . . ?
C19 C12 C8 125.6(7) . . ?
C19 C12 C13 117.8(7) . . ?
C8 C12 C13 116.5(7) . . ?
C6 C5 C4 121.9(8) . . ?
O1 C9 C8 111.2(7) . . ?
O1 C9 C15 123.7(7) . . ?
C8 C9 C15 125.0(8) . . ?
C25 C24 C23 119.6(8) . . ?
C2 C3 C4 122.7(9) . . ?
N1 C21 C22 122.5(8) . . ?
C26 C27 C22 121.4(8) . . ?
C2 C1 C6 121.3(8) . . ?
C2 C1 Br1 119.6(7) . . ?
C6 C1 Br1 119.1(8) . . ?
C16 C17 C18 119.2(8) . . ?
C14 C13 C16 120.6(8) . . ?
C14 C13 C12 121.3(7) . . ?
C16 C13 C12 118.1(8) . . ?
C27 C26 C25 120.2(8) . . ?
C5 C6 C1 119.2(8) . . ?
C18 C19 C12 122.2(8) . . ?
C14 C15 C9 116.8(8) . . ?
C1 C2 C3 118.5(8) . . ?
C19 C18 C17 120.5(9) . . ?
C17 C16 C13 122.1(9) . . ?
C15 C14 C13 121.8(8) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.447
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.071
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_001
_database_code_depnum_ccdc_archive 'CCDC 1043771'
_audit_update_record             
;
2015-01-15 deposited with the CCDC.
2015-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H18 Cl N O2'
_chemical_formula_sum            'C26 H18 Cl N O2'
_chemical_formula_weight         411.86

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           Monoclinic
_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-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                   7.7340(10)
_cell_length_b                   20.297(3)
_cell_length_c                   26.738(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4197.3(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7962

_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      22.77

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.3
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1712
_exptl_absorpt_coefficient_mu    0.204
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            32851
_diffrn_reflns_av_R_equivalents  0.0799
_diffrn_reflns_av_sigmaI/netI    0.0837
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.52
_diffrn_reflns_theta_max         27.58
_reflns_number_total             4854
_reflns_number_gt                2374
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_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)+(0.1000P)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         4766
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1836
_refine_ls_R_factor_gt           0.0792
_refine_ls_wR_factor_ref         0.2321
_refine_ls_wR_factor_gt          0.1959
_refine_ls_goodness_of_fit_ref   1.249
_refine_ls_restrained_S_all      1.249
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.003

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 1.31261(16) 0.10634(8) -0.23884(4) 0.1249(6) Uani 1 1 d . . .
O1 O 0.9691(3) 0.34757(10) 0.01701(9) 0.0754(7) Uani 1 1 d . . .
O3 O 0.7211(3) 0.02792(9) 0.02884(8) 0.0534(6) Uani 1 1 d . . .
N2 N 0.9173(3) 0.09582(11) -0.01589(9) 0.0495(7) Uani 1 1 d . . .
C1 C 0.3806(7) 0.1325(4) 0.22480(17) 0.1148(19) Uani 1 1 d . . .
H1 H 0.3156 0.1408 0.2534 0.138 Uiso 1 1 calc R . .
C2 C 0.4943(6) 0.1821(3) 0.20656(15) 0.1019(15) Uani 1 1 d . . .
H2 H 0.5011 0.2229 0.2223 0.122 Uiso 1 1 calc R . .
C3 C 0.5930(5) 0.1686(2) 0.16558(12) 0.0751(11) Uani 1 1 d . . .
H3 H 0.6701 0.2001 0.1538 0.090 Uiso 1 1 calc R . .
C4 C 0.5799(4) 0.10709(17) 0.14064(11) 0.0585(9) Uani 1 1 d . . .
C5 C 0.4608(4) 0.0590(2) 0.15932(13) 0.0714(11) Uani 1 1 d . . .
C6 C 0.3648(6) 0.0739(3) 0.20184(17) 0.1055(16) Uani 1 1 d . . .
H6 H 0.2883 0.0428 0.2146 0.127 Uiso 1 1 calc R . .
C7 C 0.4390(5) -0.0012(2) 0.13335(16) 0.0819(12) Uani 1 1 d . . .
H7 H 0.3652 -0.0328 0.1467 0.098 Uiso 1 1 calc R . .
C8 C 0.5211(4) -0.01442(17) 0.09009(14) 0.0702(10) Uani 1 1 d . . .
H8 H 0.5027 -0.0536 0.0729 0.084 Uiso 1 1 calc R . .
C9 C 0.6337(4) 0.03287(15) 0.07259(12) 0.0515(8) Uani 1 1 d . . .
C10 C 0.6733(4) 0.09139(15) 0.09677(11) 0.0490(8) Uani 1 1 d . . .
C11 C 0.7993(4) 0.12409(13) 0.06614(10) 0.0464(8) Uani 1 1 d . . .
C12 C 0.8210(4) 0.08445(14) 0.02546(11) 0.0481(8) Uani 1 1 d . . .
C14 C 0.8965(4) 0.18551(14) 0.07469(10) 0.0469(7) Uani 1 1 d . . .
C15 C 0.8812(4) 0.23752(14) 0.04126(10) 0.0490(8) Uani 1 1 d . . .
H15 H 0.8055 0.2345 0.0143 0.059 Uiso 1 1 calc R . .
C16 C 0.9783(4) 0.29354(15) 0.04807(12) 0.0564(8) Uani 1 1 d . . .
C17 C 1.0917(4) 0.29876(17) 0.08776(14) 0.0722(10) Uani 1 1 d . . .
H17 H 1.1592 0.3363 0.0918 0.087 Uiso 1 1 calc R . .
C18 C 1.1031(5) 0.24768(19) 0.12111(14) 0.0767(11) Uani 1 1 d . . .
H18 H 1.1778 0.2511 0.1482 0.092 Uiso 1 1 calc R . .
C19 C 1.0061(4) 0.19137(17) 0.11516(12) 0.0668(10) Uani 1 1 d . . .
H19 H 1.0144 0.1574 0.1383 0.080 Uiso 1 1 calc R . .
C20 C 0.8473(5) 0.34625(18) -0.02290(14) 0.0824(12) Uani 1 1 d . . .
H20A H 0.7339 0.3377 -0.0098 0.124 Uiso 1 1 calc R . .
H20B H 0.8781 0.3121 -0.0461 0.124 Uiso 1 1 calc R . .
H20C H 0.8476 0.3880 -0.0398 0.124 Uiso 1 1 calc R . .
C21 C 0.9210(4) 0.05507(14) -0.05212(11) 0.0497(8) Uani 1 1 d . . .
H21 H 0.8608 0.0156 -0.0492 0.060 Uiso 1 1 calc R . .
C22 C 1.0161(4) 0.06833(14) -0.09782(11) 0.0495(8) Uani 1 1 d . . .
C23 C 1.0238(4) 0.02137(16) -0.13515(12) 0.0598(9) Uani 1 1 d . . .
H23 H 0.9672 -0.0187 -0.1309 0.072 Uiso 1 1 calc R . .
C24 C 1.1143(5) 0.0330(2) -0.17863(12) 0.0703(10) Uani 1 1 d . . .
H24 H 1.1185 0.0010 -0.2035 0.084 Uiso 1 1 calc R . .
C25 C 1.1975(5) 0.0915(2) -0.18502(13) 0.0723(10) Uani 1 1 d . . .
C26 C 1.1902(4) 0.13980(18) -0.14850(14) 0.0745(10) Uani 1 1 d . . .
H26 H 1.2453 0.1800 -0.1534 0.089 Uiso 1 1 calc R . .
C27 C 1.1014(4) 0.12804(16) -0.10512(12) 0.0627(9) Uani 1 1 d . . .
H27 H 1.0981 0.1601 -0.0803 0.075 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 1.719(4) . ?
O1 C16 1.377(4) . ?
O1 C20 1.424(4) . ?
O3 C9 1.354(4) . ?
O3 C12 1.386(3) . ?
N2 C21 1.274(3) . ?
N2 C12 1.353(4) . ?
C1 C6 1.344(7) . ?
C1 C2 1.423(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.363(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.419(5) . ?
C3 H3 0.9300 . ?
C4 C10 1.414(4) . ?
C4 C5 1.432(5) . ?
C5 C6 1.391(6) . ?
C5 C7 1.415(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.346(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.378(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.386(4) . ?
C10 C11 1.435(4) . ?
C11 C12 1.363(4) . ?
C11 C14 1.474(4) . ?
C14 C19 1.380(4) . ?
C14 C15 1.388(4) . ?
C15 C16 1.375(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.381(4) . ?
C17 C18 1.370(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.376(5) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.451(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.381(4) . ?
C22 C27 1.394(4) . ?
C23 C24 1.377(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.362(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.385(5) . ?
C26 C27 1.369(5) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?

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
C16 O1 C20 118.1(2) . . ?
C9 O3 C12 105.8(2) . . ?
C21 N2 C12 121.5(3) . . ?
C6 C1 C2 121.7(4) . . ?
C6 C1 H1 119.1 . . ?
C2 C1 H1 119.1 . . ?
C3 C2 C1 118.6(5) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C2 C3 C4 121.0(4) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C3 C4 C10 123.5(3) . . ?
C3 C4 C5 118.8(3) . . ?
C10 C4 C5 117.6(3) . . ?
C6 C5 C7 121.7(4) . . ?
C6 C5 C4 118.7(5) . . ?
C7 C5 C4 119.6(3) . . ?
C1 C6 C5 121.2(5) . . ?
C1 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C8 C7 C5 122.5(3) . . ?
C8 C7 H7 118.7 . . ?
C5 C7 H7 118.7 . . ?
C7 C8 C9 116.8(4) . . ?
C7 C8 H8 121.6 . . ?
C9 C8 H8 121.6 . . ?
O3 C9 C8 123.8(3) . . ?
O3 C9 C10 110.9(2) . . ?
C8 C9 C10 125.3(3) . . ?
C9 C10 C4 117.9(3) . . ?
C9 C10 C11 106.2(3) . . ?
C4 C10 C11 135.7(3) . . ?
C12 C11 C10 105.4(3) . . ?
C12 C11 C14 124.1(3) . . ?
C10 C11 C14 130.5(3) . . ?
N2 C12 C11 128.3(3) . . ?
N2 C12 O3 120.1(2) . . ?
C11 C12 O3 111.6(3) . . ?
C19 C14 C15 119.4(3) . . ?
C19 C14 C11 120.5(3) . . ?
C15 C14 C11 120.0(3) . . ?
C16 C15 C14 119.8(3) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 O1 123.4(3) . . ?
C15 C16 C17 120.8(3) . . ?
O1 C16 C17 115.8(3) . . ?
C18 C17 C16 118.9(3) . . ?
C18 C17 H17 120.6 . . ?
C16 C17 H17 120.6 . . ?
C17 C18 C19 121.2(3) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 H18 119.4 . . ?
C18 C19 C14 119.8(3) . . ?
C18 C19 H19 120.1 . . ?
C14 C19 H19 120.1 . . ?
O1 C20 H20A 109.5 . . ?
O1 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O1 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N2 C21 C22 122.1(3) . . ?
N2 C21 H21 119.0 . . ?
C22 C21 H21 119.0 . . ?
C23 C22 C27 118.6(3) . . ?
C23 C22 C21 120.2(3) . . ?
C27 C22 C21 121.3(3) . . ?
C24 C23 C22 120.9(3) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C25 C24 C23 119.7(3) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 120.7(3) . . ?
C24 C25 Cl1 120.2(3) . . ?
C26 C25 Cl1 119.1(3) . . ?
C27 C26 C25 119.6(3) . . ?
C27 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C26 C27 C22 120.5(3) . . ?
C26 C27 H27 119.7 . . ?
C22 C27 H27 119.7 . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        27.58
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.072
