# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_mo_AR_5_AAA_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2289314'
loop_
_audit_author_name
_audit_author_address
'Rajesh G. Gonnade'
;National Chemical Laboratory, Pune
India
;
_audit_update_record             
;
2023-08-17 deposited with the CCDC.	2024-06-14 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT420_mo_AR_5_AAA_0m_a    
;
PROBLEM: D-H Bond Without Acceptor  O1       --H1       .     Please Check 
RESPONSE: The hydroxy group is shielded between the two tertiary butyl groups and 
hence it is not involved in the hydrogen bond formation. 
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H33 Br N2 O'
_chemical_formula_sum            'C28 H33 Br N2 O'
_chemical_formula_weight         493.47

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.0089(4)
_cell_length_b                   11.1233(5)
_cell_length_c                   12.0576(5)
_cell_angle_alpha                104.0870(10)
_cell_angle_beta                 108.9840(10)
_cell_angle_gamma                90.413(2)
_cell_volume                     1225.74(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9890
_cell_measurement_theta_min      2.16
_cell_measurement_theta_max      28.75

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_F_000             516
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    1.699
_shelx_estimated_absorpt_T_min   0.797
_shelx_estimated_absorpt_T_max   0.876
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6269
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_source_type              'Incoatech I\mS HB'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Photon II CPAD Area Detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_reflns_number            34833
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.279
_diffrn_reflns_theta_max         28.787
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6362
_reflns_number_gt                5760
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL, Mercury 2020.20'
_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)+(0.0288P)²+0.5404P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'direct method'
_atom_sites_solution_secondary   'difference Fourier'
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6362
_refine_ls_number_parameters     303
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0306
_refine_ls_R_factor_gt           0.0263
_refine_ls_wR_factor_ref         0.0689
_refine_ls_wR_factor_gt          0.0673
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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
Br1 Br -0.12016(2) 0.11810(2) 0.33883(2) 0.02417(5) Uani 1 1 d . . . . .
O1 O 0.88409(10) 0.25309(9) 0.97471(9) 0.01627(19) Uani 1 1 d . . . . .
H1 H 0.862(2) 0.240(2) 1.021(2) 0.035(6) Uiso 1 1 d . . . . .
N1 N 0.45666(11) 0.54410(10) 0.62565(9) 0.0133(2) Uani 1 1 d . . . . .
N2 N 0.57610(12) 0.62168(10) 0.69024(10) 0.0150(2) Uani 1 1 d . . . . .
H1N H 0.6413(19) 0.6010(17) 0.7473(17) 0.022 Uiso 1 1 d . U . . .
C1 C 0.44753(13) 0.43456(12) 0.64354(11) 0.0124(2) Uani 1 1 d . . . . .
C2 C 0.57876(13) 0.74563(12) 0.68490(11) 0.0130(2) Uani 1 1 d . . . . .
C3 C 0.46191(14) 0.79055(12) 0.61144(12) 0.0161(2) Uani 1 1 d . . . . .
H3 H 0.377765 0.736842 0.565099 0.019 Uiso 1 1 calc R U . . .
C4 C 0.46869(15) 0.91363(13) 0.60615(13) 0.0192(3) Uani 1 1 d . . . . .
H4 H 0.389175 0.943456 0.555513 0.023 Uiso 1 1 calc R U . . .
C5 C 0.59032(15) 0.99352(13) 0.67400(13) 0.0196(3) Uani 1 1 d . . . . .
H5 H 0.594913 1.077616 0.669967 0.023 Uiso 1 1 calc R U . . .
C6 C 0.70544(14) 0.94837(13) 0.74803(12) 0.0179(3) Uani 1 1 d . . . . .
H6 H 0.788516 1.003140 0.795242 0.021 Uiso 1 1 calc R U . . .
C7 C 0.70262(13) 0.82552(12) 0.75503(11) 0.0145(2) Uani 1 1 d . . . . .
C8 C 0.82955(14) 0.77977(14) 0.83582(13) 0.0201(3) Uani 1 1 d . . . . .
H8A H 0.860202 0.708453 0.787272 0.030 Uiso 1 1 calc R U . . .
H8B H 0.803997 0.754359 0.899196 0.030 Uiso 1 1 calc R U . . .
H8C H 0.907049 0.846714 0.873578 0.030 Uiso 1 1 calc R U . . .
C9 C 0.56175(13) 0.38581(11) 0.73154(11) 0.0120(2) Uani 1 1 d . . . . .
C10 C 0.69632(13) 0.37655(11) 0.72112(11) 0.0121(2) Uani 1 1 d . . . . .
H10 H 0.713921 0.401232 0.656666 0.015 Uiso 1 1 calc R U . . .
C11 C 0.80605(13) 0.33219(11) 0.80233(11) 0.0114(2) Uani 1 1 d . . . . .
C12 C 0.77464(13) 0.29664(11) 0.89637(11) 0.0121(2) Uani 1 1 d . . . . .
C13 C 0.64039(13) 0.30450(11) 0.91085(11) 0.0124(2) Uani 1 1 d . . . . .
C14 C 0.53613(13) 0.34966(11) 0.82620(11) 0.0130(2) Uani 1 1 d . . . . .
H14 H 0.444513 0.355989 0.833342 0.016 Uiso 1 1 calc R U . . .
C15 C 0.95282(13) 0.32072(12) 0.78682(11) 0.0130(2) Uani 1 1 d . . . . .
C16 C 0.95812(14) 0.36796(14) 0.67902(12) 0.0195(3) Uani 1 1 d . . . . .
H16A H 0.889927 0.315813 0.603797 0.029 Uiso 1 1 calc R U . . .
H16B H 1.053908 0.364025 0.674165 0.029 Uiso 1 1 calc R U . . .
H16C H 0.933910 0.454281 0.690113 0.029 Uiso 1 1 calc R U . . .
C17 C 1.07072(13) 0.39994(13) 0.89934(12) 0.0173(3) Uani 1 1 d . . . . .
H17A H 1.162733 0.389325 0.887601 0.026 Uiso 1 1 calc R U . . .
H17C H 1.071787 0.373085 0.971217 0.026 Uiso 1 1 calc R U . . .
H17D H 1.052672 0.487824 0.910823 0.026 Uiso 1 1 calc R U . . .
C18 C 0.98614(15) 0.18423(13) 0.76284(14) 0.0213(3) Uani 1 1 d . . . . .
H18A H 0.909949 0.133902 0.692122 0.032 Uiso 1 1 calc R U . . .
H18B H 0.993551 0.153658 0.834091 0.032 Uiso 1 1 calc R U . . .
H18C H 1.076200 0.177981 0.746983 0.032 Uiso 1 1 calc R U . . .
C19 C 0.60814(13) 0.26554(12) 1.01469(11) 0.0148(2) Uani 1 1 d . . . . .
C20 C 0.69885(15) 0.34987(13) 1.13955(12) 0.0191(3) Uani 1 1 d . . . . .
H20A H 0.799701 0.344013 1.150169 0.029 Uiso 1 1 calc R U . . .
H20B H 0.677390 0.322856 1.203946 0.029 Uiso 1 1 calc R U . . .
H20C H 0.677072 0.436286 1.143832 0.029 Uiso 1 1 calc R U . . .
C21 C 0.63039(16) 0.12711(13) 1.00945(13) 0.0212(3) Uani 1 1 d . . . . .
H21A H 0.572889 0.075114 0.929333 0.032 Uiso 1 1 calc R U . . .
H21B H 0.601560 0.103678 1.072192 0.032 Uiso 1 1 calc R U . . .
H21C H 0.730824 0.114796 1.023502 0.032 Uiso 1 1 calc R U . . .
C22 C 0.45242(15) 0.27898(16) 1.00558(13) 0.0236(3) Uani 1 1 d . . . . .
H22A H 0.433335 0.366271 1.012263 0.035 Uiso 1 1 calc R U . . .
H22B H 0.434599 0.252018 1.071475 0.035 Uiso 1 1 calc R U . . .
H22C H 0.390063 0.227215 0.927202 0.035 Uiso 1 1 calc R U . . .
C23 C 0.31186(13) 0.35687(12) 0.57093(11) 0.0123(2) Uani 1 1 d . . . . .
C24 C 0.29539(13) 0.23063(12) 0.56586(12) 0.0151(2) Uani 1 1 d . . . . .
H24 H 0.372668 0.193381 0.610568 0.018 Uiso 1 1 calc R U . . .
C25 C 0.16777(14) 0.15831(12) 0.49648(12) 0.0162(2) Uani 1 1 d . . . . .
H25 H 0.157412 0.072675 0.494124 0.019 Uiso 1 1 calc R U . . .
C26 C 0.05640(13) 0.21342(12) 0.43107(11) 0.0145(2) Uani 1 1 d . . . . .
C27 C 0.06902(13) 0.33874(12) 0.43410(12) 0.0154(2) Uani 1 1 d . . . . .
H27 H -0.008505 0.375261 0.388778 0.019 Uiso 1 1 calc R U . . .
C28 C 0.19594(13) 0.40953(12) 0.50398(11) 0.0145(2) Uani 1 1 d . . . . .
H28 H 0.204923 0.495390 0.506780 0.017 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
Br1 C26 1.8985(12) . ?
O1 C12 1.3727(15) . ?
O1 H1 0.71(2) . ?
N1 C1 1.2956(16) . ?
N1 N2 1.3538(15) . ?
N2 C2 1.3962(16) . ?
N2 H1N 0.860(19) . ?
C1 C23 1.4827(17) . ?
C1 C9 1.4923(16) . ?
C2 C3 1.3971(17) . ?
C2 C7 1.4064(17) . ?
C3 C4 1.3882(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.3907(19) . ?
C5 H5 0.9500 . ?
C6 C7 1.3901(19) . ?
C6 H6 0.9500 . ?
C7 C8 1.5058(18) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C14 1.3937(16) . ?
C9 C10 1.3952(17) . ?
C10 C11 1.3971(17) . ?
C10 H10 0.9500 . ?
C11 C12 1.4105(16) . ?
C11 C15 1.5424(16) . ?
C12 C13 1.4108(17) . ?
C13 C14 1.3955(17) . ?
C13 C19 1.5443(16) . ?
C14 H14 0.9500 . ?
C15 C16 1.5315(17) . ?
C15 C18 1.5350(18) . ?
C15 C17 1.5398(18) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17C 0.9800 . ?
C17 H17D 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C22 1.5374(18) . ?
C19 C20 1.5433(18) . ?
C19 C21 1.5464(19) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.3968(17) . ?
C23 C28 1.4041(17) . ?
C24 C25 1.3932(18) . ?
C24 H24 0.9500 . ?
C25 C26 1.3833(18) . ?
C25 H25 0.9500 . ?
C26 C27 1.3892(18) . ?
C27 C28 1.3820(18) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 O1 H1 109.6(18) . . ?
C1 N1 N2 119.24(11) . . ?
N1 N2 C2 119.47(11) . . ?
N1 N2 H1N 120.0(12) . . ?
C2 N2 H1N 118.8(12) . . ?
N1 C1 C23 115.62(11) . . ?
N1 C1 C9 124.29(11) . . ?
C23 C1 C9 120.08(10) . . ?
N2 C2 C3 121.34(11) . . ?
N2 C2 C7 118.60(11) . . ?
C3 C2 C7 120.06(11) . . ?
C4 C3 C2 120.04(12) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C3 120.70(12) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 118.85(12) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C7 C6 C5 121.99(12) . . ?
C7 C6 H6 119.0 . . ?
C5 C6 H6 119.0 . . ?
C6 C7 C2 118.37(12) . . ?
C6 C7 C8 120.51(12) . . ?
C2 C7 C8 121.12(12) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C14 C9 C10 118.85(11) . . ?
C14 C9 C1 120.54(11) . . ?
C10 C9 C1 120.61(11) . . ?
C9 C10 C11 122.17(11) . . ?
C9 C10 H10 118.9 . . ?
C11 C10 H10 118.9 . . ?
C10 C11 C12 116.77(11) . . ?
C10 C11 C15 120.89(11) . . ?
C12 C11 C15 122.32(11) . . ?
O1 C12 C11 115.63(11) . . ?
O1 C12 C13 121.21(11) . . ?
C11 C12 C13 123.16(11) . . ?
C14 C13 C12 116.77(11) . . ?
C14 C13 C19 120.81(11) . . ?
C12 C13 C19 122.42(11) . . ?
C9 C14 C13 122.27(11) . . ?
C9 C14 H14 118.9 . . ?
C13 C14 H14 118.9 . . ?
C16 C15 C18 107.38(11) . . ?
C16 C15 C17 106.30(10) . . ?
C18 C15 C17 109.75(11) . . ?
C16 C15 C11 111.25(10) . . ?
C18 C15 C11 110.64(10) . . ?
C17 C15 C11 111.35(10) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
C15 C17 H17D 109.5 . . ?
H17A C17 H17D 109.5 . . ?
H17C C17 H17D 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C22 C19 C20 106.27(11) . . ?
C22 C19 C13 111.30(10) . . ?
C20 C19 C13 110.94(10) . . ?
C22 C19 C21 105.89(11) . . ?
C20 C19 C21 110.62(11) . . ?
C13 C19 C21 111.59(11) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C28 118.19(11) . . ?
C24 C23 C1 121.76(11) . . ?
C28 C23 C1 120.05(11) . . ?
C25 C24 C23 121.24(11) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C26 C25 C24 118.82(12) . . ?
C26 C25 H25 120.6 . . ?
C24 C25 H25 120.6 . . ?
C25 C26 C27 121.47(12) . . ?
C25 C26 Br1 119.72(10) . . ?
C27 C26 Br1 118.77(9) . . ?
C28 C27 C26 119.07(11) . . ?
C28 C27 H27 120.5 . . ?
C26 C27 H27 120.5 . . ?
C27 C28 C23 121.21(12) . . ?
C27 C28 H28 119.4 . . ?
C23 C28 H28 119.4 . . ?

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
C1 N1 N2 C2 -170.54(11) . . . . ?
N2 N1 C1 C23 178.71(10) . . . . ?
N2 N1 C1 C9 -0.39(18) . . . . ?
N1 N2 C2 C3 -1.86(18) . . . . ?
N1 N2 C2 C7 178.42(11) . . . . ?
N2 C2 C3 C4 -178.72(12) . . . . ?
C7 C2 C3 C4 1.00(19) . . . . ?
C2 C3 C4 C5 -0.5(2) . . . . ?
C3 C4 C5 C6 -0.3(2) . . . . ?
C4 C5 C6 C7 0.7(2) . . . . ?
C5 C6 C7 C2 -0.19(19) . . . . ?
C5 C6 C7 C8 179.74(12) . . . . ?
N2 C2 C7 C6 179.08(12) . . . . ?
C3 C2 C7 C6 -0.64(18) . . . . ?
N2 C2 C7 C8 -0.85(18) . . . . ?
C3 C2 C7 C8 179.43(12) . . . . ?
N1 C1 C9 C14 120.47(14) . . . . ?
C23 C1 C9 C14 -58.59(16) . . . . ?
N1 C1 C9 C10 -59.01(17) . . . . ?
C23 C1 C9 C10 121.93(13) . . . . ?
C14 C9 C10 C11 0.05(19) . . . . ?
C1 C9 C10 C11 179.54(11) . . . . ?
C9 C10 C11 C12 0.05(18) . . . . ?
C9 C10 C11 C15 178.80(11) . . . . ?
C10 C11 C12 O1 179.83(11) . . . . ?
C15 C11 C12 O1 1.09(17) . . . . ?
C10 C11 C12 C13 -0.18(18) . . . . ?
C15 C11 C12 C13 -178.92(11) . . . . ?
O1 C12 C13 C14 -179.81(11) . . . . ?
C11 C12 C13 C14 0.20(18) . . . . ?
O1 C12 C13 C19 0.20(18) . . . . ?
C11 C12 C13 C19 -179.79(11) . . . . ?
C10 C9 C14 C13 -0.03(19) . . . . ?
C1 C9 C14 C13 -179.51(11) . . . . ?
C12 C13 C14 C9 -0.09(19) . . . . ?
C19 C13 C14 C9 179.90(11) . . . . ?
C10 C11 C15 C16 2.29(16) . . . . ?
C12 C11 C15 C16 -179.03(11) . . . . ?
C10 C11 C15 C18 -116.99(13) . . . . ?
C12 C11 C15 C18 61.70(15) . . . . ?
C10 C11 C15 C17 120.67(12) . . . . ?
C12 C11 C15 C17 -60.64(15) . . . . ?
C14 C13 C19 C22 2.24(17) . . . . ?
C12 C13 C19 C22 -177.77(12) . . . . ?
C14 C13 C19 C20 -115.86(13) . . . . ?
C12 C13 C19 C20 64.13(16) . . . . ?
C14 C13 C19 C21 120.30(13) . . . . ?
C12 C13 C19 C21 -59.71(16) . . . . ?
N1 C1 C23 C24 169.43(12) . . . . ?
C9 C1 C23 C24 -11.43(17) . . . . ?
N1 C1 C23 C28 -10.01(17) . . . . ?
C9 C1 C23 C28 169.13(11) . . . . ?
C28 C23 C24 C25 0.01(18) . . . . ?
C1 C23 C24 C25 -179.44(11) . . . . ?
C23 C24 C25 C26 0.48(19) . . . . ?
C24 C25 C26 C27 -0.55(19) . . . . ?
C24 C25 C26 Br1 -178.50(9) . . . . ?
C25 C26 C27 C28 0.11(19) . . . . ?
Br1 C26 C27 C28 178.08(9) . . . . ?
C26 C27 C28 C23 0.40(19) . . . . ?
C24 C23 C28 C27 -0.46(18) . . . . ?
C1 C23 C28 C27 179.00(11) . . . . ?

_refine_diff_density_max         0.410
_refine_diff_density_min         -0.524
_refine_diff_density_rms         0.053



####################################################################### 
# 
# 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_mo_AR_5e_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2289315'
loop_
_audit_author_name
_audit_author_address
'Rajesh G. Gonnade'
;National Chemical Laboratory, Pune
India
;
_audit_update_record             
;
2023-08-17 deposited with the CCDC.	2024-06-14 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT414_mo_AR_5e_0ma_a      
;
PROBLEM: Short Intra D-H..H-X       H1       ..H18A     .       1.87 Ang.  
RESPONSE: The hydroxy group is shielded between the two tert-butyl groups thereby bringing
the H-atom of the hydroxy group in close proximity with the tert-butyl groups H-atoms.  
;
_vrf_PLAT420_mo_AR_5e_0ma_a      
;
PROBLEM: D-H Bond Without Acceptor  O1       --H1       .     Please Check 
RESPONSE: The hydroxy group is shielded between the two tertiary butyl groups and 
hence it is not involved in the hydrogen bond formation. 
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H38 N2 O2'
_chemical_formula_sum            'C30 H38 N2 O2'
_chemical_formula_weight         458.62

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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

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

_cell_length_a                   18.1645(7)
_cell_length_b                   11.6514(4)
_cell_length_c                   25.2936(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5353.2(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7119
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      24.20

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.138
_exptl_crystal_F_000             1984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.071
_shelx_estimated_absorpt_T_min   0.986
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6498
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_source_type              'Incoatech I\mS HB'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Photon II CPAD Area Detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_reflns_number            92011
_diffrn_reflns_av_unetI/netI     0.0628
_diffrn_reflns_av_R_equivalents  0.1388
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.242
_diffrn_reflns_theta_max         28.309
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6650
_reflns_number_gt                4036
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL, Mercury 2020.20'
_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)+(0.0344P)²+3.0339P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'direct method'
_atom_sites_solution_secondary   'difference Fourier'
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0041(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6650
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1111
_refine_ls_R_factor_gt           0.0487
_refine_ls_wR_factor_ref         0.1264
_refine_ls_wR_factor_gt          0.0960
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 0.09603(7) 0.17152(11) 0.76353(6) 0.0285(3) Uani 1 1 d . . . . .
H1 H 0.1132(14) 0.188(2) 0.7948(11) 0.067(9) Uiso 1 1 d . . . . .
O2 O 0.17811(8) 0.64718(11) 0.44522(5) 0.0346(3) Uani 1 1 d . . . . .
N1 N 0.34734(8) 0.30354(12) 0.59518(6) 0.0237(3) Uani 1 1 d . . . . .
N2 N 0.37427(8) 0.22675(13) 0.63138(6) 0.0249(3) Uani 1 1 d . . . . .
H1N H 0.3422(11) 0.1881(17) 0.6523(8) 0.034(6) Uiso 1 1 d . . . . .
C1 C 0.27891(9) 0.33342(15) 0.59944(7) 0.0216(4) Uani 1 1 d . . . . .
C2 C 0.44385(9) 0.17986(15) 0.62337(7) 0.0224(4) Uani 1 1 d . . . . .
C3 C 0.49259(9) 0.22906(15) 0.58713(7) 0.0239(4) Uani 1 1 d . . . . .
H3 H 0.478459 0.296294 0.568460 0.029 Uiso 1 1 calc R U . . .
C4 C 0.56146(10) 0.18101(15) 0.57802(7) 0.0250(4) Uani 1 1 d . . . . .
C5 C 0.58138(10) 0.08313(16) 0.60607(8) 0.0272(4) Uani 1 1 d . . . . .
H5 H 0.627997 0.048503 0.600121 0.033 Uiso 1 1 calc R U . . .
C6 C 0.53316(10) 0.03589(15) 0.64282(7) 0.0266(4) Uani 1 1 d . . . . .
H6 H 0.547879 -0.030625 0.661793 0.032 Uiso 1 1 calc R U . . .
C7 C 0.46420(10) 0.08273(15) 0.65270(7) 0.0240(4) Uani 1 1 d . . . . .
C8 C 0.61260(11) 0.23341(17) 0.53798(8) 0.0349(5) Uani 1 1 d . . . . .
H8A H 0.607586 0.192855 0.504232 0.052 Uiso 1 1 calc R U . . .
H8B H 0.663474 0.227007 0.550544 0.052 Uiso 1 1 calc R U . . .
H8C H 0.600079 0.314532 0.533084 0.052 Uiso 1 1 calc R U . . .
C9 C 0.41382(11) 0.03203(16) 0.69399(8) 0.0297(4) Uani 1 1 d . . . . .
H9A H 0.367597 0.008089 0.677324 0.045 Uiso 1 1 calc R U . . .
H9B H 0.403505 0.089720 0.721190 0.045 Uiso 1 1 calc R U . . .
H9C H 0.437643 -0.034659 0.710263 0.045 Uiso 1 1 calc R U . . .
C10 C 0.23016(9) 0.29122(14) 0.64270(7) 0.0218(4) Uani 1 1 d . . . . .
C11 C 0.24722(9) 0.31738(15) 0.69506(7) 0.0216(4) Uani 1 1 d . . . . .
H11 H 0.289357 0.363217 0.702080 0.026 Uiso 1 1 calc R U . . .
C12 C 0.20498(9) 0.27904(14) 0.73756(7) 0.0207(4) Uani 1 1 d . . . . .
C13 C 0.14251(9) 0.21259(15) 0.72509(7) 0.0219(4) Uani 1 1 d . . . . .
C14 C 0.12278(9) 0.18406(15) 0.67262(7) 0.0221(4) Uani 1 1 d . . . . .
C15 C 0.16826(9) 0.22448(15) 0.63235(7) 0.0231(4) Uani 1 1 d . . . . .
H15 H 0.156663 0.205915 0.596735 0.028 Uiso 1 1 calc R U . . .
C16 C 0.22707(10) 0.31014(15) 0.79458(7) 0.0235(4) Uani 1 1 d . . . . .
C17 C 0.29667(10) 0.38471(16) 0.79607(8) 0.0298(4) Uani 1 1 d . . . . .
H17A H 0.337735 0.342586 0.780100 0.045 Uiso 1 1 calc R U . . .
H17B H 0.308697 0.403474 0.832841 0.045 Uiso 1 1 calc R U . . .
H17C H 0.288040 0.455691 0.776232 0.045 Uiso 1 1 calc R U . . .
C18 C 0.24550(11) 0.20135(16) 0.82660(8) 0.0287(4) Uani 1 1 d . . . . .
H18A H 0.202382 0.150825 0.827537 0.043 Uiso 1 1 calc R U . . .
H18B H 0.259093 0.222992 0.862740 0.043 Uiso 1 1 calc R U . . .
H18C H 0.286727 0.161039 0.809874 0.043 Uiso 1 1 calc R U . . .
C19 C 0.16575(11) 0.37970(16) 0.82205(8) 0.0301(4) Uani 1 1 d . . . . .
H19A H 0.154747 0.448402 0.801138 0.045 Uiso 1 1 calc R U . . .
H19B H 0.182212 0.402509 0.857415 0.045 Uiso 1 1 calc R U . . .
H19C H 0.121348 0.332368 0.825032 0.045 Uiso 1 1 calc R U . . .
C20 C 0.05264(9) 0.11474(15) 0.66019(7) 0.0240(4) Uani 1 1 d . . . . .
C21 C 0.05505(10) -0.00429(16) 0.68662(8) 0.0302(4) Uani 1 1 d . . . . .
H21A H 0.010007 -0.046648 0.678007 0.045 Uiso 1 1 calc R U . . .
H21B H 0.058767 0.004962 0.725037 0.045 Uiso 1 1 calc R U . . .
H21C H 0.097899 -0.046908 0.673632 0.045 Uiso 1 1 calc R U . . .
C22 C -0.01536(10) 0.18251(16) 0.67886(8) 0.0286(4) Uani 1 1 d . . . . .
H22A H -0.016850 0.256956 0.660861 0.043 Uiso 1 1 calc R U . . .
H22B H -0.012446 0.194610 0.717148 0.043 Uiso 1 1 calc R U . . .
H22C H -0.060067 0.139094 0.670462 0.043 Uiso 1 1 calc R U . . .
C23 C 0.04385(10) 0.09469(17) 0.60064(8) 0.0312(4) Uani 1 1 d . . . . .
H23X H 0.041606 0.168782 0.582374 0.047 Uiso 1 1 calc R U . . .
H23Y H -0.001644 0.051822 0.594023 0.047 Uiso 1 1 calc R U . . .
H23Z H 0.085977 0.050632 0.587439 0.047 Uiso 1 1 calc R U . . .
C24 C 0.25029(10) 0.41415(15) 0.55960(7) 0.0225(4) Uani 1 1 d . . . . .
C25 C 0.18125(10) 0.46442(16) 0.56421(7) 0.0265(4) Uani 1 1 d . . . . .
H25 H 0.151216 0.445087 0.593645 0.032 Uiso 1 1 calc R U . . .
C26 C 0.15471(11) 0.54219(16) 0.52709(7) 0.0290(4) Uani 1 1 d . . . . .
H26 H 0.107247 0.575230 0.531238 0.035 Uiso 1 1 calc R U . . .
C27 C 0.19787(10) 0.57100(15) 0.48416(7) 0.0272(4) Uani 1 1 d . . . . .
C28 C 0.26669(10) 0.52056(17) 0.47829(8) 0.0318(5) Uani 1 1 d . . . . .
H28 H 0.296159 0.539160 0.448467 0.038 Uiso 1 1 calc R U . . .
C29 C 0.29251(10) 0.44409(16) 0.51518(8) 0.0287(4) Uani 1 1 d . . . . .
H29 H 0.339823 0.410814 0.510572 0.034 Uiso 1 1 calc R U . . .
C30 C 0.10744(12) 0.69959(18) 0.45008(9) 0.0399(5) Uani 1 1 d . . . . .
H30A H 0.100866 0.755972 0.421720 0.060 Uiso 1 1 calc R U . . .
H30B H 0.103797 0.738140 0.484420 0.060 Uiso 1 1 calc R U . . .
H30C H 0.069115 0.640667 0.447450 0.060 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 C13 1.374(2) . ?
O1 H1 0.87(3) . ?
O2 C27 1.374(2) . ?
O2 C30 1.427(2) . ?
N1 C1 1.295(2) . ?
N1 N2 1.370(2) . ?
N2 C2 1.392(2) . ?
N2 H1N 0.91(2) . ?
C1 C24 1.473(2) . ?
C1 C10 1.491(2) . ?
C2 C3 1.397(2) . ?
C2 C7 1.403(2) . ?
C3 C4 1.390(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.391(3) . ?
C4 C8 1.504(3) . ?
C5 C6 1.391(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.389(3) . ?
C6 H6 0.9500 . ?
C7 C9 1.509(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C15 1.392(2) . ?
C10 C11 1.394(2) . ?
C11 C12 1.394(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.409(2) . ?
C12 C16 1.540(2) . ?
C13 C14 1.414(2) . ?
C14 C15 1.394(2) . ?
C14 C20 1.541(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.534(2) . ?
C16 C18 1.541(2) . ?
C16 C19 1.543(2) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C23 1.533(3) . ?
C20 C21 1.540(3) . ?
C20 C22 1.540(2) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23X 0.9800 . ?
C23 H23Y 0.9800 . ?
C23 H23Z 0.9800 . ?
C24 C25 1.389(3) . ?
C24 C29 1.404(2) . ?
C25 C26 1.391(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.381(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.389(3) . ?
C28 C29 1.373(3) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 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
C13 O1 H1 110.2(18) . . ?
C27 O2 C30 116.73(16) . . ?
C1 N1 N2 117.54(15) . . ?
N1 N2 C2 118.90(15) . . ?
N1 N2 H1N 119.0(13) . . ?
C2 N2 H1N 118.2(13) . . ?
N1 C1 C24 116.95(16) . . ?
N1 C1 C10 122.85(16) . . ?
C24 C1 C10 120.19(15) . . ?
N2 C2 C3 120.65(16) . . ?
N2 C2 C7 118.62(16) . . ?
C3 C2 C7 120.72(16) . . ?
C4 C3 C2 120.92(17) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 118.67(17) . . ?
C3 C4 C8 120.28(17) . . ?
C5 C4 C8 121.04(17) . . ?
C6 C5 C4 120.10(17) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C7 C6 C5 122.19(17) . . ?
C7 C6 H6 118.9 . . ?
C5 C6 H6 118.9 . . ?
C6 C7 C2 117.35(17) . . ?
C6 C7 C9 121.17(17) . . ?
C2 C7 C9 121.47(16) . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C15 C10 C11 118.72(16) . . ?
C15 C10 C1 121.73(16) . . ?
C11 C10 C1 119.54(15) . . ?
C10 C11 C12 122.69(16) . . ?
C10 C11 H11 118.7 . . ?
C12 C11 H11 118.7 . . ?
C11 C12 C13 116.52(16) . . ?
C11 C12 C16 120.21(15) . . ?
C13 C12 C16 123.27(15) . . ?
O1 C13 C12 121.85(16) . . ?
O1 C13 C14 115.25(15) . . ?
C12 C13 C14 122.90(16) . . ?
C15 C14 C13 117.15(16) . . ?
C15 C14 C20 121.21(16) . . ?
C13 C14 C20 121.61(15) . . ?
C10 C15 C14 122.01(17) . . ?
C10 C15 H15 119.0 . . ?
C14 C15 H15 119.0 . . ?
C17 C16 C12 111.78(15) . . ?
C17 C16 C18 105.89(15) . . ?
C12 C16 C18 110.80(14) . . ?
C17 C16 C19 106.64(15) . . ?
C12 C16 C19 110.93(15) . . ?
C18 C16 C19 110.62(15) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C23 C20 C21 106.99(15) . . ?
C23 C20 C22 107.22(15) . . ?
C21 C20 C22 110.57(15) . . ?
C23 C20 C14 111.50(15) . . ?
C21 C20 C14 111.10(14) . . ?
C22 C20 C14 109.38(14) . . ?
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 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23X 109.5 . . ?
C20 C23 H23Y 109.5 . . ?
H23X C23 H23Y 109.5 . . ?
C20 C23 H23Z 109.5 . . ?
H23X C23 H23Z 109.5 . . ?
H23Y C23 H23Z 109.5 . . ?
C25 C24 C29 117.10(17) . . ?
C25 C24 C1 122.02(16) . . ?
C29 C24 C1 120.88(16) . . ?
C24 C25 C26 122.06(18) . . ?
C24 C25 H25 119.0 . . ?
C26 C25 H25 119.0 . . ?
C27 C26 C25 119.50(18) . . ?
C27 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?
O2 C27 C26 124.93(17) . . ?
O2 C27 C28 115.59(17) . . ?
C26 C27 C28 119.48(17) . . ?
C29 C28 C27 120.62(18) . . ?
C29 C28 H28 119.7 . . ?
C27 C28 H28 119.7 . . ?
C28 C29 C24 121.23(18) . . ?
C28 C29 H29 119.4 . . ?
C24 C29 H29 119.4 . . ?
O2 C30 H30A 109.5 . . ?
O2 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O2 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 C2 170.50(16) . . . . ?
N2 N1 C1 C24 -178.75(14) . . . . ?
N2 N1 C1 C10 2.2(2) . . . . ?
N1 N2 C2 C3 15.4(2) . . . . ?
N1 N2 C2 C7 -165.09(15) . . . . ?
N2 C2 C3 C4 -178.42(16) . . . . ?
C7 C2 C3 C4 2.0(3) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C2 C3 C4 C8 178.60(17) . . . . ?
C3 C4 C5 C6 -0.7(3) . . . . ?
C8 C4 C5 C6 -179.83(17) . . . . ?
C4 C5 C6 C7 0.5(3) . . . . ?
C5 C6 C7 C2 1.0(3) . . . . ?
C5 C6 C7 C9 -178.08(17) . . . . ?
N2 C2 C7 C6 178.25(16) . . . . ?
C3 C2 C7 C6 -2.2(3) . . . . ?
N2 C2 C7 C9 -2.7(3) . . . . ?
C3 C2 C7 C9 176.84(17) . . . . ?
N1 C1 C10 C15 -117.0(2) . . . . ?
C24 C1 C10 C15 64.1(2) . . . . ?
N1 C1 C10 C11 62.0(2) . . . . ?
C24 C1 C10 C11 -116.95(18) . . . . ?
C15 C10 C11 C12 0.3(3) . . . . ?
C1 C10 C11 C12 -178.75(16) . . . . ?
C10 C11 C12 C13 -0.8(3) . . . . ?
C10 C11 C12 C16 179.54(16) . . . . ?
C11 C12 C13 O1 -178.95(15) . . . . ?
C16 C12 C13 O1 0.7(3) . . . . ?
C11 C12 C13 C14 0.6(2) . . . . ?
C16 C12 C13 C14 -179.76(16) . . . . ?
O1 C13 C14 C15 179.70(15) . . . . ?
C12 C13 C14 C15 0.1(3) . . . . ?
O1 C13 C14 C20 1.7(2) . . . . ?
C12 C13 C14 C20 -177.87(16) . . . . ?
C11 C10 C15 C14 0.5(3) . . . . ?
C1 C10 C15 C14 179.52(16) . . . . ?
C13 C14 C15 C10 -0.7(3) . . . . ?
C20 C14 C15 C10 177.31(16) . . . . ?
C11 C12 C16 C17 0.5(2) . . . . ?
C13 C12 C16 C17 -179.09(16) . . . . ?
C11 C12 C16 C18 -117.31(17) . . . . ?
C13 C12 C16 C18 63.1(2) . . . . ?
C11 C12 C16 C19 119.42(18) . . . . ?
C13 C12 C16 C19 -60.2(2) . . . . ?
C15 C14 C20 C23 2.4(2) . . . . ?
C13 C14 C20 C23 -179.73(16) . . . . ?
C15 C14 C20 C21 121.61(18) . . . . ?
C13 C14 C20 C21 -60.5(2) . . . . ?
C15 C14 C20 C22 -116.06(18) . . . . ?
C13 C14 C20 C22 61.9(2) . . . . ?
N1 C1 C24 C25 -170.96(17) . . . . ?
C10 C1 C24 C25 8.1(3) . . . . ?
N1 C1 C24 C29 8.6(2) . . . . ?
C10 C1 C24 C29 -172.37(17) . . . . ?
C29 C24 C25 C26 -0.7(3) . . . . ?
C1 C24 C25 C26 178.85(17) . . . . ?
C24 C25 C26 C27 0.0(3) . . . . ?
C30 O2 C27 C26 -0.1(3) . . . . ?
C30 O2 C27 C28 179.56(17) . . . . ?
C25 C26 C27 O2 -179.42(17) . . . . ?
C25 C26 C27 C28 1.0(3) . . . . ?
O2 C27 C28 C29 179.23(17) . . . . ?
C26 C27 C28 C29 -1.1(3) . . . . ?
C27 C28 C29 C24 0.3(3) . . . . ?
C25 C24 C29 C28 0.6(3) . . . . ?
C1 C24 C29 C28 -179.01(17) . . . . ?

_refine_diff_density_max         0.247
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.051



####################################################################### 
# 
# 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_mo_aR_5L_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2289316'
loop_
_audit_author_name
_audit_author_address
'Rajesh G. Gonnade'
;National Chemical Laboratory, Pune
India
;
_audit_update_record             
;
2023-08-17 deposited with the CCDC.	2024-06-14 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT414_mo_aR_5L_0ma_a      
;
PROBLEM: Short Intra D-H..H-X       H1       ..H16A     .       1.84 Ang.  
RESPONSE: The hydroxy group is shielded between the two tert-butyl groups thereby bringing
the H-atom of the hydroxy group in close proximity with the tert-butyl groups H-atoms.
;
# end Validation Reply Form
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H33 N3 O4'
_chemical_formula_sum            'C28 H33 N3 O4'
_chemical_formula_weight         475.57

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           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   12.2116(9)
_cell_length_b                   19.3030(17)
_cell_length_c                   10.9565(9)
_cell_angle_alpha                90
_cell_angle_beta                 106.653(2)
_cell_angle_gamma                90
_cell_volume                     2474.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9942
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      26.74

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_F_000             1016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.086
_shelx_estimated_absorpt_T_min   0.989
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1748
_exptl_absorpt_correction_T_max  0.2092
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_source_type              'Incoatech I\mS HB'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Photon II CPAD Area Detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_reflns_number            134255
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_av_R_equivalents  0.1164
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.736
_diffrn_reflns_theta_max         28.364
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6174
_reflns_number_gt                4263
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL, Mercury 2020.20'
_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)+(0.0397P)²+1.3550P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'direct method'
_atom_sites_solution_secondary   'difference Fourier'
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6174
_refine_ls_number_parameters     331
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0827
_refine_ls_R_factor_gt           0.0450
_refine_ls_wR_factor_ref         0.1151
_refine_ls_wR_factor_gt          0.0956
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.72189(11) 0.36129(8) 1.09816(13) 0.0449(4) Uani 1 1 d . . . . .
H1 H -0.0919(19) 0.6722(13) 0.382(2) 0.052(7) Uiso 1 1 d . . . . .
O2 O 0.76156(10) 0.43091(7) 0.96300(13) 0.0340(3) Uani 1 1 d . . . . .
O3 O -0.06446(9) 0.63451(6) 0.35694(11) 0.0206(2) Uani 1 1 d . . . . .
O4 O 0.72274(9) 0.71627(6) 0.32081(11) 0.0254(3) Uani 1 1 d . . . . .
N1 N 0.45605(11) 0.55477(7) 0.64889(13) 0.0210(3) Uani 1 1 d . . . . .
N2 N 0.38281(11) 0.52443(7) 0.70629(13) 0.0230(3) Uani 1 1 d . . . . .
H2N H 0.3051(17) 0.5303(10) 0.6731(18) 0.032(5) Uiso 1 1 d . . . . .
N3 N 0.69304(12) 0.40105(8) 1.00721(14) 0.0273(3) Uani 1 1 d . . . . .
C1 C 0.41139(13) 0.59383(8) 0.55111(14) 0.0185(3) Uani 1 1 d . . . . .
C2 C 0.42231(13) 0.47547(8) 0.80089(15) 0.0207(3) Uani 1 1 d . . . . .
C3 C 0.53862(13) 0.46202(8) 0.85307(15) 0.0214(3) Uani 1 1 d . . . . .
H3 H 0.594316 0.485395 0.823074 0.026 Uiso 1 1 calc R U . . .
C4 C 0.57022(13) 0.41372(8) 0.94956(15) 0.0226(3) Uani 1 1 d . . . . .
C5 C 0.49343(15) 0.37719(9) 0.99629(16) 0.0267(4) Uani 1 1 d . . . . .
H5 H 0.518548 0.344059 1.062551 0.032 Uiso 1 1 calc R U . . .
C6 C 0.37851(15) 0.39096(9) 0.94241(17) 0.0282(4) Uani 1 1 d . . . . .
H6 H 0.323278 0.366760 0.971901 0.034 Uiso 1 1 calc R U . . .
C7 C 0.34291(14) 0.43936(9) 0.84642(16) 0.0252(4) Uani 1 1 d . . . . .
H7 H 0.263593 0.448211 0.810951 0.030 Uiso 1 1 calc R U . . .
C8 C 0.28566(13) 0.60626(8) 0.50076(14) 0.0181(3) Uani 1 1 d . . . . .
C9 C 0.23379(13) 0.66001(8) 0.54704(14) 0.0187(3) Uani 1 1 d . . . . .
H9 H 0.279455 0.689000 0.611938 0.022 Uiso 1 1 calc R U . . .
C10 C 0.11653(13) 0.67301(8) 0.50147(14) 0.0170(3) Uani 1 1 d . . . . .
C11 C 0.05206(12) 0.62751(8) 0.40790(14) 0.0165(3) Uani 1 1 d . . . . .
C12 C 0.10090(12) 0.57103(8) 0.36077(14) 0.0167(3) Uani 1 1 d . . . . .
C13 C 0.21873(13) 0.56291(8) 0.40794(14) 0.0180(3) Uani 1 1 d . . . . .
H13 H 0.254590 0.526452 0.375497 0.022 Uiso 1 1 calc R U . . .
C14 C 0.06404(13) 0.73493(8) 0.55363(14) 0.0181(3) Uani 1 1 d . . . . .
C15 C 0.15402(14) 0.77263(8) 0.66031(15) 0.0228(3) Uani 1 1 d . . . . .
H15A H 0.215290 0.789904 0.627023 0.034 Uiso 1 1 calc R U . . .
H15B H 0.186020 0.740378 0.730564 0.034 Uiso 1 1 calc R U . . .
H15C H 0.118062 0.811636 0.691308 0.034 Uiso 1 1 calc R U . . .
C16 C -0.03018(14) 0.71166(9) 0.61229(16) 0.0242(3) Uani 1 1 d . . . . .
H16A H -0.094013 0.691870 0.545656 0.036 Uiso 1 1 calc R U . . .
H16B H -0.057141 0.751633 0.650697 0.036 Uiso 1 1 calc R U . . .
H16C H 0.000554 0.676629 0.677922 0.036 Uiso 1 1 calc R U . . .
C17 C 0.01592(14) 0.78805(8) 0.44772(15) 0.0225(3) Uani 1 1 d . . . . .
H17A H 0.078164 0.806444 0.417271 0.034 Uiso 1 1 calc R U . . .
H17B H -0.020284 0.826039 0.481177 0.034 Uiso 1 1 calc R U . . .
H17C H -0.040869 0.765616 0.377035 0.034 Uiso 1 1 calc R U . . .
C18 C 0.02878(13) 0.51907(8) 0.26416(14) 0.0181(3) Uani 1 1 d . . . . .
C19 C -0.05568(13) 0.48233(8) 0.32316(15) 0.0213(3) Uani 1 1 d . . . . .
H19A H -0.105109 0.451497 0.259803 0.032 Uiso 1 1 calc R U . . .
H19B H -0.102627 0.516956 0.350192 0.032 Uiso 1 1 calc R U . . .
H19C H -0.013097 0.455142 0.397079 0.032 Uiso 1 1 calc R U . . .
C20 C -0.03392(14) 0.55518(8) 0.13828(15) 0.0212(3) Uani 1 1 d . . . . .
H20A H 0.022121 0.572587 0.097195 0.032 Uiso 1 1 calc R U . . .
H20B H -0.078982 0.593951 0.155802 0.032 Uiso 1 1 calc R U . . .
H20C H -0.084815 0.521985 0.081687 0.032 Uiso 1 1 calc R U . . .
C21 C 0.10295(14) 0.46206(8) 0.23003(15) 0.0223(3) Uani 1 1 d . . . . .
H21A H 0.053998 0.429658 0.169570 0.033 Uiso 1 1 calc R U . . .
H21B H 0.144115 0.437080 0.307457 0.033 Uiso 1 1 calc R U . . .
H21C H 0.158006 0.483110 0.191321 0.033 Uiso 1 1 calc R U . . .
C22 C 0.48966(13) 0.62561(8) 0.48665(15) 0.0190(3) Uani 1 1 d . . . . .
C23 C 0.45371(13) 0.67870(8) 0.39802(15) 0.0222(3) Uani 1 1 d . . . . .
H23 H 0.376499 0.693793 0.376998 0.027 Uiso 1 1 calc R U . . .
C24 C 0.52812(13) 0.71023(8) 0.33939(15) 0.0224(3) Uani 1 1 d . . . . .
H24 H 0.501944 0.746574 0.279690 0.027 Uiso 1 1 calc R U . . .
C25 C 0.64075(13) 0.68805(8) 0.36902(15) 0.0209(3) Uani 1 1 d . . . . .
C26 C 0.67668(13) 0.63278(8) 0.45356(15) 0.0221(3) Uani 1 1 d . . . . .
H26 H 0.752611 0.615817 0.470732 0.026 Uiso 1 1 calc R U . . .
C27 C 0.60293(13) 0.60295(8) 0.51178(15) 0.0208(3) Uani 1 1 d . . . . .
H27 H 0.629186 0.566138 0.570417 0.025 Uiso 1 1 calc R U . . .
C28 C 0.68853(15) 0.77262(9) 0.23313(17) 0.0295(4) Uani 1 1 d . . . . .
H28A H 0.754073 0.788284 0.205689 0.044 Uiso 1 1 calc R U . . .
H28B H 0.660709 0.810917 0.274889 0.044 Uiso 1 1 calc R U . . .
H28C H 0.627395 0.757217 0.158805 0.044 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 N3 1.2268(18) . ?
O2 N3 1.2245(18) . ?
O3 C11 1.3782(17) . ?
O3 H1 0.88(2) . ?
O4 C25 1.3715(19) . ?
O4 C28 1.432(2) . ?
N1 C1 1.296(2) . ?
N1 N2 1.3641(18) . ?
N2 C2 1.383(2) . ?
N2 H2N 0.92(2) . ?
N3 C4 1.472(2) . ?
C1 C22 1.475(2) . ?
C1 C8 1.495(2) . ?
C2 C3 1.395(2) . ?
C2 C7 1.397(2) . ?
C3 C4 1.379(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.383(2) . ?
C5 C6 1.383(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.381(2) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.385(2) . ?
C8 C13 1.388(2) . ?
C9 C10 1.397(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.407(2) . ?
C10 C14 1.541(2) . ?
C11 C12 1.410(2) . ?
C12 C13 1.391(2) . ?
C12 C18 1.539(2) . ?
C13 H13 0.9500 . ?
C14 C17 1.534(2) . ?
C14 C16 1.537(2) . ?
C14 C15 1.539(2) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C21 1.538(2) . ?
C18 C19 1.538(2) . ?
C18 C20 1.539(2) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.393(2) . ?
C22 C27 1.401(2) . ?
C23 C24 1.394(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.387(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.398(2) . ?
C26 C27 1.371(2) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O3 H1 113.5(15) . . ?
C25 O4 C28 117.08(12) . . ?
C1 N1 N2 117.06(13) . . ?
N1 N2 C2 120.32(13) . . ?
N1 N2 H2N 120.2(12) . . ?
C2 N2 H2N 118.6(12) . . ?
O2 N3 O1 123.10(14) . . ?
O2 N3 C4 118.68(14) . . ?
O1 N3 C4 118.22(14) . . ?
N1 C1 C22 117.45(13) . . ?
N1 C1 C8 122.89(14) . . ?
C22 C1 C8 119.65(13) . . ?
N2 C2 C3 121.99(14) . . ?
N2 C2 C7 118.66(14) . . ?
C3 C2 C7 119.34(15) . . ?
C4 C3 C2 117.93(15) . . ?
C4 C3 H3 121.0 . . ?
C2 C3 H3 121.0 . . ?
C3 C4 C5 123.91(15) . . ?
C3 C4 N3 117.93(14) . . ?
C5 C4 N3 118.16(14) . . ?
C6 C5 C4 117.15(16) . . ?
C6 C5 H5 121.4 . . ?
C4 C5 H5 121.4 . . ?
C7 C6 C5 120.97(16) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C6 C7 C2 120.68(15) . . ?
C6 C7 H7 119.7 . . ?
C2 C7 H7 119.7 . . ?
C9 C8 C13 119.00(14) . . ?
C9 C8 C1 120.94(14) . . ?
C13 C8 C1 120.05(13) . . ?
C8 C9 C10 122.20(14) . . ?
C8 C9 H9 118.9 . . ?
C10 C9 H9 118.9 . . ?
C9 C10 C11 116.77(13) . . ?
C9 C10 C14 119.95(13) . . ?
C11 C10 C14 123.29(13) . . ?
O3 C11 C10 122.09(13) . . ?
O3 C11 C12 115.05(13) . . ?
C10 C11 C12 122.86(13) . . ?
C13 C12 C11 116.87(13) . . ?
C13 C12 C18 120.61(13) . . ?
C11 C12 C18 122.50(13) . . ?
C8 C13 C12 122.24(14) . . ?
C8 C13 H13 118.9 . . ?
C12 C13 H13 118.9 . . ?
C17 C14 C16 109.96(13) . . ?
C17 C14 C15 107.09(13) . . ?
C16 C14 C15 106.13(13) . . ?
C17 C14 C10 110.35(12) . . ?
C16 C14 C10 111.66(13) . . ?
C15 C14 C10 111.48(12) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C21 C18 C19 106.54(12) . . ?
C21 C18 C12 111.89(12) . . ?
C19 C18 C12 109.38(12) . . ?
C21 C18 C20 106.41(12) . . ?
C19 C18 C20 111.35(12) . . ?
C12 C18 C20 111.16(12) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C27 117.57(14) . . ?
C23 C22 C1 121.44(14) . . ?
C27 C22 C1 120.99(14) . . ?
C22 C23 C24 121.69(14) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 H23 119.2 . . ?
C25 C24 C23 119.40(15) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
O4 C25 C24 124.85(15) . . ?
O4 C25 C26 115.66(13) . . ?
C24 C25 C26 119.49(15) . . ?
C27 C26 C25 120.36(14) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C26 C27 C22 121.39(15) . . ?
C26 C27 H27 119.3 . . ?
C22 C27 H27 119.3 . . ?
O4 C28 H28A 109.5 . . ?
O4 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O4 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 C2 171.98(14) . . . . ?
N2 N1 C1 C22 -178.66(13) . . . . ?
N2 N1 C1 C8 0.0(2) . . . . ?
N1 N2 C2 C3 8.8(2) . . . . ?
N1 N2 C2 C7 -172.21(15) . . . . ?
N2 C2 C3 C4 178.16(15) . . . . ?
C7 C2 C3 C4 -0.8(2) . . . . ?
C2 C3 C4 C5 1.0(3) . . . . ?
C2 C3 C4 N3 -178.21(14) . . . . ?
O2 N3 C4 C3 -3.8(2) . . . . ?
O1 N3 C4 C3 175.66(16) . . . . ?
O2 N3 C4 C5 176.95(15) . . . . ?
O1 N3 C4 C5 -3.6(2) . . . . ?
C3 C4 C5 C6 -0.4(3) . . . . ?
N3 C4 C5 C6 178.73(15) . . . . ?
C4 C5 C6 C7 -0.2(3) . . . . ?
C5 C6 C7 C2 0.3(3) . . . . ?
N2 C2 C7 C6 -178.79(16) . . . . ?
C3 C2 C7 C6 0.2(2) . . . . ?
N1 C1 C8 C9 88.59(19) . . . . ?
C22 C1 C8 C9 -92.81(18) . . . . ?
N1 C1 C8 C13 -90.24(19) . . . . ?
C22 C1 C8 C13 88.36(18) . . . . ?
C13 C8 C9 C10 -1.4(2) . . . . ?
C1 C8 C9 C10 179.77(14) . . . . ?
C8 C9 C10 C11 1.7(2) . . . . ?
C8 C9 C10 C14 -178.14(14) . . . . ?
C9 C10 C11 O3 179.13(13) . . . . ?
C14 C10 C11 O3 -1.1(2) . . . . ?
C9 C10 C11 C12 0.2(2) . . . . ?
C14 C10 C11 C12 179.97(14) . . . . ?
O3 C11 C12 C13 178.77(13) . . . . ?
C10 C11 C12 C13 -2.2(2) . . . . ?
O3 C11 C12 C18 -2.7(2) . . . . ?
C10 C11 C12 C18 176.37(14) . . . . ?
C9 C8 C13 C12 -0.8(2) . . . . ?
C1 C8 C13 C12 178.03(14) . . . . ?
C11 C12 C13 C8 2.5(2) . . . . ?
C18 C12 C13 C8 -176.06(14) . . . . ?
C9 C10 C14 C17 115.36(15) . . . . ?
C11 C10 C14 C17 -64.45(18) . . . . ?
C9 C10 C14 C16 -122.02(15) . . . . ?
C11 C10 C14 C16 58.16(19) . . . . ?
C9 C10 C14 C15 -3.51(19) . . . . ?
C11 C10 C14 C15 176.68(14) . . . . ?
C13 C12 C18 C21 -0.74(19) . . . . ?
C11 C12 C18 C21 -179.24(13) . . . . ?
C13 C12 C18 C19 117.07(15) . . . . ?
C11 C12 C18 C19 -61.43(18) . . . . ?
C13 C12 C18 C20 -119.56(15) . . . . ?
C11 C12 C18 C20 61.94(18) . . . . ?
N1 C1 C22 C23 -166.98(15) . . . . ?
C8 C1 C22 C23 14.3(2) . . . . ?
N1 C1 C22 C27 13.6(2) . . . . ?
C8 C1 C22 C27 -165.12(14) . . . . ?
C27 C22 C23 C24 -2.3(2) . . . . ?
C1 C22 C23 C24 178.21(15) . . . . ?
C22 C23 C24 C25 0.5(2) . . . . ?
C28 O4 C25 C24 -0.2(2) . . . . ?
C28 O4 C25 C26 179.52(14) . . . . ?
C23 C24 C25 O4 -177.92(15) . . . . ?
C23 C24 C25 C26 2.3(2) . . . . ?
O4 C25 C26 C27 176.96(14) . . . . ?
C24 C25 C26 C27 -3.3(2) . . . . ?
C25 C26 C27 C22 1.4(2) . . . . ?
C23 C22 C27 C26 1.4(2) . . . . ?
C1 C22 C27 C26 -179.15(15) . . . . ?

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
O3 H1 O4 0.88(2) 2.33(2) 2.9683(15) 129.8(19) 1_455 yes

_refine_diff_density_max         0.256
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.052



