# Electronic Supplementary Material (ESI) for Nanoscale.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1830094'
loop_
_audit_author_name
_audit_author_address
'Niranjan Meher'
;IIT Guwahati
India
;
_audit_update_record             
;
2018-03-15 deposited with the CCDC.	2019-07-01 downloaded from the CCDC.
;

_audit_creation_date             2017-10-30
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H25 N O3'
_chemical_formula_sum            'C25 H25 N O3'
_chemical_formula_weight         387.46
_chemical_melting_point          ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   30.150(3)
_cell_length_b                   9.1044(5)
_cell_length_c                   14.8046(14)
_cell_angle_alpha                90
_cell_angle_beta                 94.490(8)
_cell_angle_gamma                90
_cell_volume                     4051.4(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1360
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.8820
_cell_measurement_theta_min      3.3690
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95364
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       niddle
_exptl_crystal_F_000             1648
_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  0.0475
_diffrn_reflns_av_unetI/netI     0.0533
_diffrn_reflns_Laue_measured_fraction_full 0.619
_diffrn_reflns_Laue_measured_fraction_max 0.719
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4306
_diffrn_reflns_point_group_measured_fraction_full 0.619
_diffrn_reflns_point_group_measured_fraction_max 0.719
_diffrn_reflns_theta_full        24.354
_diffrn_reflns_theta_max         24.354
_diffrn_reflns_theta_min         2.978
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2760
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.619
_diffrn_measured_fraction_theta_max 0.719
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ      0.00  72.10   0.70   11.27  43.00   9.15  60.00    --   103
  2  φ     72.00 144.10   0.70   11.27  43.00   9.15   0.00    --   103
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0059663000
_diffrn_orient_matrix_UB_12      -0.0752745000
_diffrn_orient_matrix_UB_13      0.0000714000
_diffrn_orient_matrix_UB_21      0.0207839000
_diffrn_orient_matrix_UB_22      -0.0183999000
_diffrn_orient_matrix_UB_23      -0.0165420000
_diffrn_orient_matrix_UB_31      0.0094917000
_diffrn_orient_matrix_UB_32      -0.0067962000
_diffrn_orient_matrix_UB_33      0.0451485000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1456
_reflns_number_total             2054
_reflns_odcompleteness_completeness 59.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.30
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         2054
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0786
_refine_ls_R_factor_gt           0.0579
_refine_ls_restrained_S_all      1.085
_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)+(0.0754P)²+2.2550P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1521
_refine_ls_wR_factor_ref         0.1740
_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.a Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C24(H24A,H24B), C26(H26A,H26B), C27(H27A,H27B), C28(H28A,H28B)
2.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C12(H12), C3(H3), C16(H16), C5(H5), C15(H15), C4(H4), C19(H19),
 C18(H18)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O23 O 0.61114(9) 0.6408(2) 0.70329(18) 0.0595(8) Uani 1 1 d . . . . .
O22 O 0.54020(9) 0.2078(2) 0.65812(19) 0.0681(9) Uani 1 1 d . . . . .
N10 N 0.57521(9) 0.4242(3) 0.68541(19) 0.0454(8) Uani 1 1 d . . . . .
O20 O 0.30382(9) 1.1489(3) 0.5065(2) 0.0726(9) Uani 1 1 d . . . . .
C7 C 0.49623(11) 0.5745(3) 0.6259(2) 0.0381(10) Uani 1 1 d . . . . .
C6 C 0.45667(11) 0.6508(3) 0.5980(2) 0.0373(9) Uani 1 1 d . . . . .
C11 C 0.45597(12) 0.8065(3) 0.6018(2) 0.0426(10) Uani 1 1 d . . . . .
C14 C 0.41550(14) 0.8927(3) 0.5748(2) 0.0420(10) Uani 1 1 d . . . . .
C2 C 0.49740(11) 0.4201(3) 0.6237(2) 0.0434(10) Uani 1 1 d . . . . .
C9 C 0.57631(13) 0.5762(3) 0.6821(2) 0.0453(10) Uani 1 1 d . . . . .
C8 C 0.53501(12) 0.6540(3) 0.6551(2) 0.0397(10) Uani 1 1 d . . . . .
C17 C 0.34155(15) 1.0676(3) 0.5254(3) 0.0511(11) Uani 1 1 d . . . . .
C1 C 0.53803(13) 0.3407(3) 0.6560(2) 0.0480(11) Uani 1 1 d . . . . .
C13 C 0.53318(12) 0.8036(3) 0.6573(2) 0.0452(10) Uani 1 1 d . . . . .
H13 H 0.5586 0.8564 0.6767 0.054 Uiso 1 1 calc R . . . .
C12 C 0.49409(12) 0.8787(3) 0.6311(2) 0.0497(11) Uani 1 1 d . . . . .
H12 H 0.4939 0.9807 0.6336 0.060 Uiso 1 1 calc R . . . .
C3 C 0.46033(13) 0.3435(3) 0.5929(2) 0.0519(11) Uani 1 1 d . . . . .
H3 H 0.4611 0.2414 0.5914 0.062 Uiso 1 1 calc R . . . .
C16 C 0.37786(15) 1.0715(3) 0.4761(3) 0.0530(11) Uani 1 1 d . . . . .
H16 H 0.3780 1.1322 0.4256 0.064 Uiso 1 1 calc R . . . .
C5 C 0.41952(12) 0.5655(3) 0.5665(2) 0.0486(10) Uani 1 1 d . . . . .
H5 H 0.3930 0.6123 0.5472 0.058 Uiso 1 1 calc R . . . .
C15 C 0.41459(13) 0.9849(3) 0.5014(3) 0.0499(11) Uani 1 1 d . . . . .
H15 H 0.4393 0.9895 0.4676 0.060 Uiso 1 1 calc R . . . .
C25 C 0.64804(13) 0.3159(4) 0.6525(3) 0.0584(12) Uani 1 1 d . . . . .
H25A H 0.6576 0.4080 0.6273 0.070 Uiso 1 1 calc R . . . .
H25B H 0.6338 0.2581 0.6035 0.070 Uiso 1 1 calc R . . . .
C4 C 0.42160(13) 0.4167(4) 0.5638(3) 0.0554(11) Uani 1 1 d . . . . .
H4 H 0.3967 0.3633 0.5421 0.067 Uiso 1 1 calc R . . . .
C19 C 0.37817(15) 0.8882(4) 0.6232(3) 0.0595(12) Uani 1 1 d . . . . .
H19 H 0.3776 0.8256 0.6727 0.071 Uiso 1 1 calc R . . . .
C24 C 0.61535(13) 0.3463(4) 0.7213(3) 0.0553(12) Uani 1 1 d . . . . .
H24A H 0.6066 0.2538 0.7470 0.066 Uiso 1 1 calc R . . . .
H24B H 0.6300 0.4043 0.7699 0.066 Uiso 1 1 calc R . . . .
C18 C 0.34136(13) 0.9758(4) 0.5990(3) 0.0623(12) Uani 1 1 d . . . . .
H18 H 0.3166 0.9723 0.6327 0.075 Uiso 1 1 calc R . . . .
C26 C 0.68815(15) 0.2341(4) 0.6941(3) 0.0732(14) Uani 1 1 d . . . . .
H26A H 0.7013 0.2909 0.7448 0.088 Uiso 1 1 calc R . . . .
H26B H 0.6782 0.1415 0.7179 0.088 Uiso 1 1 calc R . . . .
C27 C 0.72350(15) 0.2030(4) 0.6308(3) 0.0752(14) Uani 1 1 d . . . . .
H27A H 0.7341 0.2958 0.6085 0.090 Uiso 1 1 calc R . . . .
H27B H 0.7101 0.1491 0.5791 0.090 Uiso 1 1 calc R . . . .
C21 C 0.30148(15) 1.2381(4) 0.4279(3) 0.0863(16) Uani 1 1 d . . . . .
H21A H 0.3058 1.1784 0.3759 0.129 Uiso 1 1 calc GR . . . .
H21B H 0.3242 1.3120 0.4342 0.129 Uiso 1 1 calc GR . . . .
H21C H 0.2728 1.2844 0.4204 0.129 Uiso 1 1 calc GR . . . .
C28 C 0.76276(16) 0.1173(5) 0.6711(4) 0.0916(16) Uani 1 1 d . . . . .
H28A H 0.7791 0.1778 0.7163 0.110 Uiso 1 1 calc R . . . .
H28B H 0.7520 0.0317 0.7018 0.110 Uiso 1 1 calc R . . . .
C29 C 0.79336(16) 0.0687(6) 0.6043(4) 0.1013(17) Uani 1 1 d . . . . .
H29A H 0.7777 0.0069 0.5600 0.152 Uiso 1 1 calc GR . . . .
H29B H 0.8175 0.0147 0.6345 0.152 Uiso 1 1 calc GR . . . .
H29C H 0.8048 0.1528 0.5748 0.152 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
O23 C9 1.223(4) . ?
O22 C1 1.212(3) . ?
N10 C9 1.385(4) . ?
N10 C1 1.396(4) . ?
N10 C24 1.466(4) . ?
O20 C17 1.368(4) . ?
O20 C21 1.416(5) . ?
C7 C6 1.414(4) . ?
C7 C2 1.407(4) . ?
C7 C8 1.414(4) . ?
C6 C11 1.418(4) . ?
C6 C5 1.412(4) . ?
C11 C14 1.479(5) . ?
C11 C12 1.365(4) . ?
C14 C15 1.372(5) . ?
C14 C19 1.381(5) . ?
C2 C1 1.469(5) . ?
C2 C3 1.366(5) . ?
C9 C8 1.460(5) . ?
C8 C13 1.364(4) . ?
C17 C16 1.363(5) . ?
C17 C18 1.374(5) . ?
C13 H13 0.9300 . ?
C13 C12 1.391(4) . ?
C12 H12 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.384(5) . ?
C16 H16 0.9300 . ?
C16 C15 1.387(5) . ?
C5 H5 0.9300 . ?
C5 C4 1.357(4) . ?
C15 H15 0.9300 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C24 1.498(5) . ?
C25 C26 1.510(5) . ?
C4 H4 0.9300 . ?
C19 H19 0.9300 . ?
C19 C18 1.391(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C18 H18 0.9300 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.501(6) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.502(5) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.473(6) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N10 C1 123.6(3) . . ?
C9 N10 C24 118.3(3) . . ?
C1 N10 C24 118.0(3) . . ?
C17 O20 C21 117.7(3) . . ?
C2 C7 C6 120.4(3) . . ?
C2 C7 C8 119.8(3) . . ?
C8 C7 C6 119.8(3) . . ?
C7 C6 C11 119.6(3) . . ?
C5 C6 C7 117.1(3) . . ?
C5 C6 C11 123.3(3) . . ?
C6 C11 C14 122.3(3) . . ?
C12 C11 C6 118.6(3) . . ?
C12 C11 C14 119.1(3) . . ?
C15 C14 C11 120.2(4) . . ?
C15 C14 C19 117.6(3) . . ?
C19 C14 C11 122.2(3) . . ?
C7 C2 C1 120.4(3) . . ?
C3 C2 C7 119.8(3) . . ?
C3 C2 C1 119.8(3) . . ?
O23 C9 N10 119.6(3) . . ?
O23 C9 C8 122.3(3) . . ?
N10 C9 C8 118.1(3) . . ?
C7 C8 C9 120.2(3) . . ?
C13 C8 C7 119.0(3) . . ?
C13 C8 C9 120.9(3) . . ?
O20 C17 C18 115.9(4) . . ?
C16 C17 O20 124.5(4) . . ?
C16 C17 C18 119.6(3) . . ?
O22 C1 N10 119.7(3) . . ?
O22 C1 C2 122.8(3) . . ?
N10 C1 C2 117.5(3) . . ?
C8 C13 H13 119.4 . . ?
C8 C13 C12 121.3(3) . . ?
C12 C13 H13 119.4 . . ?
C11 C12 C13 121.7(3) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.4(3) . . ?
C4 C3 H3 119.8 . . ?
C17 C16 H16 120.0 . . ?
C17 C16 C15 119.9(4) . . ?
C15 C16 H16 120.0 . . ?
C6 C5 H5 119.3 . . ?
C4 C5 C6 121.5(3) . . ?
C4 C5 H5 119.3 . . ?
C14 C15 C16 121.8(4) . . ?
C14 C15 H15 119.1 . . ?
C16 C15 H15 119.1 . . ?
H25A C25 H25B 108.0 . . ?
C24 C25 H25A 109.4 . . ?
C24 C25 H25B 109.4 . . ?
C24 C25 C26 111.2(4) . . ?
C26 C25 H25A 109.4 . . ?
C26 C25 H25B 109.4 . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.8(3) . . ?
C5 C4 H4 119.6 . . ?
C14 C19 H19 119.5 . . ?
C14 C19 C18 121.1(4) . . ?
C18 C19 H19 119.5 . . ?
N10 C24 C25 114.3(3) . . ?
N10 C24 H24A 108.7 . . ?
N10 C24 H24B 108.7 . . ?
C25 C24 H24A 108.7 . . ?
C25 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
C17 C18 C19 120.0(4) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C25 C26 H26A 108.5 . . ?
C25 C26 H26B 108.5 . . ?
H26A C26 H26B 107.5 . . ?
C27 C26 C25 115.0(4) . . ?
C27 C26 H26A 108.5 . . ?
C27 C26 H26B 108.5 . . ?
C26 C27 H27A 108.5 . . ?
C26 C27 H27B 108.5 . . ?
C26 C27 C28 115.2(4) . . ?
H27A C27 H27B 107.5 . . ?
C28 C27 H27A 108.5 . . ?
C28 C27 H27B 108.5 . . ?
O20 C21 H21A 109.5 . . ?
O20 C21 H21B 109.5 . . ?
O20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C27 C28 H28A 108.8 . . ?
C27 C28 H28B 108.8 . . ?
H28A C28 H28B 107.7 . . ?
C29 C28 C27 113.8(4) . . ?
C29 C28 H28A 108.8 . . ?
C29 C28 H28B 108.8 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

_olex2_date_sample_data_collection 2017-10-30
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.165
_oxdiff_exptl_absorpt_empirical_full_min 0.820
####################################################################### 
# 
# 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_10
_database_code_depnum_ccdc_archive 'CCDC 1882969'
loop_
_audit_author_name
_audit_author_address
'Niranjan Meher'
;IIT Guwahati
India
;
_audit_update_record             
;
2018-12-04 deposited with the CCDC.	2019-07-01 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            'C24 H22 Cl N O2'
_chemical_formula_weight         391.89

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9984(11)
_cell_length_b                   9.3801(12)
_cell_length_c                   13.8330(18)
_cell_angle_alpha                76.640(4)
_cell_angle_beta                 80.682(4)
_cell_angle_gamma                79.490(4)
_cell_volume                     985.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5017
_cell_measurement_theta_min      3.171
_cell_measurement_theta_max      28.517

_exptl_crystal_description       sheet
_exptl_crystal_colour            transparent
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_F_000             360
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.204
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34073
_diffrn_reflns_av_unetI/netI     0.0912
_diffrn_reflns_av_R_equivalents  0.0909
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.525
_diffrn_reflns_theta_max         27.752
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.872
_diffrn_measured_fraction_theta_full 0.865
_diffrn_reflns_Laue_measured_fraction_max 0.872
_diffrn_reflns_Laue_measured_fraction_full 0.865
_diffrn_reflns_point_group_measured_fraction_max 0.872
_diffrn_reflns_point_group_measured_fraction_full 0.865
_reflns_number_total             4063
_reflns_number_gt                1721
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-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)+(0.0200P)²+0.2309P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0134(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4063
_refine_ls_number_parameters     255
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1312
_refine_ls_R_factor_gt           0.0509
_refine_ls_wR_factor_ref         0.1099
_refine_ls_wR_factor_gt          0.0950
_refine_ls_goodness_of_fit_ref   0.889
_refine_ls_restrained_S_all      0.889
_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
Cl1 Cl 0.40063(12) -0.39236(8) 0.89531(6) 0.0908(3) Uani 1 1 d . . . . .
O2 O 0.2297(2) 0.80145(18) 0.39264(14) 0.0690(5) Uani 1 1 d . . . . .
N1 N 0.1732(2) 0.6314(2) 0.31458(15) 0.0522(5) Uani 1 1 d . . . . .
O1 O 0.1178(3) 0.4605(2) 0.23664(14) 0.0805(6) Uani 1 1 d . . . . .
C12 C 0.2529(3) 0.5541(2) 0.48532(17) 0.0468(6) Uani 1 1 d . . . . .
C18 C 0.2182(3) 0.6713(3) 0.39677(19) 0.0514(6) Uani 1 1 d . . . . .
C13 C 0.2369(3) 0.4056(2) 0.48645(17) 0.0440(6) Uani 1 1 d . . . . .
C8 C 0.2690(3) 0.2922(2) 0.57241(17) 0.0450(5) Uani 1 1 d . . . . .
C14 C 0.1873(3) 0.3717(2) 0.40182(17) 0.0482(6) Uani 1 1 d . . . . .
C11 C 0.2991(3) 0.5878(3) 0.56805(19) 0.0568(7) Uani 1 1 d . . . . .
H11 H 0.3109 0.6849 0.5672 0.068 Uiso 1 1 calc R U . . .
C17 C 0.1556(3) 0.4864(3) 0.31213(19) 0.0554(6) Uani 1 1 d . . . . .
C7 C 0.2511(3) 0.1440(2) 0.57093(17) 0.0481(6) Uani 1 1 d . . . . .
C9 C 0.3130(3) 0.3335(3) 0.65629(18) 0.0542(6) Uani 1 1 d . . . . .
H9 H 0.3315 0.2619 0.7140 0.065 Uiso 1 1 calc R U . . .
C4 C 0.2871(3) 0.0173(2) 0.65535(17) 0.0495(6) Uani 1 1 d . . . . .
C10 C 0.3284(3) 0.4776(3) 0.6533(2) 0.0619(7) Uani 1 1 d . . . . .
H10 H 0.3589 0.5024 0.7087 0.074 Uiso 1 1 calc R U . . .
C5 C 0.1650(3) -0.0750(2) 0.69595(18) 0.0548(6) Uani 1 1 d . . . . .
H5 H 0.0580 -0.0516 0.6732 0.066 Uiso 1 1 calc R U . . .
C3 C 0.4447(3) -0.0186(3) 0.69225(19) 0.0595(7) Uani 1 1 d . . . . .
H3 H 0.5278 0.0426 0.6672 0.071 Uiso 1 1 calc R U . . .
C15 C 0.1682(3) 0.2284(3) 0.40353(19) 0.0593(7) Uani 1 1 d . . . . .
H15 H 0.1341 0.2058 0.3484 0.071 Uiso 1 1 calc R U . . .
C16 C 0.1995(3) 0.1165(3) 0.48751(19) 0.0580(7) Uani 1 1 d . . . . .
H16 H 0.1852 0.0205 0.4871 0.070 Uiso 1 1 calc R U . . .
C21 C 0.2780(4) 0.8782(3) 0.05510(19) 0.0718(8) Uani 1 1 d . . . . .
H21A H 0.3850 0.8755 0.0105 0.086 Uiso 1 1 calc R U . . .
H21B H 0.1951 0.8470 0.0235 0.086 Uiso 1 1 calc R U . . .
C19 C 0.1425(3) 0.7468(3) 0.22442(19) 0.0621(7) Uani 1 1 d . . . . .
H19A H 0.0943 0.8401 0.2440 0.075 Uiso 1 1 calc R U . . .
H19B H 0.0598 0.7203 0.1901 0.075 Uiso 1 1 calc R U . . .
C1 C 0.3558(4) -0.2343(3) 0.80371(18) 0.0603(7) Uani 1 1 d . . . . .
C23 C 0.2106(4) 1.1447(4) -0.0337(2) 0.0870(10) Uani 1 1 d . . . . .
H23A H 0.3251 1.1404 -0.0701 0.104 Uiso 1 1 calc R U . . .
H23B H 0.1379 1.1152 -0.0730 0.104 Uiso 1 1 calc R U . . .
C6 C 0.1982(4) -0.2010(3) 0.76949(19) 0.0610(7) Uani 1 1 d . . . . .
H6 H 0.1152 -0.2622 0.7953 0.073 Uiso 1 1 calc R U . . .
C2 C 0.4797(4) -0.1447(3) 0.7661(2) 0.0662(7) Uani 1 1 d . . . . .
H2 H 0.5858 -0.1683 0.7897 0.079 Uiso 1 1 calc R U . . .
C20 C 0.3068(3) 0.7659(3) 0.15338(19) 0.0696(7) Uani 1 1 d . . . . .
H20A H 0.3589 0.6707 0.1379 0.084 Uiso 1 1 calc R U . . .
H20B H 0.3864 0.7983 0.1867 0.084 Uiso 1 1 calc R U . . .
C22 C 0.2167(4) 1.0342(3) 0.0657(2) 0.0777(8) Uani 1 1 d . . . . .
H22A H 0.2916 1.0621 0.1045 0.093 Uiso 1 1 calc R U . . .
H22B H 0.1028 1.0399 0.1029 0.093 Uiso 1 1 calc R U . . .
C24 C 0.1455(5) 1.3015(4) -0.0241(3) 0.1246(14) Uani 1 1 d . . . . .
H24A H 0.0275 1.3096 0.0047 0.187 Uiso 1 1 calc R U . . .
H24B H 0.1553 1.3656 -0.0892 0.187 Uiso 1 1 calc R U . . .
H24C H 0.2119 1.3299 0.0183 0.187 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C1 1.737(3) . ?
O2 C18 1.229(3) . ?
N1 C18 1.393(3) . ?
N1 C17 1.401(3) . ?
N1 C19 1.472(3) . ?
O1 C17 1.219(3) . ?
C12 C11 1.376(3) . ?
C12 C13 1.418(3) . ?
C12 C18 1.471(3) . ?
C13 C14 1.413(3) . ?
C13 C8 1.423(3) . ?
C8 C9 1.418(3) . ?
C8 C7 1.429(3) . ?
C14 C15 1.375(3) . ?
C14 C17 1.465(3) . ?
C11 C10 1.396(3) . ?
C11 H11 0.9300 . ?
C7 C16 1.378(3) . ?
C7 C4 1.484(3) . ?
C9 C10 1.370(3) . ?
C9 H9 0.9300 . ?
C4 C5 1.387(3) . ?
C4 C3 1.392(3) . ?
C10 H10 0.9300 . ?
C5 C6 1.386(3) . ?
C5 H5 0.9300 . ?
C3 C2 1.391(4) . ?
C3 H3 0.9300 . ?
C15 C16 1.396(4) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C21 C22 1.489(4) . ?
C21 C20 1.537(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C19 C20 1.520(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C1 C6 1.375(4) . ?
C1 C2 1.376(4) . ?
C23 C24 1.496(4) . ?
C23 C22 1.521(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C6 H6 0.9300 . ?
C2 H2 0.9300 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C18 N1 C17 123.8(2) . . ?
C18 N1 C19 118.8(2) . . ?
C17 N1 C19 117.4(2) . . ?
C11 C12 C13 119.5(2) . . ?
C11 C12 C18 120.3(2) . . ?
C13 C12 C18 120.2(2) . . ?
O2 C18 N1 119.4(2) . . ?
O2 C18 C12 122.4(2) . . ?
N1 C18 C12 118.2(2) . . ?
C14 C13 C12 119.3(2) . . ?
C14 C13 C8 120.4(2) . . ?
C12 C13 C8 120.2(2) . . ?
C9 C8 C13 117.9(2) . . ?
C9 C8 C7 123.4(2) . . ?
C13 C8 C7 118.7(2) . . ?
C15 C14 C13 119.5(2) . . ?
C15 C14 C17 119.2(2) . . ?
C13 C14 C17 121.3(2) . . ?
C12 C11 C10 120.7(2) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
O1 C17 N1 119.6(2) . . ?
O1 C17 C14 123.1(2) . . ?
N1 C17 C14 117.2(2) . . ?
C16 C7 C8 118.9(2) . . ?
C16 C7 C4 118.3(2) . . ?
C8 C7 C4 122.8(2) . . ?
C10 C9 C8 120.8(2) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C5 C4 C3 117.9(2) . . ?
C5 C4 C7 119.8(2) . . ?
C3 C4 C7 122.2(2) . . ?
C9 C10 C11 120.9(2) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C6 C5 C4 121.7(2) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C2 C3 C4 121.0(2) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C14 C15 C16 120.5(2) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C7 C16 C15 122.1(2) . . ?
C7 C16 H16 119.0 . . ?
C15 C16 H16 119.0 . . ?
C22 C21 C20 115.3(2) . . ?
C22 C21 H21A 108.5 . . ?
C20 C21 H21A 108.5 . . ?
C22 C21 H21B 108.5 . . ?
C20 C21 H21B 108.5 . . ?
H21A C21 H21B 107.5 . . ?
N1 C19 C20 111.6(2) . . ?
N1 C19 H19A 109.3 . . ?
C20 C19 H19A 109.3 . . ?
N1 C19 H19B 109.3 . . ?
C20 C19 H19B 109.3 . . ?
H19A C19 H19B 108.0 . . ?
C6 C1 C2 121.0(2) . . ?
C6 C1 Cl1 119.8(2) . . ?
C2 C1 Cl1 119.2(2) . . ?
C24 C23 C22 114.3(3) . . ?
C24 C23 H23A 108.7 . . ?
C22 C23 H23A 108.7 . . ?
C24 C23 H23B 108.7 . . ?
C22 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
C1 C6 C5 119.0(2) . . ?
C1 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
C1 C2 C3 119.4(3) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C19 C20 C21 113.2(2) . . ?
C19 C20 H20A 108.9 . . ?
C21 C20 H20A 108.9 . . ?
C19 C20 H20B 108.9 . . ?
C21 C20 H20B 108.9 . . ?
H20A C20 H20B 107.8 . . ?
C21 C22 C23 113.7(3) . . ?
C21 C22 H22A 108.8 . . ?
C23 C22 H22A 108.8 . . ?
C21 C22 H22B 108.8 . . ?
C23 C22 H22B 108.8 . . ?
H22A C22 H22B 107.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_refine_diff_density_max         0.264
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.053

####################################################################### 
# 
# 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_9
_database_code_depnum_ccdc_archive 'CCDC 1855370'
loop_
_audit_author_name
_audit_author_address
'Niranjan Meher'
;IIT Guwahati
India
;
_audit_update_record             
;
2018-07-12 deposited with the CCDC.	2019-07-01 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            'C24 H22 F N O2'
_chemical_formula_weight         375.42

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9798(6)
_cell_length_b                   8.9908(8)
_cell_length_c                   14.1265(12)
_cell_angle_alpha                75.043(7)
_cell_angle_beta                 80.201(7)
_cell_angle_gamma                79.756(7)
_cell_volume                     955.29(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1360
_cell_measurement_theta_min      3.3690
_cell_measurement_theta_max      21.8820

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_F_000             396
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.089
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scane
_exptl_absorpt_correction_T_min  0.95364
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'φ scans'
_diffrn_detector_area_resol_mean 16.2760
_diffrn_reflns_number            7386
_diffrn_reflns_av_unetI/netI     0.0735
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.011
_diffrn_reflns_theta_max         28.692
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.868
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.868
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.868
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4284
_reflns_number_gt                1881
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0515P)²+0.1350P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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         4284
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1494
_refine_ls_R_factor_gt           0.0667
_refine_ls_wR_factor_ref         0.1935
_refine_ls_wR_factor_gt          0.1396
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_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
O21 O 0.2266(3) 0.8011(2) 0.38886(16) 0.0688(6) Uani 1 1 d . . . . .
O22 O 0.1054(3) 0.4273(3) 0.25734(17) 0.0741(7) Uani 1 1 d . . . . .
F20 F 0.4226(3) -0.3951(2) 0.90025(16) 0.1014(8) Uani 1 1 d . . . . .
N10 N 0.1647(3) 0.6146(3) 0.32344(18) 0.0506(6) Uani 1 1 d . . . . .
C6 C 0.2749(3) 0.2719(3) 0.5844(2) 0.0428(7) Uani 1 1 d . . . . .
C2 C 0.2523(3) 0.5438(3) 0.4899(2) 0.0450(7) Uani 1 1 d . . . . .
C11 C 0.2568(3) 0.1135(3) 0.5908(2) 0.0464(7) Uani 1 1 d . . . . .
C8 C 0.1820(3) 0.3456(3) 0.4194(2) 0.0471(7) Uani 1 1 d . . . . .
C7 C 0.2365(3) 0.3874(3) 0.4978(2) 0.0429(7) Uani 1 1 d . . . . .
C5 C 0.3248(3) 0.3218(3) 0.6617(2) 0.0505(7) Uani 1 1 d . . . . .
H5 H 0.3475 0.2496 0.7199 0.061 Uiso 1 1 calc R U . . .
C14 C 0.2997(4) -0.0145(3) 0.6769(2) 0.0481(7) Uani 1 1 d . . . . .
C9 C 0.1472(4) 0.4603(4) 0.3276(2) 0.0535(8) Uani 1 1 d . . . . .
C1 C 0.2149(3) 0.6631(3) 0.3990(2) 0.0516(7) Uani 1 1 d . . . . .
C3 C 0.3045(3) 0.5869(3) 0.5660(2) 0.0547(8) Uani 1 1 d . . . . .
H3 H 0.3162 0.6901 0.5603 0.066 Uiso 1 1 calc R U . . .
C13 C 0.1629(4) 0.1931(3) 0.4289(2) 0.0563(8) Uani 1 1 d . . . . .
H13 H 0.1249 0.1655 0.3779 0.068 Uiso 1 1 calc R U . . .
C12 C 0.1995(4) 0.0793(3) 0.5135(2) 0.0571(8) Uani 1 1 d . . . . .
H12 H 0.1848 -0.0227 0.5178 0.068 Uiso 1 1 calc R U . . .
C4 C 0.3398(4) 0.4741(3) 0.6517(2) 0.0575(8) Uani 1 1 d . . . . .
H4 H 0.3742 0.5035 0.7031 0.069 Uiso 1 1 calc R U . . .
C15 C 0.1785(4) -0.1116(4) 0.7270(2) 0.0593(8) Uani 1 1 d . . . . .
H15 H 0.0683 -0.0899 0.7089 0.071 Uiso 1 1 calc R U . . .
C19 C 0.4633(4) -0.0506(3) 0.7056(2) 0.0588(8) Uani 1 1 d . . . . .
H19 H 0.5465 0.0125 0.6737 0.071 Uiso 1 1 calc R U . . .
C23 C 0.1372(4) 0.7306(3) 0.2310(2) 0.0593(8) Uani 1 1 d . . . . .
H23A H 0.0966 0.8317 0.2455 0.071 Uiso 1 1 calc R U . . .
H23B H 0.0490 0.7038 0.2013 0.071 Uiso 1 1 calc R U . . .
C17 C 0.3805(5) -0.2688(4) 0.8266(2) 0.0674(9) Uani 1 1 d . . . . .
C16 C 0.2177(5) -0.2391(4) 0.8026(2) 0.0682(9) Uani 1 1 d . . . . .
H16 H 0.1357 -0.3025 0.8360 0.082 Uiso 1 1 calc R U . . .
C18 C 0.5045(4) -0.1785(4) 0.7807(2) 0.0660(9) Uani 1 1 d . . . . .
H18 H 0.6142 -0.2022 0.7995 0.079 Uiso 1 1 calc R U . . .
C24 C 0.3003(4) 0.7401(4) 0.1580(2) 0.0645(9) Uani 1 1 d . . . . .
H24A H 0.3444 0.6371 0.1474 0.077 Uiso 1 1 calc R U . . .
H24B H 0.3858 0.7723 0.1869 0.077 Uiso 1 1 calc R U . . .
C25 C 0.2766(4) 0.8519(4) 0.0584(2) 0.0646(9) Uani 1 1 d . . . . .
H25A H 0.3823 0.8399 0.0139 0.078 Uiso 1 1 calc R U . . .
H25B H 0.1873 0.8220 0.0313 0.078 Uiso 1 1 calc R U . . .
C26 C 0.2305(4) 1.0203(4) 0.0600(2) 0.0692(9) Uani 1 1 d . . . . .
H26A H 0.3126 1.0482 0.0934 0.083 Uiso 1 1 calc R U . . .
H26B H 0.1181 1.0352 0.0980 0.083 Uiso 1 1 calc R U . . .
C27 C 0.2276(4) 1.1289(4) -0.0421(2) 0.0767(11) Uani 1 1 d . . . . .
H27A H 0.3390 1.1118 -0.0807 0.092 Uiso 1 1 calc R U . . .
H27B H 0.1432 1.1026 -0.0748 0.092 Uiso 1 1 calc R U . . .
C28 C 0.1858(5) 1.2993(5) -0.0412(3) 0.1040(14) Uani 1 1 d . . . . .
H28A H 0.1907 1.3609 -0.1079 0.156 Uiso 1 1 calc R U . . .
H28B H 0.2676 1.3263 -0.0082 0.156 Uiso 1 1 calc R U . . .
H28C H 0.0724 1.3189 -0.0069 0.156 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O21 C1 1.231(3) . ?
O22 C9 1.219(3) . ?
F20 C17 1.364(3) . ?
N10 C1 1.392(4) . ?
N10 C9 1.404(4) . ?
N10 C23 1.468(3) . ?
C6 C5 1.419(4) . ?
C6 C7 1.424(4) . ?
C6 C11 1.435(3) . ?
C2 C3 1.380(4) . ?
C2 C7 1.409(3) . ?
C2 C1 1.481(4) . ?
C11 C12 1.375(4) . ?
C11 C14 1.484(4) . ?
C8 C13 1.376(4) . ?
C8 C7 1.412(4) . ?
C8 C9 1.467(4) . ?
C5 C4 1.364(4) . ?
C5 H5 0.9300 . ?
C14 C19 1.392(4) . ?
C14 C15 1.395(4) . ?
C3 C4 1.398(4) . ?
C3 H3 0.9300 . ?
C13 C12 1.394(4) . ?
C13 H13 0.9300 . ?
C12 H12 0.9300 . ?
C4 H4 0.9300 . ?
C15 C16 1.381(4) . ?
C15 H15 0.9300 . ?
C19 C18 1.382(4) . ?
C19 H19 0.9300 . ?
C23 C24 1.517(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C17 C16 1.361(4) . ?
C17 C18 1.362(4) . ?
C16 H16 0.9300 . ?
C18 H18 0.9300 . ?
C24 C25 1.524(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.498(4) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.520(4) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.512(5) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N10 C9 124.4(2) . . ?
C1 N10 C23 118.0(2) . . ?
C9 N10 C23 117.6(3) . . ?
C5 C6 C7 117.5(2) . . ?
C5 C6 C11 123.4(3) . . ?
C7 C6 C11 119.1(2) . . ?
C3 C2 C7 120.4(3) . . ?
C3 C2 C1 119.5(3) . . ?
C7 C2 C1 120.0(3) . . ?
C12 C11 C6 118.6(3) . . ?
C12 C11 C14 118.9(2) . . ?
C6 C11 C14 122.5(3) . . ?
C13 C8 C7 119.2(3) . . ?
C13 C8 C9 119.2(3) . . ?
C7 C8 C9 121.6(3) . . ?
C2 C7 C8 119.7(3) . . ?
C2 C7 C6 120.2(2) . . ?
C8 C7 C6 120.1(2) . . ?
C4 C5 C6 121.0(3) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C19 C14 C15 117.6(3) . . ?
C19 C14 C11 122.1(3) . . ?
C15 C14 C11 120.0(3) . . ?
O22 C9 N10 120.2(3) . . ?
O22 C9 C8 123.3(3) . . ?
N10 C9 C8 116.5(3) . . ?
O21 C1 N10 119.9(3) . . ?
O21 C1 C2 122.3(3) . . ?
N10 C1 C2 117.8(3) . . ?
C2 C3 C4 119.4(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C8 C13 C12 121.2(3) . . ?
C8 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C11 C12 C13 121.8(3) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C5 C4 C3 121.4(3) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C16 C15 C14 121.7(3) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C18 C19 C14 121.2(3) . . ?
C18 C19 H19 119.4 . . ?
C14 C19 H19 119.4 . . ?
N10 C23 C24 111.9(2) . . ?
N10 C23 H23A 109.2 . . ?
C24 C23 H23A 109.2 . . ?
N10 C23 H23B 109.2 . . ?
C24 C23 H23B 109.2 . . ?
H23A C23 H23B 107.9 . . ?
C16 C17 C18 123.4(3) . . ?
C16 C17 F20 118.7(3) . . ?
C18 C17 F20 117.9(3) . . ?
C17 C16 C15 117.8(3) . . ?
C17 C16 H16 121.1 . . ?
C15 C16 H16 121.1 . . ?
C17 C18 C19 118.3(3) . . ?
C17 C18 H18 120.8 . . ?
C19 C18 H18 120.8 . . ?
C23 C24 C25 114.1(2) . . ?
C23 C24 H24A 108.7 . . ?
C25 C24 H24A 108.7 . . ?
C23 C24 H24B 108.7 . . ?
C25 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
C26 C25 C24 115.6(3) . . ?
C26 C25 H25A 108.4 . . ?
C24 C25 H25A 108.4 . . ?
C26 C25 H25B 108.4 . . ?
C24 C25 H25B 108.4 . . ?
H25A C25 H25B 107.4 . . ?
C25 C26 C27 113.7(3) . . ?
C25 C26 H26A 108.8 . . ?
C27 C26 H26A 108.8 . . ?
C25 C26 H26B 108.8 . . ?
C27 C26 H26B 108.8 . . ?
H26A C26 H26B 107.7 . . ?
C28 C27 C26 114.0(3) . . ?
C28 C27 H27A 108.7 . . ?
C26 C27 H27A 108.7 . . ?
C28 C27 H27B 108.7 . . ?
C26 C27 H27B 108.7 . . ?
H27A C27 H27B 107.6 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

_refine_diff_density_max         0.176
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.042

####################################################################### 
# 
# 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_8
_database_code_depnum_ccdc_archive 'CCDC 1830095'
loop_
_audit_author_name
_audit_author_address
'Niranjan Meher'
;IIT Guwahati
India
;
_audit_update_record             
;
2018-03-15 deposited with the CCDC.	2019-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H21 F2 N O2'
_chemical_formula_sum            'C24 H21 F2 N O2'
_chemical_formula_weight         393.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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                   14.4864(12)
_cell_length_b                   7.2999(5)
_cell_length_c                   19.0729(15)
_cell_angle_alpha                90
_cell_angle_beta                 92.947(8)
_cell_angle_gamma                90
_cell_volume                     2014.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1360
_cell_measurement_theta_min      3.3690
_cell_measurement_theta_max      21.8820

_exptl_crystal_description       niddle
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_F_000             856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.091
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.95364
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'φ scans'
_diffrn_detector_area_resol_mean 16.2760
_diffrn_reflns_number            9391
_diffrn_reflns_av_unetI/netI     0.0916
_diffrn_reflns_av_R_equivalents  0.0521
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.988
_diffrn_reflns_theta_max         28.725
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.892
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.892
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.892
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4650
_reflns_number_gt                1590
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0400P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4650
_refine_ls_number_parameters     264
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2098
_refine_ls_R_factor_gt           0.0799
_refine_ls_wR_factor_ref         0.2074
_refine_ls_wR_factor_gt          0.1520
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_restrained_S_all      1.147
_refine_ls_shift/su_max          0.080
_refine_ls_shift/su_mean         0.008

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
O22 O 0.32239(18) 0.1589(3) 0.43339(13) 0.0830(8) Uani 1 1 d . . . . .
O23 O 0.55076(18) 0.2486(3) 0.28341(13) 0.0926(9) Uani 1 1 d . . . . .
N7 N 0.4370(2) 0.1994(3) 0.35838(15) 0.0668(8) Uani 1 1 d . . . . .
C C 0.4694(2) 0.2339(4) 0.48512(16) 0.0549(8) Uani 1 1 d . . . . .
C10 C 0.5624(2) 0.2741(4) 0.47348(16) 0.0535(8) Uani 1 1 d . . . . .
F F 0.89671(19) 0.0977(4) 0.71828(15) 0.1568(12) Uani 1 1 d . . . . .
C9 C 0.5918(3) 0.2819(4) 0.40459(17) 0.0607(9) Uani 1 1 d . . . . .
C6 C 0.4039(3) 0.1955(4) 0.42521(19) 0.0630(10) Uani 1 1 d . . . . .
C1 C 0.6258(2) 0.3043(4) 0.53126(18) 0.0580(9) Uani 1 1 d . . . . .
C8 C 0.5272(3) 0.2446(4) 0.34405(19) 0.0692(10) Uani 1 1 d . . . . .
C2 C 0.5920(3) 0.2977(4) 0.59962(18) 0.0665(10) Uani 1 1 d . . . . .
H2 H 0.6322 0.3199 0.6383 0.080 Uiso 1 1 calc R U . . .
C4 C 0.4401(2) 0.2268(4) 0.55171(18) 0.0656(9) Uani 1 1 d . . . . .
H4 H 0.3786 0.1999 0.5589 0.079 Uiso 1 1 calc R U . . .
C11 C 0.7195(3) 0.3418(4) 0.51845(19) 0.0662(10) Uani 1 1 d . . . . .
C3 C 0.5016(3) 0.2594(4) 0.60955(18) 0.0700(10) Uani 1 1 d . . . . .
H3 H 0.4806 0.2549 0.6548 0.084 Uiso 1 1 calc R U . . .
C14 C 0.7913(2) 0.3621(5) 0.57614(19) 0.0724(10) Uani 1 1 d . . . . .
F0AA F 0.9555(2) 0.6926(4) 0.64728(17) 0.1838(15) Uani 1 1 d . . . . .
C13 C 0.6816(3) 0.3244(5) 0.3932(2) 0.0779(11) Uani 1 1 d . . . . .
H13 H 0.7008 0.3346 0.3476 0.093 Uiso 1 1 calc R U . . .
C12 C 0.7449(3) 0.3528(5) 0.4504(2) 0.0802(11) Uani 1 1 d . . . . .
H12 H 0.8060 0.3799 0.4417 0.096 Uiso 1 1 calc R U . . .
C24 C 0.3743(3) 0.1512(5) 0.29848(18) 0.0811(11) Uani 1 1 d . . . . .
H24A H 0.3293 0.0635 0.3140 0.097 Uiso 1 1 calc R U . . .
H24B H 0.4097 0.0916 0.2632 0.097 Uiso 1 1 calc R U . . .
C25 C 0.3234(3) 0.3121(5) 0.26510(18) 0.0829(12) Uani 1 1 d . . . . .
H25A H 0.3675 0.3988 0.2477 0.099 Uiso 1 1 calc R U . . .
H25B H 0.2881 0.3738 0.3000 0.099 Uiso 1 1 calc R U . . .
C15 C 0.8112(3) 0.2178(5) 0.6213(2) 0.0876(12) Uani 1 1 d . . . . .
H15 H 0.7794 0.1076 0.6160 0.105 Uiso 1 1 calc R U . . .
C26 C 0.2587(3) 0.2482(5) 0.2050(2) 0.0929(13) Uani 1 1 d . . . . .
H26A H 0.2945 0.1787 0.1726 0.111 Uiso 1 1 calc R U . . .
H26B H 0.2139 0.1652 0.2238 0.111 Uiso 1 1 calc R U . . .
C16 C 0.8782(3) 0.2388(6) 0.6740(2) 0.1002(14) Uani 1 1 d . . . . .
C19 C 0.8408(3) 0.5239(5) 0.5853(2) 0.0944(13) Uani 1 1 d . . . . .
H19 H 0.8293 0.6232 0.5556 0.113 Uiso 1 1 calc R U . . .
C18 C 0.9065(3) 0.5335(6) 0.6388(3) 0.1087(15) Uani 1 1 d . . . . .
C17 C 0.9289(3) 0.3946(7) 0.6846(2) 0.1049(15) Uani 1 1 d . . . . .
H17 H 0.9750 0.4055 0.7201 0.126 Uiso 1 1 calc R U . . .
C27 C 0.2075(3) 0.3941(6) 0.1646(2) 0.1181(16) Uani 1 1 d . . . . .
H27A H 0.2513 0.4804 0.1465 0.142 Uiso 1 1 calc R U . . .
H27B H 0.1683 0.4603 0.1956 0.142 Uiso 1 1 calc R U . . .
C28 C 0.1463(4) 0.3118(8) 0.1018(3) 0.153(2) Uani 1 1 d . . . . .
H28A H 0.1866 0.2513 0.0700 0.183 Uiso 1 1 calc R U . . .
H28B H 0.1060 0.2193 0.1202 0.183 Uiso 1 1 calc R U . . .
C29 C 0.0934(4) 0.4362(9) 0.0647(3) 0.213(3) Uani 1 1 d . . . . .
H29A H 0.0497 0.3729 0.0338 0.319 Uiso 1 1 calc R U . . .
H29B H 0.1323 0.5120 0.0375 0.319 Uiso 1 1 calc R U . . .
H29C H 0.0608 0.5113 0.0965 0.319 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O22 C6 1.228(4) . ?
O23 C8 1.223(4) . ?
N7 C6 1.385(4) . ?
N7 C8 1.388(4) . ?
N7 C24 1.466(4) . ?
C C4 1.361(4) . ?
C C10 1.408(4) . ?
C C6 1.475(4) . ?
C10 C9 1.403(4) . ?
C10 C1 1.414(4) . ?
F C16 1.349(4) . ?
C9 C13 1.366(4) . ?
C9 C8 1.473(4) . ?
C1 C11 1.419(4) . ?
C1 C2 1.416(4) . ?
C2 C3 1.363(4) . ?
C2 H2 0.9300 . ?
C4 C3 1.402(4) . ?
C4 H4 0.9300 . ?
C11 C12 1.370(5) . ?
C11 C14 1.482(4) . ?
C3 H3 0.9300 . ?
C14 C15 1.382(4) . ?
C14 C19 1.388(4) . ?
F0AA C18 1.366(4) . ?
C13 C12 1.403(5) . ?
C13 H13 0.9300 . ?
C12 H12 0.9300 . ?
C24 C25 1.511(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.516(4) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C15 C16 1.370(5) . ?
C15 H15 0.9300 . ?
C26 C27 1.491(5) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C16 C17 1.363(5) . ?
C19 C18 1.362(5) . ?
C19 H19 0.9300 . ?
C18 C17 1.366(5) . ?
C17 H17 0.9300 . ?
C27 C28 1.571(5) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.364(6) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 N7 C8 124.1(3) . . ?
C6 N7 C24 118.8(3) . . ?
C8 N7 C24 117.1(3) . . ?
C4 C C10 120.1(3) . . ?
C4 C C6 119.8(3) . . ?
C10 C C6 120.1(3) . . ?
C9 C10 C 119.6(3) . . ?
C9 C10 C1 120.5(3) . . ?
C C10 C1 119.8(3) . . ?
C13 C9 C10 119.6(3) . . ?
C13 C9 C8 119.3(3) . . ?
C10 C9 C8 121.1(3) . . ?
O22 C6 N7 120.2(3) . . ?
O22 C6 C 121.9(3) . . ?
N7 C6 C 118.0(3) . . ?
C10 C1 C11 119.0(3) . . ?
C10 C1 C2 118.1(3) . . ?
C11 C1 C2 122.9(3) . . ?
O23 C8 N7 120.2(3) . . ?
O23 C8 C9 122.7(4) . . ?
N7 C8 C9 117.1(3) . . ?
C3 C2 C1 121.0(3) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C C4 C3 120.8(3) . . ?
C C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C12 C11 C1 118.7(3) . . ?
C12 C11 C14 119.0(4) . . ?
C1 C11 C14 122.2(3) . . ?
C2 C3 C4 120.1(3) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C15 C14 C19 118.8(4) . . ?
C15 C14 C11 120.2(3) . . ?
C19 C14 C11 121.1(3) . . ?
C9 C13 C12 120.1(4) . . ?
C9 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C11 C12 C13 122.0(4) . . ?
C11 C12 H12 119.0 . . ?
C13 C12 H12 119.0 . . ?
N7 C24 C25 114.3(3) . . ?
N7 C24 H24A 108.7 . . ?
C25 C24 H24A 108.7 . . ?
N7 C24 H24B 108.7 . . ?
C25 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
C24 C25 C26 110.4(3) . . ?
C24 C25 H25A 109.6 . . ?
C26 C25 H25A 109.6 . . ?
C24 C25 H25B 109.6 . . ?
C26 C25 H25B 109.6 . . ?
H25A C25 H25B 108.1 . . ?
C16 C15 C14 119.3(4) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C27 C26 C25 116.3(4) . . ?
C27 C26 H26A 108.2 . . ?
C25 C26 H26A 108.2 . . ?
C27 C26 H26B 108.2 . . ?
C25 C26 H26B 108.2 . . ?
H26A C26 H26B 107.4 . . ?
F C16 C17 117.2(5) . . ?
F C16 C15 118.9(4) . . ?
C17 C16 C15 123.9(4) . . ?
C18 C19 C14 118.3(4) . . ?
C18 C19 H19 120.8 . . ?
C14 C19 H19 120.8 . . ?
C19 C18 F0AA 118.1(4) . . ?
C19 C18 C17 125.1(4) . . ?
F0AA C18 C17 116.8(5) . . ?
C16 C17 C18 114.7(4) . . ?
C16 C17 H17 122.7 . . ?
C18 C17 H17 122.7 . . ?
C26 C27 C28 111.5(4) . . ?
C26 C27 H27A 109.3 . . ?
C28 C27 H27A 109.3 . . ?
C26 C27 H27B 109.3 . . ?
C28 C27 H27B 109.3 . . ?
H27A C27 H27B 108.0 . . ?
C29 C28 C27 114.9(6) . . ?
C29 C28 H28A 108.6 . . ?
C27 C28 H28A 108.5 . . ?
C29 C28 H28B 108.5 . . ?
C27 C28 H28B 108.5 . . ?
H28A C28 H28B 107.5 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

_refine_diff_density_max         0.258
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.046

####################################################################### 
# 
# 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_12
_database_code_depnum_ccdc_archive 'CCDC 1830096'
loop_
_audit_author_name
_audit_author_address
'Niranjan Meher'
;IIT Guwahati
India
;
_audit_update_record             
;
2018-03-15 deposited with the CCDC.	2019-07-01 downloaded from the CCDC.
;

_audit_creation_date             2017-10-30
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H23 N O3'
_chemical_formula_sum            'C24 H23 N O3'
_chemical_formula_weight         372.45
_chemical_melting_point          ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.7872(5)
_cell_length_b                   8.7869(7)
_cell_length_c                   15.0163(14)
_cell_angle_alpha                102.882(7)
_cell_angle_beta                 96.881(6)
_cell_angle_gamma                92.192(6)
_cell_volume                     992.18(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2073
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.0970
_cell_measurement_theta_min      3.5930
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87619
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             396
_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  0.0207
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.867
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7661
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.867
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.692
_diffrn_reflns_theta_min         3.031
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2760
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.867
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  93.00   1.00   18.51    --   20.69  38.00  90.00   98
  2  ω     36.00  82.00   1.00   18.51    --   20.69 178.00 -60.00   46
  3  ω    -46.00  45.00   1.00   18.51    --   20.69 -38.00 -90.00   91
  4  ω    -20.00  25.00   1.00   18.51    --  -17.33 -99.00-150.00   45
  5  ω    -19.00  21.00   1.00   18.51    --  -17.33 -99.00  60.00   40
  6  ω    -39.00  23.00   1.00   18.51    --   20.69 -57.00 150.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0242523000
_diffrn_orient_matrix_UB_12      -0.0813050000
_diffrn_orient_matrix_UB_13      -0.0135381000
_diffrn_orient_matrix_UB_21      -0.0241877000
_diffrn_orient_matrix_UB_22      0.0069784000
_diffrn_orient_matrix_UB_23      -0.0459091000
_diffrn_orient_matrix_UB_31      0.0853356000
_diffrn_orient_matrix_UB_32      -0.0151264000
_diffrn_orient_matrix_UB_33      -0.0099209000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2485
_reflns_number_total             4449
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.504
_refine_diff_density_min         -0.504
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         4449
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1252
_refine_ls_R_factor_gt           0.0776
_refine_ls_restrained_S_all      1.035
_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)+(0.0884P)²+0.5796P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2024
_refine_ls_wR_factor_ref         0.2433
_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.a Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B), C25(H25A,H25B), C26(H26A,H26B), C27(H27A,H27B), C24(H24A,H24B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C13(H13), C4(H4), C16(H16), C20(H20), C12(H12), C19(H19),
 C18(H18), C17(H17)
2.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O21 O 0.8717(3) 0.1952(3) 0.33472(17) 0.0760(7) Uani 1 1 d . . . . .
O14 O 0.6315(4) 0.8170(3) 0.68208(16) 0.0831(8) Uani 1 1 d . . . . .
O22 O 0.8824(3) 0.6855(3) 0.28471(16) 0.0808(7) Uani 1 1 d . . . . .
N10 N 0.8736(3) 0.4399(3) 0.30881(17) 0.0607(6) Uani 1 1 d . . . . .
C2 C 0.7826(3) 0.3928(3) 0.45129(19) 0.0503(6) Uani 1 1 d . . . . .
C7 C 0.7606(3) 0.5535(3) 0.48190(19) 0.0472(6) Uani 1 1 d . . . . .
C8 C 0.7967(3) 0.6586(3) 0.42635(19) 0.0510(6) Uani 1 1 d . . . . .
C6 C 0.7039(3) 0.6088(3) 0.56843(19) 0.0499(6) Uani 1 1 d . . . . .
C9 C 0.8535(4) 0.6005(4) 0.3360(2) 0.0593(7) Uani 1 1 d . . . . .
C1 C 0.8451(3) 0.3326(3) 0.3625(2) 0.0571(7) Uani 1 1 d . . . . .
C15 C 0.6454(4) 0.9751(3) 0.7268(2) 0.0596(7) Uani 1 1 d . . . . .
C5 C 0.6679(4) 0.5016(3) 0.6221(2) 0.0575(7) Uani 1 1 d . . . . .
H5 H 0.6294 0.5368 0.6789 0.069 Uiso 1 1 calc R . . . .
C3 C 0.7471(4) 0.2922(3) 0.5060(2) 0.0610(8) Uani 1 1 d . . . . .
H3 H 0.7619 0.1861 0.4858 0.073 Uiso 1 1 calc R . . . .
C11 C 0.6875(4) 0.7720(3) 0.5982(2) 0.0598(7) Uani 1 1 d . . . . .
C13 C 0.7786(4) 0.8147(4) 0.4579(2) 0.0636(8) Uani 1 1 d . . . . .
H13 H 0.8029 0.8837 0.4215 0.076 Uiso 1 1 calc R . . . .
C4 C 0.6897(4) 0.3459(3) 0.5907(2) 0.0627(8) Uani 1 1 d . . . . .
H4 H 0.6659 0.2756 0.6264 0.075 Uiso 1 1 calc R . . . .
C16 C 0.4960(4) 1.0480(4) 0.7405(2) 0.0693(9) Uani 1 1 d . . . . .
H16 H 0.3886 0.9960 0.7160 0.083 Uiso 1 1 calc R . . . .
C20 C 0.8054(4) 1.0498(4) 0.7612(2) 0.0705(9) Uani 1 1 d . . . . .
H20 H 0.9062 0.9987 0.7512 0.085 Uiso 1 1 calc R . . . .
C12 C 0.7245(4) 0.8727(4) 0.5436(2) 0.0699(9) Uani 1 1 d . . . . .
H12 H 0.7134 0.9794 0.5639 0.084 Uiso 1 1 calc R . . . .
C19 C 0.8127(5) 1.2015(5) 0.8108(2) 0.0792(10) Uani 1 1 d . . . . .
H19 H 0.9200 1.2545 0.8341 0.095 Uiso 1 1 calc R . . . .
C18 C 0.6655(6) 1.2755(4) 0.8265(3) 0.0860(11) Uani 1 1 d . . . . .
H18 H 0.6725 1.3778 0.8613 0.103 Uiso 1 1 calc R . . . .
C17 C 0.5076(5) 1.1999(5) 0.7912(3) 0.0832(11) Uani 1 1 d . . . . .
H17 H 0.4072 1.2515 0.8014 0.100 Uiso 1 1 calc R . . . .
C23 C 0.9326(4) 0.3820(5) 0.2183(2) 0.0785(10) Uani 1 1 d . . . . .
H23A H 0.9889 0.2855 0.2187 0.094 Uiso 1 1 calc R . . . .
H23B H 1.0180 0.4581 0.2088 0.094 Uiso 1 1 calc R . . . .
C25 C 0.6282(6) 0.3000(7) 0.1383(3) 0.1139(16) Uani 1 1 d . . . . .
H25A H 0.5816 0.3750 0.1856 0.137 Uiso 1 1 calc R . . . .
H25B H 0.6362 0.2046 0.1604 0.137 Uiso 1 1 calc R . . . .
C26 C 0.4918(6) 0.2642(8) 0.0601(3) 0.138(2) Uani 1 1 d . . . . .
H26A H 0.4857 0.3574 0.0355 0.165 Uiso 1 1 calc R . . . .
H26B H 0.5337 0.1843 0.0136 0.165 Uiso 1 1 calc R . . . .
C27 C 0.3229(8) 0.2158(9) 0.0642(4) 0.155(2) Uani 1 1 d . . . . .
H27A H 0.2808 0.2966 0.1102 0.186 Uiso 1 1 calc R . . . .
H27B H 0.3295 0.1237 0.0898 0.186 Uiso 1 1 calc R . . . .
C24 C 0.7907(7) 0.3529(11) 0.1405(3) 0.200(4) Uani 1 1 d . . . . .
H24A H 0.7825 0.4514 0.1219 0.240 Uiso 1 1 calc R . . . .
H24B H 0.8348 0.2814 0.0907 0.240 Uiso 1 1 calc R . . . .
C28 C 0.1875(8) 0.1782(10) -0.0125(4) 0.183(3) Uani 1 1 d . . . . .
H28A H 0.2280 0.1081 -0.0632 0.274 Uiso 1 1 calc GR . . . .
H28B H 0.1552 0.2723 -0.0307 0.274 Uiso 1 1 calc GR . . . .
H28C H 0.0887 0.1291 0.0050 0.274 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
O21 C1 1.221(3) . ?
O14 C15 1.395(4) . ?
O14 C11 1.362(3) . ?
O22 C9 1.219(3) . ?
N10 C9 1.399(4) . ?
N10 C1 1.397(4) . ?
N10 C23 1.475(4) . ?
C2 C7 1.408(4) . ?
C2 C1 1.468(4) . ?
C2 C3 1.375(4) . ?
C7 C8 1.417(3) . ?
C7 C6 1.411(4) . ?
C8 C9 1.465(4) . ?
C8 C13 1.366(4) . ?
C6 C5 1.410(4) . ?
C6 C11 1.420(4) . ?
C15 C16 1.365(4) . ?
C15 C20 1.372(5) . ?
C5 H5 0.9300 . ?
C5 C4 1.368(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.388(4) . ?
C11 C12 1.378(4) . ?
C13 H13 0.9300 . ?
C13 C12 1.396(4) . ?
C4 H4 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.376(5) . ?
C20 H20 0.9300 . ?
C20 C19 1.370(5) . ?
C12 H12 0.9300 . ?
C19 H19 0.9300 . ?
C19 C18 1.359(5) . ?
C18 H18 0.9300 . ?
C18 C17 1.363(5) . ?
C17 H17 0.9300 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.478(6) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.455(6) . ?
C25 C24 1.326(7) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.379(7) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.436(7) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O14 C15 119.6(2) . . ?
C9 N10 C23 117.3(3) . . ?
C1 N10 C9 124.3(2) . . ?
C1 N10 C23 118.4(3) . . ?
C7 C2 C1 120.6(2) . . ?
C3 C2 C7 119.4(3) . . ?
C3 C2 C1 120.0(3) . . ?
C2 C7 C8 120.0(3) . . ?
C2 C7 C6 119.5(2) . . ?
C6 C7 C8 120.5(2) . . ?
C7 C8 C9 120.3(3) . . ?
C13 C8 C7 119.4(3) . . ?
C13 C8 C9 120.3(3) . . ?
C7 C6 C11 118.0(2) . . ?
C5 C6 C7 119.3(3) . . ?
C5 C6 C11 122.7(3) . . ?
O22 C9 N10 119.7(3) . . ?
O22 C9 C8 122.9(3) . . ?
N10 C9 C8 117.4(2) . . ?
O21 C1 N10 120.0(3) . . ?
O21 C1 C2 122.8(3) . . ?
N10 C1 C2 117.3(2) . . ?
C16 C15 O14 117.9(3) . . ?
C16 C15 C20 121.8(3) . . ?
C20 C15 O14 120.1(3) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 C6 120.1(3) . . ?
C4 C5 H5 119.9 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.3(3) . . ?
C4 C3 H3 119.4 . . ?
O14 C11 C6 114.9(2) . . ?
O14 C11 C12 124.4(3) . . ?
C12 C11 C6 120.7(3) . . ?
C8 C13 H13 119.3 . . ?
C8 C13 C12 121.3(3) . . ?
C12 C13 H13 119.3 . . ?
C5 C4 C3 120.4(3) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C15 C16 H16 120.7 . . ?
C15 C16 C17 118.6(3) . . ?
C17 C16 H16 120.7 . . ?
C15 C20 H20 120.9 . . ?
C19 C20 C15 118.3(3) . . ?
C19 C20 H20 120.9 . . ?
C11 C12 C13 120.1(3) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C20 C19 H19 119.5 . . ?
C18 C19 C20 120.9(3) . . ?
C18 C19 H19 119.5 . . ?
C19 C18 H18 120.0 . . ?
C19 C18 C17 120.1(3) . . ?
C17 C18 H18 120.0 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.4(3) . . ?
C18 C17 H17 119.8 . . ?
N10 C23 H23A 108.9 . . ?
N10 C23 H23B 108.9 . . ?
N10 C23 C24 113.4(3) . . ?
H23A C23 H23B 107.7 . . ?
C24 C23 H23A 108.9 . . ?
C24 C23 H23B 108.9 . . ?
H25A C25 H25B 106.0 . . ?
C26 C25 H25A 105.3 . . ?
C26 C25 H25B 105.3 . . ?
C24 C25 H25A 105.3 . . ?
C24 C25 H25B 105.3 . . ?
C24 C25 C26 128.1(5) . . ?
C25 C26 H26A 106.2 . . ?
C25 C26 H26B 106.2 . . ?
H26A C26 H26B 106.4 . . ?
C27 C26 C25 124.6(5) . . ?
C27 C26 H26A 106.2 . . ?
C27 C26 H26B 106.2 . . ?
C26 C27 H27A 106.0 . . ?
C26 C27 H27B 106.0 . . ?
C26 C27 C28 125.2(6) . . ?
H27A C27 H27B 106.3 . . ?
C28 C27 H27A 106.0 . . ?
C28 C27 H27B 106.0 . . ?
C23 C24 H24A 105.2 . . ?
C23 C24 H24B 105.2 . . ?
C25 C24 C23 128.5(5) . . ?
C25 C24 H24A 105.2 . . ?
C25 C24 H24B 105.2 . . ?
H24A C24 H24B 105.9 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

_olex2_date_sample_data_collection 2017-10-30
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.244
_oxdiff_exptl_absorpt_empirical_full_min 0.687
