# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_nacho11
_database_code_depnum_ccdc_archive 'CCDC 1443789'
_audit_update_record             
;
2015-12-22 deposited with the CCDC.
2016-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H64 N10 O9, H2 O'
_chemical_formula_sum            'C42 H66 N10 O10'
_chemical_formula_weight         871.05

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           Orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_chemical_absolute_configuration syn

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

_cell_length_a                   16.4496(6)
_cell_length_b                   16.5567(7)
_cell_length_c                   17.7879(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4844.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    50988
_cell_measurement_theta_min      3.4
_cell_measurement_theta_max      26.1

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.194
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1872
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9688
_exptl_absorpt_correction_T_max  0.9880
_exptl_absorpt_process_details   'X-Area (Stoe & Cie, 2001)'

_exptl_special_details           
;
 ;
;

_diffrn_ambient_temperature      173(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  'STOE IPDS II two-circle-diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            62992
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_av_sigmaI/netI    0.0375
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.36
_diffrn_reflns_theta_max         25.76
_reflns_number_total             9108
_reflns_number_gt                8054
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP in SHELXTL-Plus (Sheldrick, 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0653P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
# _refine_ls_abs_structure_details
#  'Flack H D (1983), Acta Cryst. A39, 876-881'
# _refine_ls_abs_structure_Flack    -0.6(8)
_refine_ls_number_reflns         9108
_refine_ls_number_parameters     592
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1085
_refine_ls_wR_factor_gt          0.1045
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_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
N1 N 0.89868(12) 0.57757(12) 0.28739(11) 0.0327(4) Uani 1 1 d . . .
H1 H 0.9419(17) 0.5498(16) 0.2792(14) 0.038(7) Uiso 1 1 d . . .
N2 N 0.79157(13) 0.45430(12) 0.32125(13) 0.0383(5) Uani 1 1 d . . .
H2 H 0.8366(19) 0.4581(17) 0.3390(16) 0.045(8) Uiso 1 1 d . . .
N3 N 0.66530(12) 0.52718(11) 0.39720(11) 0.0322(4) Uani 1 1 d . . .
H3 H 0.7064(16) 0.5505(15) 0.3889(14) 0.029(6) Uiso 1 1 d . . .
N4 N 0.53632(12) 0.55075(12) 0.29766(10) 0.0353(4) Uani 1 1 d . . .
H4 H 0.585(2) 0.545(2) 0.2851(17) 0.059(9) Uiso 1 1 d . . .
N5 N 0.44298(12) 0.41233(12) 0.31297(11) 0.0370(4) Uani 1 1 d . . .
H5 H 0.497(2) 0.4146(18) 0.3294(17) 0.057(8) Uiso 1 1 d . . .
N6 N 0.33315(11) 0.43392(11) 0.43141(11) 0.0324(4) Uani 1 1 d . . .
H6 H 0.3732(15) 0.4683(15) 0.4267(13) 0.030(6) Uiso 1 1 d . . .
N7 N 0.19996(11) 0.50420(11) 0.36549(11) 0.0311(4) Uani 1 1 d . . .
H7 H 0.2468(18) 0.5009(17) 0.3443(15) 0.042(7) Uiso 1 1 d . . .
N8 N 0.13755(14) 0.38732(12) 0.27105(15) 0.0466(6) Uani 1 1 d . . .
H8 H 0.173(2) 0.3821(18) 0.2950(17) 0.043(8) Uiso 1 1 d . . .
O1 O 0.81611(9) 0.63712(10) 0.37212(9) 0.0374(4) Uani 1 1 d . . .
O2 O 0.70143(10) 0.50075(12) 0.23546(10) 0.0483(4) Uani 1 1 d . . .
O3 O 0.59340(9) 0.41231(9) 0.39386(10) 0.0381(4) Uani 1 1 d . . .
O4 O 0.45311(9) 0.57151(10) 0.39584(9) 0.0368(4) Uani 1 1 d . . .
O5 O 0.33660(10) 0.47886(12) 0.26205(9) 0.0460(4) Uani 1 1 d . . .
O6 O 0.25877(9) 0.33134(10) 0.38519(11) 0.0415(4) Uani 1 1 d . . .
O7 O 0.12215(9) 0.46693(10) 0.46410(10) 0.0419(4) Uani 1 1 d . . .
O8 O 0.03568(10) 0.46872(10) 0.23307(11) 0.0469(4) Uani 1 1 d . . .
O9 O 0.95151(10) 0.62148(10) 0.39427(9) 0.0372(4) Uani 1 1 d . . .
C1 C 0.88375(14) 0.61398(13) 0.35340(13) 0.0326(5) Uani 1 1 d . . .
C2 C 0.83105(13) 0.56495(13) 0.23628(13) 0.0327(5) Uani 1 1 d . . .
H2A H 0.8011 0.6174 0.2334 0.039 Uiso 1 1 calc R . .
C3 C 0.76975(13) 0.50168(15) 0.26449(14) 0.0364(5) Uani 1 1 d . . .
C4 C 0.73406(15) 0.40086(14) 0.36000(16) 0.0442(6) Uani 1 1 d . . .
C5 C 0.65774(13) 0.44817(13) 0.38422(13) 0.0329(5) Uani 1 1 d . . .
C6 C 0.59699(13) 0.57764(13) 0.42188(12) 0.0314(5) Uani 1 1 d . . .
C7 C 0.52237(13) 0.56530(13) 0.37071(12) 0.0310(5) Uani 1 1 d . . .
C8 C 0.46973(15) 0.53893(18) 0.24491(13) 0.0436(6) Uani 1 1 d . . .
C9 C 0.41016(14) 0.47442(16) 0.27578(12) 0.0394(5) Uani 1 1 d . . .
C10 C 0.39523(14) 0.34298(15) 0.33842(14) 0.0395(6) Uani 1 1 d . . .
C11 C 0.32288(13) 0.37002(13) 0.38604(13) 0.0335(5) Uani 1 1 d . . .
C12 C 0.26807(14) 0.46237(15) 0.48074(13) 0.0361(5) Uani 1 1 d . . .
C13 C 0.18903(13) 0.47616(13) 0.43522(13) 0.0318(5) Uani 1 1 d . . .
C14 C 0.13273(13) 0.52680(13) 0.31694(13) 0.0325(5) Uani 1 1 d . . .
H14 H 0.0881 0.5485 0.3494 0.039 Uiso 1 1 calc R . .
C15 C 0.09800(14) 0.45678(14) 0.27078(14) 0.0366(5) Uani 1 1 d . . .
C16 C 0.1121(2) 0.31807(17) 0.2264(2) 0.0698(10) Uani 1 1 d . . .
H16A H 0.1583 0.2815 0.2194 0.105 Uiso 1 1 calc R . .
H16B H 0.0927 0.3366 0.1773 0.105 Uiso 1 1 calc R . .
H16C H 0.0682 0.2895 0.2525 0.105 Uiso 1 1 calc R . .
C17 C 0.94643(16) 0.65161(14) 0.47243(13) 0.0386(5) Uani 1 1 d . . .
C18 C 1.03366(17) 0.64429(16) 0.49854(15) 0.0479(6) Uani 1 1 d . . .
H18A H 1.0682 0.6802 0.4686 0.072 Uiso 1 1 calc R . .
H18B H 1.0520 0.5884 0.4923 0.072 Uiso 1 1 calc R . .
H18C H 1.0373 0.6595 0.5517 0.072 Uiso 1 1 calc R . .
C19 C 0.89039(18) 0.59730(16) 0.51803(15) 0.0466(6) Uani 1 1 d . . .
H19A H 0.8344 0.6034 0.5000 0.070 Uiso 1 1 calc R . .
H19B H 0.8932 0.6126 0.5712 0.070 Uiso 1 1 calc R . .
H19C H 0.9075 0.5409 0.5123 0.070 Uiso 1 1 calc R . .
C20 C 0.91917(18) 0.73949(15) 0.47232(15) 0.0455(6) Uani 1 1 d . . .
H20A H 0.9574 0.7718 0.4426 0.068 Uiso 1 1 calc R . .
H20B H 0.9178 0.7598 0.5241 0.068 Uiso 1 1 calc R . .
H20C H 0.8648 0.7434 0.4502 0.068 Uiso 1 1 calc R . .
C21 C 0.86143(14) 0.54678(13) 0.15725(13) 0.0337(5) Uani 1 1 d . . .
H21A H 0.8978 0.4992 0.1585 0.040 Uiso 1 1 calc R . .
H21B H 0.8147 0.5338 0.1243 0.040 Uiso 1 1 calc R . .
C22 C 0.90692(14) 0.61839(13) 0.12563(12) 0.0318(5) Uani 1 1 d . . .
C23 C 0.99091(14) 0.61874(14) 0.11883(14) 0.0376(5) Uani 1 1 d . . .
H23 H 1.0211 0.5713 0.1299 0.045 Uiso 1 1 calc R . .
C24 C 1.03079(16) 0.68812(15) 0.09590(16) 0.0460(6) Uani 1 1 d . . .
H24 H 1.0884 0.6865 0.0924 0.055 Uiso 1 1 calc R . .
N25 N 0.99369(14) 0.75666(13) 0.07848(15) 0.0502(6) Uani 1 1 d . . .
C26 C 0.91270(17) 0.75507(16) 0.08135(18) 0.0533(7) Uani 1 1 d . . .
H26 H 0.8842 0.8023 0.0662 0.064 Uiso 1 1 calc R . .
C27 C 0.86736(16) 0.68956(15) 0.10484(16) 0.0441(6) Uani 1 1 d . . .
H27 H 0.8097 0.6929 0.1068 0.053 Uiso 1 1 calc R . .
C41 C 0.77386(17) 0.36894(18) 0.4313(2) 0.0623(9) Uani 1 1 d . . .
H41A H 0.7898 0.4144 0.4634 0.093 Uiso 1 1 calc R . .
H41B H 0.8221 0.3373 0.4181 0.093 Uiso 1 1 calc R . .
H41C H 0.7352 0.3346 0.4585 0.093 Uiso 1 1 calc R . .
C42 C 0.7087(2) 0.33052(18) 0.3094(2) 0.0680(10) Uani 1 1 d . . .
H42A H 0.7570 0.3001 0.2941 0.102 Uiso 1 1 calc R . .
H42B H 0.6811 0.3516 0.2647 0.102 Uiso 1 1 calc R . .
H42C H 0.6717 0.2949 0.3370 0.102 Uiso 1 1 calc R . .
C61 C 0.62298(16) 0.66598(14) 0.41440(14) 0.0399(5) Uani 1 1 d . . .
H61A H 0.6375 0.6773 0.3620 0.060 Uiso 1 1 calc R . .
H61B H 0.6701 0.6761 0.4468 0.060 Uiso 1 1 calc R . .
H61C H 0.5780 0.7012 0.4296 0.060 Uiso 1 1 calc R . .
C62 C 0.57403(15) 0.55839(16) 0.50252(13) 0.0406(6) Uani 1 1 d . . .
H62A H 0.6215 0.5661 0.5351 0.061 Uiso 1 1 calc R . .
H62B H 0.5556 0.5022 0.5058 0.061 Uiso 1 1 calc R . .
H62C H 0.5302 0.5945 0.5187 0.061 Uiso 1 1 calc R . .
C81 C 0.50522(18) 0.5051(3) 0.17210(16) 0.0680(9) Uani 1 1 d . . .
H81A H 0.5332 0.4540 0.1827 0.102 Uiso 1 1 calc R . .
H81B H 0.5440 0.5439 0.1510 0.102 Uiso 1 1 calc R . .
H81C H 0.4613 0.4956 0.1360 0.102 Uiso 1 1 calc R . .
C82 C 0.42562(18) 0.6184(2) 0.23066(18) 0.0612(8) Uani 1 1 d . . .
H82A H 0.4034 0.6389 0.2781 0.092 Uiso 1 1 calc R . .
H82B H 0.3812 0.6095 0.1949 0.092 Uiso 1 1 calc R . .
H82C H 0.4639 0.6579 0.2098 0.092 Uiso 1 1 calc R . .
C101 C 0.44914(16) 0.29098(14) 0.38944(18) 0.0502(7) Uani 1 1 d . . .
H10A H 0.4965 0.2721 0.3610 0.075 Uiso 1 1 calc R . .
H10B H 0.4180 0.2444 0.4074 0.075 Uiso 1 1 calc R . .
H10C H 0.4674 0.3232 0.4325 0.075 Uiso 1 1 calc R . .
C102 C 0.36552(19) 0.2936(2) 0.27117(19) 0.0637(9) Uani 1 1 d . . .
H10D H 0.3312 0.3275 0.2391 0.096 Uiso 1 1 calc R . .
H10E H 0.3340 0.2472 0.2891 0.096 Uiso 1 1 calc R . .
H10F H 0.4124 0.2743 0.2422 0.096 Uiso 1 1 calc R . .
C121 C 0.25221(18) 0.40184(19) 0.54438(16) 0.0545(7) Uani 1 1 d . . .
H12A H 0.2360 0.3498 0.5229 0.082 Uiso 1 1 calc R . .
H12B H 0.2086 0.4222 0.5768 0.082 Uiso 1 1 calc R . .
H12C H 0.3019 0.3949 0.5741 0.082 Uiso 1 1 calc R . .
C122 C 0.29389(16) 0.54398(18) 0.51411(15) 0.0487(6) Uani 1 1 d . . .
H12D H 0.3040 0.5825 0.4733 0.073 Uiso 1 1 calc R . .
H12E H 0.3436 0.5369 0.5437 0.073 Uiso 1 1 calc R . .
H12F H 0.2505 0.5646 0.5466 0.073 Uiso 1 1 calc R . .
C141 C 0.15933(15) 0.59393(13) 0.26350(14) 0.0361(5) Uani 1 1 d . . .
H14A H 0.2121 0.5790 0.2407 0.043 Uiso 1 1 calc R . .
H14B H 0.1190 0.5987 0.2225 0.043 Uiso 1 1 calc R . .
C142 C 0.16789(14) 0.67462(13) 0.30169(13) 0.0346(5) Uani 1 1 d . . .
C143 C 0.10807(16) 0.73280(15) 0.29554(16) 0.0453(6) Uani 1 1 d . . .
H143 H 0.0603 0.7220 0.2672 0.054 Uiso 1 1 calc R . .
C144 C 0.11745(18) 0.80637(16) 0.33030(19) 0.0557(8) Uani 1 1 d . . .
H144 H 0.0757 0.8454 0.3241 0.067 Uiso 1 1 calc R . .
N145 N 0.18134(16) 0.82618(14) 0.37207(15) 0.0582(6) Uani 1 1 d . . .
C146 C 0.2386(2) 0.76936(18) 0.37777(18) 0.0585(8) Uani 1 1 d . . .
H146 H 0.2853 0.7816 0.4071 0.070 Uiso 1 1 calc R . .
C147 C 0.23516(17) 0.69455(16) 0.34450(15) 0.0446(6) Uani 1 1 d . . .
H147 H 0.2783 0.6571 0.3508 0.054 Uiso 1 1 calc R . .
O1W O 1.04412(12) 0.92693(12) 0.09449(15) 0.0677(6) Uani 1 1 d . . .
H1WA H 1.0300 0.8784 0.0900 0.102 Uiso 1 1 d R . .
H1WB H 0.9975 0.9380 0.0780 0.102 Uiso 1 1 d R . .


_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 1.343(3) . ?
N1 C2 1.452(3) . ?
N1 H1 0.86(3) . ?
N2 C3 1.328(3) . ?
N2 C4 1.467(3) . ?
N2 H2 0.81(3) . ?
N3 C5 1.334(3) . ?
N3 C6 1.468(3) . ?
N3 H3 0.79(3) . ?
N4 C7 1.341(3) . ?
N4 C8 1.455(3) . ?
N4 H4 0.84(3) . ?
N5 C9 1.336(3) . ?
N5 C10 1.463(3) . ?
N5 H5 0.94(3) . ?
N6 C11 1.341(3) . ?
N6 C12 1.462(3) . ?
N6 H6 0.88(3) . ?
N7 C13 1.337(3) . ?
N7 C14 1.452(3) . ?
N7 H7 0.86(3) . ?
N8 C15 1.321(3) . ?
N8 C16 1.456(3) . ?
N8 H8 0.73(3) . ?
O1 C1 1.223(3) . ?
O2 C3 1.237(3) . ?
O3 C5 1.226(3) . ?
O4 C7 1.228(3) . ?
O5 C9 1.237(3) . ?
O6 C11 1.234(3) . ?
O7 C13 1.224(3) . ?
O8 C15 1.241(3) . ?
O9 C1 1.336(3) . ?
O9 C17 1.479(3) . ?
C2 C21 1.522(3) . ?
C2 C3 1.538(3) . ?
C2 H2A 1.0000 . ?
C4 C41 1.522(4) . ?
C4 C42 1.530(4) . ?
C4 C5 1.541(3) . ?
C6 C62 1.517(3) . ?
C6 C61 1.530(3) . ?
C6 C7 1.542(3) . ?
C8 C82 1.524(4) . ?
C8 C81 1.527(4) . ?
C8 C9 1.550(4) . ?
C10 C11 1.528(3) . ?
C10 C102 1.529(4) . ?
C10 C101 1.533(4) . ?
C12 C121 1.534(4) . ?
C12 C122 1.536(4) . ?
C12 C13 1.549(3) . ?
C14 C141 1.527(3) . ?
C14 C15 1.531(3) . ?
C14 H14 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.513(4) . ?
C17 C19 1.522(4) . ?
C17 C20 1.522(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.511(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.387(3) . ?
C22 C27 1.396(3) . ?
C23 C24 1.384(4) . ?
C23 H23 0.9500 . ?
C24 N25 1.325(3) . ?
C24 H24 0.9500 . ?
N25 C26 1.333(4) . ?
C26 C27 1.381(4) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C81 H81A 0.9800 . ?
C81 H81B 0.9800 . ?
C81 H81C 0.9800 . ?
C82 H82A 0.9800 . ?
C82 H82B 0.9800 . ?
C82 H82C 0.9800 . ?
C101 H10A 0.9800 . ?
C101 H10B 0.9800 . ?
C101 H10C 0.9800 . ?
C102 H10D 0.9800 . ?
C102 H10E 0.9800 . ?
C102 H10F 0.9800 . ?
C121 H12A 0.9800 . ?
C121 H12B 0.9800 . ?
C121 H12C 0.9800 . ?
C122 H12D 0.9800 . ?
C122 H12E 0.9800 . ?
C122 H12F 0.9800 . ?
C141 C142 1.505(3) . ?
C141 H14A 0.9900 . ?
C141 H14B 0.9900 . ?
C142 C143 1.381(4) . ?
C142 C147 1.383(4) . ?
C143 C144 1.375(4) . ?
C143 H143 0.9500 . ?
C144 N145 1.328(4) . ?
C144 H144 0.9500 . ?
N145 C146 1.335(4) . ?
C146 C147 1.374(4) . ?
C146 H146 0.9500 . ?
C147 H147 0.9500 . ?
O1W H1WA 0.8406 . ?
O1W H1WB 0.8411 . ?

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 118.2(2) . . ?
C1 N1 H1 122.6(17) . . ?
C2 N1 H1 116.9(18) . . ?
C3 N2 C4 122.6(2) . . ?
C3 N2 H2 120(2) . . ?
C4 N2 H2 117(2) . . ?
C5 N3 C6 122.59(19) . . ?
C5 N3 H3 121.7(18) . . ?
C6 N3 H3 115.6(18) . . ?
C7 N4 C8 121.3(2) . . ?
C7 N4 H4 116(2) . . ?
C8 N4 H4 122(2) . . ?
C9 N5 C10 122.7(2) . . ?
C9 N5 H5 120.5(19) . . ?
C10 N5 H5 116.4(19) . . ?
C11 N6 C12 121.5(2) . . ?
C11 N6 H6 123.4(16) . . ?
C12 N6 H6 113.6(16) . . ?
C13 N7 C14 122.61(19) . . ?
C13 N7 H7 120.4(18) . . ?
C14 N7 H7 116.0(18) . . ?
C15 N8 C16 122.8(2) . . ?
C15 N8 H8 120(2) . . ?
C16 N8 H8 117(2) . . ?
C1 O9 C17 119.69(18) . . ?
O1 C1 O9 125.6(2) . . ?
O1 C1 N1 123.0(2) . . ?
O9 C1 N1 111.4(2) . . ?
N1 C2 C21 110.81(18) . . ?
N1 C2 C3 113.33(19) . . ?
C21 C2 C3 112.45(18) . . ?
N1 C2 H2A 106.6 . . ?
C21 C2 H2A 106.6 . . ?
C3 C2 H2A 106.6 . . ?
O2 C3 N2 123.8(2) . . ?
O2 C3 C2 117.9(2) . . ?
N2 C3 C2 118.24(19) . . ?
N2 C4 C41 108.9(2) . . ?
N2 C4 C42 111.0(2) . . ?
C41 C4 C42 110.1(3) . . ?
N2 C4 C5 110.49(19) . . ?
C41 C4 C5 107.1(2) . . ?
C42 C4 C5 109.2(2) . . ?
O3 C5 N3 122.1(2) . . ?
O3 C5 C4 119.75(19) . . ?
N3 C5 C4 118.09(19) . . ?
N3 C6 C62 110.72(19) . . ?
N3 C6 C61 107.72(18) . . ?
C62 C6 C61 110.65(19) . . ?
N3 C6 C7 110.95(17) . . ?
C62 C6 C7 109.41(18) . . ?
C61 C6 C7 107.32(19) . . ?
O4 C7 N4 121.7(2) . . ?
O4 C7 C6 120.84(19) . . ?
N4 C7 C6 117.37(18) . . ?
N4 C8 C82 110.5(2) . . ?
N4 C8 C81 108.0(2) . . ?
C82 C8 C81 111.0(2) . . ?
N4 C8 C9 109.88(19) . . ?
C82 C8 C9 110.7(2) . . ?
C81 C8 C9 106.8(2) . . ?
O5 C9 N5 122.6(2) . . ?
O5 C9 C8 120.5(2) . . ?
N5 C9 C8 116.7(2) . . ?
N5 C10 C11 111.09(18) . . ?
N5 C10 C102 110.5(2) . . ?
C11 C10 C102 110.0(2) . . ?
N5 C10 C101 108.25(19) . . ?
C11 C10 C101 106.7(2) . . ?
C102 C10 C101 110.3(2) . . ?
O6 C11 N6 121.6(2) . . ?
O6 C11 C10 120.5(2) . . ?
N6 C11 C10 117.82(19) . . ?
N6 C12 C121 110.9(2) . . ?
N6 C12 C122 108.23(19) . . ?
C121 C12 C122 109.7(2) . . ?
N6 C12 C13 110.39(18) . . ?
C121 C12 C13 109.8(2) . . ?
C122 C12 C13 107.73(19) . . ?
O7 C13 N7 123.6(2) . . ?
O7 C13 C12 121.1(2) . . ?
N7 C13 C12 115.06(18) . . ?
N7 C14 C141 109.84(18) . . ?
N7 C14 C15 114.08(18) . . ?
C141 C14 C15 108.92(19) . . ?
N7 C14 H14 107.9 . . ?
C141 C14 H14 107.9 . . ?
C15 C14 H14 107.9 . . ?
O8 C15 N8 123.2(2) . . ?
O8 C15 C14 118.5(2) . . ?
N8 C15 C14 118.3(2) . . ?
N8 C16 H16A 109.5 . . ?
N8 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N8 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O9 C17 C18 102.00(19) . . ?
O9 C17 C19 109.62(19) . . ?
C18 C17 C19 111.3(2) . . ?
O9 C17 C20 109.74(19) . . ?
C18 C17 C20 110.9(2) . . ?
C19 C17 C20 112.8(2) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C2 110.58(18) . . ?
C22 C21 H21A 109.5 . . ?
C2 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C2 C21 H21B 109.5 . . ?
H21A C21 H21B 108.1 . . ?
C23 C22 C27 116.0(2) . . ?
C23 C22 C21 122.0(2) . . ?
C27 C22 C21 122.0(2) . . ?
C24 C23 C22 120.1(2) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
N25 C24 C23 124.1(2) . . ?
N25 C24 H24 117.9 . . ?
C23 C24 H24 117.9 . . ?
C24 N25 C26 115.7(2) . . ?
N25 C26 C27 124.5(2) . . ?
N25 C26 H26 117.7 . . ?
C27 C26 H26 117.7 . . ?
C26 C27 C22 119.4(2) . . ?
C26 C27 H27 120.3 . . ?
C22 C27 H27 120.3 . . ?
C4 C41 H41A 109.5 . . ?
C4 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C4 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C4 C42 H42A 109.5 . . ?
C4 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C4 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C6 C61 H61A 109.5 . . ?
C6 C61 H61B 109.5 . . ?
H61A C61 H61B 109.5 . . ?
C6 C61 H61C 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C6 C62 H62A 109.5 . . ?
C6 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
C6 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C8 C81 H81A 109.5 . . ?
C8 C81 H81B 109.5 . . ?
H81A C81 H81B 109.5 . . ?
C8 C81 H81C 109.5 . . ?
H81A C81 H81C 109.5 . . ?
H81B C81 H81C 109.5 . . ?
C8 C82 H82A 109.5 . . ?
C8 C82 H82B 109.5 . . ?
H82A C82 H82B 109.5 . . ?
C8 C82 H82C 109.5 . . ?
H82A C82 H82C 109.5 . . ?
H82B C82 H82C 109.5 . . ?
C10 C101 H10A 109.5 . . ?
C10 C101 H10B 109.5 . . ?
H10A C101 H10B 109.5 . . ?
C10 C101 H10C 109.5 . . ?
H10A C101 H10C 109.5 . . ?
H10B C101 H10C 109.5 . . ?
C10 C102 H10D 109.5 . . ?
C10 C102 H10E 109.5 . . ?
H10D C102 H10E 109.5 . . ?
C10 C102 H10F 109.5 . . ?
H10D C102 H10F 109.5 . . ?
H10E C102 H10F 109.5 . . ?
C12 C121 H12A 109.5 . . ?
C12 C121 H12B 109.5 . . ?
H12A C121 H12B 109.5 . . ?
C12 C121 H12C 109.5 . . ?
H12A C121 H12C 109.5 . . ?
H12B C121 H12C 109.5 . . ?
C12 C122 H12D 109.5 . . ?
C12 C122 H12E 109.5 . . ?
H12D C122 H12E 109.5 . . ?
C12 C122 H12F 109.5 . . ?
H12D C122 H12F 109.5 . . ?
H12E C122 H12F 109.5 . . ?
C142 C141 C14 113.1(2) . . ?
C142 C141 H14A 109.0 . . ?
C14 C141 H14A 109.0 . . ?
C142 C141 H14B 109.0 . . ?
C14 C141 H14B 109.0 . . ?
H14A C141 H14B 107.8 . . ?
C143 C142 C147 116.6(2) . . ?
C143 C142 C141 121.1(2) . . ?
C147 C142 C141 122.3(2) . . ?
C144 C143 C142 120.2(3) . . ?
C144 C143 H143 119.9 . . ?
C142 C143 H143 119.9 . . ?
N145 C144 C143 124.0(3) . . ?
N145 C144 H144 118.0 . . ?
C143 C144 H144 118.0 . . ?
C144 N145 C146 115.3(2) . . ?
N145 C146 C147 125.0(3) . . ?
N145 C146 H146 117.5 . . ?
C147 C146 H146 117.5 . . ?
C146 C147 C142 119.0(3) . . ?
C146 C147 H147 120.5 . . ?
C142 C147 H147 120.5 . . ?
H1WA O1W H1WB 85.6 . . ?

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
C17 O9 C1 O1 7.3(3) . . . . ?
C17 O9 C1 N1 -173.08(18) . . . . ?
C2 N1 C1 O1 -0.3(3) . . . . ?
C2 N1 C1 O9 -179.93(18) . . . . ?
C1 N1 C2 C21 163.21(19) . . . . ?
C1 N1 C2 C3 -69.3(3) . . . . ?
C4 N2 C3 O2 -5.8(4) . . . . ?
C4 N2 C3 C2 170.4(2) . . . . ?
N1 C2 C3 O2 162.5(2) . . . . ?
C21 C2 C3 O2 -70.8(3) . . . . ?
N1 C2 C3 N2 -13.8(3) . . . . ?
C21 C2 C3 N2 112.8(2) . . . . ?
C3 N2 C4 C41 -168.3(2) . . . . ?
C3 N2 C4 C42 70.3(3) . . . . ?
C3 N2 C4 C5 -51.0(3) . . . . ?
C6 N3 C5 O3 -1.8(4) . . . . ?
C6 N3 C5 C4 -178.8(2) . . . . ?
N2 C4 C5 O3 155.6(2) . . . . ?
C41 C4 C5 O3 -85.9(3) . . . . ?
C42 C4 C5 O3 33.3(3) . . . . ?
N2 C4 C5 N3 -27.2(3) . . . . ?
C41 C4 C5 N3 91.2(3) . . . . ?
C42 C4 C5 N3 -149.6(2) . . . . ?
C5 N3 C6 C62 71.0(3) . . . . ?
C5 N3 C6 C61 -167.8(2) . . . . ?
C5 N3 C6 C7 -50.7(3) . . . . ?
C8 N4 C7 O4 -2.1(3) . . . . ?
C8 N4 C7 C6 -179.5(2) . . . . ?
N3 C6 C7 O4 148.5(2) . . . . ?
C62 C6 C7 O4 26.0(3) . . . . ?
C61 C6 C7 O4 -94.1(2) . . . . ?
N3 C6 C7 N4 -34.0(3) . . . . ?
C62 C6 C7 N4 -156.5(2) . . . . ?
C61 C6 C7 N4 83.4(2) . . . . ?
C7 N4 C8 C82 71.3(3) . . . . ?
C7 N4 C8 C81 -167.2(2) . . . . ?
C7 N4 C8 C9 -51.1(3) . . . . ?
C10 N5 C9 O5 2.1(3) . . . . ?
C10 N5 C9 C8 -173.5(2) . . . . ?
N4 C8 C9 O5 147.5(2) . . . . ?
C82 C8 C9 O5 25.2(3) . . . . ?
C81 C8 C9 O5 -95.7(3) . . . . ?
N4 C8 C9 N5 -36.8(3) . . . . ?
C82 C8 C9 N5 -159.0(2) . . . . ?
C81 C8 C9 N5 80.1(3) . . . . ?
C9 N5 C10 C11 -54.2(3) . . . . ?
C9 N5 C10 C102 68.2(3) . . . . ?
C9 N5 C10 C101 -171.0(2) . . . . ?
C12 N6 C11 O6 -1.7(3) . . . . ?
C12 N6 C11 C10 -178.0(2) . . . . ?
N5 C10 C11 O6 147.7(2) . . . . ?
C102 C10 C11 O6 25.1(3) . . . . ?
C101 C10 C11 O6 -94.5(3) . . . . ?
N5 C10 C11 N6 -35.9(3) . . . . ?
C102 C10 C11 N6 -158.5(2) . . . . ?
C101 C10 C11 N6 81.9(2) . . . . ?
C11 N6 C12 C121 69.5(3) . . . . ?
C11 N6 C12 C122 -170.2(2) . . . . ?
C11 N6 C12 C13 -52.5(3) . . . . ?
C14 N7 C13 O7 0.1(3) . . . . ?
C14 N7 C13 C12 -174.91(19) . . . . ?
N6 C12 C13 O7 149.3(2) . . . . ?
C121 C12 C13 O7 26.7(3) . . . . ?
C122 C12 C13 O7 -92.7(3) . . . . ?
N6 C12 C13 N7 -35.5(3) . . . . ?
C121 C12 C13 N7 -158.1(2) . . . . ?
C122 C12 C13 N7 82.5(2) . . . . ?
C13 N7 C14 C141 150.0(2) . . . . ?
C13 N7 C14 C15 -87.4(3) . . . . ?
C16 N8 C15 O8 0.6(5) . . . . ?
C16 N8 C15 C14 -177.0(3) . . . . ?
N7 C14 C15 O8 173.4(2) . . . . ?
C141 C14 C15 O8 -63.5(3) . . . . ?
N7 C14 C15 N8 -8.9(3) . . . . ?
C141 C14 C15 N8 114.2(3) . . . . ?
C1 O9 C17 C18 175.8(2) . . . . ?
C1 O9 C17 C19 57.8(3) . . . . ?
C1 O9 C17 C20 -66.6(3) . . . . ?
N1 C2 C21 C22 -64.0(2) . . . . ?
C3 C2 C21 C22 168.06(19) . . . . ?
C2 C21 C22 C23 106.1(2) . . . . ?
C2 C21 C22 C27 -70.8(3) . . . . ?
C27 C22 C23 C24 2.9(4) . . . . ?
C21 C22 C23 C24 -174.2(2) . . . . ?
C22 C23 C24 N25 -0.8(4) . . . . ?
C23 C24 N25 C26 -2.5(4) . . . . ?
C24 N25 C26 C27 3.8(5) . . . . ?
N25 C26 C27 C22 -1.7(5) . . . . ?
C23 C22 C27 C26 -1.7(4) . . . . ?
C21 C22 C27 C26 175.4(2) . . . . ?
N7 C14 C141 C142 -73.6(2) . . . . ?
C15 C14 C141 C142 160.77(19) . . . . ?
C14 C141 C142 C143 -101.0(3) . . . . ?
C14 C141 C142 C147 78.9(3) . . . . ?
C147 C142 C143 C144 0.7(4) . . . . ?
C141 C142 C143 C144 -179.4(2) . . . . ?
C142 C143 C144 N145 -1.3(5) . . . . ?
C143 C144 N145 C146 1.0(5) . . . . ?
C144 N145 C146 C147 -0.3(5) . . . . ?
N145 C146 C147 C142 -0.3(5) . . . . ?
C143 C142 C147 C146 0.0(4) . . . . ?
C141 C142 C147 C146 -179.9(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O8 0.86(3) 2.20(3) 3.043(3) 165(2) 1_655
N2 H2 O1W 0.81(3) 2.35(3) 3.124(3) 161(3) 3_745
N3 H3 O1 0.79(3) 2.32(3) 3.109(3) 171(2) .
N4 H4 O2 0.84(3) 2.23(3) 3.047(3) 165(3) .
N5 H5 O3 0.94(3) 1.95(3) 2.862(3) 162(3) .
N6 H6 O4 0.88(3) 2.22(3) 3.080(3) 166(2) .
N7 H7 O5 0.86(3) 2.11(3) 2.935(3) 160(2) .
N8 H8 N7 0.73(3) 2.42(3) 2.761(3) 110(3) .
N8 H8 O6 0.73(3) 2.29(3) 2.993(3) 161(3) .
O1W H1WA N25 0.84 2.11 2.952(3) 179.6 .
O1W H1WB O7 0.84 2.16 3.001(3) 179.8 3_655

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.503
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.036
####################################################################### 
# 
# 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_nacho25
_database_code_depnum_ccdc_archive 'CCDC 1446622'
_audit_update_record             
;
2016-01-11 deposited with the CCDC.
2016-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H64 N10 O9, C2 H6 O, H2 O'
_chemical_formula_sum            'C44 H72 N10 O11'
_chemical_formula_weight         917.11

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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   16.7243(10)
_cell_length_b                   16.7433(9)
_cell_length_c                   17.6543(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4943.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    32687
_cell_measurement_theta_min      3.35
_cell_measurement_theta_max      25.49

_exptl_crystal_description       block
_exptl_crystal_colour            'light brown'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_F_000             1976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    0.089
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.672
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'X-Area (Stoe & Cie, 2001)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'STOE IPDS II two-circle-diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            47952
_diffrn_reflns_av_unetI/netI     0.0632
_diffrn_reflns_av_R_equivalents  0.0732
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.356
_diffrn_reflns_theta_max         25.864
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             9359
_reflns_number_gt                6809
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.806
_reflns_Friedel_fraction_max     0.975
_reflns_Friedel_fraction_full    0.999

_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       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP in SHELXTL-Plus (Sheldrick, 2008)'
_computing_publication_material  ?
_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)+(0.1240P)²+0.6130P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2312 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   1.8(10)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         9359
_refine_ls_number_parameters     613
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.1140
_refine_ls_R_factor_gt           0.0841
_refine_ls_wR_factor_ref         0.2243
_refine_ls_wR_factor_gt          0.2063
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.2203(3) 1.2189(3) 0.5118(3) 0.0590(13) Uani 1 1 d . . . . .
N1 N 0.1401(3) 1.1182(4) 0.4730(4) 0.0620(17) Uani 1 1 d D . . . .
H1 H 0.144(6) 1.078(3) 0.441(4) 0.074 Uiso 1 1 d D U . . .
O2 O 0.2202(3) 1.1266(3) 0.2793(3) 0.0556(12) Uani 1 1 d . . . . .
N2 N 0.2576(3) 1.0546(3) 0.3819(3) 0.0391(11) Uani 1 1 d D . . . .
H2 H 0.258(4) 1.010(2) 0.408(3) 0.047 Uiso 1 1 d D U . . .
O3 O 0.0874(3) 0.9953(3) 0.3642(3) 0.0545(12) Uani 1 1 d . . . . .
N3 N 0.1887(3) 0.9201(3) 0.3195(3) 0.0438(12) Uani 1 1 d D . . . .
H3 H 0.211(4) 0.873(2) 0.313(4) 0.053 Uiso 1 1 d D U . . .
O4 O 0.2397(4) 0.9222(3) 0.4894(3) 0.0660(15) Uani 1 1 d . . . . .
N4 N 0.1710(4) 0.8165(4) 0.4422(3) 0.0534(15) Uani 1 1 d D . . . .
H4 H 0.174(5) 0.7666(17) 0.428(4) 0.064 Uiso 1 1 d D U . . .
O5 O 0.3254(3) 0.8039(3) 0.3547(2) 0.0473(11) Uani 1 1 d . . . . .
N5 N 0.3071(4) 0.7231(4) 0.4556(3) 0.0515(14) Uani 1 1 d D . . . .
H5 H 0.305(5) 0.675(2) 0.476(4) 0.062 Uiso 1 1 d D U . . .
O6 O 0.1674(3) 0.6676(3) 0.3625(3) 0.0530(12) Uani 1 1 d . . . . .
N6 N 0.2813(3) 0.5951(4) 0.3581(3) 0.0454(13) Uani 1 1 d D . . . .
H6 H 0.299(4) 0.5456(18) 0.362(4) 0.054 Uiso 1 1 d D U . . .
O7 O 0.2640(5) 0.5610(4) 0.5234(3) 0.0806(19) Uani 1 1 d . . . . .
N7 N 0.2101(4) 0.4744(4) 0.4396(4) 0.0613(18) Uani 1 1 d D . . . .
H7 H 0.217(6) 0.432(3) 0.412(4) 0.074 Uiso 1 1 d D U . . .
O8 O 0.3890(3) 0.4452(3) 0.3804(3) 0.0501(11) Uani 1 1 d . . . . .
N8 N 0.3302(4) 0.3641(4) 0.4669(3) 0.0483(13) Uani 1 1 d D . . . .
H8 H 0.311(4) 0.318(2) 0.483(4) 0.058 Uiso 1 1 d D U . . .
C11 C 0.2096(4) 1.1561(4) 0.4740(4) 0.0474(16) Uani 1 1 d . . . . .
C12 C 0.2789(3) 1.1220(4) 0.4288(4) 0.0426(14) Uani 1 1 d . . . . .
H12 H 0.3001 1.1652 0.3951 0.051 Uiso 1 1 calc R U . . .
C13 C 0.3458(4) 1.0978(4) 0.4845(4) 0.0438(15) Uani 1 1 d . . . . .
H13A H 0.3505 1.1393 0.5243 0.053 Uiso 1 1 calc R U . . .
H13B H 0.3307 1.0471 0.5095 0.053 Uiso 1 1 calc R U . . .
C14 C 0.4256(4) 1.0875(4) 0.4464(3) 0.0415(14) Uani 1 1 d . . . . .
C15 C 0.4847(4) 1.1441(5) 0.4534(4) 0.0538(18) Uani 1 1 d . . . . .
H15 H 0.4753 1.1906 0.4829 0.065 Uiso 1 1 calc R U . . .
C16 C 0.5580(4) 1.1342(5) 0.4178(5) 0.062(2) Uani 1 1 d . . . . .
H16 H 0.5973 1.1746 0.4244 0.075 Uiso 1 1 calc R U . . .
N17 N 0.5764(4) 1.0717(4) 0.3753(4) 0.0626(17) Uani 1 1 d . . . . .
C18 C 0.5192(5) 1.0174(5) 0.3691(5) 0.067(2) Uani 1 1 d . . . . .
H18 H 0.5303 0.9716 0.3391 0.080 Uiso 1 1 calc R U . . .
C19 C 0.4448(4) 1.0217(5) 0.4028(4) 0.0538(18) Uani 1 1 d . . . . .
H19 H 0.4071 0.9799 0.3960 0.065 Uiso 1 1 calc R U . . .
C20 C 0.0706(5) 1.1445(6) 0.5158(7) 0.090(3) Uani 1 1 d . . . . .
H20A H 0.0850 1.1498 0.5694 0.135 Uiso 1 1 calc R U . . .
H20B H 0.0276 1.1050 0.5105 0.135 Uiso 1 1 calc R U . . .
H20C H 0.0524 1.1962 0.4964 0.135 Uiso 1 1 calc R U . . .
C21 C 0.2290(3) 1.0619(4) 0.3102(3) 0.0418(14) Uani 1 1 d . . . . .
C22 C 0.2161(4) 0.9825(4) 0.2673(4) 0.0467(15) Uani 1 1 d . . . . .
C23 C 0.1553(6) 0.9954(6) 0.2033(5) 0.077(3) Uani 1 1 d . . . . .
H23A H 0.1747 1.0373 0.1692 0.115 Uiso 1 1 calc R U . . .
H23B H 0.1485 0.9456 0.1750 0.115 Uiso 1 1 calc R U . . .
H23C H 0.1039 1.0116 0.2250 0.115 Uiso 1 1 calc R U . . .
C24 C 0.2970(5) 0.9568(5) 0.2343(4) 0.061(2) Uani 1 1 d . . . . .
H24A H 0.3163 0.9978 0.1993 0.092 Uiso 1 1 calc R U . . .
H24B H 0.3356 0.9499 0.2755 0.092 Uiso 1 1 calc R U . . .
H24C H 0.2906 0.9061 0.2072 0.092 Uiso 1 1 calc R U . . .
C31 C 0.1258(4) 0.9325(4) 0.3655(4) 0.0438(14) Uani 1 1 d . . . . .
C32 C 0.1000(4) 0.8631(4) 0.4159(4) 0.0555(19) Uani 1 1 d . . . . .
C33 C 0.0545(8) 0.8959(7) 0.4847(7) 0.108(4) Uani 1 1 d . . . . .
H33A H 0.0079 0.9264 0.4674 0.162 Uiso 1 1 calc R U . . .
H33B H 0.0367 0.8514 0.5166 0.162 Uiso 1 1 calc R U . . .
H33C H 0.0899 0.9308 0.5141 0.162 Uiso 1 1 calc R U . . .
C34 C 0.0467(4) 0.8102(5) 0.3695(8) 0.086(3) Uani 1 1 d . . . . .
H34A H 0.0002 0.8407 0.3523 0.129 Uiso 1 1 calc R U . . .
H34B H 0.0764 0.7904 0.3254 0.129 Uiso 1 1 calc R U . . .
H34C H 0.0289 0.7650 0.4003 0.129 Uiso 1 1 calc R U . . .
C41 C 0.2340(5) 0.8496(5) 0.4782(4) 0.0553(18) Uani 1 1 d . . . . .
C42 C 0.2979(6) 0.7921(5) 0.5082(4) 0.067(2) Uani 1 1 d . . . . .
C43 C 0.2637(9) 0.7571(6) 0.5837(5) 0.099(4) Uani 1 1 d . . . . .
H43A H 0.2564 0.8003 0.6205 0.148 Uiso 1 1 calc R U . . .
H43B H 0.2121 0.7314 0.5738 0.148 Uiso 1 1 calc R U . . .
H43C H 0.3011 0.7176 0.6042 0.148 Uiso 1 1 calc R U . . .
C44 C 0.3779(7) 0.8332(6) 0.5206(6) 0.086(3) Uani 1 1 d . . . . .
H44A H 0.3709 0.8783 0.5552 0.129 Uiso 1 1 calc R U . . .
H44B H 0.4159 0.7951 0.5425 0.129 Uiso 1 1 calc R U . . .
H44C H 0.3985 0.8525 0.4720 0.129 Uiso 1 1 calc R U . . .
C51 C 0.3199(3) 0.7358(4) 0.3812(3) 0.0438(15) Uani 1 1 d . . . . .
C52 C 0.3305(4) 0.6619(4) 0.3307(3) 0.0417(14) Uani 1 1 d . . . . .
C53 C 0.3091(4) 0.6835(5) 0.2491(4) 0.0499(16) Uani 1 1 d . . . . .
H53A H 0.3426 0.7281 0.2321 0.075 Uiso 1 1 calc R U . . .
H53B H 0.3182 0.6372 0.2163 0.075 Uiso 1 1 calc R U . . .
H53C H 0.2527 0.6991 0.2464 0.075 Uiso 1 1 calc R U . . .
C54 C 0.4180(4) 0.6354(5) 0.3371(4) 0.0563(18) Uani 1 1 d . . . . .
H54A H 0.4530 0.6784 0.3193 0.084 Uiso 1 1 calc R U . . .
H54B H 0.4304 0.6231 0.3901 0.084 Uiso 1 1 calc R U . . .
H54C H 0.4265 0.5877 0.3060 0.084 Uiso 1 1 calc R U . . .
C61 C 0.2024(4) 0.6040(5) 0.3723(4) 0.0502(17) Uani 1 1 d . . . . .
C62 C 0.1559(4) 0.5306(5) 0.4013(5) 0.070(3) Uani 1 1 d . . . . .
C63 C 0.0904(6) 0.5567(7) 0.4577(8) 0.124(6) Uani 1 1 d . . . . .
H63A H 0.0540 0.5942 0.4327 0.186 Uiso 1 1 calc R U . . .
H63B H 0.0604 0.5097 0.4746 0.186 Uiso 1 1 calc R U . . .
H63C H 0.1153 0.5827 0.5015 0.186 Uiso 1 1 calc R U . . .
C64 C 0.1194(6) 0.4924(6) 0.3317(8) 0.102(4) Uani 1 1 d . . . . .
H64A H 0.0835 0.5306 0.3069 0.152 Uiso 1 1 calc R U . . .
H64B H 0.1620 0.4770 0.2964 0.152 Uiso 1 1 calc R U . . .
H64C H 0.0891 0.4448 0.3466 0.152 Uiso 1 1 calc R U . . .
C71 C 0.2607(5) 0.4934(6) 0.4939(4) 0.061(2) Uani 1 1 d . . . . .
C72 C 0.3206(4) 0.4283(4) 0.5205(4) 0.0503(16) Uani 1 1 d . . . . .
H72 H 0.3739 0.4550 0.5251 0.060 Uiso 1 1 calc R U . . .
C73 C 0.3000(4) 0.3957(4) 0.5986(4) 0.0460(15) Uani 1 1 d . . . . .
H73A H 0.2864 0.4404 0.6329 0.055 Uiso 1 1 calc R U . . .
H73B H 0.2527 0.3603 0.5948 0.055 Uiso 1 1 calc R U . . .
C74 C 0.3691(4) 0.3498(4) 0.6306(3) 0.0444(15) Uani 1 1 d . . . . .
C75 C 0.3689(4) 0.2673(5) 0.6346(4) 0.0517(17) Uani 1 1 d . . . . .
H75 H 0.3229 0.2380 0.6196 0.062 Uiso 1 1 calc R U . . .
C76 C 0.4361(4) 0.2281(6) 0.6605(5) 0.077(3) Uani 1 1 d . . . . .
H76 H 0.4351 0.1714 0.6621 0.092 Uiso 1 1 calc R U . . .
N77 N 0.5023(4) 0.2653(6) 0.6834(6) 0.105(4) Uani 1 1 d . . . . .
C78 C 0.5031(6) 0.3422(8) 0.6813(7) 0.105(4) Uani 1 1 d . . . . .
H78 H 0.5496 0.3692 0.6986 0.126 Uiso 1 1 calc R U . . .
C79 C 0.4389(5) 0.3882(6) 0.6546(5) 0.072(2) Uani 1 1 d . . . . .
H79 H 0.4428 0.4448 0.6530 0.086 Uiso 1 1 calc R U . . .
C81 C 0.3656(4) 0.3789(5) 0.3986(4) 0.0467(16) Uani 1 1 d . . . . .
O82 O 0.3720(3) 0.3125(3) 0.3577(3) 0.0483(11) Uani 1 1 d . . . . .
C83 C 0.4013(4) 0.3153(5) 0.2789(4) 0.0474(16) Uani 1 1 d . . . . .
C84 C 0.4880(4) 0.3412(5) 0.2781(4) 0.0533(18) Uani 1 1 d . . . . .
H84A H 0.5073 0.3430 0.2257 0.080 Uiso 1 1 calc R U . . .
H84B H 0.4926 0.3944 0.3009 0.080 Uiso 1 1 calc R U . . .
H84C H 0.5201 0.3030 0.3072 0.080 Uiso 1 1 calc R U . . .
C85 C 0.3464(4) 0.3709(5) 0.2323(4) 0.0587(19) Uani 1 1 d . . . . .
H85A H 0.3654 0.3731 0.1798 0.088 Uiso 1 1 calc R U . . .
H85B H 0.2916 0.3503 0.2333 0.088 Uiso 1 1 calc R U . . .
H85C H 0.3475 0.4247 0.2542 0.088 Uiso 1 1 calc R U . . .
C86 C 0.3933(4) 0.2299(5) 0.2529(4) 0.0582(19) Uani 1 1 d . . . . .
H86A H 0.4116 0.2254 0.2003 0.087 Uiso 1 1 calc R U . . .
H86B H 0.4260 0.1953 0.2852 0.087 Uiso 1 1 calc R U . . .
H86C H 0.3372 0.2134 0.2562 0.087 Uiso 1 1 calc R U . . .
O1W O 0.3641(7) 0.5883(6) 0.6614(8) 0.165(4) Uani 1 1 d . . . . .
H1WA H 0.3357 0.5808 0.6229 0.247 Uiso 1 1 d R U . . .
H1WB H 0.4084 0.5657 0.6547 0.247 Uiso 1 1 d R U . . .
O1E O 0.1588(11) 0.3321(8) 0.4059(9) 0.192(6) Uani 1 1 d D . . . .
H1E H 0.1881 0.3121 0.4395 0.288 Uiso 1 1 calc R U . . .
C1E C 0.1759(6) 0.2987(7) 0.3390(8) 0.093(3) Uani 1 1 d D . . . .
H1E1 H 0.1998 0.2479 0.3566 0.111 Uiso 1 1 calc R U . . .
H1E2 H 0.2226 0.3316 0.3243 0.111 Uiso 1 1 calc R U . . .
C2E C 0.1467(6) 0.2723(6) 0.2592(6) 0.078(3) Uani 1 1 d . . . . .
H2E1 H 0.0917 0.2527 0.2627 0.117 Uiso 1 1 calc R U . . .
H2E2 H 0.1814 0.2296 0.2401 0.117 Uiso 1 1 calc R U . . .
H2E3 H 0.1488 0.3180 0.2245 0.117 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
O1 C11 1.258(8) . ?
N1 C11 1.324(9) . ?
N1 C20 1.455(10) . ?
N1 H1 0.876(14) . ?
O2 C21 1.221(8) . ?
N2 C21 1.358(8) . ?
N2 C12 1.445(8) . ?
N2 H2 0.875(14) . ?
O3 C31 1.231(8) . ?
N3 C31 1.345(8) . ?
N3 C22 1.467(8) . ?
N3 H3 0.878(14) . ?
O4 C41 1.235(9) . ?
N4 C41 1.349(11) . ?
N4 C32 1.495(10) . ?
N4 H4 0.874(14) . ?
O5 C51 1.235(8) . ?
N5 C51 1.348(8) . ?
N5 C42 1.491(10) . ?
N5 H5 0.878(14) . ?
O6 C61 1.228(8) . ?
N6 C61 1.352(8) . ?
N6 C52 1.470(8) . ?
N6 H6 0.883(14) . ?
O7 C71 1.248(11) . ?
N7 C71 1.319(11) . ?
N7 C62 1.471(10) . ?
N7 H7 0.876(14) . ?
O8 C81 1.221(8) . ?
N8 C81 1.366(8) . ?
N8 C72 1.441(9) . ?
N8 H8 0.881(14) . ?
C11 C12 1.519(9) . ?
C12 C13 1.544(9) . ?
C12 H12 1.0000 . ?
C13 C14 1.504(9) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.376(10) . ?
C14 C19 1.382(10) . ?
C15 C16 1.386(10) . ?
C15 H15 0.9500 . ?
C16 N17 1.325(11) . ?
C16 H16 0.9500 . ?
N17 C18 1.324(11) . ?
C18 C19 1.381(11) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.546(10) . ?
C22 C24 1.534(11) . ?
C22 C23 1.534(10) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C31 C32 1.527(10) . ?
C32 C34 1.500(13) . ?
C32 C33 1.535(11) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C41 C42 1.533(12) . ?
C42 C44 1.520(14) . ?
C42 C43 1.564(11) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C51 C52 1.535(10) . ?
C52 C53 1.529(8) . ?
C52 C54 1.533(9) . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C61 C62 1.542(11) . ?
C62 C64 1.515(16) . ?
C62 C63 1.542(13) . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
C71 C72 1.552(10) . ?
C72 C73 1.523(9) . ?
C72 H72 1.0000 . ?
C73 C74 1.498(10) . ?
C73 H73A 0.9900 . ?
C73 H73B 0.9900 . ?
C74 C75 1.383(10) . ?
C74 C79 1.398(10) . ?
C75 C76 1.380(11) . ?
C75 H75 0.9500 . ?
C76 N77 1.334(11) . ?
C76 H76 0.9500 . ?
N77 C78 1.289(16) . ?
C78 C79 1.401(14) . ?
C78 H78 0.9500 . ?
C79 H79 0.9500 . ?
C81 O82 1.330(8) . ?
O82 C83 1.476(8) . ?
C83 C86 1.507(11) . ?
C83 C84 1.514(9) . ?
C83 C85 1.545(10) . ?
C84 H84A 0.9800 . ?
C84 H84B 0.9800 . ?
C84 H84C 0.9800 . ?
C85 H85A 0.9800 . ?
C85 H85B 0.9800 . ?
C85 H85C 0.9800 . ?
C86 H86A 0.9800 . ?
C86 H86B 0.9800 . ?
C86 H86C 0.9800 . ?
O1W H1WA 0.8401 . ?
O1W H1WB 0.8406 . ?
O1E C1E 1.337(15) . ?
O1E H1E 0.8400 . ?
C1E C2E 1.555(16) . ?
C1E H1E1 0.9900 . ?
C1E H1E2 0.9900 . ?
C2E H2E1 0.9800 . ?
C2E H2E2 0.9800 . ?
C2E H2E3 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
C11 N1 C20 123.3(7) . . ?
C11 N1 H1 109(6) . . ?
C20 N1 H1 128(6) . . ?
C21 N2 C12 123.3(5) . . ?
C21 N2 H2 125(5) . . ?
C12 N2 H2 111(5) . . ?
C31 N3 C22 120.9(6) . . ?
C31 N3 H3 123(5) . . ?
C22 N3 H3 115(5) . . ?
C41 N4 C32 123.5(6) . . ?
C41 N4 H4 119(6) . . ?
C32 N4 H4 117(6) . . ?
C51 N5 C42 120.1(6) . . ?
C51 N5 H5 124(5) . . ?
C42 N5 H5 116(5) . . ?
C61 N6 C52 121.6(6) . . ?
C61 N6 H6 115(5) . . ?
C52 N6 H6 123(5) . . ?
C71 N7 C62 125.1(8) . . ?
C71 N7 H7 121(6) . . ?
C62 N7 H7 111(6) . . ?
C81 N8 C72 119.5(6) . . ?
C81 N8 H8 127(5) . . ?
C72 N8 H8 114(5) . . ?
O1 C11 N1 122.1(6) . . ?
O1 C11 C12 119.0(6) . . ?
N1 C11 C12 118.8(6) . . ?
N2 C12 C11 114.0(5) . . ?
N2 C12 C13 109.8(5) . . ?
C11 C12 C13 108.4(5) . . ?
N2 C12 H12 108.2 . . ?
C11 C12 H12 108.2 . . ?
C13 C12 H12 108.2 . . ?
C14 C13 C12 112.8(5) . . ?
C14 C13 H13A 109.0 . . ?
C12 C13 H13A 109.0 . . ?
C14 C13 H13B 109.0 . . ?
C12 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C15 C14 C19 115.6(6) . . ?
C15 C14 C13 121.3(6) . . ?
C19 C14 C13 123.1(6) . . ?
C14 C15 C16 120.9(7) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
N17 C16 C15 123.8(7) . . ?
N17 C16 H16 118.1 . . ?
C15 C16 H16 118.1 . . ?
C18 N17 C16 114.9(6) . . ?
N17 C18 C19 125.4(7) . . ?
N17 C18 H18 117.3 . . ?
C19 C18 H18 117.3 . . ?
C18 C19 C14 119.4(7) . . ?
C18 C19 H19 120.3 . . ?
C14 C19 H19 120.3 . . ?
N1 C20 H20A 109.5 . . ?
N1 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N1 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O2 C21 N2 122.6(6) . . ?
O2 C21 C22 121.8(5) . . ?
N2 C21 C22 115.4(6) . . ?
N3 C22 C24 108.3(6) . . ?
N3 C22 C23 110.8(6) . . ?
C24 C22 C23 110.2(6) . . ?
N3 C22 C21 110.4(5) . . ?
C24 C22 C21 107.8(5) . . ?
C23 C22 C21 109.4(6) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O3 C31 N3 121.9(6) . . ?
O3 C31 C32 120.9(6) . . ?
N3 C31 C32 117.1(6) . . ?
N4 C32 C34 109.5(6) . . ?
N4 C32 C31 110.7(5) . . ?
C34 C32 C31 107.3(7) . . ?
N4 C32 C33 109.6(8) . . ?
C34 C32 C33 110.5(8) . . ?
C31 C32 C33 109.2(7) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O4 C41 N4 122.7(8) . . ?
O4 C41 C42 120.6(8) . . ?
N4 C41 C42 116.7(7) . . ?
N5 C42 C44 110.4(8) . . ?
N5 C42 C41 110.1(6) . . ?
C44 C42 C41 112.3(7) . . ?
N5 C42 C43 106.2(7) . . ?
C44 C42 C43 111.7(8) . . ?
C41 C42 C43 106.0(8) . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C42 C44 H44A 109.5 . . ?
C42 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C42 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
O5 C51 N5 121.8(6) . . ?
O5 C51 C52 121.0(5) . . ?
N5 C51 C52 117.1(6) . . ?
N6 C52 C53 111.0(5) . . ?
N6 C52 C54 106.8(5) . . ?
C53 C52 C54 111.2(5) . . ?
N6 C52 C51 111.0(5) . . ?
C53 C52 C51 109.2(5) . . ?
C54 C52 C51 107.6(6) . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C52 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C52 C54 H54A 109.5 . . ?
C52 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C52 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
O6 C61 N6 122.3(6) . . ?
O6 C61 C62 119.9(6) . . ?
N6 C61 C62 117.8(6) . . ?
N7 C62 C64 110.5(8) . . ?
N7 C62 C63 108.8(7) . . ?
C64 C62 C63 110.9(9) . . ?
N7 C62 C61 110.6(6) . . ?
C64 C62 C61 105.6(7) . . ?
C63 C62 C61 110.3(8) . . ?
C62 C63 H63A 109.5 . . ?
C62 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
C62 C63 H63C 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C62 C64 H64A 109.5 . . ?
C62 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
C62 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
O7 C71 N7 123.5(8) . . ?
O7 C71 C72 118.8(8) . . ?
N7 C71 C72 117.7(8) . . ?
N8 C72 C73 110.6(6) . . ?
N8 C72 C71 113.4(6) . . ?
C73 C72 C71 112.3(5) . . ?
N8 C72 H72 106.7 . . ?
C73 C72 H72 106.7 . . ?
C71 C72 H72 106.7 . . ?
C74 C73 C72 110.5(5) . . ?
C74 C73 H73A 109.5 . . ?
C72 C73 H73A 109.5 . . ?
C74 C73 H73B 109.5 . . ?
C72 C73 H73B 109.5 . . ?
H73A C73 H73B 108.1 . . ?
C75 C74 C79 116.5(7) . . ?
C75 C74 C73 121.9(6) . . ?
C79 C74 C73 121.6(7) . . ?
C76 C75 C74 119.3(7) . . ?
C76 C75 H75 120.3 . . ?
C74 C75 H75 120.3 . . ?
N77 C76 C75 123.7(9) . . ?
N77 C76 H76 118.2 . . ?
C75 C76 H76 118.2 . . ?
C78 N77 C76 117.8(8) . . ?
N77 C78 C79 123.4(8) . . ?
N77 C78 H78 118.3 . . ?
C79 C78 H78 118.3 . . ?
C74 C79 C78 119.3(9) . . ?
C74 C79 H79 120.4 . . ?
C78 C79 H79 120.4 . . ?
O8 C81 O82 126.2(6) . . ?
O8 C81 N8 122.5(7) . . ?
O82 C81 N8 111.3(6) . . ?
C81 O82 C83 120.9(5) . . ?
O82 C83 C86 103.2(5) . . ?
O82 C83 C84 109.6(5) . . ?
C86 C83 C84 110.7(6) . . ?
O82 C83 C85 108.9(5) . . ?
C86 C83 C85 111.0(6) . . ?
C84 C83 C85 113.0(6) . . ?
C83 C84 H84A 109.5 . . ?
C83 C84 H84B 109.5 . . ?
H84A C84 H84B 109.5 . . ?
C83 C84 H84C 109.5 . . ?
H84A C84 H84C 109.5 . . ?
H84B C84 H84C 109.5 . . ?
C83 C85 H85A 109.5 . . ?
C83 C85 H85B 109.5 . . ?
H85A C85 H85B 109.5 . . ?
C83 C85 H85C 109.5 . . ?
H85A C85 H85C 109.5 . . ?
H85B C85 H85C 109.5 . . ?
C83 C86 H86A 109.5 . . ?
C83 C86 H86B 109.5 . . ?
H86A C86 H86B 109.5 . . ?
C83 C86 H86C 109.5 . . ?
H86A C86 H86C 109.5 . . ?
H86B C86 H86C 109.5 . . ?
H1WA O1W H1WB 108.5 . . ?
C1E O1E H1E 109.5 . . ?
O1E C1E C2E 148.4(12) . . ?
O1E C1E H1E1 99.7 . . ?
C2E C1E H1E1 99.7 . . ?
O1E C1E H1E2 99.7 . . ?
C2E C1E H1E2 99.7 . . ?
H1E1 C1E H1E2 104.1 . . ?
C1E C2E H2E1 109.5 . . ?
C1E C2E H2E2 109.5 . . ?
H2E1 C2E H2E2 109.5 . . ?
C1E C2E H2E3 109.5 . . ?
H2E1 C2E H2E3 109.5 . . ?
H2E2 C2E H2E3 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
C20 N1 C11 O1 -0.9(13) . . . . ?
C20 N1 C11 C12 178.3(8) . . . . ?
C21 N2 C12 C11 87.3(7) . . . . ?
C21 N2 C12 C13 -150.9(6) . . . . ?
O1 C11 C12 N2 -174.3(6) . . . . ?
N1 C11 C12 N2 6.5(9) . . . . ?
O1 C11 C12 C13 63.1(8) . . . . ?
N1 C11 C12 C13 -116.1(7) . . . . ?
N2 C12 C13 C14 72.7(7) . . . . ?
C11 C12 C13 C14 -162.2(6) . . . . ?
C12 C13 C14 C15 104.4(7) . . . . ?
C12 C13 C14 C19 -75.7(8) . . . . ?
C19 C14 C15 C16 0.3(11) . . . . ?
C13 C14 C15 C16 -179.7(7) . . . . ?
C14 C15 C16 N17 0.4(13) . . . . ?
C15 C16 N17 C18 -0.6(12) . . . . ?
C16 N17 C18 C19 0.1(13) . . . . ?
N17 C18 C19 C14 0.6(13) . . . . ?
C15 C14 C19 C18 -0.8(11) . . . . ?
C13 C14 C19 C18 179.3(7) . . . . ?
C12 N2 C21 O2 1.2(9) . . . . ?
C12 N2 C21 C22 175.3(5) . . . . ?
C31 N3 C22 C24 169.4(6) . . . . ?
C31 N3 C22 C23 -69.7(8) . . . . ?
C31 N3 C22 C21 51.6(8) . . . . ?
O2 C21 C22 N3 -150.2(6) . . . . ?
N2 C21 C22 N3 35.6(7) . . . . ?
O2 C21 C22 C24 91.7(7) . . . . ?
N2 C21 C22 C24 -82.4(7) . . . . ?
O2 C21 C22 C23 -28.0(9) . . . . ?
N2 C21 C22 C23 157.8(6) . . . . ?
C22 N3 C31 O3 2.2(9) . . . . ?
C22 N3 C31 C32 178.1(6) . . . . ?
C41 N4 C32 C34 172.6(7) . . . . ?
C41 N4 C32 C31 54.4(9) . . . . ?
C41 N4 C32 C33 -66.1(9) . . . . ?
O3 C31 C32 N4 -148.3(6) . . . . ?
N3 C31 C32 N4 35.7(9) . . . . ?
O3 C31 C32 C34 92.2(8) . . . . ?
N3 C31 C32 C34 -83.7(7) . . . . ?
O3 C31 C32 C33 -27.6(11) . . . . ?
N3 C31 C32 C33 156.5(8) . . . . ?
C32 N4 C41 O4 -3.4(10) . . . . ?
C32 N4 C41 C42 174.1(6) . . . . ?
C51 N5 C42 C44 -72.4(9) . . . . ?
C51 N5 C42 C41 52.1(10) . . . . ?
C51 N5 C42 C43 166.4(8) . . . . ?
O4 C41 C42 N5 -147.2(7) . . . . ?
N4 C41 C42 N5 35.2(9) . . . . ?
O4 C41 C42 C44 -23.8(10) . . . . ?
N4 C41 C42 C44 158.7(7) . . . . ?
O4 C41 C42 C43 98.4(9) . . . . ?
N4 C41 C42 C43 -79.2(8) . . . . ?
C42 N5 C51 O5 1.0(10) . . . . ?
C42 N5 C51 C52 178.8(6) . . . . ?
C61 N6 C52 C53 -70.3(8) . . . . ?
C61 N6 C52 C54 168.4(6) . . . . ?
C61 N6 C52 C51 51.4(8) . . . . ?
O5 C51 C52 N6 -148.6(6) . . . . ?
N5 C51 C52 N6 33.6(7) . . . . ?
O5 C51 C52 C53 -25.9(8) . . . . ?
N5 C51 C52 C53 156.3(6) . . . . ?
O5 C51 C52 C54 94.8(7) . . . . ?
N5 C51 C52 C54 -83.0(7) . . . . ?
C52 N6 C61 O6 0.7(11) . . . . ?
C52 N6 C61 C62 -179.6(7) . . . . ?
C71 N7 C62 C64 168.1(7) . . . . ?
C71 N7 C62 C63 -69.8(11) . . . . ?
C71 N7 C62 C61 51.5(10) . . . . ?
O6 C61 C62 N7 -155.5(7) . . . . ?
N6 C61 C62 N7 24.8(11) . . . . ?
O6 C61 C62 C64 84.9(9) . . . . ?
N6 C61 C62 C64 -94.8(8) . . . . ?
O6 C61 C62 C63 -35.0(11) . . . . ?
N6 C61 C62 C63 145.3(9) . . . . ?
C62 N7 C71 O7 5.8(11) . . . . ?
C62 N7 C71 C72 -172.5(6) . . . . ?
C81 N8 C72 C73 -165.5(6) . . . . ?
C81 N8 C72 C71 67.3(8) . . . . ?
O7 C71 C72 N8 -159.9(6) . . . . ?
N7 C71 C72 N8 18.4(9) . . . . ?
O7 C71 C72 C73 73.8(9) . . . . ?
N7 C71 C72 C73 -107.8(7) . . . . ?
N8 C72 C73 C74 66.9(7) . . . . ?
C71 C72 C73 C74 -165.3(6) . . . . ?
C72 C73 C74 C75 -106.1(7) . . . . ?
C72 C73 C74 C79 70.8(9) . . . . ?
C79 C74 C75 C76 -0.8(11) . . . . ?
C73 C74 C75 C76 176.2(7) . . . . ?
C74 C75 C76 N77 1.0(14) . . . . ?
C75 C76 N77 C78 0.1(16) . . . . ?
C76 N77 C78 C79 -1.4(19) . . . . ?
C75 C74 C79 C78 -0.4(12) . . . . ?
C73 C74 C79 C78 -177.4(8) . . . . ?
N77 C78 C79 C74 1.6(17) . . . . ?
C72 N8 C81 O8 -0.9(10) . . . . ?
C72 N8 C81 O82 177.8(6) . . . . ?
O8 C81 O82 C83 -7.4(10) . . . . ?
N8 C81 O82 C83 174.0(5) . . . . ?
C81 O82 C83 C86 -176.1(6) . . . . ?
C81 O82 C83 C84 65.9(8) . . . . ?
C81 O82 C83 C85 -58.1(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 N2 0.876(14) 2.21(8) 2.753(8) 120(7) .
N1 H1 O3 0.876(14) 2.16(5) 2.950(8) 150(8) .
N2 H2 O4 0.875(14) 2.08(3) 2.933(7) 164(7) .
N3 H3 O5 0.878(14) 2.35(5) 3.067(7) 138(6) .
N4 H4 O6 0.874(14) 2.02(3) 2.863(8) 161(8) .
N5 H5 O7 0.878(14) 2.20(3) 3.052(9) 164(8) .
N6 H6 O8 0.883(14) 2.28(3) 3.114(7) 158(7) .
N7 H7 O1E 0.876(14) 1.94(7) 2.601(16) 132(8) .
N8 H8 O1 0.881(14) 2.31(3) 3.149(8) 160(7) 1_545
C13 H13B O4 0.99 2.61 3.435(9) 140.8 .
C23 H23C O3 0.98 2.49 3.059(11) 116.9 .
C33 H33C O4 0.98 2.55 3.129(15) 118.0 .
C34 H34A O1W 0.98 2.58 3.537(15) 166.2 4_466
C34 H34B O6 0.98 2.64 3.128(9) 111.1 .
C43 H43C O1W 0.98 2.61 3.562(16) 163.8 .
C44 H44C O5 0.98 2.54 3.097(11) 116.0 .
C53 H53B N17 0.98 2.63 3.463(10) 142.9 3_645
C53 H53C O6 0.98 2.55 3.114(8) 116.4 .
C63 H63C O7 0.98 2.54 3.128(16) 118.1 .
C64 H64C O1E 0.98 2.45 3.059(15) 119.6 .
C75 H75 O1 0.95 2.58 3.396(9) 143.8 1_545
C78 H78 O3 0.95 2.60 3.168(11) 118.4 4_566
C79 H79 O3 0.95 2.64 3.176(9) 116.5 4_566
C84 H84B O8 0.98 2.39 3.006(9) 120.5 .
C85 H85C O8 0.98 2.36 2.982(9) 120.8 .
C86 H86C O2 0.98 2.47 3.405(9) 159.0 1_545
O1W H1WA O7 0.84 2.15 2.991(15) 179.4 .
O1E H1E O1 0.84 2.09 2.855(14) 151.8 1_545
C1E H1E1 O2 0.99 2.47 3.157(13) 126.0 1_545
C1E H1E2 O82 0.99 2.59 3.304(11) 129.2 .
C2E H2E1 N77 0.98 1.80 2.694(11) 150.6 4_456
C2E H2E2 O2 0.98 1.97 2.755(11) 135.4 1_545
C2E H2E3 O1W 0.98 1.94 2.908(15) 171.0 2_564

_refine_diff_density_max         0.202
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.060

_shelxl_version_number           2014/6

