# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_20190312
_database_code_depnum_ccdc_archive 'CCDC 2041096'
loop_
_audit_author_name
_audit_author_address
'Qun-Li Luo'
;College of Chemistry and Chemical Engineering, Southwest University, Chongqing
China
;
_audit_update_record             
;
2020-10-28 deposited with the CCDC.	2021-01-11 downloaded from the CCDC.
;
_audit_creation_date             2019-03-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014-1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C20 H15 I O2'
_chemical_formula_sum            'C20 H15 I O2'
_chemical_formula_weight         414.22
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 I1'
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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   10.95418(6)
_cell_length_b                   20.51469(11)
_cell_length_c                   7.29169(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.0140(6)
_cell_angle_gamma                90
_cell_volume                     1622.598(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20558
_cell_measurement_temperature    294.6(3)
_cell_measurement_theta_max      72.9550
_cell_measurement_theta_min      4.0770
_shelx_estimated_absorpt_T_max   0.139
_shelx_estimated_absorpt_T_min   0.050
_exptl_absorpt_coefficient_mu    15.559
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.03185
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.38a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            29764
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.049
_diffrn_reflns_theta_min         4.075
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.6(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0243
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -66.00  34.00   1.00    1.00    --  -37.03  19.00 120.00  100
  2  ω   -104.00 -20.00   1.00    1.00    --  -37.03 -57.00-180.00   84
  3  ω    -66.00  34.00   1.00    1.00    --  -37.03  19.00  30.00  100
  4  ω     24.00  91.00   1.00    1.00    --   37.03-126.00-180.00   67
  5  ω     24.00  91.00   1.00    1.00    --   37.03-126.00  30.00   67
  6  ω      8.00 108.00   1.00    1.00    --   37.03  19.00 -60.00  100
  7  ω    -32.00  56.00   1.00    1.00    --   37.03 -38.00  60.00   88
  8  ω     20.00 104.00   1.00    1.00    --   37.03  57.00  60.00   84
  9  ω      1.00  76.00   1.00    1.00    --   37.03 -99.00 -30.00   75
 10  ω     20.00 104.00   1.00    1.00    --   37.03  57.00   0.00   84
 11  ω     24.00  91.00   1.00    1.00    --   37.03-126.00 150.00   67
 12  ω     24.00  91.00   1.00    1.00    --   37.03-126.00 -30.00   67
 13  ω     41.00 132.00   1.00    3.24    --  110.47 -30.00  30.00   91
 14  ω     41.00 109.00   1.00    3.24    --  110.47 -95.00 -60.00   68
 15  ω     43.00 137.00   1.00    3.24    --  110.47 -77.00  30.00   94
 16  ω     92.00 177.00   1.00    3.24    --  110.47  61.00   0.00   85
 17  ω     92.00 177.00   1.00    3.24    --  110.47  61.00-150.00   85
 18  ω     92.00 177.00   1.00    3.24    --  110.47  61.00 -30.00   85
 19  ω     41.00 116.00   1.00    3.24    --  110.47-112.00-150.00   75
 20  ω     41.00 109.00   1.00    3.24    --  110.47 -95.00  90.00   68
 21  ω     44.00 129.00   1.00    3.24    --  110.47 -61.00 -90.00   85
 22  ω     41.00 116.00   1.00    3.24    --  110.47-112.00  60.00   75
 23  ω     43.00 137.00   1.00    3.24    --  110.47 -77.00-180.00   94
 24  ω     40.00 149.00   1.00    3.24    --  110.47 -15.00-180.00  109
 25  ω     42.00 128.00   1.00    3.24    --  110.47 -45.00-180.00   86
 26  ω     40.00 149.00   1.00    3.24    --  110.47 -15.00 -30.00  109
 27  ω   -106.00 -18.00   1.00    1.00    --  -37.03 -38.00 -60.00   88
 28  ω   -105.00 -58.00   1.00    1.00    --  -37.03-149.00  58.00   47
 29  ω    -54.00  30.00   1.00    1.00    --  -37.03  57.00  60.00   84
 30  ω   -104.00 -20.00   1.00    1.00    --  -37.03 -57.00  90.00   84
 31  ω    -54.00  30.00   1.00    1.00    --  -37.03  57.00-120.00   84
 32  ω     10.00 105.00   1.00    1.00    --   37.03  77.00 -30.00   95
 33  ω     10.00 105.00   1.00    1.00    --   37.03  77.00  60.00   95
 34  ω     10.00 105.00   1.00    1.00    --   37.03  77.00 -90.00   95
 35  ω     10.00 105.00   1.00    1.00    --   37.03  77.00-180.00   95
 36  ω     18.00 106.00   1.00    1.00    --   37.03  38.00 150.00   88
 37  ω     20.00 104.00   1.00    1.00    --   37.03  57.00-120.00   84
 38  ω      8.00 108.00   1.00    1.00    --   37.03  19.00 120.00  100
 39  ω     10.00 105.00   1.00    1.00    --   37.03  77.00 150.00   95
 40  ω     72.00 178.00   1.00    3.24    --  110.47  15.00  90.00  106
 41  ω     89.00 178.00   1.00    3.24    --  110.47  30.00-180.00   89
 42  ω     89.00 178.00   1.00    3.24    --  110.47  30.00 -60.00   89
 43  ω     89.00 178.00   1.00    3.24    --  110.47  30.00  90.00   89
 44  ω     89.00 178.00   1.00    3.24    --  110.47  30.00 120.00   89
 45  ω     89.00 178.00   1.00    3.24    --  110.47  30.00-150.00   89
 46  ω     89.00 178.00   1.00    3.24    --  110.47  30.00 -30.00   89
 47  ω     89.00 178.00   1.00    3.24    --  110.47  30.00 150.00   89
 48  ω     72.00 178.00   1.00    3.24    --  110.47  15.00 -60.00  106
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1398927000
_diffrn_orient_matrix_UB_12      -0.0112326000
_diffrn_orient_matrix_UB_13      0.0474879000
_diffrn_orient_matrix_UB_21      -0.0221820000
_diffrn_orient_matrix_UB_22      -0.0739610000
_diffrn_orient_matrix_UB_23      0.0110931000
_diffrn_orient_matrix_UB_31      0.0103326000
_diffrn_orient_matrix_UB_32      -0.0065128000
_diffrn_orient_matrix_UB_33      -0.2077595000
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3132
_reflns_number_total             3220
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.39.38a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.38a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.38a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.374
_refine_diff_density_min         -2.166
_refine_diff_density_rms         0.176
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3220
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0445
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1023P)²+0.6003P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1251
_refine_ls_wR_factor_ref         0.1262
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B)
2.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C11(H11), C9(H9), C18(H18), C16(H16), C20(H20), C19(H19), C10(H10),
 C17(H17), C8(H8)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
I1 I 0.34241(2) 0.41380(2) 0.34109(3) 0.03991(15) Uani 1 1 d . . . . .
C13 C 0.2655(3) 0.42309(13) 0.5878(4) 0.0255(6) Uani 1 1 d . . . . .
O2 O 0.1434(2) 0.47700(10) 0.7881(3) 0.0333(5) Uani 1 1 d . . . . .
O1 O 0.1537(2) 0.25224(10) 0.9118(4) 0.0478(8) Uani 1 1 d . . . . .
C14 C 0.2077(2) 0.47712(13) 0.6335(4) 0.0256(5) Uani 1 1 d . . . . .
C7 C 0.4098(3) 0.35993(15) 0.8275(5) 0.0317(6) Uani 1 1 d . . . . .
C6 C 0.2832(2) 0.36267(12) 0.7085(4) 0.0275(6) Uani 1 1 d . . . . .
H6 H 0.2730 0.3240 0.6290 0.033 Uiso 1 1 calc R . . . .
C12 C 0.4806(4) 0.41480(14) 0.8745(6) 0.0418(9) Uani 1 1 d . . . . .
H12 H 0.4527 0.4551 0.8274 0.050 Uiso 1 1 calc R . . . .
C5 C 0.1825(3) 0.36363(14) 0.8289(4) 0.0288(6) Uani 1 1 d . . . . .
C15 C 0.1964(2) 0.54280(13) 0.5484(4) 0.0269(6) Uani 1 1 d . . . . .
C11 C 0.5928(4) 0.4112(2) 0.9906(7) 0.0581(13) Uani 1 1 d . . . . .
H11 H 0.6399 0.4487 1.0165 0.070 Uiso 1 1 calc R . . . .
C4 C 0.1235(3) 0.41825(13) 0.8628(5) 0.0298(7) Uani 1 1 d . . . . .
C9 C 0.5648(5) 0.2988(3) 1.0222(9) 0.0796(17) Uani 1 1 d . . . . .
H9 H 0.5924 0.2590 1.0731 0.096 Uiso 1 1 calc R . . . .
C1 C 0.1290(3) 0.30963(15) 0.9212(5) 0.0357(7) Uani 1 1 d . . . . .
C2 C 0.0328(3) 0.33827(19) 1.0309(5) 0.0455(8) Uani 1 1 d . . . . .
H2A H 0.0570 0.3316 1.1627 0.055 Uiso 1 1 calc R . . . .
H2B H -0.0468 0.3179 0.9946 0.055 Uiso 1 1 calc R . . . .
C18 C 0.1770(4) 0.67000(16) 0.4144(6) 0.0469(8) Uani 1 1 d . . . . .
H18 H 0.1711 0.7126 0.3705 0.056 Uiso 1 1 calc R . . . .
C16 C 0.0891(3) 0.57919(14) 0.5562(5) 0.0324(7) Uani 1 1 d . . . . .
H16 H 0.0237 0.5607 0.6065 0.039 Uiso 1 1 calc R . . . .
C20 C 0.2931(3) 0.57130(17) 0.4735(6) 0.0396(8) Uani 1 1 d . . . . .
H20 H 0.3655 0.5481 0.4693 0.047 Uiso 1 1 calc R . . . .
C19 C 0.2818(4) 0.63461(16) 0.4046(6) 0.0481(9) Uani 1 1 d . . . . .
H19 H 0.3460 0.6530 0.3513 0.058 Uiso 1 1 calc R . . . .
C3 C 0.0267(4) 0.41146(16) 0.9850(8) 0.0477(10) Uani 1 1 d . . . . .
H3A H -0.0537 0.4236 0.9210 0.057 Uiso 1 1 calc R . . . .
H3B H 0.0453 0.4378 1.0959 0.057 Uiso 1 1 calc R . . . .
C10 C 0.6336(4) 0.3533(3) 1.0660(6) 0.0637(12) Uani 1 1 d . . . . .
H10 H 0.7073 0.3510 1.1463 0.076 Uiso 1 1 calc R . . . .
C17 C 0.0796(3) 0.64242(17) 0.4898(5) 0.0405(8) Uani 1 1 d . . . . .
H17 H 0.0082 0.6663 0.4956 0.049 Uiso 1 1 calc R . . . .
C8 C 0.4538(3) 0.30130(19) 0.9025(7) 0.0587(12) Uani 1 1 d . . . . .
H8 H 0.4092 0.2632 0.8731 0.070 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C13 2.099(3) . ?
C13 C14 1.342(4) . ?
C13 C6 1.517(4) . ?
O2 C14 1.410(3) . ?
O2 C4 1.353(3) . ?
O1 C1 1.212(4) . ?
C14 C15 1.481(4) . ?
C7 C6 1.532(4) . ?
C7 C12 1.382(5) . ?
C7 C8 1.380(4) . ?
C6 C5 1.503(4) . ?
C12 C11 1.394(5) . ?
C5 C4 1.334(4) . ?
C5 C1 1.460(4) . ?
C15 C16 1.400(4) . ?
C15 C20 1.387(4) . ?
C11 C10 1.358(6) . ?
C4 C3 1.484(6) . ?
C9 C10 1.363(8) . ?
C9 C8 1.395(6) . ?
C1 C2 1.527(5) . ?
C2 C3 1.538(5) . ?
C18 C19 1.369(5) . ?
C18 C17 1.387(5) . ?
C16 C17 1.383(4) . ?
C20 C19 1.392(5) . ?

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
C14 C13 I1 123.2(2) . . ?
C14 C13 C6 123.9(3) . . ?
C6 C13 I1 112.90(19) . . ?
C4 O2 C14 116.8(2) . . ?
C13 C14 O2 120.2(3) . . ?
C13 C14 C15 131.5(3) . . ?
O2 C14 C15 108.3(2) . . ?
C12 C7 C6 122.9(3) . . ?
C8 C7 C6 119.7(3) . . ?
C8 C7 C12 117.3(3) . . ?
C13 C6 C7 113.0(2) . . ?
C5 C6 C13 106.5(2) . . ?
C5 C6 C7 110.5(2) . . ?
C7 C12 C11 121.6(3) . . ?
C4 C5 C6 122.2(3) . . ?
C4 C5 C1 108.4(3) . . ?
C1 C5 C6 129.3(3) . . ?
C16 C15 C14 119.3(3) . . ?
C20 C15 C14 121.6(3) . . ?
C20 C15 C16 118.9(3) . . ?
C10 C11 C12 120.3(4) . . ?
O2 C4 C3 119.6(3) . . ?
C5 C4 O2 124.3(3) . . ?
C5 C4 C3 116.0(3) . . ?
C10 C9 C8 121.5(4) . . ?
O1 C1 C5 127.2(3) . . ?
O1 C1 C2 125.4(3) . . ?
C5 C1 C2 107.5(3) . . ?
C1 C2 C3 105.9(3) . . ?
C19 C18 C17 120.1(3) . . ?
C17 C16 C15 120.5(3) . . ?
C15 C20 C19 120.1(3) . . ?
C18 C19 C20 120.6(3) . . ?
C4 C3 C2 102.1(3) . . ?
C11 C10 C9 118.8(4) . . ?
C16 C17 C18 119.8(3) . . ?
C7 C8 C9 120.4(4) . . ?


_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 13.841
_oxdiff_exptl_absorpt_empirical_full_min 0.467
####################################################################### 
# 
# 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_mnj-20190401-luo
_database_code_depnum_ccdc_archive 'CCDC 2041115'
loop_
_audit_author_name
_audit_author_address
'Qun-Li Luo'
;College of Chemistry and Chemical Engineering, Southwest University, Chongqing, China
China
;
_audit_update_record             
;
2020-10-28 deposited with the CCDC.	2021-01-11 downloaded from the CCDC.
;
_audit_creation_date             2019-04-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5381)
;
_shelxl_version_number           2014-1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '2(C21 H17 I O2)'
_chemical_formula_sum            'C42 H34 I2 O4'
_chemical_formula_weight         856.49
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 I1'
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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.33351(14)
_cell_length_b                   12.8458(2)
_cell_length_c                   16.7190(3)
_cell_angle_alpha                80.1645(13)
_cell_angle_beta                 83.2021(14)
_cell_angle_gamma                87.9997(14)
_cell_volume                     1750.88(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    20763
_cell_measurement_temperature    294(1)
_cell_measurement_theta_max      71.8090
_cell_measurement_theta_min      4.7500
_shelx_estimated_absorpt_T_max   0.071
_shelx_estimated_absorpt_T_min   0.055
_exptl_absorpt_coefficient_mu    14.440
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38329
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.625
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.39
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0526
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            31932
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.903
_diffrn_reflns_theta_min         3.492
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0243
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -53.00  31.00   1.00    1.00    --  -35.97  57.00-120.00   84
  2  ω   -106.00  -7.00   1.00    1.00    --  -35.97 -19.00  30.00   99
  3  ω   -106.00  -7.00   1.00    1.00    --  -35.97 -19.00 -60.00   99
  4  ω    -55.00  33.00   1.00    1.00    --  -35.97  38.00-150.00   88
  5  ω     24.00  90.00   1.00    1.00    --   35.97-126.00 -60.00   66
  6  ω    -33.00  55.00   1.00    1.00    --   35.97 -38.00 -90.00   88
  7  ω     38.00 107.00   1.00    1.00    --   35.97-153.00-142.00   69
  8  ω     24.00  90.00   1.00    1.00    --   35.97-126.00  90.00   66
  9  ω     40.00 135.00   1.00    1.59    --  107.97 -77.00  90.00   95
 10  ω     38.00 112.00   1.00    1.59    --  107.97-112.00 -90.00   74
 11  ω     87.00 178.00   1.00    1.59    --  107.97  30.00-120.00   91
 12  ω    101.00 178.00   1.00    1.59    --  107.97 112.00-150.00   77
 13  ω     40.00 125.00   1.00    1.59    --  107.97 -45.00 -60.00   85
 14  ω     90.00 175.00   1.00    1.59    --  107.97  61.00   0.00   85
 15  ω     70.00 178.00   1.00    1.59    --  107.97  15.00-150.00  108
 16  ω     39.00 110.00   1.00    1.59    --  107.97 -95.00  30.00   71
 17  ω     37.00 146.00   1.00    1.59    --  107.97 -15.00-180.00  109
 18  ω     38.00 129.00   1.00    1.59    --  107.97 -30.00  60.00   91
 19  ω     40.00 125.00   1.00    1.59    --  107.97 -45.00-150.00   85
 20  ω     39.00 110.00   1.00    1.59    --  107.97 -95.00-180.00   71
 21  ω     40.00 135.00   1.00    1.59    --  107.97 -77.00 -60.00   95
 22  ω     39.00 110.00   1.00    1.59    --  107.97 -95.00-120.00   71
 23  ω     90.00 175.00   1.00    1.59    --  107.97  61.00 -90.00   85
 24  ω   -103.00 -19.00   1.00    1.00    --  -35.97 -57.00-120.00   84
 25  ω   -104.00  -9.00   1.00    1.00    --  -35.97 -77.00 120.00   95
 26  ω   -103.00 -19.00   1.00    1.00    --  -35.97 -57.00-180.00   84
 27  ω   -104.00  -9.00   1.00    1.00    --  -35.97 -77.00  30.00   95
 28  ω   -104.00  -9.00   1.00    1.00    --  -35.97 -77.00-150.00   95
 29  ω   -104.00  -9.00   1.00    1.00    --  -35.97 -77.00 -30.00   95
 30  ω    -33.00  55.00   1.00    1.00    --   35.97 -38.00  30.00   88
 31  ω     81.00 176.00   1.00    1.59    --  107.97  77.00-180.00   95
 32  ω     81.00 176.00   1.00    1.59    --  107.97  77.00  60.00   95
 33  ω     81.00 176.00   1.00    1.59    --  107.97  77.00 -30.00   95
 34  ω     81.00 176.00   1.00    1.59    --  107.97  77.00-120.00   95
 35  ω     90.00 175.00   1.00    1.59    --  107.97  61.00  90.00   85
 36  ω     91.00 176.00   1.00    1.59    --  107.97  45.00 120.00   85
 37  ω     81.00 176.00   1.00    1.59    --  107.97  77.00 120.00   95
 38  ω     81.00 176.00   1.00    1.59    --  107.97  77.00 -60.00   95
 39  ω     87.00 178.00   1.00    1.59    --  107.97  30.00 -30.00   91
 40  ω     81.00 176.00   1.00    1.59    --  107.97  77.00  30.00   95
 41  ω     81.00 176.00   1.00    1.59    --  107.97  77.00-150.00   95
 42  ω     81.00 176.00   1.00    1.59    --  107.97  77.00 150.00   95
 43  ω     70.00 178.00   1.00    1.59    --  107.97  15.00  90.00  108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0208199000
_diffrn_orient_matrix_UB_12      -0.1115125000
_diffrn_orient_matrix_UB_13      0.0509578000
_diffrn_orient_matrix_UB_21      -0.0352915000
_diffrn_orient_matrix_UB_22      0.0485363000
_diffrn_orient_matrix_UB_23      0.0785046000
_diffrn_orient_matrix_UB_31      -0.1816287000
_diffrn_orient_matrix_UB_32      0.0052246000
_diffrn_orient_matrix_UB_33      -0.0100795000
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6473
_reflns_number_total             6774
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.819
_refine_diff_density_min         -2.354
_refine_diff_density_rms         0.149
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         6774
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0468
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0813P)²+1.1998P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1178
_refine_ls_wR_factor_ref         0.1195
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C28(H28), C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C3(H3A,H3B), C4(H4A,H4B), C24(H24A,H24B), C23(H23A,H23B),
 C2(H2A,H2B)
2.c Aromatic/amide H refined with riding coordinates:
 C34(H34), C9(H9), C33(H33), C42(H42), C17(H17), C21(H21), C10(H10), C11(H11),
 C38(H38), C30(H30), C18(H18), C32(H32), C13(H13), C41(H41), C31(H31), C40(H40),
  C20(H20), C12(H12), C19(H19), C39(H39)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
I1 I 0.60458(3) 0.21480(2) 0.17942(2) 0.04031(10) Uani 1 1 d . . . . .
I2 I 1.02408(3) 1.11511(2) 0.28726(2) 0.04533(10) Uani 1 1 d . . . . .
C15 C 0.6717(4) 0.3645(2) 0.11249(19) 0.0300(6) Uani 1 1 d . . . . .
O2 O 0.7888(4) 0.46333(18) -0.01189(15) 0.0398(6) Uani 1 1 d . . . . .
O4 O 0.7014(3) 0.97673(19) 0.49413(15) 0.0361(5) Uani 1 1 d . . . . .
O3 O 0.7871(5) 0.6616(2) 0.3968(2) 0.0585(8) Uani 1 1 d . . . . .
O1 O 0.8499(4) 0.2076(2) -0.17585(19) 0.0520(7) Uani 1 1 d . . . . .
C36 C 0.8720(4) 1.0933(3) 0.3990(2) 0.0305(6) Uani 1 1 d . . . . .
C34 C 0.7894(5) 0.8936(3) 0.2291(2) 0.0383(8) Uani 1 1 d . . . . .
H34 H 0.8998 0.8789 0.2228 0.046 Uiso 1 1 calc R . . . .
C35 C 0.8005(4) 0.9995(3) 0.4194(2) 0.0298(6) Uani 1 1 d . . . . .
C28 C 0.8112(4) 0.9032(2) 0.37667(19) 0.0300(6) Uani 1 1 d . . . . .
H28 H 0.9245 0.8858 0.3605 0.036 Uiso 1 1 calc R . . . .
C29 C 0.7145(4) 0.9125(2) 0.3036(2) 0.0306(7) Uani 1 1 d . . . . .
C16 C 0.6332(4) 0.4572(2) 0.1539(2) 0.0305(6) Uani 1 1 d . . . . .
C8 C 0.9524(4) 0.2203(2) 0.02037(18) 0.0304(7) Uani 1 1 d . . . . .
C37 C 0.8560(4) 1.1815(2) 0.4458(2) 0.0308(6) Uani 1 1 d . . . . .
C5 C 0.8318(5) 0.4420(3) -0.0894(2) 0.0358(7) Uani 1 1 d . . . . .
C26 C 0.6797(4) 0.8692(3) 0.5093(2) 0.0316(7) Uani 1 1 d . . . . .
C7 C 0.8010(4) 0.2763(2) -0.00931(19) 0.0296(6) Uani 1 1 d . . . . .
H7 H 0.7137 0.2261 -0.0065 0.036 Uiso 1 1 calc R . . . .
C14 C 0.7463(4) 0.3658(2) 0.0375(2) 0.0311(7) Uani 1 1 d . . . . .
C27 C 0.7413(4) 0.8219(3) 0.4470(2) 0.0317(7) Uani 1 1 d . . . . .
C9 C 0.9542(5) 0.1127(3) 0.0516(2) 0.0390(8) Uani 1 1 d . . . . .
H9 H 0.8615 0.0734 0.0545 0.047 Uiso 1 1 calc R . . . .
C6 C 0.8347(4) 0.3389(3) -0.0937(2) 0.0319(7) Uani 1 1 d . . . . .
C22 C 0.7289(5) 0.7084(3) 0.4518(2) 0.0406(8) Uani 1 1 d . . . . .
C33 C 0.6999(6) 0.8964(3) 0.1633(2) 0.0480(10) Uani 1 1 d . . . . .
H33 H 0.7511 0.8840 0.1132 0.058 Uiso 1 1 calc R . . . .
C42 C 0.8290(5) 1.1626(3) 0.5310(2) 0.0399(8) Uani 1 1 d . . . . .
H42 H 0.8210 1.0934 0.5588 0.048 Uiso 1 1 calc R . . . .
C17 C 0.5811(5) 0.5527(3) 0.1117(2) 0.0381(8) Uani 1 1 d . . . . .
H17 H 0.5663 0.5587 0.0568 0.046 Uiso 1 1 calc R . . . .
C21 C 0.6490(5) 0.4499(3) 0.2366(2) 0.0421(8) Uani 1 1 d . . . . .
H21 H 0.6804 0.3859 0.2661 0.051 Uiso 1 1 calc R . . . .
C10 C 1.0938(6) 0.0641(3) 0.0786(2) 0.0467(10) Uani 1 1 d . . . . .
H10 H 1.0945 -0.0082 0.0983 0.056 Uiso 1 1 calc R . . . .
C25 C 0.5963(5) 0.8207(3) 0.5891(2) 0.0405(8) Uani 1 1 d . . . . .
H25A H 0.4801 0.8280 0.5887 0.049 Uiso 1 1 calc R . . . .
H25B H 0.6272 0.8552 0.6321 0.049 Uiso 1 1 calc R . . . .
C11 C 1.2307(6) 0.1211(3) 0.0766(3) 0.0489(10) Uani 1 1 d . . . . .
H11 H 1.3234 0.0880 0.0953 0.059 Uiso 1 1 calc R . . . .
C38 C 0.8691(5) 1.2867(3) 0.4067(3) 0.0442(9) Uani 1 1 d . . . . .
H38 H 0.8892 1.3015 0.3500 0.053 Uiso 1 1 calc R . . . .
C30 C 0.5496(5) 0.9345(3) 0.3118(2) 0.0415(8) Uani 1 1 d . . . . .
H30 H 0.4983 0.9475 0.3617 0.050 Uiso 1 1 calc R . . . .
C18 C 0.5511(6) 0.6399(3) 0.1515(3) 0.0478(9) Uani 1 1 d . . . . .
H18 H 0.5179 0.7038 0.1227 0.057 Uiso 1 1 calc R . . . .
C1 C 0.8664(5) 0.3004(3) -0.1708(2) 0.0395(8) Uani 1 1 d . . . . .
C32 C 0.5372(6) 0.9173(3) 0.1720(3) 0.0518(11) Uani 1 1 d . . . . .
H32 H 0.4779 0.9181 0.1282 0.062 Uiso 1 1 calc R . . . .
C13 C 1.0926(5) 0.2773(3) 0.0178(3) 0.0428(8) Uani 1 1 d . . . . .
H13 H 1.0937 0.3491 -0.0035 0.051 Uiso 1 1 calc R . . . .
C3 C 0.8748(10) 0.4926(4) -0.2365(3) 0.086(2) Uani 1 1 d . . . . .
H3A H 0.7688 0.5050 -0.2551 0.103 Uiso 1 1 calc R . . . .
H3B H 0.9493 0.5374 -0.2753 0.103 Uiso 1 1 calc R . . . .
C4 C 0.8679(6) 0.5310(3) -0.1576(2) 0.0498(10) Uani 1 1 d . . . . .
H4A H 0.7846 0.5854 -0.1549 0.060 Uiso 1 1 calc R . . . .
H4B H 0.9706 0.5616 -0.1532 0.060 Uiso 1 1 calc R . . . .
C41 C 0.8139(6) 1.2461(3) 0.5750(3) 0.0510(10) Uani 1 1 d . . . . .
H41 H 0.7959 1.2324 0.6318 0.061 Uiso 1 1 calc R . . . .
C31 C 0.4606(6) 0.9371(3) 0.2464(3) 0.0525(10) Uani 1 1 d . . . . .
H31 H 0.3503 0.9521 0.2524 0.063 Uiso 1 1 calc R . . . .
C40 C 0.8257(6) 1.3491(3) 0.5344(3) 0.0553(11) Uani 1 1 d . . . . .
H40 H 0.8153 1.4049 0.5637 0.066 Uiso 1 1 calc R . . . .
C20 C 0.6188(6) 0.5366(3) 0.2756(3) 0.0504(10) Uani 1 1 d . . . . .
H20 H 0.6314 0.5306 0.3308 0.061 Uiso 1 1 calc R . . . .
C24 C 0.6454(7) 0.7048(4) 0.6036(3) 0.0622(13) Uani 1 1 d . . . . .
H24A H 0.7553 0.6984 0.6179 0.075 Uiso 1 1 calc R . . . .
H24B H 0.5756 0.6681 0.6496 0.075 Uiso 1 1 calc R . . . .
C12 C 1.2295(6) 0.2291(3) 0.0463(3) 0.0505(10) Uani 1 1 d . . . . .
H12 H 1.3214 0.2686 0.0453 0.061 Uiso 1 1 calc R . . . .
C19 C 0.5702(6) 0.6320(3) 0.2331(3) 0.0494(10) Uani 1 1 d . . . . .
H19 H 0.5505 0.6903 0.2593 0.059 Uiso 1 1 calc R . . . .
C23 C 0.6357(7) 0.6524(3) 0.5298(3) 0.0615(13) Uani 1 1 d . . . . .
H23A H 0.5231 0.6490 0.5211 0.074 Uiso 1 1 calc R . . . .
H23B H 0.6768 0.5805 0.5413 0.074 Uiso 1 1 calc R . . . .
C2 C 0.9203(9) 0.3844(4) -0.2427(3) 0.0716(16) Uani 1 1 d . . . . .
H2A H 1.0373 0.3804 -0.2526 0.086 Uiso 1 1 calc R . . . .
H2B H 0.8780 0.3672 -0.2904 0.086 Uiso 1 1 calc R . . . .
C39 C 0.8529(6) 1.3688(3) 0.4506(3) 0.0556(11) Uani 1 1 d . . . . .
H39 H 0.8604 1.4381 0.4232 0.067 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C15 2.111(3) . ?
I2 C36 2.111(3) . ?
C15 C16 1.484(4) . ?
C15 C14 1.329(5) . ?
O2 C5 1.374(4) . ?
O2 C14 1.409(4) . ?
O4 C35 1.406(4) . ?
O4 C26 1.375(4) . ?
O3 C22 1.226(5) . ?
O1 C1 1.222(5) . ?
C36 C35 1.337(5) . ?
C36 C37 1.477(4) . ?
C34 C29 1.381(5) . ?
C34 C33 1.395(6) . ?
C35 C28 1.525(4) . ?
C28 C29 1.528(5) . ?
C28 C27 1.508(5) . ?
C29 C30 1.388(5) . ?
C16 C17 1.389(5) . ?
C16 C21 1.392(5) . ?
C8 C7 1.523(5) . ?
C8 C9 1.391(4) . ?
C8 C13 1.393(5) . ?
C37 C42 1.396(5) . ?
C37 C38 1.399(5) . ?
C5 C6 1.338(5) . ?
C5 C4 1.481(5) . ?
C26 C27 1.335(5) . ?
C26 C25 1.476(5) . ?
C7 C14 1.526(4) . ?
C7 C6 1.501(4) . ?
C27 C22 1.453(5) . ?
C9 C10 1.387(6) . ?
C6 C1 1.450(5) . ?
C22 C23 1.517(6) . ?
C33 C32 1.368(7) . ?
C42 C41 1.395(5) . ?
C17 C18 1.398(5) . ?
C21 C20 1.385(5) . ?
C10 C11 1.371(7) . ?
C25 C24 1.517(6) . ?
C11 C12 1.394(6) . ?
C38 C39 1.378(6) . ?
C30 C31 1.387(6) . ?
C18 C19 1.378(6) . ?
C1 C2 1.509(6) . ?
C32 C31 1.388(7) . ?
C13 C12 1.375(6) . ?
C3 C4 1.479(7) . ?
C3 C2 1.445(8) . ?
C41 C40 1.382(6) . ?
C40 C39 1.373(7) . ?
C20 C19 1.380(6) . ?
C24 C23 1.515(7) . ?

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
C16 C15 I1 117.1(2) . . ?
C14 C15 I1 116.3(2) . . ?
C14 C15 C16 126.6(3) . . ?
C5 O2 C14 106.2(2) . . ?
C26 O4 C35 106.6(2) . . ?
C35 C36 I2 115.3(2) . . ?
C35 C36 C37 127.2(3) . . ?
C37 C36 I2 117.5(2) . . ?
C29 C34 C33 120.2(4) . . ?
O4 C35 C28 109.5(3) . . ?
C36 C35 O4 119.2(3) . . ?
C36 C35 C28 131.2(3) . . ?
C35 C28 C29 115.1(3) . . ?
C27 C28 C35 99.0(2) . . ?
C27 C28 C29 111.7(3) . . ?
C34 C29 C28 119.9(3) . . ?
C34 C29 C30 119.1(3) . . ?
C30 C29 C28 120.9(3) . . ?
C17 C16 C15 121.4(3) . . ?
C17 C16 C21 118.5(3) . . ?
C21 C16 C15 120.2(3) . . ?
C9 C8 C7 121.5(3) . . ?
C9 C8 C13 118.5(3) . . ?
C13 C8 C7 120.0(3) . . ?
C42 C37 C36 121.0(3) . . ?
C42 C37 C38 117.6(3) . . ?
C38 C37 C36 121.4(3) . . ?
O2 C5 C4 119.1(3) . . ?
C6 C5 O2 113.6(3) . . ?
C6 C5 C4 127.2(3) . . ?
O4 C26 C25 118.5(3) . . ?
C27 C26 O4 113.0(3) . . ?
C27 C26 C25 128.4(3) . . ?
C8 C7 C14 111.7(3) . . ?
C6 C7 C8 111.8(3) . . ?
C6 C7 C14 99.4(2) . . ?
C15 C14 O2 119.4(3) . . ?
C15 C14 C7 131.3(3) . . ?
O2 C14 C7 109.3(3) . . ?
C26 C27 C28 110.0(3) . . ?
C26 C27 C22 120.8(3) . . ?
C22 C27 C28 129.1(3) . . ?
C10 C9 C8 120.2(4) . . ?
C5 C6 C7 109.4(3) . . ?
C5 C6 C1 122.2(3) . . ?
C1 C6 C7 128.4(3) . . ?
O3 C22 C27 122.9(4) . . ?
O3 C22 C23 122.5(4) . . ?
C27 C22 C23 114.6(3) . . ?
C32 C33 C34 120.4(4) . . ?
C41 C42 C37 120.8(4) . . ?
C16 C17 C18 120.1(4) . . ?
C20 C21 C16 121.0(4) . . ?
C11 C10 C9 120.8(3) . . ?
C26 C25 C24 107.5(3) . . ?
C10 C11 C12 119.4(4) . . ?
C39 C38 C37 121.2(4) . . ?
C31 C30 C29 120.7(4) . . ?
C19 C18 C17 120.7(4) . . ?
O1 C1 C6 122.1(4) . . ?
O1 C1 C2 123.8(4) . . ?
C6 C1 C2 114.1(3) . . ?
C33 C32 C31 120.0(4) . . ?
C12 C13 C8 121.0(3) . . ?
C2 C3 C4 120.9(5) . . ?
C3 C4 C5 109.7(4) . . ?
C40 C41 C42 120.1(4) . . ?
C30 C31 C32 119.6(4) . . ?
C39 C40 C41 119.7(4) . . ?
C19 C20 C21 120.4(4) . . ?
C23 C24 C25 112.7(4) . . ?
C13 C12 C11 120.0(4) . . ?
C18 C19 C20 119.3(3) . . ?
C24 C23 C22 114.1(4) . . ?
C3 C2 C1 117.5(4) . . ?
C40 C39 C38 120.6(4) . . ?

_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 2.396
_oxdiff_exptl_absorpt_empirical_full_min 0.601
####################################################################### 
# 
# 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_luo3
_database_code_depnum_ccdc_archive 'CCDC 2041097'
loop_
_audit_author_name
_audit_author_address
'Qun-Li Luo'
;College of Chemistry and Chemical Engineering, Southwest University, Chongqing
China
;
_audit_update_record             
;
2020-10-28 deposited with the CCDC.	2021-01-11 downloaded from the CCDC.
;
_audit_creation_date             2019-04-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014-1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C24 H15 I O3'
_chemical_formula_sum            'C24 H15 I O3'
_chemical_formula_weight         478.26
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 I1 '
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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.08772(6)
_cell_length_b                   9.53388(7)
_cell_length_c                   18.28445(12)
_cell_angle_alpha                90
_cell_angle_beta                 99.8957(6)
_cell_angle_gamma                90
_cell_volume                     1904.07(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    22517
_cell_measurement_temperature    295.20(10)
_cell_measurement_theta_max      71.6940
_cell_measurement_theta_min      4.3540
_shelx_estimated_absorpt_T_max   0.083
_shelx_estimated_absorpt_T_min   0.078
_exptl_absorpt_coefficient_mu    13.399
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.18920
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.37
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0779
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            34182
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.820
_diffrn_reflns_theta_min         4.358
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      295.20(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0243
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -53.00  31.00   1.00    1.00    --  -35.97  57.00-150.00   84
  2  ω    -55.00  33.00   1.00    1.00    --  -35.97  38.00 -30.00   88
  3  ω   -105.00 -17.00   1.00    1.00    --  -35.97 -38.00 -30.00   88
  4  ω    -65.00  35.00   1.00    1.00    --  -35.97  19.00 150.00  100
  5  ω     24.00  90.00   1.00    1.00    --   35.97-126.00 150.00   66
  6  ω     19.00 103.00   1.00    1.00    --   35.97  57.00-120.00   84
  7  ω     24.00  90.00   1.00    1.00    --   35.97-126.00   0.00   66
  8  ω     24.00  90.00   1.00    1.00    --   35.97-126.00 -30.00   66
  9  ω     38.00 112.00   1.00    1.50    --  107.97-112.00 -60.00   74
 10  ω    101.00 178.00   1.00    1.50    --  107.97 112.00  90.00   77
 11  ω     39.00 110.00   1.00    1.50    --  107.97 -95.00  90.00   71
 12  ω     40.00 125.00   1.00    1.50    --  107.97 -45.00  90.00   85
 13  ω     38.00 112.00   1.00    1.50    --  107.97-112.00   0.00   74
 14  ω     40.00 135.00   1.00    1.50    --  107.97 -77.00 -60.00   95
 15  ω     38.00 129.00   1.00    1.50    --  107.97 -30.00 -90.00   91
 16  ω     40.00 125.00   1.00    1.50    --  107.97 -45.00   0.00   85
 17  ω    101.00 178.00   1.00    1.50    --  107.97 112.00 150.00   77
 18  ω     38.00 110.00   1.00    1.50    --  107.97 -98.00-127.00   72
 19  ω     38.00 129.00   1.00    1.50    --  107.97 -30.00-180.00   91
 20  ω     91.00 176.00   1.00    1.50    --  107.97  45.00-150.00   85
 21  ω     39.00 110.00   1.00    1.50    --  107.97 -95.00  30.00   71
 22  ω     70.00 178.00   1.00    1.50    --  107.97  15.00 150.00  108
 23  ω     40.00 135.00   1.00    1.50    --  107.97 -77.00 120.00   95
 24  ω   -104.00  -9.00   1.00    1.00    --  -35.97 -77.00-180.00   95
 25  ω      9.00 104.00   1.00    1.00    --   35.97  77.00 120.00   95
 26  ω      9.00 104.00   1.00    1.00    --   35.97  77.00 -60.00   95
 27  ω      9.00 104.00   1.00    1.00    --   35.97  77.00   0.00   95
 28  ω    -33.00  55.00   1.00    1.00    --   35.97 -38.00 -30.00   88
 29  ω      9.00 104.00   1.00    1.00    --   35.97  77.00  60.00   95
 30  ω     70.00 178.00   1.00    1.50    --  107.97  15.00 -30.00  108
 31  ω     81.00 176.00   1.00    1.50    --  107.97  77.00 -60.00   95
 32  ω     81.00 176.00   1.00    1.50    --  107.97  77.00  60.00   95
 33  ω     81.00 176.00   1.00    1.50    --  107.97  77.00 -30.00   95
 34  ω     87.00 178.00   1.00    1.50    --  107.97  30.00-180.00   91
 35  ω     91.00 176.00   1.00    1.50    --  107.97  45.00-120.00   85
 36  ω     81.00 176.00   1.00    1.50    --  107.97  77.00  30.00   95
 37  ω     81.00 176.00   1.00    1.50    --  107.97  77.00-120.00   95
 38  ω     81.00 176.00   1.00    1.50    --  107.97  77.00   0.00   95
 39  ω     81.00 176.00   1.00    1.50    --  107.97  77.00 120.00   95
 40  ω     87.00 178.00   1.00    1.50    --  107.97  30.00-150.00   91
 41  ω     70.00 178.00   1.00    1.50    --  107.97  15.00  60.00  108
 42  ω   -105.00 -17.00   1.00    1.00    --  -35.97 -38.00-180.00   88
 43  ω   -103.00 -19.00   1.00    1.00    --  -35.97 -57.00 -30.00   84
 44  ω      9.00 104.00   1.00    1.00    --   35.97  77.00 150.00   95
 45  ω    -31.00  53.00   1.00    1.00    --   35.97 -57.00-150.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1404986000
_diffrn_orient_matrix_UB_12      -0.0063581000
_diffrn_orient_matrix_UB_13      -0.0213108000
_diffrn_orient_matrix_UB_21      -0.0084770000
_diffrn_orient_matrix_UB_22      -0.0578211000
_diffrn_orient_matrix_UB_23      0.0776349000
_diffrn_orient_matrix_UB_31      -0.0092066000
_diffrn_orient_matrix_UB_32      0.1507197000
_diffrn_orient_matrix_UB_33      0.0288883000
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3600
_reflns_number_total             3722
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.098
_refine_diff_density_min         -2.150
_refine_diff_density_rms         0.148
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3722
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0415
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0798P)²+0.8914P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1085
_refine_ls_wR_factor_ref         0.1098
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C20(H20), C21(H21), C22(H22), C23(H23),
 C24(H24), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
I1 I 0.84623(2) 0.43027(2) 0.70481(2) 0.03975(12) Uani 1 1 d . . . . .
O1 O 0.4517(2) 0.0411(3) 0.66574(13) 0.0433(5) Uani 1 1 d . . . . .
O2 O 0.43943(18) 0.2216(2) 0.46169(10) 0.0304(4) Uani 1 1 d . . . . .
O3 O 0.57990(18) 0.3736(2) 0.50283(11) 0.0315(4) Uani 1 1 d . . . . .
C1 C 0.2833(3) 0.0704(3) 0.4067(2) 0.0377(8) Uani 1 1 d . . . . .
H1 H 0.2853 0.1140 0.3614 0.045 Uiso 1 1 calc R . . . .
C2 C 0.2029(3) -0.0376(4) 0.4116(2) 0.0446(8) Uani 1 1 d . . . . .
H2 H 0.1495 -0.0669 0.3695 0.053 Uiso 1 1 calc R . . . .
C3 C 0.2013(3) -0.1033(4) 0.4797(2) 0.0459(8) Uani 1 1 d . . . . .
H3 H 0.1470 -0.1766 0.4828 0.055 Uiso 1 1 calc R . . . .
C4 C 0.2796(3) -0.0603(3) 0.5420(2) 0.0387(7) Uani 1 1 d . . . . .
H4 H 0.2783 -0.1051 0.5871 0.046 Uiso 1 1 calc R . . . .
C5 C 0.3611(3) 0.0499(3) 0.53854(17) 0.0294(6) Uani 1 1 d . . . . .
C6 C 0.3611(2) 0.1131(3) 0.47020(15) 0.0287(5) Uani 1 1 d . . . . .
C7 C 0.5109(2) 0.2705(3) 0.52351(14) 0.0262(5) Uani 1 1 d . . . . .
C8 C 0.5143(2) 0.2242(3) 0.59342(14) 0.0264(5) Uani 1 1 d . . . . .
C9 C 0.4441(3) 0.1006(3) 0.60529(16) 0.0292(5) Uani 1 1 d . . . . .
C12 C 0.6820(3) 0.4186(3) 0.55442(17) 0.0277(6) Uani 1 1 d . . . . .
C11 C 0.6922(2) 0.3803(3) 0.62537(15) 0.0276(5) Uani 1 1 d . . . . .
C10 C 0.5967(2) 0.2967(3) 0.65645(14) 0.0274(5) Uani 1 1 d . . . . .
H10 H 0.6393 0.2240 0.6890 0.033 Uiso 1 1 calc R . . . .
C19 C 0.5232(3) 0.3861(4) 0.70270(17) 0.0367(6) Uani 1 1 d . . . . .
C20 C 0.4751(5) 0.3217(5) 0.7596(2) 0.0634(11) Uani 1 1 d . . . . .
H20 H 0.4918 0.2277 0.7707 0.076 Uiso 1 1 calc R . . . .
C21 C 0.4026(6) 0.3970(7) 0.7996(3) 0.0879(19) Uani 1 1 d . . . . .
H21 H 0.3702 0.3530 0.8373 0.106 Uiso 1 1 calc R . . . .
C22 C 0.3780(4) 0.5345(7) 0.7849(3) 0.0763(16) Uani 1 1 d . . . . .
H22 H 0.3273 0.5833 0.8116 0.092 Uiso 1 1 calc R . . . .
C23 C 0.4285(4) 0.6030(5) 0.7297(3) 0.0616(11) Uani 1 1 d . . . . .
H23 H 0.4136 0.6979 0.7203 0.074 Uiso 1 1 calc R . . . .
C24 C 0.5018(3) 0.5270(4) 0.6889(2) 0.0452(8) Uani 1 1 d . . . . .
H24 H 0.5363 0.5715 0.6522 0.054 Uiso 1 1 calc R . . . .
C14 C 0.7734(3) 0.4610(4) 0.44192(19) 0.0407(7) Uani 1 1 d . . . . .
H14 H 0.7311 0.3830 0.4204 0.049 Uiso 1 1 calc R . . . .
C15 C 0.8475(4) 0.5380(5) 0.4022(2) 0.0519(9) Uani 1 1 d . . . . .
H15 H 0.8560 0.5099 0.3546 0.062 Uiso 1 1 calc R . . . .
C16 C 0.9080(3) 0.6556(4) 0.4332(2) 0.0491(8) Uani 1 1 d . . . . .
H16 H 0.9568 0.7071 0.4064 0.059 Uiso 1 1 calc R . . . .
C17 C 0.8962(3) 0.6967(4) 0.5037(2) 0.0478(8) Uani 1 1 d . . . . .
H17 H 0.9370 0.7762 0.5245 0.057 Uiso 1 1 calc R . . . .
C18 C 0.8237(3) 0.6202(3) 0.54412(18) 0.0375(6) Uani 1 1 d . . . . .
H18 H 0.8159 0.6492 0.5917 0.045 Uiso 1 1 calc R . . . .
C13 C 0.7628(2) 0.5008(3) 0.51403(16) 0.0296(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C11 2.098(3) . ?
O1 C9 1.232(4) . ?
O2 C6 1.376(3) . ?
O2 C7 1.347(3) . ?
O3 C7 1.339(3) . ?
O3 C12 1.410(4) . ?
C1 C2 1.374(5) . ?
C1 C6 1.384(4) . ?
C2 C3 1.397(6) . ?
C3 C4 1.371(5) . ?
C4 C5 1.394(4) . ?
C5 C6 1.387(4) . ?
C5 C9 1.479(4) . ?
C7 C8 1.347(4) . ?
C8 C9 1.449(4) . ?
C8 C10 1.509(4) . ?
C12 C11 1.333(4) . ?
C12 C13 1.480(4) . ?
C11 C10 1.512(3) . ?
C10 C19 1.530(4) . ?
C19 C20 1.392(5) . ?
C19 C24 1.380(6) . ?
C20 C21 1.378(6) . ?
C21 C22 1.356(9) . ?
C22 C23 1.398(8) . ?
C23 C24 1.397(5) . ?
C14 C15 1.396(5) . ?
C14 C13 1.396(4) . ?
C15 C16 1.377(6) . ?
C16 C17 1.376(6) . ?
C17 C18 1.388(4) . ?
C18 C13 1.389(5) . ?

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 O2 C6 117.2(2) . . ?
C7 O3 C12 117.8(2) . . ?
C2 C1 C6 118.9(3) . . ?
C1 C2 C3 120.1(3) . . ?
C4 C3 C2 120.2(3) . . ?
C3 C4 C5 120.7(3) . . ?
C4 C5 C9 121.7(3) . . ?
C6 C5 C4 118.0(3) . . ?
C6 C5 C9 120.3(3) . . ?
O2 C6 C1 116.2(3) . . ?
O2 C6 C5 121.8(3) . . ?
C1 C6 C5 122.1(3) . . ?
O3 C7 O2 107.4(2) . . ?
O3 C7 C8 125.8(2) . . ?
C8 C7 O2 126.8(2) . . ?
C7 C8 C9 118.7(3) . . ?
C7 C8 C10 119.3(2) . . ?
C9 C8 C10 121.9(2) . . ?
O1 C9 C5 121.8(3) . . ?
O1 C9 C8 123.6(3) . . ?
C8 C9 C5 114.6(2) . . ?
O3 C12 C13 108.2(2) . . ?
C11 C12 O3 119.5(2) . . ?
C11 C12 C13 132.3(3) . . ?
C12 C11 I1 122.3(2) . . ?
C12 C11 C10 124.2(2) . . ?
C10 C11 I1 113.51(18) . . ?
C8 C10 C11 109.0(2) . . ?
C8 C10 C19 111.5(2) . . ?
C11 C10 C19 112.8(2) . . ?
C20 C19 C10 118.5(3) . . ?
C24 C19 C10 122.1(3) . . ?
C24 C19 C20 119.4(3) . . ?
C21 C20 C19 120.0(5) . . ?
C22 C21 C20 121.0(5) . . ?
C21 C22 C23 120.2(4) . . ?
C24 C23 C22 119.1(5) . . ?
C19 C24 C23 120.3(4) . . ?
C15 C14 C13 120.1(3) . . ?
C16 C15 C14 120.2(3) . . ?
C17 C16 C15 120.0(3) . . ?
C16 C17 C18 120.4(3) . . ?
C17 C18 C13 120.5(3) . . ?
C14 C13 C12 118.9(3) . . ?
C18 C13 C12 122.1(3) . . ?
C18 C13 C14 118.9(3) . . ?


_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 2.904
_oxdiff_exptl_absorpt_empirical_full_min 0.535
