# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_P8_SY_ATK_1_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2060048'
loop_
_audit_author_name
_audit_author_address
'Sabina Yashmin'
;Indian Institute of Technology, Guwahati
India
;
_audit_update_record             
;
2021-02-01 deposited with the CCDC.	2022-08-31 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         ?
_chemical_formula_sum            'C27 H25 N O2'
_chemical_formula_weight         395.48

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'
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                   16.672(6)
_cell_length_b                   11.449(4)
_cell_length_c                   11.109(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.864(10)
_cell_angle_gamma                90
_cell_volume                     2112.7(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4768
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      24.21

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_F_000             840
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.24
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   none
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29979
_diffrn_reflns_av_unetI/netI     0.0872
_diffrn_reflns_av_R_equivalents  0.1562
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.160
_diffrn_reflns_theta_max         24.829
_diffrn_reflns_theta_full        24.829
_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             3640
_reflns_number_gt                2028
_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+0.6211P] 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         3640
_refine_ls_number_parameters     275
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1536
_refine_ls_R_factor_gt           0.0796
_refine_ls_wR_factor_ref         0.2403
_refine_ls_wR_factor_gt          0.1904
_refine_ls_goodness_of_fit_ref   1.180
_refine_ls_restrained_S_all      1.180
_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 0.62086(17) 0.5036(2) 0.6924(3) 0.0381(8) Uani 1 1 d . . . . .
O1 O 0.7319(2) 0.4932(3) 0.8941(3) 0.0710(10) Uani 1 1 d . . . . .
H1 H 0.691481 0.467775 0.855585 0.107 Uiso 1 1 calc R U . . .
O003 O 0.61592(18) 0.1912(3) 0.3775(3) 0.0796(11) Uani 1 1 d . . . . .
C004 C 0.55790(19) 0.4372(3) 0.6451(3) 0.0342(9) Uani 1 1 d . . . . .
C005 C 0.7525(2) 0.5798(3) 0.7006(4) 0.0378(9) Uani 1 1 d . . . . .
C006 C 0.68893(19) 0.5054(3) 0.6368(3) 0.0340(9) Uani 1 1 d . . . . .
C007 C 0.5632(2) 0.3663(3) 0.5448(3) 0.0351(9) Uani 1 1 d . . . . .
C008 C 0.70083(19) 0.4373(3) 0.5355(3) 0.0353(9) Uani 1 1 d . . . . .
C009 C 0.6379(2) 0.3649(3) 0.4897(3) 0.0376(9) Uani 1 1 d . . . . .
C00A C 0.4863(2) 0.4390(3) 0.7095(4) 0.0382(10) Uani 1 1 d . . . . .
C00B C 0.4222(2) 0.3651(3) 0.6684(4) 0.0427(10) Uani 1 1 d . . . . .
C00C C 0.4940(2) 0.2987(3) 0.5013(4) 0.0470(10) Uani 1 1 d . . . . .
H00C H 0.494812 0.255281 0.430660 0.056 Uiso 1 1 calc R U . . .
C00D C 0.7949(2) 0.6631(3) 0.6409(4) 0.0457(10) Uani 1 1 d . . . . .
H00D H 0.782769 0.673700 0.558301 0.055 Uiso 1 1 calc R U . . .
C00E C 0.7807(2) 0.4382(3) 0.4797(4) 0.0453(10) Uani 1 1 d . . . . .
H00A H 0.781913 0.505069 0.426255 0.054 Uiso 1 1 calc R U . . .
H00B H 0.823587 0.448218 0.543539 0.054 Uiso 1 1 calc R U . . .
C00F C 0.7700(2) 0.5690(3) 0.8243(4) 0.0465(11) Uani 1 1 d . . . . .
C00G C 0.7976(2) 0.3291(3) 0.4090(4) 0.0452(10) Uani 1 1 d . . . . .
H00G H 0.801452 0.264558 0.467118 0.054 Uiso 1 1 calc R U . . .
C00H C 0.6537(2) 0.2823(4) 0.3927(4) 0.0468(10) Uani 1 1 d . . . . .
C00I C 0.4278(2) 0.2987(3) 0.5635(4) 0.0502(11) Uani 1 1 d . . . . .
H00I H 0.384199 0.252725 0.535561 0.060 Uiso 1 1 calc R U . . .
C00J C 0.4782(2) 0.5084(4) 0.8108(4) 0.0504(11) Uani 1 1 d . . . . .
H00J H 0.519368 0.560040 0.835899 0.061 Uiso 1 1 calc R U . . .
C00K C 0.8544(2) 0.7308(4) 0.7001(5) 0.0572(12) Uani 1 1 d . . . . .
H00K H 0.881505 0.786716 0.658340 0.069 Uiso 1 1 calc R U . . .
C00L C 0.3532(2) 0.3606(4) 0.7354(4) 0.0521(11) Uani 1 1 d . . . . .
H00L H 0.310676 0.311545 0.709992 0.063 Uiso 1 1 calc R U . . .
C00M C 0.7238(2) 0.3048(4) 0.3217(4) 0.0517(11) Uani 1 1 d . . . . .
H00E H 0.712814 0.371506 0.269006 0.062 Uiso 1 1 calc R U . . .
H00F H 0.733565 0.237475 0.272106 0.062 Uiso 1 1 calc R U . . .
C00N C 0.4116(2) 0.5029(4) 0.8746(4) 0.0570(12) Uani 1 1 d . . . . .
H00N H 0.408099 0.549118 0.942834 0.068 Uiso 1 1 calc R U . . .
C00O C 0.8726(2) 0.7142(4) 0.8206(5) 0.0630(13) Uani 1 1 d . . . . .
H00O H 0.913669 0.757856 0.860663 0.076 Uiso 1 1 calc R U . . .
C00P C 0.3486(2) 0.4269(4) 0.8359(4) 0.0582(13) Uani 1 1 d . . . . .
H00P H 0.303445 0.421898 0.879392 0.070 Uiso 1 1 calc R U . . .
C00Q C 0.8318(3) 0.6344(4) 0.8842(4) 0.0603(13) Uani 1 1 d . . . . .
H00Q H 0.845166 0.623904 0.966436 0.072 Uiso 1 1 calc R U . . .
C00R C 0.8783(3) 0.3311(4) 0.3481(4) 0.0601(13) Uani 1 1 d . . . . .
C00S C 0.8945(3) 0.2114(5) 0.2967(6) 0.095(2) Uani 1 1 d . . . . .
H00H H 0.852035 0.191384 0.236467 0.142 Uiso 1 1 calc R U . . .
H00M H 0.896919 0.154498 0.360351 0.142 Uiso 1 1 calc R U . . .
H00R H 0.944895 0.212613 0.260718 0.142 Uiso 1 1 calc R U . . .
C00T C 0.9467(3) 0.3605(7) 0.4428(6) 0.119(3) Uani 1 1 d . . . . .
H00S H 0.945258 0.307981 0.509947 0.178 Uiso 1 1 calc R U . . .
H00T H 0.940605 0.439308 0.470010 0.178 Uiso 1 1 calc R U . . .
H00U H 0.997204 0.352651 0.408108 0.178 Uiso 1 1 calc R U . . .
C00U C 0.8759(4) 0.4197(5) 0.2452(7) 0.120(3) Uani 1 1 d . . . . .
H00V H 0.926340 0.418577 0.209345 0.181 Uiso 1 1 calc R U . . .
H00W H 0.866689 0.496327 0.276167 0.181 Uiso 1 1 calc R U . . .
H00$ H 0.833219 0.399825 0.185200 0.181 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 1.337(4) . ?
N001 C004 1.364(4) . ?
O1 C00F 1.357(5) . ?
O1 H1 0.8200 . ?
O003 C00H 1.222(4) . ?
C004 C007 1.387(5) . ?
C004 C00A 1.443(5) . ?
C005 C00F 1.386(6) . ?
C005 C00D 1.389(5) . ?
C005 C006 1.491(5) . ?
C006 C008 1.397(5) . ?
C007 C009 1.433(5) . ?
C007 C00C 1.439(5) . ?
C008 C009 1.399(5) . ?
C008 C00E 1.516(5) . ?
C009 C00H 1.473(5) . ?
C00A C00J 1.394(5) . ?
C00A C00B 1.409(5) . ?
C00B C00I 1.401(6) . ?
C00B C00L 1.422(5) . ?
C00C C00I 1.351(5) . ?
C00C H00C 0.9300 . ?
C00D C00K 1.381(6) . ?
C00D H00D 0.9300 . ?
C00E C00G 1.513(5) . ?
C00E H00A 0.9700 . ?
C00E H00B 0.9700 . ?
C00F C00Q 1.395(6) . ?
C00G C00M 1.526(6) . ?
C00G C00R 1.558(5) . ?
C00G H00G 0.9800 . ?
C00H C00M 1.487(5) . ?
C00I H00I 0.9300 . ?
C00J C00N 1.368(5) . ?
C00J H00J 0.9300 . ?
C00K C00O 1.361(6) . ?
C00K H00K 0.9300 . ?
C00L C00P 1.358(6) . ?
C00L H00L 0.9300 . ?
C00M H00E 0.9700 . ?
C00M H00F 0.9700 . ?
C00N C00P 1.403(6) . ?
C00N H00N 0.9300 . ?
C00O C00Q 1.370(6) . ?
C00O H00O 0.9300 . ?
C00P H00P 0.9300 . ?
C00Q H00Q 0.9300 . ?
C00R C00S 1.518(6) . ?
C00R C00T 1.521(7) . ?
C00R C00U 1.526(7) . ?
C00S H00H 0.9600 . ?
C00S H00M 0.9600 . ?
C00S H00R 0.9600 . ?
C00T H00S 0.9600 . ?
C00T H00T 0.9600 . ?
C00T H00U 0.9600 . ?
C00U H00V 0.9600 . ?
C00U H00W 0.9600 . ?
C00U H00$ 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 C004 119.1(3) . . ?
C00F O1 H1 109.5 . . ?
N001 C004 C007 122.4(3) . . ?
N001 C004 C00A 116.3(3) . . ?
C007 C004 C00A 121.2(3) . . ?
C00F C005 C00D 117.5(4) . . ?
C00F C005 C006 120.1(3) . . ?
C00D C005 C006 122.3(4) . . ?
N001 C006 C008 123.2(3) . . ?
N001 C006 C005 112.7(3) . . ?
C008 C006 C005 123.9(3) . . ?
C004 C007 C009 117.8(3) . . ?
C004 C007 C00C 118.7(3) . . ?
C009 C007 C00C 123.4(3) . . ?
C006 C008 C009 118.1(3) . . ?
C006 C008 C00E 121.0(3) . . ?
C009 C008 C00E 120.9(3) . . ?
C008 C009 C007 119.3(3) . . ?
C008 C009 C00H 118.1(3) . . ?
C007 C009 C00H 122.4(3) . . ?
C00J C00A C00B 118.8(3) . . ?
C00J C00A C004 123.3(3) . . ?
C00B C00A C004 117.9(4) . . ?
C00I C00B C00A 119.5(3) . . ?
C00I C00B C00L 122.0(4) . . ?
C00A C00B C00L 118.5(4) . . ?
C00I C00C C007 119.6(4) . . ?
C00I C00C H00C 120.2 . . ?
C007 C00C H00C 120.2 . . ?
C00K C00D C005 122.1(4) . . ?
C00K C00D H00D 118.9 . . ?
C005 C00D H00D 118.9 . . ?
C00G C00E C008 114.5(3) . . ?
C00G C00E H00A 108.6 . . ?
C008 C00E H00A 108.6 . . ?
C00G C00E H00B 108.6 . . ?
C008 C00E H00B 108.6 . . ?
H00A C00E H00B 107.6 . . ?
O1 C00F C005 123.6(4) . . ?
O1 C00F C00Q 115.7(4) . . ?
C005 C00F C00Q 120.6(4) . . ?
C00E C00G C00M 107.8(3) . . ?
C00E C00G C00R 114.7(3) . . ?
C00M C00G C00R 114.0(3) . . ?
C00E C00G H00G 106.6 . . ?
C00M C00G H00G 106.6 . . ?
C00R C00G H00G 106.6 . . ?
O003 C00H C009 121.8(4) . . ?
O003 C00H C00M 119.6(4) . . ?
C009 C00H C00M 118.2(3) . . ?
C00C C00I C00B 122.8(4) . . ?
C00C C00I H00I 118.6 . . ?
C00B C00I H00I 118.6 . . ?
C00N C00J C00A 122.0(4) . . ?
C00N C00J H00J 119.0 . . ?
C00A C00J H00J 119.0 . . ?
C00O C00K C00D 118.8(4) . . ?
C00O C00K H00K 120.6 . . ?
C00D C00K H00K 120.6 . . ?
C00P C00L C00B 121.0(4) . . ?
C00P C00L H00L 119.5 . . ?
C00B C00L H00L 119.5 . . ?
C00H C00M C00G 108.8(3) . . ?
C00H C00M H00E 109.9 . . ?
C00G C00M H00E 109.9 . . ?
C00H C00M H00F 109.9 . . ?
C00G C00M H00F 109.9 . . ?
H00E C00M H00F 108.3 . . ?
C00J C00N C00P 119.3(4) . . ?
C00J C00N H00N 120.4 . . ?
C00P C00N H00N 120.4 . . ?
C00K C00O C00Q 121.4(4) . . ?
C00K C00O H00O 119.3 . . ?
C00Q C00O H00O 119.3 . . ?
C00L C00P C00N 120.4(4) . . ?
C00L C00P H00P 119.8 . . ?
C00N C00P H00P 119.8 . . ?
C00O C00Q C00F 119.4(4) . . ?
C00O C00Q H00Q 120.3 . . ?
C00F C00Q H00Q 120.3 . . ?
C00S C00R C00T 108.2(4) . . ?
C00S C00R C00U 108.2(4) . . ?
C00T C00R C00U 110.0(5) . . ?
C00S C00R C00G 109.8(4) . . ?
C00T C00R C00G 109.1(4) . . ?
C00U C00R C00G 111.5(4) . . ?
C00R C00S H00H 109.5 . . ?
C00R C00S H00M 109.5 . . ?
H00H C00S H00M 109.5 . . ?
C00R C00S H00R 109.5 . . ?
H00H C00S H00R 109.5 . . ?
H00M C00S H00R 109.5 . . ?
C00R C00T H00S 109.5 . . ?
C00R C00T H00T 109.5 . . ?
H00S C00T H00T 109.5 . . ?
C00R C00T H00U 109.5 . . ?
H00S C00T H00U 109.5 . . ?
H00T C00T H00U 109.5 . . ?
C00R C00U H00V 109.5 . . ?
C00R C00U H00W 109.5 . . ?
H00V C00U H00W 109.5 . . ?
C00R C00U H00$ 109.5 . . ?
H00V C00U H00$ 109.5 . . ?
H00W C00U H00$ 109.5 . . ?

_refine_diff_density_max         0.280
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.059

