# Electronic Supplementary Material (ESI) for RSC Advances
# 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
#  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_1
#TrackingRef 'web_deposit_cif_file_0_YifeiLiu_1358990537.1.CIF'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C41 H38 Br Cl2 N O'
_chemical_formula_weight         711.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

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

_cell_length_a                   10.788(2)
_cell_length_b                   12.438(3)
_cell_length_c                   27.874(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3740.2(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1472
_exptl_absorpt_coefficient_mu    1.273
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7348
_exptl_absorpt_correction_T_max  0.7777
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      291(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            27891
_diffrn_reflns_av_R_equivalents  0.0962
_diffrn_reflns_av_sigmaI/netI    0.0999
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.28
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6574
_reflns_number_gt                3528
_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^)+(0.0525P)^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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.014(12)
_refine_ls_number_reflns         6574
_refine_ls_number_parameters     418
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1208
_refine_ls_R_factor_gt           0.0535
_refine_ls_wR_factor_ref         0.1229
_refine_ls_wR_factor_gt          0.1032
_refine_ls_goodness_of_fit_ref   0.945
_refine_ls_restrained_S_all      0.945
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.41252(5) 0.78651(6) 0.74293(2) 0.0801(2) Uani 1 1 d . . .
C1 C 0.3116(5) 0.9397(5) 1.0825(2) 0.0670(16) Uani 1 1 d . . .
H1 H 0.2788 0.8769 1.0696 0.080 Uiso 1 1 calc R . .
C2 C 0.2565(6) 0.9862(7) 1.1222(2) 0.082(2) Uani 1 1 d . . .
H2 H 0.1879 0.9536 1.1363 0.099 Uiso 1 1 calc R . .
C3 C 0.3016(7) 1.0783(7) 1.1407(2) 0.093(2) Uani 1 1 d . . .
H3 H 0.2620 1.1103 1.1667 0.112 Uiso 1 1 calc R . .
C4 C 0.4070(8) 1.1258(6) 1.1213(2) 0.097(2) Uani 1 1 d . . .
H4 H 0.4394 1.1884 1.1345 0.116 Uiso 1 1 calc R . .
C5 C 0.4617(5) 1.0794(6) 1.0827(2) 0.0749(18) Uani 1 1 d . . .
H5 H 0.5324 1.1109 1.0698 0.090 Uiso 1 1 calc R . .
C6 C 0.4155(5) 0.9862(4) 1.06201(16) 0.0523(12) Uani 1 1 d . . .
C7 C 0.4775(4) 0.9346(5) 1.01997(19) 0.0549(15) Uani 1 1 d . . .
C8 C 0.5225(5) 0.8239(5) 1.0280(2) 0.0600(16) Uani 1 1 d . . .
C9 C 0.5993(6) 0.8041(6) 1.0676(2) 0.0798(18) Uani 1 1 d . . .
H9 H 0.6191 0.8598 1.0885 0.096 Uiso 1 1 calc R . .
C10 C 0.6461(8) 0.7011(9) 1.0757(3) 0.117(3) Uani 1 1 d . . .
H10 H 0.6955 0.6878 1.1024 0.140 Uiso 1 1 calc R . .
C11 C 0.6197(9) 0.6219(8) 1.0451(4) 0.123(4) Uani 1 1 d . . .
H11 H 0.6548 0.5544 1.0497 0.147 Uiso 1 1 calc R . .
C12 C 0.5414(8) 0.6384(7) 1.0067(3) 0.104(3) Uani 1 1 d . . .
H12 H 0.5220 0.5814 0.9864 0.125 Uiso 1 1 calc R . .
C13 C 0.4923(6) 0.7374(6) 0.9982(2) 0.0787(19) Uani 1 1 d . . .
H13 H 0.4386 0.7475 0.9725 0.094 Uiso 1 1 calc R . .
C14 C 0.4937(4) 0.9871(5) 0.9778(2) 0.0527(14) Uani 1 1 d . . .
C15 C 0.4431(5) 1.0943(5) 0.96661(18) 0.0583(15) Uani 1 1 d . . .
C16 C 0.3244(5) 1.1266(6) 0.9797(2) 0.077(2) Uani 1 1 d . . .
H16 H 0.2740 1.0791 0.9965 0.092 Uiso 1 1 calc R . .
C17 C 0.2792(7) 1.2275(8) 0.9682(3) 0.105(3) Uani 1 1 d . . .
H17 H 0.1991 1.2471 0.9769 0.126 Uiso 1 1 calc R . .
C18 C 0.3513(10) 1.2964(8) 0.9446(3) 0.128(3) Uani 1 1 d . . .
H18 H 0.3210 1.3646 0.9377 0.154 Uiso 1 1 calc R . .
C19 C 0.4691(9) 1.2697(7) 0.9303(3) 0.113(3) Uani 1 1 d . . .
H19 H 0.5179 1.3192 0.9139 0.136 Uiso 1 1 calc R . .
C20 C 0.5148(6) 1.1673(6) 0.9407(2) 0.085(2) Uani 1 1 d . . .
H20 H 0.5934 1.1476 0.9303 0.102 Uiso 1 1 calc R . .
C21 C 0.5697(4) 0.9365(4) 0.93901(16) 0.0467(12) Uani 1 1 d . . .
C22 C 0.5198(4) 0.9169(5) 0.89433(18) 0.0551(15) Uani 1 1 d . . .
H22 H 0.4386 0.9377 0.8881 0.066 Uiso 1 1 calc R . .
C23 C 0.5869(4) 0.8675(4) 0.85872(16) 0.0510(12) Uani 1 1 d . . .
H23 H 0.5498 0.8532 0.8293 0.061 Uiso 1 1 calc R . .
C24 C 0.7098(4) 0.8388(4) 0.86637(16) 0.0464(13) Uani 1 1 d . . .
C25 C 0.7599(4) 0.8604(4) 0.91132(18) 0.0520(14) Uani 1 1 d . . .
H25 H 0.8425 0.8431 0.9170 0.062 Uiso 1 1 calc R . .
C26 C 0.6922(5) 0.9062(5) 0.94757(18) 0.0553(15) Uani 1 1 d . . .
H26 H 0.7277 0.9171 0.9776 0.066 Uiso 1 1 calc R . .
C27 C 0.7890(4) 0.7911(5) 0.82999(17) 0.0520(13) Uani 1 1 d . . .
H27 H 0.8720 0.7831 0.8382 0.062 Uiso 1 1 calc R . .
C28 C 0.7577(4) 0.7574(4) 0.78630(16) 0.0429(13) Uani 1 1 d . . .
H28 H 0.6749 0.7607 0.7771 0.051 Uiso 1 1 calc R . .
C29 C 0.8452(3) 0.7169(4) 0.75343(17) 0.0418(11) Uani 1 1 d . . .
C30 C 0.9857(3) 0.7122(4) 0.75845(16) 0.0434(12) Uani 1 1 d . . .
C31 C 1.0225(4) 0.6628(4) 0.71147(18) 0.0435(13) Uani 1 1 d . . .
C32 C 1.1390(5) 0.6356(5) 0.6941(2) 0.0587(16) Uani 1 1 d . . .
H32 H 1.2098 0.6461 0.7125 0.070 Uiso 1 1 calc R . .
C33 C 1.1461(5) 0.5923(5) 0.6486(2) 0.0702(18) Uani 1 1 d . . .
H33 H 1.2234 0.5764 0.6357 0.084 Uiso 1 1 calc R . .
C34 C 1.0419(6) 0.5723(6) 0.6222(2) 0.078(2) Uani 1 1 d . . .
H34 H 1.0503 0.5411 0.5921 0.094 Uiso 1 1 calc R . .
C35 C 0.9241(5) 0.5970(4) 0.63878(18) 0.0643(15) Uani 1 1 d . . .
H35 H 0.8530 0.5844 0.6207 0.077 Uiso 1 1 calc R . .
C36 C 0.9201(4) 0.6418(4) 0.68412(16) 0.0440(11) Uani 1 1 d . . .
C37 C 0.6855(4) 0.6640(4) 0.69165(18) 0.0514(14) Uani 1 1 d . . .
H37A H 0.6879 0.6642 0.6569 0.062 Uiso 1 1 calc R . .
H37B H 0.6348 0.7240 0.7020 0.062 Uiso 1 1 calc R . .
C38 C 0.6293(4) 0.5606(5) 0.7090(2) 0.0651(16) Uani 1 1 d . . .
H38A H 0.6322 0.5576 0.7438 0.078 Uiso 1 1 calc R . .
H38B H 0.5433 0.5562 0.6991 0.078 Uiso 1 1 calc R . .
C39 C 1.0294(5) 0.6417(6) 0.80040(19) 0.081(2) Uani 1 1 d . . .
H39A H 1.0040 0.5687 0.7950 0.121 Uiso 1 1 calc R . .
H39B H 0.9935 0.6675 0.8297 0.121 Uiso 1 1 calc R . .
H39C H 1.1182 0.6448 0.8027 0.121 Uiso 1 1 calc R . .
C40 C 1.0385(4) 0.8267(5) 0.7620(2) 0.0711(18) Uani 1 1 d . . .
H40A H 1.1264 0.8232 0.7670 0.107 Uiso 1 1 calc R . .
H40B H 1.0003 0.8635 0.7885 0.107 Uiso 1 1 calc R . .
H40C H 1.0215 0.8649 0.7328 0.107 Uiso 1 1 calc R . .
C41 C 0.6015(7) 0.0235(8) 0.6819(3) 0.129(3) Uani 1 1 d . . .
H41A H 0.5300 -0.0224 0.6871 0.154 Uiso 1 1 calc R . .
H41B H 0.6069 0.0746 0.7081 0.154 Uiso 1 1 calc R . .
Cl1 Cl 0.5906(3) 0.0886(3) 0.62818(11) 0.1839(12) Uani 1 1 d . . .
Cl2 Cl 0.7410(3) -0.0553(2) 0.67798(14) 0.1949(15) Uani 1 1 d . . .
N1 N 0.8133(3) 0.6765(3) 0.71085(14) 0.0433(11) Uani 1 1 d . . .
O1 O 0.6967(4) 0.4746(4) 0.68953(18) 0.0925(14) Uani 1 1 d . . .
H1A H 0.6842 0.4202 0.7055 0.139 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
Br1 0.0498(3) 0.0864(5) 0.1042(5) -0.0273(4) -0.0168(3) 0.0088(3)
C1 0.071(4) 0.067(5) 0.063(4) -0.003(3) 0.008(3) 0.000(3)
C2 0.070(4) 0.111(7) 0.065(5) 0.013(4) 0.033(3) 0.015(4)
C3 0.103(5) 0.111(7) 0.065(5) -0.020(5) 0.016(4) 0.028(5)
C4 0.139(6) 0.083(6) 0.069(5) -0.027(4) -0.003(5) 0.007(6)
C5 0.080(4) 0.078(5) 0.067(4) -0.022(4) 0.007(3) -0.007(3)
C6 0.063(3) 0.055(4) 0.039(3) -0.003(3) 0.006(3) 0.010(3)
C7 0.055(3) 0.062(4) 0.048(3) -0.007(3) 0.006(3) 0.006(3)
C8 0.072(3) 0.058(5) 0.049(3) 0.016(3) 0.026(3) 0.017(3)
C9 0.079(4) 0.091(6) 0.070(4) 0.012(4) 0.021(3) 0.027(4)
C10 0.125(6) 0.130(9) 0.096(6) 0.051(6) 0.046(5) 0.067(7)
C11 0.145(8) 0.098(8) 0.125(8) 0.062(7) 0.089(7) 0.064(7)
C12 0.141(7) 0.068(6) 0.104(7) -0.001(5) 0.079(6) 0.010(5)
C13 0.112(5) 0.054(5) 0.070(4) 0.000(4) 0.043(4) 0.001(4)
C14 0.054(3) 0.051(4) 0.053(4) -0.006(3) 0.001(3) 0.000(3)
C15 0.078(4) 0.052(4) 0.045(3) -0.003(3) 0.002(3) 0.011(3)
C16 0.076(4) 0.092(6) 0.062(4) 0.003(4) -0.005(3) 0.028(4)
C17 0.112(6) 0.102(7) 0.102(6) 0.011(5) 0.008(4) 0.048(6)
C18 0.162(8) 0.093(8) 0.130(7) 0.027(6) 0.015(6) 0.064(7)
C19 0.169(8) 0.073(6) 0.098(6) 0.033(5) 0.017(5) 0.005(6)
C20 0.111(5) 0.057(5) 0.087(5) 0.013(4) 0.019(4) 0.009(4)
C21 0.054(3) 0.045(3) 0.041(3) 0.001(2) 0.005(2) 0.000(3)
C22 0.048(3) 0.069(4) 0.049(3) -0.013(3) -0.002(3) 0.013(3)
C23 0.046(2) 0.067(4) 0.040(3) -0.004(3) 0.002(3) 0.001(3)
C24 0.045(3) 0.059(4) 0.035(3) 0.003(3) 0.001(2) 0.001(2)
C25 0.052(3) 0.055(4) 0.049(3) 0.009(3) 0.000(3) 0.001(3)
C26 0.063(3) 0.070(4) 0.033(3) 0.005(3) -0.002(3) -0.004(3)
C27 0.047(2) 0.060(4) 0.049(3) -0.003(3) 0.003(2) 0.004(3)
C28 0.041(2) 0.048(4) 0.040(3) -0.003(2) 0.006(2) 0.002(2)
C29 0.048(2) 0.038(3) 0.040(3) 0.004(3) -0.004(2) 0.005(2)
C30 0.040(2) 0.051(3) 0.040(3) -0.003(3) -0.001(2) 0.006(2)
C31 0.042(3) 0.035(3) 0.053(3) -0.006(3) 0.006(2) 0.001(2)
C32 0.051(3) 0.056(4) 0.070(4) -0.004(3) -0.001(3) 0.006(3)
C33 0.058(3) 0.079(5) 0.073(4) -0.033(4) 0.016(3) 0.002(3)
C34 0.078(4) 0.087(5) 0.070(4) -0.039(4) 0.016(3) 0.002(3)
C35 0.063(3) 0.073(4) 0.057(3) -0.032(3) 0.003(3) -0.002(3)
C36 0.043(2) 0.037(3) 0.052(3) -0.008(2) 0.003(3) -0.004(2)
C37 0.037(2) 0.058(4) 0.060(3) -0.016(3) -0.011(2) 0.001(2)
C38 0.043(3) 0.062(4) 0.091(4) -0.017(4) 0.005(3) -0.010(3)
C39 0.076(4) 0.107(6) 0.060(4) 0.016(4) -0.004(3) 0.037(4)
C40 0.052(3) 0.079(5) 0.083(4) -0.036(4) 0.010(3) -0.015(3)
C41 0.110(6) 0.160(9) 0.116(6) 0.015(6) 0.027(5) -0.018(6)
Cl1 0.177(2) 0.178(3) 0.197(3) 0.051(2) -0.012(2) -0.001(3)
Cl2 0.142(2) 0.093(2) 0.350(4) 0.030(2) -0.091(3) -0.0292(17)
N1 0.039(2) 0.048(3) 0.044(2) -0.008(2) 0.0003(18) -0.0037(19)
O1 0.081(3) 0.073(4) 0.123(4) -0.005(3) 0.002(3) -0.004(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
C1 C2 1.383(8) . ?
C1 C6 1.385(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.347(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.392(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.354(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.388(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.494(7) . ?
C7 C14 1.357(7) . ?
C7 C8 1.477(8) . ?
C8 C13 1.398(9) . ?
C8 C9 1.401(8) . ?
C9 C10 1.396(10) . ?
C9 H9 0.9300 . ?
C10 C11 1.335(12) . ?
C10 H10 0.9300 . ?
C11 C12 1.379(11) . ?
C11 H11 0.9300 . ?
C12 C13 1.361(10) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.474(8) . ?
C14 C21 1.495(7) . ?
C15 C16 1.390(7) . ?
C15 C20 1.394(8) . ?
C16 C17 1.384(10) . ?
C16 H16 0.9300 . ?
C17 C18 1.331(11) . ?
C17 H17 0.9300 . ?
C18 C19 1.373(10) . ?
C18 H18 0.9300 . ?
C19 C20 1.396(9) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.379(6) . ?
C21 C26 1.395(6) . ?
C22 C23 1.373(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.390(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.391(6) . ?
C24 C27 1.452(6) . ?
C25 C26 1.371(7) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C28 1.331(6) . ?
C27 H27 0.9300 . ?
C28 C29 1.409(6) . ?
C28 H28 0.9300 . ?
C29 N1 1.334(5) . ?
C29 C30 1.523(5) . ?
C30 C31 1.500(6) . ?
C30 C39 1.536(7) . ?
C30 C40 1.536(7) . ?
C31 C36 1.368(6) . ?
C31 C32 1.388(6) . ?
C32 C33 1.380(7) . ?
C32 H32 0.9300 . ?
C33 C34 1.366(8) . ?
C33 H33 0.9300 . ?
C34 C35 1.387(7) . ?
C34 H34 0.9300 . ?
C35 C36 1.382(6) . ?
C35 H35 0.9300 . ?
C36 N1 1.439(6) . ?
C37 N1 1.487(5) . ?
C37 C38 1.503(7) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 O1 1.403(6) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 Cl1 1.707(8) . ?
C41 Cl2 1.800(9) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
O1 H1A 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 120.2(6) . . ?
C2 C1 H1 119.9 . . ?
C6 C1 H1 119.9 . . ?
C3 C2 C1 120.5(6) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 120.5(6) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 119.0(7) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C6 121.9(6) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C1 C6 C5 117.9(5) . . ?
C1 C6 C7 120.4(5) . . ?
C5 C6 C7 121.6(5) . . ?
C14 C7 C8 122.5(5) . . ?
C14 C7 C6 122.1(5) . . ?
C8 C7 C6 115.4(5) . . ?
C13 C8 C9 118.1(6) . . ?
C13 C8 C7 123.4(5) . . ?
C9 C8 C7 118.5(6) . . ?
C10 C9 C8 120.2(7) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C11 C10 C9 119.8(9) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C12 121.1(9) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C13 C12 C11 120.5(9) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C8 120.1(7) . . ?
C12 C13 H13 119.9 . . ?
C8 C13 H13 119.9 . . ?
C7 C14 C15 124.8(5) . . ?
C7 C14 C21 119.7(5) . . ?
C15 C14 C21 115.6(5) . . ?
C16 C15 C20 117.3(6) . . ?
C16 C15 C14 123.2(6) . . ?
C20 C15 C14 119.5(5) . . ?
C17 C16 C15 121.7(7) . . ?
C17 C16 H16 119.1 . . ?
C15 C16 H16 119.1 . . ?
C18 C17 C16 119.5(7) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C17 C18 C19 122.0(9) . . ?
C17 C18 H18 119.0 . . ?
C19 C18 H18 119.0 . . ?
C18 C19 C20 119.1(8) . . ?
C18 C19 H19 120.4 . . ?
C20 C19 H19 120.4 . . ?
C15 C20 C19 120.4(7) . . ?
C15 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C22 C21 C26 118.5(4) . . ?
C22 C21 C14 120.9(4) . . ?
C26 C21 C14 120.6(4) . . ?
C23 C22 C21 121.8(4) . . ?
C23 C22 H22 119.1 . . ?
C21 C22 H22 119.1 . . ?
C22 C23 C24 120.5(4) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C23 C24 C25 117.3(4) . . ?
C23 C24 C27 124.0(4) . . ?
C25 C24 C27 118.7(4) . . ?
C26 C25 C24 122.5(4) . . ?
C26 C25 H25 118.7 . . ?
C24 C25 H25 118.7 . . ?
C25 C26 C21 119.4(5) . . ?
C25 C26 H26 120.3 . . ?
C21 C26 H26 120.3 . . ?
C28 C27 C24 128.2(4) . . ?
C28 C27 H27 115.9 . . ?
C24 C27 H27 115.9 . . ?
C27 C28 C29 122.5(4) . . ?
C27 C28 H28 118.7 . . ?
C29 C28 H28 118.7 . . ?
N1 C29 C28 122.7(4) . . ?
N1 C29 C30 108.9(4) . . ?
C28 C29 C30 128.4(5) . . ?
C31 C30 C29 101.5(4) . . ?
C31 C30 C39 110.5(4) . . ?
C29 C30 C39 113.4(4) . . ?
C31 C30 C40 109.8(4) . . ?
C29 C30 C40 109.8(4) . . ?
C39 C30 C40 111.5(5) . . ?
C36 C31 C32 119.4(5) . . ?
C36 C31 C30 110.6(4) . . ?
C32 C31 C30 130.1(4) . . ?
C33 C32 C31 117.8(5) . . ?
C33 C32 H32 121.1 . . ?
C31 C32 H32 121.1 . . ?
C34 C33 C32 121.4(5) . . ?
C34 C33 H33 119.3 . . ?
C32 C33 H33 119.3 . . ?
C33 C34 C35 122.3(5) . . ?
C33 C34 H34 118.9 . . ?
C35 C34 H34 118.9 . . ?
C36 C35 C34 115.0(5) . . ?
C36 C35 H35 122.5 . . ?
C34 C35 H35 122.5 . . ?
C31 C36 C35 124.2(5) . . ?
C31 C36 N1 107.5(4) . . ?
C35 C36 N1 128.3(4) . . ?
N1 C37 C38 110.3(4) . . ?
N1 C37 H37A 109.6 . . ?
C38 C37 H37A 109.6 . . ?
N1 C37 H37B 109.6 . . ?
C38 C37 H37B 109.6 . . ?
H37A C37 H37B 108.1 . . ?
O1 C38 C37 108.6(4) . . ?
O1 C38 H38A 110.0 . . ?
C37 C38 H38A 110.0 . . ?
O1 C38 H38B 110.0 . . ?
C37 C38 H38B 110.0 . . ?
H38A C38 H38B 108.4 . . ?
C30 C39 H39A 109.5 . . ?
C30 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C30 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C30 C40 H40A 109.5 . . ?
C30 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C30 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
Cl1 C41 Cl2 105.2(4) . . ?
Cl1 C41 H41A 110.7 . . ?
Cl2 C41 H41A 110.7 . . ?
Cl1 C41 H41B 110.7 . . ?
Cl2 C41 H41B 110.7 . . ?
H41A C41 H41B 108.8 . . ?
C29 N1 C36 111.5(3) . . ?
C29 N1 C37 126.8(4) . . ?
C36 N1 C37 121.6(4) . . ?
C38 O1 H1A 109.5 . . ?

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
C6 C1 C2 C3 1.4(10) . . . . ?
C1 C2 C3 C4 -2.5(11) . . . . ?
C2 C3 C4 C5 1.6(11) . . . . ?
C3 C4 C5 C6 0.3(10) . . . . ?
C2 C1 C6 C5 0.4(8) . . . . ?
C2 C1 C6 C7 178.2(5) . . . . ?
C4 C5 C6 C1 -1.2(9) . . . . ?
C4 C5 C6 C7 -179.1(6) . . . . ?
C1 C6 C7 C14 122.7(6) . . . . ?
C5 C6 C7 C14 -59.5(7) . . . . ?
C1 C6 C7 C8 -58.8(7) . . . . ?
C5 C6 C7 C8 118.9(6) . . . . ?
C14 C7 C8 C13 -54.3(8) . . . . ?
C6 C7 C8 C13 127.2(5) . . . . ?
C14 C7 C8 C9 125.9(6) . . . . ?
C6 C7 C8 C9 -52.6(7) . . . . ?
C13 C8 C9 C10 1.7(8) . . . . ?
C7 C8 C9 C10 -178.5(6) . . . . ?
C8 C9 C10 C11 1.5(11) . . . . ?
C9 C10 C11 C12 -3.4(13) . . . . ?
C10 C11 C12 C13 2.2(12) . . . . ?
C11 C12 C13 C8 1.0(10) . . . . ?
C9 C8 C13 C12 -2.9(8) . . . . ?
C7 C8 C13 C12 177.3(5) . . . . ?
C8 C7 C14 C15 175.4(5) . . . . ?
C6 C7 C14 C15 -6.2(8) . . . . ?
C8 C7 C14 C21 -5.8(8) . . . . ?
C6 C7 C14 C21 172.6(5) . . . . ?
C7 C14 C15 C16 -41.0(8) . . . . ?
C21 C14 C15 C16 140.1(5) . . . . ?
C7 C14 C15 C20 140.7(6) . . . . ?
C21 C14 C15 C20 -38.2(7) . . . . ?
C20 C15 C16 C17 -1.0(9) . . . . ?
C14 C15 C16 C17 -179.3(6) . . . . ?
C15 C16 C17 C18 -0.9(12) . . . . ?
C16 C17 C18 C19 1.4(14) . . . . ?
C17 C18 C19 C20 0.1(14) . . . . ?
C16 C15 C20 C19 2.4(10) . . . . ?
C14 C15 C20 C19 -179.2(6) . . . . ?
C18 C19 C20 C15 -2.0(12) . . . . ?
C7 C14 C21 C22 121.9(6) . . . . ?
C15 C14 C21 C22 -59.2(7) . . . . ?
C7 C14 C21 C26 -56.9(7) . . . . ?
C15 C14 C21 C26 122.0(5) . . . . ?
C26 C21 C22 C23 0.9(8) . . . . ?
C14 C21 C22 C23 -178.0(5) . . . . ?
C21 C22 C23 C24 -2.2(8) . . . . ?
C22 C23 C24 C25 1.1(8) . . . . ?
C22 C23 C24 C27 -176.9(5) . . . . ?
C23 C24 C25 C26 1.2(8) . . . . ?
C27 C24 C25 C26 179.3(5) . . . . ?
C24 C25 C26 C21 -2.5(8) . . . . ?
C22 C21 C26 C25 1.4(8) . . . . ?
C14 C21 C26 C25 -179.7(5) . . . . ?
C23 C24 C27 C28 -7.2(9) . . . . ?
C25 C24 C27 C28 174.8(5) . . . . ?
C24 C27 C28 C29 177.0(5) . . . . ?
C27 C28 C29 N1 175.4(5) . . . . ?
C27 C28 C29 C30 -5.5(8) . . . . ?
N1 C29 C30 C31 0.1(6) . . . . ?
C28 C29 C30 C31 -179.0(5) . . . . ?
N1 C29 C30 C39 -118.4(5) . . . . ?
C28 C29 C30 C39 62.5(7) . . . . ?
N1 C29 C30 C40 116.2(5) . . . . ?
C28 C29 C30 C40 -62.9(6) . . . . ?
C29 C30 C31 C36 -0.4(6) . . . . ?
C39 C30 C31 C36 120.1(5) . . . . ?
C40 C30 C31 C36 -116.5(5) . . . . ?
C29 C30 C31 C32 -178.8(6) . . . . ?
C39 C30 C31 C32 -58.3(8) . . . . ?
C40 C30 C31 C32 65.0(8) . . . . ?
C36 C31 C32 C33 2.8(9) . . . . ?
C30 C31 C32 C33 -178.9(5) . . . . ?
C31 C32 C33 C34 -2.9(10) . . . . ?
C32 C33 C34 C35 1.9(11) . . . . ?
C33 C34 C35 C36 -0.8(10) . . . . ?
C32 C31 C36 C35 -1.9(9) . . . . ?
C30 C31 C36 C35 179.5(5) . . . . ?
C32 C31 C36 N1 179.2(5) . . . . ?
C30 C31 C36 N1 0.6(6) . . . . ?
C34 C35 C36 C31 0.8(9) . . . . ?
C34 C35 C36 N1 179.5(5) . . . . ?
N1 C37 C38 O1 -65.3(6) . . . . ?
C28 C29 N1 C36 179.4(4) . . . . ?
C30 C29 N1 C36 0.2(6) . . . . ?
C28 C29 N1 C37 -2.0(8) . . . . ?
C30 C29 N1 C37 178.8(5) . . . . ?
C31 C36 N1 C29 -0.5(5) . . . . ?
C35 C36 N1 C29 -179.4(5) . . . . ?
C31 C36 N1 C37 -179.2(5) . . . . ?
C35 C36 N1 C37 2.0(8) . . . . ?
C38 C37 N1 C29 -84.8(6) . . . . ?
C38 C37 N1 C36 93.7(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.048
_database_code_depnum_ccdc_archive 'CCDC 921512'
#######################################################################
#
#                 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_tpe-ox2
#TrackingRef 'web_deposit_cif_file_1_YifeiLiu_1358990537.TPE-OX2.CIF'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H35 N O'
_chemical_formula_weight         545.69

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                   11.086(7)
_cell_length_b                   12.646(9)
_cell_length_c                   12.710(7)
_cell_angle_alpha                75.39(2)
_cell_angle_beta                 68.94(2)
_cell_angle_gamma                67.74(2)
_cell_volume                     1524.9(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.188
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             580
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9715
_exptl_absorpt_correction_T_max  0.9919
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      291(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            12022
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_sigmaI/netI    0.0963
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.07
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5313
_reflns_number_gt                2342
_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^)+(0.1439P)^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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5313
_refine_ls_number_parameters     381
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.1651
_refine_ls_R_factor_gt           0.0755
_refine_ls_wR_factor_ref         0.2659
_refine_ls_wR_factor_gt          0.2012
_refine_ls_goodness_of_fit_ref   0.962
_refine_ls_restrained_S_all      0.965
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8637(5) 0.3932(4) 0.4903(4) 0.0649(12) Uani 1 1 d . . .
H1 H 0.8745 0.4132 0.5512 0.078 Uiso 1 1 calc R . .
C2 C 0.8843(5) 0.2799(4) 0.4873(4) 0.0770(14) Uani 1 1 d . . .
H2 H 0.9081 0.2236 0.5460 0.092 Uiso 1 1 calc R . .
C3 C 0.8696(5) 0.2502(5) 0.3969(5) 0.0824(15) Uani 1 1 d . . .
H3 H 0.8846 0.1734 0.3939 0.099 Uiso 1 1 calc R . .
C4 C 0.8328(5) 0.3336(5) 0.3111(4) 0.0767(14) Uani 1 1 d . . .
H4 H 0.8228 0.3133 0.2500 0.092 Uiso 1 1 calc R . .
C5 C 0.8108(5) 0.4466(4) 0.3154(4) 0.0680(13) Uani 1 1 d . . .
H5 H 0.7845 0.5026 0.2574 0.082 Uiso 1 1 calc R . .
C6 C 0.8268(4) 0.4789(3) 0.4037(3) 0.0545(10) Uani 1 1 d . . .
C7 C 0.8007(4) 0.6022(3) 0.4110(3) 0.0537(11) Uani 1 1 d . . .
C8 C 0.8536(4) 0.6721(4) 0.3232(4) 0.0552(11) Uani 1 1 d . . .
C9 C 0.9584(4) 0.6310(4) 0.2164(3) 0.0578(11) Uani 1 1 d . . .
C10 C 1.0787(4) 0.5414(4) 0.2172(4) 0.0690(13) Uani 1 1 d . . .
H10 H 1.0954 0.5047 0.2862 0.083 Uiso 1 1 calc R . .
C11 C 1.1729(5) 0.5062(4) 0.1178(4) 0.0834(16) Uani 1 1 d . . .
H11 H 1.2547 0.4481 0.1198 0.100 Uiso 1 1 calc R . .
C12 C 1.1484(6) 0.5557(5) 0.0149(4) 0.0856(16) Uani 1 1 d . . .
H12 H 1.2119 0.5306 -0.0525 0.103 Uiso 1 1 calc R . .
C13 C 1.0288(5) 0.6425(5) 0.0137(4) 0.0853(16) Uani 1 1 d . . .
H13 H 1.0100 0.6755 -0.0552 0.102 Uiso 1 1 calc R . .
C14 C 0.9359(5) 0.6818(4) 0.1124(4) 0.0695(13) Uani 1 1 d . . .
H14 H 0.8569 0.7431 0.1094 0.083 Uiso 1 1 calc R . .
C15 C 0.8133(4) 0.7996(4) 0.3251(3) 0.0563(11) Uani 1 1 d . . .
C16 C 0.9107(5) 0.8527(4) 0.2959(3) 0.0625(12) Uani 1 1 d . . .
H16 H 1.0025 0.8094 0.2746 0.075 Uiso 1 1 calc R . .
C17 C 0.8742(6) 0.9680(4) 0.2979(4) 0.0727(13) Uani 1 1 d . . .
H17 H 0.9418 1.0017 0.2798 0.087 Uiso 1 1 calc R . .
C18 C 0.7402(6) 1.0352(4) 0.3260(4) 0.0776(15) Uani 1 1 d . . .
H18 H 0.7166 1.1137 0.3277 0.093 Uiso 1 1 calc R . .
C19 C 0.6419(6) 0.9856(4) 0.3512(4) 0.0813(15) Uani 1 1 d . . .
H19 H 0.5505 1.0305 0.3679 0.098 Uiso 1 1 calc R . .
C20 C 0.6786(5) 0.8670(4) 0.3521(4) 0.0676(12) Uani 1 1 d . . .
H20 H 0.6110 0.8331 0.3711 0.081 Uiso 1 1 calc R . .
C21 C 0.7107(4) 0.6391(3) 0.5235(3) 0.0538(10) Uani 1 1 d . . .
C22 C 0.5928(4) 0.6106(4) 0.5778(4) 0.0657(12) Uani 1 1 d . . .
H22 H 0.5676 0.5701 0.5420 0.079 Uiso 1 1 calc R . .
C23 C 0.5115(4) 0.6405(4) 0.6834(4) 0.0645(12) Uani 1 1 d . . .
H23 H 0.4320 0.6208 0.7169 0.077 Uiso 1 1 calc R . .
C24 C 0.5452(4) 0.6992(3) 0.7409(3) 0.0537(10) Uani 1 1 d . . .
C25 C 0.6649(4) 0.7276(4) 0.6866(3) 0.0595(11) Uani 1 1 d . . .
H25 H 0.6910 0.7669 0.7229 0.071 Uiso 1 1 calc R . .
C26 C 0.7442(4) 0.6988(4) 0.5813(3) 0.0569(11) Uani 1 1 d . . .
H26 H 0.8230 0.7197 0.5471 0.068 Uiso 1 1 calc R . .
C27 C 0.4582(4) 0.7279(4) 0.8552(4) 0.0617(11) Uani 1 1 d . . .
H27 H 0.3902 0.6935 0.8906 0.074 Uiso 1 1 calc R . .
C28 C 0.4661(4) 0.7967(4) 0.9125(4) 0.0641(12) Uani 1 1 d . . .
H28 H 0.5335 0.8318 0.8782 0.077 Uiso 1 1 calc R . .
C29 C 0.3743(4) 0.8233(4) 1.0298(3) 0.0584(11) Uani 1 1 d . . .
C30 C 0.1585(5) 0.8889(5) 1.0078(5) 0.0858(14) Uani 1 1 d U . .
H30A H 0.0672 0.9020 1.0604 0.103 Uiso 1 1 calc R . .
H30B H 0.1579 0.8740 0.9368 0.103 Uiso 1 1 calc R . .
C31 C 0.2025(5) 0.9898(5) 0.9883(5) 0.0927(18) Uani 1 1 d . . .
H31A H 0.2290 1.0182 0.9078 0.111 Uiso 1 1 calc R . .
H31B H 0.1300 1.0514 1.0282 0.111 Uiso 1 1 calc R . .
C32 C 0.2908(4) 0.9598(4) 1.1480(4) 0.0673(12) Uani 1 1 d . . .
C33 C 0.2144(5) 1.0544(5) 1.2024(5) 0.0926(17) Uani 1 1 d . . .
H33 H 0.1670 1.1220 1.1651 0.111 Uiso 1 1 calc R . .
C34 C 0.2088(7) 1.0476(8) 1.3141(6) 0.114(2) Uani 1 1 d . . .
H34 H 0.1565 1.1116 1.3521 0.136 Uiso 1 1 calc R . .
C35 C 0.2758(9) 0.9524(9) 1.3688(6) 0.120(3) Uani 1 1 d . . .
H35 H 0.2711 0.9509 1.4437 0.144 Uiso 1 1 calc R . .
C36 C 0.3517(7) 0.8562(7) 1.3160(5) 0.106(2) Uani 1 1 d . . .
H36 H 0.3979 0.7892 1.3547 0.128 Uiso 1 1 calc R . .
C37 C 0.3590(5) 0.8598(5) 1.2041(4) 0.0700(13) Uani 1 1 d . . .
C38 C 0.4417(5) 0.7716(4) 1.1255(4) 0.0662(12) Uani 1 1 d . . .
C39 C 0.4352(8) 0.6491(5) 1.1732(5) 0.119(2) Uani 1 1 d . . .
H39A H 0.4642 0.6230 1.2406 0.179 Uiso 1 1 calc R . .
H39B H 0.4942 0.5984 1.1173 0.179 Uiso 1 1 calc R . .
H39C H 0.3433 0.6492 1.1914 0.179 Uiso 1 1 calc R . .
C40 C 0.5881(6) 0.7684(6) 1.0878(5) 0.118(2) Uani 1 1 d . . .
H40A H 0.5950 0.8418 1.0464 0.176 Uiso 1 1 calc R . .
H40B H 0.6433 0.7094 1.0396 0.176 Uiso 1 1 calc R . .
H40C H 0.6194 0.7521 1.1533 0.176 Uiso 1 1 calc R . .
N1 N 0.3188(4) 0.9483(3) 1.0330(3) 0.0727(11) Uani 1 1 d . . .
O1 O 0.2558(3) 0.7910(3) 1.0555(3) 0.0786(9) Uani 1 1 d U . .

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
C1 0.074(3) 0.053(3) 0.069(3) -0.016(2) -0.020(2) -0.017(2)
C2 0.086(3) 0.059(3) 0.084(3) -0.005(3) -0.034(3) -0.015(3)
C3 0.081(3) 0.066(3) 0.106(4) -0.038(3) -0.016(3) -0.023(3)
C4 0.088(3) 0.076(3) 0.078(3) -0.027(3) -0.018(3) -0.034(3)
C5 0.077(3) 0.069(3) 0.064(3) -0.017(2) -0.021(2) -0.025(2)
C6 0.056(2) 0.051(2) 0.054(2) -0.016(2) -0.009(2) -0.0155(19)
C7 0.053(2) 0.051(2) 0.051(2) -0.013(2) -0.011(2) -0.010(2)
C8 0.056(2) 0.048(2) 0.053(2) -0.011(2) -0.010(2) -0.0103(19)
C9 0.060(3) 0.058(3) 0.049(2) -0.015(2) -0.008(2) -0.016(2)
C10 0.065(3) 0.071(3) 0.056(3) -0.017(2) -0.014(2) -0.004(2)
C11 0.072(3) 0.082(4) 0.072(3) -0.028(3) -0.010(3) 0.003(3)
C12 0.089(4) 0.086(4) 0.062(3) -0.027(3) -0.002(3) -0.014(3)
C13 0.091(4) 0.097(4) 0.051(3) -0.016(3) -0.014(3) -0.013(3)
C14 0.075(3) 0.064(3) 0.052(3) -0.008(2) -0.013(2) -0.009(2)
C15 0.057(3) 0.056(3) 0.046(2) -0.010(2) -0.010(2) -0.010(2)
C16 0.067(3) 0.063(3) 0.054(3) -0.012(2) -0.008(2) -0.024(2)
C17 0.101(4) 0.061(3) 0.063(3) -0.009(2) -0.017(3) -0.039(3)
C18 0.104(4) 0.058(3) 0.065(3) -0.017(2) -0.020(3) -0.019(3)
C19 0.085(4) 0.060(3) 0.074(3) -0.016(3) -0.016(3) 0.002(3)
C20 0.067(3) 0.058(3) 0.062(3) -0.007(2) -0.011(2) -0.011(2)
C21 0.052(2) 0.049(2) 0.053(2) -0.0124(19) -0.006(2) -0.0128(19)
C22 0.063(3) 0.069(3) 0.067(3) -0.027(2) -0.008(2) -0.022(2)
C23 0.051(2) 0.069(3) 0.073(3) -0.024(2) -0.005(2) -0.022(2)
C24 0.048(2) 0.045(2) 0.056(2) -0.0099(19) -0.004(2) -0.0107(18)
C25 0.061(3) 0.065(3) 0.053(3) -0.016(2) -0.009(2) -0.023(2)
C26 0.054(2) 0.067(3) 0.048(2) -0.012(2) -0.003(2) -0.026(2)
C27 0.052(2) 0.058(3) 0.062(3) -0.014(2) 0.000(2) -0.016(2)
C28 0.056(3) 0.073(3) 0.056(3) -0.018(2) 0.001(2) -0.024(2)
C29 0.055(2) 0.068(3) 0.048(2) -0.015(2) -0.001(2) -0.023(2)
C30 0.066(2) 0.102(3) 0.078(3) -0.011(2) -0.013(2) -0.022(2)
C31 0.088(4) 0.086(4) 0.087(4) -0.017(3) -0.036(3) 0.004(3)
C32 0.056(3) 0.076(3) 0.065(3) -0.028(3) 0.000(2) -0.022(2)
C33 0.073(3) 0.107(4) 0.095(4) -0.045(4) 0.001(3) -0.031(3)
C34 0.101(5) 0.162(7) 0.098(5) -0.077(5) 0.031(4) -0.083(5)
C35 0.154(7) 0.176(8) 0.065(4) -0.034(5) -0.011(4) -0.098(6)
C36 0.125(5) 0.147(6) 0.066(4) -0.013(4) -0.029(4) -0.063(5)
C37 0.071(3) 0.092(4) 0.053(3) -0.017(3) -0.003(2) -0.042(3)
C38 0.065(3) 0.067(3) 0.058(3) -0.005(2) -0.018(2) -0.015(2)
C39 0.170(6) 0.073(4) 0.095(4) 0.015(3) -0.052(5) -0.022(4)
C40 0.075(4) 0.158(6) 0.110(5) -0.031(4) -0.029(4) -0.017(4)
N1 0.071(2) 0.069(3) 0.063(2) -0.024(2) -0.009(2) -0.007(2)
O1 0.0691(19) 0.091(2) 0.072(2) -0.0220(17) -0.0028(15) -0.0322(16)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.371(6) . ?
C1 C6 1.393(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.373(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.372(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.367(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.374(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.495(6) . ?
C7 C8 1.340(6) . ?
C7 C21 1.489(5) . ?
C8 C9 1.492(5) . ?
C8 C15 1.506(6) . ?
C9 C14 1.382(6) . ?
C9 C10 1.386(5) . ?
C10 C11 1.367(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.374(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.367(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.371(6) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.374(6) . ?
C15 C20 1.375(6) . ?
C16 C17 1.361(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.369(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.360(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.396(7) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.377(6) . ?
C21 C26 1.392(6) . ?
C22 C23 1.373(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.380(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.395(6) . ?
C24 C27 1.472(6) . ?
C25 C26 1.362(5) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C28 1.311(6) . ?
C27 H27 0.9300 . ?
C28 C29 1.508(6) . ?
C28 H28 0.9300 . ?
C29 O1 1.424(5) . ?
C29 N1 1.468(5) . ?
C29 C38 1.533(6) . ?
C30 O1 1.464(6) . ?
C30 C31 1.468(8) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 N1 1.457(6) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 C33 1.362(6) . ?
C32 C37 1.374(7) . ?
C32 N1 1.414(5) . ?
C33 C34 1.381(8) . ?
C33 H33 0.9300 . ?
C34 C35 1.325(10) . ?
C34 H34 0.9300 . ?
C35 C36 1.367(9) . ?
C35 H35 0.9300 . ?
C36 C37 1.385(7) . ?
C36 H36 0.9300 . ?
C37 C38 1.488(6) . ?
C38 C40 1.506(8) . ?
C38 C39 1.533(8) . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 121.1(4) . . ?
C2 C1 H1 119.5 . . ?
C6 C1 H1 119.5 . . ?
C1 C2 C3 119.5(5) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C4 C3 C2 120.2(5) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 120.0(4) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 121.3(4) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C1 118.0(4) . . ?
C5 C6 C7 122.1(4) . . ?
C1 C6 C7 119.9(3) . . ?
C8 C7 C21 123.8(4) . . ?
C8 C7 C6 122.3(4) . . ?
C21 C7 C6 113.8(4) . . ?
C7 C8 C9 123.5(4) . . ?
C7 C8 C15 122.4(4) . . ?
C9 C8 C15 114.1(4) . . ?
C14 C9 C10 117.9(4) . . ?
C14 C9 C8 119.8(4) . . ?
C10 C9 C8 122.3(4) . . ?
C11 C10 C9 120.8(4) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 C12 120.8(4) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C13 C12 C11 118.6(4) . . ?
C13 C12 H12 120.7 . . ?
C11 C12 H12 120.7 . . ?
C12 C13 C14 121.1(4) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C13 C14 C9 120.6(4) . . ?
C13 C14 H14 119.7 . . ?
C9 C14 H14 119.7 . . ?
C16 C15 C20 118.1(4) . . ?
C16 C15 C8 120.8(4) . . ?
C20 C15 C8 121.1(4) . . ?
C17 C16 C15 120.8(4) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C18 121.3(5) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 H17 119.3 . . ?
C19 C18 C17 119.1(5) . . ?
C19 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
C18 C19 C20 119.8(5) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C15 C20 C19 120.9(5) . . ?
C15 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C22 C21 C26 116.8(4) . . ?
C22 C21 C7 121.1(4) . . ?
C26 C21 C7 122.0(4) . . ?
C23 C22 C21 121.7(4) . . ?
C23 C22 H22 119.2 . . ?
C21 C22 H22 119.2 . . ?
C22 C23 C24 121.5(4) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 H23 119.2 . . ?
C23 C24 C25 117.1(4) . . ?
C23 C24 C27 120.5(4) . . ?
C25 C24 C27 122.4(4) . . ?
C26 C25 C24 121.1(4) . . ?
C26 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
C25 C26 C21 121.9(4) . . ?
C25 C26 H26 119.1 . . ?
C21 C26 H26 119.1 . . ?
C28 C27 C24 127.0(4) . . ?
C28 C27 H27 116.5 . . ?
C24 C27 H27 116.5 . . ?
C27 C28 C29 125.0(4) . . ?
C27 C28 H28 117.5 . . ?
C29 C28 H28 117.5 . . ?
O1 C29 N1 103.3(3) . . ?
O1 C29 C28 109.9(3) . . ?
N1 C29 C28 110.8(4) . . ?
O1 C29 C38 110.7(4) . . ?
N1 C29 C38 106.1(3) . . ?
C28 C29 C38 115.4(3) . . ?
O1 C30 C31 107.0(4) . . ?
O1 C30 H30A 110.3 . . ?
C31 C30 H30A 110.3 . . ?
O1 C30 H30B 110.3 . . ?
C31 C30 H30B 110.3 . . ?
H30A C30 H30B 108.6 . . ?
N1 C31 C30 104.7(4) . . ?
N1 C31 H31A 110.8 . . ?
C30 C31 H31A 110.8 . . ?
N1 C31 H31B 110.8 . . ?
C30 C31 H31B 110.8 . . ?
H31A C31 H31B 108.9 . . ?
C33 C32 C37 120.4(5) . . ?
C33 C32 N1 128.7(5) . . ?
C37 C32 N1 110.9(4) . . ?
C32 C33 C34 118.5(6) . . ?
C32 C33 H33 120.8 . . ?
C34 C33 H33 120.8 . . ?
C35 C34 C33 121.9(7) . . ?
C35 C34 H34 119.1 . . ?
C33 C34 H34 119.1 . . ?
C34 C35 C36 120.5(6) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
C35 C36 C37 119.2(6) . . ?
C35 C36 H36 120.4 . . ?
C37 C36 H36 120.4 . . ?
C32 C37 C36 119.6(5) . . ?
C32 C37 C38 110.4(4) . . ?
C36 C37 C38 129.7(5) . . ?
C37 C38 C40 108.6(4) . . ?
C37 C38 C29 99.8(3) . . ?
C40 C38 C29 112.7(4) . . ?
C37 C38 C39 115.9(4) . . ?
C40 C38 C39 108.9(5) . . ?
C29 C38 C39 110.7(4) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C38 C40 H40A 109.5 . . ?
C38 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C38 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C32 N1 C31 116.7(4) . . ?
C32 N1 C29 104.5(4) . . ?
C31 N1 C29 106.1(4) . . ?
C29 O1 C30 106.4(4) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.405
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.057


_database_code_depnum_ccdc_archive 'CCDC 921513'