# Electronic Supplementary Material (ESI) for ChemComm.
# 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_nfpd3fbza_0m
_database_code_depnum_ccdc_archive 'CCDC 2130416'
loop_
_audit_author_name
_audit_author_address
'M. k. chaitanya Mannava'
;Hyderabad central university
India
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-25 downloaded from the CCDC.
;
_audit_creation_date             2021-12-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H29 N2 O3, C7 H3 F O2'
_chemical_formula_sum            'C31 H32 F N2 O5'
_chemical_formula_weight         531.58
_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'
F F 0.0171 0.0103 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   11.1975(5)
_cell_length_b                   17.7650(8)
_cell_length_c                   13.5020(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.456(2)
_cell_angle_gamma                90
_cell_volume                     2668.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    40373
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.099
_cell_measurement_theta_min      2.160
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  25.099
_exptl_absorpt_correction_T_min  2.160
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1124
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            40373
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.099
_diffrn_reflns_theta_max         25.099
_diffrn_reflns_theta_min         2.160
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  bruker
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3602
_reflns_number_total             4736
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     486
_refine_ls_number_reflns         4736
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0681
_refine_ls_R_factor_gt           0.0489
_refine_ls_restrained_S_all      1.031
_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)+(0.0658P)²+0.9226P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1221
_refine_ls_wR_factor_ref         0.1349
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H) groups
2. Others
 Fixed Sof: F00Q(0.6) F29(0.4)
3.a Idealised tetrahedral OH refined as rotating group:
 O2(H2A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 0.20338(13) 0.55685(8) 0.54843(11) 0.0589(4) Uani 1 1 d . . . . .
C1 C 0.1499(3) 0.61770(15) 0.5966(2) 0.0721(7) Uani 1 1 d . . . . .
H1A H 0.152(2) 0.6642(17) 0.553(2) 0.092(9) Uiso 1 1 d . . . . .
H1B H 0.200(2) 0.6267(15) 0.658(2) 0.086(9) Uiso 1 1 d . . . . .
H1C H 0.063(3) 0.6044(16) 0.607(2) 0.099(9) Uiso 1 1 d . . . . .
O3 O 0.80237(14) 0.23761(9) 0.69365(12) 0.0697(5) Uani 1 1 d . . . . .
C2 C 0.15138(17) 0.53705(11) 0.45573(15) 0.0477(5) Uani 1 1 d . . . . .
C3 C 0.0531(2) 0.57293(12) 0.40563(19) 0.0596(6) Uani 1 1 d . . . . .
H3 H 0.0158(19) 0.6130(13) 0.4378(16) 0.059(6) Uiso 1 1 d . . . . .
N2 N 0.49426(14) 0.34417(9) 0.55449(11) 0.0439(4) Uani 1 1 d . . . . .
H2 H 0.466(2) 0.2926(15) 0.5390(17) 0.072(7) Uiso 1 1 d . . . . .
C4 C 0.0087(2) 0.55044(13) 0.31032(19) 0.0663(6) Uani 1 1 d . . . . .
H4 H -0.063(2) 0.5772(14) 0.2750(19) 0.081(7) Uiso 1 1 d . . . . .
N1 N 0.31072(14) 0.44304(8) 0.46172(11) 0.0456(4) Uani 1 1 d . . . . .
C5 C 0.0617(2) 0.49282(14) 0.26505(19) 0.0660(6) Uani 1 1 d . . . . .
H5 H 0.029(2) 0.4754(15) 0.196(2) 0.087(8) Uiso 1 1 d . . . . .
O2 O 0.55588(17) 0.23089(9) 0.70369(13) 0.0769(5) Uani 1 1 d . . . . .
H2A H 0.5717 0.2078 0.6542 0.115 Uiso 1 1 calc GR . . . .
C6 C 0.1595(2) 0.45633(13) 0.31482(17) 0.0575(5) Uani 1 1 d . . . . .
H6 H 0.1988(19) 0.4179(13) 0.2831(16) 0.061(6) Uiso 1 1 d . . . . .
C7 C 0.20634(17) 0.47698(10) 0.40994(14) 0.0460(5) Uani 1 1 d . . . . .
C9 C 0.4069(2) 0.38424(12) 0.61223(16) 0.0499(5) Uani 1 1 d . . . . .
H9A H 0.3965(18) 0.3557(12) 0.6671(16) 0.051(6) Uiso 1 1 d . . . . .
H9B H 0.4447(18) 0.4316(13) 0.6378(15) 0.052(5) Uiso 1 1 d . . . . .
C8 C 0.29014(19) 0.39938(12) 0.55030(16) 0.0502(5) Uani 1 1 d . . . . .
H8A H 0.2482(18) 0.3517(12) 0.5317(14) 0.051(5) Uiso 1 1 d . . . . .
H8B H 0.2363(18) 0.4288(12) 0.5873(15) 0.051(5) Uiso 1 1 d . . . . .
C11 C 0.50456(19) 0.38362(12) 0.45810(15) 0.0498(5) Uani 1 1 d . . . . .
H11A H 0.5529(19) 0.3503(12) 0.4234(16) 0.056(6) Uiso 1 1 d . . . . .
H11B H 0.5472(18) 0.4306(13) 0.4720(15) 0.054(6) Uiso 1 1 d . . . . .
C10 C 0.38377(19) 0.39799(12) 0.40108(16) 0.0512(5) Uani 1 1 d . . . . .
H10A H 0.3966(19) 0.4274(12) 0.3396(17) 0.061(6) Uiso 1 1 d . . . . .
H10B H 0.3469(18) 0.3503(12) 0.3811(15) 0.050(5) Uiso 1 1 d . . . . .
C12 C 0.61597(19) 0.33815(12) 0.61146(17) 0.0524(5) Uani 1 1 d . . . . .
H12A H 0.645(2) 0.3910(14) 0.6212(17) 0.066(6) Uiso 1 1 d . . . . .
H12B H 0.6674(19) 0.3118(12) 0.5683(16) 0.060(6) Uiso 1 1 d . . . . .
C17 C 1.1265(3) 0.25838(14) 0.7702(2) 0.0798(8) Uani 1 1 d . . . . .
H17 H 1.173(2) 0.2791(15) 0.823(2) 0.077(8) Uiso 1 1 d . . . . .
C13 C 0.6192(2) 0.29902(12) 0.71077(17) 0.0590(5) Uani 1 1 d . . . . .
H13 H 0.5703(17) 0.3234(11) 0.7668(15) 0.047(5) Uiso 1 1 d . . . . .
C14 C 0.7480(2) 0.28953(15) 0.7555(2) 0.0682(7) Uani 1 1 d . . . . .
H14A H 0.791(2) 0.3411(16) 0.7557(19) 0.081(7) Uiso 1 1 d . . . . .
H14B H 0.750(2) 0.2714(15) 0.823(2) 0.084(8) Uiso 1 1 d . . . . .
C15 C 0.9248(2) 0.23274(11) 0.70056(17) 0.0592(6) Uani 1 1 d . . . . .
C16 C 1.0026(3) 0.26441(13) 0.7735(2) 0.0714(7) Uani 1 1 d . . . . .
H16 H 0.974(2) 0.2914(14) 0.8217(18) 0.066(7) Uiso 1 1 d . . . . .
C18 C 1.1722(3) 0.22198(14) 0.6950(2) 0.0721(7) Uani 1 1 d . . . . .
H18 H 1.252(2) 0.2206(14) 0.6888(18) 0.072(7) Uiso 1 1 d . . . . .
C19 C 1.0948(2) 0.18473(12) 0.62075(17) 0.0594(6) Uani 1 1 d . . . . .
C20 C 1.1379(2) 0.14017(16) 0.5460(2) 0.0709(7) Uani 1 1 d . . . . .
H20 H 1.219(2) 0.1378(13) 0.5412(16) 0.064(7) Uiso 1 1 d . . . . .
C21 C 1.0610(2) 0.10074(17) 0.47975(19) 0.0741(7) Uani 1 1 d . . . . .
H21 H 1.099(2) 0.0659(16) 0.428(2) 0.096(9) Uiso 1 1 d . . . . .
C22 C 0.9369(2) 0.10563(15) 0.48317(18) 0.0680(6) Uani 1 1 d . . . . .
H22 H 0.880(2) 0.0770(15) 0.434(2) 0.083(8) Uiso 1 1 d . . . . .
C23 C 0.8910(2) 0.15007(13) 0.55232(16) 0.0582(5) Uani 1 1 d . . . . .
H23 H 0.807(2) 0.1523(11) 0.5531(14) 0.049(5) Uiso 1 1 d . . . . .
C24 C 0.96844(19) 0.18949(11) 0.62363(16) 0.0539(5) Uani 1 1 d . . . . .
O5 O 0.40773(15) 0.21406(8) 0.47647(14) 0.0714(5) Uani 1 1 d . . . . .
O4 O 0.59505(18) 0.18087(12) 0.51057(19) 0.1085(8) Uani 1 1 d . . . . .
F00Q F 0.6170(2) -0.06817(14) 0.34686(17) 0.0802(7) Uani 0.6 1 d . . P . .
F29 F 0.2422(4) -0.0102(2) 0.2915(3) 0.0976(13) Uani 0.4 1 d . . P . .
C25 C 0.4933(2) 0.17041(12) 0.46978(16) 0.0574(5) Uani 1 1 d . . . . .
C26 C 0.46947(19) 0.09789(11) 0.41306(14) 0.0493(5) Uani 1 1 d . . . . .
C27 C 0.5622(2) 0.04830(13) 0.40356(16) 0.0601(6) Uani 1 1 d . . . . .
H27 H 0.640(2) 0.0601(13) 0.4277(17) 0.066(7) Uiso 1 1 d . . . . .
C28 C 0.5381(3) -0.01873(13) 0.35385(16) 0.0700(7) Uani 1 1 d . . . . .
C29 C 0.4257(3) -0.03843(14) 0.31341(17) 0.0734(7) Uani 1 1 d . . . . .
H29 H 0.406(2) -0.0879(14) 0.2788(18) 0.071(7) Uiso 1 1 d . . . . .
C30 C 0.3345(3) 0.01107(14) 0.32344(18) 0.0729(7) Uani 1 1 d . . . . .
C31 C 0.3556(2) 0.07893(13) 0.37205(16) 0.0589(5) Uani 1 1 d . . . . .
H31 H 0.288(2) 0.1151(14) 0.3771(18) 0.075(7) 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 C1 1.428(3) . ?
O1 C2 1.366(2) . ?
O3 C14 1.426(3) . ?
O3 C15 1.367(3) . ?
C2 C3 1.381(3) . ?
C2 C7 1.409(3) . ?
C3 C4 1.385(3) . ?
N2 C9 1.498(2) . ?
N2 C11 1.494(2) . ?
N2 C12 1.492(3) . ?
C4 C5 1.362(4) . ?
N1 C7 1.426(2) . ?
N1 C8 1.465(2) . ?
N1 C10 1.460(2) . ?
C5 C6 1.380(3) . ?
O2 C13 1.401(3) . ?
C6 C7 1.381(3) . ?
C9 C8 1.495(3) . ?
C11 C10 1.501(3) . ?
C12 C13 1.507(3) . ?
C17 C16 1.398(4) . ?
C17 C18 1.352(4) . ?
C13 C14 1.509(3) . ?
C15 C16 1.360(3) . ?
C15 C24 1.422(3) . ?
C18 C19 1.414(3) . ?
C19 C20 1.410(4) . ?
C19 C24 1.422(3) . ?
C20 C21 1.364(4) . ?
C21 C22 1.398(4) . ?
C22 C23 1.366(3) . ?
C23 C24 1.408(3) . ?
O5 C25 1.244(3) . ?
O4 C25 1.223(3) . ?
F00Q C28 1.257(3) . ?
F29 C30 1.139(4) . ?
C25 C26 1.507(3) . ?
C26 C27 1.379(3) . ?
C26 C31 1.374(3) . ?
C27 C28 1.379(3) . ?
C28 C29 1.360(4) . ?
C29 C30 1.366(4) . ?
C30 C31 1.380(3) . ?

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
C2 O1 C1 117.07(19) . . ?
C15 O3 C14 119.48(18) . . ?
O1 C2 C3 124.34(19) . . ?
O1 C2 C7 115.78(17) . . ?
C3 C2 C7 119.86(19) . . ?
C2 C3 C4 120.3(2) . . ?
C11 N2 C9 110.46(15) . . ?
C12 N2 C9 112.21(16) . . ?
C12 N2 C11 109.10(15) . . ?
C5 C4 C3 120.3(2) . . ?
C7 N1 C8 115.36(15) . . ?
C7 N1 C10 115.90(16) . . ?
C10 N1 C8 108.49(15) . . ?
C4 C5 C6 119.8(2) . . ?
C5 C6 C7 121.7(2) . . ?
C2 C7 N1 118.64(17) . . ?
C6 C7 C2 118.05(19) . . ?
C6 C7 N1 123.23(18) . . ?
C8 C9 N2 112.06(17) . . ?
N1 C8 C9 110.12(17) . . ?
N2 C11 C10 111.91(17) . . ?
N1 C10 C11 109.58(17) . . ?
N2 C12 C13 114.91(18) . . ?
C18 C17 C16 121.4(3) . . ?
O2 C13 C12 112.11(19) . . ?
O2 C13 C14 112.61(19) . . ?
C12 C13 C14 109.5(2) . . ?
O3 C14 C13 106.83(19) . . ?
O3 C15 C24 114.12(18) . . ?
C16 C15 O3 125.3(2) . . ?
C16 C15 C24 120.5(2) . . ?
C15 C16 C17 120.1(3) . . ?
C17 C18 C19 120.2(3) . . ?
C18 C19 C24 119.0(2) . . ?
C20 C19 C18 122.6(2) . . ?
C20 C19 C24 118.3(2) . . ?
C21 C20 C19 121.1(2) . . ?
C20 C21 C22 120.2(3) . . ?
C23 C22 C21 120.6(2) . . ?
C22 C23 C24 120.3(2) . . ?
C15 C24 C19 118.5(2) . . ?
C23 C24 C15 122.2(2) . . ?
C23 C24 C19 119.3(2) . . ?
O5 C25 C26 118.4(2) . . ?
O4 C25 O5 124.0(2) . . ?
O4 C25 C26 117.5(2) . . ?
C27 C26 C25 120.1(2) . . ?
C31 C26 C25 121.17(19) . . ?
C31 C26 C27 118.7(2) . . ?
C28 C27 C26 119.3(2) . . ?
F00Q C28 C27 122.6(3) . . ?
F00Q C28 C29 114.6(2) . . ?
C29 C28 C27 122.7(2) . . ?
C28 C29 C30 117.6(2) . . ?
F29 C30 C29 113.9(3) . . ?
F29 C30 C31 124.7(3) . . ?
C29 C30 C31 121.3(3) . . ?
C26 C31 C30 120.5(2) . . ?

_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_nfpd35dfbza3_0m
_database_code_depnum_ccdc_archive 'CCDC 2130418'
loop_
_audit_author_name
_audit_author_address
'M. k. chaitanya Mannava'
;Hyderabad central university
India
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-25 downloaded from the CCDC.
;
_audit_creation_date             2021-12-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H29 N2 O3, C7 H3 F2 O2'
_chemical_formula_sum            'C31 H32 F2 N2 O5'
_chemical_formula_weight         550.58
_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'
F F 0.0171 0.0103 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   11.7664(8)
_cell_length_b                   11.2033(8)
_cell_length_c                   21.4616(16)
_cell_angle_alpha                90
_cell_angle_beta                 96.300(3)
_cell_angle_gamma                90
_cell_volume                     2812.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    44281
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.072
_cell_measurement_theta_min      2.518
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            44281
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.072
_diffrn_reflns_theta_max         25.072
_diffrn_reflns_theta_min         2.518
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  bruker
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4007
_reflns_number_total             4980
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.514
_refine_diff_density_min         -0.549
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     498
_refine_ls_number_reflns         4980
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0711
_refine_ls_R_factor_gt           0.0575
_refine_ls_restrained_S_all      1.045
_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)+(0.0776P)²+1.5493P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1506
_refine_ls_wR_factor_ref         0.1598
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Sof: O13(0.85) O0AA(0.15)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_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 0.25952(18) 0.86434(15) 0.56965(9) 0.0623(5) Uani 1 1 d . . . . .
N1 N 0.15958(15) 0.66114(16) 0.59869(8) 0.0397(4) Uani 1 1 d . . . . .
C1 C 0.3146(4) 0.9733(3) 0.5579(2) 0.0793(10) Uani 1 1 d . . . . .
H1A H 0.272(3) 1.012(4) 0.5215(18) 0.104(12) Uiso 1 1 d . . . . .
H1B H 0.395(4) 0.951(3) 0.5504(17) 0.100(13) Uiso 1 1 d . . . . .
H1C H 0.307(3) 1.016(4) 0.5990(19) 0.104(12) Uiso 1 1 d . . . . .
O13 O -0.01896(17) 0.37890(17) 0.75551(9) 0.0454(5) Uani 0.85 1 d . . P . .
N2 N 0.12709(15) 0.55824(16) 0.71836(8) 0.0375(4) Uani 1 1 d . . . . .
H2 H 0.154(2) 0.488(3) 0.7134(12) 0.057(8) Uiso 1 1 d . . . . .
C2 C 0.2434(2) 0.7829(2) 0.52200(11) 0.0474(6) Uani 1 1 d . . . . .
O3 O 0.10917(15) 0.37881(16) 0.87813(7) 0.0561(5) Uani 1 1 d . . . . .
C3 C 0.2726(3) 0.8020(3) 0.46212(13) 0.0633(7) Uani 1 1 d . . . . .
H3 H 0.306(2) 0.872(3) 0.4510(13) 0.066(8) Uiso 1 1 d . . . . .
C4 C 0.2533(3) 0.7136(3) 0.41696(14) 0.0748(9) Uani 1 1 d . . . . .
H4 H 0.272(3) 0.728(3) 0.3742(16) 0.090(10) Uiso 1 1 d . . . . .
C5 C 0.2057(3) 0.6072(3) 0.43170(14) 0.0721(8) Uani 1 1 d . . . . .
H5 H 0.199(3) 0.546(3) 0.4017(17) 0.092(11) Uiso 1 1 d . . . . .
C6 C 0.1750(2) 0.5882(3) 0.49119(12) 0.0573(6) Uani 1 1 d . . . . .
H6 H 0.147(2) 0.510(3) 0.5019(13) 0.068(8) Uiso 1 1 d . . . . .
C7 C 0.19290(19) 0.6751(2) 0.53717(10) 0.0423(5) Uani 1 1 d . . . . .
C8 C 0.2568(2) 0.6426(2) 0.64669(11) 0.0454(5) Uani 1 1 d . . . . .
H8A H 0.314(2) 0.709(2) 0.6425(11) 0.048(6) Uiso 1 1 d . . . . .
H8B H 0.292(2) 0.565(2) 0.6413(11) 0.053(7) Uiso 1 1 d . . . . .
C9 C 0.2179(2) 0.6489(2) 0.71125(11) 0.0436(5) Uani 1 1 d . . . . .
H9A H 0.276(2) 0.634(2) 0.7407(13) 0.057(8) Uiso 1 1 d . . . . .
H9B H 0.184(2) 0.726(2) 0.7198(11) 0.052(7) Uiso 1 1 d . . . . .
C10 C 0.0708(2) 0.5727(2) 0.60512(11) 0.0441(5) Uani 1 1 d . . . . .
H10A H 0.098(2) 0.487(2) 0.6010(11) 0.048(6) Uiso 1 1 d . . . . .
H10B H 0.010(2) 0.590(2) 0.5724(12) 0.049(6) Uiso 1 1 d . . . . .
C11 C 0.02930(19) 0.5807(2) 0.66912(11) 0.0441(5) Uani 1 1 d . . . . .
H11A H 0.000(2) 0.664(2) 0.6777(11) 0.056(7) Uiso 1 1 d . . . . .
H11B H -0.035(2) 0.521(2) 0.6756(12) 0.059(7) Uiso 1 1 d . . . . .
C12 C 0.0962(2) 0.5581(2) 0.78439(11) 0.0451(5) Uani 1 1 d . . . . .
H12A H 0.081(2) 0.641(2) 0.7944(12) 0.056(7) Uiso 1 1 d . . . . .
H12B H 0.168(2) 0.531(2) 0.8102(12) 0.054(7) Uiso 1 1 d . . . . .
C13 C -0.0030(2) 0.4764(2) 0.79548(11) 0.0473(6) Uani 1 1 d . . . . .
C14 C 0.0044(2) 0.4421(2) 0.86399(12) 0.0512(6) Uani 1 1 d . . . . .
H14A H 0.008(2) 0.516(2) 0.8915(12) 0.054(7) Uiso 1 1 d . . . . .
H14B H -0.062(2) 0.387(2) 0.8699(12) 0.054(7) Uiso 1 1 d . . . . .
C15 C 0.1339(2) 0.3303(2) 0.93652(10) 0.0484(6) Uani 1 1 d . . . . .
C16 C 0.0625(3) 0.3327(2) 0.98229(12) 0.0578(7) Uani 1 1 d . . . . .
H16 H -0.011(2) 0.368(2) 0.9741(11) 0.042(6) Uiso 1 1 d . . . . .
C17 C 0.0983(4) 0.2770(3) 1.04090(13) 0.0716(9) Uani 1 1 d . . . . .
H17 H 0.046(3) 0.280(3) 1.0698(16) 0.082(10) Uiso 1 1 d . . . . .
C18 C 0.2022(4) 0.2246(3) 1.05167(15) 0.0746(9) Uani 1 1 d . . . . .
H18 H 0.226(3) 0.194(4) 1.0919(18) 0.106(12) Uiso 1 1 d . . . . .
C19 C 0.2778(3) 0.2221(2) 1.00547(13) 0.0625(7) Uani 1 1 d . . . . .
C20 C 0.3876(4) 0.1677(3) 1.0144(2) 0.0832(11) Uani 1 1 d . . . . .
H20 H 0.407(3) 0.138(3) 1.0536(18) 0.097(12) Uiso 1 1 d . . . . .
C21 C 0.4583(4) 0.1661(4) 0.9689(2) 0.0955(12) Uani 1 1 d . . . . .
H21 H 0.532(4) 0.125(4) 0.978(2) 0.130(15) Uiso 1 1 d . . . . .
C22 C 0.4246(3) 0.2187(4) 0.9116(2) 0.0942(11) Uani 1 1 d . . . . .
H22 H 0.484(4) 0.215(4) 0.880(2) 0.140(16) Uiso 1 1 d . . . . .
C23 C 0.3196(3) 0.2725(3) 0.89985(15) 0.0724(8) Uani 1 1 d . . . . .
H23 H 0.291(2) 0.308(3) 0.8564(14) 0.072(8) Uiso 1 1 d . . . . .
C24 C 0.2439(2) 0.2753(2) 0.94638(12) 0.0527(6) Uani 1 1 d . . . . .
F2 F 0.3891(2) -0.1281(2) 0.79120(18) 0.1745(16) Uani 1 1 d . . . . .
F1 F 0.58462(13) 0.09856(17) 0.65655(8) 0.0773(5) Uani 1 1 d . . . . .
O5 O 0.14558(16) 0.22735(16) 0.74748(11) 0.0732(6) Uani 1 1 d . . . . .
O4 O 0.25974(14) 0.36142(13) 0.71040(8) 0.0522(4) Uani 1 1 d . . . . .
C25 C 0.23674(19) 0.25907(19) 0.72807(10) 0.0413(5) Uani 1 1 d . . . . .
C26 C 0.32756(19) 0.16387(19) 0.72699(10) 0.0407(5) Uani 1 1 d . . . . .
C27 C 0.3178(3) 0.0602(3) 0.76083(16) 0.0701(9) Uani 1 1 d . . . . .
H27 H 0.250(3) 0.050(3) 0.7836(16) 0.096(11) Uiso 1 1 d . . . . .
C28 C 0.3991(3) -0.0262(3) 0.75857(19) 0.0883(11) Uani 1 1 d . . . . .
C29 C 0.4917(3) -0.0155(3) 0.72528(17) 0.0737(9) Uani 1 1 d . . . . .
H29 H 0.545(3) -0.078(3) 0.7257(16) 0.094(11) Uiso 1 1 d . . . . .
C30 C 0.49648(19) 0.0870(2) 0.69160(12) 0.0497(6) Uani 1 1 d . . . . .
C31 C 0.41851(19) 0.1775(2) 0.69184(11) 0.0426(5) Uani 1 1 d . . . . .
H31 H 0.427(2) 0.251(2) 0.6689(11) 0.053(7) Uiso 1 1 d . . . . .
O0AA O -0.1001(12) 0.4778(14) 0.7706(7) 0.061(3) Uani 0.15 1 d . . P . .
H13 H 0.043(3) 0.337(3) 0.7577(15) 0.086(11) Uiso 1 1 d . . . . .
H13A H -0.077(3) 0.529(3) 0.7845(17) 0.073(13) 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 C1 1.418(3) . ?
O1 C2 1.368(3) . ?
N1 C7 1.427(3) . ?
N1 C8 1.467(3) . ?
N1 C10 1.457(3) . ?
O13 C13 1.389(3) . ?
O13 O0AA 1.521(15) . ?
N2 C9 1.495(3) . ?
N2 C11 1.496(3) . ?
N2 C12 1.501(3) . ?
C2 C3 1.383(4) . ?
C2 C7 1.400(3) . ?
O3 C14 1.425(3) . ?
O3 C15 1.368(3) . ?
C3 C4 1.387(4) . ?
C4 C5 1.368(5) . ?
C5 C6 1.381(4) . ?
C6 C7 1.386(3) . ?
C8 C9 1.507(3) . ?
C10 C11 1.510(3) . ?
C12 C13 1.523(3) . ?
C13 C14 1.513(3) . ?
C13 O0AA 1.207(14) . ?
C15 C16 1.361(3) . ?
C15 C24 1.428(4) . ?
C16 C17 1.425(4) . ?
C17 C18 1.353(5) . ?
C18 C19 1.403(5) . ?
C19 C20 1.423(5) . ?
C19 C24 1.418(4) . ?
C20 C21 1.351(6) . ?
C21 C22 1.380(6) . ?
C22 C23 1.372(5) . ?
C23 C24 1.410(4) . ?
F2 C28 1.351(3) . ?
F1 C30 1.353(3) . ?
O5 C25 1.244(3) . ?
O4 C25 1.247(3) . ?
C25 C26 1.512(3) . ?
C26 C27 1.381(3) . ?
C26 C31 1.384(3) . ?
C27 C28 1.366(4) . ?
C28 C29 1.372(4) . ?
C29 C30 1.361(4) . ?
C30 C31 1.368(3) . ?

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
C2 O1 C1 118.0(2) . . ?
C7 N1 C8 113.15(17) . . ?
C7 N1 C10 115.78(17) . . ?
C10 N1 C8 110.42(18) . . ?
C13 O13 O0AA 48.7(6) . . ?
C9 N2 C11 108.46(17) . . ?
C9 N2 C12 110.30(17) . . ?
C11 N2 C12 114.82(18) . . ?
O1 C2 C3 124.3(2) . . ?
O1 C2 C7 115.4(2) . . ?
C3 C2 C7 120.3(2) . . ?
C15 O3 C14 118.99(18) . . ?
C2 C3 C4 120.0(3) . . ?
C5 C4 C3 120.0(3) . . ?
C4 C5 C6 120.2(3) . . ?
C5 C6 C7 121.0(3) . . ?
C2 C7 N1 118.5(2) . . ?
C6 C7 N1 123.1(2) . . ?
C6 C7 C2 118.4(2) . . ?
N1 C8 C9 110.33(19) . . ?
N2 C9 C8 110.75(19) . . ?
N1 C10 C11 110.64(19) . . ?
N2 C11 C10 109.38(19) . . ?
N2 C12 C13 114.67(19) . . ?
O13 C13 C12 115.5(2) . . ?
O13 C13 C14 112.9(2) . . ?
C14 C13 C12 109.9(2) . . ?
O0AA C13 O13 71.4(8) . . ?
O0AA C13 C12 128.9(7) . . ?
O0AA C13 C14 112.6(7) . . ?
O3 C14 C13 106.86(19) . . ?
O3 C15 C24 113.9(2) . . ?
C16 C15 O3 124.6(2) . . ?
C16 C15 C24 121.5(2) . . ?
C15 C16 C17 118.9(3) . . ?
C18 C17 C16 120.9(3) . . ?
C17 C18 C19 121.3(3) . . ?
C18 C19 C20 123.4(3) . . ?
C18 C19 C24 119.0(3) . . ?
C24 C19 C20 117.6(3) . . ?
C21 C20 C19 122.0(3) . . ?
C20 C21 C22 119.9(4) . . ?
C23 C22 C21 121.1(4) . . ?
C22 C23 C24 120.4(3) . . ?
C19 C24 C15 118.3(3) . . ?
C23 C24 C15 122.6(2) . . ?
C23 C24 C19 119.1(3) . . ?
O5 C25 O4 126.0(2) . . ?
O5 C25 C26 116.13(19) . . ?
O4 C25 C26 117.8(2) . . ?
C27 C26 C25 119.0(2) . . ?
C27 C26 C31 119.6(2) . . ?
C31 C26 C25 121.4(2) . . ?
C28 C27 C26 118.6(3) . . ?
F2 C28 C27 118.6(3) . . ?
F2 C28 C29 117.6(3) . . ?
C27 C28 C29 123.8(3) . . ?
C30 C29 C28 115.6(2) . . ?
F1 C30 C29 117.1(2) . . ?
F1 C30 C31 119.1(2) . . ?
C29 C30 C31 123.8(2) . . ?
C30 C31 C26 118.6(2) . . ?
C13 O0AA O13 59.9(6) . . ?

_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_nfpd_245tfba_meoh_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2130421'
loop_
_audit_author_name
_audit_author_address
'M. k. chaitanya Mannava'
;Hyderabad central university
India
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-25 downloaded from the CCDC.
;
_audit_creation_date             2021-12-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H29 N2 O3, C7 F3 O2'
_chemical_formula_sum            'C31 H29 F3 N2 O5'
_chemical_formula_weight         566.61
_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'
F F 0.0171 0.0103 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   10.760(3)
_cell_length_b                   24.632(9)
_cell_length_c                   11.501(4)
_cell_angle_alpha                90
_cell_angle_beta                 116.480(10)
_cell_angle_gamma                90
_cell_volume                     2728.4(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9922
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.77
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.6982
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1090 before and 0.0618 after correction.
The Ratio of minimum to maximum transmission is 0.9353.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1104
_diffrn_reflns_av_unetI/netI     0.0718
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            78146
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.118
_diffrn_reflns_theta_min         2.271
_diffrn_ambient_temperature      293.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6221
_reflns_number_total             10332
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.796
_refine_diff_density_min         -0.487
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     390
_refine_ls_number_reflns         10332
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1270
_refine_ls_R_factor_gt           0.0647
_refine_ls_restrained_S_all      1.025
_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)+(0.0543P)²+2.2445P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1385
_refine_ls_wR_factor_ref         0.1694
_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
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Fixed Sof: F1(0.27125) F2(0.2) F6(0.73) F8(0.8)
3.a Ternary CH refined with riding coordinates:
 N2(H2), C8(H8)
3.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C9(H9A,H9B), C18(H18A,H18B), C19(H19A,
 H19B)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2A), C13(H13), C14(H14), C16(H16), C17(H17), C20(H20), C21(H21),
 C22(H22), C23(H23), C24(H24)
3.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
3.e Idealised tetrahedral OH refined as rotating group:
 O0AA(H0AA)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.90355(14) 0.10891(6) 0.56759(13) 0.0262(3) Uani 1 1 d . . . . .
O2 O 0.14008(13) -0.00503(5) -0.07145(12) 0.0203(3) Uani 1 1 d . . . . .
N1 N 0.37351(14) -0.06455(6) 0.04186(13) 0.0169(3) Uani 1 1 d . . . . .
N2 N 0.63001(14) -0.03082(6) 0.26050(13) 0.0174(3) Uani 1 1 d . . . . .
H2 H 0.6474 -0.0567 0.3307 0.021 Uiso 1 1 calc R . . . .
C1 C -0.0033(2) -0.13736(9) -0.22271(18) 0.0282(4) Uani 1 1 d . . . . .
H1 H -0.0870 -0.1532 -0.2794 0.034 Uiso 1 1 calc R . . . .
C2 C 0.00042(19) -0.08274(9) -0.18917(17) 0.0240(4) Uani 1 1 d . . . . .
H2A H -0.0805 -0.0622 -0.2242 0.029 Uiso 1 1 calc R . . . .
C3 C 0.12502(18) -0.05907(7) -0.10340(16) 0.0185(3) Uani 1 1 d . . . . .
C4 C 0.24788(17) -0.09059(7) -0.04542(15) 0.0177(3) Uani 1 1 d . . . . .
C5 C 0.37238(17) -0.04168(8) 0.15990(16) 0.0190(3) Uani 1 1 d . . . . .
H5A H 0.3794 -0.0708 0.2194 0.023 Uiso 1 1 calc R . . . .
H5B H 0.2858 -0.0226 0.1371 0.023 Uiso 1 1 calc R . . . .
C6 C 0.49328(18) -0.00290(8) 0.22495(16) 0.0195(3) Uani 1 1 d . . . . .
H6A H 0.4831 0.0271 0.1667 0.023 Uiso 1 1 calc R . . . .
H6B H 0.4923 0.0118 0.3028 0.023 Uiso 1 1 calc R . . . .
C7 C 0.74807(18) 0.00881(8) 0.30429(16) 0.0200(3) Uani 1 1 d . . . . .
H7A H 0.7255 0.0368 0.2386 0.024 Uiso 1 1 calc R . . . .
H7B H 0.8301 -0.0100 0.3107 0.024 Uiso 1 1 calc R . . . .
C8 C 0.78220(18) 0.03580(7) 0.43399(16) 0.0188(3) Uani 1 1 d . . . . .
H8 H 0.6984 0.0518 0.4330 0.023 Uiso 1 1 calc R . . . .
C9 C 0.88971(19) 0.07951(8) 0.45592(17) 0.0210(3) Uani 1 1 d . . . . .
H9A H 0.9777 0.0634 0.4706 0.025 Uiso 1 1 calc R . . . .
H9B H 0.8592 0.1033 0.3811 0.025 Uiso 1 1 calc R . . . .
C10 C 1.01846(19) 0.14034(7) 0.63226(17) 0.0195(3) Uani 1 1 d . . . . .
C11 C 1.01726(19) 0.16923(7) 0.74010(17) 0.0201(3) Uani 1 1 d . . . . .
C12 C 1.13107(19) 0.20361(7) 0.81471(16) 0.0201(3) Uani 1 1 d . . . . .
C13 C 1.1287(2) 0.23198(8) 0.92082(18) 0.0264(4) Uani 1 1 d . . . . .
H13 H 1.2017 0.2551 0.9698 0.032 Uiso 1 1 calc R . . . .
C14 C 1.0212(2) 0.22601(8) 0.9526(2) 0.0309(4) Uani 1 1 d . . . . .
H14 H 1.0221 0.2447 1.0233 0.037 Uiso 1 1 calc R . . . .
C15 C 0.0208(2) 0.02940(9) -0.13385(18) 0.0272(4) Uani 1 1 d . . . . .
H15A H -0.0102 0.0286 -0.2261 0.041 Uiso 1 1 calc GR . . . .
H15B H 0.0450 0.0659 -0.1027 0.041 Uiso 1 1 calc GR . . . .
H15C H -0.0523 0.0167 -0.1145 0.041 Uiso 1 1 calc GR . . . .
C16 C 0.1161(2) -0.16789(8) -0.17239(18) 0.0272(4) Uani 1 1 d . . . . .
H16 H 0.1140 -0.2039 -0.1975 0.033 Uiso 1 1 calc R . . . .
C17 C 0.2411(2) -0.14456(8) -0.08310(17) 0.0225(4) Uani 1 1 d . . . . .
H17 H 0.3213 -0.1656 -0.0483 0.027 Uiso 1 1 calc R . . . .
C18 C 0.50002(18) -0.09691(7) 0.08129(17) 0.0194(3) Uani 1 1 d . . . . .
H18A H 0.5001 -0.1144 0.0058 0.023 Uiso 1 1 calc R . . . .
H18B H 0.5027 -0.1250 0.1415 0.023 Uiso 1 1 calc R . . . .
C19 C 0.62622(18) -0.06097(7) 0.14524(16) 0.0183(3) Uani 1 1 d . . . . .
H19A H 0.7092 -0.0831 0.1731 0.022 Uiso 1 1 calc R . . . .
H19B H 0.6267 -0.0350 0.0821 0.022 Uiso 1 1 calc R . . . .
C20 C 1.12793(19) 0.14543(7) 0.60212(17) 0.0202(3) Uani 1 1 d . . . . .
H20 H 1.1278 0.1266 0.5320 0.024 Uiso 1 1 calc R . . . .
C21 C 1.24102(19) 0.17954(7) 0.67849(17) 0.0209(3) Uani 1 1 d . . . . .
H21 H 1.3156 0.1824 0.6586 0.025 Uiso 1 1 calc R . . . .
C22 C 1.24292(19) 0.20841(8) 0.78113(18) 0.0227(4) Uani 1 1 d . . . . .
H22 H 1.3174 0.2312 0.8289 0.027 Uiso 1 1 calc R . . . .
C23 C 0.9092(2) 0.19163(8) 0.8786(2) 0.0295(4) Uani 1 1 d . . . . .
H23 H 0.8363 0.1877 0.9004 0.035 Uiso 1 1 calc R . . . .
C24 C 0.9070(2) 0.16387(8) 0.77435(19) 0.0248(4) Uani 1 1 d . . . . .
H24 H 0.8324 0.1413 0.7258 0.030 Uiso 1 1 calc R . . . .
F1 F 0.4136(7) 0.1808(3) 0.0993(5) 0.0541(15) Uani 0.2712 1 d . . P . .
F2 F 0.5991(7) 0.1623(3) 0.6138(7) 0.0415(16) Uani 0.2 1 d . . P . .
F4 F 0.5914(2) 0.24259(7) 0.22348(19) 0.0640(5) Uani 1 1 d . . . . .
O5 O 0.34049(15) 0.04270(6) 0.39443(13) 0.0273(3) Uani 1 1 d . . . . .
F6 F 0.6952(2) 0.23532(7) 0.47977(18) 0.0416(5) Uani 0.73 1 d . . P . .
O7 O 0.39248(15) 0.09918(6) 0.56303(12) 0.0260(3) Uani 1 1 d . . . . .
F8 F 0.28557(15) 0.09799(7) 0.17200(13) 0.0307(3) Uani 0.8 1 d . . P . .
C25 C 0.5416(3) 0.20504(9) 0.2772(3) 0.0415(6) Uani 1 1 d . . . . .
C26 C 0.4374(3) 0.17105(9) 0.1984(2) 0.0362(5) Uani 1 1 d . . . . .
C27 C 0.3888(2) 0.13249(8) 0.25613(19) 0.0263(4) Uani 1 1 d . . . . .
C28 C 0.4382(2) 0.12827(8) 0.39047(19) 0.0240(4) Uani 1 1 d . . . . .
C29 C 0.38571(18) 0.08634(8) 0.45465(17) 0.0202(3) Uani 1 1 d . . . . .
C30 C 0.5960(3) 0.20173(9) 0.4110(3) 0.0409(6) Uani 1 1 d . . . . .
C31 C 0.5426(2) 0.16441(8) 0.4675(2) 0.0292(4) Uani 1 1 d . . . . .
O0AA O 0.84016(14) -0.00240(6) 0.53502(12) 0.0257(3) Uani 1 1 d . . . . .
H0AA H 0.7799 -0.0135 0.5543 0.039 Uiso 1 1 calc GR . . . .


_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 C9 1.423(2) . ?
O1 C10 1.364(2) . ?
O2 C3 1.371(2) . ?
O2 C15 1.436(2) . ?
N1 C4 1.427(2) . ?
N1 C5 1.475(2) . ?
N1 C18 1.464(2) . ?
N2 H2 0.9800 . ?
N2 C6 1.506(2) . ?
N2 C7 1.500(2) . ?
N2 C19 1.504(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.395(3) . ?
C1 C16 1.374(3) . ?
C2 H2A 0.9300 . ?
C2 C3 1.390(2) . ?
C3 C4 1.417(2) . ?
C4 C17 1.390(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.515(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.521(2) . ?
C8 H8 0.9800 . ?
C8 C9 1.517(3) . ?
C8 O0AA 1.407(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.435(2) . ?
C10 C20 1.374(3) . ?
C11 C12 1.420(3) . ?
C11 C24 1.413(3) . ?
C12 C13 1.416(3) . ?
C12 C22 1.423(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.369(3) . ?
C14 H14 0.9300 . ?
C14 C23 1.407(3) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16 0.9300 . ?
C16 C17 1.401(3) . ?
C17 H17 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.509(2) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20 0.9300 . ?
C20 C21 1.416(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.371(3) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C23 C24 1.371(3) . ?
C24 H24 0.9300 . ?
F1 C26 1.079(5) . ?
F2 C31 1.513(8) . ?
F4 C25 1.350(3) . ?
O5 C29 1.254(2) . ?
F6 C30 1.303(3) . ?
O7 C29 1.256(2) . ?
F8 C27 1.391(3) . ?
C25 C26 1.369(4) . ?
C25 C30 1.383(4) . ?
C26 C27 1.388(3) . ?
C27 C28 1.396(3) . ?
C28 C29 1.518(3) . ?
C28 C31 1.397(3) . ?
C30 C31 1.390(3) . ?
O0AA H0AA 0.8200 . ?

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
C10 O1 C9 119.04(14) . . ?
C3 O2 C15 117.85(15) . . ?
C4 N1 C5 115.17(13) . . ?
C4 N1 C18 115.56(14) . . ?
C18 N1 C5 108.12(13) . . ?
C6 N2 H2 109.0 . . ?
C7 N2 H2 109.0 . . ?
C7 N2 C6 111.87(14) . . ?
C7 N2 C19 107.65(13) . . ?
C19 N2 H2 109.0 . . ?
C19 N2 C6 110.30(13) . . ?
C2 C1 H1 119.8 . . ?
C16 C1 H1 119.8 . . ?
C16 C1 C2 120.33(18) . . ?
C1 C2 H2A 120.0 . . ?
C3 C2 C1 120.04(18) . . ?
C3 C2 H2A 120.0 . . ?
O2 C3 C2 123.98(17) . . ?
O2 C3 C4 115.58(15) . . ?
C2 C3 C4 120.42(18) . . ?
C3 C4 N1 118.49(16) . . ?
C17 C4 N1 123.41(16) . . ?
C17 C4 C3 117.98(16) . . ?
N1 C5 H5A 109.7 . . ?
N1 C5 H5B 109.7 . . ?
N1 C5 C6 109.74(14) . . ?
H5A C5 H5B 108.2 . . ?
C6 C5 H5A 109.7 . . ?
C6 C5 H5B 109.7 . . ?
N2 C6 C5 111.45(15) . . ?
N2 C6 H6A 109.3 . . ?
N2 C6 H6B 109.3 . . ?
C5 C6 H6A 109.3 . . ?
C5 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
N2 C7 H7A 108.7 . . ?
N2 C7 H7B 108.7 . . ?
N2 C7 C8 114.32(14) . . ?
H7A C7 H7B 107.6 . . ?
C8 C7 H7A 108.7 . . ?
C8 C7 H7B 108.7 . . ?
C7 C8 H8 110.2 . . ?
C9 C8 C7 107.82(14) . . ?
C9 C8 H8 110.2 . . ?
O0AA C8 C7 109.99(15) . . ?
O0AA C8 H8 110.2 . . ?
O0AA C8 C9 108.25(14) . . ?
O1 C9 C8 106.04(14) . . ?
O1 C9 H9A 110.5 . . ?
O1 C9 H9B 110.5 . . ?
C8 C9 H9A 110.5 . . ?
C8 C9 H9B 110.5 . . ?
H9A C9 H9B 108.7 . . ?
O1 C10 C11 113.41(15) . . ?
O1 C10 C20 125.78(16) . . ?
C20 C10 C11 120.80(16) . . ?
C12 C11 C10 118.71(16) . . ?
C24 C11 C10 121.79(17) . . ?
C24 C11 C12 119.50(16) . . ?
C11 C12 C22 119.43(16) . . ?
C13 C12 C11 118.24(17) . . ?
C13 C12 C22 122.33(17) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121.29(19) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C23 120.04(18) . . ?
C23 C14 H14 120.0 . . ?
O2 C15 H15A 109.5 . . ?
O2 C15 H15B 109.5 . . ?
O2 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C1 C16 H16 120.1 . . ?
C1 C16 C17 119.75(19) . . ?
C17 C16 H16 120.1 . . ?
C4 C17 C16 121.37(18) . . ?
C4 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
N1 C18 H18A 109.7 . . ?
N1 C18 H18B 109.7 . . ?
N1 C18 C19 109.98(15) . . ?
H18A C18 H18B 108.2 . . ?
C19 C18 H18A 109.7 . . ?
C19 C18 H18B 109.7 . . ?
N2 C19 C18 112.58(14) . . ?
N2 C19 H19A 109.1 . . ?
N2 C19 H19B 109.1 . . ?
C18 C19 H19A 109.1 . . ?
C18 C19 H19B 109.1 . . ?
H19A C19 H19B 107.8 . . ?
C10 C20 H20 120.2 . . ?
C10 C20 C21 119.60(17) . . ?
C21 C20 H20 120.2 . . ?
C20 C21 H21 119.3 . . ?
C22 C21 C20 121.39(17) . . ?
C22 C21 H21 119.3 . . ?
C12 C22 H22 120.0 . . ?
C21 C22 C12 120.06(17) . . ?
C21 C22 H22 120.0 . . ?
C14 C23 H23 119.8 . . ?
C24 C23 C14 120.40(19) . . ?
C24 C23 H23 119.8 . . ?
C11 C24 H24 119.7 . . ?
C23 C24 C11 120.51(19) . . ?
C23 C24 H24 119.7 . . ?
F4 C25 C26 119.4(2) . . ?
F4 C25 C30 119.5(2) . . ?
C26 C25 C30 121.1(2) . . ?
F1 C26 C25 107.6(4) . . ?
F1 C26 C27 134.1(4) . . ?
C25 C26 C27 118.3(2) . . ?
F8 C27 C28 121.11(17) . . ?
C26 C27 F8 116.11(19) . . ?
C26 C27 C28 122.8(2) . . ?
C27 C28 C29 123.25(18) . . ?
C27 C28 C31 117.17(18) . . ?
C31 C28 C29 119.57(17) . . ?
O5 C29 O7 126.91(17) . . ?
O5 C29 C28 116.86(16) . . ?
O7 C29 C28 116.23(17) . . ?
F6 C30 C25 117.7(2) . . ?
F6 C30 C31 122.3(2) . . ?
C25 C30 C31 120.1(2) . . ?
C28 C31 F2 119.6(3) . . ?
C30 C31 F2 119.9(3) . . ?
C30 C31 C28 120.5(2) . . ?
C8 O0AA H0AA 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C10 C11 C12 -179.65(16) . . . . ?
O1 C10 C11 C24 1.0(3) . . . . ?
O1 C10 C20 C21 -179.75(17) . . . . ?
O2 C3 C4 N1 1.5(2) . . . . ?
O2 C3 C4 C17 -174.51(15) . . . . ?
N1 C4 C17 C16 -177.89(16) . . . . ?
N1 C5 C6 N2 -58.63(18) . . . . ?
N1 C18 C19 N2 57.13(18) . . . . ?
N2 C7 C8 C9 -172.78(15) . . . . ?
N2 C7 C8 O0AA 69.38(19) . . . . ?
C1 C2 C3 O2 175.70(16) . . . . ?
C1 C2 C3 C4 -2.5(3) . . . . ?
C1 C16 C17 C4 -1.1(3) . . . . ?
C2 C1 C16 C17 2.5(3) . . . . ?
C2 C3 C4 N1 179.88(15) . . . . ?
C2 C3 C4 C17 3.9(2) . . . . ?
C3 C4 C17 C16 -2.1(3) . . . . ?
C4 N1 C5 C6 -164.87(15) . . . . ?
C4 N1 C18 C19 166.16(14) . . . . ?
C5 N1 C4 C3 62.5(2) . . . . ?
C5 N1 C4 C17 -121.75(18) . . . . ?
C5 N1 C18 C19 -63.10(17) . . . . ?
C6 N2 C7 C8 68.69(18) . . . . ?
C6 N2 C19 C18 -50.13(19) . . . . ?
C7 N2 C6 C5 170.47(13) . . . . ?
C7 N2 C19 C18 -172.43(14) . . . . ?
C7 C8 C9 O1 171.64(14) . . . . ?
C9 O1 C10 C11 177.94(16) . . . . ?
C9 O1 C10 C20 -2.2(3) . . . . ?
C10 O1 C9 C8 161.74(15) . . . . ?
C10 C11 C12 C13 179.92(17) . . . . ?
C10 C11 C12 C22 -0.2(3) . . . . ?
C10 C11 C24 C23 179.45(18) . . . . ?
C10 C20 C21 C22 -1.0(3) . . . . ?
C11 C10 C20 C21 0.1(3) . . . . ?
C11 C12 C13 C14 1.0(3) . . . . ?
C11 C12 C22 C21 -0.7(3) . . . . ?
C12 C11 C24 C23 0.1(3) . . . . ?
C12 C13 C14 C23 -0.7(3) . . . . ?
C13 C12 C22 C21 179.17(17) . . . . ?
C13 C14 C23 C24 0.1(3) . . . . ?
C14 C23 C24 C11 0.2(3) . . . . ?
C15 O2 C3 C2 -2.2(2) . . . . ?
C15 O2 C3 C4 176.13(14) . . . . ?
C16 C1 C2 C3 -0.7(3) . . . . ?
C18 N1 C4 C3 -170.27(14) . . . . ?
C18 N1 C4 C17 5.5(2) . . . . ?
C18 N1 C5 C6 64.18(18) . . . . ?
C19 N2 C6 C5 50.68(18) . . . . ?
C19 N2 C7 C8 -169.98(14) . . . . ?
C20 C10 C11 C12 0.5(3) . . . . ?
C20 C10 C11 C24 -178.83(18) . . . . ?
C20 C21 C22 C12 1.3(3) . . . . ?
C22 C12 C13 C14 -178.86(19) . . . . ?
C24 C11 C12 C13 -0.7(3) . . . . ?
C24 C11 C12 C22 179.17(17) . . . . ?
F1 C26 C27 F8 -0.7(6) . . . . ?
F1 C26 C27 C28 180.0(5) . . . . ?
F4 C25 C26 F1 1.2(5) . . . . ?
F4 C25 C26 C27 179.4(2) . . . . ?
F4 C25 C30 F6 -0.6(4) . . . . ?
F4 C25 C30 C31 177.9(2) . . . . ?
F6 C30 C31 F2 0.6(4) . . . . ?
F6 C30 C31 C28 -178.6(2) . . . . ?
F8 C27 C28 C29 0.6(3) . . . . ?
F8 C27 C28 C31 179.63(18) . . . . ?
C25 C26 C27 F8 -178.31(19) . . . . ?
C25 C26 C27 C28 2.4(3) . . . . ?
C25 C30 C31 F2 -177.8(4) . . . . ?
C25 C30 C31 C28 3.0(3) . . . . ?
C26 C25 C30 F6 179.9(2) . . . . ?
C26 C25 C30 C31 -1.6(4) . . . . ?
C26 C27 C28 C29 179.87(18) . . . . ?
C26 C27 C28 C31 -1.1(3) . . . . ?
C27 C28 C29 O5 28.1(3) . . . . ?
C27 C28 C29 O7 -151.99(18) . . . . ?
C27 C28 C31 F2 179.2(3) . . . . ?
C27 C28 C31 C30 -1.6(3) . . . . ?
C29 C28 C31 F2 -1.7(4) . . . . ?
C29 C28 C31 C30 177.49(19) . . . . ?
C30 C25 C26 F1 -179.2(4) . . . . ?
C30 C25 C26 C27 -1.0(3) . . . . ?
C31 C28 C29 O5 -150.92(18) . . . . ?
C31 C28 C29 O7 29.0(3) . . . . ?
O0AA C8 C9 O1 -69.40(18) . . . . ?

_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_nfpd2356tfbzachai_0m
_database_code_depnum_ccdc_archive 'CCDC 2130422'
loop_
_audit_author_name
_audit_author_address
'M. k. chaitanya Mannava'
;Hyderabad central university
India
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H29 F4 N2 O5'
_chemical_formula_weight         585.56

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'
F F 0.0171 0.0103 '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                   11.3702(5)
_cell_length_b                   19.8859(8)
_cell_length_c                   12.9822(6)
_cell_angle_alpha                90
_cell_angle_beta                 100.236(2)
_cell_angle_gamma                90
_cell_volume                     2888.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5958
_cell_measurement_theta_min      2.088
_cell_measurement_theta_max      26.481

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_F_000             1220
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.108
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-2 CCD'
_diffrn_measurement_method       hemisphere
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            102449
_diffrn_reflns_av_unetI/netI     0.0444
_diffrn_reflns_av_R_equivalents  0.0955
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.088
_diffrn_reflns_theta_max         26.481
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5958
_reflns_number_gt                3522
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0449P)²+1.8762P] 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         5958
_refine_ls_number_parameters     391
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1313
_refine_ls_R_factor_gt           0.0702
_refine_ls_wR_factor_ref         0.1633
_refine_ls_wR_factor_gt          0.1435
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.132
_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
O3 O 0.20394(17) 0.25175(10) 0.31498(16) 0.0631(6) Uani 1 1 d . . . . .
N003 N 0.51305(18) 0.36409(11) 0.43965(16) 0.0442(5) Uani 1 1 d . . . . .
H003 H 0.5537 0.3205 0.4482 0.053 Uiso 1 1 calc R U . . .
O1 O 0.7800(2) 0.56398(11) 0.4502(2) 0.0754(7) Uani 1 1 d . . . . .
O2 O 0.4057(2) 0.35711(11) 0.20407(18) 0.0590(6) Uani 0.85 1 d . . P . .
H2 H 0.4307 0.3334 0.1610 0.089 Uiso 0.85 1 calc R U P . .
C13 C 0.3723(2) 0.31634(15) 0.2826(2) 0.0503(7) Uani 1 1 d D . . . .
N007 N 0.6967(2) 0.45510(11) 0.53663(17) 0.0494(6) Uani 1 1 d . . . . .
C24 C 0.0489(2) 0.19337(14) 0.3749(2) 0.0505(7) Uani 1 1 d . . . . .
C23 C 0.1318(3) 0.15941(16) 0.4502(2) 0.0576(8) Uani 1 1 d . . . . .
H23 H 0.2131 0.1677 0.4552 0.069 Uiso 1 1 calc R U . . .
C9 C 0.5806(3) 0.40810(16) 0.3780(2) 0.0559(8) Uani 1 1 d . . . . .
H9A H 0.5374 0.4499 0.3618 0.067 Uiso 1 1 calc R U . . .
H9B H 0.5867 0.3861 0.3125 0.067 Uiso 1 1 calc R U . . .
C7 C 0.8053(3) 0.48572(15) 0.5870(2) 0.0551(8) Uani 1 1 d . . . . .
C8 C 0.7041(3) 0.42307(16) 0.4372(2) 0.0578(8) Uani 1 1 d . . . . .
H8A H 0.7493 0.3816 0.4497 0.069 Uiso 1 1 calc R U . . .
H8B H 0.7453 0.4525 0.3958 0.069 Uiso 1 1 calc R U . . .
C15 C 0.0835(3) 0.23893(14) 0.3009(2) 0.0562(8) Uani 1 1 d . . . . .
C11 C 0.5156(3) 0.39285(15) 0.5462(2) 0.0518(7) Uani 1 1 d . . . . .
H11A H 0.4799 0.3611 0.5883 0.062 Uiso 1 1 calc R U . . .
H11B H 0.4687 0.4338 0.5405 0.062 Uiso 1 1 calc R U . . .
C2 C 0.8475(3) 0.54262(16) 0.5422(3) 0.0598(8) Uani 1 1 d . . . . .
C12 C 0.3873(2) 0.35197(15) 0.3868(2) 0.0506(7) Uani 1 1 d . . . . .
H12A H 0.3467 0.3950 0.3764 0.061 Uiso 1 1 calc R U . . .
H12B H 0.3476 0.3257 0.4334 0.061 Uiso 1 1 calc R U . . .
C22 C 0.0932(3) 0.11432(18) 0.5158(2) 0.0688(9) Uani 1 1 d . . . . .
H22 H 0.1488 0.0914 0.5646 0.083 Uiso 1 1 calc R U . . .
C14 C 0.2413(3) 0.29952(16) 0.2465(2) 0.0617(8) Uani 1 1 d . . . . .
H14A H 0.1936 0.3400 0.2455 0.074 Uiso 1 1 calc R U . . .
H14B H 0.2295 0.2814 0.1760 0.074 Uiso 1 1 calc R U . . .
C19 C -0.0743(3) 0.18089(17) 0.3697(3) 0.0633(8) Uani 1 1 d . . . . .
C10 C 0.6412(3) 0.40802(16) 0.5992(2) 0.0557(8) Uani 1 1 d . . . . .
H10A H 0.6404 0.4272 0.6678 0.067 Uiso 1 1 calc R U . . .
H10B H 0.6873 0.3667 0.6085 0.067 Uiso 1 1 calc R U . . .
C3 C 0.9498(3) 0.57481(19) 0.5913(3) 0.0799(11) Uani 1 1 d . . . . .
H3 H 0.9778 0.6126 0.5611 0.096 Uiso 1 1 calc R U . . .
C20 C -0.1087(3) 0.1344(2) 0.4397(3) 0.0854(11) Uani 1 1 d . . . . .
H20 H -0.1895 0.1256 0.4369 0.103 Uiso 1 1 calc R U . . .
C21 C -0.0278(4) 0.1020(2) 0.5110(3) 0.0840(11) Uani 1 1 d . . . . .
H21 H -0.0529 0.0715 0.5569 0.101 Uiso 1 1 calc R U . . .
C16 C 0.0014(3) 0.26642(17) 0.2242(3) 0.0747(10) Uani 1 1 d . . . . .
H16 H 0.0258 0.2941 0.1742 0.090 Uiso 1 1 calc R U . . .
C6 C 0.8687(3) 0.46343(18) 0.6809(3) 0.0713(9) Uani 1 1 d . . . . .
H6 H 0.8421 0.4255 0.7118 0.086 Uiso 1 1 calc R U . . .
C18 C -0.1576(3) 0.2135(2) 0.2916(3) 0.0854(12) Uani 1 1 d . . . . .
H18 H -0.2390 0.2073 0.2900 0.102 Uiso 1 1 calc R U . . .
C17 C -0.1213(3) 0.25320(19) 0.2200(4) 0.0901(12) Uani 1 1 d . . . . .
H17 H -0.1773 0.2722 0.1670 0.108 Uiso 1 1 calc R U . . .
C4 C 1.0100(3) 0.5505(2) 0.6855(4) 0.0927(13) Uani 1 1 d . . . . .
H4 H 1.0789 0.5722 0.7186 0.111 Uiso 1 1 calc R U . . .
C5 C 0.9704(3) 0.4956(2) 0.7305(3) 0.0916(12) Uani 1 1 d . . . . .
H5 H 1.0114 0.4797 0.7942 0.110 Uiso 1 1 calc R U . . .
C1 C 0.8217(4) 0.6195(2) 0.3963(4) 0.1055(14) Uani 1 1 d . . . . .
H1A H 0.7695 0.6260 0.3304 0.158 Uiso 1 1 calc R U . . .
H1B H 0.9011 0.6103 0.3846 0.158 Uiso 1 1 calc R U . . .
H1C H 0.8223 0.6594 0.4380 0.158 Uiso 1 1 calc R U . . .
F4 F 0.69144(18) 0.38339(11) 0.16273(16) 0.0863(6) Uani 1 1 d . . . . .
O5 O 0.6154(2) 0.25539(11) -0.0338(2) 0.0756(7) Uani 1 1 d . . . . .
F1 F 0.4721(3) 0.36062(13) -0.17617(17) 0.1186(9) Uani 1 1 d . . . . .
O4 O 0.4832(3) 0.27904(13) 0.0660(2) 0.0993(9) Uani 1 1 d . . . . .
F2 F 0.5146(3) 0.48724(14) -0.2158(2) 0.1598(14) Uani 1 1 d . . . . .
C26 C 0.5802(2) 0.36832(14) -0.0053(2) 0.0505(7) Uani 1 1 d . . . . .
C25 C 0.5577(3) 0.29381(15) 0.0128(2) 0.0557(8) Uani 1 1 d . . . . .
C31 C 0.6471(3) 0.40857(16) 0.0684(3) 0.0582(8) Uani 1 1 d . . . . .
C27 C 0.5391(3) 0.39715(18) -0.1005(3) 0.0705(9) Uani 1 1 d . . . . .
F3 F 0.7372(2) 0.51120(12) 0.1221(3) 0.1345(11) Uani 1 1 d . U . . .
O2D O 0.4434(10) 0.2700(5) 0.2737(9) 0.041(3) Uani 0.15 1 d D . P . .
H2D H 0.4241 0.2362 0.3028 0.061 Uiso 0.15 1 calc R U P . .
C29 C 0.6287(4) 0.5015(2) -0.0492(5) 0.0961(15) Uani 1 1 d . . . . .
H29 H 0.6449 0.5459 -0.0643 0.115 Uiso 1 1 calc R U . . .
C30 C 0.6716(3) 0.47449(19) 0.0474(4) 0.0797(11) Uani 1 1 d . U . . .
C28 C 0.5633(4) 0.4625(2) -0.1210(3) 0.0911(14) 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
O3 C15 1.372(3) . ?
O3 C14 1.417(3) . ?
N003 C9 1.488(3) . ?
N003 C12 1.492(3) . ?
N003 C11 1.492(3) . ?
O1 C2 1.369(4) . ?
O1 C1 1.431(4) . ?
O2 C13 1.406(3) . ?
C13 O2D 1.245(9) . ?
C13 C12 1.509(4) . ?
C13 C14 1.518(4) . ?
N007 C7 1.427(3) . ?
N007 C10 1.455(4) . ?
N007 C8 1.456(3) . ?
C24 C23 1.404(4) . ?
C24 C19 1.413(4) . ?
C24 C15 1.425(4) . ?
C23 C22 1.362(4) . ?
C9 C8 1.505(4) . ?
C7 C6 1.375(4) . ?
C7 C2 1.395(4) . ?
C15 C16 1.354(4) . ?
C11 C10 1.502(4) . ?
C2 C3 1.380(4) . ?
C22 C21 1.388(5) . ?
C19 C20 1.400(5) . ?
C19 C18 1.416(5) . ?
C3 C4 1.378(6) . ?
C20 C21 1.347(5) . ?
C16 C17 1.410(5) . ?
C6 C5 1.377(5) . ?
C18 C17 1.340(5) . ?
C4 C5 1.354(6) . ?
F4 C31 1.337(4) . ?
O5 C25 1.233(3) . ?
F1 C27 1.344(4) . ?
O4 C25 1.220(3) . ?
F2 C28 1.350(4) . ?
C26 C27 1.367(4) . ?
C26 C31 1.370(4) . ?
C26 C25 1.529(4) . ?
C31 C30 1.377(5) . ?
C27 C28 1.364(6) . ?
F3 C30 1.332(4) . ?
C29 C28 1.334(6) . ?
C29 C30 1.372(6) . ?

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
C15 O3 C14 116.4(2) . . ?
C9 N003 C12 113.1(2) . . ?
C9 N003 C11 110.2(2) . . ?
C12 N003 C11 110.4(2) . . ?
C2 O1 C1 118.9(3) . . ?
O2D C13 O2 95.5(6) . . ?
O2D C13 C12 117.3(6) . . ?
O2 C13 C12 112.1(2) . . ?
O2D C13 C14 115.2(6) . . ?
O2 C13 C14 106.3(2) . . ?
C12 C13 C14 109.2(2) . . ?
C7 N007 C10 116.4(2) . . ?
C7 N007 C8 114.3(2) . . ?
C10 N007 C8 108.2(2) . . ?
C23 C24 C19 119.1(3) . . ?
C23 C24 C15 122.9(3) . . ?
C19 C24 C15 118.0(3) . . ?
C22 C23 C24 120.1(3) . . ?
N003 C9 C8 111.5(2) . . ?
C6 C7 C2 117.7(3) . . ?
C6 C7 N007 122.9(3) . . ?
C2 C7 N007 119.3(3) . . ?
N007 C8 C9 110.1(2) . . ?
C16 C15 O3 124.4(3) . . ?
C16 C15 C24 121.0(3) . . ?
O3 C15 C24 114.6(2) . . ?
N003 C11 C10 111.2(2) . . ?
O1 C2 C3 123.7(3) . . ?
O1 C2 C7 115.7(3) . . ?
C3 C2 C7 120.5(3) . . ?
N003 C12 C13 115.8(2) . . ?
C23 C22 C21 120.9(3) . . ?
O3 C14 C13 109.9(2) . . ?
C20 C19 C24 118.3(3) . . ?
C20 C19 C18 122.6(3) . . ?
C24 C19 C18 119.0(3) . . ?
N007 C10 C11 110.2(2) . . ?
C4 C3 C2 119.5(4) . . ?
C21 C20 C19 121.8(3) . . ?
C20 C21 C22 119.8(3) . . ?
C15 C16 C17 120.1(3) . . ?
C7 C6 C5 122.0(4) . . ?
C17 C18 C19 121.1(3) . . ?
C18 C17 C16 120.5(3) . . ?
C5 C4 C3 121.0(4) . . ?
C4 C5 C6 119.3(4) . . ?
C27 C26 C31 116.4(3) . . ?
C27 C26 C25 120.4(3) . . ?
C31 C26 C25 123.1(3) . . ?
O4 C25 O5 127.7(3) . . ?
O4 C25 C26 118.2(3) . . ?
O5 C25 C26 114.0(3) . . ?
F4 C31 C26 119.6(3) . . ?
F4 C31 C30 118.8(3) . . ?
C26 C31 C30 121.7(3) . . ?
F1 C27 C28 118.7(4) . . ?
F1 C27 C26 119.5(3) . . ?
C28 C27 C26 121.8(4) . . ?
C28 C29 C30 118.3(4) . . ?
F3 C30 C29 120.9(4) . . ?
F3 C30 C31 119.0(4) . . ?
C29 C30 C31 120.2(4) . . ?
C29 C28 F2 120.8(5) . . ?
C29 C28 C27 121.7(4) . . ?
F2 C28 C27 117.5(5) . . ?

_refine_diff_density_max         0.266
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.039

####################################################################### 
# 
# 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_platon_pl
_database_code_depnum_ccdc_archive 'CCDC 2130420'
loop_
_audit_author_name
_audit_author_address
'M. k. chaitanya Mannava'
;Hyderabad central university
India
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-25 downloaded from the CCDC.
;
_audit_creation_date             2018-04-30
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H28 N2 O3, C7 H F3 O2'
_chemical_formula_sum            'C31 H29 F3 N2 O5'
_chemical_formula_weight         566.56
_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'
F F 0.0171 0.0103 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   11.700(2)
_cell_length_b                   16.998(3)
_cell_length_c                   13.643(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.744(8)
_cell_angle_gamma                90
_cell_volume                     2674.1(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9658
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.51
_cell_measurement_theta_min      2.44
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7113
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0835 before and 0.0501 after correction. The Ratio of minimum to maximum transmission is 0.9534. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0556
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            81031
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.509
_diffrn_reflns_theta_min         1.931
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7506
_reflns_number_total             8109
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.533
_refine_diff_density_min         -0.468
_refine_diff_density_rms         0.137
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.256
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     394
_refine_ls_number_reflns         8109
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0550
_refine_ls_restrained_S_all      1.260
_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)+(0.0743P)²+1.7316P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1557
_refine_ls_wR_factor_ref         0.1726
_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
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O0AA-H0AA
 0.82 with sigma of 0.02
 C14-O1AA
 1.35 with sigma of 0.02
3. Others
 Fixed Sof: O0AA(0.75) F3(0.85) O1AA(0.25) H1AA(0.25) F0AA(0.15) H0AA(0.75)
4.a Riding coordinates:
 N1(H1)
4.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C26(H26A,
 H26B), C27(H27A,H27B)
4.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C10(H10), C21(H21), C23(H23), C24(H24), C25(H25), C28(H28),
 C29(H29), C30(H30), C31(H31), C1(H1A)
4.d Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
4.e Idealised tetrahedral OH refined as rotating group:
 O1AA(H1AA)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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
O0AA O 0.41135(12) 0.25216(8) 0.27301(10) 0.0140(3) Uani 0.75 1 d D . P . .
O3 O 0.17655(10) 0.24624(7) 0.32068(9) 0.0218(2) Uani 1 1 d . . . . .
O4 O 0.78389(10) 0.56553(7) 0.44293(8) 0.0182(2) Uani 1 1 d . . . . .
N1 N 0.49715(10) 0.34553(7) 0.44827(9) 0.0134(2) Uani 1 1 d . . . . .
H1 H 0.530513 0.292728 0.458782 0.016 Uiso 1 1 d R . . . .
N2 N 0.68857(11) 0.44616(7) 0.53181(9) 0.0148(2) Uani 1 1 d . . . . .
C8 C -0.05719(15) 0.09673(12) 0.53286(13) 0.0259(3) Uani 1 1 d . . . . .
H8 H -0.082967 0.064400 0.579612 0.031 Uiso 1 1 calc R . . . .
C9 C 0.06307(14) 0.10400(11) 0.53160(12) 0.0233(3) Uani 1 1 d . . . . .
H9 H 0.115810 0.076465 0.577765 0.028 Uiso 1 1 calc R . . . .
C10 C 0.10269(13) 0.15128(9) 0.46292(12) 0.0198(3) Uani 1 1 d . . . . .
H10 H 0.181961 0.156927 0.464052 0.024 Uiso 1 1 calc R . . . .
C11 C 0.02259(13) 0.19158(9) 0.39012(11) 0.0176(3) Uani 1 1 d . . . . .
C12 C 0.05887(13) 0.23806(9) 0.31382(12) 0.0193(3) Uani 1 1 d . . . . .
C13 C 0.21607(13) 0.30652(9) 0.26154(12) 0.0195(3) Uani 1 1 d . . . . .
H13A H 0.176018 0.355440 0.269649 0.023 Uiso 1 1 calc R . . . .
H13B H 0.200023 0.291853 0.191857 0.023 Uiso 1 1 calc R . . . .
C14 C 0.34597(13) 0.31712(9) 0.29494(11) 0.0172(3) Uani 1 1 d D . . . .
C15 C 0.37091(12) 0.33746(9) 0.40453(11) 0.0157(3) Uani 1 1 d . . . . .
H15A H 0.332199 0.386577 0.414383 0.019 Uiso 1 1 calc R . . . .
H15B H 0.337363 0.296970 0.440966 0.019 Uiso 1 1 calc R . . . .
C16 C 0.50486(13) 0.38476(9) 0.54759(11) 0.0157(3) Uani 1 1 d . . . . .
H16A H 0.465973 0.352477 0.590493 0.019 Uiso 1 1 calc R . . . .
H16B H 0.465464 0.435134 0.539185 0.019 Uiso 1 1 calc R . . . .
C17 C 0.62987(13) 0.39734(9) 0.59636(11) 0.0176(3) Uani 1 1 d . . . . .
H17A H 0.632445 0.423031 0.660188 0.021 Uiso 1 1 calc R . . . .
H17B H 0.668934 0.347004 0.607590 0.021 Uiso 1 1 calc R . . . .
C18 C 0.79885(12) 0.47652(8) 0.57720(11) 0.0155(3) Uani 1 1 d . . . . .
C19 C 0.84769(12) 0.53951(8) 0.53033(11) 0.0154(3) Uani 1 1 d . . . . .
C20 C 0.82497(16) 0.63459(10) 0.39952(13) 0.0234(3) Uani 1 1 d . . . . .
H20A H 0.830947 0.677135 0.446396 0.035 Uiso 1 1 calc GR . . . .
H20B H 0.771629 0.648655 0.340674 0.035 Uiso 1 1 calc GR . . . .
H20C H 0.899830 0.624231 0.382440 0.035 Uiso 1 1 calc GR . . . .
C21 C -0.13568(14) 0.13714(11) 0.46549(13) 0.0239(3) Uani 1 1 d . . . . .
H21 H -0.214358 0.133482 0.468338 0.029 Uiso 1 1 calc R . . . .
C22 C -0.09831(13) 0.18450(9) 0.39146(12) 0.0189(3) Uani 1 1 d . . . . .
C23 C -0.17930(14) 0.22298(10) 0.31701(13) 0.0224(3) Uani 1 1 d . . . . .
H23 H -0.258240 0.220419 0.319151 0.027 Uiso 1 1 calc R . . . .
C24 C -0.14098(14) 0.26360(10) 0.24256(14) 0.0245(3) Uani 1 1 d . . . . .
H24 H -0.194635 0.286606 0.192715 0.029 Uiso 1 1 calc R . . . .
C25 C -0.02088(14) 0.27137(10) 0.23980(13) 0.0229(3) Uani 1 1 d . . . . .
H25 H 0.003815 0.298835 0.188248 0.028 Uiso 1 1 calc R . . . .
C26 C 0.56683(13) 0.39029(9) 0.38444(11) 0.0157(3) Uani 1 1 d . . . . .
H26A H 0.529901 0.440558 0.366476 0.019 Uiso 1 1 calc R . . . .
H26B H 0.568823 0.361098 0.323658 0.019 Uiso 1 1 calc R . . . .
C27 C 0.68981(13) 0.40403(9) 0.43787(12) 0.0175(3) Uani 1 1 d . . . . .
H27A H 0.729009 0.353934 0.451407 0.021 Uiso 1 1 calc R . . . .
H27B H 0.732115 0.434639 0.395820 0.021 Uiso 1 1 calc R . . . .
C28 C 0.95302(13) 0.57207(9) 0.57451(12) 0.0188(3) Uani 1 1 d . . . . .
H28 H 0.985379 0.613104 0.543361 0.023 Uiso 1 1 calc R . . . .
C29 C 1.01018(13) 0.54319(10) 0.66560(13) 0.0210(3) Uani 1 1 d . . . . .
H29 H 1.081002 0.564696 0.694470 0.025 Uiso 1 1 calc R . . . .
C30 C 0.96222(14) 0.48293(10) 0.71305(13) 0.0225(3) Uani 1 1 d . . . . .
H30 H 0.999575 0.464684 0.774450 0.027 Uiso 1 1 calc R . . . .
C31 C 0.85744(14) 0.44961(9) 0.66830(12) 0.0204(3) Uani 1 1 d . . . . .
H31 H 0.826009 0.408492 0.700029 0.024 Uiso 1 1 calc R . . . .
F1 F 0.77718(9) -0.03624(7) 0.68000(9) 0.0313(3) Uani 1 1 d . . . . .
F2 F 0.37827(10) -0.08243(7) 0.65988(8) 0.0294(2) Uani 1 1 d . . . . .
F3 F 0.33084(9) 0.05910(8) 0.58425(10) 0.0262(3) Uani 0.85 1 d . . P . .
O1 O 0.42304(12) 0.20923(8) 0.58088(10) 0.0264(3) Uani 1 1 d . . . . .
O2 O 0.57670(11) 0.20050(7) 0.50303(10) 0.0241(3) Uani 1 1 d . . . . .
C1 C 0.57907(15) -0.06340(9) 0.67097(12) 0.0218(3) Uani 1 1 d . . . . .
H1A H 0.595138 -0.113957 0.695543 0.026 Uiso 1 1 calc R . . . .
C2 C 0.46716(14) -0.03562(9) 0.64660(11) 0.0200(3) Uani 1 1 d . . . . .
C3 C 0.44197(13) 0.03919(10) 0.60837(12) 0.0197(3) Uani 1 1 d . . . . .
C4 C 0.53076(13) 0.08996(9) 0.59437(11) 0.0167(3) Uani 1 1 d . . . . .
C5 C 0.50744(14) 0.17361(9) 0.55600(12) 0.0195(3) Uani 1 1 d . . . . .
C6 C 0.66600(14) -0.01173(10) 0.65675(12) 0.0203(3) Uani 1 1 d . . . . .
C7 C 0.64491(13) 0.06308(9) 0.61911(12) 0.0182(3) Uani 1 1 d . . . . .
O1AA O 0.3798(5) 0.3628(3) 0.2389(4) 0.0303(11) Uani 0.25 1 d D . P . .
H1AA H 0.372158 0.343342 0.183200 0.045 Uiso 0.25 1 calc GR . P . .
F0AA F 0.7246(8) 0.0964(5) 0.6176(7) 0.0373(18) Uani 0.15 1 d . . P . .
H0AA H 0.421(3) 0.254(2) 0.2178(16) 0.038(10) Uiso 0.75 1 d D . P . .


_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
O0AA C14 1.4039(19) . ?
O0AA H0AA 0.780(18) . ?
O3 C12 1.3712(18) . ?
O3 C13 1.429(2) . ?
O4 C19 1.3687(18) . ?
O4 C20 1.4339(19) . ?
N1 H1 0.9795 . ?
N1 C15 1.5027(18) . ?
N1 C16 1.4991(19) . ?
N1 C26 1.4974(18) . ?
N2 C17 1.4630(19) . ?
N2 C18 1.4298(18) . ?
N2 C27 1.4703(19) . ?
C8 H8 0.9300 . ?
C8 C9 1.415(2) . ?
C8 C21 1.369(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.373(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.421(2) . ?
C11 C12 1.427(2) . ?
C11 C22 1.423(2) . ?
C12 C25 1.376(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.522(2) . ?
C14 C15 1.514(2) . ?
C14 O1AA 1.202(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.516(2) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.416(2) . ?
C18 C31 1.391(2) . ?
C19 C28 1.392(2) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21 0.9300 . ?
C21 C22 1.417(2) . ?
C22 C23 1.425(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.365(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.418(2) . ?
C25 H25 0.9300 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.517(2) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28 0.9300 . ?
C28 C29 1.397(2) . ?
C29 H29 0.9300 . ?
C29 C30 1.381(2) . ?
C30 H30 0.9300 . ?
C30 C31 1.394(2) . ?
C31 H31 0.9300 . ?
F1 C6 1.3515(18) . ?
F2 C2 1.3458(18) . ?
F3 C3 1.3299(18) . ?
O1 C5 1.253(2) . ?
O2 C5 1.2594(19) . ?
C1 H1A 0.9300 . ?
C1 C2 1.379(2) . ?
C1 C6 1.382(2) . ?
C2 C3 1.387(2) . ?
C3 C4 1.388(2) . ?
C4 C5 1.524(2) . ?
C4 C7 1.398(2) . ?
C6 C7 1.378(2) . ?
C7 F0AA 1.094(8) . ?
O1AA H1AA 0.8200 . ?

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
C14 O0AA H0AA 111(3) . . ?
C12 O3 C13 116.84(12) . . ?
C19 O4 C20 116.93(12) . . ?
C15 N1 H1 108.4 . . ?
C16 N1 H1 108.3 . . ?
C16 N1 C15 107.72(11) . . ?
C26 N1 H1 107.9 . . ?
C26 N1 C15 114.24(11) . . ?
C26 N1 C16 110.14(11) . . ?
C17 N2 C27 108.87(12) . . ?
C18 N2 C17 115.16(12) . . ?
C18 N2 C27 114.33(12) . . ?
C9 C8 H8 119.9 . . ?
C21 C8 H8 119.9 . . ?
C21 C8 C9 120.22(17) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.69(16) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 120.02(15) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 C12 122.29(14) . . ?
C10 C11 C22 119.32(15) . . ?
C22 C11 C12 118.38(14) . . ?
O3 C12 C11 115.18(14) . . ?
O3 C12 C25 123.84(15) . . ?
C25 C12 C11 120.98(15) . . ?
O3 C13 H13A 110.0 . . ?
O3 C13 H13B 110.0 . . ?
O3 C13 C14 108.56(12) . . ?
H13A C13 H13B 108.4 . . ?
C14 C13 H13A 110.0 . . ?
C14 C13 H13B 110.0 . . ?
O0AA C14 C13 113.31(13) . . ?
O0AA C14 C15 111.66(13) . . ?
C15 C14 C13 109.78(12) . . ?
O1AA C14 O0AA 97.0(3) . . ?
O1AA C14 C13 107.8(3) . . ?
O1AA C14 C15 116.8(3) . . ?
N1 C15 C14 115.16(12) . . ?
N1 C15 H15A 108.5 . . ?
N1 C15 H15B 108.5 . . ?
C14 C15 H15A 108.5 . . ?
C14 C15 H15B 108.5 . . ?
H15A C15 H15B 107.5 . . ?
N1 C16 H16A 109.3 . . ?
N1 C16 H16B 109.3 . . ?
N1 C16 C17 111.44(12) . . ?
H16A C16 H16B 108.0 . . ?
C17 C16 H16A 109.3 . . ?
C17 C16 H16B 109.3 . . ?
N2 C17 C16 109.40(12) . . ?
N2 C17 H17A 109.8 . . ?
N2 C17 H17B 109.8 . . ?
C16 C17 H17A 109.8 . . ?
C16 C17 H17B 109.8 . . ?
H17A C17 H17B 108.2 . . ?
C19 C18 N2 118.74(13) . . ?
C31 C18 N2 122.70(13) . . ?
C31 C18 C19 118.46(13) . . ?
O4 C19 C18 115.81(13) . . ?
O4 C19 C28 124.14(13) . . ?
C28 C19 C18 120.03(14) . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C8 C21 H21 119.6 . . ?
C8 C21 C22 120.71(15) . . ?
C22 C21 H21 119.6 . . ?
C11 C22 C23 119.63(15) . . ?
C21 C22 C11 118.98(15) . . ?
C21 C22 C23 121.36(15) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 119.99(15) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 119.4 . . ?
C23 C24 C25 121.23(15) . . ?
C25 C24 H24 119.4 . . ?
C12 C25 C24 119.62(16) . . ?
C12 C25 H25 120.2 . . ?
C24 C25 H25 120.2 . . ?
N1 C26 H26A 109.4 . . ?
N1 C26 H26B 109.4 . . ?
N1 C26 C27 111.36(12) . . ?
H26A C26 H26B 108.0 . . ?
C27 C26 H26A 109.4 . . ?
C27 C26 H26B 109.4 . . ?
N2 C27 C26 110.20(12) . . ?
N2 C27 H27A 109.6 . . ?
N2 C27 H27B 109.6 . . ?
C26 C27 H27A 109.6 . . ?
C26 C27 H27B 109.6 . . ?
H27A C27 H27B 108.1 . . ?
C19 C28 H28 120.0 . . ?
C19 C28 C29 120.07(14) . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 119.8 . . ?
C30 C29 C28 120.43(14) . . ?
C30 C29 H29 119.8 . . ?
C29 C30 H30 120.2 . . ?
C29 C30 C31 119.55(15) . . ?
C31 C30 H30 120.2 . . ?
C18 C31 C30 121.44(15) . . ?
C18 C31 H31 119.3 . . ?
C30 C31 H31 119.3 . . ?
C2 C1 H1A 122.0 . . ?
C2 C1 C6 116.10(14) . . ?
C6 C1 H1A 122.0 . . ?
F2 C2 C1 119.28(15) . . ?
F2 C2 C3 118.22(15) . . ?
C1 C2 C3 122.50(14) . . ?
F3 C3 C2 117.57(14) . . ?
F3 C3 C4 122.06(14) . . ?
C2 C3 C4 120.36(14) . . ?
C3 C4 C5 122.18(14) . . ?
C3 C4 C7 118.04(14) . . ?
C7 C4 C5 119.75(13) . . ?
O1 C5 O2 126.39(15) . . ?
O1 C5 C4 117.47(14) . . ?
O2 C5 C4 116.13(14) . . ?
F1 C6 C1 118.23(14) . . ?
F1 C6 C7 118.46(15) . . ?
C7 C6 C1 123.31(15) . . ?
C6 C7 C4 119.68(14) . . ?
F0AA C7 C4 127.5(5) . . ?
F0AA C7 C6 112.7(5) . . ?
C14 O1AA H1AA 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O0AA C14 C15 N1 50.52(17) . . . . ?
O3 C12 C25 C24 -176.09(15) . . . . ?
O3 C13 C14 O0AA 67.76(17) . . . . ?
O3 C13 C14 C15 -57.84(16) . . . . ?
O3 C13 C14 O1AA 173.9(3) . . . . ?
O4 C19 C28 C29 177.92(14) . . . . ?
N1 C16 C17 N2 59.12(16) . . . . ?
N1 C26 C27 N2 -57.32(16) . . . . ?
N2 C18 C19 O4 -0.86(19) . . . . ?
N2 C18 C19 C28 177.79(13) . . . . ?
N2 C18 C31 C30 -176.87(15) . . . . ?
C8 C9 C10 C11 -2.0(2) . . . . ?
C8 C21 C22 C11 -2.1(2) . . . . ?
C8 C21 C22 C23 176.03(16) . . . . ?
C9 C8 C21 C22 2.3(3) . . . . ?
C9 C10 C11 C12 -176.58(15) . . . . ?
C9 C10 C11 C22 2.1(2) . . . . ?
C10 C11 C12 O3 -5.1(2) . . . . ?
C10 C11 C12 C25 174.87(15) . . . . ?
C10 C11 C22 C21 -0.1(2) . . . . ?
C10 C11 C22 C23 -178.26(14) . . . . ?
C11 C12 C25 C24 3.9(2) . . . . ?
C11 C22 C23 C24 2.7(2) . . . . ?
C12 O3 C13 C14 168.61(13) . . . . ?
C12 C11 C22 C21 178.64(14) . . . . ?
C12 C11 C22 C23 0.5(2) . . . . ?
C13 O3 C12 C11 -165.38(13) . . . . ?
C13 O3 C12 C25 14.6(2) . . . . ?
C13 C14 C15 N1 177.05(12) . . . . ?
C15 N1 C16 C17 -178.51(12) . . . . ?
C15 N1 C26 C27 173.63(12) . . . . ?
C16 N1 C15 C14 166.06(12) . . . . ?
C16 N1 C26 C27 52.25(15) . . . . ?
C17 N2 C18 C19 -163.92(13) . . . . ?
C17 N2 C18 C31 12.5(2) . . . . ?
C17 N2 C27 C26 62.25(15) . . . . ?
C18 N2 C17 C16 167.26(12) . . . . ?
C18 N2 C27 C26 -167.38(12) . . . . ?
C18 C19 C28 C29 -0.6(2) . . . . ?
C19 C18 C31 C30 -0.4(2) . . . . ?
C19 C28 C29 C30 -0.8(2) . . . . ?
C20 O4 C19 C18 173.41(13) . . . . ?
C20 O4 C19 C28 -5.2(2) . . . . ?
C21 C8 C9 C10 -0.2(3) . . . . ?
C21 C22 C23 C24 -175.34(16) . . . . ?
C22 C11 C12 O3 176.16(13) . . . . ?
C22 C11 C12 C25 -3.9(2) . . . . ?
C22 C23 C24 C25 -2.8(3) . . . . ?
C23 C24 C25 C12 -0.6(3) . . . . ?
C26 N1 C15 C14 43.36(17) . . . . ?
C26 N1 C16 C17 -53.33(15) . . . . ?
C27 N2 C17 C16 -62.83(15) . . . . ?
C27 N2 C18 C19 68.88(17) . . . . ?
C27 N2 C18 C31 -114.66(16) . . . . ?
C28 C29 C30 C31 1.6(2) . . . . ?
C29 C30 C31 C18 -1.0(3) . . . . ?
C31 C18 C19 O4 -177.46(13) . . . . ?
C31 C18 C19 C28 1.2(2) . . . . ?
F1 C6 C7 C4 179.97(14) . . . . ?
F1 C6 C7 F0AA -4.3(6) . . . . ?
F2 C2 C3 F3 -2.0(2) . . . . ?
F2 C2 C3 C4 179.29(14) . . . . ?
F3 C3 C4 C5 3.6(3) . . . . ?
F3 C3 C4 C7 -178.10(15) . . . . ?
C1 C2 C3 F3 177.78(15) . . . . ?
C1 C2 C3 C4 -0.9(3) . . . . ?
C1 C6 C7 C4 0.7(2) . . . . ?
C1 C6 C7 F0AA 176.4(5) . . . . ?
C2 C1 C6 F1 179.72(14) . . . . ?
C2 C1 C6 C7 -1.0(2) . . . . ?
C2 C3 C4 C5 -177.82(15) . . . . ?
C2 C3 C4 C7 0.5(2) . . . . ?
C3 C4 C5 O1 33.7(2) . . . . ?
C3 C4 C5 O2 -147.24(17) . . . . ?
C3 C4 C7 C6 -0.4(2) . . . . ?
C3 C4 C7 F0AA -175.4(6) . . . . ?
C5 C4 C7 C6 177.96(14) . . . . ?
C5 C4 C7 F0AA 2.9(7) . . . . ?
C6 C1 C2 F2 -179.09(14) . . . . ?
C6 C1 C2 C3 1.1(2) . . . . ?
C7 C4 C5 O1 -144.63(17) . . . . ?
C7 C4 C5 O2 34.5(2) . . . . ?
O1AA C14 C15 N1 -59.8(4) . . . . ?

_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_platon_pl_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2130419'
loop_
_audit_author_name
_audit_author_address
'M. k. chaitanya Mannava'
;Hyderabad central university
India
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-25 downloaded from the CCDC.
;
_audit_creation_date             2018-04-24
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H29 N2 O3, C7 H2 F3 O2'
_chemical_formula_sum            'C31 H31 F3 N2 O5'
_chemical_formula_weight         568.58
_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'
F F 0.0171 0.0103 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   10.6351(9)
_cell_length_b                   24.357(2)
_cell_length_c                   11.6532(9)
_cell_angle_alpha                90
_cell_angle_beta                 116.275(3)
_cell_angle_gamma                90
_cell_volume                     2706.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9914
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      34.33
_cell_measurement_theta_min      2.32
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_correction_T_min  0.6963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0891 before and 0.0556 after correction. The Ratio of minimum to maximum transmission is 0.9320. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0782
_diffrn_reflns_av_unetI/netI     0.0593
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            89112
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.330
_diffrn_reflns_theta_min         2.294
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8487
_reflns_number_total             13098
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.613
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     375
_refine_ls_number_reflns         13098
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1077
_refine_ls_R_factor_gt           0.0583
_refine_ls_restrained_S_all      1.042
_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)+(0.0526P)²+1.5949P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1272
_refine_ls_wR_factor_ref         0.1547
_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
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O3-H3
 0.82 with sigma of 0.02
3.a Riding coordinates:
 N1(H1)
3.b Ternary CH refined with riding coordinates:
 C7(H7)
3.c Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C16(H16A,H16B),
 C17(H17A,H17B)
3.d Aromatic/amide H refined with riding coordinates:
 C1(H1A), C2(H2), C14(H14), C15(H15), C18(H18), C19(H19), C20(H20), C21(H21),
 C22(H22), C23(H23), C24(H24), C51(H51), C52(H52)
3.e Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 0.90131(10) 0.10710(4) 0.57354(9) 0.02055(19) Uani 1 1 d . . . . .
O2 O 0.13632(10) -0.00983(4) -0.07542(9) 0.01851(18) Uani 1 1 d . . . . .
O3 O 0.83651(11) -0.00492(4) 0.53250(9) 0.02080(19) Uani 1 1 d D . . . .
N1 N 0.62975(11) -0.03145(4) 0.25930(9) 0.01434(18) Uani 1 1 d . . . . .
H1 H 0.646391 -0.058379 0.328901 0.017 Uiso 1 1 d R . . . .
N2 N 0.37714(10) -0.06704(4) 0.03837(9) 0.01412(18) Uani 1 1 d . . . . .
C1 C 1.02490(16) 0.22029(6) 0.96152(13) 0.0223(3) Uani 1 1 d . . . . .
H1A H 1.027101 0.237924 1.033170 0.027 Uiso 1 1 calc R . . . .
C2 C 1.12990(15) 0.22922(6) 0.92589(13) 0.0203(2) Uani 1 1 d . . . . .
H2 H 1.202453 0.253200 0.973385 0.024 Uiso 1 1 calc R . . . .
C3 C 1.12966(13) 0.20243(5) 0.81763(12) 0.0164(2) Uani 1 1 d . . . . .
C4 C 1.01619(13) 0.16715(5) 0.74480(12) 0.0153(2) Uani 1 1 d . . . . .
C5 C 1.01561(13) 0.13991(5) 0.63606(11) 0.0158(2) Uani 1 1 d . . . . .
C6 C 0.88640(14) 0.07976(5) 0.46023(12) 0.0176(2) Uani 1 1 d . . . . .
H6A H 0.975193 0.064085 0.472088 0.021 Uiso 1 1 calc R . . . .
H6B H 0.854721 0.105189 0.388854 0.021 Uiso 1 1 calc R . . . .
C7 C 0.77846(13) 0.03488(5) 0.43540(11) 0.0158(2) Uani 1 1 d . . . . .
H7 H 0.692837 0.050263 0.434400 0.019 Uiso 1 1 calc R . . . .
C8 C 0.74698(13) 0.00953(5) 0.30592(11) 0.0167(2) Uani 1 1 d . . . . .
H8A H 0.723607 0.038714 0.243161 0.020 Uiso 1 1 calc R . . . .
H8B H 0.831143 -0.008335 0.311806 0.020 Uiso 1 1 calc R . . . .
C9 C 0.63237(12) -0.06102(5) 0.14726(11) 0.0145(2) Uani 1 1 d . . . . .
H9A H 0.717504 -0.082689 0.176754 0.017 Uiso 1 1 calc R . . . .
H9B H 0.634376 -0.034226 0.086518 0.017 Uiso 1 1 calc R . . . .
C10 C 0.50705(12) -0.09836(5) 0.08024(12) 0.0156(2) Uani 1 1 d . . . . .
H10A H 0.511449 -0.115322 0.006795 0.019 Uiso 1 1 calc R . . . .
H10B H 0.508807 -0.127272 0.138178 0.019 Uiso 1 1 calc R . . . .
C11 C 0.25376(12) -0.09434(5) -0.04972(11) 0.0145(2) Uani 1 1 d . . . . .
C12 C 0.12684(13) -0.06430(5) -0.10749(11) 0.0158(2) Uani 1 1 d . . . . .
C13 C 0.01331(15) 0.02333(7) -0.13822(14) 0.0246(3) Uani 1 1 d . . . . .
H13A H -0.016761 0.022421 -0.228967 0.037 Uiso 1 1 calc GR . . . .
H13B H 0.034253 0.060483 -0.108229 0.037 Uiso 1 1 calc GR . . . .
H13C H -0.059987 0.009323 -0.119557 0.037 Uiso 1 1 calc GR . . . .
C14 C 0.90827(14) 0.15876(5) 0.78313(13) 0.0185(2) Uani 1 1 d . . . . .
H14 H 0.833500 0.135687 0.735599 0.022 Uiso 1 1 calc R . . . .
C15 C 0.91355(15) 0.18445(6) 0.88981(13) 0.0214(2) Uani 1 1 d . . . . .
H15 H 0.843178 0.178192 0.915066 0.026 Uiso 1 1 calc R . . . .
C16 C 0.48972(13) -0.00443(5) 0.22011(12) 0.0165(2) Uani 1 1 d . . . . .
H16A H 0.480274 0.026048 0.163276 0.020 Uiso 1 1 calc R . . . .
H16B H 0.484325 0.010057 0.295343 0.020 Uiso 1 1 calc R . . . .
C17 C 0.37096(13) -0.04459(6) 0.15309(11) 0.0167(2) Uani 1 1 d . . . . .
H17A H 0.377666 -0.074281 0.210999 0.020 Uiso 1 1 calc R . . . .
H17B H 0.281923 -0.026142 0.128650 0.020 Uiso 1 1 calc R . . . .
C18 C 0.25308(14) -0.14840(5) -0.08944(12) 0.0180(2) Uani 1 1 d . . . . .
H18 H 0.336185 -0.168382 -0.055725 0.022 Uiso 1 1 calc R . . . .
C19 C 0.12996(15) -0.17321(6) -0.17898(13) 0.0219(3) Uani 1 1 d . . . . .
H19 H 0.131859 -0.209121 -0.205289 0.026 Uiso 1 1 calc R . . . .
C20 C 0.00579(15) -0.14418(6) -0.22802(13) 0.0232(3) Uani 1 1 d . . . . .
H20 H -0.076906 -0.161130 -0.284533 0.028 Uiso 1 1 calc R . . . .
C21 C 0.00364(14) -0.08961(6) -0.19335(12) 0.0204(2) Uani 1 1 d . . . . .
H21 H -0.080136 -0.070068 -0.227562 0.024 Uiso 1 1 calc R . . . .
C22 C 1.12386(13) 0.14704(5) 0.60332(12) 0.0167(2) Uani 1 1 d . . . . .
H22 H 1.122724 0.129094 0.532424 0.020 Uiso 1 1 calc R . . . .
C23 C 1.23728(13) 0.18197(5) 0.67853(12) 0.0171(2) Uani 1 1 d . . . . .
H23 H 1.311080 0.186309 0.656968 0.020 Uiso 1 1 calc R . . . .
C24 C 1.24033(13) 0.20937(5) 0.78203(12) 0.0178(2) Uani 1 1 d . . . . .
H24 H 1.314899 0.232591 0.829201 0.021 Uiso 1 1 calc R . . . .
F1 F 0.31349(9) 0.10887(4) 0.19099(8) 0.02580(19) Uani 1 1 d . . . . .
F2 F 0.43031(10) 0.18589(4) 0.10780(8) 0.0285(2) Uani 1 1 d . . . . .
O7 O 0.34525(12) 0.04788(4) 0.39930(10) 0.0246(2) Uani 1 1 d . . . . .
F8 F 0.63112(12) 0.25146(5) 0.26984(12) 0.0424(3) Uani 1 1 d . . . . .
O9 O 0.39830(11) 0.10115(4) 0.57203(9) 0.0223(2) Uani 1 1 d . . . . .
C49 C 0.39316(14) 0.09053(6) 0.46428(12) 0.0178(2) Uani 1 1 d . . . . .
C50 C 0.45336(14) 0.13420(5) 0.40969(12) 0.0176(2) Uani 1 1 d . . . . .
C51 C 0.55685(15) 0.16962(6) 0.49232(13) 0.0228(3) Uani 1 1 d . . . . .
H51 H 0.584185 0.166974 0.579767 0.027 Uiso 1 1 calc R . . . .
C52 C 0.62077(17) 0.20884(7) 0.44854(16) 0.0292(3) Uani 1 1 d . . . . .
H52 H 0.691704 0.231248 0.505595 0.035 Uiso 1 1 calc R . . . .
C53 C 0.57623(17) 0.21353(6) 0.31885(16) 0.0271(3) Uani 1 1 d . . . . .
C54 C 0.47274(15) 0.17990(6) 0.23390(13) 0.0209(2) Uani 1 1 d . . . . .
C55 C 0.41269(13) 0.14002(5) 0.27907(12) 0.0177(2) Uani 1 1 d . . . . .
H3 H 0.773(2) -0.0184(10) 0.555(2) 0.059(8) Uiso 1 1 d 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 C5 1.3649(15) . ?
O1 C6 1.4238(16) . ?
O2 C12 1.3699(16) . ?
O2 C13 1.4324(16) . ?
O3 C7 1.4080(16) . ?
O3 H3 0.889(16) . ?
N1 H1 0.9961 . ?
N1 C8 1.4987(16) . ?
N1 C9 1.5021(16) . ?
N1 C16 1.5025(16) . ?
N2 C10 1.4601(16) . ?
N2 C11 1.4230(15) . ?
N2 C17 1.4726(16) . ?
C1 H1A 0.9300 . ?
C1 C2 1.370(2) . ?
C1 C15 1.409(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.4194(18) . ?
C3 C4 1.4170(17) . ?
C3 C24 1.4207(19) . ?
C4 C5 1.4280(17) . ?
C4 C14 1.4187(18) . ?
C5 C22 1.3747(18) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.5174(18) . ?
C7 H7 0.9800 . ?
C7 C8 1.5240(17) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.5139(17) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.4163(17) . ?
C11 C18 1.3947(18) . ?
C12 C21 1.3918(18) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14 0.9300 . ?
C14 C15 1.3705(19) . ?
C15 H15 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.5128(18) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18 0.9300 . ?
C18 C19 1.3996(18) . ?
C19 H19 0.9300 . ?
C19 C20 1.379(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.392(2) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C22 C23 1.4181(18) . ?
C23 H23 0.9300 . ?
C23 C24 1.3662(19) . ?
C24 H24 0.9300 . ?
F1 C55 1.3355(15) . ?
F2 C54 1.3406(16) . ?
O7 C49 1.2532(17) . ?
F8 C53 1.3475(17) . ?
O9 C49 1.2593(16) . ?
C49 C50 1.5186(19) . ?
C50 C51 1.3944(19) . ?
C50 C55 1.3933(18) . ?
C51 H51 0.9300 . ?
C51 C52 1.394(2) . ?
C52 H52 0.9300 . ?
C52 C53 1.374(2) . ?
C53 C54 1.378(2) . ?
C54 C55 1.3878(19) . ?

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
C5 O1 C6 118.43(10) . . ?
C12 O2 C13 117.81(11) . . ?
C7 O3 H3 111.8(17) . . ?
C8 N1 H1 108.9 . . ?
C8 N1 C9 107.57(9) . . ?
C8 N1 C16 111.84(10) . . ?
C9 N1 H1 109.1 . . ?
C9 N1 C16 110.07(9) . . ?
C16 N1 H1 109.3 . . ?
C10 N2 C17 107.85(9) . . ?
C11 N2 C10 115.53(10) . . ?
C11 N2 C17 115.53(10) . . ?
C2 C1 H1A 119.9 . . ?
C2 C1 C15 120.15(13) . . ?
C15 C1 H1A 119.9 . . ?
C1 C2 H2 119.5 . . ?
C1 C2 C3 121.03(13) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 C24 121.94(12) . . ?
C4 C3 C2 118.49(12) . . ?
C4 C3 C24 119.56(11) . . ?
C3 C4 C5 118.77(11) . . ?
C3 C4 C14 119.47(11) . . ?
C14 C4 C5 121.74(11) . . ?
O1 C5 C4 113.49(11) . . ?
O1 C5 C22 125.68(11) . . ?
C22 C5 C4 120.82(11) . . ?
O1 C6 H6A 110.5 . . ?
O1 C6 H6B 110.5 . . ?
O1 C6 C7 106.14(10) . . ?
H6A C6 H6B 108.7 . . ?
C7 C6 H6A 110.5 . . ?
C7 C6 H6B 110.5 . . ?
O3 C7 C6 108.49(10) . . ?
O3 C7 H7 110.3 . . ?
O3 C7 C8 110.05(11) . . ?
C6 C7 H7 110.3 . . ?
C6 C7 C8 107.26(10) . . ?
C8 C7 H7 110.3 . . ?
N1 C8 C7 114.30(10) . . ?
N1 C8 H8A 108.7 . . ?
N1 C8 H8B 108.7 . . ?
C7 C8 H8A 108.7 . . ?
C7 C8 H8B 108.7 . . ?
H8A C8 H8B 107.6 . . ?
N1 C9 H9A 109.1 . . ?
N1 C9 H9B 109.1 . . ?
N1 C9 C10 112.68(10) . . ?
H9A C9 H9B 107.8 . . ?
C10 C9 H9A 109.1 . . ?
C10 C9 H9B 109.1 . . ?
N2 C10 C9 110.20(10) . . ?
N2 C10 H10A 109.6 . . ?
N2 C10 H10B 109.6 . . ?
C9 C10 H10A 109.6 . . ?
C9 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
C12 C11 N2 118.81(11) . . ?
C18 C11 N2 123.24(11) . . ?
C18 C11 C12 117.78(11) . . ?
O2 C12 C11 115.53(11) . . ?
O2 C12 C21 123.87(12) . . ?
C21 C12 C11 120.58(12) . . ?
O2 C13 H13A 109.5 . . ?
O2 C13 H13B 109.5 . . ?
O2 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C4 C14 H14 119.8 . . ?
C15 C14 C4 120.38(12) . . ?
C15 C14 H14 119.8 . . ?
C1 C15 H15 119.8 . . ?
C14 C15 C1 120.45(13) . . ?
C14 C15 H15 119.8 . . ?
N1 C16 H16A 109.4 . . ?
N1 C16 H16B 109.4 . . ?
N1 C16 C17 111.24(10) . . ?
H16A C16 H16B 108.0 . . ?
C17 C16 H16A 109.4 . . ?
C17 C16 H16B 109.4 . . ?
N2 C17 C16 110.26(10) . . ?
N2 C17 H17A 109.6 . . ?
N2 C17 H17B 109.6 . . ?
C16 C17 H17A 109.6 . . ?
C16 C17 H17B 109.6 . . ?
H17A C17 H17B 108.1 . . ?
C11 C18 H18 119.3 . . ?
C11 C18 C19 121.38(13) . . ?
C19 C18 H18 119.3 . . ?
C18 C19 H19 120.1 . . ?
C20 C19 C18 119.71(13) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.33(12) . . ?
C21 C20 H20 119.8 . . ?
C12 C21 C20 120.02(13) . . ?
C12 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C5 C22 H22 120.3 . . ?
C5 C22 C23 119.47(12) . . ?
C23 C22 H22 120.3 . . ?
C22 C23 H23 119.3 . . ?
C24 C23 C22 121.33(12) . . ?
C24 C23 H23 119.3 . . ?
C3 C24 H24 120.0 . . ?
C23 C24 C3 120.04(12) . . ?
C23 C24 H24 120.0 . . ?
O7 C49 O9 126.81(13) . . ?
O7 C49 C50 117.48(11) . . ?
O9 C49 C50 115.70(12) . . ?
C51 C50 C49 119.63(12) . . ?
C55 C50 C49 122.98(12) . . ?
C55 C50 C51 117.37(12) . . ?
C50 C51 H51 118.8 . . ?
C52 C51 C50 122.36(13) . . ?
C52 C51 H51 118.8 . . ?
C51 C52 H52 120.9 . . ?
C53 C52 C51 118.24(14) . . ?
C53 C52 H52 120.9 . . ?
F8 C53 C52 121.34(15) . . ?
F8 C53 C54 117.48(14) . . ?
C52 C53 C54 121.18(14) . . ?
F2 C54 C53 119.81(13) . . ?
F2 C54 C55 120.26(13) . . ?
C53 C54 C55 119.94(13) . . ?
F1 C55 C50 122.64(12) . . ?
F1 C55 C54 116.47(12) . . ?
C54 C55 C50 120.88(12) . . ?

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
O1 C5 C22 C23 -179.09(12) . . . . ?
O1 C6 C7 O3 -68.04(13) . . . . ?
O1 C6 C7 C8 173.12(10) . . . . ?
O2 C12 C21 C20 175.00(12) . . . . ?
O3 C7 C8 N1 68.79(13) . . . . ?
N1 C9 C10 N2 56.96(13) . . . . ?
N1 C16 C17 N2 -59.12(13) . . . . ?
N2 C11 C12 O2 2.19(16) . . . . ?
N2 C11 C12 C21 -179.47(11) . . . . ?
N2 C11 C18 C19 -178.24(12) . . . . ?
C1 C2 C3 C4 1.6(2) . . . . ?
C1 C2 C3 C24 -177.42(13) . . . . ?
C2 C1 C15 C14 -0.8(2) . . . . ?
C2 C3 C4 C5 -179.76(12) . . . . ?
C2 C3 C4 C14 -1.25(18) . . . . ?
C2 C3 C24 C23 178.72(12) . . . . ?
C3 C4 C5 O1 -179.98(11) . . . . ?
C3 C4 C5 C22 0.91(18) . . . . ?
C3 C4 C14 C15 -0.09(19) . . . . ?
C4 C3 C24 C23 -0.28(18) . . . . ?
C4 C5 C22 C23 -0.10(18) . . . . ?
C4 C14 C15 C1 1.1(2) . . . . ?
C5 O1 C6 C7 163.76(11) . . . . ?
C5 C4 C14 C15 178.37(12) . . . . ?
C5 C22 C23 C24 -0.95(19) . . . . ?
C6 O1 C5 C4 177.26(11) . . . . ?
C6 O1 C5 C22 -3.69(19) . . . . ?
C6 C7 C8 N1 -173.38(10) . . . . ?
C8 N1 C9 C10 -172.36(10) . . . . ?
C8 N1 C16 C17 170.54(10) . . . . ?
C9 N1 C8 C7 -168.05(10) . . . . ?
C9 N1 C16 C17 51.03(13) . . . . ?
C10 N2 C11 C12 -171.88(11) . . . . ?
C10 N2 C11 C18 3.39(17) . . . . ?
C10 N2 C17 C16 64.02(13) . . . . ?
C11 N2 C10 C9 166.68(10) . . . . ?
C11 N2 C17 C16 -165.02(10) . . . . ?
C11 C12 C21 C20 -3.19(19) . . . . ?
C11 C18 C19 C20 -1.0(2) . . . . ?
C12 C11 C18 C19 -2.92(19) . . . . ?
C13 O2 C12 C11 175.57(11) . . . . ?
C13 O2 C12 C21 -2.71(18) . . . . ?
C14 C4 C5 O1 1.55(17) . . . . ?
C14 C4 C5 C22 -177.56(12) . . . . ?
C15 C1 C2 C3 -0.6(2) . . . . ?
C16 N1 C8 C7 70.97(13) . . . . ?
C16 N1 C9 C10 -50.28(13) . . . . ?
C17 N2 C10 C9 -62.36(13) . . . . ?
C17 N2 C11 C12 60.92(15) . . . . ?
C17 N2 C11 C18 -123.81(13) . . . . ?
C18 C11 C12 O2 -173.33(11) . . . . ?
C18 C11 C12 C21 5.00(18) . . . . ?
C18 C19 C20 C21 2.9(2) . . . . ?
C19 C20 C21 C12 -0.9(2) . . . . ?
C22 C23 C24 C3 1.13(19) . . . . ?
C24 C3 C4 C5 -0.72(18) . . . . ?
C24 C3 C4 C14 177.79(12) . . . . ?
F2 C54 C55 F1 0.34(19) . . . . ?
F2 C54 C55 C50 -178.45(12) . . . . ?
O7 C49 C50 C51 -153.05(13) . . . . ?
O7 C49 C50 C55 25.18(19) . . . . ?
F8 C53 C54 F2 -0.2(2) . . . . ?
F8 C53 C54 C55 179.86(13) . . . . ?
O9 C49 C50 C51 26.26(18) . . . . ?
O9 C49 C50 C55 -155.51(13) . . . . ?
C49 C50 C51 C52 176.99(14) . . . . ?
C49 C50 C55 F1 2.6(2) . . . . ?
C49 C50 C55 C54 -178.73(12) . . . . ?
C50 C51 C52 C53 2.1(2) . . . . ?
C51 C50 C55 F1 -179.18(12) . . . . ?
C51 C50 C55 C54 -0.46(19) . . . . ?
C51 C52 C53 F8 178.39(15) . . . . ?
C51 C52 C53 C54 -1.0(2) . . . . ?
C52 C53 C54 F2 179.21(14) . . . . ?
C52 C53 C54 C55 -0.7(2) . . . . ?
C53 C54 C55 F1 -179.73(13) . . . . ?
C53 C54 C55 C50 1.5(2) . . . . ?
C55 C50 C51 C52 -1.3(2) . . . . ?

_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_platon_pl_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2130417'
loop_
_audit_author_name
_audit_author_address
'M. k. chaitanya Mannava'
;Hyderabad central university
India
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-25 downloaded from the CCDC.
;
_audit_creation_date             2018-04-24
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H29 N2 O3, C6.99 H1.99 F2.04 O2'
_chemical_formula_sum            'C30.99 H30.99 F2.04 N2 O5'
_chemical_formula_weight         550.25
_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'
F F 0.0171 0.0103 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   11.0504(6)
_cell_length_b                   17.8882(9)
_cell_length_c                   13.3766(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.629(2)
_cell_angle_gamma                90
_cell_volume                     2626.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9261
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      45.28
_cell_measurement_theta_min      3.21
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_T_max  0.7489
_exptl_absorpt_correction_T_min  0.5659
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1259 before and 0.0652 after correction. The Ratio of minimum to maximum transmission is 0.7556. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1157
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0786
_diffrn_reflns_av_unetI/netI     0.0498
_diffrn_reflns_Laue_measured_fraction_full 0.957
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            142326
_diffrn_reflns_point_group_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         45.410
_diffrn_reflns_theta_min         1.909
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                15915
_reflns_number_total             21885
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.760
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     443
_refine_ls_number_reflns         21885
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1015
_refine_ls_R_factor_gt           0.0664
_refine_ls_restrained_S_all      1.101
_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)+(0.0611P)²+1.2441P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1601
_refine_ls_wR_factor_ref         0.1864
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: C25(0.5) C26(0.5) C27(0.5) H27(0.5) C28(0.5) C30(0.75) H30(0.75)
 C31(0.5) F0AA(0.5) C0AA(0.5) F3(0.5) C1AA(0.5) C(0.5) C2AA(0.23878)
 H2AA(0.23878) C3AA(0.5) H3AA(0.5) C4AA(0.5) F1AA(0.25)
3.a Ternary CH refined with riding coordinates:
 C7(H7)
3.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C8(H8A,H8B), C18(H18A,H18B), C19(H19A,
 H19B)
3.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17),
 C20(H20), C21(H21), C22(H22), C24(H24), C27(H27), C30(H30), C2AA(H2AA),
 C3AA(H3AA)
3.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 -0.29554(6) -0.06133(4) 0.04594(5) 0.01920(11) Uani 1 1 d . . . . .
O2 O 0.29864(7) 0.25832(4) 0.20261(5) 0.02117(12) Uani 1 1 d . . . . .
O3 O 0.04589(7) 0.25379(4) 0.22357(5) 0.02238(12) Uani 1 1 d . . . . .
N1 N -0.19421(6) 0.05626(4) -0.03946(5) 0.01496(10) Uani 1 1 d . . . . .
N2 N -0.01000(6) 0.15416(3) 0.05721(5) 0.01410(9) Uani 1 1 d . . . . .
C1 C -0.34678(10) -0.12324(5) 0.09337(8) 0.02492(17) Uani 1 1 d . . . . .
H1A H -0.344384 -0.166801 0.051731 0.037 Uiso 1 1 calc GR . . . .
H1B H -0.429733 -0.112227 0.102782 0.037 Uiso 1 1 calc GR . . . .
H1C H -0.300722 -0.132370 0.157536 0.037 Uiso 1 1 calc GR . . . .
C2 C -0.35161(7) -0.03991(4) -0.04561(6) 0.01579(11) Uani 1 1 d . . . . .
C3 C -0.29980(7) 0.02208(4) -0.09052(6) 0.01539(11) Uani 1 1 d . . . . .
C4 C -0.21320(8) 0.09428(4) 0.05445(6) 0.01706(12) Uani 1 1 d . . . . .
H4A H -0.262927 0.063347 0.093092 0.020 Uiso 1 1 calc R . . . .
H4B H -0.255613 0.141147 0.039508 0.020 Uiso 1 1 calc R . . . .
C5 C -0.09133(8) 0.10908(4) 0.11506(6) 0.01662(11) Uani 1 1 d . . . . .
H5A H -0.104126 0.135516 0.176276 0.020 Uiso 1 1 calc R . . . .
H5B H -0.052182 0.061818 0.134034 0.020 Uiso 1 1 calc R . . . .
C6 C 0.11556(8) 0.16034(4) 0.11100(6) 0.01654(11) Uani 1 1 d . . . . .
H6A H 0.163006 0.193537 0.073429 0.020 Uiso 1 1 calc R . . . .
H6B H 0.153828 0.111479 0.112808 0.020 Uiso 1 1 calc R . . . .
C7 C 0.11849(9) 0.18957(4) 0.21827(6) 0.01855(13) Uani 1 1 d . . . . .
H7 H 0.084866 0.150440 0.258292 0.022 Uiso 1 1 calc R . . . .
C8 C 0.25005(9) 0.20205(5) 0.26197(7) 0.02188(15) Uani 1 1 d . . . . .
H8A H 0.253909 0.218157 0.331505 0.026 Uiso 1 1 calc R . . . .
H8B H 0.296250 0.156102 0.259597 0.026 Uiso 1 1 calc R . . . .
C9 C 0.42186(8) 0.26535(4) 0.20746(6) 0.01835(12) Uani 1 1 d . . . . .
C10 C 0.46272(8) 0.31004(4) 0.12989(6) 0.01654(11) Uani 1 1 d . . . . .
C11 C 0.38019(8) 0.34980(5) 0.06020(6) 0.01818(12) Uani 1 1 d . . . . .
H11 H 0.296683 0.345193 0.062222 0.022 Uiso 1 1 calc R . . . .
C12 C 0.42401(8) 0.39522(5) -0.01041(6) 0.01990(13) Uani 1 1 d . . . . .
H12 H 0.369832 0.422212 -0.054998 0.024 Uiso 1 1 calc R . . . .
C13 C 0.55034(9) 0.40122(5) -0.01580(7) 0.02128(14) Uani 1 1 d . . . . .
H13 H 0.578875 0.432230 -0.063725 0.026 Uiso 1 1 calc R . . . .
C14 C -0.35023(8) 0.04443(5) -0.18566(7) 0.01954(13) Uani 1 1 d . . . . .
H14 H -0.316958 0.085148 -0.215998 0.023 Uiso 1 1 calc R . . . .
C15 C -0.44981(9) 0.00716(5) -0.23690(7) 0.02198(14) Uani 1 1 d . . . . .
H15 H -0.481943 0.022701 -0.300847 0.026 Uiso 1 1 calc R . . . .
C16 C -0.50019(8) -0.05299(5) -0.19177(7) 0.02117(14) Uani 1 1 d . . . . .
H16 H -0.566849 -0.077850 -0.225266 0.025 Uiso 1 1 calc R . . . .
C17 C -0.45139(8) -0.07654(5) -0.09615(7) 0.01918(13) Uani 1 1 d . . . . .
H17 H -0.485813 -0.116970 -0.066072 0.023 Uiso 1 1 calc R . . . .
C18 C -0.12738(8) 0.10629(5) -0.09936(6) 0.01717(12) Uani 1 1 d . . . . .
H18A H -0.171300 0.153048 -0.110569 0.021 Uiso 1 1 calc R . . . .
H18B H -0.119898 0.083749 -0.164311 0.021 Uiso 1 1 calc R . . . .
C19 C -0.00201(7) 0.12104(4) -0.04458(6) 0.01619(11) Uani 1 1 d . . . . .
H19A H 0.043276 0.074526 -0.037280 0.019 Uiso 1 1 calc R . . . .
H19B H 0.041742 0.155050 -0.084009 0.019 Uiso 1 1 calc R . . . .
C20 C 0.50351(10) 0.23369(5) 0.28056(7) 0.02332(16) Uani 1 1 d . . . . .
H20 H 0.475784 0.207501 0.333500 0.028 Uiso 1 1 calc R . . . .
C21 C 0.63000(10) 0.24114(5) 0.27488(8) 0.02520(17) Uani 1 1 d . . . . .
H21 H 0.684932 0.219893 0.324777 0.030 Uiso 1 1 calc R . . . .
C22 C 0.67310(9) 0.27895(5) 0.19747(8) 0.02280(15) Uani 1 1 d . . . . .
H22 H 0.756307 0.280465 0.192444 0.027 Uiso 1 1 calc R . . . .
C23 C 0.59000(8) 0.31593(4) 0.12472(6) 0.01819(12) Uani 1 1 d . . . . .
C24 C 0.63143(8) 0.36155(5) 0.04927(7) 0.02073(13) Uani 1 1 d . . . . .
H24 H 0.714389 0.364707 0.043710 0.025 Uiso 1 1 calc R . . . .
O4 O -0.08011(8) 0.67253(4) -0.04841(6) 0.02644(14) Uani 1 1 d . . . . .
O6 O 0.10433(7) 0.71531(4) 0.00963(6) 0.02225(12) Uani 1 1 d . . . . .
C25 C 0.0801(4) 0.4717(3) 0.1906(5) 0.0122(4) Uani 0.5 1 d . . P A 1
C26 C 0.1784(4) 0.5174(3) 0.1804(5) 0.0133(4) Uani 0.5 1 d . . P A 1
C27 C 0.1600(5) 0.5827(4) 0.1202(6) 0.0118(4) Uani 0.5 1 d . . P A 1
H27 H 0.225655 0.613664 0.111619 0.014 Uiso 0.5 1 calc R . P A 1
C28 C 0.0425(4) 0.6009(4) 0.0732(6) 0.0123(7) Uani 0.5 1 d . . P A 1
C29 C 0.01924(8) 0.66822(4) 0.00638(7) 0.01854(13) Uani 1 1 d . . . . .
C30 C -0.0546(2) 0.5526(2) 0.0838(3) 0.0138(3) Uani 0.75 1 d . . P A 1
H30 H -0.131628 0.562352 0.050570 0.017 Uiso 0.75 1 calc R . P A 1
C31 C -0.0349(4) 0.4908(4) 0.1434(5) 0.0146(5) Uani 0.5 1 d . . P A 1
F0AA F 0.0757(6) 0.4118(4) 0.2453(6) 0.0329(11) Uani 0.5 1 d . . P A 2
C0AA C 0.0594(5) 0.4730(4) 0.1858(5) 0.0294(11) Uani 0.5 1 d . . P A 2
F3 F 0.0941(6) 0.4102(4) 0.2476(6) 0.0212(6) Uani 0.5 1 d . . P A 1
C1AA C -0.0515(5) 0.4896(4) 0.1417(5) 0.0267(10) Uani 0.5 1 d . . P A 2
C C 0.0334(6) 0.5988(4) 0.0719(6) 0.0222(11) Uani 0.5 1 d . . P A 2
C2AA C -0.0790(7) 0.5560(7) 0.0828(10) 0.0150(13) Uani 0.2388 1 d . . P A 2
H2AA H -0.156795 0.570082 0.055319 0.018 Uiso 0.2388 1 calc R . P A 2
C3AA C 0.1437(6) 0.5803(5) 0.1186(7) 0.0243(11) Uani 0.5 1 d . . P A 2
H3AA H 0.209667 0.611821 0.113654 0.029 Uiso 0.5 1 calc R . P A 2
C4AA C 0.1604(5) 0.5161(4) 0.1730(6) 0.0293(11) Uani 0.5 1 d . . P A 2
F1 F -0.12966(8) 0.44380(5) 0.15464(6) 0.0251(2) Uani 0.792(3) 1 d . . . . .
F1AA F 0.2562(3) 0.49453(18) 0.2140(2) 0.0306(5) Uani 0.25 1 d . . P . .
H2 H -0.0455(17) 0.2055(11) 0.0443(15) 0.036(5) Uiso 1 1 d . . . . .
H3 H 0.0618(18) 0.2842(11) 0.1747(15) 0.037(5) 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 C1 1.4256(11) . ?
O1 C2 1.3620(10) . ?
O2 C8 1.4250(11) . ?
O2 C9 1.3614(12) . ?
O3 C7 1.4077(11) . ?
O3 H3 0.88(2) . ?
N1 C3 1.4206(10) . ?
N1 C4 1.4647(10) . ?
N1 C18 1.4577(10) . ?
N2 C5 1.4891(10) . ?
N2 C6 1.4916(11) . ?
N2 C19 1.4968(10) . ?
N2 H2 1.00(2) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.4135(11) . ?
C2 C17 1.3892(12) . ?
C3 C14 1.3879(11) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.5129(12) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.5241(11) . ?
C7 H7 0.9800 . ?
C7 C8 1.5194(13) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.4240(12) . ?
C9 C20 1.3738(12) . ?
C10 C11 1.4179(11) . ?
C10 C23 1.4200(12) . ?
C11 H11 0.9300 . ?
C11 C12 1.3755(12) . ?
C12 H12 0.9300 . ?
C12 C13 1.4102(13) . ?
C13 H13 0.9300 . ?
C13 C24 1.3725(13) . ?
C14 H14 0.9300 . ?
C14 C15 1.3967(13) . ?
C15 H15 0.9300 . ?
C15 C16 1.3820(14) . ?
C16 H16 0.9300 . ?
C16 C17 1.3946(13) . ?
C17 H17 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.5138(12) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20 0.9300 . ?
C20 C21 1.4149(16) . ?
C21 H21 0.9300 . ?
C21 C22 1.3676(16) . ?
C22 H22 0.9300 . ?
C22 C23 1.4219(12) . ?
C23 C24 1.4145(13) . ?
C24 H24 0.9300 . ?
O4 C29 1.2501(12) . ?
O6 C29 1.2594(11) . ?
C25 C26 1.379(6) . ?
C25 C31 1.395(7) . ?
C25 F3 1.336(9) . ?
C26 C27 1.420(9) . ?
C26 F1AA 1.010(6) . ?
C27 H27 0.9300 . ?
C27 C28 1.414(8) . ?
C28 C29 1.504(8) . ?
C28 C30 1.398(6) . ?
C29 C 1.517(8) . ?
C30 H30 0.9300 . ?
C30 C31 1.366(8) . ?
C31 F1 1.364(5) . ?
F0AA C0AA 1.354(10) . ?
C0AA C1AA 1.331(9) . ?
C0AA C4AA 1.383(9) . ?
C1AA C2AA 1.438(14) . ?
C1AA F1 1.218(6) . ?
C C2AA 1.481(12) . ?
C C3AA 1.346(10) . ?
C2AA H2AA 0.9300 . ?
C3AA H3AA 0.9300 . ?
C3AA C4AA 1.360(12) . ?
C4AA F1AA 1.198(7) . ?

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
C2 O1 C1 117.12(7) . . ?
C9 O2 C8 118.54(7) . . ?
C7 O3 H3 107.6(13) . . ?
C3 N1 C4 114.91(6) . . ?
C3 N1 C18 116.11(6) . . ?
C18 N1 C4 108.56(6) . . ?
C5 N2 C6 111.91(6) . . ?
C5 N2 C19 111.16(6) . . ?
C5 N2 H2 109.7(11) . . ?
C6 N2 C19 108.59(6) . . ?
C6 N2 H2 109.7(11) . . ?
C19 N2 H2 105.6(11) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 116.00(7) . . ?
O1 C2 C17 123.92(7) . . ?
C17 C2 C3 120.05(7) . . ?
C2 C3 N1 118.94(7) . . ?
C14 C3 N1 122.52(7) . . ?
C14 C3 C2 118.44(7) . . ?
N1 C4 H4A 109.8 . . ?
N1 C4 H4B 109.8 . . ?
N1 C4 C5 109.51(7) . . ?
H4A C4 H4B 108.2 . . ?
C5 C4 H4A 109.8 . . ?
C5 C4 H4B 109.8 . . ?
N2 C5 C4 111.69(6) . . ?
N2 C5 H5A 109.3 . . ?
N2 C5 H5B 109.3 . . ?
C4 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
H5A C5 H5B 107.9 . . ?
N2 C6 H6A 108.9 . . ?
N2 C6 H6B 108.9 . . ?
N2 C6 C7 113.40(7) . . ?
H6A C6 H6B 107.7 . . ?
C7 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
O3 C7 C6 112.15(7) . . ?
O3 C7 H7 107.5 . . ?
O3 C7 C8 112.72(7) . . ?
C6 C7 H7 107.5 . . ?
C8 C7 C6 109.15(8) . . ?
C8 C7 H7 107.5 . . ?
O2 C8 C7 107.15(7) . . ?
O2 C8 H8A 110.3 . . ?
O2 C8 H8B 110.3 . . ?
C7 C8 H8A 110.3 . . ?
C7 C8 H8B 110.3 . . ?
H8A C8 H8B 108.5 . . ?
O2 C9 C10 114.63(7) . . ?
O2 C9 C20 124.53(8) . . ?
C20 C9 C10 120.84(9) . . ?
C11 C10 C9 121.78(8) . . ?
C11 C10 C23 119.75(8) . . ?
C23 C10 C9 118.45(7) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 C10 119.81(8) . . ?
C12 C11 H11 120.1 . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C13 120.60(8) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 119.8 . . ?
C24 C13 C12 120.39(9) . . ?
C24 C13 H13 119.8 . . ?
C3 C14 H14 119.2 . . ?
C3 C14 C15 121.51(8) . . ?
C15 C14 H14 119.2 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.44(8) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.21(8) . . ?
C17 C16 H16 119.9 . . ?
C2 C17 C16 120.33(8) . . ?
C2 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
N1 C18 H18A 109.8 . . ?
N1 C18 H18B 109.8 . . ?
N1 C18 C19 109.53(6) . . ?
H18A C18 H18B 108.2 . . ?
C19 C18 H18A 109.8 . . ?
C19 C18 H18B 109.8 . . ?
N2 C19 C18 111.25(6) . . ?
N2 C19 H19A 109.4 . . ?
N2 C19 H19B 109.4 . . ?
C18 C19 H19A 109.4 . . ?
C18 C19 H19B 109.4 . . ?
H19A C19 H19B 108.0 . . ?
C9 C20 H20 120.2 . . ?
C9 C20 C21 119.65(9) . . ?
C21 C20 H20 120.2 . . ?
C20 C21 H21 119.3 . . ?
C22 C21 C20 121.32(8) . . ?
C22 C21 H21 119.3 . . ?
C21 C22 H22 120.2 . . ?
C21 C22 C23 119.63(9) . . ?
C23 C22 H22 120.2 . . ?
C10 C23 C22 119.81(8) . . ?
C24 C23 C10 118.79(8) . . ?
C24 C23 C22 121.34(9) . . ?
C13 C24 C23 120.62(8) . . ?
C13 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C26 C25 C31 119.8(6) . . ?
F3 C25 C26 120.3(4) . . ?
F3 C25 C31 119.9(5) . . ?
C25 C26 C27 118.8(4) . . ?
F1AA C26 C25 110.8(5) . . ?
F1AA C26 C27 130.1(4) . . ?
C26 C27 H27 119.8 . . ?
C28 C27 C26 120.3(5) . . ?
C28 C27 H27 119.8 . . ?
C27 C28 C29 122.3(5) . . ?
C30 C28 C27 119.3(6) . . ?
C30 C28 C29 118.3(4) . . ?
O4 C29 O6 125.51(8) . . ?
O4 C29 C28 118.4(2) . . ?
O4 C29 C 114.5(3) . . ?
O6 C29 C28 116.0(2) . . ?
O6 C29 C 120.0(3) . . ?
C28 C30 H30 120.4 . . ?
C31 C30 C28 119.2(4) . . ?
C31 C30 H30 120.4 . . ?
C30 C31 C25 122.5(5) . . ?
F1 C31 C25 118.1(6) . . ?
F1 C31 C30 119.4(4) . . ?
F0AA C0AA C4AA 118.0(6) . . ?
C1AA C0AA F0AA 119.6(6) . . ?
C1AA C0AA C4AA 122.4(7) . . ?
C0AA C1AA C2AA 123.6(7) . . ?
F1 C1AA C0AA 114.8(7) . . ?
F1 C1AA C2AA 121.7(6) . . ?
C2AA C C29 116.7(6) . . ?
C3AA C C29 119.9(6) . . ?
C3AA C C2AA 123.5(8) . . ?
C1AA C2AA C 110.8(7) . . ?
C1AA C2AA H2AA 124.6 . . ?
C C2AA H2AA 124.6 . . ?
C C3AA H3AA 119.5 . . ?
C C3AA C4AA 121.1(7) . . ?
C4AA C3AA H3AA 119.5 . . ?
C3AA C4AA C0AA 118.4(6) . . ?
F1AA C4AA C0AA 116.5(7) . . ?
F1AA C4AA C3AA 125.0(6) . . ?

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
O1 C2 C3 N1 1.07(11) . . . . ?
O1 C2 C3 C14 177.41(8) . . . . ?
O1 C2 C17 C16 -177.14(8) . . . . ?
O2 C9 C10 C11 6.18(11) . . . . ?
O2 C9 C10 C23 -175.45(7) . . . . ?
O2 C9 C20 C21 176.37(9) . . . . ?
O3 C7 C8 O2 -62.37(10) . . . . ?
N1 C3 C14 C15 176.18(8) . . . . ?
N1 C4 C5 N2 57.35(8) . . . . ?
N1 C18 C19 N2 -58.03(8) . . . . ?
N2 C6 C7 O3 -48.00(9) . . . . ?
N2 C6 C7 C8 -173.65(6) . . . . ?
C1 O1 C2 C3 179.35(8) . . . . ?
C1 O1 C2 C17 -2.73(13) . . . . ?
C2 C3 C14 C15 -0.01(13) . . . . ?
C3 N1 C4 C5 164.37(6) . . . . ?
C3 N1 C18 C19 -164.55(7) . . . . ?
C3 C2 C17 C16 0.71(13) . . . . ?
C3 C14 C15 C16 0.53(15) . . . . ?
C4 N1 C3 C2 -67.08(9) . . . . ?
C4 N1 C3 C14 116.75(9) . . . . ?
C4 N1 C18 C19 64.21(8) . . . . ?
C5 N2 C6 C7 -53.77(8) . . . . ?
C5 N2 C19 C18 50.98(8) . . . . ?
C6 N2 C5 C4 -172.41(6) . . . . ?
C6 N2 C19 C18 174.51(6) . . . . ?
C6 C7 C8 O2 62.95(9) . . . . ?
C8 O2 C9 C10 166.07(7) . . . . ?
C8 O2 C9 C20 -14.72(13) . . . . ?
C9 O2 C8 C7 -161.97(8) . . . . ?
C9 C10 C11 C12 176.80(8) . . . . ?
C9 C10 C23 C22 -1.39(11) . . . . ?
C9 C10 C23 C24 -178.60(7) . . . . ?
C9 C20 C21 C22 -0.43(15) . . . . ?
C10 C9 C20 C21 -4.47(13) . . . . ?
C10 C11 C12 C13 1.57(13) . . . . ?
C10 C23 C24 C13 1.97(13) . . . . ?
C11 C10 C23 C22 177.02(8) . . . . ?
C11 C10 C23 C24 -0.19(11) . . . . ?
C11 C12 C13 C24 0.21(14) . . . . ?
C12 C13 C24 C23 -2.00(14) . . . . ?
C14 C15 C16 C17 -0.43(15) . . . . ?
C15 C16 C17 C2 -0.18(14) . . . . ?
C17 C2 C3 N1 -176.94(7) . . . . ?
C17 C2 C3 C14 -0.61(12) . . . . ?
C18 N1 C3 C2 164.73(7) . . . . ?
C18 N1 C3 C14 -11.44(11) . . . . ?
C18 N1 C4 C5 -63.75(8) . . . . ?
C19 N2 C5 C4 -50.79(8) . . . . ?
C19 N2 C6 C7 -176.85(6) . . . . ?
C20 C9 C10 C11 -173.07(8) . . . . ?
C20 C9 C10 C23 5.31(12) . . . . ?
C20 C21 C22 C23 4.31(14) . . . . ?
C21 C22 C23 C10 -3.33(13) . . . . ?
C21 C22 C23 C24 173.81(9) . . . . ?
C22 C23 C24 C13 -175.20(8) . . . . ?
C23 C10 C11 C12 -1.56(12) . . . . ?
O4 C29 C C2AA -14.9(8) . . . . ?
O4 C29 C C3AA 166.8(6) . . . . ?
O6 C29 C C2AA 165.6(6) . . . . ?
O6 C29 C C3AA -12.7(9) . . . . ?
C25 C26 C27 C28 1.2(11) . . . . ?
C26 C25 C31 C30 2.2(11) . . . . ?
C26 C25 C31 F1 179.5(6) . . . . ?
C26 C27 C28 C29 -178.2(6) . . . . ?
C26 C27 C28 C30 -2.3(11) . . . . ?
C27 C28 C29 O4 165.5(6) . . . . ?
C27 C28 C29 O6 -13.2(8) . . . . ?
C27 C28 C30 C31 3.3(9) . . . . ?
C28 C30 C31 C25 -3.3(9) . . . . ?
C28 C30 C31 F1 179.4(5) . . . . ?
C29 C28 C30 C31 179.4(5) . . . . ?
C29 C C2AA C1AA 176.6(7) . . . . ?
C29 C C3AA C4AA -176.1(7) . . . . ?
C30 C28 C29 O4 -10.4(7) . . . . ?
C30 C28 C29 O6 170.8(4) . . . . ?
C31 C25 C26 C27 -1.1(10) . . . . ?
C31 C25 C26 F1AA -175.6(7) . . . . ?
F0AA C0AA C1AA C2AA 175.7(9) . . . . ?
F0AA C0AA C1AA F1 -4.4(10) . . . . ?
F0AA C0AA C4AA C3AA -175.9(8) . . . . ?
F0AA C0AA C4AA F1AA 1.9(12) . . . . ?
C0AA C1AA C2AA C 4.6(13) . . . . ?
F3 C25 C26 C27 -179.3(7) . . . . ?
F3 C25 C26 F1AA 6.2(10) . . . . ?
F3 C25 C31 C30 -179.5(7) . . . . ?
F3 C25 C31 F1 -2.2(10) . . . . ?
C1AA C0AA C4AA C3AA 4.4(13) . . . . ?
C1AA C0AA C4AA F1AA -177.8(7) . . . . ?
C C3AA C4AA C0AA -4.9(14) . . . . ?
C C3AA C4AA F1AA 177.5(8) . . . . ?
C2AA C C3AA C4AA 5.7(15) . . . . ?
C3AA C C2AA C1AA -5.2(14) . . . . ?
C4AA C0AA C1AA C2AA -4.6(13) . . . . ?
C4AA C0AA C1AA F1 175.3(7) . . . . ?
F1 C1AA C2AA C -175.3(7) . . . . ?
F1AA C26 C27 C28 174.4(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
