# Electronic Supplementary Material (ESI) for ChemComm.
# 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. 
# 
#######################################################################

data_exp_6222
_database_code_depnum_ccdc_archive 'CCDC 1972128'
loop_
_audit_author_name
_audit_author_address
'Tanumay Sarkar'
;IIT Guwahati
India
;
_audit_update_record             
;
2019-12-16 deposited with the CCDC.	2020-02-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H29 N3'
_chemical_formula_weight         335.48

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   16.2354(8)
_cell_length_b                   5.8866(4)
_cell_length_c                   20.5287(11)
_cell_angle_alpha                90
_cell_angle_beta                 93.513(4)
_cell_angle_gamma                90
_cell_volume                     1958.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1886
_cell_measurement_theta_min      3.1030
_cell_measurement_theta_max      26.8500

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.138
_exptl_crystal_F_000             728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.067
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7231
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -3
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.514
_diffrn_reflns_theta_max         25.049
_diffrn_reflns_theta_full        25.049
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3450
_reflns_number_gt                2277
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0863P)²+0.2869P] 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_number_reflns         3450
_refine_ls_number_parameters     229
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0846
_refine_ls_R_factor_gt           0.0532
_refine_ls_wR_factor_ref         0.1764
_refine_ls_wR_factor_gt          0.1448
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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
N8 N 0.31979(9) 0.4303(3) 0.55478(8) 0.0410(5) Uani 1 1 d . . . . .
N2 N 0.21071(10) 0.3209(3) 0.44721(8) 0.0452(5) Uani 1 1 d . . . . .
N6 N 0.18627(10) 0.3217(3) 0.51532(8) 0.0470(5) Uani 1 1 d . . . . .
C10 C 0.32466(12) 0.2238(4) 0.37947(10) 0.0437(5) Uani 1 1 d . . . . .
C7 C 0.23322(11) 0.5014(4) 0.55074(10) 0.0417(5) Uani 1 1 d . . . . .
H7 H 0.2275 0.6441 0.5263 0.050 Uiso 1 1 calc R U . . .
C17 C 0.19880(12) 0.5310(4) 0.61684(10) 0.0453(6) Uani 1 1 d . . . . .
C1 C 0.29611(12) 0.2406(4) 0.44799(10) 0.0446(6) Uani 1 1 d . . . . .
H1 H 0.2996 0.0901 0.4684 0.054 Uiso 1 1 calc R U . . .
C13 C 0.38603(13) 0.1958(4) 0.25416(10) 0.0493(6) Uani 1 1 d . . . . .
C23 C 0.37535(12) 0.5697(4) 0.59878(10) 0.0465(6) Uani 1 1 d . . . . .
H23 H 0.3484 0.5825 0.6401 0.056 Uiso 1 1 calc R U . . .
C9 C 0.34874(12) 0.4063(4) 0.48914(10) 0.0466(6) Uani 1 1 d . . . . .
H9A H 0.4054 0.3535 0.4922 0.056 Uiso 1 1 calc R U . . .
H9B H 0.3476 0.5536 0.4679 0.056 Uiso 1 1 calc R U . . .
C11 C 0.30932(14) 0.3940(4) 0.33371(11) 0.0529(6) Uani 1 1 d . . . . .
H11 H 0.2785 0.5201 0.3446 0.063 Uiso 1 1 calc R U . . .
C15 C 0.37071(14) 0.0397(4) 0.36113(11) 0.0525(6) Uani 1 1 d . . . . .
H15 H 0.3818 -0.0778 0.3907 0.063 Uiso 1 1 calc R U . . .
C14 C 0.40050(14) 0.0274(4) 0.29979(12) 0.0573(7) Uani 1 1 d . . . . .
H14 H 0.4313 -0.0987 0.2889 0.069 Uiso 1 1 calc R U . . .
C22 C 0.20500(14) 0.3578(5) 0.66242(11) 0.0563(6) Uani 1 1 d . . . . .
H22 H 0.2322 0.2242 0.6525 0.068 Uiso 1 1 calc R U . . .
C12 C 0.33907(14) 0.3797(4) 0.27217(11) 0.0552(6) Uani 1 1 d . . . . .
H12 H 0.3274 0.4956 0.2423 0.066 Uiso 1 1 calc R U . . .
C25 C 0.45613(13) 0.4464(5) 0.61421(12) 0.0610(7) Uani 1 1 d . . . . .
H25A H 0.4451 0.2929 0.6268 0.091 Uiso 1 1 calc R U . . .
H25B H 0.4866 0.5225 0.6493 0.091 Uiso 1 1 calc R U . . .
H25C H 0.4879 0.4457 0.5763 0.091 Uiso 1 1 calc R U . . .
C18 C 0.15815(14) 0.7269(5) 0.63242(13) 0.0609(7) Uani 1 1 d . . . . .
H18 H 0.1538 0.8459 0.6026 0.073 Uiso 1 1 calc R U . . .
C5 C 0.09793(13) 0.3699(5) 0.50502(11) 0.0648(8) Uani 1 1 d . . . . .
H5A H 0.0885 0.5284 0.4940 0.078 Uiso 1 1 calc R U . . .
H5B H 0.0689 0.3331 0.5435 0.078 Uiso 1 1 calc R U . . .
C3 C 0.15100(14) 0.1586(5) 0.41710(12) 0.0651(8) Uani 1 1 d . . . . .
H3A H 0.1677 0.0034 0.4268 0.078 Uiso 1 1 calc R U . . .
H3B H 0.1455 0.1786 0.3701 0.078 Uiso 1 1 calc R U . . .
C16 C 0.42001(16) 0.1829(5) 0.18731(12) 0.0713(8) Uani 1 1 d . . . . .
H16A H 0.4576 0.0574 0.1860 0.107 Uiso 1 1 calc R U . . .
H16B H 0.4485 0.3214 0.1786 0.107 Uiso 1 1 calc R U . . .
H16C H 0.3755 0.1616 0.1549 0.107 Uiso 1 1 calc R U . . .
C24 C 0.39080(17) 0.8105(5) 0.57633(14) 0.0771(9) Uani 1 1 d . . . . .
H24A H 0.4179 0.8068 0.5361 0.116 Uiso 1 1 calc R U . . .
H24B H 0.4252 0.8882 0.6089 0.116 Uiso 1 1 calc R U . . .
H24C H 0.3391 0.8891 0.5698 0.116 Uiso 1 1 calc R U . . .
C21 C 0.17181(17) 0.3792(6) 0.72194(13) 0.0753(9) Uani 1 1 d . . . . .
H21 H 0.1772 0.2619 0.7522 0.090 Uiso 1 1 calc R U . . .
C4 C 0.07070(15) 0.2154(6) 0.44793(12) 0.0785(10) Uani 1 1 d . . . . .
H4A H 0.0443 0.0791 0.4631 0.094 Uiso 1 1 calc R U . . .
H4B H 0.0328 0.2936 0.4172 0.094 Uiso 1 1 calc R U . . .
C19 C 0.12351(16) 0.7483(6) 0.69233(16) 0.0812(10) Uani 1 1 d . . . . .
H19 H 0.0955 0.8804 0.7023 0.097 Uiso 1 1 calc R U . . .
C20 C 0.13071(17) 0.5739(8) 0.73671(15) 0.0870(11) Uani 1 1 d . . . . .
H20 H 0.1076 0.5879 0.7769 0.104 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
N8 C9 1.461(2) . ?
N8 C7 1.464(2) . ?
N8 C23 1.484(3) . ?
N2 C1 1.464(3) . ?
N2 C3 1.470(3) . ?
N2 N6 1.477(2) . ?
N6 C5 1.465(3) . ?
N6 C7 1.470(3) . ?
C10 C15 1.381(3) . ?
C10 C11 1.386(3) . ?
C10 C1 1.511(3) . ?
C7 C17 1.509(3) . ?
C17 C18 1.376(3) . ?
C17 C22 1.383(3) . ?
C1 C9 1.519(3) . ?
C13 C14 1.374(3) . ?
C13 C12 1.387(3) . ?
C13 C16 1.512(3) . ?
C23 C25 1.515(3) . ?
C23 C24 1.516(3) . ?
C11 C12 1.382(3) . ?
C15 C14 1.378(3) . ?
C22 C21 1.371(3) . ?
C18 C19 1.389(4) . ?
C5 C4 1.527(3) . ?
C3 C4 1.521(4) . ?
C21 C20 1.369(5) . ?
C19 C20 1.373(5) . ?

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
C9 N8 C7 109.72(14) . . ?
C9 N8 C23 113.39(16) . . ?
C7 N8 C23 114.96(17) . . ?
C1 N2 C3 113.22(19) . . ?
C1 N2 N6 107.46(14) . . ?
C3 N2 N6 101.05(15) . . ?
C5 N6 C7 113.93(18) . . ?
C5 N6 N2 100.45(15) . . ?
C7 N6 N2 108.02(15) . . ?
C15 C10 C11 117.4(2) . . ?
C15 C10 C1 120.5(2) . . ?
C11 C10 C1 122.1(2) . . ?
N8 C7 N6 106.82(16) . . ?
N8 C7 C17 112.90(15) . . ?
N6 C7 C17 108.56(16) . . ?
C18 C17 C22 118.5(2) . . ?
C18 C17 C7 121.0(2) . . ?
C22 C17 C7 120.5(2) . . ?
N2 C1 C10 110.82(16) . . ?
N2 C1 C9 107.38(18) . . ?
C10 C1 C9 111.44(17) . . ?
C14 C13 C12 117.1(2) . . ?
C14 C13 C16 121.7(2) . . ?
C12 C13 C16 121.2(2) . . ?
N8 C23 C25 110.39(19) . . ?
N8 C23 C24 115.95(18) . . ?
C25 C23 C24 110.7(2) . . ?
N8 C9 C1 111.92(17) . . ?
C12 C11 C10 121.1(2) . . ?
C14 C15 C10 121.1(2) . . ?
C13 C14 C15 122.0(2) . . ?
C21 C22 C17 121.2(3) . . ?
C11 C12 C13 121.3(2) . . ?
C17 C18 C19 120.5(3) . . ?
N6 C5 C4 103.3(2) . . ?
N2 C3 C4 104.0(2) . . ?
C20 C21 C22 119.9(3) . . ?
C3 C4 C5 103.59(18) . . ?
C20 C19 C18 119.8(3) . . ?
C21 C20 C19 120.1(3) . . ?

_refine_diff_density_max         0.126
_refine_diff_density_min         -0.162
_refine_diff_density_rms         0.036

####################################################################### 
# 
# 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_TS-PR5-2
_database_code_depnum_ccdc_archive 'CCDC 1972182'
loop_
_audit_author_name
_audit_author_address
'Tanumay Sarkar'
;IIT Guwahati
India
;
_audit_update_record             
;
2019-12-16 deposited with the CCDC.	2020-02-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H33 N3 O2'
_chemical_formula_sum            'C28 H33 N3 O2'
_chemical_formula_weight         443.57

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      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                   6.1688(8)
_cell_length_b                   10.0037(13)
_cell_length_c                   20.560(3)
_cell_angle_alpha                103.548(5)
_cell_angle_beta                 91.180(5)
_cell_angle_gamma                95.599(5)
_cell_volume                     1226.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1863
_cell_measurement_theta_min      1.020
_cell_measurement_theta_max      24.234

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_F_000             476.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.977
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(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            26867
_diffrn_reflns_av_unetI/netI     0.0758
_diffrn_reflns_av_R_equivalents  0.1149
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.020
_diffrn_reflns_theta_max         24.234
_diffrn_reflns_theta_full        24.234
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3951
_reflns_number_gt                2297
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.2219P] 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_number_reflns         3951
_refine_ls_number_parameters     301
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1299
_refine_ls_R_factor_gt           0.0668
_refine_ls_wR_factor_ref         0.2092
_refine_ls_wR_factor_gt          0.1608
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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
N001 N 0.1828(4) 0.6224(2) 0.84779(12) 0.0414(7) Uani 1 1 d . . . . .
N002 N 0.2221(4) 0.5006(2) 0.87405(12) 0.0428(7) Uani 1 1 d . . . . .
O4 O -0.1037(4) 1.0460(3) 0.68801(13) 0.0678(8) Uani 1 1 d . . . . .
N004 N 0.2251(4) 0.4988(3) 0.73619(12) 0.0442(7) Uani 1 1 d . . . . .
C005 C 0.0176(5) 0.7014(3) 0.75762(15) 0.0397(8) Uani 1 1 d . . . . .
C006 C 0.0748(5) 0.5765(3) 0.78118(15) 0.0418(8) Uani 1 1 d . . . . .
H006 H -0.058590 0.516182 0.783283 0.050 Uiso 1 1 calc R U . . .
C007 C 0.4432(5) 0.3053(3) 0.85674(15) 0.0414(8) Uani 1 1 d . . . . .
C008 C 0.3835(5) 0.4297(3) 0.83310(15) 0.0416(8) Uani 1 1 d . . . . .
H008 H 0.514853 0.493986 0.834270 0.050 Uiso 1 1 calc R U . . .
C009 C -0.0756(5) 0.9300(3) 0.71057(16) 0.0470(8) Uani 1 1 d . . . . .
C00A C 0.2883(5) 0.3829(3) 0.76190(15) 0.0471(8) Uani 1 1 d . . . . .
H00A H 0.395093 0.336820 0.733285 0.056 Uiso 1 1 calc R U . . .
H00B H 0.161451 0.316687 0.760505 0.056 Uiso 1 1 calc R U . . .
C00B C 0.1759(5) 0.8092(3) 0.75780(16) 0.0486(9) Uani 1 1 d . . . . .
H00C H 0.316778 0.804696 0.773524 0.058 Uiso 1 1 calc R U . . .
C00C C 0.2956(5) 0.2296(3) 0.88763(16) 0.0491(9) Uani 1 1 d . . . . .
H00D H 0.159528 0.259905 0.897434 0.059 Uiso 1 1 calc R U . . .
C00D C -0.2363(5) 0.8254(3) 0.71067(17) 0.0521(9) Uani 1 1 d . . . . .
H00E H -0.377010 0.830005 0.694818 0.062 Uiso 1 1 calc R U . . .
C00E C 0.5448(6) 0.0595(3) 0.88966(16) 0.0499(9) Uani 1 1 d . . . . .
C00F C 0.1305(5) 0.9231(4) 0.73533(17) 0.0524(9) Uani 1 1 d . . . . .
H00F H 0.239086 0.995290 0.736896 0.063 Uiso 1 1 calc R U . . .
C00G C -0.1878(5) 0.7124(3) 0.73458(16) 0.0493(9) Uani 1 1 d . . . . .
H00G H -0.298146 0.642232 0.734931 0.059 Uiso 1 1 calc R U . . .
C00H C 0.3001(6) 0.5698(3) 0.94274(16) 0.0543(9) Uani 1 1 d . . . . .
H00H H 0.448429 0.612782 0.943697 0.065 Uiso 1 1 calc R U . . .
H00I H 0.294574 0.504945 0.971289 0.065 Uiso 1 1 calc R U . . .
C00I C 0.6417(5) 0.2558(4) 0.84291(17) 0.0555(9) Uani 1 1 d . . . . .
H00J H 0.744855 0.304737 0.822616 0.067 Uiso 1 1 calc R U . . .
C00J C 0.3470(6) 0.1098(4) 0.90413(17) 0.0549(9) Uani 1 1 d . . . . .
H00K H 0.245506 0.062089 0.925527 0.066 Uiso 1 1 calc R U . . .
C00K C 0.6910(5) 0.1347(4) 0.85854(18) 0.0560(9) Uani 1 1 d . . . . .
H00L H 0.825827 0.103284 0.847854 0.067 Uiso 1 1 calc R U . . .
C00L C 0.1213(6) 0.4453(4) 0.66853(16) 0.0561(9) Uani 1 1 d . . . . .
H00M H 0.065461 0.520909 0.653581 0.067 Uiso 1 1 calc R U . . .
H00N H -0.001404 0.378217 0.670666 0.067 Uiso 1 1 calc R U . . .
O3 O 0.6773(6) 0.1858(4) 0.47439(17) 0.1182(12) Uani 1 1 d . . . . .
C00N C 0.2752(6) 0.3785(4) 0.61837(16) 0.0541(9) Uani 1 1 d . . . . .
C00O C 0.0440(6) 0.6944(4) 0.89846(16) 0.0569(9) Uani 1 1 d . . . . .
H00O H -0.105770 0.652533 0.891164 0.068 Uiso 1 1 calc R U . . .
H00P H 0.048046 0.791256 0.897840 0.068 Uiso 1 1 calc R U . . .
C00P C 0.4518(7) 0.4539(4) 0.60081(19) 0.0693(11) Uani 1 1 d . . . . .
H00Q H 0.478976 0.547580 0.621289 0.083 Uiso 1 1 calc R U . . .
C00Q C 0.5527(7) 0.2565(5) 0.52260(19) 0.0721(12) Uani 1 1 d . . . . .
C00R C 0.1425(6) 0.6777(4) 0.96455(18) 0.0672(11) Uani 1 1 d . . . . .
H00R H 0.218450 0.764245 0.989978 0.081 Uiso 1 1 calc R U . . .
H00S H 0.030722 0.645945 0.991581 0.081 Uiso 1 1 calc R U . . .
C00S C 0.5912(7) 0.3939(5) 0.5532(2) 0.0758(12) Uani 1 1 d . . . . .
H00T H 0.710663 0.446954 0.542051 0.091 Uiso 1 1 calc R U . . .
C00T C 0.6033(7) -0.0708(4) 0.9071(2) 0.0724(11) Uani 1 1 d . . . . .
H00U H 0.472396 -0.127001 0.912164 0.109 Uiso 1 1 calc R U . . .
H00V H 0.689906 -0.047508 0.948251 0.109 Uiso 1 1 calc R U . . .
H00W H 0.684756 -0.120934 0.871906 0.109 Uiso 1 1 calc R U . . .
C00U C 0.2435(7) 0.2391(4) 0.5878(2) 0.0730(11) Uani 1 1 d . . . . .
H8A H 0.126777 0.184854 0.599668 0.088 Uiso 1 1 calc R U . . .
C00V C -0.3107(6) 1.0591(4) 0.6614(2) 0.0833(13) Uani 1 1 d . . . . .
H6A H -0.350885 0.982697 0.623760 0.125 Uiso 1 1 calc R U . . .
H4A H -0.305955 1.144073 0.647127 0.125 Uiso 1 1 calc R U . . .
H2A H -0.416202 1.059392 0.695058 0.125 Uiso 1 1 calc R U . . .
C00W C 0.3802(8) 0.1788(5) 0.5404(2) 0.0866(13) Uani 1 1 d . . . . .
H7A H 0.355135 0.084786 0.520351 0.104 Uiso 1 1 calc R U . . .
C00X C 0.8578(9) 0.2590(7) 0.4523(3) 0.133(2) Uani 1 1 d . . . . .
H5A H 0.807710 0.327695 0.431637 0.200 Uiso 1 1 calc R U . . .
H3A H 0.933200 0.195797 0.420443 0.200 Uiso 1 1 calc R U . . .
H1A H 0.955015 0.303202 0.489915 0.200 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
N001 C006 1.462(4) . ?
N001 C00O 1.464(4) . ?
N001 N002 1.481(3) . ?
N002 C008 1.448(4) . ?
N002 C00H 1.467(4) . ?
O4 C009 1.371(4) . ?
O4 C00V 1.409(4) . ?
N004 C00A 1.463(4) . ?
N004 C006 1.469(4) . ?
N004 C00L 1.476(4) . ?
C005 C00G 1.367(4) . ?
C005 C00B 1.382(4) . ?
C005 C006 1.510(4) . ?
C006 H006 0.9800 . ?
C007 C00I 1.376(4) . ?
C007 C00C 1.386(4) . ?
C007 C008 1.513(4) . ?
C008 C00A 1.516(4) . ?
C008 H008 0.9800 . ?
C009 C00D 1.370(4) . ?
C009 C00F 1.373(4) . ?
C00A H00A 0.9700 . ?
C00A H00B 0.9700 . ?
C00B C00F 1.376(4) . ?
C00B H00C 0.9300 . ?
C00C C00J 1.382(4) . ?
C00C H00D 0.9300 . ?
C00D C00G 1.389(4) . ?
C00D H00E 0.9300 . ?
C00E C00J 1.377(5) . ?
C00E C00K 1.380(4) . ?
C00E C00T 1.504(4) . ?
C00F H00F 0.9300 . ?
C00G H00G 0.9300 . ?
C00H C00R 1.520(5) . ?
C00H H00H 0.9700 . ?
C00H H00I 0.9700 . ?
C00I C00K 1.383(4) . ?
C00I H00J 0.9300 . ?
C00J H00K 0.9300 . ?
C00K H00L 0.9300 . ?
C00L C00N 1.501(5) . ?
C00L H00M 0.9700 . ?
C00L H00N 0.9700 . ?
O3 C00Q 1.372(5) . ?
O3 C00X 1.414(6) . ?
C00N C00P 1.368(5) . ?
C00N C00U 1.381(5) . ?
C00O C00R 1.528(5) . ?
C00O H00O 0.9700 . ?
C00O H00P 0.9700 . ?
C00P C00S 1.385(5) . ?
C00P H00Q 0.9300 . ?
C00Q C00W 1.364(6) . ?
C00Q C00S 1.365(6) . ?
C00R H00R 0.9700 . ?
C00R H00S 0.9700 . ?
C00S H00T 0.9300 . ?
C00T H00U 0.9600 . ?
C00T H00V 0.9600 . ?
C00T H00W 0.9600 . ?
C00U C00W 1.373(6) . ?
C00U H8A 0.9300 . ?
C00V H6A 0.9600 . ?
C00V H4A 0.9600 . ?
C00V H2A 0.9600 . ?
C00W H7A 0.9300 . ?
C00X H5A 0.9600 . ?
C00X H3A 0.9600 . ?
C00X H1A 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
C006 N001 C00O 113.3(2) . . ?
C006 N001 N002 109.7(2) . . ?
C00O N001 N002 101.5(2) . . ?
C008 N002 C00H 114.6(2) . . ?
C008 N002 N001 107.0(2) . . ?
C00H N002 N001 100.1(2) . . ?
C009 O4 C00V 118.6(3) . . ?
C00A N004 C006 110.4(2) . . ?
C00A N004 C00L 109.2(2) . . ?
C006 N004 C00L 110.3(2) . . ?
C00G C005 C00B 117.4(3) . . ?
C00G C005 C006 122.4(3) . . ?
C00B C005 C006 120.2(3) . . ?
N001 C006 N004 107.9(2) . . ?
N001 C006 C005 109.1(2) . . ?
N004 C006 C005 111.3(2) . . ?
N001 C006 H006 109.5 . . ?
N004 C006 H006 109.5 . . ?
C005 C006 H006 109.5 . . ?
C00I C007 C00C 117.3(3) . . ?
C00I C007 C008 120.6(3) . . ?
C00C C007 C008 121.9(3) . . ?
N002 C008 C007 111.9(2) . . ?
N002 C008 C00A 107.8(2) . . ?
C007 C008 C00A 109.2(2) . . ?
N002 C008 H008 109.3 . . ?
C007 C008 H008 109.3 . . ?
C00A C008 H008 109.3 . . ?
C00D C009 O4 124.8(3) . . ?
C00D C009 C00F 119.6(3) . . ?
O4 C009 C00F 115.6(3) . . ?
N004 C00A C008 112.0(3) . . ?
N004 C00A H00A 109.2 . . ?
C008 C00A H00A 109.2 . . ?
N004 C00A H00B 109.2 . . ?
C008 C00A H00B 109.2 . . ?
H00A C00A H00B 107.9 . . ?
C00F C00B C005 121.7(3) . . ?
C00F C00B H00C 119.1 . . ?
C005 C00B H00C 119.1 . . ?
C00J C00C C007 121.2(3) . . ?
C00J C00C H00D 119.4 . . ?
C007 C00C H00D 119.4 . . ?
C009 C00D C00G 119.6(3) . . ?
C009 C00D H00E 120.2 . . ?
C00G C00D H00E 120.2 . . ?
C00J C00E C00K 117.1(3) . . ?
C00J C00E C00T 122.3(3) . . ?
C00K C00E C00T 120.6(3) . . ?
C009 C00F C00B 119.9(3) . . ?
C009 C00F H00F 120.1 . . ?
C00B C00F H00F 120.1 . . ?
C005 C00G C00D 121.8(3) . . ?
C005 C00G H00G 119.1 . . ?
C00D C00G H00G 119.1 . . ?
N002 C00H C00R 103.5(3) . . ?
N002 C00H H00H 111.1 . . ?
C00R C00H H00H 111.1 . . ?
N002 C00H H00I 111.1 . . ?
C00R C00H H00I 111.1 . . ?
H00H C00H H00I 109.0 . . ?
C007 C00I C00K 121.4(3) . . ?
C007 C00I H00J 119.3 . . ?
C00K C00I H00J 119.3 . . ?
C00E C00J C00C 121.6(3) . . ?
C00E C00J H00K 119.2 . . ?
C00C C00J H00K 119.2 . . ?
C00E C00K C00I 121.5(3) . . ?
C00E C00K H00L 119.2 . . ?
C00I C00K H00L 119.2 . . ?
N004 C00L C00N 112.8(3) . . ?
N004 C00L H00M 109.0 . . ?
C00N C00L H00M 109.0 . . ?
N004 C00L H00N 109.0 . . ?
C00N C00L H00N 109.0 . . ?
H00M C00L H00N 107.8 . . ?
C00Q O3 C00X 118.8(4) . . ?
C00P C00N C00U 117.4(3) . . ?
C00P C00N C00L 121.1(3) . . ?
C00U C00N C00L 121.5(4) . . ?
N001 C00O C00R 104.0(3) . . ?
N001 C00O H00O 111.0 . . ?
C00R C00O H00O 111.0 . . ?
N001 C00O H00P 111.0 . . ?
C00R C00O H00P 111.0 . . ?
H00O C00O H00P 109.0 . . ?
C00N C00P C00S 121.4(4) . . ?
C00N C00P H00Q 119.3 . . ?
C00S C00P H00Q 119.3 . . ?
C00W C00Q C00S 119.7(4) . . ?
C00W C00Q O3 115.0(4) . . ?
C00S C00Q O3 125.3(4) . . ?
C00H C00R C00O 103.6(3) . . ?
C00H C00R H00R 111.0 . . ?
C00O C00R H00R 111.0 . . ?
C00H C00R H00S 111.0 . . ?
C00O C00R H00S 111.0 . . ?
H00R C00R H00S 109.0 . . ?
C00Q C00S C00P 119.8(4) . . ?
C00Q C00S H00T 120.1 . . ?
C00P C00S H00T 120.1 . . ?
C00E C00T H00U 109.5 . . ?
C00E C00T H00V 109.5 . . ?
H00U C00T H00V 109.5 . . ?
C00E C00T H00W 109.5 . . ?
H00U C00T H00W 109.5 . . ?
H00V C00T H00W 109.5 . . ?
C00W C00U C00N 121.5(4) . . ?
C00W C00U H8A 119.2 . . ?
C00N C00U H8A 119.2 . . ?
O4 C00V H6A 109.5 . . ?
O4 C00V H4A 109.5 . . ?
H6A C00V H4A 109.5 . . ?
O4 C00V H2A 109.5 . . ?
H6A C00V H2A 109.5 . . ?
H4A C00V H2A 109.5 . . ?
C00Q C00W C00U 120.0(4) . . ?
C00Q C00W H7A 120.0 . . ?
C00U C00W H7A 120.0 . . ?
O3 C00X H5A 109.5 . . ?
O3 C00X H3A 109.5 . . ?
H5A C00X H3A 109.5 . . ?
O3 C00X H1A 109.5 . . ?
H5A C00X H1A 109.5 . . ?
H3A C00X H1A 109.5 . . ?

_refine_diff_density_max         0.175
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.045

