Supplementary Material (ESI) for Chemical Communications
This journal is (c) The Royal Society of Chemistry 2011

data_global

_journal_coden_Cambridge         182

_publ_requested_journal          'Chemical Communications'

loop_
_publ_author_name
'Jeffrey Johnston'

_publ_contact_author_name        'Jeffrey Johnston'
_publ_contact_author_address     
;
7330 Stevenson Center
Station B 351822
Nashville
Tennessee
United States
TN 37235
;

_publ_contact_author_email       jeffrey.n.johnston@vanderbilt

# Attachment '- 05103.cif'

data_05103
_database_code_depnum_ccdc_archive 'CCDC 806065'
#TrackingRef '- 05103.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H37 Cl N2 O4'
_chemical_formula_sum            'C46 H37 Cl N2 O4'
_chemical_formula_weight         717.23

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   '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                   12.104(3)
_cell_length_b                   18.720(4)
_cell_length_c                   16.171(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.131(6)
_cell_angle_gamma                90.00
_cell_volume                     3661.6(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    121(2)
_cell_measurement_reflns_used    868
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      21.97
_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1504
_exptl_absorpt_coefficient_mu    0.153
_exptl_absorpt_correction_type   none

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      121(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_details      
' 0.30 degree frames measured for 60.17 seconds each'
_diffrn_measurement_method       '\w scans'
_diffrn_measurement_device       'three-circle goniometer with fixed chi'
_diffrn_measurement_device_type  'Bruker Platform goniometer'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_type            'Bruker SMART 6000'
_diffrn_detector_area_resol_mean 44.52
_diffrn_standards_decay_%        0.0
_diffrn_reflns_number            26161
_diffrn_reflns_av_R_equivalents  0.2370
_diffrn_reflns_av_sigmaI/netI    0.3539
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.18
_diffrn_reflns_theta_max         27.55
_reflns_number_total             8434
_reflns_number_gt                2487
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1999)'
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999), XTEL (local program)'
_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
[1.00000+0.00000exp(0.00(sin\q/\l)^2^)]/
[\s^2^(Fo^2^)+0.0000+0.0000*P+(0.0000P)^2^+0.0000sin\q/\l]
where P = 0.20000Fo^2^ + 0.80000Fc^2^
;
_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         8434
_refine_ls_number_parameters     622
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2098
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_ref         0.0950
_refine_ls_wR_factor_gt          0.0624
_refine_ls_goodness_of_fit_ref   0.617
_refine_ls_restrained_S_all      0.617
_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 0.98273(9) 0.08435(5) 0.46394(6) 0.0244(2) Uani 1 1 d . . .
O10 O 1.02374(19) 0.32128(12) 0.38556(14) 0.0175(6) Uani 1 1 d . . .
O42 O 0.9727(2) 0.42546(12) 0.48937(14) 0.0200(6) Uani 1 1 d . . .
O45 O 0.8510(2) 0.25168(13) 0.68519(14) 0.0193(6) Uani 1 1 d . . .
O47 O 0.6845(2) 0.27830(14) 0.62463(15) 0.0257(7) Uani 1 1 d . . .
N5 N 1.2270(3) 0.09943(15) 0.30557(18) 0.0168(7) Uani 1 1 d . . .
N8 N 1.1193(2) 0.23012(15) 0.31865(17) 0.0174(7) Uani 1 1 d . . .
C2 C 1.0182(3) 0.17076(18) 0.4298(2) 0.0158(9) Uani 1 1 d . . .
C3 C 1.0753(3) 0.17225(18) 0.3600(2) 0.0152(9) Uani 1 1 d . . .
C4 C 1.1034(3) 0.10748(19) 0.3110(2) 0.0183(9) Uani 1 1 d . . .
C6 C 1.1623(3) 0.1315(2) 0.2370(2) 0.0181(9) Uani 1 1 d . . .
C7 C 1.1681(3) 0.2118(2) 0.2388(2) 0.0183(9) Uani 1 1 d . . .
C9 C 1.1318(3) 0.29990(19) 0.3562(2) 0.0167(9) Uani 1 1 d . . .
C11 C 0.9924(3) 0.30041(19) 0.4626(2) 0.0151(8) Uani 1 1 d . . .
C12 C 0.9586(3) 0.35526(19) 0.5145(2) 0.0181(9) Uani 1 1 d . . .
C13 C 0.9117(3) 0.34233(19) 0.5900(2) 0.0179(9) Uani 1 1 d . . .
C14 C 0.9007(3) 0.27005(19) 0.6098(2) 0.0165(9) Uani 1 1 d . . .
C15 C 0.9361(3) 0.21503(19) 0.5614(2) 0.0162(9) Uani 1 1 d . . .
C16 C 0.9840(3) 0.22830(18) 0.4848(2) 0.0159(9) Uani 1 1 d . . .
C17 C 1.2624(3) 0.02461(19) 0.2915(2) 0.0179(9) Uani 1 1 d . . .
C18 C 1.2925(3) -0.0094(2) 0.3750(2) 0.0198(9) Uani 1 1 d . . .
C19 C 1.2851(4) -0.0824(2) 0.3839(3) 0.0342(11) Uani 1 1 d . . .
C20 C 1.3182(4) -0.1153(2) 0.4587(3) 0.0392(13) Uani 1 1 d . . .
C21 C 1.3598(4) -0.0759(2) 0.5232(3) 0.0332(11) Uani 1 1 d . . .
C22 C 1.3686(5) -0.0027(2) 0.5155(3) 0.0399(13) Uani 1 1 d . . .
C23 C 1.3346(4) 0.0303(2) 0.4409(3) 0.0399(13) Uani 1 1 d . . .
C24 C 1.3609(3) 0.02380(19) 0.2360(2) 0.0196(9) Uani 1 1 d . . .
C25 C 1.3741(3) -0.0318(2) 0.1799(2) 0.0224(10) Uani 1 1 d . . .
C26 C 1.4634(4) -0.0320(2) 0.1284(3) 0.0269(11) Uani 1 1 d . . .
C27 C 1.5423(4) 0.0204(2) 0.1317(3) 0.0290(11) Uani 1 1 d . . .
C28 C 1.5307(4) 0.0754(2) 0.1896(3) 0.0303(11) Uani 1 1 d . . .
C29 C 1.4427(3) 0.0767(2) 0.2408(3) 0.0228(10) Uani 1 1 d . . .
C30 C 1.2162(3) 0.30047(19) 0.4300(2) 0.0165(9) Uani 1 1 d . . .
C31 C 1.2763(3) 0.2400(2) 0.4521(2) 0.0220(9) Uani 1 1 d . . .
C32 C 1.3490(3) 0.2421(2) 0.5206(2) 0.0274(11) Uani 1 1 d . . .
C33 C 1.3647(3) 0.3053(2) 0.5644(2) 0.0256(10) Uani 1 1 d . . .
C34 C 1.3063(3) 0.3658(2) 0.5413(2) 0.0230(10) Uani 1 1 d . . .
C35 C 1.2309(3) 0.3636(2) 0.4753(2) 0.0207(10) Uani 1 1 d . . .
C36 C 1.1547(3) 0.35601(19) 0.2906(2) 0.0171(9) Uani 1 1 d . . .
C37 C 1.2586(4) 0.3848(2) 0.2810(2) 0.0281(11) Uani 1 1 d . . .
C38 C 1.2750(4) 0.4375(2) 0.2201(3) 0.0407(13) Uani 1 1 d . . .
C39 C 1.1866(4) 0.4597(2) 0.1705(3) 0.0364(12) Uani 1 1 d . . .
C40 C 1.0833(4) 0.4299(2) 0.1792(2) 0.0271(11) Uani 1 1 d . . .
C41 C 1.0681(4) 0.3778(2) 0.2385(2) 0.0218(10) Uani 1 1 d . . .
C43 C 0.8838(4) 0.4492(2) 0.4347(3) 0.0252(10) Uani 1 1 d . . .
C44 C 0.8727(4) 0.4017(2) 0.6441(3) 0.0227(10) Uani 1 1 d . . .
C46 C 0.7393(3) 0.26025(19) 0.6857(2) 0.0188(9) Uani 1 1 d . . .
C48 C 0.6932(3) 0.24458(19) 0.7671(2) 0.0176(9) Uani 1 1 d . . .
C49 C 0.7619(3) 0.2349(2) 0.8377(2) 0.0205(9) Uani 1 1 d . . .
C50 C 0.7119(4) 0.2231(2) 0.9127(3) 0.0237(10) Uani 1 1 d . . .
C51 C 0.5991(3) 0.2211(2) 0.9179(3) 0.0214(10) Uani 1 1 d . . .
C52 C 0.5314(4) 0.2306(2) 0.8479(3) 0.0272(10) Uani 1 1 d . . .
C53 C 0.5792(3) 0.2420(2) 0.7728(2) 0.0237(10) Uani 1 1 d . . .
H54 H 1.057(3) 0.066(2) 0.321(2) 0.050 Uiso 1 1 d . . .
H55 H 1.156(3) 0.1078(19) 0.190(2) 0.025(12) Uiso 1 1 d . . .
H56 H 1.248(3) 0.2287(17) 0.2319(19) 0.016(10) Uiso 1 1 d . . .
H57 H 1.121(2) 0.2277(16) 0.1933(19) 0.009(9) Uiso 1 1 d . . .
H58 H 0.918(3) 0.1659(18) 0.5820(19) 0.022(10) Uiso 1 1 d . . .
H59 H 1.201(3) -0.006(2) 0.267(2) 0.050 Uiso 1 1 d . . .
H60 H 1.247(4) -0.112(2) 0.340(3) 0.070(16) Uiso 1 1 d . . .
H61 H 1.303(3) -0.166(2) 0.463(2) 0.049(13) Uiso 1 1 d . . .
H62 H 1.397(3) -0.098(2) 0.581(3) 0.064(15) Uiso 1 1 d . . .
H63 H 1.408(4) 0.028(2) 0.556(3) 0.066(16) Uiso 1 1 d . . .
H64 H 1.349(4) 0.082(3) 0.432(3) 0.077(17) Uiso 1 1 d . . .
H65 H 1.310(3) -0.063(2) 0.176(2) 0.042(13) Uiso 1 1 d . . .
H66 H 1.475(3) -0.068(2) 0.097(2) 0.031(12) Uiso 1 1 d . . .
H67 H 1.608(3) 0.017(2) 0.092(3) 0.050 Uiso 1 1 d . . .
H68 H 1.593(3) 0.1052(19) 0.191(2) 0.031(12) Uiso 1 1 d . . .
H69 H 1.429(3) 0.109(2) 0.279(2) 0.055(15) Uiso 1 1 d . . .
H70 H 1.265(2) 0.1942(16) 0.4247(17) 0.003(8) Uiso 1 1 d . . .
H71 H 1.394(3) 0.2019(19) 0.537(2) 0.029(11) Uiso 1 1 d . . .
H72 H 1.421(2) 0.3071(16) 0.6133(19) 0.011(9) Uiso 1 1 d . . .
H73 H 1.320(3) 0.4139(19) 0.570(2) 0.026(10) Uiso 1 1 d . . .
H74 H 1.187(3) 0.404(2) 0.464(2) 0.036(12) Uiso 1 1 d . . .
H75 H 1.328(3) 0.3753(19) 0.315(2) 0.027(11) Uiso 1 1 d . . .
H76 H 1.359(3) 0.450(2) 0.214(2) 0.045(13) Uiso 1 1 d . . .
H77 H 1.199(3) 0.494(2) 0.125(3) 0.053(14) Uiso 1 1 d . . .
H78 H 1.028(2) 0.4450(16) 0.1441(18) 0.001(9) Uiso 1 1 d . . .
H79 H 0.992(2) 0.3607(16) 0.2446(18) 0.005(9) Uiso 1 1 d . . .
H80 H 0.886(3) 0.426(2) 0.385(2) 0.027(12) Uiso 1 1 d . . .
H81 H 0.895(3) 0.506(2) 0.427(2) 0.048(13) Uiso 1 1 d . . .
H82 H 0.811(3) 0.4450(16) 0.465(2) 0.016(10) Uiso 1 1 d . . .
H83 H 0.923(3) 0.445(2) 0.638(2) 0.047(13) Uiso 1 1 d . . .
H84 H 0.796(3) 0.414(2) 0.634(2) 0.044(13) Uiso 1 1 d . . .
H85 H 0.887(3) 0.388(2) 0.701(3) 0.047(14) Uiso 1 1 d . . .
H86 H 0.842(3) 0.241(2) 0.837(2) 0.050 Uiso 1 1 d . . .
H87 H 0.760(3) 0.2171(19) 0.958(2) 0.032(12) Uiso 1 1 d . . .
H88 H 0.566(3) 0.2148(19) 0.968(2) 0.030(12) Uiso 1 1 d . . .
H89 H 0.454(3) 0.224(2) 0.853(2) 0.043(14) Uiso 1 1 d . . .
H90 H 0.532(3) 0.2484(17) 0.723(2) 0.015(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 0.0393(7) 0.0118(5) 0.0226(6) 0.0017(4) 0.0067(5) -0.0014(5)
O10 0.0225(16) 0.0137(14) 0.0163(15) -0.0018(11) 0.0016(12) -0.0012(12)
O42 0.0271(17) 0.0100(13) 0.0226(16) -0.0007(11) -0.0013(13) 0.0024(13)
O45 0.0216(15) 0.0219(15) 0.0146(16) 0.0017(11) 0.0032(12) 0.0010(13)
O47 0.0248(17) 0.0319(17) 0.0203(17) 0.0033(13) -0.0023(13) 0.0045(14)
N5 0.023(2) 0.0103(16) 0.0171(18) -0.0020(13) -0.0008(15) 0.0036(14)
N8 0.0245(19) 0.0152(17) 0.0124(18) 0.0010(14) 0.0010(15) -0.0014(15)
C2 0.017(2) 0.0104(19) 0.020(2) 0.0036(16) -0.0040(18) -0.0021(17)
C3 0.021(2) 0.0105(19) 0.014(2) -0.0007(15) -0.0054(17) -0.0009(17)
C4 0.021(2) 0.015(2) 0.019(2) -0.0009(17) -0.0023(19) 0.0005(18)
C6 0.025(2) 0.015(2) 0.014(2) -0.0022(17) -0.0036(19) 0.0022(18)
C7 0.023(3) 0.015(2) 0.017(2) 0.0026(17) 0.0007(19) -0.0012(18)
C9 0.019(2) 0.0143(19) 0.017(2) 0.0006(16) 0.0036(17) -0.0031(18)
C11 0.014(2) 0.018(2) 0.013(2) 0.0004(17) -0.0019(16) -0.0008(18)
C12 0.017(2) 0.012(2) 0.025(2) 0.0013(17) -0.0058(18) 0.0031(17)
C13 0.018(2) 0.022(2) 0.014(2) -0.0056(17) 0.0008(18) 0.0024(18)
C14 0.013(2) 0.025(2) 0.011(2) 0.0001(17) -0.0012(16) -0.0032(18)
C15 0.019(2) 0.013(2) 0.016(2) 0.0039(16) -0.0022(17) 0.0023(17)
C16 0.014(2) 0.017(2) 0.016(2) 0.0017(16) -0.0024(18) 0.0011(17)
C17 0.021(2) 0.012(2) 0.020(2) -0.0011(16) -0.0006(18) 0.0018(17)
C18 0.021(2) 0.020(2) 0.018(2) 0.0006(17) 0.0056(19) -0.0005(19)
C19 0.052(3) 0.024(2) 0.026(3) 0.000(2) -0.004(2) -0.010(3)
C20 0.059(4) 0.020(2) 0.038(3) 0.010(2) -0.004(3) -0.010(3)
C21 0.041(3) 0.036(3) 0.023(3) 0.007(2) 0.001(2) 0.006(2)
C22 0.067(4) 0.028(3) 0.024(3) -0.006(2) -0.011(3) 0.011(3)
C23 0.071(4) 0.024(3) 0.025(3) 0.003(2) -0.007(3) 0.003(3)
C24 0.025(2) 0.016(2) 0.017(2) 0.0020(16) 0.0007(18) 0.0027(18)
C25 0.022(3) 0.017(2) 0.027(3) 0.0004(18) -0.004(2) 0.0005(19)
C26 0.037(3) 0.022(2) 0.022(3) -0.0041(19) 0.003(2) 0.005(2)
C27 0.031(3) 0.024(2) 0.033(3) 0.003(2) 0.009(2) 0.002(2)
C28 0.027(3) 0.026(3) 0.038(3) 0.005(2) -0.003(2) -0.002(2)
C29 0.024(2) 0.020(2) 0.024(3) -0.0019(19) 0.000(2) 0.001(2)
C30 0.020(2) 0.0124(19) 0.017(2) -0.0016(16) 0.0027(17) -0.0030(17)
C31 0.023(2) 0.016(2) 0.027(3) -0.0001(18) 0.0011(19) 0.0003(19)
C32 0.029(3) 0.023(2) 0.030(3) 0.007(2) -0.006(2) 0.004(2)
C33 0.018(2) 0.037(3) 0.021(2) 0.001(2) -0.0085(19) -0.002(2)
C34 0.029(3) 0.022(2) 0.019(2) -0.0058(18) 0.005(2) 0.001(2)
C35 0.025(3) 0.018(2) 0.020(2) -0.0009(18) 0.0018(19) -0.0004(19)
C36 0.023(2) 0.014(2) 0.015(2) -0.0025(16) -0.0007(18) 0.0001(18)
C37 0.030(3) 0.031(2) 0.023(3) 0.008(2) -0.006(2) -0.007(2)
C38 0.048(3) 0.041(3) 0.033(3) 0.014(2) -0.005(3) -0.021(3)
C39 0.054(3) 0.025(3) 0.030(3) 0.013(2) 0.001(3) -0.015(2)
C40 0.045(3) 0.020(2) 0.015(2) 0.0052(18) -0.009(2) 0.002(2)
C41 0.029(3) 0.021(2) 0.016(2) -0.0057(17) 0.0010(19) -0.007(2)
C43 0.028(3) 0.015(2) 0.032(3) 0.000(2) -0.002(2) 0.002(2)
C44 0.024(3) 0.021(2) 0.023(3) -0.0065(19) -0.001(2) 0.005(2)
C46 0.016(2) 0.013(2) 0.027(3) -0.0100(17) -0.0014(19) 0.0012(18)
C48 0.024(2) 0.0118(19) 0.017(2) -0.0042(16) 0.0008(18) -0.0002(18)
C49 0.027(2) 0.016(2) 0.018(2) -0.0021(17) -0.002(2) 0.0028(19)
C50 0.030(3) 0.023(2) 0.017(2) -0.0003(18) -0.002(2) 0.002(2)
C51 0.029(3) 0.020(2) 0.016(2) -0.0018(18) 0.008(2) -0.0032(19)
C52 0.022(2) 0.031(3) 0.029(3) 0.000(2) 0.001(2) -0.004(2)
C53 0.025(2) 0.029(2) 0.017(3) 0.0051(19) -0.003(2) 0.002(2)

_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 C2 1.767(3) . ?
O10 C11 1.372(4) . ?
O10 C9 1.464(4) . ?
O42 C12 1.388(4) . ?
O42 C43 1.437(5) . ?
O45 C46 1.362(4) . ?
O45 C14 1.422(4) . ?
O47 C46 1.217(4) . ?
N5 C6 1.462(4) . ?
N5 C17 1.485(4) . ?
N5 C4 1.509(5) . ?
N8 C3 1.390(4) . ?
N8 C9 1.446(4) . ?
N8 C7 1.480(5) . ?
C2 C3 1.345(5) . ?
C2 C16 1.466(5) . ?
C3 C4 1.494(5) . ?
C4 C6 1.485(5) . ?
C4 H54 0.97(4) . ?
C6 C7 1.506(5) . ?
C6 H55 0.88(3) . ?
C7 H56 1.03(3) . ?
C7 H57 0.96(3) . ?
C9 C36 1.526(5) . ?
C9 C30 1.541(5) . ?
C11 C12 1.398(5) . ?
C11 C16 1.402(5) . ?
C12 C13 1.386(5) . ?
C13 C14 1.398(5) . ?
C13 C44 1.501(5) . ?
C14 C15 1.372(5) . ?
C15 C16 1.409(5) . ?
C15 H58 1.00(3) . ?
C17 C24 1.519(5) . ?
C17 C18 1.525(5) . ?
C17 H59 1.01(4) . ?
C18 C19 1.377(5) . ?
C18 C23 1.381(6) . ?
C19 C20 1.402(6) . ?
C19 H60 1.01(4) . ?
C20 C21 1.359(6) . ?
C20 H61 0.97(4) . ?
C21 C22 1.380(6) . ?
C21 H62 1.09(4) . ?
C22 C23 1.404(6) . ?
C22 H63 0.98(4) . ?
C23 H64 0.99(5) . ?
C24 C25 1.393(5) . ?
C24 C29 1.400(5) . ?
C25 C26 1.390(6) . ?
C25 H65 0.98(4) . ?
C26 C27 1.368(6) . ?
C26 H66 0.86(4) . ?
C27 C28 1.402(6) . ?
C27 H67 1.04(4) . ?
C28 C29 1.374(5) . ?
C28 H68 0.94(4) . ?
C29 H69 0.88(4) . ?
C30 C31 1.386(5) . ?
C30 C35 1.398(5) . ?
C31 C32 1.389(5) . ?
C31 H70 0.97(3) . ?
C32 C33 1.388(5) . ?
C32 H71 0.96(4) . ?
C33 C34 1.379(5) . ?
C33 H72 1.02(3) . ?
C34 C35 1.379(5) . ?
C34 H73 1.03(4) . ?
C35 H74 0.93(4) . ?
C36 C37 1.382(5) . ?
C36 C41 1.382(5) . ?
C37 C38 1.413(5) . ?
C37 H75 1.00(3) . ?
C38 C39 1.378(6) . ?
C38 H76 1.05(4) . ?
C39 C40 1.380(6) . ?
C39 H77 0.99(4) . ?
C40 C41 1.385(5) . ?
C40 H78 0.91(3) . ?
C41 H79 0.98(3) . ?
C43 H80 0.92(3) . ?
C43 H81 1.08(4) . ?
C43 H82 1.03(3) . ?
C44 H83 1.02(4) . ?
C44 H84 0.96(4) . ?
C44 H85 0.96(4) . ?
C46 C48 1.479(5) . ?
C48 C53 1.387(5) . ?
C48 C49 1.399(5) . ?
C49 C50 1.392(5) . ?
C49 H86 0.97(4) . ?
C50 C51 1.371(5) . ?
C50 H87 0.93(3) . ?
C51 C52 1.385(5) . ?
C51 H88 0.93(4) . ?
C52 C53 1.380(5) . ?
C52 H89 0.95(4) . ?
C53 H90 0.98(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
C11 O10 C9 119.8(3) . . ?
C12 O42 C43 112.1(3) . . ?
C46 O45 C14 115.3(3) . . ?
C6 N5 C17 114.8(3) . . ?
C6 N5 C4 59.9(2) . . ?
C17 N5 C4 113.3(3) . . ?
C3 N8 C9 122.5(3) . . ?
C3 N8 C7 114.4(3) . . ?
C9 N8 C7 122.5(3) . . ?
C3 C2 C16 131.2(3) . . ?
C3 C2 Cl1 114.8(3) . . ?
C16 C2 Cl1 113.9(3) . . ?
C2 C3 N8 129.6(3) . . ?
C2 C3 C4 124.2(3) . . ?
N8 C3 C4 106.2(3) . . ?
C6 C4 C3 107.9(3) . . ?
C6 C4 N5 58.5(2) . . ?
C3 C4 N5 110.9(3) . . ?
C6 C4 H54 132(2) . . ?
C3 C4 H54 114(2) . . ?
N5 C4 H54 121(2) . . ?
N5 C6 C4 61.6(2) . . ?
N5 C6 C7 111.9(3) . . ?
C4 C6 C7 108.1(3) . . ?
N5 C6 H55 118(2) . . ?
C4 C6 H55 121(2) . . ?
C7 C6 H55 121(2) . . ?
N8 C7 C6 103.2(3) . . ?
N8 C7 H56 115.6(18) . . ?
C6 C7 H56 110.3(18) . . ?
N8 C7 H57 110.9(19) . . ?
C6 C7 H57 105.6(19) . . ?
H56 C7 H57 111(3) . . ?
N8 C9 O10 107.6(3) . . ?
N8 C9 C36 110.4(3) . . ?
O10 C9 C36 103.0(3) . . ?
N8 C9 C30 112.8(3) . . ?
O10 C9 C30 108.8(3) . . ?
C36 C9 C30 113.7(3) . . ?
O10 C11 C12 115.7(3) . . ?
O10 C11 C16 122.1(3) . . ?
C12 C11 C16 121.9(3) . . ?
C13 C12 O42 118.8(3) . . ?
C13 C12 C11 122.7(3) . . ?
O42 C12 C11 118.5(3) . . ?
C12 C13 C14 114.6(3) . . ?
C12 C13 C44 122.1(4) . . ?
C14 C13 C44 123.2(3) . . ?
C15 C14 C13 124.2(3) . . ?
C15 C14 O45 117.3(3) . . ?
C13 C14 O45 118.5(3) . . ?
C14 C15 C16 121.1(3) . . ?
C14 C15 H58 115.0(18) . . ?
C16 C15 H58 123.6(19) . . ?
C11 C16 C15 115.5(3) . . ?
C11 C16 C2 121.8(3) . . ?
C15 C16 C2 122.6(3) . . ?
N5 C17 C24 109.7(3) . . ?
N5 C17 C18 108.6(3) . . ?
C24 C17 C18 110.6(3) . . ?
N5 C17 H59 112(2) . . ?
C24 C17 H59 111(2) . . ?
C18 C17 H59 105(2) . . ?
C19 C18 C23 118.5(4) . . ?
C19 C18 C17 119.6(4) . . ?
C23 C18 C17 121.8(4) . . ?
C18 C19 C20 120.6(4) . . ?
C18 C19 H60 120(3) . . ?
C20 C19 H60 119(3) . . ?
C21 C20 C19 120.6(4) . . ?
C21 C20 H61 123(2) . . ?
C19 C20 H61 116(2) . . ?
C20 C21 C22 119.8(4) . . ?
C20 C21 H62 125(2) . . ?
C22 C21 H62 115(2) . . ?
C21 C22 C23 119.6(4) . . ?
C21 C22 H63 123(3) . . ?
C23 C22 H63 116(3) . . ?
C18 C23 C22 120.9(4) . . ?
C18 C23 H64 118(3) . . ?
C22 C23 H64 120(3) . . ?
C25 C24 C29 117.8(4) . . ?
C25 C24 C17 120.2(4) . . ?
C29 C24 C17 122.0(3) . . ?
C26 C25 C24 120.2(4) . . ?
C26 C25 H65 126(2) . . ?
C24 C25 H65 113(2) . . ?
C27 C26 C25 122.1(4) . . ?
C27 C26 H66 117(3) . . ?
C25 C26 H66 120(3) . . ?
C26 C27 C28 117.8(4) . . ?
C26 C27 H67 119(2) . . ?
C28 C27 H67 123(2) . . ?
C29 C28 C27 120.9(4) . . ?
C29 C28 H68 128(2) . . ?
C27 C28 H68 111(2) . . ?
C28 C29 C24 121.1(4) . . ?
C28 C29 H69 127(3) . . ?
C24 C29 H69 112(3) . . ?
C31 C30 C35 120.0(4) . . ?
C31 C30 C9 121.4(3) . . ?
C35 C30 C9 118.6(3) . . ?
C30 C31 C32 119.5(4) . . ?
C30 C31 H70 122.6(18) . . ?
C32 C31 H70 117.6(18) . . ?
C33 C32 C31 120.2(4) . . ?
C33 C32 H71 118(2) . . ?
C31 C32 H71 122(2) . . ?
C34 C33 C32 120.2(4) . . ?
C34 C33 H72 120.0(18) . . ?
C32 C33 H72 119.8(18) . . ?
C33 C34 C35 120.2(4) . . ?
C33 C34 H73 122(2) . . ?
C35 C34 H73 118.0(19) . . ?
C34 C35 C30 119.9(4) . . ?
C34 C35 H74 118(2) . . ?
C30 C35 H74 122(2) . . ?
C37 C36 C41 119.3(4) . . ?
C37 C36 C9 122.4(4) . . ?
C41 C36 C9 118.3(3) . . ?
C36 C37 C38 120.2(4) . . ?
C36 C37 H75 128(2) . . ?
C38 C37 H75 111(2) . . ?
C39 C38 C37 119.4(5) . . ?
C39 C38 H76 127(2) . . ?
C37 C38 H76 113(2) . . ?
C38 C39 C40 120.3(4) . . ?
C38 C39 H77 119(3) . . ?
C40 C39 H77 120(3) . . ?
C39 C40 C41 119.9(4) . . ?
C39 C40 H78 117.6(19) . . ?
C41 C40 H78 122(2) . . ?
C36 C41 C40 120.9(4) . . ?
C36 C41 H79 122.3(18) . . ?
C40 C41 H79 116.6(18) . . ?
O42 C43 H80 110(2) . . ?
O42 C43 H81 106(2) . . ?
H80 C43 H81 111(3) . . ?
O42 C43 H82 108.3(19) . . ?
H80 C43 H82 116(3) . . ?
H81 C43 H82 104(3) . . ?
C13 C44 H83 109(2) . . ?
C13 C44 H84 114(2) . . ?
H83 C44 H84 111(3) . . ?
C13 C44 H85 108(2) . . ?
H83 C44 H85 103(3) . . ?
H84 C44 H85 111(3) . . ?
O47 C46 O45 122.6(4) . . ?
O47 C46 C48 124.4(4) . . ?
O45 C46 C48 112.9(3) . . ?
C53 C48 C49 120.3(4) . . ?
C53 C48 C46 118.4(3) . . ?
C49 C48 C46 121.3(4) . . ?
C50 C49 C48 117.8(4) . . ?
C50 C49 H86 120(2) . . ?
C48 C49 H86 122(2) . . ?
C51 C50 C49 121.6(4) . . ?
C51 C50 H87 123(2) . . ?
C49 C50 H87 116(2) . . ?
C50 C51 C52 120.4(4) . . ?
C50 C51 H88 121(2) . . ?
C52 C51 H88 118(2) . . ?
C53 C52 C51 119.0(4) . . ?
C53 C52 H89 123(2) . . ?
C51 C52 H89 118(2) . . ?
C52 C53 C48 120.9(4) . . ?
C52 C53 H90 119.7(19) . . ?
C48 C53 H90 119.4(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 C2 C3 N8 -0.3(7) . . . . ?
Cl1 C2 C3 N8 -177.2(3) . . . . ?
C16 C2 C3 C4 179.9(4) . . . . ?
Cl1 C2 C3 C4 3.0(5) . . . . ?
C9 N8 C3 C2 14.8(6) . . . . ?
C7 N8 C3 C2 -174.3(4) . . . . ?
C9 N8 C3 C4 -165.4(3) . . . . ?
C7 N8 C3 C4 5.5(4) . . . . ?
C2 C3 C4 C6 177.6(3) . . . . ?
N8 C3 C4 C6 -2.2(4) . . . . ?
C2 C3 C4 N5 -120.1(4) . . . . ?
N8 C3 C4 N5 60.0(4) . . . . ?
C17 N5 C4 C6 -106.2(3) . . . . ?
C6 N5 C4 C3 -98.7(3) . . . . ?
C17 N5 C4 C3 155.1(3) . . . . ?
C17 N5 C6 C4 103.6(3) . . . . ?
C17 N5 C6 C7 -157.0(3) . . . . ?
C4 N5 C6 C7 99.4(4) . . . . ?
C3 C4 C6 N5 104.0(3) . . . . ?
C3 C4 C6 C7 -1.6(4) . . . . ?
N5 C4 C6 C7 -105.6(3) . . . . ?
C3 N8 C7 C6 -6.3(4) . . . . ?
C9 N8 C7 C6 164.6(3) . . . . ?
N5 C6 C7 N8 -61.5(4) . . . . ?
C4 C6 C7 N8 4.5(4) . . . . ?
C3 N8 C9 O10 -54.4(4) . . . . ?
C7 N8 C9 O10 135.5(3) . . . . ?
C3 N8 C9 C36 -166.0(3) . . . . ?
C7 N8 C9 C36 23.8(5) . . . . ?
C3 N8 C9 C30 65.6(4) . . . . ?
C7 N8 C9 C30 -104.5(4) . . . . ?
C11 O10 C9 N8 86.3(4) . . . . ?
C11 O10 C9 C36 -157.1(3) . . . . ?
C11 O10 C9 C30 -36.2(4) . . . . ?
C9 O10 C11 C12 126.6(3) . . . . ?
C9 O10 C11 C16 -59.7(5) . . . . ?
C43 O42 C12 C13 -96.5(4) . . . . ?
C43 O42 C12 C11 83.5(4) . . . . ?
O10 C11 C12 C13 171.8(3) . . . . ?
C16 C11 C12 C13 -1.9(6) . . . . ?
O10 C11 C12 O42 -8.3(5) . . . . ?
C16 C11 C12 O42 178.0(3) . . . . ?
O42 C12 C13 C14 179.9(3) . . . . ?
C11 C12 C13 C14 -0.2(6) . . . . ?
O42 C12 C13 C44 1.8(6) . . . . ?
C11 C12 C13 C44 -178.2(4) . . . . ?
C12 C13 C14 C15 2.2(6) . . . . ?
C44 C13 C14 C15 -179.7(4) . . . . ?
C12 C13 C14 O45 -178.6(3) . . . . ?
C44 C13 C14 O45 -0.5(6) . . . . ?
C46 O45 C14 C15 -106.4(4) . . . . ?
C46 O45 C14 C13 74.3(4) . . . . ?
C13 C14 C15 C16 -2.2(6) . . . . ?
O45 C14 C15 C16 178.6(3) . . . . ?
O10 C11 C16 C15 -171.3(3) . . . . ?
C12 C11 C16 C15 2.0(6) . . . . ?
O10 C11 C16 C2 5.9(6) . . . . ?
C12 C11 C16 C2 179.2(4) . . . . ?
C14 C15 C16 C11 0.0(6) . . . . ?
C14 C15 C16 C2 -177.2(4) . . . . ?
C3 C2 C16 C11 11.3(6) . . . . ?
Cl1 C2 C16 C11 -171.7(3) . . . . ?
C3 C2 C16 C15 -171.7(4) . . . . ?
Cl1 C2 C16 C15 5.3(5) . . . . ?
C6 N5 C17 C24 78.2(4) . . . . ?
C4 N5 C17 C24 144.5(3) . . . . ?
C6 N5 C17 C18 -160.8(3) . . . . ?
C4 N5 C17 C18 -94.5(4) . . . . ?
N5 C17 C18 C19 154.2(4) . . . . ?
C24 C17 C18 C19 -85.4(5) . . . . ?
N5 C17 C18 C23 -30.5(6) . . . . ?
C24 C17 C18 C23 90.0(5) . . . . ?
C23 C18 C19 C20 0.8(7) . . . . ?
C17 C18 C19 C20 176.4(4) . . . . ?
C18 C19 C20 C21 -1.0(8) . . . . ?
C19 C20 C21 C22 0.6(8) . . . . ?
C20 C21 C22 C23 0.0(8) . . . . ?
C19 C18 C23 C22 -0.3(8) . . . . ?
C17 C18 C23 C22 -175.7(4) . . . . ?
C21 C22 C23 C18 -0.1(8) . . . . ?
N5 C17 C24 C25 -146.1(3) . . . . ?
C18 C17 C24 C25 94.1(4) . . . . ?
N5 C17 C24 C29 35.9(5) . . . . ?
C18 C17 C24 C29 -83.9(4) . . . . ?
C29 C24 C25 C26 -2.9(6) . . . . ?
C17 C24 C25 C26 179.1(4) . . . . ?
C24 C25 C26 C27 1.7(6) . . . . ?
C25 C26 C27 C28 0.0(6) . . . . ?
C26 C27 C28 C29 -0.3(6) . . . . ?
C27 C28 C29 C24 -1.0(6) . . . . ?
C25 C24 C29 C28 2.6(6) . . . . ?
C17 C24 C29 C28 -179.4(4) . . . . ?
N8 C9 C30 C31 3.6(5) . . . . ?
O10 C9 C30 C31 122.9(4) . . . . ?
C36 C9 C30 C31 -123.0(4) . . . . ?
N8 C9 C30 C35 -176.0(3) . . . . ?
O10 C9 C30 C35 -56.7(4) . . . . ?
C36 C9 C30 C35 57.4(5) . . . . ?
C35 C30 C31 C32 1.6(6) . . . . ?
C9 C30 C31 C32 -178.0(4) . . . . ?
C30 C31 C32 C33 -2.7(6) . . . . ?
C31 C32 C33 C34 1.6(6) . . . . ?
C32 C33 C34 C35 0.8(6) . . . . ?
C33 C34 C35 C30 -1.9(6) . . . . ?
C31 C30 C35 C34 0.8(6) . . . . ?
C9 C30 C35 C34 -179.6(4) . . . . ?
N8 C9 C36 C37 -104.6(4) . . . . ?
O10 C9 C36 C37 140.7(4) . . . . ?
C30 C9 C36 C37 23.3(5) . . . . ?
N8 C9 C36 C41 74.5(4) . . . . ?
O10 C9 C36 C41 -40.1(4) . . . . ?
C30 C9 C36 C41 -157.6(3) . . . . ?
C41 C36 C37 C38 1.9(6) . . . . ?
C9 C36 C37 C38 -179.0(4) . . . . ?
C36 C37 C38 C39 -0.1(7) . . . . ?
C37 C38 C39 C40 -1.0(7) . . . . ?
C38 C39 C40 C41 0.3(7) . . . . ?
C37 C36 C41 C40 -2.6(6) . . . . ?
C9 C36 C41 C40 178.2(3) . . . . ?
C39 C40 C41 C36 1.5(6) . . . . ?
C14 O45 C46 O47 4.2(5) . . . . ?
C14 O45 C46 C48 -176.5(3) . . . . ?
O47 C46 C48 C53 7.8(6) . . . . ?
O45 C46 C48 C53 -171.5(3) . . . . ?
O47 C46 C48 C49 -170.0(4) . . . . ?
O45 C46 C48 C49 10.7(5) . . . . ?
C53 C48 C49 C50 -0.3(6) . . . . ?
C46 C48 C49 C50 177.5(3) . . . . ?
C48 C49 C50 C51 -0.1(6) . . . . ?
C49 C50 C51 C52 0.3(6) . . . . ?
C50 C51 C52 C53 0.1(6) . . . . ?
C51 C52 C53 C48 -0.5(6) . . . . ?
C49 C48 C53 C52 0.6(6) . . . . ?
C46 C48 C53 C52 -177.2(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.55
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.053

#_exptl_crystal_id MSC05103
#_audit_creation_date '04/24/2003'
#_publ_author_name 'J. Johnston/Jayasree Srinivasan'
#_publ_contact_author 'J.C. Huffman'
#_chemical_name_common ?
#_chemical-formula_structural 'C46H37ClN2O4'
#_chemical_formula_sum ?
#_chemical_formula_weight ?
#_symmetry_cell_setting ?
#_symmetry_space_group_name_H-M ?
#_cell_length_a ?
#_cell_length_b ?
#_cell_length_c ?
#_cell_angle_alpha ?
#_cell_angle_beta ?
#_cell_angle_gamma ?
#_cell_volume ?
#_cell_formula_units_Z ?
#_cell_measurement_temperature ?
#_exptl_crystal_colour ?
#_exptl_crystal_density_diffrn ?
#_refine_ls_wR_factor_ref ?
#_refine_ls_R_factor_gt ?
#_diffrn_ambient_temperature ?
#_cell_measurement_reflns_used ?
#_exptl_absorpt_coefficient_mu ?