# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is © The Royal Society of Chemistry 2013

#######################################################################
#
#                 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
#
#  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.
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data_jrg072412_0m
#TrackingRef '18756_web_deposit_cif_file_0_RhettSmith_1363877420.jrg072412_0m.cif'




_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         'C41 H44 N2 O4'

_chemical_formula_sum            'C41 H44 N2 O4'

_chemical_formula_weight         628.78



loop_

_atom_type_symbol

_atom_type_description

_atom_type_scat_dispersion_real

_atom_type_scat_dispersion_imag

_atom_type_scat_source








C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'



_symmetry_cell_setting           Triclinic

_symmetry_space_group_name_H-M   P-1



loop_

_symmetry_equiv_pos_as_xyz


'x, y, z'
'-x, -y, -z'



_cell_length_a                   10.771(4)

_cell_length_b                   12.902(5)

_cell_length_c                   14.467(6)

_cell_angle_alpha                114.478(5)

_cell_angle_beta                 91.822(6)

_cell_angle_gamma                107.997(5)

_cell_volume                     1710.3(12)

_cell_formula_units_Z            2

_cell_measurement_temperature    160(2)

_cell_measurement_reflns_used    874

_cell_measurement_theta_min      2.21

_cell_measurement_theta_max      18.97



_exptl_crystal_description       irregular

_exptl_crystal_colour            orange

_exptl_crystal_size_max          0.20

_exptl_crystal_size_mid          0.09

_exptl_crystal_size_min          0.05

_exptl_crystal_density_meas      'not measured'

_exptl_crystal_density_diffrn    1.221

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             672

_exptl_absorpt_coefficient_mu    0.078

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.9843

_exptl_absorpt_correction_T_max  0.9960

_exptl_absorpt_process_details   'AXscale in APEX 2(Bruker, 2004)'



_exptl_special_details           
;

?

;



_diffrn_ambient_temperature      160(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            21291

_diffrn_reflns_av_R_equivalents  0.1357

_diffrn_reflns_av_sigmaI/netI    0.2207

_diffrn_reflns_limit_h_min       -14

_diffrn_reflns_limit_h_max       14

_diffrn_reflns_limit_k_min       -16

_diffrn_reflns_limit_k_max       16

_diffrn_reflns_limit_l_min       -18

_diffrn_reflns_limit_l_max       18

_diffrn_reflns_theta_min         1.85

_diffrn_reflns_theta_max         27.78

_reflns_number_total             7976

_reflns_number_gt                2270

_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^)+(0.1576P)^2^+0.0000P] 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         7976

_refine_ls_number_parameters     438

_refine_ls_number_restraints     0

_refine_ls_R_factor_all          0.2965

_refine_ls_R_factor_gt           0.0969

_refine_ls_wR_factor_ref         0.3490

_refine_ls_wR_factor_gt          0.2391

_refine_ls_goodness_of_fit_ref   0.916

_refine_ls_restrained_S_all      0.916

_refine_ls_shift/su_max          0.001

_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















































































O3 O 0.2779(5) 1.1497(5) 0.7992(5) 0.1077(19) Uani 1 1 d . A 1
C25 C 0.4529(6) 0.8781(5) 0.5641(5) 0.0602(16) Uani 1 1 d . A 1
H25 H 0.4685 0.8404 0.4959 0.072 Uiso 1 1 calc R A 1
N1 N 1.1672(5) -0.0128(4) 0.3171(4) 0.0578(13) Uani 1 1 d . A 1
N2 N 0.3061(6) 1.1104(5) 0.7132(6) 0.0846(19) Uani 1 1 d . A 1
O2 O 1.1940(4) -0.0402(4) 0.2301(3) 0.0718(13) Uani 1 1 d . A 1
O1 O 1.2039(4) -0.0465(4) 0.3771(3) 0.0723(13) Uani 1 1 d . A 1
O4 O 0.2851(6) 1.1421(5) 0.6477(5) 0.124(2) Uani 1 1 d . A 1
C16 C 0.9432(5) 0.2170(4) 0.4163(4) 0.0411(13) Uani 1 1 d . A 1
C19 C 1.0886(5) 0.0666(4) 0.3516(4) 0.0443(13) Uani 1 1 d . A 1
C17 C 0.9956(5) 0.1829(5) 0.4828(4) 0.0465(13) Uani 1 1 d . A 1
H17 H 0.9810 0.2121 0.5520 0.056 Uiso 1 1 calc R A 1
C18 C 1.0677(5) 0.1085(5) 0.4518(4) 0.0507(14) Uani 1 1 d . A 1
H18 H 1.1030 0.0859 0.4986 0.061 Uiso 1 1 calc R A 1
C21 C 0.9655(5) 0.1733(5) 0.3154(4) 0.0507(14) Uani 1 1 d . A 1
H21 H 0.9314 0.1967 0.2688 0.061 Uiso 1 1 calc R A 1
C20 C 1.0367(5) 0.0961(5) 0.2821(4) 0.0494(14) Uani 1 1 d . A 1
H20 H 1.0495 0.0641 0.2125 0.059 Uiso 1 1 calc R A 1
C14 C 0.8472(6) 0.3567(5) 0.5432(5) 0.0475(15) Uani 1 1 d . A 1
C15 C 0.8712(5) 0.3008(5) 0.4485(4) 0.0437(13) Uani 1 1 d . A 1
C5 C 0.7773(5) 0.4432(4) 0.5735(4) 0.0413(13) Uani 1 1 d . A 1
C3 C 0.7183(5) 0.5992(5) 0.5517(4) 0.0489(14) Uani 1 1 d . A 1
H3 H 0.7155 0.6407 0.5112 0.059 Uiso 1 1 calc R A 1
C4 C 0.7751(5) 0.5112(5) 0.5205(4) 0.0451(13) Uani 1 1 d . A 1
H4 H 0.8143 0.4964 0.4605 0.054 Uiso 1 1 calc R A 1
C2 C 0.6646(5) 0.6288(4) 0.6420(4) 0.0423(13) Uani 1 1 d . A 1
C22 C 0.6067(5) 0.7244(5) 0.6734(5) 0.0485(14) Uani 1 1 d . A 1
C24 C 0.4908(5) 0.8463(5) 0.6376(4) 0.0509(14) Uani 1 1 d . A 1
C23 C 0.5508(5) 0.7539(5) 0.6097(5) 0.0509(14) Uani 1 1 d . A 1
C29 C 0.4646(5) 0.9032(5) 0.7373(5) 0.0601(16) Uani 1 1 d . A 1
H29 H 0.4883 0.8815 0.7888 0.072 Uiso 1 1 calc R A 1
C27 C 0.3700(6) 1.0184(5) 0.6864(6) 0.0614(16) Uani 1 1 d . A 1
C28 C 0.4057(6) 0.9890(5) 0.7623(5) 0.0636(17) Uani 1 1 d . A 1
H28 H 0.3898 1.0274 0.8303 0.076 Uiso 1 1 calc R A 1
C13 C 0.6268(5) 0.5816(5) 0.8029(4) 0.0453(13) Uani 1 1 d . A 1
C1 C 0.6683(5) 0.5632(5) 0.6974(4) 0.0428(13) Uani 1 1 d . A 1
C6 C 0.7174(5) 0.4684(5) 0.6616(4) 0.0415(13) Uani 1 1 d . A 1
C7 C 0.6939(5) 0.4068(5) 0.7290(4) 0.0435(13) Uani 1 1 d . A 1
C8 C 0.7062(5) 0.3009(5) 0.7201(4) 0.0513(15) Uani 1 1 d . A 1
H8 H 0.7379 0.2538 0.6627 0.062 Uiso 1 1 calc R A 1
C10 C 0.6233(6) 0.3307(5) 0.8780(4) 0.0593(16) Uani 1 1 d . A 1
H10 H 0.6003 0.3043 0.9295 0.071 Uiso 1 1 calc R A 1
C12 C 0.6411(5) 0.4728(5) 0.8107(4) 0.0484(14) Uani 1 1 d . A 1
C11 C 0.6081(5) 0.4357(5) 0.8860(4) 0.0570(15) Uani 1 1 d . A 1
H11 H 0.5752 0.4822 0.9429 0.068 Uiso 1 1 calc R A 1
C9 C 0.6717(5) 0.2627(5) 0.7958(4) 0.0530(15) Uani 1 1 d . A 1
H9 H 0.6815 0.1900 0.7910 0.064 Uiso 1 1 calc R A 1
C36 C 0.7254(5) 0.7004(5) 0.8899(4) 0.0543(15) Uani 1 1 d . A 1
H36 H 0.7131 0.7699 0.8829 0.065 Uiso 1 1 calc R A 1
H36A H 0.7026 0.7052 0.9570 0.065 Uiso 1 1 calc R A 1
C37 C 0.8714(5) 0.7148(6) 0.8926(4) 0.0678(18) Uani 1 1 d . A 1
H37 H 0.8962 0.7125 0.8267 0.081 Uiso 1 1 calc R A 1
H37A H 0.8851 0.6458 0.8996 0.081 Uiso 1 1 calc R A 1
C30 C 0.4858(5) 0.5810(5) 0.8107(4) 0.0499(14) Uani 1 1 d . . .
H30 H 0.4658 0.5799 0.8767 0.060 Uiso 1 1 calc R A 1
H30A H 0.4820 0.6578 0.8132 0.060 Uiso 1 1 calc R A 1
C31 C 0.3790(6) 0.4756(6) 0.7236(4) 0.0693(18) Uani 1 1 d . A .
H31 H 0.3814 0.3987 0.7219 0.083 Uiso 1 1 calc R . .
H31A H 0.3997 0.4757 0.6575 0.083 Uiso 1 1 calc R . .
C26 C 0.3923(6) 0.9641(6) 0.5883(5) 0.0667(18) Uani 1 1 d . . .
H26 H 0.3665 0.9851 0.5370 0.080 Uiso 1 1 calc R A 1
C32 C 0.2350(6) 0.4770(7) 0.7312(5) 0.086(2) Uani 1 1 d . . .
C33 C 0.1991(12) 0.4423(13) 0.8190(10) 0.059(4) Uiso 0.50 1 d P A .
C41 C 1.3212(15) 0.8399(14) 0.9615(11) 0.072(4) Uiso 0.50 1 d P A .
C34 C 0.0524(11) 0.4231(10) 0.8219(8) 0.053(3) Uiso 0.50 1 d P . .
C38 C 0.9613(7) 0.8343(6) 0.9822(6) 0.096(2) Uani 1 1 d . . .
C40 C 1.1696(16) 0.7877(14) 0.9649(12) 0.066(5) Uiso 0.50 1 d P . .
C39 C 1.0988(10) 0.8838(10) 0.9811(7) 0.042(3) Uiso 0.50 1 d P A .
C35A C 0.0655(17) 0.2783(15) 0.7816(13) 0.106(5) Uiso 0.50 1 d P A .
C41A C 1.3587(17) 0.9021(16) 0.9970(13) 0.091(5) Uiso 0.50 1 d P A .
C33A C 0.1874(14) 0.4999(14) 0.8431(11) 0.071(4) Uiso 0.50 1 d P A .
H23 H 0.543(4) 0.707(4) 0.522(4) 0.046(13) Uiso 1 1 d . . .
H15 H 0.834(4) 0.309(4) 0.396(3) 0.027(12) Uiso 1 1 d . . .
H22 H 0.606(5) 0.772(5) 0.751(4) 0.068(17) Uiso 1 1 d . . .
H14 H 0.889(6) 0.341(5) 0.584(5) 0.09(2) Uiso 1 1 d . . .
C39A C 1.1321(18) 0.8046(17) 0.9551(14) 0.084(6) Uiso 0.50 1 d P A .
C40A C 1.224(2) 0.928(2) 0.9961(16) 0.144(7) Uiso 0.50 1 d P A .
C34A C 0.1799(16) 0.3939(16) 0.8605(13) 0.103(5) Uiso 0.50 1 d P A .
C35 C 0.0188(15) 0.4146(14) 0.9226(12) 0.103(5) Uiso 0.50 1 d P A .



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









































O3 0.112(4) 0.104(4) 0.145(5) 0.068(4) 0.042(4) 0.069(4)
C25 0.061(4) 0.059(4) 0.070(4) 0.042(3) 0.009(3) 0.017(3)
N1 0.065(3) 0.052(3) 0.056(3) 0.024(3) 0.011(3) 0.021(3)
N2 0.077(4) 0.060(4) 0.118(6) 0.042(4) -0.002(4) 0.024(3)
O2 0.099(3) 0.078(3) 0.055(3) 0.026(2) 0.033(2) 0.054(3)
O1 0.097(3) 0.077(3) 0.071(3) 0.040(3) 0.028(2) 0.055(3)
O4 0.167(6) 0.082(4) 0.128(5) 0.047(3) -0.032(4) 0.058(4)
C16 0.037(3) 0.040(3) 0.046(3) 0.020(3) 0.013(2) 0.012(3)
C19 0.049(3) 0.038(3) 0.046(3) 0.018(3) 0.014(3) 0.017(3)
C17 0.058(4) 0.046(3) 0.038(3) 0.017(3) 0.019(3) 0.023(3)
C18 0.062(4) 0.049(3) 0.045(3) 0.029(3) 0.014(3) 0.013(3)
C21 0.058(4) 0.057(4) 0.043(3) 0.024(3) 0.017(3) 0.025(3)
C20 0.058(4) 0.050(3) 0.037(3) 0.015(3) 0.015(3) 0.021(3)
C14 0.047(4) 0.047(4) 0.050(4) 0.025(3) 0.020(3) 0.014(3)
C15 0.042(3) 0.054(4) 0.036(3) 0.023(3) 0.009(3) 0.013(3)
C5 0.041(3) 0.040(3) 0.037(3) 0.015(3) 0.009(2) 0.010(3)
C3 0.052(3) 0.048(3) 0.049(3) 0.025(3) 0.019(3) 0.015(3)
C4 0.047(3) 0.047(3) 0.043(3) 0.021(3) 0.022(3) 0.016(3)
C2 0.041(3) 0.040(3) 0.046(3) 0.020(3) 0.011(3) 0.013(3)
C22 0.051(4) 0.049(3) 0.048(4) 0.024(3) 0.017(3) 0.016(3)
C24 0.046(3) 0.062(4) 0.058(4) 0.042(3) 0.015(3) 0.014(3)
C23 0.049(3) 0.057(4) 0.057(4) 0.032(3) 0.016(3) 0.021(3)
C29 0.060(4) 0.073(4) 0.071(4) 0.045(4) 0.023(3) 0.035(4)
C27 0.051(4) 0.045(4) 0.088(5) 0.031(4) 0.002(3) 0.017(3)
C28 0.065(4) 0.068(4) 0.075(4) 0.042(4) 0.018(3) 0.030(4)
C13 0.049(3) 0.045(3) 0.046(3) 0.019(3) 0.019(3) 0.022(3)
C1 0.045(3) 0.048(3) 0.036(3) 0.020(3) 0.013(2) 0.016(3)
C6 0.044(3) 0.048(3) 0.038(3) 0.022(3) 0.012(2) 0.019(3)
C7 0.054(3) 0.045(3) 0.038(3) 0.020(3) 0.017(3) 0.023(3)
C8 0.053(4) 0.055(4) 0.047(3) 0.024(3) 0.021(3) 0.019(3)
C10 0.068(4) 0.069(4) 0.055(4) 0.036(3) 0.030(3) 0.029(3)
C12 0.054(3) 0.055(4) 0.040(3) 0.022(3) 0.017(3) 0.020(3)
C11 0.066(4) 0.066(4) 0.056(4) 0.033(3) 0.026(3) 0.037(3)
C9 0.061(4) 0.058(4) 0.054(4) 0.033(3) 0.020(3) 0.026(3)
C36 0.061(4) 0.059(4) 0.045(3) 0.023(3) 0.014(3) 0.025(3)
C37 0.046(4) 0.094(5) 0.056(4) 0.034(4) 0.014(3) 0.014(4)
C30 0.050(4) 0.058(4) 0.049(3) 0.026(3) 0.019(3) 0.025(3)
C31 0.061(4) 0.077(4) 0.055(4) 0.024(4) 0.010(3) 0.013(4)
C26 0.060(4) 0.063(4) 0.083(5) 0.053(4) -0.007(4) 0.001(3)
C32 0.054(4) 0.143(7) 0.072(5) 0.063(5) 0.024(3) 0.027(4)
C38 0.060(5) 0.071(5) 0.133(7) 0.048(5) -0.034(4) -0.004(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








































































O3 N2 1.222(7) . ?
C25 C24 1.380(7) . ?
C25 C26 1.386(8) . ?
N1 O1 1.222(5) . ?
N1 O2 1.230(5) . ?
N1 C19 1.468(7) . ?
N2 O4 1.216(7) . ?
N2 C27 1.475(8) . ?
C16 C17 1.382(7) . ?
C16 C21 1.389(6) . ?
C16 C15 1.453(7) . ?
C19 C20 1.371(7) . ?
C19 C18 1.375(7) . ?
C17 C18 1.361(7) . ?
C21 C20 1.383(7) . ?
C14 C15 1.335(7) . ?
C14 C5 1.462(7) . ?
C5 C4 1.388(6) . ?
C5 C6 1.409(6) . ?
C3 C4 1.375(7) . ?
C3 C2 1.399(6) . ?
C2 C1 1.393(6) . ?
C2 C22 1.464(7) . ?
C22 C23 1.324(7) . ?
C24 C29 1.405(7) . ?
C24 C23 1.448(7) . ?
C29 C28 1.369(7) . ?
C27 C26 1.366(8) . ?
C27 C28 1.381(8) . ?
C13 C12 1.507(7) . ?
C13 C30 1.525(7) . ?
C13 C36 1.540(7) . ?
C13 C1 1.547(6) . ?
C1 C6 1.392(7) . ?
C6 C7 1.477(7) . ?
C7 C8 1.366(7) . ?
C7 C12 1.397(7) . ?
C8 C9 1.394(7) . ?
C10 C11 1.373(7) . ?
C10 C9 1.383(7) . ?
C12 C11 1.377(7) . ?
C36 C37 1.523(7) . ?
C37 C38 1.529(8) . ?
C30 C31 1.511(7) . ?
C31 C32 1.563(8) . ?
C32 C33 1.536(15) . ?
C32 C33A 1.649(15) . ?
C33 C33A 0.732(16) . ?
C33 C34A 1.015(17) . ?
C33 C34 1.527(16) . ?
C33 C35A 1.99(2) . ?
C41 C41A 0.718(19) . ?
C41 C40 1.57(2) . ?
C41 C40A 1.71(2) . ?
C41 C39A 1.93(2) . ?
C34 C33A 1.421(16) . ?
C34 C35 1.552(17) . ?
C34 C34A 1.669(19) . ?
C34 C35A 1.765(19) . ?
C38 C39 1.423(12) . ?
C38 C39A 2.01(2) . ?
C40 C39A 0.55(2) . ?
C40 C40A 1.57(3) . ?
C40 C39 1.590(19) . ?
C40 C41A 2.01(2) . ?
C39 C39A 1.109(18) . ?
C39 C40A 1.26(2) . ?
C35A C34A 1.55(2) . ?
C41A C40A 1.59(2) . ?
C33A C34A 1.47(2) . ?
C39A C40A 1.44(3) . ?
C34A C35 2.02(2) . ?



loop_

_geom_angle_atom_site_label_1

_geom_angle_atom_site_label_2

_geom_angle_atom_site_label_3

_geom_angle

_geom_angle_site_symmetry_1

_geom_angle_site_symmetry_3

_geom_angle_publ_flag



























































































































































C24 C25 C26 121.0(6) . . ?
O1 N1 O2 123.8(5) . . ?
O1 N1 C19 118.1(5) . . ?
O2 N1 C19 118.1(5) . . ?
O4 N2 O3 124.5(7) . . ?
O4 N2 C27 117.4(7) . . ?
O3 N2 C27 118.1(7) . . ?
C17 C16 C21 118.4(5) . . ?
C17 C16 C15 122.9(5) . . ?
C21 C16 C15 118.7(5) . . ?
C20 C19 C18 121.7(5) . . ?
C20 C19 N1 118.7(5) . . ?
C18 C19 N1 119.6(5) . . ?
C18 C17 C16 121.7(5) . . ?
C17 C18 C19 118.8(5) . . ?
C20 C21 C16 120.7(5) . . ?
C19 C20 C21 118.6(5) . . ?
C15 C14 C5 125.4(6) . . ?
C14 C15 C16 126.9(6) . . ?
C4 C5 C6 116.5(5) . . ?
C4 C5 C14 121.1(5) . . ?
C6 C5 C14 122.2(5) . . ?
C4 C3 C2 121.4(5) . . ?
C3 C4 C5 122.3(5) . . ?
C1 C2 C3 117.1(5) . . ?
C1 C2 C22 123.2(5) . . ?
C3 C2 C22 119.7(5) . . ?
C23 C22 C2 125.2(5) . . ?
C25 C24 C29 117.7(6) . . ?
C25 C24 C23 119.9(5) . . ?
C29 C24 C23 122.4(5) . . ?
C22 C23 C24 126.8(6) . . ?
C28 C29 C24 121.8(6) . . ?
C26 C27 C28 121.5(6) . . ?
C26 C27 N2 120.0(7) . . ?
C28 C27 N2 118.5(7) . . ?
C29 C28 C27 118.5(6) . . ?
C12 C13 C30 110.3(4) . . ?
C12 C13 C36 110.4(4) . . ?
C30 C13 C36 109.2(4) . . ?
C12 C13 C1 100.8(4) . . ?
C30 C13 C1 115.8(4) . . ?
C36 C13 C1 110.1(4) . . ?
C6 C1 C2 121.3(4) . . ?
C6 C1 C13 109.9(4) . . ?
C2 C1 C13 128.8(4) . . ?
C1 C6 C5 121.1(5) . . ?
C1 C6 C7 109.1(4) . . ?
C5 C6 C7 129.9(5) . . ?
C8 C7 C12 120.2(5) . . ?
C8 C7 C6 132.2(5) . . ?
C12 C7 C6 107.4(4) . . ?
C7 C8 C9 119.4(5) . . ?
C11 C10 C9 120.9(5) . . ?
C11 C12 C7 120.5(5) . . ?
C11 C12 C13 127.4(5) . . ?
C7 C12 C13 112.1(4) . . ?
C10 C11 C12 119.1(5) . . ?
C10 C9 C8 119.9(5) . . ?
C37 C36 C13 115.6(4) . . ?
C36 C37 C38 111.8(5) . . ?
C31 C30 C13 115.1(4) . . ?
C30 C31 C32 114.8(5) . . ?
C27 C26 C25 119.5(6) . . ?
C33 C32 C31 104.3(7) . . ?
C33 C32 C33A 26.3(6) . . ?
C31 C32 C33A 117.2(7) . . ?
C33A C33 C34A 113(2) . . ?
C33A C33 C34 67.7(17) . . ?
C34A C33 C34 79.2(13) . . ?
C33A C33 C32 85.6(19) . . ?
C34A C33 C32 160.9(18) . . ?
C34 C33 C32 108.1(9) . . ?
C33A C33 C35A 125(2) . . ?
C34A C33 C35A 50.2(12) . . ?
C34 C33 C35A 58.5(8) . . ?
C32 C33 C35A 117.9(9) . . ?
C41A C41 C40 118(2) . . ?
C41A C41 C40A 68(2) . . ?
C40 C41 C40A 57.0(10) . . ?
C41A C41 C39A 112(2) . . ?
C40 C41 C39A 13.8(9) . . ?
C40A C41 C39A 46.0(9) . . ?
C33A C34 C33 28.5(7) . . ?
C33A C34 C35 107.8(10) . . ?
C33 C34 C35 109.8(10) . . ?
C33A C34 C34A 56.1(9) . . ?
C33 C34 C34A 36.7(7) . . ?
C35 C34 C34A 77.6(9) . . ?
C33A C34 C35A 102.1(10) . . ?
C33 C34 C35A 74.0(9) . . ?
C35 C34 C35A 86.0(9) . . ?
C34A C34 C35A 53.6(8) . . ?
C39 C38 C37 120.6(7) . . ?
C39 C38 C39A 32.3(6) . . ?
C37 C38 C39A 95.8(7) . . ?
C39A C40 C40A 66(3) . . ?
C39A C40 C41 123(3) . . ?
C40A C40 C41 66.0(12) . . ?
C39A C40 C39 24(3) . . ?
C40A C40 C39 47.0(9) . . ?
C41 C40 C39 112.1(11) . . ?
C39A C40 C41A 114(3) . . ?
C40A C40 C41A 50.7(10) . . ?
C41 C40 C41A 18.3(7) . . ?
C39 C40 C41A 97.8(9) . . ?
C39A C39 C40A 74.4(14) . . ?
C39A C39 C38 104.4(13) . . ?
C40A C39 C38 169.5(13) . . ?
C39A C39 C40 11.9(13) . . ?
C40A C39 C40 65.7(12) . . ?
C38 C39 C40 111.3(9) . . ?
C34A C35A C34 60.0(9) . . ?
C34A C35A C33 30.2(7) . . ?
C34 C35A C33 47.5(7) . . ?
C41 C41A C40A 87(2) . . ?
C41 C41A C40 43.5(19) . . ?
C40A C41A C40 50.1(10) . . ?
C33 C33A C34 83.8(18) . . ?
C33 C33A C34A 39.3(16) . . ?
C34 C33A C34A 70.5(10) . . ?
C33 C33A C32 68.2(18) . . ?
C34 C33A C32 107.5(10) . . ?
C34A C33A C32 107.5(12) . . ?
C40 C39A C39 144(4) . . ?
C40 C39A C40A 93(3) . . ?
C39 C39A C40A 57.6(13) . . ?
C40 C39A C41 43(3) . . ?
C39 C39A C41 116.4(15) . . ?
C40A C39A C41 58.9(11) . . ?
C40 C39A C38 146(3) . . ?
C39 C39A C38 43.3(9) . . ?
C40A C39A C38 100.3(15) . . ?
C41 C39A C38 158.8(12) . . ?
C39 C40A C39A 48.0(11) . . ?
C39 C40A C40 67.2(13) . . ?
C39A C40A C40 20.6(10) . . ?
C39 C40A C41A 146.4(19) . . ?
C39A C40A C41A 98.7(16) . . ?
C40 C40A C41A 79.2(13) . . ?
C39 C40A C41 123.1(17) . . ?
C39A C40A C41 75.2(13) . . ?
C40 C40A C41 57.0(10) . . ?
C41A C40A C41 24.7(8) . . ?
C33 C34A C33A 27.2(11) . . ?
C33 C34A C35A 99.6(16) . . ?
C33A C34A C35A 110.9(13) . . ?
C33 C34A C34 64.1(12) . . ?
C33A C34A C34 53.4(8) . . ?
C35A C34A C34 66.4(9) . . ?
C33 C34A C35 107.6(15) . . ?
C33A C34A C35 85.6(10) . . ?
C35A C34A C35 77.7(10) . . ?
C34 C34A C35 48.6(7) . . ?
C34 C35 C34A 53.8(8) . . ?



_diffrn_measured_fraction_theta_max 0.988

_diffrn_reflns_theta_full        27.78

_diffrn_measured_fraction_theta_full 0.988

_refine_diff_density_max         0.499

_refine_diff_density_min         -0.275

_refine_diff_density_rms         0.069
_database_code_depnum_ccdc_archive 'CCDC 930514'
#######################################################################
#
#                 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_jrg072712_0m
#TrackingRef 'web_deposit_cif_file_1_RhettSmith_1363877420.jrg072712_0m.cif'




_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         'C43 H50'

_chemical_formula_sum            'C43 H50'

_chemical_formula_weight         566.83



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'



_symmetry_cell_setting           Monoclinic

_symmetry_space_group_name_H-M   C2/c
_symmetry_space_group_name_Hall  '-C 2yc'



loop_

_symmetry_equiv_pos_as_xyz








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



_cell_length_a                   31.617(8)

_cell_length_b                   15.289(3)

_cell_length_c                   14.801(3)

_cell_angle_alpha                90.00

_cell_angle_beta                 108.297(6)

_cell_angle_gamma                90.00

_cell_volume                     6793(3)

_cell_formula_units_Z            8

_cell_measurement_temperature    160(2)

_cell_measurement_reflns_used    1133

_cell_measurement_theta_min      2.48

_cell_measurement_theta_max      18.10



_exptl_crystal_description       Needles

_exptl_crystal_colour            orange

_exptl_crystal_size_max          0.26

_exptl_crystal_size_mid          0.16

_exptl_crystal_size_min          0.04

_exptl_crystal_density_meas      'not measured'

_exptl_crystal_density_diffrn    1.109

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             2464

_exptl_absorpt_coefficient_mu    0.062

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.9841

_exptl_absorpt_correction_T_max  0.9977

_exptl_absorpt_process_details   'AXScale in APEX 2 (Bruker, 2004)'



_exptl_special_details           
;

?

;



_diffrn_ambient_temperature      160(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  'AXScale in APEX II CCD area detector'

_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean ?

_diffrn_standards_number         0

_diffrn_standards_interval_count ?

_diffrn_standards_interval_time  ?

_diffrn_standards_decay_%        none

_diffrn_reflns_number            33874

_diffrn_reflns_av_R_equivalents  0.1585

_diffrn_reflns_av_sigmaI/netI    0.1192

_diffrn_reflns_limit_h_min       -37

_diffrn_reflns_limit_h_max       37

_diffrn_reflns_limit_k_min       -18

_diffrn_reflns_limit_k_max       18

_diffrn_reflns_limit_l_min       -17

_diffrn_reflns_limit_l_max       17

_diffrn_reflns_theta_min         1.36

_diffrn_reflns_theta_max         25.00

_reflns_number_total             5987

_reflns_number_gt                2658

_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^)+(0.1000P)^2^+0.1582P] 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    constr

_refine_ls_extinction_method     none

_refine_ls_extinction_coef       ?

_refine_ls_number_reflns         5987

_refine_ls_number_parameters     395

_refine_ls_number_restraints     0

_refine_ls_R_factor_all          0.1780

_refine_ls_R_factor_gt           0.0682

_refine_ls_wR_factor_ref         0.2268

_refine_ls_wR_factor_gt          0.1543

_refine_ls_goodness_of_fit_ref   1.002

_refine_ls_restrained_S_all      1.002

_refine_ls_shift/su_max          0.009

_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





























































































C22 C 0.15823(13) 0.1076(2) 0.9589(3) 0.0371(10) Uani 1 1 d . A 4
C13 C -0.03228(13) 0.3307(2) 0.8566(3) 0.0352(9) Uani 1 1 d . A 4
C10 C 0.07124(13) 0.1794(2) 0.9288(3) 0.0357(10) Uani 1 1 d . A 4
C21 C 0.14186(13) 0.1778(2) 0.8962(3) 0.0387(10) Uani 1 1 d . A 4
H21 H 0.1603 0.2025 0.8632 0.046 Uiso 1 1 calc R A 4
C11 C 0.02589(13) 0.2146(3) 0.9089(3) 0.0367(10) Uani 1 1 d . A 4
H11 H 0.0038 0.1757 0.9162 0.044 Uiso 1 1 calc R A 4
C9 C 0.08747(12) 0.1107(2) 0.9934(2) 0.0308(9) Uani 1 1 d . A 4
C25 C 0.28308(13) 0.0801(3) 0.9794(3) 0.0414(10) Uani 1 1 d . A 4
C20 C 0.10022(14) 0.2114(2) 0.8814(3) 0.0399(10) Uani 1 1 d . A 4
H20 H 0.0905 0.2581 0.8374 0.048 Uiso 1 1 calc R A 4
C23 C 0.20338(13) 0.0723(3) 0.9737(3) 0.0414(10) Uani 1 1 d . A 4
H23 H 0.2079 0.0126 0.9922 0.050 Uiso 1 1 calc R A 4
C12 C 0.01302(13) 0.2963(2) 0.8816(3) 0.0389(10) Uani 1 1 d . A 4
H12 H 0.0356 0.3360 0.8782 0.047 Uiso 1 1 calc R A 4
C24 C 0.23828(13) 0.1146(3) 0.9642(3) 0.0444(11) Uani 1 1 d . A 4
H24 H 0.2336 0.1741 0.9452 0.053 Uiso 1 1 calc R A 4
C8 C 0.06735(12) 0.0665(2) 1.0591(2) 0.0311(9) Uani 1 1 d . A 4
C1 C 0.12995(12) 0.0749(2) 1.0076(2) 0.0331(9) Uani 1 1 d . A 4
C15 C -0.11082(14) 0.3172(3) 0.8380(3) 0.0458(11) Uani 1 1 d . A 4
H15 H -0.1344 0.2835 0.8471 0.055 Uiso 1 1 calc R A 4
C7 C 0.02762(12) 0.0791(2) 1.0793(3) 0.0358(9) Uani 1 1 d . A 4
H7 H 0.0072 0.1229 1.0468 0.043 Uiso 1 1 calc R A 4
C4 C 0.08771(13) -0.0482(2) 1.1774(3) 0.0383(10) Uani 1 1 d . A 4
H4 H 0.1083 -0.0912 1.2113 0.046 Uiso 1 1 calc R A 4
C16 C -0.12018(13) 0.3992(3) 0.7949(3) 0.0435(11) Uani 1 1 d . A 4
C14 C -0.06846(14) 0.2842(3) 0.8674(3) 0.0414(10) Uani 1 1 d . A 4
H14 H -0.0635 0.2280 0.8962 0.050 Uiso 1 1 calc R A 4
C30 C 0.33836(14) -0.0357(3) 1.0235(3) 0.0486(11) Uani 1 1 d . A 4
H30 H 0.3454 -0.0947 1.0425 0.058 Uiso 1 1 calc R A 4
C2 C 0.13893(12) 0.0000(2) 1.0797(3) 0.0363(9) Uani 1 1 d . A 4
C3 C 0.09724(12) 0.0021(2) 1.1090(3) 0.0337(9) Uani 1 1 d . A 4
C28 C 0.37134(13) 0.0188(3) 1.0117(3) 0.0464(11) Uani 1 1 d . A 4
C19 C -0.04162(14) 0.4137(3) 0.8167(3) 0.0445(11) Uani 1 1 d . A 4
H19 H -0.0178 0.4487 0.8106 0.053 Uiso 1 1 calc R A 4
C5 C 0.04809(13) -0.0361(3) 1.1965(3) 0.0395(10) Uani 1 1 d . A 4
H5 H 0.0414 -0.0709 1.2434 0.047 Uiso 1 1 calc R A 4
C18 C -0.08448(14) 0.4467(3) 0.7857(3) 0.0464(11) Uani 1 1 d . A 4
H18 H -0.0895 0.5031 0.7575 0.056 Uiso 1 1 calc R A 4
C31 C 0.29550(14) -0.0060(3) 1.0082(3) 0.0483(11) Uani 1 1 d . A 4
H31 H 0.2738 -0.0449 1.0174 0.058 Uiso 1 1 calc R A 4
C17 C -0.16672(14) 0.4360(3) 0.7609(3) 0.0640(14) Uani 1 1 d . A 4
H17A H -0.1784 0.4408 0.8147 0.096 Uiso 1 1 calc R A 4
H17B H -0.1859 0.3972 0.7125 0.096 Uiso 1 1 calc R A 4
H17C H -0.1661 0.4941 0.7333 0.096 Uiso 1 1 calc R A 4
C6 C 0.01810(13) 0.0269(2) 1.1473(3) 0.0386(10) Uani 1 1 d . A 4
H6 H -0.0093 0.0345 1.1602 0.046 Uiso 1 1 calc R A 4
C26 C 0.31650(14) 0.1337(3) 0.9670(3) 0.0525(12) Uani 1 1 d . A 4
H26 H 0.3096 0.1926 0.9474 0.063 Uiso 1 1 calc R A 4
C27 C 0.35945(15) 0.1034(3) 0.9826(3) 0.0544(12) Uani 1 1 d . A 4
H27 H 0.3813 0.1418 0.9731 0.065 Uiso 1 1 calc R A 4
C29 C 0.41869(13) -0.0128(3) 1.0317(3) 0.0565(12) Uani 1 1 d . A 4
H29A H 0.4333 0.0213 0.9940 0.085 Uiso 1 1 calc R A 4
H29B H 0.4185 -0.0748 1.0147 0.085 Uiso 1 1 calc R A 4
H29C H 0.4350 -0.0054 1.0996 0.085 Uiso 1 1 calc R A 4
C36 C 0.18073(14) 0.1013(3) 1.2193(3) 0.0528(12) Uani 1 1 d . A .
H36A H 0.1771 0.1501 1.1735 0.063 Uiso 1 1 calc R . .
H36B H 0.1550 0.1027 1.2438 0.063 Uiso 1 1 calc R . .
C35 C 0.18029(13) 0.0153(3) 1.1675(3) 0.0430(10) Uani 1 1 d . . .
H35A H 0.1824 -0.0331 1.2131 0.052 Uiso 1 1 calc R A 4
H35B H 0.2072 0.0128 1.1469 0.052 Uiso 1 1 calc R A 4
C37 C 0.22229(15) 0.1153(3) 1.2999(3) 0.0631(13) Uani 1 1 d . . .
H37A H 0.2473 0.1196 1.2733 0.076 Uiso 1 1 calc R A .
H37B H 0.2275 0.0623 1.3404 0.076 Uiso 1 1 calc R . .
C39 C 0.2171(2) 0.2785(4) 1.3152(5) 0.112(2) Uani 1 1 d . . .
H39A H 0.2160 0.3240 1.3620 0.134 Uiso 1 1 calc R A .
H39B H 0.1878 0.2776 1.2649 0.134 Uiso 1 1 calc R . .
C38 C 0.22475(18) 0.1931(4) 1.3633(4) 0.0817(17) Uani 1 1 d . A .
H38A H 0.2025 0.1854 1.3970 0.098 Uiso 1 1 calc R . .
H38B H 0.2545 0.1939 1.4119 0.098 Uiso 1 1 calc R . .
C41 C 0.14215(12) -0.0905(2) 1.0347(3) 0.0401(10) Uani 1 1 d . . .
H41A H 0.1716 -0.0951 1.0249 0.048 Uiso 1 1 calc R A 4
H41B H 0.1406 -0.1367 1.0804 0.048 Uiso 1 1 calc R A 4
C42 C 0.10633(13) -0.1081(2) 0.9405(3) 0.0432(10) Uani 1 1 d . A .
H42A H 0.1109 -0.0678 0.8920 0.052 Uiso 1 1 calc R . .
H42B H 0.0769 -0.0945 0.9476 0.052 Uiso 1 1 calc R . .
C44 C 0.07509(14) -0.2138(3) 0.8030(3) 0.0487(11) Uani 1 1 d . A .
H44A H 0.0444 -0.1973 0.8004 0.058 Uiso 1 1 calc R . .
H44B H 0.0846 -0.1728 0.7614 0.058 Uiso 1 1 calc R . .
C43 C 0.10549(14) -0.2019(2) 0.9043(3) 0.0474(11) Uani 1 1 d . . .
H43A H 0.1361 -0.2193 0.9077 0.057 Uiso 1 1 calc R A .
H43B H 0.0955 -0.2414 0.9467 0.057 Uiso 1 1 calc R . .
C45 C 0.07398(17) -0.3051(3) 0.7633(3) 0.0663(14) Uani 1 1 d . . .
H45A H 0.0625 -0.3458 0.8022 0.080 Uiso 1 1 calc R A .
H45B H 0.1048 -0.3231 0.7690 0.080 Uiso 1 1 calc R . .
C46 C 0.04542(19) -0.3131(3) 0.6603(3) 0.0864(18) Uani 1 1 d . A .
H46A H 0.0155 -0.2909 0.6530 0.130 Uiso 1 1 calc R . .
H46B H 0.0436 -0.3747 0.6411 0.130 Uiso 1 1 calc R . .
H46C H 0.0587 -0.2790 0.6202 0.130 Uiso 1 1 calc R . .
C40 C 0.2524(3) 0.3031(5) 1.2711(6) 0.171(4) Uani 1 1 d . A .
H40A H 0.2818 0.2995 1.3193 0.257 Uiso 1 1 calc R . .
H40B H 0.2472 0.3630 1.2465 0.257 Uiso 1 1 calc R . .
H40C H 0.2511 0.2628 1.2188 0.257 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











































C22 0.046(3) 0.034(2) 0.032(2) -0.0040(19) 0.013(2) -0.0056(19)
C13 0.044(3) 0.032(2) 0.029(2) -0.0007(18) 0.0116(19) 0.0000(19)
C10 0.045(3) 0.029(2) 0.031(2) -0.0029(18) 0.0084(19) -0.0025(19)
C21 0.048(3) 0.036(2) 0.036(2) -0.0011(19) 0.018(2) -0.003(2)
C11 0.045(3) 0.033(2) 0.033(2) 0.0006(19) 0.0143(19) -0.0028(19)
C9 0.040(2) 0.024(2) 0.029(2) -0.0020(17) 0.0117(18) -0.0022(18)
C25 0.045(3) 0.039(3) 0.041(2) -0.009(2) 0.014(2) -0.006(2)
C20 0.057(3) 0.027(2) 0.036(2) 0.0017(18) 0.016(2) -0.003(2)
C23 0.050(3) 0.037(2) 0.040(2) 0.0013(19) 0.017(2) 0.001(2)
C12 0.053(3) 0.030(2) 0.035(2) 0.0027(18) 0.017(2) -0.003(2)
C24 0.045(3) 0.042(3) 0.047(3) 0.000(2) 0.016(2) -0.003(2)
C8 0.039(2) 0.026(2) 0.027(2) -0.0045(17) 0.0087(18) -0.0042(18)
C1 0.040(2) 0.030(2) 0.030(2) -0.0015(18) 0.0122(18) 0.0004(18)
C15 0.051(3) 0.045(3) 0.045(3) 0.001(2) 0.020(2) -0.003(2)
C7 0.044(2) 0.031(2) 0.032(2) -0.0024(18) 0.0126(19) 0.0018(18)
C4 0.049(3) 0.032(2) 0.032(2) 0.0054(18) 0.009(2) 0.0040(19)
C16 0.042(3) 0.051(3) 0.037(2) -0.001(2) 0.012(2) 0.002(2)
C14 0.056(3) 0.031(2) 0.040(2) 0.0037(19) 0.021(2) -0.001(2)
C30 0.049(3) 0.048(3) 0.049(3) -0.003(2) 0.016(2) -0.002(2)
C2 0.040(2) 0.034(2) 0.035(2) 0.0029(19) 0.0127(19) 0.0021(18)
C3 0.040(2) 0.028(2) 0.031(2) 0.0001(18) 0.0095(18) 0.0005(18)
C28 0.044(3) 0.058(3) 0.036(2) -0.010(2) 0.012(2) -0.005(2)
C19 0.054(3) 0.035(2) 0.049(3) 0.007(2) 0.021(2) 0.000(2)
C5 0.050(3) 0.038(2) 0.034(2) -0.0029(19) 0.018(2) -0.006(2)
C18 0.057(3) 0.037(3) 0.047(3) 0.009(2) 0.018(2) 0.007(2)
C31 0.046(3) 0.051(3) 0.050(3) 0.001(2) 0.019(2) -0.009(2)
C17 0.053(3) 0.082(4) 0.060(3) 0.015(3) 0.021(2) 0.011(3)
C6 0.044(2) 0.038(2) 0.037(2) 0.000(2) 0.018(2) 0.004(2)
C26 0.052(3) 0.047(3) 0.060(3) -0.003(2) 0.020(2) -0.009(2)
C27 0.050(3) 0.053(3) 0.062(3) -0.007(2) 0.021(2) -0.016(2)
C29 0.048(3) 0.070(3) 0.050(3) -0.010(2) 0.014(2) 0.000(2)
C36 0.048(3) 0.061(3) 0.046(3) -0.012(2) 0.009(2) -0.001(2)
C35 0.045(3) 0.043(3) 0.040(2) 0.003(2) 0.012(2) 0.003(2)
C37 0.068(3) 0.061(3) 0.054(3) 0.004(3) 0.011(3) -0.009(3)
C39 0.139(6) 0.064(4) 0.102(5) -0.025(4) -0.006(5) 0.004(4)
C38 0.084(4) 0.086(5) 0.072(4) -0.016(3) 0.020(3) -0.011(3)
C41 0.045(3) 0.036(2) 0.041(2) 0.0065(19) 0.016(2) 0.0060(19)
C42 0.053(3) 0.032(2) 0.043(2) 0.001(2) 0.014(2) 0.003(2)
C44 0.068(3) 0.035(3) 0.041(3) 0.000(2) 0.014(2) 0.003(2)
C43 0.059(3) 0.037(3) 0.047(3) 0.001(2) 0.019(2) 0.005(2)
C45 0.097(4) 0.042(3) 0.053(3) -0.009(2) 0.013(3) 0.004(3)
C46 0.140(5) 0.052(3) 0.055(3) -0.014(3) 0.013(3) 0.012(3)
C40 0.156(7) 0.169(8) 0.135(7) 0.064(6) -0.030(6) -0.105(6)



_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

































































































C22 C21 1.406(5) . ?
C22 C1 1.406(5) . ?
C22 C23 1.477(5) . ?
C13 C19 1.391(5) . ?
C13 C14 1.398(5) . ?
C13 C12 1.460(5) . ?
C10 C9 1.404(5) . ?
C10 C20 1.404(5) . ?
C10 C11 1.472(5) . ?
C21 C20 1.365(5) . ?
C21 H21 0.9500 . ?
C11 C12 1.337(5) . ?
C11 H11 0.9500 . ?
C9 C1 1.404(5) . ?
C9 C8 1.482(5) . ?
C25 C26 1.394(5) . ?
C25 C31 1.401(5) . ?
C25 C24 1.461(5) . ?
C20 H20 0.9500 . ?
C23 C24 1.324(5) . ?
C23 H23 0.9500 . ?
C12 H12 0.9500 . ?
C24 H24 0.9500 . ?
C8 C7 1.393(5) . ?
C8 C3 1.404(5) . ?
C1 C2 1.529(5) . ?
C15 C14 1.368(5) . ?
C15 C16 1.396(5) . ?
C15 H15 0.9500 . ?
C7 C6 1.388(5) . ?
C7 H7 0.9500 . ?
C4 C3 1.378(5) . ?
C4 C5 1.380(5) . ?
C4 H4 0.9500 . ?
C16 C18 1.384(5) . ?
C16 C17 1.507(5) . ?
C14 H14 0.9500 . ?
C30 C31 1.379(5) . ?
C30 C28 1.388(5) . ?
C30 H30 0.9500 . ?
C2 C3 1.512(5) . ?
C2 C35 1.545(5) . ?
C2 C41 1.552(5) . ?
C28 C27 1.378(6) . ?
C28 C29 1.511(5) . ?
C19 C18 1.382(5) . ?
C19 H19 0.9500 . ?
C5 C6 1.387(5) . ?
C5 H5 0.9500 . ?
C18 H18 0.9500 . ?
C31 H31 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C6 H6 0.9500 . ?
C26 C27 1.384(6) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C36 C37 1.487(5) . ?
C36 C35 1.520(5) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C37 C38 1.501(6) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C39 C38 1.470(7) . ?
C39 C40 1.506(10) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C41 C42 1.519(5) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.529(5) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C44 C45 1.510(5) . ?
C44 C43 1.516(5) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C45 C46 1.514(6) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?



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


































































































































































C21 C22 C1 116.7(4) . . ?
C21 C22 C23 121.1(3) . . ?
C1 C22 C23 122.3(3) . . ?
C19 C13 C14 116.1(4) . . ?
C19 C13 C12 119.8(4) . . ?
C14 C13 C12 124.1(4) . . ?
C9 C10 C20 116.3(4) . . ?
C9 C10 C11 122.3(3) . . ?
C20 C10 C11 121.4(4) . . ?
C20 C21 C22 122.0(4) . . ?
C20 C21 H21 119.0 . . ?
C22 C21 H21 119.0 . . ?
C12 C11 C10 125.9(4) . . ?
C12 C11 H11 117.0 . . ?
C10 C11 H11 117.0 . . ?
C10 C9 C1 121.5(3) . . ?
C10 C9 C8 130.3(3) . . ?
C1 C9 C8 108.1(3) . . ?
C26 C25 C31 116.1(4) . . ?
C26 C25 C24 120.4(4) . . ?
C31 C25 C24 123.5(4) . . ?
C21 C20 C10 122.5(4) . . ?
C21 C20 H20 118.8 . . ?
C10 C20 H20 118.8 . . ?
C24 C23 C22 127.1(4) . . ?
C24 C23 H23 116.4 . . ?
C22 C23 H23 116.4 . . ?
C11 C12 C13 126.5(4) . . ?
C11 C12 H12 116.8 . . ?
C13 C12 H12 116.8 . . ?
C23 C24 C25 127.4(4) . . ?
C23 C24 H24 116.3 . . ?
C25 C24 H24 116.3 . . ?
C7 C8 C3 119.1(3) . . ?
C7 C8 C9 132.9(3) . . ?
C3 C8 C9 108.0(3) . . ?
C9 C1 C22 121.1(3) . . ?
C9 C1 C2 110.9(3) . . ?
C22 C1 C2 128.0(3) . . ?
C14 C15 C16 121.5(4) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C6 C7 C8 119.5(4) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
C3 C4 C5 119.8(4) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C18 C16 C15 117.0(4) . . ?
C18 C16 C17 120.8(4) . . ?
C15 C16 C17 122.2(4) . . ?
C15 C14 C13 122.1(4) . . ?
C15 C14 H14 119.0 . . ?
C13 C14 H14 119.0 . . ?
C31 C30 C28 121.3(4) . . ?
C31 C30 H30 119.3 . . ?
C28 C30 H30 119.3 . . ?
C3 C2 C1 101.3(3) . . ?
C3 C2 C35 109.8(3) . . ?
C1 C2 C35 113.3(3) . . ?
C3 C2 C41 108.8(3) . . ?
C1 C2 C41 113.0(3) . . ?
C35 C2 C41 110.2(3) . . ?
C4 C3 C8 120.8(3) . . ?
C4 C3 C2 127.6(3) . . ?
C8 C3 C2 111.6(3) . . ?
C27 C28 C30 117.4(4) . . ?
C27 C28 C29 121.2(4) . . ?
C30 C28 C29 121.4(4) . . ?
C18 C19 C13 122.0(4) . . ?
C18 C19 H19 119.0 . . ?
C13 C19 H19 119.0 . . ?
C4 C5 C6 120.1(4) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C19 C18 C16 121.3(4) . . ?
C19 C18 H18 119.3 . . ?
C16 C18 H18 119.3 . . ?
C30 C31 C25 121.8(4) . . ?
C30 C31 H31 119.1 . . ?
C25 C31 H31 119.1 . . ?
C5 C6 C7 120.7(4) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C27 C26 C25 121.7(4) . . ?
C27 C26 H26 119.2 . . ?
C25 C26 H26 119.2 . . ?
C28 C27 C26 121.6(4) . . ?
C28 C27 H27 119.2 . . ?
C26 C27 H27 119.2 . . ?
C37 C36 C35 113.3(4) . . ?
C37 C36 H36A 108.9 . . ?
C35 C36 H36A 108.9 . . ?
C37 C36 H36B 108.9 . . ?
C35 C36 H36B 108.9 . . ?
H36A C36 H36B 107.7 . . ?
C36 C35 C2 115.3(3) . . ?
C36 C35 H35A 108.4 . . ?
C2 C35 H35A 108.4 . . ?
C36 C35 H35B 108.4 . . ?
C2 C35 H35B 108.4 . . ?
H35A C35 H35B 107.5 . . ?
C36 C37 C38 118.3(4) . . ?
C36 C37 H37A 107.7 . . ?
C38 C37 H37A 107.7 . . ?
C36 C37 H37B 107.7 . . ?
C38 C37 H37B 107.7 . . ?
H37A C37 H37B 107.1 . . ?
C38 C39 C40 113.6(6) . . ?
C38 C39 H39A 108.8 . . ?
C40 C39 H39A 108.8 . . ?
C38 C39 H39B 108.8 . . ?
C40 C39 H39B 108.8 . . ?
H39A C39 H39B 107.7 . . ?
C39 C38 C37 115.7(5) . . ?
C39 C38 H38A 108.4 . . ?
C37 C38 H38A 108.4 . . ?
C39 C38 H38B 108.4 . . ?
C37 C38 H38B 108.4 . . ?
H38A C38 H38B 107.4 . . ?
C42 C41 C2 114.9(3) . . ?
C42 C41 H41A 108.5 . . ?
C2 C41 H41A 108.5 . . ?
C42 C41 H41B 108.5 . . ?
C2 C41 H41B 108.5 . . ?
H41A C41 H41B 107.5 . . ?
C41 C42 C43 114.4(3) . . ?
C41 C42 H42A 108.7 . . ?
C43 C42 H42A 108.7 . . ?
C41 C42 H42B 108.7 . . ?
C43 C42 H42B 108.7 . . ?
H42A C42 H42B 107.6 . . ?
C45 C44 C43 115.2(3) . . ?
C45 C44 H44A 108.5 . . ?
C43 C44 H44A 108.5 . . ?
C45 C44 H44B 108.5 . . ?
C43 C44 H44B 108.5 . . ?
H44A C44 H44B 107.5 . . ?
C44 C43 C42 113.2(3) . . ?
C44 C43 H43A 108.9 . . ?
C42 C43 H43A 108.9 . . ?
C44 C43 H43B 108.9 . . ?
C42 C43 H43B 108.9 . . ?
H43A C43 H43B 107.7 . . ?
C44 C45 C46 113.6(4) . . ?
C44 C45 H45A 108.8 . . ?
C46 C45 H45A 108.8 . . ?
C44 C45 H45B 108.8 . . ?
C46 C45 H45B 108.8 . . ?
H45A C45 H45B 107.7 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?



_diffrn_measured_fraction_theta_max 1.000

_diffrn_reflns_theta_full        25.00

_diffrn_measured_fraction_theta_full 1.000

_refine_diff_density_max         0.229

_refine_diff_density_min         -0.330

_refine_diff_density_rms         0.069



_database_code_depnum_ccdc_archive 'CCDC 930515'