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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_3b
_database_code_depnum_ccdc_archive 'CCDC 1554880'
_audit_update_record             
;
2017-06-08 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        "5-methyluridine 5'-myristirate"
_chemical_name_common            nucleolipid
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H40 N2 O7'
_chemical_formula_weight         468.58

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                   9.0437(11)
_cell_length_b                   5.1046(7)
_cell_length_c                   26.820(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.688(3)
_cell_angle_gamma                90
_cell_volume                     1235.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6074
_cell_measurement_theta_min      2028
_cell_measurement_theta_max      30.69

_exptl_crystal_description       Rod
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_F_000             508
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.650
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    0.092
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.962
_exptl_absorpt_correction_T_max  0.978
_exptl_absorpt_process_details   'SADABS (BRUKER, 2006)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20006
_diffrn_reflns_av_unetI/netI     0.0502
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         0.761
_diffrn_reflns_theta_max         31.079
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.688
_diffrn_reflns_point_group_measured_fraction_full 0.717
_reflns_number_total             5462
_reflns_number_gt                4830
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.301
_reflns_Friedel_fraction_max     0.355
_reflns_Friedel_fraction_full    0.372

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0642P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.0(8)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         5462
_refine_ls_number_parameters     302
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0397
_refine_ls_wR_factor_ref         0.1094
_refine_ls_wR_factor_gt          0.0984
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_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
O4' O 0.73978(13) 0.8243(3) 0.12328(4) 0.0127(2) Uani 1 1 d . . . . .
O5' O 0.92942(15) 0.8264(3) 0.21116(4) 0.0167(3) Uani 1 1 d . . . . .
O2' O 0.80228(13) 0.5165(2) 0.00585(4) 0.0124(2) Uani 1 1 d . . . . .
H2' H 0.7390 0.4039 -0.0002 0.019 Uiso 1 1 calc R U . . .
O2 O 0.42476(14) 0.6986(2) 0.01679(4) 0.0148(3) Uani 1 1 d . . . . .
O8 O 0.78282(15) 0.4768(3) 0.22407(4) 0.0199(3) Uani 1 1 d . . . . .
O3' O 0.92806(14) 0.9666(2) 0.03471(4) 0.0139(2) Uani 1 1 d . . . . .
H3' H 1.0103 1.0000 0.0252 0.021 Uiso 1 1 calc R U . . .
O4 O 0.21355(17) 0.0682(3) 0.10848(5) 0.0289(4) Uani 1 1 d . . . . .
N1 N 0.55600(16) 0.5477(3) 0.08677(5) 0.0111(3) Uani 1 1 d . . . . .
N3 N 0.32109(17) 0.3893(3) 0.06459(5) 0.0149(3) Uani 1 1 d . . . . .
H3 H 0.2422 0.3954 0.0449 0.018 Uiso 1 1 calc R U . . .
C8 C 0.8276(2) 0.6933(4) 0.23569(6) 0.0154(3) Uani 1 1 d . . . . .
C2 C 0.43363(19) 0.5549(3) 0.05363(6) 0.0117(3) Uani 1 1 d . . . . .
C4' C 0.89872(18) 0.8590(3) 0.12179(5) 0.0115(3) Uani 1 1 d . . . . .
H4' H 0.9220 1.0461 0.1247 0.014 Uiso 1 1 calc R U . . .
C1' C 0.68339(19) 0.7144(3) 0.07711(5) 0.0108(3) Uani 1 1 d . . . . .
H1' H 0.6522 0.8547 0.0538 0.013 Uiso 1 1 calc R U . . .
C5 C 0.4528(2) 0.2150(3) 0.13758(6) 0.0137(3) Uani 1 1 d . . . . .
C4 C 0.3204(2) 0.2118(4) 0.10417(6) 0.0172(4) Uani 1 1 d . . . . .
C17 C 0.1257(2) 0.8775(4) 0.57474(6) 0.0180(4) Uani 1 1 d . . . . .
H17A H 0.1032 1.0614 0.5691 0.022 Uiso 1 1 calc R U . . .
H17B H 0.2137 0.8673 0.5973 0.022 Uiso 1 1 calc R U . . .
C3' C 0.93986(19) 0.7614(3) 0.07048(6) 0.0112(3) Uani 1 1 d . . . . .
H3'1 H 1.0375 0.6776 0.0719 0.013 Uiso 1 1 calc R U . . .
C15 C 0.2866(2) 0.8821(4) 0.50015(6) 0.0181(3) Uani 1 1 d . . . . .
H15A H 0.2626 1.0651 0.4942 0.022 Uiso 1 1 calc R U . . .
H15B H 0.3747 0.8749 0.5228 0.022 Uiso 1 1 calc R U . . .
C6 C 0.5639(2) 0.3781(3) 0.12727(6) 0.0129(3) Uani 1 1 d . . . . .
H6 H 0.6499 0.3768 0.1483 0.015 Uiso 1 1 calc R U . . .
C5' C 0.9775(2) 0.7145(4) 0.16516(6) 0.0150(3) Uani 1 1 d . . . . .
H5'1 H 0.9533 0.5295 0.1635 0.018 Uiso 1 1 calc R U . . .
H5'2 H 1.0840 0.7332 0.1639 0.018 Uiso 1 1 calc R U . . .
C14 C 0.3200(2) 0.7534(4) 0.45073(6) 0.0186(4) Uani 1 1 d . . . . .
H14A H 0.2315 0.7592 0.4283 0.022 Uiso 1 1 calc R U . . .
H14B H 0.3446 0.5707 0.4568 0.022 Uiso 1 1 calc R U . . .
C2' C 0.81488(18) 0.5668(3) 0.05755(5) 0.0109(3) Uani 1 1 d . . . . .
H2'1 H 0.8321 0.4033 0.0762 0.013 Uiso 1 1 calc R U . . .
C19 C -0.0347(2) 0.8727(4) 0.64959(6) 0.0187(4) Uani 1 1 d . . . . .
H19A H 0.0523 0.8525 0.6724 0.022 Uiso 1 1 calc R U . . .
H19B H -0.0515 1.0588 0.6446 0.022 Uiso 1 1 calc R U . . .
C10 C 0.6501(2) 0.7271(4) 0.30424(6) 0.0184(4) Uani 1 1 d . . . . .
H10A H 0.6748 0.5479 0.3135 0.022 Uiso 1 1 calc R U . . .
H10B H 0.5647 0.7227 0.2804 0.022 Uiso 1 1 calc R U . . .
C18 C -0.0037(2) 0.7489(4) 0.59965(7) 0.0197(4) Uani 1 1 d . . . . .
H18A H -0.0921 0.7615 0.5773 0.024 Uiso 1 1 calc R U . . .
H18B H 0.0181 0.5644 0.6048 0.024 Uiso 1 1 calc R U . . .
C12 C 0.4825(2) 0.7492(4) 0.37658(6) 0.0183(4) Uani 1 1 d . . . . .
H12A H 0.5076 0.5676 0.3836 0.022 Uiso 1 1 calc R U . . .
H12B H 0.3945 0.7511 0.3539 0.022 Uiso 1 1 calc R U . . .
C11 C 0.6098(2) 0.8771(4) 0.35075(6) 0.0189(4) Uani 1 1 d . . . . .
H11A H 0.6961 0.8866 0.3741 0.023 Uiso 1 1 calc R U . . .
H11B H 0.5819 1.0547 0.3413 0.023 Uiso 1 1 calc R U . . .
C13 C 0.4473(2) 0.8842(4) 0.42527(6) 0.0186(4) Uani 1 1 d . . . . .
H13A H 0.4216 1.0656 0.4183 0.022 Uiso 1 1 calc R U . . .
H13B H 0.5351 0.8827 0.4480 0.022 Uiso 1 1 calc R U . . .
C7 C 0.4614(2) 0.0337(4) 0.18171(6) 0.0190(4) Uani 1 1 d . . . . .
H7A H 0.4688 -0.1439 0.1704 0.029 Uiso 1 1 calc R U . . .
H7B H 0.3738 0.0528 0.1998 0.029 Uiso 1 1 calc R U . . .
H7C H 0.5470 0.0761 0.2032 0.029 Uiso 1 1 calc R U . . .
C16 C 0.1585(2) 0.7511(4) 0.52503(6) 0.0188(4) Uani 1 1 d . . . . .
H16A H 0.0703 0.7598 0.5025 0.023 Uiso 1 1 calc R U . . .
H16B H 0.1821 0.5677 0.5307 0.023 Uiso 1 1 calc R U . . .
C9 C 0.7802(2) 0.8496(4) 0.27946(6) 0.0174(3) Uani 1 1 d . . . . .
H9A H 0.7528 1.0246 0.2682 0.021 Uiso 1 1 calc R U . . .
H9B H 0.8633 0.8653 0.3040 0.021 Uiso 1 1 calc R U . . .
C20 C -0.1675(2) 0.7554(4) 0.67353(7) 0.0253(4) Uani 1 1 d . . . . .
H20A H -0.1521 0.5685 0.6779 0.030 Uiso 1 1 calc R U . . .
H20B H -0.2553 0.7797 0.6513 0.030 Uiso 1 1 calc R U . . .
C21 C -0.1932(3) 0.8793(5) 0.72416(8) 0.0349(5) Uani 1 1 d . . . . .
H21A H -0.1123 0.8356 0.7476 0.052 Uiso 1 1 calc R U . . .
H21B H -0.2840 0.8139 0.7360 0.052 Uiso 1 1 calc R U . . .
H21C H -0.1994 1.0662 0.7206 0.052 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
O4' C1' 1.4235(18) . ?
O4' C4' 1.451(2) . ?
O5' C8 1.350(2) . ?
O5' C5' 1.451(2) . ?
O2' C2' 1.4075(17) . ?
O2' H2' 0.8200 . ?
O2 C2 1.229(2) . ?
O8 C8 1.210(2) . ?
O3' C3' 1.4200(19) . ?
O3' H3' 0.8200 . ?
O4 C4 1.224(2) . ?
N1 C2 1.375(2) . ?
N1 C6 1.387(2) . ?
N1 C1' 1.469(2) . ?
N3 C2 1.369(2) . ?
N3 C4 1.396(2) . ?
N3 H3 0.8600 . ?
C8 C9 1.504(2) . ?
C4' C5' 1.516(2) . ?
C4' C3' 1.532(2) . ?
C4' H4' 0.9800 . ?
C1' C2' 1.529(2) . ?
C1' H1' 0.9800 . ?
C5 C6 1.348(2) . ?
C5 C4 1.448(3) . ?
C5 C7 1.501(2) . ?
C17 C16 1.527(2) . ?
C17 C18 1.532(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C3' C2' 1.528(2) . ?
C3' H3'1 0.9800 . ?
C15 C14 1.527(2) . ?
C15 C16 1.528(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C6 H6 0.9300 . ?
C5' H5'1 0.9700 . ?
C5' H5'2 0.9700 . ?
C14 C13 1.529(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C2' H2'1 0.9800 . ?
C19 C20 1.521(3) . ?
C19 C18 1.523(2) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C10 C9 1.522(2) . ?
C10 C11 1.528(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C12 C11 1.528(3) . ?
C12 C13 1.528(2) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C20 C21 1.529(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1' O4' C4' 108.92(11) . . ?
C8 O5' C5' 117.87(14) . . ?
C2' O2' H2' 109.5 . . ?
C3' O3' H3' 109.5 . . ?
C2 N1 C6 121.47(14) . . ?
C2 N1 C1' 118.58(13) . . ?
C6 N1 C1' 119.87(14) . . ?
C2 N3 C4 127.13(15) . . ?
C2 N3 H3 116.4 . . ?
C4 N3 H3 116.4 . . ?
O8 C8 O5' 124.16(16) . . ?
O8 C8 C9 125.28(16) . . ?
O5' C8 C9 110.55(15) . . ?
O2 C2 N3 122.00(16) . . ?
O2 C2 N1 122.97(15) . . ?
N3 C2 N1 115.03(14) . . ?
O4' C4' C5' 109.71(12) . . ?
O4' C4' C3' 106.45(12) . . ?
C5' C4' C3' 113.68(14) . . ?
O4' C4' H4' 109.0 . . ?
C5' C4' H4' 109.0 . . ?
C3' C4' H4' 109.0 . . ?
O4' C1' N1 108.43(12) . . ?
O4' C1' C2' 104.46(13) . . ?
N1 C1' C2' 114.27(13) . . ?
O4' C1' H1' 109.8 . . ?
N1 C1' H1' 109.8 . . ?
C2' C1' H1' 109.8 . . ?
C6 C5 C4 118.55(15) . . ?
C6 C5 C7 122.76(16) . . ?
C4 C5 C7 118.69(16) . . ?
O4 C4 N3 120.17(17) . . ?
O4 C4 C5 125.04(17) . . ?
N3 C4 C5 114.79(15) . . ?
C16 C17 C18 113.34(15) . . ?
C16 C17 H17A 108.9 . . ?
C18 C17 H17A 108.9 . . ?
C16 C17 H17B 108.9 . . ?
C18 C17 H17B 108.9 . . ?
H17A C17 H17B 107.7 . . ?
O3' C3' C2' 107.70(13) . . ?
O3' C3' C4' 110.79(13) . . ?
C2' C3' C4' 101.33(13) . . ?
O3' C3' H3'1 112.1 . . ?
C2' C3' H3'1 112.1 . . ?
C4' C3' H3'1 112.1 . . ?
C14 C15 C16 112.87(15) . . ?
C14 C15 H15A 109.0 . . ?
C16 C15 H15A 109.0 . . ?
C14 C15 H15B 109.0 . . ?
C16 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
C5 C6 N1 122.98(16) . . ?
C5 C6 H6 118.5 . . ?
N1 C6 H6 118.5 . . ?
O5' C5' C4' 107.99(14) . . ?
O5' C5' H5'1 110.1 . . ?
C4' C5' H5'1 110.1 . . ?
O5' C5' H5'2 110.1 . . ?
C4' C5' H5'2 110.1 . . ?
H5'1 C5' H5'2 108.4 . . ?
C15 C14 C13 113.35(15) . . ?
C15 C14 H14A 108.9 . . ?
C13 C14 H14A 108.9 . . ?
C15 C14 H14B 108.9 . . ?
C13 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
O2' C2' C3' 110.73(12) . . ?
O2' C2' C1' 114.36(13) . . ?
C3' C2' C1' 100.48(13) . . ?
O2' C2' H2'1 110.3 . . ?
C3' C2' H2'1 110.3 . . ?
C1' C2' H2'1 110.3 . . ?
C20 C19 C18 113.77(16) . . ?
C20 C19 H19A 108.8 . . ?
C18 C19 H19A 108.8 . . ?
C20 C19 H19B 108.8 . . ?
C18 C19 H19B 108.8 . . ?
H19A C19 H19B 107.7 . . ?
C9 C10 C11 112.50(15) . . ?
C9 C10 H10A 109.1 . . ?
C11 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
C11 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
C19 C18 C17 113.24(15) . . ?
C19 C18 H18A 108.9 . . ?
C17 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
C17 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
C11 C12 C13 113.53(15) . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C12 C11 C10 112.48(15) . . ?
C12 C11 H11A 109.1 . . ?
C10 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
C10 C11 H11B 109.1 . . ?
H11A C11 H11B 107.8 . . ?
C12 C13 C14 112.89(15) . . ?
C12 C13 H13A 109.0 . . ?
C14 C13 H13A 109.0 . . ?
C12 C13 H13B 109.0 . . ?
C14 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C17 C16 C15 113.05(15) . . ?
C17 C16 H16A 109.0 . . ?
C15 C16 H16A 109.0 . . ?
C17 C16 H16B 109.0 . . ?
C15 C16 H16B 109.0 . . ?
H16A C16 H16B 107.8 . . ?
C8 C9 C10 112.96(15) . . ?
C8 C9 H9A 109.0 . . ?
C10 C9 H9A 109.0 . . ?
C8 C9 H9B 109.0 . . ?
C10 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
C19 C20 C21 112.43(18) . . ?
C19 C20 H20A 109.1 . . ?
C21 C20 H20A 109.1 . . ?
C19 C20 H20B 109.1 . . ?
C21 C20 H20B 109.1 . . ?
H20A C20 H20B 107.9 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

_refine_diff_density_max         0.302
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.100

_shelxl_version_number           2014/6


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: methonal'
####################################################################### 
# 
# 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_3c
_database_code_depnum_ccdc_archive 'CCDC 1554881'
_audit_update_record             
;
2017-06-08 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        "5-methyluridine 5'-palmitate"
_chemical_name_common            nucleolipids
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H44 N2 O7'
_chemical_formula_weight         496.63

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                   9.0191(9)
_cell_length_b                   5.0832(6)
_cell_length_c                   28.934(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.335(3)
_cell_angle_gamma                90
_cell_volume                     1318.4(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9944
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      27.25

_exptl_crystal_description       sheet
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_F_000             540
_exptl_transmission_factor_min   0.973
_exptl_transmission_factor_max   0.997
_exptl_crystal_size_max          0.384
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.034
_exptl_absorpt_coefficient_mu    0.090
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS (BRUKER, 2006)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49660
_diffrn_reflns_av_unetI/netI     0.0806
_diffrn_reflns_av_R_equivalents  0.1163
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         2.272
_diffrn_reflns_theta_max         27.561
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6102
_reflns_number_gt                4443
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.797
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0546P)²+0.3385P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1619 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.5(7)
_chemical_absolute_configuration UNK
_refine_ls_number_reflns         6102
_refine_ls_number_parameters     320
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0943
_refine_ls_R_factor_gt           0.0564
_refine_ls_wR_factor_ref         0.1234
_refine_ls_wR_factor_gt          0.1109
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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
O4' O 0.2432(2) 0.8254(5) 0.88528(7) 0.0142(5) Uani 1 1 d . . . . .
O2' O 0.1966(2) 0.5167(5) 0.99452(7) 0.0144(5) Uani 1 1 d . . . . .
H2' H 0.2604 0.4028 1.0002 0.022 Uiso 1 1 calc R U . . .
O2 O 0.5731(2) 0.6984(5) 0.98425(8) 0.0167(5) Uani 1 1 d . . . . .
O3' O 0.0670(2) 0.9668(4) 0.96751(7) 0.0150(5) Uani 1 1 d . . . . .
H3' H -0.0150 1.0055 0.9752 0.023 Uiso 1 1 calc R U . . .
O5' O 0.0407(2) 0.8275(5) 0.80344(7) 0.0179(5) Uani 1 1 d . . . . .
O8 O 0.1863(2) 0.4802(5) 0.79121(7) 0.0210(6) Uani 1 1 d . . . . .
O4 O 0.7703(3) 0.0647(5) 0.89888(8) 0.0307(7) Uani 1 1 d . . . . .
N1 N 0.4317(3) 0.5478(5) 0.91903(8) 0.0118(6) Uani 1 1 d . . . . .
N3 N 0.6695(3) 0.3877(5) 0.93955(9) 0.0154(6) Uani 1 1 d . . . . .
H3 H 0.7514 0.3937 0.9578 0.019 Uiso 1 1 calc R U . . .
C8 C 0.1393(4) 0.6953(7) 0.78064(11) 0.0164(7) Uani 1 1 d . . . . .
C2 C 0.5591(3) 0.5529(6) 0.94986(11) 0.0133(7) Uani 1 1 d . . . . .
C1' C 0.3063(3) 0.7135(6) 0.92827(10) 0.0118(7) Uani 1 1 d . . . . .
H1' H 0.3410 0.8538 0.9501 0.014 Uiso 1 1 calc R U . . .
C6 C 0.4190(4) 0.3778(6) 0.88159(11) 0.0152(7) Uani 1 1 d . . . . .
H6 H 0.3298 0.3767 0.8621 0.018 Uiso 1 1 calc R U . . .
C3' C 0.0507(3) 0.7595(6) 0.93429(11) 0.0128(7) Uani 1 1 d . . . . .
H3'1 H -0.0472 0.6746 0.9330 0.015 Uiso 1 1 calc R U . . .
C4 C 0.6645(4) 0.2099(7) 0.90274(11) 0.0184(8) Uani 1 1 d . . . . .
C2' C 0.1772(3) 0.5671(6) 0.94621(10) 0.0123(7) Uani 1 1 d . . . . .
H2'1 H 0.1575 0.4027 0.9289 0.015 Uiso 1 1 calc R U . . .
C4' C 0.0839(3) 0.8583(6) 0.88679(10) 0.0128(7) Uani 1 1 d . . . . .
H4' H 0.0596 1.0460 0.8843 0.015 Uiso 1 1 calc R U . . .
C5 C 0.5275(4) 0.2146(7) 0.87167(11) 0.0155(7) Uani 1 1 d . . . . .
C14 C 0.6129(4) 0.7605(7) 0.57954(11) 0.0201(8) Uani 1 1 d . . . . .
H14A H 0.5866 0.5777 0.5736 0.024 Uiso 1 1 calc R U . . .
H14B H 0.7048 0.7640 0.6004 0.024 Uiso 1 1 calc R U . . .
C10 C 0.3053(4) 0.7326(7) 0.71628(11) 0.0192(8) Uani 1 1 d . . . . .
H10A H 0.2790 0.5529 0.7076 0.023 Uiso 1 1 calc R U . . .
H10B H 0.3947 0.7272 0.7382 0.023 Uiso 1 1 calc R U . . .
C12 C 0.4618(4) 0.7551(7) 0.64865(11) 0.0201(8) Uani 1 1 d . . . . .
H12A H 0.4351 0.5731 0.6419 0.024 Uiso 1 1 calc R U . . .
H12B H 0.5535 0.7553 0.6696 0.024 Uiso 1 1 calc R U . . .
C5' C -0.0004(4) 0.7142(7) 0.84622(11) 0.0170(7) Uani 1 1 d . . . . .
H5'1 H 0.0248 0.5286 0.8477 0.020 Uiso 1 1 calc R U . . .
H5'2 H -0.1070 0.7317 0.8474 0.020 Uiso 1 1 calc R U . . .
C18 C 0.9150(4) 0.7571(7) 0.44078(11) 0.0215(8) Uani 1 1 d . . . . .
H18A H 1.0068 0.7653 0.4616 0.026 Uiso 1 1 calc R U . . .
H18B H 0.8904 0.5729 0.4356 0.026 Uiso 1 1 calc R U . . .
C17 C 0.7912(4) 0.8868(7) 0.46435(11) 0.0206(8) Uani 1 1 d . . . . .
H17A H 0.8165 1.0703 0.4700 0.025 Uiso 1 1 calc R U . . .
H17B H 0.6997 0.8809 0.4433 0.025 Uiso 1 1 calc R U . . .
C9 C 0.1799(4) 0.8526(7) 0.73995(11) 0.0189(7) Uani 1 1 d . . . . .
H9A H 0.2091 1.0281 0.7505 0.023 Uiso 1 1 calc R U . . .
H9B H 0.0925 0.8693 0.7174 0.023 Uiso 1 1 calc R U . . .
C11 C 0.3393(4) 0.8819(7) 0.67316(11) 0.0206(8) Uani 1 1 d . . . . .
H11A H 0.3691 1.0599 0.6820 0.025 Uiso 1 1 calc R U . . .
H11B H 0.2492 0.8926 0.6516 0.025 Uiso 1 1 calc R U . . .
C16 C 0.7633(4) 0.7590(7) 0.51014(11) 0.0199(8) Uani 1 1 d . . . . .
H16A H 0.7372 0.5759 0.5044 0.024 Uiso 1 1 calc R U . . .
H16B H 0.8551 0.7635 0.5310 0.024 Uiso 1 1 calc R U . . .
C21 C 1.0908(4) 0.8778(7) 0.32493(11) 0.0214(8) Uani 1 1 d . . . . .
H21A H 1.0003 0.8582 0.3038 0.026 Uiso 1 1 calc R U . . .
H21B H 1.1084 1.0646 0.3296 0.026 Uiso 1 1 calc R U . . .
C20 C 1.0660(4) 0.7541(7) 0.37131(12) 0.0223(8) Uani 1 1 d . . . . .
H20A H 1.1579 0.7656 0.3920 0.027 Uiso 1 1 calc R U . . .
H20B H 1.0430 0.5691 0.3664 0.027 Uiso 1 1 calc R U . . .
C7 C 0.5133(4) 0.0338(7) 0.83071(11) 0.0211(8) Uani 1 1 d . . . . .
H7A H 0.5045 -0.1442 0.8411 0.032 Uiso 1 1 calc R U . . .
H7B H 0.6000 0.0497 0.8145 0.032 Uiso 1 1 calc R U . . .
H7C H 0.4261 0.0798 0.8102 0.032 Uiso 1 1 calc R U . . .
C13 C 0.4906(4) 0.8904(7) 0.60359(11) 0.0197(8) Uani 1 1 d . . . . .
H13A H 0.3990 0.8904 0.5826 0.024 Uiso 1 1 calc R U . . .
H13B H 0.5178 1.0721 0.6103 0.024 Uiso 1 1 calc R U . . .
C19 C 0.9414(4) 0.8814(7) 0.39479(11) 0.0201(8) Uani 1 1 d . . . . .
H19A H 0.9649 1.0660 0.4000 0.024 Uiso 1 1 calc R U . . .
H19B H 0.8497 0.8717 0.3739 0.024 Uiso 1 1 calc R U . . .
C15 C 0.6406(4) 0.8899(7) 0.53393(11) 0.0199(8) Uani 1 1 d . . . . .
H15A H 0.6669 1.0728 0.5398 0.024 Uiso 1 1 calc R U . . .
H15B H 0.5488 0.8861 0.5130 0.024 Uiso 1 1 calc R U . . .
C22 C 1.2193(4) 0.7625(8) 0.30236(12) 0.0276(9) Uani 1 1 d . . . . .
H22A H 1.2031 0.5750 0.2980 0.033 Uiso 1 1 calc R U . . .
H22B H 1.3106 0.7859 0.3230 0.033 Uiso 1 1 calc R U . . .
C23 C 1.2382(5) 0.8878(9) 0.25553(13) 0.0366(10) Uani 1 1 d . . . . .
H23A H 1.1534 0.8462 0.2337 0.055 Uiso 1 1 calc R U . . .
H23B H 1.3271 0.8209 0.2443 0.055 Uiso 1 1 calc R U . . .
H23C H 1.2461 1.0752 0.2591 0.055 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
O4' C1' 1.428(4) . ?
O4' C4' 1.452(4) . ?
O2' C2' 1.413(3) . ?
O2' H2' 0.8200 . ?
O2 C2 1.235(4) . ?
O3' C3' 1.423(4) . ?
O3' H3' 0.8200 . ?
O5' C8 1.344(4) . ?
O5' C5' 1.450(4) . ?
O8 C8 1.201(4) . ?
O4 C4 1.221(4) . ?
N1 C2 1.374(4) . ?
N1 C6 1.381(4) . ?
N1 C1' 1.459(4) . ?
N3 C2 1.361(4) . ?
N3 C4 1.394(4) . ?
N3 H3 0.8600 . ?
C8 C9 1.502(5) . ?
C1' C2' 1.521(4) . ?
C1' H1' 0.9800 . ?
C6 C5 1.338(5) . ?
C6 H6 0.9300 . ?
C3' C2' 1.513(4) . ?
C3' C4' 1.523(4) . ?
C3' H3'1 0.9800 . ?
C4 C5 1.446(5) . ?
C2' H2'1 0.9800 . ?
C4' C5' 1.515(4) . ?
C4' H4' 0.9800 . ?
C5 C7 1.494(5) . ?
C14 C13 1.519(5) . ?
C14 C15 1.520(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C10 C9 1.513(5) . ?
C10 C11 1.520(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C12 C11 1.520(5) . ?
C12 C13 1.521(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C5' H5'1 0.9700 . ?
C5' H5'2 0.9700 . ?
C18 C19 1.515(5) . ?
C18 C17 1.521(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C17 C16 1.521(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C16 C15 1.520(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C21 C22 1.510(5) . ?
C21 C20 1.521(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C20 C19 1.521(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C22 C23 1.524(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1' O4' C4' 108.7(2) . . ?
C2' O2' H2' 109.5 . . ?
C3' O3' H3' 109.5 . . ?
C8 O5' C5' 117.8(3) . . ?
C2 N1 C6 120.8(3) . . ?
C2 N1 C1' 118.7(2) . . ?
C6 N1 C1' 120.4(3) . . ?
C2 N3 C4 127.3(3) . . ?
C2 N3 H3 116.4 . . ?
C4 N3 H3 116.4 . . ?
O8 C8 O5' 124.4(3) . . ?
O8 C8 C9 125.1(3) . . ?
O5' C8 C9 110.5(3) . . ?
O2 C2 N3 122.3(3) . . ?
O2 C2 N1 122.6(3) . . ?
N3 C2 N1 115.2(3) . . ?
O4' C1' N1 108.2(2) . . ?
O4' C1' C2' 104.2(2) . . ?
N1 C1' C2' 114.8(3) . . ?
O4' C1' H1' 109.8 . . ?
N1 C1' H1' 109.8 . . ?
C2' C1' H1' 109.8 . . ?
C5 C6 N1 123.9(3) . . ?
C5 C6 H6 118.1 . . ?
N1 C6 H6 118.1 . . ?
O3' C3' C2' 107.8(2) . . ?
O3' C3' C4' 110.5(3) . . ?
C2' C3' C4' 101.6(2) . . ?
O3' C3' H3'1 112.1 . . ?
C2' C3' H3'1 112.1 . . ?
C4' C3' H3'1 112.1 . . ?
O4 C4 N3 120.2(3) . . ?
O4 C4 C5 125.2(3) . . ?
N3 C4 C5 114.7(3) . . ?
O2' C2' C3' 110.5(2) . . ?
O2' C2' C1' 114.2(2) . . ?
C3' C2' C1' 101.1(2) . . ?
O2' C2' H2'1 110.2 . . ?
C3' C2' H2'1 110.2 . . ?
C1' C2' H2'1 110.2 . . ?
O4' C4' C5' 109.5(2) . . ?
O4' C4' C3' 106.4(2) . . ?
C5' C4' C3' 114.1(3) . . ?
O4' C4' H4' 108.9 . . ?
C5' C4' H4' 108.9 . . ?
C3' C4' H4' 108.9 . . ?
C6 C5 C4 118.2(3) . . ?
C6 C5 C7 123.4(3) . . ?
C4 C5 C7 118.4(3) . . ?
C13 C14 C15 114.0(3) . . ?
C13 C14 H14A 108.8 . . ?
C15 C14 H14A 108.8 . . ?
C13 C14 H14B 108.8 . . ?
C15 C14 H14B 108.8 . . ?
H14A C14 H14B 107.6 . . ?
C9 C10 C11 113.5(3) . . ?
C9 C10 H10A 108.9 . . ?
C11 C10 H10A 108.9 . . ?
C9 C10 H10B 108.9 . . ?
C11 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
C11 C12 C13 114.2(3) . . ?
C11 C12 H12A 108.7 . . ?
C13 C12 H12A 108.7 . . ?
C11 C12 H12B 108.7 . . ?
C13 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
O5' C5' C4' 108.4(3) . . ?
O5' C5' H5'1 110.0 . . ?
C4' C5' H5'1 110.0 . . ?
O5' C5' H5'2 110.0 . . ?
C4' C5' H5'2 110.0 . . ?
H5'1 C5' H5'2 108.4 . . ?
C19 C18 C17 114.0(3) . . ?
C19 C18 H18A 108.8 . . ?
C17 C18 H18A 108.8 . . ?
C19 C18 H18B 108.8 . . ?
C17 C18 H18B 108.8 . . ?
H18A C18 H18B 107.6 . . ?
C16 C17 C18 113.9(3) . . ?
C16 C17 H17A 108.8 . . ?
C18 C17 H17A 108.8 . . ?
C16 C17 H17B 108.8 . . ?
C18 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
C8 C9 C10 113.5(3) . . ?
C8 C9 H9A 108.9 . . ?
C10 C9 H9A 108.9 . . ?
C8 C9 H9B 108.9 . . ?
C10 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C10 C11 C12 113.2(3) . . ?
C10 C11 H11A 108.9 . . ?
C12 C11 H11A 108.9 . . ?
C10 C11 H11B 108.9 . . ?
C12 C11 H11B 108.9 . . ?
H11A C11 H11B 107.8 . . ?
C15 C16 C17 114.0(3) . . ?
C15 C16 H16A 108.8 . . ?
C17 C16 H16A 108.8 . . ?
C15 C16 H16B 108.8 . . ?
C17 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C22 C21 C20 114.6(3) . . ?
C22 C21 H21A 108.6 . . ?
C20 C21 H21A 108.6 . . ?
C22 C21 H21B 108.6 . . ?
C20 C21 H21B 108.6 . . ?
H21A C21 H21B 107.6 . . ?
C21 C20 C19 114.0(3) . . ?
C21 C20 H20A 108.8 . . ?
C19 C20 H20A 108.8 . . ?
C21 C20 H20B 108.8 . . ?
C19 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C14 C13 C12 113.4(3) . . ?
C14 C13 H13A 108.9 . . ?
C12 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
C12 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C18 C19 C20 114.2(3) . . ?
C18 C19 H19A 108.7 . . ?
C20 C19 H19A 108.7 . . ?
C18 C19 H19B 108.7 . . ?
C20 C19 H19B 108.7 . . ?
H19A C19 H19B 107.6 . . ?
C14 C15 C16 113.7(3) . . ?
C14 C15 H15A 108.8 . . ?
C16 C15 H15A 108.8 . . ?
C14 C15 H15B 108.8 . . ?
C16 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C21 C22 C23 112.9(3) . . ?
C21 C22 H22A 109.0 . . ?
C23 C22 H22A 109.0 . . ?
C21 C22 H22B 109.0 . . ?
C23 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

_refine_diff_density_max         0.270
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.063

_shelxl_version_number           2014/6


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetone'
####################################################################### 
# 
# 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_4a
_database_code_depnum_ccdc_archive 'CCDC 1554882'
_audit_update_record             
;
2017-06-08 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        "uridine 5'-dodecate"
_chemical_name_common            nucleolipids
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H34 N2 O7'
_chemical_formula_weight         426.50

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                   8.243(5)
_cell_length_b                   4.862(3)
_cell_length_c                   26.967(14)
_cell_angle_alpha                90
_cell_angle_beta                 90.566(13)
_cell_angle_gamma                90
_cell_volume                     1080.7(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3667
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      24.04

_exptl_crystal_description       RODE
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_F_000             460
_exptl_transmission_factor_min   0.968
_exptl_transmission_factor_max   0.988
_exptl_crystal_size_max          0.72
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.098
_shelx_estimated_absorpt_T_min   0.6685
_shelx_estimated_absorpt_T_max   0.7452
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'Multi-Scan absorbtion correction'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16280
_diffrn_reflns_av_unetI/netI     0.0568
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         0.755
_diffrn_reflns_theta_max         25.341
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             3869
_reflns_number_gt                3292
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.742
_reflns_Friedel_fraction_max     0.956
_reflns_Friedel_fraction_full    0.959

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.5228P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.081(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1232 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.6(9)
_chemical_absolute_configuration UNK
_refine_ls_number_reflns         3869
_refine_ls_number_parameters     275
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.1210
_refine_ls_wR_factor_gt          0.1027
_refine_ls_goodness_of_fit_ref   0.775
_refine_ls_restrained_S_all      0.775
_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
O4' O 0.5226(2) 0.2513(5) 0.83842(8) 0.0160(5) Uani 1 1 d . . . . .
O4 O -0.0097(3) 0.8514(5) 0.95087(8) 0.0215(5) Uani 1 1 d . . . . .
O5' O 0.5400(3) 0.5766(5) 0.75297(9) 0.0255(6) Uani 1 1 d . . . . .
O2' O 0.7496(3) 0.3435(5) 0.94928(8) 0.0212(5) Uani 1 1 d . . . . .
H2' H 0.7204 0.4468 0.9715 0.032 Uiso 1 1 calc R U . . .
O3' O 0.8527(3) 0.0824(5) 0.86810(8) 0.0235(6) Uani 1 1 d . . . . .
H3' H 0.8843 0.0630 0.8968 0.035 Uiso 1 1 calc R U . . .
O2 O 0.3585(3) 0.1694(5) 0.97540(8) 0.0237(6) Uani 1 1 d . . . . .
N1 N 0.3774(3) 0.4257(5) 0.90505(9) 0.0149(6) Uani 1 1 d . . . . .
N3 N 0.1696(3) 0.5024(6) 0.96070(10) 0.0176(6) Uani 1 1 d . . . . .
H3 H 0.1190 0.4543 0.9871 0.021 Uiso 1 1 calc R U . . .
O7 O 0.6472(4) 0.9196(7) 0.70924(11) 0.0500(9) Uani 1 1 d . . . . .
C2 C 0.3049(4) 0.3537(7) 0.94917(11) 0.0165(7) Uani 1 1 d . . . . .
C4' C 0.6755(4) 0.3449(7) 0.81791(12) 0.0162(7) Uani 1 1 d . . . . .
H4' H 0.7136 0.2084 0.7940 0.019 Uiso 1 1 calc R U . . .
C4 C 0.1057(4) 0.7207(7) 0.93462(11) 0.0161(7) Uani 1 1 d . . . . .
C6 C 0.3133(4) 0.6284(7) 0.87560(11) 0.0173(7) Uani 1 1 d . . . . .
H6 H 0.3630 0.6664 0.8456 0.021 Uiso 1 1 calc R U . . .
C1' C 0.5255(4) 0.2800(7) 0.89042(11) 0.0156(7) Uani 1 1 d . . . . .
H1' H 0.5268 0.0972 0.9057 0.019 Uiso 1 1 calc R U . . .
C5 C 0.1825(4) 0.7742(7) 0.88810(12) 0.0180(7) Uani 1 1 d . . . . .
H5 H 0.1416 0.9087 0.8669 0.022 Uiso 1 1 calc R U . . .
C7 C 0.5537(4) 0.7332(7) 0.71242(12) 0.0233(8) Uani 1 1 d . . . . .
C2' C 0.6828(4) 0.4317(7) 0.90406(11) 0.0170(7) Uani 1 1 d . . . . .
H2'1 H 0.6647 0.6310 0.9045 0.020 Uiso 1 1 calc R U . . .
C5' C 0.6571(4) 0.6176(7) 0.79208(12) 0.0200(7) Uani 1 1 d . . . . .
H5'1 H 0.6195 0.7566 0.8151 0.024 Uiso 1 1 calc R U . . .
H5'2 H 0.7600 0.6765 0.7786 0.024 Uiso 1 1 calc R U . . .
C3' C 0.7924(4) 0.3527(7) 0.86151(12) 0.0179(7) Uani 1 1 d . . . . .
H3'1 H 0.8797 0.4866 0.8567 0.022 Uiso 1 1 calc R U . . .
C11 C 0.3365(4) 0.7981(8) 0.53560(13) 0.0284(8) Uani 1 1 d . . . . .
H11A H 0.3200 0.9951 0.5383 0.034 Uiso 1 1 calc R U . . .
H11B H 0.4441 0.7681 0.5224 0.034 Uiso 1 1 calc R U . . .
C15 C 0.0916(4) 0.7982(8) 0.36110(12) 0.0271(8) Uani 1 1 d . . . . .
H15A H 0.0716 0.9945 0.3631 0.033 Uiso 1 1 calc R U . . .
H15B H 0.1985 0.7726 0.3471 0.033 Uiso 1 1 calc R U . . .
C10 C 0.3277(5) 0.6712(8) 0.58683(12) 0.0282(8) Uani 1 1 d . . . . .
H10A H 0.3436 0.4743 0.5838 0.034 Uiso 1 1 calc R U . . .
H10B H 0.2196 0.7007 0.5997 0.034 Uiso 1 1 calc R U . . .
C13 C 0.2166(4) 0.8002(8) 0.44811(12) 0.0282(8) Uani 1 1 d . . . . .
H13A H 0.3234 0.7700 0.4344 0.034 Uiso 1 1 calc R U . . .
H13B H 0.1995 0.9973 0.4501 0.034 Uiso 1 1 calc R U . . .
C9 C 0.4499(4) 0.7825(8) 0.62404(13) 0.0264(8) Uani 1 1 d . . . . .
H9A H 0.5586 0.7544 0.6116 0.032 Uiso 1 1 calc R U . . .
H9B H 0.4333 0.9787 0.6280 0.032 Uiso 1 1 calc R U . . .
C14 C 0.0904(5) 0.6777(8) 0.41320(13) 0.0284(8) Uani 1 1 d . . . . .
H14A H -0.0162 0.7057 0.4273 0.034 Uiso 1 1 calc R U . . .
H14B H 0.1084 0.4809 0.4110 0.034 Uiso 1 1 calc R U . . .
C16 C -0.0328(4) 0.6709(9) 0.32680(12) 0.0277(8) Uani 1 1 d . . . . .
H16A H -0.1398 0.6988 0.3406 0.033 Uiso 1 1 calc R U . . .
H16B H -0.0137 0.4742 0.3252 0.033 Uiso 1 1 calc R U . . .
C12 C 0.2121(5) 0.6802(9) 0.49992(13) 0.0282(8) Uani 1 1 d . . . . .
H12A H 0.1049 0.7103 0.5134 0.034 Uiso 1 1 calc R U . . .
H12B H 0.2286 0.4830 0.4977 0.034 Uiso 1 1 calc R U . . .
C8 C 0.4342(5) 0.6424(9) 0.67374(13) 0.0301(8) Uani 1 1 d . . . . .
H8A H 0.3257 0.6750 0.6860 0.036 Uiso 1 1 calc R U . . .
H8B H 0.4460 0.4457 0.6690 0.036 Uiso 1 1 calc R U . . .
C17 C -0.0302(5) 0.7874(9) 0.27487(13) 0.0344(9) Uani 1 1 d . . . . .
H17A H -0.0489 0.9842 0.2767 0.041 Uiso 1 1 calc R U . . .
H17B H 0.0770 0.7597 0.2613 0.041 Uiso 1 1 calc R U . . .
C18 C -0.1540(6) 0.6628(11) 0.23980(15) 0.0460(12) Uani 1 1 d . . . . .
H18A H -0.1361 0.4681 0.2375 0.069 Uiso 1 1 calc R U . . .
H18B H -0.1434 0.7446 0.2076 0.069 Uiso 1 1 calc R U . . .
H18C H -0.2611 0.6965 0.2521 0.069 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
O4' C1' 1.409(4) . ?
O4' C4' 1.454(4) . ?
O4 C4 1.229(4) . ?
O5' C7 1.338(4) . ?
O5' C5' 1.436(4) . ?
O2' C2' 1.400(4) . ?
O2' H2' 0.8200 . ?
O3' C3' 1.415(4) . ?
O3' H3' 0.8200 . ?
O2 C2 1.222(4) . ?
N1 C6 1.368(4) . ?
N1 C2 1.381(4) . ?
N1 C1' 1.469(4) . ?
N3 C2 1.368(4) . ?
N3 C4 1.375(4) . ?
N3 H3 0.8600 . ?
O7 C7 1.194(5) . ?
C4' C5' 1.504(5) . ?
C4' C3' 1.514(4) . ?
C4' H4' 0.9800 . ?
C4 C5 1.434(4) . ?
C6 C5 1.336(5) . ?
C6 H6 0.9300 . ?
C1' C2' 1.533(4) . ?
C1' H1' 0.9800 . ?
C5 H5 0.9300 . ?
C7 C8 1.495(5) . ?
C2' C3' 1.517(4) . ?
C2' H2'1 0.9800 . ?
C5' H5'1 0.9700 . ?
C5' H5'2 0.9700 . ?
C3' H3'1 0.9800 . ?
C11 C12 1.513(5) . ?
C11 C10 1.515(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C15 C16 1.507(5) . ?
C15 C14 1.522(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C10 C9 1.514(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C13 C12 1.515(5) . ?
C13 C14 1.518(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C9 C8 1.510(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C16 C17 1.511(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C17 C18 1.511(6) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1' O4' C4' 110.0(2) . . ?
C7 O5' C5' 117.4(3) . . ?
C2' O2' H2' 109.5 . . ?
C3' O3' H3' 109.5 . . ?
C6 N1 C2 121.0(3) . . ?
C6 N1 C1' 120.6(3) . . ?
C2 N1 C1' 118.5(3) . . ?
C2 N3 C4 126.9(3) . . ?
C2 N3 H3 116.5 . . ?
C4 N3 H3 116.5 . . ?
O2 C2 N3 123.2(3) . . ?
O2 C2 N1 121.9(3) . . ?
N3 C2 N1 115.0(3) . . ?
O4' C4' C5' 111.6(3) . . ?
O4' C4' C3' 105.1(2) . . ?
C5' C4' C3' 113.5(3) . . ?
O4' C4' H4' 108.9 . . ?
C5' C4' H4' 108.9 . . ?
C3' C4' H4' 108.9 . . ?
O4 C4 N3 120.7(3) . . ?
O4 C4 C5 124.6(3) . . ?
N3 C4 C5 114.7(3) . . ?
C5 C6 N1 122.9(3) . . ?
C5 C6 H6 118.5 . . ?
N1 C6 H6 118.5 . . ?
O4' C1' N1 108.0(2) . . ?
O4' C1' C2' 107.0(2) . . ?
N1 C1' C2' 114.0(3) . . ?
O4' C1' H1' 109.3 . . ?
N1 C1' H1' 109.3 . . ?
C2' C1' H1' 109.3 . . ?
C6 C5 C4 119.2(3) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
O7 C7 O5' 123.4(3) . . ?
O7 C7 C8 126.6(3) . . ?
O5' C7 C8 110.0(3) . . ?
O2' C2' C3' 110.4(2) . . ?
O2' C2' C1' 112.7(3) . . ?
C3' C2' C1' 101.9(2) . . ?
O2' C2' H2'1 110.5 . . ?
C3' C2' H2'1 110.5 . . ?
C1' C2' H2'1 110.5 . . ?
O5' C5' C4' 106.4(3) . . ?
O5' C5' H5'1 110.5 . . ?
C4' C5' H5'1 110.5 . . ?
O5' C5' H5'2 110.5 . . ?
C4' C5' H5'2 110.5 . . ?
H5'1 C5' H5'2 108.6 . . ?
O3' C3' C4' 107.1(3) . . ?
O3' C3' C2' 110.6(3) . . ?
C4' C3' C2' 102.4(2) . . ?
O3' C3' H3'1 112.1 . . ?
C4' C3' H3'1 112.1 . . ?
C2' C3' H3'1 112.1 . . ?
C12 C11 C10 112.8(3) . . ?
C12 C11 H11A 109.0 . . ?
C10 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C10 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C16 C15 C14 113.4(3) . . ?
C16 C15 H15A 108.9 . . ?
C14 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
C14 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C11 C10 C9 114.9(3) . . ?
C11 C10 H10A 108.5 . . ?
C9 C10 H10A 108.5 . . ?
C11 C10 H10B 108.5 . . ?
C9 C10 H10B 108.5 . . ?
H10A C10 H10B 107.5 . . ?
C12 C13 C14 113.4(3) . . ?
C12 C13 H13A 108.9 . . ?
C14 C13 H13A 108.9 . . ?
C12 C13 H13B 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C8 C9 C10 111.4(3) . . ?
C8 C9 H9A 109.3 . . ?
C10 C9 H9A 109.3 . . ?
C8 C9 H9B 109.3 . . ?
C10 C9 H9B 109.3 . . ?
H9A C9 H9B 108.0 . . ?
C13 C14 C15 114.2(3) . . ?
C13 C14 H14A 108.7 . . ?
C15 C14 H14A 108.7 . . ?
C13 C14 H14B 108.7 . . ?
C15 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
C15 C16 C17 113.5(3) . . ?
C15 C16 H16A 108.9 . . ?
C17 C16 H16A 108.9 . . ?
C15 C16 H16B 108.9 . . ?
C17 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
C11 C12 C13 114.7(3) . . ?
C11 C12 H12A 108.6 . . ?
C13 C12 H12A 108.6 . . ?
C11 C12 H12B 108.6 . . ?
C13 C12 H12B 108.6 . . ?
H12A C12 H12B 107.6 . . ?
C7 C8 C9 115.1(3) . . ?
C7 C8 H8A 108.5 . . ?
C9 C8 H8A 108.5 . . ?
C7 C8 H8B 108.5 . . ?
C9 C8 H8B 108.5 . . ?
H8A C8 H8B 107.5 . . ?
C18 C17 C16 114.5(4) . . ?
C18 C17 H17A 108.6 . . ?
C16 C17 H17A 108.6 . . ?
C18 C17 H17B 108.6 . . ?
C16 C17 H17B 108.6 . . ?
H17A C17 H17B 107.6 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

_refine_diff_density_max         0.532
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.125

_shelxl_version_number           2014/6


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetone'
