# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2020

####################################################################### 
# 
# 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_mat191_0t
_database_code_depnum_ccdc_archive 'CCDC 1916679'
loop_
_audit_author_name
_audit_author_address
'Rakesh Ganguly'
;Nanyang Technological University
Singapore
;
_audit_update_record             
;
2019-05-17 deposited with the CCDC.	2020-08-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H24 O2'
_chemical_formula_weight         464.53

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.0757(4)
_cell_length_b                   16.4664(11)
_cell_length_c                   11.9301(8)
_cell_angle_alpha                90
_cell_angle_beta                 98.440(2)
_cell_angle_gamma                90
_cell_volume                     1180.62(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    103(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_F_000             488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   0.967
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      103(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3813
_diffrn_reflns_av_unetI/netI     0.1700
_diffrn_reflns_v_R_equivalents   ?
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.123
_diffrn_reflns_theta_max         27.414
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3813
_reflns_number_gt                1981
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          'Refined as a 2-component twin.,Twin'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1485P)²+4.4315P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3813
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2296
_refine_ls_R_factor_gt           0.1300
_refine_ls_wR_factor_ref         0.4323
_refine_ls_wR_factor_gt          0.3559
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_restrained_S_all      1.141
_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 0.2988(12) 0.3254(4) 0.6326(7) 0.0465(19) Uani 1 1 d . . . . .
H1 H 0.2246 0.3274 0.5568 0.056 Uiso 1 1 calc R U . . .
C2 C 0.1919(13) 0.2911(4) 0.7187(8) 0.054(2) Uani 1 1 d . . . . .
H2 H 0.0451 0.2704 0.7002 0.065 Uiso 1 1 calc R U . . .
C3 C 0.2960(15) 0.2872(4) 0.8284(8) 0.061(3) Uani 1 1 d . . . . .
H3 H 0.2214 0.2644 0.8856 0.074 Uiso 1 1 calc R U . . .
C4 C 0.5115(14) 0.3167(4) 0.8556(7) 0.056(2) Uani 1 1 d . . . . .
H4 H 0.5855 0.3139 0.9313 0.067 Uiso 1 1 calc R U . . .
C5 C 0.6195(13) 0.3507(4) 0.7702(7) 0.0484(19) Uani 1 1 d . . . . .
H5 H 0.7675 0.3702 0.7890 0.058 Uiso 1 1 calc R U . . .
C6 C 0.5142(11) 0.3563(3) 0.6594(7) 0.0443(19) Uani 1 1 d . . . . .
C7 C 0.6238(11) 0.3942(3) 0.5692(6) 0.0398(17) Uani 1 1 d . . . . .
C8 C 0.8144(11) 0.4382(3) 0.5865(6) 0.0367(16) Uani 1 1 d . . . . .
H8 H 0.8919 0.4438 0.6613 0.044 Uiso 1 1 calc R U . . .
C9 C 0.9031(10) 0.4772(3) 0.4923(6) 0.0374(16) Uani 1 1 d . . . . .
C10 C 0.7669(10) 0.4657(3) 0.3862(6) 0.0388(17) Uani 1 1 d . . . . .
H10 H 0.8125 0.4901 0.3213 0.047 Uiso 1 1 calc R U . . .
C11 C 0.5763(10) 0.4220(3) 0.3719(6) 0.0352(15) Uani 1 1 d . . . . .
C12 C 0.4201(11) 0.4119(4) 0.2702(7) 0.0429(18) Uani 1 1 d . . . . .
C13 C 0.2090(13) 0.3759(4) 0.2701(7) 0.050(2) Uani 1 1 d . . . . .
H13 H 0.1717 0.3550 0.3391 0.060 Uiso 1 1 calc R U . . .
C14 C 0.0555(13) 0.3701(4) 0.1734(7) 0.054(2) Uani 1 1 d . . . . .
H14 H -0.0858 0.3464 0.1769 0.065 Uiso 1 1 calc R U . . .
C15 C 0.1052(13) 0.3984(4) 0.0718(7) 0.055(2) Uani 1 1 d . . . . .
H15 H -0.0003 0.3943 0.0049 0.065 Uiso 1 1 calc R U . . .
C16 C 0.3136(15) 0.4332(5) 0.0688(9) 0.065(2) Uani 1 1 d . . . . .
H16 H 0.3502 0.4528 -0.0011 0.078 Uiso 1 1 calc R U . . .
C17 C 0.4642(13) 0.4394(4) 0.1638(8) 0.054(2) Uani 1 1 d . . . . .
H17 H 0.6049 0.4631 0.1586 0.064 Uiso 1 1 calc R U . . .
O1 O 0.5062(8) 0.3824(2) 0.4640(4) 0.0438(13) 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 C6 1.397(10) . ?
C1 C2 1.410(9) . ?
C2 C3 1.370(12) . ?
C3 C4 1.389(11) . ?
C4 C5 1.406(9) . ?
C5 C6 1.385(11) . ?
C6 C7 1.484(8) . ?
C7 C8 1.356(9) . ?
C7 O1 1.363(9) . ?
C8 C9 1.465(8) . ?
C9 C9 1.386(12) 3_766 ?
C9 C10 1.419(10) . ?
C10 C11 1.352(8) . ?
C11 O1 1.397(7) . ?
C11 C12 1.436(10) . ?
C12 C17 1.410(10) . ?
C12 C13 1.413(9) . ?
C13 C14 1.376(11) . ?
C14 C15 1.372(11) . ?
C15 C16 1.396(10) . ?
C16 C17 1.352(12) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 119.7(8) . . ?
C3 C2 C1 121.2(8) . . ?
C2 C3 C4 119.6(7) . . ?
C3 C4 C5 119.7(8) . . ?
C6 C5 C4 121.2(8) . . ?
C5 C6 C1 118.7(6) . . ?
C5 C6 C7 121.8(7) . . ?
C1 C6 C7 119.5(7) . . ?
C8 C7 O1 122.5(6) . . ?
C8 C7 C6 125.3(7) . . ?
O1 C7 C6 112.2(6) . . ?
C7 C8 C9 121.3(7) . . ?
C9 C9 C10 124.3(8) 3_766 . ?
C9 C9 C8 122.5(9) 3_766 . ?
C10 C9 C8 113.2(6) . . ?
C11 C10 C9 124.0(6) . . ?
C10 C11 O1 120.2(6) . . ?
C10 C11 C12 128.0(6) . . ?
O1 C11 C12 111.7(5) . . ?
C17 C12 C13 115.3(8) . . ?
C17 C12 C11 122.3(6) . . ?
C13 C12 C11 122.4(6) . . ?
C14 C13 C12 122.2(7) . . ?
C15 C14 C13 120.5(7) . . ?
C14 C15 C16 118.7(8) . . ?
C17 C16 C15 120.9(8) . . ?
C16 C17 C12 122.4(7) . . ?
C7 O1 C11 118.5(5) . . ?

_refine_diff_density_max         0.449
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.141

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_mat206s
_database_code_depnum_ccdc_archive 'CCDC 1916682'
loop_
_audit_author_name
_audit_author_address
'Rakesh Ganguly'
;Nanyang Technological University
Singapore
;
_audit_update_record             
;
2019-05-17 deposited with the CCDC.	2020-08-06 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H24 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         464.53

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.3715(4)
_cell_length_b                   10.4260(3)
_cell_length_c                   12.2917(4)
_cell_angle_alpha                92.1911(17)
_cell_angle_beta                 108.3364(17)
_cell_angle_gamma                108.6554(17)
_cell_volume                     1181.03(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9935
_cell_measurement_theta_min      3.8345
_cell_measurement_theta_max      66.6605
_cell_measurement_temperature    103.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.005
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             488

_exptl_absorpt_coefficient_mu    0.623
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.69
_exptl_absorpt_correction_T_max  1.00

_exptl_special_details           
;
;

_diffrn_ambient_temperature      103.(2)

_diffrn_source                   'Incoatec Microfocus Source'
_diffrn_source_type              'Bruker Kappa Duo Apex II'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Multilayer Mirror'

_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            27809
_diffrn_reflns_av_R_equivalents  0.0687
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_theta_min         3.83
_diffrn_reflns_theta_max         66.85
_diffrn_reflns_theta_full        66.85
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measured_fraction_theta_full 0.960
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14

_refine_special_details          
;
;

_reflns_number_total             4043
_reflns_number_gt                3320
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0452
_refine_ls_wR_factor_gt          0.1261
_refine_ls_wR_factor_ref         0.1349
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_number_reflns         4043
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0776P)²+0.2920P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.264
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XS, VERSION 2013/1'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2015)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2015)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.17694(16) 0.02691(15) 1.14596(12) 0.0185(3) Uani d . . . 1 . .
C C2 0.21960(16) 0.15468(15) 1.12136(12) 0.0185(3) Uani d . . . 1 . .
H H2 0.2463 0.2295 1.1803 0.022 Uiso calc U . R 1 . .
C C3 0.22655(16) 0.18323(15) 1.00844(12) 0.0189(3) Uani d . . . 1 . .
C C4 0.18799(16) 0.06042(15) 0.92843(12) 0.0189(3) Uani d . . . 1 . .
H H4 0.1911 0.0694 0.8526 0.023 Uiso calc U . R 1 . .
C C5 0.14813(16) -0.06542(15) 0.95703(12) 0.0188(3) Uani d . . . 1 . .
C C6 0.35751(16) 0.56286(15) 1.03760(12) 0.0183(3) Uani d . . . 1 . .
C C7 0.31072(17) 0.43648(15) 1.06332(12) 0.0189(3) Uani d . . . 1 . .
H H7 0.3069 0.4268 1.1389 0.023 Uiso calc U . R 1 . .
C C8 0.26561(16) 0.31383(15) 0.98094(12) 0.0184(3) Uani d . . . 1 . .
C C9 0.27019(16) 0.34350(15) 0.86756(12) 0.0189(3) Uani d . . . 1 . .
H H9 0.2409 0.2693 0.8074 0.023 Uiso calc U . R 1 . .
C C10 0.31430(16) 0.47184(15) 0.84472(12) 0.0188(3) Uani d . . . 1 . .
C C11 0.16694(16) -0.01025(15) 1.25774(12) 0.0195(3) Uani d . . . 1 . .
C C12 0.17084(18) -0.13761(16) 1.28814(13) 0.0240(4) Uani d . . . 1 . .
H H12 0.177 -0.2021 1.2351 0.029 Uiso calc U . R 1 . .
C C13 0.16574(19) -0.16951(16) 1.39552(14) 0.0287(4) Uani d . . . 1 . .
H H13 0.1711 -0.255 1.4163 0.034 Uiso calc U . R 1 . .
C C14 0.15291(19) -0.07831(17) 1.47268(13) 0.0291(4) Uani d . . . 1 . .
H H14 0.1478 -0.1016 1.5455 0.035 Uiso calc U . R 1 . .
C C15 0.14761(19) 0.04773(17) 1.44295(13) 0.0279(4) Uani d . . . 1 . .
H H15 0.1395 0.1111 1.4958 0.033 Uiso calc U . R 1 . .
C C16 0.15414(18) 0.08086(15) 1.33647(13) 0.0234(4) Uani d . . . 1 . .
H H16 0.1499 0.1669 1.3166 0.028 Uiso calc U . R 1 . .
C C17 0.10403(16) -0.19624(15) 0.88214(12) 0.0190(3) Uani d . . . 1 . .
C C18 0.02762(18) -0.31888(15) 0.91097(13) 0.0225(3) Uani d . . . 1 . .
H H18 0.0054 -0.3178 0.9802 0.027 Uiso calc U . R 1 . .
C C19 -0.01608(19) -0.44241(16) 0.83917(14) 0.0262(4) Uani d . . . 1 . .
H H19 -0.0688 -0.5252 0.8591 0.031 Uiso calc U . R 1 . .
C C20 0.01704(19) -0.44515(16) 0.73843(14) 0.0269(4) Uani d . . . 1 . .
H H20 -0.0126 -0.5297 0.6895 0.032 Uiso calc U . R 1 . .
C C21 0.09371(18) -0.32387(16) 0.70920(13) 0.0243(4) Uani d . . . 1 . .
H H21 0.1164 -0.3256 0.6402 0.029 Uiso calc U . R 1 . .
C C22 0.13698(17) -0.20081(15) 0.78017(12) 0.0219(3) Uani d . . . 1 . .
H H22 0.1896 -0.1184 0.7597 0.026 Uiso calc U . R 1 . .
C C23 0.41280(16) 0.69247(15) 1.11721(12) 0.0189(3) Uani d . . . 1 . .
C C24 0.45379(17) 0.69465(15) 1.23786(13) 0.0219(3) Uani d . . . 1 . .
H H24 0.4442 0.6112 1.2685 0.026 Uiso calc U . R 1 . .
C C25 0.50795(18) 0.81693(16) 1.31226(13) 0.0255(4) Uani d . . . 1 . .
H H25 0.5358 0.8169 1.3937 0.031 Uiso calc U . R 1 . .
C C26 0.52207(18) 0.94009(16) 1.26896(14) 0.0259(4) Uani d . . . 1 . .
H H26 0.5585 1.024 1.3203 0.031 Uiso calc U . R 1 . .
C C27 0.48244(18) 0.93923(15) 1.14995(13) 0.0246(4) Uani d . . . 1 . .
H H27 0.4921 1.023 1.1197 0.03 Uiso calc U . R 1 . .
C C28 0.42891(17) 0.81678(15) 1.07502(13) 0.0216(3) Uani d . . . 1 . .
H H28 0.4028 0.8176 0.9938 0.026 Uiso calc U . R 1 . .
C C29 0.32892(17) 0.51041(15) 0.73454(12) 0.0190(3) Uani d . . . 1 . .
C C30 0.42355(17) 0.63897(15) 0.73076(13) 0.0211(3) Uani d . . . 1 . .
H H30 0.4756 0.7038 0.7998 0.025 Uiso calc U . R 1 . .
C C31 0.44228(19) 0.67284(16) 0.62752(13) 0.0258(4) Uani d . . . 1 . .
H H31 0.5079 0.7601 0.6264 0.031 Uiso calc U . R 1 . .
C C32 0.3655(2) 0.57973(17) 0.52544(14) 0.0293(4) Uani d . . . 1 . .
H H32 0.3791 0.6027 0.4548 0.035 Uiso calc U . R 1 . .
C C33 0.26871(19) 0.45265(16) 0.52771(13) 0.0280(4) Uani d . . . 1 . .
H H33 0.2151 0.389 0.4581 0.034 Uiso calc U . R 1 . .
C C34 0.25009(18) 0.41858(16) 0.63059(13) 0.0236(4) Uani d . . . 1 . .
H H34 0.183 0.3318 0.6309 0.028 Uiso calc U . R 1 . .
O O1 0.13884(12) -0.08686(10) 1.06556(8) 0.0208(3) Uani d . . . 1 . .
O O2 0.36051(12) 0.58515(10) 0.92793(8) 0.0203(3) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.342(2) ?
C1 O1 . 1.3801(17) ?
C1 C11 . 1.467(2) ?
C2 C3 . 1.449(2) ?
C3 C8 . 1.379(2) ?
C3 C4 . 1.447(2) ?
C4 C5 . 1.340(2) ?
C5 O1 . 1.3889(17) ?
C5 C17 . 1.469(2) ?
C6 C7 . 1.338(2) ?
C6 O2 . 1.3849(17) ?
C6 C23 . 1.471(2) ?
C7 C8 . 1.449(2) ?
C8 C9 . 1.451(2) ?
C9 C10 . 1.340(2) ?
C10 O2 . 1.3814(17) ?
C10 C29 . 1.466(2) ?
C11 C16 . 1.396(2) ?
C11 C12 . 1.403(2) ?
C12 C13 . 1.386(2) ?
C13 C14 . 1.383(2) ?
C14 C15 . 1.390(2) ?
C15 C16 . 1.383(2) ?
C17 C18 . 1.397(2) ?
C17 C22 . 1.402(2) ?
C18 C19 . 1.390(2) ?
C19 C20 . 1.387(2) ?
C20 C21 . 1.390(2) ?
C21 C22 . 1.381(2) ?
C23 C28 . 1.394(2) ?
C23 C24 . 1.405(2) ?
C24 C25 . 1.381(2) ?
C25 C26 . 1.391(2) ?
C26 C27 . 1.388(2) ?
C27 C28 . 1.386(2) ?
C29 C30 . 1.398(2) ?
C29 C34 . 1.402(2) ?
C30 C31 . 1.385(2) ?
C31 C32 . 1.391(2) ?
C32 C33 . 1.391(2) ?
C33 C34 . 1.381(2) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 O1 . . 122.08(13) ?
C2 C1 C11 . . 125.89(13) ?
O1 C1 C11 . . 112.02(12) ?
C1 C2 C3 . . 122.66(13) ?
C8 C3 C4 . . 123.98(14) ?
C8 C3 C2 . . 123.20(14) ?
C4 C3 C2 . . 112.82(13) ?
C5 C4 C3 . . 122.66(14) ?
C4 C5 O1 . . 121.99(13) ?
C4 C5 C17 . . 127.06(14) ?
O1 C5 C17 . . 110.91(12) ?
C7 C6 O2 . . 121.85(13) ?
C7 C6 C23 . . 126.58(13) ?
O2 C6 C23 . . 111.57(12) ?
C6 C7 C8 . . 122.87(14) ?
C3 C8 C7 . . 123.53(14) ?
C3 C8 C9 . . 123.70(14) ?
C7 C8 C9 . . 112.75(13) ?
C10 C9 C8 . . 122.36(13) ?
C9 C10 O2 . . 122.33(13) ?
C9 C10 C29 . . 125.66(13) ?
O2 C10 C29 . . 111.90(12) ?
C16 C11 C12 . . 118.53(14) ?
C16 C11 C1 . . 120.65(13) ?
C12 C11 C1 . . 120.83(13) ?
C13 C12 C11 . . 120.12(14) ?
C14 C13 C12 . . 120.73(15) ?
C13 C14 C15 . . 119.59(15) ?
C16 C15 C14 . . 120.01(15) ?
C15 C16 C11 . . 121.00(14) ?
C18 C17 C22 . . 118.60(14) ?
C18 C17 C5 . . 120.54(13) ?
C22 C17 C5 . . 120.86(14) ?
C19 C18 C17 . . 120.53(14) ?
C20 C19 C18 . . 120.16(15) ?
C19 C20 C21 . . 119.81(14) ?
C22 C21 C20 . . 120.21(14) ?
C21 C22 C17 . . 120.69(15) ?
C28 C23 C24 . . 118.26(14) ?
C28 C23 C6 . . 120.81(13) ?
C24 C23 C6 . . 120.91(13) ?
C25 C24 C23 . . 120.64(14) ?
C24 C25 C26 . . 120.51(14) ?
C27 C26 C25 . . 119.35(14) ?
C28 C27 C26 . . 120.31(14) ?
C27 C28 C23 . . 120.93(14) ?
C30 C29 C34 . . 118.29(14) ?
C30 C29 C10 . . 120.81(13) ?
C34 C29 C10 . . 120.90(14) ?
C31 C30 C29 . . 120.72(14) ?
C30 C31 C32 . . 120.36(16) ?
C33 C32 C31 . . 119.41(14) ?
C34 C33 C32 . . 120.32(15) ?
C33 C34 C29 . . 120.87(15) ?
C1 O1 C5 . . 117.73(11) ?
C10 O2 C6 . . 117.78(11) ?

####################################################################### 
# 
# 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_fichou2m
_database_code_depnum_ccdc_archive 'CCDC 1916681'
loop_
_audit_author_name
_audit_author_address
'Rakesh Ganguly'
;Nanyang Technological University
Singapore
;
_audit_update_record             
;
2019-05-17 deposited with the CCDC.	2020-08-06 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C41 H32 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         556.66

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   31.5547(16)
_cell_length_b                   6.1370(2)
_cell_length_c                   17.2488(9)
_cell_angle_alpha                90
_cell_angle_beta                 119.1260(16)
_cell_angle_gamma                90
_cell_volume                     2917.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4617
_cell_measurement_theta_min      2.3671
_cell_measurement_theta_max      29.4137
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1176

_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.70
_exptl_absorpt_correction_T_max  1.00

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Incoatec microfocus source'
_diffrn_source_type              'Bruker D8 Quest'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Multilayer Mirror'

_diffrn_measurement_device_type  'Photon II CPADs detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 7.4074

_diffrn_reflns_number            20229
_diffrn_reflns_av_R_equivalents  0.0923
_diffrn_reflns_av_unetI/netI     0.0695
_diffrn_reflns_theta_min         2.37
_diffrn_reflns_theta_max         29.58
_diffrn_reflns_theta_full        29.58
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -43
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23

_refine_special_details          
;
;

_reflns_number_total             4098
_reflns_number_gt                2950
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0913
_refine_ls_R_factor_gt           0.0646
_refine_ls_wR_factor_gt          0.1629
_refine_ls_wR_factor_ref         0.1882
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.026
_refine_ls_number_reflns         4098
_refine_ls_number_parameters     215
_refine_ls_number_restraints     87
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0978P)²+1.9053P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.451
_refine_diff_density_min         -0.369
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2018)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2018)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2018)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.13993(6) 0.5237(3) 0.47933(10) 0.0216(3) Uani d . . . 1 . .
H H1 0.164035 0.481916 0.537248 0.026 Uiso calc U . R 1 . .
C C2 0.10013(6) 0.3891(3) 0.43129(11) 0.0260(4) Uani d . . . 1 . .
H H2 0.097161 0.2563 0.456537 0.031 Uiso calc U . R 1 . .
C C3 0.06493(6) 0.4478(3) 0.34709(11) 0.0294(4) Uani d . . . 1 . .
H H3 0.037953 0.354766 0.314196 0.035 Uiso calc U . R 1 . .
C C4 0.06892(6) 0.6427(3) 0.31045(11) 0.0309(4) Uani d . . . 1 . .
H H4 0.044582 0.683302 0.252563 0.037 Uiso calc U . R 1 . .
C C5 0.10841(6) 0.7785(3) 0.35821(11) 0.0250(4) Uani d . . . 1 . .
H H5 0.110732 0.912511 0.332951 0.03 Uiso calc U . R 1 . .
C C6 0.14485(5) 0.7200(2) 0.44325(10) 0.0179(3) Uani d . . . 1 . .
C C7 0.18862(5) 0.8539(2) 0.49176(9) 0.0163(3) Uani d . . . 1 . .
C C8 0.19834(5) 1.0436(2) 0.46441(10) 0.0176(3) Uani d . . . 1 . .
H H8 0.174373 1.105708 0.410232 0.021 Uiso calc U . R 1 . .
C C9 0.24403(5) 1.1557(2) 0.51474(9) 0.0164(3) Uani d . . . 1 . .
C C10 0.27639(5) 1.0506(2) 0.59780(9) 0.0173(3) Uani d . . . 1 . .
H H10 0.306739 1.117008 0.635942 0.021 Uiso calc U . R 1 . .
C C11 0.26504(5) 0.8621(2) 0.62297(9) 0.0163(3) Uani d . . . 1 . .
C C12 0.29591(5) 0.7382(2) 0.70387(10) 0.0170(3) Uani d . . . 1 . .
C C13 0.28236(6) 0.5288(2) 0.71552(10) 0.0196(3) Uani d . . . 1 . .
H H13 0.252772 0.467833 0.671073 0.024 Uiso calc U . R 1 . .
C C14 0.31175(6) 0.4088(3) 0.79152(11) 0.0227(3) Uani d . . . 1 . .
H H14 0.302044 0.267108 0.798682 0.027 Uiso calc U . R 1 . .
C C15 0.35502(6) 0.4950(3) 0.85666(11) 0.0259(4) Uani d . . . 1 . .
H H15 0.374931 0.413294 0.908687 0.031 Uiso calc U . R 1 . .
C C16 0.36919(6) 0.7016(3) 0.84555(11) 0.0267(4) Uani d . . . 1 . .
H H16 0.399107 0.760326 0.889818 0.032 Uiso calc U . R 1 . .
C C17 0.34008(6) 0.8226(3) 0.77054(10) 0.0223(3) Uani d . . . 1 . .
H H17 0.35006 0.964302 0.764027 0.027 Uiso calc U . R 1 . .
C C18 0.45991(19) 0.1956(9) -0.1033(4) 0.0533(14) Uani d U P . 0.5 A -1
H H18A 0.485075 0.096276 -0.099873 0.08 Uiso calc U P R 0.5 A -1
H H18B 0.441743 0.254918 -0.163495 0.08 Uiso calc U P R 0.5 A -1
H H18C 0.437731 0.116087 -0.088792 0.08 Uiso calc U P R 0.5 A -1
C C19 0.48338(11) 0.3805(4) -0.03778(19) 0.0338(8) Uani d U P G 0.5 A -1
C C20 0.48198(10) 0.3794(4) 0.0415(2) 0.0324(11) Uani d U P G 0.5 A -1
H H20 0.466521 0.263086 0.054415 0.039 Uiso calc U P R 0.5 A -1
C C21 0.50320(11) 0.5485(5) 0.10197(17) 0.0442(10) Uani d U P G 0.5 A -1
H H21 0.502239 0.547681 0.156169 0.053 Uiso calc U P R 0.5 A -1
C C22 0.52581(11) 0.7186(4) 0.0831(2) 0.0520(14) Uani d U P G 0.5 A -1
H H22 0.540313 0.834185 0.124412 0.062 Uiso calc U P R 0.5 A -1
C C23 0.52721(10) 0.7198(4) 0.0038(3) 0.0499(12) Uani d U P G 0.5 A -1
H H23 0.542669 0.836096 -0.009097 0.06 Uiso calc U P R 0.5 A -1
C C24 0.50599(11) 0.5507(5) -0.05665(19) 0.0382(12) Uani d U P G 0.5 A -1
H H24 0.506951 0.551502 -0.110852 0.046 Uiso calc U P R 0.5 A -1
O O1 0.22151(4) 0.75749(16) 0.57059(7) 0.0183(3) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.390(2) ?
C1 C6 . 1.399(2) ?
C1 H1 . 0.95 ?
C2 C3 . 1.379(2) ?
C2 H2 . 0.95 ?
C3 C4 . 1.387(3) ?
C3 H3 . 0.95 ?
C4 C5 . 1.388(2) ?
C4 H4 . 0.95 ?
C5 C6 . 1.400(2) ?
C5 H5 . 0.95 ?
C6 C7 . 1.469(2) ?
C7 C8 . 1.346(2) ?
C7 O1 . 1.3793(17) ?
C8 C9 . 1.445(2) ?
C8 H8 . 0.95 ?
C9 C9 7_576 1.388(3) ?
C9 C10 . 1.4448(19) ?
C10 C11 . 1.344(2) ?
C10 H10 . 0.95 ?
C11 O1 . 1.3810(17) ?
C11 C12 . 1.4665(19) ?
C12 C13 . 1.400(2) ?
C12 C17 . 1.405(2) ?
C13 C14 . 1.392(2) ?
C13 H13 . 0.95 ?
C14 C15 . 1.383(2) ?
C14 H14 . 0.95 ?
C15 C16 . 1.388(2) ?
C15 H15 . 0.95 ?
C16 C17 . 1.383(2) ?
C16 H16 . 0.95 ?
C17 H17 . 0.95 ?
C18 C19 . 1.516(6) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 C20 . 1.39 ?
C19 C24 . 1.39 ?
C20 C21 . 1.39 ?
C20 H20 . 0.95 ?
C21 C22 . 1.39 ?
C21 H21 . 0.95 ?
C22 C23 . 1.39 ?
C22 H22 . 0.95 ?
C23 C24 . 1.39 ?
C23 H23 . 0.95 ?
C24 H24 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C6 . . 120.66(14) ?
C2 C1 H1 . . 119.7 ?
C6 C1 H1 . . 119.7 ?
C3 C2 C1 . . 120.22(16) ?
C3 C2 H2 . . 119.9 ?
C1 C2 H2 . . 119.9 ?
C2 C3 C4 . . 120.00(15) ?
C2 C3 H3 . . 120.0 ?
C4 C3 H3 . . 120.0 ?
C3 C4 C5 . . 120.13(15) ?
C3 C4 H4 . . 119.9 ?
C5 C4 H4 . . 119.9 ?
C4 C5 C6 . . 120.65(15) ?
C4 C5 H5 . . 119.7 ?
C6 C5 H5 . . 119.7 ?
C1 C6 C5 . . 118.34(14) ?
C1 C6 C7 . . 120.37(13) ?
C5 C6 C7 . . 121.20(14) ?
C8 C7 O1 . . 121.74(13) ?
C8 C7 C6 . . 126.55(13) ?
O1 C7 C6 . . 111.65(12) ?
C7 C8 C9 . . 122.15(13) ?
C7 C8 H8 . . 118.9 ?
C9 C8 H8 . . 118.9 ?
C9 C9 C10 7_576 . 123.28(17) ?
C9 C9 C8 7_576 . 123.12(16) ?
C10 C9 C8 . . 113.59(12) ?
C11 C10 C9 . . 122.26(13) ?
C11 C10 H10 . . 118.9 ?
C9 C10 H10 . . 118.9 ?
C10 C11 O1 . . 121.69(13) ?
C10 C11 C12 . . 126.55(13) ?
O1 C11 C12 . . 111.72(12) ?
C13 C12 C17 . . 118.15(13) ?
C13 C12 C11 . . 120.32(13) ?
C17 C12 C11 . . 121.52(13) ?
C14 C13 C12 . . 120.72(14) ?
C14 C13 H13 . . 119.6 ?
C12 C13 H13 . . 119.6 ?
C15 C14 C13 . . 120.32(15) ?
C15 C14 H14 . . 119.8 ?
C13 C14 H14 . . 119.8 ?
C14 C15 C16 . . 119.59(14) ?
C14 C15 H15 . . 120.2 ?
C16 C15 H15 . . 120.2 ?
C17 C16 C15 . . 120.51(15) ?
C17 C16 H16 . . 119.7 ?
C15 C16 H16 . . 119.7 ?
C16 C17 C12 . . 120.70(15) ?
C16 C17 H17 . . 119.6 ?
C12 C17 H17 . . 119.6 ?
C19 C18 H18A . . 109.5 ?
C19 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C19 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C20 C19 C24 . . 120.0 ?
C20 C19 C18 . . 119.4(4) ?
C24 C19 C18 . . 120.6(4) ?
C21 C20 C19 . . 120.0 ?
C21 C20 H20 . . 120.0 ?
C19 C20 H20 . . 120.0 ?
C20 C21 C22 . . 120.0 ?
C20 C21 H21 . . 120.0 ?
C22 C21 H21 . . 120.0 ?
C21 C22 C23 . . 120.0 ?
C21 C22 H22 . . 120.0 ?
C23 C22 H22 . . 120.0 ?
C24 C23 C22 . . 120.0 ?
C24 C23 H23 . . 120.0 ?
C22 C23 H23 . . 120.0 ?
C23 C24 C19 . . 120.0 ?
C23 C24 H24 . . 120.0 ?
C19 C24 H24 . . 120.0 ?
C7 O1 C11 . . 118.49(11) ?

####################################################################### 
# 
# 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_fichou1m
_database_code_depnum_ccdc_archive 'CCDC 1972176'
loop_
_audit_author_name
_audit_author_address
'Rakesh Ganguly'
;Nanyang Technological University
Singapore
;
_audit_update_record             
;
2019-12-16 deposited with the CCDC.	2020-08-06 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H24 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         464.53
_chemical_absolute_configuration ?

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   6.0678(6)
_cell_length_b                   16.401(2)
_cell_length_c                   11.9151(11)
_cell_angle_alpha                90
_cell_angle_beta                 98.556(7)
_cell_angle_gamma                90
_cell_volume                     1172.6(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1496
_cell_measurement_theta_min      2.5418
_cell_measurement_theta_max      23.7560
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             488

_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.70
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Incoatec microfocus source'
_diffrn_source_type              'Bruker D8 Quest'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Multilayer Mirror'

_diffrn_measurement_device_type  'Photon II CPADs detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 7.4074

_diffrn_reflns_number            7540
_diffrn_reflns_av_R_equivalents  0.0907
_diffrn_reflns_av_unetI/netI     0.1351
_diffrn_reflns_theta_min         3.03
_diffrn_reflns_theta_max         25.47
_diffrn_reflns_theta_full        25.47
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14

_refine_special_details          
;
;

_reflns_number_total             3687
_reflns_number_gt                2290
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1203
_refine_ls_R_factor_gt           0.0698
_refine_ls_wR_factor_gt          0.1546
_refine_ls_wR_factor_ref         0.1928
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      0.829
_refine_ls_number_reflns         3687
_refine_ls_number_parameters     627
_refine_ls_number_restraints     1964
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0764P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.249
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.033(10)
_refine_ls_abs_structure_details 
;

Flack x determined using 571 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.9(10)

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'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2018)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'XS, VERSION 2013/1'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2018)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2018)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 1.1487(13) 0.8671(6) 0.3625(6) 0.0219(15) Uani d U P D 0.854(3) A 1
C C2 0.9577(13) 0.8230(6) 0.3504(7) 0.0208(18) Uani d U P D 0.854(3) A 1
H H2 0.913556 0.798582 0.415857 0.025 Uiso calc U P R 0.854(3) A 1
C C3 0.8199(12) 0.8117(6) 0.2434(6) 0.0210(15) Uani d U P D 0.854(3) A 1
C C4 0.9055(12) 0.8501(6) 0.1499(6) 0.0223(17) Uani d U P D 0.854(3) A 1
H H4 0.824519 0.844454 0.075718 0.027 Uiso calc U P R 0.854(3) A 1
C C5 1.0961(12) 0.8938(6) 0.1636(6) 0.0213(16) Uani d U P D 0.854(3) A 1
O O1 1.2183(9) 0.9058(4) 0.2714(5) 0.0241(14) Uani d U P D 0.854(3) A 1
O O2 0.2290(9) 0.6701(4) 0.1996(4) 0.0237(13) Uani d U P D 0.854(3) A 1
C C6 0.3512(14) 0.6830(6) 0.3075(7) 0.0199(17) Uani d U P D 0.854(3) A 1
C C7 0.5357(12) 0.7262(6) 0.3227(6) 0.0197(15) Uani d U P D 0.854(3) A 1
H H7 0.613925 0.731544 0.397575 0.024 Uiso calc U P R 0.854(3) A 1
C C8 0.6259(14) 0.7661(6) 0.2305(7) 0.0198(16) Uani d U P D 0.854(3) A 1
C C9 0.4886(12) 0.7542(6) 0.1206(6) 0.0214(17) Uani d U P D 0.854(3) A 1
H H9 0.533426 0.778383 0.05511 0.026 Uiso calc U P R 0.854(3) A 1
C C10 0.3022(14) 0.7105(6) 0.1094(7) 0.0205(17) Uani d U P D 0.854(3) A 1
C C11 1.3077(14) 0.8777(6) 0.4661(7) 0.0206(17) Uani d U P D 0.854(3) A 1
C C12 1.2621(14) 0.8500(7) 0.5709(7) 0.0294(19) Uani d U P D 0.854(3) A 1
H H12 1.121655 0.825534 0.575303 0.035 Uiso calc U P R 0.854(3) A 1
C C13 1.4138(14) 0.8570(8) 0.6678(8) 0.033(2) Uani d U P D 0.854(3) A 1
H H13 1.376086 0.838649 0.738155 0.04 Uiso calc U P R 0.854(3) A 1
C C14 1.6202(13) 0.8905(7) 0.6639(7) 0.032(2) Uani d U P D 0.854(3) A 1
H H14 1.728734 0.892804 0.730094 0.038 Uiso calc U P R 0.854(3) A 1
C C15 1.6663(15) 0.9204(8) 0.5624(7) 0.031(2) Uani d U P D 0.854(3) A 1
H H15 1.805639 0.946144 0.559676 0.037 Uiso calc U P R 0.854(3) A 1
C C16 1.5144(13) 0.9140(7) 0.4636(7) 0.0280(18) Uani d U P D 0.854(3) A 1
H H16 1.551353 0.934344 0.394091 0.034 Uiso calc U P R 0.854(3) A 1
C C17 1.2093(14) 0.9318(7) 0.0752(7) 0.0234(18) Uani d U P D 0.854(3) A 1
C C18 1.4237(14) 0.9620(6) 0.0995(7) 0.0280(18) Uani d U P D 0.854(3) A 1
H H18 1.499167 0.95965 0.175251 0.034 Uiso calc U P R 0.854(3) A 1
C C19 1.5320(17) 0.9961(7) 0.0148(8) 0.031(2) Uani d U P D 0.854(3) A 1
H H19 1.680084 1.016111 0.032258 0.037 Uiso calc U P R 0.854(3) A 1
C C20 1.4194(15) 1.0001(7) -0.0943(7) 0.033(2) Uani d U P D 0.854(3) A 1
H H20 1.491095 1.023332 -0.152391 0.04 Uiso calc U P R 0.854(3) A 1
C C21 1.2078(15) 0.9714(7) -0.1207(7) 0.033(2) Uani d U P D 0.854(3) A 1
H H21 1.132146 0.975609 -0.196251 0.04 Uiso calc U P R 0.854(3) A 1
C C22 1.1030(14) 0.9363(7) -0.0377(6) 0.0285(19) Uani d U P D 0.854(3) A 1
H H22 0.956849 0.914909 -0.057102 0.034 Uiso calc U P R 0.854(3) A 1
C C23 0.2398(13) 0.6448(6) 0.3956(6) 0.0196(15) Uani d U P D 0.854(3) A 1
C C24 0.3463(15) 0.6400(7) 0.5085(7) 0.0257(19) Uani d U P D 0.854(3) A 1
H H24 0.494661 0.659376 0.527358 0.031 Uiso calc U P R 0.854(3) A 1
C C25 0.2375(15) 0.6071(7) 0.5932(7) 0.0290(18) Uani d U P D 0.854(3) A 1
H H25 0.310666 0.605359 0.669397 0.035 Uiso calc U P R 0.854(3) A 1
C C26 0.0190(15) 0.5765(7) 0.5658(8) 0.030(2) Uani d U P D 0.854(3) A 1
H H26 -0.056631 0.554289 0.623132 0.036 Uiso calc U P R 0.854(3) A 1
C C27 -0.0848(14) 0.5793(6) 0.4527(7) 0.0268(18) Uani d U P D 0.854(3) A 1
H H27 -0.230119 0.557325 0.432585 0.032 Uiso calc U P R 0.854(3) A 1
C C28 0.0235(13) 0.6141(6) 0.3702(7) 0.0210(17) Uani d U P D 0.854(3) A 1
H H28 -0.051237 0.617148 0.294368 0.025 Uiso calc U P R 0.854(3) A 1
C C29 0.1391(13) 0.7006(6) 0.0037(7) 0.0222(16) Uani d U P D 0.854(3) A 1
C C30 -0.0686(14) 0.6655(7) 0.0078(7) 0.0237(19) Uani d U P D 0.854(3) A 1
H H30 -0.103999 0.645489 0.077782 0.028 Uiso calc U P R 0.854(3) A 1
C C31 -0.2252(14) 0.6595(7) -0.0905(7) 0.0282(19) Uani d U P D 0.854(3) A 1
H H31 -0.36582 0.635047 -0.086754 0.034 Uiso calc U P R 0.854(3) A 1
C C32 -0.1782(14) 0.6884(7) -0.1920(7) 0.030(2) Uani d U P D 0.854(3) A 1
H H32 -0.285379 0.684417 -0.258512 0.036 Uiso calc U P R 0.854(3) A 1
C C33 0.0301(14) 0.7241(7) -0.1965(7) 0.035(2) Uani d U P D 0.854(3) A 1
H H33 0.064999 0.744208 -0.26653 0.042 Uiso calc U P R 0.854(3) A 1
C C34 0.1851(16) 0.7301(8) -0.0993(7) 0.030(2) Uani d U P D 0.854(3) A 1
H H34 0.325381 0.754856 -0.103136 0.036 Uiso calc U P R 0.854(3) A 1
C C101 1.208(4) 0.899(2) 0.2303(16) 0.023(3) Uani d U P DG 0.146(3) A 2
C C102 1.016(5) 0.851(2) 0.2179(16) 0.023(3) Uani d U P DG 0.146(3) A 2
H H102 0.929587 0.844713 0.145174 0.027 Uiso calc U P R 0.146(3) A 2
C C103 0.950(4) 0.814(2) 0.312(2) 0.021(3) Uani d U P DG 0.146(3) A 2
C C104 1.076(5) 0.823(2) 0.4185(18) 0.023(4) Uani d U P DG 0.146(3) A 2
H H104 1.031439 0.797548 0.48283 0.028 Uiso calc U P R 0.146(3) A 2
C C105 1.268(4) 0.871(2) 0.4309(16) 0.024(3) Uani d U P DG 0.146(3) A 2
O O1A 1.334(4) 0.9085(17) 0.3368(19) 0.025(3) Uani d U P DG 0.146(3) A 2
O O2A 0.344(6) 0.671(2) 0.263(2) 0.020(3) Uani d U P D 0.146(3) A 2
C C106 0.415(6) 0.713(3) 0.171(2) 0.021(3) Uani d U P D 0.146(3) A 2
C C107 0.604(7) 0.753(3) 0.186(3) 0.019(3) Uani d U P D 0.146(3) A 2
H H107 0.655291 0.773949 0.120215 0.022 Uiso calc U P R 0.146(3) A 2
C C108 0.744(5) 0.770(3) 0.295(3) 0.022(3) Uani d U P D 0.146(3) A 2
C C109 0.642(6) 0.732(3) 0.387(3) 0.022(4) Uani d U P D 0.146(3) A 2
H H109 0.704962 0.743229 0.463748 0.026 Uiso calc U P R 0.146(3) A 2
C C110 0.468(6) 0.684(3) 0.368(2) 0.023(3) Uani d U P D 0.146(3) A 2
C C111 1.324(6) 0.933(3) 0.144(3) 0.025(3) Uani d U P D 0.146(3) A 2
C C112 1.214(8) 0.936(4) 0.032(3) 0.027(3) Uani d U P D 0.146(3) A 2
H H112 1.06626 0.916284 0.013781 0.032 Uiso calc U P R 0.146(3) A 2
C C113 1.323(7) 0.968(3) -0.049(3) 0.029(3) Uani d U P D 0.146(3) A 2
H H113 1.252287 0.965256 -0.125872 0.035 Uiso calc U P R 0.146(3) A 2
C C114 1.530(8) 1.004(4) -0.028(4) 0.029(4) Uani d U P D 0.146(3) A 2
H H114 1.592434 1.031691 -0.085059 0.035 Uiso calc U P R 0.146(3) A 2
C C115 1.645(6) 0.997(3) 0.082(3) 0.029(4) Uani d U P D 0.146(3) A 2
H H115 1.797265 1.011894 0.096436 0.035 Uiso calc U P R 0.146(3) A 2
C C116 1.538(6) 0.968(3) 0.171(3) 0.028(4) Uani d U P D 0.146(3) A 2
H H116 1.608573 0.971681 0.247346 0.033 Uiso calc U P R 0.146(3) A 2
C C117 1.432(5) 0.877(3) 0.535(2) 0.028(3) Uani d U P DG 0.146(3) A 2
C C118 1.643(5) 0.909(3) 0.530(2) 0.029(4) Uani d U P DG 0.146(3) A 2
H H118 1.679472 0.929213 0.460649 0.034 Uiso calc U P R 0.146(3) A 2
C C119 1.800(4) 0.912(3) 0.628(2) 0.033(4) Uani d U P DG 0.146(3) A 2
H H119 1.943955 0.933532 0.624886 0.039 Uiso calc U P R 0.146(3) A 2
C C120 1.746(4) 0.882(2) 0.730(2) 0.031(5) Uani d U P DG 0.146(3) A 2
H H120 1.853637 0.884146 0.79659 0.038 Uiso calc U P R 0.146(3) A 2
C C121 1.536(5) 0.850(3) 0.734(2) 0.031(4) Uani d U P DG 0.146(3) A 2
H H121 1.498835 0.830441 0.804057 0.037 Uiso calc U P R 0.146(3) A 2
C C122 1.378(4) 0.848(3) 0.637(2) 0.030(4) Uani d U P DG 0.146(3) A 2
H H122 1.234348 0.826122 0.639821 0.036 Uiso calc U P R 0.146(3) A 2
C C123 0.254(6) 0.702(4) 0.065(3) 0.022(3) Uani d U P D 0.146(3) A 2
C C124 0.305(6) 0.729(3) -0.040(3) 0.027(4) Uani d U P D 0.146(3) A 2
H H124 0.441835 0.755842 -0.044848 0.032 Uiso calc U P R 0.146(3) A 2
C C125 0.154(8) 0.716(4) -0.138(3) 0.028(4) Uani d U P D 0.146(3) A 2
H H125 0.191603 0.732411 -0.209126 0.034 Uiso calc U P R 0.146(3) A 2
C C126 -0.056(6) 0.677(3) -0.136(3) 0.029(3) Uani d U P D 0.146(3) A 2
H H126 -0.15759 0.667812 -0.203305 0.034 Uiso calc U P R 0.146(3) A 2
C C127 -0.108(8) 0.654(4) -0.029(3) 0.025(4) Uani d U P D 0.146(3) A 2
H H127 -0.248327 0.63078 -0.023614 0.03 Uiso calc U P R 0.146(3) A 2
C C128 0.046(6) 0.666(3) 0.068(3) 0.024(3) Uani d U P D 0.146(3) A 2
H H128 0.008786 0.649232 0.139243 0.029 Uiso calc U P R 0.146(3) A 2
C C129 0.347(7) 0.646(3) 0.457(3) 0.025(3) Uani d U P D 0.146(3) A 2
C C130 0.135(6) 0.614(3) 0.427(3) 0.027(3) Uani d U P D 0.146(3) A 2
H H130 0.069231 0.612964 0.3492 0.033 Uiso calc U P R 0.146(3) A 2
C C131 0.015(7) 0.582(4) 0.511(4) 0.027(4) Uani d U P D 0.146(3) A 2
H H131 -0.137534 0.567386 0.493719 0.033 Uiso calc U P R 0.146(3) A 2
C C132 0.130(7) 0.573(3) 0.619(3) 0.029(4) Uani d U P D 0.146(3) A 2
H H132 0.060665 0.545638 0.674644 0.035 Uiso calc U P R 0.146(3) A 2
C C133 0.348(6) 0.604(3) 0.650(3) 0.027(4) Uani d U P D 0.146(3) A 2
H H133 0.415594 0.60269 0.727055 0.033 Uiso calc U P R 0.146(3) A 2
C C134 0.463(6) 0.636(3) 0.568(3) 0.026(4) Uani d U P D 0.146(3) A 2
H H134 0.616156 0.650691 0.585435 0.032 Uiso calc U P R 0.146(3) A 2


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.355(11) ?
C1 O1 . 1.377(9) ?
C1 C11 . 1.459(10) ?
C2 C3 . 1.429(9) ?
C3 C8 . 1.384(8) ?
C3 C4 . 1.442(10) ?
C4 C5 . 1.350(10) ?
C5 O1 . 1.398(8) ?
C5 C17 . 1.478(11) ?
O2 C10 . 1.390(9) ?
O2 C6 . 1.402(9) ?
C6 C7 . 1.315(11) ?
C6 C23 . 1.471(11) ?
C7 C8 . 1.454(10) ?
C8 C9 . 1.458(10) ?
C9 C10 . 1.329(11) ?
C10 C29 . 1.491(10) ?
C11 C16 . 1.393(11) ?
C11 C12 . 1.395(11) ?
C12 C13 . 1.370(10) ?
C13 C14 . 1.375(13) ?
C14 C15 . 1.372(12) ?
C15 C16 . 1.387(10) ?
C17 C18 . 1.382(11) ?
C17 C22 . 1.405(9) ?
C18 C19 . 1.400(12) ?
C19 C20 . 1.378(11) ?
C20 C21 . 1.359(11) ?
C21 C22 . 1.379(11) ?
C23 C28 . 1.397(11) ?
C23 C24 . 1.405(10) ?
C24 C25 . 1.394(11) ?
C25 C26 . 1.410(11) ?
C26 C27 . 1.401(11) ?
C27 C28 . 1.384(11) ?
C29 C34 . 1.385(11) ?
C29 C30 . 1.394(11) ?
C30 C31 . 1.397(10) ?
C31 C32 . 1.368(10) ?
C32 C33 . 1.401(11) ?
C33 C34 . 1.383(10) ?
C101 C102 . 1.39 ?
C101 O1A . 1.39 ?
C101 C111 . 1.45(2) ?
C102 C103 . 1.39 ?
C103 C104 . 1.39 ?
C103 C108 . 1.43(2) ?
C104 C105 . 1.39 ?
C105 O1A . 1.39 ?
C105 C117 . 1.472(19) ?
O2A C110 . 1.38(2) ?
O2A C106 . 1.42(3) ?
C106 C107 . 1.31(3) ?
C106 C123 . 1.49(2) ?
C107 C108 . 1.47(3) ?
C108 C109 . 1.48(3) ?
C109 C110 . 1.31(3) ?
C110 C129 . 1.51(3) ?
C111 C112 . 1.40(3) ?
C111 C116 . 1.41(3) ?
C112 C113 . 1.36(3) ?
C113 C114 . 1.38(3) ?
C114 C115 . 1.38(3) ?
C115 C116 . 1.41(3) ?
C117 C118 . 1.39 ?
C117 C122 . 1.39 ?
C118 C119 . 1.39 ?
C119 C120 . 1.39 ?
C120 C121 . 1.39 ?
C121 C122 . 1.39 ?
C123 C128 . 1.40(3) ?
C123 C124 . 1.41(3) ?
C124 C125 . 1.39(3) ?
C125 C126 . 1.42(3) ?
C126 C127 . 1.40(3) ?
C127 C128 . 1.39(3) ?
C129 C130 . 1.39(3) ?
C129 C134 . 1.41(3) ?
C130 C131 . 1.42(3) ?
C131 C132 . 1.38(3) ?
C132 C133 . 1.41(3) ?
C133 C134 . 1.39(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 O1 . . 121.3(7) ?
C2 C1 C11 . . 126.9(7) ?
O1 C1 C11 . . 111.7(6) ?
C1 C2 C3 . . 122.8(7) ?
C8 C3 C2 . . 123.0(6) ?
C8 C3 C4 . . 123.3(6) ?
C2 C3 C4 . . 113.7(6) ?
C5 C4 C3 . . 122.6(7) ?
C4 C5 O1 . . 120.9(7) ?
C4 C5 C17 . . 128.2(7) ?
O1 C5 C17 . . 110.9(6) ?
C1 O1 C5 . . 118.5(6) ?
C10 O2 C6 . . 116.8(6) ?
C7 C6 O2 . . 122.1(7) ?
C7 C6 C23 . . 127.1(7) ?
O2 C6 C23 . . 110.8(7) ?
C6 C7 C8 . . 123.2(7) ?
C3 C8 C7 . . 124.7(7) ?
C3 C8 C9 . . 122.3(6) ?
C7 C8 C9 . . 112.9(7) ?
C10 C9 C8 . . 121.7(7) ?
C9 C10 O2 . . 123.1(7) ?
C9 C10 C29 . . 126.2(7) ?
O2 C10 C29 . . 110.7(7) ?
C16 C11 C12 . . 117.2(7) ?
C16 C11 C1 . . 121.1(7) ?
C12 C11 C1 . . 121.6(7) ?
C13 C12 C11 . . 121.9(8) ?
C12 C13 C14 . . 120.4(8) ?
C15 C14 C13 . . 118.6(8) ?
C14 C15 C16 . . 121.6(8) ?
C15 C16 C11 . . 120.1(8) ?
C18 C17 C22 . . 117.7(8) ?
C18 C17 C5 . . 121.7(7) ?
C22 C17 C5 . . 120.6(7) ?
C17 C18 C19 . . 121.4(8) ?
C20 C19 C18 . . 118.6(9) ?
C21 C20 C19 . . 121.4(9) ?
C20 C21 C22 . . 119.9(8) ?
C21 C22 C17 . . 120.9(8) ?
C28 C23 C24 . . 118.1(8) ?
C28 C23 C6 . . 121.0(7) ?
C24 C23 C6 . . 120.9(8) ?
C25 C24 C23 . . 121.0(8) ?
C24 C25 C26 . . 120.0(8) ?
C27 C26 C25 . . 118.9(9) ?
C28 C27 C26 . . 120.3(8) ?
C27 C28 C23 . . 121.6(7) ?
C34 C29 C30 . . 118.6(7) ?
C34 C29 C10 . . 121.0(7) ?
C30 C29 C10 . . 120.3(7) ?
C29 C30 C31 . . 120.4(7) ?
C32 C31 C30 . . 120.8(8) ?
C31 C32 C33 . . 119.1(8) ?
C34 C33 C32 . . 120.2(8) ?
C33 C34 C29 . . 121.0(8) ?
C102 C101 O1A . . 120.0 ?
C102 C101 C111 . . 129.2(18) ?
O1A C101 C111 . . 110.2(17) ?
C101 C102 C103 . . 120.0 ?
C104 C103 C102 . . 120.0 ?
C104 C103 C108 . . 122.5(17) ?
C102 C103 C108 . . 117.4(17) ?
C103 C104 C105 . . 120.0 ?
O1A C105 C104 . . 120.0 ?
O1A C105 C117 . . 114.1(17) ?
C104 C105 C117 . . 125.4(17) ?
C105 O1A C101 . . 120.0 ?
C110 O2A C106 . . 116.(3) ?
C107 C106 O2A . . 120.(3) ?
C107 C106 C123 . . 129.(3) ?
O2A C106 C123 . . 111.(2) ?
C106 C107 C108 . . 126.(3) ?
C103 C108 C107 . . 127.(2) ?
C103 C108 C109 . . 124.(2) ?
C107 C108 C109 . . 109.(2) ?
C110 C109 C108 . . 123.(3) ?
C109 C110 O2A . . 124.(3) ?
C109 C110 C129 . . 126.(3) ?
O2A C110 C129 . . 109.(2) ?
C112 C111 C116 . . 120.(3) ?
C112 C111 C101 . . 119.(2) ?
C116 C111 C101 . . 122.(2) ?
C113 C112 C111 . . 119.(3) ?
C112 C113 C114 . . 124.(3) ?
C113 C114 C115 . . 117.(3) ?
C114 C115 C116 . . 121.(3) ?
C115 C116 C111 . . 118.(3) ?
C118 C117 C122 . . 120.0 ?
C118 C117 C105 . . 120.3(18) ?
C122 C117 C105 . . 119.6(19) ?
C117 C118 C119 . . 120.0 ?
C120 C119 C118 . . 120.0 ?
C121 C120 C119 . . 120.0 ?
C120 C121 C122 . . 120.0 ?
C121 C122 C117 . . 120.0 ?
C128 C123 C124 . . 118.(2) ?
C128 C123 C106 . . 121.(3) ?
C124 C123 C106 . . 121.(3) ?
C125 C124 C123 . . 120.(3) ?
C124 C125 C126 . . 122.(3) ?
C127 C126 C125 . . 117.(3) ?
C128 C127 C126 . . 121.(3) ?
C127 C128 C123 . . 122.(3) ?
C130 C129 C134 . . 121.(3) ?
C130 C129 C110 . . 120.(3) ?
C134 C129 C110 . . 118.(3) ?
C129 C130 C131 . . 120.(3) ?
C132 C131 C130 . . 117.(3) ?
C131 C132 C133 . . 122.(3) ?
C134 C133 C132 . . 120.(3) ?
C133 C134 C129 . . 118.(3) ?




# start Validation Reply Form
_vrf_PLAT089_fichou1m            
;
PROBLEM: Poor Data / Parameter Ratio (Zmax < 18) ........       3.58 Note  
RESPONSE: The whole molecule is disorderd.  A limit on data / parameter ratio that
properly takes into account the number of restraints / constraints and the redundancy of the
measurements would be more appropriate. Unfortunately the CHECKCIF routine does not do this. 
;
# end Validation Reply Form
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: benzene'
####################################################################### 
# 
# 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_pap23s
_database_code_depnum_ccdc_archive 'CCDC 1916680'
loop_
_audit_author_name
_audit_author_address
'Rakesh Ganguly'
;Nanyang Technological University
Singapore
;
_audit_update_record             
;
2019-05-17 deposited with the CCDC.	2020-08-06 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H29 Cl O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         577.08

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   31.3116(19)
_cell_length_b                   6.1363(3)
_cell_length_c                   17.3304(11)
_cell_angle_alpha                90
_cell_angle_beta                 118.835(4)
_cell_angle_gamma                90
_cell_volume                     2917.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3115
_cell_measurement_theta_min      3.2224
_cell_measurement_theta_max      66.6736
_cell_measurement_temperature    103.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.005
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1208

_exptl_absorpt_coefficient_mu    1.435
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.36
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      103.(2)

_diffrn_source                   'Incoatec Microfocus Source'
_diffrn_source_type              'Bruker Kappa Duo APEX2'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Multilayer Mirror'

_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            12422
_diffrn_reflns_av_R_equivalents  0.1072
_diffrn_reflns_av_unetI/netI     0.0757
_diffrn_reflns_theta_min         3.22
_diffrn_reflns_theta_max         66.67
_diffrn_reflns_theta_full        66.67
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20

_refine_special_details          
;
;

_reflns_number_total             2587
_reflns_number_gt                1895
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0915
_refine_ls_R_factor_gt           0.0655
_refine_ls_wR_factor_gt          0.1631
_refine_ls_wR_factor_ref         0.1791
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.070
_refine_ls_number_reflns         2587
_refine_ls_number_parameters     214
_refine_ls_number_restraints     45
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0640P)²+6.3324P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.318
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Cl Cl 0.3639 0.7018 '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'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2017)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'XS, VERSION 2013/1'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2017)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.26501(10) 0.8648(4) 0.62260(18) 0.0206(6) Uani d . . . 1 . .
C C2 0.27629(10) 1.0520(4) 0.59756(18) 0.0216(6) Uani d . . . 1 . .
H H2 0.306579 1.119482 0.635566 0.026 Uiso calc U . R 1 . .
C C3 0.24400(10) 1.1558(4) 0.51456(18) 0.0209(6) Uani d . . . 1 . .
C C4 0.19827(10) 1.0423(4) 0.46542(19) 0.0213(6) Uani d . . . 1 . .
H H4 0.174101 1.10453 0.411868 0.026 Uiso calc U . R 1 . .
C C5 0.18846(10) 0.8533(4) 0.49204(18) 0.0215(6) Uani d . . . 1 . .
C C6 0.14470(10) 0.7190(4) 0.44438(19) 0.0226(6) Uani d . . . 1 . .
C C7 0.13967(11) 0.5233(4) 0.4810(2) 0.0254(6) Uani d . . . 1 . .
H H7 0.163662 0.482439 0.538723 0.03 Uiso calc U . R 1 . .
C C8 0.09958(11) 0.3884(5) 0.4331(2) 0.0296(7) Uani d . . . 1 . .
H H8 0.096398 0.256151 0.458319 0.036 Uiso calc U . R 1 . .
C C9 0.06443(11) 0.4460(5) 0.3490(2) 0.0317(7) Uani d . . . 1 . .
H H9 0.037362 0.352874 0.316354 0.038 Uiso calc U . R 1 . .
C C10 0.06883(11) 0.6394(5) 0.3127(2) 0.0335(7) Uani d . . . 1 . .
H H10 0.044578 0.67967 0.255146 0.04 Uiso calc U . R 1 . .
C C11 0.10854(11) 0.7755(5) 0.3599(2) 0.0280(7) Uani d . . . 1 . .
H H11 0.111086 0.908469 0.334387 0.034 Uiso calc U . R 1 . .
C C12 0.29578(10) 0.7407(4) 0.70367(18) 0.0213(6) Uani d . . . 1 . .
C C13 0.28264(10) 0.5317(4) 0.71532(19) 0.0236(6) Uani d . . . 1 . .
H H13 0.253243 0.469216 0.670989 0.028 Uiso calc U . R 1 . .
C C14 0.31193(11) 0.4133(5) 0.79087(19) 0.0262(6) Uani d . . . 1 . .
H H14 0.302402 0.271133 0.798171 0.031 Uiso calc U . R 1 . .
C C15 0.35524(11) 0.5026(5) 0.8560(2) 0.0284(7) Uani d . . . 1 . .
H H15 0.37531 0.421712 0.90775 0.034 Uiso calc U . R 1 . .
C C16 0.36891(11) 0.7089(5) 0.8450(2) 0.0298(7) Uani d . . . 1 . .
H H16 0.398533 0.769717 0.889303 0.036 Uiso calc U . R 1 . .
C C17 0.33967(10) 0.8287(5) 0.76950(19) 0.0257(6) Uani d . . . 1 . .
H H17 0.34945 0.970548 0.762481 0.031 Uiso calc U . R 1 . .
O O1 0.22142(7) 0.7575(3) 0.57084(12) 0.0222(5) Uani d . . . 1 . .
Cl Cl1 0.45779(8) 0.1862(4) -0.12259(17) 0.0670(7) Uani d . P . 0.5 A -1
C C1S 0.4838(2) 0.3836(8) -0.0444(3) 0.0407(16) Uani d . P G 0.5 A -1
C C2S 0.48122(18) 0.3644(7) 0.0332(4) 0.038(2) Uani d . P G 0.5 A -1
H H2S 0.465685 0.24157 0.042277 0.046 Uiso calc U P R 0.5 A -1
C C3S 0.5014(2) 0.5247(9) 0.0976(3) 0.0455(19) Uani d . P G 0.5 A -1
H H3S 0.499657 0.511569 0.150624 0.055 Uiso calc U P R 0.5 A -1
C C4S 0.5241(2) 0.7044(8) 0.0844(4) 0.053(2) Uani d . P G 0.5 A -1
H H4S 0.537927 0.814028 0.128355 0.064 Uiso calc U P R 0.5 A -1
C C5S 0.52669(18) 0.7237(6) 0.0068(4) 0.054(2) Uani d . P G 0.5 A -1
H H5S 0.542225 0.846493 -0.00226 0.065 Uiso calc U P R 0.5 A -1
C C6S 0.50651(19) 0.5633(9) -0.0576(3) 0.043(2) Uani d . P G 0.5 A -1
H H6S 0.508253 0.576495 -0.110607 0.052 Uiso calc U P R 0.5 A -1


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.334(4) ?
C1 O1 . 1.386(3) ?
C1 C12 . 1.475(4) ?
C2 C3 . 1.447(4) ?
C3 C3 7_576 1.384(5) ?
C3 C4 . 1.444(4) ?
C4 C5 . 1.338(4) ?
C5 O1 . 1.384(3) ?
C5 C6 . 1.465(4) ?
C6 C11 . 1.395(4) ?
C6 C7 . 1.402(4) ?
C7 C8 . 1.395(4) ?
C8 C9 . 1.383(4) ?
C9 C10 . 1.381(4) ?
C10 C11 . 1.390(4) ?
C12 C13 . 1.391(4) ?
C12 C17 . 1.403(4) ?
C13 C14 . 1.387(4) ?
C14 C15 . 1.391(4) ?
C15 C16 . 1.379(4) ?
C16 C17 . 1.391(4) ?
Cl1 C1S . 1.704(4) ?
C1S C2S . 1.39 ?
C1S C6S . 1.39 ?
C2S C3S . 1.39 ?
C3S C4S . 1.39 ?
C4S C5S . 1.39 ?
C5S C6S . 1.39 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 O1 . . 122.1(2) ?
C2 C1 C12 . . 126.9(3) ?
O1 C1 C12 . . 111.0(2) ?
C1 C2 C3 . . 122.3(3) ?
C3 C3 C4 7_576 . 123.7(3) ?
C3 C3 C2 7_576 . 123.2(3) ?
C4 C3 C2 . . 113.1(2) ?
C5 C4 C3 . . 122.8(3) ?
C4 C5 O1 . . 121.5(2) ?
C4 C5 C6 . . 126.9(3) ?
O1 C5 C6 . . 111.5(2) ?
C11 C6 C7 . . 118.4(3) ?
C11 C6 C5 . . 121.1(3) ?
C7 C6 C5 . . 120.3(3) ?
C8 C7 C6 . . 120.2(3) ?
C9 C8 C7 . . 120.4(3) ?
C10 C9 C8 . . 119.7(3) ?
C9 C10 C11 . . 120.4(3) ?
C10 C11 C6 . . 120.8(3) ?
C13 C12 C17 . . 118.6(3) ?
C13 C12 C1 . . 120.7(3) ?
C17 C12 C1 . . 120.6(2) ?
C14 C13 C12 . . 120.8(3) ?
C13 C14 C15 . . 120.1(3) ?
C16 C15 C14 . . 119.7(3) ?
C15 C16 C17 . . 120.5(3) ?
C16 C17 C12 . . 120.2(3) ?
C5 O1 C1 . . 118.0(2) ?
C2S C1S C6S . . 120.0 ?
C2S C1S Cl1 . . 118.7(4) ?
C6S C1S Cl1 . . 121.2(4) ?
C1S C2S C3S . . 120.0 ?
C4S C3S C2S . . 120.0 ?
C3S C4S C5S . . 120.0 ?
C6S C5S C4S . . 120.0 ?
C5S C6S C1S . . 120.0 ?

