# Electronic Supplementary Material (ESI) for RSC Advances
# This journal is © The Royal Society of Chemistry 2013

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#
#                 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
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk
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#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
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data_mp114
#TrackingRef '19822_web_deposit_cif_file_0_RevathyK_1366869263.mp114.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H27 Cl N2 O3'
_chemical_formula_weight         474.97

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/c '

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

_cell_length_a                   8.411(3)
_cell_length_b                   10.330(4)
_cell_length_c                   28.478(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.758(7)
_cell_angle_gamma                90.00
_cell_volume                     2473.1(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3180
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      20.29

_exptl_crystal_description       Plate
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1000
_exptl_absorpt_coefficient_mu    0.187
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.9325
_exptl_absorpt_correction_T_max  0.9743
_exptl_absorpt_process_details   Sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(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  '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            24884
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_sigmaI/netI    0.0427
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         1.43
_diffrn_reflns_theta_max         26.03
_reflns_number_total             4872
_reflns_number_gt                3419
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0629P)^2^+2.1577P] where P=(Fo^2^+2Fc^2^)/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         4872
_refine_ls_number_parameters     313
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1153
_refine_ls_R_factor_gt           0.0808
_refine_ls_wR_factor_ref         0.1838
_refine_ls_wR_factor_gt          0.1668
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.24934(12) 0.48009(11) 0.03089(5) 0.0956(5) Uani 1 1 d . . .
O1 O 0.8909(3) 0.9220(2) 0.22334(8) 0.0607(6) Uani 1 1 d . . .
C1 C 0.7508(3) 0.8768(3) 0.08202(10) 0.0384(7) Uani 1 1 d . . .
H1 H 0.7533 0.9417 0.0570 0.046 Uiso 1 1 calc R . .
O2 O 0.5338(3) 1.0823(2) 0.08652(9) 0.0669(7) Uani 1 1 d . . .
N2 N 0.9945(3) 0.9165(2) 0.12607(9) 0.0451(6) Uani 1 1 d . . .
N1 N 0.9157(3) 1.1399(3) 0.21006(10) 0.0508(7) Uani 1 1 d . . .
C2 C 0.8904(3) 1.1516(3) 0.13009(10) 0.0413(7) Uani 1 1 d . . .
C3 C 0.9122(4) 1.2227(3) 0.17119(11) 0.0483(8) Uani 1 1 d . . .
C4 C 0.8764(3) 1.0096(3) 0.14335(10) 0.0390(7) Uani 1 1 d . . .
C5 C 0.8947(3) 1.0156(3) 0.19757(11) 0.0435(7) Uani 1 1 d . . .
C6 C 0.4971(4) 1.0823(3) 0.16832(13) 0.0532(9) Uani 1 1 d . . .
C7 C 0.6301(3) 0.7743(3) 0.06814(10) 0.0413(7) Uani 1 1 d . . .
C8 C 0.7151(3) 0.9451(3) 0.12813(10) 0.0369(7) Uani 1 1 d . . .
H8 H 0.6896 0.8792 0.1515 0.044 Uiso 1 1 calc R . .
C9 C 0.3997(4) 0.5922(4) 0.04403(15) 0.0610(10) Uani 1 1 d . . .
C10 C 0.5773(4) 1.0407(3) 0.12446(12) 0.0472(8) Uani 1 1 d . . .
C11 C 0.9203(4) 0.8265(3) 0.09136(10) 0.0435(7) Uani 1 1 d . . .
H11 H 0.9149 0.7400 0.1054 0.052 Uiso 1 1 calc R . .
C12 C 0.9198(5) 1.4169(4) 0.12798(17) 0.0776(13) Uani 1 1 d . . .
H12 H 0.9309 1.5064 0.1267 0.093 Uiso 1 1 calc R . .
C13 C 0.5426(4) 0.7825(3) 0.02632(12) 0.0510(8) Uani 1 1 d . . .
H13 H 0.5614 0.8508 0.0060 0.061 Uiso 1 1 calc R . .
O3 O 0.0676(4) 0.6951(3) 0.19349(9) 0.0804(9) Uani 1 1 d . . .
H3 H 0.0494 0.7721 0.1887 0.121 Uiso 1 1 calc R . .
C14 C 0.8812(4) 1.2150(3) 0.08747(12) 0.0536(9) Uani 1 1 d . . .
H14 H 0.8648 1.1689 0.0597 0.064 Uiso 1 1 calc R . .
C15 C 0.4283(4) 0.6918(4) 0.01404(14) 0.0605(10) Uani 1 1 d . . .
H15 H 0.3714 0.6986 -0.0144 0.073 Uiso 1 1 calc R . .
C16 C 0.6008(4) 0.6705(3) 0.09722(13) 0.0569(9) Uani 1 1 d . . .
H16 H 0.6595 0.6620 0.1253 0.068 Uiso 1 1 calc R . .
C17 C 0.4861(5) 0.5786(4) 0.08568(15) 0.0665(10) Uani 1 1 d . . .
H17 H 0.4677 0.5092 0.1056 0.080 Uiso 1 1 calc R . .
C18 C 0.4157(4) 1.1991(4) 0.16790(17) 0.0773(12) Uani 1 1 d . . .
H18 H 0.4173 1.2522 0.1416 0.093 Uiso 1 1 calc R . .
C19 C 0.4933(4) 1.0059(5) 0.20804(14) 0.0718(11) Uani 1 1 d . . .
H19 H 0.5495 0.9283 0.2092 0.086 Uiso 1 1 calc R . .
C20 C 0.9270(5) 1.3559(4) 0.17105(15) 0.0678(11) Uani 1 1 d . . .
H20 H 0.9411 1.4024 0.1988 0.081 Uiso 1 1 calc R . .
C21 C 0.8967(5) 1.3487(4) 0.08664(15) 0.0701(11) Uani 1 1 d . . .
H21 H 0.8914 1.3926 0.0581 0.084 Uiso 1 1 calc R . .
C22 C 1.0296(4) 0.8219(4) 0.04977(13) 0.0671(11) Uani 1 1 d . . .
H22A H 1.0949 0.7445 0.0509 0.080 Uiso 1 1 calc R . .
H22B H 0.9685 0.8232 0.0203 0.080 Uiso 1 1 calc R . .
C23 C 1.1427(4) 0.9663(4) 0.10636(14) 0.0668(11) Uani 1 1 d . . .
H23A H 1.2345 0.9224 0.1203 0.080 Uiso 1 1 calc R . .
H23B H 1.1533 1.0585 0.1121 0.080 Uiso 1 1 calc R . .
C24 C 1.1289(6) 0.9393(5) 0.05484(16) 0.0908(14) Uani 1 1 d . . .
H24A H 1.0792 1.0116 0.0383 0.109 Uiso 1 1 calc R . .
H24B H 1.2332 0.9247 0.0422 0.109 Uiso 1 1 calc R . .
C25 C 0.3312(5) 1.2369(5) 0.2072(2) 0.0966(17) Uani 1 1 d . . .
H25 H 0.2784 1.3160 0.2072 0.116 Uiso 1 1 calc R . .
C26 C 0.3264(6) 1.1586(7) 0.2451(2) 0.108(2) Uani 1 1 d . . .
H26 H 0.2677 1.1834 0.2708 0.130 Uiso 1 1 calc R . .
C27 C 0.2156(6) 0.6629(5) 0.17555(18) 0.1037(16) Uani 1 1 d . . .
H27A H 0.2925 0.7274 0.1849 0.156 Uiso 1 1 calc R . .
H27B H 0.2070 0.6592 0.1419 0.156 Uiso 1 1 calc R . .
H27C H 0.2488 0.5801 0.1876 0.156 Uiso 1 1 calc R . .
C28 C 0.4058(6) 1.0443(6) 0.24627(17) 0.0981(16) Uani 1 1 d . . .
H28 H 0.4018 0.9916 0.2727 0.118 Uiso 1 1 calc R . .
H29 H 0.929(4) 1.160(3) 0.2396(12) 0.048(9) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl1 0.0579(6) 0.0768(8) 0.1523(12) -0.0374(7) 0.0070(6) -0.0241(5)
O1 0.0736(16) 0.0606(15) 0.0475(14) 0.0133(12) -0.0044(11) -0.0044(13)
C1 0.0403(16) 0.0358(16) 0.0390(16) 0.0031(13) -0.0018(12) 0.0005(13)
O2 0.0583(15) 0.0695(17) 0.0722(17) 0.0090(14) -0.0097(13) 0.0158(13)
N2 0.0354(14) 0.0483(15) 0.0514(16) -0.0065(13) -0.0009(11) 0.0014(12)
N1 0.0632(18) 0.0552(18) 0.0335(15) -0.0064(14) -0.0065(13) -0.0031(14)
C2 0.0350(15) 0.0456(18) 0.0430(17) -0.0001(15) -0.0037(13) -0.0027(13)
C3 0.0442(18) 0.0493(19) 0.0507(19) -0.0035(16) -0.0079(14) 0.0008(14)
C4 0.0397(16) 0.0378(16) 0.0396(16) 0.0005(13) -0.0005(12) 0.0014(13)
C5 0.0378(16) 0.048(2) 0.0439(18) 0.0022(16) -0.0035(13) -0.0010(14)
C6 0.0313(16) 0.055(2) 0.073(2) -0.0217(19) -0.0029(15) 0.0030(15)
C7 0.0392(16) 0.0390(17) 0.0457(17) -0.0054(14) 0.0019(13) 0.0015(13)
C8 0.0374(15) 0.0330(15) 0.0402(16) -0.0015(13) 0.0001(12) 0.0003(12)
C9 0.0405(18) 0.053(2) 0.090(3) -0.027(2) 0.0057(18) -0.0074(16)
C10 0.0402(17) 0.0397(18) 0.061(2) -0.0041(16) -0.0059(15) -0.0038(14)
C11 0.0434(17) 0.0420(17) 0.0450(17) -0.0042(14) 0.0011(13) 0.0024(14)
C12 0.083(3) 0.040(2) 0.108(4) 0.009(2) -0.027(3) -0.0063(19)
C13 0.0457(18) 0.053(2) 0.054(2) -0.0066(16) -0.0038(15) 0.0006(15)
O3 0.114(2) 0.0710(19) 0.0565(16) 0.0143(14) 0.0059(15) 0.0325(17)
C14 0.054(2) 0.057(2) 0.049(2) 0.0059(17) -0.0088(15) -0.0099(16)
C15 0.0457(19) 0.065(2) 0.070(2) -0.017(2) -0.0110(17) 0.0004(17)
C16 0.063(2) 0.050(2) 0.058(2) 0.0003(17) -0.0046(17) -0.0062(17)
C17 0.069(2) 0.050(2) 0.081(3) -0.001(2) 0.016(2) -0.0111(19)
C18 0.059(2) 0.063(3) 0.109(3) -0.027(2) -0.005(2) 0.009(2)
C19 0.056(2) 0.093(3) 0.067(3) -0.015(2) 0.0086(19) 0.013(2)
C20 0.076(3) 0.046(2) 0.081(3) -0.011(2) -0.016(2) -0.0014(18)
C21 0.072(3) 0.058(2) 0.079(3) 0.023(2) -0.018(2) -0.014(2)
C22 0.051(2) 0.091(3) 0.060(2) -0.011(2) 0.0118(17) 0.010(2)
C23 0.0406(19) 0.068(2) 0.092(3) -0.009(2) 0.0056(18) -0.0065(17)
C24 0.081(3) 0.113(4) 0.080(3) -0.005(3) 0.032(2) -0.017(3)
C25 0.066(3) 0.092(4) 0.132(5) -0.058(3) 0.000(3) 0.025(3)
C26 0.067(3) 0.151(6) 0.106(4) -0.057(4) 0.008(3) 0.019(3)
C27 0.101(4) 0.104(4) 0.107(4) 0.024(3) 0.016(3) 0.026(3)
C28 0.072(3) 0.145(5) 0.079(3) -0.021(3) 0.019(2) 0.020(3)

_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 C9 1.747(3) . ?
O1 C5 1.215(4) . ?
C1 C7 1.511(4) . ?
C1 C8 1.529(4) . ?
C1 C11 1.533(4) . ?
C1 H1 0.9800 . ?
O2 C10 1.209(4) . ?
N2 C23 1.475(4) . ?
N2 C4 1.478(4) . ?
N2 C11 1.481(4) . ?
N1 C5 1.343(4) . ?
N1 C3 1.398(4) . ?
N1 H29 0.87(3) . ?
C2 C14 1.379(4) . ?
C2 C3 1.389(4) . ?
C2 C4 1.520(4) . ?
C3 C20 1.381(5) . ?
C4 C5 1.548(4) . ?
C4 C8 1.561(4) . ?
C6 C19 1.380(5) . ?
C6 C18 1.388(5) . ?
C6 C10 1.500(5) . ?
C7 C16 1.382(4) . ?
C7 C13 1.383(4) . ?
C8 C10 1.525(4) . ?
C8 H8 0.9800 . ?
C9 C15 1.363(5) . ?
C9 C17 1.379(5) . ?
C11 C22 1.522(4) . ?
C11 H11 0.9800 . ?
C12 C20 1.378(5) . ?
C12 C21 1.380(6) . ?
C12 H12 0.9300 . ?
C13 C15 1.379(5) . ?
C13 H13 0.9300 . ?
O3 C27 1.400(5) . ?
O3 H3 0.8200 . ?
C14 C21 1.387(5) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C17 1.386(5) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C25 1.398(6) . ?
C18 H18 0.9300 . ?
C19 C28 1.391(6) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C24 1.478(6) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.494(6) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.352(7) . ?
C25 H25 0.9300 . ?
C26 C28 1.356(7) . ?
C26 H26 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28 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
C7 C1 C8 113.6(2) . . ?
C7 C1 C11 115.0(2) . . ?
C8 C1 C11 102.3(2) . . ?
C7 C1 H1 108.5 . . ?
C8 C1 H1 108.5 . . ?
C11 C1 H1 108.5 . . ?
C23 N2 C4 119.0(3) . . ?
C23 N2 C11 107.9(3) . . ?
C4 N2 C11 110.9(2) . . ?
C5 N1 C3 112.1(3) . . ?
C5 N1 H29 120(2) . . ?
C3 N1 H29 128(2) . . ?
C14 C2 C3 119.5(3) . . ?
C14 C2 C4 132.4(3) . . ?
C3 C2 C4 108.1(3) . . ?
C20 C3 C2 122.3(3) . . ?
C20 C3 N1 127.7(3) . . ?
C2 C3 N1 110.0(3) . . ?
N2 C4 C2 119.1(2) . . ?
N2 C4 C5 108.1(2) . . ?
C2 C4 C5 101.7(2) . . ?
N2 C4 C8 102.5(2) . . ?
C2 C4 C8 114.6(2) . . ?
C5 C4 C8 110.7(2) . . ?
O1 C5 N1 127.4(3) . . ?
O1 C5 C4 124.6(3) . . ?
N1 C5 C4 108.1(3) . . ?
C19 C6 C18 118.7(4) . . ?
C19 C6 C10 122.8(3) . . ?
C18 C6 C10 118.4(4) . . ?
C16 C7 C13 117.6(3) . . ?
C16 C7 C1 121.2(3) . . ?
C13 C7 C1 121.2(3) . . ?
C10 C8 C1 114.2(2) . . ?
C10 C8 C4 113.2(2) . . ?
C1 C8 C4 104.1(2) . . ?
C10 C8 H8 108.4 . . ?
C1 C8 H8 108.4 . . ?
C4 C8 H8 108.4 . . ?
C15 C9 C17 121.2(3) . . ?
C15 C9 Cl1 120.4(3) . . ?
C17 C9 Cl1 118.4(3) . . ?
O2 C10 C6 120.7(3) . . ?
O2 C10 C8 120.0(3) . . ?
C6 C10 C8 119.3(3) . . ?
N2 C11 C22 106.7(3) . . ?
N2 C11 C1 105.9(2) . . ?
C22 C11 C1 117.1(3) . . ?
N2 C11 H11 108.9 . . ?
C22 C11 H11 108.9 . . ?
C1 C11 H11 108.9 . . ?
C20 C12 C21 121.8(4) . . ?
C20 C12 H12 119.1 . . ?
C21 C12 H12 119.1 . . ?
C15 C13 C7 121.7(3) . . ?
C15 C13 H13 119.1 . . ?
C7 C13 H13 119.1 . . ?
C27 O3 H3 109.5 . . ?
C2 C14 C21 119.0(3) . . ?
C2 C14 H14 120.5 . . ?
C21 C14 H14 120.5 . . ?
C9 C15 C13 119.2(3) . . ?
C9 C15 H15 120.4 . . ?
C13 C15 H15 120.4 . . ?
C7 C16 C17 121.7(3) . . ?
C7 C16 H16 119.2 . . ?
C17 C16 H16 119.2 . . ?
C9 C17 C16 118.6(4) . . ?
C9 C17 H17 120.7 . . ?
C16 C17 H17 120.7 . . ?
C6 C18 C25 119.9(5) . . ?
C6 C18 H18 120.0 . . ?
C25 C18 H18 120.0 . . ?
C6 C19 C28 120.3(4) . . ?
C6 C19 H19 119.9 . . ?
C28 C19 H19 119.9 . . ?
C12 C20 C3 117.1(4) . . ?
C12 C20 H20 121.4 . . ?
C3 C20 H20 121.4 . . ?
C12 C21 C14 120.3(4) . . ?
C12 C21 H21 119.9 . . ?
C14 C21 H21 119.9 . . ?
C24 C22 C11 104.6(3) . . ?
C24 C22 H22A 110.8 . . ?
C11 C22 H22A 110.8 . . ?
C24 C22 H22B 110.8 . . ?
C11 C22 H22B 110.8 . . ?
H22A C22 H22B 108.9 . . ?
N2 C23 C24 105.5(3) . . ?
N2 C23 H23A 110.6 . . ?
C24 C23 H23A 110.6 . . ?
N2 C23 H23B 110.6 . . ?
C24 C23 H23B 110.6 . . ?
H23A C23 H23B 108.8 . . ?
C22 C24 C23 106.0(3) . . ?
C22 C24 H24A 110.5 . . ?
C23 C24 H24A 110.5 . . ?
C22 C24 H24B 110.5 . . ?
C23 C24 H24B 110.5 . . ?
H24A C24 H24B 108.7 . . ?
C26 C25 C18 120.0(5) . . ?
C26 C25 H25 120.0 . . ?
C18 C25 H25 120.0 . . ?
C25 C26 C28 120.9(5) . . ?
C25 C26 H26 119.5 . . ?
C28 C26 H26 119.5 . . ?
O3 C27 H27A 109.5 . . ?
O3 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O3 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 C19 120.1(5) . . ?
C26 C28 H28 119.9 . . ?
C19 C28 H28 119.9 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.03
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.537
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.048


_database_code_depnum_ccdc_archive 'CCDC 936044'
#######################################################################
#
#                 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_mp113m

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H21 Cl N2 O2'
_chemical_formula_weight         416.89

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/c  '

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

_cell_length_a                   12.2924(13)
_cell_length_b                   25.473(3)
_cell_length_c                   14.2689(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.771(2)
_cell_angle_gamma                90.00
_cell_volume                     4204.6(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    571(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1744
_exptl_absorpt_coefficient_mu    0.206
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9295
_exptl_absorpt_correction_T_max  0.9757
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      571(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            42964
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_av_sigmaI/netI    0.0393
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.60
_diffrn_reflns_theta_max         26.06
_reflns_number_total             8302
_reflns_number_gt                7332
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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 F^2^ against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F^2^, conventional R-factors R are based 
 on F, with F set to zero for negative F^2^. The threshold expression of 
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F^2^ 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/[\s^2^(Fo^2^)+(0.0423P)^2^+5.2574P] where P=(Fo^2^+2Fc^2^)/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         8302
_refine_ls_number_parameters     549
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1252
_refine_ls_R_factor_gt           0.1101
_refine_ls_wR_factor_ref         0.1992
_refine_ls_wR_factor_gt          0.1930
_refine_ls_goodness_of_fit_ref   1.357
_refine_ls_restrained_S_all      1.357
_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
O4 O 0.6747(3) 0.15988(12) 0.8244(2) 0.0710(10) Uani 1 1 d . . .
O2 O 0.5440(3) 0.23008(12) 0.1667(2) 0.0654(9) Uani 1 1 d . . .
N2 N 0.2887(3) 0.10106(14) 0.2704(3) 0.0460(9) Uani 1 1 d . . .
C12 C 0.5229(3) 0.18621(15) 0.1859(3) 0.0394(9) Uani 1 1 d . . .
C50 C 0.8433(4) 0.00278(18) 0.6423(3) 0.0524(11) Uani 1 1 d . . .
H50A H 0.8051 -0.0200 0.5873 0.079 Uiso 1 1 calc R . .
H50B H 0.9068 -0.0155 0.6892 0.079 Uiso 1 1 calc R . .
H50C H 0.8716 0.0333 0.6184 0.079 Uiso 1 1 calc R . .
C25 C 0.3752(4) 0.19585(19) 0.4639(3) 0.0556(12) Uani 1 1 d . . .
H25A H 0.2956 0.1989 0.4224 0.083 Uiso 1 1 calc R . .
H25B H 0.3923 0.2217 0.5159 0.083 Uiso 1 1 calc R . .
H25C H 0.3889 0.1614 0.4929 0.083 Uiso 1 1 calc R . .
H4 H 1.035(3) 0.0410(14) 0.960(3) 0.028(10) Uiso 1 1 d . . .
H2A H 0.263(4) 0.0715(17) 0.264(3) 0.045(12) Uiso 1 1 d . . .
Cl1 Cl 1.10741(10) 0.13555(6) 0.43332(11) 0.0745(4) Uani 1 1 d . . .
Cl2 Cl 0.11445(11) 0.03950(7) 0.65483(12) 0.0945(5) Uani 1 1 d . . .
O1 O 0.4578(3) 0.08404(10) 0.3976(2) 0.0511(7) Uani 1 1 d . . .
O3 O 0.8645(2) -0.01866(11) 0.8969(2) 0.0524(8) Uani 1 1 d . . .
N3 N 0.7616(2) 0.01882(12) 0.6909(2) 0.0350(7) Uani 1 1 d . . .
C44 C 0.4842(3) 0.06851(15) 0.6779(3) 0.0358(8) Uani 1 1 d . . .
N4 N 0.9863(3) 0.05068(13) 0.9049(3) 0.0441(8) Uani 1 1 d . . .
N1 N 0.4488(3) 0.20427(12) 0.4044(2) 0.0373(7) Uani 1 1 d . . .
C5 C 0.3942(3) 0.11277(14) 0.3356(3) 0.0362(8) Uani 1 1 d . . .
C2 C 0.6213(3) 0.20552(14) 0.3720(3) 0.0338(8) Uani 1 1 d . . .
H2 H 0.6121 0.2419 0.3482 0.041 Uiso 1 1 calc R . .
C28 C 0.6934(3) 0.06957(14) 0.7934(2) 0.0326(8) Uani 1 1 d . . .
H28 H 0.6663 0.0395 0.8223 0.039 Uiso 1 1 calc R . .
C13 C 0.4808(3) 0.14629(16) 0.1048(3) 0.0409(9) Uani 1 1 d . . .
C19 C 0.7453(3) 0.18956(14) 0.3938(3) 0.0342(8) Uani 1 1 d . . .
C29 C 0.8073(3) 0.05390(14) 0.7767(3) 0.0340(8) Uani 1 1 d . . .
C4 C 0.4212(3) 0.17071(13) 0.3162(3) 0.0328(8) Uani 1 1 d . . .
C3 C 0.5366(3) 0.17049(13) 0.2917(3) 0.0317(8) Uani 1 1 d . . .
H3 H 0.5672 0.1346 0.3018 0.038 Uiso 1 1 calc R . .
C26 C 0.6571(3) 0.04327(15) 0.6221(3) 0.0374(9) Uani 1 1 d . . .
H26A H 0.6011 0.0167 0.5882 0.045 Uiso 1 1 calc R . .
H26B H 0.6756 0.0641 0.5726 0.045 Uiso 1 1 calc R . .
C27 C 0.6088(3) 0.07825(14) 0.6863(3) 0.0353(8) Uani 1 1 d . . .
H27 H 0.6156 0.1149 0.6681 0.042 Uiso 1 1 calc R . .
C47 C 0.2582(3) 0.0511(2) 0.6644(3) 0.0535(12) Uani 1 1 d . . .
C1 C 0.5726(3) 0.20091(16) 0.4569(3) 0.0399(9) Uani 1 1 d . . .
H1A H 0.5935 0.1677 0.4915 0.048 Uiso 1 1 calc R . .
H1B H 0.5994 0.2294 0.5043 0.048 Uiso 1 1 calc R . .
C24 C 0.7842(3) 0.14046(16) 0.4327(3) 0.0402(9) Uani 1 1 d . . .
H24 H 0.7338 0.1180 0.4493 0.048 Uiso 1 1 calc R . .
C11 C 0.3118(3) 0.18658(14) 0.2353(3) 0.0354(8) Uani 1 1 d . . .
C37 C 0.7021(3) 0.11719(16) 0.8608(3) 0.0423(9) Uani 1 1 d . . .
C21 C 0.9347(4) 0.20622(17) 0.3852(3) 0.0505(11) Uani 1 1 d . . .
H21 H 0.9860 0.2286 0.3698 0.061 Uiso 1 1 calc R . .
C45 C 0.4415(4) 0.01796(17) 0.6742(3) 0.0513(11) Uani 1 1 d . . .
H45 H 0.4899 -0.0104 0.6765 0.062 Uiso 1 1 calc R . .
C23 C 0.8957(4) 0.12403(17) 0.4475(3) 0.0461(10) Uani 1 1 d . . .
H23 H 0.9208 0.0911 0.4742 0.055 Uiso 1 1 calc R . .
C22 C 0.9688(3) 0.15726(17) 0.4220(3) 0.0429(10) Uani 1 1 d . . .
C20 C 0.8224(3) 0.22213(15) 0.3710(3) 0.0417(9) Uani 1 1 d . . .
H20 H 0.7986 0.2554 0.3455 0.050 Uiso 1 1 calc R . .
C6 C 0.2368(3) 0.14419(15) 0.2106(3) 0.0411(9) Uani 1 1 d . . .
C35 C 0.8692(4) 0.14063(16) 0.7042(3) 0.0486(10) Uani 1 1 d . . .
H35 H 0.7995 0.1446 0.6522 0.058 Uiso 1 1 calc R . .
C49 C 0.4109(4) 0.10978(16) 0.6762(3) 0.0444(10) Uani 1 1 d . . .
H49 H 0.4384 0.1440 0.6799 0.053 Uiso 1 1 calc R . .
C10 C 0.2786(4) 0.23396(16) 0.1893(3) 0.0491(10) Uani 1 1 d . . .
H10 H 0.3284 0.2626 0.2055 0.059 Uiso 1 1 calc R . .
C32 C 1.0766(4) 0.13112(18) 0.8631(3) 0.0539(11) Uani 1 1 d . . .
H32 H 1.1450 0.1281 0.9169 0.065 Uiso 1 1 calc R . .
C46 C 0.3284(4) 0.00905(19) 0.6670(4) 0.0596(12) Uani 1 1 d . . .
H46 H 0.3002 -0.0250 0.6640 0.072 Uiso 1 1 calc R . .
C30 C 0.8881(3) 0.02318(15) 0.8666(3) 0.0388(9) Uani 1 1 d . . .
C31 C 0.9879(3) 0.09548(15) 0.8487(3) 0.0416(9) Uani 1 1 d . . .
C48 C 0.2978(4) 0.10123(19) 0.6692(3) 0.0546(12) Uani 1 1 d . . .
H48 H 0.2492 0.1294 0.6677 0.066 Uiso 1 1 calc R . .
C36 C 0.8849(3) 0.09943(14) 0.7700(3) 0.0360(8) Uani 1 1 d . . .
C14 C 0.4727(5) 0.09347(18) 0.1227(4) 0.0645(13) Uani 1 1 d . . .
H14 H 0.4918 0.0815 0.1879 0.077 Uiso 1 1 calc R . .
C38 C 0.7461(4) 0.11075(19) 0.9709(3) 0.0500(11) Uani 1 1 d . . .
C39 C 0.7616(5) 0.0627(2) 1.0178(3) 0.0695(14) Uani 1 1 d . . .
H39 H 0.7456 0.0321 0.9800 0.083 Uiso 1 1 calc R . .
C34 C 0.9586(4) 0.17604(18) 0.7168(4) 0.0599(12) Uani 1 1 d . . .
H34 H 0.9493 0.2033 0.6715 0.072 Uiso 1 1 calc R . .
C33 C 1.0601(4) 0.17152(19) 0.7947(4) 0.0608(13) Uani 1 1 d . . .
H33 H 1.1189 0.1958 0.8019 0.073 Uiso 1 1 calc R . .
C7 C 0.1278(4) 0.1480(2) 0.1401(4) 0.0613(13) Uani 1 1 d . . .
H7 H 0.0778 0.1194 0.1242 0.074 Uiso 1 1 calc R . .
C18 C 0.4516(4) 0.1626(2) 0.0073(3) 0.0653(13) Uani 1 1 d . . .
H18 H 0.4583 0.1979 -0.0063 0.078 Uiso 1 1 calc R . .
C9 C 0.1688(4) 0.2385(2) 0.1176(4) 0.0639(13) Uani 1 1 d . . .
H9 H 0.1447 0.2704 0.0855 0.077 Uiso 1 1 calc R . .
C8 C 0.0964(4) 0.1959(2) 0.0945(4) 0.0688(14) Uani 1 1 d . . .
H8 H 0.0236 0.1994 0.0464 0.083 Uiso 1 1 calc R . .
C16 C 0.4056(6) 0.0759(3) -0.0511(4) 0.092(2) Uani 1 1 d . . .
H16 H 0.3795 0.0523 -0.1037 0.110 Uiso 1 1 calc R . .
C17 C 0.4130(6) 0.1277(3) -0.0695(4) 0.0895(19) Uani 1 1 d . . .
H17 H 0.3917 0.1396 -0.1349 0.107 Uiso 1 1 calc R . .
C43 C 0.7688(5) 0.1556(2) 1.0280(4) 0.0791(16) Uani 1 1 d . . .
H43 H 0.7571 0.1883 0.9972 0.095 Uiso 1 1 calc R . .
C41 C 0.8224(6) 0.1052(4) 1.1758(4) 0.119(3) Uani 1 1 d . . .
H41 H 0.8468 0.1036 1.2449 0.142 Uiso 1 1 calc R . .
C15 C 0.4365(6) 0.0585(2) 0.0450(5) 0.0898(19) Uani 1 1 d . . .
H15 H 0.4331 0.0228 0.0579 0.108 Uiso 1 1 calc R . .
C42 C 0.8083(7) 0.1526(4) 1.1293(5) 0.116(3) Uani 1 1 d . . .
H42 H 0.8257 0.1832 1.1670 0.139 Uiso 1 1 calc R . .
C40 C 0.8009(6) 0.0596(3) 1.1210(4) 0.096(2) Uani 1 1 d . . .
H40 H 0.8125 0.0271 1.1527 0.115 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O4 0.103(3) 0.0380(18) 0.062(2) -0.0049(15) 0.0152(19) 0.0071(17)
O2 0.095(3) 0.0514(19) 0.0418(17) 0.0083(14) 0.0128(17) -0.0225(18)
N2 0.046(2) 0.0324(19) 0.057(2) -0.0029(17) 0.0140(18) -0.0103(16)
C12 0.038(2) 0.042(2) 0.038(2) 0.0062(17) 0.0114(17) -0.0001(17)
C50 0.041(2) 0.058(3) 0.059(3) -0.004(2) 0.018(2) 0.002(2)
C25 0.053(3) 0.066(3) 0.055(3) -0.013(2) 0.027(2) -0.007(2)
Cl1 0.0382(6) 0.0879(10) 0.0965(10) -0.0065(8) 0.0215(6) 0.0082(6)
Cl2 0.0367(6) 0.1458(15) 0.1043(11) 0.0353(10) 0.0281(7) 0.0078(8)
O1 0.0553(18) 0.0357(15) 0.0556(18) 0.0129(14) 0.0099(15) 0.0041(13)
O3 0.0492(17) 0.0383(16) 0.0525(17) 0.0176(13) -0.0053(14) -0.0060(13)
N3 0.0309(16) 0.0356(17) 0.0364(17) -0.0001(13) 0.0086(14) -0.0040(13)
C44 0.034(2) 0.044(2) 0.0261(18) 0.0067(16) 0.0052(16) 0.0078(17)
N4 0.0357(19) 0.047(2) 0.0376(19) 0.0104(16) -0.0036(16) -0.0040(15)
N1 0.0370(17) 0.0396(18) 0.0387(18) -0.0067(14) 0.0171(14) -0.0023(14)
C5 0.039(2) 0.033(2) 0.040(2) -0.0017(17) 0.0182(18) -0.0013(17)
C2 0.038(2) 0.0256(18) 0.036(2) 0.0012(15) 0.0097(16) -0.0039(15)
C28 0.036(2) 0.035(2) 0.0254(18) 0.0048(15) 0.0083(15) -0.0036(15)
C13 0.036(2) 0.053(2) 0.036(2) -0.0079(18) 0.0132(17) -0.0053(18)
C19 0.036(2) 0.039(2) 0.0252(18) -0.0024(15) 0.0061(15) -0.0017(16)
C29 0.0313(19) 0.0342(19) 0.0332(19) 0.0062(15) 0.0063(16) -0.0022(15)
C4 0.036(2) 0.0271(18) 0.035(2) 0.0046(15) 0.0115(16) -0.0005(15)
C3 0.036(2) 0.0242(17) 0.0322(19) -0.0002(14) 0.0083(16) -0.0006(15)
C26 0.034(2) 0.048(2) 0.0284(19) 0.0064(17) 0.0075(16) -0.0011(17)
C27 0.038(2) 0.0312(19) 0.0324(19) 0.0080(15) 0.0067(16) -0.0004(16)
C47 0.029(2) 0.084(3) 0.046(2) 0.013(2) 0.0109(19) 0.005(2)
C1 0.038(2) 0.041(2) 0.037(2) -0.0077(17) 0.0088(17) -0.0054(17)
C24 0.035(2) 0.051(2) 0.036(2) 0.0049(18) 0.0135(17) -0.0036(18)
C11 0.038(2) 0.034(2) 0.035(2) -0.0024(16) 0.0121(16) 0.0025(16)
C37 0.035(2) 0.042(2) 0.047(2) -0.0031(19) 0.0108(18) -0.0037(17)
C21 0.040(2) 0.054(3) 0.058(3) -0.003(2) 0.018(2) -0.015(2)
C45 0.041(2) 0.045(2) 0.068(3) 0.004(2) 0.019(2) 0.0071(19)
C23 0.047(2) 0.052(3) 0.035(2) 0.0076(18) 0.0078(19) 0.004(2)
C22 0.030(2) 0.057(3) 0.038(2) -0.0080(19) 0.0073(17) -0.0005(18)
C20 0.043(2) 0.033(2) 0.047(2) -0.0008(17) 0.0125(19) -0.0044(17)
C6 0.039(2) 0.042(2) 0.042(2) -0.0069(18) 0.0129(18) -0.0012(18)
C35 0.052(3) 0.046(2) 0.044(2) 0.0056(19) 0.011(2) -0.006(2)
C49 0.047(2) 0.045(2) 0.038(2) 0.0067(18) 0.0104(19) 0.0103(19)
C10 0.043(2) 0.043(2) 0.059(3) 0.002(2) 0.014(2) 0.0029(19)
C32 0.040(2) 0.061(3) 0.055(3) -0.006(2) 0.009(2) -0.016(2)
C46 0.045(3) 0.061(3) 0.073(3) 0.003(2) 0.020(2) -0.008(2)
C30 0.033(2) 0.037(2) 0.037(2) 0.0012(17) 0.0007(17) -0.0001(17)
C31 0.038(2) 0.042(2) 0.043(2) -0.0031(18) 0.0114(18) -0.0058(17)
C48 0.047(3) 0.068(3) 0.049(3) 0.008(2) 0.016(2) 0.027(2)
C36 0.036(2) 0.036(2) 0.035(2) -0.0001(16) 0.0103(17) -0.0048(16)
C14 0.089(4) 0.054(3) 0.053(3) -0.015(2) 0.027(3) -0.014(3)
C38 0.041(2) 0.069(3) 0.039(2) -0.015(2) 0.0125(19) -0.007(2)
C39 0.081(4) 0.085(4) 0.039(3) -0.002(3) 0.016(2) -0.012(3)
C34 0.073(3) 0.050(3) 0.060(3) 0.008(2) 0.026(3) -0.016(2)
C33 0.059(3) 0.056(3) 0.075(3) -0.011(3) 0.033(3) -0.028(2)
C7 0.040(3) 0.062(3) 0.070(3) -0.013(3) 0.003(2) -0.006(2)
C18 0.072(3) 0.077(3) 0.040(3) -0.006(2) 0.011(2) -0.004(3)
C9 0.061(3) 0.058(3) 0.062(3) 0.010(2) 0.008(3) 0.021(3)
C8 0.045(3) 0.078(4) 0.063(3) -0.001(3) -0.007(2) 0.014(3)
C16 0.104(5) 0.105(5) 0.059(4) -0.051(4) 0.018(3) -0.013(4)
C17 0.106(5) 0.106(5) 0.046(3) -0.011(3) 0.012(3) 0.001(4)
C43 0.083(4) 0.093(4) 0.062(3) -0.030(3) 0.025(3) -0.014(3)
C41 0.116(6) 0.206(9) 0.035(3) -0.034(5) 0.026(3) -0.051(6)
C15 0.123(5) 0.067(4) 0.079(4) -0.030(3) 0.034(4) -0.022(3)
C42 0.136(7) 0.149(7) 0.064(4) -0.057(5) 0.036(4) -0.046(6)
C40 0.103(5) 0.138(6) 0.042(3) 0.009(4) 0.016(3) -0.018(4)

_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
O4 C37 1.203(5) . ?
O2 C12 1.200(4) . ?
N2 C5 1.349(5) . ?
N2 C6 1.405(5) . ?
N2 H2A 0.81(4) . ?
C12 C13 1.495(5) . ?
C12 C3 1.516(5) . ?
C50 N3 1.458(5) . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
C25 N1 1.452(5) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
Cl1 C22 1.746(4) . ?
Cl2 C47 1.751(4) . ?
O1 C5 1.208(4) . ?
O3 C30 1.221(4) . ?
N3 C29 1.466(5) . ?
N3 C26 1.466(4) . ?
C44 C49 1.380(5) . ?
C44 C45 1.385(6) . ?
C44 C27 1.515(5) . ?
N4 C30 1.341(5) . ?
N4 C31 1.399(5) . ?
N4 H4 0.85(4) . ?
N1 C1 1.454(5) . ?
N1 C4 1.463(5) . ?
C5 C4 1.558(5) . ?
C2 C19 1.504(5) . ?
C2 C1 1.526(5) . ?
C2 C3 1.545(5) . ?
C2 H2 0.9800 . ?
C28 C37 1.529(5) . ?
C28 C27 1.546(5) . ?
C28 C29 1.550(5) . ?
C28 H28 0.9800 . ?
C13 C18 1.377(6) . ?
C13 C14 1.379(6) . ?
C19 C20 1.379(5) . ?
C19 C24 1.386(5) . ?
C29 C36 1.525(5) . ?
C29 C30 1.544(5) . ?
C4 C11 1.502(5) . ?
C4 C3 1.572(5) . ?
C3 H3 0.9800 . ?
C26 C27 1.534(5) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 H27 0.9800 . ?
C47 C48 1.359(6) . ?
C47 C46 1.369(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C24 C23 1.380(5) . ?
C24 H24 0.9300 . ?
C11 C10 1.368(5) . ?
C11 C6 1.386(5) . ?
C37 C38 1.488(6) . ?
C21 C22 1.363(6) . ?
C21 C20 1.386(6) . ?
C21 H21 0.9300 . ?
C45 C46 1.378(6) . ?
C45 H45 0.9300 . ?
C23 C22 1.370(6) . ?
C23 H23 0.9300 . ?
C20 H20 0.9300 . ?
C6 C7 1.380(6) . ?
C35 C36 1.377(5) . ?
C35 C34 1.386(6) . ?
C35 H35 0.9300 . ?
C49 C48 1.377(6) . ?
C49 H49 0.9300 . ?
C10 C9 1.396(6) . ?
C10 H10 0.9300 . ?
C32 C31 1.379(5) . ?
C32 C33 1.386(6) . ?
C32 H32 0.9300 . ?
C46 H46 0.9300 . ?
C31 C36 1.383(5) . ?
C48 H48 0.9300 . ?
C14 C15 1.374(7) . ?
C14 H14 0.9300 . ?
C38 C43 1.376(6) . ?
C38 C39 1.377(7) . ?
C39 C40 1.388(7) . ?
C39 H39 0.9300 . ?
C34 C33 1.367(7) . ?
C34 H34 0.9300 . ?
C33 H33 0.9300 . ?
C7 C8 1.374(7) . ?
C7 H7 0.9300 . ?
C18 C17 1.366(7) . ?
C18 H18 0.9300 . ?
C9 C8 1.372(7) . ?
C9 H9 0.9300 . ?
C8 H8 0.9300 . ?
C16 C17 1.354(9) . ?
C16 C15 1.368(8) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C43 C42 1.362(9) . ?
C43 H43 0.9300 . ?
C41 C42 1.360(11) . ?
C41 C40 1.374(10) . ?
C41 H41 0.9300 . ?
C15 H15 0.9300 . ?
C42 H42 0.9300 . ?
C40 H40 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
C5 N2 C6 112.3(3) . . ?
C5 N2 H2A 122(3) . . ?
C6 N2 H2A 125(3) . . ?
O2 C12 C13 120.1(4) . . ?
O2 C12 C3 120.9(4) . . ?
C13 C12 C3 118.9(3) . . ?
N3 C50 H50A 109.5 . . ?
N3 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
N3 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
N1 C25 H25A 109.5 . . ?
N1 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N1 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C50 N3 C29 115.9(3) . . ?
C50 N3 C26 112.9(3) . . ?
C29 N3 C26 107.6(3) . . ?
C49 C44 C45 118.1(4) . . ?
C49 C44 C27 120.9(4) . . ?
C45 C44 C27 121.0(3) . . ?
C30 N4 C31 112.2(3) . . ?
C30 N4 H4 119(2) . . ?
C31 N4 H4 129(2) . . ?
C25 N1 C1 116.2(3) . . ?
C25 N1 C4 114.1(3) . . ?
C1 N1 C4 107.9(3) . . ?
O1 C5 N2 127.1(4) . . ?
O1 C5 C4 125.4(3) . . ?
N2 C5 C4 107.4(3) . . ?
C19 C2 C1 117.2(3) . . ?
C19 C2 C3 112.2(3) . . ?
C1 C2 C3 101.4(3) . . ?
C19 C2 H2 108.5 . . ?
C1 C2 H2 108.5 . . ?
C3 C2 H2 108.5 . . ?
C37 C28 C27 112.9(3) . . ?
C37 C28 C29 115.3(3) . . ?
C27 C28 C29 103.0(3) . . ?
C37 C28 H28 108.5 . . ?
C27 C28 H28 108.5 . . ?
C29 C28 H28 108.5 . . ?
C18 C13 C14 118.1(4) . . ?
C18 C13 C12 118.7(4) . . ?
C14 C13 C12 123.2(4) . . ?
C20 C19 C24 117.7(3) . . ?
C20 C19 C2 121.2(3) . . ?
C24 C19 C2 121.0(3) . . ?
N3 C29 C36 118.8(3) . . ?
N3 C29 C30 110.0(3) . . ?
C36 C29 C30 101.4(3) . . ?
N3 C29 C28 100.0(3) . . ?
C36 C29 C28 115.5(3) . . ?
C30 C29 C28 111.3(3) . . ?
N1 C4 C11 113.0(3) . . ?
N1 C4 C5 113.7(3) . . ?
C11 C4 C5 101.7(3) . . ?
N1 C4 C3 103.2(3) . . ?
C11 C4 C3 118.1(3) . . ?
C5 C4 C3 107.4(3) . . ?
C12 C3 C2 114.0(3) . . ?
C12 C3 C4 114.6(3) . . ?
C2 C3 C4 105.4(3) . . ?
C12 C3 H3 107.5 . . ?
C2 C3 H3 107.5 . . ?
C4 C3 H3 107.5 . . ?
N3 C26 C27 106.0(3) . . ?
N3 C26 H26A 110.5 . . ?
C27 C26 H26A 110.5 . . ?
N3 C26 H26B 110.5 . . ?
C27 C26 H26B 110.5 . . ?
H26A C26 H26B 108.7 . . ?
C44 C27 C26 116.2(3) . . ?
C44 C27 C28 112.3(3) . . ?
C26 C27 C28 103.9(3) . . ?
C44 C27 H27 108.0 . . ?
C26 C27 H27 108.0 . . ?
C28 C27 H27 108.0 . . ?
C48 C47 C46 121.4(4) . . ?
C48 C47 Cl2 119.9(4) . . ?
C46 C47 Cl2 118.7(4) . . ?
N1 C1 C2 102.1(3) . . ?
N1 C1 H1A 111.3 . . ?
C2 C1 H1A 111.3 . . ?
N1 C1 H1B 111.3 . . ?
C2 C1 H1B 111.3 . . ?
H1A C1 H1B 109.2 . . ?
C23 C24 C19 121.7(4) . . ?
C23 C24 H24 119.1 . . ?
C19 C24 H24 119.1 . . ?
C10 C11 C6 120.1(4) . . ?
C10 C11 C4 130.6(3) . . ?
C6 C11 C4 109.3(3) . . ?
O4 C37 C38 120.3(4) . . ?
O4 C37 C28 119.7(4) . . ?
C38 C37 C28 120.0(4) . . ?
C22 C21 C20 119.0(4) . . ?
C22 C21 H21 120.5 . . ?
C20 C21 H21 120.5 . . ?
C46 C45 C44 121.1(4) . . ?
C46 C45 H45 119.5 . . ?
C44 C45 H45 119.5 . . ?
C22 C23 C24 118.6(4) . . ?
C22 C23 H23 120.7 . . ?
C24 C23 H23 120.7 . . ?
C21 C22 C23 121.6(4) . . ?
C21 C22 Cl1 119.2(3) . . ?
C23 C22 Cl1 119.1(3) . . ?
C19 C20 C21 121.3(4) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C7 C6 C11 121.9(4) . . ?
C7 C6 N2 128.9(4) . . ?
C11 C6 N2 109.2(3) . . ?
C36 C35 C34 119.1(4) . . ?
C36 C35 H35 120.5 . . ?
C34 C35 H35 120.5 . . ?
C48 C49 C44 121.2(4) . . ?
C48 C49 H49 119.4 . . ?
C44 C49 H49 119.4 . . ?
C11 C10 C9 118.8(4) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C31 C32 C33 117.7(4) . . ?
C31 C32 H32 121.2 . . ?
C33 C32 H32 121.2 . . ?
C47 C46 C45 119.0(4) . . ?
C47 C46 H46 120.5 . . ?
C45 C46 H46 120.5 . . ?
O3 C30 N4 126.9(3) . . ?
O3 C30 C29 125.0(3) . . ?
N4 C30 C29 108.1(3) . . ?
C32 C31 C36 122.2(4) . . ?
C32 C31 N4 128.0(4) . . ?
C36 C31 N4 109.8(3) . . ?
C47 C48 C49 119.2(4) . . ?
C47 C48 H48 120.4 . . ?
C49 C48 H48 120.4 . . ?
C35 C36 C31 119.2(4) . . ?
C35 C36 C29 132.5(3) . . ?
C31 C36 C29 108.3(3) . . ?
C15 C14 C13 120.5(5) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C43 C38 C39 118.9(5) . . ?
C43 C38 C37 117.5(5) . . ?
C39 C38 C37 123.5(4) . . ?
C38 C39 C40 120.4(5) . . ?
C38 C39 H39 119.8 . . ?
C40 C39 H39 119.8 . . ?
C33 C34 C35 121.1(4) . . ?
C33 C34 H34 119.5 . . ?
C35 C34 H34 119.5 . . ?
C34 C33 C32 120.7(4) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C8 C7 C6 117.1(4) . . ?
C8 C7 H7 121.4 . . ?
C6 C7 H7 121.4 . . ?
C17 C18 C13 121.0(5) . . ?
C17 C18 H18 119.5 . . ?
C13 C18 H18 119.5 . . ?
C8 C9 C10 119.8(4) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C9 C8 C7 122.2(4) . . ?
C9 C8 H8 118.9 . . ?
C7 C8 H8 118.9 . . ?
C17 C16 C15 119.7(5) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 C18 120.5(5) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C42 C43 C38 120.6(6) . . ?
C42 C43 H43 119.7 . . ?
C38 C43 H43 119.7 . . ?
C42 C41 C40 120.3(6) . . ?
C42 C41 H41 119.9 . . ?
C40 C41 H41 119.9 . . ?
C16 C15 C14 120.2(6) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C41 C42 C43 120.6(7) . . ?
C41 C42 H42 119.7 . . ?
C43 C42 H42 119.7 . . ?
C41 C40 C39 119.1(7) . . ?
C41 C40 H40 120.4 . . ?
C39 C40 H40 120.4 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.06
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.052
_database_code_depnum_ccdc_archive 'CCDC 955493'