# 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_ec3p
_database_code_depnum_ccdc_archive 'CCDC 1954846'
loop_
_audit_author_name
_audit_author_address
'B. Sathish Kumar'
;Research Scholar, School of Chemistry, University of Hyderabad
India
;
_audit_update_record             
;
2019-09-20 deposited with the CCDC.	2020-04-06 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         'C20 H23 N3'
_chemical_formula_sum            'C20 H23 N3'
_chemical_formula_weight         305.41

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/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                   20.236(3)
_cell_length_b                   9.7971(16)
_cell_length_c                   17.139(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.473(5)
_cell_angle_gamma                90
_cell_volume                     3391.6(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    6562
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      23.15

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_F_000             1312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6612
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      297(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            43978
_diffrn_reflns_av_unetI/netI     0.0615
_diffrn_reflns_av_R_equivalents  0.1080
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.310
_diffrn_reflns_theta_max         25.716
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6418
_reflns_number_gt                4007
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (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+0.4217P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0128(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6418
_refine_ls_number_parameters     448
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1112
_refine_ls_R_factor_gt           0.0596
_refine_ls_wR_factor_ref         0.1849
_refine_ls_wR_factor_gt          0.1575
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_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
N5 N 0.42159(9) 0.7242(2) 0.82338(11) 0.0362(5) Uani 1 1 d . . . . .
N2 N 0.16134(10) 0.5891(2) 0.49433(12) 0.0410(5) Uani 1 1 d . . . . .
N6 N 0.50461(11) 0.7019(2) 0.68917(11) 0.0428(5) Uani 1 1 d . . . . .
N4 N 0.36235(11) 0.6855(2) 0.66708(12) 0.0427(5) Uani 1 1 d . . . . .
N1 N 0.14820(12) 0.4040(3) 0.62521(13) 0.0516(6) Uani 1 1 d . . . . .
N3 N 0.05916(12) 0.6426(3) 0.60932(13) 0.0550(6) Uani 1 1 d . . . . .
C31 C 0.36661(12) 0.6414(3) 0.82787(13) 0.0409(6) Uani 1 1 d . . . . .
C28 C 0.47793(12) 0.6562(2) 0.85043(13) 0.0374(6) Uani 1 1 d . . . . .
C11 C 0.17111(12) 0.4578(3) 0.46860(14) 0.0449(6) Uani 1 1 d . . . . .
C29 C 0.45756(14) 0.5316(3) 0.87556(14) 0.0493(7) Uani 1 1 d . . . . .
H29 H 0.4847 0.4642 0.8985 0.059 Uiso 1 1 calc R U . . .
C21 C 0.51883(14) 0.6577(3) 0.61577(15) 0.0489(7) Uani 1 1 d . . . . .
C30 C 0.38838(14) 0.5227(3) 0.86079(15) 0.0528(7) Uani 1 1 d . . . . .
H30 H 0.3621 0.4480 0.8718 0.063 Uiso 1 1 calc R U . . .
C24 C 0.55241(11) 0.6641(2) 0.74472(15) 0.0420(6) Uani 1 1 d . . . . .
C35 C 0.30961(11) 0.7299(3) 0.70681(15) 0.0444(6) Uani 1 1 d . . . . .
C10 C 0.12172(15) 0.4329(3) 0.41315(15) 0.0580(8) Uani 1 1 d . . . . .
H10 H 0.1160 0.3529 0.3843 0.070 Uiso 1 1 calc R U . . .
C8 C 0.10492(12) 0.6451(3) 0.45834(14) 0.0440(6) Uani 1 1 d . . . . .
C25 C 0.54608(11) 0.7030(2) 0.82956(14) 0.0411(6) Uani 1 1 d . . . . .
C26 C 0.55596(13) 0.8578(3) 0.83758(15) 0.0462(6) Uani 1 1 d . . . . .
H26A H 0.6000 0.8813 0.8244 0.069 Uiso 1 1 calc R U . . .
H26B H 0.5497 0.8848 0.8905 0.069 Uiso 1 1 calc R U . . .
H26C H 0.5244 0.9041 0.8029 0.069 Uiso 1 1 calc R U . . .
C9 C 0.08060(14) 0.5496(3) 0.40699(15) 0.0563(8) Uani 1 1 d . . . . .
H9 H 0.0431 0.5592 0.3733 0.068 Uiso 1 1 calc R U . . .
C38 C 0.36175(14) 0.7413(3) 0.59261(14) 0.0481(7) Uani 1 1 d . . . . .
C40 C 0.47591(18) 0.6801(3) 0.54681(16) 0.0615(8) Uani 1 1 d . . . . .
H40 H 0.4960 0.6659 0.5001 0.074 Uiso 1 1 calc R U . . .
C2 C 0.06449(12) 0.6498(3) 0.69014(16) 0.0571(8) Uani 1 1 d . . . . .
C39 C 0.41258(17) 0.7175(3) 0.53776(15) 0.0605(8) Uani 1 1 d . . . . .
H39 H 0.3980 0.7312 0.4859 0.073 Uiso 1 1 calc R U . . .
C18 C 0.12390(15) 0.3427(3) 0.69004(16) 0.0591(8) Uani 1 1 d . . . . .
C32 C 0.29988(12) 0.6854(3) 0.79002(16) 0.0493(7) Uani 1 1 d . . . . .
C19 C 0.07947(16) 0.4065(4) 0.74023(17) 0.0695(9) Uani 1 1 d . . . . .
H19 H 0.0651 0.3497 0.7792 0.083 Uiso 1 1 calc R U . . .
C20 C 0.05459(15) 0.5330(5) 0.74167(16) 0.0731(10) Uani 1 1 d . . . . .
H20 H 0.0266 0.5495 0.7817 0.088 Uiso 1 1 calc R U . . .
C12 C 0.21938(13) 0.3637(3) 0.51302(16) 0.0519(7) Uani 1 1 d . . . . .
C15 C 0.18765(13) 0.3182(3) 0.58641(16) 0.0508(7) Uani 1 1 d . . . . .
C14 C 0.28463(13) 0.4397(3) 0.5354(2) 0.0660(8) Uani 1 1 d . . . . .
H14A H 0.3021 0.4774 0.4893 0.099 Uiso 1 1 calc R U . . .
H14B H 0.3161 0.3770 0.5596 0.099 Uiso 1 1 calc R U . . .
H14C H 0.2762 0.5119 0.5714 0.099 Uiso 1 1 calc R U . . .
C1 C 0.07551(12) 0.7652(3) 0.57593(17) 0.0520(7) Uani 1 1 d . . . . .
C5 C 0.07725(12) 0.7768(3) 0.48759(17) 0.0535(7) Uani 1 1 d . . . . .
C23 C 0.59907(13) 0.5933(3) 0.7062(2) 0.0643(8) Uani 1 1 d . . . . .
H23 H 0.6375 0.5541 0.7287 0.077 Uiso 1 1 calc R U . . .
C33 C 0.26983(15) 0.8026(4) 0.8358(2) 0.0717(9) Uani 1 1 d . . . . .
H33A H 0.3002 0.8780 0.8391 0.107 Uiso 1 1 calc R U . . .
H33B H 0.2616 0.7719 0.8875 0.107 Uiso 1 1 calc R U . . .
H33C H 0.2289 0.8312 0.8095 0.107 Uiso 1 1 calc R U . . .
C3 C 0.08349(15) 0.7811(4) 0.7066(2) 0.0737(10) Uani 1 1 d . . . . .
H3 H 0.0907 0.8178 0.7564 0.088 Uiso 1 1 calc R U . . .
C34 C 0.25245(15) 0.5619(4) 0.7884(2) 0.0727(9) Uani 1 1 d . . . . .
H34A H 0.2098 0.5890 0.7661 0.109 Uiso 1 1 calc R U . . .
H34B H 0.2481 0.5296 0.8407 0.109 Uiso 1 1 calc R U . . .
H34C H 0.2699 0.4903 0.7574 0.109 Uiso 1 1 calc R U . . .
C27 C 0.59915(14) 0.6293(3) 0.88154(19) 0.0647(8) Uani 1 1 d . . . . .
H27A H 0.5952 0.5325 0.8736 0.097 Uiso 1 1 calc R U . . .
H27B H 0.5932 0.6503 0.9354 0.097 Uiso 1 1 calc R U . . .
H27C H 0.6423 0.6588 0.8682 0.097 Uiso 1 1 calc R U . . .
C22 C 0.57795(15) 0.5911(3) 0.6258(2) 0.0676(9) Uani 1 1 d . . . . .
H22 H 0.6007 0.5507 0.5862 0.081 Uiso 1 1 calc R U . . .
C4 C 0.09037(14) 0.8520(3) 0.6356(2) 0.0676(9) Uani 1 1 d . . . . .
H4 H 0.1030 0.9428 0.6309 0.081 Uiso 1 1 calc R U . . .
C36 C 0.27397(14) 0.8144(3) 0.6562(2) 0.0652(8) Uani 1 1 d . . . . .
H36 H 0.2352 0.8602 0.6666 0.078 Uiso 1 1 calc R U . . .
C37 C 0.30621(15) 0.8197(3) 0.58560(19) 0.0630(8) Uani 1 1 d . . . . .
H37 H 0.2918 0.8688 0.5414 0.076 Uiso 1 1 calc R U . . .
C6 C 0.12094(15) 0.8989(3) 0.4663(2) 0.0732(9) Uani 1 1 d . . . . .
H6A H 0.1647 0.8872 0.4902 0.110 Uiso 1 1 calc R U . . .
H6B H 0.1022 0.9819 0.4850 0.110 Uiso 1 1 calc R U . . .
H6C H 0.1231 0.9037 0.4106 0.110 Uiso 1 1 calc R U . . .
C7 C 0.00658(14) 0.7978(4) 0.4505(2) 0.0776(10) Uani 1 1 d . . . . .
H7A H 0.0074 0.7940 0.3946 0.116 Uiso 1 1 calc R U . . .
H7B H -0.0098 0.8852 0.4658 0.116 Uiso 1 1 calc R U . . .
H7C H -0.0219 0.7273 0.4682 0.116 Uiso 1 1 calc R U . . .
C17 C 0.15075(19) 0.2142(4) 0.6917(2) 0.0816(11) Uani 1 1 d . . . . .
H17 H 0.1440 0.1480 0.7292 0.098 Uiso 1 1 calc R U . . .
C13 C 0.2347(2) 0.2391(4) 0.4628(2) 0.0857(11) Uani 1 1 d . . . . .
H13A H 0.1941 0.1949 0.4454 0.129 Uiso 1 1 calc R U . . .
H13B H 0.2620 0.1764 0.4933 0.129 Uiso 1 1 calc R U . . .
H13C H 0.2576 0.2683 0.4182 0.129 Uiso 1 1 calc R U . . .
C16 C 0.18987(19) 0.1989(3) 0.6278(2) 0.0782(10) Uani 1 1 d . . . . .
H16 H 0.2134 0.1210 0.6156 0.094 Uiso 1 1 calc R U . . .
H5N H 0.4192(14) 0.809(3) 0.8079(16) 0.056(8) Uiso 1 1 d . . . . .
H2N H 0.1889(12) 0.634(3) 0.5287(15) 0.042(7) Uiso 1 1 d . . . . .
H6N H 0.4688(16) 0.759(3) 0.6998(18) 0.077(10) Uiso 1 1 d . . . . .
H4N H 0.3912(13) 0.629(3) 0.6864(16) 0.049(8) Uiso 1 1 d . . . . .
H1N H 0.1343(15) 0.483(3) 0.6133(18) 0.068(10) Uiso 1 1 d . . . . .
H3N H 0.0420(15) 0.571(3) 0.5822(18) 0.066(9) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N5 C28 1.376(3) . ?
N5 C31 1.382(3) . ?
N5 H5N 0.87(3) . ?
N2 C11 1.378(3) . ?
N2 C8 1.378(3) . ?
N2 H2N 0.90(3) . ?
N6 C24 1.367(3) . ?
N6 C21 1.377(3) . ?
N6 H6N 0.94(3) . ?
N4 C35 1.371(3) . ?
N4 C38 1.388(3) . ?
N4 H4N 0.86(3) . ?
N1 C15 1.360(4) . ?
N1 C18 1.379(3) . ?
N1 H1N 0.85(3) . ?
N3 C1 1.379(4) . ?
N3 C2 1.385(4) . ?
N3 H3N 0.90(3) . ?
C31 C30 1.354(4) . ?
C31 C32 1.524(4) . ?
C28 C29 1.366(3) . ?
C28 C25 1.517(3) . ?
C11 C10 1.359(4) . ?
C11 C12 1.514(4) . ?
C29 C30 1.410(4) . ?
C29 H29 0.9300 . ?
C21 C22 1.365(4) . ?
C21 C40 1.440(4) . ?
C30 H30 0.9300 . ?
C24 C23 1.372(4) . ?
C24 C25 1.516(4) . ?
C35 C36 1.372(4) . ?
C35 C32 1.516(4) . ?
C10 C9 1.414(4) . ?
C10 H10 0.9300 . ?
C8 C9 1.357(4) . ?
C8 C5 1.505(4) . ?
C25 C27 1.534(4) . ?
C25 C26 1.535(3) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C9 H9 0.9300 . ?
C38 C37 1.360(4) . ?
C38 C39 1.454(4) . ?
C40 C39 1.333(4) . ?
C40 H40 0.9300 . ?
C2 C3 1.366(4) . ?
C2 C20 1.467(5) . ?
C39 H39 0.9300 . ?
C18 C17 1.371(5) . ?
C18 C19 1.426(5) . ?
C32 C33 1.538(4) . ?
C32 C34 1.543(4) . ?
C19 C20 1.339(5) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C12 C15 1.514(4) . ?
C12 C13 1.536(4) . ?
C12 C14 1.544(4) . ?
C15 C16 1.366(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C1 C4 1.351(4) . ?
C1 C5 1.521(4) . ?
C5 C7 1.543(4) . ?
C5 C6 1.544(4) . ?
C23 C22 1.418(5) . ?
C23 H23 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C3 C4 1.415(5) . ?
C3 H3 0.9300 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C22 H22 0.9300 . ?
C4 H4 0.9300 . ?
C36 C37 1.409(4) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C17 C16 1.398(5) . ?
C17 H17 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C16 H16 0.9300 . ?

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
C28 N5 C31 110.5(2) . . ?
C28 N5 H5N 126.4(19) . . ?
C31 N5 H5N 123.0(19) . . ?
C11 N2 C8 111.1(2) . . ?
C11 N2 H2N 124.7(16) . . ?
C8 N2 H2N 124.2(16) . . ?
C24 N6 C21 111.9(2) . . ?
C24 N6 H6N 123.1(19) . . ?
C21 N6 H6N 124.7(19) . . ?
C35 N4 C38 111.6(2) . . ?
C35 N4 H4N 123.2(18) . . ?
C38 N4 H4N 125.3(18) . . ?
C15 N1 C18 111.9(3) . . ?
C15 N1 H1N 130(2) . . ?
C18 N1 H1N 118(2) . . ?
C1 N3 C2 111.4(3) . . ?
C1 N3 H3N 124.0(19) . . ?
C2 N3 H3N 124.2(19) . . ?
C30 C31 N5 106.5(2) . . ?
C30 C31 C32 132.6(2) . . ?
N5 C31 C32 120.4(2) . . ?
C29 C28 N5 106.2(2) . . ?
C29 C28 C25 129.8(2) . . ?
N5 C28 C25 121.4(2) . . ?
C10 C11 N2 106.1(2) . . ?
C10 C11 C12 131.8(3) . . ?
N2 C11 C12 120.5(2) . . ?
C28 C29 C30 108.3(2) . . ?
C28 C29 H29 125.9 . . ?
C30 C29 H29 125.9 . . ?
C22 C21 N6 105.4(3) . . ?
C22 C21 C40 131.0(3) . . ?
N6 C21 C40 123.6(3) . . ?
C31 C30 C29 108.4(2) . . ?
C31 C30 H30 125.8 . . ?
C29 C30 H30 125.8 . . ?
N6 C24 C23 106.3(2) . . ?
N6 C24 C25 120.2(2) . . ?
C23 C24 C25 133.6(2) . . ?
N4 C35 C36 105.8(2) . . ?
N4 C35 C32 121.7(2) . . ?
C36 C35 C32 132.5(3) . . ?
C11 C10 C9 108.2(3) . . ?
C11 C10 H10 125.9 . . ?
C9 C10 H10 125.9 . . ?
C9 C8 N2 105.9(2) . . ?
C9 C8 C5 132.9(2) . . ?
N2 C8 C5 120.5(2) . . ?
C24 C25 C28 106.32(19) . . ?
C24 C25 C27 110.0(2) . . ?
C28 C25 C27 109.6(2) . . ?
C24 C25 C26 108.4(2) . . ?
C28 C25 C26 113.16(19) . . ?
C27 C25 C26 109.3(2) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C8 C9 C10 108.7(2) . . ?
C8 C9 H9 125.6 . . ?
C10 C9 H9 125.6 . . ?
C37 C38 N4 105.4(3) . . ?
C37 C38 C39 130.3(3) . . ?
N4 C38 C39 124.4(3) . . ?
C39 C40 C21 131.7(3) . . ?
C39 C40 H40 114.2 . . ?
C21 C40 H40 114.2 . . ?
C3 C2 N3 105.0(3) . . ?
C3 C2 C20 131.1(3) . . ?
N3 C2 C20 123.9(3) . . ?
C40 C39 C38 133.0(3) . . ?
C40 C39 H39 113.5 . . ?
C38 C39 H39 113.5 . . ?
C17 C18 N1 104.8(3) . . ?
C17 C18 C19 130.8(3) . . ?
N1 C18 C19 124.4(3) . . ?
C35 C32 C31 108.63(19) . . ?
C35 C32 C33 110.1(2) . . ?
C31 C32 C33 111.2(2) . . ?
C35 C32 C34 109.0(2) . . ?
C31 C32 C34 108.7(2) . . ?
C33 C32 C34 109.3(2) . . ?
C20 C19 C18 132.0(3) . . ?
C20 C19 H19 114.0 . . ?
C18 C19 H19 114.0 . . ?
C19 C20 C2 130.2(3) . . ?
C19 C20 H20 114.9 . . ?
C2 C20 H20 114.9 . . ?
C15 C12 C11 107.7(2) . . ?
C15 C12 C13 110.0(3) . . ?
C11 C12 C13 110.4(2) . . ?
C15 C12 C14 109.6(2) . . ?
C11 C12 C14 110.3(2) . . ?
C13 C12 C14 108.9(3) . . ?
N1 C15 C16 106.1(3) . . ?
N1 C15 C12 121.0(2) . . ?
C16 C15 C12 132.9(3) . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C4 C1 N3 106.4(3) . . ?
C4 C1 C5 133.6(3) . . ?
N3 C1 C5 119.9(2) . . ?
C8 C5 C1 107.4(2) . . ?
C8 C5 C7 109.4(2) . . ?
C1 C5 C7 110.1(2) . . ?
C8 C5 C6 110.8(2) . . ?
C1 C5 C6 109.9(2) . . ?
C7 C5 C6 109.2(2) . . ?
C24 C23 C22 107.5(3) . . ?
C24 C23 H23 126.3 . . ?
C22 C23 H23 126.3 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C2 C3 C4 109.0(3) . . ?
C2 C3 H3 125.5 . . ?
C4 C3 H3 125.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C21 C22 C23 108.9(2) . . ?
C21 C22 H22 125.5 . . ?
C23 C22 H22 125.5 . . ?
C1 C4 C3 108.2(3) . . ?
C1 C4 H4 125.9 . . ?
C3 C4 H4 125.9 . . ?
C35 C36 C37 108.2(3) . . ?
C35 C36 H36 125.9 . . ?
C37 C36 H36 125.9 . . ?
C38 C37 C36 109.1(3) . . ?
C38 C37 H37 125.5 . . ?
C36 C37 H37 125.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
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 . . ?
C18 C17 C16 109.0(3) . . ?
C18 C17 H17 125.5 . . ?
C16 C17 H17 125.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C16 C17 108.2(3) . . ?
C15 C16 H16 125.9 . . ?
C17 C16 H16 125.9 . . ?

_refine_diff_density_max         0.186
_refine_diff_density_min         -0.173
_refine_diff_density_rms         0.038

####################################################################### 
# 
# 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_bc3p
_database_code_depnum_ccdc_archive 'CCDC 1954848'
loop_
_audit_author_name
_audit_author_address
'B. Sathish Kumar'
;Research Scholar, School of Chemistry, University of Hyderabad
India
;
_audit_update_record             
;
2019-09-20 deposited with the CCDC.	2020-04-06 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         'C24 H25 N3'
_chemical_formula_sum            'C24 H25 N3'
_chemical_formula_weight         355.47

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'

_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                   11.3125(17)
_cell_length_b                   9.7429(13)
_cell_length_c                   17.745(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.103(5)
_cell_angle_gamma                90
_cell_volume                     1948.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    5153
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      21.30

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_F_000             760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6825
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      299(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            47223
_diffrn_reflns_av_unetI/netI     0.0506
_diffrn_reflns_av_R_equivalents  0.1477
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.228
_diffrn_reflns_theta_max         25.119
_diffrn_reflns_theta_full        25.119
_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             3477
_reflns_number_gt                2258
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (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+0.0761P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.013(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3477
_refine_ls_number_parameters     261
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1080
_refine_ls_R_factor_gt           0.0603
_refine_ls_wR_factor_ref         0.1727
_refine_ls_wR_factor_gt          0.1496
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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
N1 N 0.07559(19) 0.3795(2) 0.14142(12) 0.0403(5) Uani 1 1 d . . . . .
N3 N -0.03244(19) 0.3765(2) 0.29576(12) 0.0464(6) Uani 1 1 d . . . . .
N2 N 0.1105(2) 0.1391(2) 0.25746(12) 0.0448(6) Uani 1 1 d . . . . .
C16 C -0.0796(2) 0.5580(3) 0.15420(14) 0.0432(7) Uani 1 1 d . . . . .
C1 C -0.0406(2) 0.4207(3) 0.13091(13) 0.0405(6) Uani 1 1 d . . . . .
C11 C -0.0204(2) 0.3205(3) 0.36665(14) 0.0447(7) Uani 1 1 d . . . . .
C4 C 0.0887(2) 0.2479(2) 0.11516(13) 0.0424(7) Uani 1 1 d . . . . .
C14 C -0.0806(2) 0.5054(2) 0.29551(14) 0.0413(6) Uani 1 1 d . . . . .
C15 C -0.0992(2) 0.5948(3) 0.22858(15) 0.0441(7) Uani 1 1 d . . . . .
C9 C 0.1314(2) 0.1568(2) 0.33424(14) 0.0430(6) Uani 1 1 d . . . . .
C10 C 0.0289(2) 0.1765(3) 0.38186(14) 0.0481(7) Uani 1 1 d . . . . .
C5 C 0.2029(3) 0.1705(3) 0.13614(15) 0.0519(8) Uani 1 1 d . . . . .
C6 C 0.2115(2) 0.1603(2) 0.22156(15) 0.0459(7) Uani 1 1 d . . . . .
C12 C -0.0636(3) 0.4160(3) 0.41278(16) 0.0581(8) Uani 1 1 d . . . . .
H12 H -0.0681 0.4068 0.4646 0.070 Uiso 1 1 calc R U . . .
C13 C -0.1001(3) 0.5305(3) 0.36916(16) 0.0569(8) Uani 1 1 d . . . . .
H13 H -0.1324 0.6105 0.3873 0.068 Uiso 1 1 calc R U . . .
C7 C 0.2993(2) 0.1858(3) 0.27738(17) 0.0533(7) Uani 1 1 d . . . . .
H7 H 0.3785 0.2028 0.2704 0.064 Uiso 1 1 calc R U . . .
C8 C 0.2499(2) 0.1820(2) 0.34783(16) 0.0498(7) Uani 1 1 d . . . . .
H8 H 0.2910 0.1945 0.3951 0.060 Uiso 1 1 calc R U . . .
C2 C -0.1012(3) 0.3135(3) 0.09619(16) 0.0607(8) Uani 1 1 d . . . . .
H2 H -0.1822 0.3116 0.0814 0.073 Uiso 1 1 calc R U . . .
C3 C -0.0206(3) 0.2067(3) 0.08665(16) 0.0600(8) Uani 1 1 d . . . . .
H3 H -0.0391 0.1219 0.0645 0.072 Uiso 1 1 calc R U . . .
C17 C -0.0962(3) 0.6566(3) 0.09702(17) 0.0607(8) Uani 1 1 d . . . . .
H17 H -0.0820 0.6332 0.0478 0.073 Uiso 1 1 calc R U . . .
C20 C -0.1371(2) 0.7293(3) 0.24084(19) 0.0606(8) Uani 1 1 d . . . . .
H20 H -0.1515 0.7555 0.2896 0.073 Uiso 1 1 calc R U . . .
C22 C 0.3101(3) 0.2487(3) 0.11126(19) 0.0739(10) Uani 1 1 d . . . . .
H22A H 0.3015 0.2602 0.0573 0.111 Uiso 1 1 calc R U . . .
H22B H 0.3812 0.1978 0.1256 0.111 Uiso 1 1 calc R U . . .
H22C H 0.3148 0.3371 0.1352 0.111 Uiso 1 1 calc R U . . .
C23 C -0.0687(3) 0.0705(3) 0.36263(17) 0.0641(9) Uani 1 1 d . . . . .
H23A H -0.0999 0.0817 0.3109 0.096 Uiso 1 1 calc R U . . .
H23B H -0.1312 0.0834 0.3952 0.096 Uiso 1 1 calc R U . . .
H23C H -0.0364 -0.0202 0.3698 0.096 Uiso 1 1 calc R U . . .
C19 C -0.1536(3) 0.8229(3) 0.1837(2) 0.0750(10) Uani 1 1 d . . . . .
H19 H -0.1790 0.9113 0.1937 0.090 Uiso 1 1 calc R U . . .
C18 C -0.1329(3) 0.7864(3) 0.1117(2) 0.0771(10) Uani 1 1 d . . . . .
H18 H -0.1437 0.8502 0.0727 0.093 Uiso 1 1 calc R U . . .
C21 C 0.1978(3) 0.0267(3) 0.10058(18) 0.0809(11) Uani 1 1 d . . . . .
H21A H 0.1315 -0.0228 0.1172 0.121 Uiso 1 1 calc R U . . .
H21B H 0.2699 -0.0218 0.1158 0.121 Uiso 1 1 calc R U . . .
H21C H 0.1889 0.0347 0.0465 0.121 Uiso 1 1 calc R U . . .
C24 C 0.0746(3) 0.1652(4) 0.46557(16) 0.0759(10) Uani 1 1 d . . . . .
H24A H 0.1083 0.0758 0.4753 0.114 Uiso 1 1 calc R U . . .
H24B H 0.0100 0.1788 0.4964 0.114 Uiso 1 1 calc R U . . .
H24C H 0.1342 0.2339 0.4775 0.114 Uiso 1 1 calc R U . . .
H2N H 0.040(3) 0.121(3) 0.2319(16) 0.067(9) Uiso 1 1 d . . . . .
H1N H 0.135(2) 0.432(3) 0.1637(14) 0.053(8) Uiso 1 1 d . . . . .
H3N H -0.012(3) 0.337(3) 0.2555(18) 0.084(11) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.371(3) . ?
N1 C4 1.377(3) . ?
N3 C11 1.367(3) . ?
N3 C14 1.369(3) . ?
N2 C6 1.372(3) . ?
N2 C9 1.373(3) . ?
C16 C17 1.398(4) . ?
C16 C15 1.404(4) . ?
C16 C1 1.479(4) . ?
C1 C2 1.367(4) . ?
C11 C12 1.359(4) . ?
C11 C10 1.524(4) . ?
C4 C3 1.355(4) . ?
C4 C5 1.514(4) . ?
C14 C13 1.367(4) . ?
C14 C15 1.472(3) . ?
C15 C20 1.402(4) . ?
C9 C8 1.363(4) . ?
C9 C10 1.507(4) . ?
C10 C23 1.528(4) . ?
C10 C24 1.533(4) . ?
C5 C6 1.513(4) . ?
C5 C22 1.530(4) . ?
C5 C21 1.535(4) . ?
C6 C7 1.362(4) . ?
C12 C13 1.399(4) . ?
C7 C8 1.415(4) . ?
C2 C3 1.404(4) . ?
C17 C18 1.363(4) . ?
C20 C19 1.364(4) . ?
C19 C18 1.367(4) . ?

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 N1 C4 111.0(2) . . ?
C11 N3 C14 112.1(2) . . ?
C6 N2 C9 111.4(2) . . ?
C17 C16 C15 119.0(2) . . ?
C17 C16 C1 116.3(2) . . ?
C15 C16 C1 124.7(2) . . ?
C2 C1 N1 105.9(2) . . ?
C2 C1 C16 131.9(2) . . ?
N1 C1 C16 122.2(2) . . ?
C12 C11 N3 105.6(2) . . ?
C12 C11 C10 132.0(2) . . ?
N3 C11 C10 122.3(2) . . ?
C3 C4 N1 106.3(2) . . ?
C3 C4 C5 132.4(2) . . ?
N1 C4 C5 119.7(2) . . ?
C13 C14 N3 105.0(2) . . ?
C13 C14 C15 129.9(2) . . ?
N3 C14 C15 125.0(2) . . ?
C20 C15 C16 117.4(3) . . ?
C20 C15 C14 116.8(3) . . ?
C16 C15 C14 125.7(2) . . ?
C8 C9 N2 106.1(2) . . ?
C8 C9 C10 132.2(2) . . ?
N2 C9 C10 120.0(2) . . ?
C9 C10 C11 107.79(19) . . ?
C9 C10 C23 111.4(2) . . ?
C11 C10 C23 109.7(2) . . ?
C9 C10 C24 108.9(2) . . ?
C11 C10 C24 108.9(2) . . ?
C23 C10 C24 110.0(2) . . ?
C6 C5 C4 104.84(19) . . ?
C6 C5 C22 109.8(2) . . ?
C4 C5 C22 111.2(2) . . ?
C6 C5 C21 110.4(2) . . ?
C4 C5 C21 110.7(2) . . ?
C22 C5 C21 109.7(2) . . ?
C7 C6 N2 105.9(2) . . ?
C7 C6 C5 133.9(2) . . ?
N2 C6 C5 119.5(2) . . ?
C11 C12 C13 108.5(2) . . ?
C14 C13 C12 108.8(2) . . ?
C6 C7 C8 108.5(2) . . ?
C9 C8 C7 108.0(2) . . ?
C1 C2 C3 108.4(3) . . ?
C4 C3 C2 108.4(2) . . ?
C18 C17 C16 121.5(3) . . ?
C19 C20 C15 122.2(3) . . ?
C20 C19 C18 119.8(3) . . ?
C17 C18 C19 120.0(3) . . ?

_refine_diff_density_max         0.222
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.041

####################################################################### 
# 
# 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_rc3p
_database_code_depnum_ccdc_archive 'CCDC 1954847'
loop_
_audit_author_name
_audit_author_address
'B. Sathish Kumar'
;Research Scholar, School of Chemistry, University of Hyderabad
India
;
_audit_update_record             
;
2019-09-20 deposited with the CCDC.	2020-04-06 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         'C20 H25 N3, H2 O'
_chemical_formula_sum            'C20 H27 N3 O'
_chemical_formula_weight         325.44

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/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                   18.2435(15)
_cell_length_b                   11.4952(9)
_cell_length_c                   18.5875(12)
_cell_angle_alpha                90
_cell_angle_beta                 110.086(2)
_cell_angle_gamma                90
_cell_volume                     3660.9(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9743
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      25.71

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_F_000             1408
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6805
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(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            74905
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.227
_diffrn_reflns_theta_max         25.737
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6968
_reflns_number_gt                5919
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (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+0.2653P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6968
_refine_ls_number_parameters     481
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0408
_refine_ls_wR_factor_ref         0.1390
_refine_ls_wR_factor_gt          0.1304
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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 0.26515(6) 0.49701(8) 0.75178(7) 0.0278(2) Uani 1 1 d . . . . .
O2 O 0.74260(7) 0.87405(8) 0.77126(6) 0.0295(2) Uani 1 1 d . . . . .
N5 N 0.65751(6) 0.63973(9) 0.74202(6) 0.0182(2) Uani 1 1 d . . . . .
N2 N 0.23210(6) 0.75896(10) 0.64664(6) 0.0230(3) Uani 1 1 d . . . . .
N6 N 0.81155(6) 0.56785(9) 0.85364(6) 0.0217(3) Uani 1 1 d . . . . .
N4 N 0.79169(6) 0.66100(10) 0.68408(6) 0.0221(3) Uani 1 1 d . . . . .
N3 N 0.15495(7) 0.68987(10) 0.75791(6) 0.0228(3) Uani 1 1 d . . . . .
N1 N 0.33678(7) 0.78516(11) 0.81073(7) 0.0286(3) Uani 1 1 d . . . . .
C28 C 0.62656(7) 0.59158(11) 0.67030(7) 0.0197(3) Uani 1 1 d . . . . .
C31 C 0.64625(7) 0.56794(11) 0.79641(7) 0.0198(3) Uani 1 1 d . . . . .
C24 C 0.73413(8) 0.61399(11) 0.62166(7) 0.0214(3) Uani 1 1 d . . . . .
C11 C 0.17098(8) 0.68681(12) 0.60914(7) 0.0229(3) Uani 1 1 d . . . . .
C35 C 0.77155(8) 0.62194(11) 0.89490(7) 0.0224(3) Uani 1 1 d . . . . .
C21 C 0.86287(8) 0.61023(11) 0.69498(8) 0.0243(3) Uani 1 1 d . . . . .
C10 C 0.20098(9) 0.59983(12) 0.57724(7) 0.0275(3) Uani 1 1 d . . . . .
H10 H 0.1723 0.5382 0.5462 0.033 Uiso 1 1 calc R U . . .
C15 C 0.10274(8) 0.74600(11) 0.69600(8) 0.0226(3) Uani 1 1 d . . . . .
C30 C 0.60356(8) 0.47491(11) 0.75802(8) 0.0243(3) Uani 1 1 d . . . . .
H30 H 0.5855 0.4118 0.7804 0.029 Uiso 1 1 calc R U . . .
C29 C 0.59094(8) 0.48958(11) 0.67850(8) 0.0238(3) Uani 1 1 d . . . . .
H29 H 0.5630 0.4382 0.6385 0.029 Uiso 1 1 calc R U . . .
C8 C 0.30140(8) 0.71678(11) 0.64321(8) 0.0234(3) Uani 1 1 d . . . . .
C38 C 0.88710(8) 0.60833(12) 0.87544(8) 0.0253(3) Uani 1 1 d . . . . .
C9 C 0.28279(9) 0.61817(12) 0.59885(8) 0.0279(3) Uani 1 1 d . . . . .
H9 H 0.3184 0.5705 0.5850 0.033 Uiso 1 1 calc R U . . .
C25 C 0.64786(8) 0.64039(11) 0.60396(7) 0.0224(3) Uani 1 1 d . . . . .
C23 C 0.77058(9) 0.53271(12) 0.59124(8) 0.0286(3) Uani 1 1 d . . . . .
H23 H 0.7462 0.4861 0.5473 0.034 Uiso 1 1 calc R U . . .
C16 C 0.07060(8) 0.83439(12) 0.72465(9) 0.0293(3) Uani 1 1 d . . . . .
H16 H 0.0324 0.8881 0.6953 0.035 Uiso 1 1 calc R U . . .
C4 C 0.38491(8) 0.73506(11) 0.77608(9) 0.0291(3) Uani 1 1 d . . . . .
C32 C 0.68586(8) 0.59530(12) 0.88062(7) 0.0235(3) Uani 1 1 d . . . . .
C40 C 0.93478(8) 0.63759(12) 0.76200(8) 0.0285(3) Uani 1 1 d . . . . .
H40A H 0.9353 0.7220 0.7726 0.034 Uiso 1 1 calc R U . . .
H40B H 0.9811 0.6203 0.7476 0.034 Uiso 1 1 calc R U . . .
C22 C 0.85085(9) 0.53070(12) 0.63697(8) 0.0299(3) Uani 1 1 d . . . . .
H22 H 0.8896 0.4826 0.6288 0.036 Uiso 1 1 calc R U . . .
C27 C 0.63095(9) 0.77208(12) 0.59441(8) 0.0274(3) Uani 1 1 d . . . . .
H27A H 0.5752 0.7858 0.5840 0.041 Uiso 1 1 calc R U . . .
H27B H 0.6454 0.8015 0.5516 0.041 Uiso 1 1 calc R U . . .
H27C H 0.6615 0.8126 0.6416 0.041 Uiso 1 1 calc R U . . .
C17 C 0.10414(9) 0.83188(12) 0.80539(9) 0.0319(3) Uani 1 1 d . . . . .
H17 H 0.0921 0.8830 0.8399 0.038 Uiso 1 1 calc R U . . .
C26 C 0.59933(9) 0.57819(13) 0.52972(8) 0.0319(3) Uani 1 1 d . . . . .
H26A H 0.6098 0.4944 0.5351 0.048 Uiso 1 1 calc R U . . .
H26B H 0.6136 0.6082 0.4869 0.048 Uiso 1 1 calc R U . . .
H26C H 0.5437 0.5922 0.5197 0.048 Uiso 1 1 calc R U . . .
C18 C 0.15703(9) 0.74269(12) 0.82505(8) 0.0268(3) Uani 1 1 d . . . . .
C33 C 0.64774(9) 0.70165(14) 0.90355(9) 0.0338(4) Uani 1 1 d . . . . .
H33A H 0.6747 0.7190 0.9579 0.051 Uiso 1 1 calc R U . . .
H33B H 0.5927 0.6849 0.8948 0.051 Uiso 1 1 calc R U . . .
H7N H 0.6516 0.7688 0.8726 0.051 Uiso 1 1 calc R U . . .
C36 C 0.82262(9) 0.69753(14) 0.94422(8) 0.0334(3) Uani 1 1 d . . . . .
H36 H 0.8114 0.7471 0.9800 0.040 Uiso 1 1 calc R U . . .
C1 C 0.34303(9) 0.72860(12) 0.87800(8) 0.0343(4) Uani 1 1 d . . . . .
C37 C 0.89522(9) 0.68845(14) 0.93230(9) 0.0361(4) Uani 1 1 d . . . . .
H37 H 0.9414 0.7305 0.9590 0.043 Uiso 1 1 calc R U . . .
C39 C 0.94263(8) 0.57066(13) 0.83652(9) 0.0306(3) Uani 1 1 d . . . . .
H39A H 0.9344 0.4868 0.8243 0.037 Uiso 1 1 calc R U . . .
H39B H 0.9966 0.5803 0.8728 0.037 Uiso 1 1 calc R U . . .
C12 C 0.09143(8) 0.70817(14) 0.61496(8) 0.0302(3) Uani 1 1 d . . . . .
C5 C 0.37883(8) 0.76606(12) 0.69496(9) 0.0302(3) Uani 1 1 d . . . . .
C6 C 0.38255(9) 0.89842(13) 0.68419(10) 0.0372(4) Uani 1 1 d . . . . .
H6A H 0.3388 0.9358 0.6943 0.056 Uiso 1 1 calc R U . . .
H6B H 0.3794 0.9151 0.6315 0.056 Uiso 1 1 calc R U . . .
H6C H 0.4318 0.9286 0.7199 0.056 Uiso 1 1 calc R U . . .
C3 C 0.42378(9) 0.64608(13) 0.82336(10) 0.0396(4) Uani 1 1 d . . . . .
H3 H 0.4615 0.5961 0.8150 0.047 Uiso 1 1 calc R U . . .
C19 C 0.21270(11) 0.70420(14) 0.90085(8) 0.0386(4) Uani 1 1 d . . . . .
H19A H 0.2192 0.6188 0.8994 0.046 Uiso 1 1 calc R U . . .
H19B H 0.1893 0.7211 0.9405 0.046 Uiso 1 1 calc R U . . .
C34 C 0.67828(10) 0.48992(14) 0.92867(9) 0.0395(4) Uani 1 1 d . . . . .
H34A H 0.7028 0.4219 0.9146 0.059 Uiso 1 1 calc R U . . .
H34B H 0.6229 0.4737 0.9188 0.059 Uiso 1 1 calc R U . . .
H34C H 0.7042 0.5071 0.9832 0.059 Uiso 1 1 calc R U . . .
C2 C 0.39750(10) 0.64229(13) 0.88684(9) 0.0437(4) Uani 1 1 d . . . . .
H2 H 0.4147 0.5891 0.9284 0.052 Uiso 1 1 calc R U . . .
C20 C 0.29463(11) 0.76168(14) 0.92519(8) 0.0418(4) Uani 1 1 d . . . . .
H20A H 0.2879 0.8472 0.9228 0.050 Uiso 1 1 calc R U . . .
H20B H 0.3236 0.7408 0.9792 0.050 Uiso 1 1 calc R U . . .
C7 C 0.44585(10) 0.70848(15) 0.67576(12) 0.0479(5) Uani 1 1 d . . . . .
H7A H 0.4959 0.7387 0.7101 0.072 Uiso 1 1 calc R U . . .
H7B H 0.4404 0.7259 0.6226 0.072 Uiso 1 1 calc R U . . .
H7C H 0.4440 0.6241 0.6824 0.072 Uiso 1 1 calc R U . . .
C13 C 0.04826(10) 0.8046(2) 0.55895(10) 0.0562(6) Uani 1 1 d . . . . .
H13A H -0.0020 0.8203 0.5653 0.084 Uiso 1 1 calc R U . . .
H13B H 0.0393 0.7793 0.5063 0.084 Uiso 1 1 calc R U . . .
H13C H 0.0800 0.8755 0.5696 0.084 Uiso 1 1 calc R U . . .
C14 C 0.04328(12) 0.5951(2) 0.59594(11) 0.0595(6) Uani 1 1 d . . . . .
H14A H 0.0699 0.5344 0.6327 0.089 Uiso 1 1 calc R U . . .
H14B H 0.0378 0.5698 0.5440 0.089 Uiso 1 1 calc R U . . .
H14C H -0.0085 0.6091 0.5990 0.089 Uiso 1 1 calc R U . . .
H5N H 0.6840(10) 0.7071(15) 0.7528(9) 0.028(4) Uiso 1 1 d . . . . .
H4N H 0.7856(10) 0.7160(16) 0.7151(10) 0.041(5) Uiso 1 1 d . . . . .
H3N H 0.1879(10) 0.6306(14) 0.7551(9) 0.028(4) Uiso 1 1 d . . . . .
H2N H 0.2292(10) 0.8189(16) 0.6770(10) 0.040(5) Uiso 1 1 d . . . . .
H6N H 0.7900(10) 0.5136(15) 0.8146(10) 0.036(4) Uiso 1 1 d . . . . .
H1N H 0.3042(11) 0.8479(16) 0.7951(10) 0.046(5) Uiso 1 1 d . . . . .
H3Z H 0.7242(15) 0.904(2) 0.8085(14) 0.084(8) Uiso 1 1 d . . . . .
H4Z H 0.7941(16) 0.889(2) 0.7891(14) 0.079(8) Uiso 1 1 d . . . . .
H1Z H 0.3099(14) 0.5190(18) 0.7839(13) 0.060(6) Uiso 1 1 d . . . . .
H2Z H 0.2733(16) 0.508(2) 0.7114(16) 0.094(9) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 H1Z 0.87(2) . ?
O1 H2Z 0.82(3) . ?
O2 H3Z 0.93(3) . ?
O2 H4Z 0.90(3) . ?
N5 C28 1.3731(16) . ?
N5 C31 1.3740(16) . ?
N5 H5N 0.898(17) . ?
N2 C11 1.3722(17) . ?
N2 C8 1.3759(17) . ?
N2 H2N 0.903(18) . ?
N6 C35 1.3752(17) . ?
N6 C38 1.3772(17) . ?
N6 H6N 0.935(18) . ?
N4 C21 1.3737(18) . ?
N4 C24 1.3798(17) . ?
N4 H4N 0.887(19) . ?
N3 C18 1.3765(17) . ?
N3 C15 1.3766(17) . ?
N3 H3N 0.922(17) . ?
N1 C1 1.3789(19) . ?
N1 C4 1.380(2) . ?
N1 H1N 0.92(2) . ?
C28 C29 1.3742(18) . ?
C28 C25 1.5216(17) . ?
C31 C30 1.3703(18) . ?
C31 C32 1.5147(18) . ?
C24 C23 1.3759(19) . ?
C24 C25 1.5238(19) . ?
C11 C10 1.3689(19) . ?
C11 C12 1.5119(19) . ?
C35 C36 1.370(2) . ?
C35 C32 1.5242(19) . ?
C21 C22 1.3726(19) . ?
C21 C40 1.500(2) . ?
C10 C9 1.422(2) . ?
C10 H10 0.9500 . ?
C15 C16 1.369(2) . ?
C15 C12 1.5125(19) . ?
C30 C29 1.4257(19) . ?
C30 H30 0.9500 . ?
C29 H29 0.9500 . ?
C8 C9 1.3739(19) . ?
C8 C5 1.519(2) . ?
C38 C37 1.371(2) . ?
C38 C39 1.497(2) . ?
C9 H9 0.9500 . ?
C25 C26 1.5363(18) . ?
C25 C27 1.5429(19) . ?
C23 C22 1.419(2) . ?
C23 H23 0.9500 . ?
C16 C17 1.413(2) . ?
C16 H16 0.9500 . ?
C4 C3 1.376(2) . ?
C4 C5 1.516(2) . ?
C32 C33 1.5374(19) . ?
C32 C34 1.5391(19) . ?
C40 C39 1.548(2) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C22 H22 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C17 C18 1.369(2) . ?
C17 H17 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C18 C19 1.493(2) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H7N 0.9800 . ?
C36 C37 1.420(2) . ?
C36 H36 0.9500 . ?
C1 C2 1.374(2) . ?
C1 C20 1.492(2) . ?
C37 H37 0.9500 . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C12 C13 1.539(2) . ?
C12 C14 1.540(2) . ?
C5 C7 1.536(2) . ?
C5 C6 1.539(2) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C3 C2 1.419(3) . ?
C3 H3 0.9500 . ?
C19 C20 1.553(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C2 H2 0.9500 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 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
H1Z O1 H2Z 99(2) . . ?
H3Z O2 H4Z 105(2) . . ?
C28 N5 C31 110.90(11) . . ?
C28 N5 H5N 125.1(10) . . ?
C31 N5 H5N 124.0(10) . . ?
C11 N2 C8 111.27(11) . . ?
C11 N2 H2N 124.5(11) . . ?
C8 N2 H2N 123.3(12) . . ?
C35 N6 C38 110.63(11) . . ?
C35 N6 H6N 124.9(10) . . ?
C38 N6 H6N 124.4(10) . . ?
C21 N4 C24 111.44(11) . . ?
C21 N4 H4N 121.9(12) . . ?
C24 N4 H4N 126.6(12) . . ?
C18 N3 C15 110.30(11) . . ?
C18 N3 H3N 124.2(10) . . ?
C15 N3 H3N 125.2(10) . . ?
C1 N1 C4 111.01(13) . . ?
C1 N1 H1N 120.1(12) . . ?
C4 N1 H1N 128.9(12) . . ?
N5 C28 C29 106.78(11) . . ?
N5 C28 C25 120.26(11) . . ?
C29 C28 C25 131.81(11) . . ?
C30 C31 N5 106.70(11) . . ?
C30 C31 C32 133.18(12) . . ?
N5 C31 C32 119.79(11) . . ?
C23 C24 N4 106.01(12) . . ?
C23 C24 C25 130.97(12) . . ?
N4 C24 C25 122.34(11) . . ?
C10 C11 N2 106.59(12) . . ?
C10 C11 C12 133.32(13) . . ?
N2 C11 C12 119.87(12) . . ?
C36 C35 N6 106.90(12) . . ?
C36 C35 C32 131.68(12) . . ?
N6 C35 C32 121.40(11) . . ?
C22 C21 N4 106.22(12) . . ?
C22 C21 C40 130.56(13) . . ?
N4 C21 C40 123.12(12) . . ?
C11 C10 C9 107.84(12) . . ?
C11 C10 H10 126.1 . . ?
C9 C10 H10 126.1 . . ?
C16 C15 N3 106.77(12) . . ?
C16 C15 C12 132.12(13) . . ?
N3 C15 C12 121.09(12) . . ?
C31 C30 C29 107.94(11) . . ?
C31 C30 H30 126.0 . . ?
C29 C30 H30 126.0 . . ?
C28 C29 C30 107.57(11) . . ?
C28 C29 H29 126.2 . . ?
C30 C29 H29 126.2 . . ?
C9 C8 N2 106.08(12) . . ?
C9 C8 C5 132.21(13) . . ?
N2 C8 C5 120.58(12) . . ?
C37 C38 N6 106.62(12) . . ?
C37 C38 C39 130.92(14) . . ?
N6 C38 C39 122.35(12) . . ?
C8 C9 C10 108.12(12) . . ?
C8 C9 H9 125.9 . . ?
C10 C9 H9 125.9 . . ?
C28 C25 C24 106.49(10) . . ?
C28 C25 C26 109.12(11) . . ?
C24 C25 C26 109.57(11) . . ?
C28 C25 C27 111.01(10) . . ?
C24 C25 C27 111.78(11) . . ?
C26 C25 C27 108.81(11) . . ?
C24 C23 C22 108.06(12) . . ?
C24 C23 H23 126.0 . . ?
C22 C23 H23 126.0 . . ?
C15 C16 C17 108.11(13) . . ?
C15 C16 H16 125.9 . . ?
C17 C16 H16 125.9 . . ?
C3 C4 N1 106.44(14) . . ?
C3 C4 C5 130.96(14) . . ?
N1 C4 C5 121.67(12) . . ?
C31 C32 C35 108.57(10) . . ?
C31 C32 C33 110.54(11) . . ?
C35 C32 C33 109.06(11) . . ?
C31 C32 C34 109.27(11) . . ?
C35 C32 C34 110.38(12) . . ?
C33 C32 C34 109.01(12) . . ?
C21 C40 C39 115.15(11) . . ?
C21 C40 H40A 108.5 . . ?
C39 C40 H40A 108.5 . . ?
C21 C40 H40B 108.5 . . ?
C39 C40 H40B 108.5 . . ?
H40A C40 H40B 107.5 . . ?
C21 C22 C23 108.26(12) . . ?
C21 C22 H22 125.9 . . ?
C23 C22 H22 125.9 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C18 C17 C16 107.90(12) . . ?
C18 C17 H17 126.1 . . ?
C16 C17 H17 126.1 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C17 C18 N3 106.91(12) . . ?
C17 C18 C19 131.50(13) . . ?
N3 C18 C19 121.52(13) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H7N 109.5 . . ?
H33A C33 H7N 109.5 . . ?
H33B C33 H7N 109.5 . . ?
C35 C36 C37 107.78(13) . . ?
C35 C36 H36 126.1 . . ?
C37 C36 H36 126.1 . . ?
C2 C1 N1 106.27(15) . . ?
C2 C1 C20 131.59(14) . . ?
N1 C1 C20 122.12(14) . . ?
C38 C37 C36 108.06(13) . . ?
C38 C37 H37 126.0 . . ?
C36 C37 H37 126.0 . . ?
C38 C39 C40 114.76(12) . . ?
C38 C39 H39A 108.6 . . ?
C40 C39 H39A 108.6 . . ?
C38 C39 H39B 108.6 . . ?
C40 C39 H39B 108.6 . . ?
H39A C39 H39B 107.6 . . ?
C11 C12 C15 108.18(11) . . ?
C11 C12 C13 110.45(12) . . ?
C15 C12 C13 109.25(13) . . ?
C11 C12 C14 109.41(14) . . ?
C15 C12 C14 110.07(12) . . ?
C13 C12 C14 109.47(15) . . ?
C4 C5 C8 106.06(11) . . ?
C4 C5 C7 109.73(13) . . ?
C8 C5 C7 109.48(13) . . ?
C4 C5 C6 111.73(13) . . ?
C8 C5 C6 111.05(12) . . ?
C7 C5 C6 108.75(12) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C4 C3 C2 107.86(15) . . ?
C4 C3 H3 126.1 . . ?
C2 C3 H3 126.1 . . ?
C18 C19 C20 115.06(12) . . ?
C18 C19 H19A 108.5 . . ?
C20 C19 H19A 108.5 . . ?
C18 C19 H19B 108.5 . . ?
C20 C19 H19B 108.5 . . ?
H19A C19 H19B 107.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C1 C2 C3 108.40(14) . . ?
C1 C2 H2 125.8 . . ?
C3 C2 H2 125.8 . . ?
C1 C20 C19 115.16(13) . . ?
C1 C20 H20A 108.5 . . ?
C19 C20 H20A 108.5 . . ?
C1 C20 H20B 108.5 . . ?
C19 C20 H20B 108.5 . . ?
H20A C20 H20B 107.5 . . ?
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 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

_refine_diff_density_max         0.255
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.037

