# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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 
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data_i
_database_code_depnum_ccdc_archive 'CCDC 1856327'
loop_
_audit_author_name
_audit_author_address
'Kristina Smokrovic'
;University of Zagreb, Faculty of Science, Department of Chemistry
Croatia
;
_audit_update_record             
;
2018-07-17 deposited with the CCDC.	2020-01-23 downloaded from the CCDC.
;
_audit_creation_date             2018-07-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            
'adamantan-1-aminium trinitrophloroglucinolate hydrate ethanol solvate'
_chemical_name_systematic        
'adamantan-1-aminium trinitrobenzene-1,3,5-tris(olate) hydrate ethanol solvate'
_chemical_formula_moiety         '6(C10 H18 N), C2 H6 O, O, 2(C6 N3 O9)'
_chemical_formula_sum            'C74 H114 N12 O20'
_chemical_formula_weight         1491.77
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.805(5)
_cell_length_b                   15.975(4)
_cell_length_c                   27.184(6)
_cell_angle_alpha                90.00(2)
_cell_angle_beta                 92.65(2)
_cell_angle_gamma                90.00(2)
_cell_volume                     8158(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1670
_cell_measurement_temperature    293
_cell_measurement_theta_max      30.7390
_cell_measurement_theta_min      4.7540
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98189
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             3208
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1654
_diffrn_reflns_av_unetI/netI     0.1749
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            25978
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         4.038
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            CCD
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_radiation_collimation    0.8
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5819
_reflns_number_total             15598
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.874
_refine_diff_density_min         -0.913
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.159
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1001
_refine_ls_number_reflns         15598
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.2689
_refine_ls_R_factor_gt           0.1475
_refine_ls_restrained_S_all      1.159
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3586
_refine_ls_wR_factor_ref         0.4628
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O209-O208
 2.098 with sigma of 0.0002
 O204-O401
 2.798 with sigma of 0.0002
 O401-N60_$1
 2.751 with sigma of 0.00001
 O401-O19A_$1
 2.772 with sigma of 0.000001
 O108-O109 \\sim O19A-O18A
 with sigma of 0.02
 N103-O108 \\sim N103-O19A
 with sigma of 0.04
 N103-O109 \\sim N103-O18A
 with sigma of 0.04
 N203-O209 \\sim N203-O28A
 with sigma of 0.02
 N203-O208 \\sim N203-O29A
 with sigma of 0.02
3. Rigid bond restraints
 O401
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
 N60, N60
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
Uanis(O401) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
5. Others
 Sof(O19A)=Sof(O18A)=1-FVAR(1)
 Sof(O108)=Sof(O109)=FVAR(1)
 Sof(O28A)=Sof(O29A)=1-FVAR(2)
 Sof(O209)=Sof(O208)=FVAR(2)
6.a Ternary CH refined with riding coordinates:
 C28(H28), C68(H68), C52(H52), C42(H42), C48(H48), C44(H44), C54(H54),
 C58(H58), C64(H64), C62(H62), C38(H38), C34(H34), C32(H32), C14(H14), C18(H18),
  C12(H12), C22(H22), C24(H24)
6.b Secondary CH2 refined with riding coordinates:
 C301(H30G,H30H), C69(H69A,H69B), C65(H65A,H65B), C41(H41A,H41B), C55(H55A,
 H55B), C59(H59A,H59B), C61(H61A,H61B), C51(H51A,H51B), C45(H45A,H45B),
 C66(H66A,H66B), C49(H49A,H49B), C67(H67A,H67B), C43(H43A,H43B), C56(H56A,H56B),
  C53(H53A,H53B), C63(H63A,H63B), C57(H57A,H57B), C46(H46A,H46B), C47(H47A,
 H47B), C35(H35A,H35B), C39(H39A,H39B), C31(H31A,H31B), C36(H36A,H36B),
 C33(H33A,H33B), C37(H37A,H37B), C15(H15A,H15B), C19(H19A,H19B), C11(H11A,H11B),
  C13(H13A,H13B), C16(H16A,H16B), C17(H17A,H17B), C25(H25A,H25B), C21(H21A,
 H21B), C23(H23A,H23B), C26(H26A,H26B), C29(H29A,H29B), C27(H27A,H27B)
6.c Idealised Me refined as rotating group:
 N20(H20A,H20B,H20C), C302(H30D,H30E,H30F), N50(H50A,H50B,H50C), N40(H40A,H40B,
 H40C), N60(H60A,H60B,H60C), N30(H30A,H30B,H30C), N10(H10A,H10B,H10C)
6.d Idealised tetrahedral OH refined as rotating group:
 O301(H301)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N20 N 0.3065(3) 0.5505(4) 0.7056(2) 0.0523(15) Uani 1 1 d . . . . .
H20A H 0.353318 0.558556 0.706510 0.063 Uiso 1 1 calc GR . . . .
H20B H 0.297356 0.496805 0.711498 0.063 Uiso 1 1 calc GR . . . .
H20C H 0.287188 0.582059 0.728460 0.063 Uiso 1 1 calc GR . . . .
O301 O 0.1587(4) 0.2299(6) 0.1673(2) 0.110(3) Uani 1 1 d . . . . .
H301 H 0.184883 0.231760 0.192297 0.165 Uiso 1 1 calc GR . . . .
C28 C 0.2848(6) 0.5508(7) 0.5660(4) 0.093(3) Uani 1 1 d . . . . .
H28 H 0.310767 0.521143 0.540857 0.111 Uiso 1 1 calc R . . . .
C302 C 0.2605(7) 0.2758(11) 0.1210(4) 0.140(6) Uani 1 1 d . . . . .
H30D H 0.266925 0.279441 0.086240 0.211 Uiso 1 1 calc GR . . . .
H30E H 0.299764 0.245962 0.136522 0.211 Uiso 1 1 calc GR . . . .
H30F H 0.258251 0.331084 0.134631 0.211 Uiso 1 1 calc GR . . . .
C301 C 0.1964(7) 0.2327(11) 0.1293(5) 0.139(5) Uani 1 1 d . . . . .
H30G H 0.163614 0.251221 0.102865 0.167 Uiso 1 1 calc R . . . .
H30H H 0.206805 0.174652 0.122116 0.167 Uiso 1 1 calc R . . . .
O401 O 0.36875(2) 0.97109(2) 0.33784(2) 0.230(6) Uani 1 1 d D U . . .
O104 O 0.4221(3) 0.4852(2) 0.2690(2) 0.0535(13) Uani 1 1 d . . . . .
O101 O 0.4798(2) 0.1968(2) 0.25821(19) 0.0505(12) Uani 1 1 d . . . . .
O207 O 0.0179(2) 0.9937(2) 0.23573(16) 0.0408(11) Uani 1 1 d . . . . .
O201 O 0.0714(3) 0.7080(2) 0.23849(18) 0.0505(12) Uani 1 1 d . . . . .
N50 N 0.1044(3) 0.5465(3) 0.2159(2) 0.0425(13) Uani 1 1 d . . . . .
H50A H 0.145164 0.519689 0.222818 0.051 Uiso 1 1 calc GR . . . .
H50B H 0.069914 0.523305 0.232651 0.051 Uiso 1 1 calc GR . . . .
H50C H 0.109122 0.600053 0.224418 0.051 Uiso 1 1 calc GR . . . .
N102 N 0.2795(3) 0.4506(3) 0.2573(2) 0.0482(15) Uani 1 1 d . . . . .
C101 C 0.4358(3) 0.2560(4) 0.2569(2) 0.0362(14) Uani 1 1 d . . . . .
N40 N 0.3996(3) 0.6477(3) 0.29952(19) 0.0454(14) Uani 1 1 d . . . . .
H40A H 0.430477 0.673860 0.281066 0.055 Uiso 1 1 calc GR . . . .
H40B H 0.356877 0.671301 0.295123 0.055 Uiso 1 1 calc GR . . . .
H40C H 0.396872 0.594009 0.290805 0.055 Uiso 1 1 calc GR . . . .
O107 O 0.2402(2) 0.2862(3) 0.24709(19) 0.0510(12) Uani 1 1 d . . . . .
N201 N 0.2128(3) 0.7380(4) 0.2717(3) 0.0539(16) Uani 1 1 d . . . . .
C102 C 0.4541(3) 0.3401(4) 0.2650(2) 0.0387(15) Uani 1 1 d . . . . .
C206 C 0.0472(3) 0.8508(4) 0.2354(2) 0.0347(14) Uani 1 1 d . . . . .
N202 N 0.1467(3) 1.0312(3) 0.2874(2) 0.0449(14) Uani 1 1 d . . . . .
N60 N 0.48816(2) 0.04345(5) 0.30136(3) 0.0545(16) Uani 1 1 d D U . . .
H60A H 0.510852 0.015972 0.278315 0.065 Uiso 1 1 calc GR . . . .
H60B H 0.479103 0.095487 0.291205 0.065 Uiso 1 1 calc GR . . . .
H60C H 0.447405 0.017500 0.306865 0.065 Uiso 1 1 calc GR . . . .
N103 N 0.3377(3) 0.1563(3) 0.2417(3) 0.0529(16) Uani 1 1 d D . . . .
N203 N -0.0212(3) 0.8336(4) 0.2110(2) 0.0481(15) Uani 1 1 d D . . . .
O206 O 0.1286(3) 1.0911(3) 0.2615(2) 0.0697(17) Uani 1 1 d . . . . .
N101 N 0.5277(3) 0.3594(4) 0.2738(2) 0.0522(15) Uani 1 1 d . . . . .
C104 C 0.3316(3) 0.3843(4) 0.2587(2) 0.0396(15) Uani 1 1 d . . . . .
C106 C 0.3604(3) 0.2405(3) 0.2499(2) 0.0377(15) Uani 1 1 d . . . . .
C205 C 0.0621(3) 0.9357(3) 0.2469(2) 0.0330(13) Uani 1 1 d . . . . .
O204 O 0.24386(15) 0.9025(3) 0.29486(19) 0.0646(15) Uani 1 1 d D . . . .
O106 O 0.2406(3) 0.4574(4) 0.2203(2) 0.0835(19) Uani 1 1 d . . . . .
C204 C 0.1295(3) 0.9495(3) 0.2735(2) 0.0351(14) Uani 1 1 d . . . . .
C103 C 0.4038(3) 0.4091(4) 0.2666(2) 0.0378(15) Uani 1 1 d . . . . .
C203 C 0.1803(3) 0.8866(4) 0.2817(2) 0.0407(15) Uani 1 1 d . . . . .
O202 O 0.2139(4) 0.6822(4) 0.2403(3) 0.091(2) Uani 1 1 d . . . . .
O205 O 0.1772(3) 1.0442(3) 0.3280(2) 0.0747(18) Uani 1 1 d . . . . .
C105 C 0.3068(4) 0.3034(4) 0.2512(2) 0.0404(15) Uani 1 1 d . . . . .
C201 C 0.0924(4) 0.7827(4) 0.2464(2) 0.0387(15) Uani 1 1 d . . . . .
C50 C 0.0856(4) 0.5402(4) 0.1608(2) 0.0405(15) Uani 1 1 d . . . . .
O105 O 0.2767(4) 0.5005(4) 0.2903(3) 0.096(2) Uani 1 1 d . . . . .
C202 C 0.1611(4) 0.8038(4) 0.2683(2) 0.0405(15) Uani 1 1 d . . . . .
C40 C 0.4237(4) 0.6540(4) 0.3523(2) 0.0419(15) Uani 1 1 d . . . . .
C60 C 0.5334(4) 0.0457(4) 0.3476(3) 0.0493(17) Uani 1 1 d . . . . .
O102 O 0.5738(3) 0.3179(4) 0.2552(3) 0.089(2) Uani 1 1 d . . . . .
C69 C 0.6024(4) 0.0937(4) 0.3388(3) 0.058(2) Uani 1 1 d . . . . .
H69A H 0.627911 0.066378 0.313091 0.070 Uiso 1 1 calc R . . . .
H69B H 0.591185 0.150293 0.328197 0.070 Uiso 1 1 calc R . . . .
O203 O 0.2556(4) 0.7379(4) 0.3052(3) 0.113(3) Uani 1 1 d . . . . .
C65 C 0.5510(5) -0.0424(5) 0.3633(3) 0.060(2) Uani 1 1 d . . . . .
H65A H 0.575420 -0.071138 0.337510 0.072 Uiso 1 1 calc R . . . .
H65B H 0.507679 -0.072938 0.369382 0.072 Uiso 1 1 calc R . . . .
O103 O 0.5453(3) 0.4202(4) 0.2989(3) 0.104(3) Uani 1 1 d . . . . .
C68 C 0.6481(5) 0.0961(5) 0.3852(3) 0.069(2) Uani 1 1 d . . . . .
H68 H 0.692130 0.126492 0.379334 0.082 Uiso 1 1 calc R . . . .
C41 C 0.4268(5) 0.7445(5) 0.3667(3) 0.067(2) Uani 1 1 d . . . . .
H41A H 0.380039 0.769736 0.361753 0.081 Uiso 1 1 calc R . . . .
H41B H 0.459539 0.774190 0.346354 0.081 Uiso 1 1 calc R . . . .
C55 C 0.0862(5) 0.4480(4) 0.1474(3) 0.060(2) Uani 1 1 d . . . . .
H55A H 0.051489 0.417827 0.165909 0.072 Uiso 1 1 calc R . . . .
H55B H 0.132842 0.424171 0.155049 0.072 Uiso 1 1 calc R . . . .
C59 C 0.0129(4) 0.5787(5) 0.1497(3) 0.066(2) Uani 1 1 d . . . . .
H59A H 0.012797 0.636935 0.159723 0.079 Uiso 1 1 calc R . . . .
H59B H -0.022999 0.549124 0.167451 0.079 Uiso 1 1 calc R . . . .
C61 C 0.4940(5) 0.0891(6) 0.3886(3) 0.077(3) Uani 1 1 d . . . . .
H61A H 0.449587 0.060234 0.393610 0.092 Uiso 1 1 calc R . . . .
H61B H 0.483019 0.146322 0.379040 0.092 Uiso 1 1 calc R . . . .
C52 C 0.1241(6) 0.5779(6) 0.0769(3) 0.077(3) Uani 1 1 d . . . . .
H52 H 0.160257 0.606693 0.058277 0.093 Uiso 1 1 calc R . . . .
C51 C 0.1429(5) 0.5846(5) 0.1340(3) 0.064(2) Uani 1 1 d . . . . .
H51A H 0.188801 0.558890 0.141817 0.077 Uiso 1 1 calc R . . . .
H51B H 0.145374 0.642913 0.143899 0.077 Uiso 1 1 calc R . . . .
O108 O 0.3714(6) 0.1119(5) 0.2162(4) 0.082(5) Uani 0.587(13) 1 d D . P A 1
C45 C 0.3674(5) 0.6093(6) 0.3822(3) 0.077(3) Uani 1 1 d . . . . .
H45A H 0.362809 0.551301 0.372038 0.092 Uiso 1 1 calc R . . . .
H45B H 0.321509 0.636402 0.377160 0.092 Uiso 1 1 calc R . . . .
O109 O 0.2843(5) 0.1293(5) 0.2621(4) 0.071(4) Uani 0.587(13) 1 d D . P A 1
O209 O -0.0756(4) 0.8671(5) 0.2278(3) 0.088(5) Uani 0.547(14) 1 d D . P B 2
C66 C 0.6663(5) 0.0067(6) 0.4021(3) 0.078(3) Uani 1 1 d . . . . .
H66A H 0.692516 -0.021849 0.377210 0.094 Uiso 1 1 calc R . . . .
H66B H 0.695702 0.008165 0.432388 0.094 Uiso 1 1 calc R . . . .
C42 C 0.4527(6) 0.7513(6) 0.4229(3) 0.080(3) Uani 1 1 d . . . . .
H42 H 0.455934 0.810264 0.432602 0.096 Uiso 1 1 calc R . . . .
C49 C 0.4944(5) 0.6130(7) 0.3596(3) 0.086(3) Uani 1 1 d . . . . .
H49A H 0.527952 0.638515 0.338037 0.103 Uiso 1 1 calc R . . . .
H49B H 0.490399 0.554092 0.351147 0.103 Uiso 1 1 calc R . . . .
C67 C 0.6098(6) 0.1385(6) 0.4270(4) 0.086(3) Uani 1 1 d . . . . .
H67A H 0.598094 0.195779 0.417903 0.103 Uiso 1 1 calc R . . . .
H67B H 0.640613 0.139591 0.456552 0.103 Uiso 1 1 calc R . . . .
C43 C 0.4005(7) 0.7077(7) 0.4531(3) 0.096(3) Uani 1 1 d . . . . .
H43A H 0.354397 0.734516 0.448582 0.115 Uiso 1 1 calc R . . . .
H43B H 0.415494 0.712112 0.487664 0.115 Uiso 1 1 calc R . . . .
C48 C 0.5226(8) 0.6223(10) 0.4147(4) 0.123(5) Uani 1 1 d . . . . .
H48 H 0.570231 0.597888 0.419474 0.148 Uiso 1 1 calc R . . . .
C56 C -0.0060(5) 0.4816(7) 0.0795(3) 0.083(3) Uani 1 1 d . . . . .
H56A H -0.018083 0.476369 0.044601 0.100 Uiso 1 1 calc R . . . .
H56B H -0.042311 0.453143 0.097480 0.100 Uiso 1 1 calc R . . . .
C53 C 0.1221(6) 0.4848(6) 0.0639(3) 0.083(3) Uani 1 1 d . . . . .
H53A H 0.111491 0.478155 0.028829 0.100 Uiso 1 1 calc R . . . .
H53B H 0.168391 0.459974 0.071622 0.100 Uiso 1 1 calc R . . . .
C63 C 0.5608(6) 0.0009(6) 0.4518(4) 0.086(3) Uani 1 1 d . . . . .
H63A H 0.591677 0.001983 0.481339 0.103 Uiso 1 1 calc R . . . .
H63B H 0.518644 -0.031303 0.458513 0.103 Uiso 1 1 calc R . . . .
C44 C 0.3939(8) 0.6148(7) 0.4388(3) 0.104(4) Uani 1 1 d . . . . .
H44 H 0.359262 0.587315 0.459268 0.125 Uiso 1 1 calc R . . . .
O208 O -0.0291(4) 0.7923(5) 0.1746(3) 0.067(4) Uani 0.547(14) 1 d D . P B 2
C54 C 0.0675(6) 0.4415(5) 0.0917(3) 0.077(3) Uani 1 1 d . . . . .
H54 H 0.065922 0.382341 0.082186 0.093 Uiso 1 1 calc R . . . .
C58 C -0.0034(5) 0.5716(6) 0.0936(3) 0.077(3) Uani 1 1 d . . . . .
H58 H -0.049915 0.597066 0.085569 0.092 Uiso 1 1 calc R . . . .
C64 C 0.5988(5) -0.0383(5) 0.4103(3) 0.070(2) Uani 1 1 d . . . . .
H64 H 0.610961 -0.095885 0.419968 0.084 Uiso 1 1 calc R . . . .
C57 C 0.0523(7) 0.6176(6) 0.0668(4) 0.094(4) Uani 1 1 d . . . . .
H57A H 0.053755 0.675562 0.077387 0.112 Uiso 1 1 calc R . . . .
H57B H 0.040402 0.616435 0.031726 0.112 Uiso 1 1 calc R . . . .
C46 C 0.4669(10) 0.5740(8) 0.4474(5) 0.124(5) Uani 1 1 d . . . . .
H46A H 0.464559 0.515405 0.438034 0.149 Uiso 1 1 calc R . . . .
H46B H 0.481851 0.577360 0.481959 0.149 Uiso 1 1 calc R . . . .
C47 C 0.5229(7) 0.7112(8) 0.4302(4) 0.108(4) Uani 1 1 d . . . . .
H47A H 0.537876 0.714589 0.464799 0.129 Uiso 1 1 calc R . . . .
H47B H 0.557230 0.741653 0.411629 0.129 Uiso 1 1 calc R . . . .
C62 C 0.5401(5) 0.0890(6) 0.4369(4) 0.083(3) Uani 1 1 d . . . . .
H62 H 0.514530 0.116124 0.463199 0.100 Uiso 1 1 calc R . . . .
N30 N 0.0246(3) 0.3510(3) 0.6935(2) 0.0448(13) Uani 1 1 d . . . . .
H30A H 0.064962 0.323121 0.689857 0.054 Uiso 1 1 calc GR . . . .
H30B H -0.002109 0.323442 0.714359 0.054 Uiso 1 1 calc GR . . . .
H30C H 0.034402 0.401796 0.705451 0.054 Uiso 1 1 calc GR . . . .
C30 C -0.0149(4) 0.3587(4) 0.6448(2) 0.0464(17) Uani 1 1 d . . . . .
C35 C -0.0301(5) 0.2737(4) 0.6223(3) 0.062(2) Uani 1 1 d . . . . .
H35A H -0.059420 0.241341 0.643755 0.075 Uiso 1 1 calc R . . . .
H35B H 0.014138 0.243746 0.618582 0.075 Uiso 1 1 calc R . . . .
C39 C -0.0863(4) 0.4053(5) 0.6523(3) 0.062(2) Uani 1 1 d . . . . .
H39A H -0.115677 0.372599 0.673615 0.075 Uiso 1 1 calc R . . . .
H39B H -0.076966 0.459044 0.667897 0.075 Uiso 1 1 calc R . . . .
C31 C 0.0294(5) 0.4132(6) 0.6106(3) 0.071(2) Uani 1 1 d . . . . .
H31A H 0.037677 0.467837 0.625338 0.085 Uiso 1 1 calc R . . . .
H31B H 0.075219 0.387008 0.606176 0.085 Uiso 1 1 calc R . . . .
C38 C -0.1260(5) 0.4183(6) 0.6016(4) 0.082(3) Uani 1 1 d . . . . .
H38 H -0.171457 0.446735 0.605801 0.098 Uiso 1 1 calc R . . . .
C36 C -0.1390(6) 0.3293(7) 0.5782(4) 0.099(4) Uani 1 1 d . . . . .
H36A H -0.167829 0.296166 0.599523 0.118 Uiso 1 1 calc R . . . .
H36B H -0.164868 0.335262 0.546681 0.118 Uiso 1 1 calc R . . . .
C34 C -0.0697(6) 0.2849(8) 0.5709(4) 0.096(3) Uani 1 1 d . . . . .
H34 H -0.078830 0.230074 0.555788 0.115 Uiso 1 1 calc R . . . .
C33 C -0.0243(7) 0.3379(10) 0.5378(4) 0.116(4) Uani 1 1 d . . . . .
H33A H 0.020590 0.309935 0.532997 0.139 Uiso 1 1 calc R . . . .
H33B H -0.048788 0.344791 0.505816 0.139 Uiso 1 1 calc R . . . .
C32 C -0.0107(7) 0.4227(8) 0.5610(4) 0.104(4) Uani 1 1 d . . . . .
H32 H 0.018461 0.455884 0.539192 0.124 Uiso 1 1 calc R . . . .
C37 C -0.0790(7) 0.4704(8) 0.5695(5) 0.119(5) Uani 1 1 d . . . . .
H37A H -0.067889 0.523361 0.585588 0.143 Uiso 1 1 calc R . . . .
H37B H -0.103965 0.482058 0.538243 0.143 Uiso 1 1 calc R . . . .
N10 N 0.1822(3) 0.2689(4) 0.8309(2) 0.0525(15) Uani 1 1 d . . . . .
H10A H 0.203739 0.244534 0.806220 0.063 Uiso 1 1 calc GR . . . .
H10B H 0.182757 0.324210 0.826896 0.063 Uiso 1 1 calc GR . . . .
H10C H 0.137289 0.251256 0.831189 0.063 Uiso 1 1 calc GR . . . .
C10 C 0.2202(3) 0.2467(4) 0.8786(3) 0.0435(16) Uani 1 1 d . . . . .
C15 C 0.2947(4) 0.2744(6) 0.8796(3) 0.066(2) Uani 1 1 d . . . . .
H15A H 0.296580 0.334735 0.876142 0.079 Uiso 1 1 calc R . . . .
H15B H 0.318469 0.249572 0.852235 0.079 Uiso 1 1 calc R . . . .
C19 C 0.1826(5) 0.2850(6) 0.9223(3) 0.077(3) Uani 1 1 d . . . . .
H19A H 0.181825 0.345483 0.919239 0.092 Uiso 1 1 calc R . . . .
H19B H 0.133766 0.265386 0.922046 0.092 Uiso 1 1 calc R . . . .
C14 C 0.3333(5) 0.2482(7) 0.9285(4) 0.090(3) Uani 1 1 d . . . . .
H14 H 0.382596 0.268167 0.928609 0.108 Uiso 1 1 calc R . . . .
C11 C 0.2175(6) 0.1508(5) 0.8834(4) 0.078(3) Uani 1 1 d . . . . .
H11A H 0.240855 0.124530 0.856282 0.094 Uiso 1 1 calc R . . . .
H11B H 0.168520 0.131626 0.883016 0.094 Uiso 1 1 calc R . . . .
C13 C 0.3339(6) 0.1559(7) 0.9325(4) 0.101(4) Uani 1 1 d . . . . .
H13A H 0.360053 0.138474 0.962297 0.121 Uiso 1 1 calc R . . . .
H13B H 0.356237 0.131336 0.904432 0.121 Uiso 1 1 calc R . . . .
C16 C 0.2962(6) 0.2907(7) 0.9698(4) 0.096(3) Uani 1 1 d . . . . .
H16A H 0.321072 0.278223 1.001045 0.115 Uiso 1 1 calc R . . . .
H16B H 0.296772 0.350842 0.965076 0.115 Uiso 1 1 calc R . . . .
C18 C 0.2210(6) 0.2606(7) 0.9708(3) 0.088(3) Uani 1 1 d . . . . .
H18 H 0.197470 0.287113 0.998195 0.105 Uiso 1 1 calc R . . . .
C12 C 0.2571(8) 0.1284(6) 0.9336(4) 0.109(4) Uani 1 1 d . . . . .
H12 H 0.256112 0.067483 0.937618 0.130 Uiso 1 1 calc R . . . .
C17 C 0.2166(8) 0.1680(9) 0.9756(4) 0.120(5) Uani 1 1 d . . . . .
H17A H 0.167264 0.150240 0.973637 0.144 Uiso 1 1 calc R . . . .
H17B H 0.237711 0.150536 1.007207 0.144 Uiso 1 1 calc R . . . .
C20 C 0.2755(3) 0.5738(4) 0.6561(2) 0.0398(15) Uani 1 1 d . . . . .
C25 C 0.2814(5) 0.6678(4) 0.6490(3) 0.064(2) Uani 1 1 d . . . . .
H25A H 0.330990 0.684636 0.652113 0.077 Uiso 1 1 calc R . . . .
H25B H 0.255894 0.696668 0.674215 0.077 Uiso 1 1 calc R . . . .
C21 C 0.1958(4) 0.5492(6) 0.6519(3) 0.067(2) Uani 1 1 d . . . . .
H21A H 0.190698 0.489287 0.656395 0.080 Uiso 1 1 calc R . . . .
H21B H 0.170007 0.577529 0.677105 0.080 Uiso 1 1 calc R . . . .
C22 C 0.1658(4) 0.5748(5) 0.6005(3) 0.061(2) Uani 1 1 d . . . . .
H22 H 0.115213 0.560227 0.597406 0.073 Uiso 1 1 calc R . . . .
C24 C 0.2497(5) 0.6919(5) 0.5975(3) 0.076(3) Uani 1 1 d . . . . .
H24 H 0.253469 0.752610 0.593357 0.091 Uiso 1 1 calc R . . . .
C23 C 0.1741(5) 0.6676(6) 0.5922(3) 0.077(3) Uani 1 1 d . . . . .
H23A H 0.155381 0.682081 0.559478 0.093 Uiso 1 1 calc R . . . .
H23B H 0.147124 0.698186 0.615922 0.093 Uiso 1 1 calc R . . . .
C26 C 0.2937(7) 0.6490(7) 0.5595(4) 0.098(3) Uani 1 1 d . . . . .
H26A H 0.343416 0.664516 0.564418 0.117 Uiso 1 1 calc R . . . .
H26B H 0.277444 0.665764 0.526621 0.117 Uiso 1 1 calc R . . . .
C29 C 0.3159(5) 0.5292(6) 0.6168(3) 0.073(2) Uani 1 1 d . . . . .
H29A H 0.365583 0.545603 0.619352 0.087 Uiso 1 1 calc R . . . .
H29B H 0.313322 0.469203 0.621849 0.087 Uiso 1 1 calc R . . . .
C27 C 0.2062(6) 0.5244(6) 0.5630(4) 0.089(3) Uani 1 1 d . . . . .
H27A H 0.185854 0.534506 0.530137 0.106 Uiso 1 1 calc R . . . .
H27B H 0.202275 0.465081 0.570059 0.106 Uiso 1 1 calc R . . . .
O19A O 0.35791(4) 0.09905(2) 0.26904(2) 0.102(8) Uani 0.413(13) 1 d D . P A -1
O18A O 0.2934(10) 0.1379(8) 0.2071(7) 0.108(10) Uani 0.413(13) 1 d D . P A -1
O28A O -0.0360(9) 0.8617(12) 0.1689(5) 0.091(6) Uani 0.453(14) 1 d D . P B -2
O29A O -0.0565(8) 0.7777(10) 0.2259(7) 0.111(9) Uani 0.453(14) 1 d D . P B -2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N20 C20 1.489(8) . ?
O301 C301 1.282(14) . ?
C28 C26 1.588(15) . ?
C28 C29 1.515(13) . ?
C28 C27 1.535(15) . ?
C302 C301 1.414(16) . ?
O104 C103 1.264(7) . ?
O101 C101 1.257(7) . ?
O207 C205 1.271(7) . ?
O201 C201 1.273(7) . ?
N50 C50 1.527(8) . ?
N102 C104 1.442(8) . ?
N102 O106 1.221(7) . ?
N102 O105 1.203(8) . ?
C101 C102 1.402(8) . ?
C101 C106 1.443(9) . ?
N40 C40 1.488(8) . ?
O107 C105 1.282(8) . ?
N201 O202 1.234(8) . ?
N201 C202 1.431(8) . ?
N201 O203 1.188(8) . ?
C102 N101 1.428(8) . ?
C102 C103 1.455(9) . ?
C206 N203 1.446(8) . ?
C206 C205 1.417(8) . ?
C206 C201 1.404(8) . ?
N202 O206 1.226(7) . ?
N202 C204 1.393(8) . ?
N202 O205 1.238(7) . ?
N60 C60 1.484(7) . ?
N103 C106 1.425(8) . ?
N103 O108 1.195(9) . ?
N103 O109 1.246(10) . ?
N103 O19A 1.228(6) . ?
N103 O18A 1.262(12) . ?
N203 O209 1.260(8) . ?
N203 O208 1.192(8) . ?
N203 O28A 1.246(12) . ?
N203 O29A 1.195(12) . ?
N101 O102 1.218(8) . ?
N101 O103 1.225(7) . ?
C104 C103 1.420(9) . ?
C104 C105 1.386(9) . ?
C106 C105 1.426(9) . ?
C205 C204 1.447(8) . ?
O204 C203 1.257(6) . ?
C204 C203 1.397(9) . ?
C203 C202 1.414(9) . ?
C201 C202 1.437(9) . ?
C50 C55 1.518(9) . ?
C50 C59 1.518(9) . ?
C50 C51 1.506(10) . ?
C40 C41 1.498(10) . ?
C40 C45 1.539(10) . ?
C40 C49 1.488(11) . ?
C60 C69 1.535(10) . ?
C60 C65 1.504(10) . ?
C60 C61 1.533(11) . ?
C69 C68 1.493(11) . ?
C65 C64 1.531(11) . ?
C68 C66 1.534(12) . ?
C68 C67 1.530(12) . ?
C41 C42 1.586(12) . ?
C55 C54 1.542(11) . ?
C59 C58 1.544(11) . ?
C61 C62 1.539(13) . ?
C52 C51 1.580(11) . ?
C52 C53 1.530(13) . ?
C52 C57 1.505(14) . ?
C45 C44 1.597(13) . ?
C66 C64 1.485(12) . ?
C42 C43 1.482(14) . ?
C42 C47 1.472(15) . ?
C49 C48 1.574(13) . ?
C67 C62 1.565(13) . ?
C43 C44 1.537(14) . ?
C48 C46 1.602(19) . ?
C48 C47 1.482(16) . ?
C56 C54 1.546(13) . ?
C56 C58 1.487(13) . ?
C53 C54 1.477(13) . ?
C63 C64 1.500(13) . ?
C63 C62 1.510(14) . ?
C44 C46 1.529(18) . ?
C58 C57 1.497(15) . ?
N30 C30 1.493(8) . ?
C30 C35 1.511(9) . ?
C30 C39 1.557(10) . ?
C30 C31 1.545(11) . ?
C35 C34 1.562(12) . ?
C39 C38 1.550(11) . ?
C31 C32 1.523(12) . ?
C38 C36 1.572(14) . ?
C38 C37 1.518(15) . ?
C36 C34 1.505(15) . ?
C34 C33 1.526(16) . ?
C33 C32 1.511(17) . ?
C32 C37 1.522(17) . ?
N10 C10 1.494(8) . ?
C10 C15 1.468(10) . ?
C10 C19 1.538(11) . ?
C10 C11 1.539(10) . ?
C15 C14 1.543(11) . ?
C19 C18 1.523(12) . ?
C14 C13 1.478(14) . ?
C14 C16 1.511(15) . ?
C11 C12 1.566(12) . ?
C13 C12 1.511(16) . ?
C16 C18 1.495(15) . ?
C18 C17 1.487(16) . ?
C12 C17 1.538(18) . ?
C20 C25 1.519(9) . ?
C20 C21 1.548(10) . ?
C20 C29 1.518(10) . ?
C25 C24 1.545(11) . ?
C21 C22 1.538(10) . ?
C22 C23 1.508(12) . ?
C22 C27 1.528(14) . ?
C24 C23 1.474(13) . ?
C24 C26 1.517(14) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C29 C28 C26 106.7(9) . . ?
C29 C28 C27 108.4(9) . . ?
C27 C28 C26 111.9(9) . . ?
O301 C301 C302 130.7(13) . . ?
O106 N102 C104 118.0(6) . . ?
O105 N102 C104 121.3(6) . . ?
O105 N102 O106 120.7(6) . . ?
O101 C101 C102 124.1(6) . . ?
O101 C101 C106 121.1(5) . . ?
C102 C101 C106 114.7(5) . . ?
O202 N201 C202 121.3(6) . . ?
O203 N201 O202 119.7(6) . . ?
O203 N201 C202 119.0(7) . . ?
C101 C102 N101 117.5(5) . . ?
C101 C102 C103 125.2(6) . . ?
N101 C102 C103 117.3(5) . . ?
C205 C206 N203 116.4(5) . . ?
C201 C206 N203 117.9(5) . . ?
C201 C206 C205 125.7(5) . . ?
O206 N202 C204 121.4(5) . . ?
O206 N202 O205 119.2(5) . . ?
O205 N202 C204 119.3(6) . . ?
O19A N103 C106 121.8(5) . . ?
O19A N103 O109 73.0(6) . . ?
O19A N103 O18A 116.9(8) . . ?
O18A N103 C106 121.3(8) . . ?
O28A N203 C206 120.6(9) . . ?
O28A N203 O209 91.7(10) . . ?
O29A N203 C206 118.8(8) . . ?
O29A N203 O209 73.8(11) . . ?
O29A N203 O28A 118.4(12) . . ?
O102 N101 C102 121.0(6) . . ?
O102 N101 O103 119.0(6) . . ?
O103 N101 C102 119.9(6) . . ?
C103 C104 N102 116.2(5) . . ?
C105 C104 N102 117.1(6) . . ?
C105 C104 C103 126.6(6) . . ?
N103 C106 C101 117.9(5) . . ?
N103 C106 C105 117.5(6) . . ?
C105 C106 C101 124.6(5) . . ?
O207 C205 C206 121.7(5) . . ?
O207 C205 C204 123.8(5) . . ?
C206 C205 C204 114.5(5) . . ?
N202 C204 C205 117.6(5) . . ?
N202 C204 C203 118.9(5) . . ?
C203 C204 C205 123.2(5) . . ?
O104 C103 C102 123.6(6) . . ?
O104 C103 C104 122.2(6) . . ?
C104 C103 C102 113.7(5) . . ?
O204 C203 C204 122.3(6) . . ?
O204 C203 C202 119.3(6) . . ?
C204 C203 C202 117.9(5) . . ?
O107 C105 C104 122.3(6) . . ?
O107 C105 C106 122.4(6) . . ?
C104 C105 C106 115.3(6) . . ?
O201 C201 C206 120.7(6) . . ?
O201 C201 C202 123.8(6) . . ?
C206 C201 C202 115.5(5) . . ?
C55 C50 N50 107.1(5) . . ?
C59 C50 N50 109.6(5) . . ?
C59 C50 C55 111.2(6) . . ?
C51 C50 N50 107.8(5) . . ?
C51 C50 C55 109.2(6) . . ?
C51 C50 C59 111.8(6) . . ?
N201 C202 C201 116.7(5) . . ?
C203 C202 N201 120.4(6) . . ?
C203 C202 C201 122.7(6) . . ?
N40 C40 C41 108.9(6) . . ?
N40 C40 C45 106.9(5) . . ?
N40 C40 C49 109.2(6) . . ?
C41 C40 C45 109.2(7) . . ?
C49 C40 C41 111.5(7) . . ?
C49 C40 C45 110.9(7) . . ?
N60 C60 C69 109.7(5) . . ?
N60 C60 C65 109.1(5) . . ?
N60 C60 C61 110.5(6) . . ?
C65 C60 C69 109.5(6) . . ?
C65 C60 C61 108.9(6) . . ?
C61 C60 C69 109.1(6) . . ?
C68 C69 C60 109.9(6) . . ?
C60 C65 C64 108.1(6) . . ?
C69 C68 C66 109.9(6) . . ?
C69 C68 C67 111.4(8) . . ?
C67 C68 C66 107.3(8) . . ?
C40 C41 C42 108.8(7) . . ?
C50 C55 C54 107.3(6) . . ?
C50 C59 C58 107.6(7) . . ?
C60 C61 C62 110.5(7) . . ?
C53 C52 C51 107.2(7) . . ?
C57 C52 C51 108.0(8) . . ?
C57 C52 C53 110.8(8) . . ?
C50 C51 C52 108.1(6) . . ?
C40 C45 C44 107.0(7) . . ?
C64 C66 C68 108.4(8) . . ?
C43 C42 C41 108.7(8) . . ?
C47 C42 C41 109.6(8) . . ?
C47 C42 C43 109.4(9) . . ?
C40 C49 C48 110.1(8) . . ?
C68 C67 C62 109.4(7) . . ?
C42 C43 C44 111.1(8) . . ?
C49 C48 C46 106.4(11) . . ?
C47 C48 C49 111.0(10) . . ?
C47 C48 C46 107.3(10) . . ?
C58 C56 C54 109.1(7) . . ?
C54 C53 C52 110.3(8) . . ?
C64 C63 C62 108.4(8) . . ?
C43 C44 C45 108.4(9) . . ?
C46 C44 C45 111.2(9) . . ?
C46 C44 C43 108.1(10) . . ?
C55 C54 C56 110.1(8) . . ?
C53 C54 C55 109.8(7) . . ?
C53 C54 C56 109.4(8) . . ?
C56 C58 C59 109.1(8) . . ?
C56 C58 C57 111.4(9) . . ?
C57 C58 C59 109.5(8) . . ?
C66 C64 C65 111.6(7) . . ?
C66 C64 C63 110.5(8) . . ?
C63 C64 C65 111.3(8) . . ?
C58 C57 C52 110.3(7) . . ?
C44 C46 C48 108.4(9) . . ?
C42 C47 C48 112.8(10) . . ?
C61 C62 C67 107.1(8) . . ?
C63 C62 C61 110.9(8) . . ?
C63 C62 C67 108.0(9) . . ?
N30 C30 C35 111.2(5) . . ?
N30 C30 C39 108.6(6) . . ?
N30 C30 C31 108.7(5) . . ?
C35 C30 C39 109.5(6) . . ?
C35 C30 C31 111.1(7) . . ?
C31 C30 C39 107.6(6) . . ?
C30 C35 C34 109.4(7) . . ?
C38 C39 C30 109.2(7) . . ?
C32 C31 C30 109.3(7) . . ?
C39 C38 C36 107.4(7) . . ?
C37 C38 C39 108.4(8) . . ?
C37 C38 C36 110.3(10) . . ?
C34 C36 C38 111.1(9) . . ?
C36 C34 C35 108.4(9) . . ?
C36 C34 C33 109.1(10) . . ?
C33 C34 C35 109.6(8) . . ?
C32 C33 C34 109.9(10) . . ?
C33 C32 C31 110.3(9) . . ?
C33 C32 C37 112.6(11) . . ?
C37 C32 C31 107.5(9) . . ?
C38 C37 C32 109.3(9) . . ?
N10 C10 C19 111.0(6) . . ?
N10 C10 C11 107.0(6) . . ?
C15 C10 N10 111.3(6) . . ?
C15 C10 C19 109.8(7) . . ?
C15 C10 C11 109.5(7) . . ?
C19 C10 C11 108.2(7) . . ?
C10 C15 C14 110.2(7) . . ?
C18 C19 C10 110.5(7) . . ?
C13 C14 C15 109.5(9) . . ?
C13 C14 C16 113.3(10) . . ?
C16 C14 C15 107.7(8) . . ?
C10 C11 C12 106.5(7) . . ?
C14 C13 C12 106.7(9) . . ?
C18 C16 C14 109.8(9) . . ?
C16 C18 C19 108.3(8) . . ?
C17 C18 C19 107.8(9) . . ?
C17 C18 C16 112.2(10) . . ?
C13 C12 C11 109.4(10) . . ?
C13 C12 C17 113.7(10) . . ?
C17 C12 C11 108.8(9) . . ?
C18 C17 C12 108.2(9) . . ?
N20 C20 C25 109.5(5) . . ?
N20 C20 C21 109.9(5) . . ?
N20 C20 C29 109.4(6) . . ?
C25 C20 C21 108.6(6) . . ?
C29 C20 C25 109.5(7) . . ?
C29 C20 C21 110.0(6) . . ?
C20 C25 C24 109.4(6) . . ?
C22 C21 C20 108.2(6) . . ?
C23 C22 C21 111.2(7) . . ?
C23 C22 C27 111.2(7) . . ?
C27 C22 C21 107.0(7) . . ?
C23 C24 C25 110.7(7) . . ?
C23 C24 C26 111.7(8) . . ?
C26 C24 C25 107.7(8) . . ?
C24 C23 C22 110.4(7) . . ?
C24 C26 C28 107.9(8) . . ?
C28 C29 C20 110.5(7) . . ?
C22 C27 C28 109.1(7) . . ?
N103 O19A O108 51.2(4) . . ?
N103 O19A O109 54.1(4) . . ?
N103 O18A O108 49.4(6) . . ?
N103 O18A O109 52.3(7) . . ?
N203 O28A O209 44.5(6) . . ?
N203 O29A O209 55.1(7) . . ?
N203 O29A O208 50.2(7) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_DIFMN02_i                   
;
PROBLEM: The minimum difference density is < -0.1*ZMAX*1.00
RESPONSE: The structure contains a disordered water molecule that could not be reasonably modeled.
;
_vrf_PLAT084_i                   
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.46 Report
RESPONSE: Unfortunately,all crystals which were obtained 
were either extremely small or of low quality. As soon as
they were removed from the solution, they started developing
small cracks over time. Consequently they barely diffracted
above theangle corresponding to the resolution of 0.8 \A.
As a result, a number of reflections were essentially unobserved.
In spite of this, the general packing pattern could be determined,
although it has lead to a number of problems with the structural
model, such as the inability to reasonably model the water
molecules in the aliphatic cavities.
;
_vrf_PLAT026_i                   
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        37% Check 
RESPONSE: see above (_vrf_PLAT084_i)
;
_vrf_PLAT097_i                   
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       0.86 eA-3  
RESPONSE: leftover electron density from a very diordered water molecule
;
_vrf_PLAT098_i                   
;
PROBLEM: Large Reported Min.  (Negative) Residual Density      -0.90 eA-3  
RESPONSE: Leftover electron density from a very diordered water molecule
;
_vrf_PLAT340_i                   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01307 Ang.  
RESPONSE: see above (_vrf_PLAT084_i)
;
_vrf_PLAT417_i                   
;
PROBLEM: Short Inter D-H..H-D       H40D     ..H60C             2.00 Ang.  
RESPONSE: The hydrogen atoms are pointing towards the same
hydrogen bond acceptor (O101).
;
_vrf_PLAT601_i                   
;
PROBLEM: Structure Contains Solvent Accessible VOIDS of .        112 Ang**3
RESPONSE: A disordered water molecule per asymmetric unit in
a cavity formed by the aliphatc parts of the cations. The lack
of hydrogen bond donors and acceptors prevents the water molecule
from staying in a fixed position at the experiment temperature.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_IX
_database_code_depnum_ccdc_archive 'CCDC 1856331'
loop_
_audit_author_name
_audit_author_address
'Kristina Smokrovic'
;University of Zagreb, Faculty of Science, Department of Chemistry
Croatia
;
_audit_update_record             
;
2018-07-17 deposited with the CCDC.	2020-01-23 downloaded from the CCDC.
;
_audit_creation_date             2018-06-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        
'adamantan-1-aminium trinitrobenzene-1,3,5-tris(olate) tetrahydrofurane solvate'
_chemical_name_common            
'adamantan-1-aminium hydrogentrinitrophloroglucinolate tetrahydrofurane solvate'
_chemical_formula_moiety         'C6 H N3 O9, 2(C10 H18 N), 2(C4 H8 O)'
_chemical_formula_sum            'C34 H53 N5 O11'
_chemical_formula_weight         707.81
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.445(5)
_cell_length_b                   17.0130(19)
_cell_length_c                   15.845(4)
_cell_angle_alpha                90
_cell_angle_beta                 108.81(4)
_cell_angle_gamma                90
_cell_volume                     3686.1(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1868
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      37.2688
_cell_measurement_theta_min      3.8168
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark yellow'
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1520
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1063
_diffrn_reflns_av_unetI/netI     0.1689
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17143
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         3.824
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 16.3426
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -103.86   32.14   1.0000    8.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -34.0000   -5.0000   90.0000    0.0000    0.0000 136

#__ type_ start__ end____ width___ exp.time_
  2 omega  -92.33   -8.33   1.0000    8.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -24.0000  -45.0000   60.0000    0.0000    0.0000 84

#__ type_ start__ end____ width___ exp.time_
  3 omega  -35.00   66.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       34.0000  -90.0000  -40.0000    0.0000    0.0000 101

#__ type_ start__ end____ width___ exp.time_
  4 omega  -93.14   -6.14   1.0000    8.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -24.0000  -35.0000  160.0000    0.0000    0.0000 87

#__ type_ start__ end____ width___ exp.time_
  5 omega  -99.98    9.02   1.0000    8.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -30.0000    0.0000 -120.0000    0.0000    0.0000 109
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_radiation_collimation    0.8
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1179
_reflns_number_total             3610
_reflns_odcompleteness_completeness 79.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     37.46
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.638
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.365
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3610
_refine_ls_number_restraints     71
_refine_ls_R_factor_all          0.3257
_refine_ls_R_factor_gt           0.1303
_refine_ls_restrained_S_all      1.373
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2939
_refine_ls_wR_factor_ref         0.3522
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 C3-C4 \\sim C4-C5 \\sim C5-C6
 with sigma of 0.02
 O1-C3 \\sim O1-C6
 with sigma of 0.02
 O1-C4 \\sim O1-C5
 with sigma of 0.04
 C4-C6 \\sim C3-C5
 with sigma of 0.04
 O102-O103 \\sim O3-O2
 with sigma of 0.02
 N101-O102 \\sim N101-O3
 with sigma of 0.04
 N101-O103 \\sim N101-O2
 with sigma of 0.04
3. Restrained planarity
 N101, C102, C101, O101, H101
 with sigma of 0.1
4. Rigid bond restraints
 O3, O2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 O103, O102
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
5. Uiso/Uaniso restraints and constraints
O1 \\sim C3 \\sim C4 \\sim C5 \\sim C6: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08
6. Rigid body (RIGU) restrains
 O1, C3, C4, C5, C6
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Sof(O2)=Sof(O3)=1-FVAR(1)
 Sof(O102)=Sof(O103)=FVAR(1)
 Fixed Sof: H101(0.5)
8.a Free rotating group:
 O1(C3,C4,C5,C6)
8.b Ternary CH refined with riding coordinates:
 C00H(H00J), C00J(H00M), C00L(H00N)
8.c Secondary CH2 refined with riding coordinates:
 C00D(H00D,H00E), C00F(H00F,H00G), C00G(H00H,H00I), C00I(H00K,H00L), C00M(H00O,
 H00P), C00P(H00Q,H00R), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B)
8.d Idealised Me refined as rotating group:
 N005(H00A,H00B,H00C)
8.e Idealised tetrahedral OH refined as rotating group:
 O101(H101)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O104 O 0.5068(3) 0.4212(2) 0.6035(3) 0.0559(14) Uani 1 1 d . . . . .
O101 O 0.500000 0.1796(4) 0.750000 0.095(3) Uani 1 2 d S T P . .
H101 H 0.489234 0.163548 0.698937 0.143 Uiso 0.5 1 calc GR . . . .
N102 N 0.500000 0.5047(5) 0.750000 0.070(3) Uani 1 2 d S T P . .
N005 N 0.6239(4) 0.5397(3) 0.5634(4) 0.0576(18) Uani 1 1 d . . . . .
H00A H 0.577596 0.549234 0.511633 0.069 Uiso 1 1 calc GR . . . .
H00B H 0.643613 0.584864 0.591899 0.069 Uiso 1 1 calc GR . . . .
H00C H 0.599914 0.508730 0.596621 0.069 Uiso 1 1 calc GR . . . .
O105 O 0.5610(6) 0.5401(3) 0.7282(4) 0.120(3) Uani 1 1 d . . . . .
C104 C 0.500000 0.4218(5) 0.750000 0.052(3) Uani 1 2 d S T P . .
C103 C 0.5056(5) 0.3828(4) 0.6721(4) 0.0427(18) Uani 1 1 d . . . . .
C102 C 0.5043(5) 0.3012(3) 0.6745(4) 0.0484(19) Uani 1 1 d . . . . .
C101 C 0.500000 0.2590(6) 0.750000 0.060(3) Uani 1 2 d S T P . .
C00B C 0.7076(6) 0.5004(4) 0.5469(5) 0.054(2) Uani 1 1 d . . . . .
C00D C 0.6718(6) 0.4330(5) 0.4879(6) 0.084(3) Uani 1 1 d . . . . .
H00D H 0.626948 0.450929 0.431380 0.101 Uiso 1 1 calc R . . . .
H00E H 0.636699 0.397473 0.514639 0.101 Uiso 1 1 calc R . . . .
C00F C 0.7764(7) 0.4724(5) 0.6351(6) 0.079(3) Uani 1 1 d . . . . .
H00F H 0.742967 0.435902 0.662354 0.095 Uiso 1 1 calc R . . . .
H00G H 0.798741 0.516682 0.675082 0.095 Uiso 1 1 calc R . . . .
C00G C 0.7590(6) 0.5578(5) 0.5060(6) 0.085(3) Uani 1 1 d . . . . .
H00H H 0.779967 0.603031 0.544770 0.102 Uiso 1 1 calc R . . . .
H00I H 0.714869 0.575942 0.449171 0.102 Uiso 1 1 calc R . . . .
C00H C 0.8637(8) 0.4318(7) 0.6191(8) 0.118(4) Uani 1 1 d . . . . .
H00J H 0.908530 0.414410 0.676713 0.142 Uiso 1 1 calc R . . . .
C00I C 0.8288(9) 0.3603(5) 0.5610(8) 0.110(4) Uani 1 1 d . . . . .
H00K H 0.795211 0.324489 0.589009 0.132 Uiso 1 1 calc R . . . .
H00L H 0.883869 0.332859 0.552308 0.132 Uiso 1 1 calc R . . . .
C00J C 0.7592(8) 0.3887(6) 0.4717(8) 0.109(4) Uani 1 1 d . . . . .
H00M H 0.736016 0.344676 0.430295 0.131 Uiso 1 1 calc R . . . .
C00L C 0.8469(10) 0.5180(6) 0.4923(11) 0.122(4) Uani 1 1 d . . . . .
H00N H 0.880816 0.555352 0.465431 0.146 Uiso 1 1 calc R . . . .
C00M C 0.9169(8) 0.4886(6) 0.5793(10) 0.132(5) Uani 1 1 d . . . . .
H00O H 0.972220 0.462932 0.569067 0.159 Uiso 1 1 calc R . . . .
H00P H 0.941043 0.532357 0.619716 0.159 Uiso 1 1 calc R . . . .
C00P C 0.8131(9) 0.4512(8) 0.4324(9) 0.136(5) Uani 1 1 d . . . . .
H00Q H 0.868771 0.426728 0.421345 0.163 Uiso 1 1 calc R . . . .
H00R H 0.769143 0.469839 0.375814 0.163 Uiso 1 1 calc R . . . .
N101 N 0.5013(8) 0.2568(5) 0.5972(5) 0.085(3) Uani 1 1 d D . . . .
O102 O 0.491(2) 0.1895(8) 0.5917(14) 0.136(11) Uani 0.54(3) 1 d D U . A 1
O103 O 0.482(3) 0.2907(8) 0.5239(10) 0.148(13) Uani 0.54(3) 1 d D U . A 1
O1 O 0.6815(7) 0.6739(3) 0.6775(6) 0.162(4) Uani 1 1 d D U . . .
C3 C 0.5955(6) 0.7184(5) 0.6724(8) 0.191(6) Uani 1 1 d DG U . . .
H3A H 0.564564 0.697805 0.713767 0.229 Uiso 1 1 calc R . . . .
H3B H 0.548903 0.716270 0.612634 0.229 Uiso 1 1 calc R . . . .
C4 C 0.6297(8) 0.8031(4) 0.6970(8) 0.223(7) Uani 1 1 d DG U . . .
H4A H 0.648485 0.811682 0.760860 0.268 Uiso 1 1 calc R . . . .
H4B H 0.579521 0.840695 0.666720 0.268 Uiso 1 1 calc R . . . .
C5 C 0.7184(8) 0.8084(4) 0.6638(9) 0.235(7) Uani 1 1 d DG U . . .
H5A H 0.698536 0.819410 0.600431 0.282 Uiso 1 1 calc R . . . .
H5B H 0.764206 0.848324 0.695850 0.282 Uiso 1 1 calc R . . . .
C6 C 0.7621(6) 0.7258(5) 0.6847(9) 0.254(7) Uani 1 1 d DG U . . .
H6A H 0.795112 0.710972 0.642650 0.304 Uiso 1 1 calc R . . . .
H6B H 0.808908 0.723971 0.744464 0.304 Uiso 1 1 calc R . . . .
O2 O 0.5772(18) 0.2643(14) 0.5737(18) 0.122(12) Uani 0.46(3) 1 d D U . A -1
O3 O 0.454(3) 0.205(2) 0.567(3) 0.23(2) Uani 0.46(3) 1 d D U . A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O104 C103 1.273(7) . ?
O103a O2 1.43(2) . ?
O102a O3 0.62(6) . ?
O103a O3 1.71(4) . ?
O101 C101 1.351(11) . ?
N102 O105 1.205(6) . ?
N102 O105 1.205(6) 2_656 ?
N102 C104 1.410(12) . ?
N005 C00B 1.478(8) . ?
C104 C103 1.427(7) 2_656 ?
C104 C103 1.427(7) . ?
C103 C102 1.389(8) . ?
C102 C101 1.413(8) . ?
C102 N101 1.428(9) . ?
C101 C102 1.414(8) 2_656 ?
C00B C00D 1.465(10) . ?
C00B C00F 1.508(10) . ?
C00B C00G 1.495(9) . ?
C00D C00J 1.560(11) . ?
C00F C00H 1.529(12) . ?
C00G C00L 1.515(12) . ?
C00H C00I 1.511(13) . ?
C00H C00M 1.494(12) . ?
C00I C00J 1.526(13) . ?
C00J C00P 1.562(13) . ?
C00L C00M 1.507(16) . ?
C00L C00P 1.460(15) . ?
N101 O102 1.153(14) . ?
N101 O103 1.244(13) . ?
N101 O2 1.273(14) . ?
N101 O3 1.12(2) . ?
O1 C3 1.4362 . ?
O1 C6 1.4364 . ?
C3 C4 1.5321 . ?
C4 C5 1.5359 . ?
C5 C6 1.5317 . ?

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
O105 N102 O105 120.1(10) 2_656 . ?
O105 N102 C104 119.9(5) . . ?
O105 N102 C104 119.9(5) 2_656 . ?
N102 C104 C103 117.7(4) . . ?
N102 C104 C103 117.7(4) . 2_656 ?
C103 C104 C103 124.5(8) 2_656 . ?
O104 C103 C104 121.3(6) . . ?
O104 C103 C102 122.7(6) . . ?
C102 C103 C104 115.9(6) . . ?
O102a N101 C102 123.9(12) . . ?
O103a N101 C102 119.3(10) . . ?
O102a N101 O103 113.8(13) . . ?
O102a N101 O2 100.2(17) . . ?
O103a N101 O2 69.0(11) . . ?
O102a O3 N101 77(3) . . ?
O102a O3 O103 110(3) . . ?
C103 C102 C101 122.3(6) . . ?
C103 C102 N101 120.1(6) . . ?
C101 C102 N101 117.4(6) . . ?
O101 C101 C102 120.5(4) . 2_656 ?
O101 C101 C102 120.5(4) . . ?
C102 C101 C102 119.0(9) . 2_656 ?
N005 C00B C00F 108.1(6) . . ?
N005 C00B C00G 109.3(6) . . ?
C00D C00B N005 109.1(6) . . ?
C00D C00B C00F 109.6(6) . . ?
C00D C00B C00G 110.9(7) . . ?
C00G C00B C00F 109.7(7) . . ?
C00B C00D C00J 110.2(8) . . ?
C00B C00F C00H 108.7(7) . . ?
C00B C00G C00L 109.0(7) . . ?
C00I C00H C00F 109.5(9) . . ?
C00M C00H C00F 110.0(8) . . ?
C00M C00H C00I 112.4(10) . . ?
C00H C00I C00J 107.5(8) . . ?
C00D C00J C00P 105.7(8) . . ?
C00I C00J C00D 109.0(8) . . ?
C00I C00J C00P 108.7(10) . . ?
C00M C00L C00G 111.3(10) . . ?
C00P C00L C00G 108.7(11) . . ?
C00P C00L C00M 108.8(9) . . ?
C00H C00M C00L 108.4(9) . . ?
C00L C00P C00J 112.1(9) . . ?
N101 O103a O2 56.5(9) . . ?
N101 O103a O3 40.8(12) . . ?
O2 O103a O3 79.7(16) . . ?
O2 N101 C102 114.0(10) . . ?
O3 N101 C102 128.2(17) . . ?
O3 N101 O102 31(3) . . ?
O3 N101 O103 93(2) . . ?
O3 N101 O2 115.3(19) . . ?
C3 O1 C6 110.1 . . ?
O1 C3 C4 106.3 . . ?
C3 C4 C5 101.8 . . ?
C6 C5 C4 101.8 . . ?
O1 C6 C5 106.3 . . ?
N101 O2 O103 54.6(9) . . ?
N101 O3 O103 46.6(14) . . ?
O3 O102a N101 71(3) . . ?

_olex2_date_sample_data_collection 2016-11-08
_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT213_IX                  
;
PROBLEM: Atom O3              has ADP max/min Ratio .....        5.2 prolat
RESPONSE: Part of the disordered nitro group.
;
_vrf_PLAT026_IX                  
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        33% Check 
RESPONSE: Obtained crystals were small and weakly diffracting at high angles.
;
_vrf_PLAT242_IX                  
;
PROBLEM: Low    ?MainMol? Ueq as Compared to Neighbors of       N101 Check 
RESPONSE: Part of the disordered nitro group.
;
_vrf_PLAT340_IX                  
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01395 Ang.  
RESPONSE: see above
;
# end Validation Reply Form
####################################################################### 
# 
# 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_iii
_database_code_depnum_ccdc_archive 'CCDC 1856329'
loop_
_audit_author_name
_audit_author_address
'Kristina Smokrovic'
;University of Zagreb, Faculty of Science, Department of Chemistry
Croatia
;
_audit_update_record             
;
2018-07-17 deposited with the CCDC.	2020-01-23 downloaded from the CCDC.
;
_audit_creation_date             2018-07-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            
'adamantan-1-aminium trinitrophloroglucinolate hydrate'
_chemical_name_systematic        
'adamantan-1-aminium trinitrobenzene-1,3,5-tris(olate) hydrate'
_chemical_formula_moiety         'C6 N3 O9, 3(C10 H18 N), 2(O)'
_chemical_formula_sum            'C36 H54 N6 O11'
_chemical_formula_weight         746.85
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.4004(12)
_cell_length_b                   16.1041(9)
_cell_length_c                   18.7528(10)
_cell_angle_alpha                90
_cell_angle_beta                 105.420(7)
_cell_angle_gamma                90
_cell_volume                     4192.3(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2358
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.9550
_cell_measurement_theta_min      4.4320
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.974
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70428
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.183
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1600
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_av_unetI/netI     0.1062
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            19176
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         4.150
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            CCD
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -3.00   28.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       20.4041   57.0000  -30.0000 31

#__ type_ start__ end____ width___ exp.time_
  2 omega   52.00   81.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       20.4041   57.0000  -30.0000 29

#__ type_ start__ end____ width___ exp.time_
  3 omega   -9.00   18.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.0603  -99.0000  120.0000 27

#__ type_ start__ end____ width___ exp.time_
  4 omega  -24.00   13.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.0603  -99.0000  -60.0000 37

#__ type_ start__ end____ width___ exp.time_
  5 omega -103.00  -64.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.0603 -179.0000  -60.0000 39

#__ type_ start__ end____ width___ exp.time_
  6 omega  -47.00   47.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.0603   77.0000  150.0000 94

#__ type_ start__ end____ width___ exp.time_
  7 omega  -25.00   10.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.0603  -99.0000 -150.0000 35
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_radiation_collimation    0.8
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3668
_reflns_number_total             8201
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.038
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     537
_refine_ls_number_reflns         8201
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.2051
_refine_ls_R_factor_gt           0.1146
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3129
_refine_ls_wR_factor_ref         0.3805
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
2. Restrained distances
 O108-N103 = O109-N103
 1.22 with sigma of 0.0002
 O109-O108
 2.15 with sigma of 0.0002
 O105-N102 = O106-N102
 1.22 with sigma of 0.0002
 O106-O105
 2.15 with sigma of 0.0002
 O104-O10_$1
 2.605 with sigma of 0.0002
 O10-O109
 3.509 with sigma of 0.04
 O10-O102_$2
 3.278 with sigma of 0.04
3. Rigid bond restraints
 O10
 with sigma for 1-2 distances of 0.00001 and sigma for 1-3 distances of 0.00001
4. Uiso/Uaniso restraints and constraints
Uanis(O2) \\sim Ueq, Uanis(O2A) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
5. Others
 Sof(O19A)=Sof(O16A)=1-FVAR(1)
 Sof(O106)=Sof(O105)=FVAR(1)
 Sof(O18A)=Sof(O15A)=1-FVAR(2)
 Sof(O108)=Sof(O109)=FVAR(2)
 Fixed Sof: O10(0.28416) O1A(0.71584) O2(0.43679) O2A(0.56321)
6.a Ternary CH refined with riding coordinates:
 C37(H37), C22(H22), C32(H32), C12(H12), C26(H26), C17(H17), C13(H13),
 C24(H24), C34(H34)
6.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C11(H11A,H11B), C15(H15A,H15B), C38(H38A,H38B), C21(H21A,
 H21B), C31(H31A,H31B), C28(H28A,H28B), C14(H14A,H14B), C39(H39A,H39B),
 C29(H29A,H29B), C35(H35A,H35B), C015(H01A,H01B), C25(H25A,H25B), C16(H16A,
 H16B), C36(H36A,H36B), C33(H33A,H33B), C18(H18A,H18B), C23(H23A,H23B)
6.c Idealised Me refined as rotating group:
 N20(H20A,H20B,H20C), N10(H10A,H10B,H10C), N30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O107 O -0.5200(2) 0.61474(18) 0.32130(15) 0.0534(8) Uani 1 1 d . . . . .
O101 O -0.5256(2) 0.89977(18) 0.26276(15) 0.0519(8) Uani 1 1 d . . . . .
N20 N 0.4288(3) 0.4519(2) 0.34252(18) 0.0484(10) Uani 1 1 d . . . . .
H20A H 0.462059 0.427918 0.314372 0.058 Uiso 1 1 calc GR . . . .
H20B H 0.440244 0.425500 0.385689 0.058 Uiso 1 1 calc GR . . . .
H20C H 0.446584 0.504756 0.350214 0.058 Uiso 1 1 calc GR . . . .
N102 N -0.4720(2) 0.6469(2) 0.47185(17) 0.0595(11) Uani 1 1 d D . . . .
O104 O -0.4448(3) 0.8129(2) 0.51160(15) 0.0792(12) Uani 1 1 d D . . . .
N10 N -0.3853(3) 0.5516(2) 0.25553(19) 0.0521(10) Uani 1 1 d . . . . .
H10A H -0.426997 0.579147 0.274271 0.063 Uiso 1 1 calc GR . . . .
H10B H -0.408290 0.501159 0.241630 0.063 Uiso 1 1 calc GR . . . .
H10C H -0.376770 0.578990 0.216527 0.063 Uiso 1 1 calc GR . . . .
N103 N -0.5599(3) 0.7387(2) 0.21395(13) 0.0571(11) Uani 1 1 d D . . . .
N101 N -0.4519(3) 0.9405(2) 0.4117(2) 0.0589(11) Uani 1 1 d . . . . .
O102 O -0.5002(4) 0.9980(2) 0.3805(2) 0.1004(16) Uani 1 1 d D . . . .
C105 C -0.5096(3) 0.6895(3) 0.3428(2) 0.0418(10) Uani 1 1 d . . . . .
C106 C -0.5246(3) 0.7570(2) 0.2914(2) 0.0385(10) Uani 1 1 d . . . . .
C104 C -0.4795(3) 0.7133(3) 0.4185(2) 0.0449(11) Uani 1 1 d . . . . .
N30 N -0.3841(3) 0.3556(3) -0.0420(2) 0.0668(12) Uani 1 1 d . . . . .
H30A H -0.433220 0.337229 -0.025955 0.080 Uiso 1 1 calc GR . . . .
H30B H -0.387375 0.333697 -0.086204 0.080 Uiso 1 1 calc GR . . . .
H30C H -0.387018 0.410720 -0.045741 0.080 Uiso 1 1 calc GR . . . .
O103 O -0.3811(4) 0.9561(3) 0.4633(2) 0.1127(19) Uani 1 1 d . . . . .
C101 C -0.5088(3) 0.8418(3) 0.3108(2) 0.0402(10) Uani 1 1 d . . . . .
C102 C -0.4717(3) 0.8578(3) 0.3887(2) 0.0455(11) Uani 1 1 d . . . . .
C103 C -0.4601(3) 0.7954(3) 0.4442(2) 0.0504(11) Uani 1 1 d . . . . .
C20 C 0.3238(3) 0.4476(3) 0.3044(2) 0.0492(11) Uani 1 1 d . . . . .
C10 C -0.2917(3) 0.5443(3) 0.3126(2) 0.0483(11) Uani 1 1 d . . . . .
O108 O -0.6254(3) 0.6886(3) 0.1949(2) 0.076(3) Uani 0.592(11) 1 d D . P A 1
C30 C -0.2910(4) 0.3308(3) 0.0115(2) 0.0536(12) Uani 1 1 d . . . . .
O106 O -0.5344(3) 0.5936(3) 0.4620(3) 0.080(2) Uani 0.698(11) 1 d D . P A 1
O109 O -0.5249(3) 0.7757(3) 0.1706(2) 0.065(3) Uani 0.592(11) 1 d D . P A 1
O105 O -0.4000(3) 0.6465(4) 0.5239(3) 0.096(3) Uani 0.698(11) 1 d D . P A 1
C27 C 0.2932(4) 0.3576(3) 0.2967(3) 0.0698(15) Uani 1 1 d . . . . .
H27A H 0.306320 0.332087 0.345190 0.084 Uiso 1 1 calc R . . . .
H27B H 0.329744 0.328046 0.268056 0.084 Uiso 1 1 calc R . . . .
C11 C -0.2520(4) 0.6301(3) 0.3352(3) 0.0659(14) Uani 1 1 d . . . . .
H11A H -0.296519 0.661024 0.355792 0.079 Uiso 1 1 calc R . . . .
H11B H -0.243718 0.659905 0.292379 0.079 Uiso 1 1 calc R . . . .
C15 C -0.3076(4) 0.4986(3) 0.3791(3) 0.0649(14) Uani 1 1 d . . . . .
H15A H -0.353197 0.529030 0.399042 0.078 Uiso 1 1 calc R . . . .
H15B H -0.334125 0.444000 0.364309 0.078 Uiso 1 1 calc R . . . .
C38 C -0.2929(4) 0.3563(4) 0.0889(3) 0.0691(15) Uani 1 1 d . . . . .
H38A H -0.347065 0.330316 0.101741 0.083 Uiso 1 1 calc R . . . .
H38B H -0.300243 0.416072 0.091141 0.083 Uiso 1 1 calc R . . . .
C21 C 0.2688(4) 0.4942(4) 0.3490(3) 0.0725(16) Uani 1 1 d . . . . .
H21A H 0.289560 0.551752 0.354381 0.087 Uiso 1 1 calc R . . . .
H21B H 0.280516 0.469996 0.397978 0.087 Uiso 1 1 calc R . . . .
C37 C -0.1982(4) 0.3292(4) 0.1438(3) 0.0825(19) Uani 1 1 d . . . . .
H37 H -0.199096 0.345162 0.194049 0.099 Uiso 1 1 calc R . . . .
C31 C -0.2807(4) 0.2378(3) 0.0095(3) 0.0755(17) Uani 1 1 d . . . . .
H31A H -0.280769 0.220233 -0.040005 0.091 Uiso 1 1 calc R . . . .
H31B H -0.334442 0.211366 0.022475 0.091 Uiso 1 1 calc R . . . .
C28 C 0.3077(4) 0.4850(4) 0.2284(3) 0.0775(17) Uani 1 1 d . . . . .
H28A H 0.345127 0.455197 0.200623 0.093 Uiso 1 1 calc R . . . .
H28B H 0.327989 0.542650 0.232322 0.093 Uiso 1 1 calc R . . . .
C22 C 0.1622(5) 0.4894(5) 0.3092(5) 0.107(3) Uani 1 1 d . . . . .
H22 H 0.125200 0.520025 0.337563 0.129 Uiso 1 1 calc R . . . .
C14 C -0.2231(4) 0.4947(4) 0.2808(3) 0.0790(17) Uani 1 1 d . . . . .
H14A H -0.212574 0.523183 0.238048 0.095 Uiso 1 1 calc R . . . .
H14B H -0.250618 0.440627 0.265000 0.095 Uiso 1 1 calc R . . . .
C32 C -0.1870(6) 0.2125(4) 0.0639(4) 0.096(2) Uani 1 1 d . . . . .
H32 H -0.179674 0.152155 0.061813 0.116 Uiso 1 1 calc R . . . .
C12 C -0.1551(4) 0.6215(4) 0.3928(3) 0.0865(19) Uani 1 1 d . . . . .
H12 H -0.128459 0.676843 0.407281 0.104 Uiso 1 1 calc R . . . .
C39 C -0.1868(5) 0.2367(4) 0.1401(3) 0.094(2) Uani 1 1 d . . . . .
H39A H -0.126811 0.219696 0.174409 0.113 Uiso 1 1 calc R . . . .
H39B H -0.239328 0.209192 0.154020 0.113 Uiso 1 1 calc R . . . .
C29 C 0.1298(5) 0.3995(5) 0.3020(4) 0.101(2) Uani 1 1 d . . . . .
H29A H 0.140189 0.374999 0.350740 0.121 Uiso 1 1 calc R . . . .
H29B H 0.061490 0.396569 0.277364 0.121 Uiso 1 1 calc R . . . .
C26 C 0.1857(4) 0.3517(4) 0.2581(4) 0.0855(19) Uani 1 1 d . . . . .
H26 H 0.165521 0.293429 0.254316 0.103 Uiso 1 1 calc R . . . .
C35 C -0.2089(5) 0.3722(4) -0.0089(4) 0.093(2) Uani 1 1 d . . . . .
H35A H -0.216897 0.431999 -0.008463 0.111 Uiso 1 1 calc R . . . .
H35B H -0.207878 0.355692 -0.058447 0.111 Uiso 1 1 calc R . . . .
C015 C -0.0857(4) 0.5726(6) 0.3594(4) 0.104(2) Uani 1 1 d . . . . .
H01A H -0.022730 0.569574 0.394637 0.125 Uiso 1 1 calc R . . . .
H01B H -0.078686 0.600244 0.315211 0.125 Uiso 1 1 calc R . . . .
C25 C 0.1684(5) 0.3883(6) 0.1822(4) 0.112(3) Uani 1 1 d . . . . .
H25A H 0.100580 0.384417 0.156402 0.135 Uiso 1 1 calc R . . . .
H25B H 0.204742 0.357688 0.154088 0.135 Uiso 1 1 calc R . . . .
C17 C -0.2136(5) 0.4903(5) 0.4373(3) 0.090(2) Uani 1 1 d . . . . .
H17 H -0.224402 0.461770 0.480545 0.108 Uiso 1 1 calc R . . . .
C16 C -0.1718(5) 0.5776(6) 0.4603(3) 0.107(2) Uani 1 1 d . . . . .
H16A H -0.216448 0.609401 0.480084 0.128 Uiso 1 1 calc R . . . .
H16B H -0.111519 0.572824 0.498359 0.128 Uiso 1 1 calc R . . . .
C13 C -0.1263(4) 0.4841(5) 0.3401(4) 0.101(2) Uani 1 1 d . . . . .
H13 H -0.081801 0.451342 0.319943 0.121 Uiso 1 1 calc R . . . .
C24 C 0.1998(5) 0.4789(6) 0.1887(4) 0.106(2) Uani 1 1 d . . . . .
H24 H 0.187909 0.503125 0.139172 0.128 Uiso 1 1 calc R . . . .
C36 C -0.1163(5) 0.3722(5) 0.1236(4) 0.108(2) Uani 1 1 d . . . . .
H36A H -0.056048 0.357670 0.159000 0.129 Uiso 1 1 calc R . . . .
H36B H -0.124538 0.431917 0.125476 0.129 Uiso 1 1 calc R . . . .
C33 C -0.1019(6) 0.2543(7) 0.0444(5) 0.127(3) Uani 1 1 d . . . . .
H33A H -0.042228 0.237308 0.079189 0.152 Uiso 1 1 calc R . . . .
H33B H -0.099549 0.237584 -0.004802 0.152 Uiso 1 1 calc R . . . .
O10 O -0.3614(12) 0.6703(11) 0.1522(3) 0.096(7) Uani 0.2842 1 d D U P B 3
C18 C -0.1446(5) 0.4402(5) 0.4066(4) 0.114(3) Uani 1 1 d . . . . .
H18A H -0.171541 0.385641 0.392128 0.137 Uiso 1 1 calc R . . . .
H18B H -0.084307 0.433225 0.444288 0.137 Uiso 1 1 calc R . . . .
C23 C 0.1433(6) 0.5265(5) 0.2327(6) 0.126(3) Uani 1 1 d . . . . .
H23A H 0.075072 0.523626 0.207921 0.151 Uiso 1 1 calc R . . . .
H23B H 0.162610 0.584353 0.236207 0.151 Uiso 1 1 calc R . . . .
C34 C -0.1127(5) 0.3471(7) 0.0471(5) 0.121(3) Uani 1 1 d . . . . .
H34 H -0.058508 0.374547 0.034384 0.146 Uiso 1 1 calc R . . . .
O18A O -0.625(2) 0.7772(10) 0.1775(10) 0.258(17) Uani 0.408(11) 1 d . . P A -1
O15A O -0.4869(19) 0.6671(12) 0.5307(8) 0.181(9) Uani 0.408(11) 1 d . . P A -1
O19A O -0.5305(19) 0.6812(9) 0.1897(6) 0.135(11) Uani 0.302(11) 1 d . . P A -1
O16A O -0.435(2) 0.5842(10) 0.4700(10) 0.145(12) Uani 0.302(11) 1 d . . P A -1
O1A O -0.3305(9) 0.6273(10) 0.1335(6) 0.197(7) Uani 0.7158 1 d . . P B -3
O2 O -0.1190(14) 0.6430(12) 0.1507(11) 0.190(7) Uani 0.4368 1 d . U P C 1
O2A O -0.1692(16) 0.6764(15) 0.0262(12) 0.277(9) Uani 0.5632 1 d . U P D -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O107 C105 1.267(5) . ?
O10c O1A 0.94(2) . ?
O101 C101 1.275(5) . ?
N20 H20A 0.8900 . ?
N20 H20B 0.8900 . ?
N20 H20C 0.8900 . ?
N20 C20 1.492(6) . ?
N102 C104 1.448(5) . ?
N102 O106 1.2201(2) . ?
N102 O105 1.2200(2) . ?
N102 O15A 1.223(17) . ?
N102 O16A 1.147(15) . ?
O104 C103 1.256(5) . ?
N10 H10A 0.8900 . ?
N10 H10B 0.8900 . ?
N10 H10C 0.8900 . ?
N10 C10 1.487(5) . ?
N103 C106 1.437(4) . ?
N103 O108 1.2201(2) . ?
N103 O109 1.2201(2) . ?
N103 O18A 1.180(15) . ?
N103 O19A 1.160(13) . ?
N101 O102 1.211(5) . ?
N101 O103 1.230(5) . ?
N101 C102 1.405(6) . ?
C105 C106 1.431(5) . ?
C105 C104 1.422(6) . ?
C106 C101 1.415(6) . ?
C104 C103 1.409(6) . ?
N30 H30A 0.8900 . ?
N30 H30B 0.8900 . ?
N30 H30C 0.8900 . ?
N30 C30 1.500(6) . ?
C101 C102 1.438(6) . ?
C102 C103 1.425(6) . ?
C20 C27 1.511(6) . ?
C20 C21 1.497(7) . ?
C20 C28 1.508(7) . ?
C10 C11 1.512(6) . ?
C10 C15 1.518(7) . ?
C10 C14 1.510(7) . ?
C30 C38 1.517(6) . ?
C30 C31 1.505(7) . ?
C30 C35 1.493(8) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C26 1.528(8) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.527(8) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C17 1.502(8) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C37 1.537(7) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.521(8) . ?
C37 H37 0.9800 . ?
C37 C39 1.502(9) . ?
C37 C36 1.501(9) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.515(8) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C24 1.538(9) . ?
C22 H22 0.9800 . ?
C22 C29 1.516(10) . ?
C22 C23 1.511(12) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C13 1.543(8) . ?
C32 H32 0.9800 . ?
C32 C39 1.481(9) . ?
C32 C33 1.525(11) . ?
C12 H12 0.9800 . ?
C12 C015 1.532(9) . ?
C12 C16 1.522(9) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C26 1.506(9) . ?
C26 H26 0.9800 . ?
C26 C25 1.498(10) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C34 1.554(10) . ?
C015 H01A 0.9700 . ?
C015 H01B 0.9700 . ?
C015 C13 1.547(11) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C24 1.523(11) . ?
C17 H17 0.9800 . ?
C17 C16 1.544(10) . ?
C17 C18 1.507(10) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C13 H13 0.9800 . ?
C13 C18 1.516(10) . ?
C24 H24 0.9800 . ?
C24 C23 1.511(11) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 C34 1.505(11) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.505(12) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C34 H34 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
H20A N20 H20B 109.5 . . ?
H20A N20 H20C 109.5 . . ?
H20B N20 H20C 109.5 . . ?
C20 N20 H20A 109.5 . . ?
C20 N20 H20B 109.5 . . ?
C20 N20 H20C 109.5 . . ?
O15A N102 C104 115.2(8) . . ?
O16A N102 C104 125.3(10) . . ?
O16A N102 O106 73.1(15) . . ?
O16A N102 O105 73.5(13) . . ?
O16A N102 O15A 117.3(12) . . ?
O105a N102 O15A 66.1(11) . . ?
H10A N10 H10B 109.5 . . ?
H10A N10 H10C 109.5 . . ?
H10B N10 H10C 109.5 . . ?
C10 N10 H10A 109.5 . . ?
C10 N10 H10B 109.5 . . ?
C10 N10 H10C 109.5 . . ?
O18A N103 C106 119.4(10) . . ?
O18A N103 O108 75.1(12) . . ?
O18A N103 O109 76.4(17) . . ?
O19A N103 C106 119.5(8) . . ?
O19A N103 O108 72.1(13) . . ?
O19A N103 O109 82.5(11) . . ?
O19A N103 O18A 120.7(12) . . ?
O102 N101 O103 118.3(4) . . ?
O102 N101 C102 122.1(4) . . ?
O103 N101 C102 119.6(4) . . ?
O107 C105 C106 121.6(4) . . ?
O107 C105 C104 123.6(4) . . ?
C104 C105 C106 114.8(4) . . ?
C105 C106 N103 118.3(3) . . ?
C101 C106 N103 116.6(3) . . ?
C101 C106 C105 125.1(3) . . ?
C105 C104 N102 116.0(4) . . ?
C103 C104 N102 119.0(4) . . ?
C103 C104 C105 125.0(4) . . ?
N102 O105a O15A 57.1(7) . . ?
N102 O106a O15A 44.4(7) . . ?
N102 O106a O16A 51.1(8) . . ?
N102 O105a O16A 50.9(8) . . ?
H30A N30 H30B 109.5 . . ?
H30A N30 H30C 109.5 . . ?
H30B N30 H30C 109.5 . . ?
C30 N30 H30A 109.5 . . ?
C30 N30 H30B 109.5 . . ?
C30 N30 H30C 109.5 . . ?
O101 C101 C106 122.5(3) . . ?
O101 C101 C102 122.4(4) . . ?
C106 C101 C102 115.2(3) . . ?
N101 C102 C101 118.2(4) . . ?
N101 C102 C103 118.0(4) . . ?
C103 C102 C101 123.7(4) . . ?
O104 C103 C104 121.3(4) . . ?
O104 C103 C102 122.1(4) . . ?
C104 C103 C102 116.0(4) . . ?
N20 C20 C27 108.8(4) . . ?
N20 C20 C21 109.1(4) . . ?
N20 C20 C28 108.4(4) . . ?
C21 C20 C27 110.6(4) . . ?
C21 C20 C28 111.0(4) . . ?
C28 C20 C27 109.0(4) . . ?
N10 C10 C11 109.4(4) . . ?
N10 C10 C15 108.9(4) . . ?
N10 C10 C14 108.8(4) . . ?
C11 C10 C15 109.9(4) . . ?
N103 O108a O18A 51.2(9) . . ?
C14 C10 C11 110.8(4) . . ?
C14 C10 C15 109.0(4) . . ?
N30 C30 C38 109.2(4) . . ?
N30 C30 C31 109.0(4) . . ?
N103 O109a O18A 50.6(7) . . ?
N103 O108a O19A 51.9(6) . . ?
C31 C30 C38 108.7(4) . . ?
C35 C30 N30 109.7(4) . . ?
C35 C30 C38 109.9(5) . . ?
C35 C30 C31 110.3(5) . . ?
C20 C27 H27A 109.7 . . ?
C20 C27 H27B 109.7 . . ?
N103 O109a O19A 47.1(7) . . ?
C20 C27 C26 109.7(5) . . ?
H27A C27 H27B 108.2 . . ?
C26 C27 H27A 109.7 . . ?
C26 C27 H27B 109.7 . . ?
C10 C11 H11A 109.9 . . ?
C10 C11 H11B 109.9 . . ?
C10 C11 C12 108.8(4) . . ?
H11A C11 H11B 108.3 . . ?
C12 C11 H11A 109.9 . . ?
C12 C11 H11B 109.9 . . ?
C10 C15 H15A 109.7 . . ?
C10 C15 H15B 109.7 . . ?
H15A C15 H15B 108.2 . . ?
C17 C15 C10 109.7(4) . . ?
C17 C15 H15A 109.7 . . ?
C17 C15 H15B 109.7 . . ?
C30 C38 H38A 109.9 . . ?
C30 C38 H38B 109.9 . . ?
C30 C38 C37 109.0(4) . . ?
H38A C38 H38B 108.3 . . ?
C37 C38 H38A 109.9 . . ?
C37 C38 H38B 109.9 . . ?
C20 C21 H21A 110.0 . . ?
C20 C21 H21B 110.0 . . ?
C20 C21 C22 108.3(5) . . ?
H21A C21 H21B 108.4 . . ?
C22 C21 H21A 110.0 . . ?
C22 C21 H21B 110.0 . . ?
C38 C37 H37 109.5 . . ?
C39 C37 C38 109.8(5) . . ?
C39 C37 H37 109.5 . . ?
C36 C37 C38 108.5(5) . . ?
C36 C37 H37 109.5 . . ?
C36 C37 C39 110.1(6) . . ?
C30 C31 H31A 109.9 . . ?
C30 C31 H31B 109.9 . . ?
C30 C31 C32 109.1(5) . . ?
H31A C31 H31B 108.3 . . ?
C32 C31 H31A 109.9 . . ?
C32 C31 H31B 109.9 . . ?
C20 C28 H28A 110.1 . . ?
C20 C28 H28B 110.1 . . ?
C20 C28 C24 108.2(5) . . ?
H28A C28 H28B 108.4 . . ?
C24 C28 H28A 110.1 . . ?
C24 C28 H28B 110.1 . . ?
C21 C22 H22 109.3 . . ?
C29 C22 C21 109.8(6) . . ?
C29 C22 H22 109.3 . . ?
C23 C22 C21 110.4(7) . . ?
C23 C22 H22 109.3 . . ?
C23 C22 C29 108.6(6) . . ?
C10 C14 H14A 109.8 . . ?
C10 C14 H14B 109.8 . . ?
C10 C14 C13 109.5(5) . . ?
H14A C14 H14B 108.2 . . ?
C13 C14 H14A 109.8 . . ?
C13 C14 H14B 109.8 . . ?
C31 C32 H32 109.1 . . ?
C31 C32 C33 110.4(6) . . ?
C39 C32 C31 110.6(6) . . ?
C39 C32 H32 109.1 . . ?
C39 C32 C33 108.7(6) . . ?
C33 C32 H32 109.1 . . ?
C11 C12 H12 109.3 . . ?
C11 C12 C015 109.3(5) . . ?
C015 C12 H12 109.3 . . ?
C16 C12 C11 108.3(5) . . ?
C16 C12 H12 109.3 . . ?
C16 C12 C015 111.4(6) . . ?
C37 C39 H39A 109.8 . . ?
C37 C39 H39B 109.8 . . ?
C32 C39 C37 109.5(5) . . ?
C32 C39 H39A 109.8 . . ?
C32 C39 H39B 109.8 . . ?
H39A C39 H39B 108.2 . . ?
C22 C29 H29A 109.7 . . ?
C22 C29 H29B 109.7 . . ?
H29A C29 H29B 108.2 . . ?
C26 C29 C22 109.8(5) . . ?
C26 C29 H29A 109.7 . . ?
C26 C29 H29B 109.7 . . ?
C27 C26 H26 109.7 . . ?
C29 C26 C27 109.3(5) . . ?
C29 C26 H26 109.7 . . ?
C25 C26 C27 108.5(5) . . ?
C25 C26 C29 109.9(6) . . ?
C25 C26 H26 109.7 . . ?
C30 C35 H35A 109.8 . . ?
C30 C35 H35B 109.8 . . ?
C30 C35 C34 109.6(5) . . ?
H35A C35 H35B 108.2 . . ?
C34 C35 H35A 109.8 . . ?
C34 C35 H35B 109.8 . . ?
C12 C015 H01A 109.9 . . ?
C12 C015 H01B 109.9 . . ?
C12 C015 C13 108.8(5) . . ?
H01A C015 H01B 108.3 . . ?
C13 C015 H01A 109.9 . . ?
C13 C015 H01B 109.9 . . ?
C26 C25 H25A 109.8 . . ?
C26 C25 H25B 109.8 . . ?
C26 C25 C24 109.2(5) . . ?
H25A C25 H25B 108.3 . . ?
C24 C25 H25A 109.8 . . ?
C24 C25 H25B 109.8 . . ?
C15 C17 H17 109.4 . . ?
C15 C17 C16 109.3(5) . . ?
C15 C17 C18 109.2(6) . . ?
C16 C17 H17 109.4 . . ?
C18 C17 H17 109.4 . . ?
C18 C17 C16 110.3(6) . . ?
C12 C16 C17 109.1(5) . . ?
C12 C16 H16A 109.9 . . ?
C12 C16 H16B 109.9 . . ?
C17 C16 H16A 109.9 . . ?
C17 C16 H16B 109.9 . . ?
H16A C16 H16B 108.3 . . ?
C14 C13 C015 106.3(6) . . ?
C14 C13 H13 109.9 . . ?
C015 C13 H13 109.9 . . ?
C18 C13 C14 108.8(6) . . ?
C18 C13 C015 111.9(6) . . ?
C18 C13 H13 109.9 . . ?
C28 C24 H24 109.4 . . ?
C25 C24 C28 109.9(6) . . ?
C25 C24 H24 109.4 . . ?
C23 C24 C28 109.0(6) . . ?
C23 C24 C25 109.8(7) . . ?
C23 C24 H24 109.4 . . ?
C37 C36 H36A 109.6 . . ?
C37 C36 H36B 109.6 . . ?
C37 C36 C34 110.1(6) . . ?
H36A C36 H36B 108.1 . . ?
C34 C36 H36A 109.6 . . ?
C34 C36 H36B 109.6 . . ?
C32 C33 H33A 109.8 . . ?
C32 C33 H33B 109.8 . . ?
H33A C33 H33B 108.2 . . ?
C34 C33 C32 109.4(6) . . ?
C34 C33 H33A 109.8 . . ?
C34 C33 H33B 109.8 . . ?
C17 C18 C13 110.0(6) . . ?
C17 C18 H18A 109.7 . . ?
C17 C18 H18B 109.7 . . ?
C13 C18 H18A 109.7 . . ?
C13 C18 H18B 109.7 . . ?
H18A C18 H18B 108.2 . . ?
C22 C23 H23A 109.8 . . ?
C22 C23 H23B 109.8 . . ?
C24 C23 C22 109.3(6) . . ?
C24 C23 H23A 109.8 . . ?
C24 C23 H23B 109.8 . . ?
H23A C23 H23B 108.3 . . ?
C35 C34 H34 110.0 . . ?
C36 C34 C35 109.0(6) . . ?
C36 C34 C33 109.3(7) . . ?
C36 C34 H34 110.0 . . ?
C33 C34 C35 108.5(7) . . ?
C33 C34 H34 110.0 . . ?
N103 O18A O108 53.7(6) . . ?
N103 O18A O109 53.0(12) . . ?
N102 O15A O106 44.2(7) . . ?
N102 O15A O105 56.8(9) . . ?
N103 O19A O108 55.9(9) . . ?
N103 O19A O109 50.4(6) . . ?
N102 O16A O106 55.8(10) . . ?
N102 O16A O105 55.6(8) . . ?
O18A O109a O19A 83.4(12) . . ?
O15A O105a O16A 94.7(14) . . ?
O19A O108a O18A 90.4(14) . . ?
O16A O106a O15A 78.9(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O107 C105 C106 N103 5.1(6) . . . . ?
O107 C105 C106 C101 -176.0(4) . . . . ?
O107 C105 C104 N102 -7.1(6) . . . . ?
O107 C105 C104 C103 174.8(4) . . . . ?
O101 C101 C102 N101 -1.2(7) . . . . ?
O101 C101 C102 C103 174.4(4) . . . . ?
N20 C20 C27 C26 179.7(4) . . . . ?
N20 C20 C21 C22 179.8(5) . . . . ?
N20 C20 C28 C24 178.9(5) . . . . ?
N102 O106a O15A O105a -42.4(6) . . . . ?
N102 O105a O15A O106a 34.2(3) . . . . ?
N102 O106a O16A O105a 37.0(5) . . . . ?
N102 O105a O16A O106a -37.2(5) . . . . ?
N102 C104 C103 O104 -6.4(7) . . . . ?
N102 C104 C103 C102 -178.2(4) . . . . ?
N10 C10 C11 C12 -179.1(4) . . . . ?
N10 C10 C15 C17 179.8(5) . . . . ?
N10 C10 C14 C13 -178.3(5) . . . . ?
N103 C106 C101 O101 0.6(6) . . . . ?
N103 C106 C101 C102 -178.9(4) . . . . ?
N101 C102 C103 O104 9.1(7) . . . . ?
N101 C102 C103 C104 -179.2(4) . . . . ?
O102 N101 C102 C101 34.5(7) . . . . ?
O102 N101 C102 C103 -141.3(5) . . . . ?
C105 C106 C101 O101 -178.3(4) . . . . ?
C105 C106 C101 C102 2.2(6) . . . . ?
C105 C104 C103 O104 171.6(5) . . . . ?
C105 C104 C103 C102 -0.2(7) . . . . ?
C106 C105 C104 N102 174.8(4) . . . . ?
C106 C105 C104 C103 -3.3(7) . . . . ?
C106 C101 C102 N101 178.3(4) . . . . ?
C106 C101 C102 C103 -6.1(6) . . . . ?
C104 C105 C106 N103 -176.7(4) . . . . ?
C104 C105 C106 C101 2.2(6) . . . . ?
N30 C30 C38 C37 178.9(5) . . . . ?
N30 C30 C31 C32 -179.6(5) . . . . ?
N30 C30 C35 C34 179.4(6) . . . . ?
O103 N101 C102 C101 -142.6(5) . . . . ?
O103 N101 C102 C103 41.6(7) . . . . ?
C101 C102 C103 O104 -166.5(5) . . . . ?
C101 C102 C103 C104 5.2(7) . . . . ?
C20 C27 C26 C29 -58.1(7) . . . . ?
C20 C27 C26 C25 61.8(6) . . . . ?
C20 C21 C22 C29 60.5(8) . . . . ?
C20 C21 C22 C23 -59.3(7) . . . . ?
C20 C28 C24 C25 -60.1(8) . . . . ?
C20 C28 C24 C23 60.2(8) . . . . ?
C10 C11 C12 C015 59.7(7) . . . . ?
C10 C11 C12 C16 -61.9(7) . . . . ?
C10 C15 C17 C16 59.2(7) . . . . ?
C10 C15 C17 C18 -61.5(7) . . . . ?
C10 C14 C13 C015 -61.8(7) . . . . ?
C10 C14 C13 C18 58.9(8) . . . . ?
C30 C38 C37 C39 -59.3(7) . . . . ?
C30 C38 C37 C36 61.0(6) . . . . ?
C30 C31 C32 C39 61.2(8) . . . . ?
C30 C31 C32 C33 -59.1(7) . . . . ?
C30 C35 C34 C36 -58.7(9) . . . . ?
C30 C35 C34 C33 60.1(8) . . . . ?
C27 C20 C21 C22 -60.6(6) . . . . ?
C27 C20 C28 C24 60.7(7) . . . . ?
C27 C26 C25 C24 -60.3(7) . . . . ?
C11 C10 C15 C17 -60.4(6) . . . . ?
C11 C10 C14 C13 61.4(6) . . . . ?
C11 C12 C015 C13 -62.9(7) . . . . ?
C11 C12 C16 C17 61.2(7) . . . . ?
C15 C10 C11 C12 61.4(6) . . . . ?
C15 C10 C14 C13 -59.7(6) . . . . ?
C15 C17 C16 C12 -60.3(7) . . . . ?
C15 C17 C18 C13 60.9(8) . . . . ?
C38 C30 C31 C32 -60.8(7) . . . . ?
C38 C30 C35 C34 59.3(7) . . . . ?
C38 C37 C39 C32 58.9(7) . . . . ?
C38 C37 C36 C34 -61.7(8) . . . . ?
C21 C20 C27 C26 59.9(6) . . . . ?
C21 C20 C28 C24 -61.3(7) . . . . ?
C21 C22 C29 C26 -60.4(8) . . . . ?
C21 C22 C23 C24 60.1(8) . . . . ?
C37 C36 C34 C35 60.2(9) . . . . ?
C37 C36 C34 C33 -58.1(8) . . . . ?
C31 C30 C38 C37 60.1(6) . . . . ?
C31 C30 C35 C34 -60.6(7) . . . . ?
C31 C32 C39 C37 -60.0(8) . . . . ?
C31 C32 C33 C34 60.0(8) . . . . ?
C28 C20 C27 C26 -62.3(6) . . . . ?
C28 C20 C21 C22 60.5(7) . . . . ?
C28 C24 C23 C22 -60.1(8) . . . . ?
C22 C29 C26 C27 58.6(7) . . . . ?
C22 C29 C26 C25 -60.4(7) . . . . ?
C14 C10 C11 C12 -59.2(6) . . . . ?
C14 C10 C15 C17 61.2(6) . . . . ?
C14 C13 C18 C17 -59.3(8) . . . . ?
C32 C33 C34 C35 -59.2(8) . . . . ?
C32 C33 C34 C36 59.4(8) . . . . ?
C12 C015 C13 C14 62.8(7) . . . . ?
C12 C015 C13 C18 -55.9(7) . . . . ?
C39 C37 C36 C34 58.5(8) . . . . ?
C39 C32 C33 C34 -61.4(8) . . . . ?
C29 C22 C23 C24 -60.4(8) . . . . ?
C29 C26 C25 C24 59.2(7) . . . . ?
C26 C25 C24 C28 60.5(8) . . . . ?
C26 C25 C24 C23 -59.4(8) . . . . ?
C35 C30 C38 C37 -60.8(6) . . . . ?
C35 C30 C31 C32 59.9(6) . . . . ?
C015 C12 C16 C17 -59.0(7) . . . . ?
C015 C13 C18 C17 57.9(8) . . . . ?
C25 C24 C23 C22 60.3(8) . . . . ?
C16 C12 C015 C13 56.7(7) . . . . ?
C16 C17 C18 C13 -59.1(7) . . . . ?
C36 C37 C39 C32 -60.5(7) . . . . ?
C33 C32 C39 C37 61.3(7) . . . . ?
C18 C17 C16 C12 59.6(7) . . . . ?
C23 C22 C29 C26 60.5(8) . . . . ?
O18A N103 C106 C105 131.7(18) . . . . ?
O18A N103 C106 C101 -47.3(19) . . . . ?
O15A N102 C104 C105 -150.3(14) . . . . ?
O15A N102 C104 C103 27.9(15) . . . . ?
O19A N103 C106 C105 -40.6(16) . . . . ?
O19A N103 C106 C101 140.4(16) . . . . ?
O16A N102 C104 C105 47(2) . . . . ?
O16A N102 C104 C103 -134.8(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_IV
_database_code_depnum_ccdc_archive 'CCDC 1856330'
loop_
_audit_author_name
_audit_author_address
'Kristina Smokrovic'
;University of Zagreb, Faculty of Science, Department of Chemistry
Croatia
;
_audit_update_record             
;
2018-07-17 deposited with the CCDC.	2020-01-23 downloaded from the CCDC.
;
_audit_creation_date             2018-06-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        
'adamantan-1-aminium trinitrobenzene-1,3,5-tris(olate) hydrate methanol solvate'
_chemical_name_common            
'adamantan-1-aminium trinitrophloroglucinolate hydrate methanol solvate'
_chemical_formula_moiety         '2(C6 N3 O9), 6(C10 H18 N), C H4 O, H2 O'
_chemical_formula_sum            'C73 H114 N12 O20'
_chemical_formula_weight         1479.76
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.9589(6)
_cell_length_b                   16.0224(7)
_cell_length_c                   26.5928(13)
_cell_angle_alpha                90
_cell_angle_beta                 93.164(4)
_cell_angle_gamma                90
_cell_volume                     8065.7(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4026
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.2330
_cell_measurement_theta_min      4.2400
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78246
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             3184
_exptl_crystal_recrystallization_method 'slow evaporation from methanol'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1047
_diffrn_reflns_av_unetI/netI     0.1644
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            39384
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         4.118
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            CCD
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -2.00  95.50   0.75   41.00    --   25.57  77.00  30.00  130
  2  ω    -52.00  42.50   0.75   41.00    --  -28.54  37.00  30.00  126
  3  ω   -105.00 -36.00   0.75   41.00    --  -28.54 179.00   0.00   92
  4  ω    -74.00 -47.00   0.75   41.00    --  -28.54-179.00  60.00   36
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_radiation_collimation    0.8
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5876
_reflns_number_total             15797
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.303
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.971
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1033
_refine_ls_number_reflns         15797
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.2384
_refine_ls_R_factor_gt           0.1103
_refine_ls_restrained_S_all      0.972
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1835P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2936
_refine_ls_wR_factor_ref         0.3772
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 O102-N101 = O103-N101
 1.22 with sigma of 0.0002
 O102-O103
 2.15 with sigma of 0.0002
 O205-N202 = O206-N202
 1.22 with sigma of 0.0002
 O206-O205
 2.15 with sigma of 0.0002
 N202-O205 \\sim N202-O1
 with sigma of 0.02
 N202-O206 \\sim N202-O2
 with sigma of 0.02
 N103-O109 \\sim N103-O4
 with sigma of 0.02
 N103-O108 \\sim N103-O3
 with sigma of 0.02
3. Others
 Sof(O13A)=Sof(O12A)=1-FVAR(1)
 Sof(O102)=Sof(O103)=FVAR(1)
 Sof(O23A)=Sof(O22A)=1-FVAR(2)
 Sof(O203)=Sof(O202)=FVAR(2)
 Sof(O2)=Sof(O1)=1-FVAR(3)
 Sof(O205)=Sof(O206)=FVAR(3)
 Sof(O3)=Sof(O4)=1-FVAR(4)
 Sof(O109)=Sof(O108)=FVAR(4)
4.a Free rotating group:
 O301(H30D,H30E)
4.b Ternary CH refined with riding coordinates:
 C44(H44), C15(H15), C54(H54), C22(H22), C12(H12), C46(H46), C020(H020),
 C25(H25), C56(H56), C38(H38), C27(H27), C69(H69), C42(H42), C62(H62), C67(H67),
  C34(H34), C32(H32), C52(H52)
4.c Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C21(H21A,H21B), C16(H16A,H16B), C58(H58A,H58B), C39(H39A,
 H39B), C49(H49A,H49B), C18(H18A,H18B), C11(H11A,H11B), C28(H28A,H28B),
 C65(H65A,H65B), C45(H45A,H45B), C59(H59A,H59B), C47(H47A,H47B), C35(H35A,H35B),
  C61(H61A,H61B), C66(H66A,H66B), C17(H17A,H17B), C51(H51A,H51B), C14(H14A,
 H14B), C13(H13A,H13B), C55(H55A,H55B), C24(H24A,H24B), C41(H41A,H41B),
 C31(H31A,H31B), C43(H43A,H43B), C26(H26A,H26B), C48(H48A,H48B), C36(H36A,H36B),
  C57(H57A,H57B), C63(H63A,H63B), C37(H37A,H37B), C53(H53A,H53B), C23(H23A,
 H23B), C33(H33A,H33B), C64(H64A,H64B), C68(H68A,H68B)
4.d Idealised Me refined as rotating group:
 N10(H10A,H10B,H10C), N20(H20A,H20B,H20C), N30(H30A,H30B,H30C), N60(H60A,H60B,
 H60C), N40(H40A,H40B,H40C), N50(H50A,H50B,H50C), C401(H40D,H40E,H40F)
4.e Idealised tetrahedral OH refined as rotating group:
 O401(H401)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O104 O 0.01890(15) 0.49435(19) 0.23708(14) 0.0455(9) Uani 1 1 d . . . . .
O101 O 0.07418(16) 0.2083(2) 0.23926(15) 0.0540(10) Uani 1 1 d . . . . .
O201 O 0.42281(16) 0.9877(2) 0.26717(16) 0.0562(10) Uani 1 1 d . . . . .
O204 O 0.24216(15) 0.7884(2) 0.25240(17) 0.0616(12) Uani 1 1 d . . . . .
N102 N 0.1455(2) 0.5314(3) 0.29133(19) 0.0490(11) Uani 1 1 d . . . . .
O207 O 0.48045(16) 0.6988(2) 0.26059(18) 0.0647(12) Uani 1 1 d . . . . .
O105 O 0.1281(2) 0.5924(2) 0.26502(18) 0.0744(13) Uani 1 1 d . . . . .
N201 N 0.2807(2) 0.9512(3) 0.2592(2) 0.0502(12) Uani 1 1 d . . . . .
N101 N -0.01937(15) 0.3340(2) 0.21055(15) 0.0496(12) Uani 1 1 d D . . . .
O107 O 0.24207(17) 0.4034(2) 0.30286(18) 0.0700(13) Uani 1 1 d . . . . .
O106 O 0.1769(2) 0.5437(3) 0.33252(18) 0.0800(14) Uani 1 1 d . . . . .
N10 N 0.10488(18) 0.0466(2) 0.21736(17) 0.0469(11) Uani 1 1 d . . . . .
H10A H 0.108208 0.100538 0.225168 0.056 Uiso 1 1 calc GR . . . .
H10B H 0.145563 0.021298 0.225956 0.056 Uiso 1 1 calc GR . . . .
H10C H 0.070365 0.023475 0.233942 0.056 Uiso 1 1 calc GR . . . .
N20 N 0.02502(19) 0.6509(2) 0.19421(16) 0.0440(10) Uani 1 1 d . . . . .
H20A H 0.065989 0.676783 0.190685 0.053 Uiso 1 1 calc GR . . . .
H20B H 0.033081 0.600002 0.206655 0.053 Uiso 1 1 calc GR . . . .
H20C H -0.000646 0.679842 0.215147 0.053 Uiso 1 1 calc GR . . . .
N203 N 0.5270(2) 0.8630(3) 0.26964(19) 0.0532(12) Uani 1 1 d . . . . .
N103 N 0.2141(2) 0.2401(3) 0.2744(2) 0.0535(12) Uani 1 1 d D . . . .
N30 N 0.3999(2) 1.1515(3) 0.29761(17) 0.0507(11) Uani 1 1 d . . . . .
H30A H 0.430750 1.178231 0.279372 0.061 Uiso 1 1 calc GR . . . .
H30B H 0.357412 1.174626 0.292511 0.061 Uiso 1 1 calc GR . . . .
H30C H 0.397862 1.098099 0.288463 0.061 Uiso 1 1 calc GR . . . .
C103 C 0.0627(2) 0.4364(3) 0.24871(19) 0.0345(11) Uani 1 1 d . . . . .
C102 C 0.0485(2) 0.3514(3) 0.23619(18) 0.0341(11) Uani 1 1 d . . . . .
N60 N 0.1795(2) 0.7322(3) 0.33373(19) 0.0575(13) Uani 1 1 d . . . . .
H60A H 0.206351 0.752665 0.310241 0.069 Uiso 1 1 calc GR . . . .
H60B H 0.136434 0.754345 0.330047 0.069 Uiso 1 1 calc GR . . . .
H60C H 0.176566 0.677037 0.330541 0.069 Uiso 1 1 calc GR . . . .
N40 N 0.69403(19) 0.9500(3) 0.28978(18) 0.0591(13) Uani 1 1 d . . . . .
H40A H 0.720073 0.928019 0.266283 0.071 Uiso 1 1 calc GR . . . .
H40B H 0.693112 1.005270 0.286486 0.071 Uiso 1 1 calc GR . . . .
H40C H 0.650224 0.930069 0.286187 0.071 Uiso 1 1 calc GR . . . .
O208 O 0.57290(19) 0.8190(3) 0.2543(2) 0.0975(18) Uani 1 1 d . . . . .
C202 C 0.3327(2) 0.8863(3) 0.2607(2) 0.0408(12) Uani 1 1 d . . . . .
C104 C 0.1286(2) 0.4499(3) 0.27594(18) 0.0362(11) Uani 1 1 d . . . . .
C101 C 0.0938(2) 0.2834(3) 0.24736(19) 0.0376(11) Uani 1 1 d . . . . .
N50 N 0.4895(2) 0.5456(3) 0.3063(2) 0.0646(14) Uani 1 1 d . . . . .
H50A H 0.510457 0.519496 0.281614 0.078 Uiso 1 1 calc GR . . . .
H50B H 0.479434 0.597785 0.296952 0.078 Uiso 1 1 calc GR . . . .
H50C H 0.449738 0.518972 0.312671 0.078 Uiso 1 1 calc GR . . . .
C106 C 0.1621(2) 0.3047(3) 0.2704(2) 0.0386(12) Uani 1 1 d . . . . .
C201 C 0.4048(2) 0.9114(3) 0.2654(2) 0.0437(13) Uani 1 1 d . . . . .
C206 C 0.4547(2) 0.8427(3) 0.26448(19) 0.0385(12) Uani 1 1 d . . . . .
C203 C 0.3077(2) 0.8048(3) 0.2548(2) 0.0446(13) Uani 1 1 d . . . . .
C105 C 0.1810(2) 0.3866(3) 0.2860(2) 0.0414(12) Uani 1 1 d . . . . .
C205 C 0.4355(2) 0.7572(3) 0.2583(2) 0.0425(13) Uani 1 1 d . . . . .
O209 O 0.54632(19) 0.9280(3) 0.2915(3) 0.108(2) Uani 1 1 d . . . . .
C204 C 0.3609(2) 0.7416(3) 0.2534(2) 0.0465(13) Uani 1 1 d . . . . .
C20 C -0.0141(2) 0.6443(3) 0.14416(19) 0.0428(12) Uani 1 1 d . . . . .
O401 O 0.1579(3) 0.7331(4) 0.1731(2) 0.115(2) Uani 1 1 d . . . . .
H401 H 0.181622 0.733032 0.199802 0.172 Uiso 1 1 calc GR . . . .
O203 O 0.2392(5) 0.9554(7) 0.2237(4) 0.079(3) Uani 0.74(3) 1 d . . P A 2
C40 C 0.7249(2) 0.9279(3) 0.3399(2) 0.0457(13) Uani 1 1 d . . . . .
O202 O 0.2801(6) 1.0004(6) 0.2951(4) 0.098(4) Uani 0.74(3) 1 d . . P A 2
O109 O 0.2148(3) 0.1845(5) 0.2423(3) 0.068(3) Uani 0.683(14) 1 d D . P B 1
C60 C 0.2118(3) 0.7537(3) 0.3852(2) 0.0534(14) Uani 1 1 d . . . . .
C10 C 0.0891(2) 0.0375(3) 0.1625(2) 0.0444(13) Uani 1 1 d . . . . .
C30 C 0.4228(3) 1.1575(3) 0.3521(2) 0.0517(14) Uani 1 1 d . . . . .
C29 C -0.0831(3) 0.5955(4) 0.1502(2) 0.0638(17) Uani 1 1 d . . . . .
H29A H -0.112876 0.624687 0.172956 0.077 Uiso 1 1 calc R . . . .
H29B H -0.072896 0.540354 0.163773 0.077 Uiso 1 1 calc R . . . .
C21 C -0.0286(3) 0.7296(3) 0.1233(2) 0.0602(16) Uani 1 1 d . . . . .
H21A H 0.015548 0.759485 0.120655 0.072 Uiso 1 1 calc R . . . .
H21B H -0.057501 0.760538 0.145799 0.072 Uiso 1 1 calc R . . . .
O108 O 0.2545(4) 0.2357(4) 0.3111(3) 0.082(3) Uani 0.683(14) 1 d D . P B 1
C16 C 0.0897(3) -0.0536(3) 0.1479(3) 0.0668(17) Uani 1 1 d . . . . .
H16A H 0.135901 -0.077310 0.156353 0.080 Uiso 1 1 calc R . . . .
H16B H 0.055127 -0.083853 0.166304 0.080 Uiso 1 1 calc R . . . .
C58 C 0.6043(3) 0.5946(4) 0.3413(3) 0.0719(19) Uani 1 1 d . . . . .
H58A H 0.627137 0.569110 0.313364 0.086 Uiso 1 1 calc R . . . .
H58B H 0.592619 0.651797 0.332311 0.086 Uiso 1 1 calc R . . . .
C50 C 0.5371(3) 0.5464(4) 0.3520(3) 0.0629(16) Uani 1 1 d . . . . .
C44 C 0.8344(3) 0.9259(4) 0.3982(3) 0.0720(18) Uani 1 1 d . . . . .
H44 H 0.884831 0.939557 0.401056 0.086 Uiso 1 1 calc R . . . .
C39 C 0.4235(4) 1.2477(4) 0.3673(3) 0.0702(18) Uani 1 1 d . . . . .
H39A H 0.376595 1.271218 0.361875 0.084 Uiso 1 1 calc R . . . .
H39B H 0.455502 1.278646 0.347053 0.084 Uiso 1 1 calc R . . . .
C15 C 0.0726(4) -0.0617(4) 0.0925(3) 0.084(2) Uani 1 1 d . . . . .
H15 H 0.071386 -0.120975 0.083508 0.101 Uiso 1 1 calc R . . . .
C49 C 0.8030(3) 0.9510(4) 0.3445(3) 0.0739(19) Uani 1 1 d . . . . .
H49A H 0.808564 1.010608 0.339511 0.089 Uiso 1 1 calc R . . . .
H49B H 0.828155 0.922077 0.318941 0.089 Uiso 1 1 calc R . . . .
C18 C 0.0176(3) 0.0774(4) 0.1485(3) 0.0694(18) Uani 1 1 d . . . . .
H18A H -0.019113 0.049325 0.166153 0.083 Uiso 1 1 calc R . . . .
H18B H 0.018184 0.135676 0.158370 0.083 Uiso 1 1 calc R . . . .
C11 C 0.1459(3) 0.0820(4) 0.1351(3) 0.0693(18) Uani 1 1 d . . . . .
H11A H 0.147673 0.140402 0.144704 0.083 Uiso 1 1 calc R . . . .
H11B H 0.191583 0.057141 0.143646 0.083 Uiso 1 1 calc R . . . .
C28 C 0.0321(3) 0.5965(4) 0.1096(3) 0.0758(19) Uani 1 1 d . . . . .
H28A H 0.076398 0.625963 0.106779 0.091 Uiso 1 1 calc R . . . .
H28B H 0.042549 0.541808 0.123761 0.091 Uiso 1 1 calc R . . . .
C65 C 0.2090(4) 0.8486(4) 0.3915(3) 0.082(2) Uani 1 1 d . . . . .
H65A H 0.235438 0.875854 0.365964 0.098 Uiso 1 1 calc R . . . .
H65B H 0.160534 0.868055 0.388387 0.098 Uiso 1 1 calc R . . . .
C45 C 0.8248(3) 0.8363(5) 0.4069(3) 0.085(2) Uani 1 1 d . . . . .
H45A H 0.843038 0.822518 0.440683 0.102 Uiso 1 1 calc R . . . .
H45B H 0.851709 0.805023 0.383311 0.102 Uiso 1 1 calc R . . . .
C59 C 0.5551(3) 0.4559(4) 0.3667(3) 0.0735(19) Uani 1 1 d . . . . .
H59A H 0.512292 0.425659 0.373307 0.088 Uiso 1 1 calc R . . . .
H59B H 0.577672 0.428256 0.339414 0.088 Uiso 1 1 calc R . . . .
C47 C 0.7184(3) 0.8348(4) 0.3493(3) 0.077(2) Uani 1 1 d . . . . .
H47A H 0.668987 0.818844 0.346130 0.093 Uiso 1 1 calc R . . . .
H47B H 0.743056 0.804518 0.323981 0.093 Uiso 1 1 calc R . . . .
C35 C 0.4945(3) 1.1181(5) 0.3603(3) 0.085(2) Uani 1 1 d . . . . .
H35A H 0.528075 1.145568 0.339506 0.103 Uiso 1 1 calc R . . . .
H35B H 0.492333 1.059549 0.351135 0.103 Uiso 1 1 calc R . . . .
C54 C 0.6536(4) 0.5929(5) 0.3881(3) 0.086(2) Uani 1 1 d . . . . .
H54 H 0.697142 0.622894 0.381375 0.103 Uiso 1 1 calc R . . . .
C61 C 0.2864(3) 0.7207(5) 0.3901(3) 0.086(2) Uani 1 1 d . . . . .
H61A H 0.286009 0.660405 0.386521 0.103 Uiso 1 1 calc R . . . .
H61B H 0.313811 0.743989 0.363775 0.103 Uiso 1 1 calc R . . . .
C66 C 0.1693(4) 0.7134(5) 0.4251(3) 0.087(2) Uani 1 1 d . . . . .
H66A H 0.120844 0.733020 0.421859 0.105 Uiso 1 1 calc R . . . .
H66B H 0.169016 0.653313 0.420655 0.105 Uiso 1 1 calc R . . . .
C17 C 0.1269(4) -0.0188(5) 0.0632(3) 0.098(2) Uani 1 1 d . . . . .
H17A H 0.114924 -0.023466 0.027410 0.118 Uiso 1 1 calc R . . . .
H17B H 0.172935 -0.044010 0.070273 0.118 Uiso 1 1 calc R . . . .
C22 C -0.0667(4) 0.7235(5) 0.0715(3) 0.095(2) Uani 1 1 d . . . . .
H22 H -0.075775 0.779500 0.057828 0.114 Uiso 1 1 calc R . . . .
C12 C 0.1284(5) 0.0742(5) 0.0793(3) 0.098(3) Uani 1 1 d . . . . .
H12 H 0.165100 0.102871 0.061365 0.117 Uiso 1 1 calc R . . . .
C46 C 0.7488(4) 0.8113(4) 0.4009(3) 0.091(2) Uani 1 1 d . . . . .
H46 H 0.744237 0.751042 0.406042 0.109 Uiso 1 1 calc R . . . .
C020 C 0.0026(4) 0.0700(5) 0.0923(3) 0.091(2) Uani 1 1 d . . . . .
H020 H -0.043847 0.094481 0.083539 0.109 Uiso 1 1 calc R . . . .
C401 C 0.2014(5) 0.7422(6) 0.1340(4) 0.122(3) Uani 1 1 d . . . . .
H40D H 0.178636 0.776669 0.108398 0.183 Uiso 1 1 calc GR . . . .
H40E H 0.211126 0.688356 0.120123 0.183 Uiso 1 1 calc GR . . . .
H40F H 0.244818 0.767872 0.146040 0.183 Uiso 1 1 calc GR . . . .
C51 C 0.5005(4) 0.5896(5) 0.3952(4) 0.101(3) Uani 1 1 d . . . . .
H51A H 0.489275 0.646901 0.385996 0.121 Uiso 1 1 calc R . . . .
H51B H 0.456782 0.560963 0.401438 0.121 Uiso 1 1 calc R . . . .
C14 C 0.0008(4) -0.0223(5) 0.0778(3) 0.096(2) Uani 1 1 d . . . . .
H14A H -0.009348 -0.027992 0.041759 0.115 Uiso 1 1 calc R . . . .
H14B H -0.036090 -0.050689 0.094991 0.115 Uiso 1 1 calc R . . . .
C25 C -0.1207(4) 0.5886(5) 0.0975(3) 0.094(2) Uani 1 1 d . . . . .
H25 H -0.165233 0.558265 0.099898 0.113 Uiso 1 1 calc R . . . .
C13 C 0.0565(5) 0.1156(5) 0.0648(3) 0.111(3) Uani 1 1 d . . . . .
H13A H 0.057304 0.174028 0.074289 0.133 Uiso 1 1 calc R . . . .
H13B H 0.046149 0.111695 0.028726 0.133 Uiso 1 1 calc R . . . .
C56 C 0.6046(4) 0.4567(6) 0.4136(3) 0.097(2) Uani 1 1 d . . . . .
H56 H 0.616533 0.399129 0.423136 0.116 Uiso 1 1 calc R . . . .
C55 C 0.6717(4) 0.5036(6) 0.4037(3) 0.103(3) Uani 1 1 d . . . . .
H55A H 0.702857 0.503896 0.433914 0.124 Uiso 1 1 calc R . . . .
H55B H 0.695993 0.475977 0.377194 0.124 Uiso 1 1 calc R . . . .
C24 C -0.1360(4) 0.6769(6) 0.0758(3) 0.103(3) Uani 1 1 d . . . . .
H24A H -0.160298 0.672437 0.042833 0.124 Uiso 1 1 calc R . . . .
H24B H -0.166154 0.707337 0.097693 0.124 Uiso 1 1 calc R . . . .
C38 C 0.4478(5) 1.2543(5) 0.4233(3) 0.091(2) Uani 1 1 d . . . . .
H38 H 0.448972 1.313308 0.433112 0.109 Uiso 1 1 calc R . . . .
C41 C 0.6849(4) 0.9755(5) 0.3780(3) 0.093(2) Uani 1 1 d . . . . .
H41A H 0.635344 0.960362 0.374739 0.112 Uiso 1 1 calc R . . . .
H41B H 0.688783 1.034883 0.371685 0.112 Uiso 1 1 calc R . . . .
C27 C -0.0041(4) 0.5870(7) 0.0584(3) 0.107(3) Uani 1 1 d . . . . .
H27 H 0.026317 0.556098 0.036286 0.129 Uiso 1 1 calc R . . . .
C31 C 0.3690(4) 1.1105(5) 0.3833(3) 0.087(2) Uani 1 1 d . . . . .
H31A H 0.322335 1.134566 0.377495 0.105 Uiso 1 1 calc R . . . .
H31B H 0.366960 1.052208 0.373567 0.105 Uiso 1 1 calc R . . . .
C43 C 0.7958(4) 0.9775(5) 0.4352(4) 0.112(3) Uani 1 1 d . . . . .
H43A H 0.801795 1.036297 0.427898 0.135 Uiso 1 1 calc R . . . .
H43B H 0.815480 0.966959 0.469034 0.135 Uiso 1 1 calc R . . . .
C69 C 0.2415(5) 0.8681(5) 0.4435(4) 0.113(3) Uani 1 1 d . . . . .
H69 H 0.240932 0.928709 0.448505 0.135 Uiso 1 1 calc R . . . .
C42 C 0.7151(5) 0.9553(7) 0.4320(3) 0.124(4) Uani 1 1 d . . . . .
H42 H 0.689771 0.985765 0.457421 0.149 Uiso 1 1 calc R . . . .
C26 C -0.0729(5) 0.5411(6) 0.0631(3) 0.124(4) Uani 1 1 d . . . . .
H26A H -0.063514 0.485778 0.076667 0.148 Uiso 1 1 calc R . . . .
H26B H -0.096546 0.534914 0.029999 0.148 Uiso 1 1 calc R . . . .
C48 C 0.7094(5) 0.8578(7) 0.4396(4) 0.122(3) Uani 1 1 d . . . . .
H48A H 0.728488 0.843088 0.473011 0.147 Uiso 1 1 calc R . . . .
H48B H 0.660034 0.841430 0.437032 0.147 Uiso 1 1 calc R . . . .
C62 C 0.3191(5) 0.7444(7) 0.4410(5) 0.132(4) Uani 1 1 d . . . . .
H62 H 0.368103 0.724938 0.444292 0.158 Uiso 1 1 calc R . . . .
C36 C 0.3966(5) 1.2107(5) 0.4528(3) 0.114(3) Uani 1 1 d . . . . .
H36A H 0.350359 1.235958 0.446959 0.137 Uiso 1 1 calc R . . . .
H36B H 0.410177 1.215857 0.488415 0.137 Uiso 1 1 calc R . . . .
C57 C 0.5677(5) 0.4977(7) 0.4560(4) 0.117(3) Uani 1 1 d . . . . .
H57A H 0.597898 0.495554 0.486624 0.140 Uiso 1 1 calc R . . . .
H57B H 0.524513 0.467674 0.461900 0.140 Uiso 1 1 calc R . . . .
C67 C 0.2014(6) 0.7350(6) 0.4770(3) 0.128(3) Uani 1 1 d . . . . .
H67 H 0.173711 0.708471 0.502683 0.153 Uiso 1 1 calc R . . . .
C63 C 0.3166(6) 0.8386(7) 0.4475(4) 0.145(4) Uani 1 1 d . . . . .
H63A H 0.338179 0.853823 0.480133 0.174 Uiso 1 1 calc R . . . .
H63B H 0.342965 0.865344 0.421744 0.174 Uiso 1 1 calc R . . . .
O301 O 0.3614(4) 0.4755(7) 0.3423(4) 0.221(5) Uani 1 1 d . . . . .
H30D H 0.394428 0.443729 0.333538 0.331 Uiso 1 1 d G . . . .
H30E H 0.346592 0.458833 0.370152 0.331 Uiso 1 1 d G . . . .
C34 C 0.5177(5) 1.1276(8) 0.4161(4) 0.129(4) Uani 1 1 d . . . . .
H34 H 0.565097 1.103966 0.421980 0.154 Uiso 1 1 calc R . . . .
C37 C 0.5188(6) 1.2188(7) 0.4317(4) 0.130(3) Uani 1 1 d . . . . .
H37A H 0.534026 1.223455 0.467055 0.156 Uiso 1 1 calc R . . . .
H37B H 0.551966 1.249392 0.412202 0.156 Uiso 1 1 calc R . . . .
C32 C 0.3931(6) 1.1184(6) 0.4382(3) 0.117(3) Uani 1 1 d . . . . .
H32 H 0.359423 1.089687 0.458914 0.140 Uiso 1 1 calc R . . . .
C53 C 0.6183(5) 0.6353(6) 0.4308(4) 0.123(3) Uani 1 1 d . . . . .
H53A H 0.606586 0.692344 0.421446 0.148 Uiso 1 1 calc R . . . .
H53B H 0.650522 0.636676 0.460394 0.148 Uiso 1 1 calc R . . . .
C52 C 0.5503(5) 0.5880(7) 0.4431(4) 0.123(3) Uani 1 1 d . . . . .
H52 H 0.527783 0.615026 0.471113 0.148 Uiso 1 1 calc R . . . .
C23 C -0.0200(5) 0.6741(7) 0.0367(3) 0.121(3) Uani 1 1 d . . . . .
H23A H 0.023903 0.703983 0.032887 0.145 Uiso 1 1 calc R . . . .
H23B H -0.043961 0.668882 0.003622 0.145 Uiso 1 1 calc R . . . .
C33 C 0.4658(8) 1.0790(7) 0.4468(4) 0.150(4) Uani 1 1 d . . . . .
H33A H 0.464310 1.021024 0.436279 0.180 Uiso 1 1 calc R . . . .
H33B H 0.480592 1.081053 0.482289 0.180 Uiso 1 1 calc R . . . .
C64 C 0.2752(8) 0.7020(7) 0.4811(4) 0.160(5) Uani 1 1 d . . . . .
H64A H 0.274677 0.642060 0.475928 0.193 Uiso 1 1 calc R . . . .
H64B H 0.296330 0.713180 0.514470 0.193 Uiso 1 1 calc R . . . .
C68 C 0.1994(7) 0.8275(6) 0.4837(4) 0.147(4) Uani 1 1 d . . . . .
H68A H 0.219352 0.842421 0.516849 0.176 Uiso 1 1 calc R . . . .
H68B H 0.150864 0.847027 0.480803 0.176 Uiso 1 1 calc R . . . .
O102 O -0.0715(2) 0.3659(4) 0.2275(2) 0.078(5) Uani 0.449(11) 1 d D . P C 1
O103 O -0.0215(3) 0.2902(4) 0.17297(18) 0.061(4) Uani 0.449(11) 1 d D . P C 1
N202 N 0.33876(19) 0.6559(2) 0.24564(18) 0.0645(15) Uani 1 1 d D . . . .
O205 O 0.2878(2) 0.6317(4) 0.2676(2) 0.095(4) Uani 0.613(12) 1 d D . P D 1
O206 O 0.3731(3) 0.6112(4) 0.2191(2) 0.106(4) Uani 0.613(12) 1 d D . P D 1
O13A O -0.0309(5) 0.3652(8) 0.1704(4) 0.115(5) Uani 0.551(11) 1 d . . P C -1
O12A O -0.0543(4) 0.2780(6) 0.2240(5) 0.121(6) Uani 0.551(11) 1 d . . P C -1
O23A O 0.2350(17) 0.950(2) 0.2893(13) 0.118(18) Uani 0.26(3) 1 d . . P A -2
O22A O 0.274(2) 0.998(3) 0.2260(15) 0.128(19) Uani 0.26(3) 1 d . . P A -2
O2 O 0.3615(6) 0.5998(6) 0.2706(7) 0.109(8) Uani 0.387(12) 1 d D . P D -1
O1 O 0.2944(8) 0.6405(7) 0.2102(6) 0.106(7) Uani 0.387(12) 1 d D . P D -1
O3 O 0.2791(5) 0.2664(8) 0.2716(8) 0.073(6) Uani 0.317(14) 1 d D . P B -1
O4 O 0.2037(9) 0.1705(10) 0.2834(15) 0.141(13) Uani 0.317(14) 1 d D . P B -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O104 C103 1.272(5) . ?
O101 C101 1.275(5) . ?
O201 C201 1.270(5) . ?
O204 C203 1.268(5) . ?
N102 O105 1.236(5) . ?
N102 O106 1.233(6) . ?
N102 C104 1.400(6) . ?
O207 C205 1.264(5) . ?
N201 C202 1.433(6) . ?
N201 O203 1.197(9) . ?
N201 O202 1.238(8) . ?
N201 O23A 1.21(2) . ?
N201 O22A 1.16(2) . ?
N101 C102 1.449(5) . ?
N101 O102 1.2201(2) . ?
N101 O103 1.2200(2) . ?
N101 O13A 1.189(11) . ?
N101 O12A 1.182(9) . ?
O107 C105 1.249(5) . ?
N10 H10A 0.8900 . ?
N10 H10B 0.8900 . ?
N10 H10C 0.8900 . ?
N10 C10 1.481(7) . ?
N20 H20A 0.8900 . ?
N20 H20B 0.8900 . ?
N20 H20C 0.8900 . ?
N20 C20 1.491(6) . ?
N203 O208 1.209(5) . ?
N203 C206 1.408(6) . ?
N203 O209 1.237(6) . ?
N103 C106 1.429(6) . ?
N103 O109 1.235(7) . ?
N103 O108 1.209(7) . ?
N103 O3 1.309(11) . ?
N103 O4 1.159(13) . ?
N30 H30A 0.8900 . ?
N30 H30B 0.8900 . ?
N30 H30C 0.8900 . ?
N30 C30 1.494(7) . ?
C103 C102 1.424(6) . ?
C103 C104 1.426(6) . ?
C102 C101 1.408(6) . ?
N60 H60A 0.8900 . ?
N60 H60B 0.8900 . ?
N60 H60C 0.8900 . ?
N60 C60 1.508(7) . ?
N40 H40A 0.8900 . ?
N40 H40B 0.8900 . ?
N40 H40C 0.8900 . ?
N40 C40 1.468(7) . ?
C202 C201 1.423(6) . ?
C202 C203 1.395(6) . ?
C104 C105 1.433(6) . ?
C101 C106 1.443(6) . ?
N50 H50A 0.8900 . ?
N50 H50B 0.8900 . ?
N50 H50C 0.8900 . ?
N50 C50 1.473(8) . ?
C106 C105 1.415(6) . ?
C201 C206 1.452(6) . ?
C206 C205 1.426(6) . ?
C203 C204 1.432(6) . ?
C205 C204 1.436(6) . ?
C204 N202 1.446(5) . ?
C20 C29 1.540(7) . ?
C20 C21 1.496(7) . ?
C20 C28 1.512(8) . ?
O401 H401 0.8200 . ?
O401 C401 1.370(9) . ?
C40 C49 1.526(7) . ?
C40 C47 1.519(7) . ?
C40 C41 1.504(8) . ?
C60 C65 1.531(8) . ?
C60 C61 1.508(7) . ?
C60 C66 1.513(9) . ?
C10 C16 1.510(7) . ?
C10 C18 1.526(7) . ?
C10 C11 1.511(7) . ?
C30 C39 1.499(7) . ?
C30 C35 1.504(7) . ?
C30 C31 1.545(8) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C25 1.540(9) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.521(9) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C15 1.495(9) . ?
C58 H58A 0.9700 . ?
C58 H58B 0.9700 . ?
C58 C50 1.530(7) . ?
C58 C54 1.514(9) . ?
C50 C59 1.535(8) . ?
C50 C51 1.539(9) . ?
C44 H44 0.9800 . ?
C44 C49 1.567(9) . ?
C44 C45 1.467(9) . ?
C44 C43 1.506(11) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C39 C38 1.538(10) . ?
C15 H15 0.9800 . ?
C15 C17 1.493(10) . ?
C15 C14 1.532(10) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C020 1.512(10) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.505(10) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C27 1.498(10) . ?
C65 H65A 0.9700 . ?
C65 H65B 0.9700 . ?
C65 C69 1.515(10) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C45 C46 1.496(9) . ?
C59 H59A 0.9700 . ?
C59 H59B 0.9700 . ?
C59 C56 1.519(10) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C47 C46 1.507(10) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C34 1.531(11) . ?
C54 H54 0.9800 . ?
C54 C55 1.525(10) . ?
C54 C53 1.511(11) . ?
C61 H61A 0.9700 . ?
C61 H61B 0.9700 . ?
C61 C62 1.506(11) . ?
C66 H66A 0.9700 . ?
C66 H66B 0.9700 . ?
C66 C67 1.518(11) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C12 1.550(10) . ?
C22 H22 0.9800 . ?
C22 C24 1.520(10) . ?
C22 C23 1.536(12) . ?
C12 H12 0.9800 . ?
C12 C13 1.545(11) . ?
C46 H46 0.9800 . ?
C46 C48 1.503(12) . ?
C020 H020 0.9800 . ?
C020 C14 1.529(10) . ?
C020 C13 1.482(11) . ?
C401 H40D 0.9600 . ?
C401 H40E 0.9600 . ?
C401 H40F 0.9600 . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
C51 C52 1.544(12) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C25 H25 0.9800 . ?
C25 C24 1.550(10) . ?
C25 C26 1.527(11) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C56 H56 0.9800 . ?
C56 C55 1.513(9) . ?
C56 C57 1.509(12) . ?
C55 H55A 0.9700 . ?
C55 H55B 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C38 H38 0.9800 . ?
C38 C36 1.459(10) . ?
C38 C37 1.468(11) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.553(11) . ?
C27 H27 0.9800 . ?
C27 C26 1.508(12) . ?
C27 C23 1.536(12) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.511(11) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C42 1.567(12) . ?
C69 H69 0.9800 . ?
C69 C63 1.498(13) . ?
C69 C68 1.515(14) . ?
C42 H42 0.9800 . ?
C42 C48 1.580(13) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C62 H62 0.9800 . ?
C62 C63 1.520(13) . ?
C62 C64 1.547(15) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 C32 1.529(11) . ?
C57 H57A 0.9700 . ?
C57 H57B 0.9700 . ?
C57 C52 1.518(12) . ?
C67 H67 0.9800 . ?
C67 C64 1.494(14) . ?
C67 C68 1.493(12) . ?
C63 H63A 0.9700 . ?
C63 H63B 0.9700 . ?
O301 H30D 0.8502 . ?
O301 H30E 0.8488 . ?
C34 H34 0.9800 . ?
C34 C37 1.519(13) . ?
C34 C33 1.528(14) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C32 H32 0.9800 . ?
C32 C33 1.523(13) . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C53 C52 1.545(11) . ?
C52 H52 0.9800 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C64 H64A 0.9700 . ?
C64 H64B 0.9700 . ?
C68 H68A 0.9700 . ?
C68 H68B 0.9700 . ?
N202 O205 1.2200(2) . ?
N202 O206 1.2200(2) . ?
N202 O2 1.184(10) . ?
N202 O1 1.253(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O105 N102 C104 121.5(4) . . ?
O106 N102 O105 118.4(4) . . ?
O106 N102 C104 120.0(5) . . ?
O23A N201 C202 119.4(12) . . ?
O23A N201 O202 57(2) . . ?
O22A N201 C202 122.1(12) . . ?
O22A N201 O203 48(3) . . ?
O22A N201 O202 100(2) . . ?
O22A N201 O23A 117.6(16) . . ?
O13A N101 C102 117.2(6) . . ?
O13A N101 O102 92.5(7) . . ?
O13A N101 O103 60.7(7) . . ?
O12A N101 C102 120.0(6) . . ?
O12A N101 O102 74.2(7) . . ?
O12A N101 O103 79.5(8) . . ?
O12A N101 O13A 120.9(8) . . ?
H10A N10 H10B 109.5 . . ?
H10A N10 H10C 109.5 . . ?
H10B N10 H10C 109.5 . . ?
C10 N10 H10A 109.5 . . ?
C10 N10 H10B 109.5 . . ?
C10 N10 H10C 109.5 . . ?
H20A N20 H20B 109.5 . . ?
H20A N20 H20C 109.5 . . ?
H20B N20 H20C 109.5 . . ?
C20 N20 H20A 109.5 . . ?
C20 N20 H20B 109.5 . . ?
C20 N20 H20C 109.5 . . ?
O208 N203 C206 123.2(4) . . ?
O208 N203 O209 116.7(4) . . ?
O209 N203 C206 120.1(4) . . ?
O3 N103 C106 114.2(7) . . ?
O4 N103 C106 126.0(10) . . ?
O4 N103 O109 57.1(18) . . ?
O4 N103 O108 83.4(16) . . ?
O4 N103 O3 119.5(11) . . ?
H30A N30 H30B 109.5 . . ?
H30A N30 H30C 109.5 . . ?
H30B N30 H30C 109.5 . . ?
C30 N30 H30A 109.5 . . ?
C30 N30 H30B 109.5 . . ?
C30 N30 H30C 109.5 . . ?
O104 C103 C102 121.9(4) . . ?
O104 C103 C104 123.7(4) . . ?
C102 C103 C104 114.4(4) . . ?
C103 C102 N101 116.5(4) . . ?
C101 C102 N101 117.7(4) . . ?
C101 C102 C103 125.8(4) . . ?
H60A N60 H60B 109.5 . . ?
H60A N60 H60C 109.5 . . ?
H60B N60 H60C 109.5 . . ?
C60 N60 H60A 109.5 . . ?
C60 N60 H60B 109.5 . . ?
C60 N60 H60C 109.5 . . ?
H40A N40 H40B 109.5 . . ?
H40A N40 H40C 109.5 . . ?
H40B N40 H40C 109.5 . . ?
C40 N40 H40A 109.5 . . ?
C40 N40 H40B 109.5 . . ?
C40 N40 H40C 109.5 . . ?
C201 C202 N201 117.0(4) . . ?
C203 C202 N201 116.5(4) . . ?
C203 C202 C201 126.4(4) . . ?
N102 C104 C103 118.0(4) . . ?
N102 C104 C105 117.5(4) . . ?
C103 C104 C105 124.5(4) . . ?
O101 C101 C102 121.8(4) . . ?
O101 C101 C106 122.7(4) . . ?
C102 C101 C106 115.4(4) . . ?
H50A N50 H50B 109.5 . . ?
H50A N50 H50C 109.5 . . ?
H50B N50 H50C 109.5 . . ?
C50 N50 H50A 109.5 . . ?
C50 N50 H50B 109.5 . . ?
C50 N50 H50C 109.5 . . ?
N103 C106 C101 117.4(4) . . ?
C105 C106 N103 119.2(4) . . ?
C105 C106 C101 123.3(4) . . ?
O201 C201 C202 122.0(4) . . ?
O201 C201 C206 123.7(4) . . ?
C202 C201 C206 114.1(4) . . ?
N203 C206 C201 117.1(4) . . ?
N203 C206 C205 118.3(4) . . ?
C205 C206 C201 124.6(4) . . ?
O204 C203 C202 121.8(4) . . ?
O204 C203 C204 122.8(4) . . ?
C202 C203 C204 115.4(4) . . ?
O107 C105 C104 122.2(4) . . ?
O107 C105 C106 121.3(4) . . ?
C106 C105 C104 116.1(4) . . ?
O207 C205 C206 122.6(4) . . ?
O207 C205 C204 122.2(4) . . ?
C206 C205 C204 115.0(4) . . ?
C203 C204 C205 124.5(4) . . ?
C203 C204 N202 118.5(4) . . ?
C205 C204 N202 117.0(4) . . ?
N20 C20 C29 109.1(4) . . ?
N20 C20 C21 109.8(4) . . ?
N20 C20 C28 107.6(4) . . ?
C21 C20 C29 111.3(4) . . ?
C21 C20 C28 109.7(5) . . ?
C28 C20 C29 109.3(5) . . ?
C401 O401 H401 109.5 . . ?
N40 C40 C49 110.6(4) . . ?
N40 C40 C47 110.7(4) . . ?
N40 C40 C41 107.4(4) . . ?
C47 C40 C49 108.2(5) . . ?
C41 C40 C49 110.2(5) . . ?
C41 C40 C47 109.8(6) . . ?
N60 C60 C65 108.2(5) . . ?
N60 C60 C66 109.5(5) . . ?
C61 C60 N60 109.3(5) . . ?
C61 C60 C65 112.1(5) . . ?
C61 C60 C66 108.8(6) . . ?
C66 C60 C65 108.9(6) . . ?
N10 C10 C16 110.1(4) . . ?
N10 C10 C18 109.0(4) . . ?
N10 C10 C11 108.6(4) . . ?
C16 C10 C18 111.2(4) . . ?
C16 C10 C11 108.4(5) . . ?
C11 C10 C18 109.4(5) . . ?
N30 C30 C39 108.7(5) . . ?
N30 C30 C35 108.9(4) . . ?
N30 C30 C31 108.9(5) . . ?
C39 C30 C35 111.8(5) . . ?
C39 C30 C31 108.8(5) . . ?
C35 C30 C31 109.7(5) . . ?
C20 C29 H29A 110.3 . . ?
C20 C29 H29B 110.3 . . ?
C20 C29 C25 107.1(5) . . ?
H29A C29 H29B 108.5 . . ?
C25 C29 H29A 110.3 . . ?
C25 C29 H29B 110.3 . . ?
C20 C21 H21A 109.6 . . ?
C20 C21 H21B 109.6 . . ?
C20 C21 C22 110.2(5) . . ?
H21A C21 H21B 108.1 . . ?
C22 C21 H21A 109.6 . . ?
C22 C21 H21B 109.6 . . ?
C10 C16 H16A 109.8 . . ?
C10 C16 H16B 109.8 . . ?
H16A C16 H16B 108.2 . . ?
C15 C16 C10 109.4(5) . . ?
C15 C16 H16A 109.8 . . ?
C15 C16 H16B 109.8 . . ?
H58A C58 H58B 108.3 . . ?
C50 C58 H58A 109.9 . . ?
C50 C58 H58B 109.9 . . ?
C54 C58 H58A 109.9 . . ?
C54 C58 H58B 109.9 . . ?
C54 C58 C50 108.7(6) . . ?
N50 C50 C58 109.3(5) . . ?
N50 C50 C59 108.7(5) . . ?
N50 C50 C51 109.8(5) . . ?
C58 C50 C59 110.4(5) . . ?
C58 C50 C51 109.0(5) . . ?
C59 C50 C51 109.7(6) . . ?
C49 C44 H44 109.5 . . ?
C45 C44 H44 109.5 . . ?
C45 C44 C49 110.6(6) . . ?
C45 C44 C43 111.4(7) . . ?
C43 C44 H44 109.5 . . ?
C43 C44 C49 106.3(6) . . ?
C30 C39 H39A 109.9 . . ?
C30 C39 H39B 109.9 . . ?
C30 C39 C38 109.0(5) . . ?
H39A C39 H39B 108.3 . . ?
C38 C39 H39A 109.9 . . ?
C38 C39 H39B 109.9 . . ?
C16 C15 H15 109.1 . . ?
C16 C15 C14 111.0(6) . . ?
C17 C15 C16 110.9(6) . . ?
C17 C15 H15 109.1 . . ?
C17 C15 C14 107.8(7) . . ?
C14 C15 H15 109.1 . . ?
C40 C49 C44 109.2(5) . . ?
C40 C49 H49A 109.8 . . ?
C40 C49 H49B 109.8 . . ?
C44 C49 H49A 109.8 . . ?
C44 C49 H49B 109.8 . . ?
H49A C49 H49B 108.3 . . ?
C10 C18 H18A 109.9 . . ?
C10 C18 H18B 109.9 . . ?
H18A C18 H18B 108.3 . . ?
C020 C18 C10 108.9(5) . . ?
C020 C18 H18A 109.9 . . ?
C020 C18 H18B 109.9 . . ?
C10 C11 H11A 110.1 . . ?
C10 C11 H11B 110.1 . . ?
H11A C11 H11B 108.4 . . ?
C12 C11 C10 108.2(5) . . ?
C12 C11 H11A 110.1 . . ?
C12 C11 H11B 110.1 . . ?
C20 C28 H28A 109.5 . . ?
C20 C28 H28B 109.5 . . ?
H28A C28 H28B 108.1 . . ?
C27 C28 C20 110.7(5) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C60 C65 H65A 110.3 . . ?
C60 C65 H65B 110.3 . . ?
H65A C65 H65B 108.6 . . ?
C69 C65 C60 106.9(6) . . ?
C69 C65 H65A 110.3 . . ?
C69 C65 H65B 110.3 . . ?
C44 C45 H45A 109.2 . . ?
C44 C45 H45B 109.2 . . ?
C44 C45 C46 111.8(5) . . ?
H45A C45 H45B 107.9 . . ?
C46 C45 H45A 109.2 . . ?
C46 C45 H45B 109.2 . . ?
C50 C59 H59A 110.0 . . ?
C50 C59 H59B 110.0 . . ?
H59A C59 H59B 108.3 . . ?
C56 C59 C50 108.7(6) . . ?
C56 C59 H59A 110.0 . . ?
C56 C59 H59B 110.0 . . ?
C40 C47 H47A 109.4 . . ?
C40 C47 H47B 109.4 . . ?
H47A C47 H47B 108.0 . . ?
C46 C47 C40 111.4(5) . . ?
C46 C47 H47A 109.4 . . ?
C46 C47 H47B 109.4 . . ?
C30 C35 H35A 110.1 . . ?
C30 C35 H35B 110.1 . . ?
C30 C35 C34 107.8(6) . . ?
H35A C35 H35B 108.5 . . ?
C34 C35 H35A 110.1 . . ?
C34 C35 H35B 110.1 . . ?
C58 C54 H54 109.3 . . ?
C55 C54 C58 111.1(6) . . ?
C55 C54 H54 109.3 . . ?
C53 C54 C58 109.3(7) . . ?
C53 C54 H54 109.3 . . ?
C53 C54 C55 108.6(8) . . ?
C60 C61 H61A 109.9 . . ?
C60 C61 H61B 109.9 . . ?
H61A C61 H61B 108.3 . . ?
C62 C61 C60 109.1(6) . . ?
C62 C61 H61A 109.9 . . ?
C62 C61 H61B 109.9 . . ?
C60 C66 H66A 109.7 . . ?
C60 C66 H66B 109.7 . . ?
H66A C66 H66B 108.2 . . ?
C67 C66 C60 109.8(6) . . ?
C67 C66 H66A 109.7 . . ?
C67 C66 H66B 109.7 . . ?
C15 C17 H17A 110.2 . . ?
C15 C17 H17B 110.2 . . ?
C15 C17 C12 107.5(6) . . ?
H17A C17 H17B 108.5 . . ?
C12 C17 H17A 110.2 . . ?
C12 C17 H17B 110.2 . . ?
C21 C22 H22 110.0 . . ?
C21 C22 C23 108.6(6) . . ?
C24 C22 C21 109.5(6) . . ?
C24 C22 H22 110.0 . . ?
C24 C22 C23 108.7(7) . . ?
C23 C22 H22 110.0 . . ?
C11 C12 C17 110.6(7) . . ?
C11 C12 H12 108.5 . . ?
C11 C12 C13 110.7(7) . . ?
C17 C12 H12 108.5 . . ?
C13 C12 C17 109.9(7) . . ?
C13 C12 H12 108.5 . . ?
C45 C46 C47 110.4(6) . . ?
C45 C46 H46 110.0 . . ?
C45 C46 C48 107.9(7) . . ?
C47 C46 H46 110.0 . . ?
C48 C46 C47 108.7(7) . . ?
C48 C46 H46 110.0 . . ?
C18 C020 H020 108.7 . . ?
C18 C020 C14 109.0(6) . . ?
C14 C020 H020 108.7 . . ?
C13 C020 C18 110.6(6) . . ?
C13 C020 H020 108.7 . . ?
C13 C020 C14 111.0(7) . . ?
O401 C401 H40D 109.5 . . ?
O401 C401 H40E 109.5 . . ?
O401 C401 H40F 109.5 . . ?
H40D C401 H40E 109.5 . . ?
H40D C401 H40F 109.5 . . ?
H40E C401 H40F 109.5 . . ?
C50 C51 H51A 109.9 . . ?
C50 C51 H51B 109.9 . . ?
H51A C51 H51B 108.3 . . ?
C52 C51 C50 109.1(6) . . ?
C52 C51 H51A 109.9 . . ?
C52 C51 H51B 109.9 . . ?
C15 C14 H14A 109.9 . . ?
C15 C14 H14B 109.9 . . ?
C020 C14 C15 109.0(5) . . ?
C020 C14 H14A 109.9 . . ?
C020 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
C29 C25 H25 109.5 . . ?
C29 C25 C24 110.0(6) . . ?
C24 C25 H25 109.5 . . ?
C26 C25 C29 108.8(6) . . ?
C26 C25 H25 109.5 . . ?
C26 C25 C24 109.7(8) . . ?
C12 C13 H13A 110.4 . . ?
C12 C13 H13B 110.4 . . ?
C020 C13 C12 106.7(6) . . ?
C020 C13 H13A 110.4 . . ?
C020 C13 H13B 110.4 . . ?
H13A C13 H13B 108.6 . . ?
C59 C56 H56 109.1 . . ?
C55 C56 C59 110.4(6) . . ?
C55 C56 H56 109.1 . . ?
C57 C56 C59 109.0(7) . . ?
C57 C56 H56 109.1 . . ?
C57 C56 C55 110.1(8) . . ?
C54 C55 C56 109.5(6) . . ?
C54 C55 H55A 109.8 . . ?
C54 C55 H55B 109.8 . . ?
C56 C55 H55A 109.8 . . ?
C56 C55 H55B 109.8 . . ?
H55A C55 H55B 108.2 . . ?
C22 C24 C25 109.3(6) . . ?
C22 C24 H24A 109.8 . . ?
C22 C24 H24B 109.8 . . ?
C25 C24 H24A 109.8 . . ?
C25 C24 H24B 109.8 . . ?
H24A C24 H24B 108.3 . . ?
C39 C38 H38 109.0 . . ?
C36 C38 C39 108.4(7) . . ?
C36 C38 H38 109.0 . . ?
C36 C38 C37 111.4(8) . . ?
C37 C38 C39 110.1(7) . . ?
C37 C38 H38 109.0 . . ?
C40 C41 H41A 109.6 . . ?
C40 C41 H41B 109.6 . . ?
C40 C41 C42 110.2(5) . . ?
H41A C41 H41B 108.1 . . ?
C42 C41 H41A 109.6 . . ?
C42 C41 H41B 109.6 . . ?
C28 C27 H27 110.0 . . ?
C28 C27 C26 109.3(8) . . ?
C28 C27 C23 108.7(7) . . ?
C26 C27 H27 110.0 . . ?
C26 C27 C23 108.7(7) . . ?
C23 C27 H27 110.0 . . ?
C30 C31 H31A 110.2 . . ?
C30 C31 H31B 110.2 . . ?
H31A C31 H31B 108.5 . . ?
C32 C31 C30 107.8(6) . . ?
C32 C31 H31A 110.2 . . ?
C32 C31 H31B 110.2 . . ?
C44 C43 H43A 109.6 . . ?
C44 C43 H43B 109.6 . . ?
C44 C43 C42 110.4(6) . . ?
H43A C43 H43B 108.1 . . ?
C42 C43 H43A 109.6 . . ?
C42 C43 H43B 109.6 . . ?
C65 C69 H69 108.7 . . ?
C63 C69 C65 109.6(8) . . ?
C63 C69 H69 108.7 . . ?
C63 C69 C68 110.6(9) . . ?
C68 C69 C65 110.6(8) . . ?
C68 C69 H69 108.7 . . ?
C41 C42 C43 108.1(8) . . ?
C41 C42 H42 111.4 . . ?
C41 C42 C48 107.4(8) . . ?
C43 C42 H42 111.4 . . ?
C43 C42 C48 107.0(6) . . ?
C48 C42 H42 111.4 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C27 C26 C25 110.5(7) . . ?
C27 C26 H26A 109.5 . . ?
C27 C26 H26B 109.5 . . ?
H26A C26 H26B 108.1 . . ?
C46 C48 C42 111.2(7) . . ?
C46 C48 H48A 109.4 . . ?
C46 C48 H48B 109.4 . . ?
C42 C48 H48A 109.4 . . ?
C42 C48 H48B 109.4 . . ?
H48A C48 H48B 108.0 . . ?
C61 C62 H62 110.0 . . ?
C61 C62 C63 109.9(8) . . ?
C61 C62 C64 107.3(8) . . ?
C63 C62 H62 110.0 . . ?
C63 C62 C64 109.7(10) . . ?
C64 C62 H62 110.0 . . ?
C38 C36 H36A 109.6 . . ?
C38 C36 H36B 109.6 . . ?
C38 C36 C32 110.3(7) . . ?
H36A C36 H36B 108.1 . . ?
C32 C36 H36A 109.6 . . ?
C32 C36 H36B 109.6 . . ?
C56 C57 H57A 109.6 . . ?
C56 C57 H57B 109.6 . . ?
C56 C57 C52 110.5(8) . . ?
H57A C57 H57B 108.1 . . ?
C52 C57 H57A 109.6 . . ?
C52 C57 H57B 109.6 . . ?
C66 C67 H67 109.3 . . ?
C64 C67 C66 108.1(8) . . ?
C64 C67 H67 109.3 . . ?
C64 C67 C68 111.9(10) . . ?
C68 C67 C66 108.8(8) . . ?
C68 C67 H67 109.3 . . ?
C69 C63 C62 109.9(7) . . ?
C69 C63 H63A 109.7 . . ?
C69 C63 H63B 109.7 . . ?
C62 C63 H63A 109.7 . . ?
C62 C63 H63B 109.7 . . ?
H63A C63 H63B 108.2 . . ?
H30D O301 H30E 109.6 . . ?
C35 C34 H34 109.2 . . ?
C37 C34 C35 111.1(9) . . ?
C37 C34 H34 109.2 . . ?
C33 C34 C35 108.0(9) . . ?
C33 C34 H34 109.2 . . ?
C33 C34 C37 110.1(9) . . ?
C38 C37 C34 109.4(8) . . ?
C38 C37 H37A 109.8 . . ?
C38 C37 H37B 109.8 . . ?
C34 C37 H37A 109.8 . . ?
C34 C37 H37B 109.8 . . ?
H37A C37 H37B 108.2 . . ?
C31 C32 C36 109.5(8) . . ?
C31 C32 H32 109.4 . . ?
C31 C32 C33 109.4(8) . . ?
C36 C32 H32 109.4 . . ?
C33 C32 C36 109.7(9) . . ?
C33 C32 H32 109.4 . . ?
C54 C53 H53A 109.6 . . ?
C54 C53 H53B 109.6 . . ?
C54 C53 C52 110.4(7) . . ?
H53A C53 H53B 108.1 . . ?
C52 C53 H53A 109.6 . . ?
C52 C53 H53B 109.6 . . ?
C51 C52 C53 107.2(8) . . ?
C51 C52 H52 110.3 . . ?
C57 C52 C51 108.6(7) . . ?
C57 C52 C53 110.0(8) . . ?
C57 C52 H52 110.3 . . ?
C53 C52 H52 110.3 . . ?
C22 C23 C27 110.4(7) . . ?
C22 C23 H23A 109.6 . . ?
C22 C23 H23B 109.6 . . ?
C27 C23 H23A 109.6 . . ?
C27 C23 H23B 109.6 . . ?
H23A C23 H23B 108.1 . . ?
C34 C33 H33A 110.1 . . ?
C34 C33 H33B 110.1 . . ?
C32 C33 C34 108.2(8) . . ?
C32 C33 H33A 110.1 . . ?
C32 C33 H33B 110.1 . . ?
H33A C33 H33B 108.4 . . ?
C62 C64 H64A 109.8 . . ?
C62 C64 H64B 109.8 . . ?
C67 C64 C62 109.4(8) . . ?
C67 C64 H64A 109.8 . . ?
C67 C64 H64B 109.8 . . ?
H64A C64 H64B 108.2 . . ?
C69 C68 H68A 109.9 . . ?
C69 C68 H68B 109.9 . . ?
C67 C68 C69 108.9(9) . . ?
C67 C68 H68A 109.9 . . ?
C67 C68 H68B 109.9 . . ?
H68A C68 H68B 108.3 . . ?
O2 N202 C204 123.2(7) . . ?
O2 N202 O205 76.3(8) . . ?
O2 N202 O206 71.9(9) . . ?
O2 N202 O1 118.7(9) . . ?
O1 N202 C204 118.1(7) . . ?
N101 O13A O102 44.5(5) . . ?
N101 O13A O103 60.9(5) . . ?
N101 O12A O102 54.1(4) . . ?
N101 O12A O103 51.4(5) . . ?
N201 O23A O203 43.0(10) . . ?
N202 O2 O205 52.9(4) . . ?
N202 O2 O206 55.2(7) . . ?
N202 O1 O205 50.4(6) . . ?
N202 O1 O206 49.7(4) . . ?
N103 O4 O108 49.6(10) . . ?

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
O104 C103 C102 N101 -1.4(7) . . . . ?
O104 C103 C102 C101 179.8(5) . . . . ?
O104 C103 C104 N102 1.0(7) . . . . ?
O104 C103 C104 C105 -175.0(5) . . . . ?
O101 C101 C106 N103 13.1(7) . . . . ?
O101 C101 C106 C105 -170.9(5) . . . . ?
O201 C201 C206 N203 4.8(8) . . . . ?
O201 C201 C206 C205 -174.6(5) . . . . ?
O204 C203 C204 C205 -177.0(6) . . . . ?
O204 C203 C204 N202 4.0(8) . . . . ?
N102 C104 C105 O107 -7.5(8) . . . . ?
N102 C104 C105 C106 179.5(5) . . . . ?
O207 C205 C204 C203 174.6(5) . . . . ?
O207 C205 C204 N202 -6.4(8) . . . . ?
O105 N102 C104 C103 -35.7(7) . . . . ?
O105 N102 C104 C105 140.5(5) . . . . ?
N201 C202 C201 O201 -1.4(8) . . . . ?
N201 C202 C201 C206 -177.5(5) . . . . ?
N201 C202 C203 O204 -5.6(8) . . . . ?
N201 C202 C203 C204 176.4(5) . . . . ?
N101 C102 C101 O101 -5.8(7) . . . . ?
N101 C102 C101 C106 176.7(4) . . . . ?
O106 N102 C104 C103 142.5(5) . . . . ?
O106 N102 C104 C105 -41.3(7) . . . . ?
N10 C10 C16 C15 179.2(5) . . . . ?
N10 C10 C18 C020 178.5(5) . . . . ?
N10 C10 C11 C12 -178.6(5) . . . . ?
N20 C20 C29 C25 -178.8(5) . . . . ?
N20 C20 C21 C22 178.4(5) . . . . ?
N20 C20 C28 C27 179.7(6) . . . . ?
N203 C206 C205 O207 4.7(8) . . . . ?
N203 C206 C205 C204 179.9(5) . . . . ?
N103 C106 C105 O107 0.5(8) . . . . ?
N103 C106 C105 C104 173.6(5) . . . . ?
N30 C30 C39 C38 -179.5(5) . . . . ?
N30 C30 C35 C34 178.2(7) . . . . ?
N30 C30 C31 C32 -179.4(6) . . . . ?
C103 C102 C101 O101 172.9(5) . . . . ?
C103 C102 C101 C106 -4.6(7) . . . . ?
C103 C104 C105 O107 168.5(5) . . . . ?
C103 C104 C105 C106 -4.6(7) . . . . ?
C102 C103 C104 N102 -177.7(4) . . . . ?
C102 C103 C104 C105 6.4(7) . . . . ?
C102 C101 C106 N103 -169.4(4) . . . . ?
C102 C101 C106 C105 6.6(7) . . . . ?
N60 C60 C65 C69 179.7(6) . . . . ?
N60 C60 C61 C62 178.4(7) . . . . ?
N60 C60 C66 C67 -179.8(6) . . . . ?
N40 C40 C49 C44 -179.5(5) . . . . ?
N40 C40 C47 C46 -179.1(5) . . . . ?
N40 C40 C41 C42 -179.7(6) . . . . ?
O208 N203 C206 C201 -156.0(6) . . . . ?
O208 N203 C206 C205 23.5(8) . . . . ?
C202 C201 C206 N203 -179.1(5) . . . . ?
C202 C201 C206 C205 1.4(8) . . . . ?
C202 C203 C204 C205 1.0(8) . . . . ?
C202 C203 C204 N202 -178.0(5) . . . . ?
C104 C103 C102 N101 177.2(4) . . . . ?
C104 C103 C102 C101 -1.5(7) . . . . ?
C101 C106 C105 O107 -175.5(5) . . . . ?
C101 C106 C105 C104 -2.4(7) . . . . ?
N50 C50 C59 C56 179.6(5) . . . . ?
N50 C50 C51 C52 178.6(6) . . . . ?
C201 C202 C203 O204 177.9(5) . . . . ?
C201 C202 C203 C204 -0.1(8) . . . . ?
C201 C206 C205 O207 -175.9(5) . . . . ?
C201 C206 C205 C204 -0.6(8) . . . . ?
C206 C205 C204 C203 -0.7(8) . . . . ?
C206 C205 C204 N202 178.3(5) . . . . ?
C203 C202 C201 O201 175.1(5) . . . . ?
C203 C202 C201 C206 -1.0(8) . . . . ?
C203 C204 N202 O2 -132.4(12) . . . . ?
C203 C204 N202 O1 49.0(12) . . . . ?
C205 C204 N202 O2 48.5(13) . . . . ?
C205 C204 N202 O1 -130.1(11) . . . . ?
O209 N203 C206 C201 25.2(8) . . . . ?
O209 N203 C206 C205 -155.3(6) . . . . ?
C20 C29 C25 C24 -59.2(7) . . . . ?
C20 C29 C25 C26 60.9(8) . . . . ?
C20 C21 C22 C24 59.5(8) . . . . ?
C20 C21 C22 C23 -59.1(8) . . . . ?
C20 C28 C27 C26 -59.2(9) . . . . ?
C20 C28 C27 C23 59.3(9) . . . . ?
C40 C47 C46 C45 -58.3(8) . . . . ?
C40 C47 C46 C48 59.8(8) . . . . ?
C40 C41 C42 C43 57.3(9) . . . . ?
C40 C41 C42 C48 -57.8(9) . . . . ?
C60 C65 C69 C63 60.7(10) . . . . ?
C60 C65 C69 C68 -61.4(9) . . . . ?
C60 C61 C62 C63 -57.0(11) . . . . ?
C60 C61 C62 C64 62.2(10) . . . . ?
C60 C66 C67 C64 -60.8(10) . . . . ?
C60 C66 C67 C68 61.0(11) . . . . ?
C10 C16 C15 C17 62.0(7) . . . . ?
C10 C16 C15 C14 -57.8(7) . . . . ?
C10 C18 C020 C14 60.4(7) . . . . ?
C10 C18 C020 C13 -62.0(8) . . . . ?
C10 C11 C12 C17 -61.0(8) . . . . ?
C10 C11 C12 C13 61.2(7) . . . . ?
C30 C39 C38 C36 -62.4(8) . . . . ?
C30 C39 C38 C37 59.6(8) . . . . ?
C30 C35 C34 C37 -57.6(11) . . . . ?
C30 C35 C34 C33 63.2(10) . . . . ?
C30 C31 C32 C36 59.4(9) . . . . ?
C30 C31 C32 C33 -60.9(10) . . . . ?
C29 C20 C21 C22 -60.7(7) . . . . ?
C29 C20 C28 C27 61.4(8) . . . . ?
C29 C25 C24 C22 60.4(9) . . . . ?
C29 C25 C26 C27 -60.9(9) . . . . ?
C21 C20 C29 C25 60.0(6) . . . . ?
C21 C20 C28 C27 -60.9(8) . . . . ?
C21 C22 C24 C25 -59.0(9) . . . . ?
C21 C22 C23 C27 58.3(9) . . . . ?
C16 C10 C18 C020 -59.9(7) . . . . ?
C16 C10 C11 C12 61.7(7) . . . . ?
C16 C15 C17 C12 -58.8(8) . . . . ?
C16 C15 C14 C020 59.3(8) . . . . ?
C58 C50 C59 C56 59.8(7) . . . . ?
C58 C50 C51 C52 -61.7(8) . . . . ?
C58 C54 C55 C56 -58.8(9) . . . . ?
C58 C54 C53 C52 61.9(10) . . . . ?
C50 C58 C54 C55 58.4(7) . . . . ?
C50 C58 C54 C53 -61.4(8) . . . . ?
C50 C59 C56 C55 -59.8(8) . . . . ?
C50 C59 C56 C57 61.2(8) . . . . ?
C50 C51 C52 C57 -58.7(9) . . . . ?
C50 C51 C52 C53 60.1(9) . . . . ?
C44 C45 C46 C47 57.0(9) . . . . ?
C44 C45 C46 C48 -61.6(9) . . . . ?
C44 C43 C42 C41 -60.9(9) . . . . ?
C44 C43 C42 C48 54.4(10) . . . . ?
C39 C30 C35 C34 58.1(9) . . . . ?
C39 C30 C31 C32 -61.0(8) . . . . ?
C39 C38 C36 C32 61.1(9) . . . . ?
C39 C38 C37 C34 -59.8(10) . . . . ?
C15 C17 C12 C11 59.0(9) . . . . ?
C15 C17 C12 C13 -63.6(8) . . . . ?
C49 C40 C47 C46 59.6(8) . . . . ?
C49 C40 C41 C42 -59.2(8) . . . . ?
C49 C44 C45 C46 -56.9(8) . . . . ?
C49 C44 C43 C42 63.0(9) . . . . ?
C18 C10 C16 C15 58.2(7) . . . . ?
C18 C10 C11 C12 -59.7(7) . . . . ?
C18 C020 C14 C15 -60.2(8) . . . . ?
C18 C020 C13 C12 61.3(8) . . . . ?
C11 C10 C16 C15 -62.2(7) . . . . ?
C11 C10 C18 C020 59.9(7) . . . . ?
C11 C12 C13 C020 -61.6(8) . . . . ?
C28 C20 C29 C25 -61.4(6) . . . . ?
C28 C20 C21 C22 60.4(6) . . . . ?
C28 C27 C26 C25 59.1(9) . . . . ?
C28 C27 C23 C22 -58.6(9) . . . . ?
C65 C60 C61 C62 58.4(9) . . . . ?
C65 C60 C66 C67 -61.7(8) . . . . ?
C65 C69 C63 C62 -62.5(12) . . . . ?
C65 C69 C68 C67 62.0(11) . . . . ?
C45 C44 C49 C40 58.0(7) . . . . ?
C45 C44 C43 C42 -57.5(9) . . . . ?
C45 C46 C48 C42 60.6(9) . . . . ?
C59 C50 C51 C52 59.2(7) . . . . ?
C59 C56 C55 C54 59.2(9) . . . . ?
C59 C56 C57 C52 -62.6(9) . . . . ?
C47 C40 C49 C44 -58.1(7) . . . . ?
C47 C40 C41 C42 59.8(8) . . . . ?
C47 C46 C48 C42 -59.1(9) . . . . ?
C35 C30 C39 C38 -59.2(7) . . . . ?
C35 C30 C31 C32 61.5(8) . . . . ?
C35 C34 C37 C38 60.0(11) . . . . ?
C35 C34 C33 C32 -63.0(11) . . . . ?
C54 C58 C50 N50 -178.5(5) . . . . ?
C54 C58 C50 C59 -59.1(7) . . . . ?
C54 C58 C50 C51 61.5(8) . . . . ?
C54 C53 C52 C51 -60.6(11) . . . . ?
C54 C53 C52 C57 57.3(11) . . . . ?
C61 C60 C65 C69 -59.7(9) . . . . ?
C61 C60 C66 C67 60.8(8) . . . . ?
C61 C62 C63 C69 60.0(13) . . . . ?
C61 C62 C64 C67 -62.8(10) . . . . ?
C66 C60 C65 C69 60.8(8) . . . . ?
C66 C60 C61 C62 -62.1(9) . . . . ?
C66 C67 C64 C62 61.6(11) . . . . ?
C66 C67 C68 C69 -60.0(12) . . . . ?
C17 C15 C14 C020 -62.2(8) . . . . ?
C17 C12 C13 C020 60.9(9) . . . . ?
C51 C50 C59 C56 -60.3(7) . . . . ?
C14 C15 C17 C12 62.9(8) . . . . ?
C14 C020 C13 C12 -59.9(8) . . . . ?
C13 C020 C14 C15 61.9(8) . . . . ?
C56 C57 C52 C51 60.9(9) . . . . ?
C56 C57 C52 C53 -56.2(10) . . . . ?
C55 C54 C53 C52 -59.5(10) . . . . ?
C55 C56 C57 C52 58.7(9) . . . . ?
C24 C22 C23 C27 -60.8(8) . . . . ?
C24 C25 C26 C27 59.4(8) . . . . ?
C38 C36 C32 C31 -61.5(10) . . . . ?
C38 C36 C32 C33 58.5(11) . . . . ?
C41 C40 C49 C44 62.0(7) . . . . ?
C41 C40 C47 C46 -60.7(7) . . . . ?
C41 C42 C48 C46 58.3(9) . . . . ?
C31 C30 C39 C38 62.1(7) . . . . ?
C31 C30 C35 C34 -62.6(9) . . . . ?
C31 C32 C33 C34 62.8(11) . . . . ?
C43 C44 C49 C40 -63.0(7) . . . . ?
C43 C44 C45 C46 61.0(8) . . . . ?
C43 C42 C48 C46 -57.6(9) . . . . ?
C26 C25 C24 C22 -59.2(8) . . . . ?
C26 C27 C23 C22 60.3(9) . . . . ?
C36 C38 C37 C34 60.4(10) . . . . ?
C36 C32 C33 C34 -57.3(11) . . . . ?
C57 C56 C55 C54 -61.2(9) . . . . ?
C63 C69 C68 C67 -59.5(10) . . . . ?
C63 C62 C64 C67 56.5(10) . . . . ?
C37 C38 C36 C32 -60.1(10) . . . . ?
C37 C34 C33 C32 58.5(10) . . . . ?
C53 C54 C55 C56 61.5(8) . . . . ?
C23 C22 C24 C25 59.5(8) . . . . ?
C23 C27 C26 C25 -59.4(9) . . . . ?
C33 C34 C37 C38 -59.6(10) . . . . ?
C64 C62 C63 C69 -57.7(11) . . . . ?
C64 C67 C68 C69 59.4(11) . . . . ?
C68 C69 C63 C62 59.7(11) . . . . ?
C68 C67 C64 C62 -58.3(11) . . . . ?
O13A N101 C102 C103 62.1(9) . . . . ?
O13A N101 C102 C101 -119.1(9) . . . . ?
O12A N101 C102 C103 -133.5(9) . . . . ?
O12A N101 C102 C101 45.3(10) . . . . ?
O23A N201 C202 C201 -125(3) . . . . ?
O23A N201 C202 C203 59(3) . . . . ?
O22A N201 C202 C201 67(4) . . . . ?
O22A N201 C202 C203 -110(4) . . . . ?
O3 N103 C106 C101 148.4(11) . . . . ?
O3 N103 C106 C105 -27.8(12) . . . . ?
O4 N103 C106 C101 -38(3) . . . . ?
O4 N103 C106 C105 146(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
# start Validation Reply Form
_vrf_PLAT213_IV                  
;
PROBLEM: Atom O22A            has ADP max/min Ratio .....        8.3 prolat
RESPONSE: the oxygen atom is a part of the disordered nitro group that has been
modeled in two positions.
;
_vrf_PLAT417_IV                  
;
PROBLEM: Short Inter D-H..H-D       H30D     ..H50C             1.71 Ang.  
RESPONSE: Both hydrogen atoms share the same hydrogen bond acceptor atom.
;
_vrf_PLAT910_IV                  
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         69 Note  
RESPONSE: Could not be collected because of the beamstop.
;
_vrf_PLAT026_IV                  
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        37% Check 
RESPONSE: Similarly to the other crystals with the same packing motif,
the crystals do not diffract very far and there is a fair amount of disorder 
within the structure.
;
_vrf_PLAT084_IV                  
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.38 Report
RESPONSE: see above
;
_vrf_PLAT094_IV                  
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       4.60 Report
RESPONSE: see above
;
_vrf_PLAT097_IV                  
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.30 eA-3  
RESPONSE: see above
;
_vrf_PLAT340_IV                  
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01087 Ang.  
RESPONSE: see above
;
_vrf_PLAT420_IV                  
;
PROBLEM: D-H Without Acceptor       O301     --H30E           Please Check 
RESPONSE: There are no hydrogen bond acceptor atoms in the neighbourhood
of the H30E sice the O-H bond points toward the apolar cavity formed
by the adamantyl-1-aminium cations.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_viii
_database_code_depnum_ccdc_archive 'CCDC 1856335'
loop_
_audit_author_name
_audit_author_address
'Kristina Smokrovic'
;University of Zagreb, Faculty of Science, Department of Chemistry
Croatia
;
_audit_update_record             
;
2018-07-17 deposited with the CCDC.	2020-01-23 downloaded from the CCDC.
;
_audit_creation_date             2018-07-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            
'adamantan-1-aminium dihydrogentrinitrophloroglucinolate'
_chemical_name_systematic        
'adamantan-1-aminium trinitrobenzene-1,3,5-tris(olate)'
_chemical_formula_moiety         'C6 H2 N3 O9, C10 H18 N'
_chemical_formula_sum            'C16 H20 N4 O9'
_chemical_formula_weight         412.36
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-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                   11.1478(3)
_cell_length_b                   22.3581(8)
_cell_length_c                   29.9866(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7474.0(4)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    3050
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.3900
_cell_measurement_theta_min      4.5470
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.947
_exptl_absorpt_coefficient_mu    0.121
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70113
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             3456
_exptl_crystal_recrystallization_method propan-2-ol
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            22536
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_min         4.135
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            CCD
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    9.00   67.20   0.3000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       28.6542  -99.0000   30.0000 194

#__ type_ start__ end____ width___ exp.time_
  2 omega  -95.00   25.00   0.3000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.4667   19.0000  -30.0000 400
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_radiation_collimation    0.8
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5617
_reflns_number_total             8128
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     529
_refine_ls_number_reflns         8128
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0963
_refine_ls_R_factor_gt           0.0648
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0720P)²+2.7242P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1527
_refine_ls_wR_factor_ref         0.1699
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C22(H22), C12(H12), C24(H24), C27(H27), C17(H17), C14(H14)
2.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C11(H11A,H11B), C25(H25A,H25B), C26(H26A,H26B), C16(H16A,
 H16B), C29(H29A,H29B), C23(H23A,H23B), C15(H15A,H15B), C19(H19A,H19B),
 C28(H28A,H28B), C13(H13A,H13B), C18(H18A,H18B)
2.c Idealised Me refined as rotating group:
 N20(H20A,H20B,H20C), N10(H10A,H10B,H10C)
2.d Idealised tetrahedral OH refined as rotating group:
 O207(H207), O204(H204), O107(H107), O104(H104)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O101 O 0.26669(14) 0.50806(7) 0.41597(5) 0.0530(4) Uani 1 1 d . . . . .
O201 O 0.45110(15) 0.38850(8) 0.59635(6) 0.0558(4) Uani 1 1 d . . . . .
O207 O 0.28164(16) 0.31451(8) 0.46065(5) 0.0579(5) Uani 1 1 d . . . . .
H207 H 0.328760 0.338666 0.449852 0.087 Uiso 1 1 calc GR . . . .
O204 O 0.14085(17) 0.25216(9) 0.60349(6) 0.0658(5) Uani 1 1 d . . . . .
H204 H 0.094375 0.232685 0.588052 0.099 Uiso 1 1 calc GR . . . .
O208 O 0.42398(16) 0.39911(9) 0.46016(6) 0.0675(5) Uani 1 1 d . . . . .
O107 O 0.06879(17) 0.42691(10) 0.54007(6) 0.0745(6) Uani 1 1 d . . . . .
H107 H 0.017908 0.401903 0.546570 0.112 Uiso 1 1 calc GR . . . .
N203 N 0.44406(17) 0.39359(9) 0.50109(7) 0.0496(5) Uani 1 1 d . . . . .
N20 N -0.47605(17) 0.48656(9) 0.39747(6) 0.0488(5) Uani 1 1 d . . . . .
H20A H -0.554933 0.480612 0.396380 0.059 Uiso 1 1 calc GR . . . .
H20B H -0.461041 0.525647 0.398176 0.059 Uiso 1 1 calc GR . . . .
H20C H -0.446341 0.469414 0.421868 0.059 Uiso 1 1 calc GR . . . .
N103 N 0.22609(17) 0.50884(10) 0.50783(7) 0.0525(5) Uani 1 1 d . . . . .
N10 N 0.29578(18) 0.63216(9) 0.40916(6) 0.0522(5) Uani 1 1 d . . . . .
H10A H 0.375500 0.631623 0.410739 0.063 Uiso 1 1 calc GR . . . .
H10B H 0.267670 0.595156 0.412413 0.063 Uiso 1 1 calc GR . . . .
H10C H 0.266670 0.655339 0.430726 0.063 Uiso 1 1 calc GR . . . .
N202 N 0.13263(18) 0.23901(9) 0.50943(8) 0.0570(5) Uani 1 1 d . . . . .
O209 O 0.52646(19) 0.42048(10) 0.51843(7) 0.0845(7) Uani 1 1 d . . . . .
O109 O 0.21377(18) 0.56197(9) 0.50114(9) 0.0855(7) Uani 1 1 d . . . . .
O206 O 0.1296(2) 0.23272(10) 0.46924(7) 0.0852(7) Uani 1 1 d . . . . .
O104 O 0.00180(19) 0.35095(10) 0.39078(8) 0.0865(7) Uani 1 1 d . . . . .
H104 H -0.045801 0.328722 0.403429 0.130 Uiso 1 1 calc GR . . . .
O108 O 0.2912(2) 0.48907(10) 0.53635(7) 0.0879(7) Uani 1 1 d . . . . .
O205 O 0.0661(2) 0.20776(10) 0.53382(8) 0.0921(7) Uani 1 1 d . . . . .
O106 O -0.06890(19) 0.33936(11) 0.52553(9) 0.0986(8) Uani 1 1 d . . . . .
N201 N 0.2987(2) 0.32244(13) 0.64583(7) 0.0679(6) Uani 1 1 d . . . . .
C201 C 0.37741(18) 0.35757(9) 0.57445(7) 0.0388(5) Uani 1 1 d . . . . .
C204 C 0.20881(18) 0.28141(9) 0.52999(7) 0.0386(5) Uani 1 1 d . . . . .
N102 N -0.0542(2) 0.34403(11) 0.48403(11) 0.0754(8) Uani 1 1 d . . . . .
C206 C 0.36832(17) 0.35541(9) 0.52649(7) 0.0366(5) Uani 1 1 d . . . . .
C101 C 0.19176(18) 0.47190(10) 0.43204(7) 0.0418(5) Uani 1 1 d . . . . .
C203 C 0.21245(18) 0.28418(10) 0.57738(7) 0.0415(5) Uani 1 1 d . . . . .
C205 C 0.28708(18) 0.31729(9) 0.50435(7) 0.0382(5) Uani 1 1 d . . . . .
N101 N 0.1574(2) 0.43175(14) 0.35775(8) 0.0752(7) Uani 1 1 d . . . . .
C202 C 0.29385(19) 0.32105(10) 0.59701(7) 0.0431(5) Uani 1 1 d . . . . .
C106 C 0.16423(18) 0.46753(10) 0.47836(7) 0.0407(5) Uani 1 1 d . . . . .
O105 O -0.1119(2) 0.31175(11) 0.45794(11) 0.1139(10) Uani 1 1 d . . . . .
C20 C -0.41809(18) 0.45945(10) 0.35672(7) 0.0401(5) Uani 1 1 d . . . . .
C105 C 0.08681(19) 0.42633(11) 0.49644(8) 0.0479(6) Uani 1 1 d . . . . .
C102 C 0.13035(19) 0.42963(11) 0.40521(7) 0.0481(6) Uani 1 1 d . . . . .
C103 C 0.0509(2) 0.38784(11) 0.42042(9) 0.0532(6) Uani 1 1 d . . . . .
O203 O 0.3582(3) 0.28440(16) 0.66405(8) 0.1229(10) Uani 1 1 d . . . . .
O202 O 0.2445(3) 0.36132(14) 0.66483(8) 0.1224(10) Uani 1 1 d . . . . .
C104 C 0.0272(2) 0.38573(11) 0.46709(9) 0.0516(6) Uani 1 1 d . . . . .
C10 C 0.2577(2) 0.65645(11) 0.36450(7) 0.0463(5) Uani 1 1 d . . . . .
C21 C -0.4420(2) 0.39245(11) 0.35629(8) 0.0556(6) Uani 1 1 d . . . . .
H21A H -0.527772 0.385029 0.356127 0.067 Uiso 1 1 calc R . . . .
H21B H -0.408219 0.374098 0.382767 0.067 Uiso 1 1 calc R . . . .
C11 C 0.3104(2) 0.61759(12) 0.32814(8) 0.0565(6) Uani 1 1 d . . . . .
H11A H 0.282346 0.576773 0.331521 0.068 Uiso 1 1 calc R . . . .
H11B H 0.397222 0.617540 0.330303 0.068 Uiso 1 1 calc R . . . .
C25 C -0.4727(2) 0.48844(12) 0.31595(8) 0.0558(6) Uani 1 1 d . . . . .
H25A H -0.458362 0.531228 0.316559 0.067 Uiso 1 1 calc R . . . .
H25B H -0.558687 0.481781 0.315583 0.067 Uiso 1 1 calc R . . . .
O102 O 0.2376(3) 0.40200(18) 0.34353(9) 0.1347(12) Uani 1 1 d . . . . .
C26 C -0.2842(2) 0.47058(13) 0.35808(9) 0.0601(7) Uani 1 1 d . . . . .
H26A H -0.249866 0.452146 0.384444 0.072 Uiso 1 1 calc R . . . .
H26B H -0.268445 0.513221 0.359359 0.072 Uiso 1 1 calc R . . . .
C22 C -0.3845(3) 0.36561(12) 0.31449(9) 0.0647(7) Uani 1 1 d . . . . .
H22 H -0.399708 0.322443 0.313793 0.078 Uiso 1 1 calc R . . . .
C12 C 0.2719(3) 0.64209(14) 0.28268(9) 0.0680(8) Uani 1 1 d . . . . .
H12 H 0.305930 0.616929 0.259094 0.082 Uiso 1 1 calc R . . . .
O103 O 0.1011(3) 0.4665(2) 0.33529(8) 0.1605(15) Uani 1 1 d . . . . .
C24 C -0.4155(3) 0.46106(14) 0.27430(8) 0.0685(8) Uani 1 1 d . . . . .
H24 H -0.450746 0.479446 0.247688 0.082 Uiso 1 1 calc R . . . .
C16 C 0.3050(3) 0.71974(12) 0.35985(9) 0.0687(8) Uani 1 1 d . . . . .
H16A H 0.391735 0.719863 0.362261 0.082 Uiso 1 1 calc R . . . .
H16B H 0.272581 0.744763 0.383370 0.082 Uiso 1 1 calc R . . . .
C29 C -0.2517(3) 0.37653(15) 0.31524(11) 0.0787(9) Uani 1 1 d . . . . .
H29A H -0.215038 0.358967 0.288991 0.094 Uiso 1 1 calc R . . . .
H29B H -0.216812 0.357849 0.341390 0.094 Uiso 1 1 calc R . . . .
C23 C -0.4395(3) 0.39441(15) 0.27351(9) 0.0772(9) Uani 1 1 d . . . . .
H23A H -0.404989 0.376977 0.246807 0.093 Uiso 1 1 calc R . . . .
H23B H -0.525256 0.387180 0.273085 0.093 Uiso 1 1 calc R . . . .
C27 C -0.2273(2) 0.44391(16) 0.31615(10) 0.0743(9) Uani 1 1 d . . . . .
H27 H -0.140540 0.451103 0.316460 0.089 Uiso 1 1 calc R . . . .
C15 C 0.1222(2) 0.65571(17) 0.36173(9) 0.0754(9) Uani 1 1 d . . . . .
H15A H 0.088352 0.680296 0.385230 0.090 Uiso 1 1 calc R . . . .
H15B H 0.092709 0.615182 0.365419 0.090 Uiso 1 1 calc R . . . .
C19 C 0.3180(3) 0.70520(15) 0.27738(10) 0.0778(9) Uani 1 1 d . . . . .
H19A H 0.294505 0.720843 0.248506 0.093 Uiso 1 1 calc R . . . .
H19B H 0.404941 0.705391 0.278999 0.093 Uiso 1 1 calc R . . . .
C28 C -0.2828(3) 0.47303(16) 0.27488(10) 0.0828(10) Uani 1 1 d . . . . .
H28A H -0.268443 0.515812 0.275440 0.099 Uiso 1 1 calc R . . . .
H28B H -0.246157 0.456819 0.248152 0.099 Uiso 1 1 calc R . . . .
C17 C 0.2667(4) 0.74408(14) 0.31403(10) 0.0863(10) Uani 1 1 d . . . . .
H17 H 0.296290 0.785092 0.310553 0.104 Uiso 1 1 calc R . . . .
C13 C 0.1371(3) 0.64068(18) 0.27955(10) 0.0889(11) Uani 1 1 d . . . . .
H13A H 0.108543 0.599972 0.283110 0.107 Uiso 1 1 calc R . . . .
H13B H 0.111695 0.655041 0.250519 0.107 Uiso 1 1 calc R . . . .
C14 C 0.0846(3) 0.6801(2) 0.31592(11) 0.0955(13) Uani 1 1 d . . . . .
H14 H -0.003088 0.680098 0.313659 0.115 Uiso 1 1 calc R . . . .
C18 C 0.1310(4) 0.7439(2) 0.31127(12) 0.1140(16) Uani 1 1 d . . . . .
H18A H 0.105623 0.760401 0.282875 0.137 Uiso 1 1 calc R . . . .
H18B H 0.097927 0.768618 0.334846 0.137 Uiso 1 1 calc 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
O101 C101 1.259(3) . ?
O201 C201 1.259(2) . ?
O207 H207 0.8200 . ?
O207 C205 1.313(2) . ?
O204 H204 0.8200 . ?
O204 C203 1.328(3) . ?
O208 N203 1.254(3) . ?
O107 H107 0.8200 . ?
O107 C105 1.324(3) . ?
N203 O209 1.215(3) . ?
N203 C206 1.422(3) . ?
N20 H20A 0.8900 . ?
N20 H20B 0.8900 . ?
N20 H20C 0.8900 . ?
N20 C20 1.509(3) . ?
N103 O109 1.213(3) . ?
N103 O108 1.206(3) . ?
N103 C106 1.452(3) . ?
N10 H10A 0.8900 . ?
N10 H10B 0.8900 . ?
N10 H10C 0.8900 . ?
N10 C10 1.506(3) . ?
N202 O206 1.214(3) . ?
N202 O205 1.254(3) . ?
N202 C204 1.414(3) . ?
O104 H104 0.8200 . ?
O104 C103 1.330(3) . ?
O106 N102 1.259(4) . ?
N201 C202 1.465(3) . ?
N201 O203 1.209(3) . ?
N201 O202 1.202(3) . ?
C201 C206 1.443(3) . ?
C201 C202 1.411(3) . ?
C204 C203 1.423(3) . ?
C204 C205 1.413(3) . ?
N102 O105 1.244(4) . ?
N102 C104 1.396(3) . ?
C206 C205 1.410(3) . ?
C101 C106 1.426(3) . ?
C101 C102 1.417(3) . ?
C203 C202 1.360(3) . ?
N101 C102 1.456(3) . ?
N101 O102 1.193(4) . ?
N101 O103 1.205(4) . ?
C106 C105 1.374(3) . ?
C20 C21 1.521(3) . ?
C20 C25 1.512(3) . ?
C20 C26 1.514(3) . ?
C105 C104 1.429(4) . ?
C102 C103 1.366(3) . ?
C103 C104 1.425(4) . ?
C10 C11 1.513(3) . ?
C10 C16 1.516(4) . ?
C10 C15 1.514(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.531(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.530(4) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C24 1.530(4) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.529(4) . ?
C22 H22 0.9800 . ?
C22 C29 1.501(4) . ?
C22 C23 1.516(4) . ?
C12 H12 0.9800 . ?
C12 C19 1.510(4) . ?
C12 C13 1.507(4) . ?
C24 H24 0.9800 . ?
C24 C23 1.514(4) . ?
C24 C28 1.503(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.538(4) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C27 1.531(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C27 H27 0.9800 . ?
C27 C28 1.530(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C14 1.536(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C17 1.514(4) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C17 H17 0.9800 . ?
C17 C18 1.515(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.520(5) . ?
C14 H14 0.9800 . ?
C14 C18 1.522(6) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?

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
C205 O207 H207 109.5 . . ?
C203 O204 H204 109.5 . . ?
C105 O107 H107 109.5 . . ?
O208 N203 C206 118.5(2) . . ?
O209 N203 O208 120.4(2) . . ?
O209 N203 C206 121.1(2) . . ?
H20A N20 H20B 109.5 . . ?
H20A N20 H20C 109.5 . . ?
H20B N20 H20C 109.5 . . ?
C20 N20 H20A 109.5 . . ?
C20 N20 H20B 109.5 . . ?
C20 N20 H20C 109.5 . . ?
O109 N103 C106 117.9(2) . . ?
O108 N103 O109 123.0(2) . . ?
O108 N103 C106 119.0(2) . . ?
H10A N10 H10B 109.5 . . ?
H10A N10 H10C 109.5 . . ?
H10B N10 H10C 109.5 . . ?
C10 N10 H10A 109.5 . . ?
C10 N10 H10B 109.5 . . ?
C10 N10 H10C 109.5 . . ?
O206 N202 O205 119.9(2) . . ?
O206 N202 C204 121.8(2) . . ?
O205 N202 C204 118.3(2) . . ?
C103 O104 H104 109.5 . . ?
O203 N201 C202 117.2(3) . . ?
O202 N201 C202 118.0(3) . . ?
O202 N201 O203 124.8(3) . . ?
O201 C201 C206 125.76(19) . . ?
O201 C201 C202 119.89(19) . . ?
C202 C201 C206 114.34(18) . . ?
N202 C204 C203 118.8(2) . . ?
C205 C204 N202 120.9(2) . . ?
C205 C204 C203 120.08(19) . . ?
O106 N102 C104 120.0(3) . . ?
O105 N102 O106 120.4(3) . . ?
O105 N102 C104 119.6(3) . . ?
N203 C206 C201 118.18(19) . . ?
C205 C206 N203 119.49(19) . . ?
C205 C206 C201 122.33(18) . . ?
O101 C101 C106 124.0(2) . . ?
O101 C101 C102 122.1(2) . . ?
C102 C101 C106 113.79(19) . . ?
O204 C203 C204 123.3(2) . . ?
O204 C203 C202 118.2(2) . . ?
C202 C203 C204 118.53(19) . . ?
O207 C205 C204 119.18(19) . . ?
O207 C205 C206 121.88(19) . . ?
C206 C205 C204 118.94(18) . . ?
O102 N101 C102 119.1(3) . . ?
O102 N101 O103 123.4(3) . . ?
O103 N101 C102 117.4(3) . . ?
C201 C202 N201 116.24(19) . . ?
C203 C202 N201 118.04(19) . . ?
C203 C202 C201 125.7(2) . . ?
C101 C106 N103 116.56(19) . . ?
C105 C106 N103 119.0(2) . . ?
C105 C106 C101 124.4(2) . . ?
N20 C20 C21 109.09(17) . . ?
N20 C20 C25 108.06(18) . . ?
N20 C20 C26 109.52(18) . . ?
C25 C20 C21 110.17(19) . . ?
C25 C20 C26 110.39(19) . . ?
C26 C20 C21 109.6(2) . . ?
O107 C105 C106 118.6(2) . . ?
O107 C105 C104 123.0(2) . . ?
C106 C105 C104 118.4(2) . . ?
C101 C102 N101 115.7(2) . . ?
C103 C102 C101 125.4(2) . . ?
C103 C102 N101 118.9(2) . . ?
O104 C103 C102 117.9(2) . . ?
O104 C103 C104 124.0(2) . . ?
C102 C103 C104 118.1(2) . . ?
N102 C104 C105 120.2(3) . . ?
N102 C104 C103 120.0(3) . . ?
C103 C104 C105 119.8(2) . . ?
N10 C10 C11 108.93(19) . . ?
N10 C10 C16 108.69(19) . . ?
N10 C10 C15 109.03(19) . . ?
C11 C10 C16 109.6(2) . . ?
C11 C10 C15 110.0(2) . . ?
C15 C10 C16 110.6(2) . . ?
C20 C21 H21A 110.0 . . ?
C20 C21 H21B 110.0 . . ?
C20 C21 C22 108.6(2) . . ?
H21A C21 H21B 108.3 . . ?
C22 C21 H21A 110.0 . . ?
C22 C21 H21B 110.0 . . ?
C10 C11 H11A 109.9 . . ?
C10 C11 H11B 109.9 . . ?
C10 C11 C12 109.1(2) . . ?
H11A C11 H11B 108.3 . . ?
C12 C11 H11A 109.9 . . ?
C12 C11 H11B 109.9 . . ?
C20 C25 H25A 110.0 . . ?
C20 C25 H25B 110.0 . . ?
C20 C25 C24 108.7(2) . . ?
H25A C25 H25B 108.3 . . ?
C24 C25 H25A 110.0 . . ?
C24 C25 H25B 110.0 . . ?
C20 C26 H26A 109.9 . . ?
C20 C26 H26B 109.9 . . ?
C20 C26 C27 108.8(2) . . ?
H26A C26 H26B 108.3 . . ?
C27 C26 H26A 109.9 . . ?
C27 C26 H26B 109.9 . . ?
C21 C22 H22 109.3 . . ?
C29 C22 C21 109.7(2) . . ?
C29 C22 H22 109.3 . . ?
C29 C22 C23 110.0(3) . . ?
C23 C22 C21 109.1(2) . . ?
C23 C22 H22 109.3 . . ?
C11 C12 H12 109.2 . . ?
C19 C12 C11 109.4(2) . . ?
C19 C12 H12 109.2 . . ?
C13 C12 C11 109.1(2) . . ?
C13 C12 H12 109.2 . . ?
C13 C12 C19 110.6(3) . . ?
C25 C24 H24 109.2 . . ?
C23 C24 C25 109.4(2) . . ?
C23 C24 H24 109.2 . . ?
C28 C24 C25 109.2(2) . . ?
C28 C24 H24 109.2 . . ?
C28 C24 C23 110.4(3) . . ?
C10 C16 H16A 110.0 . . ?
C10 C16 H16B 110.0 . . ?
C10 C16 C17 108.4(2) . . ?
H16A C16 H16B 108.4 . . ?
C17 C16 H16A 110.0 . . ?
C17 C16 H16B 110.0 . . ?
C22 C29 H29A 109.7 . . ?
C22 C29 H29B 109.7 . . ?
C22 C29 C27 109.6(2) . . ?
H29A C29 H29B 108.2 . . ?
C27 C29 H29A 109.7 . . ?
C27 C29 H29B 109.7 . . ?
C22 C23 H23A 109.8 . . ?
C22 C23 H23B 109.8 . . ?
C24 C23 C22 109.5(2) . . ?
C24 C23 H23A 109.8 . . ?
C24 C23 H23B 109.8 . . ?
H23A C23 H23B 108.2 . . ?
C26 C27 C29 108.9(2) . . ?
C26 C27 H27 109.7 . . ?
C26 C27 C28 109.3(3) . . ?
C29 C27 H27 109.7 . . ?
C28 C27 C29 109.4(3) . . ?
C28 C27 H27 109.7 . . ?
C10 C15 H15A 110.0 . . ?
C10 C15 H15B 110.0 . . ?
C10 C15 C14 108.5(2) . . ?
H15A C15 H15B 108.4 . . ?
C14 C15 H15A 110.0 . . ?
C14 C15 H15B 110.0 . . ?
C12 C19 H19A 109.8 . . ?
C12 C19 H19B 109.8 . . ?
C12 C19 C17 109.4(3) . . ?
H19A C19 H19B 108.2 . . ?
C17 C19 H19A 109.8 . . ?
C17 C19 H19B 109.8 . . ?
C24 C28 C27 109.4(2) . . ?
C24 C28 H28A 109.8 . . ?
C24 C28 H28B 109.8 . . ?
C27 C28 H28A 109.8 . . ?
C27 C28 H28B 109.8 . . ?
H28A C28 H28B 108.2 . . ?
C16 C17 H17 109.4 . . ?
C19 C17 C16 109.9(3) . . ?
C19 C17 H17 109.4 . . ?
C19 C17 C18 109.7(3) . . ?
C18 C17 C16 109.0(3) . . ?
C18 C17 H17 109.4 . . ?
C12 C13 H13A 109.9 . . ?
C12 C13 H13B 109.9 . . ?
C12 C13 C14 109.1(3) . . ?
H13A C13 H13B 108.3 . . ?
C14 C13 H13A 109.9 . . ?
C14 C13 H13B 109.9 . . ?
C15 C14 H14 109.5 . . ?
C13 C14 C15 109.3(3) . . ?
C13 C14 H14 109.5 . . ?
C13 C14 C18 110.3(3) . . ?
C18 C14 C15 108.8(3) . . ?
C18 C14 H14 109.5 . . ?
C17 C18 C14 109.7(3) . . ?
C17 C18 H18A 109.7 . . ?
C17 C18 H18B 109.7 . . ?
C14 C18 H18A 109.7 . . ?
C14 C18 H18B 109.7 . . ?
H18A C18 H18B 108.2 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT430_viii                
;
PROBLEM: Short Inter D...A Contact  O109     ..N102             2.79 Ang.  
RESPONSE: Short contact between two nitro groups.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_ii
_database_code_depnum_ccdc_archive 'CCDC 1856328'
loop_
_audit_author_name
_audit_author_address
'Kristina Smokrovic'
;University of Zagreb, Faculty of Science, Department of Chemistry
Croatia
;
_audit_update_record             
;
2018-07-17 deposited with the CCDC.	2020-01-23 downloaded from the CCDC.
;
_audit_creation_date             2018-07-16
_audit_creation_method           
;
Olex2 1.2
(compiled May 29 2018 13:30:08 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            
'adamantan-1-aminium trinitrophloroglucinolate bis(2,2,2-trifluoroethanol) solvate'
_chemical_name_systematic        
'adamantan-1-aminium trinitrobenzene-1,3,5-tris(olate) bis(2,2,2-trifluoroethanol) solvate'
_chemical_formula_moiety         '2(C6 N3 O9), 6(C10 H18 N), 2(C2 H3 F3 O)'
_chemical_formula_sum            'C76 H114 F6 N12 O20'
_chemical_formula_weight         1629.79
_chemical_absolute_configuration .
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   18.370(3)
_cell_length_b                   16.060(2)
_cell_length_c                   27.340(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8066(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    912
_cell_measurement_temperature    298
_cell_measurement_theta_max      17.1860
_cell_measurement_theta_min      4.2960
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.15944
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             3472
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.3454
_diffrn_reflns_av_unetI/netI     0.3713
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            39378
_diffrn_reflns_point_group_measured_fraction_full 0.753
_diffrn_reflns_point_group_measured_fraction_max 0.747
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.996
_diffrn_reflns_theta_min         4.069
_diffrn_ambient_temperature      298.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -23.00  78.25   0.75   40.00    --   28.65  19.00 -60.00  135
  2  ω     41.00  95.00   0.75   40.00    --   28.65 179.00  90.00   72
  3  ω    -94.00 -61.75   0.75   40.00    --  -31.15-179.00  30.00   43
  4  ω    -89.00 -23.00   0.75   40.00    --  -31.15 -57.00 150.00   88
  5  ω   -103.00 -40.00   0.75   40.00    --  -31.15-179.00 -30.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.468
_reflns_Friedel_fraction_full    0.500
_reflns_Friedel_fraction_max     0.486
_reflns_number_gt                2998
_reflns_number_total             11843
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.328
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 
;
 Flack x determined using 451 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.909
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1053
_refine_ls_number_reflns         11843
_refine_ls_number_restraints     131
_refine_ls_R_factor_all          0.3572
_refine_ls_R_factor_gt           0.1129
_refine_ls_restrained_S_all      0.917
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0890P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2217
_refine_ls_wR_factor_ref         0.3249
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 F5-C6 = F6-C6 = F4-C6
 1.327 with sigma of 0.0002
 F3-C3 = F1-C3 = F2-C3
 1.327 with sigma of 0.02
 F3-F1
 2.125 with sigma of 0.02
 F1-F2
 2.125 with sigma of 0.02
 F3-F2
 2.125 with sigma of 0.02
 F5-F6
 2.125 with sigma of 0.02
 F6-F4
 2.125 with sigma of 0.02
 F5-F4
 2.125 with sigma of 0.02
 C49-C47 = C49-C42
 1.512 with sigma of 0.02
 C3-C2
 1.512 with sigma of 0.02
 C2-C3
 1.512 with sigma of 0.02
 O1-C2
 1.35 with sigma of 0.02
 O106-O105 = O103-O102 = O203-O202 = O205-O206 = O208-O209
 2.1485 with sigma of 0.02
 O108-O109
 2.1485 with sigma of 0.02
 O1-C2 = O4-C5
 1.47 with sigma of 0.002
 C6-C5
 1.434 with sigma of 0.001
 C202-C201 = C203-C202 = C204-C203 = C205-C204 = C206-C205 = C206-C201
 1.46 with sigma of 0.00002
 O201-H1
 1.98 with sigma of 0.001
 O207-C204
 1.236 with sigma of 0.0001
 C201-C204
 2.801 with sigma of 0.00001
3. Restrained planarity
 O109, N103, O108, C106
 with sigma of 0.001
4. Rigid bond restraints
 N103, C106
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
 O206, N202
 with sigma for 1-2 distances of 0.00001 and sigma for 1-3 distances of 0.00001
 C201, C206, C205, C204, C203, C202
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
 C6, F5, F4, F6
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 N103, O109, O108
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
 O26A, N202, O25A
 with sigma for 1-2 distances of 0.00001 and sigma for 1-3 distances of 0.00001
 C203, C204, C205, C206, C201, C202
 with sigma for 1-2 distances of 0.000001 and sigma for 1-3 distances of
 0.000001
5. Uiso/Uaniso restraints and constraints
Uanis(F2) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(F1) \\sim
Ueq, Uanis(F3) \\sim Ueq, Uanis(O1) \\sim Ueq, Uanis(F5) \\sim Ueq, Uanis(O4)
\\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(F4) \\sim Ueq,
Uanis(F6) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
6. Others
 Fixed Sof: O206(0.59625) O205(0.59625) O26A(0.40375) O25A(0.40375)
7.a Ternary CH refined with riding coordinates:
 C22(H22), C27(H27), C37(H37), C62(H62), C52(H52), C44(H44), C54(H54),
 C32(H32), C24(H24), C34(H34), C64(H64), C17(H17), C47(H47), C12(H12), C42(H42),
  C14(H14), C57(H57), C67(H67)
7.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C11(H11A,H11B), C41(H41A,H41B), C21(H21A,H21B), C61(H61A,H61B),
 C55(H55A,H55B), C25(H25A,H25B), C65(H65A,H65B), C26(H26A,H26B), C48(H48A,H48B),
  C35(H35A,H35B), C43(H43A,H43B), C29(H29A,H29B), C45(H45A,H45B), C56(H56A,
 H56B), C31(H31A,H31B), C36(H36A,H36B), C38(H38A,H38B), C18(H18A,H18B),
 C15(H15A,H15B), C66(H66A,H66B), C28(H28A,H28B), C23(H23A,H23B), C63(H63A,H63B),
  C19(H19A,H19B), C69(H69A,H69B), C53(H53A,H53B), C33(H33A,H33B), C16(H16A,
 H16B), C58(H58A,H58B), C68(H68A,H68B), C51(H51A,H51B), C59(H59A,H59B),
 C39(H39A,H39B), C46(H46A,H46B), C13(H13A,H13B), C5(H5A,H5B), C49(H49A,H49B)
7.c Idealised Me refined as rotating group:
 N40(H40A,H40B,H40C), N30(H30A,H30B,H30C), N20(H20A,H20B,H20C), N10(H10A,H10B,
 H10C), N50(H50A,H50B,H50C), N60(H60A,H60B,H60C)
7.d Idealised tetrahedral OH refined as rotating group:
 O4(H4), O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O107 O 0.6250(6) 0.0923(6) 0.5136(4) 0.057(3) Uani 1 1 d . . . . .
O203 O 0.8611(7) 0.9078(8) 0.4766(6) 0.083(4) Uani 1 1 d D . . . .
O207 O 0.6599(2) 0.5974(3) 0.4830(5) 0.065(3) Uani 1 1 d D . . . .
N101 N 0.4222(9) 0.3474(9) 0.4872(8) 0.065(5) Uani 1 1 d . . . . .
N203 N 0.7971(9) 0.5576(10) 0.5228(8) 0.071(5) Uani 1 1 d . . . . .
O201 O 0.9001(6) 0.6850(8) 0.5205(5) 0.076(4) Uani 1 1 d D . . . .
O204 O 0.7141(7) 0.8852(6) 0.4828(6) 0.087(5) Uani 1 1 d . . . . .
N201 N 0.8593(9) 0.8510(11) 0.5071(7) 0.068(5) Uani 1 1 d . . . . .
O202 O 0.9033(9) 0.8508(8) 0.5401(6) 0.088(5) Uani 1 1 d D . . . .
O101 O 0.5700(6) 0.3810(7) 0.5101(5) 0.060(3) Uani 1 1 d . . . . .
N40 N 0.5398(8) 0.5423(8) 0.5372(6) 0.065(5) Uani 1 1 d . . . . .
H40A H 0.576286 0.557979 0.517857 0.078 Uiso 1 1 calc GR . . . .
H40B H 0.501051 0.573986 0.531351 0.078 Uiso 1 1 calc GR . . . .
H40C H 0.528854 0.489265 0.531306 0.078 Uiso 1 1 calc GR . . . .
O102 O 0.4228(8) 0.4058(9) 0.5181(6) 0.097(5) Uani 1 1 d D . . . .
O104 O 0.3860(7) 0.1833(7) 0.4765(6) 0.076(4) Uani 1 1 d . . . . .
O209 O 0.8311(10) 0.5447(9) 0.5595(6) 0.114(7) Uani 1 1 d D . . . .
N30 N 0.6617(9) 0.4428(9) 0.4412(6) 0.073(5) Uani 1 1 d . . . . .
H30A H 0.708221 0.430620 0.435570 0.088 Uiso 1 1 calc GR . . . .
H30B H 0.641689 0.402683 0.459196 0.088 Uiso 1 1 calc GR . . . .
H30C H 0.658779 0.490971 0.457143 0.088 Uiso 1 1 calc GR . . . .
O106 O 0.5075(8) -0.0037(9) 0.5023(7) 0.106(6) Uani 1 1 d D . . . .
O103 O 0.3819(9) 0.3485(9) 0.4516(6) 0.092(5) Uani 1 1 d D . . . .
N103 N 0.6670(9) 0.2565(6) 0.5342(5) 0.107(3) Uani 1 1 d . U . . .
O208 O 0.7791(8) 0.5003(10) 0.4957(6) 0.101(5) Uani 1 1 d D . . . .
N202 N 0.6157(11) 0.7524(10) 0.4621(7) 0.070(5) Uani 1 1 d . U . . .
N20 N 0.9520(8) 0.6421(9) 0.4287(6) 0.073(5) Uani 1 1 d . . . . .
H20A H 0.950821 0.586677 0.429320 0.087 Uiso 1 1 calc GR . . . .
H20B H 0.927742 0.662041 0.454329 0.087 Uiso 1 1 calc GR . . . .
H20C H 0.998020 0.659296 0.429965 0.087 Uiso 1 1 calc GR . . . .
N10 N 0.7446(8) 1.0450(8) 0.4566(6) 0.059(4) Uani 1 1 d . . . . .
H10A H 0.792446 1.052330 0.459288 0.071 Uiso 1 1 calc GR . . . .
H10B H 0.732851 0.994385 0.467280 0.071 Uiso 1 1 calc GR . . . .
H10C H 0.721574 1.083108 0.474499 0.071 Uiso 1 1 calc GR . . . .
C102 C 0.4744(9) 0.2830(10) 0.4916(6) 0.051(5) Uani 1 1 d . . . . .
C105 C 0.5770(10) 0.1521(11) 0.5059(7) 0.061(5) Uani 1 1 d . . . . .
N50 N 0.3266(9) 0.1413(8) 0.5653(5) 0.070(5) Uani 1 1 d . . . . .
H50A H 0.349769 0.164148 0.540100 0.083 Uiso 1 1 calc GR . . . .
H50B H 0.280353 0.157943 0.565343 0.083 Uiso 1 1 calc GR . . . .
H50C H 0.328237 0.086044 0.562716 0.083 Uiso 1 1 calc GR . . . .
O105 O 0.4472(9) 0.0395(8) 0.4404(7) 0.101(5) Uani 1 1 d D . . . .
N102 N 0.4826(10) 0.0524(10) 0.4769(7) 0.072(5) Uani 1 1 d . . . . .
C202 C 0.73398(4) 0.81418(5) 0.48822(8) 0.062(3) Uani 1 1 d D U . . .
C40 C 0.5621(11) 0.5518(9) 0.5894(7) 0.050(5) Uani 1 1 d . . . . .
C203 C 0.68842(7) 0.74079(3) 0.48076(12) 0.055(3) Uani 1 1 d D U . . .
C22 C 0.7968(10) 0.6792(12) 0.3420(7) 0.061(5) Uani 1 1 d . . . . .
H22 H 0.745348 0.663754 0.344983 0.073 Uiso 1 1 calc R . . . .
F2 F 0.8926(12) 0.7049(11) 0.7010(7) 0.195(8) Uani 1 1 d D U . . .
N60 N 0.6222(8) -0.0604(8) 0.5554(6) 0.066(4) Uani 1 1 d . . . . .
H60A H 0.648843 -0.080854 0.530975 0.079 Uiso 1 1 calc GR . . . .
H60B H 0.607582 -0.009186 0.547853 0.079 Uiso 1 1 calc GR . . . .
H60C H 0.583592 -0.092817 0.560204 0.079 Uiso 1 1 calc GR . . . .
C2 C 0.9319(17) 0.6814(16) 0.6284(10) 0.182(13) Uani 1 1 d D U . . .
H2A H 0.887949 0.697057 0.611067 0.218 Uiso 1 1 calc R U . . .
H2B H 0.959973 0.731604 0.634216 0.218 Uiso 1 1 calc R U . . .
C106 C 0.5983(9) 0.2356(10) 0.5171(6) 0.053(4) Uani 1 1 d . U . . .
C204 C 0.70535(3) 0.65313(3) 0.48919(3) 0.051(3) Uani 1 1 d D U . . .
C101 C 0.5483(8) 0.3030(10) 0.5085(6) 0.048(4) Uani 1 1 d . . . . .
C201 C 0.80536(3) 0.78275(3) 0.50275(5) 0.067(4) Uani 1 1 d D U . . .
C11 C 0.7155(14) 1.1435(12) 0.3903(7) 0.089(8) Uani 1 1 d . . . . .
H11A H 0.677729 1.169317 0.409946 0.106 Uiso 1 1 calc R . . . .
H11B H 0.760965 1.172020 0.396870 0.106 Uiso 1 1 calc R . . . .
C41 C 0.5051(13) 0.5117(12) 0.6195(8) 0.087(7) Uani 1 1 d . . . . .
H41A H 0.500155 0.453843 0.609863 0.104 Uiso 1 1 calc R . . . .
H41B H 0.458822 0.539128 0.613694 0.104 Uiso 1 1 calc R . . . .
C103 C 0.4538(10) 0.2024(11) 0.4826(7) 0.064(5) Uani 1 1 d . . . . .
C205 C 0.77725(4) 0.63936(7) 0.51046(5) 0.052(3) Uani 1 1 d D U . . .
C21 C 0.8352(11) 0.6460(11) 0.3869(8) 0.075(6) Uani 1 1 d . . . . .
H21A H 0.831165 0.585790 0.388250 0.090 Uiso 1 1 calc R . . . .
H21B H 0.813760 0.669141 0.416272 0.090 Uiso 1 1 calc R . . . .
O109 O 0.6757(10) 0.3016(10) 0.5647(7) 0.186(4) Uani 1 1 d D U . . .
C27 C 0.8815(15) 0.7966(13) 0.3380(10) 0.096(8) Uani 1 1 d . . . . .
H27 H 0.885346 0.857402 0.336582 0.116 Uiso 1 1 calc R . . . .
C61 C 0.7356(12) -0.0139(12) 0.5899(7) 0.079(7) Uani 1 1 d . . . . .
H61A H 0.724606 0.040864 0.576945 0.095 Uiso 1 1 calc R . . . .
H61B H 0.762058 -0.044492 0.565018 0.095 Uiso 1 1 calc R . . . .
C37 C 0.6194(14) 0.5075(17) 0.3126(10) 0.106(8) Uani 1 1 d . . . . .
H37 H 0.645746 0.540552 0.288185 0.127 Uiso 1 1 calc R . . . .
C55 C 0.3159(10) 0.1401(13) 0.6552(9) 0.087(7) Uani 1 1 d . . . . .
H55A H 0.313122 0.079772 0.656273 0.104 Uiso 1 1 calc R . . . .
H55B H 0.266958 0.161914 0.651912 0.104 Uiso 1 1 calc R . . . .
C104 C 0.5034(9) 0.1372(10) 0.4909(7) 0.054(5) Uani 1 1 d . . . . .
C25 C 0.9487(11) 0.6367(12) 0.3404(7) 0.071(6) Uani 1 1 d . . . . .
H25A H 0.947858 0.576525 0.343491 0.085 Uiso 1 1 calc R . . . .
H25B H 0.999112 0.654052 0.337815 0.085 Uiso 1 1 calc R . . . .
C62 C 0.7843(13) -0.0045(14) 0.6356(8) 0.079(6) Uani 1 1 d . . . . .
H62 H 0.829358 0.025044 0.627471 0.095 Uiso 1 1 calc R . . . .
C65 C 0.6845(11) -0.1434(12) 0.6170(7) 0.075(6) Uani 1 1 d . . . . .
H65A H 0.713531 -0.171532 0.592369 0.090 Uiso 1 1 calc R . . . .
H65B H 0.640128 -0.175031 0.621988 0.090 Uiso 1 1 calc R . . . .
C26 C 0.9164(10) 0.7657(11) 0.3830(7) 0.062(5) Uani 1 1 d . . . . .
H26A H 0.889660 0.785286 0.411313 0.074 Uiso 1 1 calc R . . . .
H26B H 0.965754 0.786791 0.385055 0.074 Uiso 1 1 calc R . . . .
C50 C 0.3622(11) 0.1674(12) 0.6118(8) 0.065(5) Uani 1 1 d . . . . .
C48 C 0.6613(13) 0.6059(18) 0.6635(9) 0.112(10) Uani 1 1 d . . . . .
H48A H 0.675434 0.611857 0.697521 0.135 Uiso 1 1 calc R . . . .
H48B H 0.698232 0.632131 0.643343 0.135 Uiso 1 1 calc R . . . .
C30 C 0.6212(12) 0.4498(13) 0.3926(8) 0.070(6) Uani 1 1 d . . . . .
C35 C 0.6026(13) 0.3588(11) 0.3766(7) 0.081(7) Uani 1 1 d . . . . .
H35A H 0.646573 0.326533 0.371511 0.097 Uiso 1 1 calc R . . . .
H35B H 0.572829 0.331260 0.401024 0.097 Uiso 1 1 calc R . . . .
C43 C 0.5339(14) 0.6100(15) 0.6872(8) 0.100(8) Uani 1 1 d . . . . .
H43A H 0.488260 0.639741 0.684009 0.120 Uiso 1 1 calc R . . . .
H43B H 0.549864 0.613821 0.720951 0.120 Uiso 1 1 calc R . . . .
O108 O 0.7178(9) 0.2211(11) 0.5128(8) 0.197(4) Uani 1 1 d D U . . .
C10 C 0.7224(11) 1.0537(14) 0.4039(7) 0.072(6) Uani 1 1 d . . . . .
C206 C 0.83577(5) 0.70069(4) 0.51327(12) 0.061(3) Uani 1 1 d D U . . .
C29 C 0.7996(12) 0.7705(12) 0.3390(11) 0.103(8) Uani 1 1 d . . . . .
H29A H 0.775479 0.795030 0.367023 0.124 Uiso 1 1 calc R . . . .
H29B H 0.775279 0.789571 0.309534 0.124 Uiso 1 1 calc R . . . .
C60 C 0.6668(11) -0.0578(11) 0.6007(7) 0.058(5) Uani 1 1 d . . . . .
C45 C 0.5674(11) 0.6418(10) 0.6011(6) 0.065(6) Uani 1 1 d . . . . .
H45A H 0.521072 0.669169 0.595630 0.078 Uiso 1 1 calc R . . . .
H45B H 0.604040 0.668336 0.580914 0.078 Uiso 1 1 calc R . . . .
O206 O 0.5596(12) 0.7223(15) 0.4793(8) 0.079(7) Uani 0.5962 1 d D U P A 1
C20 C 0.9175(12) 0.6726(12) 0.3825(8) 0.073(6) Uani 1 1 d . . . . .
C56 C 0.3658(12) 0.2652(12) 0.6107(9) 0.087(7) Uani 1 1 d . . . . .
H56A H 0.394773 0.284381 0.583194 0.105 Uiso 1 1 calc R . . . .
H56B H 0.317432 0.288977 0.608193 0.105 Uiso 1 1 calc R . . . .
C31 C 0.5475(13) 0.4934(12) 0.4057(8) 0.081(7) Uani 1 1 d . . . . .
H31A H 0.521605 0.462114 0.430558 0.097 Uiso 1 1 calc R . . . .
H31B H 0.556080 0.549365 0.417783 0.097 Uiso 1 1 calc R . . . .
C36 C 0.6670(15) 0.4956(15) 0.3574(7) 0.105(9) Uani 1 1 d . . . . .
H36A H 0.710294 0.463802 0.349324 0.125 Uiso 1 1 calc R . . . .
H36B H 0.681735 0.548922 0.370797 0.125 Uiso 1 1 calc R . . . .
O4 O 0.3121(11) 0.1257(13) 0.4039(7) 0.141(7) Uani 1 1 d D U . . .
H4 H 0.337123 0.083466 0.402694 0.212 Uiso 1 1 calc GR U . . .
C52 C 0.4745(12) 0.1647(15) 0.6634(9) 0.088(7) Uani 1 1 d . . . . .
H52 H 0.523963 0.142432 0.666251 0.106 Uiso 1 1 calc R . . . .
C38 C 0.6060(13) 0.4182(18) 0.2921(8) 0.100(8) Uani 1 1 d . . . . .
H38A H 0.580727 0.421494 0.261062 0.119 Uiso 1 1 calc R . . . .
H38B H 0.652195 0.390339 0.286874 0.119 Uiso 1 1 calc R . . . .
C44 C 0.5886(13) 0.6467(13) 0.6550(7) 0.077(6) Uani 1 1 d . . . . .
H44 H 0.593262 0.705631 0.663592 0.093 Uiso 1 1 calc R . . . .
C18 C 0.673(2) 0.9762(18) 0.3140(10) 0.143(13) Uani 1 1 d . . . . .
H18A H 0.656766 0.980088 0.280271 0.172 Uiso 1 1 calc R . . . .
H18B H 0.671174 0.918245 0.323814 0.172 Uiso 1 1 calc R . . . .
O205 O 0.6068(12) 0.8022(14) 0.4256(9) 0.065(6) Uani 0.5962 1 d D . P A 1
C15 C 0.6496(13) 1.0129(15) 0.3992(9) 0.114(9) Uani 1 1 d . . . . .
H15A H 0.615045 1.037980 0.421564 0.137 Uiso 1 1 calc R . . . .
H15B H 0.653234 0.953966 0.406426 0.137 Uiso 1 1 calc R . . . .
F4 F 0.4532(5) 0.1687(12) 0.3612(4) 0.220(8) Uani 1 1 d D U . . .
C54 C 0.3511(13) 0.1732(15) 0.7026(8) 0.088(7) Uani 1 1 d . . . . .
H54 H 0.322049 0.154832 0.730675 0.105 Uiso 1 1 calc R . . . .
C66 C 0.6244(11) -0.0072(12) 0.6388(8) 0.079(7) Uani 1 1 d . . . . .
H66A H 0.614439 0.048401 0.626608 0.095 Uiso 1 1 calc R . . . .
H66B H 0.578458 -0.034124 0.646321 0.095 Uiso 1 1 calc R . . . .
C32 C 0.5049(13) 0.4957(15) 0.3592(9) 0.081(7) Uani 1 1 d . . . . .
H32 H 0.458018 0.522232 0.366166 0.098 Uiso 1 1 calc R . . . .
C28 C 0.9132(12) 0.7590(15) 0.2918(9) 0.097(8) Uani 1 1 d . . . . .
H28A H 0.963640 0.775973 0.288333 0.116 Uiso 1 1 calc R . . . .
H28B H 0.886492 0.778956 0.263564 0.116 Uiso 1 1 calc R . . . .
C24 C 0.9085(13) 0.6617(15) 0.2944(7) 0.087(7) Uani 1 1 d . . . . .
H24 H 0.931182 0.636437 0.265529 0.104 Uiso 1 1 calc R . . . .
C34 C 0.5605(15) 0.3693(12) 0.3286(8) 0.079(7) Uani 1 1 d . . . . .
H34 H 0.550376 0.314053 0.314937 0.095 Uiso 1 1 calc R . . . .
C64 C 0.7272(15) -0.1371(17) 0.6650(10) 0.106(8) Uani 1 1 d . . . . .
H64 H 0.737057 -0.193454 0.677113 0.127 Uiso 1 1 calc R . . . .
C6 C 0.3927(5) 0.1571(4) 0.3356(3) 0.143(9) Uani 1 1 d D U . . .
C23 C 0.8244(15) 0.6396(16) 0.2967(10) 0.124(10) Uani 1 1 d . . . . .
H23A H 0.799222 0.661449 0.268213 0.149 Uiso 1 1 calc R . . . .
H23B H 0.817334 0.579785 0.297826 0.149 Uiso 1 1 calc R . . . .
C17 C 0.7534(19) 1.010(2) 0.3186(9) 0.129(11) Uani 1 1 d . . . . .
H17 H 0.786723 0.978207 0.297871 0.155 Uiso 1 1 calc R . . . .
C63 C 0.8009(13) -0.0944(16) 0.6523(9) 0.101(8) Uani 1 1 d . . . . .
H63A H 0.832417 -0.093749 0.680747 0.121 Uiso 1 1 calc R . . . .
H63B H 0.825282 -0.124692 0.626333 0.121 Uiso 1 1 calc R . . . .
C19 C 0.7553(13) 1.102(2) 0.3054(8) 0.110(10) Uani 1 1 d . . . . .
H19A H 0.744168 1.109453 0.271009 0.131 Uiso 1 1 calc R . . . .
H19B H 0.803655 1.124486 0.311378 0.131 Uiso 1 1 calc R . . . .
F1 F 0.9645(13) 0.6037(16) 0.6956(8) 0.258(11) Uani 1 1 d D U . . .
C69 C 0.7434(19) 0.0406(17) 0.6763(10) 0.131(11) Uani 1 1 d . . . . .
H69A H 0.771621 0.039563 0.706222 0.157 Uiso 1 1 calc R . . . .
H69B H 0.735066 0.098178 0.667170 0.157 Uiso 1 1 calc R . . . .
C53 C 0.4286(12) 0.1365(12) 0.7071(8) 0.079(6) Uani 1 1 d . . . . .
H53A H 0.450966 0.155310 0.737270 0.095 Uiso 1 1 calc R . . . .
H53B H 0.426052 0.076190 0.707857 0.095 Uiso 1 1 calc R . . . .
C33 C 0.4903(14) 0.4132(17) 0.3371(8) 0.102(8) Uani 1 1 d . . . . .
H33A H 0.464693 0.420253 0.306317 0.123 Uiso 1 1 calc R . . . .
H33B H 0.459755 0.380559 0.358774 0.123 Uiso 1 1 calc R . . . .
C47 C 0.6545(12) 0.5104(16) 0.6499(8) 0.091(7) Uani 1 1 d D . . . .
H47 H 0.700703 0.481847 0.656185 0.109 Uiso 1 1 calc R . . . .
C12 C 0.6970(15) 1.1516(13) 0.3379(9) 0.095(7) Uani 1 1 d . . . . .
H12 H 0.696454 1.210539 0.328552 0.114 Uiso 1 1 calc R . . . .
C16 C 0.7791(13) 1.0097(16) 0.3728(8) 0.100(8) Uani 1 1 d . . . . .
H16A H 0.785205 0.952790 0.384041 0.120 Uiso 1 1 calc R . . . .
H16B H 0.825608 1.037941 0.375647 0.120 Uiso 1 1 calc R . . . .
C3 C 0.9118(16) 0.6435(16) 0.6762(11) 0.180(16) Uani 1 1 d D U . . .
C58 C 0.3532(15) 0.2662(13) 0.7020(8) 0.102(8) Uani 1 1 d . . . . .
H58A H 0.372701 0.287515 0.732473 0.122 Uiso 1 1 calc R . . . .
H58B H 0.304787 0.288804 0.697215 0.122 Uiso 1 1 calc R . . . .
F3 F 0.8573(14) 0.5962(15) 0.6674(10) 0.277(12) Uani 1 1 d D U . . .
C42 C 0.5232(13) 0.5163(17) 0.6726(9) 0.098(9) Uani 1 1 d D . . . .
H42 H 0.484573 0.490824 0.692267 0.117 Uiso 1 1 calc R . . . .
C14 C 0.6253(18) 1.0264(18) 0.3457(13) 0.133(11) Uani 1 1 d . . . . .
H14 H 0.575828 1.004040 0.342538 0.160 Uiso 1 1 calc R . . . .
C68 C 0.6872(16) -0.092(3) 0.7018(9) 0.139(12) Uani 1 1 d . . . . .
H68A H 0.715201 -0.090166 0.731854 0.166 Uiso 1 1 calc R . . . .
H68B H 0.641638 -0.120407 0.708485 0.166 Uiso 1 1 calc R . . . .
C51 C 0.4396(12) 0.1344(14) 0.6162(9) 0.103(8) Uani 1 1 d . . . . .
H51A H 0.438849 0.073977 0.615866 0.123 Uiso 1 1 calc R . . . .
H51B H 0.468172 0.153174 0.588529 0.123 Uiso 1 1 calc R . . . .
C59 C 0.4765(14) 0.2613(14) 0.6632(9) 0.091(7) Uani 1 1 d . . . . .
H59A H 0.498770 0.281876 0.693072 0.110 Uiso 1 1 calc R . . . .
H59B H 0.504576 0.281411 0.635585 0.110 Uiso 1 1 calc R . . . .
C39 C 0.5444(16) 0.5487(16) 0.3232(10) 0.120(10) Uani 1 1 d . . . . .
H39A H 0.551378 0.604195 0.336381 0.144 Uiso 1 1 calc R . . . .
H39B H 0.516400 0.553176 0.293229 0.144 Uiso 1 1 calc R . . . .
C46 C 0.6361(14) 0.5060(14) 0.5960(8) 0.099(8) Uani 1 1 d . . . . .
H46A H 0.631991 0.448417 0.585598 0.118 Uiso 1 1 calc R . . . .
H46B H 0.673699 0.532808 0.576761 0.118 Uiso 1 1 calc R . . . .
F5 F 0.3968(11) 0.2096(6) 0.2982(3) 0.202(8) Uani 1 1 d D U . . .
C57 C 0.4021(18) 0.2894(15) 0.6598(8) 0.097(8) Uani 1 1 d . . . . .
H57 H 0.404413 0.350345 0.659837 0.116 Uiso 1 1 calc R . . . .
C67 C 0.6720(19) -0.003(2) 0.6837(12) 0.127(10) Uani 1 1 d . . . . .
H67 H 0.645097 0.026279 0.709409 0.153 Uiso 1 1 calc R . . . .
F6 F 0.3906(13) 0.0830(5) 0.3141(5) 0.240(9) Uani 1 1 d D U . . .
C13 C 0.6229(16) 1.1146(14) 0.3309(8) 0.101(8) Uani 1 1 d . . . . .
H13A H 0.587517 1.144374 0.350596 0.121 Uiso 1 1 calc R . . . .
H13B H 0.608462 1.119007 0.296839 0.121 Uiso 1 1 calc R . . . .
C5 C 0.3260(9) 0.1768(16) 0.3603(8) 0.167(13) Uani 1 1 d D U . . .
H5A H 0.285885 0.169576 0.337573 0.200 Uiso 1 1 calc R U . . .
H5B H 0.327050 0.234889 0.369881 0.200 Uiso 1 1 calc R U . . .
C49 C 0.5951(16) 0.4753(14) 0.6829(9) 0.123(12) Uani 1 1 d D . . . .
H49A H 0.590916 0.415815 0.677581 0.148 Uiso 1 1 calc R . . . .
H49B H 0.608318 0.484343 0.716826 0.148 Uiso 1 1 calc R . . . .
O1 O 0.9747(8) 0.6245(10) 0.5977(6) 0.117(6) Uani 1 1 d D U . . .
H1 H 0.967994 0.635819 0.568790 0.175 Uiso 1 1 calc DGR U . . .
O26A O 0.600(2) 0.728(3) 0.4217(17) 0.123(17) Uani 0.4037 1 d . U P A 2
O25A O 0.5851(18) 0.807(3) 0.481(2) 0.129(18) Uani 0.4037 1 d . U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O107 C105 1.321(18) . ?
O203 N201 1.236(18) . ?
O207 C204 1.23601(19) . ?
N101 O102 1.261(19) . ?
N101 O103 1.225(18) . ?
N101 C102 1.42(2) . ?
N203 O209 1.20(2) . ?
N203 O208 1.227(19) . ?
N203 C205 1.404(17) . ?
O201 C206 1.225(10) . ?
O204 C202 1.206(11) . ?
N201 O202 1.211(18) . ?
N201 C201 1.482(17) . ?
O101 C101 1.314(16) . ?
N40 H40A 0.8900 . ?
N40 H40B 0.8900 . ?
N40 H40C 0.8900 . ?
N40 C40 1.49(2) . ?
O104 C103 1.293(19) . ?
N30 H30A 0.8900 . ?
N30 H30B 0.8900 . ?
N30 H30C 0.8900 . ?
N30 C30 1.53(2) . ?
O106 N102 1.226(18) . ?
N103 C106 1.39(2) . ?
N103 O109 1.117(17) . ?
N103 O108 1.239(19) . ?
N202 C203 1.441(19) . ?
N202 O206 1.23(2) . ?
N202 O205 1.29(2) . ?
N202 O26A 1.21(4) . ?
N202 O25A 1.17(4) . ?
N20 H20A 0.8900 . ?
N20 H20B 0.8900 . ?
N20 H20C 0.8900 . ?
N20 C20 1.50(2) . ?
N10 H10A 0.8900 . ?
N10 H10B 0.8900 . ?
N10 H10C 0.8900 . ?
N10 C10 1.51(2) . ?
C102 C101 1.47(2) . ?
C102 C103 1.37(2) . ?
C105 C106 1.43(2) . ?
C105 C104 1.43(2) . ?
N50 H50A 0.8900 . ?
N50 H50B 0.8900 . ?
N50 H50C 0.8900 . ?
N50 C50 1.49(2) . ?
O105 N102 1.208(18) . ?
N102 C104 1.47(2) . ?
C202 C203 1.46000(16) . ?
C202 C201 1.4600(2) . ?
C40 C41 1.48(2) . ?
C40 C45 1.48(2) . ?
C40 C46 1.56(3) . ?
C203 C204 1.46000(19) . ?
C22 H22 0.9800 . ?
C22 C21 1.51(2) . ?
C22 C29 1.47(2) . ?
C22 C23 1.48(3) . ?
F2 C3 1.25(2) . ?
N60 H60A 0.8900 . ?
N60 H60B 0.8900 . ?
N60 H60C 0.8900 . ?
N60 C60 1.49(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.489(17) . ?
C2 O1 1.468(3) . ?
C106 C101 1.44(2) . ?
C204 C205 1.4600(2) . ?
C201 C206 1.46000(19) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C10 1.49(2) . ?
C11 C12 1.48(3) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.49(3) . ?
C103 C104 1.41(2) . ?
C205 C206 1.46000(17) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C20 1.57(3) . ?
C27 H27 0.9800 . ?
C27 C26 1.47(3) . ?
C27 C29 1.56(3) . ?
C27 C28 1.51(3) . ?
C61 H61A 0.9700 . ?
C61 H61B 0.9700 . ?
C61 C62 1.54(2) . ?
C61 C60 1.48(3) . ?
C37 H37 0.9800 . ?
C37 C36 1.52(3) . ?
C37 C38 1.56(3) . ?
C37 C39 1.56(3) . ?
C55 H55A 0.9700 . ?
C55 H55B 0.9700 . ?
C55 C50 1.52(3) . ?
C55 C54 1.54(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C20 1.41(2) . ?
C25 C24 1.51(3) . ?
C62 H62 0.9800 . ?
C62 C63 1.54(3) . ?
C62 C69 1.52(3) . ?
C65 H65A 0.9700 . ?
C65 H65B 0.9700 . ?
C65 C60 1.48(2) . ?
C65 C64 1.53(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C20 1.49(2) . ?
C50 C56 1.57(2) . ?
C50 C51 1.52(3) . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C48 C44 1.51(3) . ?
C48 C47 1.58(3) . ?
C30 C35 1.56(2) . ?
C30 C31 1.57(3) . ?
C30 C36 1.47(3) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C34 1.53(3) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C44 1.46(3) . ?
C43 C42 1.57(3) . ?
C10 C15 1.49(3) . ?
C10 C16 1.52(3) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C60 C66 1.53(2) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C45 C44 1.52(2) . ?
C56 H56A 0.9700 . ?
C56 H56B 0.9700 . ?
C56 C57 1.55(3) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.49(3) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
O4 H4 0.8200 . ?
O4 C5 1.468(3) . ?
C52 H52 0.9800 . ?
C52 C53 1.53(3) . ?
C52 C51 1.52(3) . ?
C52 C59 1.55(3) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C34 1.52(3) . ?
C44 H44 0.9800 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C17 1.58(4) . ?
C18 C14 1.47(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C14 1.54(4) . ?
F4 C6 1.3270(3) . ?
C54 H54 0.9800 . ?
C54 C53 1.55(3) . ?
C54 C58 1.49(3) . ?
C66 H66A 0.9700 . ?
C66 H66B 0.9700 . ?
C66 C67 1.51(3) . ?
C32 H32 0.9800 . ?
C32 C33 1.48(3) . ?
C32 C39 1.49(3) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C24 1.57(3) . ?
C24 H24 0.9800 . ?
C24 C23 1.59(3) . ?
C34 H34 0.9800 . ?
C34 C33 1.49(3) . ?
C64 H64 0.9800 . ?
C64 C63 1.56(3) . ?
C64 C68 1.44(3) . ?
C6 F5 1.3270(3) . ?
C6 F6 1.3270(3) . ?
C6 C5 1.4338(13) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C17 H17 0.9800 . ?
C17 C19 1.52(3) . ?
C17 C16 1.56(3) . ?
C63 H63A 0.9700 . ?
C63 H63B 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C12 1.60(3) . ?
F1 C3 1.28(2) . ?
C69 H69A 0.9700 . ?
C69 H69B 0.9700 . ?
C69 C67 1.50(4) . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C47 H47 0.9800 . ?
C47 C46 1.51(2) . ?
C47 C49 1.52(2) . ?
C12 H12 0.9800 . ?
C12 C13 1.50(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C3 F3 1.28(2) . ?
C58 H58A 0.9700 . ?
C58 H58B 0.9700 . ?
C58 C57 1.51(3) . ?
C42 H42 0.9800 . ?
C42 C49 1.50(2) . ?
C14 H14 0.9800 . ?
C14 C13 1.47(3) . ?
C68 H68A 0.9700 . ?
C68 H68B 0.9700 . ?
C68 C67 1.54(3) . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
C59 H59A 0.9700 . ?
C59 H59B 0.9700 . ?
C59 C57 1.44(3) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C57 H57 0.9800 . ?
C67 H67 0.9800 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
O1 H1 0.8200 . ?

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
O102 N101 C102 118.8(18) . . ?
O103 N101 O102 121.8(15) . . ?
O103 N101 C102 119.2(18) . . ?
O209 N203 O208 121.0(18) . . ?
O209 N203 C205 119.9(17) . . ?
O208 N203 C205 119.1(19) . . ?
O203 N201 C201 120.7(14) . . ?
O202 N201 O203 119.0(17) . . ?
O202 N201 C201 120.3(15) . . ?
H40A N40 H40B 109.5 . . ?
H40A N40 H40C 109.5 . . ?
H40B N40 H40C 109.5 . . ?
C40 N40 H40A 109.5 . . ?
C40 N40 H40B 109.5 . . ?
C40 N40 H40C 109.5 . . ?
H30A N30 H30B 109.5 . . ?
H30A N30 H30C 109.5 . . ?
H30B N30 H30C 109.5 . . ?
C30 N30 H30A 109.5 . . ?
C30 N30 H30B 109.5 . . ?
C30 N30 H30C 109.5 . . ?
O109 N103 C106 122.5(17) . . ?
O109 N103 O108 122.9(19) . . ?
O108 N103 C106 114.7(15) . . ?
O206 N202 C203 126.0(18) . . ?
O206 N202 O205 116(2) . . ?
O205 N202 C203 118.2(19) . . ?
O26A N202 C203 120(2) . . ?
O25A N202 C203 113(2) . . ?
O25A N202 O26A 123(3) . . ?
H20A N20 H20B 109.5 . . ?
H20A N20 H20C 109.5 . . ?
H20B N20 H20C 109.5 . . ?
C20 N20 H20A 109.5 . . ?
C20 N20 H20B 109.5 . . ?
C20 N20 H20C 109.5 . . ?
H10A N10 H10B 109.5 . . ?
H10A N10 H10C 109.5 . . ?
H10B N10 H10C 109.5 . . ?
C10 N10 H10A 109.5 . . ?
C10 N10 H10B 109.5 . . ?
C10 N10 H10C 109.5 . . ?
N101 C102 C101 119.4(15) . . ?
C103 C102 N101 119.3(16) . . ?
C103 C102 C101 121.2(15) . . ?
O107 C105 C106 117.7(15) . . ?
O107 C105 C104 123.6(16) . . ?
C106 C105 C104 118.5(15) . . ?
H50A N50 H50B 109.5 . . ?
H50A N50 H50C 109.5 . . ?
H50B N50 H50C 109.5 . . ?
C50 N50 H50A 109.5 . . ?
C50 N50 H50B 109.5 . . ?
C50 N50 H50C 109.5 . . ?
O106 N102 C104 115.9(17) . . ?
O105 N102 O106 123.0(17) . . ?
O105 N102 C104 120.9(16) . . ?
O204 C202 C203 124.9(7) . . ?
O204 C202 C201 129.2(7) . . ?
C201 C202 C203 105.89(8) . . ?
N40 C40 C46 107.6(15) . . ?
C41 C40 N40 107.0(16) . . ?
C41 C40 C45 110.5(16) . . ?
C41 C40 C46 110.4(16) . . ?
C45 C40 N40 108.9(13) . . ?
C45 C40 C46 112.2(17) . . ?
N202 C203 C202 118.4(7) . . ?
N202 C203 C204 112.2(7) . . ?
C204 C203 C202 129.36(9) . . ?
C21 C22 H22 107.0 . . ?
C29 C22 H22 107.0 . . ?
C29 C22 C21 112.4(16) . . ?
C29 C22 C23 112(2) . . ?
C23 C22 H22 107.0 . . ?
C23 C22 C21 111.5(19) . . ?
H60A N60 H60B 109.5 . . ?
H60A N60 H60C 109.5 . . ?
H60B N60 H60C 109.5 . . ?
C60 N60 H60A 109.5 . . ?
C60 N60 H60B 109.5 . . ?
C60 N60 H60C 109.5 . . ?
H2A C2 H2B 107.9 . . ?
C3 C2 H2A 109.1 . . ?
C3 C2 H2B 109.1 . . ?
O1 C2 H2A 109.1 . . ?
O1 C2 H2B 109.1 . . ?
O1 C2 C3 112(2) . . ?
N103 C106 C105 123.2(14) . . ?
N103 C106 C101 117.0(13) . . ?
C105 C106 C101 119.7(15) . . ?
O207 C204 C203 122.2(3) . . ?
O207 C204 C205 123.8(4) . . ?
C203 C204 C205 113.69(7) . . ?
O101 C101 C102 119.9(14) . . ?
O101 C101 C106 121.3(14) . . ?
C106 C101 C102 118.4(14) . . ?
C202 C201 N201 111.5(7) . . ?
C202 C201 C206 135.18(6) . . ?
C206 C201 N201 113.3(7) . . ?
H11A C11 H11B 108.1 . . ?
C10 C11 H11A 109.6 . . ?
C10 C11 H11B 109.6 . . ?
C12 C11 H11A 109.6 . . ?
C12 C11 H11B 109.6 . . ?
C12 C11 C10 110.2(17) . . ?
C40 C41 H41A 109.4 . . ?
C40 C41 H41B 109.4 . . ?
C40 C41 C42 111.2(18) . . ?
H41A C41 H41B 108.0 . . ?
C42 C41 H41A 109.4 . . ?
C42 C41 H41B 109.4 . . ?
O104 C103 C102 120.8(17) . . ?
O104 C103 C104 117.9(16) . . ?
C102 C103 C104 119.7(17) . . ?
N203 C205 C204 118.2(8) . . ?
N203 C205 C206 115.3(7) . . ?
C206 C205 C204 125.79(9) . . ?
C22 C21 H21A 110.3 . . ?
C22 C21 H21B 110.3 . . ?
C22 C21 C20 106.9(15) . . ?
H21A C21 H21B 108.6 . . ?
C20 C21 H21A 110.3 . . ?
C20 C21 H21B 110.3 . . ?
C26 C27 H27 109.7 . . ?
C26 C27 C29 108.3(19) . . ?
C26 C27 C28 113(2) . . ?
C29 C27 H27 109.7 . . ?
C28 C27 H27 109.7 . . ?
C28 C27 C29 106(2) . . ?
H61A C61 H61B 107.9 . . ?
C62 C61 H61A 109.1 . . ?
C62 C61 H61B 109.1 . . ?
C60 C61 H61A 109.1 . . ?
C60 C61 H61B 109.1 . . ?
C60 C61 C62 112.4(18) . . ?
C36 C37 H37 109.5 . . ?
C36 C37 C38 105(2) . . ?
C36 C37 C39 114(2) . . ?
C38 C37 H37 109.5 . . ?
C39 C37 H37 109.5 . . ?
C39 C37 C38 109(2) . . ?
H55A C55 H55B 108.3 . . ?
C50 C55 H55A 109.9 . . ?
C50 C55 H55B 109.9 . . ?
C50 C55 C54 108.7(16) . . ?
C54 C55 H55A 109.9 . . ?
C54 C55 H55B 109.9 . . ?
C105 C104 N102 118.5(14) . . ?
C103 C104 C105 122.2(15) . . ?
C103 C104 N102 118.7(15) . . ?
H25A C25 H25B 107.9 . . ?
C20 C25 H25A 109.2 . . ?
C20 C25 H25B 109.2 . . ?
C20 C25 C24 111.9(16) . . ?
C24 C25 H25A 109.2 . . ?
C24 C25 H25B 109.2 . . ?
C61 C62 H62 110.7 . . ?
C61 C62 C63 105.1(18) . . ?
C63 C62 H62 110.7 . . ?
C69 C62 C61 111(2) . . ?
C69 C62 H62 110.7 . . ?
C69 C62 C63 109.1(19) . . ?
H65A C65 H65B 108.4 . . ?
C60 C65 H65A 110.1 . . ?
C60 C65 H65B 110.1 . . ?
C60 C65 C64 107.9(16) . . ?
C64 C65 H65A 110.1 . . ?
C64 C65 H65B 110.1 . . ?
C27 C26 H26A 109.7 . . ?
C27 C26 H26B 109.7 . . ?
C27 C26 C20 109.7(16) . . ?
H26A C26 H26B 108.2 . . ?
C20 C26 H26A 109.7 . . ?
C20 C26 H26B 109.7 . . ?
N50 C50 C55 109.7(16) . . ?
N50 C50 C56 106.4(16) . . ?
N50 C50 C51 112.3(16) . . ?
C55 C50 C56 109.1(17) . . ?
C51 C50 C55 111.0(17) . . ?
C51 C50 C56 108.1(16) . . ?
H48A C48 H48B 108.4 . . ?
C44 C48 H48A 110.0 . . ?
C44 C48 H48B 110.0 . . ?
C44 C48 C47 108.3(17) . . ?
C47 C48 H48A 110.0 . . ?
C47 C48 H48B 110.0 . . ?
N30 C30 C35 106.4(15) . . ?
N30 C30 C31 104.7(17) . . ?
C35 C30 C31 107.0(17) . . ?
C36 C30 N30 109.0(17) . . ?
C36 C30 C35 114.1(19) . . ?
C36 C30 C31 114.8(18) . . ?
C30 C35 H35A 110.9 . . ?
C30 C35 H35B 110.9 . . ?
H35A C35 H35B 108.9 . . ?
C34 C35 C30 104.4(15) . . ?
C34 C35 H35A 110.9 . . ?
C34 C35 H35B 110.9 . . ?
H43A C43 H43B 108.3 . . ?
C44 C43 H43A 110.0 . . ?
C44 C43 H43B 110.0 . . ?
C44 C43 C42 108.7(18) . . ?
C42 C43 H43A 110.0 . . ?
C42 C43 H43B 110.0 . . ?
N10 C10 C16 107.8(16) . . ?
C11 C10 N10 110.6(17) . . ?
C11 C10 C15 109.0(19) . . ?
C11 C10 C16 111.7(17) . . ?
C15 C10 N10 106.5(16) . . ?
C15 C10 C16 111(2) . . ?
O201 C206 C201 125.9(6) . . ?
O201 C206 C205 125.5(6) . . ?
C205 C206 C201 108.47(8) . . ?
C22 C29 C27 107.6(16) . . ?
C22 C29 H29A 110.2 . . ?
C22 C29 H29B 110.2 . . ?
C27 C29 H29A 110.2 . . ?
C27 C29 H29B 110.2 . . ?
H29A C29 H29B 108.5 . . ?
N60 C60 C66 107.5(15) . . ?
C61 C60 N60 108.6(15) . . ?
C61 C60 C65 108.4(17) . . ?
C61 C60 C66 108.6(16) . . ?
C65 C60 N60 110.1(14) . . ?
C65 C60 C66 113.5(17) . . ?
C40 C45 H45A 110.5 . . ?
C40 C45 H45B 110.5 . . ?
C40 C45 C44 106.0(14) . . ?
H45A C45 H45B 108.7 . . ?
C44 C45 H45A 110.5 . . ?
C44 C45 H45B 110.5 . . ?
N20 C20 C21 104.8(16) . . ?
C25 C20 N20 112.5(17) . . ?
C25 C20 C21 109.9(17) . . ?
C25 C20 C26 114.9(17) . . ?
C26 C20 N20 109.1(16) . . ?
C26 C20 C21 105.0(16) . . ?
C50 C56 H56A 110.8 . . ?
C50 C56 H56B 110.8 . . ?
H56A C56 H56B 108.9 . . ?
C57 C56 C50 104.6(16) . . ?
C57 C56 H56A 110.8 . . ?
C57 C56 H56B 110.8 . . ?
C30 C31 H31A 110.6 . . ?
C30 C31 H31B 110.6 . . ?
H31A C31 H31B 108.7 . . ?
C32 C31 C30 105.6(17) . . ?
C32 C31 H31A 110.6 . . ?
C32 C31 H31B 110.6 . . ?
C37 C36 H36A 110.7 . . ?
C37 C36 H36B 110.7 . . ?
C30 C36 C37 105(2) . . ?
C30 C36 H36A 110.7 . . ?
C30 C36 H36B 110.7 . . ?
H36A C36 H36B 108.8 . . ?
C5 O4 H4 109.5 . . ?
C53 C52 H52 110.0 . . ?
C53 C52 C59 108.1(18) . . ?
C51 C52 H52 110.0 . . ?
C51 C52 C53 109.6(19) . . ?
C51 C52 C59 109.1(18) . . ?
C59 C52 H52 110.0 . . ?
C37 C38 H38A 109.8 . . ?
C37 C38 H38B 109.8 . . ?
H38A C38 H38B 108.3 . . ?
C34 C38 C37 109.2(18) . . ?
C34 C38 H38A 109.8 . . ?
C34 C38 H38B 109.8 . . ?
C48 C44 C45 110.7(18) . . ?
C48 C44 H44 107.8 . . ?
C43 C44 C48 110(2) . . ?
C43 C44 C45 112.7(17) . . ?
C43 C44 H44 107.8 . . ?
C45 C44 H44 107.8 . . ?
H18A C18 H18B 108.3 . . ?
C17 C18 H18A 109.9 . . ?
C17 C18 H18B 109.9 . . ?
C14 C18 H18A 109.9 . . ?
C14 C18 H18B 109.9 . . ?
C14 C18 C17 109(2) . . ?
C10 C15 H15A 110.5 . . ?
C10 C15 H15B 110.5 . . ?
C10 C15 C14 106.3(19) . . ?
H15A C15 H15B 108.7 . . ?
C14 C15 H15A 110.5 . . ?
C14 C15 H15B 110.5 . . ?
C55 C54 H54 109.0 . . ?
C55 C54 C53 108.7(17) . . ?
C53 C54 H54 109.0 . . ?
C58 C54 C55 110.2(18) . . ?
C58 C54 H54 109.0 . . ?
C58 C54 C53 111(2) . . ?
C60 C66 H66A 110.5 . . ?
C60 C66 H66B 110.5 . . ?
H66A C66 H66B 108.7 . . ?
C67 C66 C60 106.3(18) . . ?
C67 C66 H66A 110.5 . . ?
C67 C66 H66B 110.5 . . ?
C31 C32 H32 107.9 . . ?
C33 C32 C31 114.9(19) . . ?
C33 C32 H32 107.9 . . ?
C33 C32 C39 109(2) . . ?
C39 C32 C31 109(2) . . ?
C39 C32 H32 107.9 . . ?
C27 C28 H28A 109.7 . . ?
C27 C28 H28B 109.7 . . ?
C27 C28 C24 109.8(17) . . ?
H28A C28 H28B 108.2 . . ?
C24 C28 H28A 109.7 . . ?
C24 C28 H28B 109.7 . . ?
C25 C24 C28 106.0(18) . . ?
C25 C24 H24 110.7 . . ?
C25 C24 C23 112.6(18) . . ?
C28 C24 H24 110.7 . . ?
C28 C24 C23 106.1(18) . . ?
C23 C24 H24 110.7 . . ?
C35 C34 H34 108.9 . . ?
C38 C34 C35 110.0(19) . . ?
C38 C34 H34 108.9 . . ?
C33 C34 C35 110.8(18) . . ?
C33 C34 C38 109(2) . . ?
C33 C34 H34 108.9 . . ?
C65 C64 H64 108.8 . . ?
C65 C64 C63 106(2) . . ?
C63 C64 H64 108.8 . . ?
C68 C64 C65 112(2) . . ?
C68 C64 H64 108.8 . . ?
C68 C64 C63 112(2) . . ?
F4 C6 F6 112.5(12) . . ?
F4 C6 C5 115.9(14) . . ?
F5 C6 F4 105.7(10) . . ?
F5 C6 F6 103.3(8) . . ?
F5 C6 C5 105.7(12) . . ?
F6 C6 C5 112.4(17) . . ?
C22 C23 C24 105.7(17) . . ?
C22 C23 H23A 110.6 . . ?
C22 C23 H23B 110.6 . . ?
C24 C23 H23A 110.6 . . ?
C24 C23 H23B 110.6 . . ?
H23A C23 H23B 108.7 . . ?
C18 C17 H17 111.0 . . ?
C19 C17 C18 110(2) . . ?
C19 C17 H17 111.0 . . ?
C19 C17 C16 103(3) . . ?
C16 C17 C18 111(2) . . ?
C16 C17 H17 111.0 . . ?
C62 C63 C64 107.8(19) . . ?
C62 C63 H63A 110.1 . . ?
C62 C63 H63B 110.1 . . ?
C64 C63 H63A 110.1 . . ?
C64 C63 H63B 110.1 . . ?
H63A C63 H63B 108.5 . . ?
C17 C19 H19A 109.8 . . ?
C17 C19 H19B 109.8 . . ?
C17 C19 C12 109(2) . . ?
H19A C19 H19B 108.2 . . ?
C12 C19 H19A 109.8 . . ?
C12 C19 H19B 109.8 . . ?
C62 C69 H69A 110.1 . . ?
C62 C69 H69B 110.1 . . ?
H69A C69 H69B 108.4 . . ?
C67 C69 C62 108(2) . . ?
C67 C69 H69A 110.1 . . ?
C67 C69 H69B 110.1 . . ?
C52 C53 C54 109.4(16) . . ?
C52 C53 H53A 109.8 . . ?
C52 C53 H53B 109.8 . . ?
C54 C53 H53A 109.8 . . ?
C54 C53 H53B 109.8 . . ?
H53A C53 H53B 108.2 . . ?
C32 C33 C34 109.3(19) . . ?
C32 C33 H33A 109.8 . . ?
C32 C33 H33B 109.8 . . ?
C34 C33 H33A 109.8 . . ?
C34 C33 H33B 109.8 . . ?
H33A C33 H33B 108.3 . . ?
C48 C47 H47 110.1 . . ?
C46 C47 C48 107.0(19) . . ?
C46 C47 H47 110.1 . . ?
C46 C47 C49 114(2) . . ?
C49 C47 C48 106.0(18) . . ?
C49 C47 H47 110.1 . . ?
C11 C12 C19 110(2) . . ?
C11 C12 H12 109.9 . . ?
C11 C12 C13 107(2) . . ?
C19 C12 H12 109.9 . . ?
C13 C12 C19 109.9(19) . . ?
C13 C12 H12 109.9 . . ?
C10 C16 C17 108.7(18) . . ?
C10 C16 H16A 109.9 . . ?
C10 C16 H16B 109.9 . . ?
C17 C16 H16A 109.9 . . ?
C17 C16 H16B 109.9 . . ?
H16A C16 H16B 108.3 . . ?
F2 C3 C2 103(2) . . ?
F2 C3 F1 113(2) . . ?
F2 C3 F3 111(2) . . ?
F1 C3 C2 112(3) . . ?
F1 C3 F3 112(2) . . ?
F3 C3 C2 106(3) . . ?
C54 C58 H58A 110.6 . . ?
C54 C58 H58B 110.6 . . ?
C54 C58 C57 105.8(17) . . ?
H58A C58 H58B 108.7 . . ?
C57 C58 H58A 110.6 . . ?
C57 C58 H58B 110.6 . . ?
C41 C42 C43 108.9(17) . . ?
C41 C42 H42 110.6 . . ?
C41 C42 C49 111(2) . . ?
C43 C42 H42 110.6 . . ?
C49 C42 C43 105(2) . . ?
C49 C42 H42 110.6 . . ?
C18 C14 C15 108(3) . . ?
C18 C14 H14 107.5 . . ?
C18 C14 C13 112(3) . . ?
C15 C14 H14 107.5 . . ?
C13 C14 C15 114(2) . . ?
C13 C14 H14 107.5 . . ?
C64 C68 H68A 109.8 . . ?
C64 C68 H68B 109.8 . . ?
C64 C68 C67 110(2) . . ?
H68A C68 H68B 108.2 . . ?
C67 C68 H68A 109.8 . . ?
C67 C68 H68B 109.8 . . ?
C50 C51 H51A 109.6 . . ?
C50 C51 H51B 109.6 . . ?
C52 C51 C50 110.5(19) . . ?
C52 C51 H51A 109.6 . . ?
C52 C51 H51B 109.6 . . ?
H51A C51 H51B 108.1 . . ?
C52 C59 H59A 110.4 . . ?
C52 C59 H59B 110.4 . . ?
H59A C59 H59B 108.6 . . ?
C57 C59 C52 106.8(19) . . ?
C57 C59 H59A 110.4 . . ?
C57 C59 H59B 110.4 . . ?
C37 C39 H39A 110.1 . . ?
C37 C39 H39B 110.1 . . ?
C32 C39 C37 108(2) . . ?
C32 C39 H39A 110.1 . . ?
C32 C39 H39B 110.1 . . ?
H39A C39 H39B 108.4 . . ?
C40 C46 H46A 110.4 . . ?
C40 C46 H46B 110.4 . . ?
C47 C46 C40 106.6(17) . . ?
C47 C46 H46A 110.4 . . ?
C47 C46 H46B 110.4 . . ?
H46A C46 H46B 108.6 . . ?
C56 C57 H57 105.7 . . ?
C58 C57 C56 110(2) . . ?
C58 C57 H57 105.7 . . ?
C59 C57 C56 113(2) . . ?
C59 C57 C58 116(2) . . ?
C59 C57 H57 105.7 . . ?
C66 C67 C68 109(2) . . ?
C66 C67 H67 108.1 . . ?
C69 C67 C66 114(2) . . ?
C69 C67 C68 109(3) . . ?
C69 C67 H67 108.1 . . ?
C68 C67 H67 108.1 . . ?
C12 C13 H13A 110.0 . . ?
C12 C13 H13B 110.0 . . ?
C14 C13 C12 109(2) . . ?
C14 C13 H13A 110.0 . . ?
C14 C13 H13B 110.0 . . ?
H13A C13 H13B 108.3 . . ?
O4 C5 H5A 108.8 . . ?
O4 C5 H5B 108.8 . . ?
C6 C5 O4 114.0(15) . . ?
C6 C5 H5A 108.8 . . ?
C6 C5 H5B 108.8 . . ?
H5A C5 H5B 107.6 . . ?
C47 C49 H49A 109.5 . . ?
C47 C49 H49B 109.5 . . ?
C42 C49 C47 110.9(19) . . ?
C42 C49 H49A 109.5 . . ?
C42 C49 H49B 109.5 . . ?
H49A C49 H49B 108.0 . . ?
C2 O1 H1 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
O107 C105 C106 N103 2(2) . . . . ?
O107 C105 C106 C101 178.8(15) . . . . ?
O107 C105 C104 N102 -8(3) . . . . ?
O107 C105 C104 C103 -179.4(16) . . . . ?
O203 N201 C201 C202 -41.3(17) . . . . ?
O203 N201 C201 C206 138.0(14) . . . . ?
O207 C204 C205 N203 2.7(11) . . . . ?
O207 C204 C205 C206 172.4(7) . . . . ?
N101 C102 C101 O101 -14(2) . . . . ?
N101 C102 C101 C106 174.2(15) . . . . ?
N101 C102 C103 O104 -9(3) . . . . ?
N101 C102 C103 C104 -174.5(16) . . . . ?
N203 C205 C206 O201 7.7(13) . . . . ?
N203 C205 C206 C201 -176.1(10) . . . . ?
O204 C202 C203 N202 4.8(14) . . . . ?
O204 C202 C203 C204 -175.7(10) . . . . ?
O204 C202 C201 N201 -5.0(12) . . . . ?
O204 C202 C201 C206 175.9(11) . . . . ?
N201 C201 C206 O201 -6.8(12) . . . . ?
N201 C201 C206 C205 177.0(8) . . . . ?
O202 N201 C201 C202 140.3(15) . . . . ?
O202 N201 C201 C206 -40.4(18) . . . . ?
N40 C40 C41 C42 178.8(16) . . . . ?
N40 C40 C45 C44 178.8(16) . . . . ?
N40 C40 C46 C47 -175.5(17) . . . . ?
O102 N101 C102 C101 -36(2) . . . . ?
O102 N101 C102 C103 140.4(17) . . . . ?
O104 C103 C104 C105 -169.6(17) . . . . ?
O104 C103 C104 N102 20(3) . . . . ?
O209 N203 C205 C204 -141.1(15) . . . . ?
O209 N203 C205 C206 48.1(19) . . . . ?
N30 C30 C35 C34 178.6(17) . . . . ?
N30 C30 C31 C32 -176.3(16) . . . . ?
N30 C30 C36 C37 -174.0(18) . . . . ?
O106 N102 C104 C105 41(2) . . . . ?
O106 N102 C104 C103 -148.2(18) . . . . ?
O103 N101 C102 C101 138.2(18) . . . . ?
O103 N101 C102 C103 -45(2) . . . . ?
N103 C106 C101 O101 9(2) . . . . ?
N103 C106 C101 C102 -178.6(13) . . . . ?
O208 N203 C205 C204 38.8(18) . . . . ?
O208 N203 C205 C206 -132.0(14) . . . . ?
N202 C203 C204 O207 -3.5(11) . . . . ?
N202 C203 C204 C205 -177.0(9) . . . . ?
N10 C10 C15 C14 177(2) . . . . ?
N10 C10 C16 C17 174(2) . . . . ?
C102 C103 C104 C105 -4(3) . . . . ?
C102 C103 C104 N102 -174.6(16) . . . . ?
C105 C106 C101 O101 -167.8(15) . . . . ?
C105 C106 C101 C102 4(2) . . . . ?
N50 C50 C56 C57 179.2(18) . . . . ?
N50 C50 C51 C52 178.3(17) . . . . ?
O105 N102 C104 C105 -135(2) . . . . ?
O105 N102 C104 C103 37(3) . . . . ?
C202 C203 C204 O207 177.0(7) . . . . ?
C202 C203 C204 C205 3.4(4) . . . . ?
C202 C201 C206 O201 172.3(9) . . . . ?
C202 C201 C206 C205 -3.9(4) . . . . ?
C40 C41 C42 C43 57(2) . . . . ?
C40 C41 C42 C49 -58(3) . . . . ?
C40 C45 C44 C48 61(2) . . . . ?
C40 C45 C44 C43 -62(2) . . . . ?
C203 C202 C201 N201 174.7(8) . . . . ?
C203 C202 C201 C206 -4.4(3) . . . . ?
C203 C204 C205 N203 176.1(10) . . . . ?
C203 C204 C205 C206 -14.2(3) . . . . ?
C22 C21 C20 N20 177.3(14) . . . . ?
C22 C21 C20 C25 -61.6(19) . . . . ?
C22 C21 C20 C26 62.4(19) . . . . ?
N60 C60 C66 C67 -178.2(19) . . . . ?
C106 C105 C104 N102 176.8(16) . . . . ?
C106 C105 C104 C103 6(3) . . . . ?
C204 C205 C206 O201 -162.3(9) . . . . ?
C204 C205 C206 C201 14.0(3) . . . . ?
C101 C102 C103 O104 167.2(16) . . . . ?
C101 C102 C103 C104 2(3) . . . . ?
C201 C202 C203 N202 -174.9(10) . . . . ?
C201 C202 C203 C204 4.6(4) . . . . ?
C11 C10 C15 C14 58(3) . . . . ?
C11 C10 C16 C17 -64(3) . . . . ?
C11 C12 C13 C14 -60(3) . . . . ?
C41 C40 C45 C44 61(2) . . . . ?
C41 C40 C46 C47 -59(2) . . . . ?
C41 C42 C49 C47 53(3) . . . . ?
C103 C102 C101 O101 170.2(15) . . . . ?
C103 C102 C101 C106 -2(2) . . . . ?
C21 C22 C29 C27 59(3) . . . . ?
C21 C22 C23 C24 -60(2) . . . . ?
O109 N103 C106 C105 -136.7(17) . . . . ?
O109 N103 C106 C101 46.3(16) . . . . ?
C27 C26 C20 N20 -179.2(17) . . . . ?
C27 C26 C20 C21 -67(2) . . . . ?
C27 C26 C20 C25 53(2) . . . . ?
C27 C28 C24 C25 -57(2) . . . . ?
C27 C28 C24 C23 63(2) . . . . ?
C61 C62 C63 C64 -61(2) . . . . ?
C61 C62 C69 C67 52(3) . . . . ?
C61 C60 C66 C67 -61(2) . . . . ?
C37 C38 C34 C35 -63(2) . . . . ?
C37 C38 C34 C33 59(2) . . . . ?
C55 C50 C56 C57 61(2) . . . . ?
C55 C50 C51 C52 -58(2) . . . . ?
C55 C54 C53 C52 61(2) . . . . ?
C55 C54 C58 C57 -64(3) . . . . ?
C104 C105 C106 N103 177.0(15) . . . . ?
C104 C105 C106 C101 -6(2) . . . . ?
C25 C24 C23 C22 54(3) . . . . ?
C62 C61 C60 N60 177.4(15) . . . . ?
C62 C61 C60 C65 -63(2) . . . . ?
C62 C61 C60 C66 61(2) . . . . ?
C62 C69 C67 C66 -58(3) . . . . ?
C62 C69 C67 C68 64(3) . . . . ?
C65 C60 C66 C67 60(2) . . . . ?
C65 C64 C63 C62 66(2) . . . . ?
C65 C64 C68 C67 -61(3) . . . . ?
C26 C27 C29 C22 -59(2) . . . . ?
C26 C27 C28 C24 56(2) . . . . ?
C50 C55 C54 C53 -60(2) . . . . ?
C50 C55 C54 C58 62(2) . . . . ?
C50 C56 C57 C58 -66(2) . . . . ?
C50 C56 C57 C59 65(3) . . . . ?
C48 C47 C46 C40 -61(2) . . . . ?
C48 C47 C49 C42 63(2) . . . . ?
C30 C35 C34 C38 56(2) . . . . ?
C30 C35 C34 C33 -65(2) . . . . ?
C30 C31 C32 C33 59(2) . . . . ?
C30 C31 C32 C39 -64(2) . . . . ?
C35 C30 C31 C32 -64(2) . . . . ?
C35 C30 C36 C37 67(2) . . . . ?
C35 C34 C33 C32 58(3) . . . . ?
C43 C42 C49 C47 -65(2) . . . . ?
O108 N103 C106 C105 43.3(17) . . . . ?
O108 N103 C106 C101 -133.7(16) . . . . ?
C10 C11 C12 C19 -54(3) . . . . ?
C10 C11 C12 C13 65(2) . . . . ?
C10 C15 C14 C18 69(3) . . . . ?
C10 C15 C14 C13 -57(3) . . . . ?
C29 C22 C21 C20 -62(2) . . . . ?
C29 C22 C23 C24 66(2) . . . . ?
C29 C27 C26 C20 66(2) . . . . ?
C29 C27 C28 C24 -63(2) . . . . ?
C60 C61 C62 C63 61(2) . . . . ?
C60 C61 C62 C69 -57(2) . . . . ?
C60 C65 C64 C63 -66(2) . . . . ?
C60 C65 C64 C68 57(3) . . . . ?
C60 C66 C67 C69 62(3) . . . . ?
C60 C66 C67 C68 -60(3) . . . . ?
C45 C40 C41 C42 -63(2) . . . . ?
C45 C40 C46 C47 65(2) . . . . ?
O206 N202 C203 C202 -131(2) . . . . ?
O206 N202 C203 C204 50(2) . . . . ?
C20 C25 C24 C28 60(2) . . . . ?
C20 C25 C24 C23 -56(3) . . . . ?
C56 C50 C51 C52 61(2) . . . . ?
C31 C30 C35 C34 67(2) . . . . ?
C31 C30 C36 C37 -57(3) . . . . ?
C31 C32 C33 C34 -57(3) . . . . ?
C31 C32 C39 C37 62(3) . . . . ?
C36 C37 C38 C34 66(2) . . . . ?
C36 C37 C39 C32 -58(3) . . . . ?
C36 C30 C35 C34 -61(2) . . . . ?
C36 C30 C31 C32 64(2) . . . . ?
C52 C59 C57 C56 -65(3) . . . . ?
C52 C59 C57 C58 63(2) . . . . ?
C38 C37 C36 C30 -66(2) . . . . ?
C38 C37 C39 C32 59(3) . . . . ?
C38 C34 C33 C32 -63(2) . . . . ?
C44 C48 C47 C46 62(3) . . . . ?
C44 C48 C47 C49 -59(2) . . . . ?
C44 C43 C42 C41 -55(3) . . . . ?
C44 C43 C42 C49 64(2) . . . . ?
C18 C17 C19 C12 54(3) . . . . ?
C18 C17 C16 C10 -51(3) . . . . ?
C18 C14 C13 C12 -65(3) . . . . ?
O205 N202 C203 C202 45(2) . . . . ?
O205 N202 C203 C204 -134.1(17) . . . . ?
C15 C10 C16 C17 58(3) . . . . ?
C15 C14 C13 C12 58(3) . . . . ?
F4 C6 C5 O4 -62(3) . . . . ?
C54 C55 C50 N50 -176.0(16) . . . . ?
C54 C55 C50 C56 -60(2) . . . . ?
C54 C55 C50 C51 59(2) . . . . ?
C54 C58 C57 C56 68(3) . . . . ?
C54 C58 C57 C59 -62(3) . . . . ?
C28 C27 C26 C20 -51(2) . . . . ?
C28 C27 C29 C22 63(3) . . . . ?
C28 C24 C23 C22 -61(2) . . . . ?
C24 C25 C20 N20 174.5(18) . . . . ?
C24 C25 C20 C21 58(2) . . . . ?
C24 C25 C20 C26 -60(3) . . . . ?
C64 C65 C60 N60 -177.3(18) . . . . ?
C64 C65 C60 C61 64(2) . . . . ?
C64 C65 C60 C66 -57(2) . . . . ?
C64 C68 C67 C66 63(3) . . . . ?
C64 C68 C67 C69 -62(3) . . . . ?
C23 C22 C21 C20 64.7(19) . . . . ?
C23 C22 C29 C27 -67(3) . . . . ?
C17 C18 C14 C15 -64(3) . . . . ?
C17 C18 C14 C13 62(3) . . . . ?
C17 C19 C12 C11 62(3) . . . . ?
C17 C19 C12 C13 -56(3) . . . . ?
C63 C62 C69 C67 -63(3) . . . . ?
C63 C64 C68 C67 59(3) . . . . ?
C19 C17 C16 C10 66(3) . . . . ?
C19 C12 C13 C14 59(3) . . . . ?
C69 C62 C63 C64 58(3) . . . . ?
C53 C52 C51 C50 58(2) . . . . ?
C53 C52 C59 C57 -59(2) . . . . ?
C53 C54 C58 C57 57(2) . . . . ?
C33 C32 C39 C37 -64(3) . . . . ?
C47 C48 C44 C43 63(2) . . . . ?
C47 C48 C44 C45 -63(2) . . . . ?
C12 C11 C10 N10 177.4(18) . . . . ?
C12 C11 C10 C15 -66(2) . . . . ?
C12 C11 C10 C16 57(3) . . . . ?
C16 C10 C15 C14 -66(3) . . . . ?
C16 C17 C19 C12 -64(3) . . . . ?
C58 C54 C53 C52 -60(2) . . . . ?
C42 C43 C44 C48 -65(2) . . . . ?
C42 C43 C44 C45 59(3) . . . . ?
C14 C18 C17 C19 -57(3) . . . . ?
C14 C18 C17 C16 56(3) . . . . ?
C68 C64 C63 C62 -57(3) . . . . ?
C51 C50 C56 C57 -60(2) . . . . ?
C51 C52 C53 C54 -60(2) . . . . ?
C51 C52 C59 C57 60(2) . . . . ?
C59 C52 C53 C54 59(2) . . . . ?
C59 C52 C51 C50 -60(2) . . . . ?
C39 C37 C36 C30 54(3) . . . . ?
C39 C37 C38 C34 -57(3) . . . . ?
C39 C32 C33 C34 66(3) . . . . ?
C46 C40 C41 C42 62(2) . . . . ?
C46 C40 C45 C44 -62(2) . . . . ?
C46 C47 C49 C42 -54(3) . . . . ?
F5 C6 C5 O4 -178.9(19) . . . . ?
F6 C6 C5 O4 69(2) . . . . ?
C49 C47 C46 C40 56(3) . . . . ?
O1 C2 C3 F2 165(2) . . . . ?
O1 C2 C3 F1 43(3) . . . . ?
O1 C2 C3 F3 -79(3) . . . . ?
O26A N202 C203 C202 113(4) . . . . ?
O26A N202 C203 C204 -67(4) . . . . ?
O25A N202 C203 C202 -45(4) . . . . ?
O25A N202 C203 C204 136(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
# start Validation Reply Form
_vrf_RINTA01_ii                  
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: The crystals were of very poor quality, very thin,
and do not contain any heavy atoms.
;
_vrf_PLAT020_ii                  
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.345 Report
RESPONSE: see above
;
_vrf_PLAT026_ii                  
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        25% Check 
RESPONSE: The crystals were of very poor quality and very thin.
;
_vrf_PLAT213_ii                  
;
PROBLEM: Atom O25A            has ADP max/min Ratio .....        6.5 prolat
RESPONSE: This oxygen atom is a part of a disordered nitro
group tat was modeled in two positions.
;
_vrf_PLAT234_ii                  
;
PROBLEM: Large Hirshfeld Difference C26      --C27              0.32 Ang.  
RESPONSE: The whole adamantyl group seems to bee slightly
disordered and/or is affected by thermal motion.
;
_vrf_PLAT214_ii                  
;
PROBLEM: Atom C22       (Anion/Solvent) ADP max/min Ratio        5.7 oblate
RESPONSE: The solvent molecules are probably disordered. However,
because of the data quality the disorder could not be modeled.
;
_vrf_PLAT230_ii                  
;
PROBLEM: Hirshfeld Test Diff for   O201     --C206      .        7.2 s.u.  
RESPONSE: see above
;
_vrf_PLAT340_ii                  
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.03078 Ang.  
RESPONSE: see above
;
_vrf_PLAT915_ii                  
;
PROBLEM: No Flack x Check Done: Low Friedel Pair Coverage         49 %     
RESPONSE: the data was processed with merged Friedel pairs
since the only information that is gained is the orientation
of the crystal.
;
# end Validation Reply Form


####################################################################### 
# 
# 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_x
_database_code_depnum_ccdc_archive 'CCDC 1856336'
loop_
_audit_author_name
_audit_author_address
'Kristina Smokrovic'
;University of Zagreb, Faculty of Science, Department of Chemistry
Croatia
;
_audit_update_record             
;
2018-07-17 deposited with the CCDC.	2020-01-23 downloaded from the CCDC.
;
_audit_creation_date             2018-07-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(C2 H6 O S), C6 N3 O9, 3(C10 H18 N), 2(H2 O)'
_chemical_formula_sum            'C42 H76 N6 O14 S3'
_chemical_formula_weight         985.26
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.5708(6)
_cell_length_b                   14.8651(9)
_cell_length_c                   17.1263(8)
_cell_angle_alpha                101.650(4)
_cell_angle_beta                 108.206(5)
_cell_angle_gamma                107.592(5)
_cell_volume                     2520.5(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3913
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.4300
_cell_measurement_theta_min      4.3860
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.214
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rhombohedral
_exptl_crystal_F_000             1060
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0549
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            22839
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.995
_diffrn_reflns_theta_min         4.163
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            CCD
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -20.00   37.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.4667   57.0000  -30.0000 57

#__ type_ start__ end____ width___ exp.time_
  2 omega    7.00   80.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       28.6542   77.0000   30.0000 73

#__ type_ start__ end____ width___ exp.time_
  3 omega -100.00  -45.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.4667  142.0000 -165.0000 55

#__ type_ start__ end____ width___ exp.time_
  4 omega -113.00  -45.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.4667  179.0000    0.0000 68

#__ type_ start__ end____ width___ exp.time_
  5 omega -107.00  -47.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.4667  179.0000   30.0000 60

#__ type_ start__ end____ width___ exp.time_
  6 omega  -95.00   40.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.4667   19.0000  -30.0000 135

#__ type_ start__ end____ width___ exp.time_
  7 omega -102.00  -35.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.4667  -57.0000 -180.0000 67
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_radiation_collimation    0.8
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7108
_reflns_number_total             10940
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.701
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     635
_refine_ls_number_reflns         10940
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.1231
_refine_ls_R_factor_gt           0.0817
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1088P)²+1.6750P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1982
_refine_ls_wR_factor_ref         0.2257
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 O2-H2A = O2-H2B
 0.85 with sigma of 0.002
 S1-C242 = S1-C241
 1.754 with sigma of 0.00001
 H2AB-H30A
 -1.8 with sigma of 0.02
 H2B-H2A
 1.25 with sigma of 0.04
 H20B-H20C \\sim H20C-H20A
 with sigma of 0.0002
 O301-H30E \\sim O301-H30D
 with sigma of 0.0002
3. Others
 Sof(O2A)=Sof(H2AA)=Sof(H2AB)=1-FVAR(1)
 Sof(O2)=Sof(H2A)=Sof(H2B)=FVAR(1)
4.a Free rotating group:
 O2A(H2AA,H2AB)
4.b Ternary CH refined with riding coordinates:
 C24(H24), C17(H17), C26(H26), C22(H22), C36(H36), C19(H19), C13(H13),
 C34(H34), C32(H32)
4.c Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C28(H28A,H28B), C37(H37A,H37B), C29(H29A,H29B), C11(H11A,
 H11B), C39(H39A,H39B), C12(H12A,H12B), C31(H31A,H31B), C23(H23A,H23B),
 C25(H25A,H25B), C16(H16A,H16B), C33(H33A,H33B), C15(H15A,H15B), C38(H38A,H38B),
  C18(H18A,H18B), C27(H27A,H27B), C14(H14A,H14B), C35(H35A,H35B)
4.d Idealised Me refined as rotating group:
 C220(H22A,H22B,H22C), C221(H22D,H22E,H22F), C230(H23C,H23D,H23E), C231(H23F,
 H23G,H23H), N10(H10A,H10B,H10C), N30(H30A,H30B,H30C), C241(H24A,H24B,H24C),
 C242(H24D,H24E,H24F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S2 S -0.17826(11) 0.22843(9) 0.54419(8) 0.0661(3) Uani 1 1 d . . . . .
O222 O -0.2405(4) 0.1658(2) 0.4517(2) 0.0866(10) Uani 1 1 d . . . . .
C220 C -0.0154(5) 0.2330(5) 0.5864(4) 0.0959(17) Uani 1 1 d . . . . .
H22A H 0.028852 0.253511 0.550210 0.144 Uiso 1 1 calc GR . . . .
H22B H -0.018729 0.167993 0.587666 0.144 Uiso 1 1 calc GR . . . .
H22C H 0.031937 0.279919 0.644405 0.144 Uiso 1 1 calc GR . . . .
C221 C -0.1344(6) 0.3549(4) 0.5459(5) 0.109(2) Uani 1 1 d . . . . .
H22D H -0.213213 0.366039 0.520349 0.164 Uiso 1 1 calc GR . . . .
H22E H -0.080709 0.367833 0.513326 0.164 Uiso 1 1 calc GR . . . .
H22F H -0.085671 0.398895 0.604933 0.164 Uiso 1 1 calc GR . . . .
S3 S 0.34468(14) 0.18899(12) 0.13324(9) 0.0849(4) Uani 1 1 d . . . . .
O232 O 0.4360(4) 0.1683(3) 0.2065(3) 0.0978(12) Uani 1 1 d . . . . .
C230 C 0.2415(5) 0.2281(5) 0.1775(4) 0.0924(17) Uani 1 1 d . . . . .
H23C H 0.183083 0.172451 0.185246 0.139 Uiso 1 1 calc GR . . . .
H23D H 0.190360 0.253157 0.138464 0.139 Uiso 1 1 calc GR . . . .
H23E H 0.295144 0.279881 0.232646 0.139 Uiso 1 1 calc GR . . . .
C231 C 0.4385(6) 0.3049(5) 0.1301(4) 0.0994(19) Uani 1 1 d . . . . .
H23F H 0.481983 0.352813 0.187605 0.149 Uiso 1 1 calc GR . . . .
H23G H 0.381271 0.327411 0.092390 0.149 Uiso 1 1 calc GR . . . .
H23H H 0.503619 0.297731 0.108471 0.149 Uiso 1 1 calc GR . . . .
O104 O 0.0376(2) 0.47247(17) 0.10746(13) 0.0377(5) Uani 1 1 d . . . . .
C103 C 0.0617(3) 0.4559(2) 0.17981(18) 0.0287(6) Uani 1 1 d . . . . .
N20 N 0.0699(2) 0.3989(2) -0.04377(17) 0.0354(6) Uani 1 1 d . . . . .
C102 C -0.0387(3) 0.4212(2) 0.2103(2) 0.0345(7) Uani 1 1 d . . . . .
C104 C 0.1909(3) 0.4719(2) 0.23707(19) 0.0327(6) Uani 1 1 d . . . . .
N102 N 0.2949(3) 0.5060(2) 0.20819(18) 0.0448(7) Uani 1 1 d . . . . .
O101 O -0.1119(3) 0.37885(19) 0.31626(19) 0.0577(7) Uani 1 1 d . . . . .
C20 C -0.0406(3) 0.2980(2) -0.08890(18) 0.0318(6) Uani 1 1 d . . . . .
C101 C -0.0194(3) 0.4021(2) 0.2899(2) 0.0367(7) Uani 1 1 d . . . . .
N101 N -0.1704(3) 0.4080(2) 0.1568(2) 0.0475(7) Uani 1 1 d . . . . .
C106 C 0.1150(3) 0.4192(2) 0.34258(19) 0.0377(7) Uani 1 1 d . . . . .
O107 O 0.3412(2) 0.4664(2) 0.36321(16) 0.0602(7) Uani 1 1 d . . . . .
C105 C 0.2247(3) 0.4561(2) 0.3183(2) 0.0388(7) Uani 1 1 d . . . . .
O105 O 0.2810(3) 0.4632(2) 0.13476(17) 0.0591(7) Uani 1 1 d . . . . .
N103 N 0.1427(4) 0.4065(3) 0.4246(2) 0.0554(8) Uani 1 1 d . . . . .
C30 C 0.4007(3) 0.2736(2) 0.5000(2) 0.0394(7) Uani 1 1 d . . . . .
O108 O 0.2536(3) 0.4613(3) 0.48645(17) 0.0729(9) Uani 1 1 d . . . . .
C21 C -0.0534(4) 0.2598(3) -0.1824(2) 0.0475(8) Uani 1 1 d . . . . .
H21A H -0.072419 0.305300 -0.213033 0.057 Uiso 1 1 calc R . . . .
H21B H 0.029015 0.256256 -0.182249 0.057 Uiso 1 1 calc R . . . .
C28 C -0.0098(4) 0.2271(3) -0.0407(2) 0.0478(8) Uani 1 1 d . . . . .
H28A H -0.000892 0.251640 0.018679 0.057 Uiso 1 1 calc R . . . .
H28B H 0.072894 0.223078 -0.039278 0.057 Uiso 1 1 calc R . . . .
C37 C 0.5128(3) 0.2384(3) 0.5327(2) 0.0451(8) Uani 1 1 d . . . . .
H37A H 0.556174 0.235626 0.492654 0.054 Uiso 1 1 calc R . . . .
H37B H 0.577917 0.284933 0.589197 0.054 Uiso 1 1 calc R . . . .
C29 C -0.1704(3) 0.3043(3) -0.0897(2) 0.0458(8) Uani 1 1 d . . . . .
H29A H -0.189912 0.350545 -0.119158 0.055 Uiso 1 1 calc R . . . .
H29B H -0.162422 0.328787 -0.030480 0.055 Uiso 1 1 calc R . . . .
C11 C -0.1197(4) 0.1308(3) 0.2691(3) 0.0524(9) Uani 1 1 d . . . . .
H11A H -0.086833 0.137419 0.330351 0.063 Uiso 1 1 calc R . . . .
H11B H -0.070860 0.192536 0.262679 0.063 Uiso 1 1 calc R . . . .
N10 N -0.2862(3) 0.1949(2) 0.2862(2) 0.0578(8) Uani 1 1 d . . . . .
H10A H -0.369363 0.188819 0.261204 0.069 Uiso 1 1 calc GR . . . .
H10B H -0.231417 0.252680 0.287699 0.069 Uiso 1 1 calc GR . . . .
H10C H -0.269337 0.193301 0.340182 0.069 Uiso 1 1 calc GR . . . .
N30 N 0.4594(3) 0.3742(2) 0.4926(2) 0.0561(8) Uani 1 1 d . . . . .
H30A H 0.500778 0.370370 0.456893 0.067 Uiso 1 1 calc DGR . . . .
H30B H 0.516874 0.417180 0.544877 0.067 Uiso 1 1 calc GR . . . .
H30C H 0.395381 0.395162 0.471583 0.067 Uiso 1 1 calc GR . . . .
C24 C -0.2823(3) 0.2007(3) -0.1367(3) 0.0506(9) Uani 1 1 d . . . . .
H24 H -0.365558 0.204918 -0.137470 0.061 Uiso 1 1 calc R . . . .
C17 C -0.2980(4) 0.0133(3) 0.0885(3) 0.0572(10) Uani 1 1 d . . . . .
H17 H -0.330994 0.006562 0.026641 0.069 Uiso 1 1 calc R . . . .
C39 C 0.3327(3) 0.2783(3) 0.5622(2) 0.0487(9) Uani 1 1 d . . . . .
H39A H 0.262527 0.301381 0.541312 0.058 Uiso 1 1 calc R . . . .
H39B H 0.395699 0.325206 0.619027 0.058 Uiso 1 1 calc R . . . .
C12 C -0.3425(4) 0.0149(3) 0.2474(3) 0.0531(9) Uani 1 1 d . . . . .
H12A H -0.435834 0.002513 0.226742 0.064 Uiso 1 1 calc R . . . .
H12B H -0.310362 0.021612 0.308644 0.064 Uiso 1 1 calc R . . . .
O103 O -0.1886(3) 0.4751(3) 0.1325(2) 0.0752(9) Uani 1 1 d . . . . .
C31 C 0.3000(4) 0.2011(3) 0.4102(2) 0.0493(9) Uani 1 1 d . . . . .
H31A H 0.342590 0.198041 0.369663 0.059 Uiso 1 1 calc R . . . .
H31B H 0.229829 0.223967 0.388561 0.059 Uiso 1 1 calc R . . . .
C26 C -0.1228(4) 0.1233(3) -0.0878(3) 0.0578(10) Uani 1 1 d . . . . .
H26 H -0.103108 0.077231 -0.057170 0.069 Uiso 1 1 calc R . . . .
C10 C -0.2667(3) 0.1102(2) 0.2347(2) 0.0438(8) Uani 1 1 d . . . . .
O109 O 0.0617(4) 0.3424(3) 0.4369(2) 0.0875(11) Uani 1 1 d . . . . .
C22 C -0.1653(4) 0.1562(3) -0.2283(2) 0.0585(10) Uani 1 1 d . . . . .
H22 H -0.173763 0.131115 -0.288171 0.070 Uiso 1 1 calc R . . . .
C23 C -0.2948(4) 0.1634(3) -0.2294(3) 0.0610(11) Uani 1 1 d . . . . .
H23A H -0.314141 0.208990 -0.259788 0.073 Uiso 1 1 calc R . . . .
H23B H -0.366797 0.098273 -0.259951 0.073 Uiso 1 1 calc R . . . .
C25 C -0.2514(4) 0.1301(3) -0.0879(3) 0.0578(10) Uani 1 1 d . . . . .
H25A H -0.242877 0.154818 -0.028560 0.069 Uiso 1 1 calc R . . . .
H25B H -0.322764 0.064401 -0.115952 0.069 Uiso 1 1 calc R . . . .
C36 C 0.4548(4) 0.1349(3) 0.5397(3) 0.0588(10) Uani 1 1 d . . . . .
H36 H 0.525934 0.111996 0.561160 0.071 Uiso 1 1 calc R . . . .
C19 C -0.1006(4) 0.0435(3) 0.2172(3) 0.0615(11) Uani 1 1 d . . . . .
H19 H -0.006262 0.056113 0.238648 0.074 Uiso 1 1 calc R . . . .
C16 C -0.3730(4) -0.0834(3) 0.1002(3) 0.0617(10) Uani 1 1 d . . . . .
H16A H -0.466907 -0.097667 0.077555 0.074 Uiso 1 1 calc R . . . .
H16B H -0.359684 -0.138443 0.068203 0.074 Uiso 1 1 calc R . . . .
C13 C -0.3227(4) -0.0722(3) 0.1963(3) 0.0562(10) Uani 1 1 d . . . . .
H13 H -0.371196 -0.134004 0.204039 0.067 Uiso 1 1 calc R . . . .
C33 C 0.1741(4) 0.1022(3) 0.4794(3) 0.0657(11) Uani 1 1 d . . . . .
H33A H 0.136511 0.036427 0.483650 0.079 Uiso 1 1 calc R . . . .
H33B H 0.102958 0.124101 0.458041 0.079 Uiso 1 1 calc R . . . .
C34 C 0.2753(4) 0.1757(3) 0.5693(3) 0.0604(10) Uani 1 1 d . . . . .
H34 H 0.231661 0.179092 0.609898 0.072 Uiso 1 1 calc R . . . .
C32 C 0.2421(4) 0.0973(3) 0.4175(3) 0.0575(10) Uani 1 1 d . . . . .
H32 H 0.177465 0.050583 0.360038 0.069 Uiso 1 1 calc R . . . .
O106 O 0.3946(3) 0.5796(3) 0.2564(2) 0.1160(17) Uani 1 1 d . . . . .
O102 O -0.2614(3) 0.3306(3) 0.1381(4) 0.132(2) Uani 1 1 d . . . . .
C15 C -0.3178(4) 0.1002(3) 0.1390(3) 0.0568(10) Uani 1 1 d . . . . .
H15A H -0.270314 0.161423 0.131163 0.068 Uiso 1 1 calc R . . . .
H15B H -0.410986 0.088376 0.117373 0.068 Uiso 1 1 calc R . . . .
C38 C 0.3542(5) 0.0618(3) 0.4499(3) 0.0730(13) Uani 1 1 d . . . . .
H38A H 0.318593 -0.004520 0.453585 0.088 Uiso 1 1 calc R . . . .
H38B H 0.396925 0.058642 0.409505 0.088 Uiso 1 1 calc R . . . .
C18 C -0.1512(4) 0.0336(3) 0.1220(3) 0.0637(11) Uani 1 1 d . . . . .
H18A H -0.137504 -0.020785 0.089431 0.076 Uiso 1 1 calc R . . . .
H18B H -0.103036 0.094684 0.114310 0.076 Uiso 1 1 calc R . . . .
C27 C -0.1360(5) 0.0849(3) -0.1805(3) 0.0672(12) Uani 1 1 d . . . . .
H27A H -0.206949 0.019201 -0.210026 0.081 Uiso 1 1 calc R . . . .
H27B H -0.054522 0.079266 -0.180184 0.081 Uiso 1 1 calc R . . . .
C14 C -0.1756(5) -0.0523(3) 0.2302(3) 0.0703(12) Uani 1 1 d . . . . .
H14A H -0.162298 -0.107901 0.199053 0.084 Uiso 1 1 calc R . . . .
H14B H -0.142449 -0.045454 0.291510 0.084 Uiso 1 1 calc R . . . .
C35 C 0.3873(5) 0.1409(4) 0.6031(3) 0.0720(13) Uani 1 1 d . . . . .
H35A H 0.451269 0.187401 0.659928 0.086 Uiso 1 1 calc R . . . .
H35B H 0.352019 0.075763 0.609105 0.086 Uiso 1 1 calc R . . . .
O301 O -0.2504(3) 0.4943(3) 0.34265(18) 0.0848(11) Uani 1 1 d D . . . .
O2 O 0.5732(6) 0.3301(5) 0.3688(3) 0.073(2) Uani 0.632(11) 1 d D . P A 2
H20A H 0.049(3) 0.4399(10) -0.0689(4) 0.034(9) Uiso 1 1 d D . . . .
H20B H 0.1504(7) 0.3966(13) -0.0381(6) 0.051(10) Uiso 1 1 d D . . . .
H20C H 0.0807(7) 0.4218(6) 0.0112(15) 0.046(10) Uiso 1 1 d D . . . .
H30D H -0.217(4) 0.522(2) 0.3926(5) 0.066(14) Uiso 1 1 d D . . . .
H30E H -0.2070(7) 0.4666(7) 0.3324(12) 0.11(2) Uiso 1 1 d D . . . .
H2A H 0.612(5) 0.375(3) 0.351(3) 0.06(2) Uiso 0.632(11) 1 d D . P A 2
H2B H 0.545(7) 0.280(3) 0.324(2) 0.08(3) Uiso 0.632(11) 1 d D . P A 2
O2A O 0.5211(12) 0.3885(10) 0.3574(8) 0.098(5) Uani 0.368(11) 1 d . . P A -2
H2AA H 0.550018 0.424658 0.329486 0.147 Uiso 0.368(11) 1 d G . P A -2
H2AB H 0.451675 0.397194 0.356671 0.147 Uiso 0.368(11) 1 d DG . P A -2
S1 S 0.39046(3) 0.41153(3) -0.09388(2) 0.0473(2) Uani 1 1 d D . . . .
O243 O 0.2896(3) 0.3539(2) -0.06669(18) 0.0642(8) Uani 1 1 d . . . . .
C241 C 0.51389(3) 0.36346(3) -0.0749(2) 0.0516(9) Uani 1 1 d D . . . .
H24A H 0.564386 0.383713 -0.013399 0.077 Uiso 1 1 calc GR . . . .
H24B H 0.571229 0.388486 -0.102535 0.077 Uiso 1 1 calc GR . . . .
H24C H 0.473598 0.291867 -0.098265 0.077 Uiso 1 1 calc GR . . . .
C242 C 0.3243(4) 0.3690(4) -0.20795(2) 0.0792(14) Uani 1 1 d D . . . .
H24D H 0.287123 0.297329 -0.228936 0.119 Uiso 1 1 calc GR . . . .
H24E H 0.393165 0.393453 -0.227617 0.119 Uiso 1 1 calc GR . . . .
H24F H 0.256565 0.393024 -0.229731 0.119 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S2 O222 1.476(3) . ?
S2 C220 1.769(5) . ?
S2 C221 1.785(6) . ?
C220 H22A 0.9600 . ?
C220 H22B 0.9600 . ?
C220 H22C 0.9600 . ?
C221 H22D 0.9600 . ?
C221 H22E 0.9600 . ?
C221 H22F 0.9600 . ?
S3 O232 1.519(4) . ?
S3 C230 1.773(5) . ?
S3 C231 1.759(6) . ?
C230 H23C 0.9600 . ?
C230 H23D 0.9600 . ?
C230 H23E 0.9600 . ?
C231 H23F 0.9600 . ?
C231 H23G 0.9600 . ?
C231 H23H 0.9600 . ?
O104 C103 1.274(3) . ?
C103 C102 1.418(4) . ?
C103 C104 1.424(4) . ?
N20 C20 1.496(4) . ?
N20 H20A 0.863(15) . ?
N20 H20B 0.918(10) . ?
N20 H20C 0.89(2) . ?
C102 C101 1.413(4) . ?
C102 N101 1.441(4) . ?
C104 N102 1.434(4) . ?
C104 C105 1.412(4) . ?
N102 O105 1.225(4) . ?
N102 O106 1.219(4) . ?
O101 C101 1.268(4) . ?
C20 C21 1.531(4) . ?
C20 C28 1.520(4) . ?
C20 C29 1.529(4) . ?
C101 C106 1.445(5) . ?
N101 O103 1.205(4) . ?
N101 O102 1.202(4) . ?
C106 C105 1.443(5) . ?
C106 N103 1.405(4) . ?
O107 C105 1.269(4) . ?
N103 O108 1.266(5) . ?
N103 O109 1.223(5) . ?
C30 C37 1.530(4) . ?
C30 N30 1.495(4) . ?
C30 C39 1.512(5) . ?
C30 C31 1.529(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.528(5) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C26 1.536(5) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 C36 1.527(5) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C24 1.529(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C10 1.523(5) . ?
C11 C19 1.533(5) . ?
N10 H10A 0.8900 . ?
N10 H10B 0.8900 . ?
N10 H10C 0.8900 . ?
N10 C10 1.504(4) . ?
N30 H30A 0.8900 . ?
N30 H30B 0.8900 . ?
N30 H30C 0.8900 . ?
C24 H24 0.9800 . ?
C24 C23 1.519(6) . ?
C24 C25 1.524(5) . ?
C17 H17 0.9800 . ?
C17 C16 1.526(6) . ?
C17 C15 1.523(6) . ?
C17 C18 1.522(6) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C39 C34 1.515(6) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C10 1.522(5) . ?
C12 C13 1.530(5) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.533(5) . ?
C26 H26 0.9800 . ?
C26 C25 1.521(5) . ?
C26 C27 1.517(6) . ?
C10 C15 1.518(5) . ?
C22 H22 0.9800 . ?
C22 C23 1.528(6) . ?
C22 C27 1.517(6) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C36 H36 0.9800 . ?
C36 C38 1.530(6) . ?
C36 C35 1.527(6) . ?
C19 H19 0.9800 . ?
C19 C18 1.509(6) . ?
C19 C14 1.527(6) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C13 1.520(6) . ?
C13 H13 0.9800 . ?
C13 C14 1.527(6) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.535(6) . ?
C33 C32 1.507(6) . ?
C34 H34 0.9800 . ?
C34 C35 1.530(6) . ?
C32 H32 0.9800 . ?
C32 C38 1.534(6) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
O301 H30D 0.778(8) . ?
O301 H30E 0.778(8) . ?
O2A H2AA 0.8507 . ?
O2A H2AB 0.8482 . ?
S1 O243 1.486(3) . ?
S1 C241 1.75400(10) . ?
S1 C242 1.75400(12) . ?
C241 H24A 0.9600 . ?
C241 H24B 0.9600 . ?
C241 H24C 0.9600 . ?
C242 H24D 0.9600 . ?
C242 H24E 0.9600 . ?
C242 H24F 0.9600 . ?

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
O222 S2 C220 107.1(3) . . ?
O222 S2 C221 106.4(3) . . ?
C220 S2 C221 97.0(3) . . ?
S2 C220 H22A 109.5 . . ?
S2 C220 H22B 109.5 . . ?
S2 C220 H22C 109.5 . . ?
H22A C220 H22B 109.5 . . ?
H22A C220 H22C 109.5 . . ?
H22B C220 H22C 109.5 . . ?
S2 C221 H22D 109.5 . . ?
S2 C221 H22E 109.5 . . ?
S2 C221 H22F 109.5 . . ?
H22D C221 H22E 109.5 . . ?
H22D C221 H22F 109.5 . . ?
H22E C221 H22F 109.5 . . ?
O232 S3 C230 104.4(2) . . ?
O232 S3 C231 106.2(3) . . ?
C231 S3 C230 98.1(3) . . ?
S3 C230 H23C 109.5 . . ?
S3 C230 H23D 109.5 . . ?
S3 C230 H23E 109.5 . . ?
H23C C230 H23D 109.5 . . ?
H23C C230 H23E 109.5 . . ?
H23D C230 H23E 109.5 . . ?
S3 C231 H23F 109.5 . . ?
S3 C231 H23G 109.5 . . ?
S3 C231 H23H 109.5 . . ?
H23F C231 H23G 109.5 . . ?
H23F C231 H23H 109.5 . . ?
H23G C231 H23H 109.5 . . ?
O104 C103 C102 122.4(3) . . ?
O104 C103 C104 123.0(3) . . ?
C102 C103 C104 114.6(2) . . ?
C20 N20 H20A 108.7(13) . . ?
C20 N20 H20B 112.1(10) . . ?
C20 N20 H20C 110.5(7) . . ?
H20A N20 H20B 116(2) . . ?
H20A N20 H20C 107.1(13) . . ?
H20B N20 H20C 102.5(7) . . ?
C103 C102 N101 117.0(3) . . ?
C101 C102 C103 125.6(3) . . ?
C101 C102 N101 117.4(3) . . ?
C103 C104 N102 116.3(2) . . ?
C105 C104 C103 126.0(3) . . ?
C105 C104 N102 117.7(3) . . ?
O105 N102 C104 119.9(3) . . ?
O106 N102 C104 119.2(3) . . ?
O106 N102 O105 120.9(3) . . ?
N20 C20 C21 108.9(3) . . ?
N20 C20 C28 109.1(2) . . ?
N20 C20 C29 110.1(2) . . ?
C28 C20 C21 109.9(3) . . ?
C28 C20 C29 109.2(3) . . ?
C29 C20 C21 109.6(3) . . ?
C102 C101 C106 115.4(3) . . ?
O101 C101 C102 122.1(3) . . ?
O101 C101 C106 122.3(3) . . ?
O103 N101 C102 119.8(3) . . ?
O102 N101 C102 119.5(3) . . ?
O102 N101 O103 120.7(3) . . ?
C105 C106 C101 123.5(3) . . ?
N103 C106 C101 118.5(3) . . ?
N103 C106 C105 117.9(3) . . ?
C104 C105 C106 114.9(3) . . ?
O107 C105 C104 122.1(3) . . ?
O107 C105 C106 122.8(3) . . ?
O108 N103 C106 119.6(4) . . ?
O109 N103 C106 121.0(4) . . ?
O109 N103 O108 119.4(3) . . ?
N30 C30 C37 107.9(3) . . ?
N30 C30 C39 110.7(3) . . ?
N30 C30 C31 109.0(3) . . ?
C39 C30 C37 110.3(3) . . ?
C39 C30 C31 109.3(3) . . ?
C31 C30 C37 109.6(3) . . ?
C20 C21 H21A 109.9 . . ?
C20 C21 H21B 109.9 . . ?
H21A C21 H21B 108.3 . . ?
C22 C21 C20 109.0(3) . . ?
C22 C21 H21A 109.9 . . ?
C22 C21 H21B 109.9 . . ?
C20 C28 H28A 109.9 . . ?
C20 C28 H28B 109.9 . . ?
C20 C28 C26 108.9(3) . . ?
H28A C28 H28B 108.3 . . ?
C26 C28 H28A 109.9 . . ?
C26 C28 H28B 109.9 . . ?
C30 C37 H37A 109.9 . . ?
C30 C37 H37B 109.9 . . ?
H37A C37 H37B 108.3 . . ?
C36 C37 C30 108.8(3) . . ?
C36 C37 H37A 109.9 . . ?
C36 C37 H37B 109.9 . . ?
C20 C29 H29A 109.8 . . ?
C20 C29 H29B 109.8 . . ?
C20 C29 C24 109.4(3) . . ?
H29A C29 H29B 108.2 . . ?
C24 C29 H29A 109.8 . . ?
C24 C29 H29B 109.8 . . ?
H11A C11 H11B 108.4 . . ?
C10 C11 H11A 110.0 . . ?
C10 C11 H11B 110.0 . . ?
C10 C11 C19 108.6(3) . . ?
C19 C11 H11A 110.0 . . ?
C19 C11 H11B 110.0 . . ?
H10A N10 H10B 109.5 . . ?
H10A N10 H10C 109.5 . . ?
H10B N10 H10C 109.5 . . ?
C10 N10 H10A 109.5 . . ?
C10 N10 H10B 109.5 . . ?
C10 N10 H10C 109.5 . . ?
C30 N30 H30A 109.5 . . ?
C30 N30 H30B 109.5 . . ?
C30 N30 H30C 109.5 . . ?
H30A N30 H30B 109.5 . . ?
H30A N30 H30C 109.5 . . ?
H30B N30 H30C 109.5 . . ?
C29 C24 H24 109.3 . . ?
C23 C24 C29 109.4(3) . . ?
C23 C24 H24 109.3 . . ?
C23 C24 C25 110.5(3) . . ?
C25 C24 C29 108.9(3) . . ?
C25 C24 H24 109.3 . . ?
C16 C17 H17 109.3 . . ?
C15 C17 H17 109.3 . . ?
C15 C17 C16 110.1(3) . . ?
C18 C17 H17 109.3 . . ?
C18 C17 C16 109.4(3) . . ?
C18 C17 C15 109.3(3) . . ?
C30 C39 H39A 109.7 . . ?
C30 C39 H39B 109.7 . . ?
C30 C39 C34 109.8(3) . . ?
H39A C39 H39B 108.2 . . ?
C34 C39 H39A 109.7 . . ?
C34 C39 H39B 109.7 . . ?
H12A C12 H12B 108.3 . . ?
C10 C12 H12A 109.9 . . ?
C10 C12 H12B 109.9 . . ?
C10 C12 C13 108.8(3) . . ?
C13 C12 H12A 109.9 . . ?
C13 C12 H12B 109.9 . . ?
C30 C31 H31A 109.9 . . ?
C30 C31 H31B 109.9 . . ?
C30 C31 C32 108.9(3) . . ?
H31A C31 H31B 108.3 . . ?
C32 C31 H31A 109.9 . . ?
C32 C31 H31B 109.9 . . ?
C28 C26 H26 109.2 . . ?
C25 C26 C28 109.4(3) . . ?
C25 C26 H26 109.2 . . ?
C27 C26 C28 109.8(3) . . ?
C27 C26 H26 109.2 . . ?
C27 C26 C25 109.9(3) . . ?
N10 C10 C11 108.8(3) . . ?
N10 C10 C12 107.9(3) . . ?
N10 C10 C15 110.4(3) . . ?
C12 C10 C11 109.8(3) . . ?
C15 C10 C11 109.9(3) . . ?
C15 C10 C12 110.0(3) . . ?
C21 C22 H22 109.4 . . ?
C23 C22 C21 109.2(3) . . ?
C23 C22 H22 109.4 . . ?
C27 C22 C21 110.0(3) . . ?
C27 C22 H22 109.4 . . ?
C27 C22 C23 109.2(3) . . ?
C24 C23 C22 109.4(3) . . ?
C24 C23 H23A 109.8 . . ?
C24 C23 H23B 109.8 . . ?
C22 C23 H23A 109.8 . . ?
C22 C23 H23B 109.8 . . ?
H23A C23 H23B 108.2 . . ?
C24 C25 H25A 109.9 . . ?
C24 C25 H25B 109.9 . . ?
C26 C25 C24 108.9(3) . . ?
C26 C25 H25A 109.9 . . ?
C26 C25 H25B 109.9 . . ?
H25A C25 H25B 108.3 . . ?
C37 C36 H36 109.4 . . ?
C37 C36 C38 109.4(3) . . ?
C38 C36 H36 109.4 . . ?
C35 C36 C37 109.2(3) . . ?
C35 C36 H36 109.4 . . ?
C35 C36 C38 110.0(4) . . ?
C11 C19 H19 109.2 . . ?
C18 C19 C11 109.9(3) . . ?
C18 C19 H19 109.2 . . ?
C18 C19 C14 110.3(4) . . ?
C14 C19 C11 109.0(4) . . ?
C14 C19 H19 109.2 . . ?
C17 C16 H16A 109.8 . . ?
C17 C16 H16B 109.8 . . ?
H16A C16 H16B 108.3 . . ?
C13 C16 C17 109.2(3) . . ?
C13 C16 H16A 109.8 . . ?
C13 C16 H16B 109.8 . . ?
C12 C13 H13 109.4 . . ?
C16 C13 C12 110.2(3) . . ?
C16 C13 H13 109.4 . . ?
C16 C13 C14 109.1(3) . . ?
C14 C13 C12 109.3(3) . . ?
C14 C13 H13 109.4 . . ?
H33A C33 H33B 108.3 . . ?
C34 C33 H33A 109.8 . . ?
C34 C33 H33B 109.8 . . ?
C32 C33 H33A 109.8 . . ?
C32 C33 H33B 109.8 . . ?
C32 C33 C34 109.2(3) . . ?
C39 C34 C33 109.4(3) . . ?
C39 C34 H34 109.5 . . ?
C39 C34 C35 109.0(3) . . ?
C33 C34 H34 109.5 . . ?
C35 C34 C33 109.8(4) . . ?
C35 C34 H34 109.5 . . ?
C31 C32 H32 109.2 . . ?
C31 C32 C38 109.0(3) . . ?
C33 C32 C31 109.7(3) . . ?
C33 C32 H32 109.2 . . ?
C33 C32 C38 110.5(4) . . ?
C38 C32 H32 109.2 . . ?
C17 C15 H15A 109.9 . . ?
C17 C15 H15B 109.9 . . ?
C10 C15 C17 109.1(3) . . ?
C10 C15 H15A 109.9 . . ?
C10 C15 H15B 109.9 . . ?
H15A C15 H15B 108.3 . . ?
C36 C38 C32 109.0(3) . . ?
C36 C38 H38A 109.9 . . ?
C36 C38 H38B 109.9 . . ?
C32 C38 H38A 109.9 . . ?
C32 C38 H38B 109.9 . . ?
H38A C38 H38B 108.3 . . ?
C17 C18 H18A 109.8 . . ?
C17 C18 H18B 109.8 . . ?
C19 C18 C17 109.3(3) . . ?
C19 C18 H18A 109.8 . . ?
C19 C18 H18B 109.8 . . ?
H18A C18 H18B 108.3 . . ?
C26 C27 C22 109.7(3) . . ?
C26 C27 H27A 109.7 . . ?
C26 C27 H27B 109.7 . . ?
C22 C27 H27A 109.7 . . ?
C22 C27 H27B 109.7 . . ?
H27A C27 H27B 108.2 . . ?
C19 C14 H14A 109.9 . . ?
C19 C14 H14B 109.9 . . ?
C13 C14 C19 109.2(3) . . ?
C13 C14 H14A 109.9 . . ?
C13 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
C36 C35 C34 109.5(3) . . ?
C36 C35 H35A 109.8 . . ?
C36 C35 H35B 109.8 . . ?
C34 C35 H35A 109.8 . . ?
C34 C35 H35B 109.8 . . ?
H35A C35 H35B 108.2 . . ?
H30D O301 H30E 106(4) . . ?
H2AA O2A H2AB 104.5 . . ?
O243 S1 C241 106.74(14) . . ?
O243 S1 C242 107.3(2) . . ?
C242 S1 C241 98.6(2) . . ?
S1 C241 H24A 109.5 . . ?
S1 C241 H24B 109.5 . . ?
S1 C241 H24C 109.5 . . ?
H24A C241 H24B 109.5 . . ?
H24A C241 H24C 109.5 . . ?
H24B C241 H24C 109.5 . . ?
S1 C242 H24D 109.5 . . ?
S1 C242 H24E 109.5 . . ?
S1 C242 H24F 109.5 . . ?
H24D C242 H24E 109.5 . . ?
H24D C242 H24F 109.5 . . ?
H24E C242 H24F 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
O104 C103 C102 C101 -179.4(3) . . . . ?
O104 C103 C102 N101 -1.9(4) . . . . ?
O104 C103 C104 N102 -1.5(4) . . . . ?
O104 C103 C104 C105 179.4(3) . . . . ?
C103 C102 C101 O101 174.2(3) . . . . ?
C103 C102 C101 C106 -0.7(5) . . . . ?
C103 C102 N101 O103 -51.5(4) . . . . ?
C103 C102 N101 O102 129.6(4) . . . . ?
C103 C104 N102 O105 -49.1(4) . . . . ?
C103 C104 N102 O106 128.5(4) . . . . ?
C103 C104 C105 C106 0.7(5) . . . . ?
C103 C104 C105 O107 175.7(3) . . . . ?
N20 C20 C21 C22 179.4(3) . . . . ?
N20 C20 C28 C26 -179.5(3) . . . . ?
N20 C20 C29 C24 179.6(3) . . . . ?
C102 C103 C104 N102 179.4(3) . . . . ?
C102 C103 C104 C105 0.2(4) . . . . ?
C102 C101 C106 C105 1.7(4) . . . . ?
C102 C101 C106 N103 176.9(3) . . . . ?
C104 C103 C102 C101 -0.2(4) . . . . ?
C104 C103 C102 N101 177.3(3) . . . . ?
N102 C104 C105 C106 -178.4(3) . . . . ?
N102 C104 C105 O107 -3.5(5) . . . . ?
O101 C101 C106 C105 -173.1(3) . . . . ?
O101 C101 C106 N103 2.0(5) . . . . ?
C20 C21 C22 C23 60.5(4) . . . . ?
C20 C21 C22 C27 -59.4(4) . . . . ?
C20 C28 C26 C25 -60.8(4) . . . . ?
C20 C28 C26 C27 59.9(4) . . . . ?
C20 C29 C24 C23 -59.9(4) . . . . ?
C20 C29 C24 C25 61.0(4) . . . . ?
C101 C102 N101 O103 126.2(4) . . . . ?
C101 C102 N101 O102 -52.7(5) . . . . ?
C101 C106 C105 C104 -1.7(4) . . . . ?
C101 C106 C105 O107 -176.6(3) . . . . ?
C101 C106 N103 O108 -146.6(3) . . . . ?
C101 C106 N103 O109 34.4(5) . . . . ?
N101 C102 C101 O101 -3.3(5) . . . . ?
N101 C102 C101 C106 -178.2(3) . . . . ?
C105 C104 N102 O105 130.2(3) . . . . ?
C105 C104 N102 O106 -52.2(5) . . . . ?
C105 C106 N103 O108 28.8(4) . . . . ?
C105 C106 N103 O109 -150.2(3) . . . . ?
N103 C106 C105 C104 -176.9(3) . . . . ?
N103 C106 C105 O107 8.2(5) . . . . ?
C30 C37 C36 C38 60.7(4) . . . . ?
C30 C37 C36 C35 -59.7(4) . . . . ?
C30 C39 C34 C33 -60.2(4) . . . . ?
C30 C39 C34 C35 59.9(4) . . . . ?
C30 C31 C32 C33 60.4(4) . . . . ?
C30 C31 C32 C38 -60.7(4) . . . . ?
C21 C20 C28 C26 -60.1(4) . . . . ?
C21 C20 C29 C24 59.7(4) . . . . ?
C21 C22 C23 C24 -61.1(4) . . . . ?
C21 C22 C27 C26 59.7(4) . . . . ?
C28 C20 C21 C22 59.9(4) . . . . ?
C28 C20 C29 C24 -60.7(4) . . . . ?
C28 C26 C25 C24 61.2(4) . . . . ?
C28 C26 C27 C22 -59.8(4) . . . . ?
C37 C30 C39 C34 -60.1(4) . . . . ?
C37 C30 C31 C32 60.9(4) . . . . ?
C37 C36 C38 C32 -61.0(5) . . . . ?
C37 C36 C35 C34 60.8(5) . . . . ?
C29 C20 C21 C22 -60.1(4) . . . . ?
C29 C20 C28 C26 60.2(4) . . . . ?
C29 C24 C23 C22 60.6(4) . . . . ?
C29 C24 C25 C26 -61.1(4) . . . . ?
C11 C10 C15 C17 60.6(4) . . . . ?
C11 C19 C18 C17 -60.6(4) . . . . ?
C11 C19 C14 C13 61.1(4) . . . . ?
N10 C10 C15 C17 -179.4(3) . . . . ?
N30 C30 C37 C36 -179.3(3) . . . . ?
N30 C30 C39 C34 -179.4(3) . . . . ?
N30 C30 C31 C32 178.8(3) . . . . ?
C17 C16 C13 C12 59.2(4) . . . . ?
C17 C16 C13 C14 -60.9(4) . . . . ?
C39 C30 C37 C36 59.7(4) . . . . ?
C39 C30 C31 C32 -60.1(4) . . . . ?
C39 C34 C35 C36 -60.5(5) . . . . ?
C12 C10 C15 C17 -60.4(4) . . . . ?
C12 C13 C14 C19 -60.8(4) . . . . ?
C31 C30 C37 C36 -60.8(4) . . . . ?
C31 C30 C39 C34 60.6(3) . . . . ?
C31 C32 C38 C36 60.8(5) . . . . ?
C10 C11 C19 C18 59.9(4) . . . . ?
C10 C11 C19 C14 -61.0(4) . . . . ?
C10 C12 C13 C16 -59.7(4) . . . . ?
C10 C12 C13 C14 60.3(4) . . . . ?
C23 C24 C25 C26 59.0(4) . . . . ?
C23 C22 C27 C26 -60.2(4) . . . . ?
C25 C24 C23 C22 -59.3(4) . . . . ?
C25 C26 C27 C22 60.7(4) . . . . ?
C19 C11 C10 N10 179.2(3) . . . . ?
C19 C11 C10 C12 61.3(4) . . . . ?
C19 C11 C10 C15 -59.8(4) . . . . ?
C16 C17 C15 C10 59.8(4) . . . . ?
C16 C17 C18 C19 -60.0(4) . . . . ?
C16 C13 C14 C19 59.8(4) . . . . ?
C13 C12 C10 C11 -60.9(4) . . . . ?
C13 C12 C10 N10 -179.4(3) . . . . ?
C13 C12 C10 C15 60.2(4) . . . . ?
C33 C34 C35 C36 59.3(5) . . . . ?
C33 C32 C38 C36 -59.8(5) . . . . ?
C34 C33 C32 C31 -60.2(4) . . . . ?
C34 C33 C32 C38 60.0(4) . . . . ?
C32 C33 C34 C39 60.0(4) . . . . ?
C32 C33 C34 C35 -59.7(4) . . . . ?
C15 C17 C16 C13 -59.2(4) . . . . ?
C15 C17 C18 C19 60.6(4) . . . . ?
C38 C36 C35 C34 -59.3(5) . . . . ?
C18 C17 C16 C13 61.0(4) . . . . ?
C18 C17 C15 C10 -60.4(4) . . . . ?
C18 C19 C14 C13 -59.6(4) . . . . ?
C27 C26 C25 C24 -59.4(4) . . . . ?
C27 C22 C23 C24 59.3(4) . . . . ?
C14 C19 C18 C17 59.6(4) . . . . ?
C35 C36 C38 C32 58.9(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT097_x                   
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.70 eA-3  
RESPONSE: The dimethylsulfoxide molecule is probably disordered.
;
_vrf_PLAT417_x                   
;
PROBLEM: Short Inter D-H..H-D       H30A     ..H2AB             1.80 Ang.  
RESPONSE: The water molecule that H2AB atom is a part of is heavily disordered.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_V
_database_code_depnum_ccdc_archive 'CCDC 1856332'
loop_
_audit_author_name
_audit_author_address
'Kristina Smokrovic'
;University of Zagreb, Faculty of Science, Department of Chemistry
Croatia
;
_audit_update_record             
;
2018-07-17 deposited with the CCDC.	2020-01-23 downloaded from the CCDC.
;
_audit_creation_date             2018-07-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        
'adamantan-1-aminium 5-hydroxy-2,4,6-trinitrobenzene-1,3-bis(olate) trinitrobenzene-1,3,5-tris(olate) hydrate methanol solvate'
_chemical_name_common            
'adamantan-1-aminium hydrogentrinitrophloroglucinolate trinitrophloroglucinolate hydrate methanol solvate'
_chemical_formula_moiety         
'4(C H4 O), C6 H N3 O9, 4(C10 H18 N), C6 N3 O9, C10 H17 N, O'
_chemical_formula_sum            'C66 H106 N11 O23'
_chemical_formula_weight         1421.61
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-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                   16.1105(14)
_cell_length_b                   26.198(3)
_cell_length_c                   35.156(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     14838(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    869
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18.0270
_cell_measurement_theta_min      4.2860
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98885
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             6104
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.3323
_diffrn_reflns_av_unetI/netI     0.4962
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -49
_diffrn_reflns_number            54282
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.000
_diffrn_reflns_theta_min         4.142
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            CCD
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -105.00   15.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.1542  -19.0000  120.0000 120

#__ type_ start__ end____ width___ exp.time_
  2 omega -101.00  -48.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.1542  179.0000 -120.0000 53
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_radiation_collimation    0.8
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5794
_reflns_number_total             21581
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.843
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     909
_refine_ls_number_reflns         21581
_refine_ls_number_restraints     140
_refine_ls_R_factor_all          0.4225
_refine_ls_R_factor_gt           0.1872
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0707P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2621
_refine_ls_wR_factor_ref         0.3583
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All N(H,H,H) groups, All O(H) groups
2. Restrained distances
 O207-H1
 2 with sigma of 0.02
 H2-O5_$1
 2.2 with sigma of 0.02
3. Rigid bond restraints
 C106, C105, C104, C102, C103, C101
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C205, C206, C201, C202, C204, C203
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(O4) \\sim Ueq, Uanis(O1) \\sim Ueq, Uanis(O2) \\sim Ueq, Uanis(C105)
\\sim Ueq, Uanis(N203) \\sim Ueq: with sigma of 0.0001 and sigma for terminal
atoms of 0.0002
Uanis(O3) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(O2) \\sim
Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.2
Uanis(C101) \\sim Ueq, Uanis(C106) \\sim Ueq, Uanis(C102) \\sim Ueq,
Uanis(C103) \\sim Ueq, Uanis(C104) \\sim Ueq, Uanis(C105) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.2
Uanis(C202) \\sim Ueq, Uanis(C203) \\sim Ueq, Uanis(C204) \\sim Ueq,
Uanis(C205) \\sim Ueq, Uanis(C206) \\sim Ueq, Uanis(C201) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.2
Uanis(O3) \\sim Ueq: with sigma of 0.0002 and sigma for terminal atoms of 0.0004
Uanis(C3) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
5.a Ternary CH refined with riding coordinates:
 C48(H48), C44(H44), C49(H49), C33(H33), C38(H38), C35(H35), C22(H22),
 C24(H24), C27(H27), C55(H55), C52(H52), C57(H57), C16(H16), C14(H14)
5.b Secondary CH2 refined with riding coordinates:
 C45(H45A,H45B), C46(H46A,H46B), C43(H43A,H43B), C42(H42A,H42B), C47(H47A,
 H47B), C41(H41A,H41B), C34(H34A,H34B), C36(H36A,H36B), C31(H31A,H31B),
 C37(H37A,H37B), C32(H32A,H32B), C39(H39A,H39B), C28(H28A,H28B), C21(H21A,H21B),
  C25(H25A,H25B), C26(H26A,H26B), C23(H23A,H23B), C29(H29A,H29B), C56(H56A,
 H56B), C54(H54A,H54B), C58(H58A,H58B), C51(H51A,H51B), C53(H53A,H53B),
 C59(H59A,H59B), C11(H11A,H11B), C19(H19A,H19B), C17(H17A,H17B), C18(H18A,H18B),
  C15(H15A,H15B), C13(H13A,H13B)
5.c Me refined with riding coordinates:
 N40(H40A,H40B,H40C), N30(H30A,H30B,H30C), N20(H20A,H20B,H20C), N50(H50A,H50B,
 H50C), N10(H10A,H10B,H10C)
5.d Tetrahedral OH refined with riding coordinates:
 O201(H201)
5.e Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C2(H2A,H2B,H2C), C1(H1A,H1B,H1C), C3(H3A,H3B,H3C)
5.f Idealised tetrahedral OH refined as rotating group:
 O4(H4), O2(H2), O1(H1), O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O4 O 0.0098(3) 0.2627(2) 0.18427(17) 0.0420(15) Uani 1 1 d . U . . .
H4 H -0.009835 0.282963 0.168913 0.063 Uiso 1 1 calc GR . . . .
C4 C 0.0971(5) 0.2664(4) 0.1838(3) 0.062(3) Uani 1 1 d . . . . .
H4A H 0.118501 0.247576 0.162465 0.092 Uiso 1 1 calc GR . . . .
H4B H 0.119202 0.252457 0.206907 0.092 Uiso 1 1 calc GR . . . .
H4C H 0.113102 0.301548 0.181562 0.092 Uiso 1 1 calc GR . . . .
O2 O 0.1751(6) 0.3244(4) 0.2852(3) 0.127(3) Uani 1 1 d . U . . .
H2 H 0.160691 0.294535 0.283091 0.190 Uiso 1 1 calc DGR . . . .
C2 C 0.1121(8) 0.3549(6) 0.2759(7) 0.219(12) Uani 1 1 d . U . . .
H2A H 0.122376 0.369907 0.251454 0.329 Uiso 1 1 calc GR . . . .
H2B H 0.106671 0.381336 0.294629 0.329 Uiso 1 1 calc GR . . . .
H2C H 0.061719 0.335314 0.274933 0.329 Uiso 1 1 calc GR . . . .
O1 O 0.4804(4) 0.2646(2) 0.11745(19) 0.0558(17) Uani 1 1 d . U . . .
H1 H 0.430084 0.269234 0.116303 0.084 Uiso 1 1 calc DGR . . . .
C1 C 0.5132(6) 0.2928(5) 0.1476(3) 0.074(4) Uani 1 1 d . . . . .
H1A H 0.570551 0.300051 0.142637 0.111 Uiso 1 1 calc GR . . . .
H1B H 0.508457 0.273441 0.170664 0.111 Uiso 1 1 calc GR . . . .
H1C H 0.483022 0.324193 0.150115 0.111 Uiso 1 1 calc GR . . . .
O3 O 0.5156(9) 0.1497(6) 0.2234(4) 0.194(5) Uani 1 1 d . U . . .
H3 H 0.548116 0.171076 0.215079 0.291 Uiso 1 1 calc GR . . . .
C3 C 0.4747(9) 0.1232(6) 0.1914(5) 0.140(6) Uani 1 1 d . U . . .
H3A H 0.430770 0.102030 0.201026 0.211 Uiso 1 1 calc GR . . . .
H3B H 0.514577 0.102343 0.178367 0.211 Uiso 1 1 calc GR . . . .
H3C H 0.452172 0.147903 0.174125 0.211 Uiso 1 1 calc GR . . . .
O206 O 0.3061(4) 0.3105(2) 0.21323(18) 0.064(2) Uani 1 1 d . . . . .
O205 O 0.3896(3) 0.2614(2) 0.24382(15) 0.0402(15) Uani 1 1 d . . . . .
O204 O 0.2815(4) 0.1793(2) 0.25683(16) 0.0508(18) Uani 1 1 d . . . . .
O207 O 0.3197(3) 0.26974(19) 0.14227(14) 0.0257(13) Uani 1 1 d D . . . .
O201 O 0.2084(3) 0.09918(19) 0.14297(17) 0.0449(17) Uani 1 1 d . . . . .
H201 H 0.206111 0.103958 0.119938 0.067 Uiso 1 1 calc R . . . .
O208 O 0.2743(3) 0.2223(2) 0.08003(14) 0.0284(13) Uani 1 1 d . . . . .
O209 O 0.2314(3) 0.1451(2) 0.08269(15) 0.0343(14) Uani 1 1 d . . . . .
O203 O 0.1495(6) 0.0919(4) 0.2293(3) 0.127(4) Uani 1 1 d . . . . .
O202 O 0.2713(6) 0.0624(3) 0.2245(3) 0.096(3) Uani 1 1 d . . . . .
N40 N 0.2373(3) 0.3305(2) 0.09051(16) 0.0185(14) Uani 1 1 d . . . . .
H40A H 0.261905 0.308638 0.106268 0.028 Uiso 1 1 calc R . . . .
H40B H 0.182806 0.324937 0.090532 0.028 Uiso 1 1 calc R . . . .
H40C H 0.257106 0.326156 0.067104 0.028 Uiso 1 1 calc R . . . .
N201 N 0.2216(7) 0.0938(4) 0.2184(3) 0.065(3) Uani 1 1 d . . . . .
N202 N 0.3342(4) 0.2687(3) 0.21995(19) 0.0329(17) Uani 1 1 d . . . . .
N203 N 0.2577(3) 0.1855(3) 0.09987(18) 0.0223(13) Uani 1 1 d . U . . .
C45 C 0.3323(5) 0.4549(3) 0.1562(2) 0.038(2) Uani 1 1 d . . . . .
H45A H 0.359095 0.431280 0.173576 0.045 Uiso 1 1 calc R . . . .
H45B H 0.344283 0.489363 0.164677 0.045 Uiso 1 1 calc R . . . .
C48 C 0.2381(5) 0.4459(3) 0.1565(2) 0.0264(19) Uani 1 1 d . . . . .
H48 H 0.216643 0.450855 0.182346 0.032 Uiso 1 1 calc R . . . .
C46 C 0.1956(5) 0.4831(3) 0.1296(2) 0.039(2) Uani 1 1 d . . . . .
H46A H 0.136214 0.477025 0.129493 0.047 Uiso 1 1 calc R . . . .
H46B H 0.205393 0.517855 0.137891 0.047 Uiso 1 1 calc R . . . .
C44 C 0.2305(5) 0.4754(3) 0.0898(2) 0.030(2) Uani 1 1 d . . . . .
H44 H 0.203560 0.499566 0.072494 0.036 Uiso 1 1 calc R . . . .
C43 C 0.3242(5) 0.4846(3) 0.0890(2) 0.037(2) Uani 1 1 d . . . . .
H43A H 0.345015 0.480111 0.063302 0.045 Uiso 1 1 calc R . . . .
H43B H 0.336357 0.519253 0.096978 0.045 Uiso 1 1 calc R . . . .
C49 C 0.3662(4) 0.4469(3) 0.1156(2) 0.030(2) Uani 1 1 d . . . . .
H49 H 0.426303 0.452787 0.115377 0.036 Uiso 1 1 calc R . . . .
C42 C 0.3480(4) 0.3923(3) 0.1029(2) 0.0205(17) Uani 1 1 d . . . . .
H42A H 0.369514 0.386664 0.077494 0.025 Uiso 1 1 calc R . . . .
H42B H 0.374747 0.368306 0.120014 0.025 Uiso 1 1 calc R . . . .
C40 C 0.2542(4) 0.3838(3) 0.10331(19) 0.0158(16) Uani 1 1 d . . . . .
C47 C 0.2208(4) 0.3907(3) 0.14363(19) 0.0193(17) Uani 1 1 d . . . . .
H47A H 0.247733 0.366887 0.160748 0.023 Uiso 1 1 calc R . . . .
H47B H 0.161556 0.384106 0.144099 0.023 Uiso 1 1 calc R . . . .
C41 C 0.2120(4) 0.4204(3) 0.0763(2) 0.0224(18) Uani 1 1 d . . . . .
H41A H 0.152599 0.414421 0.076121 0.027 Uiso 1 1 calc R . . . .
H41B H 0.232897 0.415534 0.050648 0.027 Uiso 1 1 calc R . . . .
C203 C 0.2791(5) 0.1836(3) 0.2201(2) 0.033(2) Uani 1 1 d . U . . .
C204 C 0.3031(4) 0.2253(3) 0.1993(2) 0.0235(17) Uani 1 1 d . U . . .
C205 C 0.2970(4) 0.2304(3) 0.1592(2) 0.0193(16) Uani 1 1 d . U . . .
C206 C 0.2625(4) 0.1852(3) 0.1396(2) 0.0226(17) Uani 1 1 d . U . . .
C201 C 0.2388(5) 0.1404(3) 0.1598(2) 0.0270(18) Uani 1 1 d . U . . .
C202 C 0.2468(5) 0.1411(3) 0.1985(2) 0.037(2) Uani 1 1 d . U . . .
O104 O -0.0947(3) 0.2953(2) 0.13166(14) 0.0276(13) Uani 1 1 d . . . . .
O105 O 0.0522(3) 0.3207(2) 0.09885(16) 0.0357(15) Uani 1 1 d . . . . .
O106 O 0.0950(3) 0.2477(2) 0.07813(16) 0.0423(17) Uani 1 1 d . . . . .
O107 O 0.0059(3) 0.2321(2) 0.01447(13) 0.0212(12) Uani 1 1 d . . . . .
O101 O -0.2835(3) 0.23851(19) 0.03732(13) 0.0232(12) Uani 1 1 d . . . . .
O109 O -0.2102(3) 0.1739(2) -0.01155(15) 0.0346(15) Uani 1 1 d . . . . .
O108 O -0.1095(3) 0.2153(2) -0.03725(14) 0.0299(13) Uani 1 1 d . . . . .
O103 O -0.2598(3) 0.3066(2) 0.13438(17) 0.0451(17) Uani 1 1 d . . . . .
O102 O -0.3127(3) 0.2358(3) 0.11305(16) 0.0476(17) Uani 1 1 d . . . . .
N102 N 0.0385(4) 0.2786(3) 0.08372(17) 0.0278(16) Uani 1 1 d . . . . .
N101 N -0.2575(4) 0.2694(3) 0.11261(18) 0.0303(17) Uani 1 1 d . . . . .
N103 N -0.1541(4) 0.2058(2) -0.00901(17) 0.0206(15) Uani 1 1 d . . . . .
C104 C -0.0453(4) 0.2673(3) 0.07256(19) 0.0154(15) Uani 1 1 d . U . . .
C103 C -0.1099(4) 0.2782(3) 0.0988(2) 0.0177(16) Uani 1 1 d . U . . .
C102 C -0.1919(4) 0.2647(3) 0.0859(2) 0.0180(16) Uani 1 1 d . U . . .
C101 C -0.2083(4) 0.2424(3) 0.0494(2) 0.0179(16) Uani 1 1 d . U . . .
C106 C -0.1397(4) 0.2310(3) 0.02611(18) 0.0128(15) Uani 1 1 d . U . . .
C105 C -0.0545(4) 0.2424(3) 0.0364(2) 0.0165(13) Uani 1 1 d . U . . .
N30 N -0.0638(4) 0.1720(3) 0.20903(19) 0.046(2) Uani 1 1 d . . . . .
H30A H -0.026345 0.158729 0.224784 0.069 Uiso 1 1 calc R . . . .
H30B H -0.045804 0.202023 0.200522 0.069 Uiso 1 1 calc R . . . .
H30C H -0.111573 0.176319 0.221349 0.069 Uiso 1 1 calc R . . . .
C34 C -0.1863(6) 0.0732(3) 0.1300(3) 0.049(3) Uani 1 1 d . . . . .
H34A H -0.194906 0.050558 0.108561 0.059 Uiso 1 1 calc R . . . .
H34B H -0.238832 0.077468 0.143075 0.059 Uiso 1 1 calc R . . . .
C33 C -0.1556(5) 0.1244(4) 0.1160(3) 0.046(3) Uani 1 1 d . . . . .
H33 H -0.197538 0.139569 0.099307 0.055 Uiso 1 1 calc R . . . .
C36 C -0.0746(5) 0.1172(4) 0.0938(2) 0.048(3) Uani 1 1 d . . . . .
H36A H -0.083626 0.094395 0.072431 0.058 Uiso 1 1 calc R . . . .
H36B H -0.055407 0.149761 0.084033 0.058 Uiso 1 1 calc R . . . .
C38 C -0.0104(6) 0.0946(4) 0.1207(3) 0.056(3) Uani 1 1 d . . . . .
H38 H 0.041949 0.089925 0.106995 0.067 Uiso 1 1 calc R . . . .
C31 C -0.1406(5) 0.1597(3) 0.1497(2) 0.036(2) Uani 1 1 d . . . . .
H31A H -0.121095 0.192584 0.140637 0.043 Uiso 1 1 calc R . . . .
H31B H -0.192237 0.165100 0.163320 0.043 Uiso 1 1 calc R . . . .
C37 C -0.0395(6) 0.0430(4) 0.1362(3) 0.063(3) Uani 1 1 d . . . . .
H37A H 0.001411 0.029417 0.153704 0.075 Uiso 1 1 calc R . . . .
H37B H -0.046063 0.018933 0.115409 0.075 Uiso 1 1 calc R . . . .
C32 C -0.1074(6) 0.0854(4) 0.1904(3) 0.055(3) Uani 1 1 d . . . . .
H32A H -0.158278 0.089966 0.204774 0.066 Uiso 1 1 calc R . . . .
H32B H -0.066221 0.070359 0.207126 0.066 Uiso 1 1 calc R . . . .
C35 C -0.1231(7) 0.0503(3) 0.1568(3) 0.053(3) Uani 1 1 d . . . . .
H35 H -0.143227 0.017226 0.166015 0.063 Uiso 1 1 calc R . . . .
C30 C -0.0768(5) 0.1367(4) 0.1762(2) 0.033(2) Uani 1 1 d . . . . .
C39 C 0.0041(5) 0.1307(4) 0.1543(3) 0.054(3) Uani 1 1 d . . . . .
H39A H 0.046719 0.116930 0.170859 0.064 Uiso 1 1 calc R . . . .
H39B H 0.022617 0.163725 0.145109 0.064 Uiso 1 1 calc R . . . .
N20 N 0.5507(3) 0.2190(2) 0.05291(16) 0.0202(14) Uani 1 1 d . . . . .
H20A H 0.525009 0.234161 0.033533 0.030 Uiso 1 1 calc R . . . .
H20B H 0.530523 0.231012 0.074728 0.030 Uiso 1 1 calc R . . . .
H20C H 0.604841 0.225464 0.051662 0.030 Uiso 1 1 calc R . . . .
C28 C 0.4725(5) 0.0693(3) 0.0839(3) 0.043(2) Uani 1 1 d . . . . .
H28A H 0.461922 0.032848 0.083571 0.051 Uiso 1 1 calc R . . . .
H28B H 0.450861 0.082906 0.107598 0.051 Uiso 1 1 calc R . . . .
C22 C 0.4286(5) 0.0942(3) 0.0509(3) 0.034(2) Uani 1 1 d . . . . .
H22 H 0.369024 0.087084 0.052373 0.041 Uiso 1 1 calc R . . . .
C21 C 0.4433(4) 0.1522(3) 0.0537(2) 0.0283(19) Uani 1 1 d . . . . .
H21A H 0.414251 0.169611 0.033331 0.034 Uiso 1 1 calc R . . . .
H21B H 0.422065 0.164889 0.077776 0.034 Uiso 1 1 calc R . . . .
C24 C 0.5560(5) 0.0851(3) 0.0110(3) 0.044(2) Uani 1 1 d . . . . .
H24 H 0.578103 0.071806 -0.013064 0.052 Uiso 1 1 calc R . . . .
C25 C 0.5708(5) 0.1420(3) 0.0133(2) 0.036(2) Uani 1 1 d . . . . .
H25A H 0.543479 0.158872 -0.007839 0.043 Uiso 1 1 calc R . . . .
H25B H 0.629767 0.148992 0.011638 0.043 Uiso 1 1 calc R . . . .
C27 C 0.5652(5) 0.0787(3) 0.0820(3) 0.041(3) Uani 1 1 d . . . . .
H27 H 0.592941 0.061998 0.103409 0.050 Uiso 1 1 calc R . . . .
C20 C 0.5366(4) 0.1629(3) 0.0509(2) 0.0183(17) Uani 1 1 d . . . . .
C26 C 0.5801(4) 0.1377(3) 0.0837(2) 0.035(2) Uani 1 1 d . . . . .
H26A H 0.558999 0.151131 0.107533 0.042 Uiso 1 1 calc R . . . .
H26B H 0.639178 0.144786 0.082494 0.042 Uiso 1 1 calc R . . . .
C23 C 0.4628(5) 0.0736(3) 0.0137(3) 0.045(3) Uani 1 1 d . . . . .
H23A H 0.434041 0.089375 -0.007534 0.054 Uiso 1 1 calc R . . . .
H23B H 0.453770 0.037055 0.012366 0.054 Uiso 1 1 calc R . . . .
C29 C 0.6003(5) 0.0590(3) 0.0448(3) 0.055(3) Uani 1 1 d . . . . .
H29A H 0.592566 0.022359 0.043279 0.066 Uiso 1 1 calc R . . . .
H29B H 0.659322 0.066078 0.043628 0.066 Uiso 1 1 calc R . . . .
N50 N 0.3442(4) 0.3377(2) 0.30328(17) 0.0287(16) Uani 1 1 d . . . . .
H50A H 0.289449 0.336952 0.300113 0.043 Uiso 1 1 calc R . . . .
H50B H 0.368592 0.320572 0.284470 0.043 Uiso 1 1 calc R . . . .
H50C H 0.357209 0.323273 0.325430 0.043 Uiso 1 1 calc R . . . .
C55 C 0.3784(6) 0.4727(3) 0.2656(2) 0.039(2) Uani 1 1 d . . . . .
H55 H 0.363489 0.489373 0.241597 0.047 Uiso 1 1 calc R . . . .
C56 C 0.3371(6) 0.5004(3) 0.2998(3) 0.054(3) Uani 1 1 d . . . . .
H56A H 0.354198 0.535854 0.300133 0.065 Uiso 1 1 calc R . . . .
H56B H 0.277218 0.499336 0.297016 0.065 Uiso 1 1 calc R . . . .
C54 C 0.4737(6) 0.4742(3) 0.2719(3) 0.049(3) Uani 1 1 d . . . . .
H54A H 0.501432 0.457418 0.250853 0.059 Uiso 1 1 calc R . . . .
H54B H 0.492399 0.509354 0.272771 0.059 Uiso 1 1 calc R . . . .
C58 C 0.4547(6) 0.4763(3) 0.3418(3) 0.049(3) Uani 1 1 d . . . . .
H58A H 0.469858 0.460299 0.365714 0.059 Uiso 1 1 calc R . . . .
H58B H 0.473918 0.511430 0.342419 0.059 Uiso 1 1 calc R . . . .
C52 C 0.4964(6) 0.4478(3) 0.3086(3) 0.040(2) Uani 1 1 d . . . . .
H52 H 0.556791 0.448596 0.311880 0.048 Uiso 1 1 calc R . . . .
C51 C 0.4664(4) 0.3921(3) 0.3084(2) 0.032(2) Uani 1 1 d . . . . .
H51A H 0.492903 0.373443 0.287920 0.039 Uiso 1 1 calc R . . . .
H51B H 0.480566 0.375728 0.332296 0.039 Uiso 1 1 calc R . . . .
C57 C 0.3615(6) 0.4752(3) 0.3370(2) 0.046(3) Uani 1 1 d . . . . .
H57 H 0.335085 0.493192 0.358291 0.055 Uiso 1 1 calc R . . . .
C53 C 0.3498(5) 0.4174(3) 0.2658(2) 0.032(2) Uani 1 1 d . . . . .
H53A H 0.290043 0.415947 0.262630 0.039 Uiso 1 1 calc R . . . .
H53B H 0.375220 0.399197 0.244783 0.039 Uiso 1 1 calc R . . . .
C50 C 0.3739(5) 0.3924(3) 0.3030(2) 0.0226(18) Uani 1 1 d . . . . .
C59 C 0.3314(5) 0.4197(3) 0.3360(2) 0.034(2) Uani 1 1 d . . . . .
H59A H 0.344982 0.402850 0.359818 0.041 Uiso 1 1 calc R . . . .
H59B H 0.271686 0.418714 0.332732 0.041 Uiso 1 1 calc R . . . .
N10 N 0.6579(3) 0.3124(2) -0.01133(15) 0.0198(14) Uani 1 1 d . . . . .
H10A H 0.608149 0.301118 -0.018439 0.030 Uiso 1 1 calc R . . . .
H10B H 0.688983 0.317944 -0.031841 0.030 Uiso 1 1 calc R . . . .
H10C H 0.682296 0.289103 0.003340 0.030 Uiso 1 1 calc R . . . .
C12 C 0.5967(5) 0.4513(3) 0.0070(2) 0.0253(19) Uani 1 1 d . . . . .
C11 C 0.6047(4) 0.4005(3) -0.0148(2) 0.027(2) Uani 1 1 d . . . . .
H11A H 0.550071 0.388174 -0.021796 0.033 Uiso 1 1 calc R . . . .
H11B H 0.636493 0.405792 -0.037861 0.033 Uiso 1 1 calc R . . . .
C10 C 0.6483(4) 0.3610(3) 0.0104(2) 0.0185(17) Uani 1 1 d . . . . .
C19 C 0.6838(5) 0.4697(3) 0.0195(3) 0.039(2) Uani 1 1 d . . . . .
H19A H 0.717698 0.476109 -0.002790 0.047 Uiso 1 1 calc R . . . .
H19B H 0.678699 0.501484 0.033526 0.047 Uiso 1 1 calc R . . . .
C17 C 0.7345(4) 0.3792(3) 0.0221(2) 0.0231(18) Uani 1 1 d . . . . .
H17A H 0.768604 0.384431 -0.000247 0.028 Uiso 1 1 calc R . . . .
H17B H 0.760992 0.353669 0.038018 0.028 Uiso 1 1 calc R . . . .
C18 C 0.5954(4) 0.3508(3) 0.0461(2) 0.0239(18) Uani 1 1 d . . . . .
H18A H 0.541046 0.338317 0.038692 0.029 Uiso 1 1 calc R . . . .
H18B H 0.621849 0.325047 0.061769 0.029 Uiso 1 1 calc R . . . .
C16 C 0.7255(5) 0.4299(3) 0.0444(3) 0.034(2) Uani 1 1 d . . . . .
H16 H 0.780657 0.442069 0.051860 0.041 Uiso 1 1 calc R . . . .
C14 C 0.5867(5) 0.4001(3) 0.0682(2) 0.033(2) Uani 1 1 d . . . . .
H14 H 0.552759 0.394071 0.090922 0.040 Uiso 1 1 calc R . . . .
C15 C 0.6734(5) 0.4198(3) 0.0803(2) 0.039(2) Uani 1 1 d . . . . .
H15A H 0.667671 0.451014 0.094903 0.047 Uiso 1 1 calc R . . . .
H15B H 0.700720 0.394558 0.096172 0.047 Uiso 1 1 calc R . . . .
C13 C 0.5447(5) 0.4410(3) 0.0431(2) 0.033(2) Uani 1 1 d . . . . .
H13A H 0.489724 0.429519 0.035900 0.039 Uiso 1 1 calc R . . . .
H13B H 0.538848 0.472414 0.057497 0.039 Uiso 1 1 calc R . . . .
O5 O 0.6465(5) 0.2125(5) 0.1985(2) 0.134(4) Uani 1 1 d 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
O4 C4 1.410(8) . ?
O2 C2 1.332(13) . ?
O1 C1 1.394(11) . ?
O3 C3 1.478(16) . ?
O206 N202 1.207(8) . ?
O205 N202 1.240(8) . ?
O204 C203 1.298(9) . ?
O207 C205 1.245(8) . ?
O201 C201 1.326(9) . ?
O208 N203 1.221(7) . ?
O209 N203 1.290(7) . ?
O203 N201 1.224(10) . ?
O202 N201 1.166(10) . ?
N40 C40 1.491(8) . ?
N201 C202 1.481(11) . ?
N202 C204 1.440(9) . ?
N203 C206 1.400(9) . ?
C45 C48 1.536(10) . ?
C45 C49 1.545(10) . ?
C48 C46 1.521(10) . ?
C48 C47 1.540(10) . ?
C46 C44 1.519(10) . ?
C44 C43 1.529(10) . ?
C44 C41 1.546(10) . ?
C43 C49 1.518(11) . ?
C49 C42 1.529(10) . ?
C42 C40 1.527(9) . ?
C40 C47 1.527(9) . ?
C40 C41 1.513(9) . ?
C203 C204 1.372(10) . ?
C203 C202 1.442(11) . ?
C204 C205 1.418(10) . ?
C205 C206 1.478(10) . ?
C206 C201 1.423(10) . ?
C201 C202 1.366(11) . ?
O104 C103 1.261(8) . ?
O105 N102 1.245(7) . ?
O106 N102 1.234(7) . ?
O107 C105 1.270(7) . ?
O101 C101 1.288(7) . ?
O109 N103 1.235(7) . ?
O108 N103 1.251(7) . ?
O103 N101 1.241(8) . ?
O102 N101 1.252(8) . ?
N102 C104 1.437(8) . ?
N101 C102 1.420(9) . ?
N103 C106 1.419(8) . ?
C104 C103 1.420(9) . ?
C104 C105 1.438(9) . ?
C103 C102 1.442(9) . ?
C102 C101 1.432(9) . ?
C101 C106 1.408(9) . ?
C106 C105 1.450(9) . ?
N30 C30 1.494(10) . ?
C34 C33 1.510(12) . ?
C34 C35 1.512(12) . ?
C33 C36 1.533(11) . ?
C33 C31 1.521(11) . ?
C36 C38 1.523(12) . ?
C38 C37 1.532(13) . ?
C38 C39 1.530(12) . ?
C31 C30 1.514(11) . ?
C37 C35 1.541(12) . ?
C32 C35 1.519(12) . ?
C32 C30 1.515(12) . ?
C30 C39 1.522(11) . ?
N20 C20 1.490(9) . ?
C28 C22 1.509(11) . ?
C28 C27 1.515(10) . ?
C22 C21 1.542(10) . ?
C22 C23 1.518(12) . ?
C21 C20 1.533(9) . ?
C24 C25 1.513(11) . ?
C24 C23 1.534(11) . ?
C24 C29 1.545(12) . ?
C25 C20 1.533(10) . ?
C27 C26 1.564(11) . ?
C27 C29 1.515(13) . ?
C20 C26 1.502(10) . ?
N50 C50 1.511(9) . ?
C55 C56 1.554(11) . ?
C55 C54 1.553(11) . ?
C55 C53 1.520(11) . ?
C56 C57 1.516(12) . ?
C54 C52 1.507(11) . ?
C58 C52 1.541(11) . ?
C58 C57 1.513(12) . ?
C52 C51 1.536(11) . ?
C51 C50 1.503(10) . ?
C57 C59 1.533(11) . ?
C53 C50 1.514(9) . ?
C50 C59 1.526(10) . ?
N10 C10 1.495(8) . ?
C12 C11 1.540(10) . ?
C12 C19 1.549(10) . ?
C12 C13 1.543(10) . ?
C11 C10 1.532(10) . ?
C10 C17 1.524(9) . ?
C10 C18 1.539(9) . ?
C19 C16 1.519(11) . ?
C17 C16 1.548(10) . ?
C18 C14 1.515(10) . ?
C16 C15 1.540(11) . ?
C14 C15 1.548(10) . ?
C14 C13 1.544(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O203 N201 C202 116.2(10) . . ?
O202 N201 O203 124.4(10) . . ?
O202 N201 C202 119.2(10) . . ?
O206 N202 O205 122.8(7) . . ?
O206 N202 C204 119.1(7) . . ?
O205 N202 C204 118.0(7) . . ?
O208 N203 O209 116.9(6) . . ?
O208 N203 C206 124.2(7) . . ?
O209 N203 C206 118.8(7) . . ?
C48 C45 C49 109.6(6) . . ?
C45 C48 C47 108.7(6) . . ?
C46 C48 C45 110.0(6) . . ?
C46 C48 C47 109.7(6) . . ?
C44 C46 C48 108.8(6) . . ?
C46 C44 C43 111.3(7) . . ?
C46 C44 C41 109.6(7) . . ?
C43 C44 C41 109.3(6) . . ?
C49 C43 C44 109.0(6) . . ?
C43 C49 C45 108.9(7) . . ?
C43 C49 C42 110.2(6) . . ?
C42 C49 C45 109.1(7) . . ?
C40 C42 C49 108.9(6) . . ?
N40 C40 C42 108.3(5) . . ?
N40 C40 C47 109.1(6) . . ?
N40 C40 C41 108.8(5) . . ?
C42 C40 C47 109.9(6) . . ?
C41 C40 C42 110.3(6) . . ?
C41 C40 C47 110.4(6) . . ?
C40 C47 C48 108.7(6) . . ?
C40 C41 C44 108.1(6) . . ?
O204 C203 C204 126.3(8) . . ?
O204 C203 C202 117.8(8) . . ?
C204 C203 C202 115.9(7) . . ?
C203 C204 N202 117.3(7) . . ?
C203 C204 C205 125.8(8) . . ?
C205 C204 N202 116.9(7) . . ?
O207 C205 C204 122.2(7) . . ?
O207 C205 C206 123.4(7) . . ?
C204 C205 C206 114.4(7) . . ?
N203 C206 C205 118.8(7) . . ?
N203 C206 C201 119.2(7) . . ?
C201 C206 C205 122.0(7) . . ?
O201 C201 C206 123.2(7) . . ?
O201 C201 C202 119.4(8) . . ?
C202 C201 C206 117.3(8) . . ?
C203 C202 N201 119.7(8) . . ?
C201 C202 N201 115.7(8) . . ?
C201 C202 C203 124.6(8) . . ?
O105 N102 C104 117.7(6) . . ?
O106 N102 O105 121.3(6) . . ?
O106 N102 C104 121.0(6) . . ?
O103 N101 O102 121.6(6) . . ?
O103 N101 C102 119.9(7) . . ?
O102 N101 C102 118.5(7) . . ?
O109 N103 O108 119.9(6) . . ?
O109 N103 C106 119.8(6) . . ?
O108 N103 C106 120.3(6) . . ?
N102 C104 C105 115.6(6) . . ?
C103 C104 N102 118.0(6) . . ?
C103 C104 C105 126.2(6) . . ?
O104 C103 C104 121.6(6) . . ?
O104 C103 C102 123.7(6) . . ?
C104 C103 C102 114.6(6) . . ?
N101 C102 C103 116.8(6) . . ?
N101 C102 C101 119.3(6) . . ?
C101 C102 C103 123.6(6) . . ?
O101 C101 C102 120.1(6) . . ?
O101 C101 C106 121.9(6) . . ?
C106 C101 C102 117.5(6) . . ?
N103 C106 C105 117.9(6) . . ?
C101 C106 N103 118.5(6) . . ?
C101 C106 C105 123.7(6) . . ?
O107 C105 C104 123.6(6) . . ?
O107 C105 C106 122.1(6) . . ?
C104 C105 C106 114.3(6) . . ?
C33 C34 C35 109.6(8) . . ?
C34 C33 C36 109.6(8) . . ?
C34 C33 C31 109.8(8) . . ?
C31 C33 C36 109.7(7) . . ?
C38 C36 C33 107.9(7) . . ?
C36 C38 C37 110.8(8) . . ?
C36 C38 C39 110.1(8) . . ?
C39 C38 C37 108.6(8) . . ?
C30 C31 C33 110.1(7) . . ?
C38 C37 C35 108.9(7) . . ?
C30 C32 C35 109.6(7) . . ?
C34 C35 C37 110.1(8) . . ?
C34 C35 C32 110.9(7) . . ?
C32 C35 C37 107.2(8) . . ?
N30 C30 C31 108.9(7) . . ?
N30 C30 C32 109.9(7) . . ?
N30 C30 C39 109.6(7) . . ?
C31 C30 C32 109.6(7) . . ?
C31 C30 C39 108.1(7) . . ?
C32 C30 C39 110.8(8) . . ?
C30 C39 C38 108.8(7) . . ?
C22 C28 C27 110.8(7) . . ?
C28 C22 C21 107.7(7) . . ?
C28 C22 C23 109.9(7) . . ?
C23 C22 C21 110.6(7) . . ?
C20 C21 C22 109.0(6) . . ?
C25 C24 C23 110.0(7) . . ?
C25 C24 C29 108.7(8) . . ?
C23 C24 C29 108.5(8) . . ?
C24 C25 C20 110.0(7) . . ?
C28 C27 C26 108.1(7) . . ?
C28 C27 C29 110.6(8) . . ?
C29 C27 C26 108.3(7) . . ?
N20 C20 C21 109.0(5) . . ?
N20 C20 C25 109.8(6) . . ?
N20 C20 C26 109.1(6) . . ?
C21 C20 C25 110.0(6) . . ?
C26 C20 C21 109.2(6) . . ?
C26 C20 C25 109.8(6) . . ?
C20 C26 C27 109.4(7) . . ?
C22 C23 C24 109.8(7) . . ?
C27 C29 C24 110.0(7) . . ?
C54 C55 C56 107.5(7) . . ?
C53 C55 C56 108.1(7) . . ?
C53 C55 C54 108.8(7) . . ?
C57 C56 C55 110.8(6) . . ?
C52 C54 C55 110.5(7) . . ?
C57 C58 C52 109.8(7) . . ?
C54 C52 C58 108.7(7) . . ?
C54 C52 C51 110.9(7) . . ?
C51 C52 C58 109.0(7) . . ?
C50 C51 C52 107.9(6) . . ?
C56 C57 C59 108.1(7) . . ?
C58 C57 C56 110.2(8) . . ?
C58 C57 C59 109.5(7) . . ?
C50 C53 C55 109.8(6) . . ?
N50 C50 C53 109.6(6) . . ?
N50 C50 C59 107.3(6) . . ?
C51 C50 N50 108.0(6) . . ?
C51 C50 C53 111.5(6) . . ?
C51 C50 C59 110.5(7) . . ?
C53 C50 C59 109.8(6) . . ?
C50 C59 C57 108.7(7) . . ?
C11 C12 C19 109.5(6) . . ?
C11 C12 C13 107.7(6) . . ?
C13 C12 C19 108.2(6) . . ?
C10 C11 C12 109.5(6) . . ?
N10 C10 C11 109.1(6) . . ?
N10 C10 C17 108.1(5) . . ?
N10 C10 C18 109.0(6) . . ?
C11 C10 C18 109.5(6) . . ?
C17 C10 C11 111.3(6) . . ?
C17 C10 C18 109.8(6) . . ?
C16 C19 C12 110.4(6) . . ?
C10 C17 C16 108.6(6) . . ?
C14 C18 C10 108.7(6) . . ?
C19 C16 C17 109.9(7) . . ?
C19 C16 C15 110.4(7) . . ?
C15 C16 C17 108.6(7) . . ?
C18 C14 C15 110.0(6) . . ?
C18 C14 C13 109.8(6) . . ?
C13 C14 C15 108.7(7) . . ?
C16 C15 C14 108.9(6) . . ?
C12 C13 C14 110.7(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_RINTA01_V                   
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: All of the obtained crystals were either twinned or too small. 
Since there are no heay atoms present in the structure, the crystals did not diffract very far 
(up to an angle corresponding to a resulution of about 1.2 \A).
 Combined with the fact that the unit cell is relatively large, 
and a large amount of disordered solvent, a better model could not be produced.
;
_vrf_PLAT020_V                   
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.332 Report
RESPONSE: see above
;
_vrf_PLAT026_V                   
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        27% Check 
RESPONSE: see above
;
_vrf_PLAT910_V                   
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         63 Note  
RESPONSE: The reflections could not be collected because of the beamstop.
;
_vrf_PLAT082_V                   
;
PROBLEM: High R1 Value ..................................       0.19 Report
RESPONSE: see above
;
_vrf_PLAT084_V                   
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.36 Report
RESPONSE: see above
;
_vrf_PLAT097_V                   
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       0.86 eA-3  
RESPONSE: see above
;
_vrf_PLAT340_V                   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01146 Ang.  
RESPONSE: see above
;
_vrf_PLAT417_V                   
;
PROBLEM: Short Inter D-H..H-D       H1       ..H20B             2.03 Ang.  
RESPONSE: Both hydrogen atoms are pointing towards the same hydrogen bond acceptor atom.
;
_vrf_PLAT430_V                   
;
PROBLEM: Short Inter D...A Contact  O3       ..O5               2.81 Ang.  
RESPONSE:Corresponds to the hydrogen bond between the two atoms. 
The atom O5  is a water molecule that is probably disordered and
was modeled without the hydrogen atoms. Because of the poor data 
quality the disorder wasn't modeled.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_XI
_database_code_depnum_ccdc_archive 'CCDC 1856337'
loop_
_audit_author_name
_audit_author_address
'Kristina Smokrovic'
;University of Zagreb, Faculty of Science, Department of Chemistry
Croatia
;
_audit_update_record             
;
2018-07-17 deposited with the CCDC.	2020-01-23 downloaded from the CCDC.
;
_audit_creation_date             2018-06-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3

_chemical_name_common            'adamantan-1-aminium picrate monohydrate'
_chemical_name_systematic        
'adamantan-1-aminium 2,4,6-trinitrobenzen-1-olate monohydrate'
_chemical_formula_moiety         'C6 H2 N3 O7, H2 O, C10 H18 N'
_chemical_formula_sum            'C16 H22 N4 O8'
_chemical_formula_weight         398.37
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.7841(9)
_cell_length_b                   6.8465(4)
_cell_length_c                   21.4945(14)
_cell_angle_alpha                90
_cell_angle_beta                 105.996(7)
_cell_angle_gamma                90
_cell_volume                     1808.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1670
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.7390
_cell_measurement_theta_min      4.7540
_shelx_estimated_absorpt_T_max   0.977
_shelx_estimated_absorpt_T_min   0.924
_exptl_absorpt_coefficient_mu    0.119
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98189
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             840
_exptl_crystal_recrystallization_method water
_exptl_crystal_size_max          0.68
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_unetI/netI     0.0565
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.892
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            10793
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.892
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.793
_diffrn_reflns_theta_min         4.197
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            CCD
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.892
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -104.00 -47.00   1.00   67.50    --  -28.85-179.00   0.00   57
  2  ω    -92.00  -7.00   1.00   67.50    --  -28.85 -77.00-180.00   85
  3  ω    -71.00  31.00   1.00   67.50    --  -28.85  19.00   0.00  102
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_radiation_collimation    0.8
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3351
_reflns_number_total             5998
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.464
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         5998
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.1510
_refine_ls_R_factor_gt           0.0862
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0734P)²+0.5810P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1759
_refine_ls_wR_factor_ref         0.2078
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All N(H,H,H) groups
2. Restrained distances
 O10-H10D = O10-H10E
 0.84 with sigma of 0.01
 H10D-H10E
 1.34 with sigma of 0.02
 N103-O107 \\sim N103-O16A
 with sigma of 0.02
 N103-O106 \\sim N103-O17A
 with sigma of 0.02
3. Others
 Sof(O16A)=Sof(O17A)=1-FVAR(1)
 Sof(O107)=Sof(O106)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C14(H14), C12(H12), C17(H17)
4.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C11(H11A,H11B), C18(H18A,H18B), C16(H16A,H16B), C13(H13A,
 H13B), C19(H19A,H19B)
4.c Me refined with riding coordinates:
 N10(H10A,H10B,H10C)
4.d Aromatic/amide H refined with riding coordinates:
 C105(H105), C103(H103)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O101 O 0.10227(13) 0.3574(3) 0.14162(8) 0.0526(5) Uani 1 1 d . . . . .
H10D H 0.248(2) 0.461(4) 0.2024(9) 0.079(11) Uiso 1 1 d D . . . .
H10E H 0.314(3) 0.450(4) 0.2620(12) 0.096(13) Uiso 1 1 d D . . . .
C101 C 0.06791(16) 0.3079(3) 0.08427(10) 0.0329(4) Uani 1 1 d . . . . .
C106 C -0.04701(17) 0.2854(3) 0.05009(10) 0.0351(5) Uani 1 1 d . . . . .
C102 C 0.13672(17) 0.2674(3) 0.04197(11) 0.0362(5) Uani 1 1 d . . . . .
C10 C 0.00859(17) 0.3102(3) 0.31082(10) 0.0358(5) Uani 1 1 d . . . . .
C104 C -0.0124(2) 0.2141(3) -0.05040(10) 0.0403(5) Uani 1 1 d . . . . .
C15 C 0.07742(18) 0.2851(4) 0.38044(11) 0.0431(5) Uani 1 1 d . . . . .
H15A H 0.122273 0.399978 0.394199 0.052 Uiso 1 1 calc R . . . .
H15B H 0.124889 0.172843 0.383734 0.052 Uiso 1 1 calc R . . . .
C11 C -0.06471(19) 0.4881(4) 0.30482(11) 0.0446(5) Uani 1 1 d . . . . .
H11A H -0.106847 0.505161 0.260142 0.054 Uiso 1 1 calc R . . . .
H11B H -0.021024 0.604378 0.318357 0.054 Uiso 1 1 calc R . . . .
C105 C -0.08502(18) 0.2417(3) -0.01409(11) 0.0381(5) Uani 1 1 d . . . . .
H105 H -0.159438 0.230666 -0.033299 0.046 Uiso 1 1 calc R . . . .
C103 C 0.0987(2) 0.2260(3) -0.02244(11) 0.0406(5) Uani 1 1 d . . . . .
H103 H 0.146875 0.205939 -0.047263 0.049 Uiso 1 1 calc R . . . .
N10 N 0.08421(17) 0.3406(3) 0.26883(10) 0.0530(6) Uani 1 1 d . . . . .
H10A H 0.127561 0.237216 0.271970 0.080 Uiso 1 1 calc R . . . .
H10B H 0.045354 0.355684 0.227855 0.080 Uiso 1 1 calc R . . . .
H10C H 0.124357 0.446868 0.281890 0.080 Uiso 1 1 calc R . . . .
O10 O 0.27815(17) 0.5298(3) 0.23451(10) 0.0657(6) Uani 1 1 d D . . . .
C14 C 0.0011(2) 0.2559(4) 0.42381(11) 0.0501(6) Uani 1 1 d . . . . .
H14 H 0.044326 0.240464 0.468892 0.060 Uiso 1 1 calc R . . . .
N103 N -0.12888(17) 0.3099(3) 0.08542(11) 0.0523(5) Uani 1 1 d D . . . .
C18 C -0.0591(2) 0.1274(4) 0.28865(11) 0.0474(6) Uani 1 1 d . . . . .
H18A H -0.011841 0.014783 0.291790 0.057 Uiso 1 1 calc R . . . .
H18B H -0.101492 0.141516 0.243912 0.057 Uiso 1 1 calc R . . . .
N101 N 0.25444(18) 0.2751(4) 0.06908(12) 0.0569(6) Uani 1 1 d . . . . .
N102 N -0.0532(2) 0.1676(3) -0.11847(10) 0.0571(6) Uani 1 1 d . . . . .
C12 C -0.1412(2) 0.4573(4) 0.34792(12) 0.0507(6) Uani 1 1 d . . . . .
H12 H -0.189144 0.570811 0.344453 0.061 Uiso 1 1 calc R . . . .
C17 C -0.1349(2) 0.0989(4) 0.33217(13) 0.0523(6) Uani 1 1 d . . . . .
H17 H -0.179213 -0.018358 0.318371 0.063 Uiso 1 1 calc R . . . .
O105 O -0.1524(2) 0.1617(3) -0.14161(10) 0.0784(7) Uani 1 1 d . . . . .
C16 C -0.0673(2) 0.0737(4) 0.40208(13) 0.0577(7) Uani 1 1 d . . . . .
H16A H -0.114934 0.052695 0.429644 0.069 Uiso 1 1 calc R . . . .
H16B H -0.020320 -0.039351 0.405623 0.069 Uiso 1 1 calc R . . . .
O104 O 0.0107(2) 0.1322(4) -0.14950(10) 0.0922(8) Uani 1 1 d . . . . .
O102 O 0.29556(18) 0.2531(4) 0.12591(13) 0.0963(8) Uani 1 1 d . . . . .
C13 C -0.0728(2) 0.4340(4) 0.41797(12) 0.0594(7) Uani 1 1 d . . . . .
H13A H -0.028986 0.550136 0.431551 0.071 Uiso 1 1 calc R . . . .
H13B H -0.120125 0.418099 0.445960 0.071 Uiso 1 1 calc R . . . .
O107 O -0.1069(10) 0.413(2) 0.1325(6) 0.070(3) Uani 0.62(4) 1 d D . P A 1
C19 C -0.2093(2) 0.2752(4) 0.32636(14) 0.0599(7) Uani 1 1 d . . . . .
H19A H -0.252618 0.290088 0.281830 0.072 Uiso 1 1 calc R . . . .
H19B H -0.258411 0.256414 0.353140 0.072 Uiso 1 1 calc R . . . .
O103 O 0.3099(2) 0.3033(8) 0.03403(15) 0.1650(19) Uani 1 1 d . . . . .
O106 O -0.2133(11) 0.2164(17) 0.0673(8) 0.090(3) Uani 0.62(4) 1 d D . P A 1
O16A O -0.1088(17) 0.341(6) 0.1422(6) 0.087(6) Uani 0.38(4) 1 d D . P A -1
O17A O -0.2235(9) 0.317(9) 0.0510(10) 0.124(12) Uani 0.38(4) 1 d D . P A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O101 C101 1.236(3) . ?
C101 C106 1.459(3) . ?
C101 C102 1.455(3) . ?
C106 C105 1.363(3) . ?
C106 N103 1.462(3) . ?
C102 C103 1.365(3) . ?
C102 N101 1.457(3) . ?
C10 C15 1.522(3) . ?
C10 C11 1.521(3) . ?
C10 N10 1.508(3) . ?
C10 C18 1.521(3) . ?
C104 C105 1.381(3) . ?
C104 C103 1.383(3) . ?
C104 N102 1.447(3) . ?
C15 C14 1.537(3) . ?
C11 C12 1.536(3) . ?
C14 C16 1.521(4) . ?
C14 C13 1.526(4) . ?
N103 O107 1.203(7) . ?
N103 O106 1.222(8) . ?
N103 O16A 1.195(12) . ?
N103 O17A 1.233(10) . ?
C18 C17 1.534(3) . ?
N101 O102 1.199(3) . ?
N101 O103 1.184(3) . ?
N102 O105 1.229(3) . ?
N102 O104 1.213(3) . ?
C12 C13 1.527(4) . ?
C12 C19 1.518(4) . ?
C17 C16 1.523(4) . ?
C17 C19 1.521(4) . ?

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
O101 C101 C106 124.3(2) . . ?
O101 C101 C102 124.41(19) . . ?
C102 C101 C106 111.32(18) . . ?
C101 C106 N103 119.48(19) . . ?
C105 C106 C101 124.2(2) . . ?
C105 C106 N103 116.4(2) . . ?
C101 C102 N101 118.61(19) . . ?
C103 C102 C101 124.4(2) . . ?
C103 C102 N101 117.0(2) . . ?
C11 C10 C15 110.44(18) . . ?
C11 C10 C18 110.40(19) . . ?
N10 C10 C15 108.17(17) . . ?
N10 C10 C11 108.69(18) . . ?
N10 C10 C18 109.22(18) . . ?
C18 C10 C15 109.88(18) . . ?
C105 C104 C103 121.0(2) . . ?
C105 C104 N102 119.4(2) . . ?
C103 C104 N102 119.5(2) . . ?
C10 C15 C14 108.63(18) . . ?
C10 C11 C12 108.59(19) . . ?
C106 C105 C104 119.6(2) . . ?
C102 C103 C104 119.3(2) . . ?
C16 C14 C15 109.2(2) . . ?
C16 C14 C13 109.8(2) . . ?
C13 C14 C15 109.1(2) . . ?
O16A N103 C106 124.6(10) . . ?
O16A N103 O107 26.1(14) . . ?
O16A N103 O106 109.9(12) . . ?
O16A N103 O17A 120.4(13) . . ?
O17A N103 C106 114.6(8) . . ?
C10 C18 C17 108.30(19) . . ?
O102 N101 C102 121.2(2) . . ?
O103 N101 C102 119.0(3) . . ?
O103 N101 O102 119.8(3) . . ?
O105 N102 C104 117.4(3) . . ?
O104 N102 C104 119.4(3) . . ?
O104 N102 O105 123.2(2) . . ?
C13 C12 C11 108.8(2) . . ?
C19 C12 C11 109.6(2) . . ?
C19 C12 C13 109.9(2) . . ?
C16 C17 C18 109.5(2) . . ?
C19 C17 C18 109.6(2) . . ?
C19 C17 C16 110.1(2) . . ?
C14 C16 C17 109.4(2) . . ?
C14 C13 C12 109.7(2) . . ?
C12 C19 C17 109.5(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
####################################################################### 
# 
# 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_VI
_database_code_depnum_ccdc_archive 'CCDC 1856333'
loop_
_audit_author_name
_audit_author_address
'Kristina Smokrovic'
;University of Zagreb, Faculty of Science, Department of Chemistry
Croatia
;
_audit_update_record             
;
2018-07-17 deposited with the CCDC.	2020-01-23 downloaded from the CCDC.
;
_audit_creation_date             2018-06-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        
'adamantan-1-aminium trinitrobenzene-1,3,5-tris(olate) propan-1-ol solvate'
_chemical_name_common            
'adamantan-1-aminium trinitrophloroglucinolate propan-1-ol solvate'
_chemical_formula_moiety         '2(C6 N3 O9), 6(C10 H18 N), 2(C3 H8 O)'
_chemical_formula_sum            'C78 H124 N12 O20'
_chemical_formula_weight         1549.88
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   18.4656(11)
_cell_length_b                   16.0811(11)
_cell_length_c                   27.4522(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8151.9(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5141
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.6080
_cell_measurement_theta_min      4.4380
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.973
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45388
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             3344
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1860
_diffrn_reflns_av_unetI/netI     0.2277
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.942
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            96385
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.914
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.665
_diffrn_reflns_theta_min         4.170
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00  15.00   1.00   50.00    --   28.65 -57.00 120.00   50
  2  ω   -102.00 -74.00   1.00   50.00    --  -31.47 -57.00 150.00   28
  3  ω    -44.00  38.00   1.00   50.00    --  -31.47  57.00-150.00   82
  4  ω   -100.00 -23.00   1.00   50.00    --  -31.47 -57.00-180.00   77
  5  ω    -91.00 -44.00   1.00   50.00    --  -31.47-174.00-148.00   47
  6  ω   -107.00 -34.00   1.00   50.00    --  -31.47-179.00 -90.00   73
  7  ω   -104.00   1.00   1.00   50.00    --  -31.47 -77.00   0.00  105
  8  ω   -112.00 -56.00   1.00   50.00    --  -31.47 179.00   0.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_radiation_collimation    0.8
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.906
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.884
_reflns_number_gt                8497
_reflns_number_total             27308
_reflns_odcompleteness_completeness 99.56
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 
;
 Flack x determined using 2542 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.7(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.929
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1037
_refine_ls_number_reflns         27308
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.2896
_refine_ls_R_factor_gt           0.0902
_refine_ls_restrained_S_all      0.929
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0627P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1471
_refine_ls_wR_factor_ref         0.2101
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O301-C302 = O401-C402
 1.343 with sigma of 0.00002
 C403-C402 = C303-C302
 1.434 with sigma of 0.00002
 C304-C303 = C404-C403
 1.512 with sigma of 0.00002
3. Restrained planarity
 O102, N102, O103, C102
 with sigma of 0.0001
 O109, O108, N101, C106
 with sigma of 0.0001
 O105, N103, O106, C104
 with sigma of 0.0001
 O208, N201, O209, C202
 with sigma of 0.0001
 C206, N202, O202, O203
 with sigma of 0.0001
 C204, N203, O206, O205
 with sigma of 0.0001
4. Others
 Fixed Sof: O103(0.68691) O102(0.68691) O203(0.66222) O202(0.66222)
 O23A(0.33778) O22A(0.33778) O13A(0.31309) O14A(0.31309)
5.a Ternary CH refined with riding coordinates:
 C34(H34), C64(H64), C18(H18), C38(H38), C42(H42), C12(H12), C14(H14),
 C22(H22), C32(H32), C58(H58), C28(H28), C48(H48), C24(H24), C52(H52), C68(H68),
  C54(H54), C44(H44), C62(H62)
5.b Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C36(H36A,H36B), C11(H11A,H11B), C41(H41A,H41B), C35(H35A,
 H35B), C66(H66A,H66B), C46(H46A,H46B), C65(H65A,H65B), C16(H16A,H16B),
 C31(H31A,H31B), C55(H55A,H55B), C15(H15A,H15B), C51(H51A,H51B), C37(H37A,H37B),
  C13(H13A,H13B), C33(H33A,H33B), C45(H45A,H45B), C61(H61A,H61B), C25(H25A,
 H25B), C56(H56A,H56B), C67(H67A,H67B), C23(H23A,H23B), C21(H21A,H21B),
 C19(H19A,H19B), C27(H27A,H27B), C57(H57A,H57B), C29(H29A,H29B), C63(H63A,H63B),
  C17(H17A,H17B), C43(H43A,H43B), C49(H49A,H49B), C59(H59A,H59B), C39(H39A,
 H39B), C402(H40D,H40E), C302(H30D,H30E), C69(H69A,H69B), C303(H30F,H30G),
 C53(H53A,H53B), C403(H40I,H40J), C47(H47A,H47B)
5.c Idealised Me refined as rotating group:
 N60(H60A,H60B,H60C), N40(H40A,H40B,H40C), N30(H30A,H30B,H30C), N10(H10A,H10B,
 H10C), N20(H20A,H20B,H20C), N50(H50A,H50B,H50C), C404(H40F,H40G,H40H),
 C304(H30H,H30I,H30J)
5.d Idealised tetrahedral OH refined as rotating group:
 O301(H301), O401(H401)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O101 O 0.3361(2) 0.9024(2) 0.48723(18) 0.0435(11) Uani 1 1 d . . . . .
N203 N 0.57112(9) 0.14592(12) 0.48949(8) 0.0450(14) Uani 1 1 d . . . . .
O201 O 0.3736(2) 0.4040(2) 0.51280(17) 0.0457(11) Uani 1 1 d . . . . .
O204 O 0.4268(2) 0.1164(2) 0.51327(18) 0.0467(11) Uani 1 1 d . . . . .
O104 O 0.2816(2) 0.6149(2) 0.48269(17) 0.0448(11) Uani 1 1 d . . . . .
O107 O 0.0988(2) 0.8101(3) 0.52100(18) 0.0483(11) Uani 1 1 d . . . . .
N60 N 0.4565(3) -0.0456(3) 0.5404(2) 0.0387(13) Uani 1 1 d . . . . .
H60A H 0.426313 -0.075812 0.522392 0.046 Uiso 1 1 calc GR . . . .
H60B H 0.501555 -0.064119 0.536335 0.046 Uiso 1 1 calc GR . . . .
H60C H 0.454024 0.007401 0.531297 0.046 Uiso 1 1 calc GR . . . .
O105 O 0.13471(18) 0.5910(2) 0.47508(14) 0.0630(13) Uani 1 1 d . . . . .
N101 N 0.19873(7) 0.9390(3) 0.52426(7) 0.0464(14) Uani 1 1 d . . . . .
O205 O 0.57387(18) 0.0925(2) 0.52150(15) 0.0720(15) Uani 1 1 d . . . . .
O207 O 0.6098(2) 0.3118(3) 0.47583(19) 0.0537(13) Uani 1 1 d . . . . .
N103 N 0.13699(9) 0.64530(12) 0.50707(7) 0.0439(13) Uani 1 1 d . . . . .
O206 O 0.61181(18) 0.1444(2) 0.45427(15) 0.0753(16) Uani 1 1 d . . . . .
N102 N 0.3789(3) 0.74272(9) 0.46362(6) 0.0515(16) Uani 1 1 d . . . . .
O106 O 0.09425(18) 0.6439(2) 0.54146(14) 0.0667(14) Uani 1 1 d . . . . .
N40 N 0.3756(3) 0.5575(3) 0.55472(19) 0.0441(13) Uani 1 1 d . . . . .
H40A H 0.353749 0.591214 0.533585 0.053 Uiso 1 1 calc GR . . . .
H40B H 0.381176 0.507541 0.541332 0.053 Uiso 1 1 calc GR . . . .
H40C H 0.418720 0.578285 0.562491 0.053 Uiso 1 1 calc GR . . . .
O208 O 0.54547(16) 0.4544(3) 0.43756(15) 0.0751(16) Uani 1 1 d . . . . .
O209 O 0.49341(17) 0.4993(3) 0.50110(15) 0.0833(18) Uani 1 1 d . . . . .
N202 N 0.3298(3) 0.24444(9) 0.53391(6) 0.0513(15) Uani 1 1 d . . . . .
C103 C 0.2599(3) 0.6899(3) 0.4889(2) 0.0345(14) Uani 1 1 d . . . . .
O108 O 0.16423(17) 0.9514(3) 0.56156(15) 0.0782(17) Uani 1 1 d . . . . .
O109 O 0.21534(16) 0.9963(3) 0.49744(16) 0.092(2) Uani 1 1 d . . . . .
N30 N 0.0428(3) 0.8594(3) 0.4323(2) 0.0496(14) Uani 1 1 d . . . . .
H30A H -0.003612 0.844801 0.430639 0.060 Uiso 1 1 calc GR . . . .
H30B H 0.046164 0.914542 0.434218 0.060 Uiso 1 1 calc GR . . . .
H30C H 0.062883 0.836609 0.458554 0.060 Uiso 1 1 calc GR . . . .
N201 N 0.51056(7) 0.4406(3) 0.47506(7) 0.0475(14) Uani 1 1 d . . . . .
N10 N 0.3316(3) 1.0558(3) 0.4432(2) 0.0418(14) Uani 1 1 d . . . . .
H10A H 0.290587 1.082788 0.436724 0.050 Uiso 1 1 calc GR . . . .
H10B H 0.356765 1.084015 0.465373 0.050 Uiso 1 1 calc GR . . . .
H10C H 0.321271 1.005431 0.454708 0.050 Uiso 1 1 calc GR . . . .
N20 N 0.2503(3) 0.4520(3) 0.45858(19) 0.0416(13) Uani 1 1 d . . . . .
H20A H 0.207136 0.428649 0.463025 0.050 Uiso 1 1 calc GR . . . .
H20B H 0.248053 0.505637 0.466405 0.050 Uiso 1 1 calc GR . . . .
H20C H 0.282868 0.426786 0.477399 0.050 Uiso 1 1 calc GR . . . .
C201 C 0.4189(3) 0.3455(3) 0.5066(2) 0.0363(14) Uani 1 1 d . . . . .
C102 C 0.3081(3) 0.7590(2) 0.48263(15) 0.0347(14) Uani 1 1 d . . . . .
C204 C 0.5191(2) 0.2117(3) 0.49331(17) 0.0387(15) Uani 1 1 d . . . . .
N50 N 0.6682(3) 0.3598(3) 0.5625(2) 0.0530(15) Uani 1 1 d . . . . .
H50A H 0.642371 0.339127 0.538016 0.064 Uiso 1 1 calc GR . . . .
H50B H 0.713528 0.341119 0.560611 0.064 Uiso 1 1 calc GR . . . .
H50C H 0.668260 0.415051 0.560853 0.064 Uiso 1 1 calc GR . . . .
C101 C 0.2910(3) 0.8432(4) 0.4938(2) 0.0332(13) Uani 1 1 d . . . . .
C105 C 0.1651(3) 0.7924(4) 0.5148(2) 0.0357(14) Uani 1 1 d . . . . .
C10 C 0.3746(4) 1.0479(4) 0.3983(3) 0.0423(17) Uani 1 1 d . . . . .
C202 C 0.49060(18) 0.3587(3) 0.48791(17) 0.0355(14) Uani 1 1 d . . . . .
C205 C 0.4476(3) 0.1919(4) 0.5087(2) 0.0353(14) Uani 1 1 d . . . . .
O301 O 0.00660(10) 0.8601(5) 0.59062(3) 0.107(2) Uani 1 1 d D . . . .
H301 H 0.036127 0.846098 0.569875 0.160 Uiso 1 1 calc GR . . . .
O401 O 0.69740(11) 0.3691(4) 0.40500(3) 0.114(3) Uani 1 1 d D . . . .
H401 H 0.670404 0.349274 0.425684 0.171 Uiso 1 1 calc GR . . . .
C203 C 0.5429(3) 0.2947(4) 0.4829(2) 0.0401(15) Uani 1 1 d . . . . .
O103 O 0.3883(3) 0.6945(2) 0.43026(15) 0.065(2) Uani 0.6869 1 d . . P A 2
C20 C 0.2720(3) 0.4435(4) 0.4066(2) 0.0394(15) Uani 1 1 d . . . . .
C106 C 0.21985(19) 0.8550(3) 0.51216(17) 0.0354(15) Uani 1 1 d . . . . .
C26 C 0.2763(4) 0.3534(4) 0.3936(3) 0.059(2) Uani 1 1 d . . . . .
H26A H 0.229852 0.326997 0.399200 0.071 Uiso 1 1 calc R . . . .
H26B H 0.312136 0.326060 0.413891 0.071 Uiso 1 1 calc R . . . .
C104 C 0.1889(2) 0.7108(3) 0.50511(17) 0.0342(15) Uani 1 1 d . . . . .
C30 C 0.0816(3) 0.8296(4) 0.3874(2) 0.0419(16) Uani 1 1 d . . . . .
C36 C 0.0752(4) 0.7368(4) 0.3838(3) 0.0508(17) Uani 1 1 d . . . . .
H36A H 0.024517 0.721205 0.382569 0.061 Uiso 1 1 calc R . . . .
H36B H 0.096651 0.711220 0.412352 0.061 Uiso 1 1 calc R . . . .
C206 C 0.4011(3) 0.2608(2) 0.51629(15) 0.0361(15) Uani 1 1 d . . . . .
O102 O 0.4333(3) 0.7796(2) 0.48207(16) 0.072(2) Uani 0.6869 1 d . . P A 2
C60 C 0.4360(4) -0.0529(4) 0.5928(2) 0.0391(17) Uani 1 1 d . . . . .
C34 C 0.2000(4) 0.8229(4) 0.3449(3) 0.0530(18) Uani 1 1 d . . . . .
H34 H 0.251411 0.837709 0.346936 0.064 Uiso 1 1 calc R . . . .
C11 C 0.3902(4) 1.1336(4) 0.3774(3) 0.0558(19) Uani 1 1 d . . . . .
H11A H 0.345021 1.162209 0.370908 0.067 Uiso 1 1 calc R . . . .
H11B H 0.417365 1.166151 0.400929 0.067 Uiso 1 1 calc R . . . .
C41 C 0.2598(3) 0.5066(4) 0.5872(3) 0.0491(17) Uani 1 1 d . . . . .
H41A H 0.269633 0.451670 0.574183 0.059 Uiso 1 1 calc R . . . .
H41B H 0.233596 0.538142 0.562796 0.059 Uiso 1 1 calc R . . . .
C64 C 0.4142(5) -0.1533(5) 0.6592(3) 0.068(2) Uani 1 1 d . . . . .
H64 H 0.412541 -0.212396 0.667795 0.082 Uiso 1 1 calc R . . . .
C50 C 0.6357(3) 0.3330(4) 0.6098(2) 0.0428(16) Uani 1 1 d . . . . .
C35 C 0.1613(3) 0.8550(4) 0.3900(2) 0.0510(17) Uani 1 1 d . . . . .
H35A H 0.165301 0.915051 0.391621 0.061 Uiso 1 1 calc R . . . .
H35B H 0.183461 0.831742 0.419019 0.061 Uiso 1 1 calc R . . . .
C66 C 0.4943(4) -0.0107(5) 0.6231(3) 0.063(2) Uani 1 1 d . . . . .
H66A H 0.497206 0.047775 0.614540 0.076 Uiso 1 1 calc R . . . .
H66B H 0.540928 -0.036067 0.616585 0.076 Uiso 1 1 calc R . . . .
C46 C 0.3167(4) 0.6361(4) 0.6201(3) 0.062(2) Uani 1 1 d . . . . .
H46A H 0.290857 0.669783 0.596478 0.074 Uiso 1 1 calc R . . . .
H46B H 0.362375 0.663210 0.627409 0.074 Uiso 1 1 calc R . . . .
C65 C 0.4335(4) -0.1452(4) 0.6059(3) 0.056(2) Uani 1 1 d . . . . .
H65A H 0.397550 -0.173377 0.586063 0.068 Uiso 1 1 calc R . . . .
H65B H 0.480235 -0.170641 0.599756 0.068 Uiso 1 1 calc R . . . .
C16 C 0.3321(4) 0.9964(5) 0.3620(3) 0.059(2) Uani 1 1 d . . . . .
H16A H 0.286304 1.023444 0.354896 0.071 Uiso 1 1 calc R . . . .
H16B H 0.321885 0.942029 0.375648 0.071 Uiso 1 1 calc R . . . .
C40 C 0.3303(3) 0.5501(4) 0.5996(2) 0.0401(16) Uani 1 1 d . . . . .
C31 C 0.0479(4) 0.8704(4) 0.3427(3) 0.063(2) Uani 1 1 d . . . . .
H31A H -0.003163 0.856439 0.340867 0.075 Uiso 1 1 calc R . . . .
H31B H 0.052175 0.930386 0.345115 0.075 Uiso 1 1 calc R . . . .
C55 C 0.6811(4) 0.3660(5) 0.6510(3) 0.064(2) Uani 1 1 d . . . . .
H55A H 0.682898 0.426207 0.649451 0.077 Uiso 1 1 calc R . . . .
H55B H 0.730192 0.345030 0.648122 0.077 Uiso 1 1 calc R . . . .
C18 C 0.3764(5) 0.9867(6) 0.3146(3) 0.075(3) Uani 1 1 d . . . . .
H18 H 0.349207 0.953450 0.290922 0.090 Uiso 1 1 calc R . . . .
C38 C 0.1131(4) 0.7064(4) 0.3388(3) 0.061(2) Uani 1 1 d . . . . .
H38 H 0.108384 0.645805 0.336825 0.073 Uiso 1 1 calc R . . . .
O203 O 0.3200(4) 0.1937(2) 0.56708(15) 0.078(3) Uani 0.6622 1 d . . P B 1
C42 C 0.2141(4) 0.4994(5) 0.6339(3) 0.062(2) Uani 1 1 d . . . . .
H42 H 0.167743 0.472889 0.626057 0.074 Uiso 1 1 calc R . . . .
C15 C 0.4473(3) 1.0049(5) 0.4091(3) 0.0483(18) Uani 1 1 d . . . . .
H15A H 0.474459 1.037292 0.432707 0.058 Uiso 1 1 calc R . . . .
H15B H 0.438650 0.950228 0.422829 0.058 Uiso 1 1 calc R . . . .
C12 C 0.4334(5) 1.1259(5) 0.3307(3) 0.070(2) Uani 1 1 d . . . . .
H12 H 0.442743 1.181198 0.317122 0.084 Uiso 1 1 calc R . . . .
C51 C 0.6344(4) 0.2382(4) 0.6118(3) 0.0557(19) Uani 1 1 d . . . . .
H51A H 0.683217 0.216475 0.608783 0.067 Uiso 1 1 calc R . . . .
H51B H 0.605509 0.216334 0.585256 0.067 Uiso 1 1 calc R . . . .
O202 O 0.2758(4) 0.2813(2) 0.51599(15) 0.072(2) Uani 0.6622 1 d . . P B 1
C37 C 0.1932(4) 0.7292(5) 0.3421(3) 0.062(2) Uani 1 1 d . . . . .
H37A H 0.214569 0.703988 0.370757 0.075 Uiso 1 1 calc R . . . .
H37B H 0.218703 0.708652 0.313601 0.075 Uiso 1 1 calc R . . . .
C14 C 0.4905(4) 0.9970(5) 0.3622(3) 0.065(2) Uani 1 1 d . . . . .
H14 H 0.536587 0.969332 0.369280 0.078 Uiso 1 1 calc R . . . .
C13 C 0.5055(4) 1.0821(6) 0.3418(3) 0.079(2) Uani 1 1 d . . . . .
H13A H 0.533907 1.077297 0.312224 0.095 Uiso 1 1 calc R . . . .
H13B H 0.533000 1.114547 0.365164 0.095 Uiso 1 1 calc R . . . .
C33 C 0.1673(4) 0.8638(5) 0.3003(3) 0.068(2) Uani 1 1 d . . . . .
H33A H 0.192481 0.845428 0.271241 0.081 Uiso 1 1 calc R . . . .
H33B H 0.172163 0.923773 0.302704 0.081 Uiso 1 1 calc R . . . .
C45 C 0.3717(4) 0.4958(5) 0.6360(3) 0.063(2) Uani 1 1 d . . . . .
H45A H 0.379568 0.440848 0.622368 0.075 Uiso 1 1 calc R . . . .
H45B H 0.418502 0.520403 0.643063 0.075 Uiso 1 1 calc R . . . .
C61 C 0.3641(4) -0.0131(6) 0.6008(3) 0.071(2) Uani 1 1 d . . . . .
H61A H 0.327662 -0.039663 0.580681 0.085 Uiso 1 1 calc R . . . .
H61B H 0.366239 0.045346 0.592248 0.085 Uiso 1 1 calc R . . . .
C25 C 0.3471(4) 0.4836(5) 0.4003(3) 0.065(2) Uani 1 1 d . . . . .
H25A H 0.345025 0.542122 0.408728 0.078 Uiso 1 1 calc R . . . .
H25B H 0.381981 0.456672 0.421545 0.078 Uiso 1 1 calc R . . . .
C22 C 0.2394(6) 0.4800(7) 0.3221(3) 0.094(3) Uani 1 1 d . . . . .
H22 H 0.203998 0.508333 0.301330 0.113 Uiso 1 1 calc R . . . .
C32 C 0.0866(4) 0.8398(5) 0.2973(3) 0.069(2) Uani 1 1 d . . . . .
H32 H 0.064788 0.865229 0.268353 0.082 Uiso 1 1 calc R . . . .
C58 C 0.5269(4) 0.3390(6) 0.6625(3) 0.076(2) Uani 1 1 d . . . . .
H58 H 0.477349 0.360093 0.665514 0.092 Uiso 1 1 calc R . . . .
C56 C 0.5588(4) 0.3669(5) 0.6136(3) 0.064(2) Uani 1 1 d . . . . .
H56A H 0.529530 0.345853 0.587019 0.076 Uiso 1 1 calc R . . . .
H56B H 0.559439 0.427125 0.611787 0.076 Uiso 1 1 calc R . . . .
C67 C 0.4698(5) -0.1109(5) 0.6907(3) 0.077(2) Uani 1 1 d . . . . .
H67A H 0.516444 -0.137527 0.686366 0.092 Uiso 1 1 calc R . . . .
H67B H 0.456076 -0.115865 0.724649 0.092 Uiso 1 1 calc R . . . .
C23 C 0.3153(7) 0.5190(6) 0.3151(4) 0.116(4) Uani 1 1 d . . . . .
H23A H 0.329814 0.514630 0.281256 0.139 Uiso 1 1 calc R . . . .
H23B H 0.313986 0.577408 0.323859 0.139 Uiso 1 1 calc R . . . .
C28 C 0.2972(5) 0.3450(5) 0.3405(3) 0.074(2) Uani 1 1 d . . . . .
H28 H 0.299018 0.285867 0.331962 0.089 Uiso 1 1 calc R . . . .
C48 C 0.2716(5) 0.6268(6) 0.6666(3) 0.086(3) Uani 1 1 d . . . . .
H48 H 0.262439 0.681964 0.680532 0.103 Uiso 1 1 calc R . . . .
C24 C 0.3695(5) 0.4732(6) 0.3474(3) 0.085(3) Uani 1 1 d . . . . .
H24 H 0.417730 0.497259 0.342687 0.102 Uiso 1 1 calc R . . . .
C21 C 0.2171(4) 0.4873(5) 0.3755(3) 0.066(2) Uani 1 1 d . . . . .
H21A H 0.214342 0.545381 0.384774 0.079 Uiso 1 1 calc R . . . .
H21B H 0.169778 0.462427 0.380259 0.079 Uiso 1 1 calc R . . . .
C52 C 0.6017(5) 0.2122(5) 0.6608(3) 0.073(2) Uani 1 1 d . . . . .
H52 H 0.601017 0.151370 0.662872 0.087 Uiso 1 1 calc R . . . .
C19 C 0.3893(5) 1.0741(7) 0.2944(3) 0.090(3) Uani 1 1 d . . . . .
H19A H 0.343211 1.101062 0.288341 0.107 Uiso 1 1 calc R . . . .
H19B H 0.415227 1.070425 0.263737 0.107 Uiso 1 1 calc R . . . .
C27 C 0.3713(5) 0.3823(6) 0.3338(3) 0.080(3) Uani 1 1 d . . . . .
H27A H 0.386352 0.376409 0.300086 0.096 Uiso 1 1 calc R . . . .
H27B H 0.406055 0.353338 0.354118 0.096 Uiso 1 1 calc R . . . .
C57 C 0.5735(5) 0.3744(6) 0.7040(3) 0.086(3) Uani 1 1 d . . . . .
H57A H 0.574891 0.434584 0.702012 0.104 Uiso 1 1 calc R . . . .
H57B H 0.552858 0.359054 0.735282 0.104 Uiso 1 1 calc R . . . .
C29 C 0.2428(5) 0.3873(7) 0.3090(3) 0.095(3) Uani 1 1 d . . . . .
H29A H 0.195623 0.362053 0.313612 0.114 Uiso 1 1 calc R . . . .
H29B H 0.256291 0.380956 0.275011 0.114 Uiso 1 1 calc R . . . .
C63 C 0.3419(5) -0.1162(7) 0.6683(3) 0.088(3) Uani 1 1 d . . . . .
H63A H 0.328881 -0.123048 0.702325 0.106 Uiso 1 1 calc R . . . .
H63B H 0.305734 -0.143965 0.648580 0.106 Uiso 1 1 calc R . . . .
C17 C 0.4479(5) 0.9447(6) 0.3262(3) 0.083(3) Uani 1 1 d . . . . .
H17A H 0.475749 0.937686 0.296554 0.099 Uiso 1 1 calc R . . . .
H17B H 0.438920 0.890112 0.339975 0.099 Uiso 1 1 calc R . . . .
C68 C 0.4754(5) -0.0198(6) 0.6770(3) 0.078(3) Uani 1 1 d . . . . .
H68 H 0.512295 0.007456 0.697009 0.093 Uiso 1 1 calc R . . . .
C43 C 0.2543(5) 0.4463(6) 0.6706(3) 0.087(3) Uani 1 1 d . . . . .
H43A H 0.263107 0.391394 0.657254 0.104 Uiso 1 1 calc R . . . .
H43B H 0.225784 0.440396 0.700057 0.104 Uiso 1 1 calc R . . . .
C54 C 0.6493(5) 0.3392(6) 0.6994(3) 0.080(3) Uani 1 1 d . . . . .
H54 H 0.679521 0.360541 0.725979 0.097 Uiso 1 1 calc R . . . .
C49 C 0.2001(4) 0.5859(6) 0.6541(3) 0.080(2) Uani 1 1 d . . . . .
H49A H 0.174497 0.619090 0.630147 0.096 Uiso 1 1 calc R . . . .
H49B H 0.170137 0.582089 0.683066 0.096 Uiso 1 1 calc R . . . .
C59 C 0.5259(5) 0.2444(5) 0.6645(3) 0.083(3) Uani 1 1 d . . . . .
H59A H 0.504251 0.226126 0.694883 0.099 Uiso 1 1 calc R . . . .
H59B H 0.496968 0.222723 0.637864 0.099 Uiso 1 1 calc R . . . .
C39 C 0.0804(5) 0.7449(6) 0.2940(3) 0.079(3) Uani 1 1 d . . . . .
H39A H 0.029827 0.728963 0.291357 0.094 Uiso 1 1 calc R . . . .
H39B H 0.105484 0.725058 0.265198 0.094 Uiso 1 1 calc R . . . .
C402 C 0.66660(5) 0.36182(11) 0.36088(3) 0.119(4) Uani 1 1 d D . . . .
H40D H 0.703602 0.338653 0.339790 0.143 Uiso 1 1 calc R . . . .
H40E H 0.658313 0.418182 0.349600 0.143 Uiso 1 1 calc R . . . .
C44 C 0.3269(5) 0.4896(7) 0.6822(3) 0.086(3) Uani 1 1 d . . . . .
H44 H 0.353417 0.456036 0.706099 0.103 Uiso 1 1 calc R . . . .
C62 C 0.3445(5) -0.0230(7) 0.6554(3) 0.099(3) Uani 1 1 d . . . . .
H62 H 0.297007 0.002105 0.661571 0.118 Uiso 1 1 calc R . . . .
C302 C 0.03893(6) 0.86221(9) 0.63443(3) 0.104(3) Uani 1 1 d D . . . .
H30D H 0.001751 0.851844 0.658641 0.125 Uiso 1 1 calc R . . . .
H30E H 0.055772 0.918680 0.639508 0.125 Uiso 1 1 calc R . . . .
C69 C 0.4016(7) 0.0216(6) 0.6852(4) 0.099(4) Uani 1 1 d . . . . .
H69A H 0.388985 0.019139 0.719503 0.118 Uiso 1 1 calc R . . . .
H69B H 0.403862 0.079562 0.675620 0.118 Uiso 1 1 calc R . . . .
C404 C 0.57654(16) 0.3091(5) 0.29784(3) 0.149(5) Uani 1 1 d D . . . .
H40F H 0.616491 0.292221 0.277773 0.224 Uiso 1 1 calc GR . . . .
H40G H 0.558619 0.361877 0.286763 0.224 Uiso 1 1 calc GR . . . .
H40H H 0.538654 0.268389 0.295799 0.224 Uiso 1 1 calc GR . . . .
C303 C 0.09838(6) 0.80791(9) 0.64529(3) 0.114(3) Uani 1 1 d D . . . .
H30F H 0.137354 0.819425 0.622580 0.136 Uiso 1 1 calc R . . . .
H30G H 0.082930 0.750984 0.639957 0.136 Uiso 1 1 calc R . . . .
C53 C 0.6469(5) 0.2465(6) 0.7018(3) 0.088(3) Uani 1 1 d . . . . .
H53A H 0.626381 0.229392 0.732777 0.105 Uiso 1 1 calc R . . . .
H53B H 0.695653 0.224452 0.699707 0.105 Uiso 1 1 calc R . . . .
C403 C 0.60150(6) 0.31681(11) 0.35010(3) 0.175(7) Uani 1 1 d D . . . .
H40I H 0.562536 0.342547 0.368384 0.210 Uiso 1 1 calc R . . . .
H40J H 0.607362 0.260939 0.362816 0.210 Uiso 1 1 calc R . . . .
C47 C 0.3139(6) 0.5743(8) 0.7033(3) 0.111(4) Uani 1 1 d . . . . .
H47A H 0.359789 0.600886 0.710565 0.133 Uiso 1 1 calc R . . . .
H47B H 0.286604 0.569540 0.733344 0.133 Uiso 1 1 calc R . . . .
C304 C 0.12767(13) 0.8151(6) 0.69655(3) 0.163(6) Uani 1 1 d D . . . .
H30H H 0.168347 0.778521 0.700327 0.245 Uiso 1 1 calc GR . . . .
H30I H 0.090556 0.800076 0.719396 0.245 Uiso 1 1 calc GR . . . .
H30J H 0.142697 0.871378 0.702471 0.245 Uiso 1 1 calc GR . . . .
O23A O 0.3097(11) 0.2806(11) 0.5706(9) 0.131(10) Uani 0.3378 1 d . . P B -1
O22A O 0.2997(8) 0.1832(10) 0.5206(7) 0.087(6) Uani 0.3378 1 d . . P B -1
O13A O 0.3935(11) 0.7776(14) 0.4239(7) 0.103(7) Uani 0.3131 1 d . . P A -2
O14A O 0.4118(10) 0.6872(17) 0.4789(11) 0.133(10) Uani 0.3131 1 d . . P A -2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O101 C101 1.277(6) . ?
N203 O205 1.230(4) . ?
N203 O206 1.225(4) . ?
N203 C204 1.432(5) . ?
O201 C201 1.271(6) . ?
O204 C205 1.278(7) . ?
O104 C103 1.282(6) . ?
O107 C105 1.269(6) . ?
N60 H60A 0.8900 . ?
N60 H60B 0.8900 . ?
N60 H60C 0.8900 . ?
N60 C60 1.491(7) . ?
O105 N103 1.239(4) . ?
N101 O108 1.222(4) . ?
N101 O109 1.219(5) . ?
N101 C106 1.445(7) . ?
O207 C203 1.281(7) . ?
N103 O106 1.231(4) . ?
N103 C104 1.425(5) . ?
N102 C102 1.431(6) . ?
N102 O103 1.212(4) . ?
N102 O102 1.273(7) . ?
N102 O13A 1.256(18) . ?
N102 O14A 1.16(2) . ?
N40 H40A 0.8900 . ?
N40 H40B 0.8900 . ?
N40 H40C 0.8900 . ?
N40 C40 1.493(7) . ?
O208 N201 1.235(4) . ?
O209 N201 1.227(5) . ?
N202 C206 1.428(7) . ?
N202 O203 1.236(5) . ?
N202 O202 1.259(7) . ?
N202 O23A 1.221(18) . ?
N202 O22A 1.187(15) . ?
C103 C102 1.435(7) . ?
C103 C104 1.424(7) . ?
N30 H30A 0.8900 . ?
N30 H30B 0.8900 . ?
N30 H30C 0.8900 . ?
N30 C30 1.504(8) . ?
N201 C202 1.412(7) . ?
N10 H10A 0.8900 . ?
N10 H10B 0.8900 . ?
N10 H10C 0.8900 . ?
N10 C10 1.472(8) . ?
N20 H20A 0.8900 . ?
N20 H20B 0.8900 . ?
N20 H20C 0.8900 . ?
N20 C20 1.489(7) . ?
C201 C202 1.435(7) . ?
C201 C206 1.426(7) . ?
C102 C101 1.424(7) . ?
C204 C205 1.423(7) . ?
C204 C203 1.434(7) . ?
N50 H50A 0.8900 . ?
N50 H50B 0.8900 . ?
N50 H50C 0.8900 . ?
N50 C50 1.492(8) . ?
C101 C106 1.420(7) . ?
C105 C106 1.428(7) . ?
C105 C104 1.409(7) . ?
C10 C11 1.520(9) . ?
C10 C16 1.517(9) . ?
C10 C15 1.539(9) . ?
C202 C203 1.417(7) . ?
C205 C206 1.418(7) . ?
O301 H301 0.8200 . ?
O301 C302 1.34300(6) . ?
O401 H401 0.8200 . ?
O401 C402 1.34300(8) . ?
C20 C26 1.494(9) . ?
C20 C25 1.539(9) . ?
C20 C21 1.499(9) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C28 1.513(10) . ?
C30 C36 1.500(8) . ?
C30 C35 1.529(8) . ?
C30 C31 1.525(9) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 C38 1.502(9) . ?
C60 C66 1.521(9) . ?
C60 C65 1.528(9) . ?
C60 C61 1.490(9) . ?
C34 H34 0.9800 . ?
C34 C35 1.520(9) . ?
C34 C37 1.513(9) . ?
C34 C33 1.515(10) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.516(10) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C40 1.517(8) . ?
C41 C42 1.538(9) . ?
C64 H64 0.9800 . ?
C64 C65 1.513(9) . ?
C64 C67 1.505(10) . ?
C64 C63 1.482(11) . ?
C50 C55 1.506(9) . ?
C50 C51 1.526(8) . ?
C50 C56 1.523(9) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C66 H66A 0.9700 . ?
C66 H66B 0.9700 . ?
C66 C68 1.528(10) . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C46 C40 1.514(9) . ?
C46 C48 1.532(10) . ?
C65 H65A 0.9700 . ?
C65 H65B 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C18 1.545(10) . ?
C40 C45 1.531(9) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.519(10) . ?
C55 H55A 0.9700 . ?
C55 H55B 0.9700 . ?
C55 C54 1.514(11) . ?
C18 H18 0.9800 . ?
C18 C19 1.529(12) . ?
C18 C17 1.517(11) . ?
C38 H38 0.9800 . ?
C38 C37 1.527(10) . ?
C38 C39 1.504(10) . ?
C42 H42 0.9800 . ?
C42 C43 1.515(11) . ?
C42 C49 1.520(11) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C14 1.520(9) . ?
C12 H12 0.9800 . ?
C12 C13 1.536(10) . ?
C12 C19 1.532(12) . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
C51 C52 1.532(10) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C14 H14 0.9800 . ?
C14 C13 1.505(11) . ?
C14 C17 1.518(10) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C32 1.543(10) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C45 C44 1.519(10) . ?
C61 H61A 0.9700 . ?
C61 H61B 0.9700 . ?
C61 C62 1.549(11) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C24 1.520(10) . ?
C22 H22 0.9800 . ?
C22 C23 1.547(14) . ?
C22 C21 1.528(10) . ?
C22 C29 1.535(12) . ?
C32 H32 0.9800 . ?
C32 C39 1.534(11) . ?
C58 H58 0.9800 . ?
C58 C56 1.533(10) . ?
C58 C57 1.537(11) . ?
C58 C59 1.522(11) . ?
C56 H56A 0.9700 . ?
C56 H56B 0.9700 . ?
C67 H67A 0.9700 . ?
C67 H67B 0.9700 . ?
C67 C68 1.515(11) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.526(13) . ?
C28 H28 0.9800 . ?
C28 C27 1.506(11) . ?
C28 C29 1.490(11) . ?
C48 H48 0.9800 . ?
C48 C49 1.515(11) . ?
C48 C47 1.528(13) . ?
C24 H24 0.9800 . ?
C24 C27 1.508(11) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C52 H52 0.9800 . ?
C52 C59 1.497(11) . ?
C52 C53 1.507(11) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C57 H57A 0.9700 . ?
C57 H57B 0.9700 . ?
C57 C54 1.516(11) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C63 H63A 0.9700 . ?
C63 H63B 0.9700 . ?
C63 C62 1.540(13) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C68 H68 0.9800 . ?
C68 C69 1.533(13) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C44 1.544(11) . ?
C54 H54 0.9800 . ?
C54 C53 1.493(11) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C59 H59A 0.9700 . ?
C59 H59B 0.9700 . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C402 H40D 0.9700 . ?
C402 H40E 0.9700 . ?
C402 C403 1.43400(7) . ?
C44 H44 0.9800 . ?
C44 C47 1.499(13) . ?
C62 H62 0.9800 . ?
C62 C69 1.515(13) . ?
C302 H30D 0.9700 . ?
C302 H30E 0.9700 . ?
C302 C303 1.43400(7) . ?
C69 H69A 0.9700 . ?
C69 H69B 0.9700 . ?
C404 H40F 0.9600 . ?
C404 H40G 0.9600 . ?
C404 H40H 0.9600 . ?
C404 C403 1.51200(11) . ?
C303 H30F 0.9700 . ?
C303 H30G 0.9700 . ?
C303 C304 1.51200(10) . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C403 H40I 0.9700 . ?
C403 H40J 0.9700 . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C304 H30H 0.9600 . ?
C304 H30I 0.9600 . ?
C304 H30J 0.9600 . ?

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
O205 N203 C204 119.4(3) . . ?
O206 N203 O205 121.6(3) . . ?
O102b N102 C102 119.4(3) . . ?
O206 N203 C204 118.9(3) . . ?
H60A N60 H60B 109.5 . . ?
H60A N60 H60C 109.5 . . ?
H60B N60 H60C 109.5 . . ?
C60 N60 H60A 109.5 . . ?
C60 N60 H60B 109.5 . . ?
C60 N60 H60C 109.5 . . ?
O108 N101 C106 119.1(4) . . ?
O109 N101 O108 120.9(5) . . ?
O109 N101 C106 120.0(3) . . ?
O105 N103 C104 121.1(3) . . ?
O106 N103 O105 120.6(3) . . ?
O106 N103 C104 118.3(3) . . ?
O13A N102 C102 115.5(9) . . ?
O13A N102 O102 88.2(11) . . ?
O14A N102 C102 119.2(11) . . ?
O14A N102 O103 72.9(17) . . ?
O14A N102 O102 78.5(14) . . ?
O14A N102 O13A 123.1(16) . . ?
H40A N40 H40B 109.5 . . ?
H40A N40 H40C 109.5 . . ?
H40B N40 H40C 109.5 . . ?
C40 N40 H40A 109.5 . . ?
C40 N40 H40B 109.5 . . ?
C40 N40 H40C 109.5 . . ?
O23A N202 C206 118.1(9) . . ?
O23A N202 O203 70.3(11) . . ?
O23A N202 O202 81.8(13) . . ?
O22A N202 C206 118.6(7) . . ?
O22A N202 O203 67.2(10) . . ?
O22A N202 O202 84.3(10) . . ?
O22A N202 O23A 120.5(11) . . ?
O104 C103 C102 121.2(5) . . ?
O104 C103 C104 123.4(5) . . ?
C104 C103 C102 115.2(5) . . ?
H30A N30 H30B 109.5 . . ?
H30A N30 H30C 109.5 . . ?
H30B N30 H30C 109.5 . . ?
C30 N30 H30A 109.5 . . ?
C30 N30 H30B 109.5 . . ?
C30 N30 H30C 109.5 . . ?
O208 N201 C202 120.8(4) . . ?
O209 N201 O208 118.8(5) . . ?
O209 N201 C202 120.4(3) . . ?
H10A N10 H10B 109.5 . . ?
H10A N10 H10C 109.5 . . ?
H10B N10 H10C 109.5 . . ?
C10 N10 H10A 109.5 . . ?
C10 N10 H10B 109.5 . . ?
C10 N10 H10C 109.5 . . ?
H20A N20 H20B 109.5 . . ?
H20A N20 H20C 109.5 . . ?
H20B N20 H20C 109.5 . . ?
C20 N20 H20A 109.5 . . ?
C20 N20 H20B 109.5 . . ?
C20 N20 H20C 109.5 . . ?
O201 C201 C202 123.1(5) . . ?
O201 C201 C206 122.0(5) . . ?
C206 C201 C202 114.9(5) . . ?
N102 C102 C103 118.0(4) . . ?
C101 C102 N102 117.1(4) . . ?
C101 C102 C103 124.9(5) . . ?
N203 C204 C203 117.9(4) . . ?
C205 C204 N203 118.6(4) . . ?
C205 C204 C203 123.5(5) . . ?
H50A N50 H50B 109.5 . . ?
H50A N50 H50C 109.5 . . ?
H50B N50 H50C 109.5 . . ?
C50 N50 H50A 109.5 . . ?
C50 N50 H50B 109.5 . . ?
C50 N50 H50C 109.5 . . ?
O101 C101 C102 122.2(5) . . ?
O101 C101 C106 123.7(5) . . ?
C106 C101 C102 114.1(5) . . ?
O107 C105 C106 122.1(5) . . ?
O107 C105 C104 122.4(5) . . ?
C104 C105 C106 115.2(5) . . ?
N10 C10 C11 109.9(6) . . ?
N10 C10 C16 108.6(5) . . ?
N10 C10 C15 110.4(5) . . ?
C11 C10 C15 108.3(5) . . ?
C16 C10 C11 110.2(6) . . ?
C16 C10 C15 109.5(6) . . ?
N201 C202 C201 117.9(4) . . ?
N201 C202 C203 118.3(4) . . ?
C203 C202 C201 123.8(5) . . ?
O204 C205 C204 121.4(5) . . ?
O204 C205 C206 123.1(5) . . ?
C206 C205 C204 115.5(5) . . ?
C302 O301 H301 109.5 . . ?
C402 O401 H401 109.5 . . ?
O207 C203 C204 121.7(5) . . ?
O207 C203 C202 121.1(5) . . ?
C202 C203 C204 116.6(5) . . ?
N20 C20 C26 109.4(5) . . ?
N20 C20 C25 108.1(5) . . ?
N20 C20 C21 108.7(5) . . ?
C26 C20 C25 109.4(6) . . ?
C26 C20 C21 110.9(6) . . ?
C21 C20 C25 110.4(6) . . ?
C101 C106 N101 117.1(4) . . ?
C101 C106 C105 125.4(5) . . ?
C105 C106 N101 117.2(4) . . ?
C20 C26 H26A 109.8 . . ?
C20 C26 H26B 109.8 . . ?
C20 C26 C28 109.3(6) . . ?
H26A C26 H26B 108.3 . . ?
C28 C26 H26A 109.8 . . ?
C28 C26 H26B 109.8 . . ?
C103 C104 N103 117.2(4) . . ?
C105 C104 N103 118.1(4) . . ?
C105 C104 C103 124.4(4) . . ?
N30 C30 C35 109.6(5) . . ?
N30 C30 C31 109.1(5) . . ?
C36 C30 N30 109.5(5) . . ?
C36 C30 C35 110.2(5) . . ?
C36 C30 C31 110.0(5) . . ?
C31 C30 C35 108.4(5) . . ?
C30 C36 H36A 109.7 . . ?
C30 C36 H36B 109.7 . . ?
C30 C36 C38 110.0(6) . . ?
H36A C36 H36B 108.2 . . ?
C38 C36 H36A 109.7 . . ?
C38 C36 H36B 109.7 . . ?
C201 C206 N202 116.9(4) . . ?
C205 C206 N202 117.7(4) . . ?
C205 C206 C201 125.4(5) . . ?
N60 C60 C66 108.2(5) . . ?
N60 C60 C65 108.1(5) . . ?
C66 C60 C65 109.0(6) . . ?
C61 C60 N60 109.7(5) . . ?
C61 C60 C66 110.9(6) . . ?
C61 C60 C65 110.8(6) . . ?
C35 C34 H34 109.0 . . ?
C37 C34 H34 109.0 . . ?
C37 C34 C35 109.9(5) . . ?
C37 C34 C33 111.0(6) . . ?
C33 C34 H34 109.0 . . ?
C33 C34 C35 108.8(6) . . ?
C10 C11 H11A 109.6 . . ?
C10 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
C12 C11 C10 110.2(6) . . ?
C12 C11 H11A 109.6 . . ?
C12 C11 H11B 109.6 . . ?
H41A C41 H41B 108.3 . . ?
C40 C41 H41A 110.0 . . ?
C40 C41 H41B 110.0 . . ?
C40 C41 C42 108.6(5) . . ?
C42 C41 H41A 110.0 . . ?
C42 C41 H41B 110.0 . . ?
C65 C64 H64 108.8 . . ?
C67 C64 H64 108.8 . . ?
C67 C64 C65 110.8(7) . . ?
C63 C64 H64 108.8 . . ?
C63 C64 C65 110.0(7) . . ?
C63 C64 C67 109.6(7) . . ?
N50 C50 C55 109.1(5) . . ?
N50 C50 C51 109.0(5) . . ?
N50 C50 C56 109.4(5) . . ?
C55 C50 C51 109.4(6) . . ?
C55 C50 C56 109.9(5) . . ?
C56 C50 C51 109.9(5) . . ?
C30 C35 H35A 109.9 . . ?
C30 C35 H35B 109.9 . . ?
C34 C35 C30 108.9(5) . . ?
C34 C35 H35A 109.9 . . ?
C34 C35 H35B 109.9 . . ?
H35A C35 H35B 108.3 . . ?
C60 C66 H66A 109.9 . . ?
C60 C66 H66B 109.9 . . ?
C60 C66 C68 109.0(6) . . ?
H66A C66 H66B 108.3 . . ?
C68 C66 H66A 109.9 . . ?
C68 C66 H66B 109.9 . . ?
H46A C46 H46B 108.4 . . ?
C40 C46 H46A 110.1 . . ?
C40 C46 H46B 110.1 . . ?
C40 C46 C48 108.1(6) . . ?
C48 C46 H46A 110.1 . . ?
C48 C46 H46B 110.1 . . ?
C60 C65 H65A 110.0 . . ?
C60 C65 H65B 110.0 . . ?
C64 C65 C60 108.5(6) . . ?
C64 C65 H65A 110.0 . . ?
C64 C65 H65B 110.0 . . ?
H65A C65 H65B 108.4 . . ?
C10 C16 H16A 109.8 . . ?
C10 C16 H16B 109.8 . . ?
C10 C16 C18 109.6(6) . . ?
H16A C16 H16B 108.2 . . ?
C18 C16 H16A 109.8 . . ?
C18 C16 H16B 109.8 . . ?
N40 C40 C41 109.4(5) . . ?
N40 C40 C46 109.0(5) . . ?
N40 C40 C45 107.7(5) . . ?
C41 C40 C45 108.2(5) . . ?
C46 C40 C41 111.2(5) . . ?
C46 C40 C45 111.2(6) . . ?
C30 C31 H31A 109.8 . . ?
C30 C31 H31B 109.8 . . ?
H31A C31 H31B 108.3 . . ?
C32 C31 C30 109.2(5) . . ?
C32 C31 H31A 109.8 . . ?
C32 C31 H31B 109.8 . . ?
C50 C55 H55A 109.6 . . ?
C50 C55 H55B 109.6 . . ?
C50 C55 C54 110.1(6) . . ?
H55A C55 H55B 108.2 . . ?
C54 C55 H55A 109.6 . . ?
C54 C55 H55B 109.6 . . ?
C16 C18 H18 110.0 . . ?
C19 C18 C16 107.2(7) . . ?
C19 C18 H18 110.0 . . ?
C17 C18 C16 109.2(7) . . ?
C17 C18 H18 110.0 . . ?
C17 C18 C19 110.5(8) . . ?
C36 C38 H38 109.2 . . ?
C36 C38 C37 109.0(6) . . ?
C36 C38 C39 110.6(6) . . ?
C37 C38 H38 109.2 . . ?
C39 C38 H38 109.2 . . ?
C39 C38 C37 109.8(6) . . ?
C41 C42 H42 109.2 . . ?
C43 C42 C41 109.1(6) . . ?
C43 C42 H42 109.2 . . ?
C43 C42 C49 110.8(7) . . ?
C49 C42 C41 109.2(6) . . ?
C49 C42 H42 109.2 . . ?
C10 C15 H15A 109.8 . . ?
C10 C15 H15B 109.8 . . ?
H15A C15 H15B 108.2 . . ?
C14 C15 C10 109.4(6) . . ?
C14 C15 H15A 109.8 . . ?
C14 C15 H15B 109.8 . . ?
C11 C12 H12 109.8 . . ?
C11 C12 C13 109.0(6) . . ?
C11 C12 C19 108.4(7) . . ?
C13 C12 H12 109.8 . . ?
C19 C12 H12 109.8 . . ?
C19 C12 C13 109.9(7) . . ?
C50 C51 H51A 110.1 . . ?
C50 C51 H51B 110.1 . . ?
C50 C51 C52 108.1(6) . . ?
H51A C51 H51B 108.4 . . ?
C52 C51 H51A 110.1 . . ?
C52 C51 H51B 110.1 . . ?
C34 C37 C38 108.8(6) . . ?
C34 C37 H37A 109.9 . . ?
C34 C37 H37B 109.9 . . ?
C38 C37 H37A 109.9 . . ?
C38 C37 H37B 109.9 . . ?
H37A C37 H37B 108.3 . . ?
C15 C14 H14 109.1 . . ?
C13 C14 C15 109.6(7) . . ?
C13 C14 H14 109.1 . . ?
C13 C14 C17 110.9(7) . . ?
C17 C14 C15 109.0(6) . . ?
C17 C14 H14 109.1 . . ?
C12 C13 H13A 109.8 . . ?
C12 C13 H13B 109.8 . . ?
C14 C13 C12 109.3(6) . . ?
C14 C13 H13A 109.8 . . ?
C14 C13 H13B 109.8 . . ?
H13A C13 H13B 108.3 . . ?
C34 C33 H33A 110.0 . . ?
C34 C33 H33B 110.0 . . ?
C34 C33 C32 108.6(6) . . ?
H33A C33 H33B 108.3 . . ?
C32 C33 H33A 110.0 . . ?
C32 C33 H33B 110.0 . . ?
C40 C45 H45A 110.1 . . ?
C40 C45 H45B 110.1 . . ?
H45A C45 H45B 108.4 . . ?
C44 C45 C40 108.1(6) . . ?
C44 C45 H45A 110.1 . . ?
C44 C45 H45B 110.1 . . ?
C60 C61 H61A 110.1 . . ?
C60 C61 H61B 110.1 . . ?
C60 C61 C62 107.9(6) . . ?
H61A C61 H61B 108.4 . . ?
C62 C61 H61A 110.1 . . ?
C62 C61 H61B 110.1 . . ?
C20 C25 H25A 110.2 . . ?
C20 C25 H25B 110.2 . . ?
H25A C25 H25B 108.5 . . ?
C24 C25 C20 107.8(6) . . ?
C24 C25 H25A 110.2 . . ?
C24 C25 H25B 110.2 . . ?
C23 C22 H22 110.1 . . ?
C21 C22 H22 110.1 . . ?
C21 C22 C23 109.4(8) . . ?
C21 C22 C29 108.1(8) . . ?
C29 C22 H22 110.1 . . ?
C29 C22 C23 109.1(8) . . ?
C31 C32 C33 109.2(6) . . ?
C31 C32 H32 109.7 . . ?
C31 C32 C39 109.6(6) . . ?
C33 C32 H32 109.7 . . ?
C39 C32 C33 109.0(6) . . ?
C39 C32 H32 109.7 . . ?
C56 C58 H58 109.3 . . ?
C56 C58 C57 109.0(7) . . ?
C57 C58 H58 109.3 . . ?
C59 C58 H58 109.3 . . ?
C59 C58 C56 109.2(7) . . ?
C59 C58 C57 110.5(7) . . ?
C50 C56 C58 108.3(6) . . ?
C50 C56 H56A 110.0 . . ?
C50 C56 H56B 110.0 . . ?
C58 C56 H56A 110.0 . . ?
C58 C56 H56B 110.0 . . ?
H56A C56 H56B 108.4 . . ?
C64 C67 H67A 109.7 . . ?
C64 C67 H67B 109.7 . . ?
C64 C67 C68 110.0(6) . . ?
H67A C67 H67B 108.2 . . ?
C68 C67 H67A 109.7 . . ?
C68 C67 H67B 109.7 . . ?
C22 C23 H23A 109.9 . . ?
C22 C23 H23B 109.9 . . ?
H23A C23 H23B 108.3 . . ?
C24 C23 C22 109.0(7) . . ?
C24 C23 H23A 109.9 . . ?
C24 C23 H23B 109.9 . . ?
C26 C28 H28 109.0 . . ?
C27 C28 C26 108.3(6) . . ?
C27 C28 H28 109.0 . . ?
C29 C28 C26 110.3(7) . . ?
C29 C28 H28 109.0 . . ?
C29 C28 C27 111.0(8) . . ?
C46 C48 H48 109.3 . . ?
C49 C48 C46 109.1(7) . . ?
C49 C48 H48 109.3 . . ?
C49 C48 C47 110.7(8) . . ?
C47 C48 C46 109.0(7) . . ?
C47 C48 H48 109.3 . . ?
C25 C24 C23 108.9(7) . . ?
C25 C24 H24 109.2 . . ?
C23 C24 H24 109.2 . . ?
C27 C24 C25 110.5(7) . . ?
C27 C24 C23 109.8(8) . . ?
C27 C24 H24 109.2 . . ?
C20 C21 C22 109.1(6) . . ?
C20 C21 H21A 109.9 . . ?
C20 C21 H21B 109.9 . . ?
C22 C21 H21A 109.9 . . ?
C22 C21 H21B 109.9 . . ?
H21A C21 H21B 108.3 . . ?
C51 C52 H52 109.2 . . ?
C59 C52 C51 109.5(7) . . ?
C59 C52 H52 109.2 . . ?
C59 C52 C53 109.9(7) . . ?
C53 C52 C51 109.7(7) . . ?
C53 C52 H52 109.2 . . ?
C18 C19 C12 110.3(7) . . ?
C18 C19 H19A 109.6 . . ?
C18 C19 H19B 109.6 . . ?
C12 C19 H19A 109.6 . . ?
C12 C19 H19B 109.6 . . ?
H19A C19 H19B 108.1 . . ?
C28 C27 C24 109.6(7) . . ?
C28 C27 H27A 109.8 . . ?
C28 C27 H27B 109.8 . . ?
C24 C27 H27A 109.8 . . ?
C24 C27 H27B 109.8 . . ?
H27A C27 H27B 108.2 . . ?
C58 C57 H57A 110.0 . . ?
C58 C57 H57B 110.0 . . ?
H57A C57 H57B 108.4 . . ?
C54 C57 C58 108.4(6) . . ?
C54 C57 H57A 110.0 . . ?
C54 C57 H57B 110.0 . . ?
C22 C29 H29A 109.8 . . ?
C22 C29 H29B 109.8 . . ?
C28 C29 C22 109.5(7) . . ?
C28 C29 H29A 109.8 . . ?
C28 C29 H29B 109.8 . . ?
H29A C29 H29B 108.2 . . ?
C64 C63 H63A 109.9 . . ?
C64 C63 H63B 109.9 . . ?
C64 C63 C62 109.0(7) . . ?
H63A C63 H63B 108.3 . . ?
C62 C63 H63A 109.9 . . ?
C62 C63 H63B 109.9 . . ?
C18 C17 C14 110.0(7) . . ?
C18 C17 H17A 109.7 . . ?
C18 C17 H17B 109.7 . . ?
C14 C17 H17A 109.7 . . ?
C14 C17 H17B 109.7 . . ?
H17A C17 H17B 108.2 . . ?
C66 C68 H68 109.9 . . ?
C66 C68 C69 107.7(7) . . ?
C67 C68 C66 110.4(7) . . ?
C67 C68 H68 109.9 . . ?
C67 C68 C69 108.8(8) . . ?
C69 C68 H68 109.9 . . ?
C42 C43 H43A 110.1 . . ?
C42 C43 H43B 110.1 . . ?
C42 C43 C44 108.0(6) . . ?
H43A C43 H43B 108.4 . . ?
C44 C43 H43A 110.1 . . ?
C44 C43 H43B 110.1 . . ?
C55 C54 C57 109.0(7) . . ?
C55 C54 H54 109.4 . . ?
C57 C54 H54 109.4 . . ?
C53 C54 C55 109.5(7) . . ?
C53 C54 C57 109.9(8) . . ?
C53 C54 H54 109.4 . . ?
C42 C49 H49A 109.8 . . ?
C42 C49 H49B 109.8 . . ?
C48 C49 C42 109.4(7) . . ?
C48 C49 H49A 109.8 . . ?
C48 C49 H49B 109.8 . . ?
H49A C49 H49B 108.2 . . ?
C58 C59 H59A 109.8 . . ?
C58 C59 H59B 109.8 . . ?
C52 C59 C58 109.3(7) . . ?
C52 C59 H59A 109.8 . . ?
C52 C59 H59B 109.8 . . ?
H59A C59 H59B 108.3 . . ?
C38 C39 C32 109.3(6) . . ?
C38 C39 H39A 109.8 . . ?
C38 C39 H39B 109.8 . . ?
C32 C39 H39A 109.8 . . ?
C32 C39 H39B 109.8 . . ?
H39A C39 H39B 108.3 . . ?
O401 C402 H40D 105.9 . . ?
O401 C402 H40E 105.9 . . ?
O401 C402 C403 125.80(19) . . ?
H40D C402 H40E 106.2 . . ?
C403 C402 H40D 105.9 . . ?
C403 C402 H40E 105.9 . . ?
C45 C44 C43 109.2(7) . . ?
C45 C44 H44 108.9 . . ?
C43 C44 H44 108.9 . . ?
C47 C44 C45 110.5(8) . . ?
C47 C44 C43 110.5(8) . . ?
C47 C44 H44 108.9 . . ?
C61 C62 H62 109.5 . . ?
C63 C62 C61 109.3(8) . . ?
C63 C62 H62 109.5 . . ?
C69 C62 C61 108.1(8) . . ?
C69 C62 C63 110.9(8) . . ?
C69 C62 H62 109.5 . . ?
O301 C302 H30D 107.1 . . ?
O301 C302 H30E 107.1 . . ?
O301 C302 C303 120.7(3) . . ?
H30D C302 H30E 106.8 . . ?
C303 C302 H30D 107.1 . . ?
C303 C302 H30E 107.1 . . ?
C68 C69 H69A 109.8 . . ?
C68 C69 H69B 109.8 . . ?
C62 C69 C68 109.4(7) . . ?
C62 C69 H69A 109.8 . . ?
C62 C69 H69B 109.8 . . ?
H69A C69 H69B 108.2 . . ?
H40F C404 H40G 109.5 . . ?
H40F C404 H40H 109.5 . . ?
H40G C404 H40H 109.5 . . ?
C403 C404 H40F 109.5 . . ?
C403 C404 H40G 109.5 . . ?
C403 C404 H40H 109.5 . . ?
C302 C303 H30F 108.5 . . ?
C302 C303 H30G 108.5 . . ?
C302 C303 C304 114.9(3) . . ?
H30F C303 H30G 107.5 . . ?
C304 C303 H30F 108.5 . . ?
C304 C303 H30G 108.5 . . ?
C52 C53 H53A 109.6 . . ?
C52 C53 H53B 109.6 . . ?
C54 C53 C52 110.4(7) . . ?
C54 C53 H53A 109.6 . . ?
C54 C53 H53B 109.6 . . ?
H53A C53 H53B 108.1 . . ?
C402 C403 C404 119.5(2) . . ?
C402 C403 H40I 107.4 . . ?
C402 C403 H40J 107.4 . . ?
C404 C403 H40I 107.4 . . ?
C404 C403 H40J 107.4 . . ?
H40I C403 H40J 107.0 . . ?
C48 C47 H47A 109.8 . . ?
C48 C47 H47B 109.8 . . ?
C44 C47 C48 109.3(7) . . ?
C44 C47 H47A 109.8 . . ?
C44 C47 H47B 109.8 . . ?
H47A C47 H47B 108.3 . . ?
C303 C304 H30H 109.5 . . ?
C303 C304 H30I 109.5 . . ?
C303 C304 H30J 109.5 . . ?
H30H C304 H30I 109.5 . . ?
H30H C304 H30J 109.5 . . ?
H30I C304 H30J 109.5 . . ?
N202 O23A O203 55.3(7) . . ?
N202 O23A O202 50.1(10) . . ?
N202 O22A O203 58.1(8) . . ?
N202 O22A O202 49.7(7) . . ?
N102 O13A O103 55.3(8) . . ?
N102 O13A O102 46.3(8) . . ?
N102 O14A O103 55.3(10) . . ?
N102 O14A O102 54.0(12) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.071
_oxdiff_exptl_absorpt_empirical_full_min 0.824
# start Validation Reply Form
_vrf_RINTA01_VI                  
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: The structure contains a fair amount of disorder, 
and the crystals were either very small or of low quality.
;
_vrf_PLAT020_VI                  
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.186 Report
RESPONSE: see above
;
_vrf_PLAT026_VI                  
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        31% Check 
RESPONSE: see above
;
_vrf_PLAT213_VI                  
;
PROBLEM: Atom O22A            has ADP max/min Ratio .....        4.8 prolat
RESPONSE: The atom is a part of a disordered nitro group that
 was modeled in two positions.
;
_vrf_PLAT340_VI                  
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01072 Ang.  
RESPONSE: see above
;
_vrf_PLAT910_VI                  
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         39 Note  
RESPONSE: Could not be collected because of the beamstop.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_XII
_database_code_depnum_ccdc_archive 'CCDC 1856338'
loop_
_audit_author_name
_audit_author_address
'Kristina Smokrovic'
;University of Zagreb, Faculty of Science, Department of Chemistry
Croatia
;
_audit_update_record             
;
2018-07-17 deposited with the CCDC.	2020-01-23 downloaded from the CCDC.
;
_audit_creation_date             2018-06-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3

_chemical_name_common            'adamantan-1-aminium picrate monohydrate'
_chemical_name_systematic        
'adamantan-1-aminium 2,4,6-trinitrobenzen-1-olate monohydrate'
_chemical_formula_moiety         '2(C2 H6 O S), C6 H N3 O8, 2(C10 H18 N)'
_chemical_formula_sum            'C30 H49 N5 O10 S2'
_chemical_formula_weight         703.86
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.2574(9)
_cell_length_b                   17.0725(7)
_cell_length_c                   15.8640(9)
_cell_angle_alpha                90
_cell_angle_beta                 113.279(7)
_cell_angle_gamma                90
_cell_volume                     3547.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3953
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.9540
_cell_measurement_theta_min      4.4270
_shelx_estimated_absorpt_T_max   0.949
_shelx_estimated_absorpt_T_min   0.911
_exptl_absorpt_coefficient_mu    0.210
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65548
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            16527
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.994
_diffrn_reflns_theta_min         4.350
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -19.00   29.00   1.0000   43.4850
omega____ theta____ kappa____ phi______ frames
    -       22.4994  -57.0000   30.0000 48

#__ type_ start__ end____ width___ exp.time_
  2 omega   19.00   85.00   1.0000   43.4850
omega____ theta____ kappa____ phi______ frames
    -       22.4994   57.0000  120.0000 66

#__ type_ start__ end____ width___ exp.time_
  3 omega   11.00   85.00   1.0000   43.4850
omega____ theta____ kappa____ phi______ frames
    -       22.4994   57.0000 -120.0000 74

#__ type_ start__ end____ width___ exp.time_
  4 omega   -1.00   86.00   1.0000   43.4850
omega____ theta____ kappa____ phi______ frames
    -       22.4994   77.0000   30.0000 87

#__ type_ start__ end____ width___ exp.time_
  5 omega  -46.00   38.00   1.0000   43.4850
omega____ theta____ kappa____ phi______ frames
    -       22.4994  -37.0000 -150.0000 84

#__ type_ start__ end____ width___ exp.time_
  6 omega   63.00   88.00   1.0000   43.4850
omega____ theta____ kappa____ phi______ frames
    -       22.4994  179.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
  7 omega  -43.00   37.00   1.0000   43.4850
omega____ theta____ kappa____ phi______ frames
    -       22.4994  -77.0000  -30.0000 80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_radiation_collimation    0.8
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2907
_reflns_number_total             3864
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.368
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3864
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0810
_refine_ls_R_factor_gt           0.0592
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0769P)²+2.5863P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1481
_refine_ls_wR_factor_ref         0.1622
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O103-N101 \\sim O13A-N101
 with sigma of 0.02
 N101-O104 \\sim N101-O14A
 with sigma of 0.02
3. Others
 Sof(O14A)=Sof(O13A)=1-FVAR(1)
 Sof(O103)=Sof(O104)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C13(H13), C15(H15), C17(H17)
4.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C16(H16A,H16B), C11(H11A,H11B), C18(H18A,H18B), C14(H14A,
 H14B), C19(H19A,H19B)
4.c Aromatic/amide H refined with riding coordinates:
 C104(H104)
4.d Idealised Me refined as rotating group:
 N10(H10A,H10B,H10C), C21(H21A,H21B,H21C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S20 S 0.72549(6) 0.26724(4) 0.72488(5) 0.0667(2) Uani 1 1 d . . . . .
O101 O 0.49191(11) 0.42134(9) 0.39576(9) 0.0444(4) Uani 1 1 d . . . . .
N10 N 0.63291(13) 0.46086(10) 0.57214(12) 0.0439(4) Uani 1 1 d . . . . .
H10A H 0.590463 0.440789 0.518945 0.053 Uiso 1 1 calc GR . . . .
H10B H 0.598496 0.492523 0.594252 0.053 Uiso 1 1 calc GR . . . .
H10C H 0.660920 0.422266 0.611885 0.053 Uiso 1 1 calc GR . . . .
N102 N 0.500000 0.50364(15) 0.250000 0.0516(7) Uani 1 2 d S T P . .
O102 O 0.56884(18) 0.53795(11) 0.23763(14) 0.0813(6) Uani 1 1 d . . . . .
C102 C 0.49509(14) 0.38249(11) 0.32902(12) 0.0342(4) Uani 1 1 d . . . . .
C101 C 0.500000 0.41887(15) 0.250000 0.0342(6) Uani 1 2 d S T P . .
O20 O 0.74722(15) 0.34108(12) 0.68834(16) 0.0849(6) Uani 1 1 d . . . . .
O103 O 0.5265(17) 0.1839(6) 0.4080(14) 0.076(3) Uani 0.49(3) 1 d D . . A 1
N101 N 0.50087(19) 0.25106(13) 0.40215(15) 0.0642(6) Uani 1 1 d D . . . .
C103 C 0.49817(16) 0.29801(12) 0.32524(14) 0.0429(5) Uani 1 1 d . . . . .
C104 C 0.500000 0.25891(17) 0.250000 0.0451(7) Uani 1 2 d S T P . .
H104 H 0.499999 0.204434 0.249999 0.054 Uiso 1 2 calc RS T P . .
C10 C 0.71540(15) 0.50644(12) 0.55751(14) 0.0413(5) Uani 1 1 d . . . . .
C12 C 0.66777(18) 0.57139(14) 0.48823(16) 0.0533(6) Uani 1 1 d . . . . .
H12A H 0.629331 0.606498 0.510691 0.064 Uiso 1 1 calc R . . . .
H12B H 0.621380 0.549212 0.430498 0.064 Uiso 1 1 calc R . . . .
C16 C 0.78583(18) 0.54140(15) 0.64891(16) 0.0547(6) Uani 1 1 d . . . . .
H16A H 0.815330 0.500042 0.693516 0.066 Uiso 1 1 calc R . . . .
H16B H 0.747619 0.576121 0.672032 0.066 Uiso 1 1 calc R . . . .
C11 C 0.77494(19) 0.44993(14) 0.52241(19) 0.0564(6) Uani 1 1 d . . . . .
H11A H 0.729693 0.426808 0.464811 0.068 Uiso 1 1 calc R . . . .
H11B H 0.803933 0.408116 0.566488 0.068 Uiso 1 1 calc R . . . .
O104 O 0.4562(18) 0.2744(5) 0.4497(13) 0.096(5) Uani 0.49(3) 1 d D . . A 1
C13 C 0.7533(2) 0.61663(16) 0.4738(2) 0.0694(7) Uani 1 1 d . . . . .
H13 H 0.723473 0.658450 0.428804 0.083 Uiso 1 1 calc R . . . .
C15 C 0.8707(2) 0.58718(18) 0.6339(2) 0.0702(7) Uani 1 1 d . . . . .
H15 H 0.916613 0.610049 0.692366 0.084 Uiso 1 1 calc R . . . .
C18 C 0.8145(3) 0.5599(2) 0.4383(2) 0.0839(10) Uani 1 1 d . . . . .
H18A H 0.769714 0.537245 0.380231 0.101 Uiso 1 1 calc R . . . .
H18B H 0.868294 0.588357 0.428488 0.101 Uiso 1 1 calc R . . . .
C17 C 0.8605(2) 0.49572(18) 0.5085(2) 0.0732(8) Uani 1 1 d . . . . .
H17 H 0.899508 0.459928 0.486343 0.088 Uiso 1 1 calc R . . . .
C14 C 0.8241(2) 0.65231(17) 0.5650(2) 0.0809(9) Uani 1 1 d . . . . .
H14A H 0.877720 0.682027 0.556449 0.097 Uiso 1 1 calc R . . . .
H14B H 0.785980 0.687617 0.587504 0.097 Uiso 1 1 calc R . . . .
C21 C 0.7220(3) 0.1909(2) 0.6498(3) 0.0984(11) Uani 1 1 d . . . . .
H21A H 0.680023 0.205966 0.588052 0.148 Uiso 1 1 calc GR . . . .
H21B H 0.694140 0.144818 0.665861 0.148 Uiso 1 1 calc GR . . . .
H21C H 0.789986 0.180137 0.654522 0.148 Uiso 1 1 calc GR . . . .
C20 C 0.5930(3) 0.26970(19) 0.7005(3) 0.0897(10) Uani 1 1 d . . . . .
H20A H 0.579684 0.309397 0.737239 0.135 Uiso 1 1 calc GR . . . .
H20B H 0.571832 0.219674 0.714454 0.135 Uiso 1 1 calc GR . . . .
H20C H 0.555662 0.281346 0.636724 0.135 Uiso 1 1 calc GR . . . .
C19 C 0.9311(2) 0.5307(2) 0.5996(3) 0.0840(9) Uani 1 1 d . . . . .
H19A H 0.986582 0.558509 0.591936 0.101 Uiso 1 1 calc R . . . .
H19B H 0.960245 0.489328 0.644251 0.101 Uiso 1 1 calc R . . . .
O14A O 0.525(2) 0.2872(5) 0.4781(4) 0.109(5) Uani 0.51(3) 1 d D . . A -1
O13A O 0.4983(19) 0.1808(6) 0.3952(16) 0.097(5) Uani 0.51(3) 1 d D . . A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S20 O20 1.471(2) . ?
S20 C21 1.752(3) . ?
S20 C20 1.773(3) . ?
O101 C102 1.265(2) . ?
N10 H10A 0.8900 . ?
N10 H10B 0.8900 . ?
N10 H10C 0.8900 . ?
N10 C10 1.503(3) . ?
N102 O102 1.224(2) 2_655 ?
N102 O102 1.224(2) . ?
N102 C101 1.447(4) . ?
C102 C101 1.425(2) . ?
C102 C103 1.445(3) . ?
C101 C102 1.425(2) 2_655 ?
N101 C103 1.448(3) . ?
N101 O104 1.230(6) . ?
N101 O14A 1.274(6) . ?
N101 O13A 1.204(11) . ?
C103 C104 1.377(2) . ?
C104 C103 1.377(2) 2_655 ?
C104 H104 0.9300 . ?
C10 C12 1.519(3) . ?
C10 C16 1.522(3) . ?
C10 C11 1.528(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.535(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C15 1.536(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C17 1.537(3) . ?
C13 H13 0.9800 . ?
C13 C18 1.551(4) . ?
C13 C14 1.526(4) . ?
C15 H15 0.9800 . ?
C15 C14 1.516(4) . ?
C15 C19 1.528(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C17 1.515(5) . ?
C17 H17 0.9800 . ?
C17 C19 1.521(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?

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
O20 S20 C21 108.87(18) . . ?
O20 S20 C20 105.44(14) . . ?
C21 S20 C20 97.35(18) . . ?
H10A N10 H10B 109.5 . . ?
H10A N10 H10C 109.5 . . ?
H10B N10 H10C 109.5 . . ?
C10 N10 H10A 109.5 . . ?
C10 N10 H10B 109.5 . . ?
C10 N10 H10C 109.5 . . ?
O102 N102 O102 122.8(3) 2_655 . ?
O102 N102 C101 118.60(15) 2_655 . ?
O102 N102 C101 118.60(15) . . ?
O101 C102 C101 122.54(19) . . ?
O101 C102 C103 124.74(17) . . ?
C101 C102 C103 112.68(17) . . ?
C102 C101 N102 115.83(12) 2_655 . ?
C102 C101 N102 115.83(12) . . ?
C102 C101 C102 128.3(2) 2_655 . ?
O14A N101 C103 115.9(6) . . ?
O13A N101 C103 119.0(10) . . ?
O13A N101 O104 112.0(10) . . ?
O13A N101 O14A 123.8(11) . . ?
C102 C103 N101 120.59(18) . . ?
C104 C103 C102 122.10(18) . . ?
C104 C103 N101 117.3(2) . . ?
C103 C104 C103 122.0(3) . 2_655 ?
C103 C104 H104 119.0 2_655 . ?
C103 C104 H104 119.0 . . ?
N10 C10 C12 109.65(17) . . ?
N10 C10 C16 108.54(16) . . ?
N10 C10 C11 108.10(17) . . ?
C12 C10 C16 109.94(19) . . ?
C12 C10 C11 110.55(18) . . ?
C16 C10 C11 110.02(18) . . ?
C10 C12 H12A 109.9 . . ?
C10 C12 H12B 109.9 . . ?
C10 C12 C13 108.7(2) . . ?
H12A C12 H12B 108.3 . . ?
C13 C12 H12A 109.9 . . ?
C13 C12 H12B 109.9 . . ?
C10 C16 H16A 110.0 . . ?
C10 C16 H16B 110.0 . . ?
C10 C16 C15 108.40(19) . . ?
H16A C16 H16B 108.4 . . ?
C15 C16 H16A 110.0 . . ?
C15 C16 H16B 110.0 . . ?
C10 C11 H11A 110.0 . . ?
C10 C11 H11B 110.0 . . ?
C10 C11 C17 108.54(19) . . ?
H11A C11 H11B 108.4 . . ?
C17 C11 H11A 110.0 . . ?
C17 C11 H11B 110.0 . . ?
C12 C13 H13 109.5 . . ?
C12 C13 C18 109.5(2) . . ?
C18 C13 H13 109.5 . . ?
C14 C13 C12 109.1(2) . . ?
C14 C13 H13 109.5 . . ?
C14 C13 C18 109.7(3) . . ?
C16 C15 H15 109.2 . . ?
C14 C15 C16 109.7(2) . . ?
C14 C15 H15 109.2 . . ?
C14 C15 C19 110.7(3) . . ?
C19 C15 C16 108.9(2) . . ?
C19 C15 H15 109.2 . . ?
C13 C18 H18A 109.9 . . ?
C13 C18 H18B 109.9 . . ?
H18A C18 H18B 108.3 . . ?
C17 C18 C13 109.0(2) . . ?
C17 C18 H18A 109.9 . . ?
C17 C18 H18B 109.9 . . ?
C11 C17 H17 109.2 . . ?
C18 C17 C11 109.7(2) . . ?
C18 C17 H17 109.2 . . ?
C18 C17 C19 110.2(3) . . ?
C19 C17 C11 109.2(2) . . ?
C19 C17 H17 109.2 . . ?
C13 C14 H14A 109.8 . . ?
C13 C14 H14B 109.8 . . ?
C15 C14 C13 109.2(2) . . ?
C15 C14 H14A 109.8 . . ?
C15 C14 H14B 109.8 . . ?
H14A C14 H14B 108.3 . . ?
S20 C21 H21A 109.5 . . ?
S20 C21 H21B 109.5 . . ?
S20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
S20 C20 H20A 109.5 . . ?
S20 C20 H20B 109.5 . . ?
S20 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C15 C19 H19A 109.8 . . ?
C15 C19 H19B 109.8 . . ?
C17 C19 C15 109.4(2) . . ?
C17 C19 H19A 109.8 . . ?
C17 C19 H19B 109.8 . . ?
H19A C19 H19B 108.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag

O101 C102 C101 N102 -0.67(19) . . . . ?
O101 C102 C101 C102 179.33(19) . . . 2_655 ?
O101 C102 C103 N101 -1.9(3) . . . . ?
O101 C102 C103 C104 178.99(16) . . . . ?
N10 C10 C12 C13 -179.53(18) . . . . ?
N10 C10 C16 C15 179.38(19) . . . . ?
N10 C10 C11 C17 -179.2(2) . . . . ?
O102 N102 C101 C102 -54.19(14) . . . 2_655 ?
O102 N102 C101 C102 125.81(14) . . . . ?
O102 N102 C101 C102 -54.19(14) 2_655 . . . ?
O102 N102 C101 C102 125.81(14) 2_655 . . 2_655 ?
C102 C103 C104 C103 1.82(14) . . . 2_655 ?
C101 C102 C103 N101 175.84(17) . . . . ?
C101 C102 C103 C104 -3.3(3) . . . . ?
N101 C103 C104 C103 -177.4(2) . . . 2_655 ?
C103 C102 C101 N102 -178.43(12) . . . . ?
C103 C102 C101 C102 1.56(12) . . . 2_655 ?
C10 C12 C13 C18 59.4(3) . . . . ?
C10 C12 C13 C14 -60.7(3) . . . . ?
C10 C16 C15 C14 60.3(3) . . . . ?
C10 C16 C15 C19 -60.9(3) . . . . ?
C10 C11 C17 C18 -60.7(3) . . . . ?
C10 C11 C17 C19 60.2(3) . . . . ?
C12 C10 C16 C15 -60.7(2) . . . . ?
C12 C10 C11 C17 60.8(3) . . . . ?
C12 C13 C18 C17 -60.1(3) . . . . ?
C12 C13 C14 C15 60.7(3) . . . . ?
C16 C10 C12 C13 61.2(2) . . . . ?
C16 C10 C11 C17 -60.9(3) . . . . ?
C16 C15 C14 C13 -60.8(3) . . . . ?
C16 C15 C19 C17 61.5(3) . . . . ?
C11 C10 C12 C13 -60.4(2) . . . . ?
C11 C10 C16 C15 61.3(3) . . . . ?
C11 C17 C19 C15 -61.1(3) . . . . ?
C13 C18 C17 C11 60.6(3) . . . . ?
C13 C18 C17 C19 -59.7(3) . . . . ?
C18 C13 C14 C15 -59.3(3) . . . . ?
C18 C17 C19 C15 59.4(3) . . . . ?
C14 C13 C18 C17 59.6(3) . . . . ?
C14 C15 C19 C17 -59.2(3) . . . . ?
C19 C15 C14 C13 59.4(3) . . . . ?
O14A N101 C103 C102 -16.3(14) . . . . ?
O14A N101 C103 C104 162.9(14) . . . . ?
O13A N101 C103 C102 176.3(13) . . . . ?
O13A N101 C103 C104 -4.5(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_vii
_database_code_depnum_ccdc_archive 'CCDC 1856334'
loop_
_audit_author_name
_audit_author_address
'Kristina Smokrovic'
;University of Zagreb, Faculty of Science, Department of Chemistry
Croatia
;
_audit_update_record             
;
2018-07-17 deposited with the CCDC.	2020-01-23 downloaded from the CCDC.
;
_audit_creation_date             2018-07-16
_audit_creation_method           
;
Olex2 1.2
(compiled May 29 2018 13:30:08 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            
'adamantan-1-aminium hidrohentrinitrophloroglucinolate 2,2,2-trifluoroethanol solvate'
_chemical_name_systematic        
'adamantan-1-aminium 5-hydroxytrinitrobenzene-1,3-bis(olate) 2,2,2-trifluoroethanol solvate'
_chemical_formula_moiety         '2(C6 H N3 O9), 4(C10 H18 N), 2(C2 H2 F3 O)'
_chemical_formula_sum            'C56 H78 F6 N10 O20'
_chemical_formula_weight         1325.28
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   17.5039(7)
_cell_length_b                   18.8674(6)
_cell_length_c                   20.3861(7)
_cell_angle_alpha                90
_cell_angle_beta                 103.005(4)
_cell_angle_gamma                90
_cell_volume                     6559.9(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3421
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      40.7373
_cell_measurement_theta_min      4.0451
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plates
_exptl_crystal_F_000             2792
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0728
_diffrn_reflns_av_unetI/netI     0.0429
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            90384
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         4.152
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6719
_reflns_number_total             11479
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.175
_refine_diff_density_min         -0.706
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.405
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     765
_refine_ls_number_reflns         11479
_refine_ls_number_restraints     38
_refine_ls_R_factor_all          0.1750
_refine_ls_R_factor_gt           0.1245
_refine_ls_restrained_S_all      1332.199
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3587
_refine_ls_wR_factor_ref         0.3987
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 C2-F1 = C2-F2 = C2-F3
 1.332 with sigma of 0.00001
 C1-C2
 1.475 with sigma of 0.00001
 C5-F4 = C5-F5 = C5-F6
 1.332 with sigma of 0.00001
 C4-C5
 1.475 with sigma of 0.00001
 O2-C4
 1.348 with sigma of 0.00001
 O203-O1
 3.408 with sigma of 0.00001
 O1-C1
 1.343 with sigma of 0.02
 O1-O205_$1
 2.958 with sigma of 0.000001
 F1-F2 = F1-F3 = F2-F3
 2.132 with sigma of 0.00001
 O1-C1
 2.355 with sigma of 0.00001
 F4-F5 = F4-F6 = F5-F6
 2.132 with sigma of 0.00001
 O2-C5
 2.355 with sigma of 0.00001
3. Rigid bond restraints
 O2, C4, C5, F4, F5, F6
 with sigma for 1-2 distances of 0.000001 and sigma for 1-3 distances of
 0.000001
 C1, C2, O1, F1, F2, F3
 with sigma for 1-2 distances of 0.000001 and sigma for 1-3 distances of
 0.000001
4. Uiso/Uaniso restraints and constraints
Uanis(O202) \\sim Ueq, Uanis(O203) \\sim Ueq: with sigma of 0.00001 and sigma
for terminal atoms of 0.00002
Uanis(O205) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
5. Others
 Sof(O22A)=Sof(O23A)=1-FVAR(1)
 Sof(O202)=Sof(O203)=FVAR(1)
6.a Free rotating group:
 O2(C4,C5,F4,F6,F5), O1(C1,C2,F1,F3,F2)
6.b Ternary CH refined with riding coordinates:
 C32(H32), C37(H37), C35(H35), C22(H22), C27(H27), C25(H25), C17(H17),
 C42(H42), C15(H15), C47(H47), C12(H12), C45(H45)
6.c Secondary CH2 refined with riding coordinates:
 C39(H39A,H39B), C38(H38A,H38B), C31(H31A,H31B), C34(H34A,H34B), C21(H21A,
 H21B), C28(H28A,H28B), C29(H29A,H29B), C36(H36A,H36B), C33(H33A,H33B),
 C19(H19A,H19B), C18(H18A,H18B), C24(H24A,H24B), C23(H23A,H23B), C26(H26A,H26B),
  C11(H11A,H11B), C41(H41A,H41B), C44(H44A,H44B), C14(H14A,H14B), C13(H13A,
 H13B), C43(H43A,H43B), C49(H49A,H49B), C16(H16A,H16B), C46(H46A,H46B),
 C48(H48A,H48B), C4(H4A,H4B), C1(H1A,H1B)
6.d Idealised Me refined as rotating group:
 N10(H10A,H10B,H10C), N30(H30A,H30B,H30C), N20(H20A,H20B,H20C), N40(H40A,H40B,
 H40C)
6.e Idealised tetrahedral OH refined as rotating group:
 O101(H101), O201(H201)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O107 O 0.1455(2) 0.52640(15) 1.14602(16) 0.0484(8) Uani 1 1 d . . . . .
O104 O 0.12497(19) 0.28011(16) 1.12501(16) 0.0490(8) Uani 1 1 d . . . . .
O101 O 0.2242(2) 0.38775(18) 1.34154(16) 0.0595(10) Uani 1 1 d . . . . .
H101 H 0.234070 0.346404 1.352689 0.089 Uiso 1 1 calc GR . . . .
O207 O -0.1034(2) -0.07299(18) 0.8928(2) 0.0620(10) Uani 1 1 d . . . . .
O109 O 0.2312(3) 0.5689(2) 1.2706(2) 0.0760(12) Uani 1 1 d . . . . .
O204 O -0.1082(2) 0.1390(2) 1.01368(19) 0.0670(11) Uani 1 1 d . . . . .
N101 N 0.1979(3) 0.2629(2) 1.2645(2) 0.0528(11) Uani 1 1 d . . . . .
N102 N 0.0998(3) 0.4101(2) 1.0667(2) 0.0516(11) Uani 1 1 d . . . . .
N103 N 0.1983(2) 0.5186(2) 1.28787(19) 0.0477(10) Uani 1 1 d . . . . .
O103 O 0.1948(3) 0.20812(19) 1.2324(2) 0.0799(13) Uani 1 1 d . . . . .
N10 N 0.2237(2) 0.1663(2) 1.1018(2) 0.0481(10) Uani 1 1 d . . . . .
H10A H 0.197158 0.134386 1.073456 0.058 Uiso 1 1 calc GR . . . .
H10B H 0.190748 0.198979 1.110688 0.058 Uiso 1 1 calc GR . . . .
H10C H 0.247578 0.145034 1.139821 0.058 Uiso 1 1 calc GR . . . .
O102 O 0.2163(3) 0.2575(2) 1.3276(2) 0.0915(15) Uani 1 1 d . . . . .
O108 O 0.1759(3) 0.5196(2) 1.3397(2) 0.0876(15) Uani 1 1 d . . . . .
N30 N 0.0030(2) 0.1805(2) 1.1287(2) 0.0514(10) Uani 1 1 d . . . . .
H30A H -0.027463 0.170714 1.088555 0.062 Uiso 1 1 calc GR . . . .
H30B H 0.030405 0.142141 1.144897 0.062 Uiso 1 1 calc GR . . . .
H30C H 0.035714 0.215505 1.124649 0.062 Uiso 1 1 calc GR . . . .
O206 O -0.0789(3) 0.0122(3) 1.0701(2) 0.0851(13) Uani 1 1 d . . . . .
N202 N -0.1116(3) -0.0080(2) 1.0135(2) 0.0562(11) Uani 1 1 d . . . . .
O201 O -0.0887(4) 0.1495(2) 0.7879(2) 0.0908(14) Uani 1 1 d . . . . .
H201 H -0.097953 0.191187 0.794241 0.136 Uiso 1 1 calc GR . . . .
C105 C 0.1542(3) 0.4660(2) 1.1741(2) 0.0375(10) Uani 1 1 d . . . . .
C104 C 0.1342(3) 0.4029(2) 1.1375(2) 0.0401(11) Uani 1 1 d . . . . .
N20 N 0.0098(3) 0.6062(2) 1.1048(2) 0.0585(12) Uani 1 1 d . . . . .
H20A H 0.050298 0.576452 1.114540 0.070 Uiso 1 1 calc GR . . . .
H20B H 0.027445 0.650462 1.105101 0.070 Uiso 1 1 calc GR . . . .
H20C H -0.019298 0.596053 1.064168 0.070 Uiso 1 1 calc GR . . . .
C103 C 0.1458(3) 0.3337(2) 1.1623(2) 0.0382(10) Uani 1 1 d . . . . .
N203 N -0.0995(3) 0.0046(3) 0.7759(2) 0.0664(13) Uani 1 1 d . . . . .
N40 N 0.7160(3) 0.3980(2) 0.8517(2) 0.0567(11) Uani 1 1 d . . . . .
H40A H 0.675828 0.412267 0.819388 0.068 Uiso 1 1 calc GR . . . .
H40B H 0.729468 0.354137 0.842958 0.068 Uiso 1 1 calc GR . . . .
H40C H 0.756507 0.426964 0.853465 0.068 Uiso 1 1 calc GR . . . .
O205 O -0.15352(7) -0.06164(2) 1.00650(2) 0.0851(13) Uani 1 1 d D U . . .
O209 O -0.0837(3) -0.0575(3) 0.7706(2) 0.0908(15) Uani 1 1 d . . . . .
C102 C 0.1807(3) 0.3293(2) 1.2348(2) 0.0391(10) Uani 1 1 d . . . . .
C204 C -0.1032(3) 0.0316(3) 0.9563(2) 0.0481(12) Uani 1 1 d . . . . .
C106 C 0.1823(3) 0.4567(2) 1.2446(2) 0.0391(10) Uani 1 1 d . . . . .
C203 C -0.0978(3) 0.1052(3) 0.9629(3) 0.0490(12) Uani 1 1 d . . . . .
N201 N -0.0751(3) 0.2176(3) 0.9110(3) 0.0817(15) Uiso 1 1 d . . . . .
C205 C -0.1008(3) -0.0073(3) 0.8959(2) 0.0462(12) Uani 1 1 d . . . . .
C101 C 0.1953(3) 0.3911(2) 1.2750(2) 0.0419(11) Uani 1 1 d . . . . .
C206 C -0.0954(3) 0.0371(3) 0.8383(2) 0.0516(13) Uani 1 1 d . . . . .
C30 C -0.0468(3) 0.2026(3) 1.1757(2) 0.0462(11) Uani 1 1 d . . . . .
O106 O 0.1364(4) 0.3988(4) 1.0259(2) 0.133(2) Uani 1 1 d . . . . .
C201 C -0.0911(3) 0.1118(3) 0.8429(3) 0.0574(14) Uani 1 1 d . . . . .
C40 C 0.6925(3) 0.3991(2) 0.9180(2) 0.0445(11) Uani 1 1 d . . . . .
C202 C -0.0862(3) 0.1437(2) 0.9038(3) 0.0545(13) Uani 1 1 d . . . . .
C10 C 0.2840(3) 0.2013(3) 1.0702(2) 0.0468(12) Uani 1 1 d . . . . .
C39 C -0.1032(3) 0.1415(3) 1.1811(3) 0.0569(13) Uani 1 1 d . . . . .
H39A H -0.135055 0.130165 1.137000 0.068 Uiso 1 1 calc R . . . .
H39B H -0.073718 0.099577 1.199084 0.068 Uiso 1 1 calc R . . . .
C38 C -0.0935(3) 0.2680(3) 1.1480(3) 0.0564(13) Uani 1 1 d . . . . .
H38A H -0.058116 0.306336 1.143514 0.068 Uiso 1 1 calc R . . . .
H38B H -0.125968 0.257801 1.103782 0.068 Uiso 1 1 calc R . . . .
O105 O 0.0346(4) 0.4291(5) 1.0485(3) 0.170(4) Uani 1 1 d . . . . .
C20 C -0.0381(3) 0.5988(3) 1.1554(2) 0.0506(12) Uani 1 1 d . . . . .
C31 C 0.0037(3) 0.2195(3) 1.2441(2) 0.0568(13) Uani 1 1 d . . . . .
H31A H 0.039076 0.258087 1.240330 0.068 Uiso 1 1 calc R . . . .
H31B H 0.034970 0.178372 1.261645 0.068 Uiso 1 1 calc R . . . .
O208 O -0.1219(7) 0.0375(3) 0.7229(3) 0.177(4) Uani 1 1 d . . . . .
C32 C -0.0483(3) 0.2404(3) 1.2920(3) 0.0665(16) Uani 1 1 d . . . . .
H32 H -0.015324 0.250747 1.336590 0.080 Uiso 1 1 calc R . . . .
C37 C -0.1444(4) 0.2896(3) 1.1953(3) 0.0700(17) Uani 1 1 d . . . . .
H37 H -0.174475 0.331981 1.177695 0.084 Uiso 1 1 calc R . . . .
C34 C -0.0936(4) 0.3055(3) 1.2647(3) 0.0731(17) Uani 1 1 d . . . . .
H34A H -0.057622 0.343830 1.261629 0.088 Uiso 1 1 calc R . . . .
H34B H -0.126362 0.320175 1.294807 0.088 Uiso 1 1 calc R . . . .
C21 C 0.0135(3) 0.6099(4) 1.2264(3) 0.0695(16) Uani 1 1 d . . . . .
H21A H 0.035403 0.657328 1.230579 0.083 Uiso 1 1 calc R . . . .
H21B H 0.056458 0.576124 1.234754 0.083 Uiso 1 1 calc R . . . .
C28 C -0.1037(4) 0.6533(4) 1.1420(3) 0.0746(18) Uani 1 1 d . . . . .
H28A H -0.135832 0.647070 1.096956 0.090 Uiso 1 1 calc R . . . .
H28B H -0.081900 0.700765 1.145433 0.090 Uiso 1 1 calc R . . . .
C35 C -0.1554(4) 0.1649(3) 1.2279(3) 0.0684(16) Uani 1 1 d . . . . .
H35 H -0.191808 0.126355 1.231319 0.082 Uiso 1 1 calc R . . . .
O202 O -0.121(3) 0.252(3) 0.924(3) 0.098(3) Uani 0.115(8) 1 d . U P A 1
C29 C -0.0726(4) 0.5249(3) 1.1496(3) 0.0703(16) Uani 1 1 d . . . . .
H29A H -0.030833 0.489948 1.158078 0.084 Uiso 1 1 calc R . . . .
H29B H -0.104154 0.517329 1.104580 0.084 Uiso 1 1 calc R . . . .
C36 C -0.2015(4) 0.2286(4) 1.2007(3) 0.0765(18) Uani 1 1 d . . . . .
H36A H -0.235302 0.242303 1.230223 0.092 Uiso 1 1 calc R . . . .
H36B H -0.234142 0.218207 1.156609 0.092 Uiso 1 1 calc R . . . .
C33 C -0.1046(4) 0.1796(4) 1.2976(3) 0.0770(18) Uani 1 1 d . . . . .
H33A H -0.075133 0.137425 1.314945 0.092 Uiso 1 1 calc R . . . .
H33B H -0.137371 0.192522 1.328295 0.092 Uiso 1 1 calc R . . . .
O203 O -0.00754(3) 0.23550(3) 0.93168(3) 0.099(3) Uani 0.115(8) 1 d D U P A 1
C22 C -0.0388(4) 0.5989(4) 1.2785(3) 0.086(2) Uani 1 1 d . . . . .
H22 H -0.006564 0.604387 1.324202 0.104 Uiso 1 1 calc R . . . .
C19 C 0.2429(3) 0.2353(4) 1.0057(3) 0.086(2) Uani 1 1 d . . . . .
H19A H 0.205929 0.270486 1.014223 0.104 Uiso 1 1 calc R . . . .
H19B H 0.214364 0.199935 0.975235 0.104 Uiso 1 1 calc R . . . .
C27 C -0.1539(4) 0.6433(5) 1.1943(3) 0.094(3) Uani 1 1 d . . . . .
H27 H -0.196264 0.678378 1.185601 0.113 Uiso 1 1 calc R . . . .
C18 C 0.3403(4) 0.1455(4) 1.0553(4) 0.088(2) Uani 1 1 d . . . . .
H18A H 0.311741 0.110091 1.024898 0.105 Uiso 1 1 calc R . . . .
H18B H 0.366306 0.122042 1.096624 0.105 Uiso 1 1 calc R . . . .
C24 C -0.1029(5) 0.6558(4) 1.2657(3) 0.094(2) Uani 1 1 d . . . . .
H24A H -0.079584 0.702681 1.268749 0.112 Uiso 1 1 calc R . . . .
H24B H -0.134742 0.652305 1.298870 0.112 Uiso 1 1 calc R . . . .
C23 C -0.0740(5) 0.5265(4) 1.2711(4) 0.100(2) Uani 1 1 d . . . . .
H23A H -0.105509 0.519785 1.304067 0.120 Uiso 1 1 calc R . . . .
H23B H -0.032545 0.491255 1.279292 0.120 Uiso 1 1 calc R . . . .
C26 C -0.1897(4) 0.5706(5) 1.1894(4) 0.113(3) Uani 1 1 d . . . . .
H26A H -0.223263 0.563608 1.145046 0.135 Uiso 1 1 calc R . . . .
H26B H -0.221211 0.565306 1.222586 0.135 Uiso 1 1 calc R . . . .
C25 C -0.1240(5) 0.5166(4) 1.2019(4) 0.098(2) Uani 1 1 d . . . . .
H25 H -0.146616 0.468882 1.198205 0.118 Uiso 1 1 calc R . . . .
C11 C 0.3286(5) 0.2545(5) 1.1187(4) 0.102(2) Uani 1 1 d . . . . .
H11A H 0.355390 0.230903 1.159680 0.122 Uiso 1 1 calc R . . . .
H11B H 0.292663 0.289019 1.130183 0.122 Uiso 1 1 calc R . . . .
C17 C 0.4015(5) 0.1817(5) 1.0228(6) 0.116(3) Uani 1 1 d . . . . .
H17 H 0.438967 0.146410 1.013807 0.139 Uiso 1 1 calc R . . . .
C42 C 0.7144(7) 0.3492(6) 1.0360(4) 0.121(4) Uani 1 1 d . . . . .
H42 H 0.746376 0.315752 1.067369 0.145 Uiso 1 1 calc R . . . .
C41 C 0.7485(5) 0.3590(6) 0.9672(3) 0.134(4) Uani 1 1 d . . . . .
H41A H 0.798330 0.383807 0.977999 0.161 Uiso 1 1 calc R . . . .
H41B H 0.756855 0.312948 0.948937 0.161 Uiso 1 1 calc R . . . .
C44 C 0.7268(6) 0.4205(6) 1.0598(4) 0.123(4) Uani 1 1 d . . . . .
H44A H 0.780302 0.434503 1.060640 0.147 Uiso 1 1 calc R . . . .
H44B H 0.719042 0.423337 1.105358 0.147 Uiso 1 1 calc R . . . .
C14 C 0.4445(5) 0.2373(7) 1.0721(6) 0.138(4) Uani 1 1 d . . . . .
H14A H 0.470043 0.214497 1.113953 0.166 Uiso 1 1 calc R . . . .
H14B H 0.484555 0.259885 1.053337 0.166 Uiso 1 1 calc R . . . .
C15 C 0.3066(6) 0.2711(7) 0.9741(6) 0.138(4) Uani 1 1 d . . . . .
H15 H 0.279934 0.293126 0.931533 0.166 Uiso 1 1 calc R . . . .
C47 C 0.6684(13) 0.4727(4) 1.0131(8) 0.186(8) Uani 1 1 d . . . . .
H47 H 0.672617 0.520661 1.032040 0.223 Uiso 1 1 calc R . . . .
C13 C 0.3445(8) 0.3270(5) 1.0190(9) 0.154(5) Uani 1 1 d . . . . .
H13A H 0.305582 0.360122 1.027707 0.185 Uiso 1 1 calc R . . . .
H13B H 0.381124 0.352678 0.998509 0.185 Uiso 1 1 calc R . . . .
C43 C 0.6344(8) 0.3286(5) 1.0198(7) 0.129(4) Uani 1 1 d . . . . .
H43A H 0.630867 0.281294 1.000692 0.154 Uiso 1 1 calc R . . . .
H43B H 0.615896 0.326096 1.061128 0.154 Uiso 1 1 calc R . . . .
C49 C 0.6135(5) 0.3659(7) 0.9089(4) 0.145(5) Uani 1 1 d . . . . .
H49A H 0.616261 0.316360 0.896906 0.174 Uiso 1 1 calc R . . . .
H49B H 0.576761 0.389528 0.872850 0.174 Uiso 1 1 calc R . . . .
C12 C 0.3886(7) 0.2919(8) 1.0858(7) 0.148(4) Uani 1 1 d . . . . .
H12 H 0.416913 0.328090 1.116376 0.178 Uiso 1 1 calc R . . . .
C16 C 0.3597(6) 0.2153(7) 0.9584(5) 0.138(4) Uani 1 1 d . . . . .
H16A H 0.397243 0.236003 0.935542 0.165 Uiso 1 1 calc R . . . .
H16B H 0.329531 0.179838 0.929015 0.165 Uiso 1 1 calc R . . . .
C45 C 0.5851(7) 0.3723(12) 0.9756(5) 0.172(7) Uani 1 1 d . . . . .
H45 H 0.530921 0.355378 0.968888 0.206 Uiso 1 1 calc R . . . .
C46 C 0.5906(10) 0.4486(12) 0.9998(6) 0.193(8) Uani 1 1 d . . . . .
H46A H 0.558386 0.478409 0.965705 0.232 Uiso 1 1 calc R . . . .
H46B H 0.570661 0.452106 1.040410 0.232 Uiso 1 1 calc R . . . .
C48 C 0.6845(9) 0.4727(4) 0.9386(5) 0.161(6) Uani 1 1 d . . . . .
H48A H 0.641316 0.495436 0.907540 0.194 Uiso 1 1 calc R . . . .
H48B H 0.732113 0.498892 0.938252 0.194 Uiso 1 1 calc R . . . .
O2 O -0.2657(3) 0.1600(3) 0.9923(3) 0.128(2) Uiso 1 1 d D U . . .
C4 C -0.2968(4) 0.0931(3) 0.9933(4) 0.130(3) Uiso 1 1 d DG U . . .
H4A H -0.264068 0.065878 1.029267 0.156 Uiso 1 1 calc R . . . .
H4B H -0.296594 0.069480 0.951111 0.156 Uiso 1 1 calc R . . . .
C5 C -0.3807(3) 0.0946(4) 1.0037(4) 0.392(16) Uiso 1 1 d DG U . . .
F4 F -0.3855(5) 0.1263(5) 1.0625(4) 0.264(5) Uiso 1 1 d DG U . . .
F6 F -0.4086(6) 0.0271(4) 1.0060(6) 0.363(8) Uiso 1 1 d DG U . . .
F5 F -0.4310(3) 0.1290(7) 0.9537(5) 0.444(11) Uiso 1 1 d DG U . . .
O1 O 0.11438(3) 0.13429(2) 0.86160(2) 0.254(5) Uiso 1 1 d D U . . .
C1 C 0.1019(4) 0.0916(4) 0.8068(3) 0.219(7) Uiso 1 1 d DG U . . .
H1A H 0.058967 0.111163 0.773127 0.262 Uiso 1 1 calc R . . . .
H1B H 0.085311 0.045592 0.819592 0.262 Uiso 1 1 calc R . . . .
C2 C 0.1718(6) 0.0807(5) 0.7744(4) 0.48(2) Uiso 1 1 d DG U . . .
F1 F 0.1976(10) 0.1426(7) 0.7527(7) 0.447(11) Uiso 1 1 d DG U . . .
F3 F 0.1514(9) 0.0376(7) 0.7192(5) 0.381(9) Uiso 1 1 d DG U . . .
F2 F 0.2339(7) 0.0503(10) 0.8166(6) 0.64(2) Uiso 1 1 d DG U . . .
O22A O -0.0435(6) 0.2454(3) 0.9660(4) 0.159(4) Uani 0.885(8) 1 d . . P A -1
O23A O -0.0916(6) 0.2565(3) 0.8632(4) 0.156(4) Uani 0.885(8) 1 d . . P A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O107 C105 1.268(5) . ?
O104 C103 1.268(5) . ?
O101 H101 0.8200 . ?
O101 C101 1.339(5) . ?
O207 C205 1.241(6) . ?
O109 N103 1.203(5) . ?
O204 C203 1.264(6) . ?
N101 O103 1.217(5) . ?
N101 O102 1.258(5) . ?
N101 C102 1.394(6) . ?
N102 C104 1.440(6) . ?
N102 O106 1.178(6) . ?
N102 O105 1.175(7) . ?
N103 O108 1.208(5) . ?
N103 C106 1.453(6) . ?
N10 H10A 0.8900 . ?
N10 H10B 0.8900 . ?
N10 H10C 0.8900 . ?
N10 C10 1.505(6) . ?
N30 H30A 0.8900 . ?
N30 H30B 0.8900 . ?
N30 H30C 0.8900 . ?
N30 C30 1.493(6) . ?
O206 N202 1.228(5) . ?
N202 O205 1.240(4) . ?
N202 C204 1.419(6) . ?
O201 H201 0.8200 . ?
O201 C201 1.336(6) . ?
C105 C104 1.408(6) . ?
C105 C106 1.422(6) . ?
C104 C103 1.398(6) . ?
N20 H20A 0.8900 . ?
N20 H20B 0.8900 . ?
N20 H20C 0.8900 . ?
N20 C20 1.476(7) . ?
C103 C102 1.469(6) . ?
N203 O209 1.215(6) . ?
N203 C206 1.399(7) . ?
N203 O208 1.231(7) . ?
N40 H40A 0.8900 . ?
N40 H40B 0.8900 . ?
N40 H40C 0.8900 . ?
N40 C40 1.498(6) . ?
C102 C101 1.414(6) . ?
C204 C203 1.397(7) . ?
C204 C205 1.441(7) . ?
C106 C101 1.380(6) . ?
C203 C202 1.460(7) . ?
N201 C202 1.410(8) . ?
N201 O202 1.11(5) . ?
N201 O203 1.211(6) . ?
N201 O22A 1.250(8) . ?
N201 O23A 1.203(8) . ?
C205 C206 1.463(7) . ?
C206 C201 1.415(7) . ?
C30 C39 1.538(7) . ?
C30 C38 1.516(7) . ?
C30 C31 1.506(6) . ?
C201 C202 1.365(7) . ?
C40 C41 1.447(8) . ?
C40 C49 1.491(9) . ?
C40 C48 1.467(8) . ?
C10 C19 1.494(7) . ?
C10 C18 1.519(8) . ?
C10 C11 1.499(9) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C39 C35 1.526(8) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C37 1.509(8) . ?
C20 C21 1.539(7) . ?
C20 C28 1.520(8) . ?
C20 C29 1.515(7) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.530(8) . ?
C32 H32 0.9800 . ?
C32 C34 1.498(8) . ?
C32 C33 1.535(9) . ?
C37 H37 0.9800 . ?
C37 C34 1.523(8) . ?
C37 C36 1.544(9) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.565(9) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C27 1.537(10) . ?
C35 H35 0.9800 . ?
C35 C36 1.483(9) . ?
C35 C33 1.523(9) . ?
O202 O22A 1.44(5) . ?
O202 O23A 1.44(5) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C25 1.549(9) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
O203 O22A 1.058(10) . ?
C22 H22 0.9800 . ?
C22 C24 1.533(10) . ?
C22 C23 1.492(11) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C15 1.562(10) . ?
C27 H27 0.9800 . ?
C27 C24 1.546(9) . ?
C27 C26 1.500(12) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C17 1.539(9) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C25 1.495(11) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C25 1.514(12) . ?
C25 H25 0.9800 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.538(11) . ?
C17 H17 0.9800 . ?
C17 C14 1.529(14) . ?
C17 C16 1.494(12) . ?
C42 H42 0.9800 . ?
C42 C41 1.653(12) . ?
C42 C44 1.430(14) . ?
C42 C43 1.419(14) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C44 C47 1.575(19) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C12 1.490(15) . ?
C15 H15 0.9800 . ?
C15 C13 1.455(16) . ?
C15 C16 1.485(14) . ?
C47 H47 0.9800 . ?
C47 C46 1.40(2) . ?
C47 C48 1.605(12) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C12 1.555(16) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C45 1.372(17) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C49 C45 1.554(13) . ?
C12 H12 0.9800 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C45 H45 0.9800 . ?
C45 C46 1.52(2) . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
O2 C4 1.3767 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.5293 . ?
C5 F4 1.3582 . ?
C5 F6 1.3701 . ?
C5 F5 1.3530 . ?
O1 C1 1.3540 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.5295 . ?
C2 F1 1.3604 . ?
C2 F3 1.3704 . ?
C2 F2 1.3526 . ?

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
C101 O101 H101 109.5 . . ?
O103 N101 O102 116.9(4) . . ?
O103 N101 C102 123.4(4) . . ?
O102 N101 C102 119.7(4) . . ?
O106 N102 C104 121.4(5) . . ?
O105 N102 C104 120.2(5) . . ?
O105 N102 O106 118.4(5) . . ?
O109 N103 O108 121.0(4) . . ?
O109 N103 C106 119.8(4) . . ?
O108 N103 C106 119.2(4) . . ?
H10A N10 H10B 109.5 . . ?
H10A N10 H10C 109.5 . . ?
H10B N10 H10C 109.5 . . ?
C10 N10 H10A 109.5 . . ?
C10 N10 H10B 109.5 . . ?
C10 N10 H10C 109.5 . . ?
H30A N30 H30B 109.5 . . ?
H30A N30 H30C 109.5 . . ?
H30B N30 H30C 109.5 . . ?
C30 N30 H30A 109.5 . . ?
C30 N30 H30B 109.5 . . ?
C30 N30 H30C 109.5 . . ?
O206 N202 O205 120.0(4) . . ?
O206 N202 C204 119.8(4) . . ?
O205 N202 C204 120.2(4) . . ?
C201 O201 H201 109.5 . . ?
O107 C105 C104 122.1(4) . . ?
O107 C105 C106 123.1(4) . . ?
C104 C105 C106 114.7(4) . . ?
C105 C104 N102 116.6(4) . . ?
C103 C104 N102 116.5(4) . . ?
C103 C104 C105 126.9(4) . . ?
H20A N20 H20B 109.5 . . ?
H20A N20 H20C 109.5 . . ?
H20B N20 H20C 109.5 . . ?
C20 N20 H20A 109.5 . . ?
C20 N20 H20B 109.5 . . ?
C20 N20 H20C 109.5 . . ?
O104 C103 C104 121.9(4) . . ?
O104 C103 C102 123.8(4) . . ?
C104 C103 C102 114.3(4) . . ?
O209 N203 C206 122.5(5) . . ?
O209 N203 O208 116.2(5) . . ?
O208 N203 C206 121.2(5) . . ?
H40A N40 H40B 109.5 . . ?
H40A N40 H40C 109.5 . . ?
H40B N40 H40C 109.5 . . ?
C40 N40 H40A 109.5 . . ?
C40 N40 H40B 109.5 . . ?
C40 N40 H40C 109.5 . . ?
N101 C102 C103 119.2(4) . . ?
N101 C102 C101 119.8(4) . . ?
C101 C102 C103 121.0(4) . . ?
N202 C204 C205 117.5(4) . . ?
C203 C204 N202 117.4(4) . . ?
C203 C204 C205 125.1(5) . . ?
C105 C106 N103 119.3(4) . . ?
C101 C106 N103 117.3(4) . . ?
C101 C106 C105 123.3(4) . . ?
O204 C203 C204 124.2(5) . . ?
O204 C203 C202 119.8(4) . . ?
C204 C203 C202 115.8(4) . . ?
O202 N201 C202 121(3) . . ?
O202 N201 O203 117(3) . . ?
O202 N201 O22A 75(3) . . ?
O202 N201 O23A 77(3) . . ?
O203 N201 C202 114.4(5) . . ?
O203 N201 O22A 50.9(6) . . ?
O22A N201 C202 122.1(6) . . ?
O23A N201 C202 121.2(6) . . ?
O23A N201 O203 98.6(6) . . ?
O23A N201 O22A 116.6(7) . . ?
O207 C205 C204 123.0(5) . . ?
O207 C205 C206 122.5(4) . . ?
C204 C205 C206 114.5(4) . . ?
O101 C101 C102 121.7(4) . . ?
O101 C101 C106 118.9(4) . . ?
C106 C101 C102 119.4(4) . . ?
N203 C206 C205 118.7(5) . . ?
N203 C206 C201 119.2(5) . . ?
C201 C206 C205 122.0(4) . . ?
N30 C30 C39 108.3(4) . . ?
N30 C30 C38 109.3(4) . . ?
N30 C30 C31 110.3(4) . . ?
C38 C30 C39 109.6(4) . . ?
C31 C30 C39 110.2(4) . . ?
C31 C30 C38 109.2(4) . . ?
O201 C201 C206 119.1(5) . . ?
O201 C201 C202 121.5(5) . . ?
C202 C201 C206 119.4(5) . . ?
C41 C40 N40 109.7(5) . . ?
C41 C40 C49 109.3(7) . . ?
C41 C40 C48 112.9(8) . . ?
C49 C40 N40 108.4(4) . . ?
C48 C40 N40 109.6(4) . . ?
C48 C40 C49 106.7(8) . . ?
N201 C202 C203 116.6(5) . . ?
C201 C202 C203 122.6(4) . . ?
C201 C202 N201 120.6(5) . . ?
N10 C10 C18 109.4(4) . . ?
C19 C10 N10 108.6(4) . . ?
C19 C10 C18 109.0(5) . . ?
C19 C10 C11 111.6(6) . . ?
C11 C10 N10 108.9(4) . . ?
C11 C10 C18 109.3(6) . . ?
C30 C39 H39A 110.1 . . ?
C30 C39 H39B 110.1 . . ?
H39A C39 H39B 108.4 . . ?
C35 C39 C30 108.2(4) . . ?
C35 C39 H39A 110.1 . . ?
C35 C39 H39B 110.1 . . ?
C30 C38 H38A 109.9 . . ?
C30 C38 H38B 109.9 . . ?
H38A C38 H38B 108.3 . . ?
C37 C38 C30 109.1(4) . . ?
C37 C38 H38A 109.9 . . ?
C37 C38 H38B 109.9 . . ?
N20 C20 C21 109.8(4) . . ?
N20 C20 C28 109.7(4) . . ?
N20 C20 C29 108.1(4) . . ?
C28 C20 C21 109.8(4) . . ?
C29 C20 C21 109.7(5) . . ?
C29 C20 C28 109.7(5) . . ?
C30 C31 H31A 109.7 . . ?
C30 C31 H31B 109.7 . . ?
C30 C31 C32 109.6(4) . . ?
H31A C31 H31B 108.2 . . ?
C32 C31 H31A 109.7 . . ?
C32 C31 H31B 109.7 . . ?
C31 C32 H32 109.5 . . ?
C31 C32 C33 109.8(5) . . ?
C34 C32 C31 108.4(5) . . ?
C34 C32 H32 109.5 . . ?
C34 C32 C33 110.2(5) . . ?
C33 C32 H32 109.5 . . ?
C38 C37 H37 109.4 . . ?
C38 C37 C34 110.0(5) . . ?
C38 C37 C36 109.2(5) . . ?
C34 C37 H37 109.4 . . ?
C34 C37 C36 109.4(5) . . ?
C36 C37 H37 109.4 . . ?
C32 C34 C37 109.5(5) . . ?
C32 C34 H34A 109.8 . . ?
C32 C34 H34B 109.8 . . ?
C37 C34 H34A 109.8 . . ?
C37 C34 H34B 109.8 . . ?
H34A C34 H34B 108.2 . . ?
C20 C21 H21A 110.1 . . ?
C20 C21 H21B 110.1 . . ?
C20 C21 C22 108.1(5) . . ?
H21A C21 H21B 108.4 . . ?
C22 C21 H21A 110.1 . . ?
C22 C21 H21B 110.1 . . ?
C20 C28 H28A 110.0 . . ?
C20 C28 H28B 110.0 . . ?
C20 C28 C27 108.6(5) . . ?
H28A C28 H28B 108.4 . . ?
C27 C28 H28A 110.0 . . ?
C27 C28 H28B 110.0 . . ?
C39 C35 H35 108.7 . . ?
C36 C35 C39 110.6(5) . . ?
C36 C35 H35 108.7 . . ?
C36 C35 C33 110.9(5) . . ?
C33 C35 C39 109.2(5) . . ?
C33 C35 H35 108.7 . . ?
N201 O202 O22A 57(2) . . ?
N201 O202 O23A 54(2) . . ?
O23A O202 O22A 93(3) . . ?
C20 C29 H29A 109.9 . . ?
C20 C29 H29B 109.9 . . ?
C20 C29 C25 108.8(5) . . ?
H29A C29 H29B 108.3 . . ?
C25 C29 H29A 109.9 . . ?
C25 C29 H29B 109.9 . . ?
C37 C36 H36A 109.9 . . ?
C37 C36 H36B 109.9 . . ?
C35 C36 C37 108.9(5) . . ?
C35 C36 H36A 109.9 . . ?
C35 C36 H36B 109.9 . . ?
H36A C36 H36B 108.3 . . ?
C32 C33 H33A 110.0 . . ?
C32 C33 H33B 110.0 . . ?
C35 C33 C32 108.4(5) . . ?
C35 C33 H33A 110.0 . . ?
C35 C33 H33B 110.0 . . ?
H33A C33 H33B 108.4 . . ?
O22A O203 N201 66.5(5) . . ?
C21 C22 H22 109.3 . . ?
C24 C22 C21 108.0(6) . . ?
C24 C22 H22 109.3 . . ?
C23 C22 C21 110.1(6) . . ?
C23 C22 H22 109.3 . . ?
C23 C22 C24 110.8(6) . . ?
C10 C19 H19A 110.2 . . ?
C10 C19 H19B 110.2 . . ?
C10 C19 C15 107.6(5) . . ?
H19A C19 H19B 108.5 . . ?
C15 C19 H19A 110.2 . . ?
C15 C19 H19B 110.2 . . ?
C28 C27 H27 108.6 . . ?
C28 C27 C24 109.6(6) . . ?
C24 C27 H27 108.6 . . ?
C26 C27 C28 111.2(6) . . ?
C26 C27 H27 108.6 . . ?
C26 C27 C24 110.3(7) . . ?
C10 C18 H18A 109.9 . . ?
C10 C18 H18B 109.9 . . ?
C10 C18 C17 109.0(5) . . ?
H18A C18 H18B 108.3 . . ?
C17 C18 H18A 109.9 . . ?
C17 C18 H18B 109.9 . . ?
C22 C24 C27 107.4(5) . . ?
C22 C24 H24A 110.2 . . ?
C22 C24 H24B 110.2 . . ?
C27 C24 H24A 110.2 . . ?
C27 C24 H24B 110.2 . . ?
H24A C24 H24B 108.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 C25 110.5(6) . . ?
H23A C23 H23B 108.1 . . ?
C25 C23 H23A 109.5 . . ?
C25 C23 H23B 109.5 . . ?
C27 C26 H26A 110.0 . . ?
C27 C26 H26B 110.0 . . ?
C27 C26 C25 108.3(6) . . ?
H26A C26 H26B 108.4 . . ?
C25 C26 H26A 110.0 . . ?
C25 C26 H26B 110.0 . . ?
C29 C25 H25 109.1 . . ?
C23 C25 C29 109.2(6) . . ?
C23 C25 C26 109.6(6) . . ?
C23 C25 H25 109.1 . . ?
C26 C25 C29 110.7(7) . . ?
C26 C25 H25 109.1 . . ?
C10 C11 H11A 109.9 . . ?
C10 C11 H11B 109.9 . . ?
C10 C11 C12 109.1(6) . . ?
H11A C11 H11B 108.3 . . ?
C12 C11 H11A 109.9 . . ?
C12 C11 H11B 109.9 . . ?
C18 C17 H17 109.8 . . ?
C14 C17 C18 108.0(8) . . ?
C14 C17 H17 109.8 . . ?
C16 C17 C18 108.3(8) . . ?
C16 C17 H17 109.8 . . ?
C16 C17 C14 111.0(8) . . ?
C41 C42 H42 111.3 . . ?
C44 C42 H42 111.3 . . ?
C44 C42 C41 97.3(9) . . ?
C43 C42 H42 111.3 . . ?
C43 C42 C41 111.0(7) . . ?
C43 C42 C44 113.8(9) . . ?
C40 C41 C42 109.2(6) . . ?
C40 C41 H41A 109.8 . . ?
C40 C41 H41B 109.8 . . ?
C42 C41 H41A 109.8 . . ?
C42 C41 H41B 109.8 . . ?
H41A C41 H41B 108.3 . . ?
C42 C44 H44A 109.5 . . ?
C42 C44 H44B 109.5 . . ?
C42 C44 C47 110.8(8) . . ?
H44A C44 H44B 108.1 . . ?
C47 C44 H44A 109.5 . . ?
C47 C44 H44B 109.5 . . ?
C17 C14 H14A 109.5 . . ?
C17 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C12 C14 C17 110.6(7) . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C19 C15 H15 107.9 . . ?
C13 C15 C19 108.7(9) . . ?
C13 C15 H15 107.9 . . ?
C13 C15 C16 115.5(9) . . ?
C16 C15 C19 108.8(8) . . ?
C16 C15 H15 107.9 . . ?
C44 C47 H47 111.0 . . ?
C44 C47 C48 110.1(9) . . ?
C46 C47 C44 112.6(10) . . ?
C46 C47 H47 111.0 . . ?
C46 C47 C48 100.8(15) . . ?
C48 C47 H47 111.0 . . ?
C15 C13 H13A 110.1 . . ?
C15 C13 H13B 110.1 . . ?
C15 C13 C12 108.0(7) . . ?
H13A C13 H13B 108.4 . . ?
C12 C13 H13A 110.1 . . ?
C12 C13 H13B 110.1 . . ?
C42 C43 H43A 108.4 . . ?
C42 C43 H43B 108.4 . . ?
H43A C43 H43B 107.5 . . ?
C45 C43 C42 115.5(8) . . ?
C45 C43 H43A 108.4 . . ?
C45 C43 H43B 108.4 . . ?
C40 C49 H49A 109.8 . . ?
C40 C49 H49B 109.8 . . ?
C40 C49 C45 109.2(6) . . ?
H49A C49 H49B 108.3 . . ?
C45 C49 H49A 109.8 . . ?
C45 C49 H49B 109.8 . . ?
C11 C12 C13 108.9(8) . . ?
C11 C12 H12 109.9 . . ?
C14 C12 C11 107.8(10) . . ?
C14 C12 C13 110.3(9) . . ?
C14 C12 H12 109.9 . . ?
C13 C12 H12 109.9 . . ?
C17 C16 H16A 110.0 . . ?
C17 C16 H16B 110.0 . . ?
C15 C16 C17 108.6(7) . . ?
C15 C16 H16A 110.0 . . ?
C15 C16 H16B 110.0 . . ?
H16A C16 H16B 108.4 . . ?
C43 C45 C49 104.4(14) . . ?
C43 C45 H45 110.0 . . ?
C43 C45 C46 111.8(10) . . ?
C49 C45 H45 110.0 . . ?
C46 C45 C49 110.4(11) . . ?
C46 C45 H45 110.0 . . ?
C47 C46 C45 111.0(9) . . ?
C47 C46 H46A 109.4 . . ?
C47 C46 H46B 109.4 . . ?
C45 C46 H46A 109.4 . . ?
C45 C46 H46B 109.4 . . ?
H46A C46 H46B 108.0 . . ?
C40 C48 C47 108.6(6) . . ?
C40 C48 H48A 110.0 . . ?
C40 C48 H48B 110.0 . . ?
C47 C48 H48A 110.0 . . ?
C47 C48 H48B 110.0 . . ?
H48A C48 H48B 108.4 . . ?
O2 C4 H4A 109.1 . . ?
O2 C4 H4B 109.1 . . ?
O2 C4 C5 112.3 . . ?
H4A C4 H4B 107.9 . . ?
C5 C4 H4A 109.1 . . ?
C5 C4 H4B 109.1 . . ?
F4 C5 C4 112.5 . . ?
F4 C5 F6 106.6 . . ?
F6 C5 C4 110.4 . . ?
F5 C5 C4 112.8 . . ?
F5 C5 F4 107.1 . . ?
F5 C5 F6 107.1 . . ?
O1 C1 H1A 108.3 . . ?
O1 C1 H1B 108.3 . . ?
O1 C1 C2 116.1 . . ?
H1A C1 H1B 107.4 . . ?
C2 C1 H1A 108.3 . . ?
C2 C1 H1B 108.3 . . ?
F1 C2 C1 112.4 . . ?
F1 C2 F3 106.7 . . ?
F3 C2 C1 110.4 . . ?
F2 C2 C1 112.8 . . ?
F2 C2 F1 107.1 . . ?
F2 C2 F3 107.1 . . ?
N201 O22A O202 48(2) . . ?
O203 O22A N201 62.6(5) . . ?
O203 O22A O202 104(2) . . ?
N201 O23A O202 48.6(19) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT084_vii                 
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.40 Report
RESPONSE: All of the obtained crystals were very thin plates of very
poor quality. Additionally, the structure does not contain any
heavy atoms, and the crystals did not diffract very far,
only up to an angle corresponding to a resolution of 1 \A.
;
_vrf_PLAT097_vii                 
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.17 eA-3  
RESPONSE: The residual density is attributed to the heavily 
disordered solvent molecule that was possible to model only isotropicaly 
in one position.
;
_vrf_PLAT201_vii                 
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......          1 Report
RESPONSE: All of the adamatyl groups are'n well localised due to
thermal motion of the entire cation.
;
_vrf_PLAT230_vii                 
;
PROBLEM: Hirshfeld Test Diff for   C44      --C47       .        9.2 s.u.  
RESPONSE: see above
;
_vrf_PLAT234_vii                 
;
PROBLEM: Large Hirshfeld Difference C46      --C47              0.26 Ang.  
RESPONSE: see above
;
_vrf_PLAT241_vii                 
;
PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of        C41 Check 
RESPONSE: see above
;
_vrf_PLAT242_vii                 
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of       N102 Check 
RESPONSE: see above
;
_vrf_PLAT340_vii                 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01134 Ang.  
RESPONSE: see above
;
_vrf_PLAT430_vii                 
;
PROBLEM: Short Inter D...A Contact  O2       ..O204             2.72 Ang.  
RESPONSE: The short contact corresponds to a hydrogen bond.
The hydrogen atom was not included in the model of the solvent
molecule.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_xiii
_database_code_depnum_ccdc_archive 'CCDC 1856339'
loop_
_audit_author_name
_audit_author_address
'Kristina Smokrovic'
;University of Zagreb, Faculty of Science, Department of Chemistry
Croatia
;
_audit_update_record             
;
2018-07-17 deposited with the CCDC.	2020-01-23 downloaded from the CCDC.
;
_audit_creation_date             2018-07-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            'methyl-1-aminium trinitrophloroglucinolate'
_chemical_name_systematic        
'methyl-1-aminium trinitrobenzene-1,3,5-tris(olate) '
_chemical_formula_moiety         '0.67(C6 N3 O9), 2(C H6 N)'
_chemical_formula_sum            'C6 H12 N4 O6'
_chemical_formula_weight         236.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.2615(7)
_cell_length_b                   17.7734(10)
_cell_length_c                   8.8411(7)
_cell_angle_alpha                90
_cell_angle_beta                 113.363(8)
_cell_angle_gamma                90
_cell_volume                     1480.25(19)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    2487
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      32.2110
_cell_measurement_theta_min      4.6010
_shelx_estimated_absorpt_T_max   0.972
_shelx_estimated_absorpt_T_min   0.895
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98263
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.590
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9552
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.995
_diffrn_reflns_theta_min         4.210
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -85.00  -35.00   1.0000    7.2450
omega____ theta____ kappa____ phi______ frames
    -      -28.8477  -77.0000 -180.0000 50

#__ type_ start__ end____ width___ exp.time_
  2 omega  -97.00   41.00   1.0000    7.2450
omega____ theta____ kappa____ phi______ frames
    -      -28.8477    0.0000 -180.0000 138

#__ type_ start__ end____ width___ exp.time_
  3 omega  -85.00  -34.00   1.0000    7.2450
omega____ theta____ kappa____ phi______ frames
    -      -28.8477 -179.0000  -60.0000 51

#__ type_ start__ end____ width___ exp.time_
  4 omega -105.00  -61.00   1.0000    7.2450
omega____ theta____ kappa____ phi______ frames
    -      -28.8477 -179.0000    0.0000 44
;
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3379
_reflns_number_total             4308
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         4308
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0443
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0588P)²+0.3403P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1133
_refine_ls_wR_factor_ref         0.1227
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 N10(H10A,H10B,H10C), N30(H30A,H30B,H30C), N20(H20A,H20B,H20C), C10(H10D,H10E,
 H10F), C20(H20D,H20E,H20F), C30(H30D,H30E,H30F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O103 O 0.99680(10) 0.60399(5) 0.63926(13) 0.0332(2) Uani 1 1 d . . . . .
N102 N 1.16436(11) 0.72585(6) 0.63508(14) 0.0269(2) Uani 1 1 d . . . . .
O106 O 1.07702(11) 0.86678(5) 0.69420(13) 0.0344(2) Uani 1 1 d . . . . .
C103 C 1.04159(12) 0.73482(7) 0.66516(15) 0.0222(2) Uani 1 1 d . . . . .
O107 O 0.88333(11) 0.94390(5) 0.75676(14) 0.0373(3) Uani 1 1 d . . . . .
C105 C 0.86985(13) 0.81570(7) 0.71169(15) 0.0234(2) Uani 1 1 d . . . . .
N103 N 0.80824(11) 0.88719(6) 0.70781(13) 0.0260(2) Uani 1 1 d . . . . .
C101 C 0.85407(13) 0.67907(7) 0.73463(16) 0.0239(2) Uani 1 1 d . . . . .
N101 N 0.79882(12) 0.61581(6) 0.78384(14) 0.0274(2) Uani 1 1 d . . . . .
O109 O 0.69526(12) 0.76274(6) 0.78587(17) 0.0457(3) Uani 1 1 d . . . . .
C102 C 0.96758(12) 0.66783(7) 0.67936(15) 0.0226(2) Uani 1 1 d . . . . .
O102 O 0.87364(12) 0.55806(6) 0.83105(15) 0.0410(3) Uani 1 1 d . . . . .
O108 O 0.67632(10) 0.89394(6) 0.65105(15) 0.0414(3) Uani 1 1 d . . . . .
C106 C 0.79725(13) 0.75227(7) 0.74450(16) 0.0256(3) Uani 1 1 d . . . . .
C104 C 1.00120(13) 0.81045(7) 0.69058(15) 0.0222(2) Uani 1 1 d . . . . .
O105 O 1.20322(12) 0.77551(6) 0.56303(15) 0.0430(3) Uani 1 1 d . . . . .
O104 O 1.23932(10) 0.66741(6) 0.68495(15) 0.0408(3) Uani 1 1 d . . . . .
O101 O 0.67694(12) 0.61563(6) 0.78154(18) 0.0511(3) Uani 1 1 d . . . . .
N10 N 0.83956(11) 0.46619(6) 0.53532(14) 0.0285(2) Uani 1 1 d . . . . .
H10A H 0.864478 0.443723 0.460834 0.034 Uiso 1 1 calc GR . . . .
H10B H 0.862915 0.436965 0.623931 0.034 Uiso 1 1 calc GR . . . .
H10C H 0.884598 0.510040 0.563849 0.034 Uiso 1 1 calc GR . . . .
N30 N 0.18581(12) 0.93683(7) 0.49074(15) 0.0337(3) Uani 1 1 d . . . . .
H30A H 0.145452 0.929347 0.382392 0.040 Uiso 1 1 calc GR . . . .
H30B H 0.157074 0.980729 0.515020 0.040 Uiso 1 1 calc GR . . . .
H30C H 0.160953 0.899952 0.542034 0.040 Uiso 1 1 calc GR . . . .
N20 N 0.51470(12) 0.78191(8) 0.40929(16) 0.0366(3) Uani 1 1 d . . . . .
H20A H 0.441429 0.808294 0.340556 0.044 Uiso 1 1 calc GR . . . .
H20B H 0.579555 0.777010 0.366605 0.044 Uiso 1 1 calc GR . . . .
H20C H 0.552748 0.805746 0.505496 0.044 Uiso 1 1 calc GR . . . .
C10 C 0.68536(16) 0.47916(10) 0.4648(2) 0.0436(4) Uani 1 1 d . . . . .
H10D H 0.660664 0.512305 0.371873 0.065 Uiso 1 1 calc GR . . . .
H10E H 0.657945 0.501575 0.546598 0.065 Uiso 1 1 calc GR . . . .
H10F H 0.636834 0.432072 0.430051 0.065 Uiso 1 1 calc GR . . . .
C20 C 0.46578(19) 0.70711(11) 0.4344(2) 0.0514(4) Uani 1 1 d . . . . .
H20D H 0.427183 0.680849 0.331090 0.077 Uiso 1 1 calc GR . . . .
H20E H 0.393882 0.712429 0.477477 0.077 Uiso 1 1 calc GR . . . .
H20F H 0.544302 0.679160 0.510921 0.077 Uiso 1 1 calc GR . . . .
C30 C 0.33978(17) 0.93758(10) 0.5444(2) 0.0476(4) Uani 1 1 d . . . . .
H30D H 0.365574 0.972018 0.477288 0.071 Uiso 1 1 calc GR . . . .
H30E H 0.372282 0.887990 0.533810 0.071 Uiso 1 1 calc GR . . . .
H30F H 0.382833 0.953218 0.657495 0.071 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O103 C102 1.2599(15) . ?
N102 C103 1.3961(15) . ?
N102 O105 1.2431(15) . ?
N102 O104 1.2633(14) . ?
O106 C104 1.2605(14) . ?
C103 C102 1.4442(16) . ?
C103 C104 1.4501(16) . ?
O107 N103 1.2379(14) . ?
C105 N103 1.4136(15) . ?
C105 C106 1.4428(17) . ?
C105 C104 1.4352(17) . ?
N103 O108 1.2490(14) . ?
C101 N101 1.4039(15) . ?
C101 C102 1.4445(17) . ?
C101 C106 1.4424(17) . ?
N101 O102 1.2501(14) . ?
N101 O101 1.2428(15) . ?
O109 C106 1.2520(16) . ?
N10 C10 1.4707(18) . ?
N30 C30 1.4584(19) . ?
N20 C20 1.469(2) . ?

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
O105 N102 C103 120.91(11) . . ?
O105 N102 O104 119.20(11) . . ?
O104 N102 C103 119.87(11) . . ?
N102 C103 C102 117.89(10) . . ?
N102 C103 C104 118.05(10) . . ?
C102 C103 C104 123.94(10) . . ?
N103 C105 C106 116.46(11) . . ?
N103 C105 C104 119.30(11) . . ?
C104 C105 C106 124.18(11) . . ?
O107 N103 C105 120.86(11) . . ?
O107 N103 O108 119.18(11) . . ?
O108 N103 C105 119.94(11) . . ?
N101 C101 C102 118.23(11) . . ?
N101 C101 C106 118.76(11) . . ?
C106 C101 C102 123.00(11) . . ?
O102 N101 C101 119.41(11) . . ?
O101 N101 C101 121.63(11) . . ?
O101 N101 O102 118.96(11) . . ?
O103 C102 C103 121.74(11) . . ?
O103 C102 C101 122.24(11) . . ?
C103 C102 C101 115.96(10) . . ?
C101 C106 C105 116.06(11) . . ?
O109 C106 C105 120.05(12) . . ?
O109 C106 C101 123.82(12) . . ?
O106 C104 C103 121.92(11) . . ?
O106 C104 C105 123.16(11) . . ?
C105 C104 C103 114.91(10) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_xiv
_database_code_depnum_ccdc_archive 'CCDC 1856340'
loop_
_audit_author_name
_audit_author_address
'Kristina Smokrovic'
;University of Zagreb, Faculty of Science, Department of Chemistry
Croatia
;
_audit_update_record             
;
2018-07-17 deposited with the CCDC.	2020-01-23 downloaded from the CCDC.
;
_audit_creation_date             2018-07-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            
'tertbutylaminium trinitrophloroglucinolate hydrate methanol solvate'
_chemical_name_systematic        
'2-methylpropyl-2-aminium trinitrobenzene-1,3,5-tris(olate) hydrate methanol solvate'
_chemical_formula_moiety         '2(C6 N3 O9), 6(C4 H12 N), C H4 O, 3(H2 O)'
_chemical_formula_sum            'C37 H82 N12 O22'
_chemical_formula_weight         1047.14
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   21.8759(13)
_cell_length_b                   16.7522(8)
_cell_length_c                   15.7197(10)
_cell_angle_alpha                90
_cell_angle_beta                 110.086(7)
_cell_angle_gamma                90
_cell_volume                     5410.4(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3039
_cell_measurement_temperature    295
_cell_measurement_theta_max      23.2110
_cell_measurement_theta_min      4.3600
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87610
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2256
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1102
_diffrn_reflns_av_unetI/netI     0.1257
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            48405
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_min         4.316
_diffrn_ambient_temperature      295.0
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            CCD
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     10.00  40.00   1.00    8.00    --   22.50  57.00 -30.00   30
  2  ω     19.00  61.00   1.00    8.00    --   22.50  57.00 -90.00   42
  3  ω     12.00  67.00   1.00    8.00    --   22.50  57.00-150.00   55
  4  ω     39.00  80.00   1.00    8.00    --   22.50 179.00-150.00   41
  5  ω      7.00  91.00   1.00    8.00    --   22.50  37.00  90.00   84
  6  ω    -41.00  47.00   1.00    8.00    --   22.50 -77.00  30.00   88
  7  ω     18.00  58.00   1.00    8.00    --   22.50 -99.00 -30.00   40
  8  ω    -13.00  51.00   1.00    8.00    --   22.50 -99.00 -90.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_collimation    0.8
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5869
_reflns_number_total             11754
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.444
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     675
_refine_ls_number_reflns         11754
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2168
_refine_ls_R_factor_gt           0.1141
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0552P)²+5.0657P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1863
_refine_ls_wR_factor_ref         0.2264
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O303(H30G,H30H), O304(H30I,H30J), O301(H30K,H30L)
2.b Idealised Me refined as rotating group:
 N60(H60A,H60B,H60C), N50(H50A,H50B,H50C), N30(H30A,H30B,H30C), N40(H40A,H40B,
 H40C), N20(H20A,H20B,H20C), N10(H10A,H10B,H10C), C22(H22A,H22B,H22C), C23(H23A,
 H23B,H23C), C33(H33A,H33B,H33C), C41(H41A,H41B,H41C), C62(H62A,H62B,H62C),
 C11(H11A,H11B,H11C), C21(H21A,H21B,H21C), C52(H52A,H52B,H52C), C13(H13A,H13B,
 H13C), C12(H12A,H12B,H12C), C63(H63A,H63B,H63C), C302(H30D,H30E,H30F),
 C51(H51A,H51B,H51C), C53(H53A,H53B,H53C), C61(H61A,H61B,H61C), C42(H42A,H42B,
 H42C), C43(H43A,H43B,H43C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C)
2.c Idealised tetrahedral OH refined as rotating group:
 O302(H302)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O109 O 0.04239(13) 0.70161(16) 0.23712(19) 0.0398(8) Uani 1 1 d . . . . .
O203 O 0.45834(13) 0.60171(16) 0.18575(19) 0.0415(8) Uani 1 1 d . . . . .
O103 O 0.04940(13) 0.42545(16) 0.3162(2) 0.0468(9) Uani 1 1 d . . . . .
O209 O 0.44964(13) 0.32444(16) 0.2521(2) 0.0435(8) Uani 1 1 d . . . . .
O201 O 0.53331(14) 0.42290(17) 0.3614(2) 0.0488(9) Uani 1 1 d . . . . .
O106 O 0.22884(13) 0.59679(17) 0.4527(2) 0.0489(9) Uani 1 1 d . . . . .
O206 O 0.27331(14) 0.44463(18) 0.0308(2) 0.0484(9) Uani 1 1 d . . . . .
N201 N 0.51691(16) 0.4717(2) 0.2985(2) 0.0352(9) Uani 1 1 d . . . . .
N103 N 0.16197(18) 0.7259(2) 0.3616(2) 0.0369(9) Uani 1 1 d . . . . .
N101 N -0.01697(16) 0.5481(2) 0.1983(2) 0.0354(9) Uani 1 1 d . . . . .
O105 O 0.19965(17) 0.47350(19) 0.5363(2) 0.0661(11) Uani 1 1 d . . . . .
O205 O 0.28515(15) 0.60198(19) 0.0084(2) 0.0626(11) Uani 1 1 d . . . . .
O204 O 0.38174(16) 0.6314(2) 0.0171(2) 0.0642(11) Uani 1 1 d . . . . .
O101 O -0.03881(16) 0.5972(2) 0.1380(2) 0.0691(12) Uani 1 1 d . . . . .
N102 N 0.16581(17) 0.4505(2) 0.4578(3) 0.0401(10) Uani 1 1 d . . . . .
N202 N 0.34390(17) 0.5887(2) 0.0404(2) 0.0388(9) Uani 1 1 d . . . . .
O202 O 0.55577(15) 0.5266(2) 0.3003(2) 0.0701(12) Uani 1 1 d . . . . .
N60 N 0.07262(16) 0.63941(18) 0.7035(2) 0.0334(9) Uani 1 1 d . . . . .
H60A H 0.040231 0.609544 0.708019 0.040 Uiso 1 1 calc GR . . . .
H60B H 0.065956 0.690177 0.714518 0.040 Uiso 1 1 calc GR . . . .
H60C H 0.110118 0.622816 0.743576 0.040 Uiso 1 1 calc GR . . . .
N203 N 0.3295(2) 0.3134(2) 0.1273(3) 0.0456(10) Uani 1 1 d . . . . .
O108 O 0.13692(19) 0.77859(19) 0.3918(2) 0.0667(11) Uani 1 1 d . . . . .
O104 O 0.15663(17) 0.37991(18) 0.4430(2) 0.0724(12) Uani 1 1 d . . . . .
O302 O 0.19837(17) 0.9189(2) 0.3173(2) 0.0667(11) Uani 1 1 d . . . . .
H302 H 0.221668 0.890064 0.357622 0.100 Uiso 1 1 calc GR . . . .
N50 N 0.41781(16) 0.33871(19) 0.7848(2) 0.0387(9) Uani 1 1 d . . . . .
H50A H 0.384504 0.359202 0.740006 0.046 Uiso 1 1 calc GR . . . .
H50B H 0.421811 0.287117 0.774241 0.046 Uiso 1 1 calc GR . . . .
H50C H 0.454228 0.364211 0.787993 0.046 Uiso 1 1 calc GR . . . .
N30 N 0.42110(16) 0.7636(2) 0.1841(2) 0.0387(9) Uani 1 1 d . . . . .
H30A H 0.392799 0.783412 0.133309 0.046 Uiso 1 1 calc GR . . . .
H30B H 0.429419 0.712862 0.175396 0.046 Uiso 1 1 calc GR . . . .
H30C H 0.457848 0.791672 0.199645 0.046 Uiso 1 1 calc GR . . . .
O107 O 0.21048(18) 0.7382(2) 0.3428(3) 0.0789(12) Uani 1 1 d . . . . .
N40 N 0.34099(16) 0.5031(2) 0.5161(2) 0.0403(9) Uani 1 1 d . . . . .
H40A H 0.305329 0.533077 0.495728 0.048 Uiso 1 1 calc GR . . . .
H40B H 0.373968 0.532533 0.550883 0.048 Uiso 1 1 calc GR . . . .
H40C H 0.333992 0.462666 0.548337 0.048 Uiso 1 1 calc GR . . . .
N20 N -0.08606(16) 0.7576(2) 0.1896(2) 0.0442(10) Uani 1 1 d . . . . .
H20A H -0.115698 0.731382 0.145054 0.053 Uiso 1 1 calc GR . . . .
H20B H -0.047311 0.734802 0.201097 0.053 Uiso 1 1 calc GR . . . .
H20C H -0.084268 0.808138 0.173097 0.053 Uiso 1 1 calc GR . . . .
O102 O -0.04900(19) 0.4888(2) 0.1939(3) 0.0991(17) Uani 1 1 d . . . . .
C101 C 0.07028(18) 0.6411(2) 0.2820(3) 0.0291(10) Uani 1 1 d . . . . .
O303 O 0.33024(19) 0.7032(2) 0.5094(3) 0.0883(15) Uani 1 1 d . . . . .
H30G H 0.327311 0.749942 0.487235 0.132 Uiso 1 1 d G . . . .
H30H H 0.297089 0.693720 0.524269 0.132 Uiso 1 1 d G . . . .
C203 C 0.43099(18) 0.5342(2) 0.1707(3) 0.0299(10) Uani 1 1 d . . . . .
C102 C 0.04250(18) 0.5610(2) 0.2688(2) 0.0269(9) Uani 1 1 d . . . . .
N10 N 0.15955(17) 0.5363(3) -0.0208(2) 0.0561(12) Uani 1 1 d . . . . .
H10A H 0.129329 0.508669 -0.063122 0.067 Uiso 1 1 calc GR . . . .
H10B H 0.196805 0.509242 -0.003121 0.067 Uiso 1 1 calc GR . . . .
H10C H 0.165414 0.583255 -0.043489 0.067 Uiso 1 1 calc GR . . . .
O304 O 0.30208(17) 0.3857(2) 0.6295(3) 0.0805(13) Uani 1 1 d . . . . .
H30I H 0.268130 0.398177 0.641133 0.121 Uiso 1 1 d G . . . .
H30J H 0.297821 0.338961 0.607193 0.121 Uiso 1 1 d G . . . .
C202 C 0.45818(18) 0.4646(2) 0.2255(3) 0.0296(10) Uani 1 1 d . . . . .
C106 C 0.13308(18) 0.6467(2) 0.3474(3) 0.0314(10) Uani 1 1 d . . . . .
C204 C 0.36824(19) 0.5247(2) 0.1022(3) 0.0294(10) Uani 1 1 d . . . . .
C201 C 0.42527(19) 0.3882(2) 0.2102(3) 0.0300(10) Uani 1 1 d . . . . .
C206 C 0.36242(18) 0.3890(2) 0.1445(3) 0.0324(10) Uani 1 1 d . . . . .
C105 C 0.17067(19) 0.5852(2) 0.4011(3) 0.0335(10) Uani 1 1 d . . . . .
C205 C 0.32982(19) 0.4533(2) 0.0896(3) 0.0340(10) Uani 1 1 d . . . . .
C104 C 0.13793(19) 0.5095(2) 0.3917(3) 0.0311(10) Uani 1 1 d . . . . .
C103 C 0.07477(19) 0.4931(2) 0.3246(3) 0.0290(10) Uani 1 1 d . . . . .
O207 O 0.3477(3) 0.2623(3) 0.0885(3) 0.119(2) Uani 1 1 d . . . . .
C40 C 0.3573(2) 0.4711(3) 0.4376(3) 0.0444(12) Uani 1 1 d . . . . .
O208 O 0.2854(3) 0.2998(3) 0.1504(4) 0.139(2) Uani 1 1 d . . . . .
C22 C -0.0512(2) 0.7974(3) 0.3479(3) 0.0565(14) Uani 1 1 d . . . . .
H22A H -0.010760 0.769599 0.359608 0.085 Uiso 1 1 calc GR . . . .
H22B H -0.062272 0.798202 0.401949 0.085 Uiso 1 1 calc GR . . . .
H22C H -0.046874 0.851160 0.329588 0.085 Uiso 1 1 calc GR . . . .
C20 C -0.1044(2) 0.7552(3) 0.2730(3) 0.0457(12) Uani 1 1 d . . . . .
C50 C 0.4058(2) 0.3482(3) 0.8729(3) 0.0508(13) Uani 1 1 d . . . . .
C60 C 0.0753(2) 0.6321(3) 0.6100(3) 0.0468(12) Uani 1 1 d . . . . .
C10 C 0.1378(2) 0.5496(3) 0.0587(3) 0.0463(12) Uani 1 1 d . . . . .
O301 O -0.1878(3) 0.6867(4) 0.0451(4) 0.141(2) Uani 1 1 d . . . . .
H30K H -0.172021 0.702631 0.005561 0.212 Uiso 1 1 d G . . . .
H30L H -0.214473 0.648911 0.023247 0.212 Uiso 1 1 d G . . . .
C23 C -0.1691(2) 0.7973(4) 0.2508(4) 0.0745(18) Uani 1 1 d . . . . .
H23A H -0.165024 0.851284 0.233019 0.112 Uiso 1 1 calc GR . . . .
H23B H -0.182179 0.797413 0.303222 0.112 Uiso 1 1 calc GR . . . .
H23C H -0.201306 0.769955 0.202079 0.112 Uiso 1 1 calc GR . . . .
C33 C 0.3307(3) 0.7197(3) 0.2281(4) 0.0728(17) Uani 1 1 d . . . . .
H33A H 0.301657 0.740190 0.171662 0.109 Uiso 1 1 calc GR . . . .
H33B H 0.310258 0.723133 0.273182 0.109 Uiso 1 1 calc GR . . . .
H33C H 0.340735 0.664975 0.220536 0.109 Uiso 1 1 calc GR . . . .
C41 C 0.4158(3) 0.4167(4) 0.4749(4) 0.0802(19) Uani 1 1 d . . . . .
H41A H 0.451050 0.445775 0.517141 0.120 Uiso 1 1 calc GR . . . .
H41B H 0.428843 0.397687 0.426049 0.120 Uiso 1 1 calc GR . . . .
H41C H 0.404620 0.372118 0.505030 0.120 Uiso 1 1 calc GR . . . .
C30 C 0.3929(3) 0.7685(3) 0.2582(4) 0.0604(15) Uani 1 1 d . . . . .
C62 C 0.0760(3) 0.5433(3) 0.5901(4) 0.0751(18) Uani 1 1 d . . . . .
H62A H 0.115296 0.519907 0.630554 0.113 Uiso 1 1 calc GR . . . .
H62B H 0.074137 0.535898 0.528656 0.113 Uiso 1 1 calc GR . . . .
H62C H 0.039078 0.518064 0.598414 0.113 Uiso 1 1 calc GR . . . .
C11 C 0.0746(3) 0.5962(4) 0.0244(4) 0.0760(18) Uani 1 1 d . . . . .
H11A H 0.082366 0.646985 0.001590 0.114 Uiso 1 1 calc GR . . . .
H11B H 0.058238 0.604355 0.073047 0.114 Uiso 1 1 calc GR . . . .
H11C H 0.043303 0.566812 -0.023331 0.114 Uiso 1 1 calc GR . . . .
C21 C -0.1090(3) 0.6675(3) 0.2965(4) 0.0734(17) Uani 1 1 d . . . . .
H21A H -0.140192 0.640915 0.246026 0.110 Uiso 1 1 calc GR . . . .
H21B H -0.122401 0.663685 0.348422 0.110 Uiso 1 1 calc GR . . . .
H21C H -0.067165 0.642641 0.309777 0.110 Uiso 1 1 calc GR . . . .
C52 C 0.4597(3) 0.3030(4) 0.9430(4) 0.084(2) Uani 1 1 d . . . . .
H52A H 0.458569 0.247984 0.925414 0.126 Uiso 1 1 calc GR . . . .
H52B H 0.453889 0.306592 1.000683 0.126 Uiso 1 1 calc GR . . . .
H52C H 0.501011 0.325734 0.947465 0.126 Uiso 1 1 calc GR . . . .
C13 C 0.1900(3) 0.5966(4) 0.1273(4) 0.0799(19) Uani 1 1 d . . . . .
H13A H 0.229361 0.565821 0.147765 0.120 Uiso 1 1 calc GR . . . .
H13B H 0.176482 0.608875 0.177845 0.120 Uiso 1 1 calc GR . . . .
H13C H 0.197560 0.645312 0.100290 0.120 Uiso 1 1 calc GR . . . .
C12 C 0.1285(3) 0.4696(3) 0.0939(4) 0.085(2) Uani 1 1 d . . . . .
H12A H 0.096067 0.440478 0.047354 0.128 Uiso 1 1 calc GR . . . .
H12B H 0.114648 0.476046 0.145223 0.128 Uiso 1 1 calc GR . . . .
H12C H 0.168889 0.440760 0.111937 0.128 Uiso 1 1 calc GR . . . .
C63 C 0.0152(3) 0.6723(4) 0.5462(3) 0.085(2) Uani 1 1 d . . . . .
H63A H -0.022862 0.644934 0.548105 0.127 Uiso 1 1 calc GR . . . .
H63B H 0.016276 0.670519 0.485660 0.127 Uiso 1 1 calc GR . . . .
H63C H 0.014043 0.726827 0.564192 0.127 Uiso 1 1 calc GR . . . .
C302 C 0.2340(3) 0.9837(4) 0.3061(4) 0.092(2) Uani 1 1 d . . . . .
H30D H 0.204826 1.024956 0.273642 0.139 Uiso 1 1 calc GR . . . .
H30E H 0.261138 0.967596 0.272411 0.139 Uiso 1 1 calc GR . . . .
H30F H 0.260652 1.003410 0.364311 0.139 Uiso 1 1 calc GR . . . .
C51 C 0.3395(3) 0.3136(4) 0.8603(4) 0.089(2) Uani 1 1 d . . . . .
H51A H 0.307139 0.340892 0.811700 0.133 Uiso 1 1 calc GR . . . .
H51B H 0.329961 0.320073 0.915146 0.133 Uiso 1 1 calc GR . . . .
H51C H 0.339128 0.257833 0.846026 0.133 Uiso 1 1 calc GR . . . .
C53 C 0.4087(3) 0.4366(4) 0.8924(4) 0.089(2) Uani 1 1 d . . . . .
H53A H 0.451812 0.456029 0.901388 0.133 Uiso 1 1 calc GR . . . .
H53B H 0.398227 0.446073 0.945978 0.133 Uiso 1 1 calc GR . . . .
H53C H 0.378050 0.464033 0.842082 0.133 Uiso 1 1 calc GR . . . .
C61 C 0.1372(3) 0.6723(4) 0.6098(4) 0.0799(19) Uani 1 1 d . . . . .
H61A H 0.138503 0.726079 0.631394 0.120 Uiso 1 1 calc GR . . . .
H61B H 0.138334 0.672864 0.549281 0.120 Uiso 1 1 calc GR . . . .
H61C H 0.174172 0.643353 0.648643 0.120 Uiso 1 1 calc GR . . . .
C42 C 0.2992(3) 0.4256(4) 0.3786(4) 0.091(2) Uani 1 1 d . . . . .
H42A H 0.288581 0.384206 0.413512 0.136 Uiso 1 1 calc GR . . . .
H42B H 0.308873 0.402112 0.328987 0.136 Uiso 1 1 calc GR . . . .
H42C H 0.262836 0.461191 0.355576 0.136 Uiso 1 1 calc GR . . . .
C43 C 0.3726(4) 0.5420(4) 0.3905(4) 0.094(2) Uani 1 1 d . . . . .
H43A H 0.336263 0.578093 0.373459 0.141 Uiso 1 1 calc GR . . . .
H43B H 0.380981 0.524809 0.337342 0.141 Uiso 1 1 calc GR . . . .
H43C H 0.410334 0.568737 0.430631 0.141 Uiso 1 1 calc GR . . . .
C31 C 0.4427(3) 0.7317(5) 0.3425(4) 0.106(3) Uani 1 1 d . . . . .
H31A H 0.450520 0.677174 0.330284 0.159 Uiso 1 1 calc GR . . . .
H31B H 0.426214 0.733475 0.391718 0.159 Uiso 1 1 calc GR . . . .
H31C H 0.482689 0.761172 0.358492 0.159 Uiso 1 1 calc GR . . . .
C32 C 0.3807(5) 0.8549(4) 0.2729(6) 0.148(4) Uani 1 1 d . . . . .
H32A H 0.420159 0.884701 0.284241 0.221 Uiso 1 1 calc GR . . . .
H32B H 0.366412 0.859498 0.324048 0.221 Uiso 1 1 calc GR . . . .
H32C H 0.347700 0.875492 0.219938 0.221 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O109 C101 1.266(4) . ?
O203 C203 1.263(4) . ?
O103 C103 1.248(4) . ?
O209 C201 1.272(4) . ?
O201 N201 1.237(4) . ?
O106 C105 1.267(4) . ?
O206 C205 1.273(4) . ?
N201 O202 1.247(4) . ?
N201 C202 1.403(5) . ?
N103 O108 1.217(5) . ?
N103 O107 1.213(5) . ?
N103 C106 1.454(5) . ?
N101 O101 1.222(4) . ?
N101 O102 1.204(4) . ?
N101 C102 1.406(5) . ?
O105 N102 1.262(4) . ?
O205 N202 1.229(4) . ?
O204 N202 1.240(4) . ?
N102 O104 1.208(4) . ?
N102 C104 1.412(5) . ?
N202 C204 1.422(5) . ?
N60 H60A 0.8900 . ?
N60 H60B 0.8900 . ?
N60 H60C 0.8900 . ?
N60 C60 1.496(5) . ?
N203 C206 1.436(5) . ?
N203 O207 1.195(5) . ?
N203 O208 1.163(5) . ?
O302 H302 0.8200 . ?
O302 C302 1.382(6) . ?
N50 H50A 0.8900 . ?
N50 H50B 0.8900 . ?
N50 H50C 0.8900 . ?
N50 C50 1.504(6) . ?
N30 H30A 0.8900 . ?
N30 H30B 0.8900 . ?
N30 H30C 0.8900 . ?
N30 C30 1.495(6) . ?
N40 H40A 0.8900 . ?
N40 H40B 0.8900 . ?
N40 H40C 0.8900 . ?
N40 C40 1.496(5) . ?
N20 H20A 0.8900 . ?
N20 H20B 0.8900 . ?
N20 H20C 0.8900 . ?
N20 C20 1.498(6) . ?
C101 C102 1.458(5) . ?
C101 C106 1.408(5) . ?
O303 H30G 0.8499 . ?
O303 H30H 0.8501 . ?
C203 C202 1.450(5) . ?
C203 C204 1.433(5) . ?
C102 C103 1.462(5) . ?
N10 H10A 0.8900 . ?
N10 H10B 0.8900 . ?
N10 H10C 0.8900 . ?
N10 C10 1.500(6) . ?
O304 H30I 0.8500 . ?
O304 H30J 0.8502 . ?
C202 C201 1.448(5) . ?
C106 C105 1.404(5) . ?
C204 C205 1.436(5) . ?
C201 C206 1.408(5) . ?
C206 C205 1.411(5) . ?
C105 C104 1.439(5) . ?
C104 C103 1.448(5) . ?
C40 C41 1.516(7) . ?
C40 C42 1.499(6) . ?
C40 C43 1.498(7) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C22 C20 1.517(6) . ?
C20 C23 1.512(6) . ?
C20 C21 1.526(6) . ?
C50 C52 1.512(7) . ?
C50 C51 1.511(7) . ?
C50 C53 1.510(7) . ?
C60 C62 1.522(7) . ?
C60 C63 1.509(7) . ?
C60 C61 1.514(7) . ?
C10 C11 1.516(6) . ?
C10 C13 1.496(6) . ?
C10 C12 1.491(7) . ?
O301 H30K 0.8501 . ?
O301 H30L 0.8501 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C33 C30 1.518(7) . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C30 C31 1.527(8) . ?
C30 C32 1.504(8) . ?
C62 H62A 0.9600 . ?
C62 H62B 0.9600 . ?
C62 H62C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C63 H63A 0.9600 . ?
C63 H63B 0.9600 . ?
C63 H63C 0.9600 . ?
C302 H30D 0.9600 . ?
C302 H30E 0.9600 . ?
C302 H30F 0.9600 . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
C53 H53A 0.9600 . ?
C53 H53B 0.9600 . ?
C53 H53C 0.9600 . ?
C61 H61A 0.9600 . ?
C61 H61B 0.9600 . ?
C61 H61C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?

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
O201 N201 O202 117.5(3) . . ?
O201 N201 C202 122.1(3) . . ?
O202 N201 C202 120.4(3) . . ?
O108 N103 C106 119.4(4) . . ?
O107 N103 O108 121.4(4) . . ?
O107 N103 C106 119.2(4) . . ?
O101 N101 C102 121.2(4) . . ?
O102 N101 O101 116.5(3) . . ?
O102 N101 C102 122.3(3) . . ?
O105 N102 C104 117.7(3) . . ?
O104 N102 O105 119.4(4) . . ?
O104 N102 C104 122.8(4) . . ?
O205 N202 O204 119.0(4) . . ?
O205 N202 C204 120.7(4) . . ?
O204 N202 C204 120.3(3) . . ?
H60A N60 H60B 109.5 . . ?
H60A N60 H60C 109.5 . . ?
H60B N60 H60C 109.5 . . ?
C60 N60 H60A 109.5 . . ?
C60 N60 H60B 109.5 . . ?
C60 N60 H60C 109.5 . . ?
O207 N203 C206 119.7(5) . . ?
O208 N203 C206 121.9(5) . . ?
O208 N203 O207 118.4(5) . . ?
C302 O302 H302 109.5 . . ?
H50A N50 H50B 109.5 . . ?
H50A N50 H50C 109.5 . . ?
H50B N50 H50C 109.5 . . ?
C50 N50 H50A 109.5 . . ?
C50 N50 H50B 109.5 . . ?
C50 N50 H50C 109.5 . . ?
H30A N30 H30B 109.5 . . ?
H30A N30 H30C 109.5 . . ?
H30B N30 H30C 109.5 . . ?
C30 N30 H30A 109.5 . . ?
C30 N30 H30B 109.5 . . ?
C30 N30 H30C 109.5 . . ?
H40A N40 H40B 109.5 . . ?
H40A N40 H40C 109.5 . . ?
H40B N40 H40C 109.5 . . ?
C40 N40 H40A 109.5 . . ?
C40 N40 H40B 109.5 . . ?
C40 N40 H40C 109.5 . . ?
H20A N20 H20B 109.5 . . ?
H20A N20 H20C 109.5 . . ?
H20B N20 H20C 109.5 . . ?
C20 N20 H20A 109.5 . . ?
C20 N20 H20B 109.5 . . ?
C20 N20 H20C 109.5 . . ?
O109 C101 C102 124.0(3) . . ?
O109 C101 C106 121.1(4) . . ?
C106 C101 C102 114.8(3) . . ?
H30G O303 H30H 109.5 . . ?
O203 C203 C202 122.5(3) . . ?
O203 C203 C204 120.7(3) . . ?
C204 C203 C202 116.6(3) . . ?
N101 C102 C101 118.8(3) . . ?
N101 C102 C103 118.6(3) . . ?
C101 C102 C103 122.6(3) . . ?
H10A N10 H10B 109.5 . . ?
H10A N10 H10C 109.5 . . ?
H10B N10 H10C 109.5 . . ?
C10 N10 H10A 109.5 . . ?
C10 N10 H10B 109.5 . . ?
C10 N10 H10C 109.5 . . ?
H30I O304 H30J 109.5 . . ?
N201 C202 C203 119.4(3) . . ?
N201 C202 C201 118.3(3) . . ?
C201 C202 C203 122.2(3) . . ?
C101 C106 N103 115.9(3) . . ?
C105 C106 N103 116.3(3) . . ?
C105 C106 C101 127.8(4) . . ?
N202 C204 C203 117.8(3) . . ?
N202 C204 C205 118.0(3) . . ?
C203 C204 C205 124.1(3) . . ?
O209 C201 C202 124.1(3) . . ?
O209 C201 C206 121.2(3) . . ?
C206 C201 C202 114.7(3) . . ?
C201 C206 N203 115.5(3) . . ?
C201 C206 C205 128.1(4) . . ?
C205 C206 N203 116.3(3) . . ?
O106 C105 C106 121.6(4) . . ?
O106 C105 C104 123.8(4) . . ?
C106 C105 C104 114.6(3) . . ?
O206 C205 C204 124.9(4) . . ?
O206 C205 C206 121.2(4) . . ?
C206 C205 C204 113.7(3) . . ?
N102 C104 C105 117.9(3) . . ?
N102 C104 C103 117.8(4) . . ?
C105 C104 C103 124.0(3) . . ?
O103 C103 C102 122.5(3) . . ?
O103 C103 C104 121.9(4) . . ?
C104 C103 C102 115.7(3) . . ?
N40 C40 C41 107.8(4) . . ?
N40 C40 C42 107.5(4) . . ?
N40 C40 C43 106.2(4) . . ?
C42 C40 C41 111.0(4) . . ?
C43 C40 C41 111.4(5) . . ?
C43 C40 C42 112.6(5) . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
N20 C20 C22 107.5(4) . . ?
N20 C20 C23 107.2(4) . . ?
N20 C20 C21 107.3(4) . . ?
C22 C20 C21 111.0(4) . . ?
C23 C20 C22 111.7(4) . . ?
C23 C20 C21 111.8(4) . . ?
N50 C50 C52 106.2(4) . . ?
N50 C50 C51 107.6(4) . . ?
N50 C50 C53 106.3(4) . . ?
C51 C50 C52 112.2(4) . . ?
C53 C50 C52 112.0(5) . . ?
C53 C50 C51 112.0(5) . . ?
N60 C60 C62 106.8(4) . . ?
N60 C60 C63 107.4(4) . . ?
N60 C60 C61 107.6(4) . . ?
C63 C60 C62 111.5(4) . . ?
C63 C60 C61 112.1(5) . . ?
C61 C60 C62 111.1(5) . . ?
N10 C10 C11 106.9(4) . . ?
C13 C10 N10 107.3(4) . . ?
C13 C10 C11 111.3(5) . . ?
C12 C10 N10 107.4(4) . . ?
C12 C10 C11 111.8(5) . . ?
C12 C10 C13 111.9(5) . . ?
H30K O301 H30L 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
N30 C30 C33 107.1(4) . . ?
N30 C30 C31 107.0(5) . . ?
N30 C30 C32 108.4(5) . . ?
C33 C30 C31 110.4(5) . . ?
C32 C30 C33 112.2(5) . . ?
C32 C30 C31 111.5(6) . . ?
C60 C62 H62A 109.5 . . ?
C60 C62 H62B 109.5 . . ?
C60 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C50 C52 H52A 109.5 . . ?
C50 C52 H52B 109.5 . . ?
C50 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C60 C63 H63A 109.5 . . ?
C60 C63 H63B 109.5 . . ?
C60 C63 H63C 109.5 . . ?
H63A C63 H63B 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
O302 C302 H30D 109.5 . . ?
O302 C302 H30E 109.5 . . ?
O302 C302 H30F 109.5 . . ?
H30D C302 H30E 109.5 . . ?
H30D C302 H30F 109.5 . . ?
H30E C302 H30F 109.5 . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C50 C53 H53A 109.5 . . ?
C50 C53 H53B 109.5 . . ?
C50 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C60 C61 H61A 109.5 . . ?
C60 C61 H61B 109.5 . . ?
C60 C61 H61C 109.5 . . ?
H61A C61 H61B 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C40 C43 H43A 109.5 . . ?
C40 C43 H43B 109.5 . . ?
C40 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 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
O109 C101 C102 N101 4.2(6) . . . . ?
O109 C101 C102 C103 -177.2(4) . . . . ?
O109 C101 C106 N103 2.0(6) . . . . ?
O109 C101 C106 C105 -178.7(4) . . . . ?
O203 C203 C202 N201 0.4(6) . . . . ?
O203 C203 C202 C201 177.4(4) . . . . ?
O203 C203 C204 N202 12.2(6) . . . . ?
O203 C203 C204 C205 -170.7(4) . . . . ?
O209 C201 C206 N203 -1.6(6) . . . . ?
O209 C201 C206 C205 -176.9(4) . . . . ?
O201 N201 C202 C203 159.7(4) . . . . ?
O201 N201 C202 C201 -17.5(6) . . . . ?
O106 C105 C104 N102 15.3(7) . . . . ?
O106 C105 C104 C103 -171.6(4) . . . . ?
N201 C202 C201 O209 -8.4(6) . . . . ?
N201 C202 C201 C206 171.1(4) . . . . ?
N103 C106 C105 O106 -6.4(6) . . . . ?
N103 C106 C105 C104 174.0(4) . . . . ?
N101 C102 C103 O103 -5.1(6) . . . . ?
N101 C102 C103 C104 175.8(4) . . . . ?
O105 N102 C104 C105 27.9(6) . . . . ?
O105 N102 C104 C103 -145.6(4) . . . . ?
O205 N202 C204 C203 -148.2(4) . . . . ?
O205 N202 C204 C205 34.5(6) . . . . ?
O204 N202 C204 C203 32.8(6) . . . . ?
O204 N202 C204 C205 -144.5(4) . . . . ?
O101 N101 C102 C101 14.8(6) . . . . ?
O101 N101 C102 C103 -163.8(4) . . . . ?
N102 C104 C103 O103 -10.3(6) . . . . ?
N102 C104 C103 C102 168.8(4) . . . . ?
N202 C204 C205 O206 -4.9(7) . . . . ?
N202 C204 C205 C206 170.3(4) . . . . ?
O202 N201 C202 C203 -22.9(6) . . . . ?
O202 N201 C202 C201 159.9(4) . . . . ?
N203 C206 C205 O206 2.6(6) . . . . ?
N203 C206 C205 C204 -172.8(4) . . . . ?
O108 N103 C106 C101 64.4(5) . . . . ?
O108 N103 C106 C105 -114.9(4) . . . . ?
O104 N102 C104 C105 -154.8(4) . . . . ?
O104 N102 C104 C103 31.7(6) . . . . ?
O107 N103 C106 C101 -115.4(5) . . . . ?
O107 N103 C106 C105 65.3(5) . . . . ?
O102 N101 C102 C101 -165.2(5) . . . . ?
O102 N101 C102 C103 16.2(6) . . . . ?
C101 C102 C103 O103 176.3(4) . . . . ?
C101 C102 C103 C104 -2.7(6) . . . . ?
C101 C106 C105 O106 174.3(4) . . . . ?
C101 C106 C105 C104 -5.3(7) . . . . ?
C203 C202 C201 O209 174.5(4) . . . . ?
C203 C202 C201 C206 -6.0(6) . . . . ?
C203 C204 C205 O206 178.0(4) . . . . ?
C203 C204 C205 C206 -6.8(6) . . . . ?
C102 C101 C106 N103 179.7(4) . . . . ?
C102 C101 C106 C105 -1.0(6) . . . . ?
C202 C203 C204 N202 -172.5(4) . . . . ?
C202 C203 C204 C205 4.6(6) . . . . ?
C202 C201 C206 N203 178.9(4) . . . . ?
C202 C201 C206 C205 3.6(7) . . . . ?
C106 C101 C102 N101 -173.4(4) . . . . ?
C106 C101 C102 C103 5.2(6) . . . . ?
C106 C105 C104 N102 -165.1(4) . . . . ?
C106 C105 C104 C103 8.0(6) . . . . ?
C204 C203 C202 N201 -174.8(4) . . . . ?
C204 C203 C202 C201 2.3(6) . . . . ?
C201 C206 C205 O206 177.9(4) . . . . ?
C201 C206 C205 C204 2.5(7) . . . . ?
C105 C104 C103 O103 176.7(4) . . . . ?
C105 C104 C103 C102 -4.3(6) . . . . ?
O207 N203 C206 C201 -70.8(6) . . . . ?
O207 N203 C206 C205 105.1(6) . . . . ?
O208 N203 C206 C201 108.8(6) . . . . ?
O208 N203 C206 C205 -75.3(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
# start Validation Reply Form
_vrf_PLAT242_xiv                 
;
PROBLEM: Low    ?MainMol? Ueq as Compared to Neighbors of       N203 Check 
RESPONSE: Part of a nitro group that is probably disordered due
 to thermal motion.
;
_vrf_PLAT420_xiv                 
;
PROBLEM: D-H Without Acceptor       O301     --H30K           Please Check 
RESPONSE: The hydrogen atom is pointing towards an aliphatic cavity
 formed by terbutylaminium cations.
;
# end Validation Reply Form
