# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2020

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

data_yinxr_190314_2
_audit_block_doi                 10.5517/ccdc.csd.cc23z7dr
_database_code_depnum_ccdc_archive 'CCDC 1965474'
loop_
_audit_author_name
_audit_author_address
YXRSYSU
;SYSU
China
;
_audit_update_record             
;
2019-11-13 deposited with the CCDC.	2020-11-27 downloaded from the CCDC.
;
_audit_creation_date             2019-03-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H26 N2 O4'
_chemical_formula_sum            'C30 H26 N0.25 O4'
_chemical_formula_weight         454.01
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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                   10.58250(10)
_cell_length_b                   10.9351(2)
_cell_length_c                   20.5330(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.2690(10)
_cell_angle_gamma                90
_cell_volume                     2369.50(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10266
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.8890
_cell_measurement_theta_min      4.1920
_shelx_estimated_absorpt_T_max   0.936
_shelx_estimated_absorpt_T_min   0.824
_exptl_absorpt_coefficient_mu    0.671
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56351
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             959
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            15335
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.542
_diffrn_reflns_theta_min         4.189
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -97.00 -71.00   0.50    0.05    --  -46.62 -67.00  45.00   52
  2  ω    -65.00  25.00   0.50    0.05    --  -46.62  67.00 179.00  180
  3  ω    -13.00  53.00   0.50    0.05    --   46.62 -67.00  45.00  132
  4  ω     68.00  97.00   0.50    0.05    --   46.62  67.00 179.00   58
  5  ω   -166.00-138.00   0.50    0.10    -- -100.00 -67.00  45.00   56
  6  ω    -74.00 -49.00   0.50    0.10    -- -100.00  67.00 179.00   50
  7  ω     35.00 127.00   0.50    0.10    --  107.00 -67.00  45.00  184
  8  ω     88.00 170.00   0.50    0.10    --  107.00  67.00 179.00  164
  9  ω   -112.00 -75.00   0.50    0.05    --  -46.62-125.00-180.00   74
 10  ω   -117.00 -72.00   0.50    0.05    --  -46.62-125.00 120.00   90
 11  ω   -118.00 -74.00   0.50    0.05    --  -46.62-125.00 -60.00   88
 12  ω   -120.00 -27.00   0.50    0.10    -- -100.00  77.00   0.00  186
 13  ω   -154.00-128.00   0.50    0.10    -- -100.00 -30.00  90.00   52
 14  ω   -126.00 -90.00   0.50    0.10    -- -100.00 -30.00  90.00   72
 15  ω   -176.00 -86.00   0.50    0.10    -- -100.00 -15.00 120.00  180
 16  ω   -150.00 -91.00   0.50    0.10    -- -100.00 -94.00 120.00  118
 17  ω     38.00  68.00   0.50    0.10    --  107.00 -94.00  30.00   60
 18  ω     40.00  92.00   0.50    0.10    --  107.00 -94.00-120.00  104
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1388764000
_diffrn_orient_matrix_UB_12      -0.0411523000
_diffrn_orient_matrix_UB_13      -0.0128168000
_diffrn_orient_matrix_UB_21      -0.0210163000
_diffrn_orient_matrix_UB_22      0.0995474000
_diffrn_orient_matrix_UB_23      -0.0527517000
_diffrn_orient_matrix_UB_31      0.0396908000
_diffrn_orient_matrix_UB_32      -0.0907796000
_diffrn_orient_matrix_UB_33      -0.0521223000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4214
_reflns_number_total             4708
_reflns_odcompleteness_completeness 99.93
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.568
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.783
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         4708
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0429
_refine_ls_restrained_S_all      0.783
_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)+(0.1008P)²+1.8378P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1235
_refine_ls_wR_factor_ref         0.1325
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C17(H17)
2.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C15(H15A,H15B)
2.c Aromatic/amide H refined with riding coordinates:
 N11(H11), C10(H10), C28(H28), C2(H2), C8(H8), C3(H3), C5(H5), C6(H6), C7(H7),
 C34(H34), C24(H24), C27(H27), C30(H30), C26(H26), C32(H32), C25(H25), C33(H33),
  C31(H31)
2.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O20 O 0.20612(9) 0.66395(9) 0.58859(5) 0.0255(2) Uani 1 1 d . . . . .
O14 O 0.29821(10) 0.25798(9) 0.55523(5) 0.0283(2) Uani 1 1 d . . . . .
O19 O 0.37767(10) 0.55496(10) 0.47087(5) 0.0312(2) Uani 1 1 d . . . . .
O22 O 0.12286(10) 0.34270(10) 0.50378(5) 0.0321(3) Uani 1 1 d . . . . .
N11 N 0.37991(10) 0.46788(11) 0.60227(6) 0.0245(3) Uani 1 1 d . . . . .
H11 H 0.441046 0.503412 0.584394 0.029 Uiso 1 1 calc R . . . .
N12 N 0.26040(11) 0.45818(11) 0.56891(6) 0.0240(3) Uani 1 1 d . . . . .
C1 C 0.39864(13) 0.41897(13) 0.66515(7) 0.0243(3) Uani 1 1 d . . . . .
C9 C 0.33315(13) 0.31927(13) 0.76282(7) 0.0250(3) Uani 1 1 d . . . . .
C13 C 0.22019(13) 0.35073(13) 0.53882(7) 0.0256(3) Uani 1 1 d . . . . .
C10 C 0.30507(13) 0.36787(13) 0.69926(7) 0.0255(3) Uani 1 1 d . . . . .
H10 H 0.222367 0.365072 0.680506 0.031 Uiso 1 1 calc R . . . .
C18 C 0.29210(13) 0.61952(13) 0.48786(7) 0.0249(3) Uani 1 1 d . . . . .
C29 C 0.10923(13) 0.74946(14) 0.67904(7) 0.0276(3) Uani 1 1 d . . . . .
C23 C 0.26112(13) 0.73929(13) 0.45650(7) 0.0261(3) Uani 1 1 d . . . . .
C17 C 0.20978(13) 0.57226(13) 0.54146(7) 0.0247(3) Uani 1 1 d . . . . .
H17 H 0.123583 0.557811 0.522149 0.030 Uiso 1 1 calc R . . . .
C28 C 0.14504(14) 0.79752(14) 0.46318(7) 0.0288(3) Uani 1 1 d . . . . .
H28 H 0.086937 0.764208 0.490020 0.035 Uiso 1 1 calc R . . . .
C4 C 0.46028(13) 0.32322(13) 0.79130(7) 0.0268(3) Uani 1 1 d . . . . .
C2 C 0.52484(13) 0.42503(14) 0.69437(7) 0.0288(3) Uani 1 1 d . . . . .
H2 H 0.587977 0.461423 0.671835 0.035 Uiso 1 1 calc R . . . .
C8 C 0.23973(14) 0.26373(14) 0.79888(7) 0.0285(3) Uani 1 1 d . . . . .
H8 H 0.156452 0.259999 0.781004 0.034 Uiso 1 1 calc R . . . .
C3 C 0.55372(14) 0.37804(15) 0.75495(8) 0.0307(3) Uani 1 1 d . . . . .
H3 H 0.636892 0.381999 0.772961 0.037 Uiso 1 1 calc R . . . .
C5 C 0.48824(14) 0.27159(14) 0.85418(8) 0.0308(3) Uani 1 1 d . . . . .
H5 H 0.571081 0.273430 0.872780 0.037 Uiso 1 1 calc R . . . .
C6 C 0.39577(15) 0.21935(14) 0.88778(7) 0.0316(3) Uani 1 1 d . . . . .
H6 H 0.415561 0.186494 0.929062 0.038 Uiso 1 1 calc R . . . .
C7 C 0.26974(15) 0.21530(14) 0.85968(7) 0.0310(3) Uani 1 1 d . . . . .
H7 H 0.206757 0.179550 0.882579 0.037 Uiso 1 1 calc R . . . .
C34 C 0.11441(14) 0.72966(16) 0.74620(8) 0.0323(3) Uani 1 1 d . . . . .
H34 H 0.120639 0.650317 0.762423 0.039 Uiso 1 1 calc R . . . .
C24 C 0.34795(14) 0.79077(14) 0.41621(7) 0.0305(3) Uani 1 1 d . . . . .
H24 H 0.425314 0.752523 0.411730 0.037 Uiso 1 1 calc R . . . .
C27 C 0.11732(15) 0.90523(15) 0.42949(8) 0.0334(3) Uani 1 1 d . . . . .
H27 H 0.040169 0.944026 0.433761 0.040 Uiso 1 1 calc R . . . .
C21 C 0.10956(14) 0.64314(14) 0.63292(7) 0.0294(3) Uani 1 1 d . . . . .
H21A H 0.126780 0.568004 0.657083 0.035 Uiso 1 1 calc R . . . .
H21B H 0.027501 0.635633 0.608871 0.035 Uiso 1 1 calc R . . . .
C30 C 0.10313(15) 0.86922(15) 0.65603(8) 0.0333(3) Uani 1 1 d . . . . .
H30 H 0.100390 0.883876 0.611336 0.040 Uiso 1 1 calc R . . . .
C26 C 0.20358(16) 0.95574(15) 0.38945(8) 0.0353(4) Uani 1 1 d . . . . .
H26 H 0.183995 1.027918 0.366966 0.042 Uiso 1 1 calc R . . . .
C32 C 0.10416(15) 0.94574(16) 0.76574(8) 0.0370(4) Uani 1 1 d . . . . .
H32 H 0.102061 1.011111 0.794608 0.044 Uiso 1 1 calc R . . . .
C25 C 0.31882(16) 0.89871(15) 0.38296(8) 0.0352(4) Uani 1 1 d . . . . .
H25 H 0.376716 0.932837 0.356272 0.042 Uiso 1 1 calc R . . . .
C33 C 0.11036(15) 0.82727(17) 0.78902(8) 0.0371(4) Uani 1 1 d . . . . .
H33 H 0.111820 0.812902 0.833712 0.044 Uiso 1 1 calc R . . . .
C31 C 0.10109(16) 0.96664(16) 0.69887(8) 0.0376(4) Uani 1 1 d . . . . .
H31 H 0.097658 1.046258 0.682920 0.045 Uiso 1 1 calc R . . . .
C15 C 0.25491(16) 0.13879(14) 0.53108(8) 0.0349(4) Uani 1 1 d . . . . .
H15A H 0.250370 0.137540 0.483723 0.042 Uiso 1 1 calc R . . . .
H15B H 0.171249 0.121446 0.545112 0.042 Uiso 1 1 calc R . . . .
C16 C 0.34745(18) 0.04563(16) 0.55804(10) 0.0443(4) Uani 1 1 d . . . . .
H16A H 0.428784 0.060958 0.541884 0.067 Uiso 1 1 calc GR . . . .
H16B H 0.318808 -0.034493 0.544757 0.067 Uiso 1 1 calc GR . . . .
H16C H 0.354335 0.050432 0.604858 0.067 Uiso 1 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
O20 C17 1.3959(17) . ?
O20 C21 1.4363(17) . ?
O14 C13 1.3352(18) . ?
O14 C15 1.4563(18) . ?
O19 C18 1.2196(18) . ?
O22 C13 1.2149(18) . ?
N11 H11 0.8600 . ?
N11 N12 1.3967(15) . ?
N11 C1 1.3979(18) . ?
N12 C13 1.3799(18) . ?
N12 C17 1.4547(18) . ?
C1 C10 1.374(2) . ?
C1 C2 1.4243(19) . ?
C9 C10 1.420(2) . ?
C9 C4 1.4271(19) . ?
C9 C8 1.415(2) . ?
C10 H10 0.9300 . ?
C18 C23 1.485(2) . ?
C18 C17 1.5427(19) . ?
C29 C34 1.393(2) . ?
C29 C21 1.500(2) . ?
C29 C30 1.392(2) . ?
C23 C28 1.399(2) . ?
C23 C24 1.400(2) . ?
C17 H17 0.9800 . ?
C28 H28 0.9300 . ?
C28 C27 1.386(2) . ?
C4 C3 1.416(2) . ?
C4 C5 1.420(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.360(2) . ?
C8 H8 0.9300 . ?
C8 C7 1.371(2) . ?
C3 H3 0.9300 . ?
C5 H5 0.9300 . ?
C5 C6 1.364(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.414(2) . ?
C7 H7 0.9300 . ?
C34 H34 0.9300 . ?
C34 C33 1.386(2) . ?
C24 H24 0.9300 . ?
C24 C25 1.387(2) . ?
C27 H27 0.9300 . ?
C27 C26 1.388(2) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C30 H30 0.9300 . ?
C30 C31 1.383(2) . ?
C26 H26 0.9300 . ?
C26 C25 1.385(2) . ?
C32 H32 0.9300 . ?
C32 C33 1.381(3) . ?
C32 C31 1.390(2) . ?
C25 H25 0.9300 . ?
C33 H33 0.9300 . ?
C31 H31 0.9300 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.491(2) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 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
C17 O20 C21 112.53(11) . . ?
C13 O14 C15 114.89(11) . . ?
N12 N11 H11 120.5 . . ?
N12 N11 C1 119.00(11) . . ?
C1 N11 H11 120.5 . . ?
N11 N12 C17 114.76(11) . . ?
C13 N12 N11 121.47(11) . . ?
C13 N12 C17 117.67(11) . . ?
N11 C1 C2 115.81(12) . . ?
C10 C1 N11 124.65(13) . . ?
C10 C1 C2 119.55(13) . . ?
C10 C9 C4 119.45(13) . . ?
C8 C9 C10 122.33(13) . . ?
C8 C9 C4 118.19(13) . . ?
O14 C13 N12 111.68(12) . . ?
O22 C13 O14 125.14(13) . . ?
O22 C13 N12 123.12(13) . . ?
C1 C10 C9 120.76(13) . . ?
C1 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
O19 C18 C23 122.08(13) . . ?
O19 C18 C17 118.75(13) . . ?
C23 C18 C17 119.11(12) . . ?
C34 C29 C21 120.19(14) . . ?
C30 C29 C34 118.65(14) . . ?
C30 C29 C21 121.16(13) . . ?
C28 C23 C18 121.72(13) . . ?
C28 C23 C24 119.65(14) . . ?
C24 C23 C18 118.52(13) . . ?
O20 C17 N12 112.08(11) . . ?
O20 C17 C18 107.47(11) . . ?
O20 C17 H17 108.9 . . ?
N12 C17 C18 110.64(11) . . ?
N12 C17 H17 108.9 . . ?
C18 C17 H17 108.9 . . ?
C23 C28 H28 120.3 . . ?
C27 C28 C23 119.50(14) . . ?
C27 C28 H28 120.3 . . ?
C3 C4 C9 118.10(13) . . ?
C3 C4 C5 122.77(13) . . ?
C5 C4 C9 119.13(13) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.51(13) . . ?
C3 C2 H2 119.7 . . ?
C9 C8 H8 119.4 . . ?
C7 C8 C9 121.23(14) . . ?
C7 C8 H8 119.4 . . ?
C4 C3 H3 119.2 . . ?
C2 C3 C4 121.61(13) . . ?
C2 C3 H3 119.2 . . ?
C4 C5 H5 119.4 . . ?
C6 C5 C4 121.18(14) . . ?
C6 C5 H5 119.4 . . ?
C5 C6 H6 120.1 . . ?
C5 C6 C7 119.81(14) . . ?
C7 C6 H6 120.1 . . ?
C8 C7 C6 120.46(14) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C29 C34 H34 119.7 . . ?
C33 C34 C29 120.51(15) . . ?
C33 C34 H34 119.7 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.11(15) . . ?
C25 C24 H24 119.9 . . ?
C28 C27 H27 119.7 . . ?
C28 C27 C26 120.64(15) . . ?
C26 C27 H27 119.7 . . ?
O20 C21 C29 108.21(12) . . ?
O20 C21 H21A 110.1 . . ?
O20 C21 H21B 110.1 . . ?
C29 C21 H21A 110.1 . . ?
C29 C21 H21B 110.1 . . ?
H21A C21 H21B 108.4 . . ?
C29 C30 H30 119.6 . . ?
C31 C30 C29 120.76(15) . . ?
C31 C30 H30 119.6 . . ?
C27 C26 H26 120.0 . . ?
C25 C26 C27 120.04(15) . . ?
C25 C26 H26 120.0 . . ?
C33 C32 H32 120.2 . . ?
C33 C32 C31 119.56(15) . . ?
C31 C32 H32 120.2 . . ?
C24 C25 H25 120.0 . . ?
C26 C25 C24 120.06(15) . . ?
C26 C25 H25 120.0 . . ?
C34 C33 H33 119.8 . . ?
C32 C33 C34 120.40(15) . . ?
C32 C33 H33 119.8 . . ?
C30 C31 C32 120.09(16) . . ?
C30 C31 H31 120.0 . . ?
C32 C31 H31 120.0 . . ?
O14 C15 H15A 110.2 . . ?
O14 C15 H15B 110.2 . . ?
O14 C15 C16 107.68(13) . . ?
H15A C15 H15B 108.5 . . ?
C16 C15 H15A 110.2 . . ?
C16 C15 H15B 110.2 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

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
O19 C18 C23 C28 162.71(14) . . . . ?
O19 C18 C23 C24 -13.5(2) . . . . ?
O19 C18 C17 O20 129.26(13) . . . . ?
O19 C18 C17 N12 6.61(17) . . . . ?
N11 N12 C13 O14 10.49(18) . . . . ?
N11 N12 C13 O22 -172.05(13) . . . . ?
N11 N12 C17 O20 -55.13(15) . . . . ?
N11 N12 C17 C18 64.79(14) . . . . ?
N11 C1 C10 C9 179.39(13) . . . . ?
N11 C1 C2 C3 -178.79(14) . . . . ?
N12 N11 C1 C10 -4.5(2) . . . . ?
N12 N11 C1 C2 175.96(12) . . . . ?
C1 N11 N12 C13 -78.60(16) . . . . ?
C1 N11 N12 C17 129.55(13) . . . . ?
C1 C2 C3 C4 -0.8(2) . . . . ?
C9 C4 C3 C2 -0.6(2) . . . . ?
C9 C4 C5 C6 -0.5(2) . . . . ?
C9 C8 C7 C6 -0.3(2) . . . . ?
C13 O14 C15 C16 -175.65(14) . . . . ?
C13 N12 C17 O20 151.89(12) . . . . ?
C13 N12 C17 C18 -88.19(14) . . . . ?
C10 C1 C2 C3 1.6(2) . . . . ?
C10 C9 C4 C3 1.1(2) . . . . ?
C10 C9 C4 C5 -178.38(13) . . . . ?
C10 C9 C8 C7 178.70(14) . . . . ?
C18 C23 C28 C27 -175.80(13) . . . . ?
C18 C23 C24 C25 176.05(13) . . . . ?
C29 C34 C33 C32 -1.5(2) . . . . ?
C29 C30 C31 C32 -0.5(2) . . . . ?
C23 C18 C17 O20 -53.52(16) . . . . ?
C23 C18 C17 N12 -176.17(11) . . . . ?
C23 C28 C27 C26 -0.1(2) . . . . ?
C23 C24 C25 C26 -0.1(2) . . . . ?
C17 O20 C21 C29 -177.09(11) . . . . ?
C17 N12 C13 O14 161.56(11) . . . . ?
C17 N12 C13 O22 -21.0(2) . . . . ?
C17 C18 C23 C28 -14.4(2) . . . . ?
C17 C18 C23 C24 169.41(13) . . . . ?
C28 C23 C24 C25 -0.2(2) . . . . ?
C28 C27 C26 C25 -0.2(2) . . . . ?
C4 C9 C10 C1 -0.3(2) . . . . ?
C4 C9 C8 C7 0.3(2) . . . . ?
C4 C5 C6 C7 0.5(2) . . . . ?
C2 C1 C10 C9 -1.0(2) . . . . ?
C8 C9 C10 C1 -178.70(13) . . . . ?
C8 C9 C4 C3 179.56(13) . . . . ?
C8 C9 C4 C5 0.1(2) . . . . ?
C3 C4 C5 C6 -179.92(15) . . . . ?
C5 C4 C3 C2 178.90(15) . . . . ?
C5 C6 C7 C8 -0.1(2) . . . . ?
C34 C29 C21 O20 -129.07(14) . . . . ?
C34 C29 C30 C31 -0.6(2) . . . . ?
C24 C23 C28 C27 0.3(2) . . . . ?
C27 C26 C25 C24 0.3(2) . . . . ?
C21 O20 C17 N12 -71.85(14) . . . . ?
C21 O20 C17 C18 166.39(11) . . . . ?
C21 C29 C34 C33 -178.08(14) . . . . ?
C21 C29 C30 C31 179.10(14) . . . . ?
C30 C29 C34 C33 1.6(2) . . . . ?
C30 C29 C21 O20 51.27(18) . . . . ?
C33 C32 C31 C30 0.6(3) . . . . ?
C31 C32 C33 C34 0.5(2) . . . . ?
C15 O14 C13 O22 -3.8(2) . . . . ?
C15 O14 C13 N12 173.63(12) . . . . ?

_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 1.562
_oxdiff_exptl_absorpt_empirical_full_min 0.560
####################################################################### 
# 
# 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_yinxr_191104
_audit_block_doi                 10.5517/ccdc.csd.cc23yp70
_database_code_depnum_ccdc_archive 'CCDC 1964942'
loop_
_audit_author_name
_audit_author_address
YXRSYSU
;SYSU
China
;
_audit_update_record             
;
2019-11-11 deposited with the CCDC.	2020-11-27 downloaded from the CCDC.
;
_audit_creation_date             2019-11-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(C38 H25 Cl3 N2 O2), S'
_chemical_formula_sum            'C152 H108 Cl12 N8 O8 S'
_chemical_formula_weight         2631.92
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNOS
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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'
S S 0.3331 0.5567 '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      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   26.67440(10)
_cell_length_b                   26.67440(10)
_cell_length_c                   18.17960(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     12935.22(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    49236
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.7780
_cell_measurement_theta_min      2.9310
_shelx_estimated_absorpt_T_max   0.584
_shelx_estimated_absorpt_T_min   0.465
_exptl_absorpt_coefficient_mu    3.012
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77081
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             5440
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0115
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            65355
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.023
_diffrn_reflns_theta_min         2.942
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_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    -65.00   2.00   0.50    0.40    --  -46.37  69.00 -58.00  134
  2  ω   -114.00 -40.00   0.50    1.50    -- -100.00  53.00 112.00  148
  3  ω     63.00  89.00   0.50    1.50    --  105.44-119.00  96.00   52
  4  ω   -117.00 -77.00   0.50    0.40    --  -46.37-125.00 -60.00   80
  5  ω    -99.00 -71.00   0.50    0.40    --  -46.37-125.00-120.00   56
  6  ω   -100.00 -28.00   0.50    1.50    -- -100.00  45.00 -60.00  144
  7  ω    107.00 176.00   0.50    1.50    --  105.44  45.00-120.00  138
  8  ω     35.00  88.00   0.50    1.50    --  105.44 -94.00 150.00  106
  9  ω   -151.00-126.00   0.50    2.00    -- -100.00 -68.00 168.00   50
 10  ω   -115.00 -74.00   0.50    1.00    --  -46.37-125.00 150.00   82
 11  ω   -116.00 -31.00   0.50    1.00    --  -46.37 -57.00-150.00  170
 12  ω     47.00  76.00   0.50    1.00    --   46.37  57.00 150.00   58
 13  ω   -121.00 -82.00   0.50    2.00    -- -100.00 -61.00-129.12   78
 14  ω   -171.00-119.00   0.50    2.00    -- -100.00 -71.00-139.63  104
 15  ω   -109.00 -83.00   0.50    2.00    -- -100.00 -54.00-158.29   52
 16  ω   -160.00-134.00   0.50    2.00    -- -100.00 -71.00-120.64   52
 17  ω   -104.00 -79.00   0.50    2.00    -- -100.00 -71.00-120.64   50
 18  ω     64.00 131.00   0.50    2.00    --  107.00 -77.00-150.00  134
 19  ω     90.00 151.00   0.50    2.00    --  107.00  61.00  60.00  122
 20  ω    104.00 170.00   0.50    2.00    --  107.00  61.00 120.00  132
 21  ω     86.00 123.00   0.50    2.00    --  107.00 -61.00 -90.00   74
 22  ω     84.00 128.00   0.50    2.00    --  107.00  77.00-150.00   88
 23  ω     41.00  67.00   0.50    2.00    --  107.00 -94.00-180.00   52
 24  ω    151.00 177.00   0.50    2.00    --  107.00  30.00-180.00   52
 25  ω     92.00 143.00   0.50    2.00    --  107.00  30.00-180.00  102
 26  ω     38.00  70.00   0.50    2.00    --  107.00 -61.00 -90.00   64
 27  ω   -118.00 -23.00   0.50    1.00    --  -46.37 -77.00  90.00  190
 28  ω   -118.00 -30.00   0.50    1.00    --  -46.37 -57.00 -90.00  176
 29  ω   -118.00 -31.00   0.50    1.00    --  -46.37 -53.00 -31.00  174
 30  ω   -108.00 -83.00   0.50    1.00    --  -46.37-157.00 -58.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0255851000
_diffrn_orient_matrix_UB_12      0.0434056000
_diffrn_orient_matrix_UB_13      -0.0415274000
_diffrn_orient_matrix_UB_21      -0.0368529000
_diffrn_orient_matrix_UB_22      -0.0374039000
_diffrn_orient_matrix_UB_23      -0.0352717000
_diffrn_orient_matrix_UB_31      -0.0364063000
_diffrn_orient_matrix_UB_32      0.0074024000
_diffrn_orient_matrix_UB_33      0.0648220000
_diffrn_oxdiff_digest_frames     
;
01b9d4ded89acc49e21c7901af7c5e9ced00858cc1e
;
_diffrn_oxdiff_digest_hkl        
;
01f39682fdd39129fde409f01a82a95cc5b2df
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6576
_reflns_number_total             6752
_reflns_odcompleteness_completeness 100.00
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.607
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     418
_refine_ls_number_reflns         6752
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0770
_refine_ls_restrained_S_all      1.061
_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)+(0.0884P)²+58.7554P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1983
_refine_ls_wR_factor_ref         0.1989
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Others
 Sof(Cl2A)=1-FVAR(1)
 Sof(Cl2)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C00I(H00I)
3.b Aromatic/amide H refined with riding coordinates:
 N008(H008), C00D(H00D), C00H(H00H), C00K(H00K), C00N(H00N), C00O(H00O),
 C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U), C00W(H00W), C00X(H00X),
 C00Y(H00Y), C00Z(H00Z), C010(H010), C011(H011), C013(H013), C014(H014),
 C015(H015), C016(H016), C017(H017), C018(H018), C019(H019), C01A(H01A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl00 Cl 0.87641(3) 0.55379(3) 0.51164(4) 0.0406(2) Uani 1 1 d . . . . .
Cl1 Cl 0.73540(4) 0.41300(3) 0.55754(5) 0.0542(3) Uani 1 1 d . . . . .
Cl2 Cl 0.92478(19) 0.36630(12) 0.6084(2) 0.0625(13) Uani 0.734(12) 1 d . . . A
1
S004 S 1.000000 0.250000 0.625000 0.0960(10) Uani 1 4 d S T P . .
O005 O 0.61148(7) 0.61681(7) 0.43715(11) 0.0254(4) Uani 1 1 d . . . . .
O006 O 0.75881(8) 0.52003(8) 0.44647(11) 0.0310(5) Uani 1 1 d . . . . .
N007 N 0.71756(9) 0.58283(8) 0.54562(13) 0.0262(5) Uani 1 1 d . . . . .
N008 N 0.75171(9) 0.54577(9) 0.56473(13) 0.0272(5) Uani 1 1 d . . . . .
H008 H 0.760642 0.541632 0.609780 0.033 Uiso 1 1 calc R . . . .
C009 C 0.65698(10) 0.61172(10) 0.47221(15) 0.0245(5) Uani 1 1 d . . . . .
C00A C 0.69693(10) 0.64783(10) 0.47244(14) 0.0238(5) Uani 1 1 d . . . . .
C00B C 0.67031(10) 0.57192(10) 0.51531(15) 0.0252(5) Uani 1 1 d . . . . .
C00C C 0.73442(11) 0.62797(10) 0.51667(15) 0.0257(6) Uani 1 1 d . . . . .
C00D C 0.67060(11) 0.71753(10) 0.38751(16) 0.0278(6) Uani 1 1 d . . . . .
H00D H 0.640099 0.701920 0.378040 0.033 Uiso 1 1 calc R . . . .
C00E C 0.77066(11) 0.51624(10) 0.51075(16) 0.0270(6) Uani 1 1 d . . . . .
C00F C 0.70502(11) 0.69522(10) 0.43673(15) 0.0254(6) Uani 1 1 d . . . . .
C00G C 0.75173(12) 0.71934(11) 0.44991(17) 0.0308(6) Uani 1 1 d . . . . .
C00H C 0.78073(11) 0.65192(12) 0.52965(18) 0.0324(6) Uani 1 1 d . . . . .
H00H H 0.805111 0.637374 0.559343 0.039 Uiso 1 1 calc R . . . .
C00I C 0.57724(11) 0.65028(11) 0.47564(16) 0.0297(6) Uani 1 1 d . . . . .
H00I H 0.594693 0.682077 0.484220 0.036 Uiso 1 1 calc R . . . .
C00J C 0.80994(13) 0.47978(12) 0.53634(16) 0.0333(7) Uani 1 1 d . . . . .
C00K C 0.68199(12) 0.76235(11) 0.35341(17) 0.0329(6) Uani 1 1 d . . . . .
H00K H 0.659134 0.776636 0.320953 0.039 Uiso 1 1 calc R . . . .
C00L C 0.56283(11) 0.62875(12) 0.54941(17) 0.0319(6) Uani 1 1 d . . . . .
C00M C 0.64372(12) 0.52534(11) 0.53399(18) 0.0324(6) Uani 1 1 d . . . . .
C00N C 0.78825(12) 0.69702(13) 0.49706(19) 0.0383(7) Uani 1 1 d . . . . .
H00N H 0.818151 0.713958 0.505691 0.046 Uiso 1 1 calc R . . . .
C00O C 0.76149(13) 0.76542(12) 0.41432(19) 0.0377(7) Uani 1 1 d . . . . .
H00O H 0.791676 0.781789 0.423151 0.045 Uiso 1 1 calc R . . . .
C00P C 0.86017(13) 0.49332(13) 0.53725(17) 0.0387(7) Uani 1 1 d . . . . .
C00Q C 0.53376(12) 0.66033(13) 0.42399(18) 0.0365(7) Uani 1 1 d . . . . .
C00R C 0.53209(12) 0.58727(14) 0.5556(2) 0.0395(7) Uani 1 1 d . . . . .
H00R H 0.518274 0.573174 0.513460 0.047 Uiso 1 1 calc R . . . .
C00S C 0.72757(13) 0.78646(12) 0.36722(18) 0.0376(7) Uani 1 1 d . . . . .
H00S H 0.734792 0.816799 0.344361 0.045 Uiso 1 1 calc R . . . .
C00T C 0.61892(13) 0.49861(12) 0.4793(2) 0.0406(8) Uani 1 1 d . . . . .
H00T H 0.619733 0.509479 0.430749 0.049 Uiso 1 1 calc R . . . .
C00U C 0.64229(14) 0.50810(14) 0.6065(2) 0.0445(8) Uani 1 1 d . . . . .
H00U H 0.659311 0.525566 0.643104 0.053 Uiso 1 1 calc R . . . .
C00V C 0.79758(16) 0.43105(13) 0.55685(19) 0.0443(9) Uani 1 1 d . . . . .
C00W C 0.89755(16) 0.45988(17) 0.5574(2) 0.0542(11) Uani 1 1 d . . . . .
H00W H 0.931109 0.469339 0.557586 0.065 Uiso 1 1 calc R . . . .
C00X C 0.52150(13) 0.56630(16) 0.6237(2) 0.0491(9) Uani 1 1 d . . . . .
H00X H 0.500093 0.538877 0.627117 0.059 Uiso 1 1 calc R . . . .
C00Y C 0.45342(14) 0.69738(15) 0.3998(3) 0.0531(10) Uani 1 1 d . . . . .
H00Y H 0.424676 0.712640 0.418121 0.064 Uiso 1 1 calc R . . . .
C00Z C 0.58361(16) 0.64810(17) 0.6130(2) 0.0533(10) Uani 1 1 d . . . . .
H00Z H 0.604210 0.676164 0.610193 0.064 Uiso 1 1 calc R . . . .
C010 C 0.49186(14) 0.68414(16) 0.4481(3) 0.0537(10) Uani 1 1 d . . . . .
H010 H 0.488718 0.691779 0.497777 0.064 Uiso 1 1 calc R . . . .
C011 C 0.8342(2) 0.39669(15) 0.5773(2) 0.0612(13) Uani 1 1 d . . . . .
H011 H 0.825634 0.364162 0.590732 0.073 Uiso 1 1 calc R . . . .
C012 C 0.8830(2) 0.41182(16) 0.5772(2) 0.0661(15) Uani 1 1 d . . . . .
C013 C 0.54258(16) 0.5860(2) 0.6857(2) 0.0613(12) Uani 1 1 d . . . . .
H013 H 0.535389 0.571963 0.731370 0.074 Uiso 1 1 calc R . . . .
C014 C 0.59281(18) 0.45526(15) 0.4985(3) 0.0613(12) Uani 1 1 d . . . . .
H014 H 0.576572 0.436885 0.462151 0.074 Uiso 1 1 calc R . . . .
C015 C 0.54045(16) 0.65607(15) 0.3485(2) 0.0496(9) Uani 1 1 d . . . . .
H015 H 0.570529 0.643908 0.329750 0.060 Uiso 1 1 calc R . . . .
C016 C 0.61582(18) 0.46533(17) 0.6244(3) 0.0638(13) Uani 1 1 d . . . . .
H016 H 0.615095 0.454317 0.672883 0.077 Uiso 1 1 calc R . . . .
C017 C 0.57417(19) 0.6262(2) 0.6812(2) 0.0674(14) Uani 1 1 d . . . . .
H017 H 0.589292 0.638837 0.723357 0.081 Uiso 1 1 calc R . . . .
C018 C 0.59067(19) 0.43899(17) 0.5715(3) 0.0702(15) Uani 1 1 d . . . . .
H018 H 0.572341 0.410573 0.583933 0.084 Uiso 1 1 calc R . . . .
C019 C 0.45703(18) 0.6887(2) 0.3294(3) 0.0743(15) Uani 1 1 d . . . . .
H019 H 0.429957 0.694960 0.298449 0.089 Uiso 1 1 calc R . . . .
C01A C 0.50188(18) 0.67011(18) 0.3008(3) 0.0606(11) Uani 1 1 d . . . . .
H01A H 0.506063 0.667046 0.250178 0.073 Uiso 1 1 calc R . . . .
Cl2A Cl 0.9450(3) 0.3793(2) 0.5792(6) 0.049(2) Uani 0.266(12) 1 d . . . A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl00 C00P 1.734(4) . ?
Cl1 C00V 1.727(5) . ?
Cl2 C012 1.742(4) . ?
O005 C009 1.378(3) . ?
O005 C00I 1.456(3) . ?
O006 C00E 1.215(4) . ?
N007 N008 1.389(3) . ?
N007 C00B 1.406(4) . ?
N007 C00C 1.389(3) . ?
N008 H008 0.8600 . ?
N008 C00E 1.356(4) . ?
C009 C00A 1.436(4) . ?
C009 C00B 1.367(4) . ?
C00A C00C 1.388(4) . ?
C00A C00F 1.437(4) . ?
C00B C00M 1.470(4) . ?
C00C C00H 1.411(4) . ?
C00D H00D 0.9300 . ?
C00D C00F 1.413(4) . ?
C00D C00K 1.381(4) . ?
C00E C00J 1.503(4) . ?
C00F C00G 1.422(4) . ?
C00G C00N 1.428(5) . ?
C00G C00O 1.413(4) . ?
C00H H00H 0.9300 . ?
C00H C00N 1.356(4) . ?
C00I H00I 0.9800 . ?
C00I C00L 1.509(4) . ?
C00I C00Q 1.516(4) . ?
C00J C00P 1.388(5) . ?
C00J C00V 1.392(5) . ?
C00K H00K 0.9300 . ?
C00K C00S 1.398(5) . ?
C00L C00R 1.382(5) . ?
C00L C00Z 1.381(5) . ?
C00M C00T 1.390(5) . ?
C00M C00U 1.398(5) . ?
C00N H00N 0.9300 . ?
C00O H00O 0.9300 . ?
C00O C00S 1.366(5) . ?
C00P C00W 1.387(5) . ?
C00Q C010 1.358(5) . ?
C00Q C015 1.389(5) . ?
C00R H00R 0.9300 . ?
C00R C00X 1.388(5) . ?
C00S H00S 0.9300 . ?
C00T H00T 0.9300 . ?
C00T C014 1.394(5) . ?
C00U H00U 0.9300 . ?
C00U C016 1.380(5) . ?
C00V C011 1.391(5) . ?
C00W H00W 0.9300 . ?
C00W C012 1.387(7) . ?
C00X H00X 0.9300 . ?
C00X C013 1.365(6) . ?
C00Y H00Y 0.9300 . ?
C00Y C010 1.396(6) . ?
C00Y C019 1.304(7) . ?
C00Z H00Z 0.9300 . ?
C00Z C017 1.394(6) . ?
C010 H010 0.9300 . ?
C011 H011 0.9300 . ?
C011 C012 1.363(8) . ?
C012 Cl2A 1.867(7) . ?
C013 H013 0.9300 . ?
C013 C017 1.366(6) . ?
C014 H014 0.9300 . ?
C014 C018 1.397(7) . ?
C015 H015 0.9300 . ?
C015 C01A 1.397(6) . ?
C016 H016 0.9300 . ?
C016 C018 1.367(6) . ?
C017 H017 0.9300 . ?
C018 H018 0.9300 . ?
C019 H019 0.9300 . ?
C019 C01A 1.396(7) . ?
C01A H01A 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
C009 O005 C00I 113.0(2) . . ?
N008 N007 C00B 122.6(2) . . ?
N008 N007 C00C 120.0(2) . . ?
C00C N007 C00B 108.7(2) . . ?
N007 N008 H008 120.8 . . ?
C00E N008 N007 118.5(2) . . ?
C00E N008 H008 120.8 . . ?
O005 C009 C00A 126.1(2) . . ?
C00B C009 O005 124.8(2) . . ?
C00B C009 C00A 109.0(2) . . ?
C009 C00A C00F 134.4(3) . . ?
C00C C00A C009 106.3(2) . . ?
C00C C00A C00F 119.3(3) . . ?
N007 C00B C00M 121.1(2) . . ?
C009 C00B N007 107.3(2) . . ?
C009 C00B C00M 131.6(3) . . ?
N007 C00C C00H 127.8(3) . . ?
C00A C00C N007 108.5(2) . . ?
C00A C00C C00H 123.7(3) . . ?
C00F C00D H00D 119.8 . . ?
C00K C00D H00D 119.8 . . ?
C00K C00D C00F 120.4(3) . . ?
O006 C00E N008 123.4(3) . . ?
O006 C00E C00J 122.2(3) . . ?
N008 C00E C00J 114.3(2) . . ?
C00D C00F C00A 124.0(3) . . ?
C00D C00F C00G 119.0(3) . . ?
C00G C00F C00A 116.9(3) . . ?
C00F C00G C00N 120.7(3) . . ?
C00O C00G C00F 118.5(3) . . ?
C00O C00G C00N 120.8(3) . . ?
C00C C00H H00H 121.4 . . ?
C00N C00H C00C 117.3(3) . . ?
C00N C00H H00H 121.4 . . ?
O005 C00I H00I 108.0 . . ?
O005 C00I C00L 110.7(2) . . ?
O005 C00I C00Q 106.9(2) . . ?
C00L C00I H00I 108.0 . . ?
C00L C00I C00Q 115.0(3) . . ?
C00Q C00I H00I 108.0 . . ?
C00P C00J C00E 120.5(3) . . ?
C00P C00J C00V 117.9(3) . . ?
C00V C00J C00E 121.5(3) . . ?
C00D C00K H00K 119.7 . . ?
C00D C00K C00S 120.6(3) . . ?
C00S C00K H00K 119.7 . . ?
C00R C00L C00I 121.9(3) . . ?
C00Z C00L C00I 119.9(3) . . ?
C00Z C00L C00R 118.0(3) . . ?
C00T C00M C00B 119.9(3) . . ?
C00T C00M C00U 119.5(3) . . ?
C00U C00M C00B 120.6(3) . . ?
C00G C00N H00N 119.0 . . ?
C00H C00N C00G 122.1(3) . . ?
C00H C00N H00N 119.0 . . ?
C00G C00O H00O 119.3 . . ?
C00S C00O C00G 121.5(3) . . ?
C00S C00O H00O 119.3 . . ?
C00J C00P Cl00 118.7(2) . . ?
C00W C00P Cl00 119.3(3) . . ?
C00W C00P C00J 122.0(4) . . ?
C010 C00Q C00I 120.8(3) . . ?
C010 C00Q C015 117.6(3) . . ?
C015 C00Q C00I 120.0(3) . . ?
C00L C00R H00R 119.4 . . ?
C00L C00R C00X 121.1(3) . . ?
C00X C00R H00R 119.4 . . ?
C00K C00S H00S 120.0 . . ?
C00O C00S C00K 120.0(3) . . ?
C00O C00S H00S 120.0 . . ?
C00M C00T H00T 120.5 . . ?
C00M C00T C014 119.0(4) . . ?
C014 C00T H00T 120.5 . . ?
C00M C00U H00U 119.8 . . ?
C016 C00U C00M 120.5(4) . . ?
C016 C00U H00U 119.8 . . ?
C00J C00V Cl1 119.3(3) . . ?
C011 C00V Cl1 119.3(3) . . ?
C011 C00V C00J 121.4(4) . . ?
C00P C00W H00W 121.2 . . ?
C012 C00W C00P 117.5(4) . . ?
C012 C00W H00W 121.2 . . ?
C00R C00X H00X 120.1 . . ?
C013 C00X C00R 119.9(4) . . ?
C013 C00X H00X 120.1 . . ?
C010 C00Y H00Y 119.4 . . ?
C019 C00Y H00Y 119.4 . . ?
C019 C00Y C010 121.2(4) . . ?
C00L C00Z H00Z 119.5 . . ?
C00L C00Z C017 121.0(4) . . ?
C017 C00Z H00Z 119.5 . . ?
C00Q C010 C00Y 121.3(4) . . ?
C00Q C010 H010 119.3 . . ?
C00Y C010 H010 119.3 . . ?
C00V C011 H011 120.8 . . ?
C012 C011 C00V 118.4(4) . . ?
C012 C011 H011 120.8 . . ?
C00W C012 Cl2 123.4(5) . . ?
C00W C012 Cl2A 100.8(5) . . ?
C011 C012 Cl2 113.8(4) . . ?
C011 C012 C00W 122.7(4) . . ?
C011 C012 Cl2A 135.0(4) . . ?
C00X C013 H013 119.8 . . ?
C00X C013 C017 120.4(4) . . ?
C017 C013 H013 119.8 . . ?
C00T C014 H014 119.5 . . ?
C00T C014 C018 121.0(4) . . ?
C018 C014 H014 119.5 . . ?
C00Q C015 H015 120.1 . . ?
C00Q C015 C01A 119.8(4) . . ?
C01A C015 H015 120.1 . . ?
C00U C016 H016 119.6 . . ?
C018 C016 C00U 120.7(4) . . ?
C018 C016 H016 119.6 . . ?
C00Z C017 H017 120.2 . . ?
C013 C017 C00Z 119.6(4) . . ?
C013 C017 H017 120.2 . . ?
C014 C018 H018 120.4 . . ?
C016 C018 C014 119.2(4) . . ?
C016 C018 H018 120.4 . . ?
C00Y C019 H019 120.3 . . ?
C00Y C019 C01A 119.5(4) . . ?
C01A C019 H019 120.3 . . ?
C015 C01A H01A 120.2 . . ?
C019 C01A C015 119.7(4) . . ?
C019 C01A H01A 120.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl00 C00P C00W C012 -179.7(3) . . . . ?
Cl1 C00V C011 C012 -179.3(3) . . . . ?
O005 C009 C00A C00C 177.7(3) . . . . ?
O005 C009 C00A C00F -4.7(5) . . . . ?
O005 C009 C00B N007 -175.2(2) . . . . ?
O005 C009 C00B C00M 2.5(5) . . . . ?
O005 C00I C00L C00R -70.4(4) . . . . ?
O005 C00I C00L C00Z 104.5(4) . . . . ?
O005 C00I C00Q C010 169.9(3) . . . . ?
O005 C00I C00Q C015 -25.1(4) . . . . ?
O006 C00E C00J C00P 87.6(4) . . . . ?
O006 C00E C00J C00V -89.7(4) . . . . ?
N007 N008 C00E O006 -1.0(4) . . . . ?
N007 N008 C00E C00J 175.9(2) . . . . ?
N007 C00B C00M C00T -138.4(3) . . . . ?
N007 C00B C00M C00U 42.8(4) . . . . ?
N007 C00C C00H C00N -177.7(3) . . . . ?
N008 N007 C00B C009 -151.5(3) . . . . ?
N008 N007 C00B C00M 30.5(4) . . . . ?
N008 N007 C00C C00A 152.8(2) . . . . ?
N008 N007 C00C C00H -28.8(4) . . . . ?
N008 C00E C00J C00P -89.3(3) . . . . ?
N008 C00E C00J C00V 93.4(3) . . . . ?
C009 O005 C00I C00L -65.1(3) . . . . ?
C009 O005 C00I C00Q 168.9(2) . . . . ?
C009 C00A C00C N007 -2.9(3) . . . . ?
C009 C00A C00C C00H 178.6(3) . . . . ?
C009 C00A C00F C00D -0.9(5) . . . . ?
C009 C00A C00F C00G -177.9(3) . . . . ?
C009 C00B C00M C00T 44.2(5) . . . . ?
C009 C00B C00M C00U -134.6(4) . . . . ?
C00A C009 C00B N007 2.3(3) . . . . ?
C00A C009 C00B C00M 179.9(3) . . . . ?
C00A C00C C00H C00N 0.5(5) . . . . ?
C00A C00F C00G C00N -0.4(4) . . . . ?
C00A C00F C00G C00O 178.5(3) . . . . ?
C00B N007 N008 C00E 63.8(4) . . . . ?
C00B N007 C00C C00A 4.4(3) . . . . ?
C00B N007 C00C C00H -177.2(3) . . . . ?
C00B C009 C00A C00C 0.4(3) . . . . ?
C00B C009 C00A C00F 178.0(3) . . . . ?
C00B C00M C00T C014 -178.3(3) . . . . ?
C00B C00M C00U C016 177.7(4) . . . . ?
C00C N007 N008 C00E -80.2(3) . . . . ?
C00C N007 C00B C009 -4.1(3) . . . . ?
C00C N007 C00B C00M 178.0(3) . . . . ?
C00C C00A C00F C00D 176.4(3) . . . . ?
C00C C00A C00F C00G -0.6(4) . . . . ?
C00C C00H C00N C00G -1.5(5) . . . . ?
C00D C00F C00G C00N -177.6(3) . . . . ?
C00D C00F C00G C00O 1.3(4) . . . . ?
C00D C00K C00S C00O 0.6(5) . . . . ?
C00E C00J C00P Cl00 2.4(4) . . . . ?
C00E C00J C00P C00W -177.1(3) . . . . ?
C00E C00J C00V Cl1 -3.4(4) . . . . ?
C00E C00J C00V C011 177.0(3) . . . . ?
C00F C00A C00C N007 179.1(2) . . . . ?
C00F C00A C00C C00H 0.6(4) . . . . ?
C00F C00D C00K C00S -0.3(4) . . . . ?
C00F C00G C00N C00H 1.5(5) . . . . ?
C00F C00G C00O C00S -1.0(5) . . . . ?
C00G C00O C00S C00K 0.1(5) . . . . ?
C00I O005 C009 C00A -76.2(3) . . . . ?
C00I O005 C009 C00B 100.7(3) . . . . ?
C00I C00L C00R C00X 176.4(3) . . . . ?
C00I C00L C00Z C017 -174.6(4) . . . . ?
C00I C00Q C010 C00Y 174.5(4) . . . . ?
C00I C00Q C015 C01A -173.7(4) . . . . ?
C00J C00P C00W C012 -0.3(5) . . . . ?
C00J C00V C011 C012 0.3(6) . . . . ?
C00K C00D C00F C00A -177.7(3) . . . . ?
C00K C00D C00F C00G -0.7(4) . . . . ?
C00L C00I C00Q C010 46.6(5) . . . . ?
C00L C00I C00Q C015 -148.4(3) . . . . ?
C00L C00R C00X C013 -1.6(6) . . . . ?
C00L C00Z C017 C013 -2.2(8) . . . . ?
C00M C00T C014 C018 1.0(7) . . . . ?
C00M C00U C016 C018 0.2(7) . . . . ?
C00N C00G C00O C00S 177.9(3) . . . . ?
C00O C00G C00N C00H -177.4(3) . . . . ?
C00P C00J C00V Cl1 179.2(2) . . . . ?
C00P C00J C00V C011 -0.3(5) . . . . ?
C00P C00W C012 Cl2 -176.6(3) . . . . ?
C00P C00W C012 C011 0.2(6) . . . . ?
C00P C00W C012 Cl2A 168.6(4) . . . . ?
C00Q C00I C00L C00R 50.9(4) . . . . ?
C00Q C00I C00L C00Z -134.2(4) . . . . ?
C00Q C015 C01A C019 0.6(7) . . . . ?
C00R C00L C00Z C017 0.5(6) . . . . ?
C00R C00X C013 C017 -0.2(7) . . . . ?
C00T C00M C00U C016 -1.1(6) . . . . ?
C00T C014 C018 C016 -1.9(8) . . . . ?
C00U C00M C00T C014 0.5(6) . . . . ?
C00U C016 C018 C014 1.3(8) . . . . ?
C00V C00J C00P Cl00 179.8(2) . . . . ?
C00V C00J C00P C00W 0.3(5) . . . . ?
C00V C011 C012 Cl2 176.9(3) . . . . ?
C00V C011 C012 C00W -0.2(6) . . . . ?
C00V C011 C012 Cl2A -163.9(6) . . . . ?
C00X C013 C017 C00Z 2.0(8) . . . . ?
C00Y C019 C01A C015 6.6(8) . . . . ?
C00Z C00L C00R C00X 1.4(5) . . . . ?
C010 C00Q C015 C01A -8.2(6) . . . . ?
C010 C00Y C019 C01A -5.8(8) . . . . ?
C015 C00Q C010 C00Y 9.1(6) . . . . ?
C019 C00Y C010 C00Q -2.2(7) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.046 0.139 0.510 9.3 3.4 ?
2 0.000 0.250 0.125 38.4 1.1 ?
3 0.046 0.361 0.510 9.3 3.4 ?
4 -0.046 0.639 0.490 9.3 3.4 ?
5 0.000 0.750 0.875 38.4 1.1 ?
6 0.046 0.861 0.490 9.3 3.4 ?
7 0.111 0.204 0.740 9.3 3.4 ?
8 0.111 0.704 0.260 9.3 3.4 ?
9 0.389 0.296 0.760 9.3 3.4 ?
10 0.389 0.796 0.240 9.3 3.4 ?
11 0.454 0.139 -0.010 9.3 3.4 ?
12 0.454 0.639 0.010 9.3 3.4 ?
13 0.500 0.250 0.375 38.4 1.1 ?
14 0.500 0.750 0.625 38.4 1.1 ?
15 0.546 0.361 -0.010 9.3 3.4 ?
16 0.546 0.861 0.010 9.3 3.4 ?
17 0.611 0.204 0.760 9.3 3.4 ?
18 0.611 0.704 0.240 9.3 3.4 ?
19 0.889 0.296 0.740 9.3 3.4 ?
20 0.889 0.796 0.260 9.3 3.4 ?

_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 1.281
_oxdiff_exptl_absorpt_empirical_full_min 0.857
####################################################################### 
# 
# 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_yinxr_191223_2
_database_code_depnum_ccdc_archive 'CCDC 2026832'
loop_
_audit_author_name
_audit_author_address
YXRSYSU
;SYSU
China
;
_audit_update_record             
;
2020-09-02 deposited with the CCDC.	2020-11-27 downloaded from the CCDC.
;
_audit_creation_date             2020-09-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H21 Cl3 N2 O4'
_chemical_formula_sum            'C33 H21 Cl3 N2 O4'
_chemical_formula_weight         615.87
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHOCl
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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                   14.0142(4)
_cell_length_b                   21.0380(5)
_cell_length_c                   9.3503(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.176(2)
_cell_angle_gamma                90
_cell_volume                     2756.74(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12233
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      74.6830
_cell_measurement_theta_min      3.7620
_shelx_estimated_absorpt_T_max   0.849
_shelx_estimated_absorpt_T_min   0.431
_exptl_absorpt_coefficient_mu    3.375
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75460
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0822
_diffrn_reflns_av_unetI/netI     0.0390
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            55473
_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         76.979
_diffrn_reflns_theta_min         3.153
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_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    -19.00  44.00   0.50    0.50    --   46.37-100.00-104.00  126
  2  ω   -113.00 -36.00   0.50    0.50    -- -100.00  53.00 -92.00  154
  3  ω   -151.00 -98.00   0.50    0.50    -- -100.00-100.00-104.00  106
  4  ω     90.00 173.00   0.50    0.50    --  105.44  75.00 114.00  166
  5  ω   -107.00 -82.00   0.50    0.50    --  -46.37-125.00-120.00   50
  6  ω    -59.00  19.00   0.50    0.50    --  -46.37  38.00   0.00  156
  7  ω   -116.00 -73.00   0.50    0.50    --  -46.37-125.00 -90.00   86
  8  ω     34.00 106.00   0.50    0.50    --  105.44 -94.00 -30.00  144
  9  ω     92.00 155.00   0.50    0.50    --  105.44  30.00  90.00  126
 10  ω   -117.00 -26.00   0.50    0.50    --  -46.37 -75.00 -12.00  182
 11  ω    -55.00 -30.00   0.50    0.50    --  -46.37 -57.00  90.00   50
 12  ω   -118.00 -93.00   0.50    0.50    --  -46.37-125.00-180.00   50
 13  ω    -45.00  23.00   0.50    0.50    --  -46.37  38.00 120.00  136
 14  ω    -99.00 -49.00   0.50    0.50    --  -46.37 -38.00-120.00  100
 15  ω   -114.00 -85.00   0.50    0.50    --  -46.37 -57.00  90.00   58
 16  ω   -134.00 -84.00   0.50    0.80    -- -100.00 -94.00-150.00  100
 17  ω   -116.00 -90.00   0.50    0.80    -- -100.00 -30.00  60.00   52
 18  ω   -145.00 -85.00   0.50    0.80    -- -100.00 -30.00-150.00  120
 19  ω   -175.00-101.00   0.50    0.80    -- -100.00 -30.00 -90.00  148
 20  ω   -172.00-146.00   0.50    0.80    -- -100.00 -30.00-150.00   52
 21  ω     52.00 131.00   0.50    0.80    --  107.00 -77.00   0.00  158
 22  ω     95.00 146.00   0.50    0.80    --  107.00  45.00-120.00  102
 23  ω     96.00 122.00   0.50    0.80    --  107.00 -15.00 -30.00   52
 24  ω     67.00 128.00   0.50    0.80    --  107.00 -77.00-150.00  122
 25  ω     48.00  74.00   0.50    0.80    --  107.00 -94.00   0.00   52
 26  ω     93.00 124.00   0.50    0.80    --  107.00  45.00-150.00   62
 27  ω     63.00 116.00   0.50    0.80    --  107.00-125.00 -30.00  106
 28  ω     79.00 123.00   0.50    0.80    --  107.00 -30.00-120.00   88
 29  ω    126.00 176.00   0.50    0.80    --  107.00  45.00  90.00  100
 30  ω     95.00 121.00   0.50    0.80    --  107.00  45.00  90.00   52
 31  ω    109.00 166.00   0.50    0.80    --  107.00  61.00  30.00  114
 32  ω     84.00 145.00   0.50    0.80    --  107.00  77.00 120.00  122
 33  ω     40.00  72.00   0.50    0.80    --  107.00 -30.00-120.00   64
 34  ω     66.00 123.00   0.50    0.80    --  107.00 -30.00 -30.00  114
 35  ω     84.00 109.00   0.50    0.80    --  107.00 -94.00   0.00   50
 36  ω     36.00  83.00   0.50    0.80    --  107.00 -15.00 -30.00   94
 37  ω     39.00  65.00   0.50    0.80    --  107.00 -30.00 -30.00   52
 38  ω     35.00  67.00   0.50    0.80    --  107.00 -94.00-150.00   64
 39  ω     92.00 169.00   0.50    0.80    --  107.00  61.00 -90.00  154
 40  ω     73.00 125.00   0.50    0.80    --  107.00 -61.00   0.00  104
 41  ω   -118.00 -23.00   0.50    0.50    --  -46.37 -77.00  60.00  190
 42  ω   -118.00 -30.00   0.50    0.50    --  -46.37 -57.00-120.00  176
 43  ω   -118.00 -23.00   0.50    0.50    --  -46.37 -77.00-150.00  190
 44  ω   -118.00 -23.00   0.50    0.50    --  -46.37 -77.00 150.00  190
 45  ω     23.00 118.00   0.50    0.50    --   46.37  77.00 -60.00  190
 46  ω     23.00 118.00   0.50    0.50    --   46.37  77.00   0.00  190
 47  ω     15.00  95.00   0.50    0.50    --   46.37-125.00-180.00  160
 48  ω     15.00  95.00   0.50    0.50    --   46.37-125.00 -60.00  160
 49  ω     93.00 166.00   0.50    0.80    --  107.00  45.00  30.00  146
 50  ω     34.00 117.00   0.50    0.80    --  107.00-125.00-180.00  166
 51  ω     89.00 178.00   0.50    0.80    --  107.00  15.00   0.00  178
 52  ω    -45.00 -20.00   0.50    0.50    --  -46.37  75.00 114.00   50
 53  ω    -45.00 -20.00   0.50    0.50    --  -46.37  75.00 114.00   50
 54  ω     -2.00  23.00   0.50    0.50    --   46.37 -75.00 -12.00   50
 55  ω    -95.00 -70.00   0.50    0.50    --  -46.37 -75.00 -12.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1021323000
_diffrn_orient_matrix_UB_12      0.0382177000
_diffrn_orient_matrix_UB_13      0.0642069000
_diffrn_orient_matrix_UB_21      -0.0279326000
_diffrn_orient_matrix_UB_22      0.0468433000
_diffrn_orient_matrix_UB_23      -0.0824956000
_diffrn_orient_matrix_UB_31      -0.1261951000
_diffrn_orient_matrix_UB_32      -0.0413270000
_diffrn_orient_matrix_UB_33      -0.0340538000
_diffrn_oxdiff_digest_frames     
;
0124191b226be6e8714d281e1966b77fff01114e892
;
_diffrn_oxdiff_digest_hkl        
;
01995ee3e9433ebc1ac0d15f37f825746e791b
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4720
_reflns_number_total             5747
_reflns_odcompleteness_completeness 100.00
_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 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.058
_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     379
_refine_ls_number_reflns         5747
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0703
_refine_ls_R_factor_gt           0.0542
_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)+(0.0462P)²+3.0188P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1183
_refine_ls_wR_factor_ref         0.1261
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C27(H27A,H27B)
2.b Aromatic/amide H refined with riding coordinates:
 N31(H31), C36(H36), C10(H10), C38(H38), C30(H30), C23(H23), C9(H9), C5(H5),
 C19(H19), C24(H24), C8(H8), C4(H4), C15(H15), C7(H7), C18(H18), C16(H16),
 C17(H17)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl40 Cl 0.94101(5) 0.80802(3) 0.96957(8) 0.04050(18) Uani 1 1 d . . . . .
Cl41 Cl 0.71950(5) 0.63066(3) 0.72166(8) 0.04332(19) Uani 1 1 d . . . . .
Cl42 Cl 0.65163(5) 0.87953(3) 0.62883(9) 0.0455(2) Uani 1 1 d . . . . .
O20 O 0.21717(12) 0.76105(8) 0.48291(19) 0.0307(4) Uani 1 1 d . . . . .
O33 O 0.59019(14) 0.73394(10) 0.48484(19) 0.0379(5) Uani 1 1 d . . . . .
O26 O -0.08901(15) 0.97436(9) 0.3514(2) 0.0430(5) Uani 1 1 d . . . . .
O28 O -0.11199(14) 0.94450(10) 0.5872(2) 0.0419(5) Uani 1 1 d . . . . .
N31 N 0.52543(15) 0.73486(11) 0.7072(2) 0.0322(5) Uani 1 1 d . . . . .
H31 H 0.536183 0.739201 0.797242 0.039 Uiso 1 1 calc R . . . .
N2 N 0.43401(15) 0.72210(11) 0.6602(2) 0.0322(5) Uani 1 1 d . . . . .
C34 C 0.69027(18) 0.75668(13) 0.6888(3) 0.0293(5) Uani 1 1 d . . . . .
C11 C 0.25847(19) 0.61172(12) 0.5315(3) 0.0299(5) Uani 1 1 d . . . . .
C32 C 0.59789(19) 0.74059(13) 0.6144(3) 0.0312(6) Uani 1 1 d . . . . .
C29 C -0.03969(19) 0.90901(12) 0.5276(3) 0.0319(6) Uani 1 1 d . . . . .
C13 C 0.29613(18) 0.73394(12) 0.5462(3) 0.0290(5) Uani 1 1 d . . . . .
C1 C 0.37120(19) 0.76731(13) 0.6032(3) 0.0297(5) Uani 1 1 d . . . . .
C22 C 0.08851(19) 0.83591(12) 0.5107(3) 0.0299(5) Uani 1 1 d . . . . .
C36 C 0.82569(19) 0.72449(13) 0.8357(3) 0.0324(6) Uani 1 1 d . . . . .
H36 H 0.862808 0.692609 0.876510 0.039 Uiso 1 1 calc R . . . .
C10 C 0.16955(19) 0.61245(13) 0.4597(3) 0.0306(6) Uani 1 1 d . . . . .
H10 H 0.142461 0.651035 0.433021 0.037 Uiso 1 1 calc R . . . .
C14 C 0.38519(19) 0.83594(13) 0.6171(3) 0.0324(6) Uani 1 1 d . . . . .
C12 C 0.31191(19) 0.66749(13) 0.5658(3) 0.0300(5) Uani 1 1 d . . . . .
C38 C 0.79627(19) 0.83602(13) 0.7916(3) 0.0338(6) Uani 1 1 d . . . . .
H38 H 0.813906 0.878309 0.803438 0.041 Uiso 1 1 calc R . . . .
C30 C 0.01591(19) 0.86387(12) 0.5929(3) 0.0315(6) Uani 1 1 d . . . . .
H30 H 0.006019 0.852224 0.687676 0.038 Uiso 1 1 calc R . . . .
C25 C -0.0263(2) 0.92664(13) 0.3866(3) 0.0341(6) Uani 1 1 d . . . . .
C35 C 0.74706(19) 0.70997(13) 0.7514(3) 0.0316(6) Uani 1 1 d . . . . .
C3 C 0.40037(19) 0.66177(13) 0.6334(3) 0.0314(6) Uani 1 1 d . . . . .
C21 C 0.15206(19) 0.78874(13) 0.5842(3) 0.0324(6) Uani 1 1 d . . . . .
H21A H 0.187745 0.809734 0.659613 0.039 Uiso 1 1 calc R . . . .
H21B H 0.113586 0.755576 0.627213 0.039 Uiso 1 1 calc R . . . .
C23 C 0.1011(2) 0.85387(13) 0.3692(3) 0.0335(6) Uani 1 1 d . . . . .
H23 H 0.149138 0.834734 0.315939 0.040 Uiso 1 1 calc R . . . .
C37 C 0.84694(18) 0.78770(13) 0.8569(3) 0.0311(6) Uani 1 1 d . . . . .
C39 C 0.71834(19) 0.81954(13) 0.7077(3) 0.0321(6) Uani 1 1 d . . . . .
C6 C 0.2993(2) 0.55203(14) 0.5694(3) 0.0363(6) Uani 1 1 d . . . . .
C9 C 0.1229(2) 0.55675(13) 0.4291(3) 0.0361(6) Uani 1 1 d . . . . .
H9 H 0.064348 0.557917 0.381946 0.043 Uiso 1 1 calc R . . . .
C5 C 0.3914(2) 0.54930(14) 0.6355(3) 0.0407(7) Uani 1 1 d . . . . .
H5 H 0.417333 0.509820 0.657850 0.049 Uiso 1 1 calc R . . . .
C19 C 0.3629(2) 0.87558(13) 0.5025(3) 0.0372(6) Uani 1 1 d . . . . .
H19 H 0.341104 0.858205 0.416986 0.045 Uiso 1 1 calc R . . . .
C24 C 0.0433(2) 0.90015(13) 0.3045(3) 0.0370(6) Uani 1 1 d . . . . .
H24 H 0.052093 0.912220 0.209752 0.044 Uiso 1 1 calc R . . . .
C8 C 0.1626(2) 0.49802(14) 0.4683(3) 0.0410(7) Uani 1 1 d . . . . .
H8 H 0.130150 0.460512 0.448044 0.049 Uiso 1 1 calc R . . . .
C4 C 0.4425(2) 0.60279(14) 0.6668(3) 0.0387(7) Uani 1 1 d . . . . .
H4 H 0.502691 0.600399 0.708555 0.046 Uiso 1 1 calc R . . . .
C15 C 0.4164(2) 0.86328(15) 0.7453(3) 0.0403(7) Uani 1 1 d . . . . .
H15 H 0.431377 0.837467 0.822910 0.048 Uiso 1 1 calc R . . . .
C7 C 0.2490(2) 0.49599(14) 0.5361(3) 0.0404(7) Uani 1 1 d . . . . .
H7 H 0.275061 0.456837 0.560719 0.048 Uiso 1 1 calc R . . . .
C27 C -0.1514(2) 0.98072(14) 0.4704(3) 0.0422(7) Uani 1 1 d . . . . .
H27A H -0.214351 0.964921 0.445982 0.051 Uiso 1 1 calc R . . . .
H27B H -0.156975 1.025083 0.497351 0.051 Uiso 1 1 calc R . . . .
C18 C 0.3731(2) 0.94075(14) 0.5155(4) 0.0455(7) Uani 1 1 d . . . . .
H18 H 0.359012 0.966839 0.437967 0.055 Uiso 1 1 calc R . . . .
C16 C 0.4250(2) 0.92853(16) 0.7571(4) 0.0478(8) Uani 1 1 d . . . . .
H16 H 0.445266 0.946295 0.843042 0.057 Uiso 1 1 calc R . . . .
C17 C 0.4040(2) 0.96756(16) 0.6428(4) 0.0495(8) Uani 1 1 d . . . . .
H17 H 0.410550 1.011394 0.651102 0.059 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
Cl40 C37 1.738(3) . ?
Cl41 C35 1.735(3) . ?
Cl42 C39 1.734(3) . ?
O20 C13 1.377(3) . ?
O20 C21 1.440(3) . ?
O33 C32 1.224(3) . ?
O26 C25 1.373(3) . ?
O26 C27 1.423(4) . ?
O28 C29 1.378(3) . ?
O28 C27 1.440(3) . ?
N31 H31 0.8600 . ?
N31 N2 1.379(3) . ?
N31 C32 1.343(3) . ?
N2 C1 1.400(3) . ?
N2 C3 1.377(3) . ?
C34 C32 1.506(4) . ?
C34 C35 1.392(4) . ?
C34 C39 1.391(4) . ?
C11 C10 1.414(4) . ?
C11 C12 1.428(4) . ?
C11 C6 1.424(4) . ?
C29 C30 1.371(4) . ?
C29 C25 1.383(4) . ?
C13 C1 1.371(4) . ?
C13 C12 1.427(4) . ?
C1 C14 1.463(4) . ?
C22 C30 1.406(4) . ?
C22 C21 1.499(4) . ?
C22 C23 1.388(4) . ?
C36 H36 0.9300 . ?
C36 C35 1.387(4) . ?
C36 C37 1.377(4) . ?
C10 H10 0.9300 . ?
C10 C9 1.372(4) . ?
C14 C19 1.393(4) . ?
C14 C15 1.398(4) . ?
C12 C3 1.395(4) . ?
C38 H38 0.9300 . ?
C38 C37 1.381(4) . ?
C38 C39 1.386(4) . ?
C30 H30 0.9300 . ?
C25 C24 1.363(4) . ?
C3 C4 1.408(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C23 H23 0.9300 . ?
C23 C24 1.403(4) . ?
C6 C5 1.431(4) . ?
C6 C7 1.408(4) . ?
C9 H9 0.9300 . ?
C9 C8 1.404(4) . ?
C5 H5 0.9300 . ?
C5 C4 1.365(4) . ?
C19 H19 0.9300 . ?
C19 C18 1.384(4) . ?
C24 H24 0.9300 . ?
C8 H8 0.9300 . ?
C8 C7 1.365(4) . ?
C4 H4 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.382(4) . ?
C7 H7 0.9300 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C18 H18 0.9300 . ?
C18 C17 1.386(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.378(5) . ?
C17 H17 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
C13 O20 C21 113.28(19) . . ?
C25 O26 C27 106.0(2) . . ?
C29 O28 C27 105.1(2) . . ?
N2 N31 H31 119.5 . . ?
C32 N31 H31 119.5 . . ?
C32 N31 N2 121.0(2) . . ?
N31 N2 C1 124.8(2) . . ?
C3 N2 N31 123.7(2) . . ?
C3 N2 C1 110.0(2) . . ?
C35 C34 C32 121.7(2) . . ?
C39 C34 C32 121.0(2) . . ?
C39 C34 C35 117.2(2) . . ?
C10 C11 C12 124.0(2) . . ?
C10 C11 C6 118.7(2) . . ?
C6 C11 C12 117.3(2) . . ?
O33 C32 N31 124.4(2) . . ?
O33 C32 C34 123.8(2) . . ?
N31 C32 C34 111.9(2) . . ?
O28 C29 C25 110.0(2) . . ?
C30 C29 O28 127.8(3) . . ?
C30 C29 C25 122.2(3) . . ?
O20 C13 C12 125.8(2) . . ?
C1 C13 O20 124.7(2) . . ?
C1 C13 C12 109.4(2) . . ?
N2 C1 C14 123.5(2) . . ?
C13 C1 N2 106.3(2) . . ?
C13 C1 C14 130.0(2) . . ?
C30 C22 C21 117.2(2) . . ?
C23 C22 C30 120.1(2) . . ?
C23 C22 C21 122.7(2) . . ?
C35 C36 H36 121.1 . . ?
C37 C36 H36 121.1 . . ?
C37 C36 C35 117.7(2) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 C11 120.6(3) . . ?
C9 C10 H10 119.7 . . ?
C19 C14 C1 119.5(2) . . ?
C19 C14 C15 118.8(3) . . ?
C15 C14 C1 121.6(3) . . ?
C13 C12 C11 134.0(2) . . ?
C3 C12 C11 119.7(2) . . ?
C3 C12 C13 106.3(2) . . ?
C37 C38 H38 121.0 . . ?
C37 C38 C39 118.0(3) . . ?
C39 C38 H38 121.0 . . ?
C29 C30 C22 117.2(3) . . ?
C29 C30 H30 121.4 . . ?
C22 C30 H30 121.4 . . ?
O26 C25 C29 109.6(2) . . ?
C24 C25 O26 128.5(3) . . ?
C24 C25 C29 121.8(3) . . ?
C34 C35 Cl41 119.0(2) . . ?
C36 C35 Cl41 118.6(2) . . ?
C36 C35 C34 122.4(3) . . ?
N2 C3 C12 107.8(2) . . ?
N2 C3 C4 129.0(2) . . ?
C12 C3 C4 123.2(3) . . ?
O20 C21 C22 110.1(2) . . ?
O20 C21 H21A 109.6 . . ?
O20 C21 H21B 109.6 . . ?
C22 C21 H21A 109.6 . . ?
C22 C21 H21B 109.6 . . ?
H21A C21 H21B 108.2 . . ?
C22 C23 H23 119.2 . . ?
C22 C23 C24 121.7(3) . . ?
C24 C23 H23 119.2 . . ?
C36 C37 Cl40 119.2(2) . . ?
C36 C37 C38 122.4(3) . . ?
C38 C37 Cl40 118.4(2) . . ?
C34 C39 Cl42 119.1(2) . . ?
C38 C39 Cl42 118.8(2) . . ?
C38 C39 C34 122.1(2) . . ?
C11 C6 C5 120.3(3) . . ?
C7 C6 C11 118.9(3) . . ?
C7 C6 C5 120.8(3) . . ?
C10 C9 H9 119.7 . . ?
C10 C9 C8 120.6(3) . . ?
C8 C9 H9 119.7 . . ?
C6 C5 H5 119.0 . . ?
C4 C5 C6 122.1(3) . . ?
C4 C5 H5 119.0 . . ?
C14 C19 H19 119.9 . . ?
C18 C19 C14 120.2(3) . . ?
C18 C19 H19 119.9 . . ?
C25 C24 C23 117.0(3) . . ?
C25 C24 H24 121.5 . . ?
C23 C24 H24 121.5 . . ?
C9 C8 H8 120.0 . . ?
C7 C8 C9 120.0(3) . . ?
C7 C8 H8 120.0 . . ?
C3 C4 H4 121.3 . . ?
C5 C4 C3 117.4(3) . . ?
C5 C4 H4 121.3 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.3(3) . . ?
C16 C15 H15 119.9 . . ?
C6 C7 H7 119.4 . . ?
C8 C7 C6 121.3(3) . . ?
C8 C7 H7 119.4 . . ?
O26 C27 O28 108.0(2) . . ?
O26 C27 H27A 110.1 . . ?
O26 C27 H27B 110.1 . . ?
O28 C27 H27A 110.1 . . ?
O28 C27 H27B 110.1 . . ?
H27A C27 H27B 108.4 . . ?
C19 C18 H18 119.6 . . ?
C19 C18 C17 120.7(3) . . ?
C17 C18 H18 119.6 . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.7(3) . . ?
C17 C16 H16 119.6 . . ?
C18 C17 H17 120.4 . . ?
C16 C17 C18 119.3(3) . . ?
C16 C17 H17 120.4 . . ?

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
O20 C13 C1 N2 178.1(2) . . . . ?
O20 C13 C1 C14 2.8(5) . . . . ?
O20 C13 C12 C11 0.0(5) . . . . ?
O20 C13 C12 C3 179.8(2) . . . . ?
O26 C25 C24 C23 176.9(3) . . . . ?
O28 C29 C30 C22 -177.2(3) . . . . ?
O28 C29 C25 O26 0.5(3) . . . . ?
O28 C29 C25 C24 177.8(3) . . . . ?
N31 N2 C1 C13 169.1(2) . . . . ?
N31 N2 C1 C14 -15.2(4) . . . . ?
N31 N2 C3 C12 -170.3(2) . . . . ?
N31 N2 C3 C4 10.7(4) . . . . ?
N2 N31 C32 O33 -1.6(4) . . . . ?
N2 N31 C32 C34 178.1(2) . . . . ?
N2 C1 C14 C19 141.4(3) . . . . ?
N2 C1 C14 C15 -41.6(4) . . . . ?
N2 C3 C4 C5 176.4(3) . . . . ?
C11 C10 C9 C8 -0.1(4) . . . . ?
C11 C12 C3 N2 -177.1(2) . . . . ?
C11 C12 C3 C4 2.1(4) . . . . ?
C11 C6 C5 C4 1.2(5) . . . . ?
C11 C6 C7 C8 0.2(4) . . . . ?
C32 N31 N2 C1 -79.7(3) . . . . ?
C32 N31 N2 C3 85.1(3) . . . . ?
C32 C34 C35 Cl41 9.1(4) . . . . ?
C32 C34 C35 C36 -171.6(2) . . . . ?
C32 C34 C39 Cl42 -6.4(4) . . . . ?
C32 C34 C39 C38 171.5(3) . . . . ?
C29 O28 C27 O26 -11.0(3) . . . . ?
C29 C25 C24 C23 0.1(4) . . . . ?
C13 O20 C21 C22 160.1(2) . . . . ?
C13 C1 C14 C19 -44.1(4) . . . . ?
C13 C1 C14 C15 133.0(3) . . . . ?
C13 C12 C3 N2 3.0(3) . . . . ?
C13 C12 C3 C4 -177.8(3) . . . . ?
C1 N2 C3 C12 -3.5(3) . . . . ?
C1 N2 C3 C4 177.4(3) . . . . ?
C1 C13 C12 C11 178.6(3) . . . . ?
C1 C13 C12 C3 -1.5(3) . . . . ?
C1 C14 C19 C18 178.1(3) . . . . ?
C1 C14 C15 C16 -177.2(3) . . . . ?
C22 C23 C24 C25 -0.3(4) . . . . ?
C10 C11 C12 C13 1.7(5) . . . . ?
C10 C11 C12 C3 -178.2(3) . . . . ?
C10 C11 C6 C5 176.8(3) . . . . ?
C10 C11 C6 C7 -1.0(4) . . . . ?
C10 C9 C8 C7 -0.7(5) . . . . ?
C14 C19 C18 C17 -1.0(5) . . . . ?
C14 C15 C16 C17 -0.6(5) . . . . ?
C12 C11 C10 C9 179.3(3) . . . . ?
C12 C11 C6 C5 -1.7(4) . . . . ?
C12 C11 C6 C7 -179.4(3) . . . . ?
C12 C13 C1 N2 -0.6(3) . . . . ?
C12 C13 C1 C14 -175.9(3) . . . . ?
C12 C3 C4 C5 -2.6(4) . . . . ?
C30 C29 C25 O26 -177.5(2) . . . . ?
C30 C29 C25 C24 -0.2(4) . . . . ?
C30 C22 C21 O20 175.5(2) . . . . ?
C30 C22 C23 C24 0.5(4) . . . . ?
C25 O26 C27 O28 11.3(3) . . . . ?
C25 C29 C30 C22 0.4(4) . . . . ?
C35 C34 C32 O33 -97.5(3) . . . . ?
C35 C34 C32 N31 82.9(3) . . . . ?
C35 C34 C39 Cl42 178.6(2) . . . . ?
C35 C34 C39 C38 -3.5(4) . . . . ?
C35 C36 C37 Cl40 176.6(2) . . . . ?
C35 C36 C37 C38 -3.5(4) . . . . ?
C3 N2 C1 C13 2.6(3) . . . . ?
C3 N2 C1 C14 178.2(2) . . . . ?
C21 O20 C13 C1 -74.6(3) . . . . ?
C21 O20 C13 C12 103.9(3) . . . . ?
C21 C22 C30 C29 177.3(2) . . . . ?
C21 C22 C23 C24 -177.2(3) . . . . ?
C23 C22 C30 C29 -0.5(4) . . . . ?
C23 C22 C21 O20 -6.8(4) . . . . ?
C37 C36 C35 Cl41 179.4(2) . . . . ?
C37 C36 C35 C34 0.1(4) . . . . ?
C37 C38 C39 Cl42 178.2(2) . . . . ?
C37 C38 C39 C34 0.3(4) . . . . ?
C39 C34 C32 O33 87.8(4) . . . . ?
C39 C34 C32 N31 -91.8(3) . . . . ?
C39 C34 C35 Cl41 -176.0(2) . . . . ?
C39 C34 C35 C36 3.3(4) . . . . ?
C39 C38 C37 Cl40 -176.7(2) . . . . ?
C39 C38 C37 C36 3.4(4) . . . . ?
C6 C11 C10 C9 1.0(4) . . . . ?
C6 C11 C12 C13 180.0(3) . . . . ?
C6 C11 C12 C3 0.1(4) . . . . ?
C6 C5 C4 C3 0.9(5) . . . . ?
C9 C8 C7 C6 0.7(5) . . . . ?
C5 C6 C7 C8 -177.6(3) . . . . ?
C19 C14 C15 C16 -0.2(4) . . . . ?
C19 C18 C17 C16 0.2(5) . . . . ?
C15 C14 C19 C18 1.0(4) . . . . ?
C15 C16 C17 C18 0.6(5) . . . . ?
C7 C6 C5 C4 178.9(3) . . . . ?
C27 O26 C25 C29 -7.4(3) . . . . ?
C27 O26 C25 C24 175.6(3) . . . . ?
C27 O28 C29 C30 -175.7(3) . . . . ?
C27 O28 C29 C25 6.5(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 2.009
_oxdiff_exptl_absorpt_empirical_full_min 0.655
