# Supplementary Information (SI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_kn_tb_tfa_c1
_database_code_depnum_ccdc_archive 'CCDC 2428954'
loop_
_audit_author_name
_audit_author_address
'Kishore Natte'
;Indian Institute of Technology Hyderabad 
India
;
_audit_update_record             
;
2025-03-05 deposited with the CCDC.	2025-07-09 downloaded from the CCDC.
;
_audit_creation_date             2025-03-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        KN_TB_TFA_C1
_chemical_formula_moiety         '2(C19 H22 N2 O)'
_chemical_formula_sum            'C38 H44 N4 O2'
_chemical_formula_weight         588.77
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   17.6633(15)
_cell_length_b                   8.3253(8)
_cell_length_c                   21.863(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3215.0(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6041
_cell_measurement_temperature    298
_cell_measurement_theta_max      23.011
_cell_measurement_theta_min      2.487
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.995
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5680
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1251 before and 0.0681 after correction.
The Ratio of minimum to maximum transmission is 0.7619.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0775
_diffrn_reflns_av_unetI/netI     0.0590
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            34030
_diffrn_reflns_point_group_measured_fraction_full 0.901
_diffrn_reflns_point_group_measured_fraction_max 0.873
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.181
_diffrn_reflns_theta_min         2.306
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Apex-V Photon II'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.705
_reflns_Friedel_fraction_full    0.796
_reflns_Friedel_fraction_max     0.742
_reflns_number_gt                3664
_reflns_number_total             6247
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.158
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Flack x determined using 1232 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   1.2(10)
_refine_ls_extinction_coef       0.0113(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         6247
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1097
_refine_ls_R_factor_gt           0.0475
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0571P)²+0.3203P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1054
_refine_ls_wR_factor_ref         0.1381
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C20(H20), C1(H1A)
2.b Secondary CH2 refined with riding coordinates:
 C35(H35A,H35B), C36(H36A,H36B), C38(H38A,H38B), C37(H37A,H37B), C21(H21A,
 H21B), C22(H22A,H22B), C19(H19A,H19B), C18(H18A,H18B), C17(H17A,H17B),
 C16(H16A,H16B), C3(H3A,H3B), C2(H2A,H2B)
2.c Aromatic/amide H refined with riding coordinates:
 C25(H25), C24(H24), C30(H30), C31(H31), C26(H26), C27(H27), C33(H33),
 C34(H34), C6(H6), C5(H5), C11(H11), C12(H12), C15(H15), C14(H14), C7(H7),
 C8(H8)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
N3 N 0.87300(19) 0.3951(4) 0.37099(17) 0.0584(9) Uani 1 1 d . . . . .
C28 C 0.9354(2) 0.4441(5) 0.33718(17) 0.0519(9) Uani 1 1 d . . . . .
N4 N 0.59527(18) 0.0830(4) 0.52011(14) 0.0524(8) Uani 1 1 d . . . . .
O2 O 0.46380(17) 0.0808(4) 0.59588(15) 0.0783(10) Uani 1 1 d . . . . .
N1 N 0.3679(2) 0.3571(4) 0.62852(16) 0.0580(9) Uani 1 1 d . . . . .
N2 N 0.64209(17) 0.6657(4) 0.47420(14) 0.0537(8) Uani 1 1 d . . . . .
O1 O 0.77192(18) 0.6687(4) 0.39712(16) 0.0781(9) Uani 1 1 d . . . . .
C25 C 1.0606(3) 0.5469(9) 0.2713(2) 0.0891(16) Uani 1 1 d . . . . .
H25 H 1.102347 0.581039 0.248835 0.107 Uiso 1 1 calc R U . . .
C24 C 1.0413(3) 0.3881(8) 0.2733(2) 0.0811(15) Uani 1 1 d . . . . .
H24 H 1.070684 0.314640 0.251780 0.097 Uiso 1 1 calc R U . . .
C23 C 0.9796(2) 0.3322(6) 0.30625(18) 0.0627(11) Uani 1 1 d . . . . .
C20 C 0.8385(2) 0.2406(5) 0.35686(19) 0.0592(11) Uani 1 1 d . . . . .
H20 H 0.817458 0.247094 0.315467 0.071 Uiso 1 1 calc R U . . .
C29 C 0.7747(2) 0.2050(5) 0.39996(18) 0.0530(10) Uani 1 1 d . . . . .
C30 C 0.7832(2) 0.2131(5) 0.4627(2) 0.0584(11) Uani 1 1 d . . . . .
H30 H 0.829674 0.244115 0.478836 0.070 Uiso 1 1 calc R U . . .
C31 C 0.7245(2) 0.1765(5) 0.50215(19) 0.0573(11) Uani 1 1 d . . . . .
H31 H 0.732300 0.184720 0.544102 0.069 Uiso 1 1 calc R U . . .
C32 C 0.6538(2) 0.1274(4) 0.48051(17) 0.0480(9) Uani 1 1 d . . . . .
C35 C 0.5194(2) 0.0705(6) 0.4945(2) 0.0699(12) Uani 1 1 d . . . . .
H35A H 0.520970 0.004360 0.457953 0.084 Uiso 1 1 calc R U . . .
H35B H 0.501844 0.176526 0.482729 0.084 Uiso 1 1 calc R U . . .
C36 C 0.4649(2) -0.0012(6) 0.5392(2) 0.0748(15) Uani 1 1 d . . . . .
H36A H 0.414472 0.000641 0.521705 0.090 Uiso 1 1 calc R U . . .
H36B H 0.478527 -0.112528 0.546291 0.090 Uiso 1 1 calc R U . . .
C26 C 1.0171(3) 0.6549(7) 0.3030(2) 0.0795(14) Uani 1 1 d . . . . .
H26 H 1.029796 0.763330 0.302274 0.095 Uiso 1 1 calc R U . . .
C27 C 0.9552(2) 0.6057(6) 0.3359(2) 0.0640(12) Uani 1 1 d . . . . .
H27 H 0.926416 0.680389 0.357291 0.077 Uiso 1 1 calc R U . . .
C38 C 0.5945(3) 0.1585(6) 0.58001(19) 0.0724(13) Uani 1 1 d . . . . .
H38A H 0.581852 0.271287 0.575679 0.087 Uiso 1 1 calc R U . . .
H38B H 0.644548 0.151318 0.598115 0.087 Uiso 1 1 calc R U . . .
C37 C 0.5380(3) 0.0789(7) 0.6213(2) 0.0854(15) Uani 1 1 d . . . . .
H37A H 0.553345 -0.031401 0.628453 0.103 Uiso 1 1 calc R U . . .
H37B H 0.537485 0.133864 0.660453 0.103 Uiso 1 1 calc R U . . .
C33 C 0.6463(2) 0.1189(5) 0.41685(18) 0.0567(11) Uani 1 1 d . . . . .
H33 H 0.600177 0.087426 0.400181 0.068 Uiso 1 1 calc R U . . .
C34 C 0.7051(2) 0.1559(5) 0.37842(19) 0.0595(11) Uani 1 1 d . . . . .
H34 H 0.697850 0.147506 0.336415 0.071 Uiso 1 1 calc R U . . .
C21 C 0.9005(3) 0.1153(5) 0.3564(2) 0.0745(13) Uani 1 1 d . . . . .
H21A H 0.878843 0.011051 0.347100 0.089 Uiso 1 1 calc R U . . .
H21B H 0.923657 0.109446 0.396523 0.089 Uiso 1 1 calc R U . . .
C22 C 0.9605(3) 0.1562(6) 0.3091(2) 0.0831(15) Uani 1 1 d . . . . .
H22A H 1.006158 0.096266 0.318346 0.100 Uiso 1 1 calc R U . . .
H22B H 0.942846 0.121808 0.269134 0.100 Uiso 1 1 calc R U . . .
C6 C 0.1778(3) 0.2082(7) 0.7271(2) 0.0781(13) Uani 1 1 d . . . . .
H6 H 0.135669 0.174814 0.749173 0.094 Uiso 1 1 calc R U . . .
C5 C 0.1979(3) 0.3678(6) 0.7255(2) 0.0702(12) Uani 1 1 d . . . . .
H5 H 0.168280 0.441899 0.746495 0.084 Uiso 1 1 calc R U . . .
C4 C 0.2610(2) 0.4219(5) 0.69353(18) 0.0568(10) Uani 1 1 d . . . . .
C9 C 0.3049(2) 0.3090(5) 0.66191(17) 0.0514(9) Uani 1 1 d . . . . .
C1 C 0.4023(2) 0.5113(5) 0.6424(2) 0.0603(11) Uani 1 1 d . . . . .
H1A H 0.424473 0.504782 0.683368 0.072 Uiso 1 1 calc R U . . .
C10 C 0.4653(2) 0.5474(5) 0.59755(18) 0.0547(10) Uani 1 1 d . . . . .
C11 C 0.5358(3) 0.5900(6) 0.6171(2) 0.0689(12) Uani 1 1 d . . . . .
H11 H 0.544890 0.594706 0.659011 0.083 Uiso 1 1 calc R U . . .
C12 C 0.5940(2) 0.6263(6) 0.5779(2) 0.0665(12) Uani 1 1 d . . . . .
H12 H 0.640986 0.654165 0.593857 0.080 Uiso 1 1 calc R U . . .
C13 C 0.5844(2) 0.6225(4) 0.51497(18) 0.0506(10) Uani 1 1 d . . . . .
C19 C 0.6422(3) 0.5907(6) 0.4144(2) 0.0706(12) Uani 1 1 d . . . . .
H19A H 0.591966 0.597860 0.396794 0.085 Uiso 1 1 calc R U . . .
H19B H 0.654871 0.477868 0.418723 0.085 Uiso 1 1 calc R U . . .
C18 C 0.6978(3) 0.6691(7) 0.3725(2) 0.0820(15) Uani 1 1 d . . . . .
H18A H 0.698010 0.612939 0.333637 0.098 Uiso 1 1 calc R U . . .
H18B H 0.682247 0.779046 0.365017 0.098 Uiso 1 1 calc R U . . .
C17 C 0.7716(3) 0.7527(6) 0.4533(3) 0.0775(15) Uani 1 1 d . . . . .
H17A H 0.757560 0.863665 0.445928 0.093 Uiso 1 1 calc R U . . .
H17B H 0.822208 0.751766 0.470461 0.093 Uiso 1 1 calc R U . . .
C16 C 0.7179(2) 0.6811(6) 0.4983(2) 0.0737(13) Uani 1 1 d . . . . .
H16A H 0.736231 0.575852 0.510190 0.088 Uiso 1 1 calc R U . . .
H16B H 0.716573 0.747939 0.534590 0.088 Uiso 1 1 calc R U . . .
C15 C 0.4547(2) 0.5431(5) 0.5351(2) 0.0606(11) Uani 1 1 d . . . . .
H15 H 0.407321 0.514997 0.519864 0.073 Uiso 1 1 calc R U . . .
C14 C 0.5122(2) 0.5793(5) 0.4943(2) 0.0586(10) Uani 1 1 d . . . . .
H14 H 0.502774 0.574759 0.452450 0.070 Uiso 1 1 calc R U . . .
C7 C 0.2212(2) 0.0985(6) 0.6952(2) 0.0724(13) Uani 1 1 d . . . . .
H7 H 0.207974 -0.009657 0.695743 0.087 Uiso 1 1 calc R U . . .
C8 C 0.2837(2) 0.1473(5) 0.6628(2) 0.0606(11) Uani 1 1 d . . . . .
H8 H 0.312132 0.072162 0.641344 0.073 Uiso 1 1 calc R U . . .
C3 C 0.2808(3) 0.5965(6) 0.6920(2) 0.0789(14) Uani 1 1 d . . . . .
H3A H 0.299603 0.628345 0.731931 0.095 Uiso 1 1 calc R U . . .
H3B H 0.235372 0.658336 0.683790 0.095 Uiso 1 1 calc R U . . .
C2 C 0.3404(2) 0.6363(5) 0.6438(2) 0.0693(12) Uani 1 1 d . . . . .
H2A H 0.316423 0.642070 0.603888 0.083 Uiso 1 1 calc R U . . .
H2B H 0.362295 0.740578 0.652597 0.083 Uiso 1 1 calc R U . . .
H1 H 0.399(3) 0.276(6) 0.623(2) 0.088(16) Uiso 1 1 d . . . . .
H3 H 0.842(2) 0.468(6) 0.381(2) 0.077(15) 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
N3 C28 1.389(5) . ?
N3 C20 1.456(5) . ?
N3 H3 0.85(5) . ?
C28 C23 1.391(5) . ?
C28 C27 1.390(6) . ?
N4 C32 1.399(4) . ?
N4 C35 1.457(5) . ?
N4 C38 1.453(5) . ?
O2 C36 1.414(6) . ?
O2 C37 1.425(6) . ?
N1 C9 1.390(5) . ?
N1 C1 1.452(5) . ?
N1 H1 0.88(5) . ?
N2 C13 1.401(4) . ?
N2 C19 1.448(5) . ?
N2 C16 1.445(5) . ?
O1 C18 1.415(6) . ?
O1 C17 1.413(6) . ?
C25 H25 0.9300 . ?
C25 C24 1.366(7) . ?
C25 C26 1.372(7) . ?
C24 H24 0.9300 . ?
C24 C23 1.387(6) . ?
C23 C22 1.505(6) . ?
C20 H20 0.9800 . ?
C20 C29 1.498(6) . ?
C20 C21 1.512(6) . ?
C29 C30 1.381(6) . ?
C29 C34 1.379(5) . ?
C30 H30 0.9300 . ?
C30 C31 1.383(6) . ?
C31 H31 0.9300 . ?
C31 C32 1.396(5) . ?
C32 C33 1.400(5) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.497(6) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C26 H26 0.9300 . ?
C26 C27 1.371(6) . ?
C27 H27 0.9300 . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C37 1.500(6) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C33 H33 0.9300 . ?
C33 C34 1.372(6) . ?
C34 H34 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.519(6) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C6 H6 0.9300 . ?
C6 C5 1.375(6) . ?
C6 C7 1.381(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.391(6) . ?
C4 C9 1.401(5) . ?
C4 C3 1.495(6) . ?
C9 C8 1.398(6) . ?
C1 H1A 0.9800 . ?
C1 C10 1.513(6) . ?
C1 C2 1.510(6) . ?
C10 C11 1.364(6) . ?
C10 C15 1.379(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.373(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.386(6) . ?
C13 C14 1.400(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C18 1.494(7) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C16 1.490(6) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C15 H15 0.9300 . ?
C15 C14 1.386(6) . ?
C14 H14 0.9300 . ?
C7 H7 0.9300 . ?
C7 C8 1.373(6) . ?
C8 H8 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C2 1.527(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?

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 N3 C20 118.6(3) . . ?
C28 N3 H3 116(3) . . ?
C20 N3 H3 115(3) . . ?
N3 C28 C23 120.5(4) . . ?
N3 C28 C27 119.6(4) . . ?
C27 C28 C23 119.8(4) . . ?
C32 N4 C35 117.4(3) . . ?
C32 N4 C38 116.8(3) . . ?
C38 N4 C35 111.7(3) . . ?
C36 O2 C37 108.9(3) . . ?
C9 N1 C1 118.7(3) . . ?
C9 N1 H1 110(3) . . ?
C1 N1 H1 117(3) . . ?
C13 N2 C19 117.7(3) . . ?
C13 N2 C16 117.7(3) . . ?
C16 N2 C19 111.4(3) . . ?
C17 O1 C18 109.0(4) . . ?
C24 C25 H25 120.7 . . ?
C24 C25 C26 118.6(5) . . ?
C26 C25 H25 120.7 . . ?
C25 C24 H24 118.7 . . ?
C25 C24 C23 122.6(5) . . ?
C23 C24 H24 118.7 . . ?
C28 C23 C22 120.4(4) . . ?
C24 C23 C28 117.9(5) . . ?
C24 C23 C22 121.6(4) . . ?
N3 C20 H20 107.8 . . ?
N3 C20 C29 110.8(3) . . ?
N3 C20 C21 108.0(3) . . ?
C29 C20 H20 107.8 . . ?
C29 C20 C21 114.4(3) . . ?
C21 C20 H20 107.8 . . ?
C30 C29 C20 122.2(4) . . ?
C34 C29 C20 121.0(4) . . ?
C34 C29 C30 116.8(4) . . ?
C29 C30 H30 119.1 . . ?
C29 C30 C31 121.8(4) . . ?
C31 C30 H30 119.1 . . ?
C30 C31 H31 119.2 . . ?
C30 C31 C32 121.6(4) . . ?
C32 C31 H31 119.2 . . ?
N4 C32 C33 122.1(3) . . ?
C31 C32 N4 121.9(3) . . ?
C31 C32 C33 115.9(4) . . ?
N4 C35 H35A 109.3 . . ?
N4 C35 H35B 109.3 . . ?
N4 C35 C36 111.6(4) . . ?
H35A C35 H35B 108.0 . . ?
C36 C35 H35A 109.3 . . ?
C36 C35 H35B 109.3 . . ?
O2 C36 C35 112.9(4) . . ?
O2 C36 H36A 109.0 . . ?
O2 C36 H36B 109.0 . . ?
C35 C36 H36A 109.0 . . ?
C35 C36 H36B 109.0 . . ?
H36A C36 H36B 107.8 . . ?
C25 C26 H26 119.5 . . ?
C27 C26 C25 121.0(5) . . ?
C27 C26 H26 119.5 . . ?
C28 C27 H27 120.0 . . ?
C26 C27 C28 120.1(4) . . ?
C26 C27 H27 120.0 . . ?
N4 C38 H38A 109.4 . . ?
N4 C38 H38B 109.4 . . ?
N4 C38 C37 111.0(4) . . ?
H38A C38 H38B 108.0 . . ?
C37 C38 H38A 109.4 . . ?
C37 C38 H38B 109.4 . . ?
O2 C37 C38 111.8(4) . . ?
O2 C37 H37A 109.2 . . ?
O2 C37 H37B 109.2 . . ?
C38 C37 H37A 109.2 . . ?
C38 C37 H37B 109.2 . . ?
H37A C37 H37B 107.9 . . ?
C32 C33 H33 119.1 . . ?
C34 C33 C32 121.7(4) . . ?
C34 C33 H33 119.1 . . ?
C29 C34 H34 118.9 . . ?
C33 C34 C29 122.2(4) . . ?
C33 C34 H34 118.9 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 C22 110.8(4) . . ?
H21A C21 H21B 108.1 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C23 C22 C21 113.7(4) . . ?
C23 C22 H22A 108.8 . . ?
C23 C22 H22B 108.8 . . ?
C21 C22 H22A 108.8 . . ?
C21 C22 H22B 108.8 . . ?
H22A C22 H22B 107.7 . . ?
C5 C6 H6 120.5 . . ?
C5 C6 C7 118.9(4) . . ?
C7 C6 H6 120.5 . . ?
C6 C5 H5 118.9 . . ?
C6 C5 C4 122.2(4) . . ?
C4 C5 H5 118.9 . . ?
C5 C4 C9 118.3(4) . . ?
C5 C4 C3 120.9(4) . . ?
C9 C4 C3 120.8(4) . . ?
N1 C9 C4 120.6(4) . . ?
N1 C9 C8 120.0(4) . . ?
C8 C9 C4 119.4(4) . . ?
N1 C1 H1A 108.0 . . ?
N1 C1 C10 110.4(3) . . ?
N1 C1 C2 108.1(4) . . ?
C10 C1 H1A 108.0 . . ?
C2 C1 H1A 108.0 . . ?
C2 C1 C10 114.1(4) . . ?
C11 C10 C1 121.3(4) . . ?
C11 C10 C15 116.3(4) . . ?
C15 C10 C1 122.4(4) . . ?
C10 C11 H11 118.5 . . ?
C10 C11 C12 123.0(4) . . ?
C12 C11 H11 118.5 . . ?
C11 C12 H12 119.2 . . ?
C11 C12 C13 121.6(4) . . ?
C13 C12 H12 119.2 . . ?
C12 C13 N2 122.5(3) . . ?
C12 C13 C14 116.0(4) . . ?
C14 C13 N2 121.5(3) . . ?
N2 C19 H19A 109.3 . . ?
N2 C19 H19B 109.3 . . ?
N2 C19 C18 111.5(4) . . ?
H19A C19 H19B 108.0 . . ?
C18 C19 H19A 109.3 . . ?
C18 C19 H19B 109.3 . . ?
O1 C18 C19 111.9(4) . . ?
O1 C18 H18A 109.2 . . ?
O1 C18 H18B 109.2 . . ?
C19 C18 H18A 109.2 . . ?
C19 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
O1 C17 H17A 109.2 . . ?
O1 C17 H17B 109.2 . . ?
O1 C17 C16 112.2(4) . . ?
H17A C17 H17B 107.9 . . ?
C16 C17 H17A 109.2 . . ?
C16 C17 H17B 109.2 . . ?
N2 C16 C17 112.7(4) . . ?
N2 C16 H16A 109.1 . . ?
N2 C16 H16B 109.1 . . ?
C17 C16 H16A 109.1 . . ?
C17 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
C10 C15 H15 118.9 . . ?
C10 C15 C14 122.1(4) . . ?
C14 C15 H15 118.9 . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 121.0(4) . . ?
C15 C14 H14 119.5 . . ?
C6 C7 H7 119.7 . . ?
C8 C7 C6 120.7(5) . . ?
C8 C7 H7 119.7 . . ?
C9 C8 H8 119.7 . . ?
C7 C8 C9 120.6(4) . . ?
C7 C8 H8 119.7 . . ?
C4 C3 H3A 109.0 . . ?
C4 C3 H3B 109.0 . . ?
C4 C3 C2 112.8(4) . . ?
H3A C3 H3B 107.8 . . ?
C2 C3 H3A 109.0 . . ?
C2 C3 H3B 109.0 . . ?
C1 C2 C3 111.3(4) . . ?
C1 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
C3 C2 H2A 109.4 . . ?
C3 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 C28 C23 C24 -179.9(4) . . . . ?
N3 C28 C23 C22 -0.1(6) . . . . ?
N3 C28 C27 C26 179.5(4) . . . . ?
N3 C20 C29 C30 -51.8(5) . . . . ?
N3 C20 C29 C34 130.9(4) . . . . ?
N3 C20 C21 C22 -59.3(5) . . . . ?
C28 N3 C20 C29 177.1(3) . . . . ?
C28 N3 C20 C21 51.2(5) . . . . ?
C28 C23 C22 C21 -10.5(6) . . . . ?
N4 C32 C33 C34 -177.0(4) . . . . ?
N4 C35 C36 O2 54.1(5) . . . . ?
N4 C38 C37 O2 -57.0(6) . . . . ?
N1 C9 C8 C7 -179.4(4) . . . . ?
N1 C1 C10 C11 -128.3(4) . . . . ?
N1 C1 C10 C15 53.3(5) . . . . ?
N1 C1 C2 C3 59.5(5) . . . . ?
N2 C13 C14 C15 -177.3(4) . . . . ?
N2 C19 C18 O1 56.4(5) . . . . ?
O1 C17 C16 N2 -54.0(5) . . . . ?
C25 C24 C23 C28 1.3(7) . . . . ?
C25 C24 C23 C22 -178.5(4) . . . . ?
C25 C26 C27 C28 -0.3(7) . . . . ?
C24 C25 C26 C27 -0.4(7) . . . . ?
C24 C23 C22 C21 169.2(4) . . . . ?
C23 C28 C27 C26 1.5(6) . . . . ?
C20 N3 C28 C23 -21.7(5) . . . . ?
C20 N3 C28 C27 160.4(4) . . . . ?
C20 C29 C30 C31 -178.5(4) . . . . ?
C20 C29 C34 C33 178.5(4) . . . . ?
C20 C21 C22 C23 40.4(6) . . . . ?
C29 C20 C21 C22 176.9(4) . . . . ?
C29 C30 C31 C32 0.8(7) . . . . ?
C30 C29 C34 C33 1.0(6) . . . . ?
C30 C31 C32 N4 177.0(4) . . . . ?
C30 C31 C32 C33 -0.4(6) . . . . ?
C31 C32 C33 C34 0.4(6) . . . . ?
C32 N4 C35 C36 171.5(3) . . . . ?
C32 N4 C38 C37 -169.7(4) . . . . ?
C32 C33 C34 C29 -0.7(6) . . . . ?
C35 N4 C32 C31 165.9(4) . . . . ?
C35 N4 C32 C33 -16.9(5) . . . . ?
C35 N4 C38 C37 51.2(5) . . . . ?
C36 O2 C37 C38 59.6(5) . . . . ?
C26 C25 C24 C23 -0.1(7) . . . . ?
C27 C28 C23 C24 -1.9(6) . . . . ?
C27 C28 C23 C22 177.9(4) . . . . ?
C38 N4 C32 C31 29.1(5) . . . . ?
C38 N4 C32 C33 -153.7(4) . . . . ?
C38 N4 C35 C36 -49.7(5) . . . . ?
C37 O2 C36 C35 -58.3(5) . . . . ?
C34 C29 C30 C31 -1.1(6) . . . . ?
C21 C20 C29 C30 70.5(5) . . . . ?
C21 C20 C29 C34 -106.8(5) . . . . ?
C6 C5 C4 C9 0.2(6) . . . . ?
C6 C5 C4 C3 179.2(4) . . . . ?
C6 C7 C8 C9 0.5(7) . . . . ?
C5 C6 C7 C8 0.4(7) . . . . ?
C5 C4 C9 N1 179.0(4) . . . . ?
C5 C4 C9 C8 0.7(6) . . . . ?
C5 C4 C3 C2 -167.1(4) . . . . ?
C4 C9 C8 C7 -1.1(6) . . . . ?
C4 C3 C2 C1 -41.8(6) . . . . ?
C9 N1 C1 C10 -175.0(3) . . . . ?
C9 N1 C1 C2 -49.5(5) . . . . ?
C9 C4 C3 C2 11.8(6) . . . . ?
C1 N1 C9 C4 20.2(5) . . . . ?
C1 N1 C9 C8 -161.5(4) . . . . ?
C1 C10 C11 C12 -178.9(4) . . . . ?
C1 C10 C15 C14 178.8(4) . . . . ?
C10 C1 C2 C3 -177.2(4) . . . . ?
C10 C11 C12 C13 0.3(7) . . . . ?
C10 C15 C14 C13 -0.1(7) . . . . ?
C11 C10 C15 C14 0.2(7) . . . . ?
C11 C12 C13 N2 177.2(4) . . . . ?
C11 C12 C13 C14 -0.1(6) . . . . ?
C12 C13 C14 C15 0.0(6) . . . . ?
C13 N2 C19 C18 169.8(4) . . . . ?
C13 N2 C16 C17 -170.7(4) . . . . ?
C19 N2 C13 C12 151.3(4) . . . . ?
C19 N2 C13 C14 -31.5(5) . . . . ?
C19 N2 C16 C17 48.9(5) . . . . ?
C18 O1 C17 C16 58.3(5) . . . . ?
C17 O1 C18 C19 -59.8(5) . . . . ?
C16 N2 C13 C12 13.4(6) . . . . ?
C16 N2 C13 C14 -169.4(4) . . . . ?
C16 N2 C19 C18 -49.8(5) . . . . ?
C15 C10 C11 C12 -0.3(7) . . . . ?
C7 C6 C5 C4 -0.8(7) . . . . ?
C3 C4 C9 N1 0.0(6) . . . . ?
C3 C4 C9 C8 -178.3(4) . . . . ?
C2 C1 C10 C11 109.7(5) . . . . ?
C2 C1 C10 C15 -68.7(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_kn_tb_tfa_c2_1
_database_code_depnum_ccdc_archive 'CCDC 2428955'
loop_
_audit_author_name
_audit_author_address
'Kishore Natte'
;Indian Institute of Technology Hyderabad 
India
;
_audit_update_record             
;
2025-03-05 deposited with the CCDC.	2025-07-09 downloaded from the CCDC.
;
_audit_creation_date             2025-03-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.02.27 svn.r83f5de26 for OlexSys, GUI svn.r7172)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        KN_TB_TFA_C2_1
_chemical_formula_moiety         'C27 H24 N O P, 0.5[CH4O], 0.5[H2O]'
_chemical_formula_sum            'C27.50 H27 N O2 P'
_chemical_formula_weight         434.47
_chemical_melting_point          ?
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5764(5)
_cell_length_b                   9.5269(7)
_cell_length_c                   15.3568(11)
_cell_angle_alpha                100.161(2)
_cell_angle_beta                 100.588(2)
_cell_angle_gamma                102.767(2)
_cell_volume                     1171.67(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6502
_cell_measurement_temperature    298
_cell_measurement_theta_max      25.539
_cell_measurement_theta_min      2.251
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.992
_exptl_absorpt_coefficient_mu    0.141
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6340
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0935 before and 0.0612 after correction.
The Ratio of minimum to maximum transmission is 0.8504.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            23914
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.189
_diffrn_reflns_theta_min         2.250
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Apex-V Photon II'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3861
_reflns_number_total             5206
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       0.008(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         5206
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0446
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0494P)²+0.2767P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1119
_refine_ls_wR_factor_ref         0.1235
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C3(H3A,H3B)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C25(H25), C26(H26), C27(H27), C12(H12), C11(H11), C8(H8), C7(H7),
 C19(H19), C18(H18), C17(H17), C24(H24), C23(H23), C15(H15), C14(H14), C5(H5),
 C6(H6), C21(H21), C20(H20)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.46225(17) 0.24250(14) 0.82893(8) 0.0547(3) Uani 1 1 d . . . . .
N1 N 0.7568(2) -0.00819(18) 0.33202(11) 0.0633(5) Uani 1 1 d . . . . .
H1 H 0.690126 -0.073245 0.286760 0.076 Uiso 1 1 calc R U . . .
C16 C 0.3955(2) 0.48645(18) 0.77595(11) 0.0417(4) Uani 1 1 d . . . . .
C25 C 0.9568(3) 0.6928(3) 1.02505(16) 0.0826(8) Uani 1 1 d . . . . .
H25 H 1.040457 0.757740 1.071406 0.099 Uiso 1 1 calc R U . . .
C26 C 0.8387(3) 0.5910(3) 1.04584(15) 0.0843(8) Uani 1 1 d . . . . .
H26 H 0.842010 0.586981 1.106211 0.101 Uiso 1 1 calc R U . . .
C27 C 0.7150(3) 0.4945(3) 0.97790(13) 0.0655(6) Uani 1 1 d . . . . .
H27 H 0.634754 0.425421 0.992410 0.079 Uiso 1 1 calc R U . . .
C22 C 0.7092(2) 0.4995(2) 0.88783(11) 0.0463(4) Uani 1 1 d . . . . .
C13 C 0.6142(2) 0.33299(17) 0.70064(11) 0.0409(4) Uani 1 1 d . . . . .
C12 C 0.5934(3) 0.3992(2) 0.62745(12) 0.0547(5) Uani 1 1 d . . . . .
H12 H 0.540432 0.474587 0.629284 0.066 Uiso 1 1 calc R U . . .
C11 C 0.6511(3) 0.3536(2) 0.55142(12) 0.0554(5) Uani 1 1 d . . . . .
H11 H 0.636283 0.399335 0.502922 0.066 Uiso 1 1 calc R U . . .
C10 C 0.7299(2) 0.24216(18) 0.54617(11) 0.0435(4) Uani 1 1 d . . . . .
C2 C 0.7908(2) 0.19334(19) 0.46245(12) 0.0486(4) Uani 1 1 d . . . . .
H2 H 0.770362 0.259004 0.421683 0.058 Uiso 1 1 calc R U . . .
C1 C 0.6980(3) 0.0383(2) 0.41185(14) 0.0607(5) Uani 1 1 d . . . . .
H1A H 0.709906 -0.028755 0.451909 0.073 Uiso 1 1 calc R U . . .
H1B H 0.582078 0.033335 0.393793 0.073 Uiso 1 1 calc R U . . .
C9 C 0.9147(2) 0.04745(19) 0.32574(12) 0.0492(4) Uani 1 1 d . . . . .
C8 C 0.9636(3) 0.0033(2) 0.24538(13) 0.0610(5) Uani 1 1 d . . . . .
H8 H 0.889073 -0.065857 0.196749 0.073 Uiso 1 1 calc R U . . .
C7 C 1.1203(3) 0.0610(2) 0.23784(15) 0.0703(6) Uani 1 1 d . . . . .
H7 H 1.150663 0.031822 0.183752 0.084 Uiso 1 1 calc R U . . .
C19 C 0.1581(3) 0.6387(2) 0.74231(13) 0.0578(5) Uani 1 1 d . . . . .
H19 H 0.077935 0.689377 0.731749 0.069 Uiso 1 1 calc R U . . .
C18 C 0.1224(3) 0.4899(2) 0.70631(13) 0.0594(5) Uani 1 1 d . . . . .
H18 H 0.018367 0.440015 0.670498 0.071 Uiso 1 1 calc R U . . .
C17 C 0.2393(2) 0.4143(2) 0.72282(13) 0.0547(5) Uani 1 1 d . . . . .
H17 H 0.213621 0.313373 0.698085 0.066 Uiso 1 1 calc R U . . .
C24 C 0.9531(3) 0.7001(3) 0.93590(16) 0.0788(7) Uani 1 1 d . . . . .
H24 H 1.033277 0.770364 0.922144 0.095 Uiso 1 1 calc R U . . .
C23 C 0.8299(3) 0.6028(2) 0.86719(14) 0.0629(5) Uani 1 1 d . . . . .
H23 H 0.827839 0.606416 0.806880 0.075 Uiso 1 1 calc R U . . .
C15 C 0.7518(2) 0.17739(19) 0.61978(12) 0.0489(4) Uani 1 1 d . . . . .
H15 H 0.805633 0.102601 0.617933 0.059 Uiso 1 1 calc R U . . .
C14 C 0.6951(2) 0.22179(19) 0.69616(12) 0.0478(4) Uani 1 1 d . . . . .
H14 H 0.711296 0.176692 0.744864 0.057 Uiso 1 1 calc R U . . .
C3 C 0.9746(2) 0.2062(2) 0.48333(12) 0.0539(5) Uani 1 1 d . . . . .
H3A H 1.034310 0.308659 0.509439 0.065 Uiso 1 1 calc R U . . .
H3B H 1.000503 0.148899 0.527690 0.065 Uiso 1 1 calc R U . . .
C4 C 1.0283(2) 0.15140(19) 0.39843(12) 0.0472(4) Uani 1 1 d . . . . .
C5 C 1.1861(3) 0.2064(2) 0.38863(14) 0.0589(5) Uani 1 1 d . . . . .
H5 H 1.262266 0.275131 0.436776 0.071 Uiso 1 1 calc R U . . .
C6 C 1.2334(3) 0.1617(2) 0.30926(17) 0.0703(6) Uani 1 1 d . . . . .
H6 H 1.340196 0.199205 0.304173 0.084 Uiso 1 1 calc R U . . .
C21 C 0.4308(2) 0.6372(2) 0.81151(14) 0.0576(5) Uani 1 1 d . . . . .
H21 H 0.534637 0.687887 0.847330 0.069 Uiso 1 1 calc R U . . .
C20 C 0.3119(3) 0.7125(2) 0.79381(16) 0.0682(6) Uani 1 1 d . . . . .
H20 H 0.336781 0.813833 0.817101 0.082 Uiso 1 1 calc R U . . .
P1 P 0.53925(6) 0.37875(5) 0.80148(3) 0.04224(15) Uani 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 P1 1.4884(13) . ?
N1 H1 0.8600 . ?
N1 C1 1.445(2) . ?
N1 C9 1.368(2) . ?
C16 C17 1.388(3) . ?
C16 C21 1.387(2) . ?
C16 P1 1.8029(17) . ?
C25 H25 0.9300 . ?
C25 C26 1.365(4) . ?
C25 C24 1.378(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.372(3) . ?
C27 H27 0.9300 . ?
C27 C22 1.384(3) . ?
C22 C23 1.386(3) . ?
C22 P1 1.7935(18) . ?
C13 C12 1.385(2) . ?
C13 C14 1.387(2) . ?
C13 P1 1.8037(16) . ?
C12 H12 0.9300 . ?
C12 C11 1.388(2) . ?
C11 H11 0.9300 . ?
C11 C10 1.377(2) . ?
C10 C2 1.512(2) . ?
C10 C15 1.383(2) . ?
C2 H2 0.9800 . ?
C2 C1 1.506(3) . ?
C2 C3 1.522(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C9 C8 1.400(2) . ?
C9 C4 1.400(3) . ?
C8 H8 0.9300 . ?
C8 C7 1.370(3) . ?
C7 H7 0.9300 . ?
C7 C6 1.375(3) . ?
C19 H19 0.9300 . ?
C19 C18 1.370(3) . ?
C19 C20 1.367(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.370(3) . ?
C17 H17 0.9300 . ?
C24 H24 0.9300 . ?
C24 C23 1.379(3) . ?
C23 H23 0.9300 . ?
C15 H15 0.9300 . ?
C15 C14 1.385(2) . ?
C14 H14 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.507(2) . ?
C4 C5 1.385(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.380(3) . ?
C6 H6 0.9300 . ?
C21 H21 0.9300 . ?
C21 C20 1.385(3) . ?
C20 H20 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
C1 N1 H1 118.8 . . ?
C9 N1 H1 118.8 . . ?
C9 N1 C1 122.46(15) . . ?
C17 C16 P1 118.71(13) . . ?
C21 C16 C17 118.37(16) . . ?
C21 C16 P1 122.80(14) . . ?
C26 C25 H25 119.7 . . ?
C26 C25 C24 120.5(2) . . ?
C24 C25 H25 119.7 . . ?
C25 C26 H26 119.9 . . ?
C25 C26 C27 120.2(2) . . ?
C27 C26 H26 119.9 . . ?
C26 C27 H27 119.8 . . ?
C26 C27 C22 120.3(2) . . ?
C22 C27 H27 119.8 . . ?
C27 C22 C23 119.21(18) . . ?
C27 C22 P1 118.98(16) . . ?
C23 C22 P1 121.73(14) . . ?
C12 C13 C14 118.42(15) . . ?
C12 C13 P1 124.40(13) . . ?
C14 C13 P1 117.16(13) . . ?
C13 C12 H12 119.8 . . ?
C13 C12 C11 120.36(16) . . ?
C11 C12 H12 119.8 . . ?
C12 C11 H11 119.3 . . ?
C10 C11 C12 121.48(17) . . ?
C10 C11 H11 119.3 . . ?
C11 C10 C2 120.68(16) . . ?
C11 C10 C15 117.94(15) . . ?
C15 C10 C2 121.38(15) . . ?
C10 C2 H2 107.3 . . ?
C10 C2 C3 112.96(14) . . ?
C1 C2 C10 111.82(15) . . ?
C1 C2 H2 107.3 . . ?
C1 C2 C3 109.81(15) . . ?
C3 C2 H2 107.3 . . ?
N1 C1 C2 111.68(16) . . ?
N1 C1 H1A 109.3 . . ?
N1 C1 H1B 109.3 . . ?
C2 C1 H1A 109.3 . . ?
C2 C1 H1B 109.3 . . ?
H1A C1 H1B 107.9 . . ?
N1 C9 C8 120.17(18) . . ?
N1 C9 C4 120.70(15) . . ?
C4 C9 C8 119.11(19) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 C9 120.5(2) . . ?
C7 C8 H8 119.7 . . ?
C8 C7 H7 119.6 . . ?
C8 C7 C6 120.80(19) . . ?
C6 C7 H7 119.6 . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C20 C19 C18 119.79(18) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 C19 120.34(19) . . ?
C17 C18 H18 119.8 . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.88(18) . . ?
C18 C17 H17 119.6 . . ?
C25 C24 H24 120.2 . . ?
C25 C24 C23 119.7(2) . . ?
C23 C24 H24 120.2 . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.1(2) . . ?
C24 C23 H23 119.9 . . ?
C10 C15 H15 119.4 . . ?
C10 C15 C14 121.25(16) . . ?
C14 C15 H15 119.4 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.54(16) . . ?
C15 C14 H14 119.7 . . ?
C2 C3 H3A 109.4 . . ?
C2 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
C4 C3 C2 110.97(15) . . ?
C4 C3 H3A 109.4 . . ?
C4 C3 H3B 109.4 . . ?
C9 C4 C3 119.62(16) . . ?
C5 C4 C9 118.75(16) . . ?
C5 C4 C3 121.56(17) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 C4 121.7(2) . . ?
C6 C5 H5 119.1 . . ?
C7 C6 C5 119.1(2) . . ?
C7 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C16 C21 H21 119.9 . . ?
C20 C21 C16 120.17(19) . . ?
C20 C21 H21 119.9 . . ?
C19 C20 C21 120.43(19) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
O1 P1 C16 112.00(8) . . ?
O1 P1 C22 113.04(8) . . ?
O1 P1 C13 110.74(7) . . ?
C16 P1 C13 107.02(7) . . ?
C22 P1 C16 106.32(8) . . ?
C22 P1 C13 107.39(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C9 C8 C7 178.49(19) . . . . ?
N1 C9 C4 C3 -2.0(3) . . . . ?
N1 C9 C4 C5 -179.08(18) . . . . ?
C16 C21 C20 C19 0.9(3) . . . . ?
C25 C26 C27 C22 0.1(4) . . . . ?
C25 C24 C23 C22 0.9(4) . . . . ?
C26 C25 C24 C23 -0.6(4) . . . . ?
C26 C27 C22 C23 0.2(3) . . . . ?
C26 C27 C22 P1 -176.46(18) . . . . ?
C27 C22 C23 C24 -0.7(3) . . . . ?
C27 C22 P1 O1 -25.75(18) . . . . ?
C27 C22 P1 C16 97.52(17) . . . . ?
C27 C22 P1 C13 -148.19(16) . . . . ?
C13 C12 C11 C10 0.1(3) . . . . ?
C12 C13 C14 C15 -0.7(3) . . . . ?
C12 C13 P1 O1 136.19(16) . . . . ?
C12 C13 P1 C16 13.86(19) . . . . ?
C12 C13 P1 C22 -99.96(17) . . . . ?
C12 C11 C10 C2 179.56(18) . . . . ?
C12 C11 C10 C15 -0.7(3) . . . . ?
C11 C10 C2 C1 -113.2(2) . . . . ?
C11 C10 C2 C3 122.3(2) . . . . ?
C11 C10 C15 C14 0.6(3) . . . . ?
C10 C2 C1 N1 -179.84(17) . . . . ?
C10 C2 C3 C4 178.02(15) . . . . ?
C10 C15 C14 C13 0.1(3) . . . . ?
C2 C10 C15 C14 -179.65(17) . . . . ?
C2 C3 C4 C9 -25.6(2) . . . . ?
C2 C3 C4 C5 151.41(18) . . . . ?
C1 N1 C9 C8 -177.33(18) . . . . ?
C1 N1 C9 C4 1.2(3) . . . . ?
C1 C2 C3 C4 52.4(2) . . . . ?
C9 N1 C1 C2 27.5(3) . . . . ?
C9 C8 C7 C6 1.0(3) . . . . ?
C9 C4 C5 C6 0.3(3) . . . . ?
C8 C9 C4 C3 176.60(17) . . . . ?
C8 C9 C4 C5 -0.5(3) . . . . ?
C8 C7 C6 C5 -1.2(3) . . . . ?
C19 C18 C17 C16 -0.1(3) . . . . ?
C18 C19 C20 C21 -1.4(3) . . . . ?
C17 C16 C21 C20 0.0(3) . . . . ?
C17 C16 P1 O1 -44.96(16) . . . . ?
C17 C16 P1 C22 -168.88(14) . . . . ?
C17 C16 P1 C13 76.58(16) . . . . ?
C24 C25 C26 C27 0.1(4) . . . . ?
C23 C22 P1 O1 157.69(15) . . . . ?
C23 C22 P1 C16 -79.04(17) . . . . ?
C23 C22 P1 C13 35.25(18) . . . . ?
C15 C10 C2 C1 67.1(2) . . . . ?
C15 C10 C2 C3 -57.4(2) . . . . ?
C14 C13 C12 C11 0.6(3) . . . . ?
C14 C13 P1 O1 -42.46(16) . . . . ?
C14 C13 P1 C16 -164.79(14) . . . . ?
C14 C13 P1 C22 81.39(15) . . . . ?
C3 C2 C1 N1 -53.6(2) . . . . ?
C3 C4 C5 C6 -176.77(18) . . . . ?
C4 C9 C8 C7 -0.1(3) . . . . ?
C4 C5 C6 C7 0.6(3) . . . . ?
C21 C16 C17 C18 -0.4(3) . . . . ?
C21 C16 P1 O1 131.12(16) . . . . ?
C21 C16 P1 C22 7.20(18) . . . . ?
C21 C16 P1 C13 -107.34(16) . . . . ?
C20 C19 C18 C17 1.0(3) . . . . ?
P1 C16 C17 C18 175.85(15) . . . . ?
P1 C16 C21 C20 -176.12(16) . . . . ?
P1 C22 C23 C24 175.87(18) . . . . ?
P1 C13 C12 C11 -178.04(15) . . . . ?
P1 C13 C14 C15 178.06(14) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.123 0.000 0.000 148.4 26.3 '1 methanol,1 water'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
