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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Compound5aa
_database_code_depnum_ccdc_archive 'CCDC 2213160'
loop_
_audit_author_name
_audit_author_address
'K C Kumara Swamy'
;University of Hyderabad
India
;
_audit_update_record             
;
2022-10-15 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2022-05-07
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H16 O3'
_chemical_formula_sum            'C24 H16 O3'
_chemical_formula_weight         352.37
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   7.9771(3)
_cell_length_b                   14.2651(6)
_cell_length_c                   15.4453(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1757.58(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9892
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.40
_cell_measurement_theta_min      2.64
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.983
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0176
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14675
_diffrn_reflns_point_group_measured_fraction_full 0.959
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        24.988
_diffrn_reflns_theta_max         24.988
_diffrn_reflns_theta_min         2.637
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.917
_reflns_Friedel_fraction_full    0.957
_reflns_Friedel_fraction_max     0.957
_reflns_number_gt                2815
_reflns_number_total             2973
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.092
_refine_diff_density_min         -0.086
_refine_diff_density_rms         0.020
_refine_ls_abs_structure_details 
;
 Flack x determined using 1297 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.2(2)
_refine_ls_extinction_coef       0.146(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         2973
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0288
_refine_ls_restrained_S_all      1.102
_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)+(0.0328P)²+0.1996P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0727
_refine_ls_wR_factor_ref         0.0747
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C18(H18), C17(H17), C24(H24), C6(H6), C16(H16), C9(H9), C15(H15),
 C8(H8), C7(H7), C23(H23), C20(H20), C22(H22), C21(H21)
;
_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
O3 O 0.7687(2) 0.78072(11) 0.44625(12) 0.0613(5) Uani 1 1 d . . . . .
O1 O 0.5906(2) 0.74734(12) 0.73618(12) 0.0632(5) Uani 1 1 d . . . . .
O2 O 0.7483(3) 0.90899(12) 0.52591(15) 0.0774(6) Uani 1 1 d . . . . .
C13 C 0.7611(3) 0.52242(15) 0.49448(13) 0.0431(5) Uani 1 1 d . . . . .
C3 C 0.7440(2) 0.66884(16) 0.59102(14) 0.0436(5) Uani 1 1 d . . . . .
C4 C 0.7406(3) 0.61629(16) 0.67371(14) 0.0451(5) Uani 1 1 d . . . . .
C5 C 0.6585(3) 0.65932(16) 0.74349(16) 0.0522(5) Uani 1 1 d . . . . .
C14 C 0.8968(3) 0.47678(16) 0.45739(16) 0.0537(6) Uani 1 1 d . . . . .
H14 H 0.989592 0.511048 0.439257 0.064 Uiso 1 1 calc R . . . .
C18 C 0.6238(3) 0.46986(14) 0.52073(14) 0.0472(5) Uani 1 1 d . . . . .
H18 H 0.531171 0.499654 0.544797 0.057 Uiso 1 1 calc R . . . .
C12 C 0.7610(3) 0.62639(15) 0.50596(14) 0.0437(5) Uani 1 1 d . . . . .
C17 C 0.6239(3) 0.37371(16) 0.51132(17) 0.0584(6) Uani 1 1 d . . . . .
H17 H 0.532681 0.338847 0.530527 0.070 Uiso 1 1 calc R . . . .
C11 C 0.7696(3) 0.68467(17) 0.43609(15) 0.0494(6) Uani 1 1 d . . . . .
C19 C 0.7787(3) 0.66050(16) 0.34277(16) 0.0515(6) Uani 1 1 d . . . . .
C2 C 0.7260(3) 0.76353(16) 0.59818(16) 0.0490(5) Uani 1 1 d . . . . .
C24 C 0.6887(3) 0.58678(18) 0.30793(17) 0.0605(6) Uani 1 1 d . . . . .
H24 H 0.622900 0.549703 0.343943 0.073 Uiso 1 1 calc R . . . .
C6 C 0.6366(4) 0.6131(2) 0.82162(16) 0.0645(7) Uani 1 1 d . . . . .
H6 H 0.574429 0.640665 0.865726 0.077 Uiso 1 1 calc R . . . .
C1 C 0.6923(3) 0.80824(17) 0.68413(18) 0.0581(6) Uani 1 1 d . . . . .
H1A H 0.797495 0.820561 0.713510 0.070 Uiso 1 1 calc R . . . .
H1B H 0.635076 0.867530 0.675687 0.070 Uiso 1 1 calc R . . . .
C16 C 0.7579(4) 0.32928(18) 0.4738(2) 0.0700(8) Uani 1 1 d . . . . .
H16 H 0.756200 0.264601 0.466304 0.084 Uiso 1 1 calc R . . . .
C9 C 0.8151(3) 0.52915(16) 0.68885(16) 0.0516(6) Uani 1 1 d . . . . .
H9 H 0.876425 0.500473 0.645011 0.062 Uiso 1 1 calc R . . . .
C10 C 0.7463(3) 0.82429(17) 0.52491(17) 0.0568(6) Uani 1 1 d . . . . .
C15 C 0.8946(4) 0.38029(18) 0.4473(2) 0.0688(7) Uani 1 1 d . . . . .
H15 H 0.985882 0.349956 0.422475 0.083 Uiso 1 1 calc R . . . .
C8 C 0.7990(3) 0.4850(2) 0.76803(18) 0.0633(7) Uani 1 1 d . . . . .
H8 H 0.850240 0.427296 0.777207 0.076 Uiso 1 1 calc R . . . .
C7 C 0.7075(4) 0.5261(2) 0.83347(18) 0.0687(8) Uani 1 1 d . . . . .
H7 H 0.693497 0.494884 0.885850 0.082 Uiso 1 1 calc R . . . .
C23 C 0.6953(4) 0.5673(2) 0.21988(19) 0.0743(8) Uani 1 1 d . . . . .
H23 H 0.632725 0.517925 0.197470 0.089 Uiso 1 1 calc R . . . .
C20 C 0.8745(4) 0.7151(2) 0.28704(18) 0.0728(8) Uani 1 1 d . . . . .
H20 H 0.933619 0.766242 0.308443 0.087 Uiso 1 1 calc R . . . .
C22 C 0.7925(5) 0.6197(3) 0.1662(2) 0.0858(10) Uani 1 1 d . . . . .
H22 H 0.798317 0.605877 0.107412 0.103 Uiso 1 1 calc R . . . .
C21 C 0.8821(5) 0.6936(3) 0.2000(2) 0.0925(11) Uani 1 1 d . . . . .
H21 H 0.948884 0.729597 0.163578 0.111 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
O3 C11 1.379(3) . ?
O3 C10 1.376(3) . ?
O1 C5 1.372(3) . ?
O1 C1 1.435(3) . ?
O2 C10 1.208(3) . ?
C13 C14 1.387(3) . ?
C13 C18 1.388(3) . ?
C13 C12 1.494(3) . ?
C3 C4 1.481(3) . ?
C3 C12 1.453(3) . ?
C3 C2 1.363(3) . ?
C4 C5 1.403(3) . ?
C4 C9 1.398(3) . ?
C5 C6 1.386(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.385(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.379(3) . ?
C12 C11 1.364(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.371(4) . ?
C11 C19 1.484(3) . ?
C19 C24 1.382(4) . ?
C19 C20 1.390(3) . ?
C2 C1 1.497(4) . ?
C2 C10 1.435(3) . ?
C24 H24 0.9300 . ?
C24 C23 1.389(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.376(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C16 H16 0.9300 . ?
C16 C15 1.373(4) . ?
C9 H9 0.9300 . ?
C9 C8 1.381(4) . ?
C15 H15 0.9300 . ?
C8 H8 0.9300 . ?
C8 C7 1.378(4) . ?
C7 H7 0.9300 . ?
C23 H23 0.9300 . ?
C23 C22 1.360(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.380(4) . ?
C22 H22 0.9300 . ?
C22 C21 1.376(5) . ?
C21 H21 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
C10 O3 C11 123.36(17) . . ?
C5 O1 C1 112.13(18) . . ?
C14 C13 C18 118.88(19) . . ?
C14 C13 C12 121.04(19) . . ?
C18 C13 C12 120.08(19) . . ?
C12 C3 C4 124.78(19) . . ?
C2 C3 C4 115.5(2) . . ?
C2 C3 C12 119.8(2) . . ?
C5 C4 C3 116.7(2) . . ?
C9 C4 C3 125.9(2) . . ?
C9 C4 C5 117.3(2) . . ?
O1 C5 C4 121.4(2) . . ?
O1 C5 C6 117.2(2) . . ?
C6 C5 C4 121.3(2) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.2(2) . . ?
C15 C14 H14 119.9 . . ?
C13 C18 H18 119.8 . . ?
C17 C18 C13 120.4(2) . . ?
C17 C18 H18 119.8 . . ?
C3 C12 C13 121.41(18) . . ?
C11 C12 C13 120.7(2) . . ?
C11 C12 C3 117.78(19) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 C18 120.3(2) . . ?
C16 C17 H17 119.8 . . ?
O3 C11 C19 109.98(18) . . ?
C12 C11 O3 121.0(2) . . ?
C12 C11 C19 129.0(2) . . ?
C24 C19 C11 122.0(2) . . ?
C24 C19 C20 118.1(2) . . ?
C20 C19 C11 119.9(2) . . ?
C3 C2 C1 120.9(2) . . ?
C3 C2 C10 121.5(2) . . ?
C10 C2 C1 117.5(2) . . ?
C19 C24 H24 119.5 . . ?
C19 C24 C23 120.9(3) . . ?
C23 C24 H24 119.5 . . ?
C5 C6 H6 120.2 . . ?
C7 C6 C5 119.6(3) . . ?
C7 C6 H6 120.2 . . ?
O1 C1 C2 109.9(2) . . ?
O1 C1 H1A 109.7 . . ?
O1 C1 H1B 109.7 . . ?
C2 C1 H1A 109.7 . . ?
C2 C1 H1B 109.7 . . ?
H1A C1 H1B 108.2 . . ?
C17 C16 H16 120.0 . . ?
C17 C16 C15 120.0(2) . . ?
C15 C16 H16 120.0 . . ?
C4 C9 H9 119.5 . . ?
C8 C9 C4 120.9(2) . . ?
C8 C9 H9 119.5 . . ?
O3 C10 C2 116.0(2) . . ?
O2 C10 O3 117.5(2) . . ?
O2 C10 C2 126.5(3) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
C9 C8 H8 119.8 . . ?
C7 C8 C9 120.3(3) . . ?
C7 C8 H8 119.8 . . ?
C6 C7 C8 120.2(2) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C24 C23 H23 119.7 . . ?
C22 C23 C24 120.6(3) . . ?
C22 C23 H23 119.7 . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.2(3) . . ?
C21 C20 H20 119.9 . . ?
C23 C22 H22 120.5 . . ?
C23 C22 C21 119.1(3) . . ?
C21 C22 H22 120.5 . . ?
C20 C21 H21 119.4 . . ?
C22 C21 C20 121.1(3) . . ?
C22 C21 H21 119.4 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_Compound5ce
_database_code_depnum_ccdc_archive 'CCDC 2213161'
loop_
_audit_author_name
_audit_author_address
'K C Kumara Swamy'
;University of Hyderabad
India
;
_audit_update_record             
;
2022-10-15 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2022-05-07
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H15 Br O4, C Cl'
_chemical_formula_sum            'C21 H15 Br Cl O4'
_chemical_formula_weight         446.69
_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'
Br Br -0.2901 2.4595 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.4674(10)
_cell_length_b                   7.5481(5)
_cell_length_c                   16.6864(10)
_cell_angle_alpha                90
_cell_angle_beta                 117.646(2)
_cell_angle_gamma                90
_cell_volume                     1837.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7187
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      26.40
_cell_measurement_theta_min      2.76
_shelx_estimated_absorpt_T_max   0.795
_shelx_estimated_absorpt_T_min   0.645
_exptl_absorpt_coefficient_mu    2.408
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             900
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15049
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.756
_diffrn_ambient_temperature      297.46
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2695
_reflns_number_total             3187
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.538
_refine_diff_density_min         -1.057
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3187
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0462
_refine_ls_restrained_S_all      1.061
_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)+(0.0703P)²+1.6542P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1256
_refine_ls_wR_factor_ref         0.1320
_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:
 C1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C19(H19), C7(H7), C15(H15), C18(H18), C16(H16), C17(H17)
2.c Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C20(H20A,H20B,H20C)
;
_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
Br1 Br 0.28851(3) 0.68778(6) 0.00224(2) 0.0706(2) Uani 1 1 d . . . . .
O3 O 0.78562(15) 0.6328(3) 0.42070(14) 0.0484(5) Uani 1 1 d . . . . .
O1 O 0.49347(15) 0.5380(3) 0.40086(14) 0.0509(6) Uani 1 1 d . . . . .
O4 O 0.31450(16) 0.5205(4) 0.31945(16) 0.0588(6) Uani 1 1 d . . . . .
O2 O 0.76942(18) 0.6858(4) 0.54208(16) 0.0631(7) Uani 1 1 d . . . . .
C4 C 0.4984(2) 0.6085(4) 0.26208(19) 0.0397(6) Uani 1 1 d . . . . .
C3 C 0.5992(2) 0.6096(4) 0.31408(19) 0.0387(6) Uani 1 1 d . . . . .
C9 C 0.4486(2) 0.6485(4) 0.1695(2) 0.0439(7) Uani 1 1 d . . . . .
H9 H 0.478889 0.681922 0.136712 0.053 Uiso 1 1 calc R . . . .
C2 C 0.6349(2) 0.6338(4) 0.4051(2) 0.0420(7) Uani 1 1 d . . . . .
C6 C 0.3539(2) 0.5598(4) 0.2661(2) 0.0463(7) Uani 1 1 d . . . . .
C12 C 0.6603(2) 0.5764(4) 0.27481(18) 0.0374(6) Uani 1 1 d . . . . .
C5 C 0.4494(2) 0.5702(4) 0.3098(2) 0.0424(7) Uani 1 1 d . . . . .
C11 C 0.7516(2) 0.5869(4) 0.33070(19) 0.0419(7) Uani 1 1 d . . . . .
C10 C 0.7312(2) 0.6525(4) 0.4619(2) 0.0453(7) Uani 1 1 d . . . . .
C13 C 0.6255(2) 0.5111(5) 0.1791(2) 0.0475(7) Uani 1 1 d . . . . .
H13A H 0.613681 0.610429 0.139252 0.071 Uiso 1 1 calc GR . . . .
H13B H 0.569865 0.445356 0.161420 0.071 Uiso 1 1 calc GR . . . .
H13C H 0.670781 0.435933 0.175610 0.071 Uiso 1 1 calc GR . . . .
C19 C 0.8260(2) 0.5928(5) 0.2293(2) 0.0492(8) Uani 1 1 d . . . . .
H19 H 0.775097 0.650991 0.185158 0.059 Uiso 1 1 calc R . . . .
C14 C 0.8280(2) 0.5472(4) 0.3113(2) 0.0440(7) Uani 1 1 d . . . . .
C8 C 0.3549(2) 0.6377(4) 0.1282(2) 0.0470(7) Uani 1 1 d . . . . .
C1 C 0.5738(2) 0.6436(5) 0.4488(2) 0.0522(8) Uani 1 1 d . . . . .
H1A H 0.606841 0.602256 0.510773 0.063 Uiso 1 1 calc R . . . .
H1B H 0.556112 0.765774 0.449943 0.063 Uiso 1 1 calc R . . . .
C7 C 0.3064(2) 0.5930(5) 0.1736(2) 0.0499(8) Uani 1 1 d . . . . .
H7 H 0.242769 0.585155 0.143040 0.060 Uiso 1 1 calc R . . . .
C15 C 0.9059(3) 0.4619(5) 0.3766(2) 0.0594(9) Uani 1 1 d . . . . .
H15 H 0.908917 0.431805 0.431938 0.071 Uiso 1 1 calc R . . . .
C20 C 0.2185(2) 0.5499(6) 0.2833(3) 0.0618(9) Uani 1 1 d . . . . .
H20A H 0.204217 0.668723 0.260475 0.093 Uiso 1 1 calc GR . . . .
H20B H 0.200714 0.533383 0.330068 0.093 Uiso 1 1 calc GR . . . .
H20C H 0.185887 0.467538 0.235123 0.093 Uiso 1 1 calc GR . . . .
C18 C 0.8987(3) 0.5521(6) 0.2134(3) 0.0619(9) Uani 1 1 d . . . . .
H18 H 0.896609 0.582969 0.158562 0.074 Uiso 1 1 calc R . . . .
C16 C 0.9774(3) 0.4225(7) 0.3604(3) 0.0739(12) Uani 1 1 d . . . . .
H16 H 1.028779 0.365799 0.404628 0.089 Uiso 1 1 calc R . . . .
C17 C 0.9744(3) 0.4661(7) 0.2781(3) 0.0731(12) Uani 1 1 d . . . . .
H17 H 1.023072 0.437365 0.266911 0.088 Uiso 1 1 calc R . . . .
Cl1 Cl 0.9842(4) 0.3867(4) 0.0603(2) 0.1974(15) Uani 1 1 d . . . . .
C21 C 0.9460(11) 0.512(3) -0.0123(13) 0.309(11) 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
Br1 C8 1.904(3) . ?
O3 C11 1.381(4) . ?
O3 C10 1.367(4) . ?
O1 C5 1.369(4) . ?
O1 C1 1.429(4) . ?
O4 C6 1.355(4) . ?
O4 C20 1.424(4) . ?
O2 C10 1.211(4) . ?
C4 C3 1.473(4) . ?
C4 C9 1.405(4) . ?
C4 C5 1.401(4) . ?
C3 C2 1.363(4) . ?
C3 C12 1.455(4) . ?
C9 H9 0.9300 . ?
C9 C8 1.370(5) . ?
C2 C10 1.428(5) . ?
C2 C1 1.493(5) . ?
C6 C5 1.396(5) . ?
C6 C7 1.391(5) . ?
C12 C11 1.355(4) . ?
C12 C13 1.508(4) . ?
C11 C14 1.469(5) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C19 H19 0.9300 . ?
C19 C14 1.395(4) . ?
C19 C18 1.376(5) . ?
C14 C15 1.397(5) . ?
C8 C7 1.374(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C7 H7 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.357(6) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C18 H18 0.9300 . ?
C18 C17 1.375(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.389(6) . ?
C17 H17 0.9300 . ?
Cl1 C21 1.43(2) . ?
Cl1 C21 1.84(3) 3_765 ?
C21 C21 1.64(4) 3_765 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 O3 C11 123.0(2) . . ?
C5 O1 C1 113.5(3) . . ?
C6 O4 C20 117.6(3) . . ?
C9 C4 C3 124.7(3) . . ?
C5 C4 C3 117.1(3) . . ?
C5 C4 C9 118.2(3) . . ?
C2 C3 C4 116.3(3) . . ?
C2 C3 C12 119.6(3) . . ?
C12 C3 C4 124.0(3) . . ?
C4 C9 H9 120.5 . . ?
C8 C9 C4 119.1(3) . . ?
C8 C9 H9 120.5 . . ?
C3 C2 C10 121.7(3) . . ?
C3 C2 C1 120.7(3) . . ?
C10 C2 C1 117.6(3) . . ?
O4 C6 C5 115.9(3) . . ?
O4 C6 C7 125.0(3) . . ?
C7 C6 C5 119.1(3) . . ?
C3 C12 C13 122.1(3) . . ?
C11 C12 C3 117.3(3) . . ?
C11 C12 C13 120.2(3) . . ?
O1 C5 C4 121.3(3) . . ?
O1 C5 C6 117.3(3) . . ?
C6 C5 C4 121.5(3) . . ?
O3 C11 C14 109.5(3) . . ?
C12 C11 O3 121.6(3) . . ?
C12 C11 C14 128.9(3) . . ?
O3 C10 C2 116.1(3) . . ?
O2 C10 O3 116.9(3) . . ?
O2 C10 C2 127.0(3) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C14 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C14 120.4(3) . . ?
C19 C14 C11 122.2(3) . . ?
C19 C14 C15 118.3(3) . . ?
C15 C14 C11 119.5(3) . . ?
C9 C8 Br1 118.6(3) . . ?
C9 C8 C7 123.0(3) . . ?
C7 C8 Br1 118.4(2) . . ?
O1 C1 C2 110.9(3) . . ?
O1 C1 H1A 109.4 . . ?
O1 C1 H1B 109.4 . . ?
C2 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
C6 C7 H7 120.5 . . ?
C8 C7 C6 119.0(3) . . ?
C8 C7 H7 120.5 . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.9(4) . . ?
C16 C15 H15 119.6 . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C18 H18 119.8 . . ?
C17 C18 C19 120.4(4) . . ?
C17 C18 H18 119.8 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.5(4) . . ?
C17 C16 H16 119.7 . . ?
C18 C17 C16 119.4(4) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C21 Cl1 C21 58.4(10) . 3_765 ?
Cl1 C21 Cl1 121.6(10) . 3_765 ?
Cl1 C21 C21 73.5(12) . 3_765 ?
C21 C21 Cl1 48.1(17) 3_765 3_765 ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_Compound7b
_database_code_depnum_ccdc_archive 'CCDC 2213164'
loop_
_audit_author_name
_audit_author_address
'K C Kumara Swamy'
;University of Hyderabad
India
;
_audit_update_record             
;
2022-10-15 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H18 O4'
_chemical_formula_weight         394.40

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Fdd2

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'

_cell_length_a                   52.655(4)
_cell_length_b                   7.5681(4)
_cell_length_c                   19.8301(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     7902.3(9)
_cell_formula_units_Z            16
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    5289
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      26.31

_exptl_crystal_description       blocks
_exptl_crystal_colour            'colour less'
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3296
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10034
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_sigmaI/netI    0.0240
_diffrn_reflns_limit_h_min       -47
_diffrn_reflns_limit_h_max       61
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.91
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3261
_reflns_number_gt                3004
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0457P)²+3.9643P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00092(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.2(10)
_refine_ls_number_reflns         3261
_refine_ls_number_parameters     274
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0339
_refine_ls_wR_factor_ref         0.0873
_refine_ls_wR_factor_gt          0.0851
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.23528(3) 0.57281(19) 0.33710(8) 0.0508(4) Uani 1 1 d . . .
O4 O 0.26112(3) 0.4747(2) 0.56641(7) 0.0539(4) Uani 1 1 d . . .
O2 O 0.20813(3) 0.6310(3) 0.41747(9) 0.0680(5) Uani 1 1 d . . .
C13 C 0.31825(4) 0.3792(3) 0.46092(9) 0.0387(4) Uani 1 1 d . . .
C9 C 0.29455(4) 0.3215(3) 0.32733(10) 0.0453(5) Uani 1 1 d . . .
H9 H 0.3066 0.2671 0.3546 0.054 Uiso 1 1 calc R . .
C3 C 0.27167(4) 0.4496(2) 0.42993(9) 0.0375(4) Uani 1 1 d . . .
C1 C 0.22866(4) 0.5724(3) 0.40400(11) 0.0458(5) Uani 1 1 d . . .
C4 C 0.27498(4) 0.4201(2) 0.35747(9) 0.0389(4) Uani 1 1 d . . .
O3 O 0.22180(4) 0.5574(4) 0.54763(10) 0.0960(8) Uani 1 1 d . . .
C5 C 0.25676(4) 0.4882(3) 0.31381(10) 0.0429(5) Uani 1 1 d . . .
C19 C 0.30251(4) 0.4244(3) 0.60449(10) 0.0438(5) Uani 1 1 d . . .
C11 C 0.28533(4) 0.4393(3) 0.54553(10) 0.0442(5) Uani 1 1 d . . .
C14 C 0.32881(4) 0.2169(3) 0.47569(10) 0.0449(5) Uani 1 1 d . . .
H14 H 0.3195 0.1336 0.4997 0.054 Uiso 1 1 calc R . .
C2 C 0.24812(4) 0.5103(2) 0.45134(11) 0.0412(4) Uani 1 1 d . . .
C12 C 0.29130(4) 0.4209(3) 0.47987(10) 0.0400(4) Uani 1 1 d . . .
C16 C 0.36764(4) 0.2961(3) 0.41773(11) 0.0468(5) Uani 1 1 d . . .
C18 C 0.33270(4) 0.5015(3) 0.42549(11) 0.0456(5) Uani 1 1 d . . .
H18 H 0.3260 0.6126 0.4162 0.055 Uiso 1 1 calc R . .
C24 C 0.32507(4) 0.5184(3) 0.60854(11) 0.0503(5) Uani 1 1 d . . .
H24 H 0.3301 0.5896 0.5728 0.060 Uiso 1 1 calc R . .
C15 C 0.35322(4) 0.1779(3) 0.45482(12) 0.0503(5) Uani 1 1 d . . .
H15 H 0.3602 0.0689 0.4660 0.060 Uiso 1 1 calc R . .
C20 C 0.29544(4) 0.3200(3) 0.65897(11) 0.0503(5) Uani 1 1 d . . .
H20 H 0.2804 0.2553 0.6571 0.060 Uiso 1 1 calc R . .
C17 C 0.35689(4) 0.4593(3) 0.40397(11) 0.0504(5) Uani 1 1 d . . .
H17 H 0.3662 0.5423 0.3797 0.060 Uiso 1 1 calc R . .
C21 C 0.31052(5) 0.3114(3) 0.71583(11) 0.0573(6) Uani 1 1 d . . .
H21 H 0.3055 0.2408 0.7518 0.069 Uiso 1 1 calc R . .
C6 C 0.25865(5) 0.4734(3) 0.24447(12) 0.0548(6) Uani 1 1 d . . .
H6 H 0.2464 0.5237 0.2168 0.066 Uiso 1 1 calc R . .
C8 C 0.29622(5) 0.3036(3) 0.25855(11) 0.0542(6) Uani 1 1 d . . .
H8 H 0.3093 0.2369 0.2398 0.065 Uiso 1 1 calc R . .
C23 C 0.34000(5) 0.5066(3) 0.66543(12) 0.0551(6) Uani 1 1 d . . .
H23 H 0.3553 0.5684 0.6668 0.066 Uiso 1 1 calc R . .
C10 C 0.24182(4) 0.5197(3) 0.52222(12) 0.0547(6) Uani 1 1 d . . .
C22 C 0.33306(5) 0.4060(3) 0.72044(10) 0.0531(6) Uani 1 1 d . . .
C7 C 0.27857(5) 0.3847(3) 0.21710(11) 0.0578(6) Uani 1 1 d . . .
H7 H 0.2804 0.3785 0.1705 0.069 Uiso 1 1 calc R . .
C25 C 0.39397(5) 0.2509(4) 0.39301(15) 0.0681(7) Uani 1 1 d . . .
H25A H 0.4038 0.2036 0.4296 0.102 Uiso 1 1 calc R . .
H25B H 0.4020 0.3556 0.3761 0.102 Uiso 1 1 calc R . .
H25C H 0.3928 0.1648 0.3576 0.102 Uiso 1 1 calc R . .
C26 C 0.34913(7) 0.3979(5) 0.78318(14) 0.0853(9) Uani 1 1 d . . .
H26A H 0.3619 0.3081 0.7780 0.128 Uiso 1 1 calc R . .
H26B H 0.3386 0.3701 0.8212 0.128 Uiso 1 1 calc R . .
H26C H 0.3572 0.5101 0.7903 0.128 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 C1 1.372(3) . ?
O1 C5 1.379(3) . ?
O4 C11 1.367(2) . ?
O4 C10 1.385(3) . ?
O2 C1 1.198(3) . ?
C13 C14 1.380(3) . ?
C13 C18 1.389(3) . ?
C13 C12 1.501(3) . ?
C9 C8 1.373(3) . ?
C9 C4 1.406(3) . ?
C9 H9 0.9300 . ?
C3 C2 1.388(3) . ?
C3 C12 1.448(3) . ?
C3 C4 1.464(3) . ?
C1 C2 1.467(3) . ?
C4 C5 1.391(3) . ?
O3 C10 1.203(3) . ?
C5 C6 1.383(3) . ?
C19 C24 1.387(3) . ?
C19 C20 1.390(3) . ?
C19 C11 1.482(3) . ?
C11 C12 1.347(3) . ?
C14 C15 1.382(3) . ?
C14 H14 0.9300 . ?
C2 C10 1.446(3) . ?
C16 C15 1.384(3) . ?
C16 C17 1.386(3) . ?
C16 C25 1.510(3) . ?
C18 C17 1.380(3) . ?
C18 H18 0.9300 . ?
C24 C23 1.378(3) . ?
C24 H24 0.9300 . ?
C15 H15 0.9300 . ?
C20 C21 1.381(3) . ?
C20 H20 0.9300 . ?
C17 H17 0.9300 . ?
C21 C22 1.389(4) . ?
C21 H21 0.9300 . ?
C6 C7 1.358(4) . ?
C6 H6 0.9300 . ?
C8 C7 1.384(3) . ?
C8 H8 0.9300 . ?
C23 C22 1.379(3) . ?
C23 H23 0.9300 . ?
C22 C26 1.506(3) . ?
C7 H7 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 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 O1 C5 122.10(15) . . ?
C11 O4 C10 122.76(16) . . ?
C14 C13 C18 118.66(19) . . ?
C14 C13 C12 120.99(18) . . ?
C18 C13 C12 120.30(17) . . ?
C8 C9 C4 121.4(2) . . ?
C8 C9 H9 119.3 . . ?
C4 C9 H9 119.3 . . ?
C2 C3 C12 118.54(17) . . ?
C2 C3 C4 117.18(17) . . ?
C12 C3 C4 124.28(18) . . ?
O2 C1 O1 116.36(19) . . ?
O2 C1 C2 127.3(2) . . ?
O1 C1 C2 116.22(18) . . ?
C5 C4 C9 115.96(17) . . ?
C5 C4 C3 118.16(18) . . ?
C9 C4 C3 125.82(18) . . ?
O1 C5 C6 115.46(19) . . ?
O1 C5 C4 121.94(17) . . ?
C6 C5 C4 122.6(2) . . ?
C24 C19 C20 118.43(19) . . ?
C24 C19 C11 121.97(18) . . ?
C20 C19 C11 119.53(19) . . ?
C12 C11 O4 122.07(18) . . ?
C12 C11 C19 127.75(19) . . ?
O4 C11 C19 110.18(17) . . ?
C13 C14 C15 120.1(2) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C3 C2 C10 121.23(19) . . ?
C3 C2 C1 122.28(19) . . ?
C10 C2 C1 116.47(19) . . ?
C11 C12 C3 118.63(18) . . ?
C11 C12 C13 118.97(18) . . ?
C3 C12 C13 122.34(17) . . ?
C15 C16 C17 117.2(2) . . ?
C15 C16 C25 122.0(2) . . ?
C17 C16 C25 120.9(2) . . ?
C17 C18 C13 120.53(19) . . ?
C17 C18 H18 119.7 . . ?
C13 C18 H18 119.7 . . ?
C23 C24 C19 120.2(2) . . ?
C23 C24 H24 119.9 . . ?
C19 C24 H24 119.9 . . ?
C14 C15 C16 122.1(2) . . ?
C14 C15 H15 119.0 . . ?
C16 C15 H15 119.0 . . ?
C21 C20 C19 120.5(2) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C18 C17 C16 121.5(2) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C20 C21 C22 121.4(2) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 H21 119.3 . . ?
C7 C6 C5 119.5(2) . . ?
C7 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C9 C8 C7 120.2(2) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C24 C23 C22 122.1(2) . . ?
C24 C23 H23 118.9 . . ?
C22 C23 H23 118.9 . . ?
O3 C10 O4 115.9(2) . . ?
O3 C10 C2 128.3(2) . . ?
O4 C10 C2 115.75(18) . . ?
C23 C22 C21 117.31(19) . . ?
C23 C22 C26 121.8(2) . . ?
C21 C22 C26 120.9(2) . . ?
C6 C7 C8 120.0(2) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C16 C25 H25A 109.5 . . ?
C16 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C16 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C22 C26 H26A 109.5 . . ?
C22 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C22 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.137
_refine_diff_density_min         -0.140
_refine_diff_density_rms         0.034
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_Compound5cj
_database_code_depnum_ccdc_archive 'CCDC 2213162'
loop_
_audit_author_name
_audit_author_address
'K C Kumara Swamy'
;University of Hyderabad
India
;
_audit_update_record             
;
2022-10-15 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H25 Br O4'
_chemical_formula_weight         421.32

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21 1'

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

_cell_length_a                   5.1663(2)
_cell_length_b                   14.7442(5)
_cell_length_c                   12.9318(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.432(4)
_cell_angle_gamma                90.00
_cell_volume                     974.41(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3153
_cell_measurement_theta_min      2.1020
_cell_measurement_theta_max      24.8620

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             436
_exptl_absorpt_coefficient_mu    2.132
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6289
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_sigmaI/netI    0.0452
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.11
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2954
_reflns_number_gt                2397
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro 1.171.40.22a (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.22a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.22a (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXS-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXS-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0898P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.014(15)
_refine_ls_number_reflns         2954
_refine_ls_number_parameters     238
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0544
_refine_ls_wR_factor_ref         0.1402
_refine_ls_wR_factor_gt          0.1328
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.040
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.11351(13) 0.38867(5) -0.02578(5) 0.0678(3) Uani 1 1 d . . .
O1 O 0.0450(8) 0.7012(3) 0.2661(4) 0.0560(12) Uani 1 1 d . . .
O4 O -0.3147(8) 0.6841(3) 0.1042(4) 0.0570(12) Uani 1 1 d . . .
O3 O 0.8264(10) 0.6281(3) 0.4891(4) 0.0665(13) Uani 1 1 d . . .
O2 O 0.6997(11) 0.7708(3) 0.4783(4) 0.0760(15) Uani 1 1 d . . .
C5 C 0.0644(11) 0.6281(4) 0.2037(5) 0.0452(14) Uani 1 1 d . . .
C14 C 0.8038(11) 0.3703(4) 0.2973(5) 0.0458(15) Uani 1 1 d . . .
H14A H 0.8068 0.4041 0.2331 0.055 Uiso 1 1 calc R . .
H14B H 0.9735 0.3773 0.3399 0.055 Uiso 1 1 calc R . .
C13 C 0.5951(11) 0.4107(4) 0.3556(4) 0.0443(15) Uani 1 1 d . . .
H13A H 0.6000 0.3790 0.4216 0.053 Uiso 1 1 calc R . .
H13B H 0.4247 0.3997 0.3150 0.053 Uiso 1 1 calc R . .
C6 C -0.1295(11) 0.6170(4) 0.1157(5) 0.0468(14) Uani 1 1 d . . .
C3 C 0.4616(10) 0.5806(4) 0.3209(4) 0.0381(13) Uani 1 1 d . . .
C9 C 0.2816(11) 0.4944(4) 0.1549(4) 0.0417(13) Uani 1 1 d . . .
H9 H 0.4208 0.4538 0.1653 0.050 Uiso 1 1 calc R . .
C4 C 0.2650(11) 0.5645(4) 0.2252(5) 0.0426(14) Uani 1 1 d . . .
C21 C -0.5003(13) 0.6828(5) 0.0097(6) 0.0581(17) Uani 1 1 d . . .
H21A H -0.4086 0.6788 -0.0495 0.087 Uiso 1 1 calc R . .
H21B H -0.6026 0.7373 0.0052 0.087 Uiso 1 1 calc R . .
H21C H -0.6136 0.6312 0.0105 0.087 Uiso 1 1 calc R . .
C2 C 0.4730(12) 0.6676(4) 0.3578(5) 0.0489(15) Uani 1 1 d . . .
C1 C 0.2967(12) 0.7400(4) 0.3062(6) 0.0581(18) Uani 1 1 d . . .
H1A H 0.2750 0.7874 0.3563 0.070 Uiso 1 1 calc R . .
H1B H 0.3740 0.7669 0.2494 0.070 Uiso 1 1 calc R . .
C10 C 0.6638(13) 0.6954(5) 0.4428(5) 0.0571(17) Uani 1 1 d . . .
C7 C -0.1146(10) 0.5467(5) 0.0505(5) 0.0459(15) Uani 1 1 d . . .
H7 H -0.2420 0.5392 -0.0076 0.055 Uiso 1 1 calc R . .
C12 C 0.6232(11) 0.5124(4) 0.3777(5) 0.0431(13) Uani 1 1 d . . .
C15 C 0.7606(13) 0.2712(5) 0.2708(6) 0.0623(19) Uani 1 1 d . . .
H15A H 0.5984 0.2647 0.2230 0.075 Uiso 1 1 calc R . .
H15B H 0.7420 0.2381 0.3341 0.075 Uiso 1 1 calc R . .
C8 C 0.0902(12) 0.4854(4) 0.0697(5) 0.0462(14) Uani 1 1 d . . .
C11 C 0.8022(13) 0.5391(4) 0.4581(5) 0.0565(17) Uani 1 1 d . . .
C16 C 0.9808(14) 0.2294(5) 0.2214(6) 0.070(2) Uani 1 1 d . . .
H16A H 1.0146 0.2661 0.1635 0.105 Uiso 1 1 calc R . .
H16B H 0.9317 0.1694 0.1972 0.105 Uiso 1 1 calc R . .
H16C H 1.1358 0.2262 0.2723 0.105 Uiso 1 1 calc R . .
C18 C 1.1686(16) 0.5217(6) 0.6083(7) 0.075(2) Uani 1 1 d . . .
H18A H 1.0688 0.5619 0.6469 0.090 Uiso 1 1 calc R . .
H18B H 1.2881 0.5591 0.5756 0.090 Uiso 1 1 calc R . .
C19 C 1.328(2) 0.4603(6) 0.6852(7) 0.094(3) Uani 1 1 d . . .
H19A H 1.2083 0.4237 0.7188 0.112 Uiso 1 1 calc R . .
H19B H 1.4250 0.4193 0.6464 0.112 Uiso 1 1 calc R . .
C17 C 0.991(2) 0.4795(6) 0.5277(7) 0.095(3) Uani 1 1 d . . .
H17A H 0.8900 0.4354 0.5603 0.114 Uiso 1 1 calc R . .
H17B H 1.0943 0.4462 0.4834 0.114 Uiso 1 1 calc R . .
C20 C 1.5096(19) 0.5022(7) 0.7653(8) 0.113(4) Uani 1 1 d . . .
H20A H 1.6175 0.5441 0.7341 0.169 Uiso 1 1 calc R . .
H20B H 1.6177 0.4565 0.8027 0.169 Uiso 1 1 calc R . .
H20C H 1.4154 0.5341 0.8127 0.169 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
Br1 C8 1.903(6) . ?
O1 C5 1.359(7) . ?
O1 C1 1.446(7) . ?
O4 C6 1.369(7) . ?
O4 C21 1.438(7) . ?
O3 C11 1.374(8) . ?
O3 C10 1.378(8) . ?
O2 C10 1.207(8) . ?
C5 C4 1.395(8) . ?
C5 C6 1.411(8) . ?
C14 C15 1.510(8) . ?
C14 C13 1.525(8) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C13 C12 1.530(8) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C6 C7 1.346(9) . ?
C3 C2 1.367(8) . ?
C3 C12 1.438(8) . ?
C3 C4 1.501(8) . ?
C9 C8 1.375(8) . ?
C9 C4 1.387(8) . ?
C9 H9 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C2 C10 1.424(9) . ?
C2 C1 1.495(8) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C7 C8 1.385(8) . ?
C7 H7 0.9300 . ?
C12 C11 1.344(8) . ?
C15 C16 1.514(9) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C11 C17 1.510(10) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C18 C17 1.426(10) . ?
C18 C19 1.499(11) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.432(11) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 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
C5 O1 C1 112.7(4) . . ?
C6 O4 C21 116.8(5) . . ?
C11 O3 C10 122.5(5) . . ?
O1 C5 C4 122.2(5) . . ?
O1 C5 C6 117.7(5) . . ?
C4 C5 C6 120.1(6) . . ?
C15 C14 C13 113.5(5) . . ?
C15 C14 H14A 108.9 . . ?
C13 C14 H14A 108.9 . . ?
C15 C14 H14B 108.9 . . ?
C13 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C14 C13 C12 114.9(5) . . ?
C14 C13 H13A 108.5 . . ?
C12 C13 H13A 108.5 . . ?
C14 C13 H13B 108.5 . . ?
C12 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
C7 C6 O4 126.3(6) . . ?
C7 C6 C5 119.7(6) . . ?
O4 C6 C5 114.0(6) . . ?
C2 C3 C12 119.1(5) . . ?
C2 C3 C4 115.2(5) . . ?
C12 C3 C4 125.6(5) . . ?
C8 C9 C4 119.4(5) . . ?
C8 C9 H9 120.3 . . ?
C4 C9 H9 120.3 . . ?
C9 C4 C5 119.0(5) . . ?
C9 C4 C3 124.0(5) . . ?
C5 C4 C3 116.8(5) . . ?
O4 C21 H21A 109.5 . . ?
O4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C3 C2 C10 121.9(6) . . ?
C3 C2 C1 121.5(5) . . ?
C10 C2 C1 116.6(6) . . ?
O1 C1 C2 109.6(5) . . ?
O1 C1 H1A 109.8 . . ?
C2 C1 H1A 109.8 . . ?
O1 C1 H1B 109.8 . . ?
C2 C1 H1B 109.8 . . ?
H1A C1 H1B 108.2 . . ?
O2 C10 O3 116.5(6) . . ?
O2 C10 C2 127.5(6) . . ?
O3 C10 C2 116.0(6) . . ?
C6 C7 C8 120.1(5) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C11 C12 C3 118.2(6) . . ?
C11 C12 C13 117.8(5) . . ?
C3 C12 C13 123.9(5) . . ?
C14 C15 C16 113.2(5) . . ?
C14 C15 H15A 108.9 . . ?
C16 C15 H15A 108.9 . . ?
C14 C15 H15B 108.9 . . ?
C16 C15 H15B 108.9 . . ?
H15A C15 H15B 107.8 . . ?
C9 C8 C7 121.5(6) . . ?
C9 C8 Br1 119.1(5) . . ?
C7 C8 Br1 119.4(4) . . ?
C12 C11 O3 121.9(6) . . ?
C12 C11 C17 127.1(6) . . ?
O3 C11 C17 111.0(5) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C17 C18 C19 116.9(7) . . ?
C17 C18 H18A 108.1 . . ?
C19 C18 H18A 108.1 . . ?
C17 C18 H18B 108.1 . . ?
C19 C18 H18B 108.1 . . ?
H18A C18 H18B 107.3 . . ?
C20 C19 C18 117.2(7) . . ?
C20 C19 H19A 108.0 . . ?
C18 C19 H19A 108.0 . . ?
C20 C19 H19B 108.0 . . ?
C18 C19 H19B 108.0 . . ?
H19A C19 H19B 107.2 . . ?
C18 C17 C11 118.2(7) . . ?
C18 C17 H17A 107.8 . . ?
C11 C17 H17A 107.8 . . ?
C18 C17 H17B 107.8 . . ?
C11 C17 H17B 107.8 . . ?
H17A C17 H17B 107.1 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.052
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_Compound6aa
_database_code_depnum_ccdc_archive 'CCDC 2213163'
loop_
_audit_author_name
_audit_author_address
'K C Kumara Swamy'
;University of Hyderabad
India
;
_audit_update_record             
;
2022-10-15 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;
_audit_creation_date             2022-04-20
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C36 H32 O3 Ru'
_chemical_formula_sum            'C36 H32 O3 Ru'
_chemical_formula_weight         613.72
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   18.2137(11)
_cell_length_b                   9.1058(6)
_cell_length_c                   17.3141(10)
_cell_angle_alpha                90
_cell_angle_beta                 104.407(2)
_cell_angle_gamma                90
_cell_volume                     2781.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9094
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      26.42
_cell_measurement_theta_min      2.55
_exptl_absorpt_coefficient_mu    0.600
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.4656
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1259.5385
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_unetI/netI     0.0166
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            47362
_diffrn_reflns_theta_full        24.9958
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.55
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.9973
_diffrn_measured_fraction_theta_max 0.9973
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              20
_reflns_limit_h_min              -21
_reflns_limit_k_max              10
_reflns_limit_k_min              0
_reflns_limit_l_max              20
_reflns_limit_l_min              0
_reflns_number_gt                4499
_reflns_number_total             4886
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.3386
_refine_diff_density_min         -0.3567
_refine_diff_density_rms         0.0454
_refine_ls_d_res_high            0.8410
_refine_ls_d_res_low             8.0022
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0828
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    56
_refine_ls_number_parameters     364
_refine_ls_number_reflns         4886
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0231
_refine_ls_R_factor_gt           0.0201
_refine_ls_restrained_S_all      1.0828
_refine_ls_shift/su_max          0.0036
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0238P)²+1.4257P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0520
_refine_ls_wR_factor_ref         0.0543
_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 Ternary CH refined with riding coordinates:
 C27(H27)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b)
2.c Me refined with riding coordinates:
 C29(H29a,H29b,H29c)
2.d Aromatic/amide H refined with riding coordinates:
 C9(H9), C8(H8), C6(H6), C16(H16), C26(H26), C20(H20), C18(H18), C7(H7),
 C17(H17), C24(H24), C23(H23), C19(H19), C25(H25), C22(H22), C31(H31), C35(H35),
  C32(H32), C34(H34)
2.e X=CH2 refined with riding coordinates:
 C14(H14a,H14b)
2.f Idealised Me refined as rotating group:
 C28(H28a,H28b,H28c), C36(H36a,H36b,H36c)
;
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_refinement_flags_posn
Ru1 Ru 0.194106(8) 0.230988(15) 0.545245(8) 0.02691(7) Uani 1.000000 .
O1 O 0.08578(7) 0.54630(15) 0.54223(8) 0.0427(3) Uani 1.000000 .
O3 O 0.28706(8) 0.35528(15) 0.43864(7) 0.0376(3) Uani 1.000000 .
O2 O 0.20276(10) 0.50015(18) 0.36047(8) 0.0574(4) Uani 1.000000 .
C15 C 0.43590(10) 0.3843(2) 0.65765(10) 0.0330(4) Uani 1.000000 .
C13 C 0.35835(10) 0.3362(2) 0.65932(10) 0.0305(4) Uani 1.000000 .
C9 C 0.26294(11) 0.6162(2) 0.69188(11) 0.0357(4) Uani 1.000000 .
H9 H 0.31429(11) 0.5935(2) 0.70330(11) 0.0429(5) Uiso 1.000000 R
C12 C 0.29846(9) 0.34988(19) 0.58313(10) 0.0279(4) Uani 1.000000 .
C5 C 0.13818(10) 0.6007(2) 0.60717(11) 0.0347(4) Uani 1.000000 .
C4 C 0.21400(10) 0.55682(19) 0.62412(10) 0.0301(4) Uani 1.000000 .
C14 C 0.34336(12) 0.2856(2) 0.72575(11) 0.0445(5) Uani 1.000000 .
H14a H 0.38179(12) 0.2799(2) 0.77245(11) 0.0534(6) Uiso 1.000000 R
H14b H 0.29445(12) 0.2560(2) 0.72554(11) 0.0534(6) Uiso 1.000000 R
C8 C 0.23645(12) 0.7083(2) 0.74242(12) 0.0411(5) Uani 1.000000 .
H8 H 0.26983(12) 0.7455(2) 0.78784(12) 0.0493(6) Uiso 1.000000 R
C3 C 0.23570(9) 0.45047(18) 0.56930(10) 0.0280(4) Uani 1.000000 .
C6 C 0.11163(11) 0.6931(2) 0.65750(12) 0.0416(5) Uani 1.000000 .
H6 H 0.06077(11) 0.7198(2) 0.64535(12) 0.0499(5) Uiso 1.000000 R
C16 C 0.44789(11) 0.4891(2) 0.60403(12) 0.0433(5) Uani 1.000000 .
H16 H 0.40664(11) 0.5291(2) 0.56722(12) 0.0519(6) Uiso 1.000000 R
C26 C 0.37569(12) 0.0453(2) 0.56725(12) 0.0451(5) Uani 1.000000 .
H26 H 0.37043(12) 0.0684(2) 0.61793(12) 0.0541(6) Uiso 1.000000 R
C20 C 0.49917(11) 0.3254(3) 0.71085(13) 0.0485(5) Uani 1.000000 .
H20 H 0.49285(11) 0.2531(3) 0.74660(13) 0.0582(6) Uiso 1.000000 R
C18 C 0.58211(12) 0.4768(3) 0.65764(14) 0.0539(6) Uani 1.000000 .
H18 H 0.63085(12) 0.5071(3) 0.65755(14) 0.0647(7) Uiso 1.000000 R
C2 C 0.18589(10) 0.43965(19) 0.48903(10) 0.0314(4) Uani 1.000000 .
C21 C 0.34494(10) 0.1390(2) 0.50330(11) 0.0359(4) Uani 1.000000 .
C10 C 0.22337(11) 0.4360(2) 0.42344(11) 0.0374(4) Uani 1.000000 .
C1 C 0.11388(11) 0.5283(2) 0.47262(11) 0.0413(5) Uani 1.000000 .
H1a H 0.07560(11) 0.4798(2) 0.43149(11) 0.0496(6) Uiso 1.000000 R
H1b H 0.12325(11) 0.6243(2) 0.45269(11) 0.0496(6) Uiso 1.000000 R
C11 C 0.29717(10) 0.26729(19) 0.51093(10) 0.0305(4) Uani 1.000000 .
C7 C 0.16080(12) 0.7452(2) 0.72573(13) 0.0426(5) Uani 1.000000 .
H7 H 0.14294(12) 0.8053(2) 0.76049(13) 0.0511(6) Uiso 1.000000 R
C17 C 0.52055(13) 0.5351(3) 0.60454(14) 0.0536(6) Uani 1.000000 .
H17 H 0.52751(13) 0.6062(3) 0.56845(14) 0.0644(7) Uiso 1.000000 R
C24 C 0.42213(15) -0.1180(3) 0.48093(15) 0.0673(7) Uani 1.000000 .
H24 H 0.44694(15) -0.2040(3) 0.47332(15) 0.0807(9) Uiso 1.000000 R
C23 C 0.39336(14) -0.0262(3) 0.41846(14) 0.0613(6) Uani 1.000000 .
H23 H 0.39940(14) -0.0494(3) 0.36810(14) 0.0735(8) Uiso 1.000000 R
C19 C 0.57099(12) 0.3728(3) 0.71115(15) 0.0593(6) Uani 1.000000 .
H19 H 0.61253(12) 0.3340(3) 0.74803(15) 0.0712(8) Uiso 1.000000 R
C25 C 0.41376(14) -0.0809(3) 0.55599(14) 0.0609(6) Uani 1.000000 .
H25 H 0.43400(14) -0.1417(3) 0.59919(14) 0.0730(8) Uiso 1.000000 R
C22 C 0.35541(12) 0.1007(3) 0.42882(12) 0.0469(5) Uani 1.000000 .
H22 H 0.33651(12) 0.1617(3) 0.38533(12) 0.0563(6) Uiso 1.000000 R
C31 C 0.16938(11) 0.0783(2) 0.63791(12) 0.0401(5) Uani 1.000000 .
H31 H 0.19416(11) 0.0715(2) 0.69167(12) 0.0481(5) Uiso 1.000000 R
C35 C 0.07258(11) 0.1814(2) 0.53174(12) 0.0415(5) Uani 1.000000 .
H35 H 0.03200(11) 0.2452(2) 0.51407(12) 0.0498(5) Uiso 1.000000 R
C33 C 0.16084(13) 0.0033(2) 0.49886(13) 0.0464(5) Uani 1.000000 .
C30 C 0.10570(11) 0.1701(2) 0.61416(11) 0.0384(4) Uani 1.000000 .
C32 C 0.19626(12) -0.0036(2) 0.58152(13) 0.0446(5) Uani 1.000000 .
H32 H 0.23836(12) -0.0638(2) 0.59902(13) 0.0535(6) Uiso 1.000000 R
C34 C 0.09918(12) 0.0985(2) 0.47478(12) 0.0447(5) Uani 1.000000 .
H34 H 0.07532(12) 0.1076(2) 0.42088(12) 0.0537(6) Uiso 1.000000 R
C28 C 0.12875(14) 0.3136(3) 0.74439(13) 0.0553(6) Uani 1.000000 .
H28a H 0.1550(7) 0.2342(3) 0.7761(6) 0.0829(9) Uiso 1.000000 GR
H28b H 0.1646(6) 0.3744(15) 0.72693(13) 0.0829(9) Uiso 1.000000 GR
H28c H 0.10271(18) 0.3711(16) 0.7757(6) 0.0829(9) Uiso 1.000000 GR
C27 C 0.07197(13) 0.2522(3) 0.67256(14) 0.0512(6) Uani 1.000000 .
H27 H 0.04235(13) 0.3344(3) 0.64420(14) 0.0614(7) Uiso 1.000000 R
C36 C 0.19150(16) -0.0833(3) 0.43975(16) 0.0659(7) Uani 1.000000 .
H36a H 0.1588(6) -0.1654(12) 0.4211(9) 0.0988(11) Uiso 1.000000 GR
H36b H 0.1938(10) -0.0216(6) 0.3955(6) 0.0988(11) Uiso 1.000000 GR
H36c H 0.2414(5) -0.1182(18) 0.4650(3) 0.0988(11) Uiso 1.000000 GR
C29 C 0.01745(18) 0.1488(5) 0.7006(2) 0.1109(14) Uani 1.000000 .
H29a H -0.00467(18) 0.1993(5) 0.7380(2) 0.166(2) Uiso 1.000000 R
H29b H -0.02188(18) 0.1181(5) 0.6556(2) 0.166(2) Uiso 1.000000 R
H29c H 0.04475(18) 0.0644(5) 0.7259(2) 0.166(2) Uiso 1.000000 R


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
Ru1 C12 2.1435(16) . ?
Ru1 C3 2.1411(17) . ?
Ru1 C2 2.1230(17) . ?
Ru1 C11 2.1309(18) . ?
Ru1 C31 2.2516(18) . ?
Ru1 C35 2.2138(19) . ?
Ru1 C33 2.2512(19) . ?
Ru1 C30 2.2979(18) . ?
Ru1 C32 2.2243(19) . ?
Ru1 C34 2.2101(19) . ?
O1 C5 1.374(2) . ?
O1 C1 1.431(2) . ?
O3 C10 1.343(2) . ?
O3 C11 1.459(2) . ?
O2 C10 1.211(2) . ?
C15 C13 1.486(2) . ?
C15 C16 1.386(3) . ?
C15 C20 1.392(3) . ?
C13 C12 1.493(2) . ?
C13 C14 1.329(3) . ?
C9 H9 0.9300 . ?
C9 C4 1.394(2) . ?
C9 C8 1.383(3) . ?
C12 C3 1.438(2) . ?
C12 C11 1.454(2) . ?
C5 C4 1.397(3) . ?
C5 C6 1.382(3) . ?
C4 C3 1.477(2) . ?
C14 H14a 0.9300 . ?
C14 H14b 0.9300 . ?
C8 H8 0.9300 . ?
C8 C7 1.377(3) . ?
C3 C2 1.462(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.377(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.386(3) . ?
C26 H26 0.9300 . ?
C26 C21 1.399(3) . ?
C26 C25 1.381(3) . ?
C20 H20 0.9300 . ?
C20 C19 1.376(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.368(3) . ?
C18 C19 1.375(3) . ?
C2 C10 1.464(3) . ?
C2 C1 1.506(3) . ?
C21 C11 1.482(3) . ?
C21 C22 1.394(3) . ?
C1 H1a 0.9700 . ?
C1 H1b 0.9700 . ?
C7 H7 0.9300 . ?
C17 H17 0.9300 . ?
C24 H24 0.9300 . ?
C24 C23 1.364(4) . ?
C24 C25 1.387(3) . ?
C23 H23 0.9300 . ?
C23 C22 1.381(3) . ?
C19 H19 0.9300 . ?
C25 H25 0.9300 . ?
C22 H22 0.9300 . ?
C31 H31 0.9300 . ?
C31 C30 1.405(3) . ?
C31 C32 1.410(3) . ?
C35 H35 0.9300 . ?
C35 C30 1.408(3) . ?
C35 C34 1.420(3) . ?
C33 C32 1.417(3) . ?
C33 C34 1.397(3) . ?
C33 C36 1.505(3) . ?
C30 C27 1.506(3) . ?
C32 H32 0.9300 . ?
C34 H34 0.9300 . ?
C28 H28a 0.9600 . ?
C28 H28b 0.9600 . ?
C28 H28c 0.9600 . ?
C28 C27 1.513(3) . ?
C27 H27 0.9800 . ?
C27 C29 1.532(4) . ?
C36 H36a 0.9600 . ?
C36 H36b 0.9600 . ?
C36 H36c 0.9600 . ?
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
C3 Ru1 C12 39.21(6) . . ?
C2 Ru1 C12 69.16(6) . . ?
C2 Ru1 C3 40.10(6) . . ?
C11 Ru1 C12 39.77(6) . . ?
C11 Ru1 C3 67.41(7) . . ?
C11 Ru1 C2 72.53(7) . . ?
C31 Ru1 C12 114.41(7) . . ?
C31 Ru1 C3 124.16(7) . . ?
C31 Ru1 C2 151.11(7) . . ?
C31 Ru1 C11 129.85(7) . . ?
C35 Ru1 C12 157.30(7) . . ?
C35 Ru1 C3 120.47(7) . . ?
C35 Ru1 C2 100.35(7) . . ?
C35 Ru1 C11 158.31(7) . . ?
C35 Ru1 C31 64.99(7) . . ?
C33 Ru1 C12 135.54(8) . . ?
C33 Ru1 C3 168.45(7) . . ?
C33 Ru1 C2 132.73(7) . . ?
C33 Ru1 C11 102.76(7) . . ?
C33 Ru1 C31 66.53(7) . . ?
C33 Ru1 C35 66.50(8) . . ?
C30 Ru1 C12 130.21(6) . . ?
C30 Ru1 C3 112.58(7) . . ?
C30 Ru1 C2 118.39(7) . . ?
C30 Ru1 C11 164.14(7) . . ?
C30 Ru1 C31 35.97(7) . . ?
C30 Ru1 C35 36.31(7) . . ?
C30 Ru1 C33 78.57(7) . . ?
C32 Ru1 C12 116.53(7) . . ?
C32 Ru1 C3 149.43(7) . . ?
C32 Ru1 C2 169.50(7) . . ?
C32 Ru1 C11 105.83(7) . . ?
C32 Ru1 C31 36.71(7) . . ?
C32 Ru1 C35 77.34(8) . . ?
C32 Ru1 C33 36.92(8) . . ?
C32 Ru1 C30 65.60(7) . . ?
C34 Ru1 C12 163.15(7) . . ?
C34 Ru1 C3 143.84(7) . . ?
C34 Ru1 C2 106.22(7) . . ?
C34 Ru1 C11 123.59(7) . . ?
C34 Ru1 C31 77.79(8) . . ?
C34 Ru1 C35 37.44(8) . . ?
C34 Ru1 C33 36.50(8) . . ?
C34 Ru1 C30 66.53(7) . . ?
C34 Ru1 C32 65.66(8) . . ?
C1 O1 C5 114.16(15) . . ?
C11 O3 C10 112.78(13) . . ?
C16 C15 C13 121.68(16) . . ?
C20 C15 C13 120.52(17) . . ?
C20 C15 C16 117.79(18) . . ?
C12 C13 C15 116.56(15) . . ?
C14 C13 C15 121.33(16) . . ?
C14 C13 C12 122.11(16) . . ?
C4 C9 H9 119.43(11) . . ?
C8 C9 H9 119.43(11) . . ?
C8 C9 C4 121.15(18) . . ?
C13 C12 Ru1 128.71(12) . . ?
C3 C12 Ru1 70.31(9) . . ?
C3 C12 C13 125.19(15) . . ?
C11 C12 Ru1 69.65(10) . . ?
C11 C12 C13 124.63(15) . . ?
C11 C12 C3 110.14(14) . . ?
C4 C5 O1 121.19(16) . . ?
C6 C5 O1 117.04(17) . . ?
C6 C5 C4 121.64(17) . . ?
C5 C4 C9 117.22(17) . . ?
C3 C4 C9 125.30(16) . . ?
C3 C4 C5 117.48(15) . . ?
H14a C14 C13 120.0 . . ?
H14b C14 C13 120.0 . . ?
H14b C14 H14a 120.0 . . ?
H8 C8 C9 119.89(11) . . ?
C7 C8 C9 120.23(18) . . ?
C7 C8 H8 119.89(12) . . ?
C12 C3 Ru1 70.48(9) . . ?
C4 C3 Ru1 126.78(12) . . ?
C4 C3 C12 129.76(15) . . ?
C2 C3 Ru1 69.28(9) . . ?
C2 C3 C12 113.27(15) . . ?
C2 C3 C4 116.94(15) . . ?
H6 C6 C5 120.14(11) . . ?
C7 C6 C5 119.71(19) . . ?
C7 C6 H6 120.14(12) . . ?
H16 C16 C15 119.56(11) . . ?
C17 C16 C15 120.88(19) . . ?
C17 C16 H16 119.56(13) . . ?
C21 C26 H26 119.62(11) . . ?
C25 C26 H26 119.62(13) . . ?
C25 C26 C21 120.77(19) . . ?
H20 C20 C15 119.62(12) . . ?
C19 C20 C15 120.8(2) . . ?
C19 C20 H20 119.62(14) . . ?
C17 C18 H18 120.44(14) . . ?
C19 C18 H18 120.44(13) . . ?
C19 C18 C17 119.1(2) . . ?
C3 C2 Ru1 70.62(9) . . ?
C10 C2 Ru1 109.99(12) . . ?
C10 C2 C3 116.12(16) . . ?
C1 C2 Ru1 121.67(13) . . ?
C1 C2 C3 116.66(15) . . ?
C1 C2 C10 114.73(15) . . ?
C11 C21 C26 122.55(16) . . ?
C22 C21 C26 117.37(18) . . ?
C22 C21 C11 119.87(17) . . ?
O2 C10 O3 119.96(18) . . ?
C2 C10 O3 114.05(15) . . ?
C2 C10 O2 125.97(19) . . ?
C2 C1 O1 112.32(15) . . ?
H1a C1 O1 109.14(10) . . ?
H1a C1 C2 109.14(10) . . ?
H1b C1 O1 109.14(10) . . ?
H1b C1 C2 109.14(10) . . ?
H1b C1 H1a 107.9 . . ?
O3 C11 Ru1 113.11(11) . . ?
C12 C11 Ru1 70.58(9) . . ?
C12 C11 O3 115.16(14) . . ?
C21 C11 Ru1 118.69(12) . . ?
C21 C11 O3 107.94(14) . . ?
C21 C11 C12 126.88(15) . . ?
C6 C7 C8 119.95(19) . . ?
H7 C7 C8 120.03(12) . . ?
H7 C7 C6 120.03(12) . . ?
C18 C17 C16 120.6(2) . . ?
H17 C17 C16 119.71(13) . . ?
H17 C17 C18 119.71(14) . . ?
C23 C24 H24 120.55(14) . . ?
C25 C24 H24 120.55(14) . . ?
C25 C24 C23 118.9(2) . . ?
H23 C23 C24 119.48(14) . . ?
C22 C23 C24 121.0(2) . . ?
C22 C23 H23 119.48(13) . . ?
C18 C19 C20 120.9(2) . . ?
H19 C19 C20 119.57(14) . . ?
H19 C19 C18 119.57(13) . . ?
C24 C25 C26 120.7(2) . . ?
H25 C25 C26 119.64(13) . . ?
H25 C25 C24 119.64(14) . . ?
C23 C22 C21 121.2(2) . . ?
H22 C22 C21 119.42(12) . . ?
H22 C22 C23 119.42(13) . . ?
H31 C31 Ru1 128.38(5) . . ?
C30 C31 Ru1 73.81(11) . . ?
C30 C31 H31 119.49(11) . . ?
C32 C31 Ru1 70.59(10) . . ?
C32 C31 H31 119.49(12) . . ?
C32 C31 C30 121.03(18) . . ?
H35 C35 Ru1 126.81(6) . . ?
C30 C35 Ru1 75.10(11) . . ?
C30 C35 H35 118.97(12) . . ?
C34 C35 Ru1 71.14(11) . . ?
C34 C35 H35 118.97(12) . . ?
C34 C35 C30 122.1(2) . . ?
C32 C33 Ru1 70.51(11) . . ?
C34 C33 Ru1 70.15(11) . . ?
C34 C33 C32 117.32(19) . . ?
C36 C33 Ru1 127.78(15) . . ?
C36 C33 C32 120.7(2) . . ?
C36 C33 C34 121.9(2) . . ?
C31 C30 Ru1 70.22(10) . . ?
C35 C30 Ru1 68.59(11) . . ?
C35 C30 C31 117.03(18) . . ?
C27 C30 Ru1 133.19(14) . . ?
C27 C30 C31 122.92(18) . . ?
C27 C30 C35 120.05(19) . . ?
C31 C32 Ru1 72.70(11) . . ?
C33 C32 Ru1 72.57(11) . . ?
C33 C32 C31 121.8(2) . . ?
H32 C32 Ru1 127.84(6) . . ?
H32 C32 C31 119.11(12) . . ?
H32 C32 C33 119.11(13) . . ?
C35 C34 Ru1 71.42(11) . . ?
C33 C34 Ru1 73.36(11) . . ?
C33 C34 C35 120.69(19) . . ?
H34 C34 Ru1 127.69(5) . . ?
H34 C34 C35 119.65(12) . . ?
H34 C34 C33 119.65(12) . . ?
H28b C28 H28a 109.5 . . ?
H28c C28 H28a 109.5 . . ?
H28c C28 H28b 109.5 . . ?
C27 C28 H28a 109.5 . . ?
C27 C28 H28b 109.5 . . ?
C27 C28 H28c 109.5 . . ?
C28 C27 C30 115.21(19) . . ?
H27 C27 C30 107.96(12) . . ?
H27 C27 C28 107.96(14) . . ?
C29 C27 C30 108.2(2) . . ?
C29 C27 C28 109.3(2) . . ?
C29 C27 H27 107.96(19) . . ?
H36a C36 C33 109.5 . . ?
H36b C36 C33 109.5 . . ?
H36b C36 H36a 109.5 . . ?
H36c C36 C33 109.5 . . ?
H36c C36 H36a 109.5 . . ?
H36c C36 H36b 109.5 . . ?
H29a C29 C27 109.5 . . ?
H29b C29 C27 109.5 . . ?
H29b C29 H29a 109.5 . . ?
H29c C29 C27 109.5 . . ?
H29c C29 H29a 109.5 . . ?
H29c C29 H29b 109.5 . . ?

loop_
_atom_type.symbol
_atom_type.scat_dispersion_real
_atom_type.scat_dispersion_imag
_atom_type.scat_Cromer_Mann_a1
_atom_type.scat_Cromer_Mann_a2
_atom_type.scat_Cromer_Mann_a3
_atom_type.scat_Cromer_Mann_a4
_atom_type.scat_Cromer_Mann_b1
_atom_type.scat_Cromer_Mann_b2
_atom_type.scat_Cromer_Mann_b3
_atom_type.scat_Cromer_Mann_b4
_atom_type.scat_Cromer_Mann_c
_atom_type.scat_source
_atom_type.scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Ru -1.23940 0.83517 19.26740 12.91820 4.86337 1.56756 0.80852 8.43467 24.79970
94.29280 5.37873983383
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
