# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Cyclic_a
_database_code_depnum_ccdc_archive 'CCDC 1847583'
_audit_update_record             
;
2018-06-06 deposited with the CCDC.
2018-09-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            C[4]pAP(Hex4)
_chemical_melting_point          ?
_chemical_formula_moiety         'C56 H76 N4 O4, 2(C3 H8 O)'
_chemical_formula_sum            'C62 H92 N4 O6'
_chemical_formula_weight         989.39

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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

_cell_length_a                   19.493(5)
_cell_length_b                   17.572(5)
_cell_length_c                   8.547(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.428(4)
_cell_angle_gamma                90
_cell_volume                     2922.4(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    93
_cell_measurement_reflns_used    6720
_cell_measurement_theta_min      2.1
_cell_measurement_theta_max      30.5

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.124
_exptl_crystal_F_000             1080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.071
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.898
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   '(REQAB; Jacobson, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating Anode'
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            39194
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.093
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6691
_reflns_number_gt                5617
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'Yadokari-XG (Wakita, Nemoto et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0484P)²+0.5487P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6691
_refine_ls_number_parameters     332
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.1136
_refine_ls_wR_factor_gt          0.1065
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 0.41635(7) 0.48254(7) 0.84470(15) 0.0206(3) Uani 1 1 d . . . . .
H1 H 0.4617 0.4744 0.8887 0.025 Uiso 1 1 calc R U . . .
C2 C 0.36613(7) 0.42745(7) 0.86166(16) 0.0218(3) Uani 1 1 d . . . . .
H2 H 0.3779 0.3814 0.9150 0.026 Uiso 1 1 calc R U . . .
C3 C 0.29872(7) 0.43878(7) 0.80153(15) 0.0190(3) Uani 1 1 d . . . . .
C4 C 0.28251(7) 0.50674(7) 0.72355(15) 0.0199(3) Uani 1 1 d . . . . .
H4 H 0.2367 0.5158 0.6836 0.024 Uiso 1 1 calc R U . . .
C5 C 0.33286(7) 0.56143(7) 0.70374(15) 0.0197(3) Uani 1 1 d . . . . .
H5 H 0.3213 0.6072 0.6493 0.024 Uiso 1 1 calc R U . . .
C6 C 0.24462(7) 0.37842(7) 0.82604(15) 0.0206(3) Uani 1 1 d . . . . .
H6 H 0.2678 0.3287 0.8433 0.025 Uiso 1 1 calc R U . . .
H6A H 0.2209 0.3909 0.9220 0.025 Uiso 1 1 calc R U . . .
N1 N 0.19286(5) 0.37105(6) 0.69376(13) 0.0196(2) Uani 1 1 d . . . . .
C7 C 0.20842(7) 0.35874(7) 0.54425(15) 0.0194(3) Uani 1 1 d . . . . .
O1 O 0.16367(5) 0.35953(5) 0.43446(11) 0.0252(2) Uani 1 1 d . . . . .
C8 C 0.28182(7) 0.34251(7) 0.51091(15) 0.0189(3) Uani 1 1 d . . . . .
C9 C 0.31703(7) 0.28092(7) 0.58008(15) 0.0202(3) Uani 1 1 d . . . . .
H9 H 0.2950 0.2492 0.6518 0.024 Uiso 1 1 calc R U . . .
C10 C 0.38436(7) 0.26587(7) 0.54413(15) 0.0194(3) Uani 1 1 d . . . . .
H10 H 0.4081 0.2239 0.5920 0.023 Uiso 1 1 calc R U . . .
C11 C 0.41737(6) 0.31151(7) 0.43891(15) 0.0180(3) Uani 1 1 d . . . . .
C12 C 0.38130(7) 0.37200(7) 0.36685(15) 0.0202(3) Uani 1 1 d . . . . .
H12 H 0.4030 0.4031 0.2935 0.024 Uiso 1 1 calc R U . . .
C13 C 0.31392(7) 0.38707(7) 0.40142(15) 0.0203(3) Uani 1 1 d . . . . .
H13 H 0.2896 0.4278 0.3504 0.024 Uiso 1 1 calc R U . . .
C14 C 0.49085(6) 0.29356(7) 0.40185(16) 0.0194(3) Uani 1 1 d . . . . .
H14 H 0.5114 0.2596 0.4844 0.023 Uiso 1 1 calc R U . . .
H14A H 0.4903 0.2657 0.3011 0.023 Uiso 1 1 calc R U . . .
N2 N 0.53440(5) 0.36123(6) 0.39110(12) 0.0182(2) Uani 1 1 d . . . . .
C15 C 0.54589(6) 0.38953(7) 0.24667(15) 0.0187(3) Uani 1 1 d . . . . .
O2 O 0.51562(5) 0.36499(5) 0.12558(11) 0.0244(2) Uani 1 1 d . . . . .
C16 C 0.59955(7) 0.45042(7) 0.23660(15) 0.0187(3) Uani 1 1 d . . . . .
C17 C 0.11966(7) 0.37402(8) 0.72870(16) 0.0217(3) Uani 1 1 d . . . . .
H17 H 0.0930 0.3992 0.6410 0.026 Uiso 1 1 calc R U . . .
H17A H 0.1146 0.4047 0.8245 0.026 Uiso 1 1 calc R U . . .
C18 C 0.09101(7) 0.29435(8) 0.75273(17) 0.0232(3) Uani 1 1 d . . . . .
H18 H 0.1199 0.2680 0.8351 0.028 Uiso 1 1 calc R U . . .
H18A H 0.0935 0.2650 0.6544 0.028 Uiso 1 1 calc R U . . .
C19 C 0.01672(7) 0.29548(8) 0.79994(17) 0.0233(3) Uani 1 1 d . . . . .
H19 H -0.0121 0.3224 0.7182 0.028 Uiso 1 1 calc R U . . .
H19A H 0.0143 0.3243 0.8990 0.028 Uiso 1 1 calc R U . . .
C20 C -0.01239(7) 0.21569(8) 0.82201(17) 0.0249(3) Uani 1 1 d . . . . .
H20 H -0.0115 0.1876 0.7217 0.030 Uiso 1 1 calc R U . . .
H20A H 0.0176 0.1882 0.9007 0.030 Uiso 1 1 calc R U . . .
C21 C -0.08573(7) 0.21586(8) 0.87513(18) 0.0275(3) Uani 1 1 d . . . . .
H21 H -0.0866 0.2436 0.9759 0.033 Uiso 1 1 calc R U . . .
H21A H -0.1157 0.2437 0.7969 0.033 Uiso 1 1 calc R U . . .
C22 C -0.11470(8) 0.13612(9) 0.8959(2) 0.0360(4) Uani 1 1 d . . . . .
H22 H -0.1159 0.1091 0.7955 0.054 Uiso 1 1 calc R U . . .
H22A H -0.1614 0.1398 0.9321 0.054 Uiso 1 1 calc R U . . .
H22B H -0.0854 0.1082 0.9735 0.054 Uiso 1 1 calc R U . . .
C23 C 0.55125(7) 0.40201(7) 0.53876(15) 0.0201(3) Uani 1 1 d . . . . .
H23 H 0.5088 0.4079 0.5955 0.024 Uiso 1 1 calc R U . . .
H23A H 0.5678 0.4536 0.5139 0.024 Uiso 1 1 calc R U . . .
C24 C 0.60548(7) 0.36283(7) 0.64676(15) 0.0218(3) Uani 1 1 d . . . . .
H24 H 0.6481 0.3561 0.5907 0.026 Uiso 1 1 calc R U . . .
H24A H 0.5888 0.3118 0.6753 0.026 Uiso 1 1 calc R U . . .
C25 C 0.62150(7) 0.40923(8) 0.79579(16) 0.0232(3) Uani 1 1 d . . . . .
H25 H 0.5823 0.4051 0.8638 0.028 Uiso 1 1 calc R U . . .
H25A H 0.6264 0.4635 0.7670 0.028 Uiso 1 1 calc R U . . .
C26 C 0.68703(7) 0.38339(8) 0.88841(16) 0.0234(3) Uani 1 1 d . . . . .
H26 H 0.7254 0.3834 0.8175 0.028 Uiso 1 1 calc R U . . .
H26A H 0.6983 0.4209 0.9726 0.028 Uiso 1 1 calc R U . . .
C27 C 0.68223(7) 0.30467(8) 0.96201(17) 0.0245(3) Uani 1 1 d . . . . .
H27 H 0.6721 0.2667 0.8783 0.029 Uiso 1 1 calc R U . . .
H27A H 0.6437 0.3040 1.0324 0.029 Uiso 1 1 calc R U . . .
C28 C 0.74843(7) 0.28230(9) 1.05517(18) 0.0303(3) Uani 1 1 d . . . . .
H28 H 0.7864 0.2809 0.9851 0.045 Uiso 1 1 calc R U . . .
H28A H 0.7428 0.2319 1.1020 0.045 Uiso 1 1 calc R U . . .
H28B H 0.7586 0.3197 1.1383 0.045 Uiso 1 1 calc R U . . .
C29 C 0.12818(8) 0.49765(8) 0.18102(18) 0.0300(3) Uani 1 1 d . . . . .
H29 H 0.1589 0.5216 0.2651 0.036 Uiso 1 1 calc R U . . .
O1S O 0.15694(6) 0.42634(7) 0.13854(14) 0.0410(3) Uani 1 1 d . . . . .
H1S H 0.1609(10) 0.3970(12) 0.229(3) 0.061 Uiso 1 1 d . U . . .
C1S C 0.12642(8) 0.54751(9) 0.03709(19) 0.0360(4) Uani 1 1 d . . . . .
H1X H 0.1722 0.5491 -0.0042 0.054 Uiso 1 1 calc R U . . .
H1Y H 0.1124 0.5991 0.0648 0.054 Uiso 1 1 calc R U . . .
H1Z H 0.0934 0.5267 -0.0428 0.054 Uiso 1 1 calc R U . . .
C2S C 0.05737(8) 0.48638(9) 0.2422(2) 0.0392(4) Uani 1 1 d . . . . .
H2X H 0.0273 0.4618 0.1614 0.059 Uiso 1 1 calc R U . . .
H2Y H 0.0381 0.5359 0.2687 0.059 Uiso 1 1 calc R U . . .
H2Z H 0.0610 0.4542 0.3360 0.059 Uiso 1 1 calc R U . . .


_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 1.3904(18) . ?
C1 C16 1.3931(18) 3_666 ?
C1 H1 0.9500 . ?
C2 C3 1.3962(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.3946(18) . ?
C3 C6 1.5191(18) . ?
C4 C5 1.3911(18) . ?
C4 H4 0.9500 . ?
C5 C16 1.3998(18) 3_666 ?
C5 H5 0.9500 . ?
C6 N1 1.4754(17) . ?
C6 H6 0.9900 . ?
C6 H6A 0.9900 . ?
N1 C7 1.3483(17) . ?
N1 C17 1.4760(16) . ?
C7 O1 1.2424(16) . ?
C7 C8 1.5029(18) . ?
C8 C9 1.3942(18) . ?
C8 C13 1.3965(18) . ?
C9 C10 1.3911(18) . ?
C9 H9 0.9500 . ?
C10 C11 1.3911(18) . ?
C10 H10 0.9500 . ?
C11 C12 1.3970(18) . ?
C11 C14 1.5185(18) . ?
C12 C13 1.3889(18) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 N2 1.4670(16) . ?
C14 H14 0.9900 . ?
C14 H14A 0.9900 . ?
N2 C15 1.3618(17) . ?
N2 C23 1.4713(16) . ?
C15 O2 1.2379(15) . ?
C15 C16 1.5023(18) . ?
C16 C1 1.3932(18) 3_666 ?
C16 C5 1.3997(18) 3_666 ?
C17 C18 1.5257(18) . ?
C17 H17 0.9900 . ?
C17 H17A 0.9900 . ?
C18 C19 1.5264(18) . ?
C18 H18 0.9900 . ?
C18 H18A 0.9900 . ?
C19 C20 1.5285(18) . ?
C19 H19 0.9900 . ?
C19 H19A 0.9900 . ?
C20 C21 1.5255(19) . ?
C20 H20 0.9900 . ?
C20 H20A 0.9900 . ?
C21 C22 1.525(2) . ?
C21 H21 0.9900 . ?
C21 H21A 0.9900 . ?
C22 H22 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C23 C24 1.5254(18) . ?
C23 H23 0.9900 . ?
C23 H23A 0.9900 . ?
C24 C25 1.5288(18) . ?
C24 H24 0.9900 . ?
C24 H24A 0.9900 . ?
C25 C26 1.5308(19) . ?
C25 H25 0.9900 . ?
C25 H25A 0.9900 . ?
C26 C27 1.5248(19) . ?
C26 H26 0.9900 . ?
C26 H26A 0.9900 . ?
C27 C28 1.5268(19) . ?
C27 H27 0.9900 . ?
C27 H27A 0.9900 . ?
C28 H28 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C29 O1S 1.4284(18) . ?
C29 C1S 1.509(2) . ?
C29 C2S 1.518(2) . ?
C29 H29 1.0000 . ?
O1S H1S 0.93(2) . ?
C1S H1X 0.9800 . ?
C1S H1Y 0.9800 . ?
C1S H1Z 0.9800 . ?
C2S H2X 0.9800 . ?
C2S H2Y 0.9800 . ?
C2S H2Z 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
C2 C1 C16 120.25(12) . 3_666 ?
C2 C1 H1 119.9 . . ?
C16 C1 H1 119.9 3_666 . ?
C1 C2 C3 121.02(12) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 H2 119.5 . . ?
C4 C3 C2 118.65(12) . . ?
C4 C3 C6 121.63(12) . . ?
C2 C3 C6 119.70(12) . . ?
C5 C4 C3 120.55(12) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C16 120.56(12) . 3_666 ?
C4 C5 H5 119.7 . . ?
C16 C5 H5 119.7 3_666 . ?
N1 C6 C3 113.85(11) . . ?
N1 C6 H6 108.8 . . ?
C3 C6 H6 108.8 . . ?
N1 C6 H6A 108.8 . . ?
C3 C6 H6A 108.8 . . ?
H6 C6 H6A 107.7 . . ?
C7 N1 C6 123.92(11) . . ?
C7 N1 C17 118.19(11) . . ?
C6 N1 C17 117.83(11) . . ?
O1 C7 N1 121.77(12) . . ?
O1 C7 C8 119.49(12) . . ?
N1 C7 C8 118.74(11) . . ?
C9 C8 C13 119.37(12) . . ?
C9 C8 C7 121.14(11) . . ?
C13 C8 C7 119.38(11) . . ?
C10 C9 C8 120.07(12) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 C11 120.81(12) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C10 C11 C12 118.92(12) . . ?
C10 C11 C14 119.58(11) . . ?
C12 C11 C14 121.48(11) . . ?
C13 C12 C11 120.58(12) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C8 120.20(12) . . ?
C12 C13 H13 119.9 . . ?
C8 C13 H13 119.9 . . ?
N2 C14 C11 113.66(10) . . ?
N2 C14 H14 108.8 . . ?
C11 C14 H14 108.8 . . ?
N2 C14 H14A 108.8 . . ?
C11 C14 H14A 108.8 . . ?
H14 C14 H14A 107.7 . . ?
C15 N2 C14 118.68(10) . . ?
C15 N2 C23 124.01(11) . . ?
C14 N2 C23 116.19(10) . . ?
O2 C15 N2 122.32(12) . . ?
O2 C15 C16 119.93(11) . . ?
N2 C15 C16 117.70(11) . . ?
C1 C16 C5 118.94(12) 3_666 3_666 ?
C1 C16 C15 119.73(11) 3_666 . ?
C5 C16 C15 121.11(12) 3_666 . ?
N1 C17 C18 111.15(10) . . ?
N1 C17 H17 109.4 . . ?
C18 C17 H17 109.4 . . ?
N1 C17 H17A 109.4 . . ?
C18 C17 H17A 109.4 . . ?
H17 C17 H17A 108.0 . . ?
C17 C18 C19 112.60(11) . . ?
C17 C18 H18 109.1 . . ?
C19 C18 H18 109.1 . . ?
C17 C18 H18A 109.1 . . ?
C19 C18 H18A 109.1 . . ?
H18 C18 H18A 107.8 . . ?
C18 C19 C20 112.69(11) . . ?
C18 C19 H19 109.1 . . ?
C20 C19 H19 109.1 . . ?
C18 C19 H19A 109.1 . . ?
C20 C19 H19A 109.1 . . ?
H19 C19 H19A 107.8 . . ?
C21 C20 C19 113.35(11) . . ?
C21 C20 H20 108.9 . . ?
C19 C20 H20 108.9 . . ?
C21 C20 H20A 108.9 . . ?
C19 C20 H20A 108.9 . . ?
H20 C20 H20A 107.7 . . ?
C22 C21 C20 113.14(12) . . ?
C22 C21 H21 109.0 . . ?
C20 C21 H21 109.0 . . ?
C22 C21 H21A 109.0 . . ?
C20 C21 H21A 109.0 . . ?
H21 C21 H21A 107.8 . . ?
C21 C22 H22 109.5 . . ?
C21 C22 H22A 109.5 . . ?
H22 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N2 C23 C24 114.22(11) . . ?
N2 C23 H23 108.7 . . ?
C24 C23 H23 108.7 . . ?
N2 C23 H23A 108.7 . . ?
C24 C23 H23A 108.7 . . ?
H23 C23 H23A 107.6 . . ?
C23 C24 C25 111.29(11) . . ?
C23 C24 H24 109.4 . . ?
C25 C24 H24 109.4 . . ?
C23 C24 H24A 109.4 . . ?
C25 C24 H24A 109.4 . . ?
H24 C24 H24A 108.0 . . ?
C24 C25 C26 113.28(11) . . ?
C24 C25 H25 108.9 . . ?
C26 C25 H25 108.9 . . ?
C24 C25 H25A 108.9 . . ?
C26 C25 H25A 108.9 . . ?
H25 C25 H25A 107.7 . . ?
C27 C26 C25 114.37(11) . . ?
C27 C26 H26 108.7 . . ?
C25 C26 H26 108.7 . . ?
C27 C26 H26A 108.7 . . ?
C25 C26 H26A 108.7 . . ?
H26 C26 H26A 107.6 . . ?
C26 C27 C28 112.20(12) . . ?
C26 C27 H27 109.2 . . ?
C28 C27 H27 109.2 . . ?
C26 C27 H27A 109.2 . . ?
C28 C27 H27A 109.2 . . ?
H27 C27 H27A 107.9 . . ?
C27 C28 H28 109.5 . . ?
C27 C28 H28A 109.5 . . ?
H28 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O1S C29 C1S 107.00(12) . . ?
O1S C29 C2S 110.60(13) . . ?
C1S C29 C2S 112.31(13) . . ?
O1S C29 H29 109.0 . . ?
C1S C29 H29 109.0 . . ?
C2S C29 H29 109.0 . . ?
C29 O1S H1S 106.9(13) . . ?
C29 C1S H1X 109.5 . . ?
C29 C1S H1Y 109.5 . . ?
H1X C1S H1Y 109.5 . . ?
C29 C1S H1Z 109.5 . . ?
H1X C1S H1Z 109.5 . . ?
H1Y C1S H1Z 109.5 . . ?
C29 C2S H2X 109.5 . . ?
C29 C2S H2Y 109.5 . . ?
H2X C2S H2Y 109.5 . . ?
C29 C2S H2Z 109.5 . . ?
H2X C2S H2Z 109.5 . . ?
H2Y C2S H2Z 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
C16 C1 C2 C3 -1.6(2) 3_666 . . . ?
C1 C2 C3 C4 0.04(19) . . . . ?
C1 C2 C3 C6 -178.29(12) . . . . ?
C2 C3 C4 C5 1.16(19) . . . . ?
C6 C3 C4 C5 179.46(12) . . . . ?
C3 C4 C5 C16 -0.79(19) . . . 3_666 ?
C4 C3 C6 N1 36.24(17) . . . . ?
C2 C3 C6 N1 -145.49(12) . . . . ?
C3 C6 N1 C7 54.42(16) . . . . ?
C3 C6 N1 C17 -128.35(12) . . . . ?
C6 N1 C7 O1 -173.58(12) . . . . ?
C17 N1 C7 O1 9.20(18) . . . . ?
C6 N1 C7 C8 7.35(18) . . . . ?
C17 N1 C7 C8 -169.87(11) . . . . ?
O1 C7 C8 C9 -120.67(14) . . . . ?
N1 C7 C8 C9 58.42(17) . . . . ?
O1 C7 C8 C13 55.33(17) . . . . ?
N1 C7 C8 C13 -125.58(13) . . . . ?
C13 C8 C9 C10 2.27(19) . . . . ?
C7 C8 C9 C10 178.27(12) . . . . ?
C8 C9 C10 C11 -0.23(19) . . . . ?
C9 C10 C11 C12 -1.40(19) . . . . ?
C9 C10 C11 C14 -179.91(11) . . . . ?
C10 C11 C12 C13 0.98(19) . . . . ?
C14 C11 C12 C13 179.46(12) . . . . ?
C11 C12 C13 C8 1.06(19) . . . . ?
C9 C8 C13 C12 -2.68(19) . . . . ?
C7 C8 C13 C12 -178.76(12) . . . . ?
C10 C11 C14 N2 -139.03(12) . . . . ?
C12 C11 C14 N2 42.49(16) . . . . ?
C11 C14 N2 C15 -99.24(13) . . . . ?
C11 C14 N2 C23 69.17(14) . . . . ?
C14 N2 C15 O2 7.35(18) . . . . ?
C23 N2 C15 O2 -160.09(12) . . . . ?
C14 N2 C15 C16 -170.09(11) . . . . ?
C23 N2 C15 C16 22.47(17) . . . . ?
O2 C15 C16 C1 53.22(17) . . . 3_666 ?
N2 C15 C16 C1 -129.27(13) . . . 3_666 ?
O2 C15 C16 C5 -121.37(14) . . . 3_666 ?
N2 C15 C16 C5 56.13(17) . . . 3_666 ?
C7 N1 C17 C18 84.06(14) . . . . ?
C6 N1 C17 C18 -93.34(13) . . . . ?
N1 C17 C18 C19 176.15(11) . . . . ?
C17 C18 C19 C20 179.26(12) . . . . ?
C18 C19 C20 C21 177.86(12) . . . . ?
C19 C20 C21 C22 179.61(13) . . . . ?
C15 N2 C23 C24 -116.58(14) . . . . ?
C14 N2 C23 C24 75.69(14) . . . . ?
N2 C23 C24 C25 178.71(11) . . . . ?
C23 C24 C25 C26 -165.85(11) . . . . ?
C24 C25 C26 C27 -67.69(16) . . . . ?
C25 C26 C27 C28 -179.03(12) . . . . ?

_refine_diff_density_max         0.258
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.039


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: isopropanol'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_160725_ikeda_cyclic_b
_database_code_depnum_ccdc_archive 'CCDC 1847584'
_audit_update_record             
;
2018-06-06 deposited with the CCDC.
2018-09-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            C[4]pAP(iBt-mBzl-iBt-mBzl)
_chemical_melting_point          ?
_chemical_formula_moiety         'C56 H60 N4 O6, 3(C H Cl3)'
_chemical_formula_sum            'C59 H63 Cl9 N4 O6'
_chemical_formula_weight         1243.18

# start Validation Reply Form
_vrf_DIFMN02_160725_ikeda_cyclic_b 
;
PROBLEM: The minimum difference density is < -0.1*ZMAX*1.00
RESPONSE: The large residual density is located around Cl4 and Cl5, 
which are in agreement with a slight vibration of the solvent chloroform. 
The refinement of the structure with disorder model was unstable and the 
structure was refined anisotropically without any restraints.
;
_vrf_PLAT098_160725_ikeda_cyclic_b 
;
PROBLEM: Large Reported Min.  (Negative) Residual Density      -1.74 eA-3  
RESPONSE: The large residual density is located around Cl4 and Cl5, 
which are in agreement with a slight vibration of the solvent chloroform. 
The refinement of the structure with disorder model was unstable and the 
structure was refined anisotropically without any restraints.
;
_vrf_PLAT934_160725_ikeda_cyclic_b 
;
PROBLEM: Number of (Iobs-Icalc)/SigmaW > 10 Outliers ....          3 Check 
RESPONSE: The large residual density is located around Cl4 and Cl5, 
which are in agreement with a slight vibration of the solvent chloroform. 
The refinement of the structure with disorder model was unstable and the 
structure was refined anisotropically without any restraints.
;
# end Validation Reply Form

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

loop_
_space_group_symop_operation_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                   40.5482(9)
_cell_length_b                   5.74900(10)
_cell_length_c                   26.1364(7)
_cell_angle_alpha                90
_cell_angle_beta                 105.526(2)
_cell_angle_gamma                90
_cell_volume                     5870.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    93
_cell_measurement_reflns_used    16577
_cell_measurement_theta_min      2.0900
_cell_measurement_theta_max      30.2970

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_F_000             2584
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.483
_shelx_estimated_absorpt_T_min   0.910
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.94488
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.932
_oxdiff_exptl_absorpt_empirical_full_max 1.056
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_diffrn_ambient_temperature      93
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating Anode'
_diffrn_measurement_device_type  'Rigaku Saturn 70 CCD area detector'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            31702
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_h_max       48
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.673
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5145
_reflns_number_gt                4417
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'Yadokari-XG (Wakita, Nemoto et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1525P)²+42.4736P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5145
_refine_ls_number_parameters     363
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0964
_refine_ls_R_factor_gt           0.0865
_refine_ls_wR_factor_ref         0.2767
_refine_ls_wR_factor_gt          0.2679
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_restrained_S_all      1.130
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
O1 O 0.52450(8) 0.1720(6) 0.05714(13) 0.0266(7) Uani 1 1 d . . . . .
C1 C 0.52324(11) 0.3688(8) 0.07500(17) 0.0208(9) Uani 1 1 d . . . . .
C2 C 0.48969(11) 0.4600(8) 0.08117(17) 0.0201(9) Uani 1 1 d . . . . .
C3 C 0.47615(11) 0.6762(8) 0.06260(17) 0.0230(10) Uani 1 1 d . . . . .
H3 H 0.4882 0.7770 0.0452 0.028 Uiso 1 1 calc R U . . .
C4 C 0.44471(11) 0.7430(8) 0.06985(18) 0.0230(10) Uani 1 1 d . . . . .
H4 H 0.4352 0.8890 0.0565 0.028 Uiso 1 1 calc R U . . .
C5 C 0.42676(11) 0.6005(8) 0.09635(18) 0.0219(9) Uani 1 1 d . . . . .
C6 C 0.43986(12) 0.3800(8) 0.11273(19) 0.0261(10) Uani 1 1 d . . . . .
H6 H 0.4275 0.2773 0.1292 0.031 Uiso 1 1 calc R U . . .
C7 C 0.47100(12) 0.3107(8) 0.10490(19) 0.0242(10) Uani 1 1 d . . . . .
H7 H 0.4797 0.1599 0.1158 0.029 Uiso 1 1 calc R U . . .
C8 C 0.39555(12) 0.6928(8) 0.11142(19) 0.0245(10) Uani 1 1 d . . . . .
H8 H 0.4031 0.7691 0.1466 0.029 Uiso 1 1 calc R U . . .
H8A H 0.3843 0.8122 0.0852 0.029 Uiso 1 1 calc R U . . .
N1 N 0.37059(9) 0.5116(6) 0.11355(14) 0.0203(8) Uani 1 1 d . . . . .
C9 C 0.37168(11) 0.3855(8) 0.15752(18) 0.0208(9) Uani 1 1 d . . . . .
O2 O 0.35643(8) 0.1965(5) 0.15483(12) 0.0234(7) Uani 1 1 d . . . . .
C10 C 0.39108(11) 0.4758(8) 0.21115(18) 0.0213(9) Uani 1 1 d . . . . .
C11 C 0.38446(11) 0.6912(8) 0.23020(18) 0.0231(10) Uani 1 1 d . . . . .
H11 H 0.3687 0.7943 0.2078 0.028 Uiso 1 1 calc R U . . .
C12 C 0.40099(11) 0.7566(8) 0.28226(18) 0.0225(9) Uani 1 1 d . . . . .
H12 H 0.3957 0.9024 0.2953 0.027 Uiso 1 1 calc R U . . .
C13 C 0.42504(11) 0.6119(8) 0.31534(18) 0.0205(9) Uani 1 1 d . . . . .
C14 C 0.43131(13) 0.3956(8) 0.29572(19) 0.0277(11) Uani 1 1 d . . . . .
H14 H 0.4474 0.2931 0.3177 0.033 Uiso 1 1 calc R U . . .
C15 C 0.41429(13) 0.3283(8) 0.24449(19) 0.0274(10) Uani 1 1 d . . . . .
H15 H 0.4186 0.1791 0.2320 0.033 Uiso 1 1 calc R U . . .
C16 C 0.44445(11) 0.6922(8) 0.37027(17) 0.0208(9) Uani 1 1 d . . . . .
H16 H 0.4674 0.7477 0.3692 0.025 Uiso 1 1 calc R U . . .
H16A H 0.4322 0.8250 0.3808 0.025 Uiso 1 1 calc R U . . .
N2 N 0.44853(9) 0.5082(6) 0.41053(14) 0.0203(8) Uani 1 1 d . . . . .
C17 C 0.34875(11) 0.4291(8) 0.06257(18) 0.0231(10) Uani 1 1 d . . . . .
H17 H 0.3508 0.2578 0.0608 0.028 Uiso 1 1 calc R U . . .
H17A H 0.3570 0.4966 0.0334 0.028 Uiso 1 1 calc R U . . .
C18 C 0.31117(12) 0.4935(9) 0.05426(19) 0.0269(10) Uani 1 1 d . . . . .
H18 H 0.3026 0.4141 0.0822 0.032 Uiso 1 1 calc R U . . .
C19 C 0.29091(13) 0.4035(9) 0.0004(2) 0.0337(12) Uani 1 1 d . . . . .
H19 H 0.2996 0.4749 -0.0274 0.051 Uiso 1 1 calc R U . . .
H19A H 0.2667 0.4433 -0.0053 0.051 Uiso 1 1 calc R U . . .
H19B H 0.2934 0.2341 -0.0007 0.051 Uiso 1 1 calc R U . . .
C20 C 0.30672(13) 0.7557(9) 0.0594(2) 0.0334(12) Uani 1 1 d . . . . .
H20 H 0.3134 0.8358 0.0306 0.050 Uiso 1 1 calc R U . . .
H20A H 0.3212 0.8092 0.0936 0.050 Uiso 1 1 calc R U . . .
H20B H 0.2827 0.7903 0.0571 0.050 Uiso 1 1 calc R U . . .
C21 C 0.41661(11) 0.4086(8) 0.41863(19) 0.0249(10) Uani 1 1 d . . . . .
H21 H 0.4222 0.3190 0.4522 0.030 Uiso 1 1 calc R U . . .
H21A H 0.4067 0.2993 0.3893 0.030 Uiso 1 1 calc R U . . .
C22 C 0.39039(12) 0.5910(8) 0.42082(18) 0.0228(10) Uani 1 1 d . . . . .
C23 C 0.35774(12) 0.5807(8) 0.38662(19) 0.0262(10) Uani 1 1 d . . . . .
H23 H 0.3523 0.4593 0.3611 0.031 Uiso 1 1 calc R U . . .
C24 C 0.33279(12) 0.7437(9) 0.38875(19) 0.0275(10) Uani 1 1 d . . . . .
H24 H 0.3105 0.7317 0.3652 0.033 Uiso 1 1 calc R U . . .
C25 C 0.34051(12) 0.9240(8) 0.42530(19) 0.0244(10) Uani 1 1 d . . . . .
C26 C 0.37350(12) 0.9381(9) 0.46004(19) 0.0258(10) Uani 1 1 d . . . . .
H26 H 0.3790 1.0613 0.4851 0.031 Uiso 1 1 calc R U . . .
C27 C 0.39791(11) 0.7739(9) 0.45799(18) 0.0249(10) Uani 1 1 d . . . . .
H27 H 0.4201 0.7844 0.4820 0.030 Uiso 1 1 calc R U . . .
O3 O 0.31819(9) 1.0917(6) 0.43155(14) 0.0311(8) Uani 1 1 d . . . . .
C28 C 0.28404(13) 1.0788(11) 0.3983(2) 0.0370(12) Uani 1 1 d . . . . .
H28 H 0.2844 1.0902 0.3610 0.056 Uiso 1 1 calc R U . . .
H28A H 0.2705 1.2071 0.4069 0.056 Uiso 1 1 calc R U . . .
H28B H 0.2738 0.9302 0.4042 0.056 Uiso 1 1 calc R U . . .
C29 C 0.30091(13) 0.1982(9) 0.2123(2) 0.0325(12) Uani 1 1 d . . . . .
H29 H 0.3169 0.1710 0.1897 0.039 Uiso 1 1 calc R U . . .
Cl1 Cl 0.31968(4) 0.0820(3) 0.27601(6) 0.0510(5) Uani 1 1 d . . . . .
Cl2 Cl 0.29412(4) 0.4989(2) 0.21534(9) 0.0602(5) Uani 1 1 d . . . . .
Cl3 Cl 0.26239(4) 0.0563(3) 0.18322(8) 0.0625(6) Uani 1 1 d . . . . .
C30 C 0.5102(5) 0.919(3) 0.2414(7) 0.073(5) Uani 0.5 1 d D . P . .
H30 H 0.5299(6) 0.923(6) 0.225(2) 0.087 Uiso 0.5 1 d D U P . .
Cl4 Cl 0.47561(6) 0.7804(4) 0.19889(8) 0.0789(7) Uani 1 1 d D . . . .
Cl5 Cl 0.5000 1.2177(5) 0.2500 0.0631(7) Uani 1 2 d DS T P . .


_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
O1 C1 1.230(6) . ?
C1 N2 1.365(6) 2_655 ?
C1 C2 1.506(6) . ?
C2 C3 1.393(7) . ?
C2 C7 1.395(6) . ?
C3 C4 1.392(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.397(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.396(7) . ?
C5 C8 1.518(6) . ?
C6 C7 1.390(7) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 N1 1.464(6) . ?
C8 H8 0.9900 . ?
C8 H8A 0.9900 . ?
N1 C9 1.349(6) . ?
N1 C17 1.467(6) . ?
C9 O2 1.243(6) . ?
C9 C10 1.504(6) . ?
C10 C11 1.387(7) . ?
C10 C15 1.387(7) . ?
C11 C12 1.398(7) . ?
C11 H11 0.9500 . ?
C12 C13 1.393(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.395(7) . ?
C13 C16 1.513(6) . ?
C14 C15 1.387(7) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 N2 1.470(6) . ?
C16 H16 0.9900 . ?
C16 H16A 0.9900 . ?
N2 C1 1.365(6) 2_655 ?
N2 C21 1.481(6) . ?
C17 C18 1.526(6) . ?
C17 H17 0.9900 . ?
C17 H17A 0.9900 . ?
C18 C19 1.518(7) . ?
C18 C20 1.528(7) . ?
C18 H18 1.0000 . ?
C19 H19 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C20 H20 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C21 C22 1.505(6) . ?
C21 H21 0.9900 . ?
C21 H21A 0.9900 . ?
C22 C23 1.386(7) . ?
C22 C27 1.409(7) . ?
C23 C24 1.391(7) . ?
C23 H23 0.9500 . ?
C24 C25 1.387(7) . ?
C24 H24 0.9500 . ?
C25 O3 1.362(6) . ?
C25 C26 1.404(7) . ?
C26 C27 1.379(7) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
O3 C28 1.426(6) . ?
C28 H28 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C29 Cl3 1.746(5) . ?
C29 Cl2 1.756(5) . ?
C29 Cl1 1.766(6) . ?
C29 H29 1.0000 . ?
C30 C30 1.04(3) 2_655 ?
C30 Cl4 1.709(19) 2_655 ?
C30 Cl4 1.735(18) . ?
C30 Cl5 1.793(17) . ?
C30 H30 1.00(2) . ?
Cl4 C30 1.709(19) 2_655 ?
Cl5 C30 1.793(17) 2_655 ?

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
O1 C1 N2 121.9(4) . 2_655 ?
O1 C1 C2 119.4(4) . . ?
N2 C1 C2 118.7(4) 2_655 . ?
C3 C2 C7 119.6(4) . . ?
C3 C2 C1 123.8(4) . . ?
C7 C2 C1 116.6(4) . . ?
C4 C3 C2 119.2(4) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 121.6(4) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C6 C5 C4 118.6(4) . . ?
C6 C5 C8 120.9(4) . . ?
C4 C5 C8 120.3(4) . . ?
C7 C6 C5 120.1(4) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C6 C7 C2 120.8(4) . . ?
C6 C7 H7 119.6 . . ?
C2 C7 H7 119.6 . . ?
N1 C8 C5 113.2(4) . . ?
N1 C8 H8 108.9 . . ?
C5 C8 H8 108.9 . . ?
N1 C8 H8A 108.9 . . ?
C5 C8 H8A 108.9 . . ?
H8 C8 H8A 107.8 . . ?
C9 N1 C8 123.3(4) . . ?
C9 N1 C17 118.3(4) . . ?
C8 N1 C17 116.8(4) . . ?
O2 C9 N1 121.3(4) . . ?
O2 C9 C10 118.8(4) . . ?
N1 C9 C10 119.9(4) . . ?
C11 C10 C15 118.9(4) . . ?
C11 C10 C9 122.6(4) . . ?
C15 C10 C9 118.2(4) . . ?
C10 C11 C12 120.1(4) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C13 C12 C11 121.1(4) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 C14 118.1(4) . . ?
C12 C13 C16 120.5(4) . . ?
C14 C13 C16 121.4(4) . . ?
C15 C14 C13 120.7(4) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C10 121.0(4) . . ?
C14 C15 H15 119.5 . . ?
C10 C15 H15 119.5 . . ?
N2 C16 C13 113.0(4) . . ?
N2 C16 H16 109.0 . . ?
C13 C16 H16 109.0 . . ?
N2 C16 H16A 109.0 . . ?
C13 C16 H16A 109.0 . . ?
H16 C16 H16A 107.8 . . ?
C1 N2 C16 123.1(4) 2_655 . ?
C1 N2 C21 115.7(4) 2_655 . ?
C16 N2 C21 116.4(3) . . ?
N1 C17 C18 112.8(4) . . ?
N1 C17 H17 109.0 . . ?
C18 C17 H17 109.0 . . ?
N1 C17 H17A 109.0 . . ?
C18 C17 H17A 109.0 . . ?
H17 C17 H17A 107.8 . . ?
C19 C18 C17 108.7(4) . . ?
C19 C18 C20 111.7(4) . . ?
C17 C18 C20 111.3(4) . . ?
C19 C18 H18 108.3 . . ?
C17 C18 H18 108.3 . . ?
C20 C18 H18 108.3 . . ?
C18 C19 H19 109.5 . . ?
C18 C19 H19A 109.5 . . ?
H19 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C20 H20 109.5 . . ?
C18 C20 H20A 109.5 . . ?
H20 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N2 C21 C22 112.9(4) . . ?
N2 C21 H21 109.0 . . ?
C22 C21 H21 109.0 . . ?
N2 C21 H21A 109.0 . . ?
C22 C21 H21A 109.0 . . ?
H21 C21 H21A 107.8 . . ?
C23 C22 C27 118.0(4) . . ?
C23 C22 C21 120.6(4) . . ?
C27 C22 C21 121.4(4) . . ?
C22 C23 C24 121.7(4) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 H23 119.2 . . ?
C25 C24 C23 119.9(4) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
O3 C25 C24 125.2(4) . . ?
O3 C25 C26 115.5(4) . . ?
C24 C25 C26 119.3(4) . . ?
C27 C26 C25 120.3(4) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C26 C27 C22 120.8(4) . . ?
C26 C27 H27 119.6 . . ?
C22 C27 H27 119.6 . . ?
C25 O3 C28 117.3(4) . . ?
O3 C28 H28 109.5 . . ?
O3 C28 H28A 109.5 . . ?
H28 C28 H28A 109.5 . . ?
O3 C28 H28B 109.5 . . ?
H28 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
Cl3 C29 Cl2 110.3(3) . . ?
Cl3 C29 Cl1 110.1(3) . . ?
Cl2 C29 Cl1 111.3(3) . . ?
Cl3 C29 H29 108.4 . . ?
Cl2 C29 H29 108.4 . . ?
Cl1 C29 H29 108.4 . . ?
C30 C30 Cl4 73.7(16) 2_655 2_655 ?
C30 C30 Cl4 71.0(17) 2_655 . ?
Cl4 C30 Cl4 112.7(10) 2_655 . ?
C30 C30 Cl5 73.1(5) 2_655 . ?
Cl4 C30 Cl5 111.5(8) 2_655 . ?
Cl4 C30 Cl5 110.2(10) . . ?
C30 C30 H30 179(2) 2_655 . ?
Cl4 C30 H30 106(4) 2_655 . ?
Cl4 C30 H30 110(2) . . ?
Cl5 C30 H30 106(2) . . ?
C30 Cl4 C30 35.2(10) 2_655 . ?
C30 Cl5 C30 33.8(11) 2_655 . ?

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
O1 C1 C2 C3 -130.3(5) . . . . ?
N2 C1 C2 C3 49.7(6) 2_655 . . . ?
O1 C1 C2 C7 46.7(6) . . . . ?
N2 C1 C2 C7 -133.3(4) 2_655 . . . ?
C7 C2 C3 C4 2.4(6) . . . . ?
C1 C2 C3 C4 179.3(4) . . . . ?
C2 C3 C4 C5 1.4(7) . . . . ?
C3 C4 C5 C6 -4.2(7) . . . . ?
C3 C4 C5 C8 170.2(4) . . . . ?
C4 C5 C6 C7 3.1(7) . . . . ?
C8 C5 C6 C7 -171.2(4) . . . . ?
C5 C6 C7 C2 0.6(7) . . . . ?
C3 C2 C7 C6 -3.4(7) . . . . ?
C1 C2 C7 C6 179.4(4) . . . . ?
C6 C5 C8 N1 -34.6(6) . . . . ?
C4 C5 C8 N1 151.1(4) . . . . ?
C5 C8 N1 C9 88.3(5) . . . . ?
C5 C8 N1 C17 -77.1(5) . . . . ?
C8 N1 C9 O2 -160.6(4) . . . . ?
C17 N1 C9 O2 4.6(6) . . . . ?
C8 N1 C9 C10 20.6(6) . . . . ?
C17 N1 C9 C10 -174.2(4) . . . . ?
O2 C9 C10 C11 -122.8(5) . . . . ?
N1 C9 C10 C11 56.0(6) . . . . ?
O2 C9 C10 C15 51.3(6) . . . . ?
N1 C9 C10 C15 -129.9(5) . . . . ?
C15 C10 C11 C12 -0.2(7) . . . . ?
C9 C10 C11 C12 173.9(4) . . . . ?
C10 C11 C12 C13 2.0(7) . . . . ?
C11 C12 C13 C14 -2.3(7) . . . . ?
C11 C12 C13 C16 175.8(4) . . . . ?
C12 C13 C14 C15 0.7(7) . . . . ?
C16 C13 C14 C15 -177.4(4) . . . . ?
C13 C14 C15 C10 1.2(8) . . . . ?
C11 C10 C15 C14 -1.4(7) . . . . ?
C9 C10 C15 C14 -175.7(4) . . . . ?
C12 C13 C16 N2 139.4(4) . . . . ?
C14 C13 C16 N2 -42.6(6) . . . . ?
C13 C16 N2 C1 94.1(5) . . . 2_655 ?
C13 C16 N2 C21 -60.3(5) . . . . ?
C9 N1 C17 C18 80.9(5) . . . . ?
C8 N1 C17 C18 -113.0(4) . . . . ?
N1 C17 C18 C19 179.3(4) . . . . ?
N1 C17 C18 C20 55.8(5) . . . . ?
C1 N2 C21 C22 159.6(4) 2_655 . . . ?
C16 N2 C21 C22 -44.1(5) . . . . ?
N2 C21 C22 C23 124.3(5) . . . . ?
N2 C21 C22 C27 -56.9(6) . . . . ?
C27 C22 C23 C24 -0.5(7) . . . . ?
C21 C22 C23 C24 178.4(4) . . . . ?
C22 C23 C24 C25 0.9(7) . . . . ?
C23 C24 C25 O3 -179.1(4) . . . . ?
C23 C24 C25 C26 -0.5(7) . . . . ?
O3 C25 C26 C27 178.5(4) . . . . ?
C24 C25 C26 C27 -0.3(7) . . . . ?
C25 C26 C27 C22 0.6(7) . . . . ?
C23 C22 C27 C26 -0.2(7) . . . . ?
C21 C22 C27 C26 -179.1(4) . . . . ?
C24 C25 O3 C28 0.9(7) . . . . ?
C26 C25 O3 C28 -177.8(4) . . . . ?
Cl4 C30 Cl4 C30 62.3(11) 2_655 . . 2_655 ?
Cl5 C30 Cl4 C30 -63.0(10) . . . 2_655 ?
Cl4 C30 Cl5 C30 -64.3(16) 2_655 . . 2_655 ?
Cl4 C30 Cl5 C30 61.7(17) . . . 2_655 ?

_refine_diff_density_max         1.091
_refine_diff_density_min         -1.735
_refine_diff_density_rms         0.131


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chloroform'
