# Electronic Supplementary Material (ESI) for Materials Advances.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_c18_ph_2_a
_database_code_depnum_ccdc_archive 'CCDC 2259815'
loop_
_audit_author_name
_audit_author_address
'Samantha Piper'
;Monash University
Australia
;
_audit_update_record             
;
2023-04-29 deposited with the CCDC.	2023-08-31 downloaded from the CCDC.
;
_audit_creation_date             2023-03-29
# end Validation Reply Form
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C44 H80 N2 O4'
_chemical_formula_sum            'C44 H80 N2 O4'
_chemical_formula_weight         701.10
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   5.0750(10)
_cell_length_b                   7.2740(15)
_cell_length_c                   30.348(6)
_cell_angle_alpha                93.10(3)
_cell_angle_beta                 93.33(3)
_cell_angle_gamma                109.97(3)
_cell_volume                     1047.9(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    2501
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.9
_cell_measurement_theta_min      1.3
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.111
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             390
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1380
_diffrn_reflns_av_unetI/netI     0.1879
_diffrn_reflns_Laue_measured_fraction_full 0.921
_diffrn_reflns_Laue_measured_fraction_max 0.728
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            9534
_diffrn_reflns_point_group_measured_fraction_full 0.921
_diffrn_reflns_point_group_measured_fraction_max 0.728
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.969
_diffrn_reflns_theta_min         1.348
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.921
_diffrn_measured_fraction_theta_max 0.728
_diffrn_measurement_device_type  'Dectris Eiger 16m'
_diffrn_measurement_method       'φ scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'MX2 beamline Australian Synchrotron'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2674
_reflns_number_total             5301
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       XDS
_computing_data_collection       'Blue Ice'
_computing_data_reduction        XDS
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.909
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         5301
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1438
_refine_ls_R_factor_gt           0.0980
_refine_ls_restrained_S_all      0.909
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1405P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2374
_refine_ls_wR_factor_ref         0.2921
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H3(0.048) H4(0.045) H5A(0.044) H5B(0.044) H6A(0.042) H6B(0.042)
 H7A(0.044) H7B(0.044) H8A(0.042) H8B(0.042) H9A(0.044) H9B(0.044) H10A(0.044)
 H10B(0.044) H11A(0.045) H11B(0.045) H12A(0.044) H12B(0.044) H13A(0.045)
 H13B(0.045) H14A(0.045) H14B(0.045) H15A(0.046) H15B(0.046) H16A(0.045)
 H16B(0.045) H17A(0.047) H17B(0.047) H18A(0.047) H18B(0.047) H19A(0.049)
 H19B(0.049) H20A(0.048) H20B(0.048) H21A(0.056) H21B(0.056) H22A(0.081)
 H22B(0.081) H22C(0.081)
 Fixed X: H3(1.702149) H4(1.843465) H5A(0.686831) H5B(0.856156) H6A(1.058613)
 H6B(0.868837) H7A(0.643962) H7B(0.457378) H8A(0.84184) H8B(0.650851)
 H9A(0.434191) H9B(0.24207) H10A(0.429675) H10B(0.630404) H11A(0.032259)
 H11B(0.23348) H12A(0.222077) H12B(0.4234) H13A(0.027397) H13B(-0.17524)
 H14A(0.010762) H14B(0.2151) H15A(-0.177843) H15B(-0.382826) H16A(0.008432)
 H16B(-0.198935) H17A(-0.589844) H17B(-0.382216) H18A(-0.406912) H18B(-
 0.196987) H19A(-0.794472) H19B(-0.583315) H20A(-0.61481) H20B(-0.405762) H21A(-
 1.003408) H21B(-0.793296) H22A(-0.843223) H22B(-0.953815) H22C(-0.62325)
 Fixed Y: H3(1.760534) H4(2.04197) H5A(1.296913) H5B(1.402855) H6A(1.150778)
 H6B(1.042213) H7A(1.105877) H7B(0.992999) H8A(0.85495) H8B(0.741597)
 H9A(0.804867) H9B(0.692965) H10A(0.439362) H10B(0.552267) H11A(0.394568)
 H11B(0.506854) H12A(0.139789) H12B(0.252083) H13A(0.20606) H13B(0.095534)
 H14A(-0.160474) H14B(-0.049771) H15A(-0.094705) H15B(-0.204558) H16A(-
 0.351296) H16B(-0.461422) H17A(-0.504321) H17B(-0.394512) H18A(-0.762647)
 H18B(-0.652572) H19A(-0.802062) H19B(-0.693883) H20A(-1.062526) H20B(-
 0.954518) H21A(-1.098779) H21B(-0.992626) H22A(-1.365931) H22B(-1.330813)
 H22C(-1.258744)
 Fixed Z: H3(0.488233) H4(0.449946) H5A(0.588865) H5B(0.634939) H6A(0.638502)
 H6B(0.594387) H7A(0.675749) H7B(0.631736) H8A(0.680304) H8B(0.636755)
 H9A(0.718747) H9B(0.675169) H10A(0.678971) H10B(0.72168) H11A(0.719616)
 H11B(0.762337) H12A(0.722233) H12B(0.764941) H13A(0.805901) H13B(0.763175)
 H14A(0.765033) H14B(0.807569) H15A(0.849164) H15B(0.806619) H16A(0.850177)
 H16B(0.807884) H17A(0.85021) H17B(0.892509) H18A(0.851095) H18B(0.893149)
 H19A(0.894028) H19B(0.936075) H20A(0.894262) H20B(0.936581) H21A(0.936641)
 H21B(0.978941) H22A(0.937695) H22B(0.984634) H22C(0.978978)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.8965(3) 1.6264(2) 0.56218(6) 0.0483(4) Uani 1 1 d . . . . .
O2 O 1.1054(3) 1.41583(19) 0.58505(4) 0.0366(4) Uani 1 1 d . . . . .
N1 N 1.3455(3) 1.6604(2) 0.54675(6) 0.0351(4) Uani 1 1 d D . . . .
H1 H 1.477(4) 1.603(3) 0.5527(7) 0.040(6) Uiso 1 1 d D . . . .
C1 C 1.0979(4) 1.5736(3) 0.56447(6) 0.0334(4) Uani 1 1 d . . . . .
C2 C 1.4148(4) 1.8306(3) 0.52303(6) 0.0322(4) Uani 1 1 d . . . . .
C3 C 1.6191(4) 1.8580(3) 0.49312(7) 0.0400(5) Uani 1 1 d . . . . .
H3 H 1.702149 1.760534 0.488233 0.048 Uiso 1 1 calc R U . . .
C4 C 1.7034(4) 2.0256(3) 0.47031(7) 0.0374(5) Uani 1 1 d . . . . .
H4 H 1.843465 2.041970 0.449946 0.045 Uiso 1 1 calc R U . . .
C5 C 0.8603(4) 1.3195(3) 0.60829(7) 0.0365(5) Uani 1 1 d . . . . .
H5A H 0.686831 1.296913 0.588865 0.044 Uiso 1 1 calc R U . . .
H5B H 0.856156 1.402855 0.634939 0.044 Uiso 1 1 calc R U . . .
C6 C 0.8761(4) 1.1268(3) 0.62144(7) 0.0348(4) Uani 1 1 d . . . . .
H6A H 1.058613 1.150778 0.638502 0.042 Uiso 1 1 calc R U . . .
H6B H 0.868837 1.042213 0.594387 0.042 Uiso 1 1 calc R U . . .
C7 C 0.6396(4) 1.0197(3) 0.64911(7) 0.0365(5) Uani 1 1 d . . . . .
H7A H 0.643962 1.105877 0.675749 0.044 Uiso 1 1 calc R U . . .
H7B H 0.457378 0.992999 0.631736 0.044 Uiso 1 1 calc R U . . .
C8 C 0.6577(4) 0.8279(3) 0.66349(6) 0.0349(5) Uani 1 1 d . . . . .
H8A H 0.841840 0.854950 0.680304 0.042 Uiso 1 1 calc R U . . .
H8B H 0.650851 0.741597 0.636755 0.042 Uiso 1 1 calc R U . . .
C9 C 0.4263(4) 0.7191(3) 0.69187(7) 0.0365(5) Uani 1 1 d . . . . .
H9A H 0.434191 0.804867 0.718747 0.044 Uiso 1 1 calc R U . . .
H9B H 0.242070 0.692965 0.675169 0.044 Uiso 1 1 calc R U . . .
C10 C 0.4436(4) 0.5265(3) 0.70587(7) 0.0370(5) Uani 1 1 d . . . . .
H10A H 0.429675 0.439362 0.678971 0.044 Uiso 1 1 calc R U . . .
H10B H 0.630404 0.552267 0.721680 0.044 Uiso 1 1 calc R U . . .
C11 C 0.2191(4) 0.4200(3) 0.73537(7) 0.0372(5) Uani 1 1 d . . . . .
H11A H 0.032259 0.394568 0.719616 0.045 Uiso 1 1 calc R U . . .
H11B H 0.233480 0.506854 0.762337 0.045 Uiso 1 1 calc R U . . .
C12 C 0.2365(4) 0.2267(3) 0.74920(7) 0.0365(5) Uani 1 1 d . . . . .
H12A H 0.222077 0.139789 0.722233 0.044 Uiso 1 1 calc R U . . .
H12B H 0.423400 0.252083 0.764941 0.044 Uiso 1 1 calc R U . . .
C13 C 0.0117(4) 0.1198(3) 0.77878(7) 0.0377(5) Uani 1 1 d . . . . .
H13A H 0.027397 0.206060 0.805901 0.045 Uiso 1 1 calc R U . . .
H13B H -0.175240 0.095534 0.763175 0.045 Uiso 1 1 calc R U . . .
C14 C 0.0276(4) -0.0740(3) 0.79217(7) 0.0371(5) Uani 1 1 d . . . . .
H14A H 0.010762 -0.160474 0.765033 0.045 Uiso 1 1 calc R U . . .
H14B H 0.215100 -0.049771 0.807569 0.045 Uiso 1 1 calc R U . . .
C15 C -0.1952(4) -0.1808(3) 0.82195(7) 0.0386(5) Uani 1 1 d . . . . .
H15A H -0.177843 -0.094705 0.849164 0.046 Uiso 1 1 calc R U . . .
H15B H -0.382826 -0.204558 0.806619 0.046 Uiso 1 1 calc R U . . .
C16 C -0.1797(4) -0.3748(3) 0.83508(7) 0.0378(5) Uani 1 1 d . . . . .
H16A H 0.008432 -0.351296 0.850177 0.045 Uiso 1 1 calc R U . . .
H16B H -0.198935 -0.461422 0.807884 0.045 Uiso 1 1 calc R U . . .
C17 C -0.4016(4) -0.4809(3) 0.86527(7) 0.0393(5) Uani 1 1 d . . . . .
H17A H -0.589844 -0.504321 0.850210 0.047 Uiso 1 1 calc R U . . .
H17B H -0.382216 -0.394512 0.892509 0.047 Uiso 1 1 calc R U . . .
C18 C -0.3857(4) -0.6757(3) 0.87831(7) 0.0391(5) Uani 1 1 d . . . . .
H18A H -0.406912 -0.762647 0.851095 0.047 Uiso 1 1 calc R U . . .
H18B H -0.196987 -0.652572 0.893149 0.047 Uiso 1 1 calc R U . . .
C19 C -0.6059(4) -0.7804(3) 0.90875(7) 0.0406(5) Uani 1 1 d . . . . .
H19A H -0.794472 -0.802062 0.894028 0.049 Uiso 1 1 calc R U . . .
H19B H -0.583315 -0.693883 0.936075 0.049 Uiso 1 1 calc R U . . .
C20 C -0.5934(4) -0.9760(3) 0.92154(7) 0.0402(5) Uani 1 1 d . . . . .
H20A H -0.614810 -1.062526 0.894262 0.048 Uiso 1 1 calc R U . . .
H20B H -0.405762 -0.954518 0.936581 0.048 Uiso 1 1 calc R U . . .
C21 C -0.8161(5) -1.0790(3) 0.95159(8) 0.0464(5) Uani 1 1 d . . . . .
H21A H -1.003408 -1.098779 0.936641 0.056 Uiso 1 1 calc R U . . .
H21B H -0.793296 -0.992626 0.978941 0.056 Uiso 1 1 calc R U . . .
C22 C -0.8084(6) -1.2761(4) 0.96436(8) 0.0543(6) Uani 1 1 d . . . . .
H22A H -0.843223 -1.365931 0.937695 0.081 Uiso 1 1 calc R U . . .
H22B H -0.953815 -1.330813 0.984634 0.081 Uiso 1 1 calc R U . . .
H22C H -0.623250 -1.258744 0.978978 0.081 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 1.208(2) . ?
O2 C1 1.347(2) . ?
O2 C5 1.447(2) . ?
N1 H1 0.913(16) . ?
N1 C1 1.357(3) . ?
N1 C2 1.415(3) . ?
C2 C3 1.388(3) . ?
C2 C4 1.384(3) 2_896 ?
C3 H3 0.9500 . ?
C3 C4 1.385(3) . ?
C4 H4 0.9500 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.505(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.517(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.515(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.518(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.515(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.513(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.518(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.517(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.515(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.515(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.513(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.518(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.519(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.515(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.515(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.512(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.517(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 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
C1 O2 C5 115.21(15) . . ?
C1 N1 H1 113.8(15) . . ?
C1 N1 C2 125.93(17) . . ?
C2 N1 H1 120.2(15) . . ?
O1 C1 O2 123.95(18) . . ?
O1 C1 N1 125.99(19) . . ?
O2 C1 N1 110.06(16) . . ?
C3 C2 N1 118.34(18) . . ?
C4 C2 N1 122.94(18) 2_896 . ?
C4 C2 C3 118.67(19) 2_896 . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.86(19) . . ?
C4 C3 H3 119.6 . . ?
C2 C4 C3 120.48(19) 2_896 . ?
C2 C4 H4 119.8 2_896 . ?
C3 C4 H4 119.8 . . ?
O2 C5 H5A 110.0 . . ?
O2 C5 H5B 110.0 . . ?
O2 C5 C6 108.24(15) . . ?
H5A C5 H5B 108.4 . . ?
C6 C5 H5A 110.0 . . ?
C6 C5 H5B 110.0 . . ?
C5 C6 H6A 109.1 . . ?
C5 C6 H6B 109.1 . . ?
C5 C6 C7 112.69(16) . . ?
H6A C6 H6B 107.8 . . ?
C7 C6 H6A 109.1 . . ?
C7 C6 H6B 109.1 . . ?
C6 C7 H7A 109.0 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C8 C7 C6 113.10(16) . . ?
C8 C7 H7A 109.0 . . ?
C8 C7 H7B 109.0 . . ?
C7 C8 H8A 108.7 . . ?
C7 C8 H8B 108.7 . . ?
C7 C8 C9 114.27(16) . . ?
H8A C8 H8B 107.6 . . ?
C9 C8 H8A 108.7 . . ?
C9 C8 H8B 108.7 . . ?
C8 C9 H9A 108.7 . . ?
C8 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
C10 C9 C8 114.15(16) . . ?
C10 C9 H9A 108.7 . . ?
C10 C9 H9B 108.7 . . ?
C9 C10 H10A 108.6 . . ?
C9 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
C11 C10 C9 114.56(16) . . ?
C11 C10 H10A 108.6 . . ?
C11 C10 H10B 108.6 . . ?
C10 C11 H11A 108.7 . . ?
C10 C11 H11B 108.7 . . ?
C10 C11 C12 114.42(16) . . ?
H11A C11 H11B 107.6 . . ?
C12 C11 H11A 108.7 . . ?
C12 C11 H11B 108.7 . . ?
C11 C12 H12A 108.6 . . ?
C11 C12 H12B 108.6 . . ?
H12A C12 H12B 107.6 . . ?
C13 C12 C11 114.48(16) . . ?
C13 C12 H12A 108.6 . . ?
C13 C12 H12B 108.6 . . ?
C12 C13 H13A 108.7 . . ?
C12 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
C14 C13 C12 114.40(17) . . ?
C14 C13 H13A 108.7 . . ?
C14 C13 H13B 108.7 . . ?
C13 C14 H14A 108.6 . . ?
C13 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
C15 C14 C13 114.65(17) . . ?
C15 C14 H14A 108.6 . . ?
C15 C14 H14B 108.6 . . ?
C14 C15 H15A 108.6 . . ?
C14 C15 H15B 108.6 . . ?
H15A C15 H15B 107.6 . . ?
C16 C15 C14 114.52(17) . . ?
C16 C15 H15A 108.6 . . ?
C16 C15 H15B 108.6 . . ?
C15 C16 H16A 108.6 . . ?
C15 C16 H16B 108.6 . . ?
C15 C16 C17 114.47(17) . . ?
H16A C16 H16B 107.6 . . ?
C17 C16 H16A 108.6 . . ?
C17 C16 H16B 108.6 . . ?
C16 C17 H17A 108.7 . . ?
C16 C17 H17B 108.7 . . ?
C16 C17 C18 114.32(17) . . ?
H17A C17 H17B 107.6 . . ?
C18 C17 H17A 108.7 . . ?
C18 C17 H17B 108.7 . . ?
C17 C18 H18A 108.7 . . ?
C17 C18 H18B 108.7 . . ?
H18A C18 H18B 107.6 . . ?
C19 C18 C17 114.19(17) . . ?
C19 C18 H18A 108.7 . . ?
C19 C18 H18B 108.7 . . ?
C18 C19 H19A 108.6 . . ?
C18 C19 H19B 108.6 . . ?
C18 C19 C20 114.52(17) . . ?
H19A C19 H19B 107.6 . . ?
C20 C19 H19A 108.6 . . ?
C20 C19 H19B 108.6 . . ?
C19 C20 H20A 108.8 . . ?
C19 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
C21 C20 C19 113.79(18) . . ?
C21 C20 H20A 108.8 . . ?
C21 C20 H20B 108.8 . . ?
C20 C21 H21A 108.6 . . ?
C20 C21 H21B 108.6 . . ?
C20 C21 C22 114.5(2) . . ?
H21A C21 H21B 107.6 . . ?
C22 C21 H21A 108.6 . . ?
C22 C21 H21B 108.6 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

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
N1 H1 O1 0.913(16) 2.080(17) 2.903(2) 149.4(19) 1_655 yes

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
O2 C5 C6 C7 175.75(14) . . . . ?
N1 C2 C3 C4 -177.39(18) . . . . ?
C1 O2 C5 C6 168.97(14) . . . . ?
C1 N1 C2 C3 -155.29(18) . . . . ?
C1 N1 C2 C4 27.5(3) . . . 2_896 ?
C2 N1 C1 O1 1.2(3) . . . . ?
C2 N1 C1 O2 -179.45(16) . . . . ?
C2 C3 C4 C2 0.0(3) . . . 2_896 ?
C4 C2 C3 C4 0.0(3) 2_896 . . . ?
C5 O2 C1 O1 -5.3(3) . . . . ?
C5 O2 C1 N1 175.42(14) . . . . ?
C5 C6 C7 C8 -178.56(15) . . . . ?
C6 C7 C8 C9 179.05(15) . . . . ?
C7 C8 C9 C10 179.51(15) . . . . ?
C8 C9 C10 C11 178.17(15) . . . . ?
C9 C10 C11 C12 179.79(16) . . . . ?
C10 C11 C12 C13 179.98(15) . . . . ?
C11 C12 C13 C14 179.41(16) . . . . ?
C12 C13 C14 C15 179.63(16) . . . . ?
C13 C14 C15 C16 179.72(16) . . . . ?
C14 C15 C16 C17 179.49(15) . . . . ?
C15 C16 C17 C18 179.89(16) . . . . ?
C16 C17 C18 C19 179.50(16) . . . . ?
C17 C18 C19 C20 179.39(17) . . . . ?
C18 C19 C20 C21 -179.51(17) . . . . ?
C19 C20 C21 C22 179.42(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT029_c18_ph_2_a          
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.921 Why?  
RESPONSE: Data were limited by hardware constraints, including a phi 
axis rotation only and the minimum available detector distance. 
The overall data:parameter ratio is > 20.
;
####################################################################### 
# 
# 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_sp_uk_a
_database_code_depnum_ccdc_archive 'CCDC 2259816'
loop_
_audit_author_name
_audit_author_address
'Samantha Piper'
;Monash University
Australia
;
_audit_update_record             
;
2023-04-29 deposited with the CCDC.	2023-08-31 downloaded from the CCDC.
;
_audit_creation_date             2023-03-29
# end Validation Reply Form
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C44 H86 N2 O4'
_chemical_formula_sum            'C44 H86 N2 O4'
_chemical_formula_weight         707.14
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   5.1620(10)
_cell_length_b                   7.0660(14)
_cell_length_c                   31.039(6)
_cell_angle_alpha                93.85(3)
_cell_angle_beta                 91.53(3)
_cell_angle_gamma                107.76(3)
_cell_volume                     1074.4(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    8378
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.0
_cell_measurement_theta_min      1.3
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.093
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             396
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_unetI/netI     0.0474
_diffrn_reflns_Laue_measured_fraction_full 0.906
_diffrn_reflns_Laue_measured_fraction_max 0.720
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            17963
_diffrn_reflns_point_group_measured_fraction_full 0.906
_diffrn_reflns_point_group_measured_fraction_max 0.720
_diffrn_reflns_theta_full        25.249
_diffrn_reflns_theta_max         32.033
_diffrn_reflns_theta_min         1.317
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.906
_diffrn_measured_fraction_theta_max 0.720
_diffrn_measurement_device_type  'Dectris Eiger 16m'
_diffrn_measurement_method       'φ scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.71091
_diffrn_source                   'MX2 beamline Australian Synchrotron'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4618
_reflns_number_total             5383
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       XDS
_computing_data_collection       'Blue Ice'
_computing_data_reduction        XDS
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         5383
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0556
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1231P)²+0.0368P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1622
_refine_ls_wR_factor_ref         0.1710
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H11A(0.033) H11B(0.033) H7A(0.034) H7B(0.034) H13A(0.033)
 H13B(0.033) H12A(0.033) H12B(0.033) H15A(0.033) H15B(0.033) H8A(0.034)
 H8B(0.034) H14A(0.034) H14B(0.034) H21A(0.039) H21B(0.039) H5A(0.034)
 H5B(0.034) H17A(0.034) H17B(0.034) H18A(0.033) H18B(0.033) H9A(0.033)
 H9B(0.033) H6A(0.035) H6B(0.035) H22A(0.039) H22B(0.039) H10A(0.033)
 H10B(0.033) H16A(0.033) H16B(0.033) H3A(0.036) H3B(0.036) H20(0.031)
 H4A(0.037) H4B(0.037) H2A(0.042) H2B(0.042) H1A(0.063) H1B(0.063) H1C(0.063)
 Fixed X: H11A(0.542061) H11B(0.750226) H7A(0.973219) H7B(1.185866)
 H13A(0.327145) H13B(0.535005) H12A(0.699689) H12B(0.907693) H15A(0.110566)
 H15B(0.312967) H8A(1.126526) H8B(1.337786) H14A(0.490161) H14B(0.69221) H21A(-
 0.769544) H21B(-0.576239) H5A(1.18744) H5B(1.402366) H17A(0.074347) H17B(-
 0.112631) H18A(0.071834) H18B(0.250538) H9A(0.75818) H9B(0.969018)
 H6A(1.33951) H6B(1.552283) H22A(-0.454085) H22B(-0.779089) H10A(0.91292)
 H10B(1.122291) H16A(0.283311) H16B(0.471874) H3A(1.404762) H3B(1.616487) H20(-
 0.187301) H4A(1.550153) H4B(1.765566) H2A(1.770273) H2B(1.98326) H1A(1.953562)
 H1B(1.853307) H1C(1.634966)
 Fixed Y: H11A(0.741021) H11B(0.83949) H7A(1.351269) H7B(1.44687)
 H13A(0.437543) H13B(0.536317) H12A(0.457251) H12B(0.555707) H15A(0.132354)
 H15B(0.23022) H8A(1.065065) H8B(1.160578) H14A(0.155118) H14B(0.253474) H21A(-
 0.866581) H21B(-0.693192) H5A(1.655534) H5B(1.751008) H17A(-0.080965) H17B(-
 0.180828) H18A(-0.453503) H18B(-0.354451) H9A(1.046593) H9B(1.142884)
 H6A(1.368694) H6B(1.464027) H22A(-0.929791) H22B(-0.984291) H10A(0.760991)
 H10B(0.857193) H16A(-0.147066) H16B(-0.050441) H3A(1.95993) H3B(2.054094) H20(-
 0.767847) H4A(1.671066) H4B(1.765382) H2A(1.973581) H2B(2.064605)
 H1A(2.319793) H1B(2.358412) H1C(2.267104)
 Fixed Z: H11A(0.228746) H11B(0.269036) H7A(0.146529) H7B(0.186437)
 H13A(0.270566) H13B(0.31088) H12A(0.225881) H12B(0.266189) H15A(0.310978)
 H15B(0.351988) H8A(0.142256) H8B(0.18234) H14A(0.267675) H14B(0.308675)
 H21A(0.489022) H21B(0.521875) H5A(0.105231) H5B(0.144868) H17A(0.390755)
 H17B(0.348186) H18A(0.347209) H18B(0.390769) H9A(0.187693) H9B(0.227781)
 H6A(0.100693) H6B(0.140597) H22A(0.561271) H22B(0.558566) H10A(0.18389)
 H10B(0.224164) H16A(0.308209) H16B(0.350731) H3A(0.062926) H3B(0.103045)
 H20(0.497795) H4A(0.058875) H4B(0.098485) H2A(0.017507) H2B(0.057559)
 H1A(0.014069) H1B(0.061263) H1C(0.021829)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.15243(13) -0.45801(8) 0.39954(2) 0.03055(17) Uani 1 1 d . . . . .
O2 O 0.09608(13) -0.62808(9) 0.43256(2) 0.03620(18) Uani 1 1 d . . . . .
N1 N -0.34965(15) -0.67571(10) 0.44640(2) 0.02866(17) Uani 1 1 d D . . . .
C11 C 0.72320(18) 0.75184(11) 0.24197(3) 0.02741(19) Uani 1 1 d . . . . .
H11A H 0.542061 0.741021 0.228746 0.033 Uiso 1 1 calc R U . . .
H11B H 0.750226 0.839490 0.269036 0.033 Uiso 1 1 calc R U . . .
C19 C -0.11760(17) -0.59201(11) 0.42686(3) 0.02776(18) Uani 1 1 d . . . . .
C7 C 1.15498(18) 1.36007(11) 0.15919(3) 0.0283(2) Uani 1 1 d . . . . .
H7A H 0.973219 1.351269 0.146529 0.034 Uiso 1 1 calc R U . . .
H7B H 1.185866 1.446870 0.186437 0.034 Uiso 1 1 calc R U . . .
C13 C 0.50833(18) 0.44868(11) 0.28381(3) 0.02753(19) Uani 1 1 d . . . . .
H13A H 0.327145 0.437543 0.270566 0.033 Uiso 1 1 calc R U . . .
H13B H 0.535005 0.536317 0.310880 0.033 Uiso 1 1 calc R U . . .
C12 C 0.72658(18) 0.54486(11) 0.25296(3) 0.0276(2) Uani 1 1 d . . . . .
H12A H 0.699689 0.457251 0.225881 0.033 Uiso 1 1 calc R U . . .
H12B H 0.907693 0.555707 0.266189 0.033 Uiso 1 1 calc R U . . .
C15 C 0.29040(18) 0.14391(11) 0.32480(3) 0.02784(19) Uani 1 1 d . . . . .
H15A H 0.110566 0.132354 0.310978 0.033 Uiso 1 1 calc R U . . .
H15B H 0.312967 0.230220 0.351988 0.033 Uiso 1 1 calc R U . . .
C8 C 1.15637(18) 1.15168(11) 0.16952(3) 0.0283(2) Uani 1 1 d . . . . .
H8A H 1.126526 1.065065 0.142256 0.034 Uiso 1 1 calc R U . . .
H8B H 1.337786 1.160578 0.182340 0.034 Uiso 1 1 calc R U . . .
C14 C 0.51251(18) 0.24187(11) 0.29480(3) 0.0280(2) Uani 1 1 d . . . . .
H14A H 0.490161 0.155118 0.267675 0.034 Uiso 1 1 calc R U . . .
H14B H 0.692210 0.253474 0.308675 0.034 Uiso 1 1 calc R U . . .
C21 C -0.59877(19) -0.82672(11) 0.50735(3) 0.0328(2) Uani 1 1 d . . . . .
H21A H -0.769544 -0.866581 0.489022 0.039 Uiso 1 1 calc R U . . .
H21B H -0.576239 -0.693192 0.521875 0.039 Uiso 1 1 calc R U . . .
C5 C 1.36961(18) 1.66388(11) 0.11765(3) 0.02874(19) Uani 1 1 d . . . . .
H5A H 1.187440 1.655534 0.105231 0.034 Uiso 1 1 calc R U . . .
H5B H 1.402366 1.751008 0.144868 0.034 Uiso 1 1 calc R U . . .
C17 C 0.06398(18) -0.16532(11) 0.36358(3) 0.02804(19) Uani 1 1 d . . . . .
H17A H 0.074347 -0.080965 0.390755 0.034 Uiso 1 1 calc R U . . .
H17B H -0.112631 -0.180828 0.348186 0.034 Uiso 1 1 calc R U . . .
C18 C 0.07834(18) -0.36857(11) 0.37417(3) 0.02783(18) Uani 1 1 d . . . . .
H18A H 0.071834 -0.453503 0.347209 0.033 Uiso 1 1 calc R U . . .
H18B H 0.250538 -0.354451 0.390769 0.033 Uiso 1 1 calc R U . . .
C9 C 0.93961(18) 1.05592(11) 0.20058(3) 0.0278(2) Uani 1 1 d . . . . .
H9A H 0.758180 1.046593 0.187693 0.033 Uiso 1 1 calc R U . . .
H9B H 0.969018 1.142884 0.227781 0.033 Uiso 1 1 calc R U . . .
C6 C 1.37056(18) 1.45543(11) 0.12795(3) 0.0290(2) Uani 1 1 d . . . . .
H6A H 1.339510 1.368694 0.100693 0.035 Uiso 1 1 calc R U . . .
H6B H 1.552283 1.464027 0.140597 0.035 Uiso 1 1 calc R U . . .
C22 C -0.61792(19) -0.97662(12) 0.54137(3) 0.0326(2) Uani 1 1 d . . . . .
H22A H -0.454085 -0.929791 0.561271 0.039 Uiso 1 1 calc R U . . .
H22B H -0.779089 -0.984291 0.558566 0.039 Uiso 1 1 calc R U . . .
C10 C 0.94127(18) 0.84779(11) 0.21110(3) 0.0278(2) Uani 1 1 d . . . . .
H10A H 0.912920 0.760991 0.183890 0.033 Uiso 1 1 calc R U . . .
H10B H 1.122291 0.857193 0.224164 0.033 Uiso 1 1 calc R U . . .
C16 C 0.29586(18) -0.06289(11) 0.33548(3) 0.02786(19) Uani 1 1 d . . . . .
H16A H 0.283311 -0.147066 0.308209 0.033 Uiso 1 1 calc R U . . .
H16B H 0.471874 -0.050441 0.350731 0.033 Uiso 1 1 calc R U . . .
C3 C 1.58540(19) 1.96721(12) 0.07581(3) 0.0302(2) Uani 1 1 d . . . . .
H3A H 1.404762 1.959930 0.062926 0.036 Uiso 1 1 calc R U . . .
H3B H 1.616487 2.054094 0.103045 0.036 Uiso 1 1 calc R U . . .
C20 C -0.35913(16) -0.81695(11) 0.47915(2) 0.02584(18) Uani 1 1 d . . . . .
H20 H -0.187301 -0.767847 0.497795 0.031 Uiso 1 1 calc R U . . .
C4 C 1.58366(19) 1.75804(12) 0.08612(3) 0.0308(2) Uani 1 1 d . . . . .
H4A H 1.550153 1.671066 0.058875 0.037 Uiso 1 1 calc R U . . .
H4B H 1.765566 1.765382 0.098485 0.037 Uiso 1 1 calc R U . . .
C2 C 1.8033(2) 2.06000(13) 0.04483(3) 0.0348(2) Uani 1 1 d . . . . .
H2A H 1.770273 1.973581 0.017507 0.042 Uiso 1 1 calc R U . . .
H2B H 1.983260 2.064605 0.057559 0.042 Uiso 1 1 calc R U . . .
C1 C 1.8121(2) 2.27014(14) 0.03458(3) 0.0418(2) Uani 1 1 d . . . . .
H1A H 1.953562 2.319793 0.014069 0.063 Uiso 1 1 calc R U . . .
H1B H 1.853307 2.358412 0.061263 0.063 Uiso 1 1 calc R U . . .
H1C H 1.634966 2.267104 0.021829 0.063 Uiso 1 1 calc R U . . .
H1 H -0.492(2) -0.6442(17) 0.4385(4) 0.037(3) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C19 1.3605(9) . ?
O1 C18 1.4481(10) . ?
O2 C19 1.2166(11) . ?
N1 C19 1.3444(11) . ?
N1 C20 1.4632(10) . ?
N1 H1 0.867(11) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.5291(10) . ?
C11 C10 1.5244(12) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.5299(10) . ?
C7 C6 1.5235(12) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C12 1.5253(12) . ?
C13 C14 1.5291(10) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C14 1.5232(12) . ?
C15 C16 1.5283(10) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.5241(12) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.5294(11) . ?
C21 C20 1.5216(12) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.5294(10) . ?
C5 C4 1.5227(12) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.5176(10) . ?
C17 C16 1.5263(12) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.5303(10) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C20 1.5208(12) 2_436 ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.5305(10) . ?
C3 C2 1.5208(12) . ?
C20 H20 1.0000 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.5269(12) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 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
C19 O1 C18 115.63(7) . . ?
C19 N1 C20 120.77(7) . . ?
C19 N1 H1 117.4(8) . . ?
C20 N1 H1 121.9(8) . . ?
H11A C11 H11B 107.7 . . ?
C12 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
C10 C11 H11A 108.9 . . ?
C10 C11 H11B 108.9 . . ?
C10 C11 C12 113.24(7) . . ?
O2 C19 O1 123.86(7) . . ?
O2 C19 N1 125.60(7) . . ?
N1 C19 O1 110.54(7) . . ?
H7A C7 H7B 107.8 . . ?
C8 C7 H7A 108.9 . . ?
C8 C7 H7B 108.9 . . ?
C6 C7 H7A 108.9 . . ?
C6 C7 H7B 108.9 . . ?
C6 C7 C8 113.15(7) . . ?
H13A C13 H13B 107.8 . . ?
C12 C13 H13A 108.9 . . ?
C12 C13 H13B 108.9 . . ?
C12 C13 C14 113.15(7) . . ?
C14 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
C11 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
C13 C12 C11 113.27(7) . . ?
C13 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
H15A C15 H15B 107.8 . . ?
C14 C15 H15A 109.0 . . ?
C14 C15 H15B 109.0 . . ?
C14 C15 C16 112.72(7) . . ?
C16 C15 H15A 109.0 . . ?
C16 C15 H15B 109.0 . . ?
C7 C8 H8A 109.0 . . ?
C7 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C9 C8 C7 113.12(7) . . ?
C9 C8 H8A 109.0 . . ?
C9 C8 H8B 109.0 . . ?
C13 C14 H14A 109.0 . . ?
C13 C14 H14B 109.0 . . ?
C15 C14 C13 113.13(7) . . ?
C15 C14 H14A 109.0 . . ?
C15 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
H21A C21 H21B 108.1 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 C22 110.70(7) . . ?
H5A C5 H5B 107.8 . . ?
C6 C5 H5A 109.0 . . ?
C6 C5 H5B 109.0 . . ?
C4 C5 H5A 109.0 . . ?
C4 C5 H5B 109.0 . . ?
C4 C5 C6 113.07(7) . . ?
H17A C17 H17B 108.0 . . ?
C18 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
C18 C17 C16 111.22(7) . . ?
C16 C17 H17A 109.4 . . ?
C16 C17 H17B 109.4 . . ?
O1 C18 C17 107.74(7) . . ?
O1 C18 H18A 110.2 . . ?
O1 C18 H18B 110.2 . . ?
C17 C18 H18A 110.2 . . ?
C17 C18 H18B 110.2 . . ?
H18A C18 H18B 108.5 . . ?
C8 C9 H9A 108.9 . . ?
C8 C9 H9B 108.9 . . ?
C8 C9 C10 113.23(7) . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
C7 C6 C5 113.20(7) . . ?
C7 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
C5 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
H6A C6 H6B 107.8 . . ?
C21 C22 H22A 109.3 . . ?
C21 C22 H22B 109.3 . . ?
H22A C22 H22B 107.9 . . ?
C20 C22 C21 111.75(7) 2_436 . ?
C20 C22 H22A 109.3 2_436 . ?
C20 C22 H22B 109.3 2_436 . ?
C11 C10 C9 113.13(7) . . ?
C11 C10 H10A 109.0 . . ?
C11 C10 H10B 109.0 . . ?
C9 C10 H10A 109.0 . . ?
C9 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C15 C16 H16A 109.1 . . ?
C15 C16 H16B 109.1 . . ?
C17 C16 C15 112.63(7) . . ?
C17 C16 H16A 109.1 . . ?
C17 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
H3A C3 H3B 107.8 . . ?
C4 C3 H3A 109.1 . . ?
C4 C3 H3B 109.1 . . ?
C2 C3 H3A 109.1 . . ?
C2 C3 H3B 109.1 . . ?
C2 C3 C4 112.68(7) . . ?
N1 C20 C21 109.41(7) . . ?
N1 C20 C22 111.51(7) . 2_436 ?
N1 C20 H20 108.6 . . ?
C21 C20 H20 108.6 . . ?
C22 C20 C21 110.18(7) 2_436 . ?
C22 C20 H20 108.6 2_436 . ?
C5 C4 C3 113.46(7) . . ?
C5 C4 H4A 108.9 . . ?
C5 C4 H4B 108.9 . . ?
C3 C4 H4A 108.9 . . ?
C3 C4 H4B 108.9 . . ?
H4A C4 H4B 107.7 . . ?
C3 C2 H2A 108.8 . . ?
C3 C2 H2B 108.8 . . ?
C3 C2 C1 113.67(8) . . ?
H2A C2 H2B 107.7 . . ?
C1 C2 H2A 108.8 . . ?
C1 C2 H2B 108.8 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?

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
N1 H1 O2 0.867(11) 2.165(11) 3.0041(11) 162.8(11) 1_455 yes

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
C19 O1 C18 C17 -152.96(7) . . . . ?
C19 N1 C20 C21 158.57(8) . . . . ?
C19 N1 C20 C22 -79.29(10) . . . 2_436 ?
C7 C8 C9 C10 -179.77(7) . . . . ?
C12 C11 C10 C9 -179.32(7) . . . . ?
C12 C13 C14 C15 -178.68(7) . . . . ?
C8 C7 C6 C5 -179.92(7) . . . . ?
C8 C9 C10 C11 -179.66(6) . . . . ?
C14 C13 C12 C11 -179.91(7) . . . . ?
C14 C15 C16 C17 -176.95(7) . . . . ?
C18 O1 C19 O2 4.80(12) . . . . ?
C18 O1 C19 N1 -175.63(7) . . . . ?
C18 C17 C16 C15 -179.05(7) . . . . ?
C6 C7 C8 C9 -179.68(7) . . . . ?
C6 C5 C4 C3 -179.67(7) . . . . ?
C22 C21 C20 N1 178.81(7) . . . . ?
C22 C21 C20 C22 55.88(11) . . . 2_436 ?
C10 C11 C12 C13 -179.96(6) . . . . ?
C16 C15 C14 C13 179.84(7) . . . . ?
C16 C17 C18 O1 -178.13(6) . . . . ?
C20 N1 C19 O1 -176.59(7) . . . . ?
C20 N1 C19 O2 2.98(13) . . . . ?
C20 C21 C22 C20 -56.78(11) . . . 2_436 ?
C4 C5 C6 C7 -179.50(7) . . . . ?
C4 C3 C2 C1 -179.11(7) . . . . ?
C2 C3 C4 C5 179.11(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT029_sp_uk_a             
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.906 Why?  
RESPONSE: Data were limited by hardware constraints, including a phi 
axis rotation only and the minimum available detector distance. 
The overall data:parameter ratio is > 20.
;
####################################################################### 
# 
# 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_C18MePh
_database_code_depnum_ccdc_archive 'CCDC 2259817'
loop_
_audit_author_name
_audit_author_address
'Craig Forsyth'
;Monash University
Australia
;
_audit_update_record             
;
2023-04-29 deposited with the CCDC.	2023-08-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H82 N2 O4'
_chemical_formula_weight         715.12

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           26
_space_group_name_H-M_alt        'P m c 21'
_space_group_name_Hall           'P 2c -2'

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

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

_cell_length_a                   85.724(17)
_cell_length_b                   4.6340(9)
_cell_length_c                   10.823(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4299.4(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1113
_cell_measurement_theta_min      4.22
_cell_measurement_theta_max      22.77

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.105
_exptl_crystal_F_000             1592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    0.069
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.710764
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_source         'MX2 Beamline Australian Synchrotron'
_diffrn_measurement_device_type  'MX2 Beamline Australian Synchrotron'
_diffrn_measurement_detector_type 'Dectris Eiger 16M'
_diffrn_measurement_method       'Omega Scan'
_diffrn_detector_area_resol_mean 13.3
_diffrn_reflns_number            119454
_diffrn_reflns_av_unetI/netI     0.0562
_diffrn_reflns_av_R_equivalents  0.1154
_diffrn_reflns_limit_h_min       -105
_diffrn_reflns_limit_h_max       105
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         0.713
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             8463
_reflns_number_gt                7322
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.885
_reflns_Friedel_fraction_max     0.992
_reflns_Friedel_fraction_full    0.991

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1562P)²+2.0061P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2862 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.4(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8463
_refine_ls_number_parameters     513
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0906
_refine_ls_R_factor_gt           0.0846
_refine_ls_wR_factor_ref         0.2635
_refine_ls_wR_factor_gt          0.2578
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.53172(7) 0.0409(11) -1.1033(6) 0.0356(13) Uani 0.5 1 d D . P A 1
O1' O 0.54268(6) 0.0444(12) -1.2068(6) 0.0358(13) Uani 0.5 1 d D . P B 2
O2 O 0.54995(4) 0.4217(6) -1.0906(4) 0.0514(10) Uani 1 1 d D . . . .
O3 O 0.96815(8) 0.9819(13) 2.1224(9) 0.057(2) Uani 0.5 1 d D . P C 1
O3' O 0.95736(7) 0.9784(14) 2.2212(8) 0.0523(18) Uani 0.5 1 d D . P D 2
O4 O 0.94998(4) 0.6089(7) 2.1014(4) 0.0603(11) Uani 1 1 d D . . . .
N1 N 0.52816(4) 0.4690(8) -1.2011(4) 0.0381(8) Uani 1 1 d D . . . .
H1A H 0.528948 0.652355 -1.180818 0.046 Uiso 0.5 1 d R U P E 1
H1B H 0.531888 0.642525 -1.215888 0.046 Uiso 0.5 1 d R U P F 2
N2 N 0.97174(5) 0.5497(9) 2.2048(5) 0.0520(11) Uani 1 1 d D . . . .
H2A H 0.970807 0.368987 2.180859 0.062 Uiso 0.5 1 d R U P G 1
H2B H 0.968107 0.374257 2.216930 0.053 Uiso 0.5 1 d R U P H 2
C1 C 0.53573(10) 0.2857(16) -1.1275(8) 0.0295(18) Uani 0.5 1 d D U P A 1
C1' C 0.54106(9) 0.2915(16) -1.1778(8) 0.0316(19) Uani 0.5 1 d D . P B 2
C2 C 0.51398(5) 0.3768(9) -1.2545(4) 0.0316(9) Uani 1 1 d . . . . .
C3 C 0.51412(5) 0.1916(9) -1.3579(4) 0.0340(10) Uani 0.5 1 d . . P I 1
C4 C 0.500000 0.0997(13) -1.4055(5) 0.0362(13) Uani 1 2 d S T P . .
H4 H 0.500000 -0.031029 -1.473073 0.043 Uiso 1 2 calc R U P I 1
C5 C 0.500000 0.4707(12) -1.2065(5) 0.0339(12) Uani 1 2 d S T P I .
H5 H 0.500000 0.602230 -1.139167 0.041 Uiso 1 2 calc R U P . .
C6 C 1.000000 0.5461(13) 2.2116(8) 0.0491(17) Uani 1 2 d S T P J .
H6 H 1.000000 0.425034 2.140757 0.059 Uiso 1 2 calc R U P . .
C7 C 0.98593(5) 0.6380(10) 2.2653(6) 0.0474(13) Uani 1 1 d . . . . .
C8 C 0.98581(5) 0.8155(11) 2.3634(6) 0.0482(12) Uani 0.5 1 d . . P J 1
C9 C 1.000000 0.9046(16) 2.4154(8) 0.0514(17) Uani 1 2 d S T P . .
H9 H 1.000000 1.025773 2.486248 0.062 Uiso 1 2 calc R U P J 1
C10 C 0.96411(13) 0.728(2) 2.1316(12) 0.058(4) Uani 0.5 1 d D . P C 1
C10' C 0.95975(13) 0.7339(17) 2.1834(10) 0.042(3) Uani 0.5 1 d D . P D 2
C11 C 0.52781(9) 0.074(2) -1.4144(8) 0.0352(19) Uani 0.5 1 d . . P I 1
H11A H 0.533842 -0.032888 -1.352497 0.053 Uiso 0.5 1 calc R U P I 1
H11B H 0.534199 0.230786 -1.447945 0.053 Uiso 0.5 1 calc R U P I 1
H11C H 0.524774 -0.056941 -1.481336 0.053 Uiso 0.5 1 calc R U P I 1
C12 C 0.97169(12) 0.928(2) 2.4188(13) 0.058(3) Uani 0.5 1 d . . P J 1
H12A H 0.967701 1.087875 2.368391 0.086 Uiso 0.5 1 calc R U P J 1
H12B H 0.973981 0.998332 2.502254 0.086 Uiso 0.5 1 calc R U P J 1
H12C H 0.963823 0.775176 2.423121 0.086 Uiso 0.5 1 calc R U P J 1
C13 C 0.56029(8) 0.2385(12) -1.0228(7) 0.083(3) Uani 1 1 d . . . . .
H13A H 0.567146 0.131439 -1.080418 0.100 Uiso 1 1 calc R U . . .
H13B H 0.554229 0.096860 -0.974002 0.100 Uiso 1 1 calc R U . . .
C14 C 0.56989(6) 0.4227(9) -0.9387(4) 0.0420(11) Uani 1 1 d . . . . .
H14A H 0.562873 0.536549 -0.884882 0.050 Uiso 1 1 calc R U . . .
H14B H 0.576088 0.559772 -0.988871 0.050 Uiso 1 1 calc R U . . .
C15 C 0.58084(6) 0.2456(9) -0.8587(4) 0.0415(11) Uani 1 1 d . . . . .
H15A H 0.574558 0.112772 -0.807178 0.050 Uiso 1 1 calc R U . . .
H15B H 0.587541 0.126530 -0.913010 0.050 Uiso 1 1 calc R U . . .
C16 C 0.59117(5) 0.4251(9) -0.7749(4) 0.0350(9) Uani 1 1 d . . . . .
H16A H 0.584493 0.545299 -0.720883 0.042 Uiso 1 1 calc R U . . .
H16B H 0.597546 0.556690 -0.826325 0.042 Uiso 1 1 calc R U . . .
C17 C 0.60200(5) 0.2444(8) -0.6944(4) 0.0325(9) Uani 1 1 d . . . . .
H17A H 0.608782 0.126060 -0.748391 0.039 Uiso 1 1 calc R U . . .
H17B H 0.595642 0.111033 -0.643704 0.039 Uiso 1 1 calc R U . . .
C18 C 0.61227(5) 0.4256(8) -0.6088(4) 0.0320(9) Uani 1 1 d . . . . .
H18A H 0.618754 0.556798 -0.659482 0.038 Uiso 1 1 calc R U . . .
H18B H 0.605499 0.546087 -0.555600 0.038 Uiso 1 1 calc R U . . .
C19 C 0.62282(5) 0.2460(9) -0.5277(3) 0.0296(8) Uani 1 1 d . . . . .
H19A H 0.629504 0.123856 -0.580910 0.036 Uiso 1 1 calc R U . . .
H19B H 0.616324 0.116231 -0.476393 0.036 Uiso 1 1 calc R U . . .
C20 C 0.63320(5) 0.4264(8) -0.4432(4) 0.0301(8) Uani 1 1 d . . . . .
H20A H 0.639714 0.555518 -0.494640 0.036 Uiso 1 1 calc R U . . .
H20B H 0.626503 0.549272 -0.390420 0.036 Uiso 1 1 calc R U . . .
C21 C 0.64379(5) 0.2477(8) -0.3609(4) 0.0302(8) Uani 1 1 d . . . . .
H21A H 0.650489 0.124801 -0.413703 0.036 Uiso 1 1 calc R U . . .
H21B H 0.637276 0.118419 -0.309519 0.036 Uiso 1 1 calc R U . . .
C22 C 0.65420(5) 0.4279(8) -0.2761(3) 0.0301(8) Uani 1 1 d . . . . .
H22A H 0.660718 0.557494 -0.327298 0.036 Uiso 1 1 calc R U . . .
H22B H 0.647523 0.550158 -0.222882 0.036 Uiso 1 1 calc R U . . .
C23 C 0.66474(5) 0.2468(8) -0.1948(4) 0.0307(8) Uani 1 1 d . . . . .
H23A H 0.671446 0.125089 -0.248058 0.037 Uiso 1 1 calc R U . . .
H23B H 0.658224 0.116618 -0.143891 0.037 Uiso 1 1 calc R U . . .
C24 C 0.67514(5) 0.4266(8) -0.1094(4) 0.0313(8) Uani 1 1 d . . . . .
H24A H 0.681696 0.556435 -0.160157 0.038 Uiso 1 1 calc R U . . .
H24B H 0.668456 0.548437 -0.056038 0.038 Uiso 1 1 calc R U . . .
C25 C 0.68563(5) 0.2427(9) -0.0283(4) 0.0322(8) Uani 1 1 d . . . . .
H25A H 0.692236 0.119712 -0.081722 0.039 Uiso 1 1 calc R U . . .
H25B H 0.679053 0.113833 0.022817 0.039 Uiso 1 1 calc R U . . .
C26 C 0.69612(5) 0.4204(9) 0.0565(4) 0.0336(9) Uani 1 1 d . . . . .
H26A H 0.702665 0.549674 0.005414 0.040 Uiso 1 1 calc R U . . .
H26B H 0.689506 0.542899 0.110123 0.040 Uiso 1 1 calc R U . . .
C27 C 0.70666(5) 0.2361(9) 0.1374(4) 0.0362(9) Uani 1 1 d . . . . .
H27A H 0.713389 0.116316 0.083662 0.043 Uiso 1 1 calc R U . . .
H27B H 0.700098 0.104084 0.187159 0.043 Uiso 1 1 calc R U . . .
C28 C 0.71703(5) 0.4123(9) 0.2249(4) 0.0378(9) Uani 1 1 d . . . . .
H28A H 0.723759 0.541655 0.175223 0.045 Uiso 1 1 calc R U . . .
H28B H 0.710331 0.534706 0.277796 0.045 Uiso 1 1 calc R U . . .
C29 C 0.72728(5) 0.2252(10) 0.3067(4) 0.0429(10) Uani 1 1 d . . . . .
H29A H 0.734046 0.104047 0.253715 0.052 Uiso 1 1 calc R U . . .
H29B H 0.720556 0.094583 0.355720 0.052 Uiso 1 1 calc R U . . .
C30 C 0.73753(6) 0.4001(11) 0.3947(4) 0.0485(12) Uani 1 1 d . . . . .
H30A H 0.743846 0.268500 0.444863 0.073 Uiso 1 1 calc R U . . .
H30B H 0.744400 0.526648 0.346741 0.073 Uiso 1 1 calc R U . . .
H30C H 0.730902 0.517179 0.448806 0.073 Uiso 1 1 calc R U . . .
C31 C 0.93890(8) 0.7981(12) 2.0405(7) 0.0726(19) Uani 1 1 d . . . . .
H31A H 0.944420 0.965616 2.004252 0.087 Uiso 1 1 calc R U . . .
H31B H 0.931205 0.870882 2.101167 0.087 Uiso 1 1 calc R U . . .
C32 C 0.93071(6) 0.6317(11) 1.9406(5) 0.0474(12) Uani 1 1 d . . . . .
H32A H 0.925440 0.462421 1.977605 0.057 Uiso 1 1 calc R U . . .
H32B H 0.938511 0.560037 1.880556 0.057 Uiso 1 1 calc R U . . .
C33 C 0.91888(6) 0.8135(10) 1.8741(5) 0.0453(11) Uani 1 1 d . . . . .
H33A H 0.924236 0.980013 1.835667 0.054 Uiso 1 1 calc R U . . .
H33B H 0.911301 0.889858 1.934934 0.054 Uiso 1 1 calc R U . . .
C34 C 0.91006(6) 0.6480(10) 1.7745(5) 0.0455(11) Uani 1 1 d . . . . .
H34A H 0.917653 0.574524 1.713203 0.055 Uiso 1 1 calc R U . . .
H34B H 0.904915 0.479158 1.812968 0.055 Uiso 1 1 calc R U . . .
C35 C 0.89793(6) 0.8233(10) 1.7081(5) 0.0434(11) Uani 1 1 d . . . . .
H35A H 0.903080 0.990725 1.668487 0.052 Uiso 1 1 calc R U . . .
H35B H 0.890395 0.898950 1.769371 0.052 Uiso 1 1 calc R U . . .
C36 C 0.88904(6) 0.6549(10) 1.6098(5) 0.0448(11) Uani 1 1 d . . . . .
H36A H 0.896629 0.576126 1.549707 0.054 Uiso 1 1 calc R U . . .
H36B H 0.883787 0.489246 1.649948 0.054 Uiso 1 1 calc R U . . .
C37 C 0.87692(6) 0.8282(10) 1.5400(5) 0.0421(11) Uani 1 1 d . . . . .
H37A H 0.882155 0.993631 1.499614 0.050 Uiso 1 1 calc R U . . .
H37B H 0.869312 0.906948 1.599958 0.050 Uiso 1 1 calc R U . . .
C38 C 0.86812(6) 0.6580(10) 1.4423(5) 0.0437(11) Uani 1 1 d . . . . .
H38A H 0.875711 0.579851 1.382094 0.052 Uiso 1 1 calc R U . . .
H38B H 0.862896 0.492221 1.482576 0.052 Uiso 1 1 calc R U . . .
C39 C 0.85601(6) 0.8323(10) 1.3733(5) 0.0413(10) Uani 1 1 d . . . . .
H39A H 0.861218 0.998111 1.333039 0.050 Uiso 1 1 calc R U . . .
H39B H 0.848397 0.910226 1.433480 0.050 Uiso 1 1 calc R U . . .
C40 C 0.84723(5) 0.6600(10) 1.2754(4) 0.0423(10) Uani 1 1 d . . . . .
H40A H 0.854847 0.581772 1.215350 0.051 Uiso 1 1 calc R U . . .
H40B H 0.842008 0.494374 1.315729 0.051 Uiso 1 1 calc R U . . .
C41 C 0.83514(5) 0.8343(10) 1.2062(5) 0.0422(10) Uani 1 1 d . . . . .
H41A H 0.840394 0.998909 1.165379 0.051 Uiso 1 1 calc R U . . .
H41B H 0.827603 0.914169 1.266472 0.051 Uiso 1 1 calc R U . . .
C42 C 0.82624(5) 0.6644(10) 1.1095(4) 0.0424(10) Uani 1 1 d . . . . .
H42A H 0.820895 0.500955 1.150409 0.051 Uiso 1 1 calc R U . . .
H42B H 0.833787 0.582781 1.049673 0.051 Uiso 1 1 calc R U . . .
C43 C 0.81420(6) 0.8407(10) 1.0390(5) 0.0427(11) Uani 1 1 d . . . . .
H43A H 0.806636 0.922052 1.098729 0.051 Uiso 1 1 calc R U . . .
H43B H 0.819536 1.004272 0.998094 0.051 Uiso 1 1 calc R U . . .
C44 C 0.80531(5) 0.6701(10) 0.9420(4) 0.0406(10) Uani 1 1 d . . . . .
H44A H 0.799950 0.506519 0.982728 0.049 Uiso 1 1 calc R U . . .
H44B H 0.812849 0.588951 0.882031 0.049 Uiso 1 1 calc R U . . .
C45 C 0.79327(5) 0.8489(10) 0.8721(4) 0.0407(10) Uani 1 1 d . . . . .
H45A H 0.785778 0.930497 0.932272 0.049 Uiso 1 1 calc R U . . .
H45B H 0.798660 1.012341 0.831484 0.049 Uiso 1 1 calc R U . . .
C46 C 0.78427(5) 0.6822(10) 0.7751(4) 0.0425(11) Uani 1 1 d . . . . .
H46A H 0.778659 0.521412 0.815708 0.051 Uiso 1 1 calc R U . . .
H46B H 0.791745 0.597374 0.715583 0.051 Uiso 1 1 calc R U . . .
C47 C 0.77261(6) 0.8652(10) 0.7049(5) 0.0444(11) Uani 1 1 d . . . . .
H47A H 0.765036 0.947863 0.764207 0.053 Uiso 1 1 calc R U . . .
H47B H 0.778189 1.027482 0.665131 0.053 Uiso 1 1 calc R U . . .
C48 C 0.76382(6) 0.6995(12) 0.6074(5) 0.0539(13) Uani 1 1 d . . . . .
H48A H 0.756496 0.828911 0.565387 0.081 Uiso 1 1 calc R U . . .
H48B H 0.771213 0.620808 0.547045 0.081 Uiso 1 1 calc R U . . .
H48C H 0.758051 0.541130 0.646194 0.081 Uiso 1 1 calc R U . . .
C8' C 0.98581(5) 0.8155(11) 2.3634(6) 0.0482(12) Uani 0.5 1 d . . P J 2
H8' H 0.976198 0.880260 2.397165 0.058 Uiso 0.5 1 calc R U P J 2
C3' C 0.51412(5) 0.1916(9) -1.3579(4) 0.0340(10) Uani 0.5 1 d . . P I 2
H3' H 0.523683 0.131588 -1.394070 0.041 Uiso 0.5 1 calc R U P I 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
O1 C1 1.214(9) . ?
O1' C1' 1.195(9) . ?
O2 C1' 1.354(8) . ?
O2 C1 1.429(8) . ?
O2 C13 1.430(6) . ?
O3 C10 1.231(10) . ?
O3' C10' 1.222(9) . ?
O4 C10' 1.351(9) . ?
O4 C10 1.370(10) . ?
O4 C31 1.451(6) . ?
N1 C1 1.333(8) . ?
N1 C1' 1.401(8) . ?
N1 C2 1.412(5) . ?
N2 C10 1.318(10) . ?
N2 C10' 1.356(9) . ?
N2 C7 1.441(6) . ?
C2 C5 1.376(5) . ?
C2 C3' 1.411(6) . ?
C2 C3 1.411(6) . ?
C3 C4 1.382(5) . ?
C3 C11 1.431(9) . ?
C4 C3' 1.382(5) . ?
C6 C7 1.405(7) 3_755 ?
C6 C7 1.405(7) . ?
C7 C8' 1.343(8) . ?
C7 C8 1.343(8) . ?
C8 C9 1.403(7) . ?
C8 C12 1.449(11) . ?
C9 C8' 1.403(7) . ?
C13 C14 1.495(6) . ?
C14 C15 1.518(6) . ?
C15 C16 1.516(5) . ?
C16 C17 1.524(5) . ?
C17 C18 1.529(5) . ?
C18 C19 1.510(5) . ?
C19 C20 1.526(5) . ?
C20 C21 1.517(5) . ?
C21 C22 1.529(5) . ?
C22 C23 1.515(5) . ?
C23 C24 1.531(5) . ?
C24 C25 1.518(5) . ?
C25 C26 1.526(5) . ?
C26 C27 1.521(5) . ?
C27 C28 1.534(6) . ?
C28 C29 1.519(6) . ?
C29 C30 1.528(6) . ?
C31 C32 1.502(8) . ?
C32 C33 1.502(7) . ?
C33 C34 1.524(7) . ?
C34 C35 1.502(6) . ?
C35 C36 1.524(7) . ?
C36 C37 1.515(6) . ?
C37 C38 1.519(6) . ?
C38 C39 1.512(6) . ?
C39 C40 1.526(6) . ?
C40 C41 1.512(6) . ?
C41 C42 1.516(6) . ?
C42 C43 1.522(6) . ?
C43 C44 1.519(6) . ?
C44 C45 1.524(6) . ?
C45 C46 1.515(6) . ?
C46 C47 1.515(6) . ?
C47 C48 1.507(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1' O2 C13 116.2(4) . . ?
C1 O2 C13 114.2(4) . . ?
C10' O4 C31 116.4(5) . . ?
C10 O4 C31 116.4(5) . . ?
C1 N1 C2 118.1(4) . . ?
C1' N1 C2 125.1(4) . . ?
C10 N2 C7 120.9(5) . . ?
C10' N2 C7 122.6(5) . . ?
O1 C1 N1 125.9(6) . . ?
O1 C1 O2 126.4(6) . . ?
N1 C1 O2 107.5(5) . . ?
O1' C1' O2 123.0(7) . . ?
O1' C1' N1 127.4(7) . . ?
O2 C1' N1 107.9(5) . . ?
C5 C2 C3' 119.9(4) . . ?
C5 C2 C3 119.9(4) . . ?
C5 C2 N1 120.0(4) . . ?
C3' C2 N1 120.1(4) . . ?
C3 C2 N1 120.1(4) . . ?
C4 C3 C2 118.4(4) . . ?
C4 C3 C11 116.2(5) . . ?
C2 C3 C11 125.3(5) . . ?
C3 C4 C3 122.2(5) . 3_655 ?
C2 C5 C2 121.0(5) 3_655 . ?
C7 C6 C7 118.3(7) 3_755 . ?
C8' C7 C6 121.3(5) . . ?
C8 C7 C6 121.3(5) . . ?
C8' C7 N2 121.8(5) . . ?
C8 C7 N2 121.8(5) . . ?
C6 C7 N2 116.8(5) . . ?
C7 C8 C9 119.4(5) . . ?
C7 C8 C12 123.7(7) . . ?
C9 C8 C12 116.9(7) . . ?
C8' C9 C8 120.3(8) . 3_755 ?
C8 C9 C8 120.3(8) . 3_755 ?
O3 C10 N2 120.5(9) . . ?
O3 C10 O4 127.9(9) . . ?
N2 C10 O4 109.3(7) . . ?
O3' C10' O4 120.9(7) . . ?
O3' C10' N2 130.8(8) . . ?
O4 C10' N2 108.2(6) . . ?
O2 C13 C14 108.4(4) . . ?
C13 C14 C15 112.3(4) . . ?
C16 C15 C14 114.0(3) . . ?
C15 C16 C17 113.4(3) . . ?
C16 C17 C18 113.3(3) . . ?
C19 C18 C17 113.2(3) . . ?
C18 C19 C20 113.3(3) . . ?
C21 C20 C19 113.7(3) . . ?
C20 C21 C22 113.8(3) . . ?
C23 C22 C21 113.2(3) . . ?
C22 C23 C24 113.4(3) . . ?
C25 C24 C23 112.9(3) . . ?
C24 C25 C26 113.2(3) . . ?
C27 C26 C25 113.2(3) . . ?
C26 C27 C28 113.6(3) . . ?
C29 C28 C27 113.0(3) . . ?
C28 C29 C30 113.1(4) . . ?
O4 C31 C32 108.8(4) . . ?
C31 C32 C33 111.9(4) . . ?
C32 C33 C34 113.1(4) . . ?
C35 C34 C33 114.2(4) . . ?
C34 C35 C36 113.8(4) . . ?
C37 C36 C35 114.8(4) . . ?
C36 C37 C38 114.4(4) . . ?
C39 C38 C37 114.0(4) . . ?
C38 C39 C40 113.7(4) . . ?
C41 C40 C39 113.7(4) . . ?
C40 C41 C42 114.2(4) . . ?
C41 C42 C43 114.1(4) . . ?
C44 C43 C42 114.0(4) . . ?
C43 C44 C45 113.6(4) . . ?
C46 C45 C44 114.3(4) . . ?
C45 C46 C47 113.5(4) . . ?
C48 C47 C46 113.3(4) . . ?
C7 C8' C9 119.4(5) . . ?
C4 C3' C2 118.4(4) . . ?

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
N1 H1A^a O1^a 0.88 2.00 2.870(7) 169.3 1_565 yes
N1 H1B^b O1'^b 0.88 2.08 2.943(7) 166.0 1_565 yes
N2 H2A^a O3^a 0.88 1.92 2.795(8) 177.3 1_545 yes
N2 H2B^b O3'^b 0.88 2.05 2.925(8) 170.8 1_545 yes

_refine_diff_density_max         0.343
_refine_diff_density_min         -0.369
_refine_diff_density_rms         0.063

