# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_aq086
_database_code_depnum_ccdc_archive 'CCDC 2341183'
loop_
_audit_author_name
_audit_author_address
'Eric Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2024-03-18 deposited with the CCDC.	2025-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
(4R,5R)-Bis(diphenyldioxymethyl)-2-spiro-1'-cyclohexane-1,3-dioxane
_chemical_name_common            ?
_chemical_temperature_decomposition 428.38
_chemical_formula_moiety         'C34 H34 O4, C5 H5 N'
_chemical_formula_sum            'C39 H39 N O4'
_chemical_formula_weight         585.71

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

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.6215(4)
_cell_length_b                   10.7098(4)
_cell_length_c                   29.8886(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3079.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9514
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      28.14

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_F_000             1248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.427
_exptl_crystal_size_mid          0.277
_exptl_crystal_size_min          0.267
_exptl_absorpt_coefficient_mu    0.081
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9491
_exptl_absorpt_correction_T_max  0.9602
_exptl_absorpt_process_details   'SADABS V2016/2 (Krause, 2015)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_power             70
_diffrn_source_voltage           50
_diffrn_source_current           1.4
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Bruker PHOTON II 7 detector'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            69975
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_av_R_equivalents  0.0668
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         2.224
_diffrn_reflns_theta_max         28.284
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7631
_reflns_number_gt                6756
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.776
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service V6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015a)'
_computing_structure_refinement  
'SHELXL-2019/2 (Sheldrick, 2015b)  and ShelXle (Hübschle, 2011)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2012)'
_computing_publication_material  
'PLATON (Spek, 2009) and MERCURY (Macrae, 2008)'

_refine_special_details          
;
All non-hydrogen atoms were refined anisotropically. Carbon-bound H atoms were
placed in calculated positions and were included in the refinement in the riding
model approximation, with Uiso(H) set to 1.2 Ueq(C).

The H atom of the hydroxyl group was allowed to rotate with a fixed angle around
the C---O bond to best fit the experimental electron density (HFIX 147 in the
SHELXL program (Sheldrick, 2015)), with Uiso(H) set to
1.5Ueq(O).

A number of reflections with large differences between their observed and
calculated intensities were omitted. This is due to obstruction by the beam
stop.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0234P)²+1.1869P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.0094(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 2577 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(4)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         7631
_refine_ls_number_parameters     400
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0460
_refine_ls_wR_factor_ref         0.0972
_refine_ls_wR_factor_gt          0.0907
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.116
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.58890(18) 0.35667(14) 0.42040(5) 0.0275(4) Uani 1 1 d . . . . .
H1 H 0.530848 0.364563 0.399604 0.041 Uiso 1 1 calc R U . . .
O2 O 0.70109(16) 0.67842(14) 0.39680(5) 0.0246(3) Uani 1 1 d . . . . .
O3 O 0.51398(16) 0.71326(14) 0.35226(5) 0.0233(3) Uani 1 1 d . . . . .
O4 O 0.42039(19) 0.38675(15) 0.34950(6) 0.0334(4) Uani 1 1 d . . . . .
H4 H 0.335842 0.367275 0.348874 0.050 Uiso 1 1 calc R U . . .
N6 N 0.1703(2) 0.2718(2) 0.35740(8) 0.0391(5) Uani 1 1 d . . . . .
C1 C 0.6505(2) 0.4753(2) 0.42991(7) 0.0205(4) Uani 1 1 d . . . . .
C2 C 0.6438(2) 0.55795(19) 0.38712(7) 0.0202(4) Uani 1 1 d . . . . .
H2 H 0.699434 0.517683 0.362822 0.024 Uiso 1 1 calc R U . . .
C3 C 0.4966(2) 0.5898(2) 0.36899(7) 0.0210(4) Uani 1 1 d . . . . .
H3 H 0.428797 0.590743 0.394329 0.025 Uiso 1 1 calc R U . . .
C4 C 0.4383(2) 0.5092(2) 0.33050(7) 0.0231(4) Uani 1 1 d . . . . .
C11 C 0.5767(2) 0.53958(19) 0.46902(7) 0.0219(4) Uani 1 1 d . . . . .
C12 C 0.4373(2) 0.5164(2) 0.47788(8) 0.0287(5) Uani 1 1 d . . . . .
H12 H 0.388153 0.456544 0.460580 0.034 Uiso 1 1 calc R U . . .
C13 C 0.3693(3) 0.5805(3) 0.51195(9) 0.0371(6) Uani 1 1 d . . . . .
H13 H 0.273720 0.564663 0.517500 0.045 Uiso 1 1 calc R U . . .
C14 C 0.4390(3) 0.6665(3) 0.53764(8) 0.0372(6) Uani 1 1 d . . . . .
H14 H 0.391746 0.710532 0.560647 0.045 Uiso 1 1 calc R U . . .
C15 C 0.5784(3) 0.6884(2) 0.52978(8) 0.0330(5) Uani 1 1 d . . . . .
H15 H 0.627445 0.746860 0.547724 0.040 Uiso 1 1 calc R U . . .
C16 C 0.6472(3) 0.6252(2) 0.49574(7) 0.0264(5) Uani 1 1 d . . . . .
H16 H 0.743157 0.640572 0.490658 0.032 Uiso 1 1 calc R U . . .
C21 C 0.8006(2) 0.4470(2) 0.44397(7) 0.0216(4) Uani 1 1 d . . . . .
C22 C 0.8181(2) 0.3668(2) 0.48038(8) 0.0277(5) Uani 1 1 d . . . . .
H22 H 0.738812 0.330661 0.494204 0.033 Uiso 1 1 calc R U . . .
C23 C 0.9493(3) 0.3391(2) 0.49661(9) 0.0343(6) Uani 1 1 d . . . . .
H23 H 0.959647 0.284636 0.521470 0.041 Uiso 1 1 calc R U . . .
C24 C 1.0653(3) 0.3911(2) 0.47649(9) 0.0354(6) Uani 1 1 d . . . . .
H24 H 1.155531 0.373227 0.487709 0.043 Uiso 1 1 calc R U . . .
C25 C 1.0493(3) 0.4686(2) 0.44026(9) 0.0343(6) Uani 1 1 d . . . . .
H25 H 1.129048 0.503555 0.426297 0.041 Uiso 1 1 calc R U . . .
C26 C 0.9176(2) 0.4965(2) 0.42376(8) 0.0272(5) Uani 1 1 d . . . . .
H26 H 0.908097 0.549781 0.398534 0.033 Uiso 1 1 calc R U . . .
C31 C 0.6101(2) 0.7747(2) 0.38074(7) 0.0230(5) Uani 1 1 d . . . . .
C32 C 0.5330(3) 0.8382(2) 0.41893(8) 0.0270(5) Uani 1 1 d . . . . .
H32A H 0.600897 0.869443 0.441146 0.032 Uiso 1 1 calc R U . . .
H32B H 0.472204 0.776615 0.434032 0.032 Uiso 1 1 calc R U . . .
C33 C 0.4448(3) 0.9470(2) 0.40181(9) 0.0333(5) Uani 1 1 d . . . . .
H33A H 0.370899 0.914763 0.381874 0.040 Uiso 1 1 calc R U . . .
H33B H 0.399639 0.989343 0.427422 0.040 Uiso 1 1 calc R U . . .
C34 C 0.5339(3) 1.0404(2) 0.37636(9) 0.0372(6) Uani 1 1 d . . . . .
H34A H 0.474281 1.108380 0.364717 0.045 Uiso 1 1 calc R U . . .
H34B H 0.602885 1.077782 0.396958 0.045 Uiso 1 1 calc R U . . .
C35 C 0.6089(3) 0.9778(2) 0.33771(9) 0.0330(5) Uani 1 1 d . . . . .
H35A H 0.670759 1.039309 0.323015 0.040 Uiso 1 1 calc R U . . .
H35B H 0.539906 0.949437 0.315359 0.040 Uiso 1 1 calc R U . . .
C36 C 0.6950(2) 0.8663(2) 0.35333(8) 0.0276(5) Uani 1 1 d . . . . .
H36A H 0.733600 0.822727 0.326891 0.033 Uiso 1 1 calc R U . . .
H36B H 0.773985 0.896634 0.371584 0.033 Uiso 1 1 calc R U . . .
C41 C 0.5416(2) 0.5014(2) 0.29182(7) 0.0260(5) Uani 1 1 d . . . . .
C42 C 0.5665(3) 0.6058(2) 0.26500(8) 0.0304(5) Uani 1 1 d . . . . .
H42 H 0.516656 0.680935 0.270256 0.036 Uiso 1 1 calc R U . . .
C43 C 0.6636(3) 0.6006(3) 0.23077(9) 0.0399(7) Uani 1 1 d . . . . .
H43 H 0.680581 0.672468 0.212978 0.048 Uiso 1 1 calc R U . . .
C44 C 0.7356(3) 0.4918(4) 0.22235(9) 0.0485(8) Uani 1 1 d . . . . .
H44 H 0.801789 0.488606 0.198802 0.058 Uiso 1 1 calc R U . . .
C45 C 0.7109(3) 0.3880(3) 0.24828(10) 0.0491(8) Uani 1 1 d . . . . .
H45 H 0.759902 0.312753 0.242411 0.059 Uiso 1 1 calc R U . . .
C46 C 0.6148(3) 0.3922(3) 0.28297(9) 0.0369(6) Uani 1 1 d . . . . .
H46 H 0.599049 0.320091 0.300746 0.044 Uiso 1 1 calc R U . . .
C51 C 0.2954(2) 0.5575(2) 0.31491(8) 0.0271(5) Uani 1 1 d . . . . .
C52 C 0.2158(3) 0.6402(2) 0.33964(9) 0.0332(6) Uani 1 1 d . . . . .
H52 H 0.252110 0.674453 0.366542 0.040 Uiso 1 1 calc R U . . .
C53 C 0.0824(3) 0.6738(3) 0.32536(10) 0.0433(7) Uani 1 1 d . . . . .
H53 H 0.028205 0.729786 0.342783 0.052 Uiso 1 1 calc R U . . .
C54 C 0.0294(3) 0.6258(3) 0.28596(11) 0.0499(8) Uani 1 1 d . . . . .
H54 H -0.061090 0.648654 0.276200 0.060 Uiso 1 1 calc R U . . .
C55 C 0.1088(3) 0.5446(3) 0.26099(10) 0.0485(8) Uani 1 1 d . . . . .
H55 H 0.072920 0.511873 0.233795 0.058 Uiso 1 1 calc R U . . .
C56 C 0.2405(3) 0.5102(3) 0.27517(9) 0.0374(6) Uani 1 1 d . . . . .
H56 H 0.293906 0.453902 0.257653 0.045 Uiso 1 1 calc R U . . .
C61 C 0.0441(3) 0.2878(3) 0.34003(11) 0.0485(7) Uani 1 1 d . . . . .
H61 H 0.033880 0.343949 0.315645 0.058 Uiso 1 1 calc R U . . .
C62 C -0.0720(3) 0.2271(3) 0.35562(12) 0.0554(8) Uani 1 1 d . . . . .
H62 H -0.160418 0.241607 0.342441 0.066 Uiso 1 1 calc R U . . .
C63 C -0.0579(3) 0.1451(3) 0.39059(11) 0.0527(8) Uani 1 1 d . . . . .
H63 H -0.136580 0.102414 0.402189 0.063 Uiso 1 1 calc R U . . .
C64 C 0.0710(3) 0.1257(3) 0.40852(11) 0.0494(7) Uani 1 1 d . . . . .
H64 H 0.084170 0.068218 0.432347 0.059 Uiso 1 1 calc R U . . .
C65 C 0.1815(3) 0.1918(3) 0.39114(10) 0.0411(6) Uani 1 1 d . . . . .
H65 H 0.270662 0.179454 0.404037 0.049 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.430(3) . ?
O1 H1 0.8400 . ?
O2 C2 1.433(3) . ?
O2 C31 1.436(3) . ?
O3 C31 1.418(3) . ?
O3 C3 1.424(3) . ?
O4 C4 1.440(3) . ?
O4 H4 0.8400 . ?
N6 C65 1.327(4) . ?
N6 C61 1.331(4) . ?
C1 C11 1.531(3) . ?
C1 C21 1.534(3) . ?
C1 C2 1.557(3) . ?
C2 C3 1.554(3) . ?
C2 H2 1.0000 . ?
C3 C4 1.544(3) . ?
C3 H3 1.0000 . ?
C4 C41 1.527(3) . ?
C4 C51 1.541(3) . ?
C11 C12 1.389(3) . ?
C11 C16 1.393(3) . ?
C12 C13 1.391(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.374(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.382(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.389(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C26 1.384(3) . ?
C21 C22 1.396(3) . ?
C22 C23 1.384(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.385(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.373(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.392(3) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C36 1.517(3) . ?
C31 C32 1.522(3) . ?
C32 C33 1.530(3) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.521(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.518(4) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.527(3) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C41 C46 1.390(3) . ?
C41 C42 1.397(3) . ?
C42 C43 1.386(4) . ?
C42 H42 0.9500 . ?
C43 C44 1.378(5) . ?
C43 H43 0.9500 . ?
C44 C45 1.376(5) . ?
C44 H44 0.9500 . ?
C45 C46 1.390(4) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C51 C52 1.385(4) . ?
C51 C56 1.395(3) . ?
C52 C53 1.400(3) . ?
C52 H52 0.9500 . ?
C53 C54 1.383(4) . ?
C53 H53 0.9500 . ?
C54 C55 1.377(5) . ?
C54 H54 0.9500 . ?
C55 C56 1.386(4) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C61 C62 1.375(4) . ?
C61 H61 0.9500 . ?
C62 C63 1.372(5) . ?
C62 H62 0.9500 . ?
C63 C64 1.367(5) . ?
C63 H63 0.9500 . ?
C64 C65 1.379(4) . ?
C64 H64 0.9500 . ?
C65 H65 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1 109.5 . . ?
C2 O2 C31 110.16(15) . . ?
C31 O3 C3 107.26(15) . . ?
C4 O4 H4 109.5 . . ?
C65 N6 C61 117.0(2) . . ?
O1 C1 C11 111.01(17) . . ?
O1 C1 C21 105.61(17) . . ?
C11 C1 C21 108.45(17) . . ?
O1 C1 C2 108.94(16) . . ?
C11 C1 C2 110.61(17) . . ?
C21 C1 C2 112.13(17) . . ?
O2 C2 C3 102.91(16) . . ?
O2 C2 C1 109.28(16) . . ?
C3 C2 C1 116.70(17) . . ?
O2 C2 H2 109.2 . . ?
C3 C2 H2 109.2 . . ?
C1 C2 H2 109.2 . . ?
O3 C3 C4 107.46(16) . . ?
O3 C3 C2 102.68(17) . . ?
C4 C3 C2 117.95(18) . . ?
O3 C3 H3 109.4 . . ?
C4 C3 H3 109.4 . . ?
C2 C3 H3 109.4 . . ?
O4 C4 C41 109.05(19) . . ?
O4 C4 C51 108.54(17) . . ?
C41 C4 C51 111.75(18) . . ?
O4 C4 C3 104.99(16) . . ?
C41 C4 C3 110.99(18) . . ?
C51 C4 C3 111.25(18) . . ?
C12 C11 C16 118.6(2) . . ?
C12 C11 C1 120.9(2) . . ?
C16 C11 C1 120.52(19) . . ?
C11 C12 C13 120.4(2) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C14 C13 C12 120.7(2) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 119.5(2) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C14 C15 C16 120.3(2) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C11 120.6(2) . . ?
C15 C16 H16 119.7 . . ?
C11 C16 H16 119.7 . . ?
C26 C21 C22 118.5(2) . . ?
C26 C21 C1 124.79(19) . . ?
C22 C21 C1 116.7(2) . . ?
C23 C22 C21 121.0(2) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C22 C23 C24 119.8(2) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C25 C24 C23 119.7(2) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 120.7(2) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C21 C26 C25 120.2(2) . . ?
C21 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
O3 C31 O2 105.36(16) . . ?
O3 C31 C36 109.11(17) . . ?
O2 C31 C36 108.43(18) . . ?
O3 C31 C32 109.87(18) . . ?
O2 C31 C32 111.54(18) . . ?
C36 C31 C32 112.27(19) . . ?
C31 C32 C33 111.08(19) . . ?
C31 C32 H32A 109.4 . . ?
C33 C32 H32A 109.4 . . ?
C31 C32 H32B 109.4 . . ?
C33 C32 H32B 109.4 . . ?
H32A C32 H32B 108.0 . . ?
C34 C33 C32 110.8(2) . . ?
C34 C33 H33A 109.5 . . ?
C32 C33 H33A 109.5 . . ?
C34 C33 H33B 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 108.1 . . ?
C35 C34 C33 111.0(2) . . ?
C35 C34 H34A 109.4 . . ?
C33 C34 H34A 109.4 . . ?
C35 C34 H34B 109.4 . . ?
C33 C34 H34B 109.4 . . ?
H34A C34 H34B 108.0 . . ?
C34 C35 C36 111.8(2) . . ?
C34 C35 H35A 109.3 . . ?
C36 C35 H35A 109.3 . . ?
C34 C35 H35B 109.3 . . ?
C36 C35 H35B 109.3 . . ?
H35A C35 H35B 107.9 . . ?
C31 C36 C35 112.2(2) . . ?
C31 C36 H36A 109.2 . . ?
C35 C36 H36A 109.2 . . ?
C31 C36 H36B 109.2 . . ?
C35 C36 H36B 109.2 . . ?
H36A C36 H36B 107.9 . . ?
C46 C41 C42 118.5(2) . . ?
C46 C41 C4 121.3(2) . . ?
C42 C41 C4 120.1(2) . . ?
C43 C42 C41 120.4(3) . . ?
C43 C42 H42 119.8 . . ?
C41 C42 H42 119.8 . . ?
C44 C43 C42 120.5(3) . . ?
C44 C43 H43 119.7 . . ?
C42 C43 H43 119.7 . . ?
C45 C44 C43 119.6(3) . . ?
C45 C44 H44 120.2 . . ?
C43 C44 H44 120.2 . . ?
C44 C45 C46 120.6(3) . . ?
C44 C45 H45 119.7 . . ?
C46 C45 H45 119.7 . . ?
C45 C46 C41 120.4(3) . . ?
C45 C46 H46 119.8 . . ?
C41 C46 H46 119.8 . . ?
C52 C51 C56 118.5(2) . . ?
C52 C51 C4 123.1(2) . . ?
C56 C51 C4 118.3(2) . . ?
C51 C52 C53 120.6(3) . . ?
C51 C52 H52 119.7 . . ?
C53 C52 H52 119.7 . . ?
C54 C53 C52 120.2(3) . . ?
C54 C53 H53 119.9 . . ?
C52 C53 H53 119.9 . . ?
C55 C54 C53 119.4(3) . . ?
C55 C54 H54 120.3 . . ?
C53 C54 H54 120.3 . . ?
C54 C55 C56 120.6(3) . . ?
C54 C55 H55 119.7 . . ?
C56 C55 H55 119.7 . . ?
C55 C56 C51 120.7(3) . . ?
C55 C56 H56 119.7 . . ?
C51 C56 H56 119.7 . . ?
N6 C61 C62 123.2(3) . . ?
N6 C61 H61 118.4 . . ?
C62 C61 H61 118.4 . . ?
C63 C62 C61 118.7(3) . . ?
C63 C62 H62 120.6 . . ?
C61 C62 H62 120.6 . . ?
C64 C63 C62 119.1(3) . . ?
C64 C63 H63 120.5 . . ?
C62 C63 H63 120.5 . . ?
C63 C64 C65 118.3(3) . . ?
C63 C64 H64 120.9 . . ?
C65 C64 H64 120.9 . . ?
N6 C65 C64 123.7(3) . . ?
N6 C65 H65 118.1 . . ?
C64 C65 H65 118.1 . . ?

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
C31 O2 C2 C3 -7.5(2) . . . . ?
C31 O2 C2 C1 -132.17(18) . . . . ?
O1 C1 C2 O2 178.07(17) . . . . ?
C11 C1 C2 O2 55.8(2) . . . . ?
C21 C1 C2 O2 -65.4(2) . . . . ?
O1 C1 C2 C3 61.9(2) . . . . ?
C11 C1 C2 C3 -60.4(2) . . . . ?
C21 C1 C2 C3 178.43(18) . . . . ?
C31 O3 C3 C4 -159.71(17) . . . . ?
C31 O3 C3 C2 -34.7(2) . . . . ?
O2 C2 C3 O3 25.28(19) . . . . ?
C1 C2 C3 O3 144.92(17) . . . . ?
O2 C2 C3 C4 143.15(18) . . . . ?
C1 C2 C3 C4 -97.2(2) . . . . ?
O3 C3 C4 O4 -178.89(17) . . . . ?
C2 C3 C4 O4 65.8(2) . . . . ?
O3 C3 C4 C41 63.4(2) . . . . ?
C2 C3 C4 C41 -51.9(2) . . . . ?
O3 C3 C4 C51 -61.7(2) . . . . ?
C2 C3 C4 C51 -176.98(18) . . . . ?
O1 C1 C11 C12 -28.4(3) . . . . ?
C21 C1 C11 C12 -144.0(2) . . . . ?
C2 C1 C11 C12 92.7(2) . . . . ?
O1 C1 C11 C16 153.33(19) . . . . ?
C21 C1 C11 C16 37.7(3) . . . . ?
C2 C1 C11 C16 -85.6(2) . . . . ?
C16 C11 C12 C13 1.8(3) . . . . ?
C1 C11 C12 C13 -176.5(2) . . . . ?
C11 C12 C13 C14 -0.7(4) . . . . ?
C12 C13 C14 C15 -0.7(4) . . . . ?
C13 C14 C15 C16 0.9(4) . . . . ?
C14 C15 C16 C11 0.3(4) . . . . ?
C12 C11 C16 C15 -1.6(3) . . . . ?
C1 C11 C16 C15 176.7(2) . . . . ?
O1 C1 C21 C26 123.6(2) . . . . ?
C11 C1 C21 C26 -117.3(2) . . . . ?
C2 C1 C21 C26 5.1(3) . . . . ?
O1 C1 C21 C22 -57.5(2) . . . . ?
C11 C1 C21 C22 61.5(2) . . . . ?
C2 C1 C21 C22 -176.04(19) . . . . ?
C26 C21 C22 C23 1.3(3) . . . . ?
C1 C21 C22 C23 -177.6(2) . . . . ?
C21 C22 C23 C24 -0.2(4) . . . . ?
C22 C23 C24 C25 -0.7(4) . . . . ?
C23 C24 C25 C26 0.6(4) . . . . ?
C22 C21 C26 C25 -1.4(3) . . . . ?
C1 C21 C26 C25 177.4(2) . . . . ?
C24 C25 C26 C21 0.5(4) . . . . ?
C3 O3 C31 O2 30.7(2) . . . . ?
C3 O3 C31 C36 146.94(18) . . . . ?
C3 O3 C31 C32 -89.6(2) . . . . ?
C2 O2 C31 O3 -13.2(2) . . . . ?
C2 O2 C31 C36 -129.94(18) . . . . ?
C2 O2 C31 C32 105.9(2) . . . . ?
O3 C31 C32 C33 -67.9(2) . . . . ?
O2 C31 C32 C33 175.67(18) . . . . ?
C36 C31 C32 C33 53.7(3) . . . . ?
C31 C32 C33 C34 -56.3(3) . . . . ?
C32 C33 C34 C35 57.2(3) . . . . ?
C33 C34 C35 C36 -55.2(3) . . . . ?
O3 C31 C36 C35 70.1(2) . . . . ?
O2 C31 C36 C35 -175.65(19) . . . . ?
C32 C31 C36 C35 -52.0(3) . . . . ?
C34 C35 C36 C31 52.6(3) . . . . ?
O4 C4 C41 C46 -7.6(3) . . . . ?
C51 C4 C41 C46 -127.6(2) . . . . ?
C3 C4 C41 C46 107.6(2) . . . . ?
O4 C4 C41 C42 173.75(19) . . . . ?
C51 C4 C41 C42 53.8(3) . . . . ?
C3 C4 C41 C42 -71.1(3) . . . . ?
C46 C41 C42 C43 -0.9(3) . . . . ?
C4 C41 C42 C43 177.9(2) . . . . ?
C41 C42 C43 C44 0.8(4) . . . . ?
C42 C43 C44 C45 -0.2(4) . . . . ?
C43 C44 C45 C46 -0.4(4) . . . . ?
C44 C45 C46 C41 0.4(4) . . . . ?
C42 C41 C46 C45 0.3(4) . . . . ?
C4 C41 C46 C45 -178.4(2) . . . . ?
O4 C4 C51 C52 99.6(3) . . . . ?
C41 C4 C51 C52 -140.1(2) . . . . ?
C3 C4 C51 C52 -15.4(3) . . . . ?
O4 C4 C51 C56 -76.8(3) . . . . ?
C41 C4 C51 C56 43.5(3) . . . . ?
C3 C4 C51 C56 168.2(2) . . . . ?
C56 C51 C52 C53 1.0(4) . . . . ?
C4 C51 C52 C53 -175.3(2) . . . . ?
C51 C52 C53 C54 -0.9(4) . . . . ?
C52 C53 C54 C55 0.1(4) . . . . ?
C53 C54 C55 C56 0.4(4) . . . . ?
C54 C55 C56 C51 -0.2(4) . . . . ?
C52 C51 C56 C55 -0.5(4) . . . . ?
C4 C51 C56 C55 176.1(2) . . . . ?
C65 N6 C61 C62 0.6(5) . . . . ?
N6 C61 C62 C63 -0.5(5) . . . . ?
C61 C62 C63 C64 -0.5(5) . . . . ?
C62 C63 C64 C65 1.3(5) . . . . ?
C61 N6 C65 C64 0.2(4) . . . . ?
C63 C64 C65 N6 -1.2(5) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4.00 2.00 -1.00 0.2080
-4.00 3.00 1.00 0.2080
-4.00 1.00 3.00 0.1970
-3.00 0.00 -4.00 0.1800
-3.00 -1.00 -1.00 0.1650
-2.00 -1.00 -3.00 0.1540
-2.00 -1.00 4.00 0.1710
-1.00 -1.00 -2.00 0.1400
-1.00 -3.00 4.00 0.1250
-1.00 1.00 -4.00 0.1830
-1.00 1.00 4.00 0.2260
-1.00 -1.00 3.00 0.1450
-1.00 0.00 -2.00 0.1700
-1.00 0.00 3.00 0.1900
-1.00 -4.00 -4.00 0.1050
-1.00 -2.00 -4.00 0.1140
-1.00 -4.00 1.00 0.1040
-1.00 3.00 -4.00 0.1620
0.00 1.00 -3.00 0.1390
0.00 -1.00 3.00 0.1260
0.00 -1.00 4.00 0.1210
0.00 -1.00 -4.00 0.1090
0.00 1.00 3.00 0.2090
0.00 -4.00 -1.00 0.1130
0.00 1.00 -2.00 0.1260
1.00 -3.00 -4.00 0.1400
1.00 1.00 3.00 0.1020
1.00 -1.00 -3.00 0.1630
1.00 2.00 -2.00 0.1540
2.00 -2.00 -3.00 0.1870
3.00 0.00 2.00 0.2050

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 O4 0.84 1.85 2.688(2) 173 . yes
O4 H4 N6 0.84 1.91 2.713(3) 160 . yes
C26 H26 O2 0.95 2.42 2.964(3) 116 . yes
C42 H42 O3 0.95 2.48 2.895(3) 107 . yes
C46 H46 O4 0.95 2.36 2.731(3) 102 . yes
C52 H52 O3 0.95 2.59 2.997(3) 106 . yes

_refine_diff_density_max         0.246
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.043


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: pyridine'
####################################################################### 
# 
# 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_aq075
_database_code_depnum_ccdc_archive 'CCDC 2341186'
loop_
_audit_author_name
_audit_author_address
'Eric Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2024-03-18 deposited with the CCDC.	2025-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
(4R,5R)-Bis(diphenyldioxymethyl)-2-spiro-1'-cyclohexane-1,3-dioxane
_chemical_name_common            ?
_chemical_temperature_decomposition 353.64
_chemical_formula_moiety         'C34 H34 O4, C6 H7 N'
_chemical_formula_sum            'C40 H41 N O4'
_chemical_formula_weight         599.74

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

_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   9.3267(9)
_cell_length_b                   9.9858(10)
_cell_length_c                   18.1928(19)
_cell_angle_alpha                81.945(4)
_cell_angle_beta                 78.493(4)
_cell_angle_gamma                87.890(4)
_cell_volume                     1643.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9775
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      28.24

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.448
_exptl_crystal_size_mid          0.414
_exptl_crystal_size_min          0.076
_exptl_absorpt_coefficient_mu    0.077
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8173
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS V2016/2 (Krause, 2015)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_power             70
_diffrn_source_voltage           50
_diffrn_source_current           1.4
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Bruker PHOTON II 7 detector'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            159107
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_av_R_equivalents  0.0575
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.060
_diffrn_reflns_theta_max         28.264
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             16225
_reflns_number_gt                14347
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.993
_reflns_Friedel_fraction_max     0.992
_reflns_Friedel_fraction_full    0.990

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service V6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015a)'
_computing_structure_refinement  
'SHELXL-2019/2 (Sheldrick, 2015b)  and ShelXle (Hübschle, 2011)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2012)'
_computing_publication_material  
'PLATON (Spek, 2009) and MERCURY (Macrae, 2008)'

_refine_special_details          
;
All non-hydrogen atoms were refined anisotropically. Carbon-bound H atoms were
placed in calculated positions and were included in the refinement in the riding
model approximation, with Uiso(H) set to 1.2 Ueq(C).

The H atoms of the methyl group were allowed to rotate with a fixed angle
around the C---C bond to best fit the experimental electron density (HFIX 137
in the SHELXL program (Sheldrick, 2015)), with Uiso(H) set to
1.5Ueq(C).

The H atom of the hydroxyl group was allowed to rotate with a fixed angle around
the C---O bond to best fit the experimental electron density (HFIX 147 in the
SHELXL program (Sheldrick, 2015)), with Uiso(H) set to
1.5Ueq(O).

A number of reflections with large differences between their observed and
calculated intensities were omitted.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0596P)²+0.2560P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.067(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 6520 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         16225
_refine_ls_number_parameters     818
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_ref         0.1167
_refine_ls_wR_factor_gt          0.1032
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_restrained_S_all      1.127
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O11 O 0.32014(18) 0.93557(16) 0.23323(9) 0.0286(3) Uani 1 1 d . . . . .
H11 H 0.277973 0.949677 0.196120 0.043 Uiso 1 1 calc R U . . .
O12 O 0.15329(17) 0.64009(16) 0.35863(9) 0.0272(3) Uani 1 1 d . . . . .
O13 O 0.36737(17) 0.52354(16) 0.33521(9) 0.0282(3) Uani 1 1 d . . . . .
O14 O 0.5073(2) 0.75765(17) 0.16630(10) 0.0356(4) Uani 1 1 d . . . . .
H14 H 0.458080 0.817442 0.188632 0.053 Uiso 1 1 calc R U . . .
O21 O 0.5093(2) 0.34202(18) 0.83040(10) 0.0356(4) Uani 1 1 d . . . . .
H21 H 0.554818 0.411076 0.806823 0.053 Uiso 1 1 calc R U . . .
O22 O 0.66270(17) 0.18236(16) 0.66367(9) 0.0288(3) Uani 1 1 d . . . . .
O23 O 0.87403(16) 0.29984(16) 0.64474(9) 0.0265(3) Uani 1 1 d . . . . .
O24 O 0.68546(17) 0.54814(16) 0.76129(9) 0.0279(3) Uani 1 1 d . . . . .
H24 H 0.723500 0.539861 0.799845 0.042 Uiso 1 1 calc R U . . .
N3 N 0.7890(3) 0.5141(3) 0.89401(13) 0.0468(6) Uani 1 1 d . . . . .
N4 N 0.2217(3) 0.9551(3) 0.10050(14) 0.0496(6) Uani 1 1 d . . . . .
C11 C 0.2215(2) 0.8680(2) 0.29786(12) 0.0234(4) Uani 1 1 d . . . . .
C12 C 0.2400(2) 0.7135(2) 0.29274(12) 0.0232(4) Uani 1 1 d . . . . .
H12 H 0.205708 0.693172 0.246827 0.028 Uiso 1 1 calc R U . . .
C13 C 0.3962(2) 0.6535(2) 0.29207(12) 0.0239(4) Uani 1 1 d . . . . .
H13 H 0.450676 0.709026 0.318941 0.029 Uiso 1 1 calc R U . . .
C14 C 0.4921(2) 0.6322(2) 0.21459(12) 0.0257(4) Uani 1 1 d . . . . .
C21 C 0.5335(2) 0.2360(2) 0.78503(12) 0.0257(4) Uani 1 1 d . . . . .
C22 C 0.6274(2) 0.2917(2) 0.70675(12) 0.0240(4) Uani 1 1 d . . . . .
H22 H 0.569899 0.361824 0.679729 0.029 Uiso 1 1 calc R U . . .
C23 C 0.7796(2) 0.3489(2) 0.70718(12) 0.0230(4) Uani 1 1 d . . . . .
H23 H 0.811365 0.309381 0.755036 0.028 Uiso 1 1 calc R U . . .
C24 C 0.7895(2) 0.5066(2) 0.69849(12) 0.0232(4) Uani 1 1 d . . . . .
C31 C 0.8368(5) 0.3500(4) 1.02492(18) 0.0560(8) Uani 1 1 d . . . . .
C32 C 0.9501(4) 0.3899(5) 0.9651(2) 0.0634(10) Uani 1 1 d . . . . .
H32 H 1.047604 0.361741 0.967723 0.076 Uiso 1 1 calc R U . . .
C33 C 0.9217(4) 0.4704(4) 0.90189(18) 0.0579(9) Uani 1 1 d . . . . .
H33 H 1.001577 0.496160 0.861570 0.069 Uiso 1 1 calc R U . . .
C34 C 0.6797(4) 0.4786(4) 0.95267(17) 0.0499(7) Uani 1 1 d . . . . .
H34 H 0.583701 0.510020 0.949008 0.060 Uiso 1 1 calc R U . . .
C35 C 0.6994(4) 0.3993(4) 1.01777(17) 0.0547(8) Uani 1 1 d . . . . .
H35 H 0.618192 0.378119 1.058081 0.066 Uiso 1 1 calc R U . . .
C36 C 0.8596(7) 0.2577(5) 1.0943(3) 0.0931(17) Uani 1 1 d . . . . .
H36A H 0.807012 0.294002 1.139571 0.140 Uiso 1 1 calc R U . . .
H36B H 0.964237 0.251124 1.095324 0.140 Uiso 1 1 calc R U . . .
H36C H 0.822230 0.167670 1.093186 0.140 Uiso 1 1 calc R U . . .
C41 C 0.2054(5) 0.8512(4) -0.03225(18) 0.0593(9) Uani 1 1 d . . . . .
C42 C 0.3325(4) 0.9041(4) -0.02214(18) 0.0585(9) Uani 1 1 d . . . . .
H42 H 0.417823 0.906386 -0.060852 0.070 Uiso 1 1 calc R U . . .
C43 C 0.3363(4) 0.9536(4) 0.04369(17) 0.0522(8) Uani 1 1 d . . . . .
H43 H 0.426038 0.989071 0.049308 0.063 Uiso 1 1 calc R U . . .
C44 C 0.0972(4) 0.9058(4) 0.09053(18) 0.0586(9) Uani 1 1 d . . . . .
H44 H 0.013216 0.906330 0.129871 0.070 Uiso 1 1 calc R U . . .
C45 C 0.0846(4) 0.8542(5) 0.0258(2) 0.0660(10) Uani 1 1 d . . . . .
H45 H -0.006652 0.820655 0.020989 0.079 Uiso 1 1 calc R U . . .
C46 C 0.1983(8) 0.7927(6) -0.1033(3) 0.0992(18) Uani 1 1 d . . . . .
H46A H 0.240821 0.701370 -0.100446 0.149 Uiso 1 1 calc R U . . .
H46B H 0.253410 0.850057 -0.147210 0.149 Uiso 1 1 calc R U . . .
H46C H 0.095997 0.788617 -0.108457 0.149 Uiso 1 1 calc R U . . .
C111 C 0.0667(2) 0.9213(2) 0.29365(12) 0.0237(4) Uani 1 1 d . . . . .
C112 C 0.0454(3) 1.0615(2) 0.28873(14) 0.0306(5) Uani 1 1 d . . . . .
H112 H 0.123724 1.118118 0.290848 0.037 Uiso 1 1 calc R U . . .
C113 C -0.0898(3) 1.1182(3) 0.28078(15) 0.0367(5) Uani 1 1 d . . . . .
H113 H -0.103186 1.213477 0.276924 0.044 Uiso 1 1 calc R U . . .
C114 C -0.2046(3) 1.0368(3) 0.27846(16) 0.0388(6) Uani 1 1 d . . . . .
H114 H -0.296713 1.076037 0.272672 0.047 Uiso 1 1 calc R U . . .
C115 C -0.1854(3) 0.8985(3) 0.28454(16) 0.0366(5) Uani 1 1 d . . . . .
H115 H -0.264798 0.842241 0.283532 0.044 Uiso 1 1 calc R U . . .
C116 C -0.0495(3) 0.8406(2) 0.29219(13) 0.0296(5) Uani 1 1 d . . . . .
H116 H -0.036977 0.745189 0.296415 0.036 Uiso 1 1 calc R U . . .
C121 C 0.2654(2) 0.9031(2) 0.36908(13) 0.0256(4) Uani 1 1 d . . . . .
C122 C 0.1704(3) 0.8799(2) 0.43885(13) 0.0304(5) Uani 1 1 d . . . . .
H122 H 0.074935 0.846854 0.441791 0.037 Uiso 1 1 calc R U . . .
C123 C 0.2142(3) 0.9046(3) 0.50429(15) 0.0390(6) Uani 1 1 d . . . . .
H123 H 0.149102 0.887653 0.551823 0.047 Uiso 1 1 calc R U . . .
C124 C 0.3520(4) 0.9537(3) 0.50034(18) 0.0473(7) Uani 1 1 d . . . . .
H124 H 0.382183 0.969680 0.545210 0.057 Uiso 1 1 calc R U . . .
C125 C 0.4461(3) 0.9798(3) 0.43132(19) 0.0448(7) Uani 1 1 d . . . . .
H125 H 0.540396 1.015276 0.428571 0.054 Uiso 1 1 calc R U . . .
C126 C 0.4032(3) 0.9542(3) 0.36568(16) 0.0353(5) Uani 1 1 d . . . . .
H126 H 0.468594 0.971797 0.318279 0.042 Uiso 1 1 calc R U . . .
C131 C 0.2369(2) 0.5303(2) 0.38937(12) 0.0246(4) Uani 1 1 d . . . . .
C132 C 0.2716(3) 0.5562(2) 0.46435(13) 0.0295(5) Uani 1 1 d . . . . .
H13A H 0.179804 0.576920 0.498914 0.035 Uiso 1 1 calc R U . . .
H13B H 0.336090 0.635721 0.455630 0.035 Uiso 1 1 calc R U . . .
C133 C 0.3471(3) 0.4334(3) 0.50160(15) 0.0360(5) Uani 1 1 d . . . . .
H13C H 0.444804 0.419759 0.470204 0.043 Uiso 1 1 calc R U . . .
H13D H 0.360996 0.450664 0.551987 0.043 Uiso 1 1 calc R U . . .
C134 C 0.2565(3) 0.3058(3) 0.51048(15) 0.0388(6) Uani 1 1 d . . . . .
H13E H 0.309007 0.227578 0.532995 0.047 Uiso 1 1 calc R U . . .
H13F H 0.161760 0.316557 0.545163 0.047 Uiso 1 1 calc R U . . .
C135 C 0.2291(3) 0.2791(2) 0.43418(15) 0.0369(5) Uani 1 1 d . . . . .
H13G H 0.167436 0.197929 0.441304 0.044 Uiso 1 1 calc R U . . .
H13H H 0.323458 0.261155 0.400867 0.044 Uiso 1 1 calc R U . . .
C136 C 0.1527(3) 0.4003(2) 0.39654(15) 0.0321(5) Uani 1 1 d . . . . .
H13I H 0.142522 0.383070 0.345559 0.038 Uiso 1 1 calc R U . . .
H13J H 0.053290 0.410905 0.426830 0.038 Uiso 1 1 calc R U . . .
C141 C 0.6482(2) 0.5858(2) 0.22300(13) 0.0278(4) Uani 1 1 d . . . . .
C142 C 0.6874(3) 0.5306(3) 0.29075(15) 0.0339(5) Uani 1 1 d . . . . .
H142 H 0.615010 0.518598 0.335895 0.041 Uiso 1 1 calc R U . . .
C143 C 0.8318(3) 0.4927(3) 0.29315(17) 0.0388(6) Uani 1 1 d . . . . .
H143 H 0.857099 0.455676 0.339938 0.047 Uiso 1 1 calc R U . . .
C144 C 0.9378(3) 0.5085(3) 0.22841(17) 0.0401(6) Uani 1 1 d . . . . .
H144 H 1.035977 0.481414 0.230098 0.048 Uiso 1 1 calc R U . . .
C145 C 0.9006(3) 0.5640(3) 0.16095(18) 0.0452(7) Uani 1 1 d . . . . .
H145 H 0.973789 0.576203 0.116104 0.054 Uiso 1 1 calc R U . . .
C146 C 0.7573(3) 0.6023(3) 0.15801(16) 0.0397(6) Uani 1 1 d . . . . .
H146 H 0.733257 0.640210 0.111082 0.048 Uiso 1 1 calc R U . . .
C151 C 0.4235(3) 0.5286(3) 0.17717(13) 0.0310(5) Uani 1 1 d . . . . .
C152 C 0.3563(3) 0.5703(3) 0.11678(16) 0.0431(6) Uani 1 1 d . . . . .
H152 H 0.352323 0.663792 0.097998 0.052 Uiso 1 1 calc R U . . .
C153 C 0.2939(4) 0.4757(5) 0.0831(2) 0.0611(10) Uani 1 1 d . . . . .
H153 H 0.247973 0.505508 0.041433 0.073 Uiso 1 1 calc R U . . .
C154 C 0.2981(4) 0.3409(5) 0.1093(2) 0.0662(11) Uani 1 1 d . . . . .
H154 H 0.254829 0.277281 0.086321 0.079 Uiso 1 1 calc R U . . .
C155 C 0.3656(4) 0.2975(4) 0.1695(2) 0.0563(9) Uani 1 1 d . . . . .
H155 H 0.368921 0.203807 0.187878 0.068 Uiso 1 1 calc R U . . .
C156 C 0.4287(3) 0.3903(3) 0.20321(16) 0.0404(6) Uani 1 1 d . . . . .
H156 H 0.475802 0.359646 0.244303 0.048 Uiso 1 1 calc R U . . .
C211 C 0.6103(3) 0.1166(2) 0.82488(13) 0.0309(5) Uani 1 1 d . . . . .
C212 C 0.6721(3) 0.1331(3) 0.88640(17) 0.0449(7) Uani 1 1 d . . . . .
H212 H 0.668797 0.219193 0.903316 0.054 Uiso 1 1 calc R U . . .
C213 C 0.7392(4) 0.0240(4) 0.9235(2) 0.0632(10) Uani 1 1 d . . . . .
H213 H 0.781099 0.036611 0.965450 0.076 Uiso 1 1 calc R U . . .
C214 C 0.7454(4) -0.1008(4) 0.9003(2) 0.0665(11) Uani 1 1 d . . . . .
H214 H 0.791575 -0.174425 0.925747 0.080 Uiso 1 1 calc R U . . .
C215 C 0.6838(4) -0.1187(3) 0.8394(2) 0.0575(9) Uani 1 1 d . . . . .
H215 H 0.687249 -0.205312 0.823045 0.069 Uiso 1 1 calc R U . . .
C216 C 0.6169(3) -0.0112(3) 0.80191(16) 0.0407(6) Uani 1 1 d . . . . .
H216 H 0.575062 -0.024788 0.760044 0.049 Uiso 1 1 calc R U . . .
C221 C 0.3810(2) 0.1915(2) 0.77809(13) 0.0271(4) Uani 1 1 d . . . . .
C222 C 0.2721(3) 0.1820(3) 0.84334(15) 0.0387(6) Uani 1 1 d . . . . .
H222 H 0.294467 0.203259 0.889058 0.046 Uiso 1 1 calc R U . . .
C223 C 0.1320(3) 0.1421(3) 0.84256(17) 0.0444(6) Uani 1 1 d . . . . .
H223 H 0.059531 0.135917 0.887704 0.053 Uiso 1 1 calc R U . . .
C224 C 0.0965(3) 0.1110(3) 0.77676(17) 0.0400(6) Uani 1 1 d . . . . .
H224 H 0.000210 0.083752 0.776280 0.048 Uiso 1 1 calc R U . . .
C225 C 0.2031(3) 0.1203(3) 0.71180(16) 0.0387(6) Uani 1 1 d . . . . .
H225 H 0.179782 0.098995 0.666282 0.046 Uiso 1 1 calc R U . . .
C226 C 0.3444(3) 0.1604(3) 0.71202(14) 0.0344(5) Uani 1 1 d . . . . .
H226 H 0.416402 0.166527 0.666687 0.041 Uiso 1 1 calc R U . . .
C231 C 0.7985(2) 0.2075(2) 0.61274(12) 0.0232(4) Uani 1 1 d . . . . .
C232 C 0.8835(3) 0.0751(2) 0.61006(14) 0.0293(5) Uani 1 1 d . . . . .
H23A H 0.887134 0.033303 0.662323 0.035 Uiso 1 1 calc R U . . .
H23B H 0.985196 0.093528 0.582716 0.035 Uiso 1 1 calc R U . . .
C233 C 0.8141(3) -0.0238(2) 0.57072(15) 0.0336(5) Uani 1 1 d . . . . .
H23C H 0.875297 -0.106673 0.567449 0.040 Uiso 1 1 calc R U . . .
H23D H 0.716077 -0.049751 0.600708 0.040 Uiso 1 1 calc R U . . .
C234 C 0.8003(3) 0.0410(3) 0.49144(15) 0.0360(5) Uani 1 1 d . . . . .
H23E H 0.898808 0.062442 0.460631 0.043 Uiso 1 1 calc R U . . .
H23F H 0.754089 -0.023515 0.466761 0.043 Uiso 1 1 calc R U . . .
C235 C 0.7082(3) 0.1698(3) 0.49514(14) 0.0332(5) Uani 1 1 d . . . . .
H23G H 0.607623 0.147123 0.522784 0.040 Uiso 1 1 calc R U . . .
H23H H 0.702519 0.211802 0.443172 0.040 Uiso 1 1 calc R U . . .
C236 C 0.7740(3) 0.2705(2) 0.53509(13) 0.0282(5) Uani 1 1 d . . . . .
H23I H 0.868518 0.303067 0.503475 0.034 Uiso 1 1 calc R U . . .
H23J H 0.707390 0.349517 0.540724 0.034 Uiso 1 1 calc R U . . .
C241 C 0.7456(2) 0.5733(2) 0.62559(13) 0.0243(4) Uani 1 1 d . . . . .
C242 C 0.6034(3) 0.6204(2) 0.62505(15) 0.0320(5) Uani 1 1 d . . . . .
H242 H 0.533281 0.614519 0.671047 0.038 Uiso 1 1 calc R U . . .
C243 C 0.5637(3) 0.6760(3) 0.55738(17) 0.0397(6) Uani 1 1 d . . . . .
H243 H 0.466085 0.706809 0.557338 0.048 Uiso 1 1 calc R U . . .
C244 C 0.6654(3) 0.6868(3) 0.49019(16) 0.0403(6) Uani 1 1 d . . . . .
H244 H 0.637742 0.724734 0.444115 0.048 Uiso 1 1 calc R U . . .
C245 C 0.8072(3) 0.6420(2) 0.49038(14) 0.0344(5) Uani 1 1 d . . . . .
H245 H 0.877614 0.649904 0.444449 0.041 Uiso 1 1 calc R U . . .
C246 C 0.8467(3) 0.5856(2) 0.55773(13) 0.0289(5) Uani 1 1 d . . . . .
H246 H 0.944407 0.554865 0.557420 0.035 Uiso 1 1 calc R U . . .
C251 C 0.9410(2) 0.5556(2) 0.70269(12) 0.0251(4) Uani 1 1 d . . . . .
C252 C 0.9526(3) 0.6933(2) 0.70836(14) 0.0300(5) Uani 1 1 d . . . . .
H252 H 0.869536 0.751031 0.707386 0.036 Uiso 1 1 calc R U . . .
C253 C 1.0835(3) 0.7459(3) 0.71535(15) 0.0366(5) Uani 1 1 d . . . . .
H253 H 1.089704 0.839127 0.719724 0.044 Uiso 1 1 calc R U . . .
C254 C 1.2057(3) 0.6628(3) 0.71596(16) 0.0390(6) Uani 1 1 d . . . . .
H254 H 1.295534 0.698863 0.721033 0.047 Uiso 1 1 calc R U . . .
C255 C 1.1966(3) 0.5274(3) 0.70919(16) 0.0382(6) Uani 1 1 d . . . . .
H255 H 1.280715 0.470654 0.708925 0.046 Uiso 1 1 calc R U . . .
C256 C 1.0640(3) 0.4737(2) 0.70274(14) 0.0315(5) Uani 1 1 d . . . . .
H256 H 1.058235 0.380476 0.698360 0.038 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O11 C11 1.441(2) . ?
O11 H11 0.8400 . ?
O12 C12 1.428(2) . ?
O12 C131 1.436(3) . ?
O13 C131 1.411(3) . ?
O13 C13 1.424(3) . ?
O14 C14 1.420(3) . ?
O14 H14 0.8400 . ?
O21 C21 1.417(3) . ?
O21 H21 0.8400 . ?
O22 C231 1.420(3) . ?
O22 C22 1.423(3) . ?
O23 C23 1.426(3) . ?
O23 C231 1.431(3) . ?
O24 C24 1.442(2) . ?
O24 H24 0.8400 . ?
N3 C33 1.326(5) . ?
N3 C34 1.338(4) . ?
N4 C43 1.331(4) . ?
N4 C44 1.333(5) . ?
C11 C121 1.523(3) . ?
C11 C111 1.533(3) . ?
C11 C12 1.560(3) . ?
C12 C13 1.553(3) . ?
C12 H12 1.0000 . ?
C13 C14 1.549(3) . ?
C13 H13 1.0000 . ?
C14 C151 1.536(3) . ?
C14 C141 1.542(3) . ?
C21 C211 1.537(3) . ?
C21 C221 1.540(3) . ?
C21 C22 1.556(3) . ?
C22 C23 1.551(3) . ?
C22 H22 1.0000 . ?
C23 C24 1.565(3) . ?
C23 H23 1.0000 . ?
C24 C241 1.523(3) . ?
C24 C251 1.531(3) . ?
C31 C35 1.380(5) . ?
C31 C32 1.382(5) . ?
C31 C36 1.501(5) . ?
C32 C33 1.373(5) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C35 1.370(5) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C41 C42 1.371(6) . ?
C41 C45 1.385(6) . ?
C41 C46 1.505(5) . ?
C42 C43 1.365(5) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?
C44 C45 1.377(6) . ?
C44 H44 0.9500 . ?
C45 H45 0.9500 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C111 C116 1.380(3) . ?
C111 C112 1.400(3) . ?
C112 C113 1.388(4) . ?
C112 H112 0.9500 . ?
C113 C114 1.378(4) . ?
C113 H113 0.9500 . ?
C114 C115 1.379(4) . ?
C114 H114 0.9500 . ?
C115 C116 1.398(3) . ?
C115 H115 0.9500 . ?
C116 H116 0.9500 . ?
C121 C126 1.387(3) . ?
C121 C122 1.390(3) . ?
C122 C123 1.389(4) . ?
C122 H122 0.9500 . ?
C123 C124 1.377(5) . ?
C123 H123 0.9500 . ?
C124 C125 1.379(5) . ?
C124 H124 0.9500 . ?
C125 C126 1.391(4) . ?
C125 H125 0.9500 . ?
C126 H126 0.9500 . ?
C131 C136 1.518(3) . ?
C131 C132 1.521(3) . ?
C132 C133 1.534(3) . ?
C132 H13A 0.9900 . ?
C132 H13B 0.9900 . ?
C133 C134 1.527(4) . ?
C133 H13C 0.9900 . ?
C133 H13D 0.9900 . ?
C134 C135 1.521(4) . ?
C134 H13E 0.9900 . ?
C134 H13F 0.9900 . ?
C135 C136 1.530(3) . ?
C135 H13G 0.9900 . ?
C135 H13H 0.9900 . ?
C136 H13I 0.9900 . ?
C136 H13J 0.9900 . ?
C141 C142 1.390(4) . ?
C141 C146 1.392(3) . ?
C142 C143 1.392(4) . ?
C142 H142 0.9500 . ?
C143 C144 1.373(4) . ?
C143 H143 0.9500 . ?
C144 C145 1.378(4) . ?
C144 H144 0.9500 . ?
C145 C146 1.385(4) . ?
C145 H145 0.9500 . ?
C146 H146 0.9500 . ?
C151 C152 1.379(4) . ?
C151 C156 1.398(4) . ?
C152 C153 1.397(5) . ?
C152 H152 0.9500 . ?
C153 C154 1.366(6) . ?
C153 H153 0.9500 . ?
C154 C155 1.379(6) . ?
C154 H154 0.9500 . ?
C155 C156 1.387(4) . ?
C155 H155 0.9500 . ?
C156 H156 0.9500 . ?
C211 C212 1.389(4) . ?
C211 C216 1.393(4) . ?
C212 C213 1.395(5) . ?
C212 H212 0.9500 . ?
C213 C214 1.366(6) . ?
C213 H213 0.9500 . ?
C214 C215 1.381(6) . ?
C214 H214 0.9500 . ?
C215 C216 1.387(4) . ?
C215 H215 0.9500 . ?
C216 H216 0.9500 . ?
C221 C226 1.391(3) . ?
C221 C222 1.394(3) . ?
C222 C223 1.383(4) . ?
C222 H222 0.9500 . ?
C223 C224 1.381(4) . ?
C223 H223 0.9500 . ?
C224 C225 1.379(4) . ?
C224 H224 0.9500 . ?
C225 C226 1.393(4) . ?
C225 H225 0.9500 . ?
C226 H226 0.9500 . ?
C231 C232 1.517(3) . ?
C231 C236 1.521(3) . ?
C232 C233 1.528(3) . ?
C232 H23A 0.9900 . ?
C232 H23B 0.9900 . ?
C233 C234 1.524(4) . ?
C233 H23C 0.9900 . ?
C233 H23D 0.9900 . ?
C234 C235 1.522(4) . ?
C234 H23E 0.9900 . ?
C234 H23F 0.9900 . ?
C235 C236 1.531(3) . ?
C235 H23G 0.9900 . ?
C235 H23H 0.9900 . ?
C236 H23I 0.9900 . ?
C236 H23J 0.9900 . ?
C241 C246 1.389(3) . ?
C241 C242 1.392(3) . ?
C242 C243 1.392(4) . ?
C242 H242 0.9500 . ?
C243 C244 1.383(4) . ?
C243 H243 0.9500 . ?
C244 C245 1.381(4) . ?
C244 H244 0.9500 . ?
C245 C246 1.388(3) . ?
C245 H245 0.9500 . ?
C246 H246 0.9500 . ?
C251 C256 1.384(3) . ?
C251 C252 1.403(3) . ?
C252 C253 1.382(4) . ?
C252 H252 0.9500 . ?
C253 C254 1.386(4) . ?
C253 H253 0.9500 . ?
C254 C255 1.382(4) . ?
C254 H254 0.9500 . ?
C255 C256 1.399(3) . ?
C255 H255 0.9500 . ?
C256 H256 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O11 H11 109.5 . . ?
C12 O12 C131 110.24(16) . . ?
C131 O13 C13 109.02(16) . . ?
C14 O14 H14 109.5 . . ?
C21 O21 H21 109.5 . . ?
C231 O22 C22 109.57(16) . . ?
C23 O23 C231 110.66(16) . . ?
C24 O24 H24 109.5 . . ?
C33 N3 C34 116.5(3) . . ?
C43 N4 C44 116.5(3) . . ?
O11 C11 C121 108.10(17) . . ?
O11 C11 C111 107.58(16) . . ?
C121 C11 C111 110.05(17) . . ?
O11 C11 C12 106.36(16) . . ?
C121 C11 C12 111.23(17) . . ?
C111 C11 C12 113.27(17) . . ?
O12 C12 C13 103.69(16) . . ?
O12 C12 C11 109.05(16) . . ?
C13 C12 C11 116.29(17) . . ?
O12 C12 H12 109.2 . . ?
C13 C12 H12 109.2 . . ?
C11 C12 H12 109.2 . . ?
O13 C13 C14 107.47(17) . . ?
O13 C13 C12 102.46(16) . . ?
C14 C13 C12 117.83(18) . . ?
O13 C13 H13 109.6 . . ?
C14 C13 H13 109.6 . . ?
C12 C13 H13 109.6 . . ?
O14 C14 C151 109.34(19) . . ?
O14 C14 C141 106.19(18) . . ?
C151 C14 C141 109.61(18) . . ?
O14 C14 C13 109.13(17) . . ?
C151 C14 C13 111.24(18) . . ?
C141 C14 C13 111.19(18) . . ?
O21 C21 C211 109.66(19) . . ?
O21 C21 C221 106.09(18) . . ?
C211 C21 C221 109.21(18) . . ?
O21 C21 C22 108.30(17) . . ?
C211 C21 C22 111.47(17) . . ?
C221 C21 C22 111.96(18) . . ?
O22 C22 C23 103.04(16) . . ?
O22 C22 C21 108.25(17) . . ?
C23 C22 C21 116.64(17) . . ?
O22 C22 H22 109.5 . . ?
C23 C22 H22 109.5 . . ?
C21 C22 H22 109.5 . . ?
O23 C23 C22 104.21(16) . . ?
O23 C23 C24 109.64(16) . . ?
C22 C23 C24 115.85(17) . . ?
O23 C23 H23 109.0 . . ?
C22 C23 H23 109.0 . . ?
C24 C23 H23 109.0 . . ?
O24 C24 C241 108.01(18) . . ?
O24 C24 C251 108.12(17) . . ?
C241 C24 C251 109.82(17) . . ?
O24 C24 C23 106.00(16) . . ?
C241 C24 C23 111.66(17) . . ?
C251 C24 C23 112.98(18) . . ?
C35 C31 C32 116.4(3) . . ?
C35 C31 C36 121.0(4) . . ?
C32 C31 C36 122.6(4) . . ?
C33 C32 C31 119.9(3) . . ?
C33 C32 H32 120.0 . . ?
C31 C32 H32 120.0 . . ?
N3 C33 C32 123.6(3) . . ?
N3 C33 H33 118.2 . . ?
C32 C33 H33 118.2 . . ?
N3 C34 C35 123.3(3) . . ?
N3 C34 H34 118.3 . . ?
C35 C34 H34 118.3 . . ?
C34 C35 C31 120.1(3) . . ?
C34 C35 H35 119.9 . . ?
C31 C35 H35 119.9 . . ?
C31 C36 H36A 109.5 . . ?
C31 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C31 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C42 C41 C45 116.9(3) . . ?
C42 C41 C46 121.3(4) . . ?
C45 C41 C46 121.8(4) . . ?
C43 C42 C41 119.8(3) . . ?
C43 C42 H42 120.1 . . ?
C41 C42 H42 120.1 . . ?
N4 C43 C42 123.9(3) . . ?
N4 C43 H43 118.0 . . ?
C42 C43 H43 118.0 . . ?
N4 C44 C45 123.0(3) . . ?
N4 C44 H44 118.5 . . ?
C45 C44 H44 118.5 . . ?
C44 C45 C41 119.8(3) . . ?
C44 C45 H45 120.1 . . ?
C41 C45 H45 120.1 . . ?
C41 C46 H46A 109.5 . . ?
C41 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C41 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C116 C111 C112 118.9(2) . . ?
C116 C111 C11 124.22(19) . . ?
C112 C111 C11 116.81(19) . . ?
C113 C112 C111 120.3(2) . . ?
C113 C112 H112 119.9 . . ?
C111 C112 H112 119.9 . . ?
C114 C113 C112 120.3(2) . . ?
C114 C113 H113 119.8 . . ?
C112 C113 H113 119.8 . . ?
C113 C114 C115 119.8(2) . . ?
C113 C114 H114 120.1 . . ?
C115 C114 H114 120.1 . . ?
C114 C115 C116 120.2(2) . . ?
C114 C115 H115 119.9 . . ?
C116 C115 H115 119.9 . . ?
C111 C116 C115 120.4(2) . . ?
C111 C116 H116 119.8 . . ?
C115 C116 H116 119.8 . . ?
C126 C121 C122 118.9(2) . . ?
C126 C121 C11 120.3(2) . . ?
C122 C121 C11 120.7(2) . . ?
C123 C122 C121 120.5(2) . . ?
C123 C122 H122 119.8 . . ?
C121 C122 H122 119.8 . . ?
C124 C123 C122 120.1(3) . . ?
C124 C123 H123 120.0 . . ?
C122 C123 H123 120.0 . . ?
C123 C124 C125 120.0(2) . . ?
C123 C124 H124 120.0 . . ?
C125 C124 H124 120.0 . . ?
C124 C125 C126 120.1(3) . . ?
C124 C125 H125 119.9 . . ?
C126 C125 H125 119.9 . . ?
C121 C126 C125 120.3(3) . . ?
C121 C126 H126 119.8 . . ?
C125 C126 H126 119.8 . . ?
O13 C131 O12 105.74(16) . . ?
O13 C131 C136 108.74(18) . . ?
O12 C131 C136 108.45(18) . . ?
O13 C131 C132 110.09(18) . . ?
O12 C131 C132 111.09(18) . . ?
C136 C131 C132 112.47(18) . . ?
C131 C132 C133 111.5(2) . . ?
C131 C132 H13A 109.3 . . ?
C133 C132 H13A 109.3 . . ?
C131 C132 H13B 109.3 . . ?
C133 C132 H13B 109.3 . . ?
H13A C132 H13B 108.0 . . ?
C134 C133 C132 111.0(2) . . ?
C134 C133 H13C 109.4 . . ?
C132 C133 H13C 109.4 . . ?
C134 C133 H13D 109.4 . . ?
C132 C133 H13D 109.4 . . ?
H13C C133 H13D 108.0 . . ?
C135 C134 C133 110.7(2) . . ?
C135 C134 H13E 109.5 . . ?
C133 C134 H13E 109.5 . . ?
C135 C134 H13F 109.5 . . ?
C133 C134 H13F 109.5 . . ?
H13E C134 H13F 108.1 . . ?
C134 C135 C136 110.9(2) . . ?
C134 C135 H13G 109.5 . . ?
C136 C135 H13G 109.5 . . ?
C134 C135 H13H 109.5 . . ?
C136 C135 H13H 109.5 . . ?
H13G C135 H13H 108.1 . . ?
C131 C136 C135 111.9(2) . . ?
C131 C136 H13I 109.2 . . ?
C135 C136 H13I 109.2 . . ?
C131 C136 H13J 109.2 . . ?
C135 C136 H13J 109.2 . . ?
H13I C136 H13J 107.9 . . ?
C142 C141 C146 118.1(2) . . ?
C142 C141 C14 124.6(2) . . ?
C146 C141 C14 117.3(2) . . ?
C141 C142 C143 120.7(2) . . ?
C141 C142 H142 119.7 . . ?
C143 C142 H142 119.7 . . ?
C144 C143 C142 120.5(3) . . ?
C144 C143 H143 119.8 . . ?
C142 C143 H143 119.8 . . ?
C143 C144 C145 119.4(2) . . ?
C143 C144 H144 120.3 . . ?
C145 C144 H144 120.3 . . ?
C144 C145 C146 120.5(3) . . ?
C144 C145 H145 119.7 . . ?
C146 C145 H145 119.7 . . ?
C145 C146 C141 120.8(3) . . ?
C145 C146 H146 119.6 . . ?
C141 C146 H146 119.6 . . ?
C152 C151 C156 118.6(3) . . ?
C152 C151 C14 120.6(2) . . ?
C156 C151 C14 120.9(2) . . ?
C151 C152 C153 120.3(3) . . ?
C151 C152 H152 119.8 . . ?
C153 C152 H152 119.8 . . ?
C154 C153 C152 120.7(3) . . ?
C154 C153 H153 119.6 . . ?
C152 C153 H153 119.6 . . ?
C153 C154 C155 119.6(3) . . ?
C153 C154 H154 120.2 . . ?
C155 C154 H154 120.2 . . ?
C154 C155 C156 120.2(3) . . ?
C154 C155 H155 119.9 . . ?
C156 C155 H155 119.9 . . ?
C155 C156 C151 120.5(3) . . ?
C155 C156 H156 119.7 . . ?
C151 C156 H156 119.7 . . ?
C212 C211 C216 118.2(3) . . ?
C212 C211 C21 120.4(2) . . ?
C216 C211 C21 121.4(2) . . ?
C211 C212 C213 120.3(3) . . ?
C211 C212 H212 119.8 . . ?
C213 C212 H212 119.8 . . ?
C214 C213 C212 121.0(4) . . ?
C214 C213 H213 119.5 . . ?
C212 C213 H213 119.5 . . ?
C213 C214 C215 119.3(3) . . ?
C213 C214 H214 120.3 . . ?
C215 C214 H214 120.3 . . ?
C214 C215 C216 120.4(4) . . ?
C214 C215 H215 119.8 . . ?
C216 C215 H215 119.8 . . ?
C215 C216 C211 120.8(3) . . ?
C215 C216 H216 119.6 . . ?
C211 C216 H216 119.6 . . ?
C226 C221 C222 118.0(2) . . ?
C226 C221 C21 125.0(2) . . ?
C222 C221 C21 117.0(2) . . ?
C223 C222 C221 121.0(3) . . ?
C223 C222 H222 119.5 . . ?
C221 C222 H222 119.5 . . ?
C224 C223 C222 120.6(3) . . ?
C224 C223 H223 119.7 . . ?
C222 C223 H223 119.7 . . ?
C225 C224 C223 118.9(2) . . ?
C225 C224 H224 120.5 . . ?
C223 C224 H224 120.5 . . ?
C224 C225 C226 120.9(3) . . ?
C224 C225 H225 119.6 . . ?
C226 C225 H225 119.6 . . ?
C221 C226 C225 120.5(2) . . ?
C221 C226 H226 119.8 . . ?
C225 C226 H226 119.8 . . ?
O22 C231 O23 105.74(16) . . ?
O22 C231 C232 108.24(18) . . ?
O23 C231 C232 109.52(17) . . ?
O22 C231 C236 110.56(18) . . ?
O23 C231 C236 110.17(17) . . ?
C232 C231 C236 112.37(18) . . ?
C231 C232 C233 111.83(19) . . ?
C231 C232 H23A 109.3 . . ?
C233 C232 H23A 109.3 . . ?
C231 C232 H23B 109.3 . . ?
C233 C232 H23B 109.3 . . ?
H23A C232 H23B 107.9 . . ?
C234 C233 C232 110.3(2) . . ?
C234 C233 H23C 109.6 . . ?
C232 C233 H23C 109.6 . . ?
C234 C233 H23D 109.6 . . ?
C232 C233 H23D 109.6 . . ?
H23C C233 H23D 108.1 . . ?
C235 C234 C233 110.4(2) . . ?
C235 C234 H23E 109.6 . . ?
C233 C234 H23E 109.6 . . ?
C235 C234 H23F 109.6 . . ?
C233 C234 H23F 109.6 . . ?
H23E C234 H23F 108.1 . . ?
C234 C235 C236 111.1(2) . . ?
C234 C235 H23G 109.4 . . ?
C236 C235 H23G 109.4 . . ?
C234 C235 H23H 109.4 . . ?
C236 C235 H23H 109.4 . . ?
H23G C235 H23H 108.0 . . ?
C231 C236 C235 111.91(19) . . ?
C231 C236 H23I 109.2 . . ?
C235 C236 H23I 109.2 . . ?
C231 C236 H23J 109.2 . . ?
C235 C236 H23J 109.2 . . ?
H23I C236 H23J 107.9 . . ?
C246 C241 C242 118.6(2) . . ?
C246 C241 C24 120.3(2) . . ?
C242 C241 C24 121.0(2) . . ?
C241 C242 C243 120.3(2) . . ?
C241 C242 H242 119.9 . . ?
C243 C242 H242 119.9 . . ?
C244 C243 C242 120.4(2) . . ?
C244 C243 H243 119.8 . . ?
C242 C243 H243 119.8 . . ?
C245 C244 C243 119.7(2) . . ?
C245 C244 H244 120.1 . . ?
C243 C244 H244 120.1 . . ?
C244 C245 C246 119.9(2) . . ?
C244 C245 H245 120.0 . . ?
C246 C245 H245 120.0 . . ?
C245 C246 C241 121.0(2) . . ?
C245 C246 H246 119.5 . . ?
C241 C246 H246 119.5 . . ?
C256 C251 C252 118.7(2) . . ?
C256 C251 C24 124.7(2) . . ?
C252 C251 C24 116.5(2) . . ?
C253 C252 C251 120.8(2) . . ?
C253 C252 H252 119.6 . . ?
C251 C252 H252 119.6 . . ?
C252 C253 C254 120.0(2) . . ?
C252 C253 H253 120.0 . . ?
C254 C253 H253 120.0 . . ?
C255 C254 C253 119.9(2) . . ?
C255 C254 H254 120.1 . . ?
C253 C254 H254 120.1 . . ?
C254 C255 C256 120.1(2) . . ?
C254 C255 H255 119.9 . . ?
C256 C255 H255 119.9 . . ?
C251 C256 C255 120.4(2) . . ?
C251 C256 H256 119.8 . . ?
C255 C256 H256 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C131 O12 C12 C13 -9.0(2) . . . . ?
C131 O12 C12 C11 -133.54(18) . . . . ?
O11 C11 C12 O12 175.47(16) . . . . ?
C121 C11 C12 O12 58.0(2) . . . . ?
C111 C11 C12 O12 -66.6(2) . . . . ?
O11 C11 C12 C13 58.7(2) . . . . ?
C121 C11 C12 C13 -58.7(2) . . . . ?
C111 C11 C12 C13 176.69(17) . . . . ?
C131 O13 C13 C14 -155.31(17) . . . . ?
C131 O13 C13 C12 -30.5(2) . . . . ?
O12 C12 C13 O13 23.5(2) . . . . ?
C11 C12 C13 O13 143.18(17) . . . . ?
O12 C12 C13 C14 141.16(18) . . . . ?
C11 C12 C13 C14 -99.2(2) . . . . ?
O13 C13 C14 O14 172.45(18) . . . . ?
C12 C13 C14 O14 57.5(2) . . . . ?
O13 C13 C14 C151 51.7(2) . . . . ?
C12 C13 C14 C151 -63.2(2) . . . . ?
O13 C13 C14 C141 -70.7(2) . . . . ?
C12 C13 C14 C141 174.31(18) . . . . ?
C231 O22 C22 C23 -26.7(2) . . . . ?
C231 O22 C22 C21 -150.86(17) . . . . ?
O21 C21 C22 O22 174.85(18) . . . . ?
C211 C21 C22 O22 54.1(2) . . . . ?
C221 C21 C22 O22 -68.5(2) . . . . ?
O21 C21 C22 C23 59.3(2) . . . . ?
C211 C21 C22 C23 -61.4(2) . . . . ?
C221 C21 C22 C23 175.93(18) . . . . ?
C231 O23 C23 C22 -6.6(2) . . . . ?
C231 O23 C23 C24 -131.24(18) . . . . ?
O22 C22 C23 O23 19.9(2) . . . . ?
C21 C22 C23 O23 138.29(18) . . . . ?
O22 C22 C23 C24 140.41(17) . . . . ?
C21 C22 C23 C24 -101.2(2) . . . . ?
O23 C23 C24 O24 176.95(16) . . . . ?
C22 C23 C24 O24 59.4(2) . . . . ?
O23 C23 C24 C241 59.6(2) . . . . ?
C22 C23 C24 C241 -58.0(2) . . . . ?
O23 C23 C24 C251 -64.8(2) . . . . ?
C22 C23 C24 C251 177.62(17) . . . . ?
C35 C31 C32 C33 -2.3(6) . . . . ?
C36 C31 C32 C33 177.5(4) . . . . ?
C34 N3 C33 C32 1.6(5) . . . . ?
C31 C32 C33 N3 0.1(6) . . . . ?
C33 N3 C34 C35 -1.2(5) . . . . ?
N3 C34 C35 C31 -0.9(6) . . . . ?
C32 C31 C35 C34 2.6(5) . . . . ?
C36 C31 C35 C34 -177.1(4) . . . . ?
C45 C41 C42 C43 1.5(6) . . . . ?
C46 C41 C42 C43 -178.5(4) . . . . ?
C44 N4 C43 C42 -0.6(5) . . . . ?
C41 C42 C43 N4 -0.4(6) . . . . ?
C43 N4 C44 C45 0.6(5) . . . . ?
N4 C44 C45 C41 0.5(6) . . . . ?
C42 C41 C45 C44 -1.5(6) . . . . ?
C46 C41 C45 C44 178.5(4) . . . . ?
O11 C11 C111 C116 122.7(2) . . . . ?
C121 C11 C111 C116 -119.8(2) . . . . ?
C12 C11 C111 C116 5.4(3) . . . . ?
O11 C11 C111 C112 -55.4(2) . . . . ?
C121 C11 C111 C112 62.2(2) . . . . ?
C12 C11 C111 C112 -172.60(19) . . . . ?
C116 C111 C112 C113 -1.5(3) . . . . ?
C11 C111 C112 C113 176.7(2) . . . . ?
C111 C112 C113 C114 0.7(4) . . . . ?
C112 C113 C114 C115 0.4(4) . . . . ?
C113 C114 C115 C116 -0.7(4) . . . . ?
C112 C111 C116 C115 1.2(3) . . . . ?
C11 C111 C116 C115 -176.8(2) . . . . ?
C114 C115 C116 C111 -0.1(4) . . . . ?
O11 C11 C121 C126 -18.1(3) . . . . ?
C111 C11 C121 C126 -135.3(2) . . . . ?
C12 C11 C121 C126 98.3(2) . . . . ?
O11 C11 C121 C122 164.38(19) . . . . ?
C111 C11 C121 C122 47.2(3) . . . . ?
C12 C11 C121 C122 -79.2(2) . . . . ?
C126 C121 C122 C123 -1.4(3) . . . . ?
C11 C121 C122 C123 176.2(2) . . . . ?
C121 C122 C123 C124 0.6(4) . . . . ?
C122 C123 C124 C125 0.7(4) . . . . ?
C123 C124 C125 C126 -1.2(4) . . . . ?
C122 C121 C126 C125 0.9(4) . . . . ?
C11 C121 C126 C125 -176.7(2) . . . . ?
C124 C125 C126 C121 0.4(4) . . . . ?
C13 O13 C131 O12 25.7(2) . . . . ?
C13 O13 C131 C136 142.02(18) . . . . ?
C13 O13 C131 C132 -94.3(2) . . . . ?
C12 O12 C131 O13 -9.2(2) . . . . ?
C12 O12 C131 C136 -125.66(19) . . . . ?
C12 O12 C131 C132 110.25(19) . . . . ?
O13 C131 C132 C133 -69.0(2) . . . . ?
O12 C131 C132 C133 174.19(18) . . . . ?
C136 C131 C132 C133 52.4(3) . . . . ?
C131 C132 C133 C134 -54.6(3) . . . . ?
C132 C133 C134 C135 57.3(3) . . . . ?
C133 C134 C135 C136 -57.2(3) . . . . ?
O13 C131 C136 C135 69.5(3) . . . . ?
O12 C131 C136 C135 -176.0(2) . . . . ?
C132 C131 C136 C135 -52.7(3) . . . . ?
C134 C135 C136 C131 54.9(3) . . . . ?
O14 C14 C141 C142 136.9(2) . . . . ?
C151 C14 C141 C142 -105.1(3) . . . . ?
C13 C14 C141 C142 18.4(3) . . . . ?
O14 C14 C141 C146 -42.2(3) . . . . ?
C151 C14 C141 C146 75.8(3) . . . . ?
C13 C14 C141 C146 -160.8(2) . . . . ?
C146 C141 C142 C143 -0.2(4) . . . . ?
C14 C141 C142 C143 -179.3(2) . . . . ?
C141 C142 C143 C144 -0.4(4) . . . . ?
C142 C143 C144 C145 0.9(4) . . . . ?
C143 C144 C145 C146 -0.8(5) . . . . ?
C144 C145 C146 C141 0.2(5) . . . . ?
C142 C141 C146 C145 0.3(4) . . . . ?
C14 C141 C146 C145 179.5(3) . . . . ?
O14 C14 C151 C152 -15.2(3) . . . . ?
C141 C14 C151 C152 -131.2(2) . . . . ?
C13 C14 C151 C152 105.4(2) . . . . ?
O14 C14 C151 C156 164.4(2) . . . . ?
C141 C14 C151 C156 48.4(3) . . . . ?
C13 C14 C151 C156 -75.0(3) . . . . ?
C156 C151 C152 C153 0.5(4) . . . . ?
C14 C151 C152 C153 -179.9(3) . . . . ?
C151 C152 C153 C154 0.1(5) . . . . ?
C152 C153 C154 C155 -0.4(5) . . . . ?
C153 C154 C155 C156 0.1(5) . . . . ?
C154 C155 C156 C151 0.6(4) . . . . ?
C152 C151 C156 C155 -0.9(4) . . . . ?
C14 C151 C156 C155 179.5(2) . . . . ?
O21 C21 C211 C212 -13.4(3) . . . . ?
C221 C21 C211 C212 -129.2(2) . . . . ?
C22 C21 C211 C212 106.5(2) . . . . ?
O21 C21 C211 C216 165.0(2) . . . . ?
C221 C21 C211 C216 49.2(3) . . . . ?
C22 C21 C211 C216 -75.1(3) . . . . ?
C216 C211 C212 C213 0.2(4) . . . . ?
C21 C211 C212 C213 178.7(3) . . . . ?
C211 C212 C213 C214 0.0(5) . . . . ?
C212 C213 C214 C215 -0.2(5) . . . . ?
C213 C214 C215 C216 0.3(5) . . . . ?
C214 C215 C216 C211 -0.1(5) . . . . ?
C212 C211 C216 C215 -0.2(4) . . . . ?
C21 C211 C216 C215 -178.6(2) . . . . ?
O21 C21 C221 C226 138.3(2) . . . . ?
C211 C21 C221 C226 -103.6(3) . . . . ?
C22 C21 C221 C226 20.4(3) . . . . ?
O21 C21 C221 C222 -41.7(3) . . . . ?
C211 C21 C221 C222 76.4(3) . . . . ?
C22 C21 C221 C222 -159.6(2) . . . . ?
C226 C221 C222 C223 0.4(4) . . . . ?
C21 C221 C222 C223 -179.6(3) . . . . ?
C221 C222 C223 C224 -0.2(5) . . . . ?
C222 C223 C224 C225 0.1(5) . . . . ?
C223 C224 C225 C226 -0.1(4) . . . . ?
C222 C221 C226 C225 -0.4(4) . . . . ?
C21 C221 C226 C225 179.6(2) . . . . ?
C224 C225 C226 C221 0.2(4) . . . . ?
C22 O22 C231 O23 23.3(2) . . . . ?
C22 O22 C231 C232 140.62(18) . . . . ?
C22 O22 C231 C236 -95.9(2) . . . . ?
C23 O23 C231 O22 -9.3(2) . . . . ?
C23 O23 C231 C232 -125.76(19) . . . . ?
C23 O23 C231 C236 110.15(19) . . . . ?
O22 C231 C232 C233 69.6(2) . . . . ?
O23 C231 C232 C233 -175.56(18) . . . . ?
C236 C231 C232 C233 -52.8(3) . . . . ?
C231 C232 C233 C234 56.1(3) . . . . ?
C232 C233 C234 C235 -58.5(3) . . . . ?
C233 C234 C235 C236 57.6(3) . . . . ?
O22 C231 C236 C235 -69.6(2) . . . . ?
O23 C231 C236 C235 173.89(18) . . . . ?
C232 C231 C236 C235 51.5(3) . . . . ?
C234 C235 C236 C231 -53.9(3) . . . . ?
O24 C24 C241 C246 160.48(19) . . . . ?
C251 C24 C241 C246 42.8(3) . . . . ?
C23 C24 C241 C246 -83.4(2) . . . . ?
O24 C24 C241 C242 -20.9(3) . . . . ?
C251 C24 C241 C242 -138.6(2) . . . . ?
C23 C24 C241 C242 95.2(2) . . . . ?
C246 C241 C242 C243 1.3(3) . . . . ?
C24 C241 C242 C243 -177.4(2) . . . . ?
C241 C242 C243 C244 -0.9(4) . . . . ?
C242 C243 C244 C245 0.0(4) . . . . ?
C243 C244 C245 C246 0.5(4) . . . . ?
C244 C245 C246 C241 -0.1(4) . . . . ?
C242 C241 C246 C245 -0.8(3) . . . . ?
C24 C241 C246 C245 177.9(2) . . . . ?
O24 C24 C251 C256 126.2(2) . . . . ?
C241 C24 C251 C256 -116.2(2) . . . . ?
C23 C24 C251 C256 9.2(3) . . . . ?
O24 C24 C251 C252 -52.5(2) . . . . ?
C241 C24 C251 C252 65.1(2) . . . . ?
C23 C24 C251 C252 -169.50(19) . . . . ?
C256 C251 C252 C253 -1.2(4) . . . . ?
C24 C251 C252 C253 177.5(2) . . . . ?
C251 C252 C253 C254 0.7(4) . . . . ?
C252 C253 C254 C255 0.3(4) . . . . ?
C253 C254 C255 C256 -0.9(4) . . . . ?
C252 C251 C256 C255 0.7(4) . . . . ?
C24 C251 C256 C255 -178.0(2) . . . . ?
C254 C255 C256 C251 0.3(4) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4.00 -3.00 -2.00 0.1670
-4.00 -1.00 3.00 0.1600
-3.00 -4.00 -3.00 0.1590
-3.00 2.00 4.00 0.1830
-2.00 3.00 0.00 0.2040
-2.00 0.00 -3.00 0.1980
-2.00 -2.00 -3.00 0.1510
-1.00 -1.00 2.00 0.1120
0.00 0.00 1.00 0.0330
0.00 0.00 -1.00 0.0380
0.00 -4.00 -1.00 0.1790
0.00 4.00 1.00 0.1290
0.00 1.00 2.00 0.0890
0.00 -1.00 -2.00 0.1320
0.00 -1.00 1.00 0.1540
1.00 0.00 2.00 0.1270
4.00 0.00 -3.00 0.1390
4.00 -1.00 3.00 0.1750

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O11 H11 N4 0.84 1.91 2.729(3) 166 . yes
O14 H14 O11 0.84 1.86 2.686(2) 169 . yes
O21 H21 O24 0.84 1.86 2.686(2) 169 . yes
O24 H24 N3 0.84 1.91 2.748(3) 174 . yes
C116 H116 O12 0.95 2.42 3.000(3) 119 . yes
C126 H126 O11 0.95 2.34 2.706(3) 102 . yes
C142 H142 O13 0.95 2.31 2.934(3) 123 . yes
C152 H152 O14 0.95 2.38 2.733(4) 102 . yes
C156 H156 O13 0.95 2.53 2.856(3) 100 . yes
C212 H212 O21 0.95 2.38 2.736(4) 102 . yes
C216 H216 O22 0.95 2.56 2.918(3) 103 . yes
C226 H226 O22 0.95 2.30 2.930(3) 123 . yes
C242 H242 O24 0.95 2.39 2.732(3) 101 . yes
C256 H256 O23 0.95 2.35 2.958(3) 121 . yes

_refine_diff_density_max         0.392
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.092


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: 4-methylpyridine'
####################################################################### 
# 
# 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_aq121
_database_code_depnum_ccdc_archive 'CCDC 2341184'
loop_
_audit_author_name
_audit_author_address
'Eric Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2024-03-18 deposited with the CCDC.	2025-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
(4R,5R)-Bis(diphenyldioxymethyl)-2-spiro-1'-cyclohexane-1,3-dioxane
_chemical_name_common            ?
_chemical_temperature_decomposition 351.68
_chemical_formula_moiety         'C34 H34 O4, C6 H7 N'
_chemical_formula_sum            'C40 H41 N O4'
_chemical_formula_weight         599.74

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.3884(4)
_cell_length_b                   34.6497(13)
_cell_length_c                   10.1379(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.6305(17)
_cell_angle_gamma                90
_cell_volume                     3294.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9681
_cell_measurement_theta_min      2.80
_cell_measurement_theta_max      26.34

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_F_000             1280
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.479
_exptl_crystal_size_mid          0.324
_exptl_crystal_size_min          0.103
_exptl_absorpt_coefficient_mu    0.077
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9532
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS V2016/2 (Krause, 2015)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_power             70
_diffrn_source_voltage           50
_diffrn_source_current           1.4
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Bruker PHOTON II 7 detector'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            84228
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.011
_diffrn_reflns_theta_max         26.383
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             13432
_reflns_number_gt                13132
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.960
_reflns_Friedel_fraction_max     0.991
_reflns_Friedel_fraction_full    0.992

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service V6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015a)'
_computing_structure_refinement  
'SHELXL-2019/2 (Sheldrick, 2015b)  and ShelXle (Hübschle, 2011)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2012)'
_computing_publication_material  
'PLATON (Spek, 2009) and MERCURY (Macrae, 2008)'

_refine_special_details          
;
All non-hydrogen atoms were refined anisotropically. Carbon-bound H atoms were
placed in calculated positions and were included in the refinement in the riding
model approximation, with Uiso(H) set to 1.2 Ueq(C).

The H atoms of the non-disordered methyl groups were allowed to rotate with a
fixed angle around the C---C bonds to best fit the experimental electron density
(HFIX 137 in the SHELXL program (Sheldrick, 2015)), with Uiso(H) set to
1.5 Ueq(C). The H atoms of the disordered methyl groups were placed in
calculated positions (HFIX 33).

The H atom of the hydroxyl group was allowed to rotate with a fixed angle around
the C---O bond to best fit the experimental electron density (HFIX 147 in the
SHELXL program (Sheldrick, 2015)), with Uiso(H) set to
1.5Ueq(O).

One of the guest 2-methylpyridine molecules is disordered over two positions
which necessitated the use of RIGU, ISOR, SAME and fixing the ring into a
regular hexagon with bond lengths 1.39 Å (AFIX 66 in the SHELXL program
(Sheldrick, 2015)). The other guest also appears to be disordered to a small
extent but modelling the disorder was not successful.

A number of reflections with large differences between their observed and
calculated intensities were omitted.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0618P)²+0.8761P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.0035(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 6131 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(11)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         13432
_refine_ls_number_parameters     845
_refine_ls_number_restraints     265
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0423
_refine_ls_wR_factor_ref         0.1142
_refine_ls_wR_factor_gt          0.1135
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O11 O 0.3718(2) 0.58258(6) 0.3007(2) 0.0444(5) Uani 1 1 d . . . . .
H11 H 0.417992 0.592582 0.364887 0.067 Uiso 1 1 calc R U . . .
O12 O 0.45743(18) 0.66882(5) 0.11745(16) 0.0296(4) Uani 1 1 d . . . . .
O13 O 0.66318(17) 0.67927(5) 0.23941(17) 0.0285(4) Uani 1 1 d . . . . .
O14 O 0.54535(19) 0.61281(6) 0.49183(17) 0.0325(4) Uani 1 1 d . . . . .
H14 H 0.602274 0.594260 0.502896 0.049 Uiso 1 1 calc R U . . .
O21 O 1.1497(2) 0.91383(6) 0.0539(2) 0.0448(5) Uani 1 1 d . . . . .
H21 H 1.098809 0.904242 0.111446 0.067 Uiso 1 1 calc R U . . .
O22 O 1.05189(19) 0.82949(5) -0.14352(17) 0.0301(4) Uani 1 1 d . . . . .
O23 O 0.85010(18) 0.82055(5) -0.03111(17) 0.0284(4) Uani 1 1 d . . . . .
O24 O 0.99832(19) 0.88055(5) 0.23850(17) 0.0298(4) Uani 1 1 d . . . . .
H24 H 0.946475 0.900238 0.242488 0.045 Uiso 1 1 calc R U . . .
C11 C 0.3784(3) 0.60692(7) 0.1891(2) 0.0289(5) Uani 1 1 d . . . . .
C12 C 0.4457(2) 0.64582(7) 0.2329(2) 0.0252(5) Uani 1 1 d . . . . .
H12 H 0.382659 0.659047 0.295586 0.030 Uiso 1 1 calc R U . . .
C13 C 0.6015(2) 0.64517(7) 0.2919(2) 0.0245(4) Uani 1 1 d . . . . .
H13 H 0.651677 0.622064 0.257362 0.029 Uiso 1 1 calc R U . . .
C14 C 0.6208(2) 0.64587(7) 0.4453(2) 0.0260(5) Uani 1 1 d . . . . .
C21 C 1.1372(3) 0.89134(7) -0.0625(2) 0.0289(5) Uani 1 1 d . . . . .
C22 C 1.0728(2) 0.85147(7) -0.0260(2) 0.0255(4) Uani 1 1 d . . . . .
H22 H 1.140304 0.837604 0.036775 0.031 Uiso 1 1 calc R U . . .
C23 C 0.9221(2) 0.85235(7) 0.0307(2) 0.0239(4) Uani 1 1 d . . . . .
H23 H 0.873227 0.876724 0.001435 0.029 Uiso 1 1 calc R U . . .
C24 C 0.9157(2) 0.84896(7) 0.1835(2) 0.0248(4) Uani 1 1 d . . . . .
C111 C 0.2229(3) 0.61181(8) 0.1367(2) 0.0299(5) Uani 1 1 d . . . . .
C112 C 0.1436(3) 0.57817(9) 0.1195(4) 0.0498(8) Uani 1 1 d . . . . .
H112 H 0.187694 0.553917 0.137159 0.060 Uiso 1 1 calc R U . . .
C113 C 0.0017(4) 0.57944(10) 0.0770(4) 0.0554(9) Uani 1 1 d . . . . .
H113 H -0.050431 0.556101 0.065290 0.066 Uiso 1 1 calc R U . . .
C114 C -0.0650(3) 0.61435(10) 0.0516(3) 0.0431(7) Uani 1 1 d . . . . .
H114 H -0.162807 0.615249 0.023339 0.052 Uiso 1 1 calc R U . . .
C115 C 0.0127(3) 0.64779(10) 0.0677(3) 0.0416(6) Uani 1 1 d . . . . .
H115 H -0.031926 0.671972 0.050143 0.050 Uiso 1 1 calc R U . . .
C116 C 0.1563(3) 0.64666(8) 0.1096(3) 0.0358(6) Uani 1 1 d . . . . .
H116 H 0.208611 0.670019 0.119527 0.043 Uiso 1 1 calc R U . . .
C121 C 0.4658(3) 0.58764(8) 0.0827(3) 0.0375(6) Uani 1 1 d . . . . .
C122 C 0.5521(4) 0.55627(10) 0.1138(4) 0.0567(9) Uani 1 1 d . . . . .
H122 H 0.555719 0.545873 0.200562 0.068 Uiso 1 1 calc R U . . .
C123 C 0.6350(4) 0.53977(13) 0.0150(7) 0.0805(17) Uani 1 1 d . . . . .
H123 H 0.695213 0.518421 0.036463 0.097 Uiso 1 1 calc R U . . .
C124 C 0.6297(4) 0.55405(17) -0.1097(7) 0.0873(19) Uani 1 1 d . . . . .
H124 H 0.685856 0.542648 -0.174859 0.105 Uiso 1 1 calc R U . . .
C125 C 0.5430(5) 0.58505(15) -0.1421(4) 0.0718(13) Uani 1 1 d . . . . .
H125 H 0.539281 0.594986 -0.229481 0.086 Uiso 1 1 calc R U . . .
C126 C 0.4612(4) 0.60174(10) -0.0466(3) 0.0481(8) Uani 1 1 d . . . . .
H126 H 0.401224 0.623025 -0.069513 0.058 Uiso 1 1 calc R U . . .
C131 C 0.5701(2) 0.69581(7) 0.1383(2) 0.0261(5) Uani 1 1 d . . . . .
C132 C 0.6499(3) 0.69887(8) 0.0126(2) 0.0321(5) Uani 1 1 d . . . . .
H13A H 0.677630 0.672697 -0.015930 0.038 Uiso 1 1 calc R U . . .
H13B H 0.738311 0.713964 0.030125 0.038 Uiso 1 1 calc R U . . .
C133 C 0.5606(3) 0.71815(9) -0.0984(3) 0.0379(6) Uani 1 1 d . . . . .
H13C H 0.619079 0.721516 -0.176378 0.046 Uiso 1 1 calc R U . . .
H13D H 0.478511 0.701434 -0.124279 0.046 Uiso 1 1 calc R U . . .
C134 C 0.5069(3) 0.75720(9) -0.0543(3) 0.0426(7) Uani 1 1 d . . . . .
H13E H 0.445517 0.768688 -0.125964 0.051 Uiso 1 1 calc R U . . .
H13F H 0.588937 0.774675 -0.036509 0.051 Uiso 1 1 calc R U . . .
C135 C 0.4223(3) 0.75350(8) 0.0697(3) 0.0384(6) Uani 1 1 d . . . . .
H13G H 0.335306 0.738049 0.049618 0.046 Uiso 1 1 calc R U . . .
H13H H 0.392346 0.779459 0.098407 0.046 Uiso 1 1 calc R U . . .
C136 C 0.5110(3) 0.73418(8) 0.1817(3) 0.0307(5) Uani 1 1 d . . . . .
H13I H 0.590683 0.751397 0.210345 0.037 Uiso 1 1 calc R U . . .
H13J H 0.450686 0.730077 0.258098 0.037 Uiso 1 1 calc R U . . .
C141 C 0.7773(3) 0.64246(7) 0.4944(2) 0.0278(5) Uani 1 1 d . . . . .
C142 C 0.8053(3) 0.63845(9) 0.6299(3) 0.0363(6) Uani 1 1 d . . . . .
H142 H 0.728871 0.639734 0.688001 0.044 Uiso 1 1 calc R U . . .
C143 C 0.9422(3) 0.63264(10) 0.6811(3) 0.0455(7) Uani 1 1 d . . . . .
H143 H 0.959150 0.629789 0.773660 0.055 Uiso 1 1 calc R U . . .
C144 C 1.0548(3) 0.63095(10) 0.5983(3) 0.0464(7) Uani 1 1 d . . . . .
H144 H 1.148853 0.626366 0.633465 0.056 Uiso 1 1 calc R U . . .
C145 C 1.0298(3) 0.63599(10) 0.4635(3) 0.0445(7) Uani 1 1 d . . . . .
H145 H 1.107164 0.635582 0.406410 0.053 Uiso 1 1 calc R U . . .
C146 C 0.8914(3) 0.64166(9) 0.4118(3) 0.0347(6) Uani 1 1 d . . . . .
H146 H 0.874802 0.644994 0.319320 0.042 Uiso 1 1 calc R U . . .
C151 C 0.5528(3) 0.68192(8) 0.5024(2) 0.0301(5) Uani 1 1 d . . . . .
C152 C 0.6223(3) 0.71717(8) 0.4985(2) 0.0335(5) Uani 1 1 d . . . . .
H152 H 0.715540 0.718635 0.466122 0.040 Uiso 1 1 calc R U . . .
C153 C 0.5555(4) 0.75050(9) 0.5421(3) 0.0452(7) Uani 1 1 d . . . . .
H153 H 0.602294 0.774743 0.537846 0.054 Uiso 1 1 calc R U . . .
C154 C 0.4204(4) 0.74809(12) 0.5918(3) 0.0546(9) Uani 1 1 d . . . . .
H154 H 0.374352 0.770732 0.621090 0.065 Uiso 1 1 calc R U . . .
C155 C 0.3534(3) 0.71289(12) 0.5985(3) 0.0528(9) Uani 1 1 d . . . . .
H155 H 0.261975 0.711190 0.634515 0.063 Uiso 1 1 calc R U . . .
C156 C 0.4185(3) 0.68003(10) 0.5533(3) 0.0410(6) Uani 1 1 d . . . . .
H156 H 0.370733 0.655905 0.557103 0.049 Uiso 1 1 calc R U . . .
C211 C 1.2894(3) 0.88818(7) -0.1125(2) 0.0297(5) Uani 1 1 d . . . . .
C212 C 1.3459(3) 0.85560(8) -0.1696(3) 0.0403(6) Uani 1 1 d . . . . .
H212 H 1.289326 0.832980 -0.179989 0.048 Uiso 1 1 calc R U . . .
C213 C 1.4853(3) 0.85569(10) -0.2120(3) 0.0461(7) Uani 1 1 d . . . . .
H213 H 1.522685 0.833136 -0.250900 0.055 Uiso 1 1 calc R U . . .
C214 C 1.5691(3) 0.88815(10) -0.1979(3) 0.0442(7) Uani 1 1 d . . . . .
H214 H 1.663511 0.888258 -0.227750 0.053 Uiso 1 1 calc R U . . .
C215 C 1.5141(4) 0.92038(10) -0.1400(4) 0.0510(8) Uani 1 1 d . . . . .
H215 H 1.571592 0.942802 -0.128546 0.061 Uiso 1 1 calc R U . . .
C216 C 1.3759(3) 0.92051(9) -0.0982(3) 0.0448(7) Uani 1 1 d . . . . .
H216 H 1.339581 0.943161 -0.059041 0.054 Uiso 1 1 calc R U . . .
C221 C 1.0407(3) 0.91216(8) -0.1661(3) 0.0378(6) Uani 1 1 d . . . . .
C222 C 1.0347(4) 0.90080(10) -0.2975(3) 0.0502(8) Uani 1 1 d . . . . .
H222 H 1.090775 0.879652 -0.324531 0.060 Uiso 1 1 calc R U . . .
C223 C 0.9462(5) 0.92032(14) -0.3909(5) 0.0806(16) Uani 1 1 d . . . . .
H223 H 0.943338 0.912233 -0.480534 0.097 Uiso 1 1 calc R U . . .
C224 C 0.8649(5) 0.95051(17) -0.3552(8) 0.101(2) Uani 1 1 d . . . . .
H224 H 0.806000 0.963601 -0.419350 0.121 Uiso 1 1 calc R U . . .
C225 C 0.8683(4) 0.96199(14) -0.2264(9) 0.095(2) Uani 1 1 d . . . . .
H225 H 0.810043 0.982924 -0.201236 0.114 Uiso 1 1 calc R U . . .
C226 C 0.9569(4) 0.94328(10) -0.1296(5) 0.0607(10) Uani 1 1 d . . . . .
H226 H 0.959326 0.951828 -0.040521 0.073 Uiso 1 1 calc R U . . .
C231 C 0.9349(2) 0.80391(7) -0.1305(2) 0.0246(5) Uani 1 1 d . . . . .
C232 C 0.9866(3) 0.76416(7) -0.0875(2) 0.0298(5) Uani 1 1 d . . . . .
H23A H 0.904010 0.748322 -0.063346 0.036 Uiso 1 1 calc R U . . .
H23B H 1.051516 0.766684 -0.008169 0.036 Uiso 1 1 calc R U . . .
C233 C 1.0651(3) 0.74372(8) -0.1970(3) 0.0345(5) Uani 1 1 d . . . . .
H23C H 1.155182 0.757516 -0.212202 0.041 Uiso 1 1 calc R U . . .
H23D H 1.089225 0.717078 -0.168666 0.041 Uiso 1 1 calc R U . . .
C234 C 0.9737(3) 0.74245(9) -0.3251(3) 0.0389(6) Uani 1 1 d . . . . .
H23E H 1.027844 0.729915 -0.394888 0.047 Uiso 1 1 calc R U . . .
H23F H 0.887020 0.726903 -0.311914 0.047 Uiso 1 1 calc R U . . .
C235 C 0.9313(3) 0.78257(9) -0.3685(3) 0.0364(6) Uani 1 1 d . . . . .
H23G H 0.870815 0.781132 -0.450942 0.044 Uiso 1 1 calc R U . . .
H23H H 1.017774 0.797617 -0.387008 0.044 Uiso 1 1 calc R U . . .
C236 C 0.8494(3) 0.80301(8) -0.2617(2) 0.0311(5) Uani 1 1 d . . . . .
H23I H 0.827412 0.829759 -0.290235 0.037 Uiso 1 1 calc R U . . .
H23J H 0.758014 0.789456 -0.250035 0.037 Uiso 1 1 calc R U . . .
C241 C 0.9846(3) 0.81174(7) 0.2356(2) 0.0263(5) Uani 1 1 d . . . . .
C242 C 1.1246(3) 0.81104(8) 0.2845(3) 0.0346(6) Uani 1 1 d . . . . .
H242 H 1.178700 0.834221 0.288040 0.042 Uiso 1 1 calc R U . . .
C243 C 1.1869(3) 0.77664(10) 0.3286(3) 0.0438(7) Uani 1 1 d . . . . .
H243 H 1.283010 0.776396 0.362212 0.053 Uiso 1 1 calc R U . . .
C244 C 1.1086(4) 0.74281(9) 0.3234(3) 0.0444(7) Uani 1 1 d . . . . .
H244 H 1.151147 0.719289 0.352902 0.053 Uiso 1 1 calc R U . . .
C245 C 0.9688(3) 0.74320(8) 0.2754(3) 0.0396(6) Uani 1 1 d . . . . .
H245 H 0.915076 0.719966 0.271991 0.048 Uiso 1 1 calc R U . . .
C246 C 0.9070(3) 0.77738(8) 0.2324(3) 0.0313(5) Uani 1 1 d . . . . .
H246 H 0.810401 0.777500 0.200186 0.038 Uiso 1 1 calc R U . . .
C251 C 0.7638(3) 0.85255(7) 0.2317(2) 0.0280(5) Uani 1 1 d . . . . .
C252 C 0.7497(3) 0.85553(9) 0.3680(3) 0.0355(6) Uani 1 1 d . . . . .
H252 H 0.831876 0.853813 0.425888 0.043 Uiso 1 1 calc R U . . .
C253 C 0.6175(3) 0.86095(10) 0.4193(3) 0.0475(7) Uani 1 1 d . . . . .
H253 H 0.609579 0.863398 0.512018 0.057 Uiso 1 1 calc R U . . .
C254 C 0.4969(3) 0.86284(11) 0.3367(3) 0.0509(8) Uani 1 1 d . . . . .
H254 H 0.406150 0.866817 0.372096 0.061 Uiso 1 1 calc R U . . .
C255 C 0.5089(3) 0.85893(10) 0.2029(3) 0.0465(7) Uani 1 1 d . . . . .
H255 H 0.425644 0.859706 0.146057 0.056 Uiso 1 1 calc R U . . .
C256 C 0.6415(3) 0.85386(9) 0.1494(3) 0.0353(6) Uani 1 1 d . . . . .
H256 H 0.648334 0.851291 0.056584 0.042 Uiso 1 1 calc R U . . .
C31 C 0.9676(3) 0.98174(7) 0.2553(3) 0.0664(11) Uani 1 1 d DG U . . .
N3 N 0.8740(3) 0.95084(6) 0.2394(2) 0.0515(7) Uani 1 1 d DG U . . .
C32 C 0.7350(3) 0.95706(10) 0.1909(4) 0.0963(17) Uani 1 1 d DG U . . .
H32 H 0.671007 0.935938 0.180000 0.116 Uiso 1 1 calc R U . . .
C33 C 0.6897(4) 0.99417(13) 0.1582(5) 0.146(3) Uani 1 1 d DG U . . .
H33 H 0.594700 0.998425 0.124983 0.176 Uiso 1 1 calc R U . . .
C34 C 0.7833(6) 1.02507(9) 0.1741(5) 0.145(3) Uani 1 1 d DG U . . .
H34 H 0.752335 1.050442 0.151727 0.174 Uiso 1 1 calc R U . . .
C35 C 0.9223(5) 1.01886(6) 0.2226(5) 0.124(2) Uani 1 1 d DG U . . .
H35 H 0.986281 1.039973 0.233487 0.149 Uiso 1 1 calc R U . . .
C36 C 1.1122(6) 0.97290(14) 0.2972(6) 0.0852(14) Uani 1 1 d D U . . .
H36A H 1.112925 0.951857 0.361832 0.128 Uiso 1 1 calc R U . . .
H36B H 1.157097 0.995815 0.337703 0.128 Uiso 1 1 calc R U . . .
H36C H 1.165309 0.965003 0.220701 0.128 Uiso 1 1 calc R U . . .
C41 C 0.7465(4) 0.51835(12) 0.4178(5) 0.0496(15) Uani 0.615(8) 1 d DG . P A 1
N4 N 0.6466(5) 0.53707(10) 0.4921(5) 0.0416(15) Uani 0.615(8) 1 d DG . P A 1
C42 C 0.5325(5) 0.51660(15) 0.5398(6) 0.065(2) Uani 0.615(8) 1 d DG . P A 1
H42 H 0.464308 0.529400 0.590612 0.078 Uiso 0.615(8) 1 calc R U P A 1
C43 C 0.5182(5) 0.47741(14) 0.5131(6) 0.078(2) Uani 0.615(8) 1 d DG . P A 1
H43 H 0.440229 0.463421 0.545689 0.093 Uiso 0.615(8) 1 calc R U P A 1
C44 C 0.6180(6) 0.45869(10) 0.4387(6) 0.083(3) Uani 0.615(8) 1 d DG . P A 1
H44 H 0.608261 0.431903 0.420511 0.100 Uiso 0.615(8) 1 calc R U P A 1
C45 C 0.7322(6) 0.47916(12) 0.3911(6) 0.077(3) Uani 0.615(8) 1 d DG . P A 1
H45 H 0.800376 0.466364 0.340258 0.092 Uiso 0.615(8) 1 calc R U P A 1
C46 C 0.8690(9) 0.5396(2) 0.3746(9) 0.081(2) Uani 0.615(8) 1 d D . P A 1
H46A H 0.928763 0.522433 0.323661 0.122 Uiso 0.615(8) 1 calc R U P A 1
H46B H 0.836656 0.561313 0.319183 0.122 Uiso 0.615(8) 1 calc R U P A 1
H46C H 0.924505 0.549287 0.451853 0.122 Uiso 0.615(8) 1 calc R U P A 1
C51 C 0.5655(9) 0.5161(2) 0.4853(8) 0.051(3) Uani 0.385(8) 1 d DG U P A 2
N5 N 0.6635(10) 0.5462(2) 0.4830(9) 0.058(3) Uani 0.385(8) 1 d DG U P A 2
C52 C 0.7910(9) 0.5412(3) 0.4206(10) 0.081(4) Uani 0.385(8) 1 d DG U P A 2
H52 H 0.857958 0.561756 0.418964 0.097 Uiso 0.385(8) 1 calc R U P A 2
C53 C 0.8206(10) 0.5062(3) 0.3605(10) 0.099(4) Uani 0.385(8) 1 d DG U P A 2
H53 H 0.907702 0.502878 0.317823 0.119 Uiso 0.385(8) 1 calc R U P A 2
C54 C 0.7226(13) 0.4762(3) 0.3628(12) 0.110(6) Uani 0.385(8) 1 d DG U P A 2
H54 H 0.742798 0.452299 0.321756 0.132 Uiso 0.385(8) 1 calc R U P A 2
C55 C 0.5951(11) 0.4811(2) 0.4252(11) 0.091(4) Uani 0.385(8) 1 d DG U P A 2
H55 H 0.528148 0.460598 0.426831 0.109 Uiso 0.385(8) 1 calc R U P A 2
C56 C 0.4247(12) 0.5238(3) 0.5415(11) 0.063(3) Uani 0.385(8) 1 d D U P A 2
H56A H 0.366764 0.500289 0.536945 0.095 Uiso 0.385(8) 1 calc R U P A 2
H56B H 0.438828 0.531887 0.633873 0.095 Uiso 0.385(8) 1 calc R U P A 2
H56C H 0.375719 0.544363 0.490862 0.095 Uiso 0.385(8) 1 calc R 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
O11 C11 1.415(3) . ?
O11 H11 0.8400 . ?
O12 C131 1.421(3) . ?
O12 C12 1.424(3) . ?
O13 C13 1.429(3) . ?
O13 C131 1.435(3) . ?
O14 C14 1.438(3) . ?
O14 H14 0.8400 . ?
O21 C21 1.414(3) . ?
O21 H21 0.8400 . ?
O22 C22 1.420(3) . ?
O22 C231 1.422(3) . ?
O23 C23 1.423(3) . ?
O23 C231 1.434(3) . ?
O24 C24 1.439(3) . ?
O24 H24 0.8400 . ?
C11 C121 1.537(4) . ?
C11 C111 1.540(3) . ?
C11 C12 1.545(3) . ?
C12 C13 1.555(3) . ?
C12 H12 1.0000 . ?
C13 C14 1.557(3) . ?
C13 H13 1.0000 . ?
C14 C151 1.529(4) . ?
C14 C141 1.534(3) . ?
C21 C221 1.535(4) . ?
C21 C211 1.542(3) . ?
C21 C22 1.559(3) . ?
C22 C23 1.551(3) . ?
C22 H22 1.0000 . ?
C23 C24 1.557(3) . ?
C23 H23 1.0000 . ?
C24 C241 1.526(3) . ?
C24 C251 1.534(3) . ?
C111 C116 1.382(4) . ?
C111 C112 1.390(4) . ?
C112 C113 1.382(5) . ?
C112 H112 0.9500 . ?
C113 C114 1.381(5) . ?
C113 H113 0.9500 . ?
C114 C115 1.375(5) . ?
C114 H114 0.9500 . ?
C115 C116 1.395(4) . ?
C115 H115 0.9500 . ?
C116 H116 0.9500 . ?
C121 C122 1.383(5) . ?
C121 C126 1.398(5) . ?
C122 C123 1.416(6) . ?
C122 H122 0.9500 . ?
C123 C124 1.356(9) . ?
C123 H123 0.9500 . ?
C124 C125 1.378(8) . ?
C124 H124 0.9500 . ?
C125 C126 1.389(5) . ?
C125 H125 0.9500 . ?
C126 H126 0.9500 . ?
C131 C132 1.512(3) . ?
C131 C136 1.514(4) . ?
C132 C133 1.526(4) . ?
C132 H13A 0.9900 . ?
C132 H13B 0.9900 . ?
C133 C134 1.518(4) . ?
C133 H13C 0.9900 . ?
C133 H13D 0.9900 . ?
C134 C135 1.523(4) . ?
C134 H13E 0.9900 . ?
C134 H13F 0.9900 . ?
C135 C136 1.531(4) . ?
C135 H13G 0.9900 . ?
C135 H13H 0.9900 . ?
C136 H13I 0.9900 . ?
C136 H13J 0.9900 . ?
C141 C146 1.390(4) . ?
C141 C142 1.394(3) . ?
C142 C143 1.378(4) . ?
C142 H142 0.9500 . ?
C143 C144 1.381(5) . ?
C143 H143 0.9500 . ?
C144 C145 1.387(4) . ?
C144 H144 0.9500 . ?
C145 C146 1.393(4) . ?
C145 H145 0.9500 . ?
C146 H146 0.9500 . ?
C151 C156 1.386(4) . ?
C151 C152 1.386(4) . ?
C152 C153 1.396(4) . ?
C152 H152 0.9500 . ?
C153 C154 1.388(5) . ?
C153 H153 0.9500 . ?
C154 C155 1.376(6) . ?
C154 H154 0.9500 . ?
C155 C156 1.380(5) . ?
C155 H155 0.9500 . ?
C156 H156 0.9500 . ?
C211 C212 1.386(4) . ?
C211 C216 1.388(4) . ?
C212 C213 1.396(4) . ?
C212 H212 0.9500 . ?
C213 C214 1.376(4) . ?
C213 H213 0.9500 . ?
C214 C215 1.373(5) . ?
C214 H214 0.9500 . ?
C215 C216 1.383(5) . ?
C215 H215 0.9500 . ?
C216 H216 0.9500 . ?
C221 C222 1.388(5) . ?
C221 C226 1.395(5) . ?
C222 C223 1.404(5) . ?
C222 H222 0.9500 . ?
C223 C224 1.354(9) . ?
C223 H223 0.9500 . ?
C224 C225 1.364(10) . ?
C224 H224 0.9500 . ?
C225 C226 1.414(7) . ?
C225 H225 0.9500 . ?
C226 H226 0.9500 . ?
C231 C232 1.518(3) . ?
C231 C236 1.521(3) . ?
C232 C233 1.533(3) . ?
C232 H23A 0.9900 . ?
C232 H23B 0.9900 . ?
C233 C234 1.525(4) . ?
C233 H23C 0.9900 . ?
C233 H23D 0.9900 . ?
C234 C235 1.506(4) . ?
C234 H23E 0.9900 . ?
C234 H23F 0.9900 . ?
C235 C236 1.530(3) . ?
C235 H23G 0.9900 . ?
C235 H23H 0.9900 . ?
C236 H23I 0.9900 . ?
C236 H23J 0.9900 . ?
C241 C242 1.384(4) . ?
C241 C246 1.395(4) . ?
C242 C243 1.392(4) . ?
C242 H242 0.9500 . ?
C243 C244 1.383(5) . ?
C243 H243 0.9500 . ?
C244 C245 1.378(5) . ?
C244 H244 0.9500 . ?
C245 C246 1.381(4) . ?
C245 H245 0.9500 . ?
C246 H246 0.9500 . ?
C251 C256 1.389(4) . ?
C251 C252 1.398(3) . ?
C252 C253 1.380(4) . ?
C252 H252 0.9500 . ?
C253 C254 1.378(5) . ?
C253 H253 0.9500 . ?
C254 C255 1.373(5) . ?
C254 H254 0.9500 . ?
C255 C256 1.391(4) . ?
C255 H255 0.9500 . ?
C256 H256 0.9500 . ?
C31 N3 1.3900 . ?
C31 C35 1.3900 . ?
C31 C36 1.437(6) . ?
N3 C32 1.3900 . ?
C32 C33 1.3900 . ?
C32 H32 0.9500 . ?
C33 C34 1.3900 . ?
C33 H33 0.9500 . ?
C34 C35 1.3900 . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C41 N4 1.3900 . ?
C41 C45 1.3900 . ?
C41 C46 1.450(8) . ?
N4 C42 1.3900 . ?
C42 C43 1.3900 . ?
C42 H42 0.9500 . ?
C43 C44 1.3900 . ?
C43 H43 0.9500 . ?
C44 C45 1.3900 . ?
C44 H44 0.9500 . ?
C45 H45 0.9500 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C51 N5 1.3900 . ?
C51 C55 1.3900 . ?
C51 C56 1.488(12) . ?
N5 C52 1.3900 . ?
C52 C53 1.3900 . ?
C52 H52 0.9500 . ?
C53 C54 1.3900 . ?
C53 H53 0.9500 . ?
C54 C55 1.3900 . ?
C54 H54 0.9500 . ?
C55 H55 0.9500 . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O11 H11 109.5 . . ?
C131 O12 C12 109.33(17) . . ?
C13 O13 C131 110.64(17) . . ?
C14 O14 H14 109.5 . . ?
C21 O21 H21 109.5 . . ?
C22 O22 C231 109.53(17) . . ?
C23 O23 C231 110.66(17) . . ?
C24 O24 H24 109.5 . . ?
O11 C11 C121 110.3(2) . . ?
O11 C11 C111 105.4(2) . . ?
C121 C11 C111 109.5(2) . . ?
O11 C11 C12 108.84(19) . . ?
C121 C11 C12 110.9(2) . . ?
C111 C11 C12 111.8(2) . . ?
O12 C12 C11 107.35(18) . . ?
O12 C12 C13 102.57(17) . . ?
C11 C12 C13 117.6(2) . . ?
O12 C12 H12 109.6 . . ?
C11 C12 H12 109.6 . . ?
C13 C12 H12 109.6 . . ?
O13 C13 C12 103.58(17) . . ?
O13 C13 C14 109.17(18) . . ?
C12 C13 C14 116.62(18) . . ?
O13 C13 H13 109.1 . . ?
C12 C13 H13 109.1 . . ?
C14 C13 H13 109.1 . . ?
O14 C14 C151 107.81(19) . . ?
O14 C14 C141 108.10(19) . . ?
C151 C14 C141 110.5(2) . . ?
O14 C14 C13 106.21(18) . . ?
C151 C14 C13 111.08(19) . . ?
C141 C14 C13 112.89(18) . . ?
O21 C21 C221 109.6(2) . . ?
O21 C21 C211 105.7(2) . . ?
C221 C21 C211 109.5(2) . . ?
O21 C21 C22 108.0(2) . . ?
C221 C21 C22 110.9(2) . . ?
C211 C21 C22 113.0(2) . . ?
O22 C22 C23 103.18(17) . . ?
O22 C22 C21 108.44(18) . . ?
C23 C22 C21 116.12(19) . . ?
O22 C22 H22 109.6 . . ?
C23 C22 H22 109.6 . . ?
C21 C22 H22 109.6 . . ?
O23 C23 C22 104.16(17) . . ?
O23 C23 C24 109.91(18) . . ?
C22 C23 C24 116.39(18) . . ?
O23 C23 H23 108.7 . . ?
C22 C23 H23 108.7 . . ?
C24 C23 H23 108.7 . . ?
O24 C24 C241 107.28(18) . . ?
O24 C24 C251 107.89(18) . . ?
C241 C24 C251 110.09(19) . . ?
O24 C24 C23 106.47(18) . . ?
C241 C24 C23 111.87(19) . . ?
C251 C24 C23 112.94(18) . . ?
C116 C111 C112 118.2(2) . . ?
C116 C111 C11 125.3(2) . . ?
C112 C111 C11 116.4(2) . . ?
C113 C112 C111 121.0(3) . . ?
C113 C112 H112 119.5 . . ?
C111 C112 H112 119.5 . . ?
C114 C113 C112 120.6(3) . . ?
C114 C113 H113 119.7 . . ?
C112 C113 H113 119.7 . . ?
C115 C114 C113 118.9(3) . . ?
C115 C114 H114 120.6 . . ?
C113 C114 H114 120.6 . . ?
C114 C115 C116 120.8(3) . . ?
C114 C115 H115 119.6 . . ?
C116 C115 H115 119.6 . . ?
C111 C116 C115 120.5(3) . . ?
C111 C116 H116 119.7 . . ?
C115 C116 H116 119.7 . . ?
C122 C121 C126 118.7(3) . . ?
C122 C121 C11 120.5(3) . . ?
C126 C121 C11 120.8(3) . . ?
C121 C122 C123 119.4(5) . . ?
C121 C122 H122 120.3 . . ?
C123 C122 H122 120.3 . . ?
C124 C123 C122 120.9(4) . . ?
C124 C123 H123 119.5 . . ?
C122 C123 H123 119.5 . . ?
C123 C124 C125 120.2(4) . . ?
C123 C124 H124 119.9 . . ?
C125 C124 H124 119.9 . . ?
C124 C125 C126 119.9(5) . . ?
C124 C125 H125 120.1 . . ?
C126 C125 H125 120.1 . . ?
C125 C126 C121 120.9(4) . . ?
C125 C126 H126 119.6 . . ?
C121 C126 H126 119.6 . . ?
O12 C131 O13 105.55(18) . . ?
O12 C131 C132 108.4(2) . . ?
O13 C131 C132 108.73(19) . . ?
O12 C131 C136 109.92(19) . . ?
O13 C131 C136 111.26(19) . . ?
C132 C131 C136 112.7(2) . . ?
C131 C132 C133 112.0(2) . . ?
C131 C132 H13A 109.2 . . ?
C133 C132 H13A 109.2 . . ?
C131 C132 H13B 109.2 . . ?
C133 C132 H13B 109.2 . . ?
H13A C132 H13B 107.9 . . ?
C134 C133 C132 110.6(2) . . ?
C134 C133 H13C 109.5 . . ?
C132 C133 H13C 109.5 . . ?
C134 C133 H13D 109.5 . . ?
C132 C133 H13D 109.5 . . ?
H13C C133 H13D 108.1 . . ?
C133 C134 C135 111.2(2) . . ?
C133 C134 H13E 109.4 . . ?
C135 C134 H13E 109.4 . . ?
C133 C134 H13F 109.4 . . ?
C135 C134 H13F 109.4 . . ?
H13E C134 H13F 108.0 . . ?
C134 C135 C136 111.3(2) . . ?
C134 C135 H13G 109.4 . . ?
C136 C135 H13G 109.4 . . ?
C134 C135 H13H 109.4 . . ?
C136 C135 H13H 109.4 . . ?
H13G C135 H13H 108.0 . . ?
C131 C136 C135 111.3(2) . . ?
C131 C136 H13I 109.4 . . ?
C135 C136 H13I 109.4 . . ?
C131 C136 H13J 109.4 . . ?
C135 C136 H13J 109.4 . . ?
H13I C136 H13J 108.0 . . ?
C146 C141 C142 118.4(2) . . ?
C146 C141 C14 123.9(2) . . ?
C142 C141 C14 117.6(2) . . ?
C143 C142 C141 121.1(3) . . ?
C143 C142 H142 119.5 . . ?
C141 C142 H142 119.5 . . ?
C142 C143 C144 120.3(3) . . ?
C142 C143 H143 119.9 . . ?
C144 C143 H143 119.9 . . ?
C143 C144 C145 119.5(3) . . ?
C143 C144 H144 120.2 . . ?
C145 C144 H144 120.2 . . ?
C144 C145 C146 120.2(3) . . ?
C144 C145 H145 119.9 . . ?
C146 C145 H145 119.9 . . ?
C141 C146 C145 120.5(2) . . ?
C141 C146 H146 119.8 . . ?
C145 C146 H146 119.8 . . ?
C156 C151 C152 119.4(3) . . ?
C156 C151 C14 120.4(3) . . ?
C152 C151 C14 120.2(2) . . ?
C151 C152 C153 120.0(3) . . ?
C151 C152 H152 120.0 . . ?
C153 C152 H152 120.0 . . ?
C154 C153 C152 119.8(3) . . ?
C154 C153 H153 120.1 . . ?
C152 C153 H153 120.1 . . ?
C155 C154 C153 119.9(3) . . ?
C155 C154 H154 120.0 . . ?
C153 C154 H154 120.0 . . ?
C154 C155 C156 120.3(3) . . ?
C154 C155 H155 119.8 . . ?
C156 C155 H155 119.8 . . ?
C155 C156 C151 120.6(3) . . ?
C155 C156 H156 119.7 . . ?
C151 C156 H156 119.7 . . ?
C212 C211 C216 117.9(2) . . ?
C212 C211 C21 125.0(2) . . ?
C216 C211 C21 117.1(2) . . ?
C211 C212 C213 120.6(3) . . ?
C211 C212 H212 119.7 . . ?
C213 C212 H212 119.7 . . ?
C214 C213 C212 120.6(3) . . ?
C214 C213 H213 119.7 . . ?
C212 C213 H213 119.7 . . ?
C215 C214 C213 119.0(3) . . ?
C215 C214 H214 120.5 . . ?
C213 C214 H214 120.5 . . ?
C214 C215 C216 120.6(3) . . ?
C214 C215 H215 119.7 . . ?
C216 C215 H215 119.7 . . ?
C215 C216 C211 121.2(3) . . ?
C215 C216 H216 119.4 . . ?
C211 C216 H216 119.4 . . ?
C222 C221 C226 118.4(3) . . ?
C222 C221 C21 121.4(3) . . ?
C226 C221 C21 120.3(3) . . ?
C221 C222 C223 120.5(4) . . ?
C221 C222 H222 119.7 . . ?
C223 C222 H222 119.7 . . ?
C224 C223 C222 121.0(5) . . ?
C224 C223 H223 119.5 . . ?
C222 C223 H223 119.5 . . ?
C223 C224 C225 119.6(4) . . ?
C223 C224 H224 120.2 . . ?
C225 C224 H224 120.2 . . ?
C224 C225 C226 121.1(5) . . ?
C224 C225 H225 119.4 . . ?
C226 C225 H225 119.4 . . ?
C221 C226 C225 119.5(5) . . ?
C221 C226 H226 120.3 . . ?
C225 C226 H226 120.3 . . ?
O22 C231 O23 105.69(18) . . ?
O22 C231 C232 110.75(19) . . ?
O23 C231 C232 110.07(19) . . ?
O22 C231 C236 108.10(19) . . ?
O23 C231 C236 109.54(19) . . ?
C232 C231 C236 112.5(2) . . ?
C231 C232 C233 111.6(2) . . ?
C231 C232 H23A 109.3 . . ?
C233 C232 H23A 109.3 . . ?
C231 C232 H23B 109.3 . . ?
C233 C232 H23B 109.3 . . ?
H23A C232 H23B 108.0 . . ?
C234 C233 C232 111.1(2) . . ?
C234 C233 H23C 109.4 . . ?
C232 C233 H23C 109.4 . . ?
C234 C233 H23D 109.4 . . ?
C232 C233 H23D 109.4 . . ?
H23C C233 H23D 108.0 . . ?
C235 C234 C233 110.7(2) . . ?
C235 C234 H23E 109.5 . . ?
C233 C234 H23E 109.5 . . ?
C235 C234 H23F 109.5 . . ?
C233 C234 H23F 109.5 . . ?
H23E C234 H23F 108.1 . . ?
C234 C235 C236 110.8(2) . . ?
C234 C235 H23G 109.5 . . ?
C236 C235 H23G 109.5 . . ?
C234 C235 H23H 109.5 . . ?
C236 C235 H23H 109.5 . . ?
H23G C235 H23H 108.1 . . ?
C231 C236 C235 111.4(2) . . ?
C231 C236 H23I 109.3 . . ?
C235 C236 H23I 109.3 . . ?
C231 C236 H23J 109.3 . . ?
C235 C236 H23J 109.3 . . ?
H23I C236 H23J 108.0 . . ?
C242 C241 C246 118.7(2) . . ?
C242 C241 C24 121.3(2) . . ?
C246 C241 C24 120.1(2) . . ?
C241 C242 C243 120.5(3) . . ?
C241 C242 H242 119.7 . . ?
C243 C242 H242 119.7 . . ?
C244 C243 C242 119.9(3) . . ?
C244 C243 H243 120.0 . . ?
C242 C243 H243 120.0 . . ?
C245 C244 C243 120.1(3) . . ?
C245 C244 H244 120.0 . . ?
C243 C244 H244 120.0 . . ?
C244 C245 C246 120.0(3) . . ?
C244 C245 H245 120.0 . . ?
C246 C245 H245 120.0 . . ?
C245 C246 C241 120.9(3) . . ?
C245 C246 H246 119.6 . . ?
C241 C246 H246 119.6 . . ?
C256 C251 C252 118.5(2) . . ?
C256 C251 C24 124.5(2) . . ?
C252 C251 C24 116.9(2) . . ?
C253 C252 C251 120.7(3) . . ?
C253 C252 H252 119.6 . . ?
C251 C252 H252 119.6 . . ?
C254 C253 C252 120.3(3) . . ?
C254 C253 H253 119.8 . . ?
C252 C253 H253 119.8 . . ?
C255 C254 C253 119.6(3) . . ?
C255 C254 H254 120.2 . . ?
C253 C254 H254 120.2 . . ?
C254 C255 C256 120.9(3) . . ?
C254 C255 H255 119.6 . . ?
C256 C255 H255 119.6 . . ?
C251 C256 C255 120.0(2) . . ?
C251 C256 H256 120.0 . . ?
C255 C256 H256 120.0 . . ?
N3 C31 C35 120.0 . . ?
N3 C31 C36 117.0(3) . . ?
C35 C31 C36 122.8(3) . . ?
C32 N3 C31 120.0 . . ?
N3 C32 C33 120.0 . . ?
N3 C32 H32 120.0 . . ?
C33 C32 H32 120.0 . . ?
C34 C33 C32 120.0 . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C34 C35 120.0 . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C34 C35 C31 120.0 . . ?
C34 C35 H35 120.0 . . ?
C31 C35 H35 120.0 . . ?
C31 C36 H36A 109.5 . . ?
C31 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C31 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N4 C41 C45 120.0 . . ?
N4 C41 C46 119.4(4) . . ?
C45 C41 C46 120.5(4) . . ?
C42 N4 C41 120.0 . . ?
N4 C42 C43 120.0 . . ?
N4 C42 H42 120.0 . . ?
C43 C42 H42 120.0 . . ?
C44 C43 C42 120.0 . . ?
C44 C43 H43 120.0 . . ?
C42 C43 H43 120.0 . . ?
C43 C44 C45 120.0 . . ?
C43 C44 H44 120.0 . . ?
C45 C44 H44 120.0 . . ?
C44 C45 C41 120.0 . . ?
C44 C45 H45 120.0 . . ?
C41 C45 H45 120.0 . . ?
C41 C46 H46A 109.5 . . ?
C41 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C41 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
N5 C51 C55 120.0 . . ?
N5 C51 C56 118.2(7) . . ?
C55 C51 C56 121.5(7) . . ?
C52 N5 C51 120.0 . . ?
N5 C52 C53 120.0 . . ?
N5 C52 H52 120.0 . . ?
C53 C52 H52 120.0 . . ?
C52 C53 C54 120.0 . . ?
C52 C53 H53 120.0 . . ?
C54 C53 H53 120.0 . . ?
C55 C54 C53 120.0 . . ?
C55 C54 H54 120.0 . . ?
C53 C54 H54 120.0 . . ?
C54 C55 C51 120.0 . . ?
C54 C55 H55 120.0 . . ?
C51 C55 H55 120.0 . . ?
C51 C56 H56A 109.5 . . ?
C51 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C51 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 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
C131 O12 C12 C11 -154.12(19) . . . . ?
C131 O12 C12 C13 -29.6(2) . . . . ?
O11 C11 C12 O12 177.1(2) . . . . ?
C121 C11 C12 O12 55.7(3) . . . . ?
C111 C11 C12 O12 -66.9(2) . . . . ?
O11 C11 C12 C13 62.3(3) . . . . ?
C121 C11 C12 C13 -59.2(3) . . . . ?
C111 C11 C12 C13 178.28(19) . . . . ?
C131 O13 C13 C12 -10.6(2) . . . . ?
C131 O13 C13 C14 -135.5(2) . . . . ?
O12 C12 C13 O13 23.9(2) . . . . ?
C11 C12 C13 O13 141.4(2) . . . . ?
O12 C12 C13 C14 143.8(2) . . . . ?
C11 C12 C13 C14 -98.7(2) . . . . ?
O13 C13 C14 O14 174.79(18) . . . . ?
C12 C13 C14 O14 57.9(3) . . . . ?
O13 C13 C14 C151 57.8(2) . . . . ?
C12 C13 C14 C151 -59.1(3) . . . . ?
O13 C13 C14 C141 -66.9(2) . . . . ?
C12 C13 C14 C141 176.2(2) . . . . ?
C231 O22 C22 C23 -26.8(2) . . . . ?
C231 O22 C22 C21 -150.45(19) . . . . ?
O21 C21 C22 O22 176.6(2) . . . . ?
C221 C21 C22 O22 56.5(3) . . . . ?
C211 C21 C22 O22 -66.9(3) . . . . ?
O21 C21 C22 C23 61.1(3) . . . . ?
C221 C21 C22 C23 -59.1(3) . . . . ?
C211 C21 C22 C23 177.58(19) . . . . ?
C231 O23 C23 C22 -7.3(2) . . . . ?
C231 O23 C23 C24 -132.71(19) . . . . ?
O22 C22 C23 O23 20.4(2) . . . . ?
C21 C22 C23 O23 138.8(2) . . . . ?
O22 C22 C23 C24 141.5(2) . . . . ?
C21 C22 C23 C24 -100.0(2) . . . . ?
O23 C23 C24 O24 176.33(17) . . . . ?
C22 C23 C24 O24 58.3(2) . . . . ?
O23 C23 C24 C241 59.4(2) . . . . ?
C22 C23 C24 C241 -58.6(3) . . . . ?
O23 C23 C24 C251 -65.4(2) . . . . ?
C22 C23 C24 C251 176.51(19) . . . . ?
O11 C11 C111 C116 128.6(3) . . . . ?
C121 C11 C111 C116 -112.8(3) . . . . ?
C12 C11 C111 C116 10.5(3) . . . . ?
O11 C11 C111 C112 -49.5(3) . . . . ?
C121 C11 C111 C112 69.1(3) . . . . ?
C12 C11 C111 C112 -167.6(3) . . . . ?
C116 C111 C112 C113 -0.3(5) . . . . ?
C11 C111 C112 C113 177.9(3) . . . . ?
C111 C112 C113 C114 -0.4(6) . . . . ?
C112 C113 C114 C115 0.7(5) . . . . ?
C113 C114 C115 C116 -0.2(5) . . . . ?
C112 C111 C116 C115 0.8(4) . . . . ?
C11 C111 C116 C115 -177.2(2) . . . . ?
C114 C115 C116 C111 -0.5(4) . . . . ?
O11 C11 C121 C122 -15.4(3) . . . . ?
C111 C11 C121 C122 -130.9(3) . . . . ?
C12 C11 C121 C122 105.3(3) . . . . ?
O11 C11 C121 C126 165.5(2) . . . . ?
C111 C11 C121 C126 50.0(3) . . . . ?
C12 C11 C121 C126 -73.9(3) . . . . ?
C126 C121 C122 C123 1.1(4) . . . . ?
C11 C121 C122 C123 -178.0(3) . . . . ?
C121 C122 C123 C124 -0.7(5) . . . . ?
C122 C123 C124 C125 0.1(6) . . . . ?
C123 C124 C125 C126 0.1(6) . . . . ?
C124 C125 C126 C121 0.3(5) . . . . ?
C122 C121 C126 C125 -1.0(4) . . . . ?
C11 C121 C126 C125 178.2(3) . . . . ?
C12 O12 C131 O13 23.8(2) . . . . ?
C12 O12 C131 C132 140.2(2) . . . . ?
C12 O12 C131 C136 -96.3(2) . . . . ?
C13 O13 C131 O12 -7.0(2) . . . . ?
C13 O13 C131 C132 -123.0(2) . . . . ?
C13 O13 C131 C136 112.2(2) . . . . ?
O12 C131 C132 C133 68.7(3) . . . . ?
O13 C131 C132 C133 -177.1(2) . . . . ?
C136 C131 C132 C133 -53.2(3) . . . . ?
C131 C132 C133 C134 54.6(3) . . . . ?
C132 C133 C134 C135 -56.4(3) . . . . ?
C133 C134 C135 C136 56.6(3) . . . . ?
O12 C131 C136 C135 -68.4(3) . . . . ?
O13 C131 C136 C135 175.0(2) . . . . ?
C132 C131 C136 C135 52.6(3) . . . . ?
C134 C135 C136 C131 -54.1(3) . . . . ?
O14 C14 C141 C146 121.6(3) . . . . ?
C151 C14 C141 C146 -120.6(3) . . . . ?
C13 C14 C141 C146 4.4(3) . . . . ?
O14 C14 C141 C142 -55.8(3) . . . . ?
C151 C14 C141 C142 61.9(3) . . . . ?
C13 C14 C141 C142 -173.0(2) . . . . ?
C146 C141 C142 C143 -1.9(4) . . . . ?
C14 C141 C142 C143 175.6(3) . . . . ?
C141 C142 C143 C144 0.4(5) . . . . ?
C142 C143 C144 C145 1.4(5) . . . . ?
C143 C144 C145 C146 -1.8(5) . . . . ?
C142 C141 C146 C145 1.6(4) . . . . ?
C14 C141 C146 C145 -175.8(3) . . . . ?
C144 C145 C146 C141 0.2(5) . . . . ?
O14 C14 C151 C156 -17.2(3) . . . . ?
C141 C14 C151 C156 -135.1(2) . . . . ?
C13 C14 C151 C156 98.8(3) . . . . ?
O14 C14 C151 C152 165.7(2) . . . . ?
C141 C14 C151 C152 47.7(3) . . . . ?
C13 C14 C151 C152 -78.4(3) . . . . ?
C156 C151 C152 C153 -1.8(4) . . . . ?
C14 C151 C152 C153 175.4(2) . . . . ?
C151 C152 C153 C154 1.3(4) . . . . ?
C152 C153 C154 C155 0.4(4) . . . . ?
C153 C154 C155 C156 -1.5(5) . . . . ?
C154 C155 C156 C151 1.0(4) . . . . ?
C152 C151 C156 C155 0.7(4) . . . . ?
C14 C151 C156 C155 -176.5(2) . . . . ?
O21 C21 C211 C212 142.2(3) . . . . ?
C221 C21 C211 C212 -99.7(3) . . . . ?
C22 C21 C211 C212 24.4(4) . . . . ?
O21 C21 C211 C216 -37.4(3) . . . . ?
C221 C21 C211 C216 80.7(3) . . . . ?
C22 C21 C211 C216 -155.2(2) . . . . ?
C216 C211 C212 C213 -0.5(4) . . . . ?
C21 C211 C212 C213 179.9(3) . . . . ?
C211 C212 C213 C214 0.0(5) . . . . ?
C212 C213 C214 C215 0.8(5) . . . . ?
C213 C214 C215 C216 -1.0(5) . . . . ?
C214 C215 C216 C211 0.5(5) . . . . ?
C212 C211 C216 C215 0.3(5) . . . . ?
C21 C211 C216 C215 179.9(3) . . . . ?
O21 C21 C221 C222 166.0(2) . . . . ?
C211 C21 C221 C222 50.5(3) . . . . ?
C22 C21 C221 C222 -74.9(3) . . . . ?
O21 C21 C221 C226 -13.8(3) . . . . ?
C211 C21 C221 C226 -129.4(3) . . . . ?
C22 C21 C221 C226 105.3(3) . . . . ?
C226 C221 C222 C223 0.1(4) . . . . ?
C21 C221 C222 C223 -179.7(3) . . . . ?
C221 C222 C223 C224 -0.1(5) . . . . ?
C222 C223 C224 C225 -0.4(7) . . . . ?
C223 C224 C225 C226 1.0(7) . . . . ?
C222 C221 C226 C225 0.4(5) . . . . ?
C21 C221 C226 C225 -179.7(3) . . . . ?
C224 C225 C226 C221 -1.0(6) . . . . ?
C22 O22 C231 O23 22.9(2) . . . . ?
C22 O22 C231 C232 -96.3(2) . . . . ?
C22 O22 C231 C236 140.1(2) . . . . ?
C23 O23 C231 O22 -8.6(2) . . . . ?
C23 O23 C231 C232 111.0(2) . . . . ?
C23 O23 C231 C236 -124.8(2) . . . . ?
O22 C231 C232 C233 -69.2(3) . . . . ?
O23 C231 C232 C233 174.3(2) . . . . ?
C236 C231 C232 C233 51.8(3) . . . . ?
C231 C232 C233 C234 -53.8(3) . . . . ?
C232 C233 C234 C235 57.3(3) . . . . ?
C233 C234 C235 C236 -58.2(3) . . . . ?
O22 C231 C236 C235 69.8(3) . . . . ?
O23 C231 C236 C235 -175.5(2) . . . . ?
C232 C231 C236 C235 -52.8(3) . . . . ?
C234 C235 C236 C231 55.9(3) . . . . ?
O24 C24 C241 C242 -20.2(3) . . . . ?
C251 C24 C241 C242 -137.4(2) . . . . ?
C23 C24 C241 C242 96.2(3) . . . . ?
O24 C24 C241 C246 160.8(2) . . . . ?
C251 C24 C241 C246 43.7(3) . . . . ?
C23 C24 C241 C246 -82.7(3) . . . . ?
C246 C241 C242 C243 0.5(4) . . . . ?
C24 C241 C242 C243 -178.4(2) . . . . ?
C241 C242 C243 C244 0.1(4) . . . . ?
C242 C243 C244 C245 -0.4(4) . . . . ?
C243 C244 C245 C246 0.1(4) . . . . ?
C244 C245 C246 C241 0.6(4) . . . . ?
C242 C241 C246 C245 -0.9(4) . . . . ?
C24 C241 C246 C245 178.1(2) . . . . ?
O24 C24 C251 C256 125.0(3) . . . . ?
C241 C24 C251 C256 -118.2(3) . . . . ?
C23 C24 C251 C256 7.6(3) . . . . ?
O24 C24 C251 C252 -53.5(3) . . . . ?
C241 C24 C251 C252 63.3(3) . . . . ?
C23 C24 C251 C252 -170.9(2) . . . . ?
C256 C251 C252 C253 -2.1(4) . . . . ?
C24 C251 C252 C253 176.5(3) . . . . ?
C251 C252 C253 C254 1.1(5) . . . . ?
C252 C253 C254 C255 0.6(6) . . . . ?
C253 C254 C255 C256 -1.3(6) . . . . ?
C252 C251 C256 C255 1.4(4) . . . . ?
C24 C251 C256 C255 -177.0(3) . . . . ?
C254 C255 C256 C251 0.2(5) . . . . ?
C35 C31 N3 C32 0.0 . . . . ?
C36 C31 N3 C32 -175.8(4) . . . . ?
C31 N3 C32 C33 0.0 . . . . ?
N3 C32 C33 C34 0.0 . . . . ?
C32 C33 C34 C35 0.0 . . . . ?
C33 C34 C35 C31 0.0 . . . . ?
N3 C31 C35 C34 0.0 . . . . ?
C36 C31 C35 C34 175.5(4) . . . . ?
C45 C41 N4 C42 0.0 . . . . ?
C46 C41 N4 C42 -176.7(6) . . . . ?
C41 N4 C42 C43 0.0 . . . . ?
N4 C42 C43 C44 0.0 . . . . ?
C42 C43 C44 C45 0.0 . . . . ?
C43 C44 C45 C41 0.0 . . . . ?
N4 C41 C45 C44 0.0 . . . . ?
C46 C41 C45 C44 176.7(6) . . . . ?
C55 C51 N5 C52 0.0 . . . . ?
C56 C51 N5 C52 -174.1(8) . . . . ?
C51 N5 C52 C53 0.0 . . . . ?
N5 C52 C53 C54 0.0 . . . . ?
C52 C53 C54 C55 0.0 . . . . ?
C53 C54 C55 C51 0.0 . . . . ?
N5 C51 C55 C54 0.0 . . . . ?
C56 C51 C55 C54 173.9(8) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4.00 1.00 4.00 0.1310
-3.00 -4.00 0.00 0.2140
-3.00 -1.00 -3.00 0.1680
-2.00 2.00 1.00 0.1470
-1.00 4.00 4.00 0.0770
-1.00 0.00 -3.00 0.0970
-1.00 4.00 -2.00 0.0870
0.00 -1.00 4.00 0.0470
0.00 4.00 1.00 0.0390
0.00 -4.00 -1.00 0.1320
0.00 1.00 -2.00 0.0470
0.00 2.00 -1.00 0.0350
0.00 -1.00 0.00 0.1610
0.00 1.00 0.00 0.0510
0.00 -2.00 -1.00 0.1110
0.00 -4.00 1.00 0.1290
1.00 4.00 3.00 0.0930
1.00 -3.00 1.00 0.2140
1.00 -3.00 -4.00 0.1230
1.00 3.00 -3.00 0.0880
2.00 -2.00 -1.00 0.2430
3.00 2.00 1.00 0.2020
4.00 1.00 0.00 0.2320

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O11 H11 O14 0.84 1.85 2.686(3) 171 . yes
O14 H14 N4 0.84 2.03 2.791(4) 151 . yes
O14 H14 N5 0.84 1.78 2.565(7) 155 . yes
O21 H21 O24 0.84 1.83 2.664(3) 176 . yes
O24 H24 N3 0.84 1.88 2.701(3) 165 . yes
C36 H36C O21 0.98 2.45 3.237(5) 137 . yes
C116 H116 O12 0.95 2.34 2.927(3) 120 . yes
C122 H122 O11 0.95 2.41 2.754(5) 101 . yes
C126 H126 O12 0.95 2.51 2.859(4) 102 . yes
C146 H146 O13 0.95 2.42 3.000(3) 119 . yes
C156 H156 O14 0.95 2.34 2.702(4) 102 . yes
C212 H212 O22 0.95 2.28 2.928(3) 125 . yes
C222 H222 O22 0.95 2.57 2.923(4) 103 . yes
C226 H226 O21 0.95 2.38 2.733(5) 101 . yes
C242 H242 O24 0.95 2.37 2.716(3) 101 . yes
C256 H256 O23 0.95 2.38 2.974(3) 120 . yes

_refine_diff_density_max         0.334
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.043


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: 2-methylpyridine'
####################################################################### 
# 
# 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_aq103
_database_code_depnum_ccdc_archive 'CCDC 2341185'
loop_
_audit_author_name
_audit_author_address
'Eric Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2024-03-18 deposited with the CCDC.	2025-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
(4R,5R)-Bis(diphenyldioxymethyl)-2-spiro-1'-cyclohexane-1,3-dioxane
_chemical_name_common            ?
_chemical_temperature_decomposition 352.31
_chemical_formula_moiety         'C34 H34 O4, C6 H7 N'
_chemical_formula_sum            'C40 H41 N O4'
_chemical_formula_weight         599.74

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

_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   9.5704(6)
_cell_length_b                   9.8658(5)
_cell_length_c                   17.3649(10)
_cell_angle_alpha                97.408(2)
_cell_angle_beta                 100.565(2)
_cell_angle_gamma                90.588(2)
_cell_volume                     1597.38(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9287
_cell_measurement_theta_min      2.97
_cell_measurement_theta_max      28.22

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.555
_exptl_crystal_size_mid          0.491
_exptl_crystal_size_min          0.260
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   0.957
_shelx_estimated_absorpt_T_max   0.980
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9597
_exptl_absorpt_correction_T_max  0.9975
_exptl_absorpt_process_details   'SADABS V2016/2 (Krause, 2015)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_power             70
_diffrn_source_voltage           50
_diffrn_source_current           1.4
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Bruker PHOTON II 7 detector'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            135115
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.083
_diffrn_reflns_theta_max         28.307
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             15818
_reflns_number_gt                14346
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.991
_reflns_Friedel_fraction_max     0.989
_reflns_Friedel_fraction_full    0.996

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service V6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015a)'
_computing_structure_refinement  
'SHELXL-2019/2 (Sheldrick, 2015b)  and ShelXle (Hübschle, 2011)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2012)'
_computing_publication_material  
'PLATON (Spek, 2009) and MERCURY (Macrae, 2008)'

_refine_special_details          
;
All non-hydrogen atoms were refined anisotropically. Carbon-bound H atoms were
placed in calculated positions and were included in the refinement in the riding
model approximation, with Uiso(H) set to 1.2 Ueq(C).

The H atoms of the methyl group were allowed to rotate with a fixed angle
around the C---C bond to best fit the experimental electron density (HFIX 137
in the SHELXL program (Sheldrick, 2015)), with Uiso(H) set to
1.5Ueq(C).

The H atom of the hydroxyl group was allowed to rotate with a fixed angle around
the C---O bond to best fit the experimental electron density (HFIX 147 in the
SHELXL program (Sheldrick, 2015)), with Uiso(H) set to
1.5Ueq(O).

A number of reflections with large differences between their observed and
calculated intensities were omitted.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0274P)²+0.4768P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.0132(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 6468 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.15(14)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         15818
_refine_ls_number_parameters     818
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0381
_refine_ls_wR_factor_ref         0.0844
_refine_ls_wR_factor_gt          0.0794
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O11 O 0.10834(17) 0.52981(15) 0.22600(9) 0.0279(3) Uani 1 1 d . . . . .
H11 H 0.141077 0.464202 0.199735 0.042 Uiso 1 1 calc R U . . .
O12 O 0.01829(15) 0.27192(15) 0.34557(9) 0.0247(3) Uani 1 1 d . . . . .
O13 O 0.20620(17) 0.14617(15) 0.31911(9) 0.0271(3) Uani 1 1 d . . . . .
O14 O 0.21734(16) 0.31783(15) 0.14838(9) 0.0270(3) Uani 1 1 d . . . . .
H14 H 0.296937 0.347158 0.142556 0.041 Uiso 1 1 calc R U . . .
O21 O 0.77773(16) 0.73889(15) 0.85630(9) 0.0273(3) Uani 1 1 d . . . . .
H21 H 0.698339 0.770722 0.861312 0.041 Uiso 1 1 calc R U . . .
O22 O 0.78557(17) 0.49052(15) 0.68485(9) 0.0265(3) Uani 1 1 d . . . . .
O23 O 0.96817(16) 0.60882(15) 0.65398(9) 0.0257(3) Uani 1 1 d . . . . .
O24 O 0.89301(17) 0.91703(15) 0.78109(9) 0.0288(3) Uani 1 1 d . . . . .
H24 H 0.856147 0.862863 0.805834 0.043 Uiso 1 1 calc R U . . .
N3 N 0.4254(2) 0.4766(2) 0.12225(15) 0.0422(5) Uani 1 1 d . . . . .
N4 N 0.5726(2) 0.9082(2) 0.88565(14) 0.0393(5) Uani 1 1 d . . . . .
C11 C 0.0607(2) 0.4830(2) 0.29141(12) 0.0213(4) Uani 1 1 d . . . . .
C12 C 0.0606(2) 0.3234(2) 0.27998(12) 0.0206(4) Uani 1 1 d . . . . .
H12 H -0.008126 0.287714 0.230724 0.025 Uiso 1 1 calc R U . . .
C13 C 0.2069(2) 0.2595(2) 0.27629(12) 0.0213(4) Uani 1 1 d . . . . .
H13 H 0.284361 0.326659 0.304234 0.026 Uiso 1 1 calc R U . . .
C14 C 0.2366(2) 0.2054(2) 0.19345(12) 0.0219(4) Uani 1 1 d . . . . .
C21 C 0.7572(2) 0.6062(2) 0.81069(12) 0.0222(4) Uani 1 1 d . . . . .
C22 C 0.7861(2) 0.6237(2) 0.72768(12) 0.0214(4) Uani 1 1 d . . . . .
H22 H 0.708750 0.677158 0.700036 0.026 Uiso 1 1 calc R U . . .
C23 C 0.9323(2) 0.6864(2) 0.72258(12) 0.0211(4) Uani 1 1 d . . . . .
H23 H 1.003273 0.670094 0.770136 0.025 Uiso 1 1 calc R U . . .
C24 C 0.9362(2) 0.8420(2) 0.71376(12) 0.0210(4) Uani 1 1 d . . . . .
C31 C 0.6469(3) 0.5430(3) 0.08948(14) 0.0359(5) Uani 1 1 d . . . . .
C32 C 0.5537(3) 0.4478(3) 0.10657(17) 0.0406(6) Uani 1 1 d . . . . .
H32 H 0.583205 0.356185 0.107133 0.049 Uiso 1 1 calc R U . . .
C33 C 0.3847(3) 0.6052(3) 0.12131(17) 0.0410(6) Uani 1 1 d . . . . .
H33 H 0.293568 0.627280 0.132631 0.049 Uiso 1 1 calc R U . . .
C34 C 0.4685(3) 0.7070(3) 0.10473(18) 0.0446(6) Uani 1 1 d . . . . .
H34 H 0.436131 0.797666 0.104450 0.053 Uiso 1 1 calc R U . . .
C35 C 0.6009(3) 0.6748(3) 0.08846(16) 0.0425(6) Uani 1 1 d . . . . .
H35 H 0.660512 0.743695 0.076520 0.051 Uiso 1 1 calc R U . . .
C36 C 0.7914(3) 0.5012(4) 0.07473(18) 0.0505(7) Uani 1 1 d . . . . .
H36A H 0.862553 0.527944 0.122776 0.076 Uiso 1 1 calc R U . . .
H36B H 0.815148 0.546581 0.031575 0.076 Uiso 1 1 calc R U . . .
H36C H 0.790741 0.401807 0.060221 0.076 Uiso 1 1 calc R U . . .
C41 C 0.3500(3) 0.9893(3) 0.91624(14) 0.0357(5) Uani 1 1 d . . . . .
C42 C 0.4439(3) 0.8861(3) 0.90227(16) 0.0386(6) Uani 1 1 d . . . . .
H42 H 0.414932 0.794610 0.904697 0.046 Uiso 1 1 calc R U . . .
C43 C 0.6128(3) 1.0369(3) 0.88272(16) 0.0398(6) Uani 1 1 d . . . . .
H43 H 0.703553 1.053843 0.870447 0.048 Uiso 1 1 calc R U . . .
C44 C 0.5287(3) 1.1462(3) 0.89667(17) 0.0433(6) Uani 1 1 d . . . . .
H44 H 0.561175 1.236903 0.894927 0.052 Uiso 1 1 calc R U . . .
C45 C 0.3959(3) 1.1210(3) 0.91325(16) 0.0426(6) Uani 1 1 d . . . . .
H45 H 0.335840 1.195002 0.922663 0.051 Uiso 1 1 calc R U . . .
C46 C 0.2052(3) 0.9540(4) 0.93185(18) 0.0506(7) Uani 1 1 d . . . . .
H46A H 0.196488 0.996088 0.984974 0.076 Uiso 1 1 calc R U . . .
H46B H 0.192938 0.854481 0.928035 0.076 Uiso 1 1 calc R U . . .
H46C H 0.131848 0.988526 0.892688 0.076 Uiso 1 1 calc R U . . .
C111 C 0.1592(2) 0.5428(2) 0.36856(13) 0.0229(4) Uani 1 1 d . . . . .
C112 C 0.2992(2) 0.5829(2) 0.36843(15) 0.0294(5) Uani 1 1 d . . . . .
H112 H 0.332903 0.576841 0.319970 0.035 Uiso 1 1 calc R U . . .
C113 C 0.3900(3) 0.6320(3) 0.43912(16) 0.0365(5) Uani 1 1 d . . . . .
H113 H 0.485513 0.658520 0.438598 0.044 Uiso 1 1 calc R U . . .
C114 C 0.3422(3) 0.6421(3) 0.50981(16) 0.0377(6) Uani 1 1 d . . . . .
H114 H 0.404847 0.674289 0.557917 0.045 Uiso 1 1 calc R U . . .
C115 C 0.2023(3) 0.6053(2) 0.51041(14) 0.0335(5) Uani 1 1 d . . . . .
H115 H 0.168471 0.613872 0.558869 0.040 Uiso 1 1 calc R U . . .
C116 C 0.1118(2) 0.5558(2) 0.44024(13) 0.0264(4) Uani 1 1 d . . . . .
H116 H 0.016098 0.530346 0.441105 0.032 Uiso 1 1 calc R U . . .
C121 C -0.0889(2) 0.5382(2) 0.29163(12) 0.0233(4) Uani 1 1 d . . . . .
C122 C -0.1061(2) 0.6762(2) 0.28302(13) 0.0284(5) Uani 1 1 d . . . . .
H122 H -0.027823 0.729859 0.275559 0.034 Uiso 1 1 calc R U . . .
C123 C -0.2362(3) 0.7358(2) 0.28526(15) 0.0340(5) Uani 1 1 d . . . . .
H123 H -0.246322 0.829723 0.279231 0.041 Uiso 1 1 calc R U . . .
C124 C -0.3510(3) 0.6595(3) 0.29620(14) 0.0343(5) Uani 1 1 d . . . . .
H124 H -0.439705 0.700809 0.298412 0.041 Uiso 1 1 calc R U . . .
C125 C -0.3357(3) 0.5225(3) 0.30389(15) 0.0358(5) Uani 1 1 d . . . . .
H125 H -0.414572 0.469249 0.310842 0.043 Uiso 1 1 calc R U . . .
C126 C -0.2056(2) 0.4621(2) 0.30151(15) 0.0314(5) Uani 1 1 d . . . . .
H126 H -0.196498 0.367773 0.306716 0.038 Uiso 1 1 calc R U . . .
C131 C 0.3896(2) 0.1564(2) 0.19752(13) 0.0234(4) Uani 1 1 d . . . . .
C132 C 0.4343(2) 0.1161(2) 0.12616(14) 0.0294(5) Uani 1 1 d . . . . .
H132 H 0.369163 0.116337 0.077794 0.035 Uiso 1 1 calc R U . . .
C133 C 0.5725(3) 0.0755(2) 0.12473(16) 0.0342(5) Uani 1 1 d . . . . .
H133 H 0.601011 0.048298 0.075595 0.041 Uiso 1 1 calc R U . . .
C134 C 0.6684(3) 0.0745(3) 0.19447(17) 0.0362(5) Uani 1 1 d . . . . .
H134 H 0.763159 0.047453 0.193552 0.043 Uiso 1 1 calc R U . . .
C135 C 0.6255(3) 0.1131(3) 0.26547(16) 0.0381(6) Uani 1 1 d . . . . .
H135 H 0.690968 0.111773 0.313626 0.046 Uiso 1 1 calc R U . . .
C136 C 0.4866(2) 0.1541(2) 0.26724(14) 0.0320(5) Uani 1 1 d . . . . .
H136 H 0.458465 0.180508 0.316555 0.038 Uiso 1 1 calc R U . . .
C141 C 0.1297(2) 0.0910(2) 0.15054(13) 0.0261(4) Uani 1 1 d . . . . .
C142 C 0.0181(3) 0.1191(3) 0.09216(14) 0.0351(5) Uani 1 1 d . . . . .
H142 H 0.005634 0.210062 0.080380 0.042 Uiso 1 1 calc R U . . .
C143 C -0.0758(3) 0.0143(4) 0.05067(17) 0.0489(8) Uani 1 1 d . . . . .
H143 H -0.151706 0.034191 0.010661 0.059 Uiso 1 1 calc R U . . .
C144 C -0.0589(3) -0.1177(4) 0.06742(19) 0.0541(8) Uani 1 1 d . . . . .
H144 H -0.121760 -0.189111 0.038147 0.065 Uiso 1 1 calc R U . . .
C145 C 0.0493(3) -0.1465(3) 0.12681(19) 0.0506(8) Uani 1 1 d . . . . .
H145 H 0.059303 -0.237218 0.139419 0.061 Uiso 1 1 calc R U . . .
C146 C 0.1438(3) -0.0426(2) 0.16820(16) 0.0353(5) Uani 1 1 d . . . . .
H146 H 0.218500 -0.062865 0.208798 0.042 Uiso 1 1 calc R U . . .
C151 C 0.1166(2) 0.1738(2) 0.37560(12) 0.0219(4) Uani 1 1 d . . . . .
C152 C 0.2030(2) 0.2319(2) 0.45558(13) 0.0259(4) Uani 1 1 d . . . . .
H15A H 0.137561 0.265548 0.491305 0.031 Uiso 1 1 calc R U . . .
H15B H 0.262806 0.310695 0.449213 0.031 Uiso 1 1 calc R U . . .
C153 C 0.2979(3) 0.1255(2) 0.49283(14) 0.0333(5) Uani 1 1 d . . . . .
H15C H 0.372183 0.101364 0.461079 0.040 Uiso 1 1 calc R U . . .
H15D H 0.345712 0.164575 0.546710 0.040 Uiso 1 1 calc R U . . .
C154 C 0.2119(3) -0.0029(3) 0.49728(15) 0.0350(5) Uani 1 1 d . . . . .
H15E H 0.143053 0.019688 0.532765 0.042 Uiso 1 1 calc R U . . .
H15F H 0.276470 -0.071483 0.519727 0.042 Uiso 1 1 calc R U . . .
C155 C 0.1324(3) -0.0629(2) 0.41572(15) 0.0315(5) Uani 1 1 d . . . . .
H15G H 0.075056 -0.144675 0.420129 0.038 Uiso 1 1 calc R U . . .
H15H H 0.201420 -0.091598 0.381277 0.038 Uiso 1 1 calc R U . . .
C156 C 0.0346(2) 0.0427(2) 0.37874(14) 0.0275(5) Uani 1 1 d . . . . .
H15I H -0.011742 0.003915 0.324527 0.033 Uiso 1 1 calc R U . . .
H15J H -0.040881 0.063635 0.410155 0.033 Uiso 1 1 calc R U . . .
C211 C 0.6032(2) 0.5540(2) 0.80621(13) 0.0243(4) Uani 1 1 d . . . . .
C212 C 0.5058(3) 0.5211(2) 0.73614(14) 0.0322(5) Uani 1 1 d . . . . .
H212 H 0.534437 0.525990 0.686968 0.039 Uiso 1 1 calc R U . . .
C213 C 0.3658(3) 0.4806(3) 0.73762(17) 0.0387(6) Uani 1 1 d . . . . .
H213 H 0.299900 0.458285 0.689431 0.046 Uiso 1 1 calc R U . . .
C214 C 0.3229(3) 0.4730(3) 0.80857(17) 0.0386(6) Uani 1 1 d . . . . .
H214 H 0.227557 0.446307 0.809342 0.046 Uiso 1 1 calc R U . . .
C215 C 0.4190(3) 0.5042(3) 0.87836(16) 0.0365(6) Uani 1 1 d . . . . .
H215 H 0.390028 0.498561 0.927359 0.044 Uiso 1 1 calc R U . . .
C216 C 0.5583(3) 0.5441(2) 0.87721(15) 0.0316(5) Uani 1 1 d . . . . .
H216 H 0.623844 0.564895 0.925638 0.038 Uiso 1 1 calc R U . . .
C221 C 0.8632(2) 0.5117(2) 0.85236(13) 0.0266(4) Uani 1 1 d . . . . .
C222 C 0.8488(3) 0.3697(3) 0.83292(16) 0.0369(5) Uani 1 1 d . . . . .
H222 H 0.773522 0.330685 0.792306 0.044 Uiso 1 1 calc R U . . .
C223 C 0.9439(3) 0.2851(3) 0.8726(2) 0.0499(8) Uani 1 1 d . . . . .
H223 H 0.934266 0.188676 0.858633 0.060 Uiso 1 1 calc R U . . .
C224 C 1.0527(3) 0.3414(4) 0.9325(2) 0.0541(9) Uani 1 1 d . . . . .
H224 H 1.116174 0.283553 0.960585 0.065 Uiso 1 1 calc R U . . .
C225 C 1.0688(3) 0.4802(4) 0.95129(17) 0.0491(8) Uani 1 1 d . . . . .
H225 H 1.144400 0.518366 0.991983 0.059 Uiso 1 1 calc R U . . .
C226 C 0.9753(3) 0.5665(3) 0.91121(15) 0.0359(5) Uani 1 1 d . . . . .
H226 H 0.988297 0.662852 0.924226 0.043 Uiso 1 1 calc R U . . .
C231 C 1.0866(2) 0.8975(2) 0.71294(12) 0.0235(4) Uani 1 1 d . . . . .
C232 C 1.2044(2) 0.8176(2) 0.71054(14) 0.0288(5) Uani 1 1 d . . . . .
H232 H 1.195347 0.721652 0.710514 0.035 Uiso 1 1 calc R U . . .
C233 C 1.3359(2) 0.8772(3) 0.70817(14) 0.0337(5) Uani 1 1 d . . . . .
H233 H 1.415868 0.821479 0.706219 0.040 Uiso 1 1 calc R U . . .
C234 C 1.3506(3) 1.0171(3) 0.70865(14) 0.0354(5) Uani 1 1 d . . . . .
H234 H 1.440177 1.057472 0.706633 0.042 Uiso 1 1 calc R U . . .
C235 C 1.2339(3) 1.0974(3) 0.71207(15) 0.0364(5) Uani 1 1 d . . . . .
H235 H 1.243551 1.193555 0.713042 0.044 Uiso 1 1 calc R U . . .
C236 C 1.1026(3) 1.0384(2) 0.71410(14) 0.0303(5) Uani 1 1 d . . . . .
H236 H 1.022997 1.094521 0.716308 0.036 Uiso 1 1 calc R U . . .
C241 C 0.8373(2) 0.8700(2) 0.63809(13) 0.0235(4) Uani 1 1 d . . . . .
C242 C 0.7010(2) 0.9154(2) 0.64044(15) 0.0307(5) Uani 1 1 d . . . . .
H242 H 0.670238 0.932880 0.689662 0.037 Uiso 1 1 calc R U . . .
C243 C 0.6095(3) 0.9353(3) 0.57109(17) 0.0403(6) Uani 1 1 d . . . . .
H243 H 0.516114 0.965485 0.573140 0.048 Uiso 1 1 calc R U . . .
C244 C 0.6533(3) 0.9116(3) 0.49962(16) 0.0402(6) Uani 1 1 d . . . . .
H244 H 0.590196 0.924995 0.452391 0.048 Uiso 1 1 calc R U . . .
C245 C 0.7896(3) 0.8682(2) 0.49659(14) 0.0350(5) Uani 1 1 d . . . . .
H245 H 0.820199 0.852157 0.447267 0.042 Uiso 1 1 calc R U . . .
C246 C 0.8814(2) 0.8481(2) 0.56551(13) 0.0272(4) Uani 1 1 d . . . . .
H246 H 0.975086 0.819159 0.563206 0.033 Uiso 1 1 calc R U . . .
C251 C 0.8664(2) 0.4975(2) 0.62433(12) 0.0238(4) Uani 1 1 d . . . . .
C252 C 0.7700(2) 0.5234(2) 0.54824(13) 0.0269(4) Uani 1 1 d . . . . .
H25A H 0.828951 0.544913 0.509826 0.032 Uiso 1 1 calc R U . . .
H25B H 0.711868 0.603528 0.559262 0.032 Uiso 1 1 calc R U . . .
C253 C 0.6716(3) 0.3991(2) 0.51209(15) 0.0360(5) Uani 1 1 d . . . . .
H25C H 0.605082 0.383662 0.547792 0.043 Uiso 1 1 calc R U . . .
H25D H 0.614829 0.416844 0.460943 0.043 Uiso 1 1 calc R U . . .
C254 C 0.7578(3) 0.2715(3) 0.49912(16) 0.0416(6) Uani 1 1 d . . . . .
H25E H 0.692567 0.192032 0.476521 0.050 Uiso 1 1 calc R U . . .
H25F H 0.820356 0.284852 0.460978 0.050 Uiso 1 1 calc R U . . .
C255 C 0.8478(3) 0.2431(2) 0.57671(16) 0.0384(6) Uani 1 1 d . . . . .
H25G H 0.905279 0.162002 0.566980 0.046 Uiso 1 1 calc R U . . .
H25H H 0.784907 0.222869 0.613428 0.046 Uiso 1 1 calc R U . . .
C256 C 0.9466(3) 0.3664(2) 0.61445(14) 0.0312(5) Uani 1 1 d . . . . .
H25I H 0.997885 0.348494 0.666864 0.037 Uiso 1 1 calc R U . . .
H25J H 1.018090 0.378104 0.581025 0.037 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O11 C11 1.425(2) . ?
O11 H11 0.8400 . ?
O12 C12 1.426(2) . ?
O12 C151 1.437(2) . ?
O13 C151 1.420(2) . ?
O13 C13 1.421(2) . ?
O14 C14 1.433(2) . ?
O14 H14 0.8400 . ?
O21 C21 1.431(2) . ?
O21 H21 0.8400 . ?
O22 C251 1.423(2) . ?
O22 C22 1.423(2) . ?
O23 C23 1.429(2) . ?
O23 C251 1.438(3) . ?
O24 C24 1.431(2) . ?
O24 H24 0.8400 . ?
N3 C32 1.332(3) . ?
N3 C33 1.332(4) . ?
N4 C43 1.332(4) . ?
N4 C42 1.337(3) . ?
C11 C111 1.534(3) . ?
C11 C121 1.538(3) . ?
C11 C12 1.561(3) . ?
C12 C13 1.549(3) . ?
C12 H12 1.0000 . ?
C13 C14 1.546(3) . ?
C13 H13 1.0000 . ?
C14 C141 1.535(3) . ?
C14 C131 1.539(3) . ?
C21 C221 1.531(3) . ?
C21 C211 1.541(3) . ?
C21 C22 1.547(3) . ?
C22 C23 1.546(3) . ?
C22 H22 1.0000 . ?
C23 C24 1.562(3) . ?
C23 H23 1.0000 . ?
C24 C241 1.530(3) . ?
C24 C231 1.538(3) . ?
C31 C35 1.379(4) . ?
C31 C32 1.385(4) . ?
C31 C36 1.505(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.370(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.379(4) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C41 C45 1.378(4) . ?
C41 C42 1.392(4) . ?
C41 C46 1.506(4) . ?
C42 H42 0.9500 . ?
C43 C44 1.376(4) . ?
C43 H43 0.9500 . ?
C44 C45 1.380(4) . ?
C44 H44 0.9500 . ?
C45 H45 0.9500 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C111 C116 1.393(3) . ?
C111 C112 1.394(3) . ?
C112 C113 1.394(3) . ?
C112 H112 0.9500 . ?
C113 C114 1.379(4) . ?
C113 H113 0.9500 . ?
C114 C115 1.385(4) . ?
C114 H114 0.9500 . ?
C115 C116 1.388(3) . ?
C115 H115 0.9500 . ?
C116 H116 0.9500 . ?
C121 C126 1.387(3) . ?
C121 C122 1.397(3) . ?
C122 C123 1.387(3) . ?
C122 H122 0.9500 . ?
C123 C124 1.381(4) . ?
C123 H123 0.9500 . ?
C124 C125 1.382(4) . ?
C124 H124 0.9500 . ?
C125 C126 1.391(3) . ?
C125 H125 0.9500 . ?
C126 H126 0.9500 . ?
C131 C136 1.387(3) . ?
C131 C132 1.395(3) . ?
C132 C133 1.389(3) . ?
C132 H132 0.9500 . ?
C133 C134 1.380(4) . ?
C133 H133 0.9500 . ?
C134 C135 1.379(4) . ?
C134 H134 0.9500 . ?
C135 C136 1.398(3) . ?
C135 H135 0.9500 . ?
C136 H136 0.9500 . ?
C141 C142 1.388(3) . ?
C141 C146 1.393(3) . ?
C142 C143 1.395(4) . ?
C142 H142 0.9500 . ?
C143 C144 1.375(5) . ?
C143 H143 0.9500 . ?
C144 C145 1.381(5) . ?
C144 H144 0.9500 . ?
C145 C146 1.392(4) . ?
C145 H145 0.9500 . ?
C146 H146 0.9500 . ?
C151 C156 1.518(3) . ?
C151 C152 1.518(3) . ?
C152 C153 1.525(3) . ?
C152 H15A 0.9900 . ?
C152 H15B 0.9900 . ?
C153 C154 1.521(3) . ?
C153 H15C 0.9900 . ?
C153 H15D 0.9900 . ?
C154 C155 1.522(3) . ?
C154 H15E 0.9900 . ?
C154 H15F 0.9900 . ?
C155 C156 1.532(3) . ?
C155 H15G 0.9900 . ?
C155 H15H 0.9900 . ?
C156 H15I 0.9900 . ?
C156 H15J 0.9900 . ?
C211 C212 1.389(3) . ?
C211 C216 1.393(3) . ?
C212 C213 1.400(3) . ?
C212 H212 0.9500 . ?
C213 C214 1.379(4) . ?
C213 H213 0.9500 . ?
C214 C215 1.378(4) . ?
C214 H214 0.9500 . ?
C215 C216 1.390(3) . ?
C215 H215 0.9500 . ?
C216 H216 0.9500 . ?
C221 C226 1.389(3) . ?
C221 C222 1.398(3) . ?
C222 C223 1.391(4) . ?
C222 H222 0.9500 . ?
C223 C224 1.384(5) . ?
C223 H223 0.9500 . ?
C224 C225 1.366(5) . ?
C224 H224 0.9500 . ?
C225 C226 1.397(4) . ?
C225 H225 0.9500 . ?
C226 H226 0.9500 . ?
C231 C232 1.386(3) . ?
C231 C236 1.394(3) . ?
C232 C233 1.393(3) . ?
C232 H232 0.9500 . ?
C233 C234 1.385(4) . ?
C233 H233 0.9500 . ?
C234 C235 1.382(4) . ?
C234 H234 0.9500 . ?
C235 C236 1.387(3) . ?
C235 H235 0.9500 . ?
C236 H236 0.9500 . ?
C241 C242 1.389(3) . ?
C241 C246 1.393(3) . ?
C242 C243 1.391(4) . ?
C242 H242 0.9500 . ?
C243 C244 1.374(4) . ?
C243 H243 0.9500 . ?
C244 C245 1.385(4) . ?
C244 H244 0.9500 . ?
C245 C246 1.387(3) . ?
C245 H245 0.9500 . ?
C246 H246 0.9500 . ?
C251 C256 1.517(3) . ?
C251 C252 1.519(3) . ?
C252 C253 1.532(3) . ?
C252 H25A 0.9900 . ?
C252 H25B 0.9900 . ?
C253 C254 1.527(4) . ?
C253 H25C 0.9900 . ?
C253 H25D 0.9900 . ?
C254 C255 1.521(4) . ?
C254 H25E 0.9900 . ?
C254 H25F 0.9900 . ?
C255 C256 1.531(3) . ?
C255 H25G 0.9900 . ?
C255 H25H 0.9900 . ?
C256 H25I 0.9900 . ?
C256 H25J 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O11 H11 109.5 . . ?
C12 O12 C151 110.69(15) . . ?
C151 O13 C13 108.92(15) . . ?
C14 O14 H14 109.5 . . ?
C21 O21 H21 109.5 . . ?
C251 O22 C22 108.14(15) . . ?
C23 O23 C251 110.40(15) . . ?
C24 O24 H24 109.5 . . ?
C32 N3 C33 117.7(2) . . ?
C43 N4 C42 117.7(2) . . ?
O11 C11 C111 109.66(17) . . ?
O11 C11 C121 106.44(16) . . ?
C111 C11 C121 108.88(16) . . ?
O11 C11 C12 108.26(16) . . ?
C111 C11 C12 111.03(16) . . ?
C121 C11 C12 112.45(16) . . ?
O12 C12 C13 103.71(15) . . ?
O12 C12 C11 110.27(16) . . ?
C13 C12 C11 115.70(16) . . ?
O12 C12 H12 109.0 . . ?
C13 C12 H12 109.0 . . ?
C11 C12 H12 109.0 . . ?
O13 C13 C14 107.72(16) . . ?
O13 C13 C12 103.80(16) . . ?
C14 C13 C12 117.00(16) . . ?
O13 C13 H13 109.3 . . ?
C14 C13 H13 109.3 . . ?
C12 C13 H13 109.3 . . ?
O14 C14 C141 107.20(17) . . ?
O14 C14 C131 109.20(16) . . ?
C141 C14 C131 110.24(17) . . ?
O14 C14 C13 106.29(16) . . ?
C141 C14 C13 111.99(16) . . ?
C131 C14 C13 111.71(17) . . ?
O21 C21 C221 107.51(17) . . ?
O21 C21 C211 109.10(16) . . ?
C221 C21 C211 110.61(17) . . ?
O21 C21 C22 106.48(16) . . ?
C221 C21 C22 111.81(16) . . ?
C211 C21 C22 111.14(17) . . ?
O22 C22 C23 103.15(15) . . ?
O22 C22 C21 107.35(15) . . ?
C23 C22 C21 117.62(17) . . ?
O22 C22 H22 109.4 . . ?
C23 C22 H22 109.4 . . ?
C21 C22 H22 109.4 . . ?
O23 C23 C22 103.57(15) . . ?
O23 C23 C24 109.53(16) . . ?
C22 C23 C24 116.09(16) . . ?
O23 C23 H23 109.1 . . ?
C22 C23 H23 109.1 . . ?
C24 C23 H23 109.1 . . ?
O24 C24 C241 109.90(17) . . ?
O24 C24 C231 105.96(16) . . ?
C241 C24 C231 108.66(17) . . ?
O24 C24 C23 108.58(16) . . ?
C241 C24 C23 110.89(16) . . ?
C231 C24 C23 112.72(16) . . ?
C35 C31 C32 116.7(2) . . ?
C35 C31 C36 123.2(2) . . ?
C32 C31 C36 120.1(3) . . ?
N3 C32 C31 124.1(3) . . ?
N3 C32 H32 118.0 . . ?
C31 C32 H32 118.0 . . ?
N3 C33 C34 122.9(3) . . ?
N3 C33 H33 118.6 . . ?
C34 C33 H33 118.6 . . ?
C33 C34 C35 118.5(3) . . ?
C33 C34 H34 120.8 . . ?
C35 C34 H34 120.8 . . ?
C31 C35 C34 120.2(2) . . ?
C31 C35 H35 119.9 . . ?
C34 C35 H35 119.9 . . ?
C31 C36 H36A 109.5 . . ?
C31 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C31 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C45 C41 C42 116.6(2) . . ?
C45 C41 C46 123.3(2) . . ?
C42 C41 C46 120.1(3) . . ?
N4 C42 C41 123.8(3) . . ?
N4 C42 H42 118.1 . . ?
C41 C42 H42 118.1 . . ?
N4 C43 C44 122.9(3) . . ?
N4 C43 H43 118.5 . . ?
C44 C43 H43 118.5 . . ?
C43 C44 C45 118.4(3) . . ?
C43 C44 H44 120.8 . . ?
C45 C44 H44 120.8 . . ?
C41 C45 C44 120.5(2) . . ?
C41 C45 H45 119.8 . . ?
C44 C45 H45 119.8 . . ?
C41 C46 H46A 109.5 . . ?
C41 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C41 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C116 C111 C112 118.6(2) . . ?
C116 C111 C11 120.86(19) . . ?
C112 C111 C11 120.5(2) . . ?
C111 C112 C113 120.3(2) . . ?
C111 C112 H112 119.9 . . ?
C113 C112 H112 119.9 . . ?
C114 C113 C112 120.4(2) . . ?
C114 C113 H113 119.8 . . ?
C112 C113 H113 119.8 . . ?
C113 C114 C115 119.8(2) . . ?
C113 C114 H114 120.1 . . ?
C115 C114 H114 120.1 . . ?
C114 C115 C116 120.0(2) . . ?
C114 C115 H115 120.0 . . ?
C116 C115 H115 120.0 . . ?
C115 C116 C111 120.9(2) . . ?
C115 C116 H116 119.6 . . ?
C111 C116 H116 119.6 . . ?
C126 C121 C122 118.3(2) . . ?
C126 C121 C11 124.89(19) . . ?
C122 C121 C11 116.75(19) . . ?
C123 C122 C121 120.7(2) . . ?
C123 C122 H122 119.7 . . ?
C121 C122 H122 119.7 . . ?
C124 C123 C122 120.5(2) . . ?
C124 C123 H123 119.8 . . ?
C122 C123 H123 119.8 . . ?
C123 C124 C125 119.3(2) . . ?
C123 C124 H124 120.3 . . ?
C125 C124 H124 120.3 . . ?
C124 C125 C126 120.5(2) . . ?
C124 C125 H125 119.8 . . ?
C126 C125 H125 119.8 . . ?
C121 C126 C125 120.7(2) . . ?
C121 C126 H126 119.7 . . ?
C125 C126 H126 119.7 . . ?
C136 C131 C132 118.2(2) . . ?
C136 C131 C14 124.21(19) . . ?
C132 C131 C14 117.53(19) . . ?
C133 C132 C131 121.1(2) . . ?
C133 C132 H132 119.5 . . ?
C131 C132 H132 119.5 . . ?
C134 C133 C132 120.2(2) . . ?
C134 C133 H133 119.9 . . ?
C132 C133 H133 119.9 . . ?
C135 C134 C133 119.4(2) . . ?
C135 C134 H134 120.3 . . ?
C133 C134 H134 120.3 . . ?
C134 C135 C136 120.6(2) . . ?
C134 C135 H135 119.7 . . ?
C136 C135 H135 119.7 . . ?
C131 C136 C135 120.5(2) . . ?
C131 C136 H136 119.8 . . ?
C135 C136 H136 119.8 . . ?
C142 C141 C146 118.9(2) . . ?
C142 C141 C14 120.1(2) . . ?
C146 C141 C14 121.0(2) . . ?
C141 C142 C143 120.3(3) . . ?
C141 C142 H142 119.9 . . ?
C143 C142 H142 119.9 . . ?
C144 C143 C142 120.3(3) . . ?
C144 C143 H143 119.8 . . ?
C142 C143 H143 119.8 . . ?
C143 C144 C145 120.0(3) . . ?
C143 C144 H144 120.0 . . ?
C145 C144 H144 120.0 . . ?
C144 C145 C146 120.0(3) . . ?
C144 C145 H145 120.0 . . ?
C146 C145 H145 120.0 . . ?
C145 C146 C141 120.5(3) . . ?
C145 C146 H146 119.8 . . ?
C141 C146 H146 119.8 . . ?
O13 C151 O12 105.73(15) . . ?
O13 C151 C156 108.31(17) . . ?
O12 C151 C156 108.87(17) . . ?
O13 C151 C152 110.69(17) . . ?
O12 C151 C152 110.53(16) . . ?
C156 C151 C152 112.46(17) . . ?
C151 C152 C153 111.81(18) . . ?
C151 C152 H15A 109.3 . . ?
C153 C152 H15A 109.3 . . ?
C151 C152 H15B 109.3 . . ?
C153 C152 H15B 109.3 . . ?
H15A C152 H15B 107.9 . . ?
C154 C153 C152 111.1(2) . . ?
C154 C153 H15C 109.4 . . ?
C152 C153 H15C 109.4 . . ?
C154 C153 H15D 109.4 . . ?
C152 C153 H15D 109.4 . . ?
H15C C153 H15D 108.0 . . ?
C153 C154 C155 110.84(19) . . ?
C153 C154 H15E 109.5 . . ?
C155 C154 H15E 109.5 . . ?
C153 C154 H15F 109.5 . . ?
C155 C154 H15F 109.5 . . ?
H15E C154 H15F 108.1 . . ?
C154 C155 C156 110.50(19) . . ?
C154 C155 H15G 109.6 . . ?
C156 C155 H15G 109.5 . . ?
C154 C155 H15H 109.5 . . ?
C156 C155 H15H 109.5 . . ?
H15G C155 H15H 108.1 . . ?
C151 C156 C155 111.41(18) . . ?
C151 C156 H15I 109.3 . . ?
C155 C156 H15I 109.3 . . ?
C151 C156 H15J 109.3 . . ?
C155 C156 H15J 109.3 . . ?
H15I C156 H15J 108.0 . . ?
C212 C211 C216 118.4(2) . . ?
C212 C211 C21 124.06(19) . . ?
C216 C211 C21 117.54(19) . . ?
C211 C212 C213 120.3(2) . . ?
C211 C212 H212 119.8 . . ?
C213 C212 H212 119.8 . . ?
C214 C213 C212 120.4(2) . . ?
C214 C213 H213 119.8 . . ?
C212 C213 H213 119.8 . . ?
C215 C214 C213 119.7(2) . . ?
C215 C214 H214 120.2 . . ?
C213 C214 H214 120.2 . . ?
C214 C215 C216 120.1(2) . . ?
C214 C215 H215 119.9 . . ?
C216 C215 H215 119.9 . . ?
C215 C216 C211 121.1(2) . . ?
C215 C216 H216 119.5 . . ?
C211 C216 H216 119.5 . . ?
C226 C221 C222 118.7(2) . . ?
C226 C221 C21 120.2(2) . . ?
C222 C221 C21 121.1(2) . . ?
C223 C222 C221 120.5(3) . . ?
C223 C222 H222 119.8 . . ?
C221 C222 H222 119.8 . . ?
C224 C223 C222 120.0(3) . . ?
C224 C223 H223 120.0 . . ?
C222 C223 H223 120.0 . . ?
C225 C224 C223 120.0(3) . . ?
C225 C224 H224 120.0 . . ?
C223 C224 H224 120.0 . . ?
C224 C225 C226 120.6(3) . . ?
C224 C225 H225 119.7 . . ?
C226 C225 H225 119.7 . . ?
C221 C226 C225 120.2(3) . . ?
C221 C226 H226 119.9 . . ?
C225 C226 H226 119.9 . . ?
C232 C231 C236 118.8(2) . . ?
C232 C231 C24 124.63(19) . . ?
C236 C231 C24 116.52(19) . . ?
C231 C232 C233 120.4(2) . . ?
C231 C232 H232 119.8 . . ?
C233 C232 H232 119.8 . . ?
C234 C233 C232 120.4(2) . . ?
C234 C233 H233 119.8 . . ?
C232 C233 H233 119.8 . . ?
C235 C234 C233 119.4(2) . . ?
C235 C234 H234 120.3 . . ?
C233 C234 H234 120.3 . . ?
C234 C235 C236 120.4(2) . . ?
C234 C235 H235 119.8 . . ?
C236 C235 H235 119.8 . . ?
C235 C236 C231 120.6(2) . . ?
C235 C236 H236 119.7 . . ?
C231 C236 H236 119.7 . . ?
C242 C241 C246 118.9(2) . . ?
C242 C241 C24 120.5(2) . . ?
C246 C241 C24 120.61(19) . . ?
C241 C242 C243 120.3(2) . . ?
C241 C242 H242 119.8 . . ?
C243 C242 H242 119.8 . . ?
C244 C243 C242 120.4(2) . . ?
C244 C243 H243 119.8 . . ?
C242 C243 H243 119.8 . . ?
C243 C244 C245 119.9(2) . . ?
C243 C244 H244 120.1 . . ?
C245 C244 H244 120.1 . . ?
C244 C245 C246 120.0(2) . . ?
C244 C245 H245 120.0 . . ?
C246 C245 H245 120.0 . . ?
C245 C246 C241 120.5(2) . . ?
C245 C246 H246 119.7 . . ?
C241 C246 H246 119.7 . . ?
O22 C251 O23 105.23(16) . . ?
O22 C251 C256 108.72(17) . . ?
O23 C251 C256 108.42(18) . . ?
O22 C251 C252 110.21(17) . . ?
O23 C251 C252 111.40(17) . . ?
C256 C251 C252 112.55(18) . . ?
C251 C252 C253 111.50(19) . . ?
C251 C252 H25A 109.3 . . ?
C253 C252 H25A 109.3 . . ?
C251 C252 H25B 109.3 . . ?
C253 C252 H25B 109.3 . . ?
H25A C252 H25B 108.0 . . ?
C254 C253 C252 110.6(2) . . ?
C254 C253 H25C 109.5 . . ?
C252 C253 H25C 109.5 . . ?
C254 C253 H25D 109.5 . . ?
C252 C253 H25D 109.5 . . ?
H25C C253 H25D 108.1 . . ?
C255 C254 C253 110.6(2) . . ?
C255 C254 H25E 109.5 . . ?
C253 C254 H25E 109.5 . . ?
C255 C254 H25F 109.5 . . ?
C253 C254 H25F 109.5 . . ?
H25E C254 H25F 108.1 . . ?
C254 C255 C256 110.7(2) . . ?
C254 C255 H25G 109.5 . . ?
C256 C255 H25G 109.5 . . ?
C254 C255 H25H 109.5 . . ?
C256 C255 H25H 109.5 . . ?
H25G C255 H25H 108.1 . . ?
C251 C256 C255 112.4(2) . . ?
C251 C256 H25I 109.1 . . ?
C255 C256 H25I 109.1 . . ?
C251 C256 H25J 109.1 . . ?
C255 C256 H25J 109.1 . . ?
H25I C256 H25J 107.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C151 O12 C12 C13 -6.0(2) . . . . ?
C151 O12 C12 C11 -130.41(17) . . . . ?
O11 C11 C12 O12 178.01(16) . . . . ?
C111 C11 C12 O12 57.6(2) . . . . ?
C121 C11 C12 O12 -64.7(2) . . . . ?
O11 C11 C12 C13 60.8(2) . . . . ?
C111 C11 C12 C13 -59.7(2) . . . . ?
C121 C11 C12 C13 178.05(17) . . . . ?
C151 O13 C13 C14 -152.14(16) . . . . ?
C151 O13 C13 C12 -27.4(2) . . . . ?
O12 C12 C13 O13 19.97(19) . . . . ?
C11 C12 C13 O13 140.84(17) . . . . ?
O12 C12 C13 C14 138.45(17) . . . . ?
C11 C12 C13 C14 -100.7(2) . . . . ?
O13 C13 C14 O14 172.28(16) . . . . ?
C12 C13 C14 O14 55.9(2) . . . . ?
O13 C13 C14 C141 55.5(2) . . . . ?
C12 C13 C14 C141 -60.8(2) . . . . ?
O13 C13 C14 C131 -68.7(2) . . . . ?
C12 C13 C14 C131 174.96(17) . . . . ?
C251 O22 C22 C23 -31.5(2) . . . . ?
C251 O22 C22 C21 -156.37(16) . . . . ?
O21 C21 C22 O22 172.15(16) . . . . ?
C221 C21 C22 O22 55.0(2) . . . . ?
C211 C21 C22 O22 -69.1(2) . . . . ?
O21 C21 C22 C23 56.5(2) . . . . ?
C221 C21 C22 C23 -60.6(2) . . . . ?
C211 C21 C22 C23 175.23(17) . . . . ?
C251 O23 C23 C22 -6.8(2) . . . . ?
C251 O23 C23 C24 -131.26(17) . . . . ?
O22 C22 C23 O23 22.93(19) . . . . ?
C21 C22 C23 O23 140.82(17) . . . . ?
O22 C22 C23 C24 143.00(16) . . . . ?
C21 C22 C23 C24 -99.1(2) . . . . ?
O23 C23 C24 O24 177.09(16) . . . . ?
C22 C23 C24 O24 60.3(2) . . . . ?
O23 C23 C24 C241 56.2(2) . . . . ?
C22 C23 C24 C241 -60.5(2) . . . . ?
O23 C23 C24 C231 -65.8(2) . . . . ?
C22 C23 C24 C231 177.37(17) . . . . ?
C33 N3 C32 C31 0.0(4) . . . . ?
C35 C31 C32 N3 -0.5(4) . . . . ?
C36 C31 C32 N3 178.3(3) . . . . ?
C32 N3 C33 C34 0.3(4) . . . . ?
N3 C33 C34 C35 -0.1(4) . . . . ?
C32 C31 C35 C34 0.6(4) . . . . ?
C36 C31 C35 C34 -178.1(3) . . . . ?
C33 C34 C35 C31 -0.4(4) . . . . ?
C43 N4 C42 C41 0.3(4) . . . . ?
C45 C41 C42 N4 -0.8(4) . . . . ?
C46 C41 C42 N4 177.9(3) . . . . ?
C42 N4 C43 C44 0.6(4) . . . . ?
N4 C43 C44 C45 -1.0(4) . . . . ?
C42 C41 C45 C44 0.3(4) . . . . ?
C46 C41 C45 C44 -178.3(3) . . . . ?
C43 C44 C45 C41 0.5(4) . . . . ?
O11 C11 C111 C116 156.51(18) . . . . ?
C121 C11 C111 C116 40.4(3) . . . . ?
C12 C11 C111 C116 -83.9(2) . . . . ?
O11 C11 C111 C112 -24.8(3) . . . . ?
C121 C11 C111 C112 -140.8(2) . . . . ?
C12 C11 C111 C112 94.8(2) . . . . ?
C116 C111 C112 C113 1.4(3) . . . . ?
C11 C111 C112 C113 -177.3(2) . . . . ?
C111 C112 C113 C114 -0.4(4) . . . . ?
C112 C113 C114 C115 -0.9(4) . . . . ?
C113 C114 C115 C116 1.3(4) . . . . ?
C114 C115 C116 C111 -0.2(3) . . . . ?
C112 C111 C116 C115 -1.1(3) . . . . ?
C11 C111 C116 C115 177.6(2) . . . . ?
O11 C11 C121 C126 134.4(2) . . . . ?
C111 C11 C121 C126 -107.5(2) . . . . ?
C12 C11 C121 C126 16.0(3) . . . . ?
O11 C11 C121 C122 -47.2(2) . . . . ?
C111 C11 C121 C122 70.9(2) . . . . ?
C12 C11 C121 C122 -165.58(18) . . . . ?
C126 C121 C122 C123 0.7(3) . . . . ?
C11 C121 C122 C123 -177.8(2) . . . . ?
C121 C122 C123 C124 0.1(4) . . . . ?
C122 C123 C124 C125 -0.8(4) . . . . ?
C123 C124 C125 C126 0.7(4) . . . . ?
C122 C121 C126 C125 -0.9(3) . . . . ?
C11 C121 C126 C125 177.5(2) . . . . ?
C124 C125 C126 C121 0.2(4) . . . . ?
O14 C14 C131 C136 120.6(2) . . . . ?
C141 C14 C131 C136 -121.9(2) . . . . ?
C13 C14 C131 C136 3.3(3) . . . . ?
O14 C14 C131 C132 -57.3(2) . . . . ?
C141 C14 C131 C132 60.2(2) . . . . ?
C13 C14 C131 C132 -174.61(18) . . . . ?
C136 C131 C132 C133 -0.5(3) . . . . ?
C14 C131 C132 C133 177.6(2) . . . . ?
C131 C132 C133 C134 0.0(4) . . . . ?
C132 C133 C134 C135 0.5(4) . . . . ?
C133 C134 C135 C136 -0.6(4) . . . . ?
C132 C131 C136 C135 0.4(3) . . . . ?
C14 C131 C136 C135 -177.4(2) . . . . ?
C134 C135 C136 C131 0.1(4) . . . . ?
O14 C14 C141 C142 -14.5(3) . . . . ?
C131 C14 C141 C142 -133.2(2) . . . . ?
C13 C14 C141 C142 101.7(2) . . . . ?
O14 C14 C141 C146 164.37(19) . . . . ?
C131 C14 C141 C146 45.6(3) . . . . ?
C13 C14 C141 C146 -79.4(2) . . . . ?
C146 C141 C142 C143 -1.6(3) . . . . ?
C14 C141 C142 C143 177.3(2) . . . . ?
C141 C142 C143 C144 0.2(4) . . . . ?
C142 C143 C144 C145 1.5(4) . . . . ?
C143 C144 C145 C146 -1.8(4) . . . . ?
C144 C145 C146 C141 0.4(4) . . . . ?
C142 C141 C146 C145 1.3(3) . . . . ?
C14 C141 C146 C145 -177.5(2) . . . . ?
C13 O13 C151 O12 24.2(2) . . . . ?
C13 O13 C151 C156 140.80(17) . . . . ?
C13 O13 C151 C152 -95.48(19) . . . . ?
C12 O12 C151 O13 -10.4(2) . . . . ?
C12 O12 C151 C156 -126.57(18) . . . . ?
C12 O12 C151 C152 109.43(18) . . . . ?
O13 C151 C152 C153 -68.9(2) . . . . ?
O12 C151 C152 C153 174.32(18) . . . . ?
C156 C151 C152 C153 52.4(2) . . . . ?
C151 C152 C153 C154 -54.0(3) . . . . ?
C152 C153 C154 C155 57.0(3) . . . . ?
C153 C154 C155 C156 -57.6(3) . . . . ?
O13 C151 C156 C155 69.4(2) . . . . ?
O12 C151 C156 C155 -176.06(18) . . . . ?
C152 C151 C156 C155 -53.2(2) . . . . ?
C154 C155 C156 C151 55.6(3) . . . . ?
O21 C21 C211 C212 119.9(2) . . . . ?
C221 C21 C211 C212 -122.0(2) . . . . ?
C22 C21 C211 C212 2.8(3) . . . . ?
O21 C21 C211 C216 -57.7(2) . . . . ?
C221 C21 C211 C216 60.3(2) . . . . ?
C22 C21 C211 C216 -174.85(19) . . . . ?
C216 C211 C212 C213 0.8(3) . . . . ?
C21 C211 C212 C213 -176.9(2) . . . . ?
C211 C212 C213 C214 0.0(4) . . . . ?
C212 C213 C214 C215 -0.6(4) . . . . ?
C213 C214 C215 C216 0.4(4) . . . . ?
C214 C215 C216 C211 0.4(4) . . . . ?
C212 C211 C216 C215 -0.9(3) . . . . ?
C21 C211 C216 C215 176.8(2) . . . . ?
O21 C21 C221 C226 -13.9(3) . . . . ?
C211 C21 C221 C226 -133.0(2) . . . . ?
C22 C21 C221 C226 102.6(2) . . . . ?
O21 C21 C221 C222 165.37(19) . . . . ?
C211 C21 C221 C222 46.3(3) . . . . ?
C22 C21 C221 C222 -78.1(2) . . . . ?
C226 C221 C222 C223 0.9(3) . . . . ?
C21 C221 C222 C223 -178.4(2) . . . . ?
C221 C222 C223 C224 0.8(4) . . . . ?
C222 C223 C224 C225 -1.7(4) . . . . ?
C223 C224 C225 C226 0.8(4) . . . . ?
C222 C221 C226 C225 -1.7(3) . . . . ?
C21 C221 C226 C225 177.6(2) . . . . ?
C224 C225 C226 C221 0.9(4) . . . . ?
O24 C24 C231 C232 126.0(2) . . . . ?
C241 C24 C231 C232 -115.9(2) . . . . ?
C23 C24 C231 C232 7.4(3) . . . . ?
O24 C24 C231 C236 -54.5(2) . . . . ?
C241 C24 C231 C236 63.6(2) . . . . ?
C23 C24 C231 C236 -173.11(18) . . . . ?
C236 C231 C232 C233 -0.9(3) . . . . ?
C24 C231 C232 C233 178.5(2) . . . . ?
C231 C232 C233 C234 0.4(4) . . . . ?
C232 C233 C234 C235 0.5(4) . . . . ?
C233 C234 C235 C236 -0.7(4) . . . . ?
C234 C235 C236 C231 0.2(4) . . . . ?
C232 C231 C236 C235 0.7(3) . . . . ?
C24 C231 C236 C235 -178.9(2) . . . . ?
O24 C24 C241 C242 -22.7(3) . . . . ?
C231 C24 C241 C242 -138.2(2) . . . . ?
C23 C24 C241 C242 97.4(2) . . . . ?
O24 C24 C241 C246 158.45(18) . . . . ?
C231 C24 C241 C246 42.9(2) . . . . ?
C23 C24 C241 C246 -81.5(2) . . . . ?
C246 C241 C242 C243 1.5(3) . . . . ?
C24 C241 C242 C243 -177.4(2) . . . . ?
C241 C242 C243 C244 -0.6(4) . . . . ?
C242 C243 C244 C245 -0.3(4) . . . . ?
C243 C244 C245 C246 0.3(4) . . . . ?
C244 C245 C246 C241 0.6(3) . . . . ?
C242 C241 C246 C245 -1.5(3) . . . . ?
C24 C241 C246 C245 177.4(2) . . . . ?
C22 O22 C251 O23 27.8(2) . . . . ?
C22 O22 C251 C256 143.81(18) . . . . ?
C22 O22 C251 C252 -92.39(19) . . . . ?
C23 O23 C251 O22 -12.0(2) . . . . ?
C23 O23 C251 C256 -128.19(18) . . . . ?
C23 O23 C251 C252 107.43(19) . . . . ?
O22 C251 C252 C253 -69.3(2) . . . . ?
O23 C251 C252 C253 174.26(18) . . . . ?
C256 C251 C252 C253 52.2(3) . . . . ?
C251 C252 C253 C254 -55.5(3) . . . . ?
C252 C253 C254 C255 58.3(3) . . . . ?
C253 C254 C255 C256 -57.4(3) . . . . ?
O22 C251 C256 C255 70.7(2) . . . . ?
O23 C251 C256 C255 -175.38(19) . . . . ?
C252 C251 C256 C255 -51.7(3) . . . . ?
C254 C255 C256 C251 54.1(3) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4.00 -3.00 -1.00 0.1750
-4.00 -1.00 -3.00 0.1740
-3.00 -3.00 -4.00 0.1700
-2.00 -1.00 -4.00 0.1430
-2.00 -1.00 1.00 0.1930
-2.00 -1.00 2.00 0.1980
-1.00 -1.00 -3.00 0.1440
-1.00 0.00 -4.00 0.1190
-1.00 0.00 4.00 0.2330
-1.00 0.00 0.00 0.2000
-1.00 -1.00 2.00 0.2060
-1.00 -1.00 3.00 0.1910
-1.00 4.00 0.00 0.1550
0.00 3.00 -2.00 0.1290
0.00 -3.00 2.00 0.2320
0.00 0.00 -1.00 0.0830
0.00 0.00 1.00 0.1730
0.00 1.00 4.00 0.1850
0.00 1.00 1.00 0.1850
1.00 0.00 4.00 0.1300
1.00 0.00 -4.00 0.1400
2.00 3.00 4.00 0.1640
3.00 0.00 4.00 0.1410
3.00 0.00 -2.00 0.2230
4.00 3.00 4.00 0.1670

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O11 H11 O14 0.84 1.83 2.667(2) 176 . yes
O14 H14 N3 0.84 1.87 2.660(3) 155 . yes
O21 H21 N4 0.84 1.88 2.668(3) 155 . yes
O24 H24 O21 0.84 1.82 2.663(2) 177 . yes
C112 H112 O11 0.95 2.45 2.778(3) 100 . yes
C126 H126 O12 0.95 2.30 2.924(3) 123 . yes
C136 H136 O13 0.95 2.44 2.987(3) 116 . yes
C142 H142 O14 0.95 2.32 2.680(3) 102 . yes
C212 H212 O22 0.95 2.44 2.979(3) 116 . yes
C226 H226 O21 0.95 2.32 2.683(3) 102 . yes
C232 H232 O23 0.95 2.41 2.981(3) 118 . yes
C242 H242 O24 0.95 2.43 2.772(3) 101 . yes

_refine_diff_density_max         0.237
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.038


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: 3-methylpyridine'
