# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_srpcy533
_database_code_depnum_ccdc_archive 'CCDC 1545866'
_audit_update_record             
;
2017-04-25 deposited with the CCDC.
2017-11-08 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT410_srpcy533            
;
PROBLEM: Short Intra H...H Contact H10? .. H16 . 1.74 Ang.
RESPONSE: This is due the highly disordered cyclohexyl molecule 
which has been modelled over two positions with equal occupancies.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H52 N6 O3'
_chemical_formula_sum            'C30 H52 N6 O3'
_chemical_formula_weight         544.77

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

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        '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                   6.8629(8)
_cell_length_b                   13.3106(7)
_cell_length_c                   17.3781(11)
_cell_angle_alpha                107.076(5)
_cell_angle_beta                 91.166(7)
_cell_angle_gamma                91.431(7)
_cell_volume                     1516.4(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    1211
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      26.32

_exptl_crystal_description       PLATE
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_F_000             596
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.540
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.230
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.959
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.959
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_process_details   'SADABS (BRUKER, 2006)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Micro focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10667
_diffrn_reflns_av_unetI/netI     0.1157
_diffrn_reflns_av_R_equivalents  0.0691
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.075
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             5559
_reflns_number_gt                2601
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.1052P)²+0.5735P] 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         5559
_refine_ls_number_parameters     407
_refine_ls_number_restraints     192
_refine_ls_R_factor_all          0.1738
_refine_ls_R_factor_gt           0.0933
_refine_ls_wR_factor_ref         0.2848
_refine_ls_wR_factor_gt          0.2240
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.039
_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 0.2378(6) 0.9078(3) 0.7656(2) 0.0426(10) Uani 1 1 d . . . . .
C2 C 0.2357(6) 0.9730(3) 0.8473(2) 0.0420(10) Uani 1 1 d . . . . .
C4 C 0.5277(6) 0.9082(2) 0.8760(2) 0.0396(10) Uani 1 1 d . . . . .
C6 C 0.3999(7) 0.8442(3) 0.7409(3) 0.0512(12) Uani 1 1 d . . . . .
C7 C 0.0795(7) 0.9038(3) 0.7097(3) 0.0502(11) Uani 1 1 d . . . . .
C10 C -0.0422(17) 0.7801(7) 0.5748(7) 0.0579(15) Uani 0.5 1 d . U P A 1
H10 H -0.1246 0.8301 0.5588 0.069 Uiso 0.5 1 calc R U P A 1
C11 C 0.0650(16) 0.7133(7) 0.5005(5) 0.0665(16) Uani 0.5 1 d . U P A 1
H11A H 0.1518 0.7577 0.4804 0.080 Uiso 0.5 1 calc R U P A 1
H11B H 0.1417 0.6609 0.5150 0.080 Uiso 0.5 1 calc R U P A 1
C12 C -0.0877(16) 0.6607(7) 0.4374(6) 0.0708(15) Uani 0.5 1 d . U P A 1
H12A H -0.0237 0.6169 0.3908 0.085 Uiso 0.5 1 calc R U P A 1
H12B H -0.1553 0.7144 0.4208 0.085 Uiso 0.5 1 calc R U P A 1
C13 C -0.236(2) 0.5938(9) 0.4649(7) 0.0656(16) Uani 0.5 1 d . U P A 1
H13A H -0.3353 0.5659 0.4230 0.079 Uiso 0.5 1 calc R U P A 1
H13B H -0.1732 0.5354 0.4769 0.079 Uiso 0.5 1 calc R U P A 1
C14 C -0.3259(16) 0.6634(7) 0.5394(6) 0.0682(15) Uani 0.5 1 d . U P A 1
H14A H -0.4182 0.6224 0.5604 0.082 Uiso 0.5 1 calc R U P A 1
H14B H -0.3956 0.7189 0.5261 0.082 Uiso 0.5 1 calc R U P A 1
C15 C -0.1597(16) 0.7134(8) 0.6056(5) 0.0608(14) Uani 0.5 1 d . U P A 1
H15A H -0.2167 0.7531 0.6555 0.073 Uiso 0.5 1 calc R U P A 1
H15B H -0.0824 0.6586 0.6160 0.073 Uiso 0.5 1 calc R U P A 1
C10' C -0.1132(16) 0.7683(7) 0.5988(6) 0.0493(15) Uani 0.5 1 d . U P A 2
H10' H -0.2289 0.8049 0.6233 0.059 Uiso 0.5 1 calc R U P A 2
C11' C -0.1106(15) 0.7545(6) 0.5068(5) 0.0567(13) Uani 0.5 1 d . U P A 2
H11C H -0.1264 0.8220 0.4970 0.068 Uiso 0.5 1 calc R U P A 2
H11D H 0.0132 0.7271 0.4855 0.068 Uiso 0.5 1 calc R U P A 2
C12' C -0.2756(16) 0.6790(6) 0.4654(6) 0.0623(14) Uani 0.5 1 d . U P A 2
H12C H -0.2716 0.6671 0.4077 0.075 Uiso 0.5 1 calc R U P A 2
H12D H -0.3996 0.7094 0.4837 0.075 Uiso 0.5 1 calc R U P A 2
C13' C -0.257(2) 0.5706(8) 0.4852(7) 0.0597(16) Uani 0.5 1 d . U P A 2
H13C H -0.3647 0.5234 0.4596 0.072 Uiso 0.5 1 calc R U P A 2
H13D H -0.1366 0.5381 0.4638 0.072 Uiso 0.5 1 calc R U P A 2
C14' C -0.2570(14) 0.5874(6) 0.5710(5) 0.0546(13) Uani 0.5 1 d . U P A 2
H14C H -0.2439 0.5204 0.5819 0.066 Uiso 0.5 1 calc R U P A 2
H14D H -0.3811 0.6154 0.5914 0.066 Uiso 0.5 1 calc R U P A 2
C15' C -0.0973(15) 0.6608(5) 0.6143(5) 0.0487(14) Uani 0.5 1 d . U P A 2
H15C H 0.0275 0.6313 0.5963 0.058 Uiso 0.5 1 calc R U P A 2
H15D H -0.1039 0.6698 0.6716 0.058 Uiso 0.5 1 calc R U P A 2
C16 C -0.2120(7) 0.9986(3) 0.6809(2) 0.0487(11) Uani 1 1 d . . . . .
H16 H -0.2916 0.9361 0.6522 0.058 Uiso 1 1 calc R U . . .
C17 C -0.1203(8) 1.0443(3) 0.6197(3) 0.0636(14) Uani 1 1 d . . . . .
H17A H -0.0331 0.9943 0.5866 0.076 Uiso 1 1 calc R U . . .
H17B H -0.0449 1.1078 0.6470 0.076 Uiso 1 1 calc R U . . .
C18 C -0.2804(9) 1.0695(4) 0.5668(3) 0.0786(16) Uani 1 1 d . . . . .
H18A H -0.2224 1.0995 0.5277 0.094 Uiso 1 1 calc R U . . .
H18B H -0.3516 1.0052 0.5376 0.094 Uiso 1 1 calc R U . . .
C19 C -0.4196(9) 1.1465(4) 0.6176(3) 0.0796(17) Uani 1 1 d . . . . .
H19A H -0.3509 1.2133 0.6417 0.095 Uiso 1 1 calc R U . . .
H19B H -0.5246 1.1581 0.5833 0.095 Uiso 1 1 calc R U . . .
C20 C -0.5042(8) 1.1072(4) 0.6831(3) 0.0693(14) Uani 1 1 d . . . . .
H20A H -0.5885 1.0458 0.6592 0.083 Uiso 1 1 calc R U . . .
H20B H -0.5825 1.1612 0.7173 0.083 Uiso 1 1 calc R U . . .
C21 C -0.3424(7) 1.0785(3) 0.7339(3) 0.0532(12) Uani 1 1 d . . . . .
H21A H -0.2656 1.1412 0.7620 0.064 Uiso 1 1 calc R U . . .
H21B H -0.3996 1.0497 0.7738 0.064 Uiso 1 1 calc R U . . .
C23 C 0.8333(7) 0.8377(3) 0.9096(3) 0.0444(11) Uani 1 1 d . . . . .
C25 C 1.1187(6) 0.7734(3) 0.9581(2) 0.0465(11) Uani 1 1 d . . . . .
H25A H 1.1945 0.7836 0.9144 0.056 Uiso 1 1 calc R U . . .
H25B H 1.0709 0.7008 0.9424 0.056 Uiso 1 1 calc R U . . .
C26 C 1.2481(6) 0.7932(3) 1.0317(3) 0.0478(11) Uani 1 1 d . . . . .
H26A H 1.1721 0.7846 1.0760 0.057 Uiso 1 1 calc R U . . .
H26B H 1.2994 0.8651 1.0466 0.057 Uiso 1 1 calc R U . . .
C27 C 1.4167(6) 0.7184(3) 1.0180(3) 0.0502(11) Uani 1 1 d . . . . .
H27A H 1.3636 0.6468 1.0006 0.060 Uiso 1 1 calc R U . . .
H27B H 1.4931 0.7288 0.9744 0.060 Uiso 1 1 calc R U . . .
C28 C 1.5515(6) 0.7304(3) 1.0903(3) 0.0508(12) Uani 1 1 d . . . . .
H28A H 1.6049 0.8019 1.1082 0.061 Uiso 1 1 calc R U . . .
H28B H 1.4766 0.7187 1.1338 0.061 Uiso 1 1 calc R U . . .
C29 C 1.7176(7) 0.6551(3) 1.0730(3) 0.0546(12) Uani 1 1 d . . . . .
H29A H 1.6630 0.5839 1.0534 0.066 Uiso 1 1 calc R U . . .
H29B H 1.7930 0.6681 1.0301 0.066 Uiso 1 1 calc R U . . .
C30 C 1.8529(7) 0.6616(3) 1.1431(3) 0.0558(12) Uani 1 1 d . . . . .
H30A H 1.7778 0.6498 1.1865 0.067 Uiso 1 1 calc R U . . .
H30B H 1.9107 0.7321 1.1620 0.067 Uiso 1 1 calc R U . . .
C31 C 2.0144(7) 0.5837(3) 1.1242(3) 0.0547(12) Uani 1 1 d . . . . .
H31A H 1.9553 0.5137 1.1036 0.066 Uiso 1 1 calc R U . . .
H31B H 2.0897 0.5968 1.0812 0.066 Uiso 1 1 calc R U . . .
C32 C 2.1533(7) 0.5843(3) 1.1925(3) 0.0581(12) Uani 1 1 d . . . . .
H32A H 2.2166 0.6533 1.2125 0.070 Uiso 1 1 calc R U . . .
H32B H 2.0797 0.5716 1.2360 0.070 Uiso 1 1 calc R U . . .
C33 C 2.3064(7) 0.5034(3) 1.1688(3) 0.0581(12) Uani 1 1 d . . . . .
H33A H 2.3758 0.5155 1.1240 0.070 Uiso 1 1 calc R U . . .
H33B H 2.2412 0.4348 1.1492 0.070 Uiso 1 1 calc R U . . .
C34 C 2.4542(8) 0.4998(3) 1.2329(3) 0.0671(14) Uani 1 1 d . . . . .
H34A H 2.3873 0.4815 1.2759 0.080 Uiso 1 1 calc R U . . .
H34B H 2.5139 0.5693 1.2555 0.080 Uiso 1 1 calc R U . . .
C35 C 2.6128(8) 0.4222(3) 1.2032(3) 0.0664(14) Uani 1 1 d . . . . .
H35A H 2.5518 0.3531 1.1799 0.080 Uiso 1 1 calc R U . . .
H35B H 2.6790 0.4411 1.1603 0.080 Uiso 1 1 calc R U . . .
C36 C 2.7610(8) 0.4149(4) 1.2642(3) 0.0791(17) Uani 1 1 d . . . . .
H36A H 2.8581 0.3664 1.2387 0.119 Uiso 1 1 calc R U . . .
H36B H 2.6995 0.3907 1.3048 0.119 Uiso 1 1 calc R U . . .
H36C H 2.8217 0.4830 1.2884 0.119 Uiso 1 1 calc R U . . .
N3 N 0.3843(5) 0.9709(2) 0.90196(19) 0.0414(9) Uani 1 1 d . . . . .
N5 N 0.5402(6) 0.8487(2) 0.7995(2) 0.0480(9) Uani 1 1 d . . . . .
H5 H 0.6413 0.8112 0.7863 0.058 Uiso 1 1 calc R U . . .
N8 N 0.0846(6) 0.8339(2) 0.6354(2) 0.0659(12) Uani 1 1 d . . . . .
H8 H 0.2029 0.8188 0.6225 0.079 Uiso 1 1 calc R U . A 1
N9 N -0.0673(6) 0.9685(2) 0.7313(2) 0.0523(10) Uani 1 1 d . . . . .
H9 H -0.0780 0.9965 0.7823 0.063 Uiso 1 1 calc R U . . .
N22 N 0.6735(5) 0.9030(2) 0.92826(19) 0.0415(9) Uani 1 1 d . . . . .
H22 H 0.6674 0.9432 0.9769 0.050 Uiso 1 1 calc R U . . .
N24 N 0.9549(5) 0.8415(2) 0.9704(2) 0.0457(9) Uani 1 1 d . . . . .
H24 H 0.9364 0.8845 1.0172 0.055 Uiso 1 1 calc R U . . .
O37 O 0.8577(5) 0.78005(19) 0.84069(17) 0.0557(9) Uani 1 1 d . . . . .
O38 O 0.4335(5) 0.7871(2) 0.67182(17) 0.0655(10) Uani 1 1 d . . . . .
O39 O 0.0991(4) 1.03389(19) 0.87340(16) 0.0515(8) 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 C6 1.411(6) . ?
C1 C2 1.431(5) . ?
C1 C7 1.432(6) . ?
C2 O39 1.257(5) . ?
C2 N3 1.386(5) . ?
C4 N3 1.307(5) . ?
C4 N5 1.340(5) . ?
C4 N22 1.353(5) . ?
C6 O38 1.247(5) . ?
C6 N5 1.374(6) . ?
C7 N9 1.330(5) . ?
C7 N8 1.353(5) . ?
C10 N8 1.366(12) . ?
C10 C15 1.409(13) . ?
C10 C11 1.548(13) . ?
C11 C12 1.501(13) . ?
C12 C13 1.509(14) . ?
C13 C14 1.508(14) . ?
C14 C15 1.589(14) . ?
C10' C15' 1.537(11) . ?
C10' C11' 1.555(13) . ?
C10' N8 1.609(11) . ?
C11' C12' 1.515(12) . ?
C12' C13' 1.586(13) . ?
C13' C14' 1.442(13) . ?
C14' C15' 1.484(12) . ?
C16 N9 1.450(6) . ?
C16 C17 1.512(6) . ?
C16 C21 1.512(5) . ?
C17 C18 1.524(7) . ?
C18 C19 1.514(7) . ?
C19 C20 1.506(7) . ?
C20 C21 1.530(6) . ?
C23 O37 1.236(4) . ?
C23 N24 1.321(5) . ?
C23 N22 1.400(5) . ?
C25 N24 1.442(5) . ?
C25 C26 1.496(6) . ?
C26 C27 1.521(5) . ?
C27 C28 1.513(6) . ?
C28 C29 1.513(6) . ?
C29 C30 1.497(6) . ?
C30 C31 1.511(6) . ?
C31 C32 1.505(6) . ?
C32 C33 1.498(6) . ?
C33 C34 1.505(7) . ?
C34 C35 1.511(6) . ?
C35 C36 1.479(7) . ?

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
C6 C1 C2 118.2(4) . . ?
C6 C1 C7 119.8(4) . . ?
C2 C1 C7 122.0(4) . . ?
O39 C2 N3 116.7(3) . . ?
O39 C2 C1 122.1(4) . . ?
N3 C2 C1 121.2(4) . . ?
N3 C4 N5 123.4(4) . . ?
N3 C4 N22 119.1(3) . . ?
N5 C4 N22 117.5(4) . . ?
O38 C6 N5 116.3(4) . . ?
O38 C6 C1 127.7(5) . . ?
N5 C6 C1 115.9(4) . . ?
N9 C7 N8 121.6(5) . . ?
N9 C7 C1 119.8(4) . . ?
N8 C7 C1 118.6(4) . . ?
N8 C10 C15 107.3(9) . . ?
N8 C10 C11 112.1(9) . . ?
C15 C10 C11 109.3(8) . . ?
C12 C11 C10 107.4(9) . . ?
C11 C12 C13 114.0(9) . . ?
C14 C13 C12 107.2(9) . . ?
C13 C14 C15 109.6(9) . . ?
C10 C15 C14 107.0(9) . . ?
C15' C10' C11' 110.1(7) . . ?
C15' C10' N8 106.3(7) . . ?
C11' C10' N8 105.2(7) . . ?
C12' C11' C10' 108.8(8) . . ?
C11' C12' C13' 110.1(9) . . ?
C14' C13' C12' 110.3(8) . . ?
C13' C14' C15' 112.6(8) . . ?
C14' C15' C10' 110.7(8) . . ?
N9 C16 C17 112.3(4) . . ?
N9 C16 C21 108.9(3) . . ?
C17 C16 C21 109.5(3) . . ?
C16 C17 C18 109.2(4) . . ?
C19 C18 C17 110.5(4) . . ?
C20 C19 C18 112.0(4) . . ?
C19 C20 C21 110.8(5) . . ?
C16 C21 C20 110.3(4) . . ?
O37 C23 N24 122.4(4) . . ?
O37 C23 N22 121.9(4) . . ?
N24 C23 N22 115.7(3) . . ?
N24 C25 C26 112.7(3) . . ?
C25 C26 C27 111.7(3) . . ?
C28 C27 C26 115.3(3) . . ?
C29 C28 C27 113.0(3) . . ?
C30 C29 C28 115.4(4) . . ?
C29 C30 C31 114.0(4) . . ?
C32 C31 C30 116.8(4) . . ?
C33 C32 C31 113.2(4) . . ?
C32 C33 C34 116.8(4) . . ?
C33 C34 C35 113.9(4) . . ?
C36 C35 C34 116.1(4) . . ?
C4 N3 C2 117.7(3) . . ?
C4 N5 C6 123.5(4) . . ?
C7 N8 C10 138.9(6) . . ?
C7 N8 C10' 117.8(5) . . ?
C7 N9 C16 129.0(4) . . ?
C4 N22 C23 125.4(3) . . ?
C23 N24 C25 119.9(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 O39 178.1(3) . . . . ?
C7 C1 C2 O39 -3.3(5) . . . . ?
C6 C1 C2 N3 -2.8(5) . . . . ?
C7 C1 C2 N3 175.8(3) . . . . ?
C2 C1 C6 O38 -175.7(4) . . . . ?
C7 C1 C6 O38 5.7(6) . . . . ?
C2 C1 C6 N5 2.1(5) . . . . ?
C7 C1 C6 N5 -176.6(3) . . . . ?
C6 C1 C7 N9 -175.6(3) . . . . ?
C2 C1 C7 N9 5.8(6) . . . . ?
C6 C1 C7 N8 4.0(6) . . . . ?
C2 C1 C7 N8 -174.6(3) . . . . ?
N8 C10 C11 C12 -178.3(7) . . . . ?
C15 C10 C11 C12 62.9(12) . . . . ?
C10 C11 C12 C13 -57.0(11) . . . . ?
C11 C12 C13 C14 56.1(13) . . . . ?
C12 C13 C14 C15 -56.9(12) . . . . ?
N8 C10 C15 C14 172.1(7) . . . . ?
C11 C10 C15 C14 -66.2(11) . . . . ?
C13 C14 C15 C10 65.2(11) . . . . ?
C15' C10' C11' C12' 57.1(11) . . . . ?
N8 C10' C11' C12' 171.2(6) . . . . ?
C10' C11' C12' C13' -56.5(10) . . . . ?
C11' C12' C13' C14' 57.7(12) . . . . ?
C12' C13' C14' C15' -58.1(12) . . . . ?
C13' C14' C15' C10' 58.9(10) . . . . ?
C11' C10' C15' C14' -57.1(11) . . . . ?
N8 C10' C15' C14' -170.5(6) . . . . ?
N9 C16 C17 C18 177.6(3) . . . . ?
C21 C16 C17 C18 -61.4(5) . . . . ?
C16 C17 C18 C19 58.7(5) . . . . ?
C17 C18 C19 C20 -55.4(6) . . . . ?
C18 C19 C20 C21 53.8(6) . . . . ?
N9 C16 C21 C20 -176.7(3) . . . . ?
C17 C16 C21 C20 60.2(5) . . . . ?
C19 C20 C21 C16 -56.1(5) . . . . ?
N24 C25 C26 C27 178.5(3) . . . . ?
C25 C26 C27 C28 -178.0(3) . . . . ?
C26 C27 C28 C29 -179.3(3) . . . . ?
C27 C28 C29 C30 -178.5(3) . . . . ?
C28 C29 C30 C31 178.7(3) . . . . ?
C29 C30 C31 C32 -178.6(3) . . . . ?
C30 C31 C32 C33 179.0(3) . . . . ?
C31 C32 C33 C34 178.8(4) . . . . ?
C32 C33 C34 C35 -175.5(4) . . . . ?
C33 C34 C35 C36 -179.5(4) . . . . ?
N5 C4 N3 C2 1.8(5) . . . . ?
N22 C4 N3 C2 -178.9(3) . . . . ?
O39 C2 N3 C4 -180.0(3) . . . . ?
C1 C2 N3 C4 0.9(5) . . . . ?
N3 C4 N5 C6 -2.5(5) . . . . ?
N22 C4 N5 C6 178.1(3) . . . . ?
O38 C6 N5 C4 178.4(3) . . . . ?
C1 C6 N5 C4 0.4(5) . . . . ?
N9 C7 N8 C10 -25.9(10) . . . . ?
C1 C7 N8 C10 154.5(8) . . . . ?
N9 C7 N8 C10' -43.9(6) . . . . ?
C1 C7 N8 C10' 136.5(5) . . . . ?
C15 C10 N8 C7 -62.8(11) . . . . ?
C11 C10 N8 C7 177.3(6) . . . . ?
C15' C10' N8 C7 -98.2(6) . . . . ?
C11' C10' N8 C7 145.0(6) . . . . ?
N8 C7 N9 C16 -17.8(6) . . . . ?
C1 C7 N9 C16 161.7(4) . . . . ?
C17 C16 N9 C7 -55.8(5) . . . . ?
C21 C16 N9 C7 -177.2(4) . . . . ?
N3 C4 N22 C23 178.3(3) . . . . ?
N5 C4 N22 C23 -2.4(5) . . . . ?
O37 C23 N22 C4 2.5(5) . . . . ?
N24 C23 N22 C4 -177.2(3) . . . . ?
O37 C23 N24 C25 -2.7(6) . . . . ?
N22 C23 N24 C25 177.0(3) . . . . ?
C26 C25 N24 C23 176.2(3) . . . . ?

_refine_diff_density_max         0.273
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_mo_SRP_aminohexanol_0m
_database_code_depnum_ccdc_archive 'CCDC 1545868'
_audit_update_record             
;
2017-04-25 deposited with the CCDC.
2017-11-08 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT410_mo_SRP_aminohexanol_0m 
;
PROBLEM: Short Intra H...H Contact H19B .. H20? . 1.47 Ang.
RESPONSE: This is due to the huge disorder displayed by 
ethyl hexyl moiety.
;
_vrf_PLAT029_mo_SRP_aminohexanol_0m 
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.952 Note
RESPONSE: This is due to the poor diffration quality of the crystals.
;
# end Validation Reply Form 
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H48 N6 O5, C H3 O H'
_chemical_formula_sum            'C27 H52 N6 O6'
_chemical_formula_weight         556.74

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

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        '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                   8.5829(13)
_cell_length_b                   9.4082(14)
_cell_length_c                   19.835(3)
_cell_angle_alpha                91.627(4)
_cell_angle_beta                 102.132(4)
_cell_angle_gamma                101.559(5)
_cell_volume                     1530.0(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8132
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      23.97

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_F_000             608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.086
_shelx_estimated_absorpt_T_min   0.985
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_process_details   'SADABS(Bruker. 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_source_type              'Incoatech I\mS HB'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Photon II CPAD Area Detector'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28642
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.382
_diffrn_reflns_theta_max         26.172
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measured_fraction_theta_full 0.952
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_Laue_measured_fraction_full 0.952
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_point_group_measured_fraction_full 0.952
_reflns_number_total             5794
_reflns_number_gt                4534
_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.0511P)²+2.2101P] 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         5794
_refine_ls_number_parameters     443
_refine_ls_number_restraints     284
_refine_ls_R_factor_all          0.1043
_refine_ls_R_factor_gt           0.0798
_refine_ls_wR_factor_ref         0.1742
_refine_ls_wR_factor_gt          0.1639
_refine_ls_goodness_of_fit_ref   1.164
_refine_ls_restrained_S_all      1.217
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
O6 O 1.0252(4) 0.5415(3) 0.22465(13) 0.0290(7) Uani 0.8 1 d D U P A 1
H6" H 1.0154 0.5657 0.2644 0.044 Uiso 0.8 1 calc R U P A 1
C27 C 0.9949(16) 0.3854(12) 0.2150(7) 0.040(3) Uani 0.7 1 d D U P A 1
H27A H 1.0625 0.3477 0.2536 0.060 Uiso 0.7 1 calc R U P A 1
H27B H 1.0220 0.3574 0.1716 0.060 Uiso 0.7 1 calc R U P A 1
H27C H 0.8796 0.3447 0.2132 0.060 Uiso 0.7 1 calc R U P A 1
O6' O 0.8986(16) 0.4765(14) 0.2347(6) 0.041(3) Uani 0.2 1 d D U P B 2
H6' H 0.9306 0.5238 0.2734 0.061 Uiso 0.2 1 calc R U P B 2
C27' C 1.016(3) 0.395(3) 0.2244(16) 0.029(4) Uani 0.3 1 d D U P B 2
H27D H 1.1252 0.4489 0.2475 0.044 Uiso 0.3 1 calc R U P B 2
H27E H 1.0103 0.3803 0.1748 0.044 Uiso 0.3 1 calc R U P B 2
H27F H 0.9931 0.3008 0.2440 0.044 Uiso 0.3 1 calc R U P B 2
O1 O 0.7779(3) 0.5089(2) 0.52895(10) 0.0198(5) Uani 1 1 d . . . . .
O2 O 0.4495(3) 0.7376(2) 0.36117(9) 0.0206(5) Uani 1 1 d . . . . .
O3 O 0.2171(3) 0.3734(3) -0.12636(11) 0.0426(7) Uani 1 1 d . . . . .
H3A H 0.1615 0.4054 -0.1603 0.064 Uiso 1 1 calc R U . . .
O4 O 1.0254(3) -0.4175(2) 0.36152(10) 0.0232(5) Uani 1 1 d . . . . .
H4A H 1.0863 -0.4663 0.3849 0.035 Uiso 1 1 calc R U . . .
O5 O 0.7786(3) 0.8331(2) 0.67543(9) 0.0202(5) Uani 1 1 d . . . . .
N1 N 0.6954(3) 0.7135(2) 0.55169(11) 0.0165(5) Uani 1 1 d . . . . .
H1 H 0.7475 0.7138 0.5949 0.020 Uiso 1 1 calc R U . . .
N2 N 0.5347(3) 0.8323(2) 0.47115(11) 0.0138(5) Uani 1 1 d . . . . .
N3 N 0.5283(3) 0.5039(2) 0.31989(12) 0.0203(5) Uani 1 1 d . . . . .
H3 H 0.4860 0.5818 0.3149 0.024 Uiso 1 1 calc R U . . .
N4 N 0.6819(3) 0.3836(2) 0.40288(12) 0.0186(5) Uani 1 1 d . . . . .
H4 H 0.7165 0.3810 0.4478 0.022 Uiso 1 1 calc R U . . .
N5 N 0.6266(3) 0.9282(2) 0.58403(11) 0.0144(5) Uani 1 1 d . . . . .
H5 H 0.5777 1.0002 0.5718 0.017 Uiso 1 1 calc R U . . .
N6 N 0.7028(3) 1.0455(3) 0.69297(11) 0.0185(5) Uani 1 1 d . . . . .
H6 H 0.6475 1.1098 0.6750 0.022 Uiso 1 1 calc R U . . .
C1 C 0.6095(3) 0.6054(3) 0.43648(14) 0.0150(6) Uani 1 1 d . . . . .
C2 C 0.6973(3) 0.6015(3) 0.50526(14) 0.0148(6) Uani 1 1 d . . . . .
C3 C 0.6175(3) 0.8219(3) 0.53373(13) 0.0129(6) Uani 1 1 d . . . . .
C4 C 0.5286(3) 0.7238(3) 0.42107(13) 0.0149(6) Uani 1 1 d . . . . .
C5 C 0.6071(3) 0.4921(3) 0.38368(14) 0.0146(6) Uani 1 1 d . . . . .
C6 C 0.4984(4) 0.4100(3) 0.25556(14) 0.0204(6) Uani 1 1 d . . . . .
H6A H 0.4221 0.3175 0.2586 0.025 Uiso 1 1 calc R U . . .
H6B H 0.6021 0.3869 0.2490 0.025 Uiso 1 1 calc R U . . .
C7 C 0.4266(4) 0.4881(3) 0.19514(14) 0.0201(6) Uani 1 1 d . . . . .
H7A H 0.5058 0.5780 0.1910 0.024 Uiso 1 1 calc R U . . .
H7B H 0.3269 0.5165 0.2035 0.024 Uiso 1 1 calc R U . . .
C8 C 0.3845(4) 0.3925(3) 0.12793(15) 0.0260(7) Uani 1 1 d . . . . .
H8A H 0.4849 0.3650 0.1198 0.031 Uiso 1 1 calc R U . . .
H8B H 0.3071 0.3021 0.1328 0.031 Uiso 1 1 calc R U . . .
C9 C 0.3097(4) 0.4655(3) 0.06547(15) 0.0272(7) Uani 1 1 d . . . . .
H9A H 0.3792 0.5628 0.0646 0.033 Uiso 1 1 calc R U . . .
H9B H 0.2012 0.4795 0.0703 0.033 Uiso 1 1 calc R U . . .
C10 C 0.2907(5) 0.3787(4) -0.00308(15) 0.0310(8) Uani 1 1 d . . . . .
H10A H 0.3990 0.3648 -0.0082 0.037 Uiso 1 1 calc R U . . .
H10B H 0.2209 0.2814 -0.0025 0.037 Uiso 1 1 calc R U . . .
C11 C 0.2161(5) 0.4534(4) -0.06425(15) 0.0314(8) Uani 1 1 d . . . . .
H11A H 0.1028 0.4580 -0.0624 0.038 Uiso 1 1 calc R U . . .
H11B H 0.2795 0.5540 -0.0631 0.038 Uiso 1 1 calc R U . . .
C12 C 0.7149(4) 0.2678(3) 0.36021(14) 0.0164(6) Uani 1 1 d . . . . .
H12A H 0.7823 0.3115 0.3282 0.020 Uiso 1 1 calc R U . . .
H12B H 0.6108 0.2103 0.3322 0.020 Uiso 1 1 calc R U . . .
C13 C 0.8033(4) 0.1690(3) 0.40540(14) 0.0177(6) Uani 1 1 d . . . . .
H13A H 0.7420 0.1344 0.4409 0.021 Uiso 1 1 calc R U . . .
H13B H 0.9128 0.2241 0.4294 0.021 Uiso 1 1 calc R U . . .
C14 C 0.8206(3) 0.0387(3) 0.36195(14) 0.0167(6) Uani 1 1 d . . . . .
H14A H 0.7104 -0.0179 0.3399 0.020 Uiso 1 1 calc R U . . .
H14B H 0.8754 0.0748 0.3247 0.020 Uiso 1 1 calc R U . . .
C15 C 0.9163(3) -0.0617(3) 0.40301(14) 0.0155(6) Uani 1 1 d . . . . .
H15A H 0.8649 -0.0938 0.4418 0.019 Uiso 1 1 calc R U . . .
H15B H 1.0284 -0.0066 0.4230 0.019 Uiso 1 1 calc R U . . .
C16 C 0.9254(3) -0.1960(3) 0.35983(14) 0.0152(6) Uani 1 1 d . . . . .
H16A H 0.8139 -0.2541 0.3414 0.018 Uiso 1 1 calc R U . . .
H16B H 0.9736 -0.1648 0.3201 0.018 Uiso 1 1 calc R U . . .
C17 C 1.0263(4) -0.2884(3) 0.40212(14) 0.0167(6) Uani 1 1 d . . . . .
H17A H 1.1397 -0.2326 0.4183 0.020 Uiso 1 1 calc R U . . .
H17B H 0.9818 -0.3156 0.4432 0.020 Uiso 1 1 calc R U . . .
C18 C 0.7082(3) 0.9309(3) 0.65376(14) 0.0157(6) Uani 1 1 d . . . . .
C19 C 0.7880(4) 1.0663(3) 0.76596(14) 0.0225(7) Uani 1 1 d . . . . .
H19A H 0.8759 1.0107 0.7725 0.027 Uiso 1 1 calc R U . C 1
H19B H 0.8404 1.1705 0.7767 0.027 Uiso 1 1 calc R U . C 1
C20 C 0.6885(6) 1.0231(6) 0.8153(2) 0.0262(10) Uani 0.6 1 d D U P D 1
H20 H 0.6687 0.9171 0.8009 0.031 Uiso 0.6 1 calc R U P D 1
C21 C 0.7940(7) 1.0080(6) 0.8880(3) 0.0291(12) Uani 0.6 1 d D U P D 1
H21A H 0.7211 0.9619 0.9174 0.035 Uiso 0.6 1 calc R U P D 1
H21B H 0.8683 0.9424 0.8827 0.035 Uiso 0.6 1 calc R U P D 1
C22 C 0.8936(8) 1.1495(7) 0.9241(3) 0.0358(14) Uani 0.6 1 d D U P D 1
H22A H 0.9648 1.1971 0.8950 0.054 Uiso 0.6 1 calc R U P D 1
H22B H 0.9602 1.1311 0.9682 0.054 Uiso 0.6 1 calc R U P D 1
H22C H 0.8209 1.2127 0.9326 0.054 Uiso 0.6 1 calc R U P D 1
C23 C 0.5223(8) 1.0192(7) 0.8154(3) 0.0279(12) Uani 0.5 1 d D U P D 1
H23A H 0.4967 0.9281 0.8384 0.033 Uiso 0.5 1 calc R U P D 1
H23B H 0.4731 0.9911 0.7659 0.033 Uiso 0.5 1 calc R U P D 1
C24 C 0.3947(12) 1.0967(10) 0.8337(5) 0.0352(16) Uani 0.4 1 d D U P D 1
H24A H 0.3177 1.1231 0.7939 0.042 Uiso 0.4 1 calc R U P D 1
H24B H 0.4363 1.1764 0.8707 0.042 Uiso 0.4 1 calc R U P D 1
C25 C 0.3430(9) 0.9445(7) 0.8582(3) 0.0393(13) Uani 0.6 1 d D U P D 1
H25A H 0.4427 0.9073 0.8759 0.047 Uiso 0.6 1 calc R U P D 1
H25B H 0.2787 0.8795 0.8175 0.047 Uiso 0.6 1 calc R U P D 1
C26 C 0.243(3) 0.933(3) 0.9141(11) 0.048(4) Uani 0.4 1 d D U P D 1
H26A H 0.3138 0.9270 0.9592 0.072 Uiso 0.4 1 calc R U P D 1
H26B H 0.1558 0.8448 0.9034 0.072 Uiso 0.4 1 calc R U P D 1
H26C H 0.1945 1.0184 0.9155 0.072 Uiso 0.4 1 calc R U P D 1
C20' C 0.6873(8) 1.1250(7) 0.8112(3) 0.0122(12) Uani 0.4 1 d D U P D 2
H20' H 0.7037 1.2245 0.7939 0.015 Uiso 0.4 1 calc R U P D 2
C21' C 0.7898(9) 1.1744(7) 0.8836(3) 0.0182(13) Uani 0.4 1 d D U P D 2
H21C H 0.7227 1.2164 0.9104 0.022 Uiso 0.4 1 calc R U P D 2
H21D H 0.8829 1.2528 0.8798 0.022 Uiso 0.4 1 calc R U P D 2
C22' C 0.8568(12) 1.0541(10) 0.9242(4) 0.0315(18) Uani 0.4 1 d D U P D 2
H22D H 0.7658 0.9780 0.9304 0.047 Uiso 0.4 1 calc R U P D 2
H22E H 0.9227 1.0959 0.9695 0.047 Uiso 0.4 1 calc R U P D 2
H22F H 0.9245 1.0121 0.8984 0.047 Uiso 0.4 1 calc R U P D 2
C23' C 0.5676(8) 1.1240(7) 0.8180(3) 0.0213(11) Uani 0.5 1 d D U P D 2
H23C H 0.5015 1.0630 0.7763 0.026 Uiso 0.5 1 calc R U P D 2
H23D H 0.5578 1.2245 0.8073 0.026 Uiso 0.5 1 calc R U P D 2
C24' C 0.4528(7) 1.0922(6) 0.8682(3) 0.0281(11) Uani 0.6 1 d D U P D 2
H24C H 0.4515 1.1888 0.8890 0.034 Uiso 0.6 1 calc R U P D 2
H24D H 0.5114 1.0429 0.9058 0.034 Uiso 0.6 1 calc R U P D 2
C25' C 0.2506(10) 0.9968(9) 0.8520(4) 0.0315(16) Uani 0.4 1 d D U P D 2
H25C H 0.1730 1.0604 0.8552 0.038 Uiso 0.4 1 calc R U P D 2
H25D H 0.2169 0.9377 0.8073 0.038 Uiso 0.4 1 calc R U P D 2
C26' C 0.2783(19) 0.9035(18) 0.9152(8) 0.048(3) Uani 0.6 1 d D U P D 2
H26D H 0.3440 0.8336 0.9066 0.072 Uiso 0.6 1 calc R U P D 2
H26E H 0.1728 0.8509 0.9221 0.072 Uiso 0.6 1 calc R U P D 2
H26F H 0.3357 0.9671 0.9566 0.072 Uiso 0.6 1 calc R U P D 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
O6 C27 1.439(11) . ?
O6 H6" 0.8400 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
O6' C27' 1.423(18) . ?
O6' H6' 0.8400 . ?
C27' H27D 0.9800 . ?
C27' H27E 0.9800 . ?
C27' H27F 0.9800 . ?
O1 C2 1.260(3) . ?
O2 C4 1.263(3) . ?
O3 C11 1.428(4) . ?
O3 H3A 0.8400 . ?
O4 C17 1.435(3) . ?
O4 H4A 0.8400 . ?
O5 C18 1.238(3) . ?
N1 C3 1.344(4) . ?
N1 C2 1.385(3) . ?
N1 H1 0.8800 . ?
N2 C3 1.312(3) . ?
N2 C4 1.390(3) . ?
N3 C5 1.323(4) . ?
N3 C6 1.477(3) . ?
N3 H3 0.8800 . ?
N4 C5 1.335(4) . ?
N4 C12 1.468(3) . ?
N4 H4 0.8800 . ?
N5 C3 1.371(3) . ?
N5 C18 1.410(3) . ?
N5 H5 0.8800 . ?
N6 C18 1.326(4) . ?
N6 C19 1.466(3) . ?
N6 H6 0.8800 . ?
C1 C2 1.418(4) . ?
C1 C4 1.434(4) . ?
C1 C5 1.467(4) . ?
C6 C7 1.509(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.522(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.519(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.527(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.509(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.512(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.528(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.518(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.530(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.499(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C19 C20 1.445(6) . ?
C19 C20' 1.532(7) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C23 1.421(8) . ?
C20 C21 1.559(7) . ?
C20 H20 1.0000 . ?
C21 C22 1.499(7) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.528(10) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.535(10) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.534(16) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C20' C23' 1.063(8) . ?
C20' C21' 1.522(8) . ?
C20' H20' 1.0000 . ?
C21' C22' 1.542(10) . ?
C21' H21C 0.9900 . ?
C21' H21D 0.9900 . ?
C22' H22D 0.9800 . ?
C22' H22E 0.9800 . ?
C22' H22F 0.9800 . ?
C23' C24' 1.537(7) . ?
C23' H23C 0.9900 . ?
C23' H23D 0.9900 . ?
C24' C25' 1.745(9) . ?
C24' H24C 0.9900 . ?
C24' H24D 0.9900 . ?
C25' C26' 1.555(13) . ?
C25' H25C 0.9900 . ?
C25' H25D 0.9900 . ?
C26' H26D 0.9800 . ?
C26' H26E 0.9800 . ?
C26' H26F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C27 O6 H6" 109.5 . . ?
O6 C27 H27A 109.5 . . ?
O6 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O6 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C27' O6' H6' 109.5 . . ?
O6' C27' H27D 109.5 . . ?
O6' C27' H27E 109.5 . . ?
H27D C27' H27E 109.5 . . ?
O6' C27' H27F 109.5 . . ?
H27D C27' H27F 109.5 . . ?
H27E C27' H27F 109.5 . . ?
C11 O3 H3A 109.5 . . ?
C17 O4 H4A 109.5 . . ?
C3 N1 C2 123.0(2) . . ?
C3 N1 H1 118.5 . . ?
C2 N1 H1 118.5 . . ?
C3 N2 C4 117.1(2) . . ?
C5 N3 C6 131.7(3) . . ?
C5 N3 H3 114.2 . . ?
C6 N3 H3 114.2 . . ?
C5 N4 C12 129.6(2) . . ?
C5 N4 H4 115.2 . . ?
C12 N4 H4 115.2 . . ?
C3 N5 C18 125.0(2) . . ?
C3 N5 H5 117.5 . . ?
C18 N5 H5 117.5 . . ?
C18 N6 C19 120.7(3) . . ?
C18 N6 H6 119.7 . . ?
C19 N6 H6 119.7 . . ?
C2 C1 C4 117.8(2) . . ?
C2 C1 C5 119.8(3) . . ?
C4 C1 C5 122.4(2) . . ?
O1 C2 N1 116.2(2) . . ?
O1 C2 C1 127.7(3) . . ?
N1 C2 C1 116.1(3) . . ?
N2 C3 N1 124.0(2) . . ?
N2 C3 N5 118.3(2) . . ?
N1 C3 N5 117.7(2) . . ?
O2 C4 N2 115.6(3) . . ?
O2 C4 C1 122.4(2) . . ?
N2 C4 C1 121.9(2) . . ?
N3 C5 N4 124.3(2) . . ?
N3 C5 C1 117.2(3) . . ?
N4 C5 C1 118.5(2) . . ?
N3 C6 C7 109.2(2) . . ?
N3 C6 H6A 109.8 . . ?
C7 C6 H6A 109.8 . . ?
N3 C6 H6B 109.8 . . ?
C7 C6 H6B 109.8 . . ?
H6A C6 H6B 108.3 . . ?
C6 C7 C8 111.3(2) . . ?
C6 C7 H7A 109.4 . . ?
C8 C7 H7A 109.4 . . ?
C6 C7 H7B 109.4 . . ?
C8 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C9 C8 C7 113.5(2) . . ?
C9 C8 H8A 108.9 . . ?
C7 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
C7 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C8 C9 C10 113.3(3) . . ?
C8 C9 H9A 108.9 . . ?
C10 C9 H9A 108.9 . . ?
C8 C9 H9B 108.9 . . ?
C10 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C11 C10 C9 112.3(3) . . ?
C11 C10 H10A 109.2 . . ?
C9 C10 H10A 109.2 . . ?
C11 C10 H10B 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
O3 C11 C10 108.9(3) . . ?
O3 C11 H11A 109.9 . . ?
C10 C11 H11A 109.9 . . ?
O3 C11 H11B 109.9 . . ?
C10 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
N4 C12 C13 110.4(2) . . ?
N4 C12 H12A 109.6 . . ?
C13 C12 H12A 109.6 . . ?
N4 C12 H12B 109.6 . . ?
C13 C12 H12B 109.6 . . ?
H12A C12 H12B 108.1 . . ?
C12 C13 C14 110.6(2) . . ?
C12 C13 H13A 109.5 . . ?
C14 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C14 C13 H13B 109.5 . . ?
H13A C13 H13B 108.1 . . ?
C15 C14 C13 113.8(2) . . ?
C15 C14 H14A 108.8 . . ?
C13 C14 H14A 108.8 . . ?
C15 C14 H14B 108.8 . . ?
C13 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 C16 113.4(2) . . ?
C14 C15 H15A 108.9 . . ?
C16 C15 H15A 108.9 . . ?
C14 C15 H15B 108.9 . . ?
C16 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C17 C16 C15 111.3(2) . . ?
C17 C16 H16A 109.4 . . ?
C15 C16 H16A 109.4 . . ?
C17 C16 H16B 109.4 . . ?
C15 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
O4 C17 C16 110.1(2) . . ?
O4 C17 H17A 109.6 . . ?
C16 C17 H17A 109.6 . . ?
O4 C17 H17B 109.6 . . ?
C16 C17 H17B 109.6 . . ?
H17A C17 H17B 108.2 . . ?
O5 C18 N6 123.8(3) . . ?
O5 C18 N5 121.7(2) . . ?
N6 C18 N5 114.5(3) . . ?
C20 C19 N6 116.0(3) . . ?
N6 C19 C20' 111.6(3) . . ?
C20 C19 H19A 108.3 . . ?
N6 C19 H19A 108.3 . . ?
C20 C19 H19B 108.3 . . ?
N6 C19 H19B 108.3 . . ?
H19A C19 H19B 107.4 . . ?
C23 C20 C19 133.3(5) . . ?
C23 C20 C21 113.6(5) . . ?
C19 C20 C21 111.8(4) . . ?
C23 C20 H20 93.8 . . ?
C19 C20 H20 93.8 . . ?
C21 C20 H20 93.8 . . ?
C22 C21 C20 114.1(5) . . ?
C22 C21 H21A 108.7 . . ?
C20 C21 H21A 108.7 . . ?
C22 C21 H21B 108.7 . . ?
C20 C21 H21B 108.7 . . ?
H21A C21 H21B 107.6 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 C24 148.3(7) . . ?
C20 C23 H23A 99.7 . . ?
C24 C23 H23A 99.7 . . ?
C20 C23 H23B 99.7 . . ?
C24 C23 H23B 99.7 . . ?
H23A C23 H23B 104.1 . . ?
C23 C24 C25 78.2(6) . . ?
C23 C24 H24A 115.5 . . ?
C25 C24 H24A 115.5 . . ?
C23 C24 H24B 115.5 . . ?
C25 C24 H24B 115.5 . . ?
H24A C24 H24B 112.5 . . ?
C24 C25 C26 116.8(11) . . ?
C24 C25 H25A 108.1 . . ?
C26 C25 H25A 108.1 . . ?
C24 C25 H25B 108.1 . . ?
C26 C25 H25B 108.1 . . ?
H25A C25 H25B 107.3 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C23' C20' C21' 101.9(6) . . ?
C23' C20' C19 144.9(6) . . ?
C21' C20' C19 110.8(5) . . ?
C23' C20' H20' 94.7 . . ?
C21' C20' H20' 94.7 . . ?
C19 C20' H20' 94.7 . . ?
C20' C21' C22' 115.1(6) . . ?
C20' C21' H21C 108.5 . . ?
C22' C21' H21C 108.5 . . ?
C20' C21' H21D 108.5 . . ?
C22' C21' H21D 108.5 . . ?
H21C C21' H21D 107.5 . . ?
C21' C22' H22D 109.5 . . ?
C21' C22' H22E 109.5 . . ?
H22D C22' H22E 109.5 . . ?
C21' C22' H22F 109.5 . . ?
H22D C22' H22F 109.5 . . ?
H22E C22' H22F 109.5 . . ?
C20' C23' C24' 144.5(7) . . ?
C20' C23' H23C 100.8 . . ?
C24' C23' H23C 100.8 . . ?
C20' C23' H23D 100.8 . . ?
C24' C23' H23D 100.8 . . ?
H23C C23' H23D 104.4 . . ?
C23' C24' C25' 129.2(5) . . ?
C23' C24' H24C 105.0 . . ?
C25' C24' H24C 105.0 . . ?
C23' C24' H24D 105.0 . . ?
C25' C24' H24D 105.0 . . ?
H24C C24' H24D 105.8 . . ?
C26' C25' C24' 94.3(8) . . ?
C26' C25' H25C 112.9 . . ?
C24' C25' H25C 112.9 . . ?
C26' C25' H25D 112.9 . . ?
C24' C25' H25D 112.9 . . ?
H25C C25' H25D 110.3 . . ?
C25' C26' H26D 109.5 . . ?
C25' C26' H26E 109.5 . . ?
H26D C26' H26E 109.5 . . ?
C25' C26' H26F 109.5 . . ?
H26D C26' H26F 109.5 . . ?
H26E C26' H26F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N1 C2 O1 178.6(2) . . . . ?
C3 N1 C2 C1 -0.8(4) . . . . ?
C4 C1 C2 O1 -178.9(3) . . . . ?
C5 C1 C2 O1 -0.2(4) . . . . ?
C4 C1 C2 N1 0.4(4) . . . . ?
C5 C1 C2 N1 179.1(2) . . . . ?
C4 N2 C3 N1 -0.1(4) . . . . ?
C4 N2 C3 N5 179.5(2) . . . . ?
C2 N1 C3 N2 0.6(4) . . . . ?
C2 N1 C3 N5 -178.9(2) . . . . ?
C18 N5 C3 N2 178.8(2) . . . . ?
C18 N5 C3 N1 -1.6(4) . . . . ?
C3 N2 C4 O2 -179.2(2) . . . . ?
C3 N2 C4 C1 -0.3(4) . . . . ?
C2 C1 C4 O2 179.0(2) . . . . ?
C5 C1 C4 O2 0.3(4) . . . . ?
C2 C1 C4 N2 0.1(4) . . . . ?
C5 C1 C4 N2 -178.5(2) . . . . ?
C6 N3 C5 N4 0.7(5) . . . . ?
C6 N3 C5 C1 -178.4(3) . . . . ?
C12 N4 C5 N3 9.1(5) . . . . ?
C12 N4 C5 C1 -171.8(3) . . . . ?
C2 C1 C5 N3 -177.6(2) . . . . ?
C4 C1 C5 N3 1.0(4) . . . . ?
C2 C1 C5 N4 3.2(4) . . . . ?
C4 C1 C5 N4 -178.2(2) . . . . ?
C5 N3 C6 C7 -170.2(3) . . . . ?
N3 C6 C7 C8 -176.8(3) . . . . ?
C6 C7 C8 C9 179.3(3) . . . . ?
C7 C8 C9 C10 171.6(3) . . . . ?
C8 C9 C10 C11 180.0(3) . . . . ?
C9 C10 C11 O3 174.4(3) . . . . ?
C5 N4 C12 C13 -180.0(3) . . . . ?
N4 C12 C13 C14 173.5(2) . . . . ?
C12 C13 C14 C15 176.9(2) . . . . ?
C13 C14 C15 C16 177.0(2) . . . . ?
C14 C15 C16 C17 177.8(2) . . . . ?
C15 C16 C17 O4 176.8(2) . . . . ?
C19 N6 C18 O5 2.5(4) . . . . ?
C19 N6 C18 N5 -177.5(2) . . . . ?
C3 N5 C18 O5 -0.8(4) . . . . ?
C3 N5 C18 N6 179.1(2) . . . . ?
C18 N6 C19 C20 -99.5(4) . . . . ?
C18 N6 C19 C20' -140.6(4) . . . . ?
N6 C19 C20 C23 -30.3(8) . . . . ?
N6 C19 C20 C21 164.0(4) . . . . ?
C23 C20 C21 C22 -100.3(6) . . . . ?
C19 C20 C21 C22 68.4(6) . . . . ?
C19 C20 C23 C24 -91.0(13) . . . . ?
C21 C20 C23 C24 74.4(13) . . . . ?
C20 C23 C24 C25 -135.6(11) . . . . ?
C23 C24 C25 C26 156.6(12) . . . . ?
N6 C19 C20' C23' 33.4(12) . . . . ?
N6 C19 C20' C21' -168.6(4) . . . . ?
C23' C20' C21' C22' 106.0(8) . . . . ?
C19 C20' C21' C22' -61.3(8) . . . . ?
C21' C20' C23' C24' -36.1(13) . . . . ?
C19 C20' C23' C24' 122.9(11) . . . . ?
C20' C23' C24' C25' -134.9(11) . . . . ?
C23' C24' C25' C26' 132.5(8) . . . . ?

_refine_diff_density_max         0.454
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_A
_database_code_depnum_ccdc_archive 'CCDC 1545867'
_audit_update_record             
;
2017-04-25 deposited with the CCDC.
2017-11-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H40 N6 O3, C H2 Cl2'
_chemical_formula_sum            'C31 H42 Cl2 N6 O3'
_chemical_formula_weight         617.60

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

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        '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                   9.3827(4)
_cell_length_b                   11.1000(6)
_cell_length_c                   16.5626(9)
_cell_angle_alpha                73.523(2)
_cell_angle_beta                 84.484(2)
_cell_angle_gamma                73.317(2)
_cell_volume                     1584.30(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9887
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      29.58

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_F_000             656
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.370
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    0.247
_shelx_estimated_absorpt_T_min   0.901
_shelx_estimated_absorpt_T_max   0.950
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.901
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_process_details   'SADABS (Bruker, 2006)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Fine focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            70013
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_av_R_equivalents  0.0777
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.266
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5570
_reflns_number_gt                4354
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.0796P)²+3.7237P] 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         5570
_refine_ls_number_parameters     380
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0866
_refine_ls_R_factor_gt           0.0674
_refine_ls_wR_factor_ref         0.1810
_refine_ls_wR_factor_gt          0.1670
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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 -0.2643(3) 0.6709(3) 0.28059(18) 0.0142(6) Uani 1 1 d . . . . .
C2 C -0.2331(3) 0.5768(3) 0.36122(18) 0.0119(6) Uani 1 1 d . . . . .
N3 N -0.1158(3) 0.5679(2) 0.40896(14) 0.0113(5) Uani 1 1 d . . . . .
C4 C -0.0355(3) 0.6501(3) 0.37892(17) 0.0115(6) Uani 1 1 d . . . . .
N5 N -0.0600(3) 0.7418(2) 0.30440(15) 0.0141(5) Uani 1 1 d . . . . .
H5 H -0.0022 0.7947 0.2893 0.017 Uiso 1 1 calc R U . . .
C6 C -0.1719(3) 0.7568(3) 0.25029(18) 0.0142(6) Uani 1 1 d . . . . .
C7 C -0.3858(3) 0.6780(3) 0.22994(18) 0.0131(6) Uani 1 1 d . . . . .
N8 N -0.4135(3) 0.7711(3) 0.15728(15) 0.0179(6) Uani 1 1 d . . . . .
H8 H -0.3425 0.8097 0.1381 0.022 Uiso 1 1 calc R U . . .
N9 N -0.4655(3) 0.5919(2) 0.25877(15) 0.0149(5) Uani 1 1 d . . . . .
H9 H -0.4593 0.5544 0.3133 0.018 Uiso 1 1 calc R U . . .
C10 C -0.5425(3) 0.8164(3) 0.10661(19) 0.0173(6) Uani 1 1 d . . . . .
C11 C -0.5224(4) 0.8468(3) 0.01918(19) 0.0210(7) Uani 1 1 d . . . . .
H11 H -0.4252 0.8338 -0.0052 0.025 Uiso 1 1 calc R U . . .
C12 C -0.6463(4) 0.8960(3) -0.0312(2) 0.0231(7) Uani 1 1 d . . . . .
H12 H -0.6342 0.9178 -0.0907 0.028 Uiso 1 1 calc R U . . .
C13 C -0.7871(4) 0.9139(3) 0.0040(2) 0.0245(7) Uani 1 1 d . . . . .
H13 H -0.8715 0.9461 -0.0313 0.029 Uiso 1 1 calc R U . . .
C14 C -0.8062(4) 0.8850(3) 0.0907(2) 0.0236(7) Uani 1 1 d . . . . .
H14 H -0.9037 0.8976 0.1148 0.028 Uiso 1 1 calc R U . . .
C15 C -0.6839(3) 0.8378(3) 0.14249(19) 0.0185(6) Uani 1 1 d . . . . .
H15 H -0.6968 0.8204 0.2019 0.022 Uiso 1 1 calc R U . . .
C16 C -0.5589(3) 0.5512(3) 0.21507(18) 0.0151(6) Uani 1 1 d . . . . .
C17 C -0.5159(4) 0.5229(4) 0.1388(2) 0.0305(8) Uani 1 1 d . . . . .
H17 H -0.4249 0.5352 0.1122 0.037 Uiso 1 1 calc R U . . .
C18 C -0.6077(5) 0.4764(5) 0.1019(2) 0.0457(11) Uani 1 1 d . . . . .
H18 H -0.5788 0.4563 0.0496 0.055 Uiso 1 1 calc R U . . .
C19 C -0.7404(5) 0.4589(4) 0.1398(2) 0.0381(10) Uani 1 1 d . . . . .
H19 H -0.8029 0.4281 0.1133 0.046 Uiso 1 1 calc R U . . .
C20 C -0.7817(4) 0.4859(3) 0.2159(2) 0.0278(8) Uani 1 1 d . . . . .
H20 H -0.8730 0.4737 0.2421 0.033 Uiso 1 1 calc R U . . .
C21 C -0.6907(3) 0.5310(3) 0.2546(2) 0.0198(7) Uani 1 1 d . . . . .
H21 H -0.7183 0.5480 0.3079 0.024 Uiso 1 1 calc R U . . .
N22 N 0.0810(3) 0.6422(2) 0.42601(15) 0.0121(5) Uani 1 1 d . . . . .
H22 H 0.0960 0.5821 0.4745 0.014 Uiso 1 1 calc R U . . .
C23 C 0.1785(3) 0.7224(3) 0.40307(18) 0.0134(6) Uani 1 1 d . . . . .
N24 N 0.2868(3) 0.6910(2) 0.45771(15) 0.0140(5) Uani 1 1 d . . . . .
H24 H 0.2932 0.6245 0.5026 0.017 Uiso 1 1 calc R U . . .
C25 C 0.3952(3) 0.7669(3) 0.44318(19) 0.0156(6) Uani 1 1 d . . . . .
H25B H 0.3432 0.8589 0.4413 0.019 Uiso 1 1 calc R U . . .
H25A H 0.4462 0.7651 0.3882 0.019 Uiso 1 1 calc R U . . .
C26 C 0.5094(3) 0.7117(3) 0.51269(18) 0.0146(6) Uani 1 1 d . . . . .
H26B H 0.5646 0.6211 0.5127 0.018 Uiso 1 1 calc R U . . .
H26A H 0.4577 0.7094 0.5679 0.018 Uiso 1 1 calc R U . . .
C27 C 0.6188(3) 0.7941(3) 0.50061(19) 0.0150(6) Uani 1 1 d . . . . .
H27A H 0.6664 0.7994 0.4442 0.018 Uiso 1 1 calc R U . . .
H27B H 0.5630 0.8838 0.5023 0.018 Uiso 1 1 calc R U . . .
C28 C 0.7396(3) 0.7409(3) 0.56661(19) 0.0152(6) Uani 1 1 d . . . . .
H28A H 0.6920 0.7300 0.6232 0.018 Uiso 1 1 calc R U . . .
H28B H 0.7998 0.6535 0.5624 0.018 Uiso 1 1 calc R U . . .
C29 C 0.8424(3) 0.8279(3) 0.5577(2) 0.0175(6) Uani 1 1 d . . . . .
H29B H 0.7823 0.9147 0.5630 0.021 Uiso 1 1 calc R U . . .
H29A H 0.8882 0.8402 0.5006 0.021 Uiso 1 1 calc R U . . .
C30 C 0.9656(3) 0.7743(3) 0.6224(2) 0.0177(6) Uani 1 1 d . . . . .
H30B H 0.9203 0.7584 0.6796 0.021 Uiso 1 1 calc R U . . .
H30A H 1.0289 0.6895 0.6154 0.021 Uiso 1 1 calc R U . . .
C31 C 1.0629(3) 0.8659(3) 0.6146(2) 0.0202(7) Uani 1 1 d . . . . .
H31A H 0.9990 0.9513 0.6203 0.024 Uiso 1 1 calc R U . . .
H31B H 1.1094 0.8803 0.5577 0.024 Uiso 1 1 calc R U . . .
C32 C 1.1848(3) 0.8150(3) 0.6800(2) 0.0199(7) Uani 1 1 d . . . . .
H32B H 1.2470 0.7282 0.6758 0.024 Uiso 1 1 calc R U . . .
H32A H 1.1386 0.8039 0.7369 0.024 Uiso 1 1 calc R U . . .
C33 C 1.2835(3) 0.9063(3) 0.6685(2) 0.0201(7) Uani 1 1 d . . . . .
H33A H 1.3250 0.9206 0.6104 0.024 Uiso 1 1 calc R U . . .
H33B H 1.2211 0.9918 0.6749 0.024 Uiso 1 1 calc R U . . .
C34 C 1.4117(3) 0.8577(3) 0.7297(2) 0.0203(7) Uani 1 1 d . . . . .
H34B H 1.4735 0.7713 0.7246 0.024 Uiso 1 1 calc R U . . .
H34A H 1.3711 0.8465 0.7879 0.024 Uiso 1 1 calc R U . . .
C35 C 1.5093(3) 0.9512(3) 0.7135(2) 0.0235(7) Uani 1 1 d . . . . .
H35A H 1.5459 0.9649 0.6544 0.028 Uiso 1 1 calc R U . . .
H35B H 1.4473 1.0366 0.7202 0.028 Uiso 1 1 calc R U . . .
C36 C 1.6423(4) 0.9049(4) 0.7711(2) 0.0292(8) Uani 1 1 d . . . . .
H36A H 1.6073 0.9027 0.8290 0.044 Uiso 1 1 calc R U . . .
H36C H 1.7051 0.9650 0.7527 0.044 Uiso 1 1 calc R U . . .
H36B H 1.7002 0.8171 0.7686 0.044 Uiso 1 1 calc R U . . .
O37 O 0.1640(2) 0.8117(2) 0.33772(12) 0.0168(5) Uani 1 1 d . . . . .
O38 O -0.1795(2) 0.8414(2) 0.18192(13) 0.0199(5) Uani 1 1 d . . . . .
O39 O -0.3119(2) 0.49941(19) 0.39277(13) 0.0161(5) Uani 1 1 d . . . . .
Cl1 Cl 0.9496(2) 0.77062(14) -0.08389(10) 0.0955(7) Uani 1 1 d . . . . .
Cl2 Cl 0.87525(12) 0.58805(13) 0.06710(8) 0.0564(4) Uani 1 1 d . . . . .
C37 C 0.9652(5) 0.7118(5) 0.0239(3) 0.0515(12) Uani 1 1 d . . . . .
H37A H 0.9221 0.7848 0.0498 0.062 Uiso 1 1 calc R U . . .
H37B H 1.0719 0.6770 0.0383 0.062 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.426(4) . ?
C1 C2 1.438(4) . ?
C1 C7 1.451(4) . ?
C2 O39 1.262(3) . ?
C2 N3 1.380(4) . ?
N3 C4 1.309(4) . ?
C4 N5 1.349(4) . ?
C4 N22 1.371(4) . ?
N5 C6 1.389(4) . ?
N5 H5 0.8800 . ?
C6 O38 1.242(4) . ?
C7 N9 1.335(4) . ?
C7 N8 1.336(4) . ?
N8 C10 1.424(4) . ?
N8 H8 0.8800 . ?
N9 C16 1.426(4) . ?
N9 H9 0.8800 . ?
C10 C15 1.385(4) . ?
C10 C11 1.398(4) . ?
C11 C12 1.383(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.375(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.386(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.384(4) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.382(5) . ?
C16 C21 1.388(4) . ?
C17 C18 1.385(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.379(6) . ?
C18 H18 0.9500 . ?
C19 C20 1.372(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.388(5) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
N22 C23 1.408(4) . ?
N22 H22 0.8800 . ?
C23 O37 1.230(4) . ?
C23 N24 1.329(4) . ?
N24 C25 1.459(4) . ?
N24 H24 0.8800 . ?
C25 C26 1.520(4) . ?
C25 H25B 0.9900 . ?
C25 H25A 0.9900 . ?
C26 C27 1.525(4) . ?
C26 H26B 0.9900 . ?
C26 H26A 0.9900 . ?
C27 C28 1.522(4) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.521(4) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.523(4) . ?
C29 H29B 0.9900 . ?
C29 H29A 0.9900 . ?
C30 C31 1.522(4) . ?
C30 H30B 0.9900 . ?
C30 H30A 0.9900 . ?
C31 C32 1.523(4) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.523(4) . ?
C32 H32B 0.9900 . ?
C32 H32A 0.9900 . ?
C33 C34 1.522(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.525(4) . ?
C34 H34B 0.9900 . ?
C34 H34A 0.9900 . ?
C35 C36 1.521(5) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36C 0.9800 . ?
C36 H36B 0.9800 . ?
Cl1 C37 1.724(5) . ?
Cl2 C37 1.761(5) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?

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
C6 C1 C2 118.7(3) . . ?
C6 C1 C7 120.1(3) . . ?
C2 C1 C7 121.2(3) . . ?
O39 C2 N3 116.4(2) . . ?
O39 C2 C1 122.2(3) . . ?
N3 C2 C1 121.4(2) . . ?
C4 N3 C2 117.5(2) . . ?
N3 C4 N5 124.1(3) . . ?
N3 C4 N22 117.9(2) . . ?
N5 C4 N22 118.0(2) . . ?
C4 N5 C6 123.2(2) . . ?
C4 N5 H5 118.4 . . ?
C6 N5 H5 118.4 . . ?
O38 C6 N5 117.2(3) . . ?
O38 C6 C1 127.8(3) . . ?
N5 C6 C1 115.0(2) . . ?
N9 C7 N8 123.3(3) . . ?
N9 C7 C1 118.3(3) . . ?
N8 C7 C1 118.5(3) . . ?
C7 N8 C10 128.8(3) . . ?
C7 N8 H8 115.6 . . ?
C10 N8 H8 115.6 . . ?
C7 N9 C16 130.1(2) . . ?
C7 N9 H9 115.0 . . ?
C16 N9 H9 115.0 . . ?
C15 C10 C11 120.8(3) . . ?
C15 C10 N8 121.1(3) . . ?
C11 C10 N8 118.0(3) . . ?
C12 C11 C10 118.9(3) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
C13 C12 C11 120.7(3) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 120.1(3) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 120.3(3) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C10 119.2(3) . . ?
C14 C15 H15 120.4 . . ?
C10 C15 H15 120.4 . . ?
C17 C16 C21 120.5(3) . . ?
C17 C16 N9 121.6(3) . . ?
C21 C16 N9 117.7(3) . . ?
C16 C17 C18 118.9(3) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C19 C18 C17 121.0(4) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C20 C19 C18 119.8(3) . . ?
C20 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C19 C20 C21 120.3(3) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C20 C21 C16 119.5(3) . . ?
C20 C21 H21 120.2 . . ?
C16 C21 H21 120.2 . . ?
C4 N22 C23 125.3(2) . . ?
C4 N22 H22 117.3 . . ?
C23 N22 H22 117.3 . . ?
O37 C23 N24 124.1(3) . . ?
O37 C23 N22 122.2(3) . . ?
N24 C23 N22 113.7(2) . . ?
C23 N24 C25 120.0(2) . . ?
C23 N24 H24 120.0 . . ?
C25 N24 H24 120.0 . . ?
N24 C25 C26 110.6(2) . . ?
N24 C25 H25B 109.5 . . ?
C26 C25 H25B 109.5 . . ?
N24 C25 H25A 109.5 . . ?
C26 C25 H25A 109.5 . . ?
H25B C25 H25A 108.1 . . ?
C25 C26 C27 111.2(2) . . ?
C25 C26 H26B 109.4 . . ?
C27 C26 H26B 109.4 . . ?
C25 C26 H26A 109.4 . . ?
C27 C26 H26A 109.4 . . ?
H26B C26 H26A 108.0 . . ?
C28 C27 C26 113.6(2) . . ?
C28 C27 H27A 108.8 . . ?
C26 C27 H27A 108.8 . . ?
C28 C27 H27B 108.8 . . ?
C26 C27 H27B 108.8 . . ?
H27A C27 H27B 107.7 . . ?
C29 C28 C27 113.4(2) . . ?
C29 C28 H28A 108.9 . . ?
C27 C28 H28A 108.9 . . ?
C29 C28 H28B 108.9 . . ?
C27 C28 H28B 108.9 . . ?
H28A C28 H28B 107.7 . . ?
C28 C29 C30 113.9(2) . . ?
C28 C29 H29B 108.8 . . ?
C30 C29 H29B 108.8 . . ?
C28 C29 H29A 108.8 . . ?
C30 C29 H29A 108.8 . . ?
H29B C29 H29A 107.7 . . ?
C31 C30 C29 113.0(3) . . ?
C31 C30 H30B 109.0 . . ?
C29 C30 H30B 109.0 . . ?
C31 C30 H30A 109.0 . . ?
C29 C30 H30A 109.0 . . ?
H30B C30 H30A 107.8 . . ?
C30 C31 C32 113.7(3) . . ?
C30 C31 H31A 108.8 . . ?
C32 C31 H31A 108.8 . . ?
C30 C31 H31B 108.8 . . ?
C32 C31 H31B 108.8 . . ?
H31A C31 H31B 107.7 . . ?
C31 C32 C33 112.4(3) . . ?
C31 C32 H32B 109.1 . . ?
C33 C32 H32B 109.1 . . ?
C31 C32 H32A 109.1 . . ?
C33 C32 H32A 109.1 . . ?
H32B C32 H32A 107.9 . . ?
C34 C33 C32 114.8(3) . . ?
C34 C33 H33A 108.6 . . ?
C32 C33 H33A 108.6 . . ?
C34 C33 H33B 108.6 . . ?
C32 C33 H33B 108.6 . . ?
H33A C33 H33B 107.6 . . ?
C33 C34 C35 112.4(3) . . ?
C33 C34 H34B 109.1 . . ?
C35 C34 H34B 109.1 . . ?
C33 C34 H34A 109.1 . . ?
C35 C34 H34A 109.1 . . ?
H34B C34 H34A 107.9 . . ?
C36 C35 C34 114.5(3) . . ?
C36 C35 H35A 108.6 . . ?
C34 C35 H35A 108.6 . . ?
C36 C35 H35B 108.6 . . ?
C34 C35 H35B 108.6 . . ?
H35A C35 H35B 107.6 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36C C36 H36B 109.5 . . ?
Cl1 C37 Cl2 113.0(2) . . ?
Cl1 C37 H37A 109.0 . . ?
Cl2 C37 H37A 109.0 . . ?
Cl1 C37 H37B 109.0 . . ?
Cl2 C37 H37B 109.0 . . ?
H37A C37 H37B 107.8 . . ?

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
C6 C1 C2 O39 178.5(3) . . . . ?
C7 C1 C2 O39 -2.3(4) . . . . ?
C6 C1 C2 N3 -0.5(4) . . . . ?
C7 C1 C2 N3 178.7(2) . . . . ?
O39 C2 N3 C4 -177.7(2) . . . . ?
C1 C2 N3 C4 1.4(4) . . . . ?
C2 N3 C4 N5 -0.4(4) . . . . ?
C2 N3 C4 N22 179.8(2) . . . . ?
N3 C4 N5 C6 -1.5(4) . . . . ?
N22 C4 N5 C6 178.2(2) . . . . ?
C4 N5 C6 O38 -177.2(3) . . . . ?
C4 N5 C6 C1 2.3(4) . . . . ?
C2 C1 C6 O38 178.1(3) . . . . ?
C7 C1 C6 O38 -1.1(5) . . . . ?
C2 C1 C6 N5 -1.3(4) . . . . ?
C7 C1 C6 N5 179.5(2) . . . . ?
C6 C1 C7 N9 177.0(3) . . . . ?
C2 C1 C7 N9 -2.2(4) . . . . ?
C6 C1 C7 N8 -3.7(4) . . . . ?
C2 C1 C7 N8 177.1(3) . . . . ?
N9 C7 N8 C10 14.5(5) . . . . ?
C1 C7 N8 C10 -164.8(3) . . . . ?
N8 C7 N9 C16 20.7(5) . . . . ?
C1 C7 N9 C16 -160.0(3) . . . . ?
C7 N8 C10 C15 43.1(5) . . . . ?
C7 N8 C10 C11 -141.0(3) . . . . ?
C15 C10 C11 C12 -1.5(5) . . . . ?
N8 C10 C11 C12 -177.3(3) . . . . ?
C10 C11 C12 C13 -0.5(5) . . . . ?
C11 C12 C13 C14 1.3(5) . . . . ?
C12 C13 C14 C15 -0.1(5) . . . . ?
C13 C14 C15 C10 -1.9(5) . . . . ?
C11 C10 C15 C14 2.7(5) . . . . ?
N8 C10 C15 C14 178.4(3) . . . . ?
C7 N9 C16 C17 44.1(5) . . . . ?
C7 N9 C16 C21 -140.7(3) . . . . ?
C21 C16 C17 C18 1.1(5) . . . . ?
N9 C16 C17 C18 176.2(3) . . . . ?
C16 C17 C18 C19 0.3(6) . . . . ?
C17 C18 C19 C20 -0.9(7) . . . . ?
C18 C19 C20 C21 0.1(6) . . . . ?
C19 C20 C21 C16 1.3(5) . . . . ?
C17 C16 C21 C20 -1.9(5) . . . . ?
N9 C16 C21 C20 -177.2(3) . . . . ?
N3 C4 N22 C23 179.7(3) . . . . ?
N5 C4 N22 C23 0.0(4) . . . . ?
C4 N22 C23 O37 2.2(4) . . . . ?
C4 N22 C23 N24 -176.9(2) . . . . ?
O37 C23 N24 C25 2.0(4) . . . . ?
N22 C23 N24 C25 -178.9(2) . . . . ?
C23 N24 C25 C26 -179.0(3) . . . . ?
N24 C25 C26 C27 -177.2(2) . . . . ?
C25 C26 C27 C28 -177.9(2) . . . . ?
C26 C27 C28 C29 -176.3(2) . . . . ?
C27 C28 C29 C30 -178.9(3) . . . . ?
C28 C29 C30 C31 -177.5(3) . . . . ?
C29 C30 C31 C32 178.9(3) . . . . ?
C30 C31 C32 C33 177.9(3) . . . . ?
C31 C32 C33 C34 -177.5(3) . . . . ?
C32 C33 C34 C35 178.3(3) . . . . ?
C33 C34 C35 C36 -178.0(3) . . . . ?

_refine_diff_density_max         1.318
_refine_diff_density_min         -1.129
_refine_diff_density_rms         0.074

