# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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. 
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data_BiPhDimedone-Form_II
_database_code_depnum_ccdc_archive 'CCDC 1993302'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2020-03-28 deposited with the CCDC.	2022-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H32 O4'
_chemical_formula_sum            'C29 H32 O4'
_chemical_formula_weight         444.54

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

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

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

_cell_length_a                   9.3146(7)
_cell_length_b                   11.4763(9)
_cell_length_c                   12.2711(9)
_cell_angle_alpha                95.205(4)
_cell_angle_beta                 106.911(4)
_cell_angle_gamma                98.262(4)
_cell_volume                     1229.77(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8320
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      26.33

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_F_000             476
_exptl_transmission_factor_min   0.164
_exptl_transmission_factor_max   0.358
_exptl_crystal_size_max          29.000
_exptl_crystal_size_mid          20.000
_exptl_crystal_size_min          13.000
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   0.209
_shelx_estimated_absorpt_T_max   0.428
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15144
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.337
_diffrn_reflns_theta_max         26.416
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5020
_reflns_number_gt                3978
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0698P)²+0.1779P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.025(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5020
_refine_ls_number_parameters     315
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0429
_refine_ls_wR_factor_ref         0.1316
_refine_ls_wR_factor_gt          0.1203
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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 0.70061(14) 0.79835(11) 0.71227(10) 0.0389(3) Uani 1 1 d . . . . .
C2 C 0.83654(15) 0.86838(13) 0.71571(12) 0.0474(3) Uani 1 1 d . . . . .
H2 H 0.923107 0.870553 0.777816 0.057 Uiso 1 1 calc R U . . .
C3 C 0.84648(15) 0.93509(12) 0.62899(12) 0.0472(3) Uani 1 1 d . . . . .
H3 H 0.939457 0.981218 0.634077 0.057 Uiso 1 1 calc R U . . .
C4 C 0.72032(14) 0.93461(11) 0.53433(11) 0.0409(3) Uani 1 1 d . . . . .
C5 C 0.73166(15) 1.00649(12) 0.44148(12) 0.0448(3) Uani 1 1 d . . . . .
C6 C 0.82893(17) 1.11581(13) 0.46612(15) 0.0564(4) Uani 1 1 d . . . . .
H6 H 0.887187 1.144473 0.541785 0.068 Uiso 1 1 calc R U . . .
C7 C 0.8403(2) 1.18236(16) 0.37992(19) 0.0703(5) Uani 1 1 d . . . . .
H7 H 0.906808 1.254914 0.397854 0.084 Uiso 1 1 calc R U . . .
C8 C 0.7547(2) 1.14263(18) 0.26871(19) 0.0778(6) Uani 1 1 d . . . . .
H8 H 0.761757 1.188340 0.211037 0.093 Uiso 1 1 calc R U . . .
C9 C 0.6582(3) 1.03495(19) 0.24221(17) 0.0821(6) Uani 1 1 d . . . . .
H9 H 0.600219 1.007302 0.166278 0.099 Uiso 1 1 calc R U . . .
C10 C 0.6468(2) 0.96722(15) 0.32809(14) 0.0652(4) Uani 1 1 d . . . . .
H10 H 0.581092 0.894235 0.309175 0.078 Uiso 1 1 calc R U . . .
C11 C 0.58378(15) 0.86427(12) 0.53076(12) 0.0468(3) Uani 1 1 d . . . . .
H11 H 0.497213 0.861841 0.468581 0.056 Uiso 1 1 calc R U . . .
C12 C 0.57431(15) 0.79816(12) 0.61752(12) 0.0461(3) Uani 1 1 d . . . . .
H12 H 0.481276 0.752284 0.612675 0.055 Uiso 1 1 calc R U . . .
C13 C 0.68093(14) 0.73566(12) 0.81353(10) 0.0394(3) Uani 1 1 d . . . . .
C14 C 0.82858(15) 0.72800(12) 0.90579(11) 0.0444(3) Uani 1 1 d . . . . .
C15 C 0.84160(17) 0.76597(15) 1.02085(12) 0.0570(4) Uani 1 1 d . . . . .
C16 C 0.9876(2) 0.7715(2) 1.11638(14) 0.0842(6) Uani 1 1 d . . . . .
H16A H 0.976598 0.703259 1.156430 0.101 Uiso 1 1 calc R U . . .
H16B H 1.002559 0.842249 1.170855 0.101 Uiso 1 1 calc R U . . .
C17 C 1.12928(18) 0.77338(18) 1.07903(14) 0.0687(5) Uani 1 1 d . . . . .
C18 C 1.09259(17) 0.67699(16) 0.97648(15) 0.0637(4) Uani 1 1 d . . . . .
H18A H 1.175930 0.685970 0.943719 0.076 Uiso 1 1 calc R U . . .
H18B H 1.086734 0.600122 1.003513 0.076 Uiso 1 1 calc R U . . .
C19 C 0.94651(15) 0.67786(13) 0.88320(12) 0.0487(3) Uani 1 1 d . . . . .
C20 C 1.2611(2) 0.7481(3) 1.1772(2) 0.1150(10) Uani 1 1 d . . . . .
H20A H 1.280895 0.806603 1.243255 0.173 Uiso 1 1 calc R U . . .
H20B H 1.350816 0.751266 1.153243 0.173 Uiso 1 1 calc R U . . .
H20C H 1.234215 0.670420 1.196511 0.173 Uiso 1 1 calc R U . . .
C21 C 1.1779(2) 0.89437(18) 1.04558(17) 0.0802(5) Uani 1 1 d . . . . .
H21A H 1.095625 0.912171 0.985059 0.120 Uiso 1 1 calc R U . . .
H21B H 1.265273 0.892532 1.019449 0.120 Uiso 1 1 calc R U . . .
H21C H 1.203261 0.954476 1.111195 0.120 Uiso 1 1 calc R U . . .
C22 C 0.56545(14) 0.62028(11) 0.77964(10) 0.0389(3) Uani 1 1 d . . . . .
C23 C 0.45879(15) 0.59901(13) 0.83864(11) 0.0451(3) Uani 1 1 d . . . . .
C24 C 0.33591(18) 0.49074(15) 0.80402(13) 0.0581(4) Uani 1 1 d . . . . .
H24A H 0.245275 0.511624 0.818650 0.070 Uiso 1 1 calc R U . . .
H24B H 0.368925 0.431001 0.852077 0.070 Uiso 1 1 calc R U . . .
C25 C 0.29420(16) 0.43684(12) 0.67851(12) 0.0479(3) Uani 1 1 d . . . . .
C26 C 0.44182(16) 0.42331(12) 0.65271(12) 0.0478(3) Uani 1 1 d . . . . .
H26A H 0.479569 0.356745 0.687735 0.057 Uiso 1 1 calc R U . . .
H26B H 0.419182 0.403961 0.570178 0.057 Uiso 1 1 calc R U . . .
C27 C 0.56551(14) 0.53040(12) 0.69393(10) 0.0416(3) Uani 1 1 d . . . . .
C28 C 0.20999(18) 0.51744(16) 0.59989(16) 0.0647(4) Uani 1 1 d . . . . .
H28A H 0.182625 0.481390 0.521241 0.097 Uiso 1 1 calc R U . . .
H28B H 0.274994 0.593123 0.610139 0.097 Uiso 1 1 calc R U . . .
H28C H 0.119412 0.528468 0.618851 0.097 Uiso 1 1 calc R U . . .
C29 C 0.1909(2) 0.31556(15) 0.65715(16) 0.0695(5) Uani 1 1 d . . . . .
H29A H 0.094897 0.325672 0.667414 0.104 Uiso 1 1 calc R U . . .
H29B H 0.238598 0.266023 0.710605 0.104 Uiso 1 1 calc R U . . .
H29C H 0.174280 0.278780 0.580014 0.104 Uiso 1 1 calc R U . . .
H2A H 0.806(3) 0.590(2) 0.708(2) 0.130(9) Uiso 1 1 d . . . . .
H3A H 0.582(4) 0.731(3) 0.980(3) 0.153(11) Uiso 1 1 d . . . . .
H13 H 0.6334(15) 0.7893(12) 0.8487(11) 0.036(3) Uiso 1 1 d . . . . .
O1 O 0.72971(13) 0.79406(12) 1.05243(9) 0.0717(4) Uani 1 1 d . . . . .
O2 O 0.93930(12) 0.62721(10) 0.78339(10) 0.0606(3) Uani 1 1 d . . . . .
O3 O 0.46041(12) 0.66897(10) 0.92813(9) 0.0586(3) Uani 1 1 d . . . . .
O4 O 0.67220(11) 0.53380(9) 0.64732(8) 0.0533(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.3860(18) . ?
C1 C12 1.3924(18) . ?
C1 C13 1.5336(17) . ?
C2 C3 1.3828(19) . ?
C2 H2 0.9300 . ?
C3 C4 1.3903(18) . ?
C3 H3 0.9300 . ?
C4 C11 1.3919(18) . ?
C4 C5 1.4850(18) . ?
C5 C10 1.381(2) . ?
C5 C6 1.390(2) . ?
C6 C7 1.379(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.362(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.371(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.384(2) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.3780(19) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C22 1.5211(18) . ?
C13 C14 1.5257(17) . ?
C13 H13 0.950(14) . ?
C14 C19 1.394(2) . ?
C14 C15 1.4042(19) . ?
C15 O1 1.2842(19) . ?
C15 C16 1.504(2) . ?
C16 C17 1.515(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.521(3) . ?
C17 C21 1.527(3) . ?
C17 C20 1.533(2) . ?
C18 C19 1.504(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 O2 1.2862(18) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.3970(17) . ?
C22 C27 1.4049(18) . ?
C23 O3 1.2952(16) . ?
C23 C24 1.499(2) . ?
C24 C25 1.522(2) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.5234(19) . ?
C25 C28 1.527(2) . ?
C25 C29 1.528(2) . ?
C26 C27 1.4949(19) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 O4 1.2806(15) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
O1 H3A 1.44(3) . ?
O2 H2A 1.30(3) . ?
O3 H3A 1.21(3) . ?
O4 H2A 1.29(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C12 117.01(12) . . ?
C2 C1 C13 122.72(11) . . ?
C12 C1 C13 119.81(11) . . ?
C3 C2 C1 121.56(12) . . ?
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C2 C3 C4 121.35(12) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C11 117.14(12) . . ?
C3 C4 C5 121.11(12) . . ?
C11 C4 C5 121.75(12) . . ?
C10 C5 C6 117.76(13) . . ?
C10 C5 C4 121.41(13) . . ?
C6 C5 C4 120.83(13) . . ?
C7 C6 C5 120.91(16) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C8 C7 C6 120.48(17) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 119.69(16) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 H8 120.2 . . ?
C8 C9 C10 120.21(19) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C5 C10 C9 120.94(17) . . ?
C5 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C12 C11 C4 121.31(12) . . ?
C12 C11 H11 119.3 . . ?
C4 C11 H11 119.3 . . ?
C11 C12 C1 121.62(12) . . ?
C11 C12 H12 119.2 . . ?
C1 C12 H12 119.2 . . ?
C22 C13 C14 113.69(11) . . ?
C22 C13 C1 114.72(10) . . ?
C14 C13 C1 115.43(10) . . ?
C22 C13 H13 104.1(8) . . ?
C14 C13 H13 105.5(8) . . ?
C1 C13 H13 101.4(8) . . ?
C19 C14 C15 118.17(13) . . ?
C19 C14 C13 123.72(12) . . ?
C15 C14 C13 117.95(12) . . ?
O1 C15 C14 122.87(13) . . ?
O1 C15 C16 115.48(14) . . ?
C14 C15 C16 121.60(14) . . ?
C15 C16 C17 115.30(13) . . ?
C15 C16 H16A 108.4 . . ?
C17 C16 H16A 108.4 . . ?
C15 C16 H16B 108.4 . . ?
C17 C16 H16B 108.4 . . ?
H16A C16 H16B 107.5 . . ?
C16 C17 C18 107.85(14) . . ?
C16 C17 C21 110.95(18) . . ?
C18 C17 C21 109.94(14) . . ?
C16 C17 C20 110.15(15) . . ?
C18 C17 C20 109.44(19) . . ?
C21 C17 C20 108.50(17) . . ?
C19 C18 C17 114.62(14) . . ?
C19 C18 H18A 108.6 . . ?
C17 C18 H18A 108.6 . . ?
C19 C18 H18B 108.6 . . ?
C17 C18 H18B 108.6 . . ?
H18A C18 H18B 107.6 . . ?
O2 C19 C14 123.65(12) . . ?
O2 C19 C18 114.68(13) . . ?
C14 C19 C18 121.66(14) . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C27 117.86(12) . . ?
C23 C22 C13 119.55(11) . . ?
C27 C22 C13 122.53(11) . . ?
O3 C23 C22 122.98(12) . . ?
O3 C23 C24 115.13(11) . . ?
C22 C23 C24 121.87(12) . . ?
C23 C24 C25 114.29(11) . . ?
C23 C24 H24A 108.7 . . ?
C25 C24 H24A 108.7 . . ?
C23 C24 H24B 108.7 . . ?
C25 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
C24 C25 C26 107.67(12) . . ?
C24 C25 C28 110.53(13) . . ?
C26 C25 C28 109.86(12) . . ?
C24 C25 C29 110.27(12) . . ?
C26 C25 C29 110.05(12) . . ?
C28 C25 C29 108.45(13) . . ?
C27 C26 C25 115.00(11) . . ?
C27 C26 H26A 108.5 . . ?
C25 C26 H26A 108.5 . . ?
C27 C26 H26B 108.5 . . ?
C25 C26 H26B 108.5 . . ?
H26A C26 H26B 107.5 . . ?
O4 C27 C22 122.38(12) . . ?
O4 C27 C26 115.66(11) . . ?
C22 C27 C26 121.95(11) . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C25 C29 H29A 109.5 . . ?
C25 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C25 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C15 O1 H3A 113.7(12) . . ?
C19 O2 H2A 118.5(11) . . ?
C23 O3 H3A 115.3(14) . . ?
C27 O4 H2A 117.4(11) . . ?

_refine_diff_density_max         0.196
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.042



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

data_BiPhDimedone_Form_I
_database_code_depnum_ccdc_archive 'CCDC 1993304'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2020-03-28 deposited with the CCDC.	2022-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H32 O4'
_chemical_formula_sum            'C29 H32 O4'
_chemical_formula_weight         444.54

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/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   9.3281(6)
_cell_length_b                   21.6191(15)
_cell_length_c                   12.2447(9)
_cell_angle_alpha                90
_cell_angle_beta                 95.321(4)
_cell_angle_gamma                90
_cell_volume                     2458.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9942
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      26.24

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_F_000             952
_exptl_transmission_factor_min   0.981
_exptl_transmission_factor_max   0.986
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34223
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.918
_diffrn_reflns_theta_max         26.624
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5119
_reflns_number_gt                3958
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0737P)²+0.5564P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.065(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5119
_refine_ls_number_parameters     311
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0753
_refine_ls_R_factor_gt           0.0586
_refine_ls_wR_factor_ref         0.1536
_refine_ls_wR_factor_gt          0.1393
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_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 0.42216(17) 0.60431(7) 0.78602(13) 0.0449(4) Uani 1 1 d . . . . .
C2 C 0.3028(2) 0.60850(9) 0.84382(18) 0.0684(6) Uani 1 1 d . . . . .
H2 H 0.254568 0.646084 0.845935 0.082 Uiso 1 1 calc R U . . .
C3 C 0.2528(2) 0.55829(9) 0.89869(18) 0.0703(6) Uani 1 1 d . . . . .
H3 H 0.170890 0.562827 0.935786 0.084 Uiso 1 1 calc R U . . .
C4 C 0.32073(18) 0.50161(8) 0.90020(13) 0.0478(4) Uani 1 1 d . . . . .
C5 C 0.26689(19) 0.44756(8) 0.95916(14) 0.0510(4) Uani 1 1 d . . . . .
C6 C 0.1824(2) 0.45454(10) 1.04544(17) 0.0673(5) Uani 1 1 d . . . . .
H6 H 0.157559 0.494028 1.067202 0.081 Uiso 1 1 calc R U . . .
C7 C 0.1344(3) 0.40342(13) 1.09986(18) 0.0789(7) Uani 1 1 d . . . . .
H7 H 0.078996 0.409132 1.158399 0.095 Uiso 1 1 calc R U . . .
C8 C 0.1668(3) 0.34552(12) 1.0693(2) 0.0816(7) Uani 1 1 d . . . . .
H8 H 0.132664 0.311446 1.105302 0.098 Uiso 1 1 calc R U . . .
C9 C 0.2501(3) 0.33777(11) 0.9849(2) 0.0865(7) Uani 1 1 d . . . . .
H9 H 0.274200 0.298025 0.964041 0.104 Uiso 1 1 calc R U . . .
C10 C 0.2993(3) 0.38793(9) 0.92982(18) 0.0676(5) Uani 1 1 d . . . . .
H10 H 0.355271 0.381464 0.871858 0.081 Uiso 1 1 calc R U . . .
C11 C 0.4421(2) 0.49822(8) 0.84488(16) 0.0590(5) Uani 1 1 d . . . . .
H11 H 0.492620 0.461135 0.845204 0.071 Uiso 1 1 calc R U . . .
C12 C 0.49097(19) 0.54785(9) 0.78917(17) 0.0581(5) Uani 1 1 d . . . . .
H12 H 0.573155 0.543240 0.752362 0.070 Uiso 1 1 calc R U . . .
C13 C 0.48695(16) 0.66015(7) 0.73177(13) 0.0429(4) Uani 1 1 d . . . . .
H13 H 0.560242 0.675500 0.787746 0.051 Uiso 1 1 calc R U . . .
C14 C 0.38641(16) 0.71497(7) 0.70922(13) 0.0427(4) Uani 1 1 d . . . . .
C15 C 0.43848(18) 0.77460(8) 0.73883(16) 0.0538(4) Uani 1 1 d . . . . .
C16 C 0.3429(2) 0.83027(9) 0.7236(2) 0.0684(6) Uani 1 1 d . . . . .
H16A H 0.360058 0.850078 0.654961 0.082 Uiso 1 1 calc R U . . .
H16B H 0.370029 0.859402 0.782164 0.082 Uiso 1 1 calc R U . . .
C17 C 0.18387(19) 0.81710(8) 0.72263(14) 0.0497(4) Uani 1 1 d . . . . .
C18 C 0.14871(19) 0.76479(9) 0.64212(16) 0.0560(5) Uani 1 1 d . . . . .
H18A H 0.051573 0.750578 0.649978 0.067 Uiso 1 1 calc R U . . .
H18B H 0.150470 0.780768 0.568229 0.067 Uiso 1 1 calc R U . . .
C19 C 0.24892(17) 0.71057(7) 0.65595(13) 0.0444(4) Uani 1 1 d . . . . .
C20 C 0.0978(2) 0.87492(9) 0.68683(18) 0.0692(6) Uani 1 1 d . . . . .
H20A H 0.124894 0.908275 0.736244 0.104 Uiso 1 1 calc R U . . .
H20B H -0.003139 0.866616 0.687830 0.104 Uiso 1 1 calc R U . . .
H20C H 0.117664 0.886198 0.613905 0.104 Uiso 1 1 calc R U . . .
C21 C 0.1458(3) 0.79868(12) 0.83617(19) 0.0866(8) Uani 1 1 d . . . . .
H21A H 0.202008 0.763371 0.861191 0.130 Uiso 1 1 calc R U . . .
H21B H 0.045319 0.788528 0.833023 0.130 Uiso 1 1 calc R U . . .
H21C H 0.166046 0.832501 0.886025 0.130 Uiso 1 1 calc R U . . .
C22 C 0.57185(16) 0.64377(7) 0.63536(13) 0.0428(4) Uani 1 1 d . . . . .
C23 C 0.70570(17) 0.66987(7) 0.62591(14) 0.0473(4) Uani 1 1 d . . . . .
C24 C 0.79811(19) 0.65141(9) 0.53764(17) 0.0591(5) Uani 1 1 d . . . . .
H24A H 0.898353 0.653957 0.566481 0.071 Uiso 1 1 calc R U . . .
H24B H 0.783308 0.680682 0.477615 0.071 Uiso 1 1 calc R U . . .
C25 C 0.76807(18) 0.58661(8) 0.49328(15) 0.0527(4) Uani 1 1 d . . . . .
C26 C 0.60573(18) 0.58190(8) 0.46400(14) 0.0517(4) Uani 1 1 d . . . . .
H26A H 0.580950 0.605448 0.397485 0.062 Uiso 1 1 calc R U . . .
H26B H 0.581765 0.538985 0.448034 0.062 Uiso 1 1 calc R U . . .
C27 C 0.51471(17) 0.60426(7) 0.55016(13) 0.0439(4) Uani 1 1 d . . . . .
C28 C 0.8197(2) 0.53827(9) 0.57942(18) 0.0655(5) Uani 1 1 d . . . . .
H28A H 0.921908 0.541925 0.596128 0.098 Uiso 1 1 calc R U . . .
H28B H 0.796985 0.497624 0.551323 0.098 Uiso 1 1 calc R U . . .
H28C H 0.772455 0.544924 0.644832 0.098 Uiso 1 1 calc R U . . .
C29 C 0.8453(2) 0.57623(12) 0.3906(2) 0.0780(6) Uani 1 1 d . . . . .
H29A H 0.813201 0.606328 0.336114 0.117 Uiso 1 1 calc R U . . .
H29B H 0.824132 0.535448 0.362597 0.117 Uiso 1 1 calc R U . . .
H29C H 0.947247 0.580367 0.408450 0.117 Uiso 1 1 calc R U . . .
H2A H 0.270(4) 0.6276(17) 0.596(3) 0.151(13) Uiso 1 1 d . . . . .
H3A H 0.677(4) 0.7387(16) 0.734(3) 0.154(13) Uiso 1 1 d . . . . .
O1 O 0.56882(14) 0.78433(6) 0.77526(14) 0.0722(4) Uani 1 1 d . . . . .
O2 O 0.19591(13) 0.65987(6) 0.61299(11) 0.0567(3) Uani 1 1 d . . . . .
O3 O 0.76054(13) 0.71367(6) 0.69033(12) 0.0596(4) Uani 1 1 d . . . . .
O4 O 0.38469(12) 0.58661(6) 0.54163(10) 0.0552(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.377(3) . ?
C1 C12 1.378(2) . ?
C1 C13 1.529(2) . ?
C2 C3 1.380(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.379(3) . ?
C3 H3 0.9300 . ?
C4 C11 1.374(2) . ?
C4 C5 1.485(2) . ?
C5 C10 1.379(3) . ?
C5 C6 1.384(3) . ?
C6 C7 1.386(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.349(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.359(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.378(3) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.372(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.521(2) . ?
C13 C22 1.523(2) . ?
C13 H13 0.9800 . ?
C14 C19 1.387(2) . ?
C14 C15 1.413(2) . ?
C15 O1 1.273(2) . ?
C15 C16 1.499(3) . ?
C16 C17 1.509(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.516(2) . ?
C17 C21 1.520(3) . ?
C17 C20 1.528(3) . ?
C18 C19 1.499(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 O2 1.2940(19) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.385(2) . ?
C22 C27 1.414(2) . ?
C23 O3 1.306(2) . ?
C23 C24 1.498(3) . ?
C24 C25 1.519(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C29 1.522(3) . ?
C25 C26 1.527(2) . ?
C25 C28 1.530(3) . ?
C26 C27 1.495(2) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 O4 1.2665(19) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
O2 H2A 1.02(4) . ?
O3 H3A 1.12(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C12 116.16(16) . . ?
C2 C1 C13 122.85(15) . . ?
C12 C1 C13 120.64(15) . . ?
C1 C2 C3 121.59(17) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 H2 119.2 . . ?
C4 C3 C2 122.04(18) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C11 C4 C3 116.05(16) . . ?
C11 C4 C5 121.92(16) . . ?
C3 C4 C5 122.02(16) . . ?
C10 C5 C6 117.06(18) . . ?
C10 C5 C4 121.11(17) . . ?
C6 C5 C4 121.83(17) . . ?
C5 C6 C7 120.8(2) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C8 C7 C6 121.0(2) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C9 118.9(2) . . ?
C7 C8 H8 120.5 . . ?
C9 C8 H8 120.5 . . ?
C8 C9 C10 121.0(2) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C9 C10 C5 121.1(2) . . ?
C9 C10 H10 119.4 . . ?
C5 C10 H10 119.4 . . ?
C12 C11 C4 122.04(16) . . ?
C12 C11 H11 119.0 . . ?
C4 C11 H11 119.0 . . ?
C11 C12 C1 122.08(16) . . ?
C11 C12 H12 119.0 . . ?
C1 C12 H12 119.0 . . ?
C14 C13 C22 113.37(13) . . ?
C14 C13 C1 115.61(13) . . ?
C22 C13 C1 114.08(13) . . ?
C14 C13 H13 104.0 . . ?
C22 C13 H13 104.0 . . ?
C1 C13 H13 104.0 . . ?
C19 C14 C15 117.64(15) . . ?
C19 C14 C13 124.04(13) . . ?
C15 C14 C13 118.22(14) . . ?
O1 C15 C14 122.35(16) . . ?
O1 C15 C16 116.66(15) . . ?
C14 C15 C16 120.94(15) . . ?
C15 C16 C17 114.98(15) . . ?
C15 C16 H16A 108.5 . . ?
C17 C16 H16A 108.5 . . ?
C15 C16 H16B 108.5 . . ?
C17 C16 H16B 108.5 . . ?
H16A C16 H16B 107.5 . . ?
C16 C17 C18 107.41(15) . . ?
C16 C17 C21 110.79(19) . . ?
C18 C17 C21 110.16(17) . . ?
C16 C17 C20 109.74(16) . . ?
C18 C17 C20 110.34(16) . . ?
C21 C17 C20 108.41(16) . . ?
C19 C18 C17 114.50(15) . . ?
C19 C18 H18A 108.6 . . ?
C17 C18 H18A 108.6 . . ?
C19 C18 H18B 108.6 . . ?
C17 C18 H18B 108.6 . . ?
H18A C18 H18B 107.6 . . ?
O2 C19 C14 123.43(15) . . ?
O2 C19 C18 113.93(14) . . ?
C14 C19 C18 122.63(14) . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C27 117.75(15) . . ?
C23 C22 C13 120.51(14) . . ?
C27 C22 C13 121.66(13) . . ?
O3 C23 C22 123.41(16) . . ?
O3 C23 C24 114.18(15) . . ?
C22 C23 C24 122.38(15) . . ?
C23 C24 C25 113.84(14) . . ?
C23 C24 H24A 108.8 . . ?
C25 C24 H24A 108.8 . . ?
C23 C24 H24B 108.8 . . ?
C25 C24 H24B 108.8 . . ?
H24A C24 H24B 107.7 . . ?
C24 C25 C29 110.21(16) . . ?
C24 C25 C26 106.95(14) . . ?
C29 C25 C26 109.34(16) . . ?
C24 C25 C28 110.34(16) . . ?
C29 C25 C28 109.01(16) . . ?
C26 C25 C28 110.98(15) . . ?
C27 C26 C25 115.38(14) . . ?
C27 C26 H26A 108.4 . . ?
C25 C26 H26A 108.4 . . ?
C27 C26 H26B 108.4 . . ?
C25 C26 H26B 108.4 . . ?
H26A C26 H26B 107.5 . . ?
O4 C27 C22 122.38(15) . . ?
O4 C27 C26 116.53(14) . . ?
C22 C27 C26 121.08(14) . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C25 C29 H29A 109.5 . . ?
C25 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C25 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C19 O2 H2A 115(2) . . ?
C23 O3 H3A 112.7(18) . . ?

_refine_diff_density_max         0.320
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.104



####################################################################### 
# 
# 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_BiPhDimedone_Xanthene
_database_code_depnum_ccdc_archive 'CCDC 1993303'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2020-03-28 deposited with the CCDC.	2022-05-03 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT939_BiPhDimedone_Xanthene 
;
PROBLEM: Large Value of Not (SHELXL) Weight Optimized S .     829.43 Check
RESPONSE: Likely affected by the beamstop.
;
# Added during the CSD deposition process: Saturday 28 March 2020 08:27 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H30 O3'
_chemical_formula_sum            'C29 H30 O3'
_chemical_formula_weight         426.53

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/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   11.5533(5)
_cell_length_b                   10.2872(5)
_cell_length_c                   19.6885(9)
_cell_angle_alpha                90
_cell_angle_beta                 97.333(2)
_cell_angle_gamma                90
_cell_volume                     2320.86(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7774
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      27.95

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_F_000             912
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19370
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.777
_diffrn_reflns_theta_max         28.142
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5641
_reflns_number_gt                4154
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1013P)²+0.2388P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.107(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5641
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0888
_refine_ls_R_factor_gt           0.0626
_refine_ls_wR_factor_ref         0.1788
_refine_ls_wR_factor_gt          0.1561
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.101
_refine_ls_shift/su_max          0.001
_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 0.15517(12) 0.73119(15) 0.88986(7) 0.0350(3) Uani 1 1 d . . . . .
C2 C 0.08209(13) 0.79388(18) 0.83953(7) 0.0438(4) Uani 1 1 d . . . . .
H2 H 0.002813 0.774501 0.833859 0.053 Uiso 1 1 calc R U . . .
C3 C 0.12426(14) 0.88521(18) 0.79718(8) 0.0454(4) Uani 1 1 d . . . . .
H3 H 0.072645 0.925454 0.763538 0.054 Uiso 1 1 calc R U . . .
C4 C 0.24184(12) 0.91817(14) 0.80375(7) 0.0346(3) Uani 1 1 d . . . . .
C5 C 0.28680(13) 1.01860(15) 0.75934(7) 0.0361(3) Uani 1 1 d . . . . .
C6 C 0.21163(16) 1.09934(19) 0.71785(10) 0.0560(5) Uani 1 1 d . . . . .
H6 H 0.131498 1.088855 0.716970 0.067 Uiso 1 1 calc R U . . .
C7 C 0.25292(17) 1.1946(2) 0.67795(11) 0.0634(5) Uani 1 1 d . . . . .
H7 H 0.200574 1.246661 0.650292 0.076 Uiso 1 1 calc R U . . .
C8 C 0.37078(17) 1.21317(19) 0.67877(9) 0.0545(5) Uani 1 1 d . . . . .
H8 H 0.398567 1.278943 0.652769 0.065 Uiso 1 1 calc R U . . .
C9 C 0.44669(17) 1.1339(2) 0.71824(10) 0.0600(5) Uani 1 1 d . . . . .
H9 H 0.526664 1.145210 0.718803 0.072 Uiso 1 1 calc R U . . .
C10 C 0.40537(15) 1.0367(2) 0.75743(9) 0.0534(5) Uani 1 1 d . . . . .
H10 H 0.458347 0.982246 0.783095 0.064 Uiso 1 1 calc R U . . .
C11 C 0.31490(14) 0.85412(17) 0.85477(9) 0.0465(4) Uani 1 1 d . . . . .
H11 H 0.394197 0.873389 0.860778 0.056 Uiso 1 1 calc R U . . .
C12 C 0.27268(14) 0.76301(18) 0.89654(9) 0.0486(4) Uani 1 1 d . . . . .
H12 H 0.324105 0.721911 0.929957 0.058 Uiso 1 1 calc R U . . .
C13 C 0.10863(13) 0.63548(15) 0.93925(7) 0.0362(3) Uani 1 1 d . . . . .
H13 H 0.0226(14) 0.6212(16) 0.9226(8) 0.036(4) Uiso 1 1 d . . . . .
C14 C 0.17547(12) 0.50924(15) 0.94316(7) 0.0361(3) Uani 1 1 d . . . . .
C15 C 0.15081(14) 0.41279(16) 0.88828(8) 0.0423(4) Uani 1 1 d . . . . .
C16 C 0.22301(15) 0.29098(18) 0.89276(9) 0.0485(4) Uani 1 1 d . . . . .
H16A H 0.227470 0.259570 0.846715 0.058 Uiso 1 1 calc R U . . .
H16B H 0.183382 0.225108 0.916458 0.058 Uiso 1 1 calc R U . . .
C17 C 0.34662(14) 0.30671(17) 0.92932(8) 0.0449(4) Uani 1 1 d . . . . .
C18 C 0.33688(17) 0.36774(18) 0.99906(9) 0.0524(5) Uani 1 1 d . . . . .
H18A H 0.307103 0.303293 1.028345 0.063 Uiso 1 1 calc R U . . .
H18B H 0.414065 0.393065 1.020141 0.063 Uiso 1 1 calc R U . . .
C19 C 0.25915(14) 0.48346(15) 0.99448(7) 0.0399(4) Uani 1 1 d . . . . .
C20 C 0.12060(13) 0.69495(15) 1.01004(7) 0.0363(3) Uani 1 1 d . . . . .
C21 C 0.03816(13) 0.79591(16) 1.02498(8) 0.0405(4) Uani 1 1 d . . . . .
C22 C 0.06186(14) 0.86590(17) 1.09285(9) 0.0466(4) Uani 1 1 d . . . . .
H22A H 0.016418 0.824736 1.125020 0.056 Uiso 1 1 calc R U . . .
H22B H 0.034611 0.954801 1.086577 0.056 Uiso 1 1 calc R U . . .
C23 C 0.18909(15) 0.86837(16) 1.12429(8) 0.0426(4) Uani 1 1 d . . . . .
C24 C 0.23418(17) 0.72854(17) 1.12616(8) 0.0502(4) Uani 1 1 d . . . . .
H24A H 0.317973 0.728775 1.139430 0.060 Uiso 1 1 calc R U . . .
H24B H 0.198886 0.679950 1.160401 0.060 Uiso 1 1 calc R U . . .
C25 C 0.20725(14) 0.66293(15) 1.05853(7) 0.0401(4) Uani 1 1 d . . . . .
C26 C 0.41551(19) 0.3935(2) 0.88601(13) 0.0727(6) Uani 1 1 d . . . . .
H26A H 0.417594 0.354262 0.841956 0.109 Uiso 1 1 calc R U . . .
H26B H 0.493695 0.403838 0.908543 0.109 Uiso 1 1 calc R U . . .
H26C H 0.378558 0.477100 0.880316 0.109 Uiso 1 1 calc R U . . .
C27 C 0.4065(2) 0.1754(2) 0.94024(11) 0.0667(6) Uani 1 1 d . . . . .
H27A H 0.360329 0.119292 0.965009 0.100 Uiso 1 1 calc R U . . .
H27B H 0.482190 0.186767 0.965961 0.100 Uiso 1 1 calc R U . . .
H27C H 0.414823 0.137118 0.896652 0.100 Uiso 1 1 calc R U . . .
C28 C 0.26025(17) 0.95403(19) 1.08149(10) 0.0575(5) Uani 1 1 d . . . . .
H28A H 0.255690 0.919612 1.035902 0.086 Uiso 1 1 calc R U . . .
H28B H 0.340232 0.955419 1.101974 0.086 Uiso 1 1 calc R U . . .
H28C H 0.229497 1.040830 1.079723 0.086 Uiso 1 1 calc R U . . .
C29 C 0.1985(2) 0.9224(2) 1.19726(9) 0.0628(5) Uani 1 1 d . . . . .
H29A H 0.279032 0.925304 1.216631 0.094 Uiso 1 1 calc R U . . .
H29B H 0.156093 0.867188 1.224696 0.094 Uiso 1 1 calc R U . . .
H29C H 0.166253 1.008460 1.196192 0.094 Uiso 1 1 calc R U . . .
O1 O 0.07180(12) 0.43042(15) 0.84213(7) 0.0674(4) Uani 1 1 d . . . . .
O2 O -0.04851(11) 0.81962(14) 0.98459(6) 0.0581(4) Uani 1 1 d . . . . .
O3 O 0.28427(11) 0.56405(12) 1.05029(5) 0.0510(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.377(2) . ?
C1 C12 1.386(2) . ?
C1 C13 1.529(2) . ?
C2 C3 1.385(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.390(2) . ?
C3 H3 0.9300 . ?
C4 C11 1.393(2) . ?
C4 C5 1.489(2) . ?
C5 C10 1.388(2) . ?
C5 C6 1.389(2) . ?
C6 C7 1.379(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.373(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.365(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.384(3) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.377(2) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.508(2) . ?
C13 C20 1.512(2) . ?
C13 H13 1.017(16) . ?
C14 C19 1.333(2) . ?
C14 C15 1.468(2) . ?
C15 O1 1.217(2) . ?
C15 C16 1.502(2) . ?
C16 C17 1.524(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C27 1.521(3) . ?
C17 C18 1.527(2) . ?
C17 C26 1.527(3) . ?
C18 C19 1.487(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 O3 1.3774(18) . ?
C20 C25 1.334(2) . ?
C20 C21 1.464(2) . ?
C21 O2 1.2212(19) . ?
C21 C22 1.512(2) . ?
C22 C23 1.521(2) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.529(2) . ?
C23 C28 1.529(2) . ?
C23 C29 1.531(2) . ?
C24 C25 1.490(2) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 O3 1.3747(18) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 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
C2 C1 C12 117.43(14) . . ?
C2 C1 C13 121.74(13) . . ?
C12 C1 C13 120.75(13) . . ?
C1 C2 C3 121.34(14) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.3 . . ?
C2 C3 C4 121.61(14) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C3 C4 C11 116.54(14) . . ?
C3 C4 C5 121.64(13) . . ?
C11 C4 C5 121.81(13) . . ?
C10 C5 C6 116.67(15) . . ?
C10 C5 C4 121.91(14) . . ?
C6 C5 C4 121.42(14) . . ?
C7 C6 C5 121.62(17) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C8 C7 C6 120.45(18) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C9 C8 C7 119.18(17) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 120.43(17) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C9 C10 C5 121.59(17) . . ?
C9 C10 H10 119.2 . . ?
C5 C10 H10 119.2 . . ?
C12 C11 C4 121.65(14) . . ?
C12 C11 H11 119.2 . . ?
C4 C11 H11 119.2 . . ?
C11 C12 C1 121.43(14) . . ?
C11 C12 H12 119.3 . . ?
C1 C12 H12 119.3 . . ?
C14 C13 C20 108.39(12) . . ?
C14 C13 C1 111.58(12) . . ?
C20 C13 C1 109.12(12) . . ?
C14 C13 H13 111.4(9) . . ?
C20 C13 H13 109.1(9) . . ?
C1 C13 H13 107.3(9) . . ?
C19 C14 C15 118.51(14) . . ?
C19 C14 C13 121.82(13) . . ?
C15 C14 C13 119.65(13) . . ?
O1 C15 C14 120.37(16) . . ?
O1 C15 C16 121.77(15) . . ?
C14 C15 C16 117.82(14) . . ?
C15 C16 C17 114.79(14) . . ?
C15 C16 H16A 108.6 . . ?
C17 C16 H16A 108.6 . . ?
C15 C16 H16B 108.6 . . ?
C17 C16 H16B 108.6 . . ?
H16A C16 H16B 107.5 . . ?
C27 C17 C16 110.77(15) . . ?
C27 C17 C18 108.82(15) . . ?
C16 C17 C18 107.23(13) . . ?
C27 C17 C26 109.79(16) . . ?
C16 C17 C26 108.80(16) . . ?
C18 C17 C26 111.41(16) . . ?
C19 C18 C17 112.83(14) . . ?
C19 C18 H18A 109.0 . . ?
C17 C18 H18A 109.0 . . ?
C19 C18 H18B 109.0 . . ?
C17 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C14 C19 O3 122.92(14) . . ?
C14 C19 C18 125.40(14) . . ?
O3 C19 C18 111.68(13) . . ?
C25 C20 C21 118.65(14) . . ?
C25 C20 C13 122.14(13) . . ?
C21 C20 C13 119.14(13) . . ?
O2 C21 C20 120.74(15) . . ?
O2 C21 C22 121.43(14) . . ?
C20 C21 C22 117.80(14) . . ?
C21 C22 C23 115.11(13) . . ?
C21 C22 H22A 108.5 . . ?
C23 C22 H22A 108.5 . . ?
C21 C22 H22B 108.5 . . ?
C23 C22 H22B 108.5 . . ?
H22A C22 H22B 107.5 . . ?
C22 C23 C24 107.63(14) . . ?
C22 C23 C28 110.19(14) . . ?
C24 C23 C28 110.48(14) . . ?
C22 C23 C29 109.70(14) . . ?
C24 C23 C29 109.61(14) . . ?
C28 C23 C29 109.22(16) . . ?
C25 C24 C23 111.91(13) . . ?
C25 C24 H24A 109.2 . . ?
C23 C24 H24A 109.2 . . ?
C25 C24 H24B 109.2 . . ?
C23 C24 H24B 109.2 . . ?
H24A C24 H24B 107.9 . . ?
C20 C25 O3 122.43(13) . . ?
C20 C25 C24 125.46(14) . . ?
O3 C25 C24 112.10(13) . . ?
C17 C26 H26A 109.5 . . ?
C17 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C17 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C17 C27 H27A 109.5 . . ?
C17 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C17 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C23 C28 H28A 109.5 . . ?
C23 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C23 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C23 C29 H29A 109.5 . . ?
C23 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C23 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C25 O3 C19 117.77(12) . . ?

_refine_diff_density_max         0.437
_refine_diff_density_min         -0.456
_refine_diff_density_rms         0.144



