# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_anthraquinone-163k
_database_code_depnum_ccdc_archive 'CCDC 2075695'
loop_
_audit_author_name
_audit_author_address
'Binoy K. Saha'
;Pondicherry University
India
;
_audit_update_record             
;
2021-04-06 deposited with the CCDC.	2021-05-03 downloaded from the CCDC.
;
_audit_creation_date             2021-03-31
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            AnthraQuinone
_chemical_name_systematic        9,10-Anthracenedione
_chemical_formula_moiety         'C14 H8 O2'
_chemical_formula_sum            'C14 H8 O2'
_chemical_formula_weight         208.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.8780(6)
_cell_length_b                   3.9147(4)
_cell_length_c                   15.6886(14)
_cell_angle_alpha                90
_cell_angle_beta                 102.569(7)
_cell_angle_gamma                90
_cell_volume                     472.24(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1466
_cell_measurement_temperature    163
_cell_measurement_theta_max      29.1946
_cell_measurement_theta_min      3.2065
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.942
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35012
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.883
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            4856
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.883
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.259
_diffrn_reflns_theta_min         3.321
_diffrn_ambient_temperature      163.00(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.883
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -21.00   13.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -16.8710  -99.0000 -180.0000 34

#__ type_ start__ end____ width___ exp.time_
  2 omega    6.00   88.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   57.0000   30.0000 82

#__ type_ start__ end____ width___ exp.time_
  3 omega   35.00   95.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       19.6835  178.0000  -90.0000 60

#__ type_ start__ end____ width___ exp.time_
  4 omega   61.00   96.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       19.6835  178.0000 -180.0000 35

#__ type_ start__ end____ width___ exp.time_
  5 omega  -14.00   91.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   19.0000  -30.0000 105

#__ type_ start__ end____ width___ exp.time_
  6 omega   16.00   50.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       19.6835  -77.0000  -90.0000 34

#__ type_ start__ end____ width___ exp.time_
  7 omega  -49.00  -10.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       19.6835  -57.0000 -150.0000 39

#__ type_ start__ end____ width___ exp.time_
  8 omega  -53.00   93.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       19.6835    0.0000 -120.0000 146
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                868
_reflns_number_total             1137
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS n/a (Sheldrick, 2008)'
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.195
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         1137
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0452
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0567P)²+0.1569P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1146
_refine_ls_wR_factor_ref         0.1295
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C6(H6), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.43468(18) 0.6546(4) 0.41468(9) 0.0270(4) Uani 1 1 d . . . . .
C7 C 0.32576(18) 0.6398(4) 0.47454(9) 0.0268(4) Uani 1 1 d . . . . .
C1 C 0.61442(18) 0.5138(4) 0.43773(10) 0.0293(4) Uani 1 1 d . . . . .
C5 C 0.09819(19) 0.9159(4) 0.36920(11) 0.0354(4) Uani 1 1 d . . . . .
H5 H -0.016362 1.006065 0.353728 0.043 Uiso 1 1 calc R U . . .
O1 O 0.70941(15) 0.5237(4) 0.38558(8) 0.0458(4) Uani 1 1 d . . . . .
C3 C 0.3730(2) 0.7991(4) 0.33263(10) 0.0327(4) Uani 1 1 d . . . . .
H3 H 0.446024 0.808236 0.291828 0.039 Uiso 1 1 calc R U . . .
C6 C 0.15754(19) 0.7709(4) 0.45076(10) 0.0320(4) Uani 1 1 d . . . . .
H6 H 0.083000 0.760677 0.490843 0.038 Uiso 1 1 calc R U . . .
C4 C 0.2056(2) 0.9297(4) 0.31019(10) 0.0357(4) Uani 1 1 d . . . . .
H4 H 0.164469 1.028871 0.254224 0.043 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 C7 1.4045(19) . ?
C2 C1 1.489(2) . ?
C2 C3 1.393(2) . ?
C7 C1 1.482(2) 3_666 ?
C7 C6 1.394(2) . ?
C1 O1 1.2236(17) . ?
C5 H5 0.9500 . ?
C5 C6 1.385(2) . ?
C5 C4 1.384(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(2) . ?
C6 H6 0.9500 . ?
C4 H4 0.9500 . ?

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
C7 C2 C1 120.62(13) . . ?
C3 C2 C7 119.57(14) . . ?
C3 C2 C1 119.80(13) . . ?
C2 C7 C1 121.39(13) . 3_666 ?
C6 C7 C2 119.30(14) . . ?
C6 C7 C1 119.31(13) . 3_666 ?
C7 C1 C2 117.99(12) 3_666 . ?
O1 C1 C2 120.89(14) . . ?
O1 C1 C7 121.12(14) . 3_666 ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.10(14) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.38(15) . . ?
C4 C3 H3 119.8 . . ?
C7 C6 H6 119.7 . . ?
C5 C6 C7 120.55(14) . . ?
C5 C6 H6 119.7 . . ?
C5 C4 C3 120.10(15) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C7 C6 C5 -0.3(2) . . . . ?
C2 C3 C4 C5 -0.3(2) . . . . ?
C7 C2 C1 C7 -0.3(2) . . . 3_666 ?
C7 C2 C1 O1 179.45(14) . . . . ?
C7 C2 C3 C4 0.4(2) . . . . ?
C1 C2 C7 C1 0.3(2) . . . 3_666 ?
C1 C2 C7 C6 -179.39(13) . . . . ?
C1 C2 C3 C4 179.69(14) . . . . ?
C1 C7 C6 C5 179.98(14) 3_666 . . . ?
C3 C2 C7 C1 179.58(14) . . . 3_666 ?
C3 C2 C7 C6 -0.1(2) . . . . ?
C3 C2 C1 C7 -179.57(14) . . . 3_666 ?
C3 C2 C1 O1 0.2(2) . . . . ?
C6 C5 C4 C3 -0.1(2) . . . . ?
C4 C5 C6 C7 0.4(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_anthraquinone-178k
_database_code_depnum_ccdc_archive 'CCDC 2075696'
loop_
_audit_author_name
_audit_author_address
'Binoy K. Saha'
;Pondicherry University
India
;
_audit_update_record             
;
2021-04-06 deposited with the CCDC.	2021-05-03 downloaded from the CCDC.
;
_audit_creation_date             2021-03-31
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            Anthraquinone
_chemical_name_systematic        9,10-Anthracenedione
_chemical_formula_moiety         'C14 H8 O2'
_chemical_formula_sum            'C14 H8 O2'
_chemical_formula_weight         208.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.8729(8)
_cell_length_b                   3.9195(5)
_cell_length_c                   15.7126(18)
_cell_angle_alpha                90
_cell_angle_beta                 102.604(10)
_cell_angle_gamma                90
_cell_volume                     473.18(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    508
_cell_measurement_temperature    178
_cell_measurement_theta_max      28.9814
_cell_measurement_theta_min      3.2079
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.942
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51018
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.461
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_unetI/netI     0.0477
_diffrn_reflns_Laue_measured_fraction_full 0.963
_diffrn_reflns_Laue_measured_fraction_max 0.816
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            2132
_diffrn_reflns_point_group_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.816
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.045
_diffrn_reflns_theta_min         3.319
_diffrn_ambient_temperature      178.00(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.816
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -75.00   12.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.8710  -19.0000  120.0000 87

#__ type_ start__ end____ width___ exp.time_
  2 omega  -81.00    5.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.8710  -57.0000   60.0000 86

#__ type_ start__ end____ width___ exp.time_
  3 omega   35.00   96.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835  178.0000   30.0000 61
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                700
_reflns_number_total             1029
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS n/a (Sheldrick, 2008)'
_refine_diff_density_max         0.158
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         1029
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0512
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0717P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1230
_refine_ls_wR_factor_ref         0.1443
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C6(H6), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.4350(2) 0.6541(4) 0.41473(11) 0.0281(5) Uani 1 1 d . . . . .
C7 C 0.3259(2) 0.6402(4) 0.47419(11) 0.0281(5) Uani 1 1 d . . . . .
C1 C 0.6144(2) 0.5130(4) 0.43789(12) 0.0307(5) Uani 1 1 d . . . . .
C5 C 0.0990(2) 0.9150(5) 0.36881(13) 0.0379(5) Uani 1 1 d . . . . .
H5 H -0.015806 1.004306 0.353124 0.045 Uiso 1 1 calc R U . . .
O1 O 0.70979(17) 0.5236(4) 0.38614(9) 0.0484(5) Uani 1 1 d . . . . .
C3 C 0.3736(2) 0.7983(4) 0.33299(12) 0.0345(5) Uani 1 1 d . . . . .
H3 H 0.447052 0.807388 0.292424 0.041 Uiso 1 1 calc R U . . .
C6 C 0.1578(2) 0.7714(5) 0.45041(12) 0.0341(5) Uani 1 1 d . . . . .
H6 H 0.083116 0.762163 0.490385 0.041 Uiso 1 1 calc R U . . .
C4 C 0.2061(3) 0.9292(5) 0.31012(13) 0.0384(5) Uani 1 1 d . . . . .
H4 H 0.165245 1.028300 0.254223 0.046 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 C7 1.401(2) . ?
C2 C1 1.486(2) . ?
C2 C3 1.390(2) . ?
C7 C1 1.486(2) 3_666 ?
C7 C6 1.393(2) . ?
C1 O1 1.222(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.384(3) . ?
C5 C4 1.380(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.388(3) . ?
C6 H6 0.9500 . ?
C4 H4 0.9500 . ?

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
C7 C2 C1 120.67(15) . . ?
C3 C2 C7 119.48(16) . . ?
C3 C2 C1 119.84(16) . . ?
C2 C7 C1 121.34(15) . 3_666 ?
C6 C7 C2 119.44(17) . . ?
C6 C7 C1 119.21(16) . 3_666 ?
C7 C1 C2 117.98(15) 3_666 . ?
O1 C1 C2 120.91(17) . . ?
O1 C1 C7 121.11(16) . 3_666 ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.37(17) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.57(18) . . ?
C4 C3 H3 119.7 . . ?
C7 C6 H6 119.8 . . ?
C5 C6 C7 120.32(18) . . ?
C5 C6 H6 119.8 . . ?
C5 C4 C3 119.81(18) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C7 C6 C5 -0.2(3) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
C7 C2 C1 C7 -0.3(3) . . . 3_666 ?
C7 C2 C1 O1 179.79(17) . . . . ?
C7 C2 C3 C4 0.2(3) . . . . ?
C1 C2 C7 C1 0.4(3) . . . 3_666 ?
C1 C2 C7 C6 -179.36(14) . . . . ?
C1 C2 C3 C4 179.59(15) . . . . ?
C1 C7 C6 C5 -179.90(16) 3_666 . . . ?
C3 C2 C7 C1 179.71(15) . . . 3_666 ?
C3 C2 C7 C6 0.0(2) . . . . ?
C3 C2 C1 C7 -179.70(15) . . . 3_666 ?
C3 C2 C1 O1 0.4(3) . . . . ?
C6 C5 C4 C3 0.1(3) . . . . ?
C4 C5 C6 C7 0.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_anthraquinone-193k
_database_code_depnum_ccdc_archive 'CCDC 2075697'
loop_
_audit_author_name
_audit_author_address
'Binoy K. Saha'
;Pondicherry University
India
;
_audit_update_record             
;
2021-04-06 deposited with the CCDC.	2021-05-03 downloaded from the CCDC.
;
_audit_creation_date             2021-03-31
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            Anthraquinone
_chemical_name_systematic        9,10-Anthracenedione
_chemical_formula_moiety         'C14 H8 O2'
_chemical_formula_sum            'C14 H8 O2'
_chemical_formula_weight         208.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.8702(9)
_cell_length_b                   3.9302(6)
_cell_length_c                   15.732(2)
_cell_angle_alpha                90
_cell_angle_beta                 102.573(12)
_cell_angle_gamma                90
_cell_volume                     474.93(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    513
_cell_measurement_temperature    193
_cell_measurement_theta_max      28.9583
_cell_measurement_theta_min      3.2068
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.942
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42399
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0482
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.819
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            2118
_diffrn_reflns_point_group_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.819
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.022
_diffrn_reflns_theta_min         3.318
_diffrn_ambient_temperature      193.00(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.819
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -75.00   11.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.8710  -19.0000  120.0000 86

#__ type_ start__ end____ width___ exp.time_
  2 omega  -81.00    5.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.8710  -57.0000   60.0000 86

#__ type_ start__ end____ width___ exp.time_
  3 omega   35.00   96.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835  178.0000   30.0000 61
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                688
_reflns_number_total             1034
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS n/a (Sheldrick, 2008)'
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         1034
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0520
_refine_ls_restrained_S_all      0.995
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0680P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1191
_refine_ls_wR_factor_ref         0.1411
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C6(H6), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.4350(2) 0.6545(4) 0.41477(11) 0.0306(5) Uani 1 1 d . . . . .
C7 C 0.3261(2) 0.6396(4) 0.47405(11) 0.0307(5) Uani 1 1 d . . . . .
C1 C 0.6146(2) 0.5133(4) 0.43808(12) 0.0338(5) Uani 1 1 d . . . . .
C5 C 0.0993(2) 0.9149(5) 0.36852(13) 0.0414(5) Uani 1 1 d . . . . .
H5 H -0.015498 1.004125 0.352859 0.050 Uiso 1 1 calc R U . . .
O1 O 0.71022(18) 0.5231(4) 0.38638(9) 0.0526(5) Uani 1 1 d . . . . .
C3 C 0.3742(2) 0.7976(5) 0.33302(12) 0.0377(5) Uani 1 1 d . . . . .
H3 H 0.447614 0.805632 0.292472 0.045 Uiso 1 1 calc R U . . .
C6 C 0.1581(2) 0.7708(5) 0.45009(12) 0.0375(5) Uani 1 1 d . . . . .
H6 H 0.083191 0.761460 0.489929 0.045 Uiso 1 1 calc R U . . .
C4 C 0.2062(3) 0.9293(5) 0.31024(13) 0.0409(5) Uani 1 1 d . . . . .
H4 H 0.165628 1.029004 0.254503 0.049 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 C7 1.399(2) . ?
C2 C1 1.488(2) . ?
C2 C3 1.390(2) . ?
C7 C1 1.486(3) 3_666 ?
C7 C6 1.392(2) . ?
C1 O1 1.223(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.387(3) . ?
C5 C4 1.374(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.392(3) . ?
C6 H6 0.9500 . ?
C4 H4 0.9500 . ?

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
C7 C2 C1 120.48(16) . . ?
C3 C2 C7 119.74(17) . . ?
C3 C2 C1 119.77(17) . . ?
C2 C7 C1 121.52(16) . 3_666 ?
C6 C7 C2 119.19(17) . . ?
C6 C7 C1 119.29(17) . 3_666 ?
C7 C1 C2 118.00(15) 3_666 . ?
O1 C1 C2 120.89(17) . . ?
O1 C1 C7 121.11(17) . 3_666 ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.30(18) . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.36(19) . . ?
C4 C3 H3 119.8 . . ?
C7 C6 H6 119.7 . . ?
C5 C6 C7 120.52(19) . . ?
C5 C6 H6 119.7 . . ?
C5 C4 C3 119.89(19) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C7 C6 C5 -0.1(3) . . . . ?
C2 C3 C4 C5 -0.6(3) . . . . ?
C7 C2 C1 C7 -0.5(3) . . . 3_666 ?
C7 C2 C1 O1 179.48(17) . . . . ?
C7 C2 C3 C4 0.7(3) . . . . ?
C1 C2 C7 C1 0.5(3) . . . 3_666 ?
C1 C2 C7 C6 -179.36(15) . . . . ?
C1 C2 C3 C4 179.73(15) . . . . ?
C1 C7 C6 C5 180.00(16) 3_666 . . . ?
C3 C2 C7 C1 179.59(16) . . . 3_666 ?
C3 C2 C7 C6 -0.3(2) . . . . ?
C3 C2 C1 C7 -179.58(16) . . . 3_666 ?
C3 C2 C1 O1 0.4(3) . . . . ?
C6 C5 C4 C3 0.2(3) . . . . ?
C4 C5 C6 C7 0.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_anthraquinone-238k
_database_code_depnum_ccdc_archive 'CCDC 2075700'
loop_
_audit_author_name
_audit_author_address
'Binoy K. Saha'
;Pondicherry University
India
;
_audit_update_record             
;
2021-04-06 deposited with the CCDC.	2021-05-03 downloaded from the CCDC.
;
_audit_creation_date             2021-03-31
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            Anthraquinone
_chemical_name_systematic        9,10-Anthracenedione
_chemical_formula_moiety         'C14 H8 O2'
_chemical_formula_sum            'C14 H8 O2'
_chemical_formula_weight         208.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.8864(7)
_cell_length_b                   3.9488(5)
_cell_length_c                   15.774(2)
_cell_angle_alpha                90
_cell_angle_beta                 102.624(10)
_cell_angle_gamma                90
_cell_volume                     479.35(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    474
_cell_measurement_temperature    238
_cell_measurement_theta_max      29.2932
_cell_measurement_theta_min      3.3026
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.943
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74662
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.796
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            2164
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.796
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.358
_diffrn_reflns_theta_min         3.309
_diffrn_ambient_temperature      238.00(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.796
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -2.00   83.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   57.0000   60.0000 85

#__ type_ start__ end____ width___ exp.time_
  2 omega   35.00   96.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835  178.0000  -60.0000 61

#__ type_ start__ end____ width___ exp.time_
  3 omega   -8.00   78.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   19.0000    0.0000 86
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                714
_reflns_number_total             1052
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS n/a (Sheldrick, 2008)'
_refine_diff_density_max         0.144
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         1052
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0800
_refine_ls_R_factor_gt           0.0489
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0584P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1093
_refine_ls_wR_factor_ref         0.1304
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C6(H6), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.4358(2) 0.6537(4) 0.41492(10) 0.0354(4) Uani 1 1 d . . . . .
C7 C 0.32656(19) 0.6394(4) 0.47398(10) 0.0351(4) Uani 1 1 d . . . . .
C1 C 0.6151(2) 0.5130(4) 0.43860(11) 0.0386(5) Uani 1 1 d . . . . .
C5 C 0.1010(2) 0.9141(4) 0.36851(13) 0.0480(5) Uani 1 1 d . . . . .
H5 H -0.012107 1.002964 0.352796 0.058 Uiso 1 1 calc R U . . .
O1 O 0.71120(16) 0.5233(3) 0.38719(9) 0.0620(5) Uani 1 1 d . . . . .
C3 C 0.3759(2) 0.7981(4) 0.33349(12) 0.0445(5) Uani 1 1 d . . . . .
H3 H 0.449213 0.808032 0.293908 0.053 Uiso 1 1 calc R U . . .
C6 C 0.1580(2) 0.7715(4) 0.44936(11) 0.0433(5) Uani 1 1 d . . . . .
H6 H 0.083319 0.762654 0.488316 0.052 Uiso 1 1 calc R U . . .
C4 C 0.2087(2) 0.9277(4) 0.31023(12) 0.0491(5) Uani 1 1 d . . . . .
H4 H 0.168818 1.024549 0.255027 0.059 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 C7 1.402(2) . ?
C2 C1 1.488(2) . ?
C2 C3 1.390(2) . ?
C7 C1 1.483(2) 3_666 ?
C7 C6 1.402(2) . ?
C1 O1 1.2258(18) . ?
C5 H5 0.9400 . ?
C5 C6 1.377(2) . ?
C5 C4 1.383(2) . ?
C3 H3 0.9400 . ?
C3 C4 1.387(2) . ?
C6 H6 0.9400 . ?
C4 H4 0.9400 . ?

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
C7 C2 C1 120.42(15) . . ?
C3 C2 C7 119.74(15) . . ?
C3 C2 C1 119.84(14) . . ?
C2 C7 C1 121.57(15) . 3_666 ?
C2 C7 C6 118.98(16) . . ?
C6 C7 C1 119.45(15) . 3_666 ?
C7 C1 C2 118.02(13) 3_666 . ?
O1 C1 C2 120.81(16) . . ?
O1 C1 C7 121.17(15) . 3_666 ?
C6 C5 H5 119.7 . . ?
C6 C5 C4 120.56(16) . . ?
C4 C5 H5 119.7 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.50(16) . . ?
C4 C3 H3 119.7 . . ?
C7 C6 H6 119.8 . . ?
C5 C6 C7 120.44(16) . . ?
C5 C6 H6 119.8 . . ?
C5 C4 C3 119.77(18) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C7 C6 C5 -0.2(2) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C7 C2 C1 C7 -0.3(2) . . . 3_666 ?
C7 C2 C1 O1 179.71(15) . . . . ?
C7 C2 C3 C4 -0.1(3) . . . . ?
C1 C2 C7 C1 0.3(2) . . . 3_666 ?
C1 C2 C7 C6 -179.45(13) . . . . ?
C1 C2 C3 C4 179.48(14) . . . . ?
C1 C7 C6 C5 -179.98(15) 3_666 . . . ?
C3 C2 C7 C1 179.86(14) . . . 3_666 ?
C3 C2 C7 C6 0.1(2) . . . . ?
C3 C2 C1 C7 -179.85(14) . . . 3_666 ?
C3 C2 C1 O1 0.1(2) . . . . ?
C6 C5 C4 C3 -0.3(3) . . . . ?
C4 C5 C6 C7 0.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_anthraquinone-208k
_database_code_depnum_ccdc_archive 'CCDC 2075698'
loop_
_audit_author_name
_audit_author_address
'Binoy K. Saha'
;Pondicherry University
India
;
_audit_update_record             
;
2021-04-06 deposited with the CCDC.	2021-05-03 downloaded from the CCDC.
;
_audit_creation_date             2021-03-31
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            Anthraquinone
_chemical_name_systematic        9,10-Anthracenedione
_chemical_formula_moiety         'C14 H8 O2'
_chemical_formula_sum            'C14 H8 O2'
_chemical_formula_weight         208.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.8846(8)
_cell_length_b                   3.9372(5)
_cell_length_c                   15.754(2)
_cell_angle_alpha                90
_cell_angle_beta                 102.594(12)
_cell_angle_gamma                90
_cell_volume                     477.29(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    425
_cell_measurement_temperature    208
_cell_measurement_theta_max      29.2453
_cell_measurement_theta_min      3.3058
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.942
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61223
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_unetI/netI     0.0937
_diffrn_reflns_Laue_measured_fraction_full 0.955
_diffrn_reflns_Laue_measured_fraction_max 0.797
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            2138
_diffrn_reflns_point_group_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.797
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.310
_diffrn_reflns_theta_min         3.312
_diffrn_ambient_temperature      208
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.955
_diffrn_measured_fraction_theta_max 0.797
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -2.00   82.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   57.0000   60.0000 84

#__ type_ start__ end____ width___ exp.time_
  2 omega   35.00   96.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835  178.0000  -60.0000 61

#__ type_ start__ end____ width___ exp.time_
  3 omega   -8.00   79.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   19.0000    0.0000 87
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                532
_reflns_number_total             1046
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip n/a (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.154
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.890
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         1046
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1259
_refine_ls_R_factor_gt           0.0554
_refine_ls_restrained_S_all      0.890
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0391P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0911
_refine_ls_wR_factor_ref         0.1103
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C6(H6), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.4353(3) 0.6545(5) 0.41503(15) 0.0276(6) Uani 1 1 d . . . . .
C7 C 0.3258(3) 0.6397(5) 0.47403(15) 0.0281(6) Uani 1 1 d . . . . .
C1 C 0.6151(3) 0.5137(5) 0.43829(16) 0.0323(6) Uani 1 1 d . . . . .
C5 C 0.1002(3) 0.9155(6) 0.36909(18) 0.0402(6) Uani 1 1 d . . . . .
H5 H -0.011451 1.005054 0.354099 0.048 Uiso 1 1 calc R U . . .
O1 O 0.7104(2) 0.5227(4) 0.38642(12) 0.0527(6) Uani 1 1 d . . . . .
C3 C 0.3750(3) 0.7991(5) 0.33352(15) 0.0358(6) Uani 1 1 d . . . . .
H3 H 0.447519 0.809604 0.294299 0.043 Uiso 1 1 calc R U . . .
C6 C 0.1581(3) 0.7710(5) 0.44989(17) 0.0366(6) Uani 1 1 d . . . . .
H6 H 0.084548 0.761137 0.488653 0.044 Uiso 1 1 calc R U . . .
C4 C 0.2067(3) 0.9285(5) 0.31009(17) 0.0406(7) Uani 1 1 d . . . . .
H4 H 0.166425 1.022705 0.255265 0.049 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 C7 1.401(3) . ?
C2 C1 1.492(3) . ?
C2 C3 1.390(3) . ?
C7 C1 1.486(3) 3_666 ?
C7 C6 1.393(3) . ?
C1 O1 1.225(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.378(3) . ?
C5 C4 1.383(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.393(3) . ?
C6 H6 0.9300 . ?
C4 H4 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 C2 C1 120.8(2) . . ?
C3 C2 C7 119.6(2) . . ?
C3 C2 C1 119.62(19) . . ?
C2 C7 C1 121.33(19) . 3_666 ?
C6 C7 C2 119.3(2) . . ?
C6 C7 C1 119.4(2) . 3_666 ?
C7 C1 C2 117.89(17) 3_666 . ?
O1 C1 C2 120.9(2) . . ?
O1 C1 C7 121.2(2) . 3_666 ?
C6 C5 H5 119.7 . . ?
C6 C5 C4 120.6(2) . . ?
C4 C5 H5 119.7 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.6(2) . . ?
C4 C3 H3 119.7 . . ?
C7 C6 H6 119.7 . . ?
C5 C6 C7 120.6(2) . . ?
C5 C6 H6 119.7 . . ?
C5 C4 C3 119.4(2) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C7 C6 C5 -0.3(3) . . . . ?
C2 C3 C4 C5 0.7(3) . . . . ?
C7 C2 C1 C7 -0.4(3) . . . 3_666 ?
C7 C2 C1 O1 179.1(2) . . . . ?
C7 C2 C3 C4 -0.1(3) . . . . ?
C1 C2 C7 C1 0.4(3) . . . 3_666 ?
C1 C2 C7 C6 -179.46(18) . . . . ?
C1 C2 C3 C4 179.24(18) . . . . ?
C1 C7 C6 C5 179.8(2) 3_666 . . . ?
C3 C2 C7 C1 179.8(2) . . . 3_666 ?
C3 C2 C7 C6 -0.1(3) . . . . ?
C3 C2 C1 C7 -179.8(2) . . . 3_666 ?
C3 C2 C1 O1 -0.2(3) . . . . ?
C6 C5 C4 C3 -1.1(3) . . . . ?
C4 C5 C6 C7 0.9(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_anthraquinone-223k
_database_code_depnum_ccdc_archive 'CCDC 2075699'
loop_
_audit_author_name
_audit_author_address
'Binoy K. Saha'
;Pondicherry University
India
;
_audit_update_record             
;
2021-04-06 deposited with the CCDC.	2021-05-03 downloaded from the CCDC.
;
_audit_creation_date             2021-03-31
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            Anthraquinone
_chemical_name_systematic        9,10-Anthracenedione
_chemical_formula_moiety         'C14 H8 O2'
_chemical_formula_sum            'C14 H8 O2'
_chemical_formula_weight         208.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.8876(7)
_cell_length_b                   3.9434(4)
_cell_length_c                   15.7578(19)
_cell_angle_alpha                90
_cell_angle_beta                 102.624(11)
_cell_angle_gamma                90
_cell_volume                     478.28(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    435
_cell_measurement_temperature    223
_cell_measurement_theta_max      29.2346
_cell_measurement_theta_min      3.3041
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.943
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61280
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_av_unetI/netI     0.0541
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.800
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            2167
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.800
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.299
_diffrn_reflns_theta_min         3.311
_diffrn_ambient_temperature      223.00(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.800
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -2.00   83.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   57.0000   60.0000 85

#__ type_ start__ end____ width___ exp.time_
  2 omega   35.00   96.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835  178.0000  -60.0000 61

#__ type_ start__ end____ width___ exp.time_
  3 omega   -8.00   79.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   19.0000    0.0000 87
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                675
_reflns_number_total             1049
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS n/a (Sheldrick, 2008)'
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         1049
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0904
_refine_ls_R_factor_gt           0.0533
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0583P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1138
_refine_ls_wR_factor_ref         0.1367
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C6(H6), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.4358(2) 0.6535(4) 0.41510(12) 0.0335(5) Uani 1 1 d . . . . .
C7 C 0.3262(2) 0.6395(4) 0.47404(12) 0.0332(5) Uani 1 1 d . . . . .
C1 C 0.6149(2) 0.5131(4) 0.43848(13) 0.0371(5) Uani 1 1 d . . . . .
C5 C 0.1001(2) 0.9146(5) 0.36856(15) 0.0455(6) Uani 1 1 d . . . . .
H5 H -0.013066 1.003271 0.352945 0.055 Uiso 1 1 calc R U . . .
O1 O 0.71086(18) 0.5233(4) 0.38685(10) 0.0598(5) Uani 1 1 d . . . . .
C3 C 0.3752(2) 0.7987(5) 0.33334(13) 0.0423(5) Uani 1 1 d . . . . .
H3 H 0.448283 0.809124 0.293613 0.051 Uiso 1 1 calc R U . . .
C6 C 0.1581(2) 0.7717(5) 0.44958(13) 0.0415(5) Uani 1 1 d . . . . .
H6 H 0.083800 0.763036 0.488767 0.050 Uiso 1 1 calc R U . . .
C4 C 0.2076(3) 0.9280(5) 0.31027(14) 0.0467(6) Uani 1 1 d . . . . .
H4 H 0.167433 1.024577 0.254994 0.056 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 C7 1.401(2) . ?
C2 C1 1.487(2) . ?
C2 C3 1.395(3) . ?
C7 C1 1.483(3) 3_666 ?
C7 C6 1.398(2) . ?
C1 O1 1.227(2) . ?
C5 H5 0.9400 . ?
C5 C6 1.379(3) . ?
C5 C4 1.381(3) . ?
C3 H3 0.9400 . ?
C3 C4 1.389(3) . ?
C6 H6 0.9400 . ?
C4 H4 0.9400 . ?

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
C7 C2 C1 120.77(17) . . ?
C3 C2 C7 119.44(17) . . ?
C3 C2 C1 119.78(16) . . ?
C2 C7 C1 121.23(16) . 3_666 ?
C6 C7 C2 119.21(18) . . ?
C6 C7 C1 119.56(17) . 3_666 ?
C7 C1 C2 118.00(15) 3_666 . ?
O1 C1 C2 120.93(18) . . ?
O1 C1 C7 121.07(17) . 3_666 ?
C6 C5 H5 119.9 . . ?
C6 C5 C4 120.27(18) . . ?
C4 C5 H5 119.9 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.44(18) . . ?
C4 C3 H3 119.8 . . ?
C7 C6 H6 119.7 . . ?
C5 C6 C7 120.67(18) . . ?
C5 C6 H6 119.7 . . ?
C5 C4 C3 120.0(2) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C7 C6 C5 0.0(3) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C7 C2 C1 C7 -0.4(3) . . . 3_666 ?
C7 C2 C1 O1 179.61(17) . . . . ?
C7 C2 C3 C4 -0.1(3) . . . . ?
C1 C2 C7 C1 0.4(3) . . . 3_666 ?
C1 C2 C7 C6 -179.50(15) . . . . ?
C1 C2 C3 C4 179.38(16) . . . . ?
C1 C7 C6 C5 -179.94(17) 3_666 . . . ?
C3 C2 C7 C1 179.90(16) . . . 3_666 ?
C3 C2 C7 C6 0.0(3) . . . . ?
C3 C2 C1 C7 -179.88(16) . . . 3_666 ?
C3 C2 C1 O1 0.1(3) . . . . ?
C6 C5 C4 C3 -0.3(3) . . . . ?
C4 C5 C6 C7 0.2(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_anthraquinone-268k
_database_code_depnum_ccdc_archive 'CCDC 2075702'
loop_
_audit_author_name
_audit_author_address
'Binoy K. Saha'
;Pondicherry University
India
;
_audit_update_record             
;
2021-04-06 deposited with the CCDC.	2021-05-03 downloaded from the CCDC.
;
_audit_creation_date             2021-03-31
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            Anthraquinone
_chemical_name_systematic        9,10-Anthracenedione
_chemical_formula_moiety         'C14 H8 O2'
_chemical_formula_sum            'C14 H8 O2'
_chemical_formula_weight         208.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.8728(7)
_cell_length_b                   3.9608(5)
_cell_length_c                   15.7845(19)
_cell_angle_alpha                90
_cell_angle_beta                 102.664(9)
_cell_angle_gamma                90
_cell_volume                     480.23(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    409
_cell_measurement_temperature    268
_cell_measurement_theta_max      28.9223
_cell_measurement_theta_min      3.3035
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.943
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64381
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0561
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.856
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            2169
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.856
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.874
_diffrn_reflns_theta_min         3.310
_diffrn_ambient_temperature      268.00(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.856
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -93.00  -35.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.8710 -178.0000  120.0000 58

#__ type_ start__ end____ width___ exp.time_
  2 omega   -1.00   87.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   57.0000  120.0000 88

#__ type_ start__ end____ width___ exp.time_
  3 omega  -48.00   40.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835  -57.0000  -30.0000 88
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                602
_reflns_number_total             1078
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS n/a (Sheldrick, 2008)'
_refine_diff_density_max         0.162
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         1078
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1077
_refine_ls_R_factor_gt           0.0547
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0684P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1249
_refine_ls_wR_factor_ref         0.1601
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C6(H6), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.4361(3) 0.6534(5) 0.41508(13) 0.0404(5) Uani 1 1 d . . . . .
C7 C 0.3268(3) 0.6391(5) 0.47354(13) 0.0411(6) Uani 1 1 d . . . . .
C1 C 0.6152(3) 0.5134(5) 0.43898(14) 0.0453(6) Uani 1 1 d . . . . .
C5 C 0.1019(3) 0.9131(6) 0.36797(16) 0.0563(7) Uani 1 1 d . . . . .
H5 H -0.010210 1.000395 0.352202 0.068 Uiso 1 1 calc R U . . .
O1 O 0.7120(2) 0.5229(5) 0.38806(11) 0.0711(6) Uani 1 1 d . . . . .
C3 C 0.3767(3) 0.7974(5) 0.33375(14) 0.0516(6) Uani 1 1 d . . . . .
H3 H 0.449712 0.807141 0.294822 0.062 Uiso 1 1 calc R U . . .
C6 C 0.1587(3) 0.7716(6) 0.44900(15) 0.0506(6) Uani 1 1 d . . . . .
H6 H 0.084710 0.764163 0.487526 0.061 Uiso 1 1 calc R U . . .
C4 C 0.2096(3) 0.9264(6) 0.31018(15) 0.0575(7) Uani 1 1 d . . . . .
H4 H 0.170368 1.021677 0.255545 0.069 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 C7 1.394(3) . ?
C2 C1 1.485(3) . ?
C2 C3 1.389(3) . ?
C7 C1 1.484(3) 3_666 ?
C7 C6 1.397(3) . ?
C1 O1 1.223(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.378(3) . ?
C5 C4 1.376(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.383(3) . ?
C6 H6 0.9300 . ?
C4 H4 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 C2 C1 120.42(18) . . ?
C3 C2 C7 119.79(19) . . ?
C3 C2 C1 119.79(19) . . ?
C2 C7 C1 121.58(19) . 3_666 ?
C2 C7 C6 119.1(2) . . ?
C6 C7 C1 119.4(2) . 3_666 ?
C7 C1 C2 118.01(17) 3_666 . ?
O1 C1 C2 121.0(2) . . ?
O1 C1 C7 121.0(2) . 3_666 ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.6(2) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.7 . . ?
C7 C6 H6 119.8 . . ?
C5 C6 C7 120.3(2) . . ?
C5 C6 H6 119.8 . . ?
C5 C4 C3 119.7(2) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C7 C6 C5 0.2(3) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C7 C2 C1 C7 -0.3(3) . . . 3_666 ?
C7 C2 C1 O1 179.61(19) . . . . ?
C7 C2 C3 C4 -0.1(3) . . . . ?
C1 C2 C7 C1 0.3(3) . . . 3_666 ?
C1 C2 C7 C6 -179.69(17) . . . . ?
C1 C2 C3 C4 179.45(18) . . . . ?
C1 C7 C6 C5 -179.74(19) 3_666 . . . ?
C3 C2 C7 C1 179.81(18) . . . 3_666 ?
C3 C2 C7 C6 -0.1(3) . . . . ?
C3 C2 C1 C7 -179.80(18) . . . 3_666 ?
C3 C2 C1 O1 0.1(3) . . . . ?
C6 C5 C4 C3 -0.2(3) . . . . ?
C4 C5 C6 C7 -0.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_anthraquinone-298k
_database_code_depnum_ccdc_archive 'CCDC 2075704'
loop_
_audit_author_name
_audit_author_address
'Binoy K. Saha'
;Pondicherry University
India
;
_audit_update_record             
;
2021-04-06 deposited with the CCDC.	2021-05-03 downloaded from the CCDC.
;
_audit_creation_date             2021-03-31
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            Anthraquinone
_chemical_name_systematic        9,10-Anthracenedione
_chemical_formula_moiety         'C14 H8 O2'
_chemical_formula_sum            'C14 H8 O2'
_chemical_formula_weight         208.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.8662(4)
_cell_length_b                   3.9660(3)
_cell_length_c                   15.7823(11)
_cell_angle_alpha                90
_cell_angle_beta                 102.696(6)
_cell_angle_gamma                90
_cell_volume                     480.32(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1235
_cell_measurement_temperature    298
_cell_measurement_theta_max      29.0856
_cell_measurement_theta_min      3.2094
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.943
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.904
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            4877
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.904
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.150
_diffrn_reflns_theta_min         3.311
_diffrn_ambient_temperature      298.00(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.904
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -28.00   45.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.9491   77.0000  -60.0000 73

#__ type_ start__ end____ width___ exp.time_
  2 omega  -47.00   44.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.9491   77.0000  -90.0000 91

#__ type_ start__ end____ width___ exp.time_
  3 omega  -47.00   47.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.9491   77.0000   30.0000 94

#__ type_ start__ end____ width___ exp.time_
  4 omega   -9.00   82.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   77.0000 -180.0000 91

#__ type_ start__ end____ width___ exp.time_
  5 omega   -3.00   24.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   77.0000  150.0000 27

#__ type_ start__ end____ width___ exp.time_
  6 omega  -78.00  -31.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.9491  131.0000   90.0000 47

#__ type_ start__ end____ width___ exp.time_
  7 omega  -90.00   27.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.9491  -19.0000  -90.0000 117
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                822
_reflns_number_total             1172
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS n/a (Sheldrick, 2008)'
_refine_diff_density_max         0.119
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         1172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0724
_refine_ls_R_factor_gt           0.0467
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0662P)²+0.0511P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1153
_refine_ls_wR_factor_ref         0.1374
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C6(H6), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.43734(16) 0.6529(3) 0.41522(9) 0.0412(4) Uani 1 1 d . . . . .
C7 C 0.32641(16) 0.6397(3) 0.47346(9) 0.0411(4) Uani 1 1 d . . . . .
C1 C 0.61615(17) 0.5123(4) 0.43962(9) 0.0458(4) Uani 1 1 d . . . . .
C5 C 0.10210(19) 0.9135(4) 0.36768(11) 0.0579(5) Uani 1 1 d . . . . .
H5 H -0.010004 1.001381 0.351753 0.070 Uiso 1 1 calc R U . . .
O1 O 0.71291(15) 0.5222(4) 0.38880(8) 0.0747(5) Uani 1 1 d . . . . .
C3 C 0.3780(2) 0.7973(4) 0.33397(10) 0.0522(4) Uani 1 1 d . . . . .
H3 H 0.451187 0.807553 0.295114 0.063 Uiso 1 1 calc R U . . .
C6 C 0.15880(18) 0.7712(4) 0.44841(10) 0.0509(4) Uani 1 1 d . . . . .
H6 H 0.084340 0.762748 0.486703 0.061 Uiso 1 1 calc R U . . .
C4 C 0.2112(2) 0.9260(4) 0.31036(11) 0.0579(5) Uani 1 1 d . . . . .
H4 H 0.172367 1.021198 0.255673 0.069 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 C7 1.4005(18) . ?
C2 C1 1.483(2) . ?
C2 C3 1.388(2) . ?
C7 C1 1.475(2) 3_666 ?
C7 C6 1.3920(19) . ?
C1 O1 1.2217(16) . ?
C5 H5 0.9300 . ?
C5 C6 1.375(2) . ?
C5 C4 1.378(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.380(2) . ?
C6 H6 0.9300 . ?
C4 H4 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 C2 C1 120.51(12) . . ?
C3 C2 C7 119.33(13) . . ?
C3 C2 C1 120.16(13) . . ?
C2 C7 C1 121.18(12) . 3_666 ?
C6 C7 C2 119.18(14) . . ?
C6 C7 C1 119.63(13) . 3_666 ?
C7 C1 C2 118.31(11) 3_666 . ?
O1 C1 C2 120.63(14) . . ?
O1 C1 C7 121.06(13) . 3_666 ?
C6 C5 H5 120.0 . . ?
C6 C5 C4 120.08(14) . . ?
C4 C5 H5 120.0 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.58(15) . . ?
C4 C3 H3 119.7 . . ?
C7 C6 H6 119.6 . . ?
C5 C6 C7 120.72(14) . . ?
C5 C6 H6 119.6 . . ?
C5 C4 C3 120.10(15) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C7 C6 C5 -0.2(2) . . . . ?
C2 C3 C4 C5 0.3(2) . . . . ?
C7 C2 C1 C7 -0.2(2) . . . 3_666 ?
C7 C2 C1 O1 179.70(13) . . . . ?
C7 C2 C3 C4 -0.2(2) . . . . ?
C1 C2 C7 C1 0.2(2) . . . 3_666 ?
C1 C2 C7 C6 -179.46(12) . . . . ?
C1 C2 C3 C4 179.37(13) . . . . ?
C1 C7 C6 C5 -179.86(13) 3_666 . . . ?
C3 C2 C7 C1 179.84(13) . . . 3_666 ?
C3 C2 C7 C6 0.2(2) . . . . ?
C3 C2 C1 C7 -179.84(12) . . . 3_666 ?
C3 C2 C1 O1 0.1(2) . . . . ?
C6 C5 C4 C3 -0.3(2) . . . . ?
C4 C5 C6 C7 0.3(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_anthraquinone-253k
_database_code_depnum_ccdc_archive 'CCDC 2075701'
loop_
_audit_author_name
_audit_author_address
'Binoy K. Saha'
;Pondicherry University
India
;
_audit_update_record             
;
2021-04-06 deposited with the CCDC.	2021-05-03 downloaded from the CCDC.
;
_audit_creation_date             2021-03-31
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            AnthraQuinone
_chemical_name_systematic        9,10-Anthracenedione
_chemical_formula_moiety         'C14 H8 O2'
_chemical_formula_sum            'C14 H8 O2'
_chemical_formula_weight         208.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.8758(8)
_cell_length_b                   3.9534(5)
_cell_length_c                   15.7573(16)
_cell_angle_alpha                90
_cell_angle_beta                 102.653(10)
_cell_angle_gamma                90
_cell_volume                     478.71(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    454
_cell_measurement_temperature    253
_cell_measurement_theta_max      29.1730
_cell_measurement_theta_min      3.3060
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.05642
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_av_unetI/netI     0.0534
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.820
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            2125
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.820
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.237
_diffrn_reflns_theta_min         3.313
_diffrn_ambient_temperature      253
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.820
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -93.00  -35.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.8710 -178.0000  -30.0000 58

#__ type_ start__ end____ width___ exp.time_
  2 omega  -48.00   40.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835  -57.0000 -180.0000 88

#__ type_ start__ end____ width___ exp.time_
  3 omega   -1.00   86.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   57.0000  -30.0000 87
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                654
_reflns_number_total             1072
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.171
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         1072
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0956
_refine_ls_R_factor_gt           0.0551
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0658P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1230
_refine_ls_wR_factor_ref         0.1554
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C6(H6), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.4367(3) 0.6530(5) 0.41536(13) 0.0384(5) Uani 1 1 d . . . . .
C7 C 0.3260(2) 0.6397(5) 0.47367(13) 0.0379(5) Uani 1 1 d . . . . .
C1 C 0.6154(3) 0.5129(5) 0.43878(13) 0.0408(6) Uani 1 1 d . . . . .
C5 C 0.1008(3) 0.9140(5) 0.36812(16) 0.0531(6) Uani 1 1 d . . . . .
H5 H -0.011250 1.001650 0.352490 0.064 Uiso 1 1 calc R U . . .
O1 O 0.7120(2) 0.5223(4) 0.38792(10) 0.0669(6) Uani 1 1 d . . . . .
C3 C 0.3756(3) 0.7974(5) 0.33343(14) 0.0480(6) Uani 1 1 d . . . . .
H3 H 0.447890 0.806406 0.294065 0.058 Uiso 1 1 calc R U . . .
C6 C 0.1585(3) 0.7711(5) 0.44917(14) 0.0464(6) Uani 1 1 d . . . . .
H6 H 0.084715 0.762570 0.487831 0.056 Uiso 1 1 calc R U . . .
C4 C 0.2088(3) 0.9270(5) 0.31027(15) 0.0523(6) Uani 1 1 d . . . . .
H4 H 0.169536 1.023104 0.255619 0.063 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 C7 1.399(3) . ?
C2 C1 1.482(3) . ?
C2 C3 1.397(3) . ?
C7 C1 1.484(3) 3_666 ?
C7 C6 1.392(3) . ?
C1 O1 1.220(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.379(3) . ?
C5 C4 1.377(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.383(3) . ?
C6 H6 0.9300 . ?
C4 H4 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 C2 C1 121.13(18) . . ?
C3 C2 C7 118.96(19) . . ?
C3 C2 C1 119.91(18) . . ?
C2 C7 C1 120.95(18) . 3_666 ?
C6 C7 C2 119.5(2) . . ?
C6 C7 C1 119.50(18) . 3_666 ?
C2 C1 C7 117.92(16) . 3_666 ?
O1 C1 C2 121.32(19) . . ?
O1 C1 C7 120.76(19) . 3_666 ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.2(2) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.7(2) . . ?
C4 C3 H3 119.7 . . ?
C7 C6 H6 119.7 . . ?
C5 C6 C7 120.6(2) . . ?
C5 C6 H6 119.7 . . ?
C5 C4 C3 120.0(2) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C7 C6 C5 0.0(3) . . . . ?
C2 C3 C4 C5 -0.1(3) . . . . ?
C7 C2 C1 C7 -0.4(3) . . . 3_666 ?
C7 C2 C1 O1 179.59(19) . . . . ?
C7 C2 C3 C4 0.3(3) . . . . ?
C1 C2 C7 C1 0.4(3) . . . 3_666 ?
C1 C2 C7 C6 -179.45(17) . . . . ?
C1 C2 C3 C4 179.54(18) . . . . ?
C1 C7 C6 C5 -179.90(18) 3_666 . . . ?
C3 C2 C7 C1 179.64(17) . . . 3_666 ?
C3 C2 C7 C6 -0.2(3) . . . . ?
C3 C2 C1 C7 -179.62(17) . . . 3_666 ?
C3 C2 C1 O1 0.4(3) . . . . ?
C6 C5 C4 C3 -0.1(3) . . . . ?
C4 C5 C6 C7 0.2(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_anthraquinone-283k
_database_code_depnum_ccdc_archive 'CCDC 2075703'
loop_
_audit_author_name
_audit_author_address
'Binoy K. Saha'
;Pondicherry University
India
;
_audit_update_record             
;
2021-04-06 deposited with the CCDC.	2021-05-03 downloaded from the CCDC.
;
_audit_creation_date             2021-03-31
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            Anthraquinone
_chemical_name_systematic        9,10-Anthracenedione
_chemical_formula_moiety         'C14 H8 O2'
_chemical_formula_sum            'C14 H8 O2'
_chemical_formula_weight         208.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.8868(10)
_cell_length_b                   3.9718(5)
_cell_length_c                   15.822(2)
_cell_angle_alpha                90
_cell_angle_beta                 102.719(13)
_cell_angle_gamma                90
_cell_volume                     483.47(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    378
_cell_measurement_temperature    283
_cell_measurement_theta_max      29.0606
_cell_measurement_theta_min      3.2018
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67357
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_unetI/netI     0.0614
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.830
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            2223
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.830
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.125
_diffrn_reflns_theta_min         3.302
_diffrn_ambient_temperature      283
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.830
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   35.00   96.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835  178.0000   60.0000 61

#__ type_ start__ end____ width___ exp.time_
  2 omega    6.00   92.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   37.0000   90.0000 86

#__ type_ start__ end____ width___ exp.time_
  3 omega   -1.00   86.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6835   57.0000 -180.0000 87
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                569
_reflns_number_total             1086
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS n/a (Sheldrick, 2008)'
_refine_diff_density_max         0.153
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         1086
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1200
_refine_ls_R_factor_gt           0.0572
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0649P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1209
_refine_ls_wR_factor_ref         0.1616
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C6(H6), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.4369(3) 0.6532(5) 0.41546(14) 0.0445(6) Uani 1 1 d . . . . .
C7 C 0.3265(3) 0.6395(5) 0.47349(14) 0.0438(6) Uani 1 1 d . . . . .
C1 C 0.6156(3) 0.5133(5) 0.43927(15) 0.0481(6) Uani 1 1 d . . . . .
C5 C 0.1018(3) 0.9137(6) 0.36767(17) 0.0611(7) Uani 1 1 d . . . . .
H5 H -0.009908 1.002121 0.351950 0.073 Uiso 1 1 calc R U . . .
O1 O 0.7125(2) 0.5217(5) 0.38857(12) 0.0775(7) Uani 1 1 d . . . . .
C3 C 0.3769(3) 0.7978(6) 0.33364(15) 0.0555(7) Uani 1 1 d . . . . .
H3 H 0.449516 0.808145 0.294693 0.067 Uiso 1 1 calc R U . . .
C6 C 0.1591(3) 0.7703(6) 0.44868(16) 0.0547(7) Uani 1 1 d . . . . .
H6 H 0.085034 0.761314 0.486946 0.066 Uiso 1 1 calc R U . . .
C4 C 0.2099(3) 0.9255(6) 0.31056(17) 0.0609(7) Uani 1 1 d . . . . .
H4 H 0.170503 1.019887 0.255972 0.073 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 C7 1.399(3) . ?
C2 C1 1.485(3) . ?
C2 C3 1.400(3) . ?
C7 C1 1.485(3) 3_666 ?
C7 C6 1.393(3) . ?
C1 O1 1.224(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.384(3) . ?
C5 C4 1.373(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.383(3) . ?
C6 H6 0.9300 . ?
C4 H4 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 C2 C1 120.8(2) . . ?
C7 C2 C3 119.4(2) . . ?
C3 C2 C1 119.8(2) . . ?
C2 C7 C1 121.2(2) . 3_666 ?
C6 C7 C2 119.3(2) . . ?
C6 C7 C1 119.5(2) . 3_666 ?
C7 C1 C2 117.97(18) 3_666 . ?
O1 C1 C2 121.2(2) . . ?
O1 C1 C7 120.8(2) . 3_666 ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.0(2) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 H3 119.9 . . ?
C7 C6 H6 119.7 . . ?
C5 C6 C7 120.7(2) . . ?
C5 C6 H6 119.7 . . ?
C5 C4 C3 120.5(2) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C7 C6 C5 -0.2(3) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
C7 C2 C1 C7 -0.3(3) . . . 3_666 ?
C7 C2 C1 O1 179.4(2) . . . . ?
C7 C2 C3 C4 -0.1(3) . . . . ?
C1 C2 C7 C1 0.3(3) . . . 3_666 ?
C1 C2 C7 C6 -179.40(18) . . . . ?
C1 C2 C3 C4 179.29(19) . . . . ?
C1 C7 C6 C5 -179.92(19) 3_666 . . . ?
C3 C2 C7 C1 179.67(19) . . . 3_666 ?
C3 C2 C7 C6 -0.1(3) . . . . ?
C3 C2 C1 C7 -179.66(19) . . . 3_666 ?
C3 C2 C1 O1 0.0(3) . . . . ?
C6 C5 C4 C3 -0.7(4) . . . . ?
C4 C5 C6 C7 0.5(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
