# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_bd-25-19_1
_database_code_depnum_ccdc_archive 'CCDC 2174811'
loop_
_audit_author_name
_audit_author_address
'Dr. Mukesh Kumar'
;Bhabha Atomic Research Centre
India
;
_audit_update_record             
;
2022-05-25 deposited with the CCDC.	2022-10-19 downloaded from the CCDC.
;
_audit_creation_date             2019-01-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H18 O3'
_chemical_formula_sum            'C22 H18 O3'
_chemical_formula_weight         330.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H18 O3'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   15.5619(6)
_cell_length_b                   12.6968(9)
_cell_length_c                   17.5458(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3466.8(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2786
_cell_measurement_temperature    293
_cell_measurement_theta_max      71.3730
_cell_measurement_theta_min      4.5090
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.670
_exptl_absorpt_correction_T_max  0.930
_exptl_absorpt_correction_T_min  0.725
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1392
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-10 1 -1 0.3717
-1 -1 -11 0.0689
0 1 11 0.0443
-10 1 0 0.3755
-5 7 -1 0.2487
5 7 -1 0.2682
10 0 0 0.4218
4 -7 1 0.2007
-5 -7 1 0.2032
4 6 -6 0.2179
-4 6 -7 0.2001
-5 -7 -3 0.1812
4 -7 -3 0.1914

_exptl_crystal_size_max          0.761
_exptl_crystal_size_mid          0.455
_exptl_crystal_size_min          0.133
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-10.0368 0.5994 -0.9047 0.0046 -0.0932 0.9956
-0.6167 -0.8725 -11.3077 -0.0235 -0.9990 0.0383
0.1383 0.9057 11.3227 0.0238 0.9997 0.0093
-10.0709 0.5608 0.0912 0.0213 -0.0072 0.9997
-4.6850 7.2723 -1.0048 -0.8419 0.0164 0.5394
4.7621 7.2169 -1.1606 -0.9190 0.0245 -0.3934
10.0821 -0.3973 -0.1158 -0.0412 0.0077 -0.9991
4.3380 -7.4124 1.0317 0.8620 -0.0171 -0.5067
-5.0155 -7.1023 1.1479 0.9074 -0.0244 0.4196
4.0040 5.9161 -6.1532 -0.8156 -0.4322 -0.3384
-4.0201 6.0383 -6.9667 -0.7702 -0.5202 0.4536
-5.1835 -6.9120 -2.8571 0.8388 -0.3702 0.4336
3.8234 -7.0511 -3.0719 0.7748 -0.3696 -0.4568

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1569
_diffrn_reflns_av_unetI/netI     0.1077
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            7752
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.359
_diffrn_reflns_theta_min         5.041
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 4.1600
_diffrn_detector_type            Titan
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     24.00  64.00   1.00    2.38    --   43.29 -57.00  90.00   40
  2  ω     82.00 117.00   1.00    9.54    --  102.90-134.00  49.00   35
  3  ω     38.00 110.00   1.00    9.54    --  102.90 -95.00-150.00   72
  4  ω     47.00 132.00   1.00    9.54    --  102.90 -15.00-150.00   85
  5  ω     72.00 124.00   1.00    9.54    --  102.90  77.00  60.00   52
  6  ω     19.00 104.00   1.00    2.38    --   43.29  57.00  60.00   85
  7  ω   -104.00 -79.00   1.00    2.38    --  -43.29 -99.00   0.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Titan'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0086736000
_diffrn_orient_matrix_UB_12      -0.1197246000
_diffrn_orient_matrix_UB_13      0.0117889000
_diffrn_orient_matrix_UB_21      0.0023839000
_diffrn_orient_matrix_UB_22      0.0158126000
_diffrn_orient_matrix_UB_23      0.0869956000
_diffrn_orient_matrix_UB_31      -0.0986609000
_diffrn_orient_matrix_UB_32      0.0107740000
_diffrn_orient_matrix_UB_33      0.0011626000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1926
_reflns_number_total             3372
_reflns_odcompleteness_completeness 99.51
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (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         0.552
_refine_diff_density_min         -0.526
_refine_diff_density_rms         0.132
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3372
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1724
_refine_ls_R_factor_gt           0.1250
_refine_ls_restrained_S_all      1.122
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2978
_refine_ls_wR_factor_ref         0.3596
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3A), C4(H4), C7(H7), C11(H11), C12(H12), C13(H13), C14(H14), C15(H15),
 C17(H17), C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C19(H19A,H19B,H19C)
2.c Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_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 0.5369(2) 0.1484(3) 0.64653(18) 0.0529(9) Uani 1 1 d . . . . .
O2 O 0.4157(2) 0.0982(3) 0.58959(19) 0.0527(9) Uani 1 1 d . . . . .
O3 O 0.5615(2) 0.0986(3) 0.47829(18) 0.0506(8) Uani 1 1 d . . . . .
H3 H 0.5607 0.0389 0.4604 0.076 Uiso 1 1 calc GR . . . .
C1 C 0.7741(3) 0.4647(6) 0.5669(4) 0.0796(18) Uani 1 1 d . . . . .
H1A H 0.7828 0.4606 0.5128 0.119 Uiso 1 1 calc GR . . . .
H1B H 0.8278 0.4529 0.5926 0.119 Uiso 1 1 calc GR . . . .
H1C H 0.7526 0.5332 0.5799 0.119 Uiso 1 1 calc GR . . . .
C2 C 0.7109(3) 0.3830(5) 0.5909(3) 0.0578(13) Uani 1 1 d . . . . .
C3 C 0.7286(3) 0.3156(5) 0.6518(4) 0.0686(16) Uani 1 1 d . . . . .
H3A H 0.7794 0.3250 0.6788 0.082 Uiso 1 1 calc R . . . .
C4 C 0.6738(3) 0.2358(5) 0.6734(3) 0.0662(15) Uani 1 1 d . . . . .
H4 H 0.6877 0.1901 0.7129 0.079 Uiso 1 1 calc R . . . .
C5 C 0.5982(3) 0.2266(4) 0.6345(3) 0.0501(11) Uani 1 1 d . . . . .
C6 C 0.5746(2) 0.2953(4) 0.5760(2) 0.0406(9) Uani 1 1 d . . . . .
C7 C 0.6311(3) 0.3715(4) 0.5539(3) 0.0481(10) Uani 1 1 d . . . . .
H7 H 0.6167 0.4163 0.5139 0.058 Uiso 1 1 calc R . . . .
C8 C 0.4855(2) 0.2659(3) 0.5509(2) 0.0370(9) Uani 1 1 d . . . . .
C9 C 0.4738(2) 0.1599(4) 0.5937(2) 0.0435(10) Uani 1 1 d . . . . .
C10 C 0.4158(2) 0.3382(4) 0.5842(2) 0.0425(10) Uani 1 1 d . . . . .
C11 C 0.4367(3) 0.4311(5) 0.6209(3) 0.0582(13) Uani 1 1 d . . . . .
H11 H 0.4938 0.4523 0.6246 0.070 Uiso 1 1 calc R . . . .
C12 C 0.3718(4) 0.4927(6) 0.6521(4) 0.084(2) Uani 1 1 d . . . . .
H12 H 0.3868 0.5552 0.6763 0.101 Uiso 1 1 calc R . . . .
C13 C 0.2882(4) 0.4659(7) 0.6490(4) 0.093(2) Uani 1 1 d . . . . .
H13 H 0.2462 0.5083 0.6709 0.112 Uiso 1 1 calc R . . . .
C14 C 0.2668(3) 0.3732(7) 0.6122(5) 0.086(2) Uani 1 1 d . . . . .
H14 H 0.2094 0.3533 0.6092 0.104 Uiso 1 1 calc R . . . .
C15 C 0.3293(3) 0.3093(5) 0.5795(3) 0.0607(14) Uani 1 1 d . . . . .
H15 H 0.3136 0.2476 0.5545 0.073 Uiso 1 1 calc R . . . .
C16 C 0.4784(2) 0.2517(4) 0.4651(2) 0.0378(9) Uani 1 1 d . . . . .
C17 C 0.4360(2) 0.3245(4) 0.4181(2) 0.0432(10) Uani 1 1 d . . . . .
H17 H 0.4096 0.3825 0.4404 0.052 Uiso 1 1 calc R . . . .
C18 C 0.4320(3) 0.3131(4) 0.3396(2) 0.0486(11) Uani 1 1 d . . . . .
C19 C 0.3867(4) 0.3922(5) 0.2901(3) 0.0625(14) Uani 1 1 d . . . . .
H19A H 0.3410 0.4245 0.3184 0.094 Uiso 1 1 calc GR . . . .
H19B H 0.3635 0.3574 0.2461 0.094 Uiso 1 1 calc GR . . . .
H19C H 0.4268 0.4453 0.2741 0.094 Uiso 1 1 calc GR . . . .
C20 C 0.4702(3) 0.2230(4) 0.3080(2) 0.0537(12) Uani 1 1 d . . . . .
H20 H 0.4668 0.2120 0.2557 0.064 Uiso 1 1 calc R . . . .
C21 C 0.5126(3) 0.1504(4) 0.3526(2) 0.0522(11) Uani 1 1 d . . . . .
H21 H 0.5380 0.0916 0.3304 0.063 Uiso 1 1 calc R . . . .
C22 C 0.5174(2) 0.1654(4) 0.4310(2) 0.0434(10) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C5 1.393(6) . ?
O1 C9 1.358(5) . ?
O2 C9 1.198(5) . ?
O3 H3 0.8200 . ?
O3 C22 1.371(5) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.491(8) . ?
C2 C3 1.395(9) . ?
C2 C7 1.410(6) . ?
C3 H3A 0.9300 . ?
C3 C4 1.378(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.365(6) . ?
C5 C6 1.396(6) . ?
C6 C7 1.363(6) . ?
C6 C8 1.502(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.552(6) . ?
C8 C10 1.536(5) . ?
C8 C16 1.521(5) . ?
C10 C11 1.383(8) . ?
C10 C15 1.399(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.390(7) . ?
C12 H12 0.9300 . ?
C12 C13 1.345(11) . ?
C13 H13 0.9300 . ?
C13 C14 1.384(11) . ?
C14 H14 0.9300 . ?
C14 C15 1.391(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.404(6) . ?
C16 C22 1.387(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.386(6) . ?
C18 C19 1.504(7) . ?
C18 C20 1.404(7) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20 0.9300 . ?
C20 C21 1.378(7) . ?
C21 H21 0.9300 . ?
C21 C22 1.390(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
C9 O1 C5 108.4(3) . . ?
C22 O3 H3 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 120.8(5) . . ?
C3 C2 C7 117.6(5) . . ?
C7 C2 C1 121.6(6) . . ?
C2 C3 H3A 118.7 . . ?
C4 C3 C2 122.7(4) . . ?
C4 C3 H3A 118.7 . . ?
C3 C4 H4 121.3 . . ?
C5 C4 C3 117.3(5) . . ?
C5 C4 H4 121.3 . . ?
O1 C5 C6 112.1(4) . . ?
C4 C5 O1 125.2(5) . . ?
C4 C5 C6 122.7(5) . . ?
C5 C6 C8 107.6(4) . . ?
C7 C6 C5 118.9(4) . . ?
C7 C6 C8 133.4(4) . . ?
C2 C7 H7 119.7 . . ?
C6 C7 C2 120.7(5) . . ?
C6 C7 H7 119.7 . . ?
C6 C8 C9 100.5(3) . . ?
C6 C8 C10 113.1(3) . . ?
C6 C8 C16 112.8(3) . . ?
C10 C8 C9 104.6(3) . . ?
C16 C8 C9 111.5(3) . . ?
C16 C8 C10 113.4(3) . . ?
O1 C9 C8 109.8(4) . . ?
O2 C9 O1 121.1(4) . . ?
O2 C9 C8 128.8(4) . . ?
C11 C10 C8 121.4(4) . . ?
C11 C10 C15 118.6(4) . . ?
C15 C10 C8 120.1(4) . . ?
C10 C11 H11 120.3 . . ?
C10 C11 C12 119.5(5) . . ?
C12 C11 H11 120.3 . . ?
C11 C12 H12 118.5 . . ?
C13 C12 C11 123.0(7) . . ?
C13 C12 H12 118.5 . . ?
C12 C13 H13 121.1 . . ?
C12 C13 C14 117.8(5) . . ?
C14 C13 H13 121.1 . . ?
C13 C14 H14 119.3 . . ?
C13 C14 C15 121.3(5) . . ?
C15 C14 H14 119.3 . . ?
C10 C15 H15 120.1 . . ?
C14 C15 C10 119.7(6) . . ?
C14 C15 H15 120.1 . . ?
C17 C16 C8 122.5(4) . . ?
C22 C16 C8 119.3(4) . . ?
C22 C16 C17 118.2(4) . . ?
C16 C17 H17 118.8 . . ?
C18 C17 C16 122.4(4) . . ?
C18 C17 H17 118.8 . . ?
C17 C18 C19 121.7(4) . . ?
C17 C18 C20 117.3(4) . . ?
C20 C18 C19 121.0(4) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20 119.2 . . ?
C21 C20 C18 121.6(4) . . ?
C21 C20 H20 119.2 . . ?
C20 C21 H21 120.1 . . ?
C20 C21 C22 119.7(4) . . ?
C22 C21 H21 120.1 . . ?
O3 C22 C16 116.5(4) . . ?
O3 C22 C21 122.7(4) . . ?
C16 C22 C21 120.8(4) . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2019-01-09
_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 8.178
_oxdiff_exptl_absorpt_empirical_full_min 0.246
####################################################################### 
# 
# 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_bd-26-19
_database_code_depnum_ccdc_archive 'CCDC 2174816'
loop_
_audit_author_name
_audit_author_address
'Amey Wadawale'
;bhabha atomic research centre
India
;
_audit_update_record             
;
2022-09-30 deposited with the CCDC.	2022-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H16 O3'
_chemical_formula_weight         268.30

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 '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                   8.60280(10)
_cell_length_b                   10.12580(10)
_cell_length_c                   17.0368(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.558(2)
_cell_angle_gamma                90
_cell_volume                     1458.95(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    13457
_cell_measurement_theta_min      5.1220
_cell_measurement_theta_max      76.7010

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.672
_shelx_estimated_absorpt_T_min   0.877
_shelx_estimated_absorpt_T_max   0.936
_exptl_absorpt_correction_T_min  0.84407
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.57a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.537
_oxdiff_exptl_absorpt_empirical_full_max 1.759
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      298(2)
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            17553
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         5.104
_diffrn_reflns_theta_max         77.102
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0603961000
_diffrn_orient_matrix_UB_12      -0.1160395000
_diffrn_orient_matrix_UB_13      0.0446507000
_diffrn_orient_matrix_UB_21      0.0867574000
_diffrn_orient_matrix_UB_22      0.0567231000
_diffrn_orient_matrix_UB_23      0.0800180000
_diffrn_orient_matrix_UB_31      -0.1483686000
_diffrn_orient_matrix_UB_32      0.0803810000
_diffrn_orient_matrix_UB_33      0.0079506000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -54.00 -28.00   0.40    0.20    --  -48.17 124.00 -79.00   65
  2  ω    -89.00 -63.00   0.40    0.20    --  -48.17-148.00  36.00   65
  3  ω    -74.00 -48.00   0.40    0.20    --  -48.17 148.00  85.00   65
  4  ω   -117.00 -87.00   0.40    0.20    --  -48.17-124.00-158.00   75
  5  ω     48.00 109.20   0.40    0.20    --   48.17-148.00  36.00  153
  6  ω     49.00  84.20   0.40    0.20    --   48.17-124.00-158.00   88
  7  ω    -88.00 -62.00   0.40    0.80    --  -86.25 148.00  85.00   65
  8  ω   -127.00-102.60   0.40    0.80    --  -86.25-148.00  36.00   61
  9  ω    -80.00 -14.00   0.40    0.80    --  -86.25 124.00 -79.00  165
 10  ω   -110.00 -84.80   0.40    0.80    --  -86.25-124.00-158.00   63
 11  ω     48.00  73.20   0.40    0.80    --  107.39-124.00-158.00   63
 12  ω     96.00 122.00   0.40    0.80    --  107.39 124.00 -79.00   65
 13  ω     99.00 130.20   0.40    0.80    --  107.39 148.00  85.00   78
 14  ω    100.00 125.20   0.40    0.80    --  107.39-148.00  36.00   63
 15  ω   -119.00 -93.00   0.40    0.20    --  -48.17 -77.00 -90.00   65
 16  ω   -118.00 -90.00   0.40    0.20    --  -48.17-125.00-120.00   70
 17  ω   -115.00 -89.00   0.40    0.20    --  -48.17-125.00  90.00   65
 18  ω    -25.00  19.00   0.40    0.20    --  -48.17  19.00-120.00  110
 19  ω    -90.00 -26.00   0.40    0.20    --  -48.17 -77.00 -90.00  160
 20  ω    -24.00  25.20   0.40    0.20    --   48.17 -19.00  90.00  123
 21  ω    -41.00 -13.00   0.40    0.80    --  -86.25  37.00-150.00   70
 22  ω   -110.00 -70.00   0.40    0.80    --  -86.25 -77.00 -90.00  100
 23  ω   -140.00-114.00   0.40    0.80    --  -86.25   0.00   0.00   65
 24  ω   -100.00 -16.00   0.40    0.80    --  -86.25   0.00   0.00  210
 25  ω   -158.00-116.00   0.40    0.80    --  -86.25 -77.00 -90.00  105
 26  ω    -42.00 -16.00   0.40    0.80    --  -86.25  37.00 -30.00   65
 27  ω     98.00 138.00   0.40    0.80    --  107.39 125.00  30.00  100
 28  ω    111.00 174.20   0.40    0.80    --  107.39  37.00-150.00  158
 29  ω     47.00 105.00   0.40    0.80    --  107.39 -99.00  60.00  145
 30  ω     35.00  64.20   0.40    0.80    --  107.39 -57.00 -90.00   73
 31  ω     39.00 115.00   0.40    0.80    --  107.39-131.00  42.55  190
 32  ω     63.00 103.00   0.40    0.80    --  107.39-125.00 150.00  100
 33  ω     39.00  65.00   0.40    0.80    --  107.39 -57.00  60.00   65
 34  ω     35.00  74.20   0.40    0.80    --  107.39 -99.00  90.00   98
 35  ω    143.00 176.20   0.40    0.80    --  107.39 125.00  60.00   83
 36  ω     95.00 127.00   0.40    0.80    --  107.39 125.00  60.00   80
 37  ω     39.00  65.00   0.40    0.80    --  107.39 -57.00   0.00   65
 38  ω     41.00  66.20   0.40    0.80    --  107.39-125.00 -90.00   63
 39  ω     83.80 110.20   0.40    0.80    --  107.39-125.00 -90.00   66
 40  ω     35.00  65.00   0.40    0.80    --  107.39 -57.00  90.00   75
 41  ω     96.00 167.20   0.40    0.80    --  107.39  19.00-180.00  178
 42  ω     65.00 101.00   0.40    0.80    --  107.39 -77.00-150.00   90
 43  ω     36.00  60.80   0.40    0.80    --  107.39 -77.00-150.00   62
 44  ω     95.00 120.20   0.40    0.80    --  107.39 125.00 -60.00   63
 45  ω     86.00 126.40   0.40    0.80    --  107.39-146.00-145.36  101
 46  ω     43.00  90.20   0.40    0.80    --  107.39-125.00  60.00  118
 47  ω    137.00 173.00   0.40    0.80    --  107.39 125.00 -60.00   90
 48  ω     69.00  96.20   0.40    0.80    --  107.39 -99.00-150.00   68
;
_diffrn_measurement_method       'ω scans'
_diffrn_oxdiff_digest_frames     
;
0126e0c9efeccba3767a41cada5208418100035378a
;
_diffrn_oxdiff_digest_hkl        
;
016426063cd5139b49ec7b10c7d1cea816719e
;
_reflns_number_total             3016
_reflns_number_gt                2691
_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 1.171.40.57a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Ortep 3 for windows'
_computing_publication_material  'WinGX 2021.3'
_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)+(0.0701P)²+0.2955P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.0046(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3016
_refine_ls_number_parameters     184
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_ref         0.1509
_refine_ls_wR_factor_gt          0.1300
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_restrained_S_all      1.137
_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
C1 C 0.67849(16) 0.41381(13) 0.62805(8) 0.0438(3) Uani 1 1 d . . . . .
C2 C 0.70199(15) 0.29480(13) 0.57869(8) 0.0438(3) Uani 1 1 d . . . . .
C3 C 0.82093(16) 0.21825(14) 0.62090(9) 0.0479(3) Uani 1 1 d . . . . .
C4 C 0.8698(2) 0.10152(15) 0.59249(11) 0.0609(4) Uani 1 1 d . . . . .
H4 H 0.950611 0.051392 0.621895 0.073 Uiso 1 1 calc R U . . .
C5 C 0.7924(2) 0.06257(15) 0.51792(11) 0.0629(4) Uani 1 1 d . . . . .
H5 H 0.823698 -0.015384 0.496506 0.075 Uiso 1 1 calc R U . . .
C6 C 0.6692(2) 0.13504(16) 0.47323(9) 0.0576(4) Uani 1 1 d . . . . .
C7 C 0.62471(18) 0.25359(15) 0.50468(8) 0.0516(4) Uani 1 1 d . . . . .
H7 H 0.543653 0.304316 0.475919 0.062 Uiso 1 1 calc R U . . .
C8 C 0.5830(3) 0.0852(2) 0.39355(12) 0.0852(6) Uani 1 1 d . . . . .
H8A H 0.537528 0.158465 0.361600 0.128 Uiso 1 1 calc R U . . .
H8B H 0.500579 0.025632 0.401744 0.128 Uiso 1 1 calc R U . . .
H8C H 0.655935 0.039766 0.366629 0.128 Uiso 1 1 calc R U . . .
C9 C 0.81075(16) 0.39079(15) 0.70234(9) 0.0507(4) Uani 1 1 d . . . . .
C10 C 0.52058(15) 0.41707(13) 0.65657(8) 0.0438(3) Uani 1 1 d . . . . .
C11 C 0.4615(2) 0.53546(16) 0.67802(10) 0.0589(4) Uani 1 1 d . . . . .
H11 H 0.515758 0.613587 0.673070 0.071 Uiso 1 1 calc R U . . .
C12 C 0.3209(2) 0.5379(2) 0.70703(12) 0.0758(5) Uani 1 1 d . . . . .
H12 H 0.280285 0.618333 0.720275 0.091 Uiso 1 1 calc R U . . .
C13 C 0.2415(2) 0.4240(2) 0.71640(12) 0.0749(6) Uani 1 1 d . . . . .
H13 H 0.148302 0.426633 0.736710 0.090 Uiso 1 1 calc R U . . .
C14 C 0.2998(2) 0.3058(2) 0.69573(12) 0.0753(5) Uani 1 1 d . . . . .
H14 H 0.246052 0.227882 0.701911 0.090 Uiso 1 1 calc R U . . .
C15 C 0.43912(19) 0.30193(17) 0.66556(11) 0.0612(4) Uani 1 1 d . . . . .
H15 H 0.477915 0.221414 0.651293 0.073 Uiso 1 1 calc R U . . .
C16 C 0.8442(3) 0.5538(2) 0.56401(15) 0.0825(6) Uani 1 1 d . . . . .
H16A H 0.838537 0.505497 0.514391 0.099 Uiso 1 1 calc R U . . .
H16B H 0.931529 0.518611 0.602494 0.099 Uiso 1 1 calc R U . . .
C17 C 0.8703(4) 0.6931(2) 0.5508(2) 0.1203(10) Uani 1 1 d . . . . .
H17A H 0.783990 0.727295 0.512366 0.181 Uiso 1 1 calc R U . . .
H17B H 0.967181 0.703821 0.531022 0.181 Uiso 1 1 calc R U . . .
H17C H 0.877167 0.740281 0.600159 0.181 Uiso 1 1 calc R U . . .
O1 O 0.88507(12) 0.27284(11) 0.69552(6) 0.0558(3) Uani 1 1 d . . . . .
O2 O 0.84904(14) 0.46016(14) 0.75863(8) 0.0725(4) Uani 1 1 d . . . . .
O3 O 0.69938(13) 0.53767(10) 0.59328(7) 0.0570(3) 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
C1 O3 1.4125(16) . ?
C1 C2 1.5042(18) . ?
C1 C10 1.5246(18) . ?
C1 C9 1.5567(19) . ?
C2 C3 1.3768(19) . ?
C2 C7 1.378(2) . ?
C3 C4 1.372(2) . ?
C3 O1 1.4033(18) . ?
C4 C5 1.379(3) . ?
C5 C6 1.395(2) . ?
C6 C7 1.396(2) . ?
C6 C8 1.510(3) . ?
C9 O2 1.1856(18) . ?
C9 O1 1.3696(19) . ?
C10 C11 1.377(2) . ?
C10 C15 1.383(2) . ?
C11 C12 1.388(2) . ?
C12 C13 1.365(3) . ?
C13 C14 1.368(3) . ?
C14 C15 1.388(2) . ?
C16 O3 1.433(2) . ?
C16 C17 1.453(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
O3 C1 C2 115.88(11) . . ?
O3 C1 C10 107.68(10) . . ?
C2 C1 C10 114.48(11) . . ?
O3 C1 C9 110.10(11) . . ?
C2 C1 C9 100.46(11) . . ?
C10 C1 C9 107.78(11) . . ?
C3 C2 C7 119.69(13) . . ?
C3 C2 C1 108.80(12) . . ?
C7 C2 C1 131.49(12) . . ?
C4 C3 C2 123.16(15) . . ?
C4 C3 O1 124.34(13) . . ?
C2 C3 O1 112.50(13) . . ?
C3 C4 C5 116.36(14) . . ?
C4 C5 C6 122.85(14) . . ?
C5 C6 C7 118.49(15) . . ?
C5 C6 C8 120.92(16) . . ?
C7 C6 C8 120.57(16) . . ?
C2 C7 C6 119.43(14) . . ?
O2 C9 O1 121.36(14) . . ?
O2 C9 C1 128.48(15) . . ?
O1 C9 C1 110.16(12) . . ?
C11 C10 C15 119.04(14) . . ?
C11 C10 C1 119.79(12) . . ?
C15 C10 C1 121.07(12) . . ?
C10 C11 C12 119.86(16) . . ?
C13 C12 C11 120.92(17) . . ?
C12 C13 C14 119.61(16) . . ?
C13 C14 C15 120.12(17) . . ?
C10 C15 C14 120.44(16) . . ?
O3 C16 C17 109.50(18) . . ?
C9 O1 C3 107.95(11) . . ?
C1 O3 C16 115.61(12) . . ?

_refine_diff_density_max         0.273
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.049

####################################################################### 
# 
# 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_shelx-BD-12-18
_database_code_depnum_ccdc_archive 'CCDC 2174827'
loop_
_audit_author_name
_audit_author_address
'Amey Wadawale'
;bhabha atomic research centre
India
;
_audit_update_record             
;
2022-09-30 deposited with the CCDC.	2022-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H20 O4'
_chemical_formula_weight         360.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 2/a'
_space_group_name_Hall           '-I 2ya'

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

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

_cell_length_a                   18.5957(3)
_cell_length_b                   11.1708(2)
_cell_length_c                   18.5559(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.671(2)
_cell_angle_gamma                90
_cell_volume                     3820.10(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    16272
_cell_measurement_theta_min      3.1470
_cell_measurement_theta_max      76.2220

_exptl_crystal_description       block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_F_000             1520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.690
_shelx_estimated_absorpt_T_min   0.874
_shelx_estimated_absorpt_T_max   0.934
_exptl_absorpt_correction_T_min  0.57456
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.57a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.604
_oxdiff_exptl_absorpt_empirical_full_max 3.347
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      298(2)
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            26647
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.629
_diffrn_reflns_theta_max         76.898
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0775536000
_diffrn_orient_matrix_UB_12      -0.0245723000
_diffrn_orient_matrix_UB_13      -0.0376508000
_diffrn_orient_matrix_UB_21      0.0303320000
_diffrn_orient_matrix_UB_22      -0.0318545000
_diffrn_orient_matrix_UB_23      -0.0708420000
_diffrn_orient_matrix_UB_31      0.0070937000
_diffrn_orient_matrix_UB_32      -0.1319830000
_diffrn_orient_matrix_UB_33      0.0240781000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -28.00  22.00   0.40    0.25    --  -48.17  22.00 -43.00  125
  2  ω    -25.00  25.00   0.40    0.25    --  -48.17  19.00  90.00  125
  3  ω    -55.00 -25.00   0.40    0.25    --  -48.17 -77.00  60.00   75
  4  ω    -85.00 -47.00   0.40    0.25    --  -48.17 -22.00 150.00   95
  5  ω    -91.00 -65.00   0.40    1.00    --  -86.25 -77.00 120.00   65
  6  ω    -90.00 -62.00   0.40    1.00    --  -86.25 -79.00 109.47   70
  7  ω    -89.00 -63.00   0.40    1.00    --  -86.25 -77.00  60.00   65
  8  ω    -89.00 -64.20   0.40    1.00    --  -86.25 -76.00  18.26   62
  9  ω    -89.00 -63.00   0.40    1.00    --  -86.25 -77.00  30.00   65
 10  ω    -93.00 -67.00   0.40    1.00    --  -86.25 -67.00  27.00   65
 11  ω    -97.00 -61.80   0.40    1.00    --  -86.25 -80.00  83.63   88
 12  ω   -104.00 -78.00   0.40    0.25    --  -48.17 -77.00  60.00   65
 13  ω   -112.20 -63.00   0.40    1.00    --  -86.25 -77.00   0.00  123
 14  ω   -106.00 -68.80   0.40    1.00    --  -86.25 -70.00  42.09   93
 15  ω    -94.00 -64.00   0.40    1.00    --  -86.25 -75.00  65.03   75
 16  ω   -103.00 -67.80   0.40    1.00    --  -86.25 -69.00 115.34   88
 17  ω    -99.00 -63.00   0.40    1.00    --  -86.25 -77.00  97.12   90
 18  ω   -106.00 -64.00   0.40    1.00    --  -86.25 -77.00   9.47  105
 19  ω   -110.20 -63.00   0.40    1.00    --  -86.25 -77.00  90.00  118
 20  ω   -118.00 -80.00   0.40    1.00    --  -86.25 -22.00 150.00   95
 21  ω   -123.00 -87.00   0.40    0.25    --  -48.17 -22.00 150.00   90
 22  ω   -130.00 -92.00   0.40    1.00    --  -86.25 -57.00 120.00   95
 23  ω   -130.00-104.00   0.40    1.00    --  -86.25 -80.00  83.63   65
 24  ω   -138.00-110.80   0.40    1.00    --  -86.25 -69.00 115.34   68
 25  ω   -153.00-109.00   0.40    1.00    --  -86.25 -76.00  18.26  110
 26  ω   -153.00-119.00   0.40    1.00    --  -86.25 -77.00   0.00   85
 27  ω    -55.00 -23.00   0.40    1.00    --  -86.25  57.00 120.00   80
 28  ω    -64.00 -24.00   0.40    1.00    --  -86.25  57.00  60.00  100
 29  ω     46.00  72.00   0.40    0.25    --   48.17  37.00  60.00   65
 30  ω     35.00 107.00   0.40    0.25    --   48.17  57.00 120.00  180
 31  ω     38.00  92.00   0.40    0.25    --   48.17  37.00   0.00  135
 32  ω     51.00  80.20   0.40    0.25    --   48.17  22.00 -43.00   73
 33  ω     28.00  70.00   0.40    0.25    --   48.17  77.00  30.00  105
 34  ω    139.00 177.00   0.40    1.00    --  107.39  22.00 -43.00   95
 35  ω    149.00 174.20   0.40    1.00    --  107.39  77.00 -60.00   63
 36  ω     96.00 127.20   0.40    1.00    --  107.39  22.00 -43.00   78
 37  ω     92.00 164.00   0.40    1.00    --  107.39  77.00  30.00  180
 38  ω     97.00 122.20   0.40    1.00    --  107.39  77.00 -60.00   63
 39  ω     93.00 163.00   0.40    1.00    --  107.39  77.00   0.00  175
 40  ω     98.00 171.20   0.40    1.00    --  107.39  57.00  90.00  183
 41  ω     67.00 105.00   0.40    1.00    --  107.39 -99.00   0.00   95
 42  ω     67.00 102.20   0.40    1.00    --  107.39-125.00  90.00   88
 43  ω     35.00  65.00   0.40    1.00    --  107.39 -57.00  90.00   75
 44  ω     36.00  91.20   0.40    1.00    --  107.39 -99.00  90.00  138
 45  ω     38.00  64.00   0.40    1.00    --  107.39 -57.00   0.00   65
 46  ω     35.00  61.00   0.40    1.00    --  107.39 -57.00 -60.00   65
 47  ω     36.00  62.80   0.40    1.00    --  107.39 -57.00-120.00   67
 48  ω     35.00  65.00   0.40    1.00    --  107.39 -57.00-150.00   75
 49  ω     37.00  87.00   0.40    1.00    --  107.39 -77.00-150.00  125
 50  ω     39.00  94.20   0.40    1.00    --  107.39 -99.00-150.00  138
 51  ω     68.00  93.20   0.40    0.25    --   48.17-125.00 -90.00   63
 52  ω     37.00  93.00   0.40    1.00    --  107.39-125.00 -30.00  140
 53  ω     38.00  62.80   0.40    1.00    --  107.39 -57.00 -30.00   62
 54  ω     35.00  64.20   0.40    1.00    --  107.39 -99.00   0.00   73
 55  ω     -7.00  26.20   0.40    0.25    --   48.17 -22.00 150.00   83
 56  ω     95.00 146.20   0.40    1.00    --  107.39  57.00-180.00  128
;
_diffrn_measurement_method       'ω scans'
_diffrn_oxdiff_digest_frames     
;
017f79c41b087d28ec2c950408cd0a396200959c9ae
;
_diffrn_oxdiff_digest_hkl        
;
012ab3b14930af34a3a87ad874fb38c250324d
;
_reflns_number_total             3922
_reflns_number_gt                3241
_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 1.171.40.57a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ORTEP 3 for WIndows'
_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)+(0.0936P)²+1.1868P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.00053(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3922
_refine_ls_number_parameters     248
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0907
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_ref         0.1909
_refine_ls_wR_factor_gt          0.1385
_refine_ls_goodness_of_fit_ref   1.198
_refine_ls_restrained_S_all      1.198
_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
C1 C 0.45945(10) 0.13996(15) 0.81609(9) 0.0566(4) Uani 1 1 d . . . . .
C2 C 0.43369(9) 0.13271(15) 0.73531(9) 0.0564(4) Uani 1 1 d . . . . .
C3 C 0.39644(10) 0.02702(16) 0.72092(10) 0.0631(5) Uani 1 1 d . . . . .
C4 C 0.36327(11) -0.00326(19) 0.65235(11) 0.0729(5) Uani 1 1 d . . . . .
H4 H 0.337628 -0.074438 0.643661 0.087 Uiso 1 1 calc R U . . .
C5 C 0.37008(11) 0.0778(2) 0.59699(10) 0.0729(5) Uani 1 1 d . . . . .
H5 H 0.349054 0.059271 0.550006 0.087 Uiso 1 1 calc R U . . .
C6 C 0.40700(11) 0.18548(19) 0.60895(9) 0.0676(5) Uani 1 1 d . . . . .
C7 C 0.43829(10) 0.21330(17) 0.67965(9) 0.0600(4) Uani 1 1 d . . . . .
H7 H 0.462149 0.285897 0.689212 0.072 Uiso 1 1 calc R U . . .
C8 C 0.41268(15) 0.2717(2) 0.54769(11) 0.0891(7) Uani 1 1 d . . . . .
H8A H 0.427451 0.229396 0.507108 0.134 Uiso 1 1 calc R U . . .
H8B H 0.447873 0.332321 0.563570 0.134 Uiso 1 1 calc R U . . .
H8C H 0.366333 0.308550 0.533314 0.134 Uiso 1 1 calc R U . . .
C9 C 0.42434(12) 0.02421(17) 0.84239(11) 0.0682(5) Uani 1 1 d . . . . .
C10 C 0.54207(11) 0.12866(16) 0.83611(10) 0.0642(5) Uani 1 1 d . . . . .
C11 C 0.57187(13) 0.1076(2) 0.90791(12) 0.0805(6) Uani 1 1 d . . . . .
H11 H 0.541502 0.096375 0.943302 0.097 Uiso 1 1 calc R U . . .
C12 C 0.64600(16) 0.1033(2) 0.92682(16) 0.0986(9) Uani 1 1 d . . . . .
H12 H 0.665202 0.088080 0.974819 0.118 Uiso 1 1 calc R U . . .
C13 C 0.69214(15) 0.1214(3) 0.87543(19) 0.1049(10) Uani 1 1 d . . . . .
H13 H 0.742148 0.120349 0.888776 0.126 Uiso 1 1 calc R U . . .
C14 C 0.66337(14) 0.1409(3) 0.80452(18) 0.1012(8) Uani 1 1 d . . . . .
H14 H 0.694078 0.152076 0.769427 0.121 Uiso 1 1 calc R U . . .
C15 C 0.58914(12) 0.1441(2) 0.78475(13) 0.0801(6) Uani 1 1 d . . . . .
H15 H 0.570403 0.156855 0.736343 0.096 Uiso 1 1 calc R U . . .
C16 C 0.43018(9) 0.25369(14) 0.84806(8) 0.0517(4) Uani 1 1 d . . . . .
C17 C 0.35559(9) 0.26665(15) 0.84934(8) 0.0556(4) Uani 1 1 d . . . . .
C18 C 0.32702(10) 0.37229(17) 0.87197(10) 0.0624(4) Uani 1 1 d . . . . .
H18 H 0.277289 0.379616 0.872608 0.075 Uiso 1 1 calc R U . . .
C19 C 0.37280(10) 0.46726(16) 0.89370(9) 0.0614(4) Uani 1 1 d . . . . .
C20 C 0.44637(11) 0.45697(16) 0.89354(10) 0.0620(4) Uani 1 1 d . . . . .
H20 H 0.477131 0.520386 0.908666 0.074 Uiso 1 1 calc R U . . .
C21 C 0.47414(10) 0.35003(15) 0.87034(9) 0.0573(4) Uani 1 1 d . . . . .
H21 H 0.523912 0.343245 0.869843 0.069 Uiso 1 1 calc R U . . .
C22 C 0.23921(12) 0.1730(2) 0.83311(14) 0.0856(6) Uani 1 1 d . . . . .
H22A H 0.233705 0.176513 0.883772 0.128 Uiso 1 1 calc R U . . .
H22B H 0.216053 0.102067 0.811974 0.128 Uiso 1 1 calc R U . . .
H22C H 0.217197 0.242279 0.808755 0.128 Uiso 1 1 calc R U . . .
C23 C 0.38202(17) 0.6683(2) 0.93678(18) 0.1060(9) Uani 1 1 d . . . . .
H23A H 0.418520 0.645786 0.976014 0.159 Uiso 1 1 calc R U . . .
H23B H 0.352125 0.730243 0.952844 0.159 Uiso 1 1 calc R U . . .
H23C H 0.404898 0.697072 0.896724 0.159 Uiso 1 1 calc R U . . .
O1 O 0.39400(8) -0.04158(12) 0.78323(8) 0.0741(4) Uani 1 1 d . . . . .
O2 O 0.42393(10) -0.01196(15) 0.90268(8) 0.0908(5) Uani 1 1 d . . . . .
O3 O 0.31430(7) 0.17013(12) 0.82543(8) 0.0701(4) Uani 1 1 d . . . . .
O4 O 0.33850(9) 0.56736(14) 0.91430(9) 0.0861(5) 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
C1 C2 1.514(2) . ?
C1 C16 1.532(2) . ?
C1 C10 1.537(3) . ?
C1 C9 1.556(3) . ?
C2 C3 1.377(3) . ?
C2 C7 1.381(3) . ?
C3 C4 1.380(3) . ?
C3 O1 1.393(2) . ?
C4 C5 1.388(3) . ?
C5 C6 1.388(3) . ?
C6 C7 1.397(2) . ?
C6 C8 1.505(3) . ?
C9 O2 1.191(2) . ?
C9 O1 1.378(2) . ?
C10 C15 1.388(3) . ?
C10 C11 1.393(3) . ?
C11 C12 1.377(4) . ?
C12 C13 1.380(5) . ?
C13 C14 1.370(4) . ?
C14 C15 1.381(3) . ?
C16 C21 1.381(2) . ?
C16 C17 1.398(2) . ?
C17 O3 1.363(2) . ?
C17 C18 1.382(2) . ?
C18 C19 1.386(3) . ?
C19 O4 1.367(2) . ?
C19 C20 1.373(3) . ?
C20 C21 1.392(2) . ?
C22 O3 1.423(3) . ?
C23 O4 1.417(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 C1 C16 110.23(13) . . ?
C2 C1 C10 114.13(14) . . ?
C16 C1 C10 111.70(14) . . ?
C2 C1 C9 100.11(14) . . ?
C16 C1 C9 112.46(14) . . ?
C10 C1 C9 107.68(14) . . ?
C3 C2 C7 119.59(16) . . ?
C3 C2 C1 108.80(15) . . ?
C7 C2 C1 131.50(16) . . ?
C2 C3 C4 122.70(19) . . ?
C2 C3 O1 112.47(16) . . ?
C4 C3 O1 124.78(18) . . ?
C3 C4 C5 116.66(19) . . ?
C4 C5 C6 122.63(17) . . ?
C5 C6 C7 118.55(19) . . ?
C5 C6 C8 121.15(19) . . ?
C7 C6 C8 120.3(2) . . ?
C2 C7 C6 119.83(18) . . ?
O2 C9 O1 120.95(19) . . ?
O2 C9 C1 129.22(19) . . ?
O1 C9 C1 109.74(15) . . ?
C15 C10 C11 118.1(2) . . ?
C15 C10 C1 121.70(17) . . ?
C11 C10 C1 120.14(19) . . ?
C12 C11 C10 120.4(3) . . ?
C11 C12 C13 120.8(2) . . ?
C14 C13 C12 119.2(2) . . ?
C13 C14 C15 120.5(3) . . ?
C14 C15 C10 120.9(2) . . ?
C21 C16 C17 117.59(15) . . ?
C21 C16 C1 122.37(15) . . ?
C17 C16 C1 119.79(15) . . ?
O3 C17 C18 123.47(16) . . ?
O3 C17 C16 115.44(15) . . ?
C18 C17 C16 121.07(16) . . ?
C17 C18 C19 119.71(17) . . ?
O4 C19 C20 124.83(17) . . ?
O4 C19 C18 114.59(17) . . ?
C20 C19 C18 120.58(16) . . ?
C19 C20 C21 118.89(16) . . ?
C16 C21 C20 122.15(16) . . ?
C9 O1 C3 108.22(15) . . ?
C17 O3 C22 117.87(16) . . ?
C19 O4 C23 117.61(18) . . ?

_refine_diff_density_max         0.409
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.076

####################################################################### 
# 
# 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_bd-22-18_1
_database_code_depnum_ccdc_archive 'CCDC 2174812'
loop_
_audit_author_name
_audit_author_address
'Dr. Mukesh Kumar'
;Bhabha Atomic Research Centre
India
;
_audit_update_record             
;
2022-05-25 deposited with the CCDC.	2022-10-19 downloaded from the CCDC.
;
_audit_creation_date             2019-01-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H18 O2'
_chemical_formula_sum            'C22 H18 O2'
_chemical_formula_weight         314.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H18 O2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 '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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.1254(4)
_cell_length_b                   8.6237(3)
_cell_length_c                   14.9550(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.728(3)
_cell_angle_gamma                90
_cell_volume                     1690.82(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2645
_cell_measurement_temperature    293
_cell_measurement_theta_max      72.9550
_cell_measurement_theta_min      4.3740
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.615
_exptl_absorpt_correction_T_max  0.941
_exptl_absorpt_correction_T_min  0.776
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             664
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
6 0 6 0.0591
6 -2 -6 0.3958
-6 0 -6 0.0377
-2 -5 3 0.1333
6 0 -8 0.4008
2 5 -2 0.1460
-2 5 3 0.2944
-6 0 8 0.4017
1 -5 -2 0.2277
-4 -3 6 0.2711
-1 -5 4 0.1220

_exptl_crystal_size_max          0.837
_exptl_crystal_size_mid          0.288
_exptl_crystal_size_min          0.118
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
6.0469 0.1077 6.4972 0.9219 0.3848 0.0460
6.4299 -1.5977 -6.0842 0.1506 0.0557 -0.9870
-6.3578 -0.0176 -6.1058 -0.9229 -0.3848 0.0094
-2.0028 -5.2281 2.7065 0.3842 -0.9200 0.0768
5.6827 -0.0765 -7.5389 -0.1103 0.2473 -0.9626
1.7815 5.3060 -2.4137 -0.3849 0.9223 -0.0356
-1.9968 4.9961 3.0030 -0.2588 0.7032 0.6157
-5.9976 -0.0023 8.0054 0.1253 -0.2739 1.0153
0.9970 -4.9963 -2.0025 0.2555 -0.7509 -0.4709
-3.9995 -3.0002 6.0037 0.3268 -0.6539 0.5738
-1.0007 -4.9991 4.0027 0.5392 -0.8214 0.1111

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0995
_diffrn_reflns_av_unetI/netI     0.0745
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6546
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.127
_diffrn_reflns_theta_min         4.380
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 4.1600
_diffrn_detector_type            Titan
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -61.00  26.00   1.00    1.00    --  -43.29  57.00 -30.00   87
  2  ω   -118.00 -19.00   1.00    1.00    --  -43.29 -77.00-150.00   99
  3  ω     76.00 130.00   1.00    4.00    --  102.90  77.00   0.00   54
  4  ω    108.00 135.00   1.00    4.00    --  102.90  45.00 -30.00   27
  5  ω     59.00 124.00   1.00    4.00    --  102.90 -60.00 115.00   65
  6  ω     28.00 104.00   1.00    4.00    --  102.90 -95.00  90.00   76
  7  ω     27.00 148.00   1.00    4.00    --  102.90   0.00 -30.00  121
  8  ω     54.00 130.00   1.00    4.00    --  102.90 -77.00-120.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Titan'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0757941000
_diffrn_orient_matrix_UB_12      -0.0650399000
_diffrn_orient_matrix_UB_13      0.0724234000
_diffrn_orient_matrix_UB_21      0.0540295000
_diffrn_orient_matrix_UB_22      0.1585474000
_diffrn_orient_matrix_UB_23      0.0063087000
_diffrn_orient_matrix_UB_31      -0.0717891000
_diffrn_orient_matrix_UB_32      0.0506367000
_diffrn_orient_matrix_UB_33      0.0730609000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2151
_reflns_number_total             3282
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (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         0.381
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3282
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1262
_refine_ls_R_factor_gt           0.0990
_refine_ls_restrained_S_all      1.084
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2701
_refine_ls_wR_factor_ref         0.3273
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C11(H11), C12(H12), C15(H15), C16(H16), C18(H18),
 C19(H19), C20(H20), C21(H21), C22(H22)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C14(H14A,H14B,H14C)
;
_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 0.15797(19) 0.7711(4) 0.59578(18) 0.0753(8) Uani 1 1 d . . . . .
O2 O 0.09680(18) 0.7336(4) 0.45633(19) 0.0778(9) Uani 1 1 d . . . . .
C1 C 0.5056(3) 0.5222(6) 0.7805(3) 0.0755(11) Uani 1 1 d . . . . .
H1A H 0.4887 0.4240 0.8062 0.113 Uiso 1 1 calc GR . . . .
H1B H 0.5297 0.5915 0.8271 0.113 Uiso 1 1 calc GR . . . .
H1C H 0.5580 0.5078 0.7386 0.113 Uiso 1 1 calc GR . . . .
C2 C 0.4134(3) 0.5892(4) 0.7335(2) 0.0589(8) Uani 1 1 d . . . . .
C3 C 0.3453(3) 0.6811(5) 0.7793(2) 0.0725(10) Uani 1 1 d . . . . .
H3 H 0.3584 0.6995 0.8400 0.087 Uiso 1 1 calc R . . . .
C4 C 0.2587(4) 0.7459(6) 0.7373(3) 0.0821(12) Uani 1 1 d . . . . .
H4 H 0.2137 0.8060 0.7687 0.098 Uiso 1 1 calc R . . . .
C5 C 0.2423(3) 0.7177(4) 0.6481(2) 0.0616(9) Uani 1 1 d . . . . .
C6 C 0.3069(2) 0.6286(4) 0.59942(19) 0.0491(7) Uani 1 1 d . . . . .
C7 C 0.3911(2) 0.5634(4) 0.64212(18) 0.0493(7) Uani 1 1 d . . . . .
H7 H 0.4340 0.5010 0.6100 0.059 Uiso 1 1 calc R . . . .
C8 C 0.26468(18) 0.6220(4) 0.50298(19) 0.0490(7) Uani 1 1 d . . . . .
C9 C 0.1634(2) 0.7105(4) 0.5122(2) 0.0593(9) Uani 1 1 d . . . . .
C10 C 0.3278(2) 0.7128(4) 0.4372(2) 0.0494(7) Uani 1 1 d . . . . .
C11 C 0.4214(2) 0.7780(4) 0.4620(2) 0.0554(8) Uani 1 1 d . . . . .
H11 H 0.4476 0.7671 0.5206 0.066 Uiso 1 1 calc R . . . .
C12 C 0.4765(3) 0.8594(4) 0.4004(2) 0.0623(9) Uani 1 1 d . . . . .
H12 H 0.5399 0.9004 0.4180 0.075 Uiso 1 1 calc R . . . .
C13 C 0.4386(3) 0.8804(4) 0.3130(2) 0.0583(8) Uani 1 1 d . . . . .
C14 C 0.4976(4) 0.9718(6) 0.2466(3) 0.0847(13) Uani 1 1 d . . . . .
H14A H 0.4689 1.0738 0.2402 0.127 Uiso 1 1 calc GR . . . .
H14B H 0.4938 0.9200 0.1897 0.127 Uiso 1 1 calc GR . . . .
H14C H 0.5676 0.9796 0.2678 0.127 Uiso 1 1 calc GR . . . .
C15 C 0.3448(3) 0.8181(5) 0.2892(2) 0.0628(9) Uani 1 1 d . . . . .
H15 H 0.3175 0.8328 0.2313 0.075 Uiso 1 1 calc R . . . .
C16 C 0.2902(2) 0.7345(5) 0.3492(2) 0.0589(8) Uani 1 1 d . . . . .
H16 H 0.2275 0.6920 0.3308 0.071 Uiso 1 1 calc R . . . .
C17 C 0.2458(2) 0.4541(4) 0.47382(18) 0.0495(7) Uani 1 1 d . . . . .
C18 C 0.1552(2) 0.3775(5) 0.4893(2) 0.0589(8) Uani 1 1 d . . . . .
H18 H 0.1019 0.4311 0.5141 0.071 Uiso 1 1 calc R . . . .
C19 C 0.1436(3) 0.2220(5) 0.4680(2) 0.0694(10) Uani 1 1 d . . . . .
H19 H 0.0823 0.1723 0.4781 0.083 Uiso 1 1 calc R . . . .
C20 C 0.2214(3) 0.1411(5) 0.4325(3) 0.0745(11) Uani 1 1 d . . . . .
H20 H 0.2135 0.0364 0.4191 0.089 Uiso 1 1 calc R . . . .
C21 C 0.3122(3) 0.2161(5) 0.4165(3) 0.0734(10) Uani 1 1 d . . . . .
H21 H 0.3653 0.1616 0.3921 0.088 Uiso 1 1 calc R . . . .
C22 C 0.3239(2) 0.3717(4) 0.4368(2) 0.0608(9) Uani 1 1 d . . . . .
H22 H 0.3848 0.4215 0.4256 0.073 Uiso 1 1 calc R . . . .


_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 1.402(4) . ?
O1 C9 1.360(5) . ?
O2 C9 1.196(4) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.487(5) . ?
C2 C3 1.398(5) . ?
C2 C7 1.402(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.390(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.363(6) . ?
C5 C6 1.377(4) . ?
C6 C7 1.371(4) . ?
C6 C8 1.521(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.545(4) . ?
C8 C10 1.530(4) . ?
C8 C17 1.529(5) . ?
C10 C11 1.386(4) . ?
C10 C16 1.396(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.389(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.388(5) . ?
C13 C14 1.510(5) . ?
C13 C15 1.374(5) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15 0.9300 . ?
C15 C16 1.378(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.388(4) . ?
C17 C22 1.384(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.385(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.365(6) . ?
C20 H20 0.9300 . ?
C20 C21 1.386(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.383(6) . ?
C22 H22 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 O1 C5 108.2(2) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 120.9(3) . . ?
C3 C2 C7 117.3(3) . . ?
C7 C2 C1 121.8(3) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 C2 122.3(3) . . ?
C4 C3 H3 118.8 . . ?
C3 C4 H4 121.4 . . ?
C5 C4 C3 117.3(3) . . ?
C5 C4 H4 121.4 . . ?
C4 C5 O1 124.8(3) . . ?
C4 C5 C6 123.0(4) . . ?
C6 C5 O1 112.2(3) . . ?
C5 C6 C8 108.5(3) . . ?
C7 C6 C5 119.1(3) . . ?
C7 C6 C8 132.5(2) . . ?
C2 C7 H7 119.5 . . ?
C6 C7 C2 121.0(3) . . ?
C6 C7 H7 119.5 . . ?
C6 C8 C9 100.0(2) . . ?
C6 C8 C10 114.0(2) . . ?
C6 C8 C17 110.6(2) . . ?
C10 C8 C9 107.4(3) . . ?
C17 C8 C9 111.4(2) . . ?
C17 C8 C10 112.7(2) . . ?
O1 C9 C8 110.8(3) . . ?
O2 C9 O1 120.6(3) . . ?
O2 C9 C8 128.5(3) . . ?
C11 C10 C8 122.4(3) . . ?
C11 C10 C16 117.8(3) . . ?
C16 C10 C8 119.8(3) . . ?
C10 C11 H11 119.6 . . ?
C10 C11 C12 120.7(3) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 119.5 . . ?
C13 C12 C11 121.1(3) . . ?
C13 C12 H12 119.5 . . ?
C12 C13 C14 121.0(3) . . ?
C15 C13 C12 118.0(3) . . ?
C15 C13 C14 121.0(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15 119.2 . . ?
C13 C15 C16 121.5(3) . . ?
C16 C15 H15 119.2 . . ?
C10 C16 H16 119.6 . . ?
C15 C16 C10 120.8(3) . . ?
C15 C16 H16 119.6 . . ?
C18 C17 C8 122.1(3) . . ?
C22 C17 C8 119.1(3) . . ?
C22 C17 C18 118.6(3) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.5(3) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.5(3) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 120.2 . . ?
C19 C20 C21 119.6(4) . . ?
C21 C20 H20 120.2 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.2(4) . . ?
C22 C21 H21 119.9 . . ?
C17 C22 H22 119.7 . . ?
C21 C22 C17 120.6(3) . . ?
C21 C22 H22 119.7 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2019-01-07
_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 12.972
_oxdiff_exptl_absorpt_empirical_full_min 0.162
####################################################################### 
# 
# 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_bd-20-18_1
_database_code_depnum_ccdc_archive 'CCDC 2174815'
loop_
_audit_author_name
_audit_author_address
'Dr. Mukesh Kumar'
;Bhabha Atomic Research Centre
India
;
_audit_update_record             
;
2022-05-25 deposited with the CCDC.	2022-10-19 downloaded from the CCDC.
;
_audit_creation_date             2019-01-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H22 O3'
_chemical_formula_sum            'C25 H22 O3'
_chemical_formula_weight         370.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 O3 H22'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.3483(3)
_cell_length_b                   14.7869(4)
_cell_length_c                   20.1111(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3969.5(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3753
_cell_measurement_temperature    293
_cell_measurement_theta_max      72.9640
_cell_measurement_theta_min      4.9640
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.640
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.02845
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1568
_exptl_crystal_size_max          1.0
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0579
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10136
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.228
_diffrn_reflns_theta_min         4.976
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 4.1600
_diffrn_detector_type            Titan
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     53.00  80.00   1.00    2.52    --   43.29  77.00 -30.00   27
  2  ω     72.00  98.00   1.00    2.52    --   43.29 126.00   0.00   26
  3  ω     76.00 102.00   1.00   10.09    --  102.90  77.00-120.00   26
  4  ω    121.00 158.00   1.00   10.09    --  102.90  77.00-120.00   37
  5  ω     78.00 157.00   1.00   10.09    --  102.90  61.00-150.00   79
  6  ω     22.00  96.00   1.00   10.09    --  102.90 -95.00 -90.00   74
  7  ω     16.00  64.00   1.00    2.52    --   43.29-126.00 -30.00   48
  8  ω     92.00 158.00   1.00   10.09    --  102.90  45.00 150.00   66
  9  ω   -115.00 -72.00   1.00    2.52    --  -43.29-126.00   0.00   43
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Titan'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0044330000
_diffrn_orient_matrix_UB_12      0.0300047000
_diffrn_orient_matrix_UB_13      0.0732982000
_diffrn_orient_matrix_UB_21      -0.1055288000
_diffrn_orient_matrix_UB_22      0.0392510000
_diffrn_orient_matrix_UB_23      -0.0115148000
_diffrn_orient_matrix_UB_31      -0.0465513000
_diffrn_orient_matrix_UB_32      -0.0917141000
_diffrn_orient_matrix_UB_33      0.0190390000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2436
_reflns_number_total             3869
_reflns_odcompleteness_completeness 99.40
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (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         0.206
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3869
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1042
_refine_ls_R_factor_gt           0.0723
_refine_ls_restrained_S_all      1.069
_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)+(0.1405P)²+0.0445P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1973
_refine_ls_wR_factor_ref         0.2462
_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)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C11(H11), C12(H12), C13(H13), C14(H14), C15(H15),
 C17(H17), C19(H19), C20(H20), C24(H24)
2.c X=CH2 refined with riding coordinates:
 C25(H25A,H25B)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C22(H22A,H22B,H22C)
;
_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 0.23226(11) 0.50179(12) 0.73299(13) 0.0771(7) Uani 1 1 d . . . . .
O2 O 0.24359(15) 0.51555(14) 0.62320(14) 0.0929(8) Uani 1 1 d . . . . .
O3 O 0.26660(13) 0.69491(11) 0.69398(13) 0.0797(7) Uani 1 1 d . . . . .
C1 C 0.5097(3) 0.5932(2) 0.9331(2) 0.0950(10) Uani 1 1 d . . . . .
H1A H 0.5597 0.5469 0.9366 0.143 Uiso 1 1 calc GR . . . .
H1B H 0.4769 0.6006 0.9753 0.143 Uiso 1 1 calc GR . . . .
H1C H 0.5408 0.6492 0.9205 0.143 Uiso 1 1 calc GR . . . .
C2 C 0.4342(2) 0.56689(16) 0.88168(18) 0.0733(8) Uani 1 1 d . . . . .
C3 C 0.3396(2) 0.53591(18) 0.8988(2) 0.0839(10) Uani 1 1 d . . . . .
H3 H 0.3234 0.5313 0.9437 0.101 Uiso 1 1 calc R . . . .
C4 C 0.2681(2) 0.51147(19) 0.8521(2) 0.0851(10) Uani 1 1 d . . . . .
H4 H 0.2052 0.4904 0.8646 0.102 Uiso 1 1 calc R . . . .
C5 C 0.29465(17) 0.51983(14) 0.78681(18) 0.0684(8) Uani 1 1 d . . . . .
C6 C 0.38892(15) 0.54828(13) 0.76709(16) 0.0596(7) Uani 1 1 d . . . . .
C7 C 0.45848(18) 0.57229(15) 0.81455(16) 0.0632(7) Uani 1 1 d . . . . .
H7 H 0.5217 0.5921 0.8017 0.076 Uiso 1 1 calc R . . . .
C8 C 0.39318(15) 0.54795(14) 0.69225(16) 0.0594(7) Uani 1 1 d . . . . .
C9 C 0.28236(19) 0.52356(15) 0.67586(19) 0.0705(9) Uani 1 1 d . . . . .
C10 C 0.45561(16) 0.47008(14) 0.66305(16) 0.0590(7) Uani 1 1 d . . . . .
C11 C 0.4597(2) 0.45775(18) 0.59464(19) 0.0787(9) Uani 1 1 d . . . . .
H11 H 0.4262 0.4979 0.5668 0.094 Uiso 1 1 calc R . . . .
C12 C 0.5131(2) 0.3863(2) 0.5671(2) 0.0849(9) Uani 1 1 d . . . . .
H12 H 0.5153 0.3791 0.5212 0.102 Uiso 1 1 calc R . . . .
C13 C 0.5627(2) 0.32650(18) 0.6076(2) 0.0784(9) Uani 1 1 d . . . . .
H13 H 0.5984 0.2786 0.5893 0.094 Uiso 1 1 calc R . . . .
C14 C 0.5594(2) 0.33782(17) 0.6747(2) 0.0763(9) Uani 1 1 d . . . . .
H14 H 0.5927 0.2971 0.7022 0.092 Uiso 1 1 calc R . . . .
C15 C 0.50659(15) 0.40972(16) 0.70283(17) 0.0629(7) Uani 1 1 d . . . . .
H15 H 0.5058 0.4170 0.7488 0.076 Uiso 1 1 calc R . . . .
C16 C 0.42526(16) 0.64065(14) 0.66538(15) 0.0590(7) Uani 1 1 d . . . . .
C17 C 0.52328(16) 0.65624(15) 0.64560(16) 0.0628(7) Uani 1 1 d . . . . .
H17 H 0.5681 0.6081 0.6451 0.075 Uiso 1 1 calc R . . . .
C18 C 0.55691(19) 0.74121(16) 0.62656(16) 0.0676(8) Uani 1 1 d . . . . .
C19 C 0.4886(2) 0.81114(16) 0.62686(17) 0.0730(8) Uani 1 1 d . . . . .
H19 H 0.5090 0.8683 0.6131 0.088 Uiso 1 1 calc R . . . .
C20 C 0.3906(2) 0.79851(15) 0.64709(17) 0.0710(8) Uani 1 1 d . . . . .
H20 H 0.3458 0.8467 0.6465 0.085 Uiso 1 1 calc R . . . .
C21 C 0.35930(18) 0.71373(15) 0.66830(16) 0.0629(7) Uani 1 1 d . . . . .
C22 C 0.1953(2) 0.7652(2) 0.6996(2) 0.0846(10) Uani 1 1 d . . . . .
H22A H 0.1810 0.7893 0.6563 0.127 Uiso 1 1 calc GR . . . .
H22B H 0.2215 0.8122 0.7275 0.127 Uiso 1 1 calc GR . . . .
H22C H 0.1348 0.7417 0.7189 0.127 Uiso 1 1 calc GR . . . .
C23 C 0.6654(2) 0.75620(19) 0.6076(2) 0.0791(9) Uani 1 1 d . . . . .
H23A H 0.6836 0.8180 0.6183 0.095 Uiso 1 1 calc R . . . .
H23B H 0.7071 0.7166 0.6343 0.095 Uiso 1 1 calc R . . . .
C24 C 0.6869(3) 0.7403(5) 0.5389(3) 0.152(2) Uani 1 1 d . . . . .
H24 H 0.6660 0.6837 0.5243 0.183 Uiso 1 1 calc R . . . .
C25 C 0.7270(4) 0.7855(7) 0.4952(4) 0.209(4) Uani 1 1 d . . . . .
H25A H 0.7505 0.8433 0.5048 0.251 Uiso 1 1 calc R . . . .
H25B H 0.7338 0.7621 0.4526 0.251 Uiso 1 1 calc R . . . .


_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 1.391(4) . ?
O1 C9 1.368(4) . ?
O2 C9 1.185(4) . ?
O3 C21 1.369(3) . ?
O3 C22 1.414(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.495(5) . ?
C2 C3 1.387(4) . ?
C2 C7 1.391(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.388(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.365(5) . ?
C5 C6 1.385(3) . ?
C6 C7 1.378(4) . ?
C6 C8 1.506(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.558(3) . ?
C8 C10 1.538(3) . ?
C8 C16 1.534(3) . ?
C10 C11 1.389(4) . ?
C10 C15 1.378(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.389(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.372(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.361(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.395(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.387(3) . ?
C16 C21 1.395(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.388(3) . ?
C18 C19 1.378(4) . ?
C18 C23 1.515(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.383(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.388(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.429(7) . ?
C24 H24 0.9300 . ?
C24 C25 1.227(8) . ?
C25 H25A 0.9300 . ?
C25 H25B 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 O1 C5 108.4(2) . . ?
C21 O3 C22 119.3(2) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 121.8(3) . . ?
C3 C2 C7 118.2(3) . . ?
C7 C2 C1 120.0(3) . . ?
C2 C3 H3 118.5 . . ?
C2 C3 C4 122.9(4) . . ?
C4 C3 H3 118.5 . . ?
C3 C4 H4 121.6 . . ?
C5 C4 C3 116.7(3) . . ?
C5 C4 H4 121.6 . . ?
C4 C5 O1 125.1(2) . . ?
C4 C5 C6 122.6(3) . . ?
C6 C5 O1 112.3(3) . . ?
C5 C6 C8 108.6(2) . . ?
C7 C6 C5 119.5(3) . . ?
C7 C6 C8 131.9(2) . . ?
C2 C7 H7 120.0 . . ?
C6 C7 C2 120.0(2) . . ?
C6 C7 H7 120.0 . . ?
C6 C8 C9 100.2(2) . . ?
C6 C8 C10 113.9(2) . . ?
C6 C8 C16 111.1(2) . . ?
C10 C8 C9 105.10(19) . . ?
C16 C8 C9 113.41(19) . . ?
C16 C8 C10 112.5(2) . . ?
O1 C9 C8 109.9(3) . . ?
O2 C9 O1 120.9(2) . . ?
O2 C9 C8 128.8(3) . . ?
C11 C10 C8 119.8(2) . . ?
C15 C10 C8 122.1(3) . . ?
C15 C10 C11 118.1(2) . . ?
C10 C11 H11 119.5 . . ?
C10 C11 C12 121.0(3) . . ?
C12 C11 H11 119.5 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.1(3) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.5(3) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 119.6 . . ?
C13 C14 C15 120.8(3) . . ?
C15 C14 H14 119.6 . . ?
C10 C15 C14 120.5(3) . . ?
C10 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C17 C16 C8 120.85(19) . . ?
C17 C16 C21 118.6(2) . . ?
C21 C16 C8 120.1(2) . . ?
C16 C17 H17 118.8 . . ?
C16 C17 C18 122.3(2) . . ?
C18 C17 H17 118.8 . . ?
C17 C18 C23 120.8(2) . . ?
C19 C18 C17 117.6(2) . . ?
C19 C18 C23 121.6(2) . . ?
C18 C19 H19 119.1 . . ?
C18 C19 C20 121.7(2) . . ?
C20 C19 H19 119.1 . . ?
C19 C20 H20 120.1 . . ?
C19 C20 C21 119.8(2) . . ?
C21 C20 H20 120.1 . . ?
O3 C21 C16 115.38(19) . . ?
O3 C21 C20 124.8(2) . . ?
C20 C21 C16 119.8(2) . . ?
O3 C22 H22A 109.5 . . ?
O3 C22 H22B 109.5 . . ?
O3 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18 C23 H23A 108.7 . . ?
C18 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
C24 C23 C18 114.3(3) . . ?
C24 C23 H23A 108.7 . . ?
C24 C23 H23B 108.7 . . ?
C23 C24 H24 113.2 . . ?
C25 C24 C23 133.6(8) . . ?
C25 C24 H24 113.2 . . ?
C24 C25 H25A 120.0 . . ?
C24 C25 H25B 120.0 . . ?
H25A C25 H25B 120.0 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2019-01-01
_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 14.121
_oxdiff_exptl_absorpt_empirical_full_min 0.276
