# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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. 
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#######################################################################

data_E66_AET
_audit_block_doi                 10.5517/cc12zgq7
_database_code_depnum_ccdc_archive 'CCDC 1012389'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C5SC01838B 2015
_audit_update_record             
;
2015-06-23 deposited with the CCDC.
2016-01-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C65.36 H70.72 N4 O2.68'
_chemical_formula_weight         955.18
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           Monoclinic
_space_group_IT_number           15
_symmetry_space_group_name_H-M   C2/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                   34.794(16)
_cell_length_b                   5.836(3)
_cell_length_c                   28.131(14)
_cell_angle_alpha                90
_cell_angle_beta                 97.862(11)
_cell_angle_gamma                90
_cell_volume                     5659(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.121
_exptl_crystal_F_000             2049
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.068
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.764
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_process_details   
; 
 CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus rotating anode X-ray tube'
_diffrn_source_type              'Rigaku MicroMax-007HF'
_diffrn_source_power             50
_diffrn_source_current           24
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Confocal Max Flux optic'
_diffrn_detector_type            'PILATUS 200K'
_diffrn_measurement_device_type  '1/4chi goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            35400
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_limit_h_min       -54
_diffrn_reflns_limit_h_max       54
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_theta_min         2.364
_diffrn_reflns_theta_max         34.294
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.906
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.906
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.906
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             10696
_reflns_number_gt                7452
_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 2.1 b29 (Rigaku, 2013)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

_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)+(0.1022P)²+5.0228P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10696
_refine_ls_number_parameters     512
_refine_ls_number_restraints     197
_refine_ls_R_factor_all          0.0931
_refine_ls_R_factor_gt           0.0597
_refine_ls_wR_factor_ref         0.1931
_refine_ls_wR_factor_gt          0.1624
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.050
_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
C2 C -0.02871(4) 0.2996(3) 0.08193(6) 0.0287(3) Uani 1 1 d . . . . .
H2 H -0.0186 0.4172 0.0639 0.034 Uiso 0.73 1 calc R U P A 1
H2' H -0.0239 0.3033 0.0495 0.034 Uiso 0.27 1 calc R U P B 2
C3 C -0.06638(4) 0.3100(3) 0.09209(6) 0.0275(3) Uani 1 1 d . . . . .
H3 H -0.0827 0.4342 0.0805 0.033 Uiso 0.73 1 calc R U P C 1
H3' H -0.0862 0.3332 0.0658 0.033 Uiso 0.27 1 calc R U P D 2
C1 C -0.00490(5) 0.1041(3) 0.09948(7) 0.0227(3) Uani 0.73 1 d . . P E 1
C4 C -0.08099(5) 0.1316(3) 0.12048(6) 0.0200(3) Uani 0.73 1 d . . P E 1
C5 C -0.05791(6) -0.0566(4) 0.13550(9) 0.0306(4) Uani 0.73 1 d . . P E 1
H5 H -0.0681 -0.1767 0.1529 0.037 Uiso 0.73 1 calc R U P E 1
C6 C -0.02003(6) -0.0691(4) 0.12513(9) 0.0314(4) Uani 0.73 1 d . . P E 1
H6 H -0.0044 -0.1975 0.1357 0.038 Uiso 0.73 1 calc R U P E 1
C7 C 0.03574(5) 0.0897(3) 0.09033(7) 0.0224(3) Uani 0.73 1 d . . P E 1
H7 H 0.0513 -0.0366 0.1025 0.027 Uiso 0.73 1 calc R U P E 1
C30 C 0.12129(5) 0.1396(3) 0.36863(6) 0.0189(3) Uani 0.73 1 d . . P F 1
H30 H 0.1299 0.0315 0.3472 0.023 Uiso 0.73 1 calc R U P F 1
C1' C 0.00022(13) 0.2847(10) 0.11603(17) 0.0229(8) Uani 0.27 1 d . U P E 2
C4' C -0.07675(13) 0.2916(10) 0.13312(17) 0.0227(9) Uani 0.27 1 d . U P E 2
C5' C -0.04708(15) 0.2611(12) 0.17088(18) 0.0306(10) Uani 0.27 1 d . U P E 2
H5' H -0.0530 0.2415 0.2026 0.037 Uiso 0.27 1 calc R U P E 2
C6' C -0.00864(15) 0.2591(12) 0.16235(19) 0.0303(10) Uani 0.27 1 d . U P E 2
H6' H 0.0116 0.2401 0.1883 0.036 Uiso 0.27 1 calc R U P E 2
C7' C 0.04092(13) 0.2598(9) 0.10715(17) 0.0223(8) Uani 0.27 1 d . U P E 2
H7' H 0.0607 0.2517 0.1340 0.027 Uiso 0.27 1 calc R U P E 2
C30' C 0.11788(13) 0.2781(10) 0.35792(17) 0.0215(8) Uani 0.27 1 d . U P F 2
H30' H 0.1229 0.2536 0.3259 0.026 Uiso 0.27 1 calc R U P F 2
C8 C 0.09134(3) 0.2181(2) 0.05799(4) 0.0164(2) Uani 1 1 d . . . . .
C9 C 0.09153(4) 0.0879(2) 0.01017(4) 0.0210(2) Uani 1 1 d . . . . .
H9A H 0.0810 -0.0681 0.0132 0.025 Uiso 1 1 calc R U . . .
H9B H 0.0745 0.1684 -0.0156 0.025 Uiso 1 1 calc R U . . .
C10 C 0.13247(4) 0.0707(3) -0.00357(5) 0.0270(3) Uani 1 1 d . . . . .
H10A H 0.1487 -0.0248 0.0204 0.032 Uiso 1 1 calc R U . . .
H10B H 0.1313 -0.0056 -0.0352 0.032 Uiso 1 1 calc R U . . .
C11 C 0.15121(4) 0.3054(3) -0.00606(5) 0.0315(3) Uani 1 1 d . . . . .
H11A H 0.1374 0.3924 -0.0334 0.038 Uiso 1 1 calc R U . . .
H11B H 0.1785 0.2861 -0.0117 0.038 Uiso 1 1 calc R U . . .
C12 C 0.15023(4) 0.4413(2) 0.04020(6) 0.0276(3) Uani 1 1 d . . . . .
H12A H 0.1673 0.3663 0.0667 0.033 Uiso 1 1 calc R U . . .
H12B H 0.1603 0.5977 0.0362 0.033 Uiso 1 1 calc R U . . .
C13 C 0.10907(4) 0.4567(2) 0.05313(6) 0.0240(3) Uani 1 1 d . . . . .
H13A H 0.0926 0.5441 0.0279 0.029 Uiso 1 1 calc R U . . .
H13B H 0.1096 0.5406 0.0838 0.029 Uiso 1 1 calc R U . . .
C14 C 0.11507(3) 0.0939(2) 0.09774(4) 0.0200(2) Uani 1 1 d . . . . .
C15 C 0.13538(3) 0.0053(2) 0.13083(4) 0.0198(2) Uani 1 1 d . . . . .
C16 C 0.16017(3) -0.0917(2) 0.17096(4) 0.0169(2) Uani 1 1 d . . . . .
C17 C 0.16584(3) 0.0264(2) 0.21479(4) 0.0167(2) Uani 1 1 d . . . . .
H17 H 0.1531 0.1688 0.2177 0.020 Uiso 1 1 calc R U . . .
C18 C 0.19000(3) -0.0630(2) 0.25438(4) 0.0152(2) Uani 1 1 d . . . . .
C19 C 0.20924(3) -0.2714(2) 0.24952(4) 0.0171(2) Uani 1 1 d . . . . .
H19 H 0.2261 -0.3324 0.2759 0.021 Uiso 1 1 calc R U . . .
C20 C 0.20355(4) -0.3886(2) 0.20595(4) 0.0189(2) Uani 1 1 d . . . . .
H20 H 0.2166 -0.5295 0.2028 0.023 Uiso 1 1 calc R U . . .
C21 C 0.17889(3) -0.3016(2) 0.16691(4) 0.0188(2) Uani 1 1 d . . . . .
H21 H 0.1748 -0.3847 0.1376 0.023 Uiso 1 1 calc R U . . .
C22 C 0.19279(3) 0.0566(2) 0.29962(4) 0.0164(2) Uani 1 1 d . . . . .
C23 C 0.19175(3) 0.1595(2) 0.33672(4) 0.0161(2) Uani 1 1 d . . . . .
C24 C 0.18593(3) 0.2898(2) 0.38038(4) 0.01455(19) Uani 1 1 d . . . . .
C25 C 0.19892(4) 0.5401(2) 0.37536(4) 0.0183(2) Uani 1 1 d . . . . .
H25A H 0.1858 0.6035 0.3447 0.022 Uiso 1 1 calc R U . . .
H25B H 0.1908 0.6322 0.4018 0.022 Uiso 1 1 calc R U . . .
C26 C 0.24280(4) 0.5608(2) 0.37648(5) 0.0198(2) Uani 1 1 d . . . . .
H26A H 0.2499 0.7244 0.3744 0.024 Uiso 1 1 calc R U . . .
H26B H 0.2507 0.4805 0.3484 0.024 Uiso 1 1 calc R U . . .
C27 C 0.26439(4) 0.4576(2) 0.42265(5) 0.0218(2) Uani 1 1 d . . . . .
H27A H 0.2927 0.4667 0.4219 0.026 Uiso 1 1 calc R U . . .
H27B H 0.2583 0.5465 0.4506 0.026 Uiso 1 1 calc R U . . .
C28 C 0.25259(3) 0.2073(2) 0.42784(4) 0.0191(2) Uani 1 1 d . . . . .
H28A H 0.2612 0.1159 0.4016 0.023 Uiso 1 1 calc R U . . .
H28B H 0.2657 0.1462 0.4587 0.023 Uiso 1 1 calc R U . . .
C29 C 0.20876(3) 0.1830(2) 0.42617(4) 0.0160(2) Uani 1 1 d . . . . .
H29A H 0.2007 0.2583 0.4548 0.019 Uiso 1 1 calc R U . . .
H29B H 0.2021 0.0184 0.4275 0.019 Uiso 1 1 calc R U . . .
N1 N 0.05071(3) 0.2488(2) 0.06562(4) 0.0224(2) Uani 1 1 d . U . . .
N2 N 0.14495(3) 0.2962(2) 0.38868(4) 0.0187(2) Uani 1 1 d . U . . .
O1S O 0.0713(2) -0.0325(11) 0.2341(2) 0.0445(13) Uani 0.27 1 d D U P G 2
O2S O 0.0675(2) -0.4054(11) 0.2058(2) 0.0543(14) Uani 0.27 1 d D U P G 2
C1S C 0.0793(2) -0.2366(16) 0.2383(4) 0.0415(15) Uani 0.27 1 d D U P G 2
C2S C 0.1045(2) -0.353(2) 0.2771(4) 0.064(3) Uani 0.27 1 d D U P G 2
H2S1 H 0.0974 -0.3046 0.3082 0.095 Uiso 0.27 1 calc R U P G 2
H2S2 H 0.1316 -0.3119 0.2755 0.095 Uiso 0.27 1 calc R U P G 2
H2S3 H 0.1013 -0.5189 0.2736 0.095 Uiso 0.27 1 calc R U P G 2
C3S C 0.0396(2) -0.3407(15) 0.1648(3) 0.0555(16) Uani 0.27 1 d D U P G 2
H3S1 H 0.0417 -0.4497 0.1383 0.067 Uiso 0.27 1 calc R U P G 2
H3S2 H 0.0465 -0.1866 0.1538 0.067 Uiso 0.27 1 calc R U P G 2
C4S C -0.0023(2) -0.3367(18) 0.1749(4) 0.061(2) Uani 0.27 1 d D U P G 2
H4S1 H -0.0082 -0.4814 0.1900 0.092 Uiso 0.27 1 calc R U P G 2
H4S2 H -0.0197 -0.3171 0.1447 0.092 Uiso 0.27 1 calc R U P G 2
H4S3 H -0.0058 -0.2092 0.1966 0.092 Uiso 0.27 1 calc R U P G 2
O1S' O 0.0906(4) -0.381(2) 0.2366(7) 0.105(4) Uani 0.17 1 d D U P H -1
O2S' O 0.0703(5) -0.007(2) 0.2187(5) 0.096(3) Uani 0.17 1 d D U P H -1
C1S' C 0.0665(4) -0.225(2) 0.2343(8) 0.095(4) Uani 0.17 1 d D U P H -1
C2S' C 0.0256(4) -0.251(3) 0.2407(6) 0.082(4) Uani 0.17 1 d D U P H -1
H2S4 H 0.0235 -0.3545 0.2677 0.123 Uiso 0.17 1 calc R U P H -1
H2S5 H 0.0110 -0.3143 0.2114 0.123 Uiso 0.17 1 calc R U P H -1
H2S6 H 0.0149 -0.1007 0.2474 0.123 Uiso 0.17 1 calc R U P H -1
C3S' C 0.0817(6) 0.170(3) 0.2537(6) 0.093(4) Uani 0.17 1 d D U P H -1
H3S3 H 0.1103 0.1621 0.2619 0.112 Uiso 0.17 1 calc R U P H -1
H3S4 H 0.0705 0.1299 0.2831 0.112 Uiso 0.17 1 calc R U P H -1
C4S' C 0.0711(6) 0.416(3) 0.2414(8) 0.093(4) Uani 0.17 1 d D U P H -1
H4S4 H 0.0685 0.4375 0.2066 0.139 Uiso 0.17 1 calc R U P H -1
H4S5 H 0.0915 0.5178 0.2570 0.139 Uiso 0.17 1 calc R U P H -1
H4S6 H 0.0464 0.4534 0.2528 0.139 Uiso 0.17 1 calc R U P H -1
O1T O 0.0973(3) -0.2607(16) 0.2715(3) 0.062(2) Uani 0.23 1 d D U P I -3
O2T O 0.0635(3) -0.3062(13) 0.1966(3) 0.0621(18) Uani 0.23 1 d D U P I -3
C1T C 0.0734(4) -0.187(2) 0.2382(5) 0.054(2) Uani 0.23 1 d D U P I -3
C2T C 0.0530(4) 0.0325(17) 0.2346(4) 0.057(2) Uani 0.23 1 d D U P I -3
H2T1 H 0.0376 0.0468 0.2611 0.086 Uiso 0.23 1 calc R U P I -3
H2T2 H 0.0358 0.0403 0.2040 0.086 Uiso 0.23 1 calc R U P I -3
H2T3 H 0.0719 0.1576 0.2363 0.086 Uiso 0.23 1 calc R U P I -3
C3T C 0.0788(4) -0.5386(18) 0.1968(4) 0.073(2) Uani 0.23 1 d D U P I -3
H3T1 H 0.1067 -0.5331 0.2099 0.087 Uiso 0.23 1 calc R U P I -3
H3T2 H 0.0770 -0.5920 0.1632 0.087 Uiso 0.23 1 calc R U P I -3
C4T C 0.0594(5) -0.716(2) 0.2252(5) 0.085(3) Uani 0.23 1 d D U P I -3
H4T1 H 0.0566 -0.6536 0.2569 0.128 Uiso 0.23 1 calc R U P I -3
H4T2 H 0.0753 -0.8547 0.2289 0.128 Uiso 0.23 1 calc R U P I -3
H4T3 H 0.0337 -0.7529 0.2080 0.128 Uiso 0.23 1 calc R U P I -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
C2 C1' 1.295(5) . ?
C2 C3 1.3804(19) . ?
C2 C1 1.456(2) . ?
C3 C4' 1.260(5) . ?
C3 C4 1.447(2) . ?
C1 C6 1.387(3) . ?
C1 C7 1.474(2) . ?
C4 C5 1.392(3) . ?
C4 C30 1.476(2) 2 ?
C5 C6 1.390(3) . ?
C7 N1 1.310(2) . ?
C30 N2 1.305(2) . ?
C30 C4 1.476(2) 2 ?
C1' C6' 1.387(7) . ?
C1' C7' 1.478(6) . ?
C4' C5' 1.388(7) . ?
C4' C30' 1.489(6) 2 ?
C5' C6' 1.391(7) . ?
C7' N1 1.262(5) . ?
C30' N2 1.193(5) . ?
C30' C4' 1.489(6) 2 ?
C8 N1 1.4696(17) . ?
C8 C14 1.4852(17) . ?
C8 C13 1.5365(19) . ?
C8 C9 1.5457(18) . ?
C9 C10 1.529(2) . ?
C10 C11 1.523(3) . ?
C11 C12 1.528(2) . ?
C12 C13 1.528(2) . ?
C14 C15 1.2055(17) . ?
C15 C16 1.4396(17) . ?
C16 C21 1.3995(19) . ?
C16 C17 1.4028(17) . ?
C17 C18 1.4010(16) . ?
C18 C19 1.4040(18) . ?
C18 C22 1.4430(17) . ?
C19 C20 1.3940(17) . ?
C20 C21 1.3937(17) . ?
C22 C23 1.2090(17) . ?
C23 C24 1.4818(17) . ?
C24 N2 1.4762(16) . ?
C24 C25 1.5416(18) . ?
C24 C29 1.5490(17) . ?
C25 C26 1.5277(18) . ?
C26 C27 1.5321(19) . ?
C27 C28 1.530(2) . ?
C28 C29 1.5258(18) . ?
O1S C1S 1.226(10) . ?
O2S C1S 1.368(6) . ?
O2S C3S 1.452(9) . ?
C1S C2S 1.470(11) . ?
C3S C4S 1.524(10) . ?
O1S' C1S' 1.236(11) . ?
O2S' C1S' 1.359(7) . ?
O2S' C3S' 1.442(9) . ?
C1S' C2S' 1.466(11) . ?
C3S' C4S' 1.515(11) . ?
O1T C1T 1.241(10) . ?
O2T C1T 1.365(7) . ?
O2T C3T 1.458(9) . ?
C1T C2T 1.464(11) . ?
C3T C4T 1.520(11) . ?

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
C1' C2 C3 120.9(3) . . ?
C3 C2 C1 118.49(15) . . ?
C4' C3 C2 125.8(2) . . ?
C2 C3 C4 119.86(14) . . ?
C6 C1 C2 120.56(16) . . ?
C6 C1 C7 119.38(16) . . ?
C2 C1 C7 120.05(16) . . ?
C5 C4 C3 120.26(15) . . ?
C5 C4 C30 119.15(16) . 2 ?
C3 C4 C30 120.48(15) . 2 ?
C6 C5 C4 120.14(18) . . ?
C1 C6 C5 120.60(18) . . ?
N1 C7 C1 120.85(16) . . ?
N2 C30 C4 119.56(15) . 2 ?
C2 C1' C6' 116.9(4) . . ?
C2 C1' C7' 123.1(4) . . ?
C6' C1' C7' 119.3(4) . . ?
C3 C4' C5' 115.8(4) . . ?
C3 C4' C30' 124.2(4) . 2 ?
C5' C4' C30' 119.7(4) . 2 ?
C4' C5' C6' 120.1(5) . . ?
C1' C6' C5' 120.2(4) . . ?
N1 C7' C1' 123.2(4) . . ?
N2 C30' C4' 123.7(4) . 2 ?
N1 C8 C14 113.35(10) . . ?
N1 C8 C13 107.99(10) . . ?
C14 C8 C13 108.70(10) . . ?
N1 C8 C9 107.80(9) . . ?
C14 C8 C9 110.31(11) . . ?
C13 C8 C9 108.57(11) . . ?
C10 C9 C8 111.55(10) . . ?
C11 C10 C9 111.85(12) . . ?
C10 C11 C12 111.59(11) . . ?
C13 C12 C11 111.34(12) . . ?
C12 C13 C8 111.66(11) . . ?
C15 C14 C8 176.10(15) . . ?
C14 C15 C16 177.77(15) . . ?
C21 C16 C17 119.38(10) . . ?
C21 C16 C15 121.08(11) . . ?
C17 C16 C15 119.54(12) . . ?
C18 C17 C16 120.84(12) . . ?
C17 C18 C19 119.16(10) . . ?
C17 C18 C22 118.80(11) . . ?
C19 C18 C22 121.96(10) . . ?
C20 C19 C18 119.91(11) . . ?
C21 C20 C19 120.80(12) . . ?
C20 C21 C16 119.87(11) . . ?
C23 C22 C18 174.42(12) . . ?
C22 C23 C24 173.75(12) . . ?
N2 C24 C23 112.88(9) . . ?
N2 C24 C25 106.98(9) . . ?
C23 C24 C25 109.58(10) . . ?
N2 C24 C29 105.97(9) . . ?
C23 C24 C29 111.72(10) . . ?
C25 C24 C29 109.52(9) . . ?
C26 C25 C24 112.20(10) . . ?
C25 C26 C27 111.06(10) . . ?
C28 C27 C26 110.46(10) . . ?
C29 C28 C27 111.50(10) . . ?
C28 C29 C24 112.63(9) . . ?
C7' N1 C8 121.9(2) . . ?
C7 N1 C8 116.84(12) . . ?
C30' N2 C24 124.5(2) . . ?
C30 N2 C24 118.65(12) . . ?
C1S O2S C3S 116.8(6) . . ?
O1S C1S O2S 126.3(8) . . ?
O1S C1S C2S 128.6(7) . . ?
O2S C1S C2S 105.0(7) . . ?
O2S C3S C4S 114.0(6) . . ?
C1S' O2S' C3S' 118.5(9) . . ?
O1S' C1S' O2S' 127.8(10) . . ?
O1S' C1S' C2S' 125.6(9) . . ?
O2S' C1S' C2S' 106.0(8) . . ?
O2S' C3S' C4S' 119.2(9) . . ?
C1T O2T C3T 114.8(7) . . ?
O1T C1T O2T 122.6(8) . . ?
O1T C1T C2T 128.6(7) . . ?
O2T C1T C2T 108.8(8) . . ?
O2T C3T C4T 116.5(8) . . ?

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
C1'_b C2 C3 C4'_b -4.9(5) . . . . ?
C1 C2 C3 C4' 52.4(4) . . . . ?
C1' C2 C3 C4 -56.0(4) . . . . ?
C1 C2 C3 C4 1.3(2) . . . . ?
C1' C2 C1 C6 108.7(4) . . . . ?
C3 C2 C1 C6 1.1(3) . . . . ?
C1' C2 C1 C7 -70.9(3) . . . . ?
C3 C2 C1 C7 -178.55(16) . . . . ?
C4' C3 C4 C5 -115.2(4) . . . . ?
C2 C3 C4 C5 -3.3(3) . . . . ?
C4' C3 C4 C30 68.5(3) . . . 2 ?
C2 C3 C4 C30 -179.59(16) . . . 2 ?
C3 C4 C5 C6 2.9(3) . . . . ?
C30 C4 C5 C6 179.2(2) 2 . . . ?
C2 C1 C6 C5 -1.5(3) . . . . ?
C7 C1 C6 C5 178.1(2) . . . . ?
C4 C5 C6 C1 -0.5(4) . . . . ?
C6 C1 C7 N1 179.0(2) . . . . ?
C2 C1 C7 N1 -1.4(3) . . . . ?
C3 C2 C1' C6' 5.7(7) . . . . ?
C1 C2 C1' C6' -97.0(6) . . . . ?
C3 C2 C1' C7' 176.4(4) . . . . ?
C1 C2 C1' C7' 73.8(5) . . . . ?
C2 C3 C4' C5' 0.8(7) . . . . ?
C4 C3 C4' C5' 98.0(6) . . . . ?
C2 C3 C4' C30' -172.9(4) . . . 2 ?
C4 C3 C4' C30' -75.8(5) . . . 2 ?
C3 C4' C5' C6' 1.9(9) . . . . ?
C30' C4' C5' C6' 176.0(6) 2 . . . ?
C2 C1' C6' C5' -3.0(9) . . . . ?
C7' C1' C6' C5' -174.2(6) . . . . ?
C4' C5' C6' C1' -0.8(10) . . . . ?
C2 C1' C7' N1 -0.7(8) . . . . ?
C6' C1' C7' N1 169.8(5) . . . . ?
N1 C8 C9 C10 173.82(11) . . . . ?
C14 C8 C9 C10 -61.94(14) . . . . ?
C13 C8 C9 C10 57.07(14) . . . . ?
C8 C9 C10 C11 -55.73(15) . . . . ?
C9 C10 C11 C12 53.25(15) . . . . ?
C10 C11 C12 C13 -53.63(16) . . . . ?
C11 C12 C13 C8 56.90(16) . . . . ?
N1 C8 C13 C12 -174.44(11) . . . . ?
C14 C8 C13 C12 62.20(15) . . . . ?
C9 C8 C13 C12 -57.81(14) . . . . ?
C21 C16 C17 C18 0.14(17) . . . . ?
C15 C16 C17 C18 -179.56(11) . . . . ?
C16 C17 C18 C19 1.18(17) . . . . ?
C16 C17 C18 C22 -175.70(11) . . . . ?
C17 C18 C19 C20 -1.23(17) . . . . ?
C22 C18 C19 C20 175.56(11) . . . . ?
C18 C19 C20 C21 -0.05(18) . . . . ?
C19 C20 C21 C16 1.39(18) . . . . ?
C17 C16 C21 C20 -1.42(18) . . . . ?
C15 C16 C21 C20 178.27(11) . . . . ?
N2 C24 C25 C26 168.73(9) . . . . ?
C23 C24 C25 C26 -68.58(12) . . . . ?
C29 C24 C25 C26 54.30(12) . . . . ?
C24 C25 C26 C27 -57.02(14) . . . . ?
C25 C26 C27 C28 56.70(14) . . . . ?
C26 C27 C28 C29 -55.83(13) . . . . ?
C27 C28 C29 C24 55.15(13) . . . . ?
N2 C24 C29 C28 -168.50(10) . . . . ?
C23 C24 C29 C28 68.18(13) . . . . ?
C25 C24 C29 C28 -53.42(13) . . . . ?
C1' C7' N1 C7 -78.1(5) . . . . ?
C1' C7' N1 C8 -178.4(4) . . . . ?
C1 C7 N1 C7' 70.0(3) . . . . ?
C1 C7 N1 C8 -179.41(15) . . . . ?
C14 C8 N1 C7' 28.0(3) . . . . ?
C13 C8 N1 C7' -92.5(3) . . . . ?
C9 C8 N1 C7' 150.4(3) . . . . ?
C14 C8 N1 C7 -30.73(18) . . . . ?
C13 C8 N1 C7 -151.21(14) . . . . ?
C9 C8 N1 C7 91.66(15) . . . . ?
C4' C30' N2 C30 86.8(6) 2 . . . ?
C4' C30' N2 C24 -178.2(4) 2 . . . ?
C4 C30 N2 C30' -74.2(4) 2 . . . ?
C4 C30 N2 C24 175.14(13) 2 . . . ?
C23 C24 N2 C30' -25.9(4) . . . . ?
C25 C24 N2 C30' 94.7(4) . . . . ?
C29 C24 N2 C30' -148.5(4) . . . . ?
C23 C24 N2 C30 21.17(17) . . . . ?
C25 C24 N2 C30 141.78(13) . . . . ?
C29 C24 N2 C30 -101.42(14) . . . . ?
C3S O2S C1S O1S -6.6(15) . . . . ?
C3S O2S C1S C2S 175.7(8) . . . . ?
C1S O2S C3S C4S -82.2(10) . . . . ?
C3S' O2S' C1S' O1S' -96(3) . . . . ?
C3S' O2S' C1S' C2S' 93(2) . . . . ?
C1S' O2S' C3S' C4S' -155.8(16) . . . . ?
C3T O2T C1T O1T 8(2) . . . . ?
C3T O2T C1T C2T -174.4(11) . . . . ?
C1T O2T C3T C4T 74.8(15) . . . . ?

_refine_diff_density_max         0.652
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.067
_shelxl_version_number           2014-3
####################################################################### 
# 
# 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_3_DietSquarate
_audit_block_doi                 10.5517/cc12zgs9
_database_code_depnum_ccdc_archive 'CCDC 1012391'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C5SC01838B 2015
_audit_update_record             
;
2014-07-07 deposited with the CCDC.
2016-01-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C68 H71 N4 O4.50'
_chemical_formula_weight         1016.29

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           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   34.814(2)
_cell_length_b                   5.8498(4)
_cell_length_c                   27.956(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.517(2)
_cell_angle_gamma                90.00
_cell_volume                     5630.7(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9408
_cell_measurement_theta_min      2.95
_cell_measurement_theta_max      39.24

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2172
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9889
_exptl_absorpt_correction_T_max  0.9926
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating anode X-ray tube'
_diffrn_source_type              'Bruker-Nonius FR 591'
_diffrn_source_power             50
_diffrn_source_current           70
_diffrn_source_size              '3 mm x 0.3 mm fine focus'
_diffrn_radiation_monochromator  'Multilayer Montel 200 mirrors'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'Kappa 4-axis goniometer bruker-nonius'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            68338
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_sigmaI/netI    0.0240
_diffrn_reflns_limit_h_min       -62
_diffrn_reflns_limit_h_max       61
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_theta_min         2.37
_diffrn_reflns_theta_max         39.63
_reflns_number_total             16500
_reflns_number_gt                13238
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2 v2011.4-0'
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXS-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0955P)²+3.6804P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         16500
_refine_ls_number_parameters     405
_refine_ls_number_restraints     190
_refine_ls_R_factor_all          0.0733
_refine_ls_R_factor_gt           0.0579
_refine_ls_wR_factor_ref         0.1751
_refine_ls_wR_factor_gt          0.1626
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.462
_refine_ls_shift/su_max          0.043
_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 -0.02781(3) 0.8096(2) 0.08677(5) 0.0240(2) Uani 1 1 d . . .
H1 H -0.0180 0.9290 0.0690 0.029 Uiso 1 1 calc R . .
C2 C -0.00425(3) 0.6219(2) 0.10221(5) 0.0212(2) Uani 1 1 d . . .
C3 C -0.01897(4) 0.4469(3) 0.12810(6) 0.0323(3) Uani 1 1 d . . .
H3 H -0.0032 0.3187 0.1385 0.039 Uiso 1 1 calc R . .
C4 C 0.03603(3) 0.6049(2) 0.09238(5) 0.0215(2) Uani 1 1 d . . .
H4 H 0.0520 0.4849 0.1071 0.026 Uiso 1 1 calc R . .
C5 C 0.09080(3) 0.71384(18) 0.05684(4) 0.01454(16) Uani 1 1 d . . .
C6 C 0.09043(3) 0.5891(2) 0.00824(4) 0.01932(19) Uani 1 1 d . . .
H6A H 0.0797 0.4334 0.0106 0.023 Uiso 1 1 calc R . .
H6B H 0.0733 0.6724 -0.0174 0.023 Uiso 1 1 calc R . .
C7 C 0.13122(4) 0.5727(3) -0.00541(4) 0.0242(2) Uani 1 1 d . . .
H7A H 0.1298 0.4989 -0.0375 0.029 Uiso 1 1 calc R . .
H7B H 0.1475 0.4753 0.0185 0.029 Uiso 1 1 calc R . .
C8 C 0.15028(4) 0.8081(3) -0.00702(5) 0.0276(3) Uani 1 1 d . . .
H8A H 0.1775 0.7889 -0.0127 0.033 Uiso 1 1 calc R . .
H8B H 0.1363 0.8974 -0.0343 0.033 Uiso 1 1 calc R . .
C9 C 0.14964(4) 0.9394(2) 0.04011(5) 0.0239(2) Uani 1 1 d . . .
H9A H 0.1669 0.8623 0.0666 0.029 Uiso 1 1 calc R . .
H9B H 0.1597 1.0959 0.0367 0.029 Uiso 1 1 calc R . .
C10 C 0.10857(3) 0.9531(2) 0.05303(5) 0.0213(2) Uani 1 1 d . . .
H10A H 0.0919 1.0425 0.0280 0.026 Uiso 1 1 calc RD . .
H10B H 0.1093 1.0338 0.0843 0.026 Uiso 1 1 calc R . .
C11 C 0.11472(3) 0.5880(2) 0.09628(4) 0.01565(16) Uani 1 1 d . . .
C12 C 0.13518(3) 0.4967(2) 0.12955(4) 0.01629(17) Uani 1 1 d . . .
C13 C 0.15996(3) 0.39951(19) 0.16995(3) 0.01428(16) Uani 1 1 d . . .
C14 C 0.17917(3) 0.1907(2) 0.16594(4) 0.01618(17) Uani 1 1 d . . .
H14 H 0.1753 0.1085 0.1363 0.019 Uiso 1 1 calc R . .
C15 C 0.20396(3) 0.10448(19) 0.20547(4) 0.01668(17) Uani 1 1 d . . .
H15 H 0.2172 -0.0356 0.2025 0.020 Uiso 1 1 calc R . .
C16 C 0.20954(3) 0.22124(19) 0.24933(4) 0.01552(16) Uani 1 1 d . . .
H16 H 0.2267 0.1614 0.2760 0.019 Uiso 1 1 calc R . .
C17 C 0.18986(3) 0.42768(18) 0.25410(3) 0.01383(15) Uani 1 1 d . . .
C18 C 0.16532(3) 0.51604(19) 0.21420(3) 0.01478(16) Uani 1 1 d . . .
H18 H 0.1522 0.6565 0.2172 0.018 Uiso 1 1 calc R . .
C19 C 0.19274(3) 0.54779(19) 0.29925(4) 0.01528(16) Uani 1 1 d . . .
C20 C 0.19190(3) 0.65384(19) 0.33622(3) 0.01479(16) Uani 1 1 d . . .
C21 C 0.18591(3) 0.78661(18) 0.37941(3) 0.01341(15) Uani 1 1 d . . .
C22 C 0.19917(3) 1.03564(19) 0.37418(4) 0.01650(17) Uani 1 1 d . . .
H22A H 0.1863 1.0979 0.3430 0.020 Uiso 1 1 calc R . .
H22B H 0.1910 1.1291 0.4004 0.020 Uiso 1 1 calc R . .
C23 C 0.24320(3) 1.0549(2) 0.37631(4) 0.01865(18) Uani 1 1 d . . .
H23A H 0.2504 1.2178 0.3741 0.022 Uiso 1 1 calc R . .
H23B H 0.2512 0.9737 0.3483 0.022 Uiso 1 1 calc R . .
C24 C 0.26458(3) 0.9531(2) 0.42323(4) 0.0213(2) Uani 1 1 d . . .
H24A H 0.2585 1.0433 0.4511 0.026 Uiso 1 1 calc R . .
H24B H 0.2929 0.9608 0.4230 0.026 Uiso 1 1 calc R . .
C25 C 0.25242(3) 0.7041(2) 0.42865(4) 0.01862(18) Uani 1 1 d . . .
H25A H 0.2611 0.6112 0.4027 0.022 Uiso 1 1 calc R . .
H25B H 0.2653 0.6439 0.4601 0.022 Uiso 1 1 calc R . .
C26 C 0.20846(3) 0.6819(2) 0.42605(4) 0.01576(16) Uani 1 1 d . . .
H26A H 0.2003 0.7590 0.4545 0.019 Uiso 1 1 calc R . .
H26B H 0.2016 0.5181 0.4277 0.019 Uiso 1 1 calc R . .
C27 C 0.12048(3) 0.6510(2) 0.36633(4) 0.01906(19) Uani 1 1 d . . .
H27 H 0.1284 0.5439 0.3442 0.023 Uiso 1 1 calc R . .
C28 C 0.08018(3) 0.6466(2) 0.37641(4) 0.01970(19) Uani 1 1 d . . .
C29 C 0.06531(3) 0.8218(2) 0.40263(5) 0.0231(2) Uani 1 1 d . . .
H29 H 0.0811 0.9497 0.4132 0.028 Uiso 1 1 calc R . .
C30 C 0.05678(4) 0.4590(3) 0.36125(6) 0.0317(3) Uani 1 1 d . . .
H30 H 0.0666 0.3392 0.3436 0.038 Uiso 1 1 calc R . .
N1 N 0.05022(3) 0.74458(19) 0.06504(4) 0.01808(16) Uani 1 1 d D . .
N2 N 0.14483(3) 0.79547(18) 0.38667(3) 0.01651(15) Uani 1 1 d . . .
O1S O 0.05606(17) 0.5307(8) 0.2379(2) 0.0760(15) Uani 0.50 1 d PDU A -1
C1S C 0.02788(18) 0.6550(8) 0.2358(2) 0.0582(12) Uani 0.50 1 d PDU A -1
C2S C -0.01399(17) 0.6413(8) 0.2485(2) 0.0588(12) Uani 0.50 1 d PDU A -1
O2S O -0.03461(18) 0.5008(9) 0.2644(2) 0.0830(17) Uani 0.50 1 d PDU A -1
C3S C -0.02051(12) 0.8735(6) 0.22802(14) 0.0431(7) Uani 0.50 1 d PDU A -1
O3S O -0.04923(9) 1.0212(6) 0.22110(11) 0.0462(6) Uani 0.50 1 d PDU A -1
C4S C 0.01718(12) 0.8852(6) 0.21673(14) 0.0410(7) Uani 0.50 1 d PDU A -1
O4S O 0.03470(8) 1.0465(5) 0.19619(11) 0.0408(6) Uani 0.50 1 d PDU A -1
C5S C -0.08347(16) 0.9698(11) 0.24387(17) 0.0540(11) Uani 0.50 1 d PDU A -1
H5S1 H -0.0895 0.8050 0.2396 0.065 Uiso 0.50 1 calc PR A -1
H5S2 H -0.1059 1.0562 0.2268 0.065 Uiso 0.50 1 calc PR A -1
C6S C -0.0791(3) 1.027(2) 0.2980(3) 0.051(2) Uani 0.50 1 d PDU A -1
H6S1 H -0.0586 0.9320 0.3158 0.077 Uiso 0.50 1 calc PR A -1
H6S2 H -0.1037 0.9969 0.3100 0.077 Uiso 0.50 1 calc PR A -1
H6S3 H -0.0723 1.1888 0.3029 0.077 Uiso 0.50 1 calc PR A -1
C7S C 0.0744(3) 1.004(2) 0.1977(3) 0.0453(16) Uani 0.50 1 d PDU A -1
H7S1 H 0.0843 1.1023 0.1733 0.054 Uiso 0.50 1 calc PR A -1
H7S2 H 0.0779 0.8431 0.1883 0.054 Uiso 0.50 1 calc PR A -1
C8S C 0.09903(12) 1.0467(8) 0.24691(16) 0.0394(7) Uani 0.50 1 d PDU A -1
H8S1 H 0.0937 1.2002 0.2583 0.059 Uiso 0.50 1 calc PR A -1
H8S2 H 0.1266 1.0343 0.2438 0.059 Uiso 0.50 1 calc PR A -1
H8S3 H 0.0926 0.9329 0.2702 0.059 Uiso 0.50 1 calc PR A -1
O1W O 0.0144 1.1826 0.0232 0.097 Uiso 0.25 1 d PD . .
H1W H 0.028(4) 1.061(15) 0.028(3) 0.146 Uiso 0.25 1 d PD . .
H2W H 0.0118(11) 1.23(2) 0.0515(12) 0.146 Uiso 0.25 1 d PD . .


_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 C29 1.3826(16) 2 ?
C1 C2 1.4004(18) . ?
C2 C3 1.3944(19) . ?
C2 C4 1.4716(15) . ?
C3 C30 1.3937(18) 2 ?
C4 N1 1.2680(16) . ?
C5 N1 1.4753(13) . ?
C5 C11 1.4763(14) . ?
C5 C10 1.5402(16) . ?
C5 C6 1.5406(15) . ?
C6 C7 1.5270(17) . ?
C7 C8 1.532(2) . ?
C8 C9 1.528(2) . ?
C9 C10 1.5278(17) . ?
C11 C12 1.2087(14) . ?
C12 C13 1.4334(14) . ?
C13 C18 1.4006(14) . ?
C13 C14 1.4050(15) . ?
C14 C15 1.3923(15) . ?
C15 C16 1.3916(15) . ?
C16 C17 1.4046(15) . ?
C17 C18 1.3998(14) . ?
C17 C19 1.4352(14) . ?
C19 C20 1.2095(14) . ?
C20 C21 1.4760(14) . ?
C21 N2 1.4749(13) . ?
C21 C22 1.5417(15) . ?
C21 C26 1.5456(14) . ?
C22 C23 1.5291(15) . ?
C23 C24 1.5298(17) . ?
C24 C25 1.5303(18) . ?
C25 C26 1.5269(15) . ?
C27 N2 1.2700(15) . ?
C27 C28 1.4716(15) . ?
C28 C30 1.3948(18) . ?
C28 C29 1.4027(18) . ?
C29 C1 1.3827(16) 2 ?
C30 C3 1.3937(18) 2 ?
O1S C1S 1.215(5) . ?
C1S C4S 1.476(5) . ?
C1S C2S 1.552(10) . ?
C2S O2S 1.218(5) . ?
C2S C3S 1.478(5) . ?
C3S O3S 1.314(5) . ?
C3S C4S 1.396(5) . ?
O3S C5S 1.463(5) . ?
C4S O4S 1.302(5) . ?
O4S C7S 1.399(9) . ?
C5S C6S 1.536(10) . ?
C7S C8S 1.530(8) . ?

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
C29 C1 C2 120.18(12) 2 . ?
C3 C2 C1 119.49(11) . . ?
C3 C2 C4 118.76(11) . . ?
C1 C2 C4 121.75(11) . . ?
C30 C3 C2 120.32(12) 2 . ?
N1 C4 C2 122.42(11) . . ?
N1 C5 C11 113.09(8) . . ?
N1 C5 C10 107.69(9) . . ?
C11 C5 C10 108.46(9) . . ?
N1 C5 C6 108.16(8) . . ?
C11 C5 C6 110.64(9) . . ?
C10 C5 C6 108.67(9) . . ?
C7 C6 C5 111.33(9) . . ?
C6 C7 C8 111.93(11) . . ?
C9 C8 C7 111.39(10) . . ?
C10 C9 C8 111.33(11) . . ?
C9 C10 C5 111.63(9) . . ?
C12 C11 C5 176.28(12) . . ?
C11 C12 C13 177.17(13) . . ?
C18 C13 C14 119.40(9) . . ?
C18 C13 C12 119.25(10) . . ?
C14 C13 C12 121.35(9) . . ?
C15 C14 C13 119.87(9) . . ?
C16 C15 C14 120.72(10) . . ?
C15 C16 C17 119.95(9) . . ?
C18 C17 C16 119.38(9) . . ?
C18 C17 C19 118.37(9) . . ?
C16 C17 C19 122.20(9) . . ?
C17 C18 C13 120.66(10) . . ?
C20 C19 C17 174.46(11) . . ?
C19 C20 C21 173.23(11) . . ?
N2 C21 C20 112.87(8) . . ?
N2 C21 C22 106.86(8) . . ?
C20 C21 C22 109.82(8) . . ?
N2 C21 C26 106.23(8) . . ?
C20 C21 C26 111.46(9) . . ?
C22 C21 C26 109.42(8) . . ?
C23 C22 C21 112.25(9) . . ?
C22 C23 C24 111.23(9) . . ?
C23 C24 C25 110.42(9) . . ?
C26 C25 C24 111.49(10) . . ?
C25 C26 C21 112.74(8) . . ?
N2 C27 C28 121.19(10) . . ?
C30 C28 C29 119.29(11) . . ?
C30 C28 C27 119.08(11) . . ?
C29 C28 C27 121.57(11) . . ?
C1 C29 C28 120.52(11) 2 . ?
C3 C30 C28 120.19(12) 2 . ?
C4 N1 C5 118.85(10) . . ?
C27 N2 C21 120.75(9) . . ?
O1S C1S C4S 136.2(6) . . ?
O1S C1S C2S 137.5(5) . . ?
C4S C1S C2S 86.2(4) . . ?
O2S C2S C3S 134.1(6) . . ?
O2S C2S C1S 137.9(6) . . ?
C3S C2S C1S 87.7(4) . . ?
O3S C3S C4S 130.9(3) . . ?
O3S C3S C2S 137.0(4) . . ?
C4S C3S C2S 92.1(4) . . ?
C3S O3S C5S 116.9(4) . . ?
O4S C4S C3S 130.7(3) . . ?
O4S C4S C1S 135.3(4) . . ?
C3S C4S C1S 93.9(4) . . ?
C4S O4S C7S 112.6(6) . . ?
O3S C5S C6S 114.6(5) . . ?
O4S C7S C8S 114.7(7) . . ?

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
C29 C1 C2 C3 0.3(2) 2 . . . ?
C29 C1 C2 C4 -178.89(13) 2 . . . ?
C1 C2 C3 C30 -0.3(3) . . . 2 ?
C4 C2 C3 C30 178.95(16) . . . 2 ?
C3 C2 C4 N1 172.69(15) . . . . ?
C1 C2 C4 N1 -8.1(2) . . . . ?
N1 C5 C6 C7 174.10(10) . . . . ?
C11 C5 C6 C7 -61.52(13) . . . . ?
C10 C5 C6 C7 57.46(12) . . . . ?
C5 C6 C7 C8 -56.04(13) . . . . ?
C6 C7 C8 C9 53.30(14) . . . . ?
C7 C8 C9 C10 -53.41(14) . . . . ?
C8 C9 C10 C5 56.85(14) . . . . ?
N1 C5 C10 C9 -175.04(10) . . . . ?
C11 C5 C10 C9 62.24(13) . . . . ?
C6 C5 C10 C9 -58.10(13) . . . . ?
N1 C5 C11 C12 -101.2(17) . . . . ?
C10 C5 C11 C12 18.1(17) . . . . ?
C6 C5 C11 C12 137.3(17) . . . . ?
C5 C11 C12 C13 7(4) . . . . ?
C11 C12 C13 C18 30(2) . . . . ?
C11 C12 C13 C14 -149(2) . . . . ?
C18 C13 C14 C15 -1.50(16) . . . . ?
C12 C13 C14 C15 178.04(10) . . . . ?
C13 C14 C15 C16 0.97(17) . . . . ?
C14 C15 C16 C17 0.40(17) . . . . ?
C15 C16 C17 C18 -1.22(16) . . . . ?
C15 C16 C17 C19 176.17(10) . . . . ?
C16 C17 C18 C13 0.68(16) . . . . ?
C19 C17 C18 C13 -176.80(10) . . . . ?
C14 C13 C18 C17 0.67(16) . . . . ?
C12 C13 C18 C17 -178.87(10) . . . . ?
C18 C17 C19 C20 33.9(12) . . . . ?
C16 C17 C19 C20 -143.5(12) . . . . ?
C17 C19 C20 C21 5(2) . . . . ?
C19 C20 C21 N2 17.9(10) . . . . ?
C19 C20 C21 C22 -101.2(10) . . . . ?
C19 C20 C21 C26 137.4(9) . . . . ?
N2 C21 C22 C23 168.82(8) . . . . ?
C20 C21 C22 C23 -68.44(11) . . . . ?
C26 C21 C22 C23 54.21(11) . . . . ?
C21 C22 C23 C24 -56.84(12) . . . . ?
C22 C23 C24 C25 56.42(13) . . . . ?
C23 C24 C25 C26 -55.63(12) . . . . ?
C24 C25 C26 C21 55.27(12) . . . . ?
N2 C21 C26 C25 -168.56(9) . . . . ?
C20 C21 C26 C25 68.12(12) . . . . ?
C22 C21 C26 C25 -53.54(11) . . . . ?
N2 C27 C28 C30 -167.15(14) . . . . ?
N2 C27 C28 C29 10.12(19) . . . . ?
C30 C28 C29 C1 -0.3(2) . . . 2 ?
C27 C28 C29 C1 -177.54(13) . . . 2 ?
C29 C28 C30 C3 0.3(2) . . . 2 ?
C27 C28 C30 C3 177.64(15) . . . 2 ?
C2 C4 N1 C5 -179.51(11) . . . . ?
C11 C5 N1 C4 -24.40(15) . . . . ?
C10 C5 N1 C4 -144.23(12) . . . . ?
C6 C5 N1 C4 98.50(13) . . . . ?
C28 C27 N2 C21 175.00(10) . . . . ?
C20 C21 N2 C27 18.90(15) . . . . ?
C22 C21 N2 C27 139.72(11) . . . . ?
C26 C21 N2 C27 -103.53(12) . . . . ?
O1S C1S C2S O2S -1.5(14) . . . . ?
C4S C1S C2S O2S 174.9(9) . . . . ?
O1S C1S C2S C3S -176.4(9) . . . . ?
C4S C1S C2S C3S 0.0(4) . . . . ?
O2S C2S C3S O3S 3.9(12) . . . . ?
C1S C2S C3S O3S 179.1(5) . . . . ?
O2S C2S C3S C4S -175.2(8) . . . . ?
C1S C2S C3S C4S 0.0(4) . . . . ?
C4S C3S O3S C5S -171.1(4) . . . . ?
C2S C3S O3S C5S 10.1(7) . . . . ?
O3S C3S C4S O4S 0.2(7) . . . . ?
C2S C3S C4S O4S 179.5(5) . . . . ?
O3S C3S C4S C1S -179.2(5) . . . . ?
C2S C3S C4S C1S 0.0(4) . . . . ?
O1S C1S C4S O4S -2.9(12) . . . . ?
C2S C1S C4S O4S -179.4(5) . . . . ?
O1S C1S C4S C3S 176.5(8) . . . . ?
C2S C1S C4S C3S 0.0(4) . . . . ?
C3S C4S O4S C7S 171.4(6) . . . . ?
C1S C4S O4S C7S -9.4(8) . . . . ?
C3S O3S C5S C6S 79.2(8) . . . . ?
C4S O4S C7S C8S -76.0(10) . . . . ?

_diffrn_measured_fraction_theta_max 0.966
_diffrn_reflns_theta_full        39.63
_diffrn_measured_fraction_theta_full 0.966
_refine_diff_density_max         0.729
_refine_diff_density_min         -0.525
_refine_diff_density_rms         0.068
_exptl_crystal_recrystallization_method 'Inmersion in Diethyl Squarate'
####################################################################### 
# 
# 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_3_EGY
_audit_block_doi                 10.5517/cc12zgtb
_database_code_depnum_ccdc_archive 'CCDC 1012392'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C5SC01838B 2015
_audit_update_record             
;
2014-07-07 deposited with the CCDC.
2016-01-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C63 H69 N4 O3'
_chemical_formula_weight         930.22

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           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   34.994(5)
_cell_length_b                   5.7712(9)
_cell_length_c                   28.005(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.696(5)
_cell_angle_gamma                90.00
_cell_volume                     5604.9(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3662
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      31.67

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.102
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1996
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9834
_exptl_absorpt_correction_T_max  0.9980
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating anode X-ray tube'
_diffrn_source_type              'Bruker-Nonius FR 591'
_diffrn_source_power             50
_diffrn_source_current           70
_diffrn_source_size              '3 mm x 0.3 mm fine focus'
_diffrn_radiation_monochromator  'Multilayer Montel 200 mirrors'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'Kappa 4-axis goniometer bruker-nonius'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            20328
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_sigmaI/netI    0.0565
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       51
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.17
_diffrn_reflns_theta_max         31.86
_reflns_number_total             9168
_reflns_number_gt                6489
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2 v2011.4-0'
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXS-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.1295P)²+1.9613P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9168
_refine_ls_number_parameters     358
_refine_ls_number_restraints     52
_refine_ls_R_factor_all          0.0978
_refine_ls_R_factor_gt           0.0681
_refine_ls_wR_factor_ref         0.2163
_refine_ls_wR_factor_gt          0.1908
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.06606(5) 0.3167(3) 0.40504(6) 0.0285(3) Uani 1 1 d . . .
H1 H 0.0818 0.4445 0.4165 0.034 Uiso 1 1 calc R . .
C2 C 0.08106(4) 0.1430(3) 0.37757(5) 0.0266(3) Uani 1 1 d . . .
C3 C 0.05780(5) -0.0436(4) 0.36108(8) 0.0403(5) Uani 1 1 d . . .
H3 H 0.0677 -0.1618 0.3425 0.048 Uiso 1 1 calc R . .
C4 C 0.12130(4) 0.1505(3) 0.36714(5) 0.0253(3) Uani 1 1 d . . .
H4 H 0.1294 0.0453 0.3444 0.030 Uiso 1 1 calc R . .
C5 C 0.18631(4) 0.2882(2) 0.38019(5) 0.0178(3) Uani 1 1 d . . .
C6 C 0.20883(4) 0.1833(3) 0.42635(5) 0.0196(3) Uani 1 1 d . . .
H6A H 0.2006 0.2608 0.4548 0.024 Uiso 1 1 calc R . .
H6B H 0.2023 0.0168 0.4281 0.024 Uiso 1 1 calc R . .
C7 C 0.25255(4) 0.2081(3) 0.42833(5) 0.0225(3) Uani 1 1 d . . .
H7A H 0.2614 0.1145 0.4023 0.027 Uiso 1 1 calc R . .
H7B H 0.2653 0.1475 0.4595 0.027 Uiso 1 1 calc R . .
C8 C 0.26431(5) 0.4611(3) 0.42276(5) 0.0252(3) Uani 1 1 d . . .
H8A H 0.2580 0.5523 0.4506 0.030 Uiso 1 1 calc R . .
H8B H 0.2925 0.4704 0.4222 0.030 Uiso 1 1 calc R . .
C9 C 0.24310(4) 0.5629(3) 0.37613(5) 0.0228(3) Uani 1 1 d . . .
H9A H 0.2512 0.4801 0.3482 0.027 Uiso 1 1 calc R . .
H9B H 0.2501 0.7282 0.3737 0.027 Uiso 1 1 calc R . .
C10 C 0.19936(4) 0.5418(2) 0.37476(5) 0.0206(3) Uani 1 1 d . . .
H10A H 0.1865 0.6048 0.3438 0.025 Uiso 1 1 calc R . .
H10B H 0.1911 0.6362 0.4011 0.025 Uiso 1 1 calc R . .
C11 C 0.19257(4) 0.1550(3) 0.33661(5) 0.0193(3) Uani 1 1 d . . .
C12 C 0.19321(4) 0.0511(3) 0.29952(5) 0.0197(3) Uani 1 1 d . . .
C13 C 0.19006(4) -0.0712(2) 0.25422(4) 0.0180(3) Uani 1 1 d . . .
C14 C 0.20946(4) -0.2798(3) 0.24896(5) 0.0201(3) Uani 1 1 d . . .
H14 H 0.2267 -0.3399 0.2751 0.024 Uiso 1 1 calc R . .
C15 C 0.20346(4) -0.3993(3) 0.20535(5) 0.0218(3) Uani 1 1 d . . .
H15 H 0.2165 -0.5415 0.2020 0.026 Uiso 1 1 calc R . .
C16 C 0.17856(4) -0.3121(3) 0.16672(5) 0.0217(3) Uani 1 1 d . . .
H16 H 0.1744 -0.3960 0.1373 0.026 Uiso 1 1 calc R . .
C17 C 0.15962(4) -0.1006(3) 0.17108(5) 0.0192(3) Uani 1 1 d . . .
C18 C 0.16540(4) 0.0188(2) 0.21496(5) 0.0188(3) Uani 1 1 d . . .
H18 H 0.1525 0.1618 0.2182 0.023 Uiso 1 1 calc R . .
C19 C 0.13472(4) -0.0023(3) 0.13105(5) 0.0214(3) Uani 1 1 d . . .
C20 C 0.11456(4) 0.0864(3) 0.09796(5) 0.0214(3) Uani 1 1 d . . .
C21 C 0.09111(4) 0.2143(3) 0.05841(5) 0.0205(3) Uani 1 1 d . . .
C22 C 0.10903(5) 0.4567(3) 0.05480(6) 0.0267(3) Uani 1 1 d . . .
H22A H 0.0928 0.5482 0.0299 0.032 Uiso 1 1 calc R . .
H22B H 0.1095 0.5381 0.0860 0.032 Uiso 1 1 calc R . .
C23 C 0.15011(5) 0.4416(3) 0.04189(6) 0.0283(3) Uani 1 1 d . . .
H23A H 0.1604 0.5999 0.0389 0.034 Uiso 1 1 calc R . .
H23B H 0.1668 0.3615 0.0681 0.034 Uiso 1 1 calc R . .
C24 C 0.15120(5) 0.3108(3) -0.00531(6) 0.0320(4) Uani 1 1 d . . .
H24A H 0.1376 0.4022 -0.0323 0.038 Uiso 1 1 calc R . .
H24B H 0.1783 0.2915 -0.0111 0.038 Uiso 1 1 calc R . .
C25 C 0.13227(5) 0.0733(3) -0.00394(5) 0.0283(3) Uani 1 1 d . . .
H25A H 0.1483 -0.0261 0.0197 0.034 Uiso 1 1 calc R . .
H25B H 0.1311 -0.0005 -0.0360 0.034 Uiso 1 1 calc R . .
C26 C 0.09141(4) 0.0885(3) 0.00986(5) 0.0237(3) Uani 1 1 d . . .
H26A H 0.0809 -0.0697 0.0121 0.028 Uiso 1 1 calc R . .
H26B H 0.0746 0.1728 -0.0156 0.028 Uiso 1 1 calc R . .
C27 C 0.03546(5) 0.0970(3) 0.09175(6) 0.0304(3) Uani 1 1 d . . .
H27 H 0.0507 -0.0292 0.1051 0.036 Uiso 1 1 calc R . .
C28 C -0.00506(5) 0.1144(3) 0.10109(6) 0.0297(3) Uani 1 1 d . . .
C29 C -0.02842(5) 0.3026(3) 0.08448(6) 0.0293(3) Uani 1 1 d . . .
H29 H -0.0185 0.4209 0.0660 0.035 Uiso 1 1 calc R . .
C30 C -0.02001(5) -0.0579(4) 0.12838(8) 0.0425(5) Uani 1 1 d . . .
H30 H -0.0043 -0.1857 0.1399 0.051 Uiso 1 1 calc R . .
N1 N 0.14528(4) 0.2949(2) 0.38800(4) 0.0215(3) Uani 1 1 d . . .
N2 N 0.05043(4) 0.2459(3) 0.06644(5) 0.0256(3) Uani 1 1 d . . .
O1S O 0.03876(9) 0.7013(5) 0.24209(11) 0.0790(8) Uani 0.75 1 d PDU . .
H1S H 0.0231 0.6039 0.2505 0.118 Uiso 0.50 1 calc PR A 1
H1S' H 0.0320 0.6403 0.2669 0.118 Uiso 0.25 1 calc PR A 2
O2S O 0.0494(2) 0.1772(12) 0.2475(2) 0.119(2) Uani 0.50 1 d PDU B 1
H2S H 0.0435 0.0478 0.2350 0.178 Uiso 0.50 1 calc PR B 1
C1S C 0.0703(2) 0.5819(12) 0.2243(3) 0.0838(15) Uani 0.50 1 d PDU B 1
H1S1 H 0.093(2) 0.552(13) 0.251(3) 0.101 Uiso 0.50 1 d P C 1
H1S2 H 0.076(2) 0.566(15) 0.208(3) 0.101 Uiso 0.50 1 d P D 1
C2S C 0.0589(2) 0.3309(11) 0.2119(2) 0.0851(16) Uani 0.50 1 d PDU B 1
H2S1 H 0.0365 0.3359 0.1863 0.102 Uiso 0.50 1 calc PR B 1
H2S2 H 0.0804 0.2603 0.1975 0.102 Uiso 0.50 1 calc PR B 1
O2S' O 0.02356(19) 0.1955(15) 0.2369(3) 0.0587(17) Uani 0.25 1 d PDU B 2
H2S' H 0.0262 0.0636 0.2496 0.088 Uiso 0.25 1 calc PR B 2
C1S' C 0.0475(4) 0.5249(15) 0.2099(3) 0.0671(17) Uani 0.25 1 d PDU B 2
H1S3 H 0.0681 0.5819 0.1918 0.081 Uiso 0.25 1 calc PR B 2
H1S4 H 0.0243 0.4957 0.1863 0.081 Uiso 0.25 1 calc PR B 2
C2S' C 0.0607(2) 0.2948(18) 0.2343(4) 0.0617(18) Uani 0.25 1 d PDU B 2
H2S3 H 0.0761 0.2007 0.2143 0.074 Uiso 0.25 1 calc PR B 2
H2S4 H 0.0754 0.3187 0.2667 0.074 Uiso 0.25 1 calc PR B 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
C1 C29 1.390(2) 2 ?
C1 C2 1.407(2) . ?
C2 C3 1.391(3) . ?
C2 C4 1.477(2) . ?
C3 C30 1.395(2) 2 ?
C4 N1 1.268(2) . ?
C5 N1 1.4815(18) . ?
C5 C11 1.4833(18) . ?
C5 C6 1.5447(19) . ?
C5 C10 1.547(2) . ?
C6 C7 1.530(2) . ?
C7 C8 1.531(2) . ?
C8 C9 1.530(2) . ?
C9 C10 1.531(2) . ?
C11 C12 1.2022(19) . ?
C12 C13 1.4428(18) . ?
C13 C14 1.400(2) . ?
C13 C18 1.4033(19) . ?
C14 C15 1.3936(19) . ?
C15 C16 1.389(2) . ?
C16 C17 1.402(2) . ?
C17 C18 1.3999(18) . ?
C17 C19 1.441(2) . ?
C19 C20 1.202(2) . ?
C20 C21 1.484(2) . ?
C21 N2 1.4818(18) . ?
C21 C22 1.542(2) . ?
C21 C26 1.543(2) . ?
C22 C23 1.531(2) . ?
C23 C24 1.527(2) . ?
C24 C25 1.525(3) . ?
C25 C26 1.533(2) . ?
C27 N2 1.270(2) . ?
C27 C28 1.479(2) . ?
C28 C30 1.398(3) . ?
C28 C29 1.401(2) . ?
C29 C1 1.390(2) 2 ?
C30 C3 1.395(2) 2 ?
O1S C1S' 1.420(5) . ?
O1S C1S 1.443(4) . ?
O2S C2S 1.406(5) . ?
C1S C2S 1.530(5) . ?
O2S' C2S' 1.429(5) . ?
C1S' C2S' 1.536(5) . ?

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
C29 C1 C2 120.46(15) 2 . ?
C3 C2 C1 119.26(15) . . ?
C3 C2 C4 119.22(15) . . ?
C1 C2 C4 121.50(15) . . ?
C2 C3 C30 120.28(17) . 2 ?
N1 C4 C2 121.18(14) . . ?
N1 C5 C11 112.83(11) . . ?
N1 C5 C6 106.42(10) . . ?
C11 C5 C6 111.74(11) . . ?
N1 C5 C10 107.11(11) . . ?
C11 C5 C10 109.36(11) . . ?
C6 C5 C10 109.21(11) . . ?
C7 C6 C5 112.91(11) . . ?
C6 C7 C8 111.52(12) . . ?
C9 C8 C7 110.28(12) . . ?
C8 C9 C10 111.11(12) . . ?
C9 C10 C5 112.33(12) . . ?
C12 C11 C5 172.46(15) . . ?
C11 C12 C13 174.56(16) . . ?
C14 C13 C18 119.48(12) . . ?
C14 C13 C12 122.15(13) . . ?
C18 C13 C12 118.32(13) . . ?
C15 C14 C13 119.96(13) . . ?
C16 C15 C14 120.57(13) . . ?
C15 C16 C17 120.13(13) . . ?
C18 C17 C16 119.38(13) . . ?
C18 C17 C19 119.38(13) . . ?
C16 C17 C19 121.24(12) . . ?
C17 C18 C13 120.46(13) . . ?
C20 C19 C17 177.87(17) . . ?
C19 C20 C21 175.35(16) . . ?
N2 C21 C20 113.24(11) . . ?
N2 C21 C22 107.79(12) . . ?
C20 C21 C22 108.12(12) . . ?
N2 C21 C26 108.16(12) . . ?
C20 C21 C26 110.84(12) . . ?
C22 C21 C26 108.55(12) . . ?
C23 C22 C21 111.49(12) . . ?
C24 C23 C22 111.45(14) . . ?
C25 C24 C23 111.17(12) . . ?
C24 C25 C26 112.19(14) . . ?
C25 C26 C21 111.46(12) . . ?
N2 C27 C28 121.96(15) . . ?
C30 C28 C29 119.24(15) . . ?
C30 C28 C27 119.10(16) . . ?
C29 C28 C27 121.64(15) . . ?
C1 C29 C28 120.19(15) 2 . ?
C3 C30 C28 120.57(17) 2 . ?
C4 N1 C5 120.60(12) . . ?
C27 N2 C21 118.53(14) . . ?
C1S' O1S C1S 36.8(6) . . ?
O1S C1S C2S 110.1(6) . . ?
O2S C2S C1S 121.0(7) . . ?
O1S C1S' C2S' 114.4(8) . . ?
O2S' C2S' C1S' 98.6(9) . . ?

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
C29 C1 C2 C3 -0.1(3) 2 . . . ?
C29 C1 C2 C4 -178.21(16) 2 . . . ?
C1 C2 C3 C30 0.1(3) . . . 2 ?
C4 C2 C3 C30 178.21(19) . . . 2 ?
C3 C2 C4 N1 -168.09(18) . . . . ?
C1 C2 C4 N1 10.0(2) . . . . ?
N1 C5 C6 C7 -168.60(11) . . . . ?
C11 C5 C6 C7 67.83(15) . . . . ?
C10 C5 C6 C7 -53.29(15) . . . . ?
C5 C6 C7 C8 55.29(15) . . . . ?
C6 C7 C8 C9 -55.79(15) . . . . ?
C7 C8 C9 C10 56.78(16) . . . . ?
C8 C9 C10 C5 -57.17(15) . . . . ?
N1 C5 C10 C9 169.05(11) . . . . ?
C11 C5 C10 C9 -68.37(15) . . . . ?
C6 C5 C10 C9 54.18(14) . . . . ?
N1 C5 C11 C12 20.5(12) . . . . ?
C6 C5 C11 C12 140.3(11) . . . . ?
C10 C5 C11 C12 -98.6(11) . . . . ?
C5 C11 C12 C13 -7(2) . . . . ?
C11 C12 C13 C14 -134.1(15) . . . . ?
C11 C12 C13 C18 43.3(16) . . . . ?
C18 C13 C14 C15 -1.6(2) . . . . ?
C12 C13 C14 C15 175.68(13) . . . . ?
C13 C14 C15 C16 0.6(2) . . . . ?
C14 C15 C16 C17 0.9(2) . . . . ?
C15 C16 C17 C18 -1.4(2) . . . . ?
C15 C16 C17 C19 177.76(13) . . . . ?
C16 C17 C18 C13 0.3(2) . . . . ?
C19 C17 C18 C13 -178.83(13) . . . . ?
C14 C13 C18 C17 1.2(2) . . . . ?
C12 C13 C18 C17 -176.24(13) . . . . ?
C18 C17 C19 C20 47(4) . . . . ?
C16 C17 C19 C20 -132(4) . . . . ?
C17 C19 C20 C21 -7(5) . . . . ?
C19 C20 C21 N2 -104.7(18) . . . . ?
C19 C20 C21 C22 14.7(19) . . . . ?
C19 C20 C21 C26 133.5(18) . . . . ?
N2 C21 C22 C23 -174.81(13) . . . . ?
C20 C21 C22 C23 62.43(16) . . . . ?
C26 C21 C22 C23 -57.88(17) . . . . ?
C21 C22 C23 C24 57.27(18) . . . . ?
C22 C23 C24 C25 -53.90(18) . . . . ?
C23 C24 C25 C26 53.36(18) . . . . ?
C24 C25 C26 C21 -55.78(17) . . . . ?
N2 C21 C26 C25 173.58(13) . . . . ?
C20 C21 C26 C25 -61.72(17) . . . . ?
C22 C21 C26 C25 56.88(16) . . . . ?
N2 C27 C28 C30 178.63(19) . . . . ?
N2 C27 C28 C29 -3.3(3) . . . . ?
C30 C28 C29 C1 -0.2(3) . . . 2 ?
C27 C28 C29 C1 -178.31(16) . . . 2 ?
C29 C28 C30 C3 0.2(3) . . . 2 ?
C27 C28 C30 C3 178.3(2) . . . 2 ?
C2 C4 N1 C5 175.03(13) . . . . ?
C11 C5 N1 C4 17.74(19) . . . . ?
C6 C5 N1 C4 -105.15(15) . . . . ?
C10 C5 N1 C4 138.14(14) . . . . ?
C28 C27 N2 C21 -179.37(15) . . . . ?
C20 C21 N2 C27 -28.0(2) . . . . ?
C22 C21 N2 C27 -147.52(15) . . . . ?
C26 C21 N2 C27 95.29(17) . . . . ?
C1S' O1S C1S C2S -32.2(8) . . . . ?
O1S C1S C2S O2S -61.7(11) . . . . ?
C1S O1S C1S' C2S' 76.8(11) . . . . ?
O1S C1S' C2S' O2S' 84.9(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.952
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.601
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.090
_exptl_crystal_recrystallization_method 'Inmersion in EGY'
####################################################################### 
# 
# 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_3_NIM
_audit_block_doi                 10.5517/cc12zgvc
_database_code_depnum_ccdc_archive 'CCDC 1012393'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C5SC01838B 2015
_audit_update_record             
;
2014-07-07 deposited with the CCDC.
2016-01-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C63 H69 N7 O6'
_chemical_formula_weight         1020.25

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           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   34.875(4)
_cell_length_b                   5.7940(6)
_cell_length_c                   28.028(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.453(2)
_cell_angle_gamma                90.00
_cell_volume                     5602.0(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9154
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      35.18

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2176
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9806
_exptl_absorpt_correction_T_max  0.9976
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating anode X-ray tube'
_diffrn_source_type              'Bruker-Nonius FR 591'
_diffrn_source_power             50
_diffrn_source_current           70
_diffrn_source_size              '3 mm x 0.3 mm fine focus'
_diffrn_radiation_monochromator  'Multilayer Montel 200 mirrors'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'Kappa 4-axis goniometer bruker-nonius'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            39875
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_sigmaI/netI    0.0360
_diffrn_reflns_limit_h_min       -52
_diffrn_reflns_limit_h_max       56
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         1.18
_diffrn_reflns_theta_max         35.37
_reflns_number_total             11756
_reflns_number_gt                9524
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2 v2011.4-0'
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXS-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.1005P)²+4.0268P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11756
_refine_ls_number_parameters     387
_refine_ls_number_restraints     25
_refine_ls_R_factor_all          0.0742
_refine_ls_R_factor_gt           0.0610
_refine_ls_wR_factor_ref         0.1876
_refine_ls_wR_factor_gt          0.1765
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.06504(3) 0.3142(2) 0.40282(4) 0.0265(2) Uani 1 1 d . . .
H1 H 0.0809 0.4429 0.4136 0.032 Uiso 1 1 calc R . .
C2 C 0.07992(3) 0.1369(2) 0.37661(4) 0.0237(2) Uani 1 1 d . . .
C3 C 0.05668(4) -0.0532(3) 0.36155(5) 0.0363(3) Uani 1 1 d . . .
H3 H 0.0667 -0.1747 0.3442 0.044 Uiso 1 1 calc R . .
C4 C 0.12029(3) 0.1422(2) 0.36661(4) 0.02216(19) Uani 1 1 d . . .
H4 H 0.1285 0.0335 0.3448 0.027 Uiso 1 1 calc R . .
C5 C 0.18534(3) 0.28353(18) 0.37961(3) 0.01614(16) Uani 1 1 d . . .
C6 C 0.20782(3) 0.17780(19) 0.42622(3) 0.01781(17) Uani 1 1 d . . .
H6A H 0.1995 0.2545 0.4545 0.021 Uiso 1 1 calc R . .
H6B H 0.2012 0.0120 0.4276 0.021 Uiso 1 1 calc R . .
C7 C 0.25174(3) 0.2027(2) 0.42909(3) 0.02051(18) Uani 1 1 d . . .
H7A H 0.2607 0.1097 0.4032 0.025 Uiso 1 1 calc R . .
H7B H 0.2645 0.1424 0.4605 0.025 Uiso 1 1 calc R . .
C8 C 0.26346(3) 0.4553(2) 0.42378(4) 0.0230(2) Uani 1 1 d . . .
H8A H 0.2570 0.5457 0.4515 0.028 Uiso 1 1 calc R . .
H8B H 0.2918 0.4650 0.4238 0.028 Uiso 1 1 calc R . .
C9 C 0.24223(3) 0.55720(19) 0.37683(4) 0.02058(18) Uani 1 1 d . . .
H9A H 0.2493 0.7220 0.3746 0.025 Uiso 1 1 calc R . .
H9B H 0.2505 0.4754 0.3490 0.025 Uiso 1 1 calc R . .
C10 C 0.19836(3) 0.53580(18) 0.37451(3) 0.01865(17) Uani 1 1 d . . .
H10A H 0.1855 0.5984 0.3433 0.022 Uiso 1 1 calc R . .
H10B H 0.1900 0.6296 0.4006 0.022 Uiso 1 1 calc R . .
C11 C 0.19164(3) 0.15061(18) 0.33644(3) 0.01762(17) Uani 1 1 d . . .
C12 C 0.19318(3) 0.04685(19) 0.29934(3) 0.01822(17) Uani 1 1 d . . .
C13 C 0.19094(3) -0.07345(18) 0.25410(3) 0.01640(16) Uani 1 1 d . . .
C14 C 0.21043(3) -0.28220(18) 0.24940(3) 0.01820(17) Uani 1 1 d . . .
H14 H 0.2273 -0.3432 0.2761 0.022 Uiso 1 1 calc R . .
C15 C 0.20504(3) -0.40020(19) 0.20556(3) 0.01938(17) Uani 1 1 d . . .
H15 H 0.2183 -0.5414 0.2026 0.023 Uiso 1 1 calc R . .
C16 C 0.18038(3) -0.3128(2) 0.16619(3) 0.01997(18) Uani 1 1 d . . .
H16 H 0.1764 -0.3960 0.1367 0.024 Uiso 1 1 calc R . .
C17 C 0.16138(3) -0.10181(19) 0.17008(3) 0.01779(17) Uani 1 1 d . . .
C18 C 0.16683(3) 0.01730(18) 0.21410(3) 0.01722(16) Uani 1 1 d . . .
H18 H 0.1541 0.1606 0.2168 0.021 Uiso 1 1 calc R . .
C19 C 0.13627(3) -0.0039(2) 0.12991(3) 0.02103(19) Uani 1 1 d . . .
C20 C 0.11536(3) 0.0864(2) 0.09700(3) 0.02040(18) Uani 1 1 d . . .
C21 C 0.09107(3) 0.21422(19) 0.05809(3) 0.01855(17) Uani 1 1 d . . .
C22 C 0.10844(3) 0.4566(2) 0.05469(5) 0.0257(2) Uani 1 1 d . . .
H22A H 0.0916 0.5476 0.0301 0.031 Uiso 1 1 calc R . .
H22B H 0.1093 0.5362 0.0861 0.031 Uiso 1 1 calc R . .
C23 C 0.14937(3) 0.4454(2) 0.04133(5) 0.0281(2) Uani 1 1 d . . .
H23A H 0.1668 0.3663 0.0674 0.034 Uiso 1 1 calc R . .
H23B H 0.1593 0.6041 0.0383 0.034 Uiso 1 1 calc R . .
C24 C 0.14982(4) 0.3162(3) -0.00621(4) 0.0323(3) Uani 1 1 d . . .
H24A H 0.1356 0.4074 -0.0330 0.039 Uiso 1 1 calc R . .
H24B H 0.1769 0.2988 -0.0123 0.039 Uiso 1 1 calc R . .
C25 C 0.13123(3) 0.0785(2) -0.00501(4) 0.0285(2) Uani 1 1 d . . .
H25A H 0.1478 -0.0204 0.0183 0.034 Uiso 1 1 calc R . .
H25B H 0.1297 0.0063 -0.0373 0.034 Uiso 1 1 calc R . .
C26 C 0.09057(3) 0.0908(2) 0.00923(4) 0.0230(2) Uani 1 1 d . . .
H26A H 0.0803 -0.0674 0.0114 0.028 Uiso 1 1 calc R . .
H26B H 0.0731 0.1749 -0.0160 0.028 Uiso 1 1 calc R . .
C27 C 0.03654(3) 0.0985(2) 0.09349(4) 0.0284(2) Uani 1 1 d . . .
H27 H 0.0526 -0.0225 0.1080 0.034 Uiso 1 1 calc R . .
C28 C -0.00382(3) 0.1138(2) 0.10294(4) 0.0280(2) Uani 1 1 d . . .
C29 C -0.02735(3) 0.3024(2) 0.08691(5) 0.0280(2) Uani 1 1 d . . .
H29 H -0.0175 0.4223 0.0690 0.034 Uiso 1 1 calc R . .
C30 C -0.01877(4) -0.0648(3) 0.12810(6) 0.0393(3) Uani 1 1 d . . .
H30 H -0.0031 -0.1949 0.1382 0.047 Uiso 1 1 calc R . .
N1 N 0.14423(2) 0.29069(17) 0.38679(3) 0.02023(17) Uani 1 1 d . . .
N2 N 0.05062(3) 0.2424(2) 0.06650(3) 0.02388(18) Uani 1 1 d . . .
N1N N 0.08607(5) 0.7035(4) 0.22996(7) 0.0562(4) Uani 1 1 d . . .
O1N O 0.08611(19) 0.9060(12) 0.2481(2) 0.0727(16) Uani 0.50 1 d P A 1
O2N O 0.06621(11) 0.6504(10) 0.19115(12) 0.0787(12) Uani 0.50 1 d P A 1
C1N C 0.10750(12) 0.5297(8) 0.2577(2) 0.0443(9) Uani 0.50 1 d P A 1
H1N1 H 0.1008 0.3784 0.2432 0.066 Uiso 0.50 1 calc PR A 1
H1N2 H 0.1012 0.5322 0.2907 0.066 Uiso 0.50 1 calc PR A 1
H1N3 H 0.1353 0.5581 0.2585 0.066 Uiso 0.50 1 calc PR A 1
O2N' O 0.0771(2) 0.8874(14) 0.2225(3) 0.098(3) Uani 0.50 1 d P A 2
O1N' O 0.1102(2) 0.6297(15) 0.2678(2) 0.124(3) Uani 0.50 1 d P A 2
C1N' C 0.08028(17) 0.5156(13) 0.1941(2) 0.0740(14) Uani 0.50 1 d P A 2
H1N4 H 0.0780 0.3683 0.2106 0.111 Uiso 0.50 1 calc PR A 2
H1N5 H 0.1025 0.5096 0.1763 0.111 Uiso 0.50 1 calc PR A 2
H1N6 H 0.0565 0.5443 0.1715 0.111 Uiso 0.50 1 calc PR A 2
N1M N 0.0000 0.4442(4) 0.2500 0.0454(4) Uani 1 2 d SDU . .
C1M C 0.0019(3) 0.2034(9) 0.2381(2) 0.0840(18) Uani 0.50 1 d PDU B -1
H1MA H 0.0252 0.1744 0.2233 0.126 Uiso 0.50 1 calc PR B -1
H1MB H -0.0211 0.1610 0.2153 0.126 Uiso 0.50 1 calc PR B -1
H1MC H 0.0028 0.1107 0.2675 0.126 Uiso 0.50 1 calc PR B -1
O1M O 0.02092(16) 0.5780(12) 0.2734(2) 0.097(2) Uani 0.50 1 d PDU B -1
O1M' O 0.0239(2) 0.4945(11) 0.28457(19) 0.0890(19) Uani 0.50 1 d PDU B 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
C1 C29 1.3881(15) 2 ?
C1 C2 1.4055(17) . ?
C2 C3 1.3956(18) . ?
C2 C4 1.4758(14) . ?
C3 C30 1.3963(17) 2 ?
C4 N1 1.2720(14) . ?
C5 N1 1.4774(12) . ?
C5 C11 1.4779(13) . ?
C5 C10 1.5434(15) . ?
C5 C6 1.5474(13) . ?
C6 C7 1.5287(13) . ?
C7 C8 1.5326(17) . ?
C8 C9 1.5302(15) . ?
C9 C10 1.5268(14) . ?
C11 C12 1.2090(13) . ?
C12 C13 1.4390(13) . ?
C13 C18 1.4013(13) . ?
C13 C14 1.4032(14) . ?
C14 C15 1.3947(13) . ?
C15 C16 1.3909(14) . ?
C16 C17 1.4023(15) . ?
C17 C18 1.4018(13) . ?
C17 C19 1.4375(13) . ?
C19 C20 1.2076(14) . ?
C20 C21 1.4782(14) . ?
C21 N2 1.4731(13) . ?
C21 C22 1.5378(16) . ?
C21 C26 1.5426(14) . ?
C22 C23 1.5294(16) . ?
C23 C24 1.5306(19) . ?
C24 C25 1.525(2) . ?
C25 C26 1.5303(16) . ?
C27 N2 1.2719(16) . ?
C27 C28 1.4727(15) . ?
C28 C30 1.3958(19) . ?
C28 C29 1.4006(18) . ?
C29 C1 1.3880(15) 2 ?
C30 C3 1.3963(17) 2 ?
N1N O2N' 1.122(8) . ?
N1N O2N 1.240(4) . ?
N1N O1N 1.278(7) . ?
N1N O1N' 1.323(7) . ?
N1N C1N 1.417(5) . ?
N1N C1N' 1.475(6) . ?
N1M O1M 1.192(4) . ?
N1M O1M 1.192(4) 2 ?
N1M O1M' 1.217(4) . ?
N1M O1M' 1.217(4) 2 ?
N1M C1M 1.439(5) 2 ?
N1M C1M 1.439(5) . ?

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
C29 C1 C2 120.38(11) 2 . ?
C3 C2 C1 119.50(10) . . ?
C3 C2 C4 119.12(11) . . ?
C1 C2 C4 121.32(10) . . ?
C2 C3 C30 120.06(12) . 2 ?
N1 C4 C2 120.78(10) . . ?
N1 C5 C11 112.96(7) . . ?
N1 C5 C10 106.90(8) . . ?
C11 C5 C10 109.66(8) . . ?
N1 C5 C6 106.11(7) . . ?
C11 C5 C6 111.54(8) . . ?
C10 C5 C6 109.50(8) . . ?
C7 C6 C5 112.73(7) . . ?
C6 C7 C8 111.37(9) . . ?
C9 C8 C7 110.48(8) . . ?
C10 C9 C8 111.12(8) . . ?
C9 C10 C5 112.31(8) . . ?
C12 C11 C5 173.77(10) . . ?
C11 C12 C13 174.33(10) . . ?
C18 C13 C14 119.36(8) . . ?
C18 C13 C12 118.16(9) . . ?
C14 C13 C12 122.41(8) . . ?
C15 C14 C13 120.05(9) . . ?
C16 C15 C14 120.54(10) . . ?
C15 C16 C17 119.99(9) . . ?
C18 C17 C16 119.54(8) . . ?
C18 C17 C19 118.91(10) . . ?
C16 C17 C19 121.55(9) . . ?
C13 C18 C17 120.48(9) . . ?
C20 C19 C17 177.50(13) . . ?
C19 C20 C21 175.57(12) . . ?
N2 C21 C20 113.33(8) . . ?
N2 C21 C22 107.69(9) . . ?
C20 C21 C22 108.36(9) . . ?
N2 C21 C26 107.90(8) . . ?
C20 C21 C26 110.69(9) . . ?
C22 C21 C26 108.75(9) . . ?
C23 C22 C21 111.53(9) . . ?
C22 C23 C24 111.29(10) . . ?
C25 C24 C23 111.34(9) . . ?
C24 C25 C26 112.14(10) . . ?
C25 C26 C21 111.29(8) . . ?
N2 C27 C28 122.03(11) . . ?
C30 C28 C29 119.73(10) . . ?
C30 C28 C27 118.96(11) . . ?
C29 C28 C27 121.30(11) . . ?
C1 C29 C28 120.00(11) 2 . ?
C28 C30 C3 120.29(12) . 2 ?
C4 N1 C5 120.48(9) . . ?
C27 N2 C21 119.01(10) . . ?
O2N' N1N O2N 88.2(5) . . ?
O2N' N1N O1N 35.5(5) . . ?
O2N N1N O1N 123.0(4) . . ?
O2N' N1N O1N' 125.7(6) . . ?
O2N N1N O1N' 146.1(5) . . ?
O1N N1N O1N' 90.9(5) . . ?
O2N' N1N C1N 152.6(5) . . ?
O2N N1N C1N 119.1(4) . . ?
O1N N1N C1N 117.7(4) . . ?
O1N' N1N C1N 27.0(4) . . ?
O2N' N1N C1N' 124.6(5) . . ?
O2N N1N C1N' 38.4(3) . . ?
O1N N1N C1N' 160.0(5) . . ?
O1N' N1N C1N' 108.3(5) . . ?
C1N N1N C1N' 81.8(4) . . ?
O1M N1M O1M 98.9(8) . 2 ?
O1M N1M O1M' 27.7(5) . . ?
O1M N1M O1M' 125.0(5) 2 . ?
O1M N1M O1M' 125.0(5) . 2 ?
O1M N1M O1M' 27.7(5) 2 2 ?
O1M' N1M O1M' 152.3(7) . 2 ?
O1M N1M C1M 123.2(5) . 2 ?
O1M N1M C1M 135.5(5) 2 2 ?
O1M' N1M C1M 95.5(5) . 2 ?
O1M' N1M C1M 111.6(5) 2 2 ?
O1M N1M C1M 135.5(5) . . ?
O1M N1M C1M 123.2(5) 2 . ?
O1M' N1M C1M 111.6(5) . . ?
O1M' N1M C1M 95.5(5) 2 . ?
C1M N1M C1M 28.2(5) 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
C29 C1 C2 C3 -0.92(19) 2 . . . ?
C29 C1 C2 C4 -178.03(11) 2 . . . ?
C1 C2 C3 C30 0.9(2) . . . 2 ?
C4 C2 C3 C30 178.10(14) . . . 2 ?
C3 C2 C4 N1 -167.67(13) . . . . ?
C1 C2 C4 N1 9.45(17) . . . . ?
N1 C5 C6 C7 -168.34(8) . . . . ?
C11 C5 C6 C7 68.26(11) . . . . ?
C10 C5 C6 C7 -53.30(10) . . . . ?
C5 C6 C7 C8 55.08(11) . . . . ?
C6 C7 C8 C9 -55.78(11) . . . . ?
C7 C8 C9 C10 56.74(11) . . . . ?
C8 C9 C10 C5 -56.99(11) . . . . ?
N1 C5 C10 C9 168.70(7) . . . . ?
C11 C5 C10 C9 -68.52(10) . . . . ?
C6 C5 C10 C9 54.17(10) . . . . ?
N1 C5 C11 C12 25.9(10) . . . . ?
C10 C5 C11 C12 -93.3(10) . . . . ?
C6 C5 C11 C12 145.3(10) . . . . ?
C5 C11 C12 C13 -10(2) . . . . ?
C11 C12 C13 C18 41.4(11) . . . . ?
C11 C12 C13 C14 -135.5(11) . . . . ?
C18 C13 C14 C15 -1.50(14) . . . . ?
C12 C13 C14 C15 175.33(9) . . . . ?
C13 C14 C15 C16 -0.03(15) . . . . ?
C14 C15 C16 C17 1.42(15) . . . . ?
C15 C16 C17 C18 -1.26(15) . . . . ?
C15 C16 C17 C19 178.79(9) . . . . ?
C14 C13 C18 C17 1.65(14) . . . . ?
C12 C13 C18 C17 -175.32(9) . . . . ?
C16 C17 C18 C13 -0.28(14) . . . . ?
C19 C17 C18 C13 179.68(9) . . . . ?
C18 C17 C19 C20 20(2) . . . . ?
C16 C17 C19 C20 -160(2) . . . . ?
C17 C19 C20 C21 18(3) . . . . ?
C19 C20 C21 N2 -103.0(13) . . . . ?
C19 C20 C21 C22 16.4(14) . . . . ?
C19 C20 C21 C26 135.6(13) . . . . ?
N2 C21 C22 C23 -174.77(9) . . . . ?
C20 C21 C22 C23 62.29(12) . . . . ?
C26 C21 C22 C23 -58.09(12) . . . . ?
C21 C22 C23 C24 57.04(13) . . . . ?
C22 C23 C24 C25 -53.63(13) . . . . ?
C23 C24 C25 C26 53.30(12) . . . . ?
C24 C25 C26 C21 -55.78(12) . . . . ?
N2 C21 C26 C25 173.67(10) . . . . ?
C20 C21 C26 C25 -61.81(12) . . . . ?
C22 C21 C26 C25 57.13(12) . . . . ?
N2 C27 C28 C30 172.41(14) . . . . ?
N2 C27 C28 C29 -7.2(2) . . . . ?
C30 C28 C29 C1 1.7(2) . . . 2 ?
C27 C28 C29 C1 -178.72(12) . . . 2 ?
C29 C28 C30 C3 -1.7(2) . . . 2 ?
C27 C28 C30 C3 178.72(14) . . . 2 ?
C2 C4 N1 C5 175.16(9) . . . . ?
C11 C5 N1 C4 19.62(13) . . . . ?
C10 C5 N1 C4 140.32(10) . . . . ?
C6 C5 N1 C4 -102.89(11) . . . . ?
C28 C27 N2 C21 -179.05(11) . . . . ?
C20 C21 N2 C27 -24.63(15) . . . . ?
C22 C21 N2 C27 -144.47(11) . . . . ?
C26 C21 N2 C27 98.30(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.926
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.657
_refine_diff_density_min         -0.659
_refine_diff_density_rms         0.071
_exptl_crystal_recrystallization_method 'Inmersion in NIM'
####################################################################### 
# 
# 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_3_PAL
_audit_block_doi                 10.5517/cc12zgwd
_database_code_depnum_ccdc_archive 'CCDC 1012394'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C5SC01838B 2015
_audit_update_record             
;
2014-07-07 deposited with the CCDC.
2016-01-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C68 H68 N4 O2'
_chemical_formula_weight         973.26

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           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   35.119(8)
_cell_length_b                   5.8515(13)
_cell_length_c                   28.129(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.944(5)
_cell_angle_gamma                90.00
_cell_volume                     5738(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4732
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      31.57

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2080
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9833
_exptl_absorpt_correction_T_max  0.9980
_exptl_absorpt_process_details   
; 
 TWINABS Version 2008/0 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating anode X-ray tube'
_diffrn_source_type              'Bruker-Nonius FR 591'
_diffrn_source_power             50
_diffrn_source_current           70
_diffrn_source_size              '3 mm x 0.3 mm fine focus'
_diffrn_radiation_monochromator  'Multilayer Montel 200 mirrors'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'Kappa 4-axis goniometer bruker-nonius'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            9090
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0571
_diffrn_reflns_limit_h_min       -52
_diffrn_reflns_limit_h_max       51
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         1.46
_diffrn_reflns_theta_max         31.82
_reflns_number_total             9090
_reflns_number_gt                6700
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2 v2011.4-0'
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXS-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          Twin

_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)+(0.1635P)²+20.9774P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9090
_refine_ls_number_parameters     495
_refine_ls_number_restraints     354
_refine_ls_R_factor_all          0.1489
_refine_ls_R_factor_gt           0.1199
_refine_ls_wR_factor_ref         0.3400
_refine_ls_wR_factor_gt          0.3229
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.006
_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
N1 N 0.14622(6) 0.7032(5) 0.39121(7) 0.0257(5) Uani 1 1 d . . .
N2 N 0.05069(6) 0.7523(5) 0.06666(7) 0.0281(5) Uani 1 1 d . . .
C1 C 0.12336(9) 0.8643(7) 0.37418(11) 0.0223(6) Uani 0.75 1 d P . 1
H1 H 0.1320 0.9725 0.3527 0.027 Uiso 0.75 1 d PR . 1
C1' C 0.1197(4) 0.740(3) 0.3599(5) 0.038(3) Uani 0.25 1 d PU . 2
H1' H 0.1248 0.7644 0.3279 0.046 Uiso 0.25 1 d PR . 2
C2 C 0.18684(6) 0.7052(5) 0.38162(7) 0.0196(4) Uani 1 1 d . . .
C3 C 0.20983(7) 0.8112(5) 0.42655(7) 0.0212(5) Uani 1 1 d . . .
H3A H 0.2037 0.9761 0.4279 0.025 Uiso 1 1 calc R . .
H3B H 0.2019 0.7380 0.4555 0.025 Uiso 1 1 calc R . .
C4 C 0.25313(7) 0.7823(5) 0.42680(9) 0.0246(5) Uani 1 1 d . . .
H4A H 0.2665 0.8420 0.4573 0.030 Uiso 1 1 calc R . .
H4B H 0.2617 0.8729 0.4003 0.030 Uiso 1 1 calc R . .
C5 C 0.26416(7) 0.5308(5) 0.42107(9) 0.0274(5) Uani 1 1 d . . .
H5A H 0.2921 0.5193 0.4194 0.033 Uiso 1 1 calc R . .
H5B H 0.2582 0.4427 0.4493 0.033 Uiso 1 1 calc R . .
C6 C 0.24234(7) 0.4292(5) 0.37562(9) 0.0252(5) Uani 1 1 d . . .
H6A H 0.2489 0.2653 0.3734 0.030 Uiso 1 1 calc R . .
H6B H 0.2502 0.5080 0.3472 0.030 Uiso 1 1 calc R . .
C7 C 0.19904(7) 0.4550(5) 0.37605(9) 0.0243(5) Uani 1 1 d . . .
H7A H 0.1910 0.3638 0.4028 0.029 Uiso 1 1 calc R . .
H7B H 0.1856 0.3930 0.3458 0.029 Uiso 1 1 calc R . .
C8 C 0.19239(7) 0.8344(5) 0.33773(8) 0.0227(5) Uani 1 1 d . . .
C9 C 0.19310(7) 0.9345(5) 0.30030(8) 0.0232(5) Uani 1 1 d . . .
C10 C 0.19008(7) 1.0528(5) 0.25502(7) 0.0212(5) Uani 1 1 d . . .
C11 C 0.20935(7) 1.2572(5) 0.24942(8) 0.0242(5) Uani 1 1 d . . .
H11 H 0.2265 1.3165 0.2752 0.029 Uiso 1 1 calc R . .
C12 C 0.20345(7) 1.3750(5) 0.20605(9) 0.0255(5) Uani 1 1 d . . .
H12 H 0.2166 1.5148 0.2024 0.031 Uiso 1 1 calc R . .
C13 C 0.17844(7) 1.2890(5) 0.16800(8) 0.0240(5) Uani 1 1 d . . .
H13 H 0.1742 1.3718 0.1388 0.029 Uiso 1 1 calc R . .
C14 C 0.15965(6) 1.0815(5) 0.17272(8) 0.0218(5) Uani 1 1 d . . .
C15 C 0.16535(7) 0.9629(5) 0.21651(8) 0.0219(5) Uani 1 1 d . . .
H15 H 0.1525 0.8222 0.2201 0.026 Uiso 1 1 calc RD . .
C16 C 0.13453(7) 0.9864(5) 0.13323(8) 0.0242(5) Uani 1 1 d . . .
C17 C 0.11428(7) 0.9007(5) 0.10021(8) 0.0248(5) Uani 1 1 d . . .
C18 C 0.09179(6) 0.7799(5) 0.06004(8) 0.0220(5) Uani 1 1 d . . .
C19 C 0.09378(7) 0.9087(5) 0.01271(9) 0.0283(6) Uani 1 1 d . . .
H19A H 0.0773 0.8305 -0.0134 0.034 Uiso 1 1 calc R . .
H19B H 0.0838 1.0658 0.0156 0.034 Uiso 1 1 calc R . .
C20 C 0.13507(8) 0.9202(7) -0.00014(9) 0.0370(7) Uani 1 1 d . . .
H20A H 0.1350 0.9967 -0.0315 0.044 Uiso 1 1 calc R . .
H20B H 0.1509 1.0136 0.0241 0.044 Uiso 1 1 calc R . .
C21 C 0.15313(9) 0.6847(7) -0.00245(11) 0.0442(9) Uani 1 1 d . . .
H21A H 0.1397 0.5986 -0.0298 0.053 Uiso 1 1 calc R . .
H21B H 0.1803 0.7013 -0.0078 0.053 Uiso 1 1 calc R . .
C22 C 0.15074(8) 0.5526(6) 0.04351(13) 0.0382(7) Uani 1 1 d . . .
H22A H 0.1672 0.6271 0.0701 0.046 Uiso 1 1 calc R . .
H22B H 0.1604 0.3954 0.0399 0.046 Uiso 1 1 calc R . .
C23 C 0.10919(8) 0.5419(5) 0.05580(12) 0.0326(6) Uani 1 1 d . . .
H23A H 0.0933 0.4548 0.0306 0.039 Uiso 1 1 calc R . .
H23B H 0.1088 0.4593 0.0865 0.039 Uiso 1 1 calc R . .
C24 C 0.03453(9) 0.9124(7) 0.08804(13) 0.0275(7) Uani 0.75 1 d P A 1
H24 H 0.0501 1.0388 0.1001 0.033 Uiso 0.75 1 d PR A 1
C25 C -0.00671(9) 0.9019(7) 0.09520(13) 0.0276(7) Uani 0.75 1 d P A 1
C26 C -0.02271(11) 1.0764(8) 0.11924(15) 0.0360(9) Uani 0.75 1 d P A 1
H26 H -0.0076 1.2060 0.1295 0.043 Uiso 0.75 1 calc PR A 1
C27 C -0.06096(10) 1.0642(8) 0.12861(14) 0.0332(8) Uani 0.75 1 d P A 1
H27 H -0.0717 1.1864 0.1448 0.040 Uiso 0.75 1 calc PR A 1
C28 C -0.08318(9) 0.8752(7) 0.11446(11) 0.0246(7) Uani 0.75 1 d P . 1
C29 C -0.06760(7) 0.6954(6) 0.08886(9) 0.0301(6) Uani 1 1 d . . .
H29 H -0.0838 0.5709 0.0772 0.036 Uiso 0.75 1 d PR . 1
H29' H -0.0876 0.6751 0.0626 0.036 Uiso 0.25 1 d PR . 2
C30 C -0.02963(7) 0.7083(6) 0.07931(10) 0.0321(6) Uani 1 1 d . A .
H30 H -0.0195 0.5911 0.0611 0.039 Uiso 0.75 1 d PR B 1
H30' H -0.0248 0.7024 0.0468 0.039 Uiso 0.25 1 d PR B 2
C24' C 0.0395(4) 0.774(3) 0.1078(5) 0.039(3) Uani 0.25 1 d PU A 2
H24' H 0.0594 0.7779 0.1347 0.047 Uiso 0.25 1 d PR A 2
C25' C -0.0016(4) 0.748(3) 0.1167(5) 0.047(3) Uani 0.25 1 d PU A 2
C26' C -0.0118(5) 0.800(4) 0.1610(7) 0.063(4) Uani 0.25 1 d PU A 2
H26' H 0.0084 0.8187 0.1871 0.076 Uiso 0.25 1 d PR A 2
C27' C -0.0497(5) 0.779(4) 0.1702(7) 0.064(4) Uani 0.25 1 d PU A 2
H27' H -0.0557 0.7918 0.2021 0.077 Uiso 0.25 1 d PR A 2
C28' C -0.0786(4) 0.723(3) 0.1313(5) 0.038(3) Uani 0.25 1 d PU . 2
O1S O 0.1067(4) 0.388(3) 0.2668(6) 0.105(4) Uani 0.30 1 d PDU C -1
O2S O -0.0755(3) 0.487(3) 0.2276(5) 0.107(3) Uani 0.30 1 d PDU C -1
C1S C 0.0415(3) 0.346(2) 0.2346(4) 0.106(2) Uani 0.30 1 d PGDU C -1
C2S C 0.0281(3) 0.553(3) 0.2149(6) 0.106(3) Uani 0.30 1 d PGDU C -1
H2SA H 0.0455 0.6585 0.2035 0.127 Uiso 0.30 1 calc PR C -1
C3S C -0.0107(4) 0.606(3) 0.2120(6) 0.104(3) Uani 0.30 1 d PGDU C -1
H3SA H -0.0198 0.7477 0.1985 0.125 Uiso 0.30 1 calc PR C -1
C4S C -0.0361(3) 0.452(2) 0.2288(4) 0.104(2) Uani 0.30 1 d PGDU C -1
C5S C -0.0227(3) 0.245(2) 0.2485(7) 0.1032(19) Uani 0.30 1 d PGDU C -1
H5SA H -0.0401 0.1402 0.2599 0.124 Uiso 0.30 1 calc PR C -1
C6S C 0.0161(4) 0.192(2) 0.2514(7) 0.1032(19) Uani 0.30 1 d PGDU C -1
H6SA H 0.0253 0.0509 0.2649 0.124 Uiso 0.30 1 calc PR C -1
C7S C 0.0834(3) 0.288(3) 0.2379(6) 0.108(3) Uani 0.30 1 d PDU C -1
H7SA H 0.0920 0.1747 0.2175 0.130 Uiso 0.30 1 calc PR C -1
C8S C -0.0916(6) 0.516(5) 0.2713(6) 0.105(4) Uani 0.30 1 d PDU C -1
H8SA H -0.1154 0.4275 0.2700 0.157 Uiso 0.30 1 calc PR C -1
H8SB H -0.0971 0.6778 0.2759 0.157 Uiso 0.30 1 calc PR C -1
H8SC H -0.0734 0.4613 0.2980 0.157 Uiso 0.30 1 calc PR C -1
O1S' O 0.1154(4) 0.505(4) 0.2497(9) 0.095(4) Uani 0.20 1 d PDU D -3
O2S' O -0.0663(3) 0.606(4) 0.2687(6) 0.089(3) Uani 0.20 1 d PDU D -3
C2S' C 0.0475(3) 0.524(4) 0.2435(6) 0.084(3) Uani 0.20 1 d PGDU D -3
C3S' C 0.0211(4) 0.602(4) 0.2061(6) 0.084(3) Uani 0.20 1 d PGDU D -3
H3SB H 0.0290 0.6306 0.1756 0.100 Uiso 0.20 1 calc PR D -3
C4S' C -0.0168(4) 0.639(4) 0.2136(6) 0.084(3) Uani 0.20 1 d PGDU D -3
H4SA H -0.0348 0.6921 0.1880 0.101 Uiso 0.20 1 calc PR D -3
C5S' C -0.0284(3) 0.597(4) 0.2583(6) 0.085(3) Uani 0.20 1 d PGDU D -3
C6S' C -0.0021(4) 0.519(4) 0.2956(5) 0.084(3) Uani 0.20 1 d PGDU D -3
H6SB H -0.0100 0.4911 0.3262 0.101 Uiso 0.20 1 calc PR D -3
C1S' C 0.0359(4) 0.483(4) 0.2882(5) 0.084(3) Uani 0.20 1 d PGDU D -3
H1SC H 0.0539 0.4297 0.3137 0.101 Uiso 0.20 1 calc PR D -3
C7S' C 0.0847(4) 0.423(4) 0.2320(8) 0.086(3) Uani 0.20 1 d PDU D -3
H7SC H 0.0845 0.2951 0.2111 0.103 Uiso 0.20 1 calc PR D -3
C8S' C -0.0949(5) 0.713(5) 0.2362(8) 0.076(4) Uani 0.20 1 d PDU D -3
H8SD H -0.1031 0.8552 0.2504 0.114 Uiso 0.20 1 calc PR D -3
H8SE H -0.1169 0.6106 0.2295 0.114 Uiso 0.20 1 calc PR D -3
H8SF H -0.0844 0.7481 0.2063 0.114 Uiso 0.20 1 calc PR D -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
N1 C1' 1.220(12) . ?
N1 C1 1.292(4) . ?
N1 C2 1.484(3) . ?
N2 C24' 1.273(13) . ?
N2 C24 1.282(5) . ?
N2 C18 1.486(3) . ?
C1 C28 1.486(4) 2 ?
C1' C28' 1.496(17) 2 ?
C2 C8 1.481(3) . ?
C2 C7 1.539(4) . ?
C2 C3 1.545(3) . ?
C3 C4 1.529(3) . ?
C4 C5 1.535(4) . ?
C5 C6 1.529(4) . ?
C6 C7 1.530(3) . ?
C8 C9 1.208(3) . ?
C9 C10 1.442(3) . ?
C10 C11 1.393(4) . ?
C10 C15 1.406(3) . ?
C11 C12 1.395(3) . ?
C12 C13 1.394(3) . ?
C13 C14 1.396(4) . ?
C14 C15 1.407(3) . ?
C14 C16 1.444(3) . ?
C16 C17 1.208(3) . ?
C17 C18 1.478(3) . ?
C18 C23 1.531(4) . ?
C18 C19 1.539(3) . ?
C19 C20 1.538(4) . ?
C20 C21 1.521(6) . ?
C21 C22 1.517(5) . ?
C22 C23 1.541(4) . ?
C24 C25 1.487(4) . ?
C25 C26 1.381(6) . ?
C25 C30 1.430(5) . ?
C26 C27 1.402(5) . ?
C27 C28 1.384(6) . ?
C28 C29 1.421(5) . ?
C28 C1 1.486(4) 2 ?
C29 C28' 1.309(14) . ?
C29 C30 1.394(3) . ?
C30 C25' 1.370(14) . ?
C24' C25' 1.503(18) . ?
C25' C26' 1.37(2) . ?
C26' C27' 1.39(2) . ?
C27' C28' 1.44(2) . ?
C28' C1' 1.496(17) 2 ?
O1S C7S 1.228(5) . ?
O2S C4S 1.395(5) . ?
O2S C8S 1.423(5) . ?
C1S C2S 1.3900 . ?
C1S C6S 1.3900 . ?
C1S C7S 1.503(4) . ?
C2S C3S 1.3900 . ?
C3S C4S 1.3900 . ?
C4S C5S 1.3900 . ?
C5S C6S 1.3900 . ?
O1S' C7S' 1.227(6) . ?
O2S' C5S' 1.396(5) . ?
O2S' C8S' 1.420(6) . ?
C2S' C3S' 1.3900 . ?
C2S' C1S' 1.3900 . ?
C2S' C7S' 1.507(5) . ?
C3S' C4S' 1.3900 . ?
C4S' C5S' 1.3900 . ?
C5S' C6S' 1.3900 . ?
C6S' C1S' 1.3900 . ?

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
C1' N1 C1 38.7(8) . . ?
C1' N1 C2 122.2(7) . . ?
C1 N1 C2 119.7(2) . . ?
C24' N2 C24 45.4(7) . . ?
C24' N2 C18 120.9(6) . . ?
C24 N2 C18 118.1(3) . . ?
N1 C1 C28 121.0(3) . 2 ?
N1 C1' C28' 122.4(11) . 2 ?
C8 C2 N1 112.45(19) . . ?
C8 C2 C7 109.56(19) . . ?
N1 C2 C7 107.3(2) . . ?
C8 C2 C3 111.6(2) . . ?
N1 C2 C3 105.85(18) . . ?
C7 C2 C3 109.95(19) . . ?
C4 C3 C2 112.35(19) . . ?
C3 C4 C5 111.6(2) . . ?
C6 C5 C4 110.7(2) . . ?
C5 C6 C7 110.7(2) . . ?
C6 C7 C2 112.6(2) . . ?
C9 C8 C2 173.4(2) . . ?
C8 C9 C10 174.6(2) . . ?
C11 C10 C15 119.8(2) . . ?
C11 C10 C9 121.8(2) . . ?
C15 C10 C9 118.3(2) . . ?
C10 C11 C12 120.0(2) . . ?
C13 C12 C11 120.4(3) . . ?
C12 C13 C14 120.1(2) . . ?
C13 C14 C15 119.6(2) . . ?
C13 C14 C16 120.9(2) . . ?
C15 C14 C16 119.5(2) . . ?
C10 C15 C14 119.9(2) . . ?
C17 C16 C14 177.9(3) . . ?
C16 C17 C18 175.3(3) . . ?
C17 C18 N2 113.2(2) . . ?
C17 C18 C23 108.2(2) . . ?
N2 C18 C23 108.3(2) . . ?
C17 C18 C19 110.6(2) . . ?
N2 C18 C19 107.94(18) . . ?
C23 C18 C19 108.5(2) . . ?
C20 C19 C18 111.6(2) . . ?
C21 C20 C19 112.4(3) . . ?
C22 C21 C20 111.0(2) . . ?
C21 C22 C23 111.3(2) . . ?
C18 C23 C22 112.2(2) . . ?
N2 C24 C25 121.8(3) . . ?
C26 C25 C30 119.5(3) . . ?
C26 C25 C24 119.8(3) . . ?
C30 C25 C24 120.7(3) . . ?
C25 C26 C27 120.7(4) . . ?
C28 C27 C26 120.4(4) . . ?
C27 C28 C29 119.9(3) . . ?
C27 C28 C1 119.3(3) . 2 ?
C29 C28 C1 120.7(3) . 2 ?
C28' C29 C30 124.4(6) . . ?
C28' C29 C28 43.4(7) . . ?
C30 C29 C28 119.6(3) . . ?
C25' C30 C29 118.4(7) . . ?
C25' C30 C25 45.6(7) . . ?
C29 C30 C25 119.9(3) . . ?
N2 C24' C25' 123.3(11) . . ?
C30 C25' C26' 119.5(13) . . ?
C30 C25' C24' 120.3(12) . . ?
C26' C25' C24' 119.4(13) . . ?
C25' C26' C27' 120.7(17) . . ?
C26' C27' C28' 118.9(17) . . ?
C29 C28' C27' 117.4(12) . . ?
C29 C28' C1' 123.8(10) . 2 ?
C27' C28' C1' 117.8(13) . 2 ?
C4S O2S C8S 119.7(9) . . ?
C2S C1S C6S 120.0 . . ?
C2S C1S C7S 120.2(5) . . ?
C6S C1S C7S 119.8(5) . . ?
C1S C2S C3S 120.0 . . ?
C4S C3S C2S 120.0 . . ?
C5S C4S C3S 120.0 . . ?
C5S C4S O2S 115.1(9) . . ?
C3S C4S O2S 124.9(9) . . ?
C4S C5S C6S 120.0 . . ?
C5S C6S C1S 120.0 . . ?
O1S C7S C1S 120.0(10) . . ?
C5S' O2S' C8S' 120.0(10) . . ?
C3S' C2S' C1S' 120.0 . . ?
C3S' C2S' C7S' 119.0(6) . . ?
C1S' C2S' C7S' 118.8(6) . . ?
C2S' C3S' C4S' 120.0 . . ?
C3S' C4S' C5S' 120.0 . . ?
C4S' C5S' C6S' 120.0 . . ?
C4S' C5S' O2S' 125.0(9) . . ?
C6S' C5S' O2S' 114.7(9) . . ?
C1S' C6S' C5S' 120.0 . . ?
C6S' C1S' C2S' 120.0 . . ?
O1S' C7S' C2S' 120.2(11) . . ?

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
C1' N1 C1 C28 78.0(11) . . . 2 ?
C2 N1 C1 C28 -176.3(3) . . . 2 ?
C1 N1 C1' C28' -85.6(16) . . . 2 ?
C2 N1 C1' C28' 175.8(11) . . . 2 ?
C1' N1 C2 C8 21.2(10) . . . . ?
C1 N1 C2 C8 -24.2(3) . . . . ?
C1' N1 C2 C7 -99.3(10) . . . . ?
C1 N1 C2 C7 -144.7(3) . . . . ?
C1' N1 C2 C3 143.3(10) . . . . ?
C1 N1 C2 C3 97.9(3) . . . . ?
C8 C2 C3 C4 -68.8(3) . . . . ?
N1 C2 C3 C4 168.5(2) . . . . ?
C7 C2 C3 C4 53.0(3) . . . . ?
C2 C3 C4 C5 -54.6(3) . . . . ?
C3 C4 C5 C6 55.8(3) . . . . ?
C4 C5 C6 C7 -56.4(3) . . . . ?
C5 C6 C7 C2 56.8(3) . . . . ?
C8 C2 C7 C6 68.7(2) . . . . ?
N1 C2 C7 C6 -168.96(19) . . . . ?
C3 C2 C7 C6 -54.3(3) . . . . ?
N1 C2 C8 C9 -27(3) . . . . ?
C7 C2 C8 C9 92(2) . . . . ?
C3 C2 C8 C9 -146(2) . . . . ?
C2 C8 C9 C10 15(5) . . . . ?
C8 C9 C10 C11 131(3) . . . . ?
C8 C9 C10 C15 -46(3) . . . . ?
C15 C10 C11 C12 1.4(4) . . . . ?
C9 C10 C11 C12 -175.2(2) . . . . ?
C10 C11 C12 C13 -0.3(4) . . . . ?
C11 C12 C13 C14 -1.3(4) . . . . ?
C12 C13 C14 C15 1.6(4) . . . . ?
C12 C13 C14 C16 -178.1(2) . . . . ?
C11 C10 C15 C14 -1.0(4) . . . . ?
C9 C10 C15 C14 175.7(2) . . . . ?
C13 C14 C15 C10 -0.5(4) . . . . ?
C16 C14 C15 C10 179.3(2) . . . . ?
C13 C14 C16 C17 118(8) . . . . ?
C15 C14 C16 C17 -61(8) . . . . ?
C14 C16 C17 C18 -1(10) . . . . ?
C16 C17 C18 N2 128(3) . . . . ?
C16 C17 C18 C23 8(3) . . . . ?
C16 C17 C18 C19 -111(3) . . . . ?
C24' N2 C18 C17 -18.0(9) . . . . ?
C24 N2 C18 C17 34.6(4) . . . . ?
C24' N2 C18 C23 102.0(9) . . . . ?
C24 N2 C18 C23 154.6(3) . . . . ?
C24' N2 C18 C19 -140.7(9) . . . . ?
C24 N2 C18 C19 -88.1(3) . . . . ?
C17 C18 C19 C20 62.5(3) . . . . ?
N2 C18 C19 C20 -173.2(2) . . . . ?
C23 C18 C19 C20 -56.1(3) . . . . ?
C18 C19 C20 C21 55.8(3) . . . . ?
C19 C20 C21 C22 -53.8(3) . . . . ?
C20 C21 C22 C23 53.8(3) . . . . ?
C17 C18 C23 C22 -63.0(3) . . . . ?
N2 C18 C23 C22 174.0(2) . . . . ?
C19 C18 C23 C22 57.1(3) . . . . ?
C21 C22 C23 C18 -56.9(3) . . . . ?
C24' N2 C24 C25 -74.5(9) . . . . ?
C18 N2 C24 C25 178.5(3) . . . . ?
N2 C24 C25 C26 178.8(4) . . . . ?
N2 C24 C25 C30 1.5(5) . . . . ?
C30 C25 C26 C27 0.7(6) . . . . ?
C24 C25 C26 C27 -176.6(4) . . . . ?
C25 C26 C27 C28 0.9(6) . . . . ?
C26 C27 C28 C29 -2.1(6) . . . . ?
C26 C27 C28 C1 178.6(4) . . . 2 ?
C27 C28 C29 C28' 111.9(9) . . . . ?
C1 C28 C29 C28' -68.8(8) 2 . . . ?
C27 C28 C29 C30 1.7(5) . . . . ?
C1 C28 C29 C30 -179.0(3) 2 . . . ?
C28' C29 C30 C25' 1.2(13) . . . . ?
C28 C29 C30 C25' 52.6(10) . . . . ?
C28' C29 C30 C25 -51.5(10) . . . . ?
C28 C29 C30 C25 -0.1(4) . . . . ?
C26 C25 C30 C25' -103.0(10) . . . . ?
C24 C25 C30 C25' 74.3(10) . . . . ?
C26 C25 C30 C29 -1.1(5) . . . . ?
C24 C25 C30 C29 176.2(3) . . . . ?
C24 N2 C24' C25' 79.6(15) . . . . ?
C18 N2 C24' C25' 180.0(11) . . . . ?
C29 C30 C25' C26' -8(2) . . . . ?
C25 C30 C25' C26' 97.7(19) . . . . ?
C29 C30 C25' C24' -177.2(11) . . . . ?
C25 C30 C25' C24' -72.0(14) . . . . ?
N2 C24' C25' C30 -3(2) . . . . ?
N2 C24' C25' C26' -172.5(16) . . . . ?
C30 C25' C26' C27' 10(3) . . . . ?
C24' C25' C26' C27' 179.5(18) . . . . ?
C25' C26' C27' C28' -6(3) . . . . ?
C30 C29 C28' C27' 2.9(19) . . . . ?
C28 C29 C28' C27' -95.5(16) . . . . ?
C30 C29 C28' C1' 171.4(11) . . . 2 ?
C28 C29 C28' C1' 73.0(14) . . . 2 ?
C26' C27' C28' C29 -1(3) . . . . ?
C26' C27' C28' C1' -170.0(18) . . . 2 ?
C6S C1S C2S C3S 0.0 . . . . ?
C7S C1S C2S C3S 180.0 . . . . ?
C1S C2S C3S C4S 0.0 . . . . ?
C2S C3S C4S C5S 0.0 . . . . ?
C2S C3S C4S O2S 180.0 . . . . ?
C8S O2S C4S C5S 67(2) . . . . ?
C8S O2S C4S C3S -113(2) . . . . ?
C3S C4S C5S C6S 0.0 . . . . ?
O2S C4S C5S C6S 180.0 . . . . ?
C4S C5S C6S C1S 0.0 . . . . ?
C2S C1S C6S C5S 0.0 . . . . ?
C7S C1S C6S C5S 180.0 . . . . ?
C2S C1S C7S O1S 72(2) . . . . ?
C6S C1S C7S O1S -108(2) . . . . ?
C1S' C2S' C3S' C4S' 0.0 . . . . ?
C7S' C2S' C3S' C4S' 162.7(17) . . . . ?
C2S' C3S' C4S' C5S' 0.0 . . . . ?
C3S' C4S' C5S' C6S' 0.0 . . . . ?
C3S' C4S' C5S' O2S' -173(2) . . . . ?
C8S' O2S' C5S' C4S' -16(3) . . . . ?
C8S' O2S' C5S' C6S' 171(2) . . . . ?
C4S' C5S' C6S' C1S' 0.0 . . . . ?
O2S' C5S' C6S' C1S' 174(2) . . . . ?
C5S' C6S' C1S' C2S' 0.0 . . . . ?
C3S' C2S' C1S' C6S' 0.0 . . . . ?
C7S' C2S' C1S' C6S' -162.8(16) . . . . ?
C3S' C2S' C7S' O1S' 122(2) . . . . ?
C1S' C2S' C7S' O1S' -75(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.925
_diffrn_reflns_theta_full        25.42
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.984
_refine_diff_density_min         -0.685
_refine_diff_density_rms         0.103
_exptl_crystal_recrystallization_method 'Inmersion in p-Anisaldehide'
####################################################################### 
# 
# 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_3_P-Xyl
_audit_block_doi                 10.5517/cc12zgxf
_database_code_depnum_ccdc_archive 'CCDC 1012395'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C5SC01838B 2015
_audit_update_record             
;
2014-07-07 deposited with the CCDC.
2016-01-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C68 H70 N4'
_chemical_formula_weight         943.28
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'

_symmetry_cell_setting           Triclinic
_space_group_IT_number           2
_symmetry_space_group_name_H-M   P-1
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   5.8032(7)
_cell_length_b                   17.6171(18)
_cell_length_c                   28.095(3)
_cell_angle_alpha                82.852(4)
_cell_angle_beta                 89.950(4)
_cell_angle_gamma                81.848(4)
_cell_volume                     2820.8(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3560
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      27.73

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.111
_exptl_crystal_F_000             1012
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.064
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.768
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_process_details   
; 
 TWINABS Version 2008/0 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus source E025 IuS'
_diffrn_source_type              'Bruker APEX DUO'
_diffrn_source_power             50
_diffrn_source_current           0.6
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Quazar MX Multilayer Optics'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'APEX DUO Kappa 4-axis goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            10911
_diffrn_reflns_av_unetI/netI     0.1146
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         0.731
_diffrn_reflns_theta_max         28.422
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.866
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.866
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.866
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             10911
_reflns_number_gt                6017
_reflns_threshold_expression     >2sigma(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       'Bruker APEX2 v2011.4-0'
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          Twin
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0944P)²+2.1537P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10911
_refine_ls_number_parameters     768
_refine_ls_number_restraints     294
_refine_ls_R_factor_all          0.1480
_refine_ls_R_factor_gt           0.0788
_refine_ls_wR_factor_ref         0.2277
_refine_ls_wR_factor_gt          0.1961
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.025
_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 0.9052(9) 0.1271(3) 0.38034(14) 0.0193(11) Uani 1 1 d . . . . .
C2 C 1.0293(9) 0.0805(2) 0.42585(13) 0.0202(11) Uani 1 1 d . . . . .
H2A H 1.1897 0.0931 0.4278 0.024 Uiso 1 1 calc R U . . .
H2B H 0.9456 0.0961 0.4546 0.024 Uiso 1 1 calc R U . . .
C3 C 1.0392(9) -0.0059(3) 0.42572(16) 0.0253(12) Uani 1 1 d . . . . .
H3A H 1.1111 -0.0330 0.4563 0.030 Uiso 1 1 calc R U . . .
H3B H 1.1393 -0.0224 0.3992 0.030 Uiso 1 1 calc R U . . .
C4 C 0.7997(10) -0.0292(3) 0.41970(17) 0.0275(12) Uani 1 1 d . . . . .
H4A H 0.7040 -0.0181 0.4479 0.033 Uiso 1 1 calc R U . . .
H4B H 0.8152 -0.0855 0.4178 0.033 Uiso 1 1 calc R U . . .
C5 C 0.6799(9) 0.0151(3) 0.37413(15) 0.0253(11) Uani 1 1 d . . . . .
H5A H 0.5208 0.0017 0.3715 0.030 Uiso 1 1 calc R U . . .
H5B H 0.7677 -0.0001 0.3458 0.030 Uiso 1 1 calc R U . . .
C6 C 0.6662(9) 0.1027(3) 0.37470(16) 0.0231(11) Uani 1 1 d . . . . .
H6A H 0.5919 0.1299 0.3444 0.028 Uiso 1 1 calc R U . . .
H6B H 0.5670 0.1183 0.4015 0.028 Uiso 1 1 calc R U . . .
C7 C 1.0428(9) 0.1172(3) 0.33681(15) 0.0196(10) Uani 1 1 d . . . . .
C8 C 1.1425(9) 0.1175(2) 0.29945(15) 0.0191(10) Uani 1 1 d . . . . .
C9 C 1.2575(9) 0.1241(3) 0.25383(15) 0.0186(10) Uani 1 1 d . . . . .
C10 C 1.4810(9) 0.0864(3) 0.24734(15) 0.0207(11) Uani 1 1 d . . . . .
H10 H 1.5605 0.0526 0.2730 0.025 Uiso 1 1 calc R U . . .
C11 C 1.5869(9) 0.0984(3) 0.20331(15) 0.0227(11) Uani 1 1 d . . . . .
H11 H 1.7392 0.0724 0.1991 0.027 Uiso 1 1 calc R U . . .
C12 C 1.4754(9) 0.1471(3) 0.16558(16) 0.0241(12) Uani 1 1 d . . . . .
H12 H 1.5521 0.1554 0.1359 0.029 Uiso 1 1 calc R U . . .
C13 C 1.2476(9) 0.1846(3) 0.17107(15) 0.0202(11) Uani 1 1 d . . . . .
C14 C 1.1428(9) 0.1726(2) 0.21514(15) 0.0208(11) Uani 1 1 d . . . . .
H14 H 0.9895 0.1978 0.2192 0.025 Uiso 1 1 calc R U . . .
C15 C 1.1246(9) 0.2333(3) 0.13147(15) 0.0245(11) Uani 1 1 d . . . . .
C16 C 1.0188(9) 0.2725(3) 0.09897(15) 0.0239(11) Uani 1 1 d . . . . .
C17 C 0.8771(9) 0.3172(3) 0.05836(15) 0.0216(11) Uani 1 1 d . . . . .
C18 C 0.6609(9) 0.2795(3) 0.05081(17) 0.0277(12) Uani 1 1 d . . . . .
H18A H 0.5693 0.2775 0.0806 0.033 Uiso 1 1 calc R U . . .
H18B H 0.5623 0.3114 0.0249 0.033 Uiso 1 1 calc R U . . .
C19 C 0.7246(10) 0.1978(3) 0.03758(18) 0.0303(12) Uani 1 1 d . . . . .
H19A H 0.8117 0.1647 0.0646 0.036 Uiso 1 1 calc R U . . .
H19B H 0.5806 0.1760 0.0318 0.036 Uiso 1 1 calc R U . . .
C20 C 0.8720(11) 0.1979(3) -0.00696(18) 0.0393(15) Uani 1 1 d . . . . .
H20A H 0.9224 0.1439 -0.0130 0.047 Uiso 1 1 calc R U . . .
H20B H 0.7770 0.2249 -0.0349 0.047 Uiso 1 1 calc R U . . .
C21 C 1.0828(10) 0.2370(3) -0.00179(17) 0.0345(14) Uani 1 1 d . . . . .
H21A H 1.1670 0.2398 -0.0325 0.041 Uiso 1 1 calc R U . . .
H21B H 1.1887 0.2057 0.0231 0.041 Uiso 1 1 calc R U . . .
C22 C 1.0191(9) 0.3190(3) 0.01201(15) 0.0276(12) Uani 1 1 d . . . . .
H22A H 0.9270 0.3522 -0.0143 0.033 Uiso 1 1 calc R U . . .
H22B H 1.1631 0.3415 0.0168 0.033 Uiso 1 1 calc R U . . .
C25 C 0.6613(10) 0.5578(3) 0.08202(16) 0.0294(10) Uani 1 1 d . U . . .
H25 H 0.5510 0.5349 0.0657 0.035 Uiso 0.6 1 calc R U P A 1
H25' H 0.6137 0.5440 0.0523 0.035 Uiso 0.4 1 calc R U P A 2
C26 C 0.6088(10) 0.6327(3) 0.09128(16) 0.0303(10) Uani 1 1 d . U . . .
H26 H 0.4647 0.6625 0.0805 0.036 Uiso 0.6 1 calc R U P B 1
H26' H 0.5241 0.6691 0.0675 0.036 Uiso 0.4 1 calc R U P B 2
C23 C 0.9410(17) 0.4320(4) 0.0894(3) 0.0277(17) Uani 0.6 1 d D U P C 1
H23 H 1.0833 0.4033 0.1020 0.033 Uiso 0.6 1 calc R U P C 1
C24 C 0.8823(15) 0.5137(4) 0.0969(3) 0.0278(13) Uani 0.6 1 d D U P C 1
C27 C 0.7740(14) 0.6660(4) 0.1175(3) 0.0256(13) Uani 0.6 1 d D U P C 1
C28 C 0.9806(15) 0.6227(4) 0.1330(3) 0.0334(15) Uani 0.6 1 d D U P C 1
H28 H 1.0880 0.6446 0.1508 0.040 Uiso 0.6 1 calc R U P C 1
C29 C 1.0356(15) 0.5462(4) 0.1230(3) 0.0334(15) Uani 0.6 1 d D U P C 1
H29 H 1.1791 0.5166 0.1343 0.040 Uiso 0.6 1 calc R U P C 1
C30 C 0.7237(16) 0.7460(4) 0.1287(3) 0.0243(17) Uani 0.6 1 d D U P C 1
H30 H 0.8269 0.7648 0.1492 0.029 Uiso 0.6 1 calc R U P C 1
C23' C 0.838(3) 0.4230(6) 0.1057(4) 0.039(2) Uani 0.4 1 d D U P C 2
H23' H 0.9078 0.3868 0.1313 0.047 Uiso 0.4 1 calc R U P C 2
C24' C 0.777(3) 0.5043(6) 0.1136(4) 0.0385(18) Uani 0.4 1 d D U P C 2
C27' C 0.669(3) 0.6575(5) 0.1315(4) 0.0379(18) Uani 0.4 1 d D U P C 2
C28' C 0.780(3) 0.6029(5) 0.1660(4) 0.047(2) Uani 0.4 1 d D U P C 2
H28' H 0.8210 0.6174 0.1959 0.056 Uiso 0.4 1 calc R U P C 2
C29' C 0.833(3) 0.5255(5) 0.1576(4) 0.047(2) Uani 0.4 1 d D U P C 2
H29' H 0.9065 0.4877 0.1820 0.056 Uiso 0.4 1 calc R U P C 2
C30' C 0.626(3) 0.7386(5) 0.1406(5) 0.038(2) Uani 0.4 1 d D U P C 2
H30' H 0.6671 0.7506 0.1713 0.046 Uiso 0.4 1 calc R U P C 2
C31 C 0.5079(9) 0.8733(3) 0.11926(15) 0.0194(11) Uani 1 1 d . . . . .
C32 C 0.5958(9) 0.9181(3) 0.07390(14) 0.0235(11) Uani 1 1 d . . . . .
H32A H 0.7672 0.9053 0.0728 0.028 Uiso 1 1 calc R U . . .
H32B H 0.5289 0.9013 0.0452 0.028 Uiso 1 1 calc R U . . .
C33 C 0.5315(9) 1.0060(3) 0.07202(17) 0.0268(12) Uani 1 1 d . . . . .
H33A H 0.6146 1.0242 0.0982 0.032 Uiso 1 1 calc R U . . .
H33B H 0.5811 1.0316 0.0411 0.032 Uiso 1 1 calc R U . . .
C34 C 0.2715(10) 1.0277(3) 0.07718(18) 0.0338(14) Uani 1 1 d . . . . .
H34A H 0.1894 1.0141 0.0492 0.041 Uiso 1 1 calc R U . . .
H34B H 0.2349 1.0843 0.0775 0.041 Uiso 1 1 calc R U . . .
C35 C 0.1854(9) 0.9862(3) 0.12304(16) 0.0276(12) Uani 1 1 d . . . . .
H35A H 0.0147 1.0003 0.1250 0.033 Uiso 1 1 calc R U . . .
H35B H 0.2586 1.0027 0.1511 0.033 Uiso 1 1 calc R U . . .
C36 C 0.2452(9) 0.8986(3) 0.12407(17) 0.0245(12) Uani 1 1 d . . . . .
H36A H 0.1609 0.8818 0.0975 0.029 Uiso 1 1 calc R U . . .
H36B H 0.1920 0.8728 0.1546 0.029 Uiso 1 1 calc R U . . .
C37 C 0.6319(9) 0.8859(3) 0.16325(15) 0.0224(11) Uani 1 1 d . . . . .
C38 C 0.7337(9) 0.8876(3) 0.19983(14) 0.0209(11) Uani 1 1 d . . . . .
C39 C 0.8616(8) 0.8818(3) 0.24471(14) 0.0194(11) Uani 1 1 d . . . . .
C40 C 0.7975(8) 0.8326(3) 0.28389(13) 0.0196(11) Uani 1 1 d . . . . .
H40 H 0.6662 0.8066 0.2814 0.024 Uiso 1 1 calc R U . . .
C41 C 0.9285(9) 0.8217(3) 0.32712(14) 0.0195(11) Uani 1 1 d . . . . .
C42 C 1.1199(9) 0.8594(3) 0.33004(15) 0.0231(11) Uani 1 1 d . . . . .
H42 H 1.2112 0.8511 0.3588 0.028 Uiso 1 1 calc R U . . .
C43 C 1.1803(9) 0.9097(3) 0.29116(15) 0.0241(11) Uani 1 1 d . . . . .
H43 H 1.3106 0.9361 0.2937 0.029 Uiso 1 1 calc R U . . .
C44 C 1.0510(9) 0.9211(3) 0.24882(15) 0.0217(11) Uani 1 1 d . . . . .
H44 H 1.0917 0.9557 0.2225 0.026 Uiso 1 1 calc R U . . .
C45 C 0.8570(9) 0.7713(3) 0.36743(15) 0.0216(11) Uani 1 1 d . . . . .
C46 C 0.7892(9) 0.7315(2) 0.40064(15) 0.0203(10) Uani 1 1 d . . . . .
C47 C 0.6849(9) 0.6844(3) 0.44028(15) 0.0212(11) Uani 1 1 d . . . . .
C48 C 0.4256(9) 0.7156(3) 0.44131(18) 0.0274(12) Uani 1 1 d . . . . .
H48A H 0.3490 0.6822 0.4655 0.033 Uiso 1 1 calc R U . . .
H48B H 0.3536 0.7138 0.4096 0.033 Uiso 1 1 calc R U . . .
C49 C 0.3861(10) 0.7989(3) 0.45339(17) 0.0325(12) Uani 1 1 d . . . . .
H49A H 0.4497 0.8331 0.4276 0.039 Uiso 1 1 calc R U . . .
H49B H 0.2169 0.8165 0.4552 0.039 Uiso 1 1 calc R U . . .
C50 C 0.5038(10) 0.8050(3) 0.50122(16) 0.0326(14) Uani 1 1 d . . . . .
H50A H 0.4874 0.8600 0.5067 0.039 Uiso 1 1 calc R U . . .
H50B H 0.4255 0.7766 0.5276 0.039 Uiso 1 1 calc R U . . .
C51 C 0.7609(10) 0.7720(3) 0.50159(16) 0.0317(13) Uani 1 1 d . . . . .
H51A H 0.8428 0.8054 0.4784 0.038 Uiso 1 1 calc R U . . .
H51B H 0.8283 0.7726 0.5339 0.038 Uiso 1 1 calc R U . . .
C52 C 0.8009(9) 0.6899(3) 0.48881(14) 0.0254(11) Uani 1 1 d . . . . .
H52A H 0.7366 0.6551 0.5142 0.030 Uiso 1 1 calc R U . . .
H52B H 0.9703 0.6724 0.4872 0.030 Uiso 1 1 calc R U . . .
C53 C 0.8745(10) 0.5726(3) 0.41103(17) 0.0332(13) Uani 1 1 d . . . . .
H53 H 0.9857 0.6044 0.3987 0.040 Uiso 1 1 calc R U . . .
C54 C 0.9069(10) 0.4909(3) 0.40290(17) 0.0312(12) Uani 1 1 d . . . . .
C55 C 0.7469(10) 0.4413(3) 0.42010(16) 0.0303(12) Uani 1 1 d . . . . .
H55 H 0.6196 0.4597 0.4388 0.036 Uiso 1 1 calc R U . . .
C56 C 0.7747(9) 0.3659(3) 0.40984(16) 0.0278(12) Uani 1 1 d . . . . .
H56 H 0.6640 0.3332 0.4209 0.033 Uiso 1 1 calc R U . . .
C57 C 0.9654(10) 0.3373(3) 0.38320(16) 0.0281(12) Uani 1 1 d . . . . .
C58 C 1.1264(10) 0.3856(3) 0.36808(18) 0.0382(14) Uani 1 1 d . . . . .
H58 H 1.2575 0.3665 0.3505 0.046 Uiso 1 1 calc R U . . .
C59 C 1.0999(11) 0.4608(3) 0.3780(2) 0.0436(14) Uani 1 1 d . . . . .
H59 H 1.2144 0.4926 0.3678 0.052 Uiso 1 1 calc R U . . .
C60 C 0.9925(10) 0.2570(3) 0.37199(15) 0.0263(11) Uani 1 1 d . . . . .
H60 H 1.1105 0.2409 0.3505 0.032 Uiso 1 1 calc R U . . .
N1 N 0.8645(7) 0.2089(2) 0.38996(12) 0.0223(9) Uani 1 1 d . . . . .
N2 N 0.7037(8) 0.6020(2) 0.43385(13) 0.0259(10) Uani 1 1 d . . . . .
N3 N 0.8010(7) 0.3991(2) 0.06579(13) 0.0260(10) Uani 1 1 d . . . . .
N4 N 0.5394(8) 0.7913(2) 0.11089(13) 0.0250(10) Uani 1 1 d . . . . .
C1S C 0.523(2) 0.4204(5) 0.2597(3) 0.153(4) Uani 0.6 1 d DG U P D 1
C2S C 0.6275(19) 0.4739(7) 0.2813(3) 0.153(4) Uani 0.6 1 d DG U P D 1
H2S H 0.7807 0.4602 0.2945 0.184 Uiso 0.6 1 calc R U P D 1
C3S C 0.508(2) 0.5475(6) 0.2837(3) 0.153(4) Uani 0.6 1 d DG U P D 1
H3S H 0.5795 0.5840 0.2985 0.184 Uiso 0.6 1 calc R U P D 1
C4S C 0.284(2) 0.5676(5) 0.2645(3) 0.156(4) Uani 0.6 1 d DG U P D 1
C5S C 0.1792(18) 0.5141(7) 0.2428(3) 0.156(4) Uani 0.6 1 d DG U P D 1
H5S H 0.0261 0.5278 0.2297 0.187 Uiso 0.6 1 calc R U P D 1
C6S C 0.299(2) 0.4405(6) 0.2404(3) 0.153(4) Uani 0.6 1 d DG U P D 1
H6S H 0.2272 0.4039 0.2256 0.184 Uiso 0.6 1 calc R U P D 1
C7S C 0.625(3) 0.3374(8) 0.2535(4) 0.163(5) Uani 0.6 1 d D U P D 1
H7S1 H 0.7870 0.3358 0.2436 0.245 Uiso 0.6 1 calc R U P D 1
H7S2 H 0.5344 0.3190 0.2289 0.245 Uiso 0.6 1 calc R U P D 1
H7S3 H 0.6175 0.3042 0.2840 0.245 Uiso 0.6 1 calc R U P D 1
C8S C 0.167(4) 0.6495(8) 0.2689(5) 0.181(6) Uani 0.6 1 d D U P D 1
H8S1 H 0.1883 0.6831 0.2392 0.271 Uiso 0.6 1 calc R U P D 1
H8S2 H 0.2381 0.6687 0.2958 0.271 Uiso 0.6 1 calc R U P D 1
H8S3 H 0.0007 0.6492 0.2745 0.271 Uiso 0.6 1 calc R U P D 1
C1S' C 0.5535(18) 0.4318(7) 0.2356(5) 0.120(4) Uani 0.4 1 d D U P E 2
C2S' C 0.5938(17) 0.4519(8) 0.2809(5) 0.119(4) Uani 0.4 1 d D U P E 2
H2S' H 0.6544 0.4132 0.3061 0.143 Uiso 0.4 1 calc R U P E 2
C3S' C 0.5456(17) 0.5288(9) 0.2893(5) 0.117(4) Uani 0.4 1 d D U P E 2
H3S' H 0.5734 0.5422 0.3203 0.140 Uiso 0.4 1 calc R U P E 2
C4S' C 0.4571(19) 0.5859(7) 0.2528(6) 0.116(4) Uani 0.4 1 d D U P E 2
C5S' C 0.417(2) 0.5656(8) 0.2076(5) 0.115(4) Uani 0.4 1 d D U P E 2
H5S' H 0.3565 0.6042 0.1824 0.138 Uiso 0.4 1 calc R U P E 2
C6S' C 0.465(2) 0.4891(9) 0.1992(4) 0.115(4) Uani 0.4 1 d D U P E 2
H6S' H 0.4373 0.4757 0.1682 0.138 Uiso 0.4 1 calc R U P E 2
C7S' C 0.593(3) 0.3520(10) 0.2186(8) 0.138(5) Uani 0.4 1 d D U P E 2
H7S4 H 0.5136 0.3541 0.1877 0.206 Uiso 0.4 1 calc R U P E 2
H7S5 H 0.5317 0.3146 0.2423 0.206 Uiso 0.4 1 calc R U P E 2
H7S6 H 0.7607 0.3361 0.2151 0.206 Uiso 0.4 1 calc R U P E 2
C8S' C 0.409(3) 0.6684(10) 0.2652(9) 0.134(5) Uani 0.4 1 d D U P E 2
H8S4 H 0.5556 0.6903 0.2648 0.202 Uiso 0.4 1 calc R U P E 2
H8S5 H 0.3425 0.6681 0.2973 0.202 Uiso 0.4 1 calc R U P E 2
H8S6 H 0.2998 0.6997 0.2416 0.202 Uiso 0.4 1 calc R U P E 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
C1 C7 1.475(6) . ?
C1 N1 1.485(6) . ?
C1 C6 1.524(7) . ?
C1 C2 1.549(6) . ?
C2 C3 1.515(6) . ?
C3 C4 1.520(8) . ?
C4 C5 1.527(6) . ?
C5 C6 1.535(6) . ?
C7 C8 1.198(6) . ?
C8 C9 1.444(6) . ?
C9 C10 1.394(7) . ?
C9 C14 1.401(6) . ?
C10 C11 1.387(6) . ?
C11 C12 1.377(6) . ?
C12 C13 1.409(7) . ?
C13 C14 1.385(6) . ?
C13 C15 1.440(6) . ?
C15 C16 1.188(6) . ?
C16 C17 1.481(6) . ?
C17 N3 1.487(6) . ?
C17 C18 1.528(7) . ?
C17 C22 1.540(6) . ?
C18 C19 1.525(6) . ?
C19 C20 1.515(7) . ?
C20 C21 1.503(8) . ?
C21 C22 1.536(7) . ?
C25 C24' 1.318(11) . ?
C25 C26 1.370(6) . ?
C25 C24 1.435(9) . ?
C26 C27' 1.326(11) . ?
C26 C27 1.441(9) . ?
C23 N3 1.291(9) . ?
C23 C24 1.472(8) . ?
C24 C29 1.382(9) . ?
C27 C28 1.366(9) . ?
C27 C30 1.471(8) . ?
C28 C29 1.403(9) . ?
C30 N4 1.300(9) . ?
C23' N3 1.273(10) . ?
C23' C24' 1.472(9) . ?
C24' C29' 1.385(9) . ?
C27' C28' 1.366(10) . ?
C27' C30' 1.470(8) . ?
C28' C29' 1.403(9) . ?
C30' N4 1.219(11) . ?
C31 N4 1.479(6) . ?
C31 C37 1.487(6) . ?
C31 C36 1.537(7) . ?
C31 C32 1.540(6) . ?
C32 C33 1.533(6) . ?
C33 C34 1.514(8) . ?
C34 C35 1.521(7) . ?
C35 C36 1.531(6) . ?
C37 C38 1.191(6) . ?
C38 C39 1.449(6) . ?
C39 C44 1.391(7) . ?
C39 C40 1.398(6) . ?
C40 C41 1.411(6) . ?
C41 C42 1.380(7) . ?
C41 C45 1.448(6) . ?
C42 C43 1.395(6) . ?
C43 C44 1.385(6) . ?
C45 C46 1.197(6) . ?
C46 C47 1.486(6) . ?
C47 N2 1.473(6) . ?
C47 C48 1.528(7) . ?
C47 C52 1.541(6) . ?
C48 C49 1.533(7) . ?
C49 C50 1.530(7) . ?
C50 C51 1.522(8) . ?
C51 C52 1.520(6) . ?
C53 N2 1.264(6) . ?
C53 C54 1.472(6) . ?
C54 C59 1.395(7) . ?
C54 C55 1.408(7) . ?
C55 C56 1.381(6) . ?
C56 C57 1.405(7) . ?
C57 C58 1.383(7) . ?
C57 C60 1.473(6) . ?
C58 C59 1.375(7) . ?
C60 N1 1.264(6) . ?
C1S C2S 1.3900 . ?
C1S C6S 1.3900 . ?
C1S C7S 1.528(12) . ?
C2S C3S 1.3900 . ?
C3S C4S 1.3900 . ?
C4S C5S 1.3900 . ?
C4S C8S 1.524(12) . ?
C5S C6S 1.3900 . ?
C1S' C6S' 1.387(5) . ?
C1S' C2S' 1.392(5) . ?
C1S' C7S' 1.527(12) . ?
C2S' C3S' 1.392(5) . ?
C3S' C4S' 1.388(5) . ?
C4S' C5S' 1.389(5) . ?
C4S' C8S' 1.524(13) . ?
C5S' C6S' 1.386(5) . ?

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 C1 N1 112.2(4) . . ?
C7 C1 C6 110.4(4) . . ?
N1 C1 C6 106.6(4) . . ?
C7 C1 C2 112.1(4) . . ?
N1 C1 C2 105.9(3) . . ?
C6 C1 C2 109.4(4) . . ?
C3 C2 C1 112.1(4) . . ?
C2 C3 C4 112.3(4) . . ?
C3 C4 C5 110.1(4) . . ?
C4 C5 C6 110.9(4) . . ?
C1 C6 C5 112.3(4) . . ?
C8 C7 C1 172.5(5) . . ?
C7 C8 C9 175.6(5) . . ?
C10 C9 C14 118.9(4) . . ?
C10 C9 C8 122.5(4) . . ?
C14 C9 C8 118.6(4) . . ?
C11 C10 C9 119.8(4) . . ?
C12 C11 C10 121.2(5) . . ?
C11 C12 C13 119.9(4) . . ?
C14 C13 C12 118.6(4) . . ?
C14 C13 C15 120.6(4) . . ?
C12 C13 C15 120.7(4) . . ?
C13 C14 C9 121.6(4) . . ?
C16 C15 C13 178.5(6) . . ?
C15 C16 C17 176.2(5) . . ?
C16 C17 N3 113.0(4) . . ?
C16 C17 C18 109.7(4) . . ?
N3 C17 C18 108.5(4) . . ?
C16 C17 C22 110.2(4) . . ?
N3 C17 C22 106.6(4) . . ?
C18 C17 C22 108.7(4) . . ?
C19 C18 C17 111.7(4) . . ?
C20 C19 C18 111.0(4) . . ?
C21 C20 C19 111.6(4) . . ?
C20 C21 C22 112.3(4) . . ?
C21 C22 C17 110.5(4) . . ?
C24' C25 C26 121.2(6) . . ?
C26 C25 C24 120.2(5) . . ?
C27' C26 C25 123.8(6) . . ?
C25 C26 C27 119.4(5) . . ?
N3 C23 C24 120.7(7) . . ?
C29 C24 C25 119.3(6) . . ?
C29 C24 C23 118.7(7) . . ?
C25 C24 C23 121.8(6) . . ?
C28 C27 C26 119.9(6) . . ?
C28 C27 C30 118.9(6) . . ?
C26 C27 C30 121.2(6) . . ?
C27 C28 C29 120.7(7) . . ?
C24 C29 C28 120.4(7) . . ?
N4 C30 C27 120.7(7) . . ?
N3 C23' C24' 122.6(9) . . ?
C25 C24' C29' 117.8(7) . . ?
C25 C24' C23' 123.6(8) . . ?
C29' C24' C23' 118.5(8) . . ?
C26 C27' C28' 116.5(8) . . ?
C26 C27' C30' 124.1(8) . . ?
C28' C27' C30' 119.3(8) . . ?
C27' C28' C29' 120.7(8) . . ?
C24' C29' C28' 119.8(8) . . ?
N4 C30' C27' 123.3(10) . . ?
N4 C31 C37 112.8(4) . . ?
N4 C31 C36 107.0(4) . . ?
C37 C31 C36 109.5(4) . . ?
N4 C31 C32 106.0(3) . . ?
C37 C31 C32 111.8(4) . . ?
C36 C31 C32 109.5(4) . . ?
C33 C32 C31 112.9(4) . . ?
C34 C33 C32 110.8(5) . . ?
C33 C34 C35 111.3(5) . . ?
C34 C35 C36 110.5(4) . . ?
C35 C36 C31 112.0(4) . . ?
C38 C37 C31 172.9(5) . . ?
C37 C38 C39 174.6(5) . . ?
C44 C39 C40 119.9(4) . . ?
C44 C39 C38 121.6(4) . . ?
C40 C39 C38 118.5(4) . . ?
C39 C40 C41 119.8(4) . . ?
C42 C41 C40 119.4(4) . . ?
C42 C41 C45 121.7(4) . . ?
C40 C41 C45 118.8(4) . . ?
C41 C42 C43 120.5(4) . . ?
C44 C43 C42 120.2(5) . . ?
C43 C44 C39 120.1(4) . . ?
C46 C45 C41 177.4(5) . . ?
C45 C46 C47 175.2(5) . . ?
N2 C47 C46 113.3(4) . . ?
N2 C47 C48 107.2(4) . . ?
C46 C47 C48 107.6(4) . . ?
N2 C47 C52 107.9(4) . . ?
C46 C47 C52 110.9(4) . . ?
C48 C47 C52 109.8(4) . . ?
C47 C48 C49 111.5(4) . . ?
C50 C49 C48 111.2(4) . . ?
C51 C50 C49 111.2(4) . . ?
C52 C51 C50 112.4(4) . . ?
C51 C52 C47 111.5(4) . . ?
N2 C53 C54 122.2(5) . . ?
C59 C54 C55 118.5(4) . . ?
C59 C54 C53 120.2(5) . . ?
C55 C54 C53 121.3(5) . . ?
C56 C55 C54 120.2(5) . . ?
C55 C56 C57 120.5(5) . . ?
C58 C57 C56 118.8(4) . . ?
C58 C57 C60 121.0(5) . . ?
C56 C57 C60 120.2(5) . . ?
C59 C58 C57 121.1(5) . . ?
C58 C59 C54 120.8(5) . . ?
N1 C60 C57 122.4(5) . . ?
C60 N1 C1 121.2(4) . . ?
C53 N2 C47 118.6(4) . . ?
C23' N3 C17 121.0(6) . . ?
C23 N3 C17 117.3(5) . . ?
C30' N4 C31 123.1(7) . . ?
C30 N4 C31 118.7(5) . . ?
C2S C1S C6S 120.0 . . ?
C2S C1S C7S 127.8(10) . . ?
C6S C1S C7S 112.2(10) . . ?
C1S C2S C3S 120.0 . . ?
C4S C3S C2S 120.0 . . ?
C3S C4S C5S 120.0 . . ?
C3S C4S C8S 116.1(11) . . ?
C5S C4S C8S 123.9(11) . . ?
C6S C5S C4S 120.0 . . ?
C5S C6S C1S 120.0 . . ?
C6S' C1S' C2S' 119.2(5) . . ?
C6S' C1S' C7S' 112.0(11) . . ?
C2S' C1S' C7S' 128.8(11) . . ?
C1S' C2S' C3S' 120.1(6) . . ?
C4S' C3S' C2S' 120.5(6) . . ?
C3S' C4S' C5S' 119.2(6) . . ?
C3S' C4S' C8S' 116.9(11) . . ?
C5S' C4S' C8S' 123.8(11) . . ?
C6S' C5S' C4S' 120.2(6) . . ?
C5S' C6S' C1S' 120.7(6) . . ?

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
C7 C1 C2 C3 -68.9(5) . . . . ?
N1 C1 C2 C3 168.4(4) . . . . ?
C6 C1 C2 C3 53.8(5) . . . . ?
C1 C2 C3 C4 -55.4(5) . . . . ?
C2 C3 C4 C5 55.8(5) . . . . ?
C3 C4 C5 C6 -56.0(5) . . . . ?
C7 C1 C6 C5 68.8(5) . . . . ?
N1 C1 C6 C5 -169.1(3) . . . . ?
C2 C1 C6 C5 -55.0(5) . . . . ?
C4 C5 C6 C1 57.3(5) . . . . ?
C14 C9 C10 C11 1.1(7) . . . . ?
C8 C9 C10 C11 -176.6(5) . . . . ?
C9 C10 C11 C12 0.1(7) . . . . ?
C10 C11 C12 C13 -1.4(7) . . . . ?
C11 C12 C13 C14 1.5(7) . . . . ?
C11 C12 C13 C15 -177.4(5) . . . . ?
C12 C13 C14 C9 -0.3(7) . . . . ?
C15 C13 C14 C9 178.6(4) . . . . ?
C10 C9 C14 C13 -1.0(7) . . . . ?
C8 C9 C14 C13 176.8(4) . . . . ?
C16 C17 C18 C19 -62.3(5) . . . . ?
N3 C17 C18 C19 173.9(4) . . . . ?
C22 C17 C18 C19 58.3(5) . . . . ?
C17 C18 C19 C20 -57.1(6) . . . . ?
C18 C19 C20 C21 54.0(6) . . . . ?
C19 C20 C21 C22 -54.1(6) . . . . ?
C20 C21 C22 C17 56.0(6) . . . . ?
C16 C17 C22 C21 63.3(5) . . . . ?
N3 C17 C22 C21 -173.7(4) . . . . ?
C18 C17 C22 C21 -57.0(5) . . . . ?
C24' C25 C26 C27' 0.6(15) . . . . ?
C24 C25 C26 C27' -38.3(12) . . . . ?
C24' C25 C26 C27 36.7(12) . . . . ?
C24 C25 C26 C27 -2.2(9) . . . . ?
C24' C25 C24 C29 -98.0(11) . . . . ?
C26 C25 C24 C29 3.8(10) . . . . ?
C24' C25 C24 C23 75.6(9) . . . . ?
C26 C25 C24 C23 177.4(6) . . . . ?
N3 C23 C24 C29 178.9(7) . . . . ?
N3 C23 C24 C25 5.3(12) . . . . ?
C27' C26 C27 C28 107.4(13) . . . . ?
C25 C26 C27 C28 -0.2(11) . . . . ?
C27' C26 C27 C30 -71.8(10) . . . . ?
C25 C26 C27 C30 -179.4(6) . . . . ?
C26 C27 C28 C29 1.0(13) . . . . ?
C30 C27 C28 C29 -179.8(8) . . . . ?
C25 C24 C29 C28 -3.0(12) . . . . ?
C23 C24 C29 C28 -176.8(8) . . . . ?
C27 C28 C29 C24 0.7(13) . . . . ?
C28 C27 C30 N4 173.6(8) . . . . ?
C26 C27 C30 N4 -7.2(12) . . . . ?
C26 C25 C24' C29' 3(2) . . . . ?
C24 C25 C24' C29' 102.0(18) . . . . ?
C26 C25 C24' C23' -180.0(12) . . . . ?
C24 C25 C24' C23' -81.3(15) . . . . ?
N3 C23' C24' C25 6(3) . . . . ?
N3 C23' C24' C29' -177.2(16) . . . . ?
C25 C26 C27' C28' -3(2) . . . . ?
C27 C26 C27' C28' -95.4(17) . . . . ?
C25 C26 C27' C30' 176.3(12) . . . . ?
C27 C26 C27' C30' 84.4(16) . . . . ?
C26 C27' C28' C29' 2(2) . . . . ?
C30' C27' C28' C29' -177.3(15) . . . . ?
C25 C24' C29' C28' -4(2) . . . . ?
C23' C24' C29' C28' 179.0(15) . . . . ?
C27' C28' C29' C24' 1(3) . . . . ?
C26 C27' C30' N4 -4(3) . . . . ?
C28' C27' C30' N4 176.1(16) . . . . ?
N4 C31 C32 C33 168.5(4) . . . . ?
C37 C31 C32 C33 -68.3(5) . . . . ?
C36 C31 C32 C33 53.3(5) . . . . ?
C31 C32 C33 C34 -54.7(6) . . . . ?
C32 C33 C34 C35 56.2(5) . . . . ?
C33 C34 C35 C36 -57.6(6) . . . . ?
C34 C35 C36 C31 57.2(5) . . . . ?
N4 C31 C36 C35 -168.8(3) . . . . ?
C37 C31 C36 C35 68.6(5) . . . . ?
C32 C31 C36 C35 -54.3(5) . . . . ?
C44 C39 C40 C41 -1.4(7) . . . . ?
C38 C39 C40 C41 175.7(4) . . . . ?
C39 C40 C41 C42 -0.5(7) . . . . ?
C39 C40 C41 C45 179.2(4) . . . . ?
C40 C41 C42 C43 1.8(7) . . . . ?
C45 C41 C42 C43 -177.8(4) . . . . ?
C41 C42 C43 C44 -1.3(7) . . . . ?
C42 C43 C44 C39 -0.7(7) . . . . ?
C40 C39 C44 C43 2.0(7) . . . . ?
C38 C39 C44 C43 -175.1(4) . . . . ?
N2 C47 C48 C49 173.8(4) . . . . ?
C46 C47 C48 C49 -64.0(5) . . . . ?
C52 C47 C48 C49 56.8(5) . . . . ?
C47 C48 C49 C50 -56.6(6) . . . . ?
C48 C49 C50 C51 54.1(6) . . . . ?
C49 C50 C51 C52 -53.8(6) . . . . ?
C50 C51 C52 C47 54.9(5) . . . . ?
N2 C47 C52 C51 -172.3(4) . . . . ?
C46 C47 C52 C51 63.1(5) . . . . ?
C48 C47 C52 C51 -55.7(5) . . . . ?
N2 C53 C54 C59 -179.2(5) . . . . ?
N2 C53 C54 C55 0.4(8) . . . . ?
C59 C54 C55 C56 -3.9(8) . . . . ?
C53 C54 C55 C56 176.6(5) . . . . ?
C54 C55 C56 C57 1.6(7) . . . . ?
C55 C56 C57 C58 1.0(8) . . . . ?
C55 C56 C57 C60 -179.4(4) . . . . ?
C56 C57 C58 C59 -1.1(8) . . . . ?
C60 C57 C58 C59 179.2(5) . . . . ?
C57 C58 C59 C54 -1.2(9) . . . . ?
C55 C54 C59 C58 3.7(8) . . . . ?
C53 C54 C59 C58 -176.7(5) . . . . ?
C58 C57 C60 N1 171.4(5) . . . . ?
C56 C57 C60 N1 -8.2(7) . . . . ?
C57 C60 N1 C1 -176.2(4) . . . . ?
C7 C1 N1 C60 -20.3(6) . . . . ?
C6 C1 N1 C60 -141.3(4) . . . . ?
C2 C1 N1 C60 102.3(5) . . . . ?
C54 C53 N2 C47 -180.0(4) . . . . ?
C46 C47 N2 C53 29.6(6) . . . . ?
C48 C47 N2 C53 148.3(4) . . . . ?
C52 C47 N2 C53 -93.6(5) . . . . ?
C24' C23' N3 C23 82.3(16) . . . . ?
C24' C23' N3 C17 176.7(12) . . . . ?
C24 C23 N3 C23' -76.2(12) . . . . ?
C24 C23 N3 C17 177.9(6) . . . . ?
C16 C17 N3 C23' -6.8(11) . . . . ?
C18 C17 N3 C23' 115.0(10) . . . . ?
C22 C17 N3 C23' -128.1(10) . . . . ?
C16 C17 N3 C23 33.5(7) . . . . ?
C18 C17 N3 C23 155.3(5) . . . . ?
C22 C17 N3 C23 -87.8(6) . . . . ?
C27' C30' N4 C30 -84.9(18) . . . . ?
C27' C30' N4 C31 -176.5(11) . . . . ?
C27 C30 N4 C30' 78.5(14) . . . . ?
C27 C30 N4 C31 -174.1(6) . . . . ?
C37 C31 N4 C30' 10.9(12) . . . . ?
C36 C31 N4 C30' -109.6(11) . . . . ?
C32 C31 N4 C30' 133.6(11) . . . . ?
C37 C31 N4 C30 -25.1(7) . . . . ?
C36 C31 N4 C30 -145.6(6) . . . . ?
C32 C31 N4 C30 97.5(6) . . . . ?
C6S C1S C2S C3S 0.0 . . . . ?
C7S C1S C2S C3S -179.98(9) . . . . ?
C1S C2S C3S C4S 0.0 . . . . ?
C2S C3S C4S C5S 0.0 . . . . ?
C2S C3S C4S C8S 179.99(8) . . . . ?
C3S C4S C5S C6S 0.0 . . . . ?
C8S C4S C5S C6S -179.99(8) . . . . ?
C4S C5S C6S C1S 0.0 . . . . ?
C2S C1S C6S C5S 0.0 . . . . ?
C7S C1S C6S C5S 179.98(8) . . . . ?
C6S' C1S' C2S' C3S' 0.01(9) . . . . ?
C7S' C1S' C2S' C3S' 180.00(9) . . . . ?
C1S' C2S' C3S' C4S' -0.01(9) . . . . ?
C2S' C3S' C4S' C5S' 0.0(2) . . . . ?
C2S' C3S' C4S' C8S' 179.99(11) . . . . ?
C3S' C4S' C5S' C6S' 0.0(3) . . . . ?
C8S' C4S' C5S' C6S' 180.00(17) . . . . ?
C4S' C5S' C6S' C1S' 0.0(3) . . . . ?
C2S' C1S' C6S' C5S' 0.0(2) . . . . ?
C7S' C1S' C6S' C5S' 179.99(16) . . . . ?

_refine_diff_density_max         0.376
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.065
_shelxl_version_number           2012-9
_chemical_compound_source        'Inmersion in P-Xylene'
####################################################################### 
# 
# 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_3_R-Limonene
_audit_block_doi                 10.5517/cc12zgyg
_database_code_depnum_ccdc_archive 'CCDC 1012396'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C5SC01838B 2015
_audit_update_record             
;
2014-07-07 deposited with the CCDC.
2016-01-27 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT113_3_R-Limonene        
;
PROBLEM: ADDSYM Suggests Possible Pseudo/New Space-group.       C2/c Check 
RESPONSE: An enantiopure compound has been used.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C70 H76 N4'
_chemical_formula_weight         973.34
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'

_symmetry_cell_setting           Monoclinic
_space_group_IT_number           5
_symmetry_space_group_name_H-M   C2
_space_group_name_Hall           'C 2y'

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

_cell_length_a                   34.833(4)
_cell_length_b                   5.8219(7)
_cell_length_c                   28.205(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.490(5)
_cell_angle_gamma                90
_cell_volume                     5657.1(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    867
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      30.31

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.143
_exptl_crystal_F_000             2096
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.066
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.762
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating anode X-ray tube'
_diffrn_source_type              'Bruker-Nonius FR 591'
_diffrn_source_power             50
_diffrn_source_current           70
_diffrn_source_size              '0.3 mm x 0.3 mm fine focus'
_diffrn_radiation_monochromator  'Multilayer Montel 200 mirrors'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'Kappa 4-axis goniometer bruker-nonius'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            25503
_diffrn_reflns_av_unetI/netI     0.1175
_diffrn_reflns_av_R_equivalents  0.0803
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         0.730
_diffrn_reflns_theta_max         29.578
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.737
_diffrn_reflns_point_group_measured_fraction_full 0.795
_reflns_number_total             11682
_reflns_number_gt                6726
_reflns_threshold_expression     >2sigma(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       'Bruker APEX2 v2011.4-0'
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0958P)²+2.5751P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_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 x determined using 1803 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_chemical_absolute_configuration ad
_refine_ls_abs_structure_Flack   -7.2(10)
_refine_ls_number_reflns         11682
_refine_ls_number_parameters     761
_refine_ls_number_restraints     320
_refine_ls_R_factor_all          0.1361
_refine_ls_R_factor_gt           0.0699
_refine_ls_wR_factor_ref         0.2142
_refine_ls_wR_factor_gt          0.1761
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.029
_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_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
C1A C -0.0280(2) 0.4409(14) 0.3336(2) 0.0241(18) Uani 1 1 d . . . . .
H1A H -0.0181 0.3218 0.3159 0.029 Uiso 1 1 calc R U . . .
C2A C -0.00446(19) 0.6298(15) 0.3495(3) 0.0249(18) Uani 1 1 d . . . . .
C3A C -0.0190(2) 0.8075(18) 0.3753(3) 0.047(3) Uani 1 1 d . . . . .
H3A H -0.0034 0.9362 0.3861 0.057 Uiso 1 1 calc R U . . .
C4A C 0.0368(2) 0.6430(17) 0.3402(3) 0.031(2) Uani 1 1 d . . . . .
H4A H 0.0527 0.7657 0.3538 0.038 Uiso 1 1 calc R U . . .
C5A C 0.09205(18) 0.5195(13) 0.3074(2) 0.0134(14) Uani 1 1 d . . . . .
C6A C 0.09205(19) 0.6428(14) 0.2591(2) 0.0188(16) Uani 1 1 d . . . . .
H6A1 H 0.0821 0.8012 0.2612 0.023 Uiso 1 1 calc R U . . .
H6A2 H 0.0747 0.5607 0.2337 0.023 Uiso 1 1 calc R U . . .
C7A C 0.1336(2) 0.6505(17) 0.2461(3) 0.028(2) Uani 1 1 d . . . . .
H7A1 H 0.1329 0.7249 0.2144 0.034 Uiso 1 1 calc R U . . .
H7A2 H 0.1503 0.7447 0.2701 0.034 Uiso 1 1 calc R U . . .
C8A C 0.1513(2) 0.4097(17) 0.2445(3) 0.029(2) Uani 1 1 d . . . . .
H8A1 H 0.1365 0.3206 0.2180 0.035 Uiso 1 1 calc R U . . .
H8A2 H 0.1784 0.4225 0.2383 0.035 Uiso 1 1 calc R U . . .
C9A C 0.15039(19) 0.2863(15) 0.2910(3) 0.0285(19) Uani 1 1 d . . . . .
H9A1 H 0.1679 0.3652 0.3168 0.034 Uiso 1 1 calc R U . . .
H9A2 H 0.1601 0.1276 0.2884 0.034 Uiso 1 1 calc R U . . .
C10A C 0.10909(18) 0.2784(15) 0.3043(3) 0.0212(17) Uani 1 1 d . . . . .
H10A H 0.0921 0.1881 0.2799 0.025 Uiso 1 1 calc R U . . .
H10B H 0.1098 0.1999 0.3356 0.025 Uiso 1 1 calc R U . . .
C11A C 0.11605(19) 0.6452(15) 0.3469(2) 0.0185(16) Uani 1 1 d . . . . .
C12A C 0.1361(2) 0.7292(15) 0.3799(2) 0.0207(17) Uani 1 1 d . . . . .
C13A C 0.1606(2) 0.8261(14) 0.4204(2) 0.0181(16) Uani 1 1 d . . . . .
C14A C 0.16576(19) 0.7181(14) 0.4646(2) 0.0183(16) Uani 1 1 d . . . . .
H14A H 0.1523 0.5785 0.4679 0.022 Uiso 1 1 calc R U . . .
C15A C 0.18968(18) 0.8043(13) 0.5043(2) 0.0144(14) Uani 1 1 d . . . . .
C16A C 0.2095(2) 1.0157(14) 0.5001(2) 0.0195(16) Uani 1 1 d . . . . .
H16A H 0.2261 1.0794 0.5266 0.023 Uiso 1 1 calc R U . . .
C17A C 0.2036(2) 1.1256(15) 0.4556(2) 0.0243(18) Uani 1 1 d . . . . .
H17A H 0.2169 1.2659 0.4525 0.029 Uiso 1 1 calc R U . . .
C18A C 0.18000(18) 1.0440(14) 0.4166(2) 0.0155(14) Uani 1 1 d . . . . .
H18A H 0.1763 1.1281 0.3874 0.019 Uiso 1 1 calc R U . . .
C19A C 0.1918(2) 0.6860(12) 0.5501(2) 0.0176(16) Uani 1 1 d . . . . .
C20A C 0.19002(19) 0.5847(14) 0.5858(2) 0.0152(15) Uani 1 1 d . . . . .
C21A C 0.1844(2) 0.4568(13) 0.6293(2) 0.0171(15) Uani 1 1 d . . . . .
C22A C 0.19769(19) 0.2010(13) 0.6250(2) 0.0155(15) Uani 1 1 d . . . . .
H22C H 0.1900 0.1108 0.6518 0.019 Uiso 1 1 calc R U . . .
H22D H 0.1842 0.1349 0.5947 0.019 Uiso 1 1 calc R U . . .
C23A C 0.2409(2) 0.1803(14) 0.6258(2) 0.0251(18) Uani 1 1 d . . . . .
H23A H 0.2485 0.2657 0.5983 0.030 Uiso 1 1 calc R U . . .
H23B H 0.2477 0.0168 0.6223 0.030 Uiso 1 1 calc R U . . .
C24A C 0.2638(2) 0.2765(13) 0.6733(2) 0.0185(16) Uani 1 1 d . . . . .
H24C H 0.2573 0.1881 0.7010 0.022 Uiso 1 1 calc R U . . .
H24D H 0.2921 0.2643 0.6728 0.022 Uiso 1 1 calc R U . . .
C25A C 0.25215(18) 0.5276(15) 0.6773(2) 0.0228(18) Uani 1 1 d . . . . .
H25C H 0.2607 0.6155 0.6506 0.027 Uiso 1 1 calc R U . . .
H25D H 0.2657 0.5916 0.7077 0.027 Uiso 1 1 calc R U . . .
C26A C 0.20849(19) 0.5585(15) 0.6757(2) 0.0192(16) Uani 1 1 d . . . . .
H26A H 0.2026 0.7243 0.6777 0.023 Uiso 1 1 calc R U . . .
H26B H 0.2004 0.4825 0.7041 0.023 Uiso 1 1 calc R U . . .
C27A C 0.12031(19) 0.5957(15) 0.6188(2) 0.0254(19) Uani 1 1 d . . . . .
H27A H 0.1284 0.7036 0.5971 0.031 Uiso 1 1 calc R U . . .
C28A C 0.07949(19) 0.6039(15) 0.6289(2) 0.0237(18) Uani 1 1 d . . . . .
C29A C 0.0566(2) 0.790(2) 0.6157(4) 0.052(3) Uani 1 1 d . . . . .
H29A H 0.0671 0.9127 0.5996 0.062 Uiso 1 1 calc R U . . .
C30A C 0.0652(2) 0.4286(14) 0.6563(2) 0.0230(18) Uani 1 1 d . . . . .
H30A H 0.0814 0.3028 0.6676 0.028 Uiso 1 1 calc R U . . .
C1B C -0.0185(2) 0.676(2) 0.8731(4) 0.059(3) Uani 1 1 d . . . . .
H1B H -0.0025 0.5469 0.8827 0.071 Uiso 1 1 calc R U . . .
C2B C -0.0034(2) 0.8495(17) 0.8487(3) 0.034(2) Uani 1 1 d . . . . .
C3B C 0.0367(2) 0.8352(16) 0.8400(2) 0.030(2) Uani 1 1 d . . . . .
H3B H 0.0524 0.7111 0.8534 0.035 Uiso 1 1 calc R U . . .
C4B C 0.0918(2) 0.9561(15) 0.8077(3) 0.0238(17) Uani 1 1 d . . . . .
C5B C 0.0927(2) 0.8311(17) 0.7592(2) 0.0268(19) Uani 1 1 d . . . . .
H5B1 H 0.0827 0.6730 0.7613 0.032 Uiso 1 1 calc R U . . .
H5B2 H 0.0755 0.9125 0.7336 0.032 Uiso 1 1 calc R U . . .
C6B C 0.1333(2) 0.8203(17) 0.7459(2) 0.028(2) Uani 1 1 d . . . . .
H6B1 H 0.1322 0.7484 0.7139 0.033 Uiso 1 1 calc R U . . .
H6B2 H 0.1498 0.7229 0.7694 0.033 Uiso 1 1 calc R U . . .
C7B C 0.1513(2) 1.0574(19) 0.7450(2) 0.035(2) Uani 1 1 d . . . . .
H7B1 H 0.1373 1.1462 0.7179 0.042 Uiso 1 1 calc R U . . .
H7B2 H 0.1787 1.0419 0.7397 0.042 Uiso 1 1 calc R U . . .
C8B C 0.1499(2) 1.1897(15) 0.7921(2) 0.0277(19) Uani 1 1 d . . . . .
H8B1 H 0.1670 1.1135 0.8186 0.033 Uiso 1 1 calc R U . . .
H8B2 H 0.1595 1.3481 0.7890 0.033 Uiso 1 1 calc R U . . .
C9B C 0.1085(2) 1.1975(15) 0.8038(3) 0.029(2) Uani 1 1 d . . . . .
H9B1 H 0.0918 1.2840 0.7784 0.035 Uiso 1 1 calc R U . . .
H9B2 H 0.1083 1.2798 0.8345 0.035 Uiso 1 1 calc R U . . .
C10B C 0.1157(2) 0.8311(15) 0.8469(2) 0.0191(16) Uani 1 1 d . . . . .
C11B C 0.1365(2) 0.7412(14) 0.8803(2) 0.0196(16) Uani 1 1 d . . . . .
C12B C 0.16117(19) 0.6407(15) 0.9208(2) 0.0176(16) Uani 1 1 d . . . . .
C13B C 0.1657(2) 0.7640(14) 0.9647(2) 0.0188(16) Uani 1 1 d . . . . .
H13B H 0.1531 0.9073 0.9670 0.023 Uiso 1 1 calc R U . . .
C14B C 0.1895(2) 0.6692(15) 1.0048(2) 0.0189(16) Uani 1 1 d . . . . .
C15B C 0.2088(2) 0.4686(15) 0.9999(2) 0.0201(16) Uani 1 1 d . . . . .
H15B H 0.2255 0.4095 1.0267 0.024 Uiso 1 1 calc R U . . .
C16B C 0.20470(18) 0.3471(15) 0.9567(2) 0.0184(16) Uani 1 1 d . . . . .
H16B H 0.2179 0.2061 0.9538 0.022 Uiso 1 1 calc R U . . .
C17B C 0.1802(2) 0.4433(16) 0.9175(2) 0.0245(18) Uani 1 1 d . . . . .
H17B H 0.1770 0.3648 0.8877 0.029 Uiso 1 1 calc R U . . .
C18B C 0.1919(2) 0.7897(15) 1.0497(2) 0.0213(17) Uani 1 1 d . . . . .
C19B C 0.1915(2) 0.8887(15) 1.0873(2) 0.0207(17) Uani 1 1 d . . . . .
C20B C 0.18553(19) 1.0262(14) 1.1305(2) 0.0166(16) Uani 1 1 d . . . . .
C21B C 0.1973(2) 1.2710(14) 1.1241(3) 0.0232(18) Uani 1 1 d . . . . .
H21A H 0.1884 1.3667 1.1494 0.028 Uiso 1 1 calc R U . . .
H21B H 0.1843 1.3278 1.0927 0.028 Uiso 1 1 calc R U . . .
C22B C 0.24198(18) 1.2977(14) 1.1265(2) 0.0191(16) Uani 1 1 d . . . . .
H22A H 0.2504 1.2218 1.0984 0.023 Uiso 1 1 calc R U . . .
H22B H 0.2487 1.4627 1.1255 0.023 Uiso 1 1 calc R U . . .
C23B C 0.2628(2) 1.1929(16) 1.1716(2) 0.029(2) Uani 1 1 d . . . . .
H23C H 0.2570 1.2839 1.1993 0.035 Uiso 1 1 calc R U . . .
H23D H 0.2911 1.2023 1.1710 0.035 Uiso 1 1 calc R U . . .
C24B C 0.2520(2) 0.9438(14) 1.1787(2) 0.0206(17) Uani 1 1 d . . . . .
H24A H 0.2649 0.8894 1.2103 0.025 Uiso 1 1 calc R U . . .
H24B H 0.2610 0.8474 1.1536 0.025 Uiso 1 1 calc R U . . .
C25B C 0.20783(18) 0.9194(14) 1.1760(2) 0.0172(16) Uani 1 1 d . . . . .
H25A H 0.2011 0.7544 1.1771 0.021 Uiso 1 1 calc R U . . .
H25B H 0.1996 0.9944 1.2044 0.021 Uiso 1 1 calc R U . . .
C26B C 0.1199(2) 0.8785(16) 1.1191(2) 0.0248(18) Uani 1 1 d . . . . .
H26C H 0.1280 0.7686 1.0977 0.030 Uiso 1 1 calc R U . . .
C27B C 0.0799(2) 0.8716(16) 1.1305(3) 0.031(2) Uani 1 1 d . . . . .
C28B C 0.06504(19) 1.0445(16) 1.1551(2) 0.028(2) Uani 1 1 d . . . . .
H28B H 0.0809 1.1735 1.1652 0.033 Uiso 1 1 calc R U . . .
C29B C 0.0272(2) 1.0361(18) 1.1658(3) 0.032(2) Uani 1 1 d . . . . .
H29B H 0.0176 1.1584 1.1830 0.038 Uiso 1 1 calc R U . . .
C30B C 0.0568(3) 0.6783(19) 1.1153(3) 0.049(3) Uani 1 1 d . . . . .
H30B H 0.0664 0.5560 1.0981 0.059 Uiso 1 1 calc R U . . .
C1L C 0.0210(3) 0.221(2) 0.4872(5) 0.091(3) Uani 0.5 1 d D U P A -1
H1L H 0.0051 0.2525 0.4553 0.109 Uiso 0.5 1 calc R U P A -1
C2L C 0.0061(4) 0.005(2) 0.5112(7) 0.097(3) Uani 0.5 1 d D U P A -1
H2L1 H 0.0163 -0.1365 0.4982 0.117 Uiso 0.5 1 calc R U P A -1
H2L2 H 0.0144 0.0089 0.5463 0.117 Uiso 0.5 1 calc R U P A -1
C3L C -0.0382(4) 0.013(3) 0.4996(7) 0.099(3) Uani 0.5 1 d D U P A -1
H3L H -0.0530 -0.1063 0.4826 0.119 Uiso 0.5 1 calc R U P A -1
C4L C -0.0550(5) 0.207(3) 0.5159(10) 0.102(3) Uani 0.5 1 d D U P A -1
C5L C -0.0335(4) 0.430(3) 0.5186(8) 0.104(3) Uani 0.5 1 d D U P A -1
H5L1 H -0.0400 0.5216 0.5459 0.125 Uiso 0.5 1 calc R U P A -1
H5L2 H -0.0412 0.5183 0.4888 0.125 Uiso 0.5 1 calc R U P A -1
C6L C 0.0102(4) 0.382(3) 0.5253(6) 0.100(3) Uani 0.5 1 d D U P A -1
H6L1 H 0.0243 0.5287 0.5241 0.120 Uiso 0.5 1 calc R U P A -1
H6L2 H 0.0182 0.3128 0.5573 0.120 Uiso 0.5 1 calc R U P A -1
C7L C 0.0631(3) 0.223(4) 0.4838(6) 0.085(3) Uani 0.5 1 d D U P A -1
C8L C 0.0680(5) 0.277(4) 0.4367(5) 0.088(4) Uani 0.5 1 d D U P A -1
H8L1 H 0.0460 0.3039 0.4132 0.132 Uiso 0.5 1 calc R U P A -1
H8L2 H 0.0934 0.2852 0.4282 0.132 Uiso 0.5 1 calc R U P A -1
C9L C 0.0984(4) 0.131(3) 0.5157(5) 0.077(4) Uani 0.5 1 d D U P A -1
H9L1 H 0.0941 0.1388 0.5492 0.092 Uiso 0.5 1 calc R U P A -1
H9L2 H 0.1212 0.2238 0.5115 0.092 Uiso 0.5 1 calc R U P A -1
H9L3 H 0.1028 -0.0287 0.5071 0.092 Uiso 0.5 1 calc R U P A -1
C10L C -0.0931(5) 0.209(4) 0.5346(9) 0.117(5) Uani 0.5 1 d D U P A -1
H10F H -0.0984 0.3638 0.5455 0.175 Uiso 0.5 1 calc R U P A -1
H10G H -0.0921 0.1009 0.5614 0.175 Uiso 0.5 1 calc R U P A -1
H10H H -0.1138 0.1628 0.5089 0.175 Uiso 0.5 1 calc R U P A -1
C1M C 1.0260(3) 0.243(3) 1.0043(6) 0.105(3) Uani 0.5 1 d D U P B -1
H1M H 1.0300 0.2088 1.0395 0.126 Uiso 0.5 1 calc R U P B -1
C2M C 1.0018(6) 0.464(3) 0.9916(8) 0.112(3) Uani 0.5 1 d D U P B -1
H2M1 H 1.0184 0.6019 0.9975 0.134 Uiso 0.5 1 calc R U P B -1
H2M2 H 0.9901 0.4621 0.9574 0.134 Uiso 0.5 1 calc R U P B -1
C3M C 0.9703(5) 0.465(3) 1.0237(7) 0.112(3) Uani 0.5 1 d D U P B -1
H3M H 0.9675 0.5867 1.0454 0.134 Uiso 0.5 1 calc R U P B -1
C4M C 0.9460(4) 0.276(3) 1.0187(9) 0.113(3) Uani 0.5 1 d D U P B -1
C5M C 0.9605(5) 0.051(3) 1.0025(8) 0.113(3) Uani 0.5 1 d D U P B -1
H5M1 H 0.9394 -0.0265 0.9810 0.136 Uiso 0.5 1 calc R U P B -1
H5M2 H 0.9683 -0.0490 1.0306 0.136 Uiso 0.5 1 calc R U P B -1
C6M C 0.9952(5) 0.090(3) 0.9760(6) 0.111(3) Uani 0.5 1 d D U P B -1
H6M1 H 1.0069 -0.0598 0.9699 0.133 Uiso 0.5 1 calc R U P B -1
H6M2 H 0.9861 0.1628 0.9446 0.133 Uiso 0.5 1 calc R U P B -1
C7M C 1.0630(4) 0.231(4) 0.9832(6) 0.105(3) Uani 0.5 1 d D U P B -1
C8M C 1.0939(5) 0.219(5) 1.0206(7) 0.115(5) Uani 0.5 1 d D U P B -1
H8M1 H 1.0891 0.2190 1.0529 0.173 Uiso 0.5 1 calc R U P B -1
H8M2 H 1.1198 0.2097 1.0138 0.173 Uiso 0.5 1 calc R U P B -1
C9M C 1.0721(5) 0.317(4) 0.9356(6) 0.102(5) Uani 0.5 1 d D U P B -1
H9M1 H 1.0489 0.3041 0.9114 0.123 Uiso 0.5 1 calc R U P B -1
H9M2 H 1.0931 0.2246 0.9257 0.123 Uiso 0.5 1 calc R U P B -1
H9M3 H 1.0802 0.4781 0.9387 0.123 Uiso 0.5 1 calc R U P B -1
C10M C 0.9026(4) 0.293(4) 1.0165(10) 0.126(5) Uani 0.5 1 d D U P B -1
H10C H 0.8914 0.3630 0.9860 0.189 Uiso 0.5 1 calc R U P B -1
H10D H 0.8966 0.3886 1.0431 0.189 Uiso 0.5 1 calc R U P B -1
H10E H 0.8917 0.1393 1.0190 0.189 Uiso 0.5 1 calc R U P B -1
N1A N 0.05096(16) 0.4950(13) 0.31475(19) 0.0215(15) Uani 1 1 d . . . . .
N2A N 0.14364(17) 0.4544(12) 0.63772(19) 0.0184(14) Uani 1 1 d . . . . .
N1B N 0.05119(17) 0.9830(12) 0.8152(2) 0.0233(15) Uani 1 1 d . . . . .
N2B N 0.14405(17) 1.0345(12) 1.13825(19) 0.0205(14) Uani 1 1 d . . . . .


_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
C1A C30A 1.370(10) 2_556 ?
C1A C2A 1.405(11) . ?
C2A C3A 1.401(10) . ?
C2A C4A 1.499(9) . ?
C3A C29A 1.373(10) 2_556 ?
C4A N1A 1.269(10) . ?
C5A C11A 1.482(10) . ?
C5A N1A 1.483(7) . ?
C5A C10A 1.532(11) . ?
C5A C6A 1.541(9) . ?
C6A C7A 1.545(9) . ?
C7A C8A 1.534(13) . ?
C8A C9A 1.499(11) . ?
C9A C10A 1.540(8) . ?
C11A C12A 1.186(10) . ?
C12A C13A 1.436(10) . ?
C13A C14A 1.384(9) . ?
C13A C18A 1.449(10) . ?
C14A C15A 1.387(9) . ?
C15A C16A 1.424(10) . ?
C15A C19A 1.456(9) . ?
C16A C17A 1.396(9) . ?
C17A C18A 1.360(9) . ?
C19A C20A 1.178(9) . ?
C20A C21A 1.471(9) . ?
C21A N2A 1.474(8) . ?
C21A C26A 1.565(9) . ?
C21A C22A 1.570(11) . ?
C22A C23A 1.505(9) . ?
C23A C24A 1.559(9) . ?
C24A C25A 1.526(11) . ?
C25A C26A 1.525(9) . ?
C27A N2A 1.222(9) . ?
C27A C28A 1.491(8) . ?
C28A C29A 1.363(12) . ?
C28A C30A 1.414(9) . ?
C29A C3A 1.373(10) 2_556 ?
C30A C1A 1.370(10) 2_556 ?
C1B C2B 1.370(13) . ?
C1B C30B 1.421(10) 2_557 ?
C2B C29B 1.391(12) 2_557 ?
C2B C3B 1.453(10) . ?
C3B N1B 1.262(10) . ?
C4B N1B 1.469(9) . ?
C4B C10B 1.476(11) . ?
C4B C9B 1.531(12) . ?
C4B C5B 1.554(9) . ?
C5B C6B 1.514(9) . ?
C6B C7B 1.518(13) . ?
C7B C8B 1.542(10) . ?
C8B C9B 1.527(10) . ?
C10B C11B 1.216(10) . ?
C11B C12B 1.448(10) . ?
C12B C17B 1.336(11) . ?
C12B C13B 1.420(9) . ?
C13B C14B 1.412(10) . ?
C14B C15B 1.365(11) . ?
C14B C18B 1.439(10) . ?
C15B C16B 1.399(9) . ?
C16B C17B 1.409(9) . ?
C18B C19B 1.210(10) . ?
C19B C20B 1.497(9) . ?
C20B N2B 1.494(8) . ?
C20B C21B 1.501(11) . ?
C20B C25B 1.532(9) . ?
C21B C22B 1.556(9) . ?
C22B C23B 1.498(10) . ?
C23B C24B 1.519(12) . ?
C24B C25B 1.535(9) . ?
C26B N2B 1.301(10) . ?
C26B C27B 1.474(10) . ?
C27B C28B 1.368(12) . ?
C27B C30B 1.413(13) . ?
C28B C29B 1.396(9) . ?
C29B C2B 1.391(13) 2_557 ?
C30B C1B 1.422(10) 2_557 ?
C1L C7L 1.484(8) . ?
C1L C6L 1.516(8) . ?
C1L C2L 1.554(8) . ?
C2L C3L 1.530(8) . ?
C3L C4L 1.382(8) . ?
C4L C5L 1.494(8) . ?
C4L C10L 1.500(8) . ?
C5L C6L 1.529(8) . ?
C7L C8L 1.399(8) . ?
C7L C9L 1.512(8) . ?
C1M C7M 1.497(6) . ?
C1M C6M 1.527(6) . ?
C1M C2M 1.551(6) . ?
C2M C3M 1.523(6) . ?
C3M C4M 1.384(6) . ?
C4M C5M 1.497(6) . ?
C4M C10M 1.506(6) . ?
C5M C6M 1.530(6) . ?
C7M C8M 1.394(6) . ?
C7M C9M 1.512(6) . ?

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
C30A C1A C2A 120.0(7) 2_556 . ?
C3A C2A C1A 120.3(6) . . ?
C3A C2A C4A 118.8(8) . . ?
C1A C2A C4A 120.9(7) . . ?
C29A C3A C2A 117.9(8) 2_556 . ?
N1A C4A C2A 121.9(8) . . ?
C11A C5A N1A 113.1(5) . . ?
C11A C5A C10A 108.4(6) . . ?
N1A C5A C10A 108.1(6) . . ?
C11A C5A C6A 111.1(6) . . ?
N1A C5A C6A 107.1(5) . . ?
C10A C5A C6A 109.0(5) . . ?
C5A C6A C7A 110.2(5) . . ?
C8A C7A C6A 112.0(7) . . ?
C9A C8A C7A 110.6(6) . . ?
C8A C9A C10A 111.6(6) . . ?
C5A C10A C9A 111.7(6) . . ?
C12A C11A C5A 174.7(9) . . ?
C11A C12A C13A 178.8(9) . . ?
C14A C13A C12A 121.4(7) . . ?
C14A C13A C18A 117.7(7) . . ?
C12A C13A C18A 120.9(6) . . ?
C13A C14A C15A 123.0(7) . . ?
C14A C15A C16A 119.1(6) . . ?
C14A C15A C19A 119.4(7) . . ?
C16A C15A C19A 121.3(6) . . ?
C17A C16A C15A 117.5(7) . . ?
C18A C17A C16A 124.0(8) . . ?
C17A C18A C13A 118.6(7) . . ?
C20A C19A C15A 173.8(8) . . ?
C19A C20A C21A 175.4(7) . . ?
C20A C21A N2A 112.9(6) . . ?
C20A C21A C26A 112.6(6) . . ?
N2A C21A C26A 106.2(5) . . ?
C20A C21A C22A 109.8(5) . . ?
N2A C21A C22A 107.8(6) . . ?
C26A C21A C22A 107.2(6) . . ?
C23A C22A C21A 112.4(6) . . ?
C22A C23A C24A 111.6(5) . . ?
C25A C24A C23A 107.4(6) . . ?
C24A C25A C26A 112.7(6) . . ?
C25A C26A C21A 112.9(6) . . ?
N2A C27A C28A 122.0(6) . . ?
C29A C28A C30A 118.8(7) . . ?
C29A C28A C27A 120.7(7) . . ?
C30A C28A C27A 120.2(7) . . ?
C28A C29A C3A 123.0(8) . 2_556 ?
C1A C30A C28A 119.8(7) 2_556 . ?
C2B C1B C30B 123.5(10) . 2_557 ?
C1B C2B C29B 117.8(8) . 2_557 ?
C1B C2B C3B 119.4(9) . . ?
C29B C2B C3B 122.7(8) 2_557 . ?
N1B C3B C2B 121.9(8) . . ?
N1B C4B C10B 113.2(6) . . ?
N1B C4B C9B 107.2(6) . . ?
C10B C4B C9B 109.2(7) . . ?
N1B C4B C5B 108.8(6) . . ?
C10B C4B C5B 110.3(7) . . ?
C9B C4B C5B 108.0(6) . . ?
C6B C5B C4B 112.2(6) . . ?
C5B C6B C7B 111.7(7) . . ?
C6B C7B C8B 112.0(6) . . ?
C9B C8B C7B 110.6(6) . . ?
C8B C9B C4B 111.6(7) . . ?
C11B C10B C4B 175.9(9) . . ?
C10B C11B C12B 178.2(8) . . ?
C17B C12B C13B 120.2(7) . . ?
C17B C12B C11B 122.4(7) . . ?
C13B C12B C11B 117.4(7) . . ?
C14B C13B C12B 118.6(7) . . ?
C15B C14B C13B 119.4(6) . . ?
C15B C14B C18B 122.8(7) . . ?
C13B C14B C18B 117.8(7) . . ?
C14B C15B C16B 122.3(7) . . ?
C15B C16B C17B 117.0(7) . . ?
C12B C17B C16B 122.5(7) . . ?
C19B C18B C14B 175.9(8) . . ?
C18B C19B C20B 171.6(8) . . ?
N2B C20B C19B 112.9(6) . . ?
N2B C20B C21B 105.9(6) . . ?
C19B C20B C21B 109.7(6) . . ?
N2B C20B C25B 105.8(5) . . ?
C19B C20B C25B 110.5(6) . . ?
C21B C20B C25B 111.9(6) . . ?
C20B C21B C22B 112.3(6) . . ?
C23B C22B C21B 110.7(6) . . ?
C22B C23B C24B 113.7(7) . . ?
C23B C24B C25B 110.4(6) . . ?
C20B C25B C24B 112.6(5) . . ?
N2B C26B C27B 120.2(7) . . ?
C28B C27B C30B 119.9(7) . . ?
C28B C27B C26B 122.1(8) . . ?
C30B C27B C26B 118.0(8) . . ?
C27B C28B C29B 121.6(8) . . ?
C2B C29B C28B 120.4(8) 2_557 . ?
C27B C30B C1B 116.8(9) . 2_557 ?
C7L C1L C6L 113.1(12) . . ?
C7L C1L C2L 115.7(11) . . ?
C6L C1L C2L 93.2(10) . . ?
C3L C2L C1L 106.0(10) . . ?
C4L C3L C2L 114.5(14) . . ?
C3L C4L C5L 119.6(11) . . ?
C3L C4L C10L 124.3(12) . . ?
C5L C4L C10L 116.0(12) . . ?
C4L C5L C6L 109.3(12) . . ?
C1L C6L C5L 111.8(10) . . ?
C8L C7L C1L 108.9(12) . . ?
C8L C7L C9L 116.2(11) . . ?
C1L C7L C9L 133.1(12) . . ?
C7M C1M C6M 110.1(12) . . ?
C7M C1M C2M 114.7(11) . . ?
C6M C1M C2M 92.5(10) . . ?
C3M C2M C1M 106.4(10) . . ?
C4M C3M C2M 114.8(13) . . ?
C3M C4M C5M 119.9(11) . . ?
C3M C4M C10M 123.1(12) . . ?
C5M C4M C10M 115.2(12) . . ?
C4M C5M C6M 110.2(12) . . ?
C1M C6M C5M 112.1(10) . . ?
C8M C7M C1M 108.3(12) . . ?
C8M C7M C9M 116.7(12) . . ?
C1M C7M C9M 130.1(12) . . ?
C4A N1A C5A 118.6(7) . . ?
C27A N2A C21A 121.1(6) . . ?
C3B N1B C4B 118.7(7) . . ?
C26B N2B C20B 119.9(6) . . ?

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
C30A C1A C2A C3A -0.7(13) 2_556 . . . ?
C30A C1A C2A C4A 178.0(7) 2_556 . . . ?
C1A C2A C3A C29A 0.1(15) . . . 2_556 ?
C4A C2A C3A C29A -178.6(9) . . . 2_556 ?
C3A C2A C4A N1A -175.7(9) . . . . ?
C1A C2A C4A N1A 5.6(12) . . . . ?
C11A C5A C6A C7A 62.4(8) . . . . ?
N1A C5A C6A C7A -173.6(6) . . . . ?
C10A C5A C6A C7A -56.9(8) . . . . ?
C5A C6A C7A C8A 56.8(8) . . . . ?
C6A C7A C8A C9A -55.3(9) . . . . ?
C7A C8A C9A C10A 54.8(9) . . . . ?
C11A C5A C10A C9A -63.6(7) . . . . ?
N1A C5A C10A C9A 173.6(5) . . . . ?
C6A C5A C10A C9A 57.5(8) . . . . ?
C8A C9A C10A C5A -57.3(9) . . . . ?
C12A C13A C14A C15A 178.8(6) . . . . ?
C18A C13A C14A C15A -2.7(10) . . . . ?
C13A C14A C15A C16A 1.1(10) . . . . ?
C13A C14A C15A C19A 176.7(6) . . . . ?
C14A C15A C16A C17A 0.0(9) . . . . ?
C19A C15A C16A C17A -175.5(6) . . . . ?
C15A C16A C17A C18A 0.6(10) . . . . ?
C16A C17A C18A C13A -2.2(10) . . . . ?
C14A C13A C18A C17A 3.1(9) . . . . ?
C12A C13A C18A C17A -178.4(6) . . . . ?
C20A C21A C22A C23A 67.6(7) . . . . ?
N2A C21A C22A C23A -169.0(5) . . . . ?
C26A C21A C22A C23A -55.0(7) . . . . ?
C21A C22A C23A C24A 60.2(8) . . . . ?
C22A C23A C24A C25A -58.7(8) . . . . ?
C23A C24A C25A C26A 57.0(7) . . . . ?
C24A C25A C26A C21A -57.4(8) . . . . ?
C20A C21A C26A C25A -67.8(9) . . . . ?
N2A C21A C26A C25A 168.1(6) . . . . ?
C22A C21A C26A C25A 53.1(8) . . . . ?
N2A C27A C28A C29A 166.0(9) . . . . ?
N2A C27A C28A C30A -8.0(12) . . . . ?
C30A C28A C29A C3A -5.0(16) . . . 2_556 ?
C27A C28A C29A C3A -179.0(9) . . . 2_556 ?
C29A C28A C30A C1A 4.2(13) . . . 2_556 ?
C27A C28A C30A C1A 178.3(7) . . . 2_556 ?
C30B C1B C2B C29B -0.9(16) 2_557 . . 2_557 ?
C30B C1B C2B C3B 177.8(9) 2_557 . . . ?
C1B C2B C3B N1B 175.4(9) . . . . ?
C29B C2B C3B N1B -6.1(13) 2_557 . . . ?
N1B C4B C5B C6B 173.5(7) . . . . ?
C10B C4B C5B C6B -61.8(9) . . . . ?
C9B C4B C5B C6B 57.4(9) . . . . ?
C4B C5B C6B C7B -55.4(9) . . . . ?
C5B C6B C7B C8B 52.8(9) . . . . ?
C6B C7B C8B C9B -53.7(9) . . . . ?
C7B C8B C9B C4B 57.7(9) . . . . ?
N1B C4B C9B C8B -175.7(5) . . . . ?
C10B C4B C9B C8B 61.4(8) . . . . ?
C5B C4B C9B C8B -58.6(9) . . . . ?
C17B C12B C13B C14B -2.3(10) . . . . ?
C11B C12B C13B C14B 179.6(6) . . . . ?
C12B C13B C14B C15B 3.1(10) . . . . ?
C12B C13B C14B C18B -176.4(6) . . . . ?
C13B C14B C15B C16B -2.7(10) . . . . ?
C18B C14B C15B C16B 176.8(7) . . . . ?
C14B C15B C16B C17B 1.3(10) . . . . ?
C13B C12B C17B C16B 0.9(11) . . . . ?
C11B C12B C17B C16B 178.9(6) . . . . ?
C15B C16B C17B C12B -0.4(11) . . . . ?
N2B C20B C21B C22B 167.7(5) . . . . ?
C19B C20B C21B C22B -70.1(8) . . . . ?
C25B C20B C21B C22B 52.9(7) . . . . ?
C20B C21B C22B C23B -53.4(8) . . . . ?
C21B C22B C23B C24B 54.4(8) . . . . ?
C22B C23B C24B C25B -54.3(7) . . . . ?
N2B C20B C25B C24B -168.0(6) . . . . ?
C19B C20B C25B C24B 69.4(8) . . . . ?
C21B C20B C25B C24B -53.1(8) . . . . ?
C23B C24B C25B C20B 52.5(8) . . . . ?
N2B C26B C27B C28B 10.0(12) . . . . ?
N2B C26B C27B C30B -169.8(8) . . . . ?
C30B C27B C28B C29B -0.1(13) . . . . ?
C26B C27B C28B C29B -179.9(7) . . . . ?
C27B C28B C29B C2B -0.2(13) . . . 2_557 ?
C28B C27B C30B C1B 0.0(14) . . . 2_557 ?
C26B C27B C30B C1B 179.8(8) . . . 2_557 ?
C7L C1L C2L C3L -166.3(13) . . . . ?
C6L C1L C2L C3L 76.1(12) . . . . ?
C1L C2L C3L C4L -59(2) . . . . ?
C2L C3L C4L C5L 32(3) . . . . ?
C2L C3L C4L C10L -144(2) . . . . ?
C3L C4L C5L C6L -27(3) . . . . ?
C10L C4L C5L C6L 149(2) . . . . ?
C7L C1L C6L C5L 163.4(13) . . . . ?
C2L C1L C6L C5L -76.9(14) . . . . ?
C4L C5L C6L C1L 54(2) . . . . ?
C6L C1L C7L C8L -124.2(18) . . . . ?
C2L C1L C7L C8L 130.0(17) . . . . ?
C6L C1L C7L C9L 72(3) . . . . ?
C2L C1L C7L C9L -34(3) . . . . ?
C7M C1M C2M C3M -169.2(13) . . . . ?
C6M C1M C2M C3M 77.3(13) . . . . ?
C1M C2M C3M C4M -59(2) . . . . ?
C2M C3M C4M C5M 27(3) . . . . ?
C2M C3M C4M C10M -137(2) . . . . ?
C3M C4M C5M C6M -22(3) . . . . ?
C10M C4M C5M C6M 144(2) . . . . ?
C7M C1M C6M C5M 166.5(13) . . . . ?
C2M C1M C6M C5M -76.1(14) . . . . ?
C4M C5M C6M C1M 50(2) . . . . ?
C6M C1M C7M C8M -138.2(18) . . . . ?
C2M C1M C7M C8M 119.2(19) . . . . ?
C6M C1M C7M C9M 68(2) . . . . ?
C2M C1M C7M C9M -35(3) . . . . ?
C2A C4A N1A C5A -179.7(6) . . . . ?
C11A C5A N1A C4A 26.2(10) . . . . ?
C10A C5A N1A C4A 146.2(7) . . . . ?
C6A C5A N1A C4A -96.5(8) . . . . ?
C28A C27A N2A C21A -176.7(7) . . . . ?
C20A C21A N2A C27A -19.4(10) . . . . ?
C26A C21A N2A C27A 104.5(8) . . . . ?
C22A C21A N2A C27A -140.8(7) . . . . ?
C2B C3B N1B C4B -179.6(7) . . . . ?
C10B C4B N1B C3B -27.7(10) . . . . ?
C9B C4B N1B C3B -148.1(8) . . . . ?
C5B C4B N1B C3B 95.3(9) . . . . ?
C27B C26B N2B C20B 173.9(6) . . . . ?
C19B C20B N2B C26B 20.9(9) . . . . ?
C21B C20B N2B C26B 141.0(7) . . . . ?
C25B C20B N2B C26B -100.1(7) . . . . ?

_refine_diff_density_max         0.527
_refine_diff_density_min         -0.564
_refine_diff_density_rms         0.070
_shelxl_version_number           2012-9
_exptl_crystal_recrystallization_method 'Inmersion in R-Limonene'
####################################################################### 
# 
# 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_3_Stilbene
_audit_block_doi                 10.5517/cc12zgzh
_database_code_depnum_ccdc_archive 'CCDC 1012397'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C5SC01838B 2015
_audit_update_record             
;
2014-07-07 deposited with the CCDC.
2016-01-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C74 H72 N4'
_chemical_formula_weight         1017.35
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'

_symmetry_cell_setting           Triclinic
_space_group_IT_number           2
_symmetry_space_group_name_H-M   P-1
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   5.8111(13)
_cell_length_b                   17.553(4)
_cell_length_c                   28.328(5)
_cell_angle_alpha                82.080(6)
_cell_angle_beta                 89.417(6)
_cell_angle_gamma                83.086(6)
_cell_volume                     2841.2(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1304
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      28.46

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_F_000             1088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.069
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.768
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating anode X-ray tube'
_diffrn_source_type              'Bruker-Nonius FR 591'
_diffrn_source_power             50
_diffrn_source_current           70
_diffrn_source_size              '0.3 mm x 0.3 mm fine focus'
_diffrn_radiation_monochromator  'Multilayer Montel 200 mirrors'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'Kappa 4-axis goniometer bruker-nonius'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            21469
_diffrn_reflns_av_unetI/netI     0.0858
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         0.726
_diffrn_reflns_theta_max         28.572
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.868
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.868
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.868
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             21469
_reflns_number_gt                14509
_reflns_threshold_expression     >2sigma(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       'Bruker APEX2 v2011.4-0'
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1083P)²+3.1100P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         21469
_refine_ls_number_parameters     818
_refine_ls_number_restraints     246
_refine_ls_R_factor_all          0.1388
_refine_ls_R_factor_gt           0.0949
_refine_ls_wR_factor_ref         0.2665
_refine_ls_wR_factor_gt          0.2375
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.043
_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 0.9106(7) 0.13210(17) 0.38151(11) 0.0200(7) Uani 1 1 d . . . . .
C2 C 1.0311(7) 0.08175(18) 0.42532(11) 0.0210(7) Uani 1 1 d . . . . .
H2A H 1.1927 0.0936 0.4273 0.025 Uiso 1 1 calc R U . . .
H2B H 0.9500 0.0949 0.4545 0.025 Uiso 1 1 calc R U . . .
C3 C 1.0329(7) -0.00458(19) 0.42311(12) 0.0260(8) Uani 1 1 d . . . . .
H3A H 1.1305 -0.0191 0.3962 0.031 Uiso 1 1 calc R U . . .
H3B H 1.1021 -0.0344 0.4528 0.031 Uiso 1 1 calc R U . . .
C4 C 0.7918(8) -0.0255(2) 0.41686(13) 0.0294(9) Uani 1 1 d . . . . .
H4A H 0.6981 -0.0159 0.4453 0.035 Uiso 1 1 calc R U . . .
H4B H 0.8002 -0.0813 0.4139 0.035 Uiso 1 1 calc R U . . .
C5 C 0.6753(7) 0.02232(19) 0.37254(12) 0.0260(8) Uani 1 1 d . . . . .
H5A H 0.5150 0.0096 0.3699 0.031 Uiso 1 1 calc R U . . .
H5B H 0.7612 0.0092 0.3438 0.031 Uiso 1 1 calc R U . . .
C6 C 0.6704(7) 0.10882(19) 0.37526(12) 0.0234(7) Uani 1 1 d . . . . .
H6A H 0.5992 0.1386 0.3457 0.028 Uiso 1 1 calc R U . . .
H6B H 0.5723 0.1224 0.4024 0.028 Uiso 1 1 calc R U . . .
C7 C 1.0447(7) 0.12472(18) 0.33735(11) 0.0223(7) Uani 1 1 d . . . . .
C8 C 1.1392(7) 0.12337(19) 0.29966(11) 0.0231(7) Uani 1 1 d . . . . .
C9 C 1.2462(7) 0.12742(19) 0.25367(11) 0.0227(7) Uani 1 1 d . . . . .
C10 C 1.4638(7) 0.0893(2) 0.24697(12) 0.0248(8) Uani 1 1 d . . . . .
H10 H 1.5435 0.0574 0.2730 0.030 Uiso 1 1 calc R U . . .
C11 C 1.5664(7) 0.0975(2) 0.20244(12) 0.0261(8) Uani 1 1 d . . . . .
H11 H 1.7158 0.0710 0.1980 0.031 Uiso 1 1 calc R U . . .
C12 C 1.4507(7) 0.1446(2) 0.16425(12) 0.0277(8) Uani 1 1 d . . . . .
H12 H 1.5226 0.1505 0.1339 0.033 Uiso 1 1 calc R U . . .
C13 C 1.2325(7) 0.1825(2) 0.17016(11) 0.0257(8) Uani 1 1 d . . . . .
C14 C 1.1291(7) 0.1733(2) 0.21509(11) 0.0260(8) Uani 1 1 d . . . . .
H14 H 0.9777 0.1985 0.2194 0.031 Uiso 1 1 calc R U . . .
C15 C 1.1124(7) 0.2316(2) 0.13110(12) 0.0278(8) Uani 1 1 d . . . . .
C16 C 1.0108(7) 0.27174(19) 0.09882(11) 0.0237(8) Uani 1 1 d . . . . .
C17 C 0.8767(7) 0.31664(18) 0.05798(11) 0.0223(7) Uani 1 1 d . . . . .
C18 C 0.6611(7) 0.2784(2) 0.05032(14) 0.0297(8) Uani 1 1 d . . . . .
H18A H 0.5662 0.2766 0.0796 0.036 Uiso 1 1 calc R U . . .
H18B H 0.5672 0.3100 0.0241 0.036 Uiso 1 1 calc R U . . .
C19 C 0.7215(8) 0.1966(2) 0.03827(15) 0.0337(9) Uani 1 1 d . . . . .
H19A H 0.8032 0.1636 0.0657 0.040 Uiso 1 1 calc R U . . .
H19B H 0.5771 0.1745 0.0324 0.040 Uiso 1 1 calc R U . . .
C20 C 0.8743(8) 0.1961(2) -0.00552(13) 0.0361(10) Uani 1 1 d . . . . .
H20A H 0.9219 0.1419 -0.0109 0.043 Uiso 1 1 calc R U . . .
H20B H 0.7850 0.2231 -0.0338 0.043 Uiso 1 1 calc R U . . .
C21 C 1.0871(8) 0.2354(2) 0.00033(13) 0.0324(9) Uani 1 1 d . . . . .
H21A H 1.1767 0.2378 -0.0296 0.039 Uiso 1 1 calc R U . . .
H21B H 1.1865 0.2045 0.0259 0.039 Uiso 1 1 calc R U . . .
C22 C 1.0247(7) 0.3169(2) 0.01259(12) 0.0268(8) Uani 1 1 d . . . . .
H22A H 0.9377 0.3493 -0.0143 0.032 Uiso 1 1 calc R U . . .
H22B H 1.1685 0.3399 0.0174 0.032 Uiso 1 1 calc R U . . .
C23 C 0.9294(8) 0.4319(2) 0.08784(14) 0.0362(10) Uani 1 1 d . . . . .
H23 H 1.0690 0.4039 0.1012 0.043 Uiso 1 1 calc R U . . .
C24 C 0.8702(8) 0.5139(2) 0.09522(14) 0.0335(9) Uani 1 1 d . . . . .
C25 C 0.6552(8) 0.5554(2) 0.08121(13) 0.0304(9) Uani 1 1 d . . . . .
H25 H 0.5460 0.5319 0.0650 0.037 Uiso 1 1 calc R U . . .
C26 C 0.6022(7) 0.6301(2) 0.09094(13) 0.0288(8) Uani 1 1 d . . . . .
H26 H 0.4559 0.6580 0.0815 0.035 Uiso 1 1 calc R U . . .
C27 C 0.7612(7) 0.6653(2) 0.11445(13) 0.0291(9) Uani 1 1 d . . . . .
C28 C 0.9748(9) 0.6253(2) 0.12678(16) 0.0428(11) Uani 1 1 d . . . . .
H28 H 1.0868 0.6498 0.1414 0.051 Uiso 1 1 calc R U . . .
C29 C 1.0289(9) 0.5490(3) 0.11810(17) 0.0468(12) Uani 1 1 d . . . . .
H29 H 1.1747 0.5211 0.1279 0.056 Uiso 1 1 calc R U . . .
C30 C 0.7094(7) 0.7457(2) 0.12505(13) 0.0301(9) Uani 1 1 d . . . . .
H30 H 0.8190 0.7664 0.1428 0.036 Uiso 1 1 calc R U . . .
C31 C 0.4938(7) 0.87019(18) 0.11929(11) 0.0209(7) Uani 1 1 d . . . . .
C32 C 0.5867(7) 0.91581(18) 0.07426(11) 0.0220(7) Uani 1 1 d . . . . .
H32A H 0.7575 0.9038 0.0736 0.026 Uiso 1 1 calc R U . . .
H32B H 0.5229 0.8986 0.0458 0.026 Uiso 1 1 calc R U . . .
C33 C 0.5242(7) 1.00351(19) 0.07175(12) 0.0259(8) Uani 1 1 d . . . . .
H33A H 0.6042 1.0222 0.0978 0.031 Uiso 1 1 calc R U . . .
H33B H 0.5779 1.0296 0.0411 0.031 Uiso 1 1 calc R U . . .
C34 C 0.2646(7) 1.0243(2) 0.07600(12) 0.0283(8) Uani 1 1 d . . . . .
H34A H 0.1852 1.0101 0.0483 0.034 Uiso 1 1 calc R U . . .
H34B H 0.2287 1.0809 0.0759 0.034 Uiso 1 1 calc R U . . .
C35 C 0.1764(7) 0.98178(19) 0.12182(12) 0.0257(8) Uani 1 1 d . . . . .
H35A H 0.0063 0.9949 0.1237 0.031 Uiso 1 1 calc R U . . .
H35B H 0.2477 0.9989 0.1495 0.031 Uiso 1 1 calc R U . . .
C36 C 0.2347(7) 0.89407(19) 0.12381(12) 0.0234(7) Uani 1 1 d . . . . .
H36A H 0.1798 0.8681 0.1544 0.028 Uiso 1 1 calc R U . . .
H36B H 0.1518 0.8765 0.0977 0.028 Uiso 1 1 calc R U . . .
C37 C 0.6156(7) 0.88274(18) 0.16275(11) 0.0212(7) Uani 1 1 d . . . . .
C38 C 0.7083(7) 0.88778(18) 0.19927(11) 0.0213(7) Uani 1 1 d . . . . .
C39 C 0.8308(7) 0.88560(18) 0.24367(11) 0.0217(7) Uani 1 1 d . . . . .
C40 C 0.7668(7) 0.83768(19) 0.28362(11) 0.0216(7) Uani 1 1 d . . . . .
H40 H 0.6339 0.8114 0.2822 0.026 Uiso 1 1 calc R U . . .
C41 C 0.8955(7) 0.82778(18) 0.32571(11) 0.0219(7) Uani 1 1 d . . . . .
C42 C 1.0903(7) 0.86651(19) 0.32747(12) 0.0254(8) Uani 1 1 d . . . . .
H42 H 1.1828 0.8587 0.3556 0.030 Uiso 1 1 calc R U . . .
C43 C 1.1486(7) 0.9163(2) 0.28820(12) 0.0244(8) Uani 1 1 d . . . . .
H43 H 1.2778 0.9443 0.2899 0.029 Uiso 1 1 calc R U . . .
C44 C 1.0200(7) 0.92580(19) 0.24635(12) 0.0240(8) Uani 1 1 d . . . . .
H44 H 1.0619 0.9599 0.2195 0.029 Uiso 1 1 calc R U . . .
C45 C 0.8300(7) 0.77662(18) 0.36637(11) 0.0227(7) Uani 1 1 d . . . . .
C46 C 0.7711(7) 0.73491(18) 0.40002(11) 0.0217(7) Uani 1 1 d . . . . .
C47 C 0.6684(7) 0.68705(18) 0.44036(11) 0.0208(7) Uani 1 1 d . . . . .
C48 C 0.4088(7) 0.7137(2) 0.44091(13) 0.0275(8) Uani 1 1 d . . . . .
H48A H 0.3344 0.6794 0.4656 0.033 Uiso 1 1 calc R U . . .
H48B H 0.3403 0.7094 0.4097 0.033 Uiso 1 1 calc R U . . .
C49 C 0.3597(7) 0.7973(2) 0.45106(14) 0.0302(8) Uani 1 1 d . . . . .
H49A H 0.4211 0.8322 0.4247 0.036 Uiso 1 1 calc R U . . .
H49B H 0.1900 0.8118 0.4525 0.036 Uiso 1 1 calc R U . . .
C50 C 0.4697(8) 0.8080(2) 0.49784(13) 0.0328(9) Uani 1 1 d . . . . .
H50A H 0.4474 0.8635 0.5017 0.039 Uiso 1 1 calc R U . . .
H50B H 0.3916 0.7792 0.5246 0.039 Uiso 1 1 calc R U . . .
C51 C 0.7266(8) 0.7793(2) 0.49942(12) 0.0309(9) Uani 1 1 d . . . . .
H51A H 0.7883 0.7816 0.5316 0.037 Uiso 1 1 calc R U . . .
H51B H 0.8082 0.8139 0.4762 0.037 Uiso 1 1 calc R U . . .
C52 C 0.7755(7) 0.69626(19) 0.48795(11) 0.0245(8) Uani 1 1 d . . . . .
H52A H 0.9453 0.6816 0.4869 0.029 Uiso 1 1 calc R U . . .
H52B H 0.7124 0.6606 0.5137 0.029 Uiso 1 1 calc R U . . .
C53 C 0.8802(8) 0.5750(2) 0.41689(13) 0.0294(8) Uani 1 1 d . . . . .
H53 H 0.9938 0.6080 0.4062 0.035 Uiso 1 1 calc R U . . .
C54 C 0.9230(8) 0.49214(19) 0.41090(13) 0.0293(8) Uani 1 1 d . . . . .
C55 C 0.7576(8) 0.4426(2) 0.42463(13) 0.0299(9) Uani 1 1 d . . . . .
H55 H 0.6223 0.4606 0.4409 0.036 Uiso 1 1 calc R U . . .
C56 C 0.7894(7) 0.36714(19) 0.41472(13) 0.0281(8) Uani 1 1 d . . . . .
H56 H 0.6756 0.3336 0.4242 0.034 Uiso 1 1 calc R U . . .
C57 C 0.9876(7) 0.33968(19) 0.39077(12) 0.0268(8) Uani 1 1 d . . . . .
C58 C 1.1544(8) 0.3884(2) 0.37841(14) 0.0338(9) Uani 1 1 d . . . . .
H58 H 1.2920 0.3699 0.3631 0.041 Uiso 1 1 calc R U . . .
C59 C 1.1219(8) 0.4646(2) 0.38832(15) 0.0355(9) Uani 1 1 d . . . . .
H59 H 1.2372 0.4979 0.3795 0.043 Uiso 1 1 calc R U . . .
C60 C 1.0171(7) 0.26018(19) 0.37812(12) 0.0255(8) Uani 1 1 d . . . . .
H60 H 1.1430 0.2446 0.3586 0.031 Uiso 1 1 calc R U . . .
N1 N 0.8774(6) 0.21274(15) 0.39293(9) 0.0233(7) Uani 1 1 d . . . . .
N2 N 0.6978(6) 0.60337(16) 0.43575(10) 0.0261(7) Uani 1 1 d . . . . .
N3 N 0.8000(6) 0.39807(16) 0.06432(10) 0.0269(7) Uani 1 1 d . . . . .
N4 N 0.5248(6) 0.78772(15) 0.11132(10) 0.0242(7) Uani 1 1 d . . . . .
C1S C 0.610(2) 0.4217(5) 0.2631(3) 0.0502(17) Uani 0.5 1 d . U P A 1
C2S C 0.617(2) 0.3442(6) 0.2758(4) 0.0494(18) Uani 0.5 1 d . U P A 1
H2S H 0.6555 0.3215 0.3076 0.059 Uiso 0.5 1 calc R U P A 1
C3S C 0.566(2) 0.2971(6) 0.2412(4) 0.0507(18) Uani 0.5 1 d . U P A 1
H3S H 0.5532 0.2436 0.2503 0.061 Uiso 0.5 1 calc R U P A 1
C4S C 0.534(2) 0.3295(5) 0.1948(3) 0.0508(18) Uani 0.5 1 d . U P A 1
H4S H 0.5140 0.2969 0.1714 0.061 Uiso 0.5 1 calc R U P A 1
C5S C 0.5309(19) 0.4036(6) 0.1815(3) 0.0496(18) Uani 0.5 1 d . U P A 1
H5S H 0.5042 0.4242 0.1490 0.060 Uiso 0.5 1 calc R U P A 1
C6S C 0.566(2) 0.4528(6) 0.2145(4) 0.0496(19) Uani 0.5 1 d . U P A 1
H6S H 0.5610 0.5070 0.2046 0.060 Uiso 0.5 1 calc R U P A 1
C7S C 0.672(2) 0.4701(6) 0.2973(4) 0.062(2) Uani 0.5 1 d . U P A 1
H7S1 H 0.7852 0.4456 0.3202 0.074 Uiso 0.5 1 calc R U P A 1
C8S C 0.596(2) 0.5441(6) 0.3018(4) 0.064(2) Uani 0.5 1 d . U P A 1
H8S1 H 0.6830 0.5678 0.3228 0.077 Uiso 0.5 1 calc R U P A 1
C9S C 0.398(3) 0.5921(7) 0.2787(4) 0.068(2) Uani 0.5 1 d . U P A 1
C10S C 0.181(3) 0.5645(10) 0.2706(5) 0.069(2) Uani 0.5 1 d . U P A 1
H10S H 0.1698 0.5108 0.2790 0.083 Uiso 0.5 1 calc R U P A 1
C11S C -0.005(3) 0.6100(7) 0.2521(4) 0.075(2) Uani 0.5 1 d . U P A 1
H11S H -0.1466 0.5891 0.2485 0.090 Uiso 0.5 1 calc R U P A 1
C12S C 0.008(3) 0.6901(7) 0.2377(4) 0.078(2) Uani 0.5 1 d . U P A 1
H12S H -0.1252 0.7247 0.2270 0.093 Uiso 0.5 1 calc R U P A 1
C13S C 0.244(3) 0.7186(7) 0.2399(5) 0.078(3) Uani 0.5 1 d . U P A 1
H13S H 0.2708 0.7691 0.2257 0.093 Uiso 0.5 1 calc R U P A 1
C14S C 0.410(3) 0.6701(6) 0.2624(5) 0.076(2) Uani 0.5 1 d . U P A 1
H14S H 0.5507 0.6899 0.2681 0.091 Uiso 0.5 1 calc R U P A 1
C1' C 0.236(4) 0.5615(12) 0.2556(6) 0.081(2) Uani 0.5 1 d . U P B 2
C2' C 0.393(3) 0.5412(8) 0.2888(5) 0.075(2) Uani 0.5 1 d . U P B 2
H2' H 0.4530 0.4883 0.2969 0.090 Uiso 0.5 1 calc R U P B 2
C3' C 0.476(3) 0.6017(7) 0.3140(4) 0.071(2) Uani 0.5 1 d . U P B 2
H3' H 0.5962 0.5877 0.3373 0.086 Uiso 0.5 1 calc R U P B 2
C4' C 0.390(3) 0.6705(7) 0.3047(4) 0.071(2) Uani 0.5 1 d . U P B 2
H4' H 0.4277 0.7065 0.3247 0.085 Uiso 0.5 1 calc R U P B 2
C5' C 0.236(3) 0.6977(9) 0.2653(5) 0.077(3) Uani 0.5 1 d . U P B 2
H5' H 0.2002 0.7511 0.2534 0.092 Uiso 0.5 1 calc R U P B 2
C6' C 0.147(3) 0.6419(8) 0.2463(5) 0.084(2) Uani 0.5 1 d . U P B 2
H6' H 0.0174 0.6564 0.2255 0.101 Uiso 0.5 1 calc R U P B 2
C7' C 0.116(3) 0.5075(8) 0.2296(5) 0.083(2) Uani 0.5 1 d . U P B 2
H7'1 H -0.0371 0.5240 0.2179 0.100 Uiso 0.5 1 calc R U P B 2
C8' C 0.218(3) 0.4364(8) 0.2224(5) 0.086(2) Uani 0.5 1 d . U P B 2
H8'1 H 0.1151 0.4045 0.2112 0.104 Uiso 0.5 1 calc R U P B 2
C9' C 0.4476(15) 0.4017(5) 0.2285(4) 0.084(2) Uani 0.5 1 d G U P B 2
C10' C 0.4833(15) 0.3296(5) 0.2564(3) 0.081(2) Uani 0.5 1 d G U P B 2
H10' H 0.3548 0.3030 0.2667 0.097 Uiso 0.5 1 calc R U P B 2
C11' C 0.7071(18) 0.2965(4) 0.2693(3) 0.081(3) Uani 0.5 1 d G U P B 2
H11' H 0.7316 0.2472 0.2884 0.098 Uiso 0.5 1 calc R U P B 2
C12' C 0.8952(14) 0.3354(5) 0.2542(3) 0.085(3) Uani 0.5 1 d G U P B 2
H12' H 1.0482 0.3127 0.2630 0.102 Uiso 0.5 1 calc R U P B 2
C13' C 0.8595(16) 0.4074(5) 0.2263(3) 0.088(3) Uani 0.5 1 d G U P B 2
H13' H 0.9880 0.4340 0.2160 0.105 Uiso 0.5 1 calc R U P B 2
C14' C 0.6357(19) 0.4405(4) 0.2135(4) 0.088(3) Uani 0.5 1 d G U P B 2
H14' H 0.6112 0.4898 0.1944 0.105 Uiso 0.5 1 calc R U P B 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
C1 C7 1.479(5) . ?
C1 N1 1.485(4) . ?
C1 C6 1.519(5) . ?
C1 C2 1.542(4) . ?
C2 C3 1.524(4) . ?
C3 C4 1.508(6) . ?
C4 C5 1.526(5) . ?
C5 C6 1.528(4) . ?
C7 C8 1.198(5) . ?
C8 C9 1.434(5) . ?
C9 C10 1.382(5) . ?
C9 C14 1.395(5) . ?
C10 C11 1.386(5) . ?
C11 C12 1.393(5) . ?
C12 C13 1.380(5) . ?
C13 C14 1.399(5) . ?
C13 C15 1.436(5) . ?
C15 C16 1.189(5) . ?
C16 C17 1.479(5) . ?
C17 N3 1.480(4) . ?
C17 C18 1.522(5) . ?
C17 C22 1.540(5) . ?
C18 C19 1.521(5) . ?
C19 C20 1.518(6) . ?
C20 C21 1.508(6) . ?
C21 C22 1.518(5) . ?
C23 N3 1.260(5) . ?
C23 C24 1.483(5) . ?
C24 C29 1.382(6) . ?
C24 C25 1.400(6) . ?
C25 C26 1.376(5) . ?
C26 C27 1.394(6) . ?
C27 C28 1.374(6) . ?
C27 C30 1.478(5) . ?
C28 C29 1.393(6) . ?
C30 N4 1.259(5) . ?
C31 C37 1.481(5) . ?
C31 N4 1.485(4) . ?
C31 C36 1.523(5) . ?
C31 C32 1.539(4) . ?
C32 C33 1.531(4) . ?
C33 C34 1.516(5) . ?
C34 C35 1.522(5) . ?
C35 C36 1.529(5) . ?
C37 C38 1.190(5) . ?
C38 C39 1.445(5) . ?
C39 C44 1.384(5) . ?
C39 C40 1.390(5) . ?
C40 C41 1.394(5) . ?
C41 C42 1.393(5) . ?
C41 C45 1.437(5) . ?
C42 C43 1.383(5) . ?
C43 C44 1.388(5) . ?
C45 C46 1.193(5) . ?
C46 C47 1.487(5) . ?
C47 N2 1.482(4) . ?
C47 C48 1.525(5) . ?
C47 C52 1.527(4) . ?
C48 C49 1.526(5) . ?
C49 C50 1.521(5) . ?
C50 C51 1.516(6) . ?
C51 C52 1.529(5) . ?
C53 N2 1.261(5) . ?
C53 C54 1.479(5) . ?
C54 C59 1.383(6) . ?
C54 C55 1.390(6) . ?
C55 C56 1.382(5) . ?
C56 C57 1.400(6) . ?
C57 C58 1.379(6) . ?
C57 C60 1.478(5) . ?
C58 C59 1.396(5) . ?
C60 N1 1.260(5) . ?
C1S C2S 1.354(13) . ?
C1S C6S 1.424(14) . ?
C1S C7S 1.449(14) . ?
C2S C3S 1.422(14) . ?
C3S C4S 1.363(14) . ?
C4S C5S 1.302(13) . ?
C5S C6S 1.389(15) . ?
C7S C8S 1.344(14) . ?
C8S C9S 1.449(17) . ?
C9S C14S 1.394(16) . ?
C9S C10S 1.43(2) . ?
C10S C11S 1.33(2) . ?
C11S C12S 1.421(18) . ?
C12S C13S 1.52(2) . ?
C13S C14S 1.312(19) . ?
C1' C2' 1.30(2) . ?
C1' C6' 1.43(2) . ?
C1' C7' 1.52(2) . ?
C2' C3' 1.488(18) . ?
C3' C4' 1.245(16) . ?
C4' C5' 1.431(19) . ?
C5' C6' 1.34(2) . ?
C7' C8' 1.356(18) . ?
C8' C9' 1.402(17) . ?
C9' C10' 1.3900 . ?
C9' C14' 1.3900 . ?
C10' C11' 1.3900 . ?
C11' C12' 1.3900 . ?
C12' C13' 1.3900 . ?
C13' C14' 1.3900 . ?

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 C1 N1 112.7(3) . . ?
C7 C1 C6 109.2(3) . . ?
N1 C1 C6 106.8(3) . . ?
C7 C1 C2 112.0(3) . . ?
N1 C1 C2 106.3(2) . . ?
C6 C1 C2 109.7(3) . . ?
C3 C2 C1 112.2(3) . . ?
C4 C3 C2 111.7(3) . . ?
C3 C4 C5 110.7(3) . . ?
C4 C5 C6 110.5(3) . . ?
C1 C6 C5 112.6(3) . . ?
C8 C7 C1 174.4(4) . . ?
C7 C8 C9 175.9(4) . . ?
C10 C9 C14 119.4(3) . . ?
C10 C9 C8 121.9(3) . . ?
C14 C9 C8 118.6(3) . . ?
C9 C10 C11 120.3(3) . . ?
C10 C11 C12 120.1(4) . . ?
C13 C12 C11 120.5(3) . . ?
C12 C13 C14 119.1(3) . . ?
C12 C13 C15 120.9(3) . . ?
C14 C13 C15 120.0(4) . . ?
C9 C14 C13 120.6(4) . . ?
C16 C15 C13 179.3(5) . . ?
C15 C16 C17 175.8(4) . . ?
C16 C17 N3 113.9(3) . . ?
C16 C17 C18 109.3(3) . . ?
N3 C17 C18 107.6(3) . . ?
C16 C17 C22 109.5(3) . . ?
N3 C17 C22 108.1(3) . . ?
C18 C17 C22 108.4(3) . . ?
C19 C18 C17 111.9(3) . . ?
C20 C19 C18 111.1(3) . . ?
C21 C20 C19 111.1(3) . . ?
C20 C21 C22 111.8(3) . . ?
C21 C22 C17 111.3(3) . . ?
N3 C23 C24 122.0(4) . . ?
C29 C24 C25 119.6(4) . . ?
C29 C24 C23 118.7(4) . . ?
C25 C24 C23 121.7(4) . . ?
C26 C25 C24 119.9(4) . . ?
C25 C26 C27 120.7(4) . . ?
C28 C27 C26 119.3(3) . . ?
C28 C27 C30 119.0(4) . . ?
C26 C27 C30 121.8(4) . . ?
C27 C28 C29 120.7(4) . . ?
C24 C29 C28 119.9(4) . . ?
N4 C30 C27 122.2(4) . . ?
C37 C31 N4 112.4(3) . . ?
C37 C31 C36 109.8(3) . . ?
N4 C31 C36 107.2(3) . . ?
C37 C31 C32 111.5(3) . . ?
N4 C31 C32 105.9(2) . . ?
C36 C31 C32 109.9(3) . . ?
C33 C32 C31 112.9(3) . . ?
C34 C33 C32 110.9(3) . . ?
C33 C34 C35 110.4(3) . . ?
C34 C35 C36 111.0(3) . . ?
C31 C36 C35 112.1(3) . . ?
C38 C37 C31 175.1(3) . . ?
C37 C38 C39 174.1(3) . . ?
C44 C39 C40 119.5(3) . . ?
C44 C39 C38 121.4(3) . . ?
C40 C39 C38 118.9(3) . . ?
C39 C40 C41 120.7(3) . . ?
C42 C41 C40 119.3(3) . . ?
C42 C41 C45 120.7(3) . . ?
C40 C41 C45 120.0(3) . . ?
C43 C42 C41 119.8(3) . . ?
C42 C43 C44 120.5(3) . . ?
C39 C44 C43 120.1(3) . . ?
C46 C45 C41 178.6(4) . . ?
C45 C46 C47 173.0(4) . . ?
N2 C47 C46 112.9(3) . . ?
N2 C47 C48 107.6(3) . . ?
C46 C47 C48 107.9(3) . . ?
N2 C47 C52 107.7(3) . . ?
C46 C47 C52 111.3(3) . . ?
C48 C47 C52 109.3(3) . . ?
C47 C48 C49 111.6(3) . . ?
C50 C49 C48 111.5(3) . . ?
C51 C50 C49 111.5(3) . . ?
C50 C51 C52 112.1(3) . . ?
C47 C52 C51 112.0(3) . . ?
N2 C53 C54 122.2(4) . . ?
C59 C54 C55 119.4(3) . . ?
C59 C54 C53 119.8(4) . . ?
C55 C54 C53 120.6(4) . . ?
C56 C55 C54 120.2(4) . . ?
C55 C56 C57 120.6(4) . . ?
C58 C57 C56 119.0(3) . . ?
C58 C57 C60 120.2(4) . . ?
C56 C57 C60 120.8(3) . . ?
C57 C58 C59 120.3(4) . . ?
C54 C59 C58 120.5(4) . . ?
N1 C60 C57 120.9(3) . . ?
C60 N1 C1 121.0(3) . . ?
C53 N2 C47 118.8(3) . . ?
C23 N3 C17 118.0(3) . . ?
C30 N4 C31 119.2(3) . . ?
C2S C1S C6S 118.5(9) . . ?
C2S C1S C7S 120.2(9) . . ?
C6S C1S C7S 120.9(9) . . ?
C1S C2S C3S 119.4(9) . . ?
C4S C3S C2S 119.3(9) . . ?
C5S C4S C3S 122.2(9) . . ?
C4S C5S C6S 120.6(10) . . ?
C5S C6S C1S 119.7(9) . . ?
C8S C7S C1S 130.5(10) . . ?
C7S C8S C9S 127.7(11) . . ?
C14S C9S C10S 115.7(13) . . ?
C14S C9S C8S 120.3(14) . . ?
C10S C9S C8S 124.0(12) . . ?
C11S C10S C9S 123.6(16) . . ?
C10S C11S C12S 119.5(17) . . ?
C11S C12S C13S 117.7(13) . . ?
C14S C13S C12S 116.7(13) . . ?
C13S C14S C9S 125.8(16) . . ?
C2' C1' C6' 117.4(17) . . ?
C2' C1' C7' 126.3(17) . . ?
C6' C1' C7' 115.9(16) . . ?
C1' C2' C3' 119.3(15) . . ?
C4' C3' C2' 120.2(13) . . ?
C3' C4' C5' 122.8(12) . . ?
C6' C5' C4' 114.6(14) . . ?
C5' C6' C1' 123.8(16) . . ?
C8' C7' C1' 122.7(16) . . ?
C7' C8' C9' 131.4(15) . . ?
C10' C9' C14' 120.0 . . ?
C10' C9' C8' 116.9(9) . . ?
C14' C9' C8' 122.5(9) . . ?
C11' C10' C9' 120.0 . . ?
C10' C11' C12' 120.0 . . ?
C13' C12' C11' 120.0 . . ?
C12' C13' C14' 120.0 . . ?
C13' C14' C9' 120.0 . . ?

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
C7 C1 C2 C3 -68.1(4) . . . . ?
N1 C1 C2 C3 168.4(3) . . . . ?
C6 C1 C2 C3 53.3(4) . . . . ?
C1 C2 C3 C4 -55.2(4) . . . . ?
C2 C3 C4 C5 56.2(4) . . . . ?
C3 C4 C5 C6 -56.5(4) . . . . ?
C7 C1 C6 C5 68.6(3) . . . . ?
N1 C1 C6 C5 -169.3(3) . . . . ?
C2 C1 C6 C5 -54.5(4) . . . . ?
C4 C5 C6 C1 56.8(4) . . . . ?
C14 C9 C10 C11 1.0(6) . . . . ?
C8 C9 C10 C11 -176.9(3) . . . . ?
C9 C10 C11 C12 0.3(6) . . . . ?
C10 C11 C12 C13 -0.8(6) . . . . ?
C11 C12 C13 C14 0.1(6) . . . . ?
C11 C12 C13 C15 179.6(3) . . . . ?
C10 C9 C14 C13 -1.7(6) . . . . ?
C8 C9 C14 C13 176.3(3) . . . . ?
C12 C13 C14 C9 1.1(6) . . . . ?
C15 C13 C14 C9 -178.3(3) . . . . ?
C16 C17 C18 C19 -61.9(4) . . . . ?
N3 C17 C18 C19 174.1(3) . . . . ?
C22 C17 C18 C19 57.5(4) . . . . ?
C17 C18 C19 C20 -57.0(4) . . . . ?
C18 C19 C20 C21 54.2(4) . . . . ?
C19 C20 C21 C22 -54.6(4) . . . . ?
C20 C21 C22 C17 56.7(4) . . . . ?
C16 C17 C22 C21 62.1(4) . . . . ?
N3 C17 C22 C21 -173.4(3) . . . . ?
C18 C17 C22 C21 -57.1(4) . . . . ?
N3 C23 C24 C29 -174.9(4) . . . . ?
N3 C23 C24 C25 7.5(6) . . . . ?
C29 C24 C25 C26 -1.0(6) . . . . ?
C23 C24 C25 C26 176.6(4) . . . . ?
C24 C25 C26 C27 0.3(6) . . . . ?
C25 C26 C27 C28 1.7(6) . . . . ?
C25 C26 C27 C30 179.6(3) . . . . ?
C26 C27 C28 C29 -3.1(7) . . . . ?
C30 C27 C28 C29 178.9(4) . . . . ?
C25 C24 C29 C28 -0.4(7) . . . . ?
C23 C24 C29 C28 -178.1(4) . . . . ?
C27 C28 C29 C24 2.5(7) . . . . ?
C28 C27 C30 N4 174.2(4) . . . . ?
C26 C27 C30 N4 -3.7(6) . . . . ?
C37 C31 C32 C33 -69.1(4) . . . . ?
N4 C31 C32 C33 168.3(3) . . . . ?
C36 C31 C32 C33 52.8(4) . . . . ?
C31 C32 C33 C34 -54.9(4) . . . . ?
C32 C33 C34 C35 56.4(4) . . . . ?
C33 C34 C35 C36 -57.7(4) . . . . ?
C37 C31 C36 C35 69.4(3) . . . . ?
N4 C31 C36 C35 -168.2(3) . . . . ?
C32 C31 C36 C35 -53.5(3) . . . . ?
C34 C35 C36 C31 57.1(4) . . . . ?
C44 C39 C40 C41 -2.1(5) . . . . ?
C38 C39 C40 C41 173.3(3) . . . . ?
C39 C40 C41 C42 0.0(5) . . . . ?
C39 C40 C41 C45 -178.6(3) . . . . ?
C40 C41 C42 C43 2.4(5) . . . . ?
C45 C41 C42 C43 -179.1(3) . . . . ?
C41 C42 C43 C44 -2.6(5) . . . . ?
C40 C39 C44 C43 2.0(5) . . . . ?
C38 C39 C44 C43 -173.4(3) . . . . ?
C42 C43 C44 C39 0.4(5) . . . . ?
N2 C47 C48 C49 173.7(3) . . . . ?
C46 C47 C48 C49 -64.2(4) . . . . ?
C52 C47 C48 C49 57.1(4) . . . . ?
C47 C48 C49 C50 -56.7(4) . . . . ?
C48 C49 C50 C51 53.6(4) . . . . ?
C49 C50 C51 C52 -52.5(4) . . . . ?
N2 C47 C52 C51 -172.4(3) . . . . ?
C46 C47 C52 C51 63.3(4) . . . . ?
C48 C47 C52 C51 -55.9(4) . . . . ?
C50 C51 C52 C47 54.5(4) . . . . ?
N2 C53 C54 C59 177.5(4) . . . . ?
N2 C53 C54 C55 2.2(6) . . . . ?
C59 C54 C55 C56 -1.6(6) . . . . ?
C53 C54 C55 C56 173.8(3) . . . . ?
C54 C55 C56 C57 -0.1(6) . . . . ?
C55 C56 C57 C58 1.9(6) . . . . ?
C55 C56 C57 C60 -177.1(3) . . . . ?
C56 C57 C58 C59 -2.0(6) . . . . ?
C60 C57 C58 C59 177.0(4) . . . . ?
C55 C54 C59 C58 1.4(6) . . . . ?
C53 C54 C59 C58 -174.0(4) . . . . ?
C57 C58 C59 C54 0.4(6) . . . . ?
C58 C57 C60 N1 173.4(4) . . . . ?
C56 C57 C60 N1 -7.6(5) . . . . ?
C57 C60 N1 C1 -178.1(3) . . . . ?
C7 C1 N1 C60 -25.0(5) . . . . ?
C6 C1 N1 C60 -144.9(3) . . . . ?
C2 C1 N1 C60 98.0(4) . . . . ?
C54 C53 N2 C47 -179.9(3) . . . . ?
C46 C47 N2 C53 34.5(5) . . . . ?
C48 C47 N2 C53 153.4(3) . . . . ?
C52 C47 N2 C53 -88.9(4) . . . . ?
C24 C23 N3 C17 178.6(3) . . . . ?
C16 C17 N3 C23 32.9(5) . . . . ?
C18 C17 N3 C23 154.2(4) . . . . ?
C22 C17 N3 C23 -89.0(4) . . . . ?
C27 C30 N4 C31 -174.3(3) . . . . ?
C37 C31 N4 C30 -30.8(5) . . . . ?
C36 C31 N4 C30 -151.5(3) . . . . ?
C32 C31 N4 C30 91.1(4) . . . . ?
C6S C1S C2S C3S -4.0(17) . . . . ?
C7S C1S C2S C3S -177.1(12) . . . . ?
C1S C2S C3S C4S 6.8(17) . . . . ?
C2S C3S C4S C5S -5.7(18) . . . . ?
C3S C4S C5S C6S 1.8(18) . . . . ?
C4S C5S C6S C1S 1.0(18) . . . . ?
C2S C1S C6S C5S 0.2(18) . . . . ?
C7S C1S C6S C5S 173.2(12) . . . . ?
C2S C1S C7S C8S -149.1(14) . . . . ?
C6S C1S C7S C8S 38(2) . . . . ?
C1S C7S C8S C9S 12(2) . . . . ?
C7S C8S C9S C14S -140.9(15) . . . . ?
C7S C8S C9S C10S 39(2) . . . . ?
C14S C9S C10S C11S -5(2) . . . . ?
C8S C9S C10S C11S 175.5(13) . . . . ?
C9S C10S C11S C12S 2(2) . . . . ?
C10S C11S C12S C13S 5.7(19) . . . . ?
C11S C12S C13S C14S -11.1(19) . . . . ?
C12S C13S C14S C9S 9(2) . . . . ?
C10S C9S C14S C13S -2(2) . . . . ?
C8S C9S C14S C13S 178.2(14) . . . . ?
C6' C1' C2' C3' -2(3) . . . . ?
C7' C1' C2' C3' -174.0(15) . . . . ?
C1' C2' C3' C4' 3(2) . . . . ?
C2' C3' C4' C5' -10(2) . . . . ?
C3' C4' C5' C6' 16(2) . . . . ?
C4' C5' C6' C1' -15(3) . . . . ?
C2' C1' C6' C5' 9(3) . . . . ?
C7' C1' C6' C5' -178.2(16) . . . . ?
C2' C1' C7' C8' -29(3) . . . . ?
C6' C1' C7' C8' 158.8(16) . . . . ?
C1' C7' C8' C9' -11(3) . . . . ?
C7' C8' C9' C10' 127.0(15) . . . . ?
C7' C8' C9' C14' -44(2) . . . . ?
C14' C9' C10' C11' 0.0 . . . . ?
C8' C9' C10' C11' -171.4(11) . . . . ?
C9' C10' C11' C12' 0.0 . . . . ?
C10' C11' C12' C13' 0.0 . . . . ?
C11' C12' C13' C14' 0.0 . . . . ?
C12' C13' C14' C9' 0.0 . . . . ?
C10' C9' C14' C13' 0.0 . . . . ?
C8' C9' C14' C13' 170.9(11) . . . . ?

_refine_diff_density_max         0.594
_refine_diff_density_min         -0.471
_refine_diff_density_rms         0.082
_shelxl_version_number           2012-9
_exptl_crystal_recrystallization_method 'Inmersion in Stilbene'
####################################################################### 
# 
# 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_3_Vacuum
_audit_block_doi                 10.5517/cc12zh0k
_database_code_depnum_ccdc_archive 'CCDC 1012398'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C5SC01838B 2015
_audit_update_record             
;
2014-07-07 deposited with the CCDC.
2016-01-27 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT601_3_Vacuum            
;
PROBLEM: Structure Contains Solvent Accessible VOIDS of .        274 Ang3  
RESPONSE: No significant residual electron density is observed. Complementary 
analysis as NMR and TG-DSc suggest that the structure channels are empty.

;
# end Validation Reply Form

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C60 H60 N4'
_chemical_formula_weight         837.12
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'

_symmetry_cell_setting           Monoclinic
_space_group_IT_number           15
_symmetry_space_group_name_H-M   C2/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                   34.8696(19)
_cell_length_b                   5.8099(3)
_cell_length_c                   28.1212(16)
_cell_angle_alpha                90
_cell_angle_beta                 98.143(2)
_cell_angle_gamma                90
_cell_volume                     5639.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8643
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      30.52

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.986
_exptl_crystal_F_000             1792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.057
_shelx_estimated_absorpt_T_min   0.989
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.884
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating anode X-ray tube'
_diffrn_source_type              'Bruker-Nonius FR 591'
_diffrn_source_power             50
_diffrn_source_current           70
_diffrn_source_size              '0.3 mm x 0.3 mm fine focus'
_diffrn_radiation_monochromator  'Multilayer Montel 200 mirrors'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'Kappa 4-axis goniometer bruker-nonius'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            26236
_diffrn_reflns_av_unetI/netI     0.0588
_diffrn_reflns_av_R_equivalents  0.0577
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         1.180
_diffrn_reflns_theta_max         30.547
_diffrn_reflns_theta_full        27.500
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             8377
_reflns_number_gt                6380
_reflns_threshold_expression     >2sigma(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       'Bruker APEX2 v2011.4-0'
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.1031P)²+2.6836P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8377
_refine_ls_number_parameters     325
_refine_ls_number_restraints     91
_refine_ls_R_factor_all          0.0825
_refine_ls_R_factor_gt           0.0602
_refine_ls_wR_factor_ref         0.1883
_refine_ls_wR_factor_gt          0.1686
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.067
_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
N1 N 0.14464(3) 0.2913(2) 0.38813(4) 0.0197(2) Uani 1 1 d . . . . .
N2 N 0.05076(3) 0.2427(2) 0.06554(4) 0.0221(2) Uani 1 1 d . . . . .
C1 C 0.12076(4) 0.1444(3) 0.36819(5) 0.0242(3) Uani 1 1 d . . . . .
H1 H 0.1289 0.0391 0.3458 0.029 Uiso 1 1 calc R U . . .
C2 C 0.18571(3) 0.2852(2) 0.38017(5) 0.0167(2) Uani 1 1 d . . . . .
C3 C 0.19838(4) 0.5373(2) 0.37483(5) 0.0193(3) Uani 1 1 d . . . . .
H3A H 0.1853 0.5995 0.3440 0.023 Uiso 1 1 calc R U . . .
H3B H 0.1901 0.6304 0.4011 0.023 Uiso 1 1 calc R U . . .
C4 C 0.24231(4) 0.5595(2) 0.37630(5) 0.0217(3) Uani 1 1 d . . . . .
H4A H 0.2503 0.4785 0.3483 0.026 Uiso 1 1 calc R U . . .
H4B H 0.2493 0.7240 0.3741 0.026 Uiso 1 1 calc R U . . .
C5 C 0.26386(4) 0.4580(3) 0.42250(5) 0.0244(3) Uani 1 1 d . . . . .
H5A H 0.2577 0.5481 0.4504 0.029 Uiso 1 1 calc R U . . .
H5B H 0.2921 0.4679 0.4219 0.029 Uiso 1 1 calc R U . . .
C6 C 0.25233(4) 0.2065(2) 0.42810(5) 0.0214(3) Uani 1 1 d . . . . .
H6A H 0.2654 0.1467 0.4592 0.026 Uiso 1 1 calc R U . . .
H6B H 0.2611 0.1137 0.4021 0.026 Uiso 1 1 calc R U . . .
C7 C 0.20844(3) 0.1807(2) 0.42613(5) 0.0185(2) Uani 1 1 d . . . . .
H7A H 0.2003 0.2572 0.4545 0.022 Uiso 1 1 calc R U . . .
H7B H 0.2020 0.0152 0.4277 0.022 Uiso 1 1 calc R U . . .
C8 C 0.19158(3) 0.1539(2) 0.33668(5) 0.0178(2) Uani 1 1 d . . . . .
C9 C 0.19244(3) 0.0512(2) 0.29962(5) 0.0182(2) Uani 1 1 d . . . . .
C10 C 0.18965(3) -0.0680(2) 0.25450(5) 0.0168(2) Uani 1 1 d . . . . .
C11 C 0.20932(4) -0.2755(2) 0.24956(5) 0.0189(3) Uani 1 1 d . . . . .
H11 H 0.2263 -0.3361 0.2760 0.023 Uiso 1 1 calc R U . . .
C12 C 0.20399(4) -0.3922(2) 0.20599(5) 0.0206(3) Uani 1 1 d . . . . .
H12 H 0.2172 -0.5330 0.2029 0.025 Uiso 1 1 calc R U . . .
C13 C 0.17946(4) -0.3049(2) 0.16691(5) 0.0198(3) Uani 1 1 d . . . . .
H13 H 0.1757 -0.3871 0.1374 0.024 Uiso 1 1 calc R U . . .
C14 C 0.16025(3) -0.0954(2) 0.17098(5) 0.0178(2) Uani 1 1 d . . . . .
C15 C 0.16547(3) 0.0218(2) 0.21488(5) 0.0179(2) Uani 1 1 d . . . . .
H15 H 0.1525 0.1637 0.2178 0.021 Uiso 1 1 calc R U . . .
C16 C 0.13559(3) 0.0013(2) 0.13061(5) 0.0195(3) Uani 1 1 d . . . . .
C17 C 0.11538(3) 0.0897(2) 0.09741(5) 0.0192(3) Uani 1 1 d . . . . .
C18 C 0.09161(3) 0.2144(2) 0.05787(5) 0.0177(2) Uani 1 1 d . . . . .
C19 C 0.09196(4) 0.0904(2) 0.00962(5) 0.0224(3) Uani 1 1 d . . . . .
H19A H 0.0816 -0.0674 0.0118 0.027 Uiso 1 1 calc R U . . .
H19B H 0.0749 0.1734 -0.0159 0.027 Uiso 1 1 calc R U . . .
C20 C 0.13294(4) 0.0781(3) -0.00378(5) 0.0279(3) Uani 1 1 d . . . . .
H20A H 0.1493 -0.0188 0.0200 0.033 Uiso 1 1 calc R U . . .
H20B H 0.1320 0.0045 -0.0357 0.033 Uiso 1 1 calc R U . . .
C21 C 0.15121(4) 0.3162(3) -0.00515(6) 0.0325(4) Uani 1 1 d . . . . .
H21A H 0.1785 0.2999 -0.0109 0.039 Uiso 1 1 calc R U . . .
H21B H 0.1371 0.4055 -0.0321 0.039 Uiso 1 1 calc R U . . .
C22 C 0.15005(4) 0.4459(2) 0.04155(6) 0.0282(3) Uani 1 1 d . . . . .
H22A H 0.1600 0.6040 0.0384 0.034 Uiso 1 1 calc R U . . .
H22B H 0.1671 0.3681 0.0678 0.034 Uiso 1 1 calc R U . . .
C23 C 0.10877(4) 0.4574(2) 0.05428(6) 0.0248(3) Uani 1 1 d . . . . .
H23A H 0.0922 0.5466 0.0294 0.030 Uiso 1 1 calc R U . . .
H23B H 0.1091 0.5380 0.0853 0.030 Uiso 1 1 calc R U . . .
C24 C 0.03638(4) 0.0983(3) 0.09177(6) 0.0285(3) Uani 1 1 d . . . A 1
H24 H 0.0525 -0.0203 0.1069 0.034 Uiso 1 1 calc R U . A 1
C25 C -0.00463(12) 0.1084(5) 0.09967(13) 0.0244(6) Uani 0.83 1 d . U P A 1
C26 C -0.01957(9) -0.0675(5) 0.12500(11) 0.0321(6) Uani 0.83 1 d . U P A 1
H26 H -0.0039 -0.1969 0.1353 0.039 Uiso 0.83 1 calc R U P A 1
C27 C -0.05754(10) -0.0546(5) 0.13540(10) 0.0309(6) Uani 0.83 1 d . U P A 1
H27 H -0.0677 -0.1758 0.1525 0.037 Uiso 0.83 1 calc R U P A 1
C28 C -0.08011(19) 0.1329(7) 0.1209(2) 0.0236(7) Uani 0.83 1 d . U P A 1
C25' C -0.0022(6) 0.138(3) 0.1073(8) 0.0293(19) Uani 0.17 1 d D U P A 2
C26' C -0.0157(5) -0.020(3) 0.1388(6) 0.031(2) Uani 0.17 1 d . U P A 2
H26' H 0.0013 -0.1353 0.1534 0.037 Uiso 0.17 1 calc R U P A 2
C27' C -0.0540(5) -0.009(3) 0.1490(6) 0.030(2) Uani 0.17 1 d . U P A 2
H27' H -0.0622 -0.1113 0.1719 0.036 Uiso 0.17 1 calc R U P A 2
C28' C -0.0814(10) 0.159(4) 0.1244(11) 0.027(2) Uani 0.17 1 d D U P A 2
C29 C -0.06565(4) 0.3104(3) 0.09423(6) 0.0253(3) Uani 1 1 d D U . . .
H29 H -0.0816 0.4375 0.0833 0.030 Uiso 1 1 calc R U . A 1
C30 C -0.02793(4) 0.2985(3) 0.08408(6) 0.0263(3) Uani 1 1 d D U . . .
H30 H -0.0179 0.4188 0.0666 0.032 Uiso 1 1 calc R U . A 1


_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
N1 C1 1.2665(18) . ?
N1 C2 1.4807(15) . ?
N2 C24 1.2663(19) . ?
N2 C18 1.4800(15) . ?
C1 C28' 1.42(3) 2 ?
C1 C28 1.494(6) 2 ?
C2 C8 1.4798(18) . ?
C2 C7 1.5420(18) . ?
C2 C3 1.5428(17) . ?
C3 C4 1.5322(17) . ?
C4 C5 1.524(2) . ?
C5 C6 1.530(2) . ?
C6 C7 1.5309(17) . ?
C8 C9 1.2053(19) . ?
C9 C10 1.4366(18) . ?
C10 C15 1.3994(18) . ?
C10 C11 1.4035(17) . ?
C11 C12 1.3896(19) . ?
C12 C13 1.3894(19) . ?
C13 C14 1.4018(18) . ?
C14 C15 1.3991(18) . ?
C14 C16 1.4377(19) . ?
C16 C17 1.2023(19) . ?
C17 C18 1.4789(19) . ?
C18 C19 1.5378(19) . ?
C18 C23 1.5421(18) . ?
C19 C20 1.5303(18) . ?
C20 C21 1.526(2) . ?
C21 C22 1.520(2) . ?
C22 C23 1.5332(18) . ?
C24 C25 1.479(5) . ?
C25 C26 1.388(5) . ?
C25 C30 1.404(3) . ?
C26 C27 1.398(4) . ?
C27 C28 1.372(6) . ?
C28 C29 1.409(3) . ?
C28 C1 1.494(6) 2 ?
C25' C30 1.389(5) . ?
C25' C26' 1.40(3) . ?
C26' C27' 1.41(2) . ?
C27' C28' 1.47(4) . ?
C28' C29 1.388(5) . ?
C28' C1 1.42(3) 2 ?
C29 C30 1.3865(17) . ?

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
C1 N1 C2 120.41(11) . . ?
C24 N2 C18 118.67(12) . . ?
N1 C1 C28' 118.9(9) . 2 ?
N1 C1 C28 121.5(2) . 2 ?
C8 C2 N1 112.78(10) . . ?
C8 C2 C7 112.01(10) . . ?
N1 C2 C7 106.02(10) . . ?
C8 C2 C3 109.51(10) . . ?
N1 C2 C3 106.76(10) . . ?
C7 C2 C3 109.57(10) . . ?
C4 C3 C2 112.11(10) . . ?
C5 C4 C3 111.14(11) . . ?
C4 C5 C6 110.62(11) . . ?
C5 C6 C7 111.45(11) . . ?
C6 C7 C2 112.61(10) . . ?
C9 C8 C2 173.33(13) . . ?
C8 C9 C10 174.68(13) . . ?
C15 C10 C11 119.29(12) . . ?
C15 C10 C9 118.76(11) . . ?
C11 C10 C9 121.90(12) . . ?
C12 C11 C10 120.01(12) . . ?
C13 C12 C11 120.65(12) . . ?
C12 C13 C14 120.01(12) . . ?
C15 C14 C13 119.39(12) . . ?
C15 C14 C16 119.68(11) . . ?
C13 C14 C16 120.93(12) . . ?
C14 C15 C10 120.63(11) . . ?
C17 C16 C14 177.70(15) . . ?
C16 C17 C18 175.93(14) . . ?
C17 C18 N2 113.16(10) . . ?
C17 C18 C19 111.13(11) . . ?
N2 C18 C19 107.99(10) . . ?
C17 C18 C23 108.45(11) . . ?
N2 C18 C23 107.34(10) . . ?
C19 C18 C23 108.62(11) . . ?
C20 C19 C18 111.32(11) . . ?
C21 C20 C19 111.80(12) . . ?
C22 C21 C20 111.45(12) . . ?
C21 C22 C23 111.36(12) . . ?
C22 C23 C18 111.17(11) . . ?
N2 C24 C25 122.15(17) . . ?
C26 C25 C30 119.8(3) . . ?
C26 C25 C24 119.26(19) . . ?
C30 C25 C24 120.9(3) . . ?
C25 C26 C27 120.2(3) . . ?
C28 C27 C26 120.0(3) . . ?
C27 C28 C29 120.4(4) . . ?
C27 C28 C1 119.7(2) . 2 ?
C29 C28 C1 119.9(4) . 2 ?
C30 C25' C26' 119.0(19) . . ?
C25' C26' C27' 120.8(14) . . ?
C26' C27' C28' 120.4(14) . . ?
C29 C28' C1 127(2) . 2 ?
C29 C28' C27' 115(2) . . ?
C1 C28' C27' 118.0(8) 2 . ?
C30 C29 C28' 124.2(15) . . ?
C30 C29 C28 119.6(3) . . ?
C29 C30 C25' 120.3(12) . . ?
C29 C30 C25 119.9(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
C2 N1 C1 C28' -178.3(17) . . . 2 ?
C2 N1 C1 C28 174.3(3) . . . 2 ?
C1 N1 C2 C8 19.40(17) . . . . ?
C1 N1 C2 C7 -103.51(14) . . . . ?
C1 N1 C2 C3 139.71(13) . . . . ?
C8 C2 C3 C4 -68.87(14) . . . . ?
N1 C2 C3 C4 168.74(10) . . . . ?
C7 C2 C3 C4 54.35(13) . . . . ?
C2 C3 C4 C5 -56.87(15) . . . . ?
C3 C4 C5 C6 56.54(14) . . . . ?
C4 C5 C6 C7 -55.66(15) . . . . ?
C5 C6 C7 C2 55.09(15) . . . . ?
C8 C2 C7 C6 68.17(13) . . . . ?
N1 C2 C7 C6 -168.43(10) . . . . ?
C3 C2 C7 C6 -53.56(13) . . . . ?
C15 C10 C11 C12 -1.47(18) . . . . ?
C9 C10 C11 C12 176.14(11) . . . . ?
C10 C11 C12 C13 0.39(19) . . . . ?
C11 C12 C13 C14 0.95(19) . . . . ?
C12 C13 C14 C15 -1.20(18) . . . . ?
C12 C13 C14 C16 178.26(11) . . . . ?
C13 C14 C15 C10 0.12(18) . . . . ?
C16 C14 C15 C10 -179.35(11) . . . . ?
C11 C10 C15 C14 1.21(17) . . . . ?
C9 C10 C15 C14 -176.47(11) . . . . ?
C24 N2 C18 C17 -25.95(18) . . . . ?
C24 N2 C18 C19 97.49(15) . . . . ?
C24 N2 C18 C23 -145.56(14) . . . . ?
C17 C18 C19 C20 -61.68(14) . . . . ?
N2 C18 C19 C20 173.65(11) . . . . ?
C23 C18 C19 C20 57.54(14) . . . . ?
C18 C19 C20 C21 -56.13(16) . . . . ?
C19 C20 C21 C22 53.67(17) . . . . ?
C20 C21 C22 C23 -54.06(16) . . . . ?
C21 C22 C23 C18 57.16(16) . . . . ?
C17 C18 C23 C22 62.78(15) . . . . ?
N2 C18 C23 C22 -174.63(12) . . . . ?
C19 C18 C23 C22 -58.11(15) . . . . ?
C18 N2 C24 C25 -177.42(18) . . . . ?
N2 C24 C25 C26 173.8(2) . . . . ?
N2 C24 C25 C30 -9.4(4) . . . . ?
C30 C25 C26 C27 -0.6(4) . . . . ?
C24 C25 C26 C27 176.1(2) . . . . ?
C25 C26 C27 C28 -0.5(4) . . . . ?
C26 C27 C28 C29 1.8(6) . . . . ?
C26 C27 C28 C1 179.5(3) . . . 2 ?
C30 C25' C26' C27' -4(3) . . . . ?
C25' C26' C27' C28' 4(3) . . . . ?
C26' C27' C28' C29 -4(3) . . . . ?
C26' C27' C28' C1 172.8(19) . . . 2 ?
C1 C28' C29 C30 -171.8(19) 2 . . . ?
C27' C28' C29 C30 5(3) . . . . ?
C1 C28' C29 C28 -117(16) 2 . . . ?
C27' C28' C29 C28 60(13) . . . . ?
C27 C28 C29 C30 -2.1(6) . . . . ?
C1 C28 C29 C30 -179.8(3) 2 . . . ?
C27 C28 C29 C28' -131(15) . . . . ?
C1 C28 C29 C28' 52(14) 2 . . . ?
C28' C29 C30 C25' -5(2) . . . . ?
C28 C29 C30 C25' -12.3(12) . . . . ?
C28' C29 C30 C25 8.3(19) . . . . ?
C28 C29 C30 C25 1.0(4) . . . . ?
C26' C25' C30 C29 4(2) . . . . ?
C26' C25' C30 C25 -88(7) . . . . ?
C26 C25 C30 C29 0.3(4) . . . . ?
C24 C25 C30 C29 -176.4(2) . . . . ?
C26 C25 C30 C25' 95(7) . . . . ?
C24 C25 C30 C25' -81(7) . . . . ?

_refine_diff_density_max         0.651
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.159
_shelxl_version_number           2012-9
_exptl_crystal_recrystallization_method '24 hours Vacuum'
####################################################################### 
# 
# 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_3_II
_audit_block_doi                 10.5517/cc12zh1l
_database_code_depnum_ccdc_archive 'CCDC 1012399'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C5SC01838B 2015
_audit_update_record             
;
2014-07-07 deposited with the CCDC.
2016-01-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C60 H60 N4'
_chemical_formula_weight         837.12

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'

_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                   6.5755(6)
_cell_length_b                   13.4687(12)
_cell_length_c                   14.1458(13)
_cell_angle_alpha                90.983(2)
_cell_angle_beta                 99.225(2)
_cell_angle_gamma                91.709(2)
_cell_volume                     1235.74(19)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3574
_cell_measurement_theta_min      2.92
_cell_measurement_theta_max      39.13

_exptl_crystal_description       Plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             448
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9744
_exptl_absorpt_correction_T_max  0.9967
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating anode X-ray tube'
_diffrn_source_type              'Bruker-Nonius FR 591'
_diffrn_source_power             50
_diffrn_source_current           70
_diffrn_source_size              '0.3 mm x 0.3 mm fine focus'
_diffrn_radiation_monochromator  'Multilayer Montel 200 mirrors'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'Kappa 4-axis goniometer bruker-nonius'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            11348
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_av_sigmaI/netI    0.0535
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.92
_diffrn_reflns_theta_max         39.34
_reflns_number_total             8130
_reflns_number_gt                6007
_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       'Bruker APEX2 v2011.4-0'
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.1721P)²+0.0337P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8130
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1082
_refine_ls_R_factor_gt           0.0884
_refine_ls_wR_factor_ref         0.2454
_refine_ls_wR_factor_gt          0.2229
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.7431(2) 0.28467(9) 0.52887(9) 0.0187(3) Uani 1 1 d . . .
H1 H 1.6075 0.2592 0.5308 0.022 Uiso 1 1 calc R . .
C2 C 1.7788(2) 0.34820(9) 0.45549(9) 0.0188(3) Uani 1 1 d . . .
C3 C 1.9780(3) 0.38600(9) 0.45398(10) 0.0203(3) Uani 1 1 d . . .
H3 H 2.0027 0.4300 0.4050 0.024 Uiso 1 1 calc R . .
C4 C 1.6143(3) 0.37248(9) 0.38051(9) 0.0192(3) Uani 1 1 d . . .
C5 C 1.4848(3) 0.39257(8) 0.31428(9) 0.0195(3) Uani 1 1 d . . .
C6 C 1.3271(2) 0.41471(8) 0.23121(9) 0.0172(3) Uani 1 1 d . . .
C7 C 1.2516(3) 0.52158(9) 0.24178(10) 0.0213(3) Uani 1 1 d . . .
H7A H 1.1393 0.5342 0.1883 0.026 Uiso 1 1 calc R . .
H7B H 1.1956 0.5280 0.3024 0.026 Uiso 1 1 calc R . .
C8 C 1.4267(3) 0.59862(9) 0.24156(11) 0.0237(3) Uani 1 1 d . . .
H8A H 1.3727 0.6660 0.2463 0.028 Uiso 1 1 calc R . .
H8B H 1.5335 0.5895 0.2983 0.028 Uiso 1 1 calc R . .
C9 C 1.5242(3) 0.58993(10) 0.15093(11) 0.0261(4) Uani 1 1 d . . .
H9A H 1.6429 0.6377 0.1554 0.031 Uiso 1 1 calc R . .
H9B H 1.4221 0.6071 0.0947 0.031 Uiso 1 1 calc R . .
C10 C 1.5972(3) 0.48446(10) 0.13689(10) 0.0230(3) Uani 1 1 d . . .
H10A H 1.6485 0.4793 0.0749 0.028 Uiso 1 1 calc R . .
H10B H 1.7125 0.4705 0.1886 0.028 Uiso 1 1 calc R . .
C11 C 1.4212(3) 0.40778(9) 0.13821(9) 0.0198(3) Uani 1 1 d . . .
H11A H 1.4738 0.3403 0.1316 0.024 Uiso 1 1 calc R . .
H11B H 1.3122 0.4181 0.0827 0.024 Uiso 1 1 calc R . .
C12 C 1.1364(3) 0.27494(9) 0.27560(10) 0.0197(3) Uani 1 1 d . . .
H12 H 1.2513 0.2652 0.3242 0.024 Uiso 1 1 calc R . .
C13 C 0.9551(2) 0.20633(8) 0.26826(10) 0.0192(3) Uani 1 1 d . . .
C14 C 0.7969(2) 0.20585(8) 0.18926(10) 0.0196(3) Uani 1 1 d . . .
H14 H 0.8045 0.2510 0.1390 0.024 Uiso 1 1 calc R . .
C15 C 0.6291(3) 0.14003(9) 0.18379(10) 0.0209(3) Uani 1 1 d . . .
H15 H 0.5232 0.1397 0.1295 0.025 Uiso 1 1 calc R . .
C16 C 0.6154(2) 0.07417(9) 0.25804(10) 0.0194(3) Uani 1 1 d . . .
C17 C 0.7698(3) 0.07636(11) 0.33794(10) 0.0253(4) Uani 1 1 d . . .
H17 H 0.7588 0.0335 0.3896 0.030 Uiso 1 1 calc R . .
C18 C 0.9399(3) 0.14108(10) 0.34241(11) 0.0256(4) Uani 1 1 d . . .
H18 H 1.0465 0.1408 0.3964 0.031 Uiso 1 1 calc R . .
C19 C 0.4458(3) -0.00149(9) 0.25046(10) 0.0196(3) Uani 1 1 d . . .
H19 H 0.4250 -0.0373 0.3056 0.024 Uiso 1 1 calc R . .
C20 C 0.1631(2) -0.09691(8) 0.16371(9) 0.0160(3) Uani 1 1 d . . .
C21 C 0.2037(2) -0.17292(8) 0.08604(9) 0.0191(3) Uani 1 1 d . . .
H21A H 0.2276 -0.1370 0.0281 0.023 Uiso 1 1 calc R . .
H21B H 0.3300 -0.2090 0.1100 0.023 Uiso 1 1 calc R . .
C22 C 0.0235(3) -0.24768(9) 0.05926(10) 0.0211(3) Uani 1 1 d . . .
H22A H 0.0078 -0.2882 0.1156 0.025 Uiso 1 1 calc R . .
H22B H 0.0529 -0.2930 0.0076 0.025 Uiso 1 1 calc R . .
C23 C -0.1773(3) -0.19497(10) 0.02553(10) 0.0231(3) Uani 1 1 d . . .
H23A H -0.2926 -0.2448 0.0126 0.028 Uiso 1 1 calc R . .
H23B H -0.1670 -0.1607 -0.0350 0.028 Uiso 1 1 calc R . .
C24 C -0.2223(3) -0.11910(10) 0.10078(10) 0.0227(3) Uani 1 1 d . . .
H24A H -0.3463 -0.0823 0.0746 0.027 Uiso 1 1 calc R . .
H24B H -0.2517 -0.1545 0.1581 0.027 Uiso 1 1 calc R . .
C25 C -0.0410(2) -0.04560(8) 0.12972(9) 0.0188(3) Uani 1 1 d . . .
H25A H -0.0718 -0.0013 0.1818 0.023 Uiso 1 1 calc R . .
H25B H -0.0248 -0.0038 0.0743 0.023 Uiso 1 1 calc R . .
C26 C 0.1482(2) -0.14948(9) 0.25342(9) 0.0192(3) Uani 1 1 d . . .
C27 C 0.1287(3) -0.19619(9) 0.32290(10) 0.0205(3) Uani 1 1 d . . .
C28 C 0.0940(2) -0.25849(9) 0.40063(9) 0.0186(3) Uani 1 1 d . . .
C29 C -0.1060(3) -0.29549(10) 0.40418(10) 0.0223(3) Uani 1 1 d . . .
H29 H -0.2176 -0.2767 0.3573 0.027 Uiso 1 1 calc R . .
C30 C -0.1413(3) -0.35981(10) 0.47632(11) 0.0230(3) Uani 1 1 d . . .
H30 H -0.2765 -0.3858 0.4780 0.028 Uiso 1 1 calc R . .
N1 N 1.1435(2) 0.34671(7) 0.21891(8) 0.0201(3) Uani 1 1 d . . .
N2 N 0.3279(2) -0.01930(7) 0.17187(8) 0.0184(3) Uani 1 1 d . . .


_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 C28 1.3997(19) 2_756 ?
C1 C2 1.401(2) . ?
C2 C3 1.395(2) . ?
C2 C4 1.4379(19) . ?
C3 C30 1.394(2) 2_756 ?
C4 C5 1.2009(19) . ?
C5 C6 1.4784(19) . ?
C6 N1 1.4790(19) . ?
C6 C11 1.544(2) . ?
C6 C7 1.5489(15) . ?
C7 C8 1.527(2) . ?
C8 C9 1.527(2) . ?
C9 C10 1.5328(18) . ?
C10 C11 1.531(2) . ?
C12 N1 1.2710(18) . ?
C12 C13 1.476(2) . ?
C13 C18 1.394(2) . ?
C13 C14 1.399(2) . ?
C14 C15 1.386(2) . ?
C15 C16 1.398(2) . ?
C16 C17 1.392(2) . ?
C16 C19 1.478(2) . ?
C17 C18 1.390(2) . ?
C19 N2 1.2641(19) . ?
C20 N2 1.4725(19) . ?
C20 C26 1.4791(19) . ?
C20 C25 1.5394(18) . ?
C20 C21 1.5487(15) . ?
C21 C22 1.528(2) . ?
C22 C23 1.530(2) . ?
C23 C24 1.5319(19) . ?
C24 C25 1.526(2) . ?
C26 C27 1.198(2) . ?
C27 C28 1.437(2) . ?
C28 C1 1.3996(19) 2_756 ?
C28 C29 1.401(2) . ?
C29 C30 1.393(2) . ?
C30 C3 1.394(2) 2_756 ?

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
C28 C1 C2 120.34(15) 2_756 . ?
C3 C2 C1 119.33(12) . . ?
C3 C2 C4 119.77(13) . . ?
C1 C2 C4 120.88(14) . . ?
C30 C3 C2 120.64(13) 2_756 . ?
C5 C4 C2 176.25(16) . . ?
C4 C5 C6 178.32(12) . . ?
C5 C6 N1 114.07(11) . . ?
C5 C6 C11 109.72(12) . . ?
N1 C6 C11 107.26(10) . . ?
C5 C6 C7 109.83(10) . . ?
N1 C6 C7 107.42(11) . . ?
C11 C6 C7 108.35(10) . . ?
C8 C7 C6 111.26(12) . . ?
C9 C8 C7 111.76(11) . . ?
C8 C9 C10 111.16(12) . . ?
C11 C10 C9 110.77(13) . . ?
C10 C11 C6 112.34(10) . . ?
N1 C12 C13 121.97(13) . . ?
C18 C13 C14 119.13(14) . . ?
C18 C13 C12 119.17(13) . . ?
C14 C13 C12 121.70(12) . . ?
C15 C14 C13 120.52(13) . . ?
C14 C15 C16 120.10(13) . . ?
C17 C16 C15 119.50(14) . . ?
C17 C16 C19 119.48(13) . . ?
C15 C16 C19 120.93(13) . . ?
C18 C17 C16 120.27(14) . . ?
C17 C18 C13 120.44(14) . . ?
N2 C19 C16 121.11(13) . . ?
N2 C20 C26 114.81(11) . . ?
N2 C20 C25 106.72(9) . . ?
C26 C20 C25 109.22(12) . . ?
N2 C20 C21 107.21(11) . . ?
C26 C20 C21 109.26(9) . . ?
C25 C20 C21 109.50(10) . . ?
C22 C21 C20 111.94(12) . . ?
C21 C22 C23 111.10(10) . . ?
C22 C23 C24 111.34(11) . . ?
C25 C24 C23 111.53(13) . . ?
C24 C25 C20 112.91(10) . . ?
C27 C26 C20 176.13(14) . . ?
C26 C27 C28 174.87(14) . . ?
C1 C28 C29 119.67(13) 2_756 . ?
C1 C28 C27 121.16(15) 2_756 . ?
C29 C28 C27 119.16(13) . . ?
C30 C29 C28 120.05(14) . . ?
C29 C30 C3 119.95(16) . 2_756 ?
C12 N1 C6 119.63(12) . . ?
C19 N2 C20 121.03(12) . . ?

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
C28 C1 C2 C3 -0.69(16) 2_756 . . . ?
C28 C1 C2 C4 177.49(10) 2_756 . . . ?
C1 C2 C3 C30 1.05(17) . . . 2_756 ?
C4 C2 C3 C30 -177.15(11) . . . 2_756 ?
C3 C2 C4 C5 36(2) . . . . ?
C1 C2 C4 C5 -142.2(19) . . . . ?
C2 C4 C5 C6 53(7) . . . . ?
C4 C5 C6 N1 73(6) . . . . ?
C4 C5 C6 C11 -47(6) . . . . ?
C4 C5 C6 C7 -166(6) . . . . ?
C5 C6 C7 C8 62.96(16) . . . . ?
N1 C6 C7 C8 -172.45(10) . . . . ?
C11 C6 C7 C8 -56.87(15) . . . . ?
C6 C7 C8 C9 57.15(15) . . . . ?
C7 C8 C9 C10 -55.12(18) . . . . ?
C8 C9 C10 C11 54.24(17) . . . . ?
C9 C10 C11 C6 -56.61(15) . . . . ?
C5 C6 C11 C10 -62.71(13) . . . . ?
N1 C6 C11 C10 172.87(10) . . . . ?
C7 C6 C11 C10 57.19(15) . . . . ?
N1 C12 C13 C18 -168.14(13) . . . . ?
N1 C12 C13 C14 11.13(18) . . . . ?
C18 C13 C14 C15 -1.28(18) . . . . ?
C12 C13 C14 C15 179.45(11) . . . . ?
C13 C14 C15 C16 0.78(18) . . . . ?
C14 C15 C16 C17 0.99(19) . . . . ?
C14 C15 C16 C19 -175.49(11) . . . . ?
C15 C16 C17 C18 -2.3(2) . . . . ?
C19 C16 C17 C18 174.27(13) . . . . ?
C16 C17 C18 C13 1.8(2) . . . . ?
C14 C13 C18 C17 0.0(2) . . . . ?
C12 C13 C18 C17 179.29(13) . . . . ?
C17 C16 C19 N2 -165.29(14) . . . . ?
C15 C16 C19 N2 11.19(19) . . . . ?
N2 C20 C21 C22 -170.49(10) . . . . ?
C26 C20 C21 C22 64.52(15) . . . . ?
C25 C20 C21 C22 -55.07(14) . . . . ?
C20 C21 C22 C23 56.65(15) . . . . ?
C21 C22 C23 C24 -55.51(17) . . . . ?
C22 C23 C24 C25 54.19(16) . . . . ?
C23 C24 C25 C20 -54.36(15) . . . . ?
N2 C20 C25 C24 169.77(10) . . . . ?
C26 C20 C25 C24 -65.57(13) . . . . ?
C21 C20 C25 C24 54.04(16) . . . . ?
N2 C20 C26 C27 -166(2) . . . . ?
C25 C20 C26 C27 74(2) . . . . ?
C21 C20 C26 C27 -46(2) . . . . ?
C20 C26 C27 C28 1(4) . . . . ?
C26 C27 C28 C1 133.3(17) . . . 2_756 ?
C26 C27 C28 C29 -45.1(17) . . . . ?
C1 C28 C29 C30 -1.46(18) 2_756 . . . ?
C27 C28 C29 C30 176.93(11) . . . . ?
C28 C29 C30 C3 1.12(19) . . . 2_756 ?
C13 C12 N1 C6 178.41(10) . . . . ?
C5 C6 N1 C12 -2.40(16) . . . . ?
C11 C6 N1 C12 119.33(12) . . . . ?
C7 C6 N1 C12 -124.37(13) . . . . ?
C16 C19 N2 C20 178.04(10) . . . . ?
C26 C20 N2 C19 0.54(16) . . . . ?
C25 C20 N2 C19 121.71(13) . . . . ?
C21 C20 N2 C19 -121.04(13) . . . . ?

_diffrn_measured_fraction_theta_max 0.554
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.969

_refine_diff_density_max         0.695
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.096

#END===
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CLF'
####################################################################### 
# 
# 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_E66_Nico_C2
_audit_block_doi                 10.5517/cc14pwc2
_database_code_depnum_ccdc_archive 'CCDC 1063714'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C5SC01838B 2015
_audit_update_record             
;
2015-05-07 deposited with the CCDC.
2016-01-27 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT113_E66_Nico_C2         
;
PROBLEM: ADDSYM Suggests Possible Pseudo/New Space group.       C2/c Check 
RESPONSE: The structure contains enantiopure S-Nicotin
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C70 H74 N6'
_chemical_formula_weight         999.34
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'

_symmetry_cell_setting           Monoclinic
_space_group_IT_number           5
_symmetry_space_group_name_H-M   C2
_space_group_name_Hall           'C 2y'

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

_cell_length_a                   35.689(4)
_cell_length_b                   5.9481(6)
_cell_length_c                   28.840(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.562(6)
_cell_angle_gamma                90
_cell_volume                     6069.0(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.094
_exptl_crystal_F_000             2144
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.064
_shelx_estimated_absorpt_T_min   0.987
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.759
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   
; 
 CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus rotating anode X-ray tube'
_diffrn_source_type              'Rigaku MicroMax-007HF'
_diffrn_source_power             50
_diffrn_source_current           24
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Confocal Max Flux optic'
_diffrn_detector_type            'PILATUS 200K'
_diffrn_measurement_device_type  '1/4chi goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            90524
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_v_R_equivalents   ?
_diffrn_reflns_limit_h_min       -50
_diffrn_reflns_limit_h_max       50
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         7.907
_diffrn_reflns_theta_max         30.089
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.947
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 0.947
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_point_group_measured_fraction_full 0.949
_reflns_number_total             17187
_reflns_number_gt                14193
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.828
_reflns_Friedel_fraction_max     0.955
_reflns_Friedel_fraction_full    0.952

_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 2.1 b29 (Rigaku, 2013)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1195P)²+7.0851P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_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 x determined using 5575 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_chemical_absolute_configuration ad
_refine_ls_abs_structure_Flack   0.4(10)
_refine_ls_number_reflns         17187
_refine_ls_number_parameters     793
_refine_ls_number_restraints     217
_refine_ls_R_factor_all          0.0931
_refine_ls_R_factor_gt           0.0768
_refine_ls_wR_factor_ref         0.2312
_refine_ls_wR_factor_gt          0.2101
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.004
_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
C1A C 0.66528(10) 0.2853(8) 0.46527(13) 0.0259(8) Uani 1 1 d . . . . .
H1AA H 0.6528 0.1459 0.4681 0.031 Uiso 1 1 calc R U . . .
C2A C 0.65997(9) 0.4008(7) 0.42133(12) 0.0219(7) Uani 1 1 d . . . . .
C3A C 0.67877(10) 0.6097(8) 0.41740(13) 0.0270(8) Uani 1 1 d . . . . .
H3AA H 0.6750 0.6906 0.3888 0.032 Uiso 1 1 calc R U . . .
C4A C 0.63572(10) 0.3014(8) 0.38126(12) 0.0284(9) Uani 1 1 d . . . . .
C5A C 0.61588(9) 0.2126(7) 0.34802(12) 0.0229(7) Uani 1 1 d . . . . .
C6A C 0.59315(9) 0.0884(8) 0.30817(13) 0.0251(8) Uani 1 1 d . . . . .
C7A C 0.59451(10) 0.2124(8) 0.26012(12) 0.0262(8) Uani 1 1 d . . . . .
H7AA H 0.5781 0.1319 0.2351 0.031 Uiso 1 1 calc R U . . .
H7AB H 0.5845 0.3669 0.2621 0.031 Uiso 1 1 calc R U . . .
C8A C 0.63585(10) 0.2235(10) 0.24730(13) 0.0333(10) Uani 1 1 d . . . . .
H8AA H 0.6354 0.2945 0.2162 0.040 Uiso 1 1 calc R U . . .
H8AB H 0.6514 0.3191 0.2704 0.040 Uiso 1 1 calc R U . . .
C9A C 0.65433(11) -0.0128(10) 0.24646(14) 0.0357(10) Uani 1 1 d . . . . .
H9AA H 0.6412 -0.1007 0.2200 0.043 Uiso 1 1 calc R U . . .
H9AB H 0.6811 0.0039 0.2415 0.043 Uiso 1 1 calc R U . . .
C10A C 0.65218(10) -0.1414(8) 0.29280(15) 0.0317(9) Uani 1 1 d . . . . .
H10A H 0.6683 -0.0645 0.3186 0.038 Uiso 1 1 calc R U . . .
H10B H 0.6621 -0.2955 0.2901 0.038 Uiso 1 1 calc R U . . .
C11A C 0.61069(10) -0.1551(8) 0.30498(15) 0.0287(8) Uani 1 1 d . . . . .
H11A H 0.6106 -0.2335 0.3353 0.034 Uiso 1 1 calc R U . . .
H11B H 0.5949 -0.2432 0.2806 0.034 Uiso 1 1 calc R U . . .
C12A C 0.53630(10) 0.2125(9) 0.33716(14) 0.0310(9) Uani 1 1 d . . . . .
H12A H 0.5508 0.3393 0.3486 0.037 Uiso 1 1 calc R U . . .
C13A C 0.49535(10) 0.1983(9) 0.34540(13) 0.0294(8) Uani 1 1 d . . . . .
C14A C 0.47238(10) 0.0092(9) 0.32994(13) 0.0294(8) Uani 1 1 d . . . . .
H14A H 0.4822 -0.1071 0.3124 0.035 Uiso 1 1 calc R U . . .
C15A C 0.43477(9) -0.0038(8) 0.34096(13) 0.0264(8) Uani 1 1 d . . . . .
H15A H 0.4195 -0.1304 0.3312 0.032 Uiso 1 1 calc R U . . .
C16A C 0.41972(9) 0.1739(9) 0.36686(13) 0.0292(9) Uani 1 1 d . . . . .
C17A C 0.44247(11) 0.3652(11) 0.38082(17) 0.0426(12) Uani 1 1 d . . . . .
H17A H 0.4324 0.4843 0.3973 0.051 Uiso 1 1 calc R U . . .
C18A C 0.48019(12) 0.3782(10) 0.37010(18) 0.0428(11) Uani 1 1 d . . . . .
H18A H 0.4953 0.5061 0.3793 0.051 Uiso 1 1 calc R U . . .
C19A C 0.37968(9) 0.1667(8) 0.37870(12) 0.0259(8) Uani 1 1 d . . . . .
H19A H 0.3718 0.2730 0.4000 0.031 Uiso 1 1 calc R U . . .
C20A C 0.31510(9) 0.0230(7) 0.36906(12) 0.0223(7) Uani 1 1 d . . . . .
C21A C 0.30280(10) -0.2304(7) 0.37468(13) 0.0259(7) Uani 1 1 d . . . . .
H21A H 0.3106 -0.3208 0.3488 0.031 Uiso 1 1 calc R U . . .
H21B H 0.3159 -0.2911 0.4044 0.031 Uiso 1 1 calc R U . . .
C22A C 0.25909(10) -0.2527(7) 0.37439(13) 0.0262(7) Uani 1 1 d . . . . .
H22A H 0.2524 -0.4132 0.3773 0.031 Uiso 1 1 calc R U . . .
H22B H 0.2515 -0.1716 0.4016 0.031 Uiso 1 1 calc R U . . .
C23A C 0.23724(10) -0.1549(8) 0.32861(14) 0.0300(8) Uani 1 1 d . . . . .
H23A H 0.2097 -0.1671 0.3297 0.036 Uiso 1 1 calc R U . . .
H23B H 0.2434 -0.2426 0.3014 0.036 Uiso 1 1 calc R U . . .
C24A C 0.24827(10) 0.0997(8) 0.32274(13) 0.0276(8) Uani 1 1 d . . . . .
H24A H 0.2352 0.1576 0.2927 0.033 Uiso 1 1 calc R U . . .
H24B H 0.2397 0.1895 0.3483 0.033 Uiso 1 1 calc R U . . .
C25A C 0.29186(9) 0.1274(7) 0.32378(12) 0.0232(7) Uani 1 1 d . . . . .
H25A H 0.2979 0.2894 0.3222 0.028 Uiso 1 1 calc R U . . .
H25B H 0.2997 0.0539 0.2958 0.028 Uiso 1 1 calc R U . . .
C26A C 0.30943(9) 0.1517(7) 0.41264(12) 0.0228(7) Uani 1 1 d . . . . .
C27A C 0.30877(9) 0.2555(7) 0.44991(12) 0.0233(7) Uani 1 1 d . . . . .
C28A C 0.31128(9) 0.3739(7) 0.49522(12) 0.0229(7) Uani 1 1 d . . . . .
C29A C 0.29176(9) 0.5831(7) 0.50020(12) 0.0231(7) Uani 1 1 d . . . . .
H29A H 0.2756 0.6434 0.4744 0.028 Uiso 1 1 calc R U . . .
C30A C 0.29673(9) 0.6987(8) 0.54356(12) 0.0265(8) Uani 1 1 d . . . . .
H30A H 0.2837 0.8360 0.5468 0.032 Uiso 1 1 calc R U . . .
C1B C -0.17783(9) 0.5080(8) 0.08244(12) 0.0238(7) Uani 1 1 d . . . . .
H1BA H -0.1735 0.4258 0.1109 0.029 Uiso 1 1 calc R U . . .
C2B C -0.15944(10) 0.7199(9) 0.07815(12) 0.0273(8) Uani 1 1 d . . . . .
C3B C -0.16545(11) 0.8420(8) 0.03463(12) 0.0292(8) Uani 1 1 d . . . . .
H3BA H -0.1534 0.9828 0.0316 0.035 Uiso 1 1 calc R U . . .
C4B C -0.13416(10) 0.8170(7) 0.11778(12) 0.0249(7) Uani 1 1 d . . . . .
C5B C -0.11397(10) 0.9039(9) 0.15085(12) 0.0289(9) Uani 1 1 d . . . . .
C6B C -0.09096(9) 1.0311(7) 0.19086(12) 0.0218(7) Uani 1 1 d . . . . .
C7B C -0.10833(10) 1.2710(8) 0.19417(15) 0.0307(8) Uani 1 1 d . . . . .
H7BA H -0.0924 1.3587 0.2185 0.037 Uiso 1 1 calc R U . . .
H7BB H -0.1082 1.3495 0.1639 0.037 Uiso 1 1 calc R U . . .
C8B C -0.14960(10) 1.2618(9) 0.20642(14) 0.0320(9) Uani 1 1 d . . . . .
H8BA H -0.1661 1.1866 0.1807 0.038 Uiso 1 1 calc R U . . .
H8BB H -0.1591 1.4167 0.2095 0.038 Uiso 1 1 calc R U . . .
C9B C -0.15142(11) 1.1305(10) 0.25339(14) 0.0371(11) Uani 1 1 d . . . . .
H9BA H -0.1781 1.1152 0.2589 0.044 Uiso 1 1 calc R U . . .
H9BB H -0.1378 1.2168 0.2798 0.044 Uiso 1 1 calc R U . . .
C10B C -0.13315(10) 0.8902(9) 0.25158(13) 0.0314(9) Uani 1 1 d . . . . .
H10C H -0.1326 0.8166 0.2825 0.038 Uiso 1 1 calc R U . . .
H10D H -0.1489 0.7970 0.2282 0.038 Uiso 1 1 calc R U . . .
C11B C -0.09228(10) 0.9028(9) 0.23865(12) 0.0282(8) Uani 1 1 d . . . . .
H11C H -0.0823 0.7486 0.2361 0.034 Uiso 1 1 calc R U . . .
H11D H -0.0758 0.9814 0.2639 0.034 Uiso 1 1 calc R U . . .
C12B C -0.03452(10) 0.9088(9) 0.16024(15) 0.0325(9) Uani 1 1 d . . . . .
H12B H -0.0495 0.7873 0.1469 0.039 Uiso 1 1 calc R U . . .
C13B C 0.00638(10) 0.9201(9) 0.15247(14) 0.0316(9) Uani 1 1 d . . . . .
C14B C 0.02199(13) 0.7466(11) 0.1275(2) 0.0523(15) Uani 1 1 d . . . . .
H14B H 0.0068 0.6207 0.1171 0.063 Uiso 1 1 calc R U . . .
C15B C 0.06002(13) 0.7566(10) 0.11778(19) 0.0468(12) Uani 1 1 d . . . . .
H15B H 0.0701 0.6374 0.1013 0.056 Uiso 1 1 calc R U . . .
C16B C 0.08287(9) 0.9444(7) 0.13270(12) 0.0250(8) Uani 1 1 d . . . . .
C17B C 0.06756(10) 1.1173(9) 0.15886(14) 0.0322(9) Uani 1 1 d . . . . .
H17B H 0.0830 1.2413 0.1699 0.039 Uiso 1 1 calc R U . . .
C18B C 0.02980(10) 1.1067(8) 0.16856(14) 0.0294(8) Uani 1 1 d . . . . .
H18B H 0.0200 1.2238 0.1858 0.035 Uiso 1 1 calc R U . . .
C19B C 0.12301(10) 0.9545(8) 0.12167(13) 0.0272(8) Uani 1 1 d . . . . .
H19B H 0.1312 0.8469 0.1008 0.033 Uiso 1 1 calc R U . . .
C20B C 0.18712(9) 1.1029(7) 0.13035(12) 0.0228(7) Uani 1 1 d . . . . .
C21B C 0.19938(10) 1.3526(8) 0.12461(13) 0.0256(7) Uani 1 1 d . . . . .
H21C H 0.1863 1.4124 0.0948 0.031 Uiso 1 1 calc R U . . .
H21D H 0.1914 1.4433 0.1504 0.031 Uiso 1 1 calc R U . . .
C22B C 0.24292(10) 1.3789(9) 0.12494(13) 0.0297(8) Uani 1 1 d . . . . .
H22C H 0.2493 1.5402 0.1227 0.036 Uiso 1 1 calc R U . . .
H22D H 0.2507 1.3013 0.0974 0.036 Uiso 1 1 calc R U . . .
C23B C 0.26512(10) 1.2769(9) 0.17091(13) 0.0313(9) Uani 1 1 d . . . . .
H23C H 0.2926 1.2879 0.1696 0.038 Uiso 1 1 calc R U . . .
H23D H 0.2592 1.3639 0.1983 0.038 Uiso 1 1 calc R U . . .
C24B C 0.25400(9) 1.0260(8) 0.17650(13) 0.0262(8) Uani 1 1 d . . . . .
H24C H 0.2624 0.9367 0.1508 0.031 Uiso 1 1 calc R U . . .
H24D H 0.2672 0.9672 0.2064 0.031 Uiso 1 1 calc R U . . .
C25B C 0.21059(9) 0.9976(8) 0.17583(11) 0.0238(7) Uani 1 1 d . . . . .
H25C H 0.2028 1.0709 0.2039 0.029 Uiso 1 1 calc R U . . .
H25D H 0.2046 0.8355 0.1774 0.029 Uiso 1 1 calc R U . . .
C26B C 0.19254(9) 0.9687(8) 0.08650(12) 0.0243(8) Uani 1 1 d . . . . .
C27B C 0.19304(9) 0.8707(8) 0.04962(12) 0.0254(8) Uani 1 1 d . . . . .
C28B C 0.18993(9) 0.7478(7) 0.00433(11) 0.0235(7) Uani 1 1 d . . . . .
C29B C 0.20874(9) 0.5410(8) -0.00078(12) 0.0259(8) Uani 1 1 d . . . . .
H29B H 0.2255 0.4816 0.0246 0.031 Uiso 1 1 calc R U . . .
C30B C 0.20246(9) 0.4219(8) -0.04422(12) 0.0274(8) Uani 1 1 d . . . . .
H30B H 0.2150 0.2830 -0.0474 0.033 Uiso 1 1 calc R U . . .
N1A N 0.55215(8) 0.0572(7) 0.31501(11) 0.0259(7) Uani 1 1 d . . . . .
N2A N 0.35597(8) 0.0164(7) 0.35990(10) 0.0257(7) Uani 1 1 d . . . . .
N1B N -0.04986(8) 1.0568(7) 0.18415(11) 0.0285(7) Uani 1 1 d . . . . .
N2B N 0.14648(8) 1.1040(7) 0.13964(11) 0.0262(7) Uani 1 1 d . . . . .
C1C C 0.4863(2) 0.8493(18) 0.5071(3) 0.0317(13) Uani 0.5 1 d . U P A -1
C2C C 0.4614(2) 0.8101(18) 0.4657(3) 0.0366(15) Uani 0.5 1 d . U P A -1
H2CA H 0.4716 0.8117 0.4370 0.044 Uiso 0.5 1 calc R U P A -1
C3C C 0.4090(2) 0.7734(18) 0.5054(3) 0.0381(15) Uani 0.5 1 d . U P A -1
H3CA H 0.3828 0.7423 0.5048 0.046 Uiso 0.5 1 calc R U P A -1
C4C C 0.4307(2) 0.8208(17) 0.5494(3) 0.0369(14) Uani 0.5 1 d . U P A -1
H4CA H 0.4191 0.8283 0.5771 0.044 Uiso 0.5 1 calc R U P A -1
C5C C 0.4704(2) 0.8568(17) 0.5505(3) 0.0348(14) Uani 0.5 1 d . U P A -1
H5CA H 0.4860 0.8850 0.5793 0.042 Uiso 0.5 1 calc R U P A -1
C6C C 0.5831(2) 0.9045(19) 0.4665(4) 0.0451(15) Uani 0.5 1 d . U P A -1
H6CA H 0.5915 0.8871 0.4353 0.054 Uiso 0.5 1 calc R U P A -1
H6CB H 0.6027 0.8427 0.4905 0.054 Uiso 0.5 1 calc R U P A -1
C7C C 0.5748(3) 1.1615(19) 0.4769(4) 0.0476(16) Uani 0.5 1 d . U P A -1
H7CA H 0.5947 1.2236 0.5006 0.057 Uiso 0.5 1 calc R U P A -1
H7CB H 0.5738 1.2525 0.4480 0.057 Uiso 0.5 1 calc R U P A -1
C8C C 0.5354(2) 1.161(2) 0.4957(4) 0.0401(15) Uani 0.5 1 d . U P A -1
H8CA H 0.5360 1.2551 0.5240 0.048 Uiso 0.5 1 calc R U P A -1
H8CB H 0.5151 1.2160 0.4716 0.048 Uiso 0.5 1 calc R U P A -1
C9C C 0.5291(2) 0.9064(16) 0.5073(3) 0.0355(12) Uani 0.5 1 d . U P A -1
H9CA H 0.5438 0.8666 0.5382 0.043 Uiso 0.5 1 calc R U P A -1
C10C C 0.5515(3) 0.544(2) 0.4753(4) 0.0455(19) Uani 0.5 1 d . U P A -1
H10E H 0.5271 0.4704 0.4763 0.068 Uiso 0.5 1 calc R U P A -1
H10F H 0.5635 0.4821 0.4494 0.068 Uiso 0.5 1 calc R U P A -1
H10G H 0.5679 0.5182 0.5048 0.068 Uiso 0.5 1 calc R U P A -1
N1C N 0.42378(19) 0.7702(17) 0.4640(3) 0.0407(14) Uani 0.5 1 d . U P A -1
N2C N 0.54561(19) 0.7884(13) 0.4682(3) 0.0387(12) Uani 0.5 1 d . U P A -1
C1D C 0.0139(2) 0.2611(17) 1.0032(3) 0.0326(13) Uani 0.5 1 d . U P B -1
C2D C 0.0195(3) 0.2717(19) 0.9551(3) 0.0433(16) Uani 0.5 1 d . U P B -1
H2DA H -0.0010 0.2452 0.9311 0.052 Uiso 0.5 1 calc R U P B -1
C3D C 0.0561(3) 0.3222(19) 0.9434(4) 0.0494(17) Uani 0.5 1 d . U P B -1
H3DA H 0.0605 0.3277 0.9116 0.059 Uiso 0.5 1 calc R U P B -1
C4D C 0.0856(3) 0.364(2) 0.9800(4) 0.0481(17) Uani 0.5 1 d . U P B -1
H4DA H 0.1100 0.3980 0.9720 0.058 Uiso 0.5 1 calc R U P B -1
C5D C 0.0457(2) 0.3078(18) 1.0371(3) 0.0377(15) Uani 0.5 1 d . U P B -1
H5DA H 0.0420 0.3030 1.0691 0.045 Uiso 0.5 1 calc R U P B -1
C6D C -0.0247(2) 0.2033(16) 1.0191(3) 0.0367(13) Uani 0.5 1 d . U P B -1
H6DA H -0.0226 0.2156 1.0539 0.044 Uiso 0.5 1 calc R U P B -1
C7D C -0.0393(2) -0.037(2) 1.0038(4) 0.0448(16) Uani 0.5 1 d . U P B -1
H7DA H -0.0271 -0.1534 1.0252 0.054 Uiso 0.5 1 calc R U P B -1
H7DB H -0.0344 -0.0712 0.9715 0.054 Uiso 0.5 1 calc R U P B -1
C8D C -0.0828(2) -0.021(2) 1.0069(4) 0.0499(17) Uani 0.5 1 d . U P B -1
H8DA H -0.0975 -0.1011 0.9804 0.060 Uiso 0.5 1 calc R U P B -1
H8DB H -0.0889 -0.0872 1.0365 0.060 Uiso 0.5 1 calc R U P B -1
C9D C -0.0922(2) 0.234(2) 1.0048(4) 0.0539(17) Uani 0.5 1 d . U P B -1
H9DA H -0.1124 0.2655 0.9788 0.065 Uiso 0.5 1 calc R U P B -1
H9DB H -0.1008 0.2833 1.0344 0.065 Uiso 0.5 1 calc R U P B -1
C10D C -0.0539(3) 0.587(2) 1.0157(4) 0.049(2) Uani 0.5 1 d . U P B -1
H10H H -0.0300 0.6549 1.0097 0.073 Uiso 0.5 1 calc R U P B -1
H10I H -0.0751 0.6751 1.0002 0.073 Uiso 0.5 1 calc R U P B -1
H10J H -0.0549 0.5835 1.0495 0.073 Uiso 0.5 1 calc R U P B -1
N1D N 0.0811(2) 0.3587(17) 1.0272(3) 0.0464(15) Uani 0.5 1 d . U P B -1
N2D N -0.05624(18) 0.3544(14) 0.9972(3) 0.0422(13) Uani 0.5 1 d . U P B -1


_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
C1A C28A 1.423(5) 2_656 ?
C1A C2A 1.432(5) . ?
C2A C3A 1.424(6) . ?
C2A C4A 1.473(5) . ?
C3A C30A 1.433(5) 2_656 ?
C4A C5A 1.233(5) . ?
C5A C6A 1.510(5) . ?
C6A N1A 1.513(4) . ?
C6A C7A 1.576(5) . ?
C6A C11A 1.585(6) . ?
C7A C8A 1.569(5) . ?
C8A C9A 1.554(8) . ?
C9A C10A 1.551(7) . ?
C10A C11A 1.568(5) . ?
C12A N1A 1.295(6) . ?
C12A C13A 1.514(5) . ?
C13A C14A 1.428(6) . ?
C13A C18A 1.430(7) . ?
C14A C15A 1.422(5) . ?
C15A C16A 1.439(6) . ?
C16A C17A 1.425(7) . ?
C16A C19A 1.513(5) . ?
C17A C18A 1.422(5) . ?
C19A N2A 1.299(5) . ?
C20A C26A 1.508(5) . ?
C20A N2A 1.517(4) . ?
C20A C25A 1.579(5) . ?
C20A C21A 1.584(6) . ?
C21A C22A 1.565(5) . ?
C22A C23A 1.555(6) . ?
C23A C24A 1.579(7) . ?
C24A C25A 1.561(5) . ?
C26A C27A 1.242(5) . ?
C27A C28A 1.477(5) . ?
C28A C1A 1.423(5) 2_656 ?
C28A C29A 1.443(6) . ?
C29A C30A 1.418(5) . ?
C30A C3A 1.433(5) 2_656 ?
C1B C30B 1.412(5) 2 ?
C1B C2B 1.434(6) . ?
C2B C3B 1.441(5) . ?
C2B C4B 1.477(5) . ?
C3B C28B 1.443(5) 2 ?
C4B C5B 1.231(5) . ?
C5B C6B 1.526(6) . ?
C6B N1B 1.512(4) . ?
C6B C7B 1.564(6) . ?
C6B C11B 1.582(5) . ?
C7B C8B 1.560(5) . ?
C8B C9B 1.572(7) . ?
C9B C10B 1.575(8) . ?
C10B C11B 1.554(5) . ?
C12B N1B 1.284(6) . ?
C12B C13B 1.507(5) . ?
C13B C14B 1.413(7) . ?
C13B C18B 1.429(6) . ?
C14B C15B 1.423(6) . ?
C15B C16B 1.416(7) . ?
C16B C17B 1.426(6) . ?
C16B C19B 1.509(5) . ?
C17B C18B 1.413(5) . ?
C19B N2B 1.284(5) . ?
C20B N2B 1.509(4) . ?
C20B C26B 1.529(5) . ?
C20B C21B 1.563(6) . ?
C20B C25B 1.589(5) . ?
C21B C22B 1.560(5) . ?
C22B C23B 1.574(6) . ?
C23B C24B 1.558(7) . ?
C24B C25B 1.556(5) . ?
C26B C27B 1.215(5) . ?
C27B C28B 1.488(5) . ?
C28B C29B 1.418(6) . ?
C28B C3B 1.443(5) 2 ?
C29B C30B 1.431(5) . ?
C30B C1B 1.413(5) 2 ?
C1C C2C 1.411(11) . ?
C1C C5C 1.441(11) . ?
C1C C9C 1.567(13) . ?
C2C N1C 1.356(10) . ?
C3C N1C 1.367(11) . ?
C3C C4C 1.423(12) . ?
C4C C5C 1.430(12) . ?
C6C N2C 1.512(12) . ?
C6C C7C 1.592(16) . ?
C7C C8C 1.575(13) . ?
C8C C9C 1.571(15) . ?
C9C N2C 1.512(11) . ?
C10C N2C 1.478(15) . ?
C1D C5D 1.424(12) . ?
C1D C2D 1.431(12) . ?
C1D C6D 1.546(12) . ?
C2D C3D 1.422(13) . ?
C3D C4D 1.414(16) . ?
C4D N1D 1.391(14) . ?
C5D N1D 1.364(11) . ?
C6D N2D 1.512(11) . ?
C6D C7D 1.563(16) . ?
C7D C8D 1.572(12) . ?
C8D C9D 1.549(18) . ?
C9D N2D 1.511(13) . ?
C10D N2D 1.479(16) . ?

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
C28A C1A C2A 121.8(4) 2_656 . ?
C3A C2A C1A 118.7(3) . . ?
C3A C2A C4A 121.5(3) . . ?
C1A C2A C4A 119.8(4) . . ?
C2A C3A C30A 120.3(4) . 2_656 ?
C5A C4A C2A 178.3(5) . . ?
C4A C5A C6A 175.9(4) . . ?
C5A C6A N1A 113.1(3) . . ?
C5A C6A C7A 111.4(3) . . ?
N1A C6A C7A 108.3(3) . . ?
C5A C6A C11A 108.3(3) . . ?
N1A C6A C11A 107.0(3) . . ?
C7A C6A C11A 108.6(3) . . ?
C8A C7A C6A 111.4(3) . . ?
C9A C8A C7A 112.3(4) . . ?
C10A C9A C8A 111.3(3) . . ?
C9A C10A C11A 112.0(3) . . ?
C10A C11A C6A 110.9(3) . . ?
N1A C12A C13A 122.1(4) . . ?
C14A C13A C18A 120.4(3) . . ?
C14A C13A C12A 121.4(4) . . ?
C18A C13A C12A 118.2(4) . . ?
C15A C14A C13A 119.6(4) . . ?
C14A C15A C16A 120.3(4) . . ?
C17A C16A C15A 119.7(3) . . ?
C17A C16A C19A 118.6(4) . . ?
C15A C16A C19A 121.6(4) . . ?
C18A C17A C16A 120.2(4) . . ?
C17A C18A C13A 119.9(4) . . ?
N2A C19A C16A 120.5(4) . . ?
C26A C20A N2A 113.3(3) . . ?
C26A C20A C25A 112.1(3) . . ?
N2A C20A C25A 106.2(3) . . ?
C26A C20A C21A 109.2(3) . . ?
N2A C20A C21A 106.2(3) . . ?
C25A C20A C21A 109.7(3) . . ?
C22A C21A C20A 111.7(3) . . ?
C23A C22A C21A 111.2(3) . . ?
C22A C23A C24A 110.2(3) . . ?
C25A C24A C23A 111.2(3) . . ?
C24A C25A C20A 112.8(3) . . ?
C27A C26A C20A 173.3(3) . . ?
C26A C27A C28A 175.3(3) . . ?
C1A C28A C29A 118.7(3) 2_656 . ?
C1A C28A C27A 119.5(4) 2_656 . ?
C29A C28A C27A 121.7(3) . . ?
C30A C29A C28A 120.0(3) . . ?
C29A C30A C3A 120.5(4) . 2_656 ?
C30B C1B C2B 119.8(3) 2 . ?
C1B C2B C3B 120.1(3) . . ?
C1B C2B C4B 121.1(3) . . ?
C3B C2B C4B 118.8(4) . . ?
C2B C3B C28B 119.2(4) . 2 ?
C5B C4B C2B 177.8(4) . . ?
C4B C5B C6B 174.9(5) . . ?
N1B C6B C5B 112.8(3) . . ?
N1B C6B C7B 108.3(3) . . ?
C5B C6B C7B 108.7(3) . . ?
N1B C6B C11B 107.5(3) . . ?
C5B C6B C11B 110.2(3) . . ?
C7B C6B C11B 109.2(3) . . ?
C8B C7B C6B 112.0(4) . . ?
C7B C8B C9B 111.1(3) . . ?
C8B C9B C10B 111.0(3) . . ?
C11B C10B C9B 111.7(4) . . ?
C10B C11B C6B 111.7(3) . . ?
N1B C12B C13B 122.6(4) . . ?
C14B C13B C18B 118.6(3) . . ?
C14B C13B C12B 119.8(4) . . ?
C18B C13B C12B 121.5(4) . . ?
C13B C14B C15B 121.3(4) . . ?
C16B C15B C14B 119.9(4) . . ?
C15B C16B C17B 119.0(3) . . ?
C15B C16B C19B 119.5(3) . . ?
C17B C16B C19B 121.6(3) . . ?
C18B C17B C16B 120.9(4) . . ?
C17B C18B C13B 120.1(4) . . ?
N2B C19B C16B 122.0(3) . . ?
N2B C20B C26B 112.3(3) . . ?
N2B C20B C21B 107.7(3) . . ?
C26B C20B C21B 109.9(3) . . ?
N2B C20B C25B 105.6(3) . . ?
C26B C20B C25B 111.5(3) . . ?
C21B C20B C25B 109.7(3) . . ?
C22B C21B C20B 112.8(3) . . ?
C21B C22B C23B 110.9(3) . . ?
C24B C23B C22B 110.5(3) . . ?
C25B C24B C23B 111.7(3) . . ?
C24B C25B C20B 112.5(3) . . ?
C27B C26B C20B 172.9(4) . . ?
C26B C27B C28B 174.9(3) . . ?
C29B C28B C3B 120.2(3) . 2 ?
C29B C28B C27B 122.4(3) . . ?
C3B C28B C27B 117.4(4) 2 . ?
C28B C29B C30B 119.9(3) . . ?
C1B C30B C29B 120.9(4) 2 . ?
C12A N1A C6A 118.0(3) . . ?
C19A N2A C20A 119.9(3) . . ?
C12B N1B C6B 119.3(3) . . ?
C19B N2B C20B 121.1(3) . . ?
C2C C1C C5C 117.7(7) . . ?
C2C C1C C9C 123.0(7) . . ?
C5C C1C C9C 119.1(8) . . ?
N1C C2C C1C 124.7(8) . . ?
N1C C3C C4C 123.6(7) . . ?
C3C C4C C5C 118.1(7) . . ?
C4C C5C C1C 118.4(7) . . ?
N2C C6C C7C 104.3(7) . . ?
C8C C7C C6C 104.9(8) . . ?
C9C C8C C7C 103.6(8) . . ?
N2C C9C C1C 111.9(7) . . ?
N2C C9C C8C 102.0(7) . . ?
C1C C9C C8C 111.9(7) . . ?
C2C N1C C3C 117.3(7) . . ?
C10C N2C C6C 110.0(7) . . ?
C10C N2C C9C 114.5(7) . . ?
C6C N2C C9C 104.1(7) . . ?
C5D C1D C2D 117.1(8) . . ?
C5D C1D C6D 120.1(8) . . ?
C2D C1D C6D 122.8(7) . . ?
C3D C2D C1D 119.3(9) . . ?
C4D C3D C2D 118.6(9) . . ?
N1D C4D C3D 123.7(8) . . ?
N1D C5D C1D 125.2(8) . . ?
N2D C6D C1D 112.8(7) . . ?
N2D C6D C7D 102.9(7) . . ?
C1D C6D C7D 113.3(7) . . ?
C6D C7D C8D 102.9(8) . . ?
C9D C8D C7D 105.4(8) . . ?
N2D C9D C8D 106.7(7) . . ?
C5D N1D C4D 116.1(8) . . ?
C10D N2D C9D 113.7(7) . . ?
C10D N2D C6D 113.6(7) . . ?
C9D N2D C6D 104.9(8) . . ?

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
C28A C1A C2A C3A 0.0(5) 2_656 . . . ?
C28A C1A C2A C4A 179.4(3) 2_656 . . . ?
C1A C2A C3A C30A 1.7(5) . . . 2_656 ?
C4A C2A C3A C30A -177.8(4) . . . 2_656 ?
C5A C6A C7A C8A 62.4(5) . . . . ?
N1A C6A C7A C8A -172.7(4) . . . . ?
C11A C6A C7A C8A -56.8(4) . . . . ?
C6A C7A C8A C9A 55.6(4) . . . . ?
C7A C8A C9A C10A -53.2(4) . . . . ?
C8A C9A C10A C11A 54.0(5) . . . . ?
C9A C10A C11A C6A -57.2(4) . . . . ?
C5A C6A C11A C10A -63.5(4) . . . . ?
N1A C6A C11A C10A 174.3(3) . . . . ?
C7A C6A C11A C10A 57.6(4) . . . . ?
N1A C12A C13A C14A 1.5(6) . . . . ?
N1A C12A C13A C18A -179.8(4) . . . . ?
C18A C13A C14A C15A -2.6(6) . . . . ?
C12A C13A C14A C15A 176.1(4) . . . . ?
C13A C14A C15A C16A 1.0(6) . . . . ?
C14A C15A C16A C17A 1.0(6) . . . . ?
C14A C15A C16A C19A 179.3(4) . . . . ?
C15A C16A C17A C18A -1.4(7) . . . . ?
C19A C16A C17A C18A -179.7(4) . . . . ?
C16A C17A C18A C13A -0.2(8) . . . . ?
C14A C13A C18A C17A 2.3(7) . . . . ?
C12A C13A C18A C17A -176.5(5) . . . . ?
C17A C16A C19A N2A 168.0(4) . . . . ?
C15A C16A C19A N2A -10.3(6) . . . . ?
C26A C20A C21A C22A 68.8(4) . . . . ?
N2A C20A C21A C22A -168.7(3) . . . . ?
C25A C20A C21A C22A -54.3(4) . . . . ?
C20A C21A C22A C23A 57.8(4) . . . . ?
C21A C22A C23A C24A -57.7(4) . . . . ?
C22A C23A C24A C25A 56.1(4) . . . . ?
C23A C24A C25A C20A -54.9(4) . . . . ?
C26A C20A C25A C24A -68.1(4) . . . . ?
N2A C20A C25A C24A 167.7(3) . . . . ?
C21A C20A C25A C24A 53.4(4) . . . . ?
C1A C28A C29A C30A 1.3(5) 2_656 . . . ?
C27A C28A C29A C30A -176.1(3) . . . . ?
C28A C29A C30A C3A 0.3(6) . . . 2_656 ?
C30B C1B C2B C3B -1.4(5) 2 . . . ?
C30B C1B C2B C4B 178.7(4) 2 . . . ?
C1B C2B C3B C28B -0.3(6) . . . 2 ?
C4B C2B C3B C28B 179.7(3) . . . 2 ?
N1B C6B C7B C8B -173.9(3) . . . . ?
C5B C6B C7B C8B 63.1(4) . . . . ?
C11B C6B C7B C8B -57.1(4) . . . . ?
C6B C7B C8B C9B 56.8(5) . . . . ?
C7B C8B C9B C10B -54.0(5) . . . . ?
C8B C9B C10B C11B 54.0(4) . . . . ?
C9B C10B C11B C6B -55.8(4) . . . . ?
N1B C6B C11B C10B 173.9(4) . . . . ?
C5B C6B C11B C10B -62.8(5) . . . . ?
C7B C6B C11B C10B 56.5(4) . . . . ?
N1B C12B C13B C14B 177.2(5) . . . . ?
N1B C12B C13B C18B -4.7(7) . . . . ?
C18B C13B C14B C15B -0.9(8) . . . . ?
C12B C13B C14B C15B 177.2(5) . . . . ?
C13B C14B C15B C16B -0.7(9) . . . . ?
C14B C15B C16B C17B 2.2(7) . . . . ?
C14B C15B C16B C19B -179.3(5) . . . . ?
C15B C16B C17B C18B -2.1(7) . . . . ?
C19B C16B C17B C18B 179.4(4) . . . . ?
C16B C17B C18B C13B 0.5(6) . . . . ?
C14B C13B C18B C17B 1.0(7) . . . . ?
C12B C13B C18B C17B -177.1(4) . . . . ?
C15B C16B C19B N2B -170.3(4) . . . . ?
C17B C16B C19B N2B 8.2(6) . . . . ?
N2B C20B C21B C22B 168.3(3) . . . . ?
C26B C20B C21B C22B -69.1(4) . . . . ?
C25B C20B C21B C22B 53.8(4) . . . . ?
C20B C21B C22B C23B -56.4(5) . . . . ?
C21B C22B C23B C24B 56.2(5) . . . . ?
C22B C23B C24B C25B -55.9(4) . . . . ?
C23B C24B C25B C20B 55.1(4) . . . . ?
N2B C20B C25B C24B -168.8(3) . . . . ?
C26B C20B C25B C24B 69.0(4) . . . . ?
C21B C20B C25B C24B -53.0(4) . . . . ?
C3B C28B C29B C30B -2.1(5) 2 . . . ?
C27B C28B C29B C30B 175.3(3) . . . . ?
C28B C29B C30B C1B 0.4(6) . . . 2 ?
C13A C12A N1A C6A 179.4(3) . . . . ?
C5A C6A N1A C12A 32.7(5) . . . . ?
C7A C6A N1A C12A -91.3(4) . . . . ?
C11A C6A N1A C12A 151.9(4) . . . . ?
C16A C19A N2A C20A -175.1(3) . . . . ?
C26A C20A N2A C19A -21.1(5) . . . . ?
C25A C20A N2A C19A 102.3(4) . . . . ?
C21A C20A N2A C19A -141.0(4) . . . . ?
C13B C12B N1B C6B -179.1(4) . . . . ?
C5B C6B N1B C12B -28.0(5) . . . . ?
C7B C6B N1B C12B -148.3(4) . . . . ?
C11B C6B N1B C12B 93.7(4) . . . . ?
C16B C19B N2B C20B 176.4(3) . . . . ?
C26B C20B N2B C19B 20.1(5) . . . . ?
C21B C20B N2B C19B 141.2(4) . . . . ?
C25B C20B N2B C19B -101.6(4) . . . . ?
C5C C1C C2C N1C -2.7(16) . . . . ?
C9C C1C C2C N1C -176.9(10) . . . . ?
N1C C3C C4C C5C -3.0(15) . . . . ?
C3C C4C C5C C1C 1.7(14) . . . . ?
C2C C1C C5C C4C 0.9(14) . . . . ?
C9C C1C C5C C4C 175.4(9) . . . . ?
N2C C6C C7C C8C 13.4(10) . . . . ?
C6C C7C C8C C9C 14.4(10) . . . . ?
C2C C1C C9C N2C -33.7(13) . . . . ?
C5C C1C C9C N2C 152.2(8) . . . . ?
C2C C1C C9C C8C 80.1(11) . . . . ?
C5C C1C C9C C8C -94.0(11) . . . . ?
C7C C8C C9C N2C -37.2(9) . . . . ?
C7C C8C C9C C1C -156.9(7) . . . . ?
C1C C2C N1C C3C 1.5(15) . . . . ?
C4C C3C N1C C2C 1.4(15) . . . . ?
C7C C6C N2C C10C -160.7(8) . . . . ?
C7C C6C N2C C9C -37.5(9) . . . . ?
C1C C9C N2C C10C -73.1(10) . . . . ?
C8C C9C N2C C10C 167.1(7) . . . . ?
C1C C9C N2C C6C 166.7(7) . . . . ?
C8C C9C N2C C6C 46.9(8) . . . . ?
C5D C1D C2D C3D 1.4(15) . . . . ?
C6D C1D C2D C3D -178.9(9) . . . . ?
C1D C2D C3D C4D -1.0(16) . . . . ?
C2D C3D C4D N1D 0.1(16) . . . . ?
C2D C1D C5D N1D -0.9(16) . . . . ?
C6D C1D C5D N1D 179.4(10) . . . . ?
C5D C1D C6D N2D 125.1(9) . . . . ?
C2D C1D C6D N2D -54.6(13) . . . . ?
C5D C1D C6D C7D -118.4(10) . . . . ?
C2D C1D C6D C7D 61.8(12) . . . . ?
N2D C6D C7D C8D -37.9(9) . . . . ?
C1D C6D C7D C8D -160.0(8) . . . . ?
C6D C7D C8D C9D 20.6(11) . . . . ?
C7D C8D C9D N2D 4.0(11) . . . . ?
C1D C5D N1D C4D -0.1(15) . . . . ?
C3D C4D N1D C5D 0.5(16) . . . . ?
C8D C9D N2D C10D -152.9(9) . . . . ?
C8D C9D N2D C6D -28.3(10) . . . . ?
C1D C6D N2D C10D -71.5(10) . . . . ?
C7D C6D N2D C10D 166.0(8) . . . . ?
C1D C6D N2D C9D 163.8(8) . . . . ?
C7D C6D N2D C9D 41.3(9) . . . . ?

_refine_diff_density_max         0.378
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.082
_shelxl_version_number           2014/6
_exptl_crystal_recrystallization_method 'Immersion in S-Nicotin'
