# Electronic Supplementary Material (ESI) for Materials Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

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

data_tg_14pt
_database_code_depnum_ccdc_archive 'CCDC 2117829'
loop_
_audit_author_name
_audit_author_address
'Ratheesh Vijayraghavan'
;Indian Institute of Science Education and Research Kolkata (IISER K)
India
;
_audit_update_record             
;
2021-10-26 deposited with the CCDC.	2021-12-29 downloaded from the CCDC.
;
_audit_creation_date             2021-05-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C11 H5 F6)'
_chemical_formula_sum            'C22 H10 F12'
_chemical_formula_weight         502.30
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H F'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   9.8389(3)
_cell_length_b                   22.7414(7)
_cell_length_c                   9.1352(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 111.238(3)
_cell_angle_gamma                90.00
_cell_volume                     1905.18(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5909
_cell_measurement_temperature    90.0(3)
_cell_measurement_theta_max      67.5620
_cell_measurement_theta_min      3.8650
_exptl_absorpt_coefficient_mu    1.671
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73391
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.751
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0768
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            13111
_diffrn_reflns_theta_full        68.28
_diffrn_reflns_theta_max         68.28
_diffrn_reflns_theta_min         3.89
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      90.0(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     82.00 165.00   0.50    0.27    --   96.67  25.00 -30.00  166
  2  ω    138.00 163.00   0.50    0.27    --   96.67  42.00 -30.00   50
  3  ω     94.00 120.00   0.50    0.27    --   96.67  42.00 -30.00   52
  4  ω     87.00 158.00   0.50    0.27    --   96.67  50.00-150.00  142
  5  ω    -34.00  24.00   0.50    0.20    --   41.33 -11.00 -30.00  116
  6  ω    -30.00  28.00   0.50    0.20    --   41.33 -21.00  60.00  116
  7  ω    -30.00  28.00   0.50    0.20    --   41.33 -21.00 150.00  116
  8  ω    -25.00  62.00   0.50    0.20    --   41.33 -54.00  90.00  174
  9  ω     76.00 102.00   0.50    0.27    --   96.67 -96.00 150.00   52
 10  ω     22.00  57.00   0.50    0.27    --   96.67 -96.00 150.00   70
 11  ω     44.00 127.00   0.50    0.27    --   96.67-144.00 113.00  166
 12  ω     44.00 104.00   0.50    0.20    --   41.33-144.00 113.00  120
 13  ω     35.00  93.00   0.50    0.20    --   41.33-127.00 -77.00  116
 14  ω     35.00 113.00   0.50    0.27    --   96.67-127.00 -77.00  156
 15  ω     60.00 105.00   0.50    0.27    --   96.67 -96.00 -90.00   90
 16  ω     30.00  58.00   0.50    0.27    --   96.67 -96.00 -90.00   56
 17  ω     52.00  83.00   0.50    0.27    --   96.67 -68.00-120.00   62
 18  ω     29.00  68.00   0.50    0.27    --   96.67 -59.00-120.00   78
 19  ω     46.00  77.00   0.50    0.27    --   96.67 -68.00 -60.00   62
 20  ω     31.00  57.00   0.50    0.27    --   96.67 -50.00 -90.00   52
 21  ω     43.00  68.00   0.50    0.27    --   96.67 -59.00   0.00   50
 22  ω     30.00  57.00   0.50    0.27    --   96.67 -50.00   0.00   54
 23  ω     30.00  55.00   0.50    0.27    --   96.67 -50.00  90.00   50
 24  ω    105.00 170.00   0.50    0.27    --   96.67  96.00-180.00  130
 25  ω     99.00 163.00   0.50    0.27    --   96.67 117.00-150.00  128
 26  ω     93.00 163.00   0.50    0.27    --   96.67 127.00  -2.00  140
 27  ω     81.00 164.00   0.50    0.27    --   96.67 145.00 120.00  166
 28  ω    -28.00  30.00   0.50    0.20    --  -41.33  21.00  30.00  116
 29  ω    -57.00 -16.00   0.50    0.27    --  -82.50  50.00  30.00   82
 30  ω    -24.00  35.00   0.50    0.20    --  -41.33  11.00  60.00  118
 31  ω    -24.00  35.00   0.50    0.20    --  -41.33  11.00 -60.00  118
 32  ω    -47.00 -15.00   0.50    0.27    --  -82.50  42.00-150.00   64
 33  ω    -47.00 -15.00   0.50    0.27    --  -82.50  42.00-120.00   64
 34  ω    -47.00 -15.00   0.50    0.27    --  -82.50  42.00 -90.00   64
 35  ω    -88.00 -13.00   0.50    0.20    --  -41.33 127.00  -2.00  150
 36  ω   -101.00 -22.00   0.50    0.20    --  -41.33 144.00 167.00  158
 37  ω   -150.00 -60.00   0.50    0.27    --  -82.50-144.00 113.00  180
 38  ω   -109.00 -60.00   0.50    0.20    --  -41.33-144.00 113.00   98
 39  ω   -149.00 -71.00   0.50    0.27    --  -82.50-127.00 -77.00  156
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0857290000
_diffrn_orient_matrix_UB_12      0.0518378000
_diffrn_orient_matrix_UB_13      0.0327029000
_diffrn_orient_matrix_UB_21      -0.1113860000
_diffrn_orient_matrix_UB_22      -0.0434430000
_diffrn_orient_matrix_UB_23      0.0217227000
_diffrn_orient_matrix_UB_31      0.0919677000
_diffrn_orient_matrix_UB_32      -0.0043457000
_diffrn_orient_matrix_UB_33      0.1765768000
_diffrn_oxdiff_digest_frames     
;
014e738aab20df2c6b06d381780eb0831b00034d982
;
_diffrn_oxdiff_digest_hkl        
;
018672142a59d2f127079373abec9ba193ac90
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3011
_reflns_number_total             3440
_reflns_odcompleteness_completeness 99.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.531
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         3440
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0681
_refine_ls_R_factor_gt           0.0636
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1440P)²+0.1941P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1778
_refine_ls_wR_factor_ref         0.1838
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H00G(0.029) H00K(0.03) H00M(0.029) H00N(0.028) H00O(0.03)
 H00P(0.028) H00Q(0.03) H00R(0.031) H00T(0.03) H00U(0.029)
 Fixed X: H00G(0.3289) H00K(0.4518) H00M(0.8482) H00N(0.6779) H00O(0.5548)
 H00P(-0.0148) H00Q(1.0557) H00R(0.64) H00T(-0.2047) H00U(0.1987)
 Fixed Y: H00G(0.9473) H00K(0.434) H00M(0.5393) H00N(0.6412) H00O(0.8109)
 H00P(0.9109) H00Q(0.6874) H00R(0.499) H00T(0.9761) H00U(0.8715)
 Fixed Z: H00G(0.3358) H00K(0.6664) H00M(0.8266) H00N(0.4452) H00O(0.2602)
 H00P(-0.1259) H00Q(0.7856) H00R(0.7649) H00T(-0.2153) H00U(-0.0895)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
F001 F 1.14755(14) 0.54724(6) 0.98661(14) 0.0372(4) Uani 1 d . . .
F002 F 1.02350(15) 0.59386(7) 1.09928(14) 0.0433(4) Uani 1 d . . .
F003 F 0.40388(17) 0.81208(6) -0.17074(15) 0.0411(4) Uani 1 d . . .
F004 F 0.50592(15) 0.87098(7) 0.59236(14) 0.0411(4) Uani 1 d . . .
F005 F 0.51370(16) 0.75588(6) 0.02272(15) 0.0406(4) Uani 1 d . . .
F006 F 0.76100(15) 0.73478(7) 0.38271(16) 0.0417(4) Uani 1 d . . .
F007 F 0.68376(14) 0.85595(7) 0.51556(15) 0.0424(4) Uani 1 d . . .
F008 F 1.18449(16) 0.63946(7) 1.03461(17) 0.0468(4) Uani 1 d . . .
F009 F 0.60448(17) 0.94343(6) 0.51985(16) 0.0490(4) Uani 1 d . . .
F00A F 0.92072(19) 0.77196(6) 0.58860(17) 0.0486(4) Uani 1 d . . .
F00B F 0.28072(17) 0.75166(7) -0.0884(2) 0.0518(5) Uani 1 d . . .
F00C F 0.98683(16) 0.71324(7) 0.44479(19) 0.0488(5) Uani 1 d . . .
C00D C 0.3778(2) 0.83436(10) 0.0701(2) 0.0237(5) Uani 1 d . . .
C00E C 0.1177(2) 0.95938(9) 0.0556(2) 0.0226(4) Uani 1 d . . .
C00F C 0.8682(2) 0.67139(9) 0.6001(2) 0.0243(5) Uani 1 d . . .
C00G C 0.3409(2) 0.91936(10) 0.2672(2) 0.0242(5) Uani 1 d . . .
H00G H 0.3289 0.9473 0.3358 0.029 Uiso 1 calc . . R
C00H C 0.6171(2) 0.54079(9) 0.5615(2) 0.0233(5) Uani 1 d . . .
C00I C 0.7405(2) 0.58267(9) 0.6251(2) 0.0229(5) Uani 1 d . . .
C00J C 0.9666(2) 0.61211(10) 0.8294(2) 0.0253(5) Uani 1 d . . .
C00K C 0.4707(2) 0.46045(10) 0.5985(2) 0.0254(5) Uani 1 d . . .
H00K H 0.4518 0.4340 0.6664 0.030 Uiso 1 calc . . R
C00L C 0.2406(2) 0.91709(9) 0.1128(2) 0.0227(5) Uani 1 d . . .
C00M C 0.8512(2) 0.57276(10) 0.7694(2) 0.0243(5) Uani 1 d . . .
H00M H 0.8482 0.5393 0.8266 0.029 Uiso 1 calc . . R
C00N C 0.7509(2) 0.63321(9) 0.5415(2) 0.0237(5) Uani 1 d . . .
H00N H 0.6779 0.6412 0.4452 0.028 Uiso 1 calc . . R
C00O C 0.4775(2) 0.83727(10) 0.2235(2) 0.0248(5) Uani 1 d . . .
H00O H 0.5548 0.8109 0.2602 0.030 Uiso 1 calc . . R
C00P C -0.0082(2) 0.94668(10) -0.0746(2) 0.0234(4) Uani 1 d . . .
H00P H -0.0148 0.9109 -0.1259 0.028 Uiso 1 calc . . R
C00Q C 0.9777(2) 0.66159(10) 0.7458(2) 0.0251(5) Uani 1 d . . .
H00Q H 1.0557 0.6874 0.7856 0.030 Uiso 1 calc . . R
C00R C 0.5841(2) 0.49973(10) 0.6581(2) 0.0258(5) Uani 1 d . . .
H00R H 0.6400 0.4990 0.7649 0.031 Uiso 1 calc . . R
C00S C 0.4575(2) 0.88091(10) 0.3199(2) 0.0249(5) Uani 1 d . . .
C00T C -0.1228(2) 0.98601(9) -0.1288(2) 0.0248(5) Uani 1 d . . .
H00T H -0.2047 0.9761 -0.2153 0.030 Uiso 1 calc . . R
C00U C 0.2623(2) 0.87386(9) 0.0144(2) 0.0238(5) Uani 1 d . . .
H00U H 0.1987 0.8715 -0.0895 0.029 Uiso 1 calc . . R
C00V C 0.3937(2) 0.78836(10) -0.0403(2) 0.0272(5) Uani 1 d . . .
C00W C 0.8836(2) 0.72275(10) 0.5051(2) 0.0283(5) Uani 1 d . . .
C00X C 0.5633(2) 0.88732(11) 0.4862(2) 0.0284(5) Uani 1 d . . .
C00Y C 1.0801(2) 0.59902(10) 0.9867(2) 0.0292(5) Uani 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F001 C00Y 1.352(3) . ?
F002 C00Y 1.340(2) . ?
F003 C00V 1.345(2) . ?
F004 C00X 1.340(3) . ?
F005 C00V 1.334(2) . ?
F006 C00W 1.342(2) . ?
F007 C00X 1.325(2) . ?
F008 C00Y 1.329(2) . ?
F009 C00X 1.340(3) . ?
F00A C00W 1.329(3) . ?
F00B C00V 1.331(3) . ?
F00C C00W 1.337(3) . ?
C00D C00O 1.391(3) . ?
C00D C00U 1.393(3) . ?
C00D C00V 1.500(3) . ?
C00E C00L 1.484(3) . ?
C00E C00P 1.402(3) . ?
C00E C00T 1.403(3) 3_575 ?
C00F C00N 1.388(3) . ?
C00F C00Q 1.393(3) . ?
C00F C00W 1.495(3) . ?
C00G H00G 0.9300 . ?
C00G C00L 1.399(3) . ?
C00G C00S 1.383(3) . ?
C00H C00I 1.486(3) . ?
C00H C00K 1.403(3) 3_666 ?
C00H C00R 1.401(3) . ?
C00I C00M 1.391(3) . ?
C00I C00N 1.404(3) . ?
C00J C00M 1.392(3) . ?
C00J C00Q 1.387(3) . ?
C00J C00Y 1.496(3) . ?
C00K C00H 1.403(3) 3_666 ?
C00K H00K 0.9300 . ?
C00K C00R 1.378(3) . ?
C00L C00U 1.399(3) . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9300 . ?
C00O H00O 0.9300 . ?
C00O C00S 1.388(3) . ?
C00P H00P 0.9300 . ?
C00P C00T 1.382(3) . ?
C00Q H00Q 0.9300 . ?
C00R H00R 0.9300 . ?
C00S C00X 1.505(3) . ?
C00T C00E 1.402(3) 3_575 ?
C00T H00T 0.9300 . ?
C00U H00U 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
C00O C00D C00U 121.4(2) . . ?
C00O C00D C00V 120.23(19) . . ?
C00U C00D C00V 118.33(17) . . ?
C00P C00E C00L 121.45(19) . . ?
C00P C00E C00T 117.02(19) . 3_575 ?
C00T C00E C00L 121.53(18) 3_575 . ?
C00N C00F C00Q 121.0(2) . . ?
C00N C00F C00W 120.63(18) . . ?
C00Q C00F C00W 118.27(19) . . ?
C00L C00G H00G 119.3 . . ?
C00S C00G H00G 119.3 . . ?
C00S C00G C00L 121.39(19) . . ?
C00K C00H C00I 121.86(19) 3_666 . ?
C00R C00H C00I 121.56(18) . . ?
C00R C00H C00K 116.6(2) . 3_666 ?
C00M C00I C00H 121.04(19) . . ?
C00M C00I C00N 117.49(19) . . ?
C00N C00I C00H 121.47(18) . . ?
C00M C00J C00Y 117.96(19) . . ?
C00Q C00J C00M 121.35(19) . . ?
C00Q C00J C00Y 120.69(19) . . ?
C00H C00K H00K 119.0 3_666 . ?
C00R C00K C00H 122.0(2) . 3_666 ?
C00R C00K H00K 119.0 . . ?
C00G C00L C00E 121.18(19) . . ?
C00U C00L C00E 121.60(17) . . ?
C00U C00L C00G 117.22(19) . . ?
C00I C00M C00J 121.1(2) . . ?
C00I C00M H00M 119.5 . . ?
C00J C00M H00M 119.5 . . ?
C00F C00N C00I 121.10(19) . . ?
C00F C00N H00N 119.5 . . ?
C00I C00N H00N 119.4 . . ?
C00D C00O H00O 121.2 . . ?
C00S C00O C00D 117.6(2) . . ?
C00S C00O H00O 121.2 . . ?
C00E C00P H00P 119.1 . . ?
C00T C00P C00E 121.7(2) . . ?
C00T C00P H00P 119.1 . . ?
C00F C00Q H00Q 121.0 . . ?
C00J C00Q C00F 117.91(19) . . ?
C00J C00Q H00Q 121.0 . . ?
C00H C00R H00R 119.3 . . ?
C00K C00R C00H 121.46(18) . . ?
C00K C00R H00R 119.3 . . ?
C00G C00S C00O 121.47(18) . . ?
C00G C00S C00X 118.27(19) . . ?
C00O C00S C00X 120.26(19) . . ?
C00E C00T H00T 119.4 3_575 . ?
C00P C00T C00E 121.27(18) . 3_575 ?
C00P C00T H00T 119.4 . . ?
C00D C00U C00L 120.85(18) . . ?
C00D C00U H00U 119.6 . . ?
C00L C00U H00U 119.6 . . ?
F003 C00V C00D 112.05(19) . . ?
F005 C00V F003 105.44(17) . . ?
F005 C00V C00D 112.82(17) . . ?
F00B C00V F003 106.29(17) . . ?
F00B C00V F005 107.34(19) . . ?
F00B C00V C00D 112.41(17) . . ?
F006 C00W C00F 113.17(18) . . ?
F00A C00W F006 106.48(18) . . ?
F00A C00W F00C 106.30(19) . . ?
F00A C00W C00F 112.90(18) . . ?
F00C C00W F006 106.11(18) . . ?
F00C C00W C00F 111.36(18) . . ?
F004 C00X F009 105.62(18) . . ?
F004 C00X C00S 112.61(18) . . ?
F007 C00X F004 106.53(18) . . ?
F007 C00X F009 107.01(18) . . ?
F007 C00X C00S 113.18(18) . . ?
F009 C00X C00S 111.41(18) . . ?
F001 C00Y C00J 111.61(18) . . ?
F002 C00Y F001 105.36(17) . . ?
F002 C00Y C00J 112.42(17) . . ?
F008 C00Y F001 106.36(17) . . ?
F008 C00Y F002 107.14(17) . . ?
F008 C00Y C00J 113.42(18) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.421
_oxdiff_exptl_absorpt_empirical_full_min 0.464
####################################################################### 
# 
# 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_14dptfmbnpl
_database_code_depnum_ccdc_archive 'CCDC 2117830'
loop_
_audit_author_name
_audit_author_address
'Ratheesh Vijayraghavan'
;Indian Institute of Science Education and Research Kolkata (IISER K)
India
;
_audit_update_record             
;
2021-10-26 deposited with the CCDC.	2021-12-29 downloaded from the CCDC.
;
_audit_creation_date             2021-05-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C11 H5 F6'
_chemical_formula_sum            'C11 H5 F6'
_chemical_formula_weight         251.15
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   5.013(4)
_cell_length_b                   23.68(2)
_cell_length_c                   8.514(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.66(3)
_cell_angle_gamma                90.00
_cell_volume                     993.2(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9012
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      28.44
_cell_measurement_theta_min      2.97
_exptl_absorpt_coefficient_mu    0.177
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.5768
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1027 before and 0.0844 after correction.
The Ratio of minimum to maximum transmission is 0.7733.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.680
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            18619
_diffrn_reflns_theta_full        29.34
_diffrn_reflns_theta_max         29.34
_diffrn_reflns_theta_min         3.44
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  
'Bruker D8 VENTURE diffractometer with PHOTON 100 CMOS detector'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2030
_reflns_number_total             2653
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.185
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         2653
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1304
_refine_ls_R_factor_gt           0.0997
_refine_ls_restrained_S_all      1.185
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0633P)²+0.5838P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2005
_refine_ls_wR_factor_ref         0.2148
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
C001 C 0.1640(5) 0.54008(10) 0.4403(3) 0.0438(5) Uani 1 d . . .
C002 C 0.3372(5) 0.58215(10) 0.3781(3) 0.0450(6) Uani 1 d . . .
C003 C 0.6695(6) 0.66025(12) 0.2595(3) 0.0577(7) Uani 1 d . . .
C004 C 0.4041(6) 0.57562(11) 0.2282(3) 0.0521(6) Uani 1 d . . .
C005 C 0.4399(6) 0.62891(11) 0.4665(3) 0.0534(6) Uani 1 d . . .
C006 C 0.5683(6) 0.61417(11) 0.1706(3) 0.0543(6) Uani 1 d A . .
C007 C 0.6038(6) 0.66739(11) 0.4085(3) 0.0547(7) Uani 1 d B . .
F008 F 0.789(3) 0.6429(4) -0.0329(13) 0.143(5) Uani 0.621(19) d A 1 .
F009 F 0.780(2) 0.5571(4) 0.0109(10) 0.110(3) Uani 0.621(19) d A 1 .
C00A C 0.0402(7) 0.55190(12) 0.5677(3) 0.0635(8) Uani 1 d . . .
C00B C 0.1200(7) 0.48747(12) 0.3744(4) 0.0671(8) Uani 1 d . . .
F00C F 0.4342(14) 0.5955(10) -0.0998(7) 0.141(5) Uani 0.621(19) d A 1 .
F00D F 0.9535(16) 0.7071(5) 0.592(2) 0.142(7) Uani 0.535(19) d B 1 .
F00E F 0.578(2) 0.7303(5) 0.6204(16) 0.106(4) Uani 0.535(19) d B 1 .
C00F C 0.7170(8) 0.71605(14) 0.5102(4) 0.0753(9) Uani 1 d . . .
F00G F 0.731(5) 0.7623(3) 0.4289(11) 0.144(6) Uani 0.535(19) d B 1 .
C00H C 0.6331(8) 0.60489(15) 0.0090(4) 0.0762(9) Uani 1 d . . .
H004 H 0.335(5) 0.5449(12) 0.163(3) 0.053(7) Uiso 1 d . . .
H00B H 0.215(8) 0.4760(16) 0.288(5) 0.098(11) Uiso 1 d . . .
H00A H 0.048(6) 0.5879(13) 0.611(4) 0.064(8) Uiso 1 d . . .
F00H F 0.537(2) 0.7529(6) 0.515(3) 0.154(7) Uani 0.465(19) d B 2 .
F00F F 0.822(6) 0.7003(5) 0.6478(12) 0.190(11) Uani 0.465(19) d B 2 .
F0AA F 0.908(3) 0.7417(8) 0.4554(16) 0.124(5) Uani 0.465(19) d B 2 .
H005 H 0.395(5) 0.6350(11) 0.570(3) 0.054(7) Uiso 1 d . . .
F0 F 0.450(5) 0.6326(9) -0.1033(14) 0.150(8) Uani 0.379(19) d A 2 .
F1 F 0.863(3) 0.6211(15) -0.009(2) 0.167(9) Uani 0.379(19) d A 2 .
F1AA F 0.614(9) 0.5545(4) -0.040(2) 0.149(10) Uani 0.379(19) d A 2 .
H003 H 0.786(6) 0.6869(14) 0.227(4) 0.069(9) Uiso 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C001 C002 1.482(3) . ?
C001 C00A 1.374(4) . ?
C001 C00B 1.367(4) . ?
C002 C004 1.387(4) . ?
C002 C005 1.384(4) . ?
C003 C006 1.370(4) . ?
C003 C007 1.379(4) . ?
C003 H003 0.94(3) . ?
C004 C006 1.379(4) . ?
C004 H004 0.94(3) . ?
C005 C007 1.378(4) . ?
C005 H005 0.96(3) . ?
C006 C00H 1.487(4) . ?
C007 C00F 1.489(4) . ?
F008 C00H 1.284(7) . ?
F009 C00H 1.348(9) . ?
C00A C00B 1.380(4) 3_566 ?
C00A H00A 0.93(3) . ?
C00B C00A 1.380(4) 3_566 ?
C00B H00B 0.99(4) . ?
F00C C00H 1.249(7) . ?
F00D C00F 1.276(8) . ?
F00E C00F 1.312(7) . ?
C00F F00G 1.305(8) . ?
C00F F00H 1.260(9) . ?
C00F F00F 1.249(10) . ?
C00F F0AA 1.294(8) . ?
C00H F0 1.364(13) . ?
C00H F1 1.251(13) . ?
C00H F1AA 1.261(11) . ?

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
C00A C001 C002 121.6(2) . . ?
C00B C001 C002 121.8(2) . . ?
C00B C001 C00A 116.6(2) . . ?
C004 C002 C001 120.7(2) . . ?
C005 C002 C001 121.8(2) . . ?
C005 C002 C004 117.4(2) . . ?
C006 C003 C007 118.6(2) . . ?
C006 C003 H003 124.1(19) . . ?
C007 C003 H003 117.3(19) . . ?
C002 C004 H004 120.1(16) . . ?
C006 C004 C002 121.0(3) . . ?
C006 C004 H004 118.8(16) . . ?
C002 C005 H005 119.5(16) . . ?
C007 C005 C002 121.4(3) . . ?
C007 C005 H005 119.1(16) . . ?
C003 C006 C004 121.0(3) . . ?
C003 C006 C00H 120.4(3) . . ?
C004 C006 C00H 118.6(3) . . ?
C003 C007 C00F 120.0(3) . . ?
C005 C007 C003 120.6(3) . . ?
C005 C007 C00F 119.4(3) . . ?
C001 C00A C00B 121.5(3) . 3_566 ?
C001 C00A H00A 120.8(19) . . ?
C00B C00A H00A 117.4(19) 3_566 . ?
C001 C00B C00A 122.0(3) . 3_566 ?
C001 C00B H00B 120(2) . . ?
C00A C00B H00B 118(2) 3_566 . ?
F00D C00F C007 113.8(4) . . ?
F00D C00F F00E 102.5(6) . . ?
F00D C00F F00G 107.0(7) . . ?
F00D C00F F0AA 66.3(6) . . ?
F00E C00F C007 114.8(4) . . ?
F00G C00F C007 113.2(5) . . ?
F00G C00F F00E 104.5(7) . . ?
F00H C00F C007 110.9(6) . . ?
F00H C00F F00D 134.0(7) . . ?
F00H C00F F00E 47.2(8) . . ?
F00H C00F F00G 62.9(7) . . ?
F00H C00F F0AA 105.6(8) . . ?
F00F C00F C007 111.3(5) . . ?
F00F C00F F00D 41.7(9) . . ?
F00F C00F F00E 65.9(10) . . ?
F00F C00F F00G 134.0(6) . . ?
F00F C00F F00H 110.7(10) . . ?
F00F C00F F0AA 105.6(9) . . ?
F0AA C00F C007 112.4(5) . . ?
F0AA C00F F00E 131.7(5) . . ?
F0AA C00F F00G 45.4(5) . . ?
F008 C00H C006 113.7(5) . . ?
F008 C00H F009 103.4(7) . . ?
F008 C00H F0 80.3(9) . . ?
F009 C00H C006 109.0(4) . . ?
F009 C00H F0 135.0(6) . . ?
F00C C00H C006 115.6(4) . . ?
F00C C00H F008 111.1(7) . . ?
F00C C00H F009 102.7(8) . . ?
F00C C00H F0 39.2(7) . . ?
F00C C00H F1 126.2(9) . . ?
F00C C00H F1AA 65.6(11) . . ?
F0 C00H C006 110.1(7) . . ?
F1 C00H C006 115.6(9) . . ?
F1 C00H F008 29.5(13) . . ?
F1 C00H F009 75.2(14) . . ?
F1 C00H F0 106.3(11) . . ?
F1 C00H F1AA 105.4(12) . . ?
F1AA C00H C006 115.4(5) . . ?
F1AA C00H F008 125.7(9) . . ?
F1AA C00H F009 38.6(16) . . ?
F1AA C00H F0 102.9(13) . . ?

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
C001 C002 C004 C006 -179.1(2) . . . . ?
C001 C002 C005 C007 179.1(2) . . . . ?
C002 C001 C00A C00B -179.7(3) . . . 3_566 ?
C002 C001 C00B C00A 179.7(3) . . . 3_566 ?
C002 C004 C006 C003 -0.3(4) . . . . ?
C002 C004 C006 C00H 180.0(3) . . . . ?
C002 C005 C007 C003 0.2(4) . . . . ?
C002 C005 C007 C00F -178.0(3) . . . . ?
C003 C006 C00H F008 0.7(10) . . . . ?
C003 C006 C00H F009 115.5(6) . . . . ?
C003 C006 C00H F00C -129.5(12) . . . . ?
C003 C006 C00H F0 -87.3(14) . . . . ?
C003 C006 C00H F1 33.2(19) . . . . ?
C003 C006 C00H F1AA 157(2) . . . . ?
C003 C007 C00F F00D -84.4(11) . . . . ?
C003 C007 C00F F00E 157.9(9) . . . . ?
C003 C007 C00F F00G 38.1(13) . . . . ?
C003 C007 C00F F00H 106.6(15) . . . . ?
C003 C007 C00F F00F -129.7(17) . . . . ?
C003 C007 C00F F0AA -11.4(13) . . . . ?
C004 C002 C005 C007 -0.4(4) . . . . ?
C004 C006 C00H F008 -179.6(9) . . . . ?
C004 C006 C00H F009 -64.8(7) . . . . ?
C004 C006 C00H F00C 50.2(13) . . . . ?
C004 C006 C00H F0 92.5(14) . . . . ?
C004 C006 C00H F1 -147.1(19) . . . . ?
C004 C006 C00H F1AA -23(2) . . . . ?
C005 C002 C004 C006 0.5(4) . . . . ?
C005 C007 C00F F00D 93.8(11) . . . . ?
C005 C007 C00F F00E -23.9(10) . . . . ?
C005 C007 C00F F00G -143.8(12) . . . . ?
C005 C007 C00F F00H -75.3(15) . . . . ?
C005 C007 C00F F00F 48.5(17) . . . . ?
C005 C007 C00F F0AA 166.7(12) . . . . ?
C006 C003 C007 C005 0.0(4) . . . . ?
C006 C003 C007 C00F 178.1(3) . . . . ?
C007 C003 C006 C004 0.0(4) . . . . ?
C007 C003 C006 C00H 179.8(3) . . . . ?
C00A C001 C002 C004 -163.6(3) . . . . ?
C00A C001 C002 C005 16.9(4) . . . . ?
C00A C001 C00B C00A 0.0(5) . . . 3_566 ?
C00B C001 C002 C004 16.6(4) . . . . ?
C00B C001 C002 C005 -162.9(3) . . . . ?
C00B C001 C00A C00B 0.0(5) . . . 3_566 ?

_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_tg_14dp
_database_code_depnum_ccdc_archive 'CCDC 2117831'
loop_
_audit_author_name
_audit_author_address
'Ratheesh Vijayraghavan'
;Indian Institute of Science Education and Research Kolkata (IISER K)
India
;
_audit_update_record             
;
2021-10-26 deposited with the CCDC.	2021-12-29 downloaded from the CCDC.
;
_audit_creation_date             2021-05-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C11 H11'
_chemical_formula_sum            'C11 H11'
_chemical_formula_weight         143.20
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   11.8877(2)
_cell_length_b                   9.23230(10)
_cell_length_c                   7.57030(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.230(2)
_cell_angle_gamma                90.00
_cell_volume                     797.735(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4930
_cell_measurement_temperature    89.9(3)
_cell_measurement_theta_max      68.0070
_cell_measurement_theta_min      3.8630
_exptl_absorpt_coefficient_mu    0.499
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50258
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             308
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0543
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            5708
_diffrn_reflns_theta_full        68.01
_diffrn_reflns_theta_max         68.01
_diffrn_reflns_theta_min         3.87
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      89.9(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     17.00 108.00   0.50    0.20    --   40.33  64.00 -60.00  182
  2  ω     83.00 164.00   0.50    0.20    --   96.67  33.00 150.00  162
  3  ω     72.00 165.00   0.50    0.20    --   96.67  71.00-167.00  186
  4  ω     80.00 163.00   0.50    0.20    --   96.67  42.00-180.00  166
  5  ω     15.00 109.00   0.50    0.20    --   40.33  71.00-167.00  188
  6  ω    -65.00  28.00   0.50    0.20    --  -40.33  71.00-167.00  186
  7  ω    -89.00 -14.00   0.50    0.20    --  -82.50  71.00-167.00  150
  8  ω    -68.00 -14.00   0.50    0.20    --  -82.50  59.00 -30.00  108
  9  ω    -47.00 -15.00   0.50    0.20    --  -82.50  42.00   0.00   64
 10  ω    -57.00 -16.00   0.50    0.20    --  -82.50  50.00  60.00   82
 11  ω    -47.00 -15.00   0.50    0.20    --  -82.50  42.00 150.00   64
 12  ω     81.00 164.00   0.50    0.20    --   96.67 145.00 120.00  166
 13  ω    -35.00  24.00   0.50    0.20    --   40.33 -12.00 -90.00  118
 14  ω    -35.00  24.00   0.50    0.20    --   40.33 -12.00 -60.00  118
 15  ω    -28.00  66.00   0.50    0.20    --   40.33 -71.00  61.00  188
 16  ω     28.00 105.00   0.50    0.20    --   96.67 -77.00  90.00  154
 17  ω     29.00  89.00   0.50    0.20    --   96.67 -71.00  61.00  120
 18  ω     29.00  68.00   0.50    0.20    --   96.67 -59.00  30.00   78
 19  ω     30.00  57.00   0.50    0.20    --   96.67 -50.00  90.00   54
 20  ω     29.00  83.00   0.50    0.20    --   96.67 -68.00   0.00  108
 21  ω     30.00  57.00   0.50    0.20    --   96.67 -50.00 120.00   54
 22  ω     30.00  57.00   0.50    0.20    --   96.67 -50.00  60.00   54
 23  ω     29.00  68.00   0.50    0.20    --   96.67 -59.00 -90.00   78
 24  ω     29.00  68.00   0.50    0.20    --   96.67 -59.00-120.00   78
 25  ω     30.00  57.00   0.50    0.20    --   96.67 -50.00-180.00   54
 26  ω     18.00  79.00   0.50    0.20    --   40.33-104.00 -60.00  122
 27  ω     44.00 127.00   0.50    0.20    --   96.67-145.00  90.00  166
 28  ω     44.00 127.00   0.50    0.20    --   96.67-145.00  30.00  166
 29  ω     30.00 109.00   0.50    0.20    --   96.67-117.00 -30.00  158
 30  ω   -109.00 -13.00   0.50    0.20    --  -40.33 -77.00   0.00  192
 31  ω   -108.00 -15.00   0.50    0.20    --  -40.33 -71.00  61.00  186
 32  ω   -151.00 -57.00   0.50    0.20    --  -82.50 -71.00  61.00  188
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1158613000
_diffrn_orient_matrix_UB_12      -0.0795005000
_diffrn_orient_matrix_UB_13      0.0895325000
_diffrn_orient_matrix_UB_21      0.0251007000
_diffrn_orient_matrix_UB_22      0.1057748000
_diffrn_orient_matrix_UB_23      0.1637664000
_diffrn_orient_matrix_UB_31      -0.0645122000
_diffrn_orient_matrix_UB_32      -0.1015472000
_diffrn_orient_matrix_UB_33      0.1006145000
_diffrn_oxdiff_digest_frames     
;
01afcfe26d7312afd94b01bfd6bfe9512c0004130e5
;
_diffrn_oxdiff_digest_hkl        
;
01b53e69aeb155c495ca33df9e936e6674105e
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1369
_reflns_number_total             1440
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.247
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         1440
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0451
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0709P)²+0.2565P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1215
_refine_ls_wR_factor_ref         0.1227
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H003(0.021) H006(0.021) H007(0.021) H008(0.022) H009(0.022)
 H00A(0.033) H00B(0.033) H00C(0.033) H00D(0.037) H00E(0.037) H00F(0.037)
 Fixed X: H003(0.8854) H006(0.9045) H007(0.976) H008(0.7075) H009(0.5829)
 H00A(0.7353) H00B(0.7093) H00C(0.8385) H00D(0.5196) H00E(0.4505) H00F(0.4991)
 Fixed Y: H003(0.7067) H006(0.4137) H007(0.317) H008(0.6447) H009(0.5431)
 H00A(0.2904) H00B(0.4363) H00C(0.3945) H00D(0.7836) H00E(0.6381) H00F(0.6814)
 Fixed Z: H003(-0.0378) H006(0.4228) H007(0.1947) H008(-0.0018) H009(0.4224)
 H00A(0.6104) H00B(0.6973) H00C(0.706) H00D(0.1458) H00E(0.1393) H00F(-0.0256)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
C001 C 0.82149(10) 0.52678(12) 0.19371(16) 0.0171(3) Uani 1 d . . .
C002 C 0.74575(10) 0.46574(12) 0.45214(16) 0.0176(3) Uani 1 d . . .
C003 C 0.93107(10) 0.62340(13) -0.02200(16) 0.0173(3) Uani 1 d . . .
H003 H 0.8854 0.7067 -0.0378 0.021 Uiso 1 calc . . R
C004 C 0.91399(10) 0.51452(13) 0.09713(16) 0.0165(3) Uani 1 d . . .
C005 C 0.62661(11) 0.60701(13) 0.19545(17) 0.0190(3) Uani 1 d . . .
C006 C 0.83485(10) 0.46117(13) 0.36561(16) 0.0173(3) Uani 1 d . . .
H006 H 0.9045 0.4137 0.4228 0.021 Uiso 1 calc . . R
C007 C 0.98521(10) 0.39099(13) 0.11653(15) 0.0173(3) Uani 1 d . . .
H007 H 0.9760 0.3170 0.1947 0.021 Uiso 1 calc . . R
C008 C 0.71698(10) 0.59987(13) 0.11142(16) 0.0183(3) Uani 1 d . . .
H008 H 0.7075 0.6447 -0.0018 0.022 Uiso 1 calc . . R
C009 C 0.64269(10) 0.53919(13) 0.36533(16) 0.0185(3) Uani 1 d . . .
H009 H 0.5829 0.5431 0.4224 0.022 Uiso 1 calc . . R
C00A C 0.75835(11) 0.38984(14) 0.63287(17) 0.0222(3) Uani 1 d . . .
H00A H 0.7353 0.2904 0.6104 0.033 Uiso 1 calc . . GR
H00B H 0.7093 0.4363 0.6973 0.033 Uiso 1 calc . . GR
H00C H 0.8385 0.3945 0.7060 0.033 Uiso 1 calc . . GR
C00B C 0.51373(11) 0.68455(15) 0.10561(18) 0.0245(3) Uani 1 d . . .
H00D H 0.5196 0.7836 0.1458 0.037 Uiso 1 calc . . GR
H00E H 0.4505 0.6381 0.1393 0.037 Uiso 1 calc . . GR
H00F H 0.4991 0.6814 -0.0256 0.037 Uiso 1 calc . . GR


_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
C001 C004 1.4852(16) . ?
C001 C006 1.4036(17) . ?
C001 C008 1.3980(17) . ?
C002 C006 1.3931(17) . ?
C002 C009 1.3938(17) . ?
C002 C00A 1.5070(16) . ?
C003 H003 0.9300 . ?
C003 C004 1.4027(17) . ?
C003 C007 1.3850(16) 3_765 ?
C004 C007 1.4034(17) . ?
C005 C008 1.3946(16) . ?
C005 C009 1.3947(17) . ?
C005 C00B 1.5052(17) . ?
C006 H006 0.9300 . ?
C007 C003 1.3850(16) 3_765 ?
C007 H007 0.9300 . ?
C008 H008 0.9300 . ?
C009 H009 0.9300 . ?
C00A H00A 0.9600 . ?
C00A H00B 0.9600 . ?
C00A H00C 0.9600 . ?
C00B H00D 0.9600 . ?
C00B H00E 0.9600 . ?
C00B H00F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C006 C001 C004 121.06(11) . . ?
C008 C001 C004 120.36(10) . . ?
C008 C001 C006 118.53(11) . . ?
C006 C002 C009 118.47(11) . . ?
C006 C002 C00A 121.14(11) . . ?
C009 C002 C00A 120.36(11) . . ?
C004 C003 H003 119.4 . . ?
C007 C003 H003 119.4 3_765 . ?
C007 C003 C004 121.17(11) 3_765 . ?
C003 C004 C001 121.47(10) . . ?
C003 C004 C007 117.26(11) . . ?
C007 C004 C001 121.23(11) . . ?
C008 C005 C009 118.35(11) . . ?
C008 C005 C00B 121.30(11) . . ?
C009 C005 C00B 120.35(11) . . ?
C001 C006 H006 119.4 . . ?
C002 C006 C001 121.26(11) . . ?
C002 C006 H006 119.4 . . ?
C003 C007 C004 121.56(11) 3_765 . ?
C003 C007 H007 119.2 3_765 . ?
C004 C007 H007 119.2 . . ?
C001 C008 H008 119.3 . . ?
C005 C008 C001 121.43(11) . . ?
C005 C008 H008 119.3 . . ?
C002 C009 C005 121.94(11) . . ?
C002 C009 H009 119.0 . . ?
C005 C009 H009 119.0 . . ?
C002 C00A H00A 109.5 . . ?
C002 C00A H00B 109.5 . . ?
C002 C00A H00C 109.5 . . ?
H00A C00A H00B 109.5 . . ?
H00A C00A H00C 109.5 . . ?
H00B C00A H00C 109.5 . . ?
C005 C00B H00D 109.5 . . ?
C005 C00B H00E 109.5 . . ?
C005 C00B H00F 109.5 . . ?
H00D C00B H00E 109.5 . . ?
H00D C00B H00F 109.5 . . ?
H00E C00B H00F 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.557
_oxdiff_exptl_absorpt_empirical_full_min 0.610
####################################################################### 
# 
# 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_tg_14dp_rt
_database_code_depnum_ccdc_archive 'CCDC 2117833'
loop_
_audit_author_name
_audit_author_address
'Ratheesh Vijayraghavan'
;Indian Institute of Science Education and Research Kolkata (IISER K)
India
;
_audit_update_record             
;
2021-10-26 deposited with the CCDC.	2021-12-29 downloaded from the CCDC.
;
_audit_creation_date             2021-05-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C11 H11'
_chemical_formula_sum            'C11 H11'
_chemical_formula_weight         143.20
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H'
_chemical_oxdiff_usercomment     RT
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   11.9931(4)
_cell_length_b                   9.2234(3)
_cell_length_c                   7.7551(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.699(4)
_cell_angle_gamma                90.00
_cell_volume                     833.44(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4158
_cell_measurement_temperature    286(3)
_cell_measurement_theta_max      67.7640
_cell_measurement_theta_min      3.7900
_exptl_absorpt_coefficient_mu    0.478
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57084
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.141
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             308
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            6025
_diffrn_reflns_theta_full        68.09
_diffrn_reflns_theta_max         68.09
_diffrn_reflns_theta_min         3.79
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      286(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     25.00 107.00   0.50    0.20    --   40.33  38.00  30.00  164
  2  ω     25.00 107.00   0.50    0.20    --   40.33  38.00 150.00  164
  3  ω     14.00 109.00   0.50    0.20    --   40.33  77.00 -90.00  190
  4  ω     14.00 109.00   0.50    0.20    --   40.33  76.00-169.00  190
  5  ω    -35.00  24.00   0.50    0.20    --   40.33 -12.00-120.00  118
  6  ω    -28.00  67.00   0.50    0.20    --   40.33 -76.00  64.00  190
  7  ω     28.00 105.00   0.50    0.20    --   96.67 -77.00 150.00  154
  8  ω     30.00  57.00   0.50    0.20    --   96.67 -50.00 150.00   54
  9  ω     28.00 101.00   0.50    0.20    --   96.67 -76.00  64.00  146
 10  ω     29.00  68.00   0.50    0.20    --   96.67 -59.00 -30.00   78
 11  ω     30.00  57.00   0.50    0.20    --   96.67 -50.00 -60.00   54
 12  ω     30.00  57.00   0.50    0.20    --   96.67 -50.00  60.00   54
 13  ω     30.00  57.00   0.50    0.20    --   96.67 -50.00   0.00   54
 14  ω     30.00  57.00   0.50    0.20    --   96.67 -50.00 -90.00   54
 15  ω     30.00  57.00   0.50    0.20    --   96.67 -50.00-120.00   54
 16  ω     30.00  57.00   0.50    0.20    --   96.67 -50.00-180.00   54
 17  ω     83.00 164.00   0.50    0.20    --   96.67  33.00 -90.00  162
 18  ω     80.00 163.00   0.50    0.20    --   96.67  42.00 -30.00  166
 19  ω     78.00 163.00   0.50    0.20    --   96.67  50.00 150.00  170
 20  ω     70.00 165.00   0.50    0.20    --   96.67  76.00-169.00  190
 21  ω     99.00 164.00   0.50    0.20    --   96.67 117.00-180.00  130
 22  ω     99.00 164.00   0.50    0.20    --   96.67 117.00-120.00  130
 23  ω    105.00 170.00   0.50    0.20    --   96.67  96.00 -90.00  130
 24  ω     30.00 109.00   0.50    0.20    --   96.67-117.00  60.00  158
 25  ω    -31.00  30.00   0.50    0.20    --  -40.33  25.00  30.00  122
 26  ω    -24.00  35.00   0.50    0.20    --  -40.33  12.00  30.00  118
 27  ω    -67.00  28.00   0.50    0.20    --  -40.33  76.00-169.00  190
 28  ω   -101.00 -14.00   0.50    0.20    --  -82.50  76.00-169.00  174
 29  ω    -47.00 -15.00   0.50    0.20    --  -82.50  42.00 -90.00   64
 30  ω    -80.00  -9.00   0.50    0.20    --  -82.50  96.00 -30.00  142
 31  ω   -108.00 -17.00   0.50    0.20    --  -40.33 -64.00 -30.00  182
 32  ω   -109.00 -14.00   0.50    0.20    --  -40.33 -76.00  64.00  190
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1091575000
_diffrn_orient_matrix_UB_12      -0.0862623000
_diffrn_orient_matrix_UB_13      0.0851459000
_diffrn_orient_matrix_UB_21      0.0274988000
_diffrn_orient_matrix_UB_22      0.1090472000
_diffrn_orient_matrix_UB_23      0.1547441000
_diffrn_orient_matrix_UB_31      -0.0693981000
_diffrn_orient_matrix_UB_32      -0.0924687000
_diffrn_orient_matrix_UB_33      0.1030298000
_diffrn_oxdiff_digest_frames     
;
012e7530563296c8fcc70ea787adb9cbf8000365861
;
_diffrn_oxdiff_digest_hkl        
;
012f8d85b69526386533c4b11ec66e21ea995e
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1331
_reflns_number_total             1501
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.162
_refine_diff_density_min         -0.162
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         1501
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      1.116
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0781P)²+0.0832P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1366
_refine_ls_wR_factor_ref         0.1406
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H002(0.064) H004(0.065) H005(0.065) H008(0.071) H009(0.068)
 H00A(0.113) H00B(0.113) H00C(0.113) H00D(0.126) H00E(0.126) H00F(0.126)
 Fixed X: H002(0.5973) H004(0.4761) H005(0.6137) H008(0.9145) H009(0.7886)
 H00A(0.6629) H00B(0.787) H00C(0.7686) H00D(0.9783) H00E(0.9923) H00F(1.0436)
 Fixed Y: H002(0.5835) H004(0.3184) H005(0.295) H008(0.4605) H009(0.3586)
 H00A(0.6062) H00B(0.5556) H00C(0.7052) H00D(0.2231) H00E(0.3244) H00F(0.371)
 Fixed Z: H002(0.5838) H004(1.1918) H005(1.0329) H008(0.5719) H009(0.9891)
 H00A(0.3082) H00B(0.3038) H00C(0.3891) H00D(0.84) H00E(1.0061) H00F(0.8464)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
C001 C 0.58561(11) 0.48591(14) 0.90240(17) 0.0494(4) Uani 1 d . . .
C002 C 0.66594(11) 0.53772(14) 0.63712(17) 0.0531(4) Uani 1 d . . .
H002 H 0.5973 0.5835 0.5838 0.064 Uiso 1 calc . . R
C003 C 0.67796(11) 0.47430(14) 0.80403(17) 0.0496(4) Uani 1 d . . .
C004 C 0.48519(11) 0.39207(15) 1.11437(18) 0.0538(4) Uani 1 d . . .
H004 H 0.4761 0.3184 1.1918 0.065 Uiso 1 calc . . R
C005 C 0.56838(11) 0.37802(14) 1.01897(18) 0.0540(4) Uani 1 d . . .
H005 H 0.6137 0.2950 1.0329 0.065 Uiso 1 calc . . R
C006 C 0.75430(12) 0.53401(15) 0.54881(17) 0.0546(4) Uani 1 d . . .
C007 C 0.87005(12) 0.39664(16) 0.7942(2) 0.0599(4) Uani 1 d . . .
C008 C 0.85485(12) 0.46335(15) 0.62978(19) 0.0588(4) Uani 1 d . . .
H008 H 0.9145 0.4605 0.5719 0.071 Uiso 1 calc . . R
C009 C 0.78014(11) 0.40309(15) 0.87916(19) 0.0568(4) Uani 1 d . . .
H009 H 0.7886 0.3586 0.9891 0.068 Uiso 1 calc . . R
C00A C 0.74211(15) 0.6069(2) 0.3714(2) 0.0755(5) Uani 1 d . . .
H00A H 0.6629 0.6062 0.3082 0.113 Uiso 1 calc . . GR
H00B H 0.7870 0.5556 0.3038 0.113 Uiso 1 calc . . GR
H00C H 0.7686 0.7052 0.3891 0.113 Uiso 1 calc . . GR
C00B C 0.98114(14) 0.3220(2) 0.8794(2) 0.0840(6) Uani 1 d . . .
H00D H 0.9783 0.2231 0.8400 0.126 Uiso 1 calc . . GR
H00E H 0.9923 0.3244 1.0061 0.126 Uiso 1 calc . . GR
H00F H 1.0436 0.3710 0.8464 0.126 Uiso 1 calc . . GR


_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
C001 C003 1.4901(17) . ?
C001 C004 1.3972(19) 3_667 ?
C001 C005 1.3924(18) . ?
C002 H002 0.9300 . ?
C002 C003 1.3964(19) . ?
C002 C006 1.3917(17) . ?
C003 C009 1.3908(19) . ?
C004 C001 1.3972(19) 3_667 ?
C004 H004 0.9300 . ?
C004 C005 1.3817(17) . ?
C005 H005 0.9300 . ?
C006 C008 1.384(2) . ?
C006 C00A 1.507(2) . ?
C007 C008 1.388(2) . ?
C007 C009 1.3920(17) . ?
C007 C00B 1.506(2) . ?
C008 H008 0.9300 . ?
C009 H009 0.9300 . ?
C00A H00A 0.9600 . ?
C00A H00B 0.9600 . ?
C00A H00C 0.9600 . ?
C00B H00D 0.9600 . ?
C00B H00E 0.9600 . ?
C00B H00F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C004 C001 C003 121.28(11) 3_667 . ?
C005 C001 C003 121.58(12) . . ?
C005 C001 C004 117.11(12) . 3_667 ?
C003 C002 H002 119.3 . . ?
C006 C002 H002 119.3 . . ?
C006 C002 C003 121.49(13) . . ?
C002 C003 C001 121.22(12) . . ?
C009 C003 C001 120.49(12) . . ?
C009 C003 C002 118.26(12) . . ?
C001 C004 H004 119.1 3_667 . ?
C005 C004 C001 121.71(12) . 3_667 ?
C005 C004 H004 119.1 . . ?
C001 C005 H005 119.4 . . ?
C004 C005 C001 121.17(12) . . ?
C004 C005 H005 119.4 . . ?
C002 C006 C00A 121.19(13) . . ?
C008 C006 C002 118.14(12) . . ?
C008 C006 C00A 120.66(12) . . ?
C008 C007 C009 117.90(13) . . ?
C008 C007 C00B 121.04(12) . . ?
C009 C007 C00B 121.05(13) . . ?
C006 C008 C007 122.44(12) . . ?
C006 C008 H008 118.8 . . ?
C007 C008 H008 118.8 . . ?
C003 C009 C007 121.76(13) . . ?
C003 C009 H009 119.1 . . ?
C007 C009 H009 119.1 . . ?
C006 C00A H00A 109.5 . . ?
C006 C00A H00B 109.5 . . ?
C006 C00A H00C 109.5 . . ?
H00A C00A H00B 109.5 . . ?
H00A C00A H00C 109.5 . . ?
H00B C00A H00C 109.5 . . ?
C007 C00B H00D 109.5 . . ?
C007 C00B H00E 109.5 . . ?
C007 C00B H00F 109.5 . . ?
H00D C00B H00E 109.5 . . ?
H00D C00B H00F 109.5 . . ?
H00E C00B H00F 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.804
_oxdiff_exptl_absorpt_empirical_full_min 0.717
