# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 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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# 
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk
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#  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_sa2823

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H36 Cl N O'
_chemical_formula_sum            'C32 H36 Cl N O'
_chemical_formula_weight         486.07

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

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

_cell_length_a                   10.084(2)
_cell_length_b                   10.408(2)
_cell_length_c                   26.571(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2788.7(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    7668
_cell_measurement_theta_min      1.96
_cell_measurement_theta_max      27.49

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.158
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1040
_exptl_absorpt_coefficient_mu    0.161
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6549
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'


_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Saturn724+ CCD'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17842
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_av_sigmaI/netI    0.0412
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         3.07
_diffrn_reflns_theta_max         27.48
_reflns_number_total             5869
_reflns_number_gt                5599
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'Olex2 ver 1.1'
_computing_molecular_graphics    'Olex2 ver 1.1'
_computing_publication_material  'SHELX97 (Sheldrick, 2008)'


_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0343P)²+0.7574P] where P=(Fo²+2Fc²)/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   -0.01(7)
_refine_ls_number_reflns         5869
_refine_ls_number_parameters     395
_refine_ls_number_restraints     114
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0531
_refine_ls_wR_factor_ref         0.1149
_refine_ls_wR_factor_gt          0.1128
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_restrained_S_all      1.131
_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
Cl1 Cl 0.04875(8) 0.79700(7) 0.61367(3) 0.0526(2) Uani 0.8307(19) 1 d PU A 1
O1 O 0.39445(17) 0.25642(15) 0.47304(6) 0.0440(4) Uani 1 1 d . A .
N1 N 0.24059(18) 0.41301(16) 0.46594(6) 0.0319(4) Uani 1 1 d . A .
C1 C 0.1834(2) 0.5232(2) 0.44078(7) 0.0306(4) Uani 1 1 d . . .
C2 C 0.2344(2) 0.6417(2) 0.45615(7) 0.0318(4) Uani 1 1 d . . .
H2 H 0.3050 0.6425 0.4798 0.038 Uiso 1 1 calc R . .
C3 C 0.1871(2) 0.7573(2) 0.43855(7) 0.0337(4) Uani 1 1 d . . .
C4 C 0.0831(2) 0.7495(2) 0.40375(9) 0.0429(5) Uani 1 1 d . . .
H4 H 0.0462 0.8263 0.3904 0.052 Uiso 1 1 calc R . .
C5 C 0.0334(2) 0.6329(2) 0.38847(8) 0.0414(5) Uani 1 1 d . . .
H5 H -0.0359 0.6328 0.3643 0.050 Uiso 1 1 calc R . .
C6 C 0.0786(2) 0.5146(2) 0.40638(7) 0.0335(5) Uani 1 1 d . . .
C7 C 0.2375(2) 0.8879(2) 0.45595(8) 0.0380(5) Uani 1 1 d . . .
C8 C 0.3525(2) 0.8738(2) 0.49334(8) 0.0429(5) Uani 1 1 d . . .
H8A H 0.3218 0.8275 0.5233 0.064 Uiso 1 1 calc R . .
H8B H 0.3843 0.9592 0.5032 0.064 Uiso 1 1 calc R . .
H8C H 0.4249 0.8258 0.4775 0.064 Uiso 1 1 calc R . .
C9 C 0.1250(3) 0.9609(2) 0.48221(10) 0.0515(6) Uani 1 1 d . . .
H9A H 0.0505 0.9712 0.4589 0.077 Uiso 1 1 calc R . .
H9B H 0.1569 1.0458 0.4927 0.077 Uiso 1 1 calc R . .
H9C H 0.0958 0.9125 0.5118 0.077 Uiso 1 1 calc R . .
C10 C 0.2846(3) 0.9668(2) 0.41033(9) 0.0486(6) Uani 1 1 d . . .
H10A H 0.3557 0.9203 0.3930 0.073 Uiso 1 1 calc R . .
H10B H 0.3179 1.0502 0.4218 0.073 Uiso 1 1 calc R . .
H10C H 0.2103 0.9800 0.3872 0.073 Uiso 1 1 calc R . .
C11 C 0.0094(2) 0.3936(2) 0.38501(8) 0.0387(5) Uani 1 1 d . . .
C12 C -0.1377(3) 0.3966(3) 0.39905(10) 0.0535(7) Uani 1 1 d . . .
H12A H -0.1471 0.3889 0.4356 0.080 Uiso 1 1 calc R . .
H12B H -0.1836 0.3250 0.3826 0.080 Uiso 1 1 calc R . .
H12C H -0.1767 0.4780 0.3879 0.080 Uiso 1 1 calc R . .
C13 C 0.0229(3) 0.3962(3) 0.32746(9) 0.0634(8) Uani 1 1 d . . .
H13A H -0.0159 0.4758 0.3144 0.095 Uiso 1 1 calc R . .
H13B H -0.0237 0.3222 0.3130 0.095 Uiso 1 1 calc R . .
H13C H 0.1169 0.3923 0.3183 0.095 Uiso 1 1 calc R . .
C14 C 0.0634(3) 0.2642(2) 0.40325(10) 0.0504(6) Uani 1 1 d . . .
H14A H 0.1566 0.2558 0.3932 0.076 Uiso 1 1 calc R . .
H14B H 0.0117 0.1944 0.3882 0.076 Uiso 1 1 calc R . .
H14C H 0.0567 0.2596 0.4400 0.076 Uiso 1 1 calc R . .
C15 C 0.1847(2) 0.3795(2) 0.51558(7) 0.0373(5) Uani 1 1 d . . .
H15A H 0.1988 0.2867 0.5217 0.045 Uiso 0.8307(19) 1 calc PR A 1
H15B H 0.0878 0.3950 0.5150 0.045 Uiso 0.8307(19) 1 calc PR A 1
H15C H 0.0917 0.3512 0.5111 0.045 Uiso 0.1693(19) 1 calc PR A 2
H15D H 0.2351 0.3063 0.5297 0.045 Uiso 0.1693(19) 1 calc PR A 2
C16 C 0.2440(3) 0.4539(3) 0.55804(11) 0.0336(6) Uani 0.8307(19) 1 d PU A 1
H16 H 0.3351 0.4408 0.5655 0.040 Uiso 0.8307(19) 1 calc PR A 1
C17 C 0.1760(3) 0.5383(3) 0.58642(10) 0.0345(6) Uani 0.8307(19) 1 d PU A 1
H17 H 0.0861 0.5541 0.5778 0.041 Uiso 0.8307(19) 1 calc PR A 1
C18 C 0.2311(2) 0.6080(2) 0.62981(8) 0.0385(5) Uani 1 1 d DU . .
C19 C 0.3329(3) 0.5563(3) 0.65936(10) 0.0417(7) Uani 0.8307(19) 1 d PDU A 1
H19 H 0.3701 0.4758 0.6502 0.050 Uiso 0.8307(19) 1 calc PR A 1
C20 C 0.3812(3) 0.6191(3) 0.70171(10) 0.0486(8) Uani 0.8307(19) 1 d PDU A 1
H20 H 0.4523 0.5825 0.7203 0.058 Uiso 0.8307(19) 1 calc PR A 1
C21 C 0.3268(5) 0.7338(4) 0.71677(17) 0.0500(11) Uani 0.8307(19) 1 d PDU A 1
H21 H 0.3600 0.7768 0.7457 0.060 Uiso 0.8307(19) 1 calc PR A 1
C22 C 0.2236(7) 0.7859(5) 0.68964(19) 0.0517(15) Uani 0.8307(19) 1 d PDU A 1
H22 H 0.1843 0.8645 0.7001 0.062 Uiso 0.8307(19) 1 calc PR A 1
C23 C 0.1773(3) 0.7236(3) 0.64717(10) 0.0407(7) Uani 0.8307(19) 1 d PDU A 1
C24 C 0.3458(2) 0.3453(2) 0.44836(8) 0.0334(4) Uani 1 1 d . . .
C25 C 0.3948(2) 0.3783(2) 0.39711(8) 0.0357(5) Uani 1 1 d . A .
H25 H 0.3643 0.4541 0.3809 0.043 Uiso 1 1 calc R . .
C26 C 0.4811(2) 0.3017(2) 0.37408(8) 0.0384(5) Uani 1 1 d . . .
H26 H 0.5116 0.2307 0.3933 0.046 Uiso 1 1 calc R A .
C27 C 0.5354(2) 0.3119(2) 0.32321(8) 0.0384(5) Uani 1 1 d . A .
C28 C 0.5016(3) 0.4096(3) 0.28960(9) 0.0511(6) Uani 1 1 d . . .
H28 H 0.4399 0.4739 0.2994 0.061 Uiso 1 1 calc R A .
C29 C 0.5573(3) 0.4136(3) 0.24219(10) 0.0636(8) Uani 1 1 d . A .
H29 H 0.5338 0.4809 0.2198 0.076 Uiso 1 1 calc R . .
C30 C 0.6467(3) 0.3208(3) 0.22690(9) 0.0594(8) Uani 1 1 d . . .
H30 H 0.6840 0.3239 0.1941 0.071 Uiso 1 1 calc R A .
C31 C 0.6810(3) 0.2245(3) 0.25932(9) 0.0550(7) Uani 1 1 d . A .
H31 H 0.7426 0.1605 0.2492 0.066 Uiso 1 1 calc R . .
C32 C 0.6257(3) 0.2206(3) 0.30689(9) 0.0463(6) Uani 1 1 d . . .
H32 H 0.6504 0.1533 0.3291 0.056 Uiso 1 1 calc R A .
C23A C 0.3097(14) 0.6218(16) 0.6725(4) 0.048(4) Uani 0.1693(19) 1 d PDU A 2
C22A C 0.289(3) 0.723(2) 0.7060(9) 0.055(7) Uani 0.1693(19) 1 d PDU A 2
H22A H 0.3301 0.7221 0.7381 0.066 Uiso 0.1693(19) 1 calc PR A 2
C20A C 0.1330(17) 0.8239(15) 0.6481(5) 0.057(4) Uani 0.1693(19) 1 d PDU A 2
H20A H 0.0713 0.8896 0.6398 0.068 Uiso 0.1693(19) 1 calc PR A 2
C19A C 0.1580(14) 0.7186(11) 0.6171(6) 0.056(4) Uani 0.1693(19) 1 d PDU A 2
H19A H 0.1220 0.7217 0.5841 0.068 Uiso 0.1693(19) 1 calc PR A 2
Cl1A Cl 0.4200(4) 0.5032(4) 0.68845(14) 0.0578(14) Uani 0.1693(19) 1 d PU A 2
C21A C 0.207(3) 0.824(2) 0.6922(8) 0.037(5) Uani 0.1693(19) 1 d PDU A 2
H21A H 0.2005 0.8961 0.7140 0.045 Uiso 0.1693(19) 1 calc PR A 2
C16A C 0.1877(16) 0.4858(17) 0.5516(6) 0.037(4) Uani 0.1693(19) 1 d PU A 2
H16A H 0.1257 0.5518 0.5440 0.045 Uiso 0.1693(19) 1 calc PR A 2
C17A C 0.2533(18) 0.5080(16) 0.5895(5) 0.042(3) Uani 0.1693(19) 1 d PU A 2
H17A H 0.3288 0.4546 0.5942 0.051 Uiso 0.1693(19) 1 calc PR A 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 C23 1.748(3) . ?
O1 C24 1.235(2) . ?
N1 C24 1.357(3) . ?
N1 C1 1.447(2) . ?
N1 C15 1.476(3) . ?
C1 C2 1.397(3) . ?
C1 C6 1.400(3) . ?
C2 C3 1.376(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.400(3) . ?
C3 C7 1.523(3) . ?
C4 C5 1.374(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.396(3) . ?
C5 H5 0.9500 . ?
C6 C11 1.548(3) . ?
C7 C9 1.533(3) . ?
C7 C8 1.534(3) . ?
C7 C10 1.539(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.530(3) . ?
C11 C14 1.531(3) . ?
C11 C13 1.535(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16A 1.463(18) . ?
C15 C16 1.493(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 H15C 0.9900 . ?
C15 H15D 0.9900 . ?
C16 C17 1.346(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.471(3) . ?
C17 H17 0.9500 . ?
C18 C23A 1.391(9) . ?
C18 C23 1.398(4) . ?
C18 C19 1.400(3) . ?
C18 C19A 1.408(9) . ?
C18 C17A 1.510(16) . ?
C19 C20 1.390(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.374(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.377(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.383(5) . ?
C22 H22 0.9500 . ?
C24 C25 1.489(3) . ?
C25 C26 1.329(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.462(3) . ?
C26 H26 0.9500 . ?
C27 C32 1.385(3) . ?
C27 C28 1.396(3) . ?
C28 C29 1.380(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.382(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.366(4) . ?
C30 H30 0.9500 . ?
C31 C32 1.382(3) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C23A C22A 1.392(10) . ?
C23A Cl1A 1.715(16) . ?
C22A C21A 1.389(10) . ?
C22A H22A 0.9500 . ?
C20A C21A 1.388(10) . ?
C20A C19A 1.395(9) . ?
C20A H20A 0.9500 . ?
C19A H19A 0.9500 . ?
C21A H21A 0.9500 . ?
C16A C17A 1.23(2) . ?
C16A H16A 0.9500 . ?
C17A H17A 0.9500 . ?

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 N1 C1 124.36(17) . . ?
C24 N1 C15 118.91(17) . . ?
C1 N1 C15 116.60(17) . . ?
C2 C1 C6 121.68(19) . . ?
C2 C1 N1 114.70(17) . . ?
C6 C1 N1 123.46(19) . . ?
C3 C2 C1 123.01(18) . . ?
C3 C2 H2 118.5 . . ?
C1 C2 H2 118.5 . . ?
C2 C3 C4 115.7(2) . . ?
C2 C3 C7 124.14(18) . . ?
C4 C3 C7 120.16(19) . . ?
C5 C4 C3 121.3(2) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C4 C5 C6 124.0(2) . . ?
C4 C5 H5 118.0 . . ?
C6 C5 H5 118.0 . . ?
C5 C6 C1 114.35(19) . . ?
C5 C6 C11 116.43(18) . . ?
C1 C6 C11 129.20(19) . . ?
C3 C7 C9 109.48(19) . . ?
C3 C7 C8 111.34(18) . . ?
C9 C7 C8 108.17(19) . . ?
C3 C7 C10 109.86(18) . . ?
C9 C7 C10 108.8(2) . . ?
C8 C7 C10 109.1(2) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C14 106.7(2) . . ?
C12 C11 C13 109.2(2) . . ?
C14 C11 C13 107.4(2) . . ?
C12 C11 C6 109.33(19) . . ?
C14 C11 C6 116.02(18) . . ?
C13 C11 C6 108.09(19) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16A C15 N1 113.4(6) . . ?
C16A C15 C16 26.5(6) . . ?
N1 C15 C16 113.5(2) . . ?
C16A C15 H15A 128.8 . . ?
N1 C15 H15A 108.9 . . ?
C16 C15 H15A 108.9 . . ?
C16A C15 H15B 84.8 . . ?
N1 C15 H15B 108.9 . . ?
C16 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C16A C15 H15C 108.9 . . ?
N1 C15 H15C 108.9 . . ?
C16 C15 H15C 128.7 . . ?
H15A C15 H15C 82.4 . . ?
H15B C15 H15C 27.4 . . ?
C16A C15 H15D 108.9 . . ?
N1 C15 H15D 108.9 . . ?
C16 C15 H15D 84.7 . . ?
H15A C15 H15D 27.4 . . ?
H15B C15 H15D 129.7 . . ?
H15C C15 H15D 107.7 . . ?
C17 C16 C15 123.9(3) . . ?
C17 C16 H16 118.0 . . ?
C15 C16 H16 118.0 . . ?
C16 C17 C18 124.7(3) . . ?
C16 C17 H17 117.7 . . ?
C18 C17 H17 117.7 . . ?
C23A C18 C23 82.2(7) . . ?
C23A C18 C19 33.4(6) . . ?
C23 C18 C19 115.5(2) . . ?
C23A C18 C19A 114.2(10) . . ?
C23 C18 C19A 34.1(7) . . ?
C19 C18 C19A 146.4(7) . . ?
C23A C18 C17 154.8(7) . . ?
C23 C18 C17 122.4(2) . . ?
C19 C18 C17 121.8(2) . . ?
C19A C18 C17 91.0(7) . . ?
C23A C18 C17A 124.4(10) . . ?
C23 C18 C17A 152.2(7) . . ?
C19 C18 C17A 91.3(7) . . ?
C19A C18 C17A 118.1(10) . . ?
C17 C18 C17A 32.9(7) . . ?
C20 C19 C18 122.0(3) . . ?
C20 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?
C21 C20 C19 120.3(3) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C20 C21 C22 119.5(4) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
C21 C22 C23 119.8(4) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C22 C23 C18 122.8(3) . . ?
C22 C23 Cl1 117.5(3) . . ?
C18 C23 Cl1 119.7(2) . . ?
O1 C24 N1 121.11(19) . . ?
O1 C24 C25 121.8(2) . . ?
N1 C24 C25 117.00(18) . . ?
C26 C25 C24 119.98(19) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C27 128.9(2) . . ?
C25 C26 H26 115.6 . . ?
C27 C26 H26 115.6 . . ?
C32 C27 C28 117.4(2) . . ?
C32 C27 C26 119.1(2) . . ?
C28 C27 C26 123.6(2) . . ?
C29 C28 C27 120.4(3) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C28 C29 C30 120.9(3) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 H29 119.6 . . ?
C31 C30 C29 119.5(2) . . ?
C31 C30 H30 120.3 . . ?
C29 C30 H30 120.3 . . ?
C30 C31 C32 119.8(3) . . ?
C30 C31 H31 120.1 . . ?
C32 C31 H31 120.1 . . ?
C31 C32 C27 122.1(2) . . ?
C31 C32 H32 118.9 . . ?
C27 C32 H32 118.9 . . ?
C18 C23A C22A 120.8(15) . . ?
C18 C23A Cl1A 119.8(10) . . ?
C22A C23A Cl1A 118.9(11) . . ?
C21A C22A C23A 120(2) . . ?
C21A C22A H22A 120.2 . . ?
C23A C22A H22A 120.2 . . ?
C21A C20A C19A 113.7(18) . . ?
C21A C20A H20A 123.2 . . ?
C19A C20A H20A 123.1 . . ?
C20A C19A C18 126.6(15) . . ?
C20A C19A H19A 116.7 . . ?
C18 C19A H19A 116.7 . . ?
C20A C21A C22A 123(2) . . ?
C20A C21A H21A 118.6 . . ?
C22A C21A H21A 118.6 . . ?
C17A C16A C15 133.7(18) . . ?
C17A C16A H16A 113.2 . . ?
C15 C16A H16A 113.2 . . ?
C16A C17A C18 129.2(18) . . ?
C16A C17A H17A 115.4 . . ?
C18 C17A H17A 115.4 . . ?

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
C24 N1 C1 C2 -92.7(2) . . . . ?
C15 N1 C1 C2 83.0(2) . . . . ?
C24 N1 C1 C6 91.8(3) . . . . ?
C15 N1 C1 C6 -92.5(2) . . . . ?
C6 C1 C2 C3 -0.6(3) . . . . ?
N1 C1 C2 C3 -176.24(19) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
C1 C2 C3 C7 177.8(2) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
C7 C3 C4 C5 -178.2(2) . . . . ?
C3 C4 C5 C6 1.3(4) . . . . ?
C4 C5 C6 C1 -1.8(3) . . . . ?
C4 C5 C6 C11 179.5(2) . . . . ?
C2 C1 C6 C5 1.5(3) . . . . ?
N1 C1 C6 C5 176.68(19) . . . . ?
C2 C1 C6 C11 180.0(2) . . . . ?
N1 C1 C6 C11 -4.8(3) . . . . ?
C2 C3 C7 C9 -116.5(2) . . . . ?
C4 C3 C7 C9 61.3(3) . . . . ?
C2 C3 C7 C8 3.1(3) . . . . ?
C4 C3 C7 C8 -179.2(2) . . . . ?
C2 C3 C7 C10 124.1(2) . . . . ?
C4 C3 C7 C10 -58.2(3) . . . . ?
C5 C6 C11 C12 -61.8(3) . . . . ?
C1 C6 C11 C12 119.7(2) . . . . ?
C5 C6 C11 C14 177.6(2) . . . . ?
C1 C6 C11 C14 -0.9(3) . . . . ?
C5 C6 C11 C13 56.9(3) . . . . ?
C1 C6 C11 C13 -121.6(3) . . . . ?
C24 N1 C15 C16A 120.6(8) . . . . ?
C1 N1 C15 C16A -55.3(8) . . . . ?
C24 N1 C15 C16 91.6(3) . . . . ?
C1 N1 C15 C16 -84.3(3) . . . . ?
C16A C15 C16 C17 19.1(13) . . . . ?
N1 C15 C16 C17 114.7(3) . . . . ?
C15 C16 C17 C18 177.0(2) . . . . ?
C16 C17 C18 C23A -36.7(17) . . . . ?
C16 C17 C18 C23 157.1(3) . . . . ?
C16 C17 C18 C19 -29.2(4) . . . . ?
C16 C17 C18 C19A 143.0(7) . . . . ?
C16 C17 C18 C17A -4.3(10) . . . . ?
C23A C18 C19 C20 -2.8(13) . . . . ?
C23 C18 C19 C20 -3.0(4) . . . . ?
C19A C18 C19 C20 17.2(13) . . . . ?
C17 C18 C19 C20 -177.1(3) . . . . ?
C17A C18 C19 C20 169.7(6) . . . . ?
C18 C19 C20 C21 1.9(5) . . . . ?
C19 C20 C21 C22 0.2(7) . . . . ?
C20 C21 C22 C23 -1.0(8) . . . . ?
C21 C22 C23 C18 -0.2(8) . . . . ?
C21 C22 C23 Cl1 -178.5(4) . . . . ?
C23A C18 C23 C22 2.0(8) . . . . ?
C19 C18 C23 C22 2.1(5) . . . . ?
C19A C18 C23 C22 -158.0(13) . . . . ?
C17 C18 C23 C22 176.2(4) . . . . ?
C17A C18 C23 C22 -162.0(14) . . . . ?
C23A C18 C23 Cl1 -179.7(7) . . . . ?
C19 C18 C23 Cl1 -179.6(2) . . . . ?
C19A C18 C23 Cl1 20.3(12) . . . . ?
C17 C18 C23 Cl1 -5.5(3) . . . . ?
C17A C18 C23 Cl1 16.3(14) . . . . ?
C1 N1 C24 O1 175.97(19) . . . . ?
C15 N1 C24 O1 0.4(3) . . . . ?
C1 N1 C24 C25 -7.3(3) . . . . ?
C15 N1 C24 C25 177.14(18) . . . . ?
O1 C24 C25 C26 8.7(3) . . . . ?
N1 C24 C25 C26 -168.0(2) . . . . ?
C24 C25 C26 C27 176.1(2) . . . . ?
C25 C26 C27 C32 179.6(2) . . . . ?
C25 C26 C27 C28 -0.2(4) . . . . ?
C32 C27 C28 C29 -0.1(4) . . . . ?
C26 C27 C28 C29 179.7(3) . . . . ?
C27 C28 C29 C30 0.4(4) . . . . ?
C28 C29 C30 C31 -0.5(5) . . . . ?
C29 C30 C31 C32 0.2(4) . . . . ?
C30 C31 C32 C27 0.1(4) . . . . ?
C28 C27 C32 C31 -0.1(4) . . . . ?
C26 C27 C32 C31 -179.9(2) . . . . ?
C23 C18 C23A C22A 4.1(19) . . . . ?
C19 C18 C23A C22A -176(3) . . . . ?
C19A C18 C23A C22A 16(2) . . . . ?
C17 C18 C23A C22A -164.2(16) . . . . ?
C17A C18 C23A C22A 175.1(18) . . . . ?
C23 C18 C23A Cl1A 176.0(11) . . . . ?
C19 C18 C23A Cl1A -3.9(3) . . . . ?
C19A C18 C23A Cl1A -171.9(10) . . . . ?
C17 C18 C23A Cl1A 8(3) . . . . ?
C17A C18 C23A Cl1A -13.0(17) . . . . ?
C18 C23A C22A C21A -12(4) . . . . ?
Cl1A C23A C22A C21A 176(2) . . . . ?
C21A C20A C19A C18 11(3) . . . . ?
C23A C18 C19A C20A -16(2) . . . . ?
C23 C18 C19A C20A 5.6(9) . . . . ?
C19 C18 C19A C20A -28(2) . . . . ?
C17 C18 C19A C20A 164.1(15) . . . . ?
C17A C18 C19A C20A -176.5(15) . . . . ?
C19A C20A C21A C22A -5(4) . . . . ?
C23A C22A C21A C20A 7(5) . . . . ?
N1 C15 C16A C17A -108.4(17) . . . . ?
C16 C15 C16A C17A -12.2(11) . . . . ?
C15 C16A C17A C18 -166.7(11) . . . . ?
C23A C18 C17A C16A 177.5(16) . . . . ?
C23 C18 C17A C16A -22(3) . . . . ?
C19 C18 C17A C16A 172.6(16) . . . . ?
C19A C18 C17A C16A -24(2) . . . . ?
C17 C18 C17A C16A 13.6(11) . . . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.206
_refine_diff_density_min         -0.142
_refine_diff_density_rms         0.037
_database_code_depnum_ccdc_archive 'CCDC 1005254'
#######################################################################
#
#                 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_sa3633
_audit_creation_date             2014-09-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        4ge
_chemical_formula_moiety         'C30 H40 Cl N O'
_chemical_formula_sum            'C30 H40 Cl N O'
_chemical_formula_weight         466.08
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.779(3)
_cell_length_b                   10.660(4)
_cell_length_c                   26.314(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2743.4(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8882
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      27.4737
_cell_measurement_theta_min      2.2217
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.160
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8117
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.128
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.19
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            21255
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.473
_diffrn_reflns_theta_min         2.459
_diffrn_ambient_temperature      173.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_details 
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'Saturn724+ CCD'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_number_total             3557
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.0762
_diffrn_orient_matrix_UB_12      0.0556
_diffrn_orient_matrix_UB_13      -0.0395
_diffrn_orient_matrix_UB_21      0.0196
_diffrn_orient_matrix_UB_22      0.0337
_diffrn_orient_matrix_UB_23      0.0853
_diffrn_orient_matrix_UB_31      0.0241
_diffrn_orient_matrix_UB_32      -0.0288
_diffrn_orient_matrix_UB_33      0.0059
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Sealed Tube'
_diffrn_source_current           30.0000
_diffrn_source_power             1.5000
_diffrn_source_voltage           50.0000
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.769
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                6015
_reflns_number_total             6242
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2013)'
_computing_structure_solution    
;
'SHELXS (Sheldrick, 2013)'
;
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 
;
 Flack x determined using 2362 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         6242
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0424
_refine_ls_restrained_S_all      1.126
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0417P)²+0.4691P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0980
_refine_ls_wR_factor_ref         0.0991
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C8(H8A,H8B)
2.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C13(H13), C14(H14), C15(H15), C16(H16), C18(H18), C20(H20),
 C21(H21)
2.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C28(H28A,H28B,
 H28C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.61682(8) 0.16205(6) 0.38547(3) 0.0506(2) Uani 1 1 d . . . . .
O1 O 0.29645(19) 0.77023(16) 0.46769(6) 0.0364(4) Uani 1 1 d . . . . .
N1 N 0.34859(18) 0.69239(16) 0.39005(7) 0.0248(4) Uani 1 1 d . . . . .
C1 C 0.1244(2) 0.79592(19) 0.40363(8) 0.0264(4) Uani 1 1 d . . . . .
H1 H 0.1251 0.7923 0.3664 0.032 Uiso 1 1 calc R . . . .
C2 C 0.0121(2) 0.7080(2) 0.42360(9) 0.0309(5) Uani 1 1 d . . . . .
H2A H 0.0327 0.6225 0.4136 0.037 Uiso 1 1 calc R . . . .
H2B H 0.0102 0.7115 0.4604 0.037 Uiso 1 1 calc R . . . .
C3 C -0.1272(3) 0.7451(2) 0.40275(9) 0.0360(5) Uani 1 1 d . . . . .
H3A H -0.1967 0.6906 0.4170 0.043 Uiso 1 1 calc R . . . .
H3B H -0.1277 0.7344 0.3661 0.043 Uiso 1 1 calc R . . . .
C4 C -0.1609(3) 0.8811(3) 0.41569(10) 0.0386(6) Uani 1 1 d . . . . .
H4A H -0.2452 0.9047 0.3988 0.046 Uiso 1 1 calc R . . . .
H4B H -0.1752 0.8885 0.4520 0.046 Uiso 1 1 calc R . . . .
C5 C -0.0475(3) 0.9708(2) 0.39958(10) 0.0371(6) Uani 1 1 d . . . . .
H5A H -0.0686 1.0544 0.4118 0.044 Uiso 1 1 calc R . . . .
H5B H -0.0435 0.9739 0.3628 0.044 Uiso 1 1 calc R . . . .
C6 C 0.0917(2) 0.9306(2) 0.42025(9) 0.0305(5) Uani 1 1 d . . . . .
H6A H 0.0911 0.9354 0.4571 0.037 Uiso 1 1 calc R . . . .
H6B H 0.1618 0.9870 0.4077 0.037 Uiso 1 1 calc R . . . .
C7 C 0.2625(2) 0.7529(2) 0.42330(8) 0.0264(4) Uani 1 1 d . . . . .
C8 C 0.4709(2) 0.6310(2) 0.41209(9) 0.0302(5) Uani 1 1 d . . . . .
H8A H 0.5153 0.6887 0.4353 0.036 Uiso 1 1 calc R . . . .
H8B H 0.5350 0.6118 0.3850 0.036 Uiso 1 1 calc R . . . .
C9 C 0.4365(2) 0.5126(2) 0.43994(9) 0.0311(5) Uani 1 1 d . . . . .
H9 H 0.3837 0.5189 0.4692 0.037 Uiso 1 1 calc R . . . .
C10 C 0.4764(2) 0.4000(2) 0.42557(9) 0.0312(5) Uani 1 1 d . . . . .
H10 H 0.5307 0.3954 0.3966 0.037 Uiso 1 1 calc R . . . .
C11 C 0.4432(2) 0.2809(2) 0.45094(9) 0.0304(5) Uani 1 1 d . . . . .
C12 C 0.5002(2) 0.1665(2) 0.43590(9) 0.0320(5) Uani 1 1 d . . . . .
C13 C 0.4686(3) 0.0537(2) 0.45921(10) 0.0397(6) Uani 1 1 d . . . . .
H13 H 0.5090 -0.0204 0.4481 0.048 Uiso 1 1 calc R . . . .
C14 C 0.3770(3) 0.0522(2) 0.49889(10) 0.0424(6) Uani 1 1 d . . . . .
H14 H 0.3539 -0.0232 0.5145 0.051 Uiso 1 1 calc R . . . .
C15 C 0.3193(3) 0.1638(3) 0.51546(12) 0.0499(7) Uani 1 1 d . . . . .
H15 H 0.2591 0.1636 0.5428 0.060 Uiso 1 1 calc R . . . .
C16 C 0.3508(3) 0.2744(3) 0.49159(12) 0.0465(7) Uani 1 1 d . . . . .
H16 H 0.3093 0.3478 0.5028 0.056 Uiso 1 1 calc R . . . .
C17 C 0.3027(2) 0.64453(19) 0.34142(8) 0.0227(4) Uani 1 1 d . . . . .
C18 C 0.2270(2) 0.5345(2) 0.34293(8) 0.0256(4) Uani 1 1 d . . . . .
H18 H 0.2097 0.4980 0.3744 0.031 Uiso 1 1 calc R . . . .
C19 C 0.1755(2) 0.4761(2) 0.29959(9) 0.0274(5) Uani 1 1 d . . . . .
C20 C 0.2054(2) 0.5340(2) 0.25376(9) 0.0295(5) Uani 1 1 d . . . . .
H20 H 0.1729 0.4990 0.2237 0.035 Uiso 1 1 calc R . . . .
C21 C 0.2826(2) 0.6428(2) 0.25179(8) 0.0282(5) Uani 1 1 d . . . . .
H21 H 0.3005 0.6776 0.2201 0.034 Uiso 1 1 calc R . . . .
C22 C 0.3351(2) 0.7033(2) 0.29468(8) 0.0256(4) Uani 1 1 d . . . . .
C23 C 0.0911(2) 0.3555(2) 0.30453(10) 0.0369(6) Uani 1 1 d . . . . .
C24 C 0.0575(4) 0.2993(3) 0.25247(13) 0.0663(10) Uani 1 1 d . . . . .
H24A H 0.0012 0.3568 0.2337 0.099 Uiso 1 1 calc GR . . . .
H24B H 0.0095 0.2216 0.2569 0.099 Uiso 1 1 calc GR . . . .
H24C H 0.1407 0.2845 0.2341 0.099 Uiso 1 1 calc GR . . . .
C25 C 0.1712(4) 0.2577(3) 0.33466(18) 0.0732(11) Uani 1 1 d . . . . .
H25A H 0.2594 0.2459 0.3194 0.110 Uiso 1 1 calc GR . . . .
H25B H 0.1222 0.1797 0.3345 0.110 Uiso 1 1 calc GR . . . .
H25C H 0.1824 0.2861 0.3690 0.110 Uiso 1 1 calc GR . . . .
C26 C -0.0427(3) 0.3847(3) 0.33216(14) 0.0602(9) Uani 1 1 d . . . . .
H26A H -0.0228 0.4171 0.3654 0.090 Uiso 1 1 calc GR . . . .
H26B H -0.0959 0.3094 0.3352 0.090 Uiso 1 1 calc GR . . . .
H26C H -0.0934 0.4460 0.3132 0.090 Uiso 1 1 calc GR . . . .
C27 C 0.4194(2) 0.8246(2) 0.28911(9) 0.0295(5) Uani 1 1 d . . . . .
C28 C 0.5596(3) 0.8116(3) 0.31419(11) 0.0457(7) Uani 1 1 d . . . . .
H28A H 0.5484 0.8031 0.3503 0.069 Uiso 1 1 calc GR . . . .
H28B H 0.6134 0.8848 0.3070 0.069 Uiso 1 1 calc GR . . . .
H28C H 0.6051 0.7387 0.3010 0.069 Uiso 1 1 calc GR . . . .
C29 C 0.3442(3) 0.9365(2) 0.31329(12) 0.0449(7) Uani 1 1 d . . . . .
H29A H 0.2536 0.9422 0.2994 0.067 Uiso 1 1 calc GR . . . .
H29B H 0.3933 1.0124 0.3062 0.067 Uiso 1 1 calc GR . . . .
H29C H 0.3387 0.9245 0.3494 0.067 Uiso 1 1 calc GR . . . .
C30 C 0.4443(3) 0.8583(3) 0.23305(10) 0.0429(6) Uani 1 1 d . . . . .
H30A H 0.4928 0.7912 0.2167 0.064 Uiso 1 1 calc GR . . . .
H30B H 0.4974 0.9338 0.2311 0.064 Uiso 1 1 calc GR . . . .
H30C H 0.3581 0.8708 0.2163 0.064 Uiso 1 1 calc GR . . . .


_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 C12 1.750(2) . ?
O1 C7 1.228(3) . ?
N1 C7 1.375(3) . ?
N1 C8 1.482(3) . ?
N1 C17 1.449(3) . ?
C1 C2 1.536(3) . ?
C1 C6 1.535(3) . ?
C1 C7 1.518(3) . ?
C2 C3 1.521(3) . ?
C3 C4 1.525(4) . ?
C4 C5 1.524(4) . ?
C5 C6 1.527(3) . ?
C8 C9 1.498(3) . ?
C9 C10 1.317(3) . ?
C10 C11 1.471(3) . ?
C11 C12 1.398(3) . ?
C11 C16 1.402(4) . ?
C12 C13 1.385(4) . ?
C13 C14 1.376(4) . ?
C14 C15 1.387(4) . ?
C15 C16 1.371(4) . ?
C17 C18 1.388(3) . ?
C17 C22 1.416(3) . ?
C18 C19 1.393(3) . ?
C19 C20 1.386(3) . ?
C19 C23 1.533(3) . ?
C20 C21 1.385(3) . ?
C21 C22 1.398(3) . ?
C22 C27 1.540(3) . ?
C23 C24 1.531(4) . ?
C23 C25 1.526(4) . ?
C23 C26 1.529(4) . ?
C27 C28 1.528(3) . ?
C27 C29 1.539(3) . ?
C27 C30 1.537(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
C7 N1 C8 116.91(18) . . ?
C7 N1 C17 122.53(17) . . ?
C17 N1 C8 116.09(17) . . ?
C6 C1 C2 108.92(19) . . ?
C7 C1 C2 109.57(18) . . ?
C7 C1 C6 111.78(19) . . ?
C3 C2 C1 110.98(19) . . ?
C2 C3 C4 111.1(2) . . ?
C5 C4 C3 112.2(2) . . ?
C4 C5 C6 111.9(2) . . ?
C5 C6 C1 110.3(2) . . ?
O1 C7 N1 120.7(2) . . ?
O1 C7 C1 121.3(2) . . ?
N1 C7 C1 118.02(18) . . ?
N1 C8 C9 112.47(19) . . ?
C10 C9 C8 124.1(2) . . ?
C9 C10 C11 126.2(2) . . ?
C12 C11 C10 122.5(2) . . ?
C12 C11 C16 115.4(2) . . ?
C16 C11 C10 122.1(2) . . ?
C11 C12 Cl1 119.87(19) . . ?
C13 C12 Cl1 117.22(19) . . ?
C13 C12 C11 122.9(2) . . ?
C14 C13 C12 119.4(2) . . ?
C13 C14 C15 119.6(2) . . ?
C16 C15 C14 120.1(2) . . ?
C15 C16 C11 122.5(2) . . ?
C18 C17 N1 115.95(18) . . ?
C18 C17 C22 121.21(19) . . ?
C22 C17 N1 122.82(18) . . ?
C17 C18 C19 123.2(2) . . ?
C18 C19 C23 120.0(2) . . ?
C20 C19 C18 115.9(2) . . ?
C20 C19 C23 124.1(2) . . ?
C21 C20 C19 121.4(2) . . ?
C20 C21 C22 123.8(2) . . ?
C17 C22 C27 125.02(19) . . ?
C21 C22 C17 114.5(2) . . ?
C21 C22 C27 120.5(2) . . ?
C24 C23 C19 111.6(2) . . ?
C25 C23 C19 109.9(2) . . ?
C25 C23 C24 108.0(3) . . ?
C25 C23 C26 109.4(3) . . ?
C26 C23 C19 109.3(2) . . ?
C26 C23 C24 108.7(2) . . ?
C28 C27 C22 111.28(19) . . ?
C28 C27 C29 108.7(2) . . ?
C28 C27 C30 107.1(2) . . ?
C29 C27 C22 110.82(18) . . ?
C30 C27 C22 111.83(19) . . ?
C30 C27 C29 106.9(2) . . ?

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
Cl1 C12 C13 C14 -179.7(2) . . . . ?
N1 C8 C9 C10 114.3(3) . . . . ?
N1 C17 C18 C19 -179.88(19) . . . . ?
N1 C17 C22 C21 179.54(19) . . . . ?
N1 C17 C22 C27 -1.1(3) . . . . ?
C1 C2 C3 C4 -56.7(3) . . . . ?
C2 C1 C6 C5 -59.0(2) . . . . ?
C2 C1 C7 O1 -74.6(3) . . . . ?
C2 C1 C7 N1 104.8(2) . . . . ?
C2 C3 C4 C5 52.7(3) . . . . ?
C3 C4 C5 C6 -52.7(3) . . . . ?
C4 C5 C6 C1 56.1(3) . . . . ?
C6 C1 C2 C3 59.9(2) . . . . ?
C6 C1 C7 O1 46.3(3) . . . . ?
C6 C1 C7 N1 -134.4(2) . . . . ?
C7 N1 C8 C9 74.0(3) . . . . ?
C7 N1 C17 C18 -76.0(3) . . . . ?
C7 N1 C17 C22 105.6(2) . . . . ?
C7 C1 C2 C3 -177.57(19) . . . . ?
C7 C1 C6 C5 179.75(19) . . . . ?
C8 N1 C7 O1 10.2(3) . . . . ?
C8 N1 C7 C1 -169.08(18) . . . . ?
C8 N1 C17 C18 79.6(2) . . . . ?
C8 N1 C17 C22 -98.9(2) . . . . ?
C8 C9 C10 C11 -178.8(2) . . . . ?
C9 C10 C11 C12 -173.9(2) . . . . ?
C9 C10 C11 C16 6.9(4) . . . . ?
C10 C11 C12 Cl1 0.6(3) . . . . ?
C10 C11 C12 C13 -179.3(2) . . . . ?
C10 C11 C16 C15 180.0(3) . . . . ?
C11 C12 C13 C14 0.2(4) . . . . ?
C12 C11 C16 C15 0.7(4) . . . . ?
C12 C13 C14 C15 -1.0(4) . . . . ?
C13 C14 C15 C16 1.6(5) . . . . ?
C14 C15 C16 C11 -1.5(5) . . . . ?
C16 C11 C12 Cl1 179.9(2) . . . . ?
C16 C11 C12 C13 -0.1(4) . . . . ?
C17 N1 C7 O1 165.6(2) . . . . ?
C17 N1 C7 C1 -13.7(3) . . . . ?
C17 N1 C8 C9 -82.9(2) . . . . ?
C17 C18 C19 C20 0.6(3) . . . . ?
C17 C18 C19 C23 -179.2(2) . . . . ?
C17 C22 C27 C28 56.4(3) . . . . ?
C17 C22 C27 C29 -64.7(3) . . . . ?
C17 C22 C27 C30 176.1(2) . . . . ?
C18 C17 C22 C21 1.2(3) . . . . ?
C18 C17 C22 C27 -179.5(2) . . . . ?
C18 C19 C20 C21 0.4(3) . . . . ?
C18 C19 C23 C24 -174.0(2) . . . . ?
C18 C19 C23 C25 -54.3(3) . . . . ?
C18 C19 C23 C26 65.8(3) . . . . ?
C19 C20 C21 C22 -0.6(3) . . . . ?
C20 C19 C23 C24 6.2(3) . . . . ?
C20 C19 C23 C25 126.0(3) . . . . ?
C20 C19 C23 C26 -114.0(3) . . . . ?
C20 C21 C22 C17 -0.2(3) . . . . ?
C20 C21 C22 C27 -179.6(2) . . . . ?
C21 C22 C27 C28 -124.3(2) . . . . ?
C21 C22 C27 C29 114.6(2) . . . . ?
C21 C22 C27 C30 -4.6(3) . . . . ?
C22 C17 C18 C19 -1.4(3) . . . . ?
C23 C19 C20 C21 -179.8(2) . . . . ?

_database_code_depnum_ccdc_archive 'CCDC 1025346'
