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

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

data_yjs-hq-tpaw
_database_code_depnum_ccdc_archive 'CCDC 1999250'
loop_
_audit_author_name
_audit_author_address
'Quan Huang'
;sichuan university
China
;
_audit_update_record             
;
2020-04-26 deposited with the CCDC.	2021-02-18 downloaded from the CCDC.
;
_audit_creation_date             2019-10-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H2 Cl2, C42 H32 N2 O2'
_chemical_formula_sum            'C43 H34 Cl2 N2 O2'
_chemical_formula_weight         681.62
_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'
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                   8.09943(19)
_cell_length_b                   31.2756(9)
_cell_length_c                   13.9351(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.024(3)
_cell_angle_gamma                90
_cell_volume                     3495.40(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5867
_cell_measurement_temperature    294.1(3)
_cell_measurement_theta_max      71.5700
_cell_measurement_theta_min      4.2650
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.982
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54640
_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_absorpt_special_details   ?
_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    1.295
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            17699
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.684
_diffrn_reflns_theta_min         3.501
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.1(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -55.00  33.00   1.00    2.81    --  -36.42  38.00 150.00   88
  2  ω    -53.00  31.00   1.00    2.81    --  -36.42  57.00  30.00   84
  3  ω    -55.00  33.00   1.00    2.81    --  -36.42  38.00-180.00   88
  4  ω     23.00  90.00   1.00    2.81    --   36.42-125.00 -30.00   67
  5  ω     23.00  90.00   1.00    2.81    --   36.42-125.00 150.00   67
  6  ω      1.00  75.00   1.00    2.81    --   36.42 -99.00 -30.00   74
  7  ω     20.00 104.00   1.00    2.81    --   36.42  57.00  90.00   84
  8  ω     88.00 173.00   1.00   11.27    --  106.21  61.00 -60.00   85
  9  ω     88.00 173.00   1.00   11.27    --  106.21  61.00  60.00   85
 10  ω     38.00 124.00   1.00   11.27    --  106.21 -45.00   0.00   86
 11  ω     39.00 133.00   1.00   11.27    --  106.21 -77.00-180.00   94
 12  ω     39.00 124.00   1.00   11.27    --  106.21 -61.00 -60.00   85
 13  ω     83.00 109.00   1.00   11.27    --  106.21 -94.00-150.00   26
 14  ω     39.00 102.00   1.00   11.27    --  106.21 -94.00-180.00   63
 15  ω    128.00 170.00   1.00   11.27    --  106.21  61.00 150.00   42
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, 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      0.0217282000
_diffrn_orient_matrix_UB_12      -0.0288490000
_diffrn_orient_matrix_UB_13      -0.0869711000
_diffrn_orient_matrix_UB_21      0.0409594000
_diffrn_orient_matrix_UB_22      -0.0381758000
_diffrn_orient_matrix_UB_23      0.0691397000
_diffrn_orient_matrix_UB_31      -0.1863501000
_diffrn_orient_matrix_UB_32      -0.0117470000
_diffrn_orient_matrix_UB_33      -0.0110336000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5311
_reflns_number_total             6615
_reflns_odcompleteness_completeness 99.23
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.486
_refine_diff_density_min         -0.533
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     445
_refine_ls_number_reflns         6615
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0780
_refine_ls_R_factor_gt           0.0662
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1242P)²+0.8833P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1847
_refine_ls_wR_factor_ref         0.2029
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All O(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Rotating group:
 O004(H004)
2.b Secondary CH2 refined with riding coordinates:
 C01D(H01J,H01K)
2.c Aromatic/amide H refined with riding coordinates:
 C008(H008), C00E(H00E), C00I(H00I), C00J(H00J), C00K(H00K), C00O(H00O),
 C00R(H00R), C00S(H00S), C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X),
 C00Y(H00Y), C00Z(H00Z), C010(H010), C012(H012), C014(H014), C015(H015),
 C016(H016), C017(H017), C018(H018), C019(H019), C01A(H01G), C01B(H01H),
 C01C(H01I)
2.d Idealised Me refined as rotating group:
 C011(H01A,H01B,H01C), C013(H01D,H01E,H01F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 0.82423(10) 0.47079(3) 0.54806(6) 0.0773(3) Uani 1 1 d . . . . .
Cl1 Cl 0.79694(12) 0.50796(4) 0.73669(10) 0.1117(4) Uani 1 1 d . . . . .
O003 O 0.62500(19) 0.51016(5) 0.12647(11) 0.0457(4) Uani 1 1 d . . . . .
O004 O 0.7294(3) 0.58886(8) -0.10190(16) 0.0741(6) Uani 1 1 d . . . . .
H004 H 0.7686 0.5640 -0.0843 0.089 Uiso 1 1 d GR . . . .
N005 N -0.2107(3) 0.66384(6) 0.24872(16) 0.0512(5) Uani 1 1 d . . . . .
N006 N 0.7840(3) 0.52092(7) 0.01161(16) 0.0545(5) Uani 1 1 d . . . . .
C007 C 0.6565(3) 0.53432(7) 0.05083(16) 0.0441(5) Uani 1 1 d . . . . .
C008 C 0.8713(3) 0.41453(7) 0.21898(17) 0.0457(5) Uani 1 1 d . . . . .
H008 H 0.9465 0.4132 0.1744 0.055 Uiso 1 1 calc R . . . .
C009 C 0.5570(3) 0.57187(7) 0.02170(16) 0.0440(5) Uani 1 1 d . . . . .
C00A C 0.3300(3) 0.62041(8) 0.04379(17) 0.0462(5) Uani 1 1 d . . . . .
C00B C 0.7489(3) 0.44685(7) 0.21167(17) 0.0457(5) Uani 1 1 d . . . . .
C00C C -0.0792(3) 0.65346(7) 0.19584(17) 0.0457(5) Uani 1 1 d . . . . .
C00D C 0.8788(3) 0.38508(7) 0.29221(17) 0.0459(5) Uani 1 1 d . . . . .
C00E C 0.4220(3) 0.58343(7) 0.06815(16) 0.0437(5) Uani 1 1 d . . . . .
H00E H 0.3924 0.5659 0.1169 0.052 Uiso 1 1 calc R . . . .
C00F C 0.7466(3) 0.47859(8) 0.13601(17) 0.0458(5) Uani 1 1 d . . . . .
C00G C 0.1876(3) 0.63206(7) 0.09486(17) 0.0458(5) Uani 1 1 d . . . . .
C00H C -0.3066(3) 0.70142(7) 0.22868(19) 0.0494(5) Uani 1 1 d . . . . .
C00I C -0.0523(3) 0.61128(8) 0.16944(19) 0.0501(5) Uani 1 1 d . . . . .
H00I H -0.1242 0.5899 0.1845 0.060 Uiso 1 1 calc R . . . .
C00J C 0.0284(3) 0.68478(7) 0.17047(19) 0.0513(6) Uani 1 1 d . . . . .
H00J H 0.0129 0.7131 0.1875 0.062 Uiso 1 1 calc R . . . .
C00K C 0.0799(3) 0.60096(7) 0.12126(18) 0.0499(5) Uani 1 1 d . . . . .
H00K H 0.0974 0.5725 0.1061 0.060 Uiso 1 1 calc R . . . .
C00L C 0.7643(3) 0.38631(8) 0.35909(17) 0.0485(5) Uani 1 1 d . . . . .
C00M C -0.2754(3) 0.63156(7) 0.30540(17) 0.0461(5) Uani 1 1 d . . . . .
C00N C 0.8047(3) 0.35180(8) 0.42951(18) 0.0528(6) Uani 1 1 d . . . . .
C00O C 0.1586(3) 0.67433(8) 0.1201(2) 0.0515(6) Uani 1 1 d . . . . .
H00O H 0.2280 0.6959 0.1029 0.062 Uiso 1 1 calc R . . . .
C00P C 0.6008(3) 0.59790(9) -0.05234(18) 0.0537(6) Uani 1 1 d . . . . .
C00Q C 1.0018(3) 0.34809(8) 0.31494(18) 0.0511(5) Uani 1 1 d . . . . .
C00R C 0.6406(3) 0.41763(9) 0.3510(2) 0.0563(6) Uani 1 1 d . . . . .
H00R H 0.5626 0.4182 0.3940 0.068 Uiso 1 1 calc R . . . .
C00S C -0.4439(3) 0.62167(9) 0.2902(2) 0.0559(6) Uani 1 1 d . . . . .
H00S H -0.5159 0.6370 0.2449 0.067 Uiso 1 1 calc R . . . .
C00T C 0.9420(3) 0.32954(8) 0.40534(19) 0.0532(6) Uani 1 1 d . . . . .
C00U C 0.3788(3) 0.64596(9) -0.02997(19) 0.0555(6) Uani 1 1 d . . . . .
H00U H 0.3207 0.6711 -0.0470 0.067 Uiso 1 1 calc R . . . .
C00V C 0.6354(3) 0.44772(9) 0.27833(19) 0.0541(6) Uani 1 1 d . . . . .
H00V H 0.5546 0.4690 0.2736 0.065 Uiso 1 1 calc R . . . .
C00W C 0.8418(3) 0.48572(9) 0.06579(19) 0.0543(6) Uani 1 1 d . . . . .
H00W H 0.9334 0.4693 0.0553 0.065 Uiso 1 1 calc R . . . .
C00X C -0.3461(3) 0.71728(9) 0.1353(2) 0.0612(7) Uani 1 1 d . . . . .
H00X H -0.3062 0.7038 0.0836 0.073 Uiso 1 1 calc R . . . .
C00Y C 0.5093(3) 0.63506(10) -0.0777(2) 0.0612(7) Uani 1 1 d . . . . .
H00Y H 0.5372 0.6524 -0.1272 0.073 Uiso 1 1 calc R . . . .
C00Z C -0.1702(3) 0.60935(9) 0.3745(2) 0.0570(6) Uani 1 1 d . . . . .
H00Z H -0.0577 0.6164 0.3868 0.068 Uiso 1 1 calc R . . . .
C010 C -0.3686(4) 0.72190(9) 0.3044(2) 0.0646(7) Uani 1 1 d . . . . .
H010 H -0.3414 0.7117 0.3674 0.077 Uiso 1 1 calc R . . . .
C011 C 1.1822(3) 0.36441(10) 0.3355(2) 0.0642(7) Uani 1 1 d . . . . .
H01A H 1.2137 0.3767 0.2776 0.096 Uiso 1 1 calc GR . . . .
H01B H 1.2553 0.3410 0.3562 0.096 Uiso 1 1 calc GR . . . .
H01C H 1.1904 0.3857 0.3856 0.096 Uiso 1 1 calc GR . . . .
C012 C 0.7308(4) 0.34027(11) 0.5098(2) 0.0662(7) Uani 1 1 d . . . . .
H012 H 0.6395 0.3553 0.5260 0.079 Uiso 1 1 calc R . . . .
C013 C 0.9865(4) 0.31551(9) 0.2322(2) 0.0674(7) Uani 1 1 d . . . . .
H01D H 0.8750 0.3044 0.2216 0.101 Uiso 1 1 calc GR . . . .
H01E H 1.0638 0.2925 0.2490 0.101 Uiso 1 1 calc GR . . . .
H01F H 1.0111 0.3292 0.1742 0.101 Uiso 1 1 calc GR . . . .
C014 C 1.0055(4) 0.29514(10) 0.4614(2) 0.0677(7) Uani 1 1 d . . . . .
H014 H 1.0965 0.2799 0.4455 0.081 Uiso 1 1 calc R . . . .
C015 C -0.5050(4) 0.58921(10) 0.3418(2) 0.0690(8) Uani 1 1 d . . . . .
H015 H -0.6183 0.5829 0.3317 0.083 Uiso 1 1 calc R . . . .
C016 C -0.2333(4) 0.57649(10) 0.4253(2) 0.0700(8) Uani 1 1 d . . . . .
H016 H -0.1624 0.5614 0.4715 0.084 Uiso 1 1 calc R . . . .
C017 C -0.4001(4) 0.56602(10) 0.4083(2) 0.0722(8) Uani 1 1 d . . . . .
H017 H -0.4412 0.5435 0.4414 0.087 Uiso 1 1 calc R . . . .
C018 C -0.4455(4) 0.75336(11) 0.1198(3) 0.0794(10) Uani 1 1 d . . . . .
H018 H -0.4700 0.7644 0.0575 0.095 Uiso 1 1 calc R . . . .
C019 C 0.9320(5) 0.28390(12) 0.5407(3) 0.0796(9) Uani 1 1 d . . . . .
H019 H 0.9747 0.2610 0.5789 0.096 Uiso 1 1 calc R . . . .
C01A C 0.7954(4) 0.30602(12) 0.5652(2) 0.0775(9) Uani 1 1 d . . . . .
H01G H 0.7472 0.2977 0.6191 0.093 Uiso 1 1 calc R . . . .
C01B C -0.4703(4) 0.75721(10) 0.2870(3) 0.0819(10) Uani 1 1 d . . . . .
H01H H -0.5132 0.7703 0.3381 0.098 Uiso 1 1 calc R . . . .
C01C C -0.5086(4) 0.77319(11) 0.1953(3) 0.0883(12) Uani 1 1 d . . . . .
H01I H -0.5765 0.7972 0.1839 0.106 Uiso 1 1 calc R . . . .
C01D C 0.9272(4) 0.49221(15) 0.6560(3) 0.0926(12) Uani 1 1 d . . . . .
H01J H 1.0042 0.4710 0.6870 0.111 Uiso 1 1 calc R . . . .
H01K H 0.9922 0.5167 0.6406 0.111 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
Cl00 C01D 1.748(4) . ?
Cl1 C01D 1.718(4) . ?
O003 C007 1.350(3) . ?
O003 C00F 1.388(3) . ?
O004 H004 0.8615 . ?
O004 C00P 1.357(3) . ?
N005 C00C 1.415(3) . ?
N005 C00H 1.415(3) . ?
N005 C00M 1.426(3) . ?
N006 C007 1.303(3) . ?
N006 C00W 1.379(3) . ?
C007 C009 1.450(3) . ?
C008 H008 0.9300 . ?
C008 C00B 1.410(3) . ?
C008 C00D 1.370(4) . ?
C009 C00E 1.394(3) . ?
C009 C00P 1.398(4) . ?
C00A C00E 1.392(3) . ?
C00A C00G 1.483(3) . ?
C00A C00U 1.402(4) . ?
C00B C00F 1.446(4) . ?
C00B C00V 1.396(3) . ?
C00C C00I 1.395(3) . ?
C00C C00J 1.389(3) . ?
C00D C00L 1.404(3) . ?
C00D C00Q 1.531(3) . ?
C00E H00E 0.9300 . ?
C00F C00W 1.346(4) . ?
C00G C00K 1.390(3) . ?
C00G C00O 1.397(3) . ?
C00H C00X 1.387(4) . ?
C00H C010 1.387(4) . ?
C00I H00I 0.9300 . ?
C00I C00K 1.379(3) . ?
C00J H00J 0.9300 . ?
C00J C00O 1.384(3) . ?
C00K H00K 0.9300 . ?
C00L C00N 1.465(4) . ?
C00L C00R 1.395(4) . ?
C00M C00S 1.387(3) . ?
C00M C00Z 1.380(4) . ?
C00N C00T 1.393(4) . ?
C00N C012 1.389(4) . ?
C00O H00O 0.9300 . ?
C00P C00Y 1.397(4) . ?
C00Q C00T 1.526(4) . ?
C00Q C011 1.536(4) . ?
C00Q C013 1.530(4) . ?
C00R H00R 0.9300 . ?
C00R C00V 1.378(4) . ?
C00S H00S 0.9300 . ?
C00S C015 1.376(4) . ?
C00T C014 1.385(4) . ?
C00U H00U 0.9300 . ?
C00U C00Y 1.368(4) . ?
C00V H00V 0.9300 . ?
C00W H00W 0.9300 . ?
C00X H00X 0.9300 . ?
C00X C018 1.386(4) . ?
C00Y H00Y 0.9300 . ?
C00Z H00Z 0.9300 . ?
C00Z C016 1.386(4) . ?
C010 H010 0.9300 . ?
C010 C01B 1.379(4) . ?
C011 H01A 0.9600 . ?
C011 H01B 0.9600 . ?
C011 H01C 0.9600 . ?
C012 H012 0.9300 . ?
C012 C01A 1.380(5) . ?
C013 H01D 0.9600 . ?
C013 H01E 0.9600 . ?
C013 H01F 0.9600 . ?
C014 H014 0.9300 . ?
C014 C019 1.373(5) . ?
C015 H015 0.9300 . ?
C015 C017 1.373(5) . ?
C016 H016 0.9300 . ?
C016 C017 1.378(5) . ?
C017 H017 0.9300 . ?
C018 H018 0.9300 . ?
C018 C01C 1.379(6) . ?
C019 H019 0.9300 . ?
C019 C01A 1.388(5) . ?
C01A H01G 0.9300 . ?
C01B H01H 0.9300 . ?
C01B C01C 1.367(6) . ?
C01C H01I 0.9300 . ?
C01D H01J 0.9700 . ?
C01D H01K 0.9700 . ?

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
C007 O003 C00F 105.30(17) . . ?
C00P O004 H004 108.7 . . ?
C00C N005 C00H 121.3(2) . . ?
C00C N005 C00M 119.18(19) . . ?
C00H N005 C00M 117.64(19) . . ?
C007 N006 C00W 104.8(2) . . ?
O003 C007 C009 120.92(19) . . ?
N006 C007 O003 113.2(2) . . ?
N006 C007 C009 125.8(2) . . ?
C00B C008 H008 120.2 . . ?
C00D C008 H008 120.2 . . ?
C00D C008 C00B 119.6(2) . . ?
C00E C009 C007 121.4(2) . . ?
C00E C009 C00P 119.2(2) . . ?
C00P C009 C007 119.3(2) . . ?
C00E C00A C00G 120.8(2) . . ?
C00E C00A C00U 117.2(2) . . ?
C00U C00A C00G 122.0(2) . . ?
C008 C00B C00F 118.8(2) . . ?
C00V C00B C008 119.2(2) . . ?
C00V C00B C00F 122.0(2) . . ?
C00I C00C N005 120.7(2) . . ?
C00J C00C N005 121.0(2) . . ?
C00J C00C C00I 118.2(2) . . ?
C008 C00D C00L 120.8(2) . . ?
C008 C00D C00Q 128.5(2) . . ?
C00L C00D C00Q 110.8(2) . . ?
C009 C00E H00E 119.0 . . ?
C00A C00E C009 122.0(2) . . ?
C00A C00E H00E 119.0 . . ?
O003 C00F C00B 119.7(2) . . ?
C00W C00F O003 106.5(2) . . ?
C00W C00F C00B 133.9(2) . . ?
C00K C00G C00A 120.9(2) . . ?
C00K C00G C00O 117.5(2) . . ?
C00O C00G C00A 121.6(2) . . ?
C00X C00H N005 122.0(2) . . ?
C010 C00H N005 118.7(2) . . ?
C010 C00H C00X 119.2(2) . . ?
C00C C00I H00I 119.6 . . ?
C00K C00I C00C 120.7(2) . . ?
C00K C00I H00I 119.6 . . ?
C00C C00J H00J 119.6 . . ?
C00O C00J C00C 120.8(2) . . ?
C00O C00J H00J 119.6 . . ?
C00G C00K H00K 119.2 . . ?
C00I C00K C00G 121.6(2) . . ?
C00I C00K H00K 119.2 . . ?
C00D C00L C00N 108.6(2) . . ?
C00R C00L C00D 119.9(2) . . ?
C00R C00L C00N 131.5(2) . . ?
C00S C00M N005 120.2(2) . . ?
C00Z C00M N005 120.3(2) . . ?
C00Z C00M C00S 119.5(2) . . ?
C00T C00N C00L 108.5(2) . . ?
C012 C00N C00L 130.6(3) . . ?
C012 C00N C00T 120.9(3) . . ?
C00G C00O H00O 119.4 . . ?
C00J C00O C00G 121.2(2) . . ?
C00J C00O H00O 119.4 . . ?
O004 C00P C009 123.1(2) . . ?
O004 C00P C00Y 117.5(2) . . ?
C00Y C00P C009 119.4(2) . . ?
C00D C00Q C011 111.2(2) . . ?
C00T C00Q C00D 100.7(2) . . ?
C00T C00Q C011 112.1(2) . . ?
C00T C00Q C013 111.5(2) . . ?
C013 C00Q C00D 111.4(2) . . ?
C013 C00Q C011 109.7(2) . . ?
C00L C00R H00R 120.4 . . ?
C00V C00R C00L 119.2(2) . . ?
C00V C00R H00R 120.4 . . ?
C00M C00S H00S 119.9 . . ?
C015 C00S C00M 120.2(3) . . ?
C015 C00S H00S 119.9 . . ?
C00N C00T C00Q 111.5(2) . . ?
C014 C00T C00N 119.9(3) . . ?
C014 C00T C00Q 128.7(3) . . ?
C00A C00U H00U 119.0 . . ?
C00Y C00U C00A 122.0(2) . . ?
C00Y C00U H00U 119.0 . . ?
C00B C00V H00V 119.3 . . ?
C00R C00V C00B 121.3(2) . . ?
C00R C00V H00V 119.3 . . ?
N006 C00W H00W 124.9 . . ?
C00F C00W N006 110.2(2) . . ?
C00F C00W H00W 124.9 . . ?
C00H C00X H00X 120.3 . . ?
C018 C00X C00H 119.3(3) . . ?
C018 C00X H00X 120.3 . . ?
C00P C00Y H00Y 119.9 . . ?
C00U C00Y C00P 120.2(2) . . ?
C00U C00Y H00Y 119.9 . . ?
C00M C00Z H00Z 120.2 . . ?
C00M C00Z C016 119.6(3) . . ?
C016 C00Z H00Z 120.2 . . ?
C00H C010 H010 119.8 . . ?
C01B C010 C00H 120.4(3) . . ?
C01B C010 H010 119.8 . . ?
C00Q C011 H01A 109.5 . . ?
C00Q C011 H01B 109.5 . . ?
C00Q C011 H01C 109.5 . . ?
H01A C011 H01B 109.5 . . ?
H01A C011 H01C 109.5 . . ?
H01B C011 H01C 109.5 . . ?
C00N C012 H012 120.7 . . ?
C01A C012 C00N 118.7(3) . . ?
C01A C012 H012 120.7 . . ?
C00Q C013 H01D 109.5 . . ?
C00Q C013 H01E 109.5 . . ?
C00Q C013 H01F 109.5 . . ?
H01D C013 H01E 109.5 . . ?
H01D C013 H01F 109.5 . . ?
H01E C013 H01F 109.5 . . ?
C00T C014 H014 120.5 . . ?
C019 C014 C00T 119.0(3) . . ?
C019 C014 H014 120.5 . . ?
C00S C015 H015 119.7 . . ?
C017 C015 C00S 120.6(3) . . ?
C017 C015 H015 119.7 . . ?
C00Z C016 H016 119.6 . . ?
C017 C016 C00Z 120.7(3) . . ?
C017 C016 H016 119.6 . . ?
C015 C017 C016 119.4(3) . . ?
C015 C017 H017 120.3 . . ?
C016 C017 H017 120.3 . . ?
C00X C018 H018 119.4 . . ?
C01C C018 C00X 121.1(3) . . ?
C01C C018 H018 119.4 . . ?
C014 C019 H019 119.3 . . ?
C014 C019 C01A 121.4(3) . . ?
C01A C019 H019 119.3 . . ?
C012 C01A C019 120.2(3) . . ?
C012 C01A H01G 119.9 . . ?
C019 C01A H01G 119.9 . . ?
C010 C01B H01H 119.7 . . ?
C01C C01B C010 120.6(3) . . ?
C01C C01B H01H 119.7 . . ?
C018 C01C H01I 120.4 . . ?
C01B C01C C018 119.2(3) . . ?
C01B C01C H01I 120.4 . . ?
Cl00 C01D H01J 108.7 . . ?
Cl00 C01D H01K 108.7 . . ?
Cl1 C01D Cl00 114.2(2) . . ?
Cl1 C01D H01J 108.7 . . ?
Cl1 C01D H01K 108.7 . . ?
H01J C01D H01K 107.6 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2019-10-28
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.757
_oxdiff_exptl_absorpt_empirical_full_min 0.670
####################################################################### 
# 
# 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_hq-wtpa-150k
_database_code_depnum_ccdc_archive 'CCDC 1999257'
loop_
_audit_author_name
_audit_author_address
'Quan Huang'
;Sichuan university
China
;
_audit_update_record             
;
2020-04-26 deposited with the CCDC.	2021-02-18 downloaded from the CCDC.
;
_audit_creation_date             2019-11-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H32 N2 O2'
_chemical_formula_sum            'C42 H32 N2 O2'
_chemical_formula_weight         596.69
_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'
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      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                   10.5918(4)
_cell_length_b                   11.6746(5)
_cell_length_c                   13.7260(5)
_cell_angle_alpha                103.723(3)
_cell_angle_beta                 94.505(3)
_cell_angle_gamma                107.201(4)
_cell_volume                     1554.74(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7026
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      71.7120
_cell_measurement_theta_min      4.1190
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.611
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44257
_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_absorpt_special_details   ?
_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    1.275
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             628
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16949
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.890
_diffrn_reflns_theta_min         4.121
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -55.00  33.00   1.00    1.00    --  -36.29  38.00  30.00   88
  2  ω    -53.00  31.00   1.00    1.00    --  -36.29  57.00 -90.00   84
  3  ω   -105.00 -17.00   1.00    1.00    --  -36.29 -38.00 120.00   88
  4  ω   -105.00 -17.00   1.00    1.00    --  -36.29 -38.00  30.00   88
  5  ω    -90.00  -2.00   1.00    1.00    --  -36.29 125.00 -90.00   88
  6  ω      1.00  75.00   1.00    1.00    --   36.29 -99.00  30.00   74
  7  ω     23.00  90.00   1.00    1.00    --   36.29-125.00-180.00   67
  8  ω     37.00 109.00   1.00    3.39    --  106.21 -94.00-120.00   72
  9  ω     37.00 109.00   1.00    3.39    --  106.21 -94.00 -30.00   72
 10  ω     38.00 124.00   1.00    3.39    --  106.21 -45.00-120.00   86
 11  ω    100.00 176.00   1.00    3.39    --  106.21 111.00 -30.00   76
 12  ω     37.00 109.00   1.00    3.39    --  106.21 -94.00   0.00   72
 13  ω     85.00 176.00   1.00    3.39    --  106.21  30.00 -60.00   91
 14  ω     36.00 113.00   1.00    3.39    --  106.21-111.00-180.00   77
 15  ω     88.00 173.00   1.00    3.39    --  106.21  61.00  60.00   85
 16  ω     89.00 175.00   1.00    3.39    --  106.21  45.00   0.00   86
 17  ω     38.00 124.00   1.00    3.39    --  106.21 -45.00 -30.00   86
 18  ω    100.00 176.00   1.00    3.39    --  106.21 111.00 -60.00   76
 19  ω     88.00 173.00   1.00    3.39    --  106.21  61.00  30.00   85
 20  ω     36.00 113.00   1.00    3.39    --  106.21-111.00 -60.00   77
 21  ω     57.00 150.00   1.00    3.39    --  106.21 178.00-150.00   93
 22  ω    -53.00  31.00   1.00    1.00    --  -36.29  57.00  90.00   84
 23  ω   -104.00 -20.00   1.00    1.00    --  -36.29 -57.00 -60.00   84
 24  ω   -104.00 -20.00   1.00    1.00    --  -36.29 -57.00-120.00   84
 25  ω    -55.00  33.00   1.00    1.00    --  -36.29  38.00-150.00   88
 26  ω     10.00 104.00   1.00    1.00    --   36.29  77.00   0.00   94
 27  ω     10.00 104.00   1.00    1.00    --   36.29  77.00-150.00   94
 28  ω     68.00 177.00   1.00    3.39    --  106.21  15.00-150.00  109
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, 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      0.1539781000
_diffrn_orient_matrix_UB_12      0.0465324000
_diffrn_orient_matrix_UB_13      0.0120413000
_diffrn_orient_matrix_UB_21      -0.0047619000
_diffrn_orient_matrix_UB_22      0.1146954000
_diffrn_orient_matrix_UB_23      -0.0352590000
_diffrn_orient_matrix_UB_31      0.0078497000
_diffrn_orient_matrix_UB_32      0.0728303000
_diffrn_orient_matrix_UB_33      0.1109586000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5249
_reflns_number_total             5950
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.233
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.069
_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     418
_refine_ls_number_reflns         5950
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0568
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1042P)²+0.2534P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1490
_refine_ls_wR_factor_ref         0.1563
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C005(H005), C006(H006), C00F(H00F), C00G(H00G), C00I(H00I), C00J(H00J),
 C00K(H00K), C00P(H00P), C00Q(H00Q), C00R(H00R), C00T(H00T), C00U(H00U),
 C00V(H00V), C00Z(H00Z), C010(H010), C011(H011), C012(H012), C013(H013),
 C014(H014), C015(H015), C016(H016), C017(H017), C018(H018), C019(H019),
 C01A(H01A)
2.b Idealised Me refined as rotating group:
 C00N(H00A,H00B,H00C), C00S(H00D,H00E,H00H)
2.c Idealised tetrahedral OH refined as rotating group:
 O002(H002)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
O001 O 0.32326(9) 0.15085(9) 0.17492(7) 0.0254(2) Uani 1 1 d . . . . .
O002 O -0.03347(11) 0.03356(12) 0.29159(9) 0.0419(3) Uani 1 1 d . . . . .
H002 H -0.0183 0.0153 0.2332 0.063 Uiso 1 1 calc GR . . . .
N003 N 0.10848(12) 0.03549(12) 0.14008(9) 0.0300(3) Uani 1 1 d . . . . .
N004 N 0.78982(14) 0.54292(13) 0.77815(10) 0.0352(3) Uani 1 1 d . . . . .
C005 C 0.36560(14) 0.06947(13) -0.09521(11) 0.0262(3) Uani 1 1 d . . . . .
H005 H 0.2772 0.0248 -0.1250 0.031 Uiso 1 1 calc R . . . .
C006 C 0.43738(15) 0.44329(14) 0.64979(11) 0.0288(3) Uani 1 1 d . . . . .
H006 H 0.3590 0.4610 0.6615 0.035 Uiso 1 1 calc R . . . .
C007 C 0.43541(15) 0.35296(14) 0.56215(11) 0.0272(3) Uani 1 1 d . . . . .
C008 C 0.20636(14) 0.11226(13) 0.21061(11) 0.0253(3) Uani 1 1 d . . . . .
C009 C 0.39961(14) 0.11675(13) 0.01060(11) 0.0257(3) Uani 1 1 d . . . . .
C00A C 0.59750(14) 0.15788(13) -0.11027(11) 0.0270(3) Uani 1 1 d . . . . .
C00B C 0.31171(14) 0.27645(14) 0.48956(11) 0.0268(3) Uani 1 1 d . . . . .
C00C C 0.44966(15) 0.04837(14) -0.26970(11) 0.0278(3) Uani 1 1 d . . . . .
C00D C 0.20143(14) 0.15551(13) 0.31777(11) 0.0256(3) Uani 1 1 d . . . . .
C00E C 0.46419(14) 0.08972(13) -0.15459(11) 0.0253(3) Uani 1 1 d . . . . .
C00F C 0.55325(16) 0.50752(14) 0.72004(11) 0.0305(3) Uani 1 1 d . . . . .
H00F H 0.5520 0.5688 0.7770 0.037 Uiso 1 1 calc R . . . .
C00G C 0.16416(15) 0.02113(14) 0.05174(11) 0.0295(3) Uani 1 1 d . . . . .
H00G H 0.1187 -0.0294 -0.0119 0.035 Uiso 1 1 calc R . . . .
C00H C 0.07999(15) 0.11297(15) 0.35353(12) 0.0304(3) Uani 1 1 d . . . . .
C00I C 0.53272(15) 0.18517(14) 0.05439(11) 0.0293(3) Uani 1 1 d . . . . .
H00I H 0.5549 0.2169 0.1246 0.035 Uiso 1 1 calc R . . . .
C00J C 0.63188(15) 0.20623(15) -0.00551(12) 0.0308(3) Uani 1 1 d . . . . .
H00J H 0.7201 0.2520 0.0239 0.037 Uiso 1 1 calc R . . . .
C00K C 0.31479(14) 0.23626(13) 0.38648(11) 0.0253(3) Uani 1 1 d . . . . .
H00K H 0.3948 0.2639 0.3624 0.030 Uiso 1 1 calc R . . . .
C00L C 0.67915(15) 0.16084(14) -0.19222(12) 0.0302(3) Uani 1 1 d . . . . .
C00M C 0.29426(14) 0.09160(13) 0.07220(10) 0.0252(3) Uani 1 1 d . . . . .
C00N C 0.36937(16) 0.11728(16) -0.31729(11) 0.0334(3) Uani 1 1 d . . . . .
H00A H 0.2797 0.0936 -0.3024 0.050 Uiso 1 1 calc GR . . . .
H00B H 0.3669 0.0956 -0.3896 0.050 Uiso 1 1 calc GR . . . .
H00C H 0.4114 0.2056 -0.2896 0.050 Uiso 1 1 calc GR . . . .
C00O C 0.67172(15) 0.48080(14) 0.70585(11) 0.0302(3) Uani 1 1 d . . . . .
C00P C 0.18867(16) 0.23400(16) 0.52308(11) 0.0322(3) Uani 1 1 d . . . . .
H00P H 0.1832 0.2607 0.5916 0.039 Uiso 1 1 calc R . . . .
C00Q C 0.55569(15) 0.32965(15) 0.54774(11) 0.0310(3) Uani 1 1 d . . . . .
H00Q H 0.5583 0.2715 0.4891 0.037 Uiso 1 1 calc R . . . .
C00R C 0.93688(16) 0.60202(15) 0.65782(13) 0.0356(4) Uani 1 1 d . . . . .
H00R H 0.8673 0.6153 0.6213 0.043 Uiso 1 1 calc R . . . .
C00S C 0.38264(17) -0.09228(15) -0.31271(12) 0.0362(4) Uani 1 1 d . . . . .
H00D H 0.4357 -0.1349 -0.2856 0.054 Uiso 1 1 calc GR . . . .
H00E H 0.3751 -0.1141 -0.3854 0.054 Uiso 1 1 calc GR . . . .
H00H H 0.2950 -0.1162 -0.2941 0.054 Uiso 1 1 calc GR . . . .
C00T C 0.68919(17) 0.49863(16) 0.92509(13) 0.0371(4) Uani 1 1 d . . . . .
H00T H 0.6342 0.4212 0.8846 0.045 Uiso 1 1 calc R . . . .
C00U C 0.07562(16) 0.15338(17) 0.45643(12) 0.0357(4) Uani 1 1 d . . . . .
H00U H -0.0042 0.1259 0.4808 0.043 Uiso 1 1 calc R . . . .
C00V C 1.02235(17) 0.54529(16) 0.79981(13) 0.0389(4) Uani 1 1 d . . . . .
H00V H 1.0105 0.5196 0.8586 0.047 Uiso 1 1 calc R . . . .
C00W C 0.78171(16) 0.57683(15) 0.88311(12) 0.0321(3) Uani 1 1 d . . . . .
C00X C 0.59543(16) 0.09305(14) -0.28451(12) 0.0304(3) Uani 1 1 d . . . . .
C00Y C 0.91696(16) 0.56415(14) 0.74536(12) 0.0326(3) Uani 1 1 d . . . . .
C00Z C 0.67081(15) 0.39093(15) 0.61863(12) 0.0335(3) Uani 1 1 d . . . . .
H00Z H 0.7487 0.3717 0.6078 0.040 Uiso 1 1 calc R . . . .
C010 C 0.86554(17) 0.69118(15) 0.94608(13) 0.0370(4) Uani 1 1 d . . . . .
H010 H 0.9286 0.7441 0.9193 0.044 Uiso 1 1 calc R . . . .
C011 C 0.85537(19) 0.72630(16) 1.04801(13) 0.0426(4) Uani 1 1 d . . . . .
H011 H 0.9126 0.8022 1.0894 0.051 Uiso 1 1 calc R . . . .
C012 C 1.05933(18) 0.62033(17) 0.62421(15) 0.0414(4) Uani 1 1 d . . . . .
H012 H 1.0713 0.6451 0.5651 0.050 Uiso 1 1 calc R . . . .
C013 C 0.64880(18) 0.07527(17) -0.37357(13) 0.0393(4) Uani 1 1 d . . . . .
H013 H 0.5939 0.0283 -0.4350 0.047 Uiso 1 1 calc R . . . .
C014 C 0.81577(16) 0.21598(17) -0.18890(14) 0.0386(4) Uani 1 1 d . . . . .
H014 H 0.8710 0.2630 -0.1276 0.046 Uiso 1 1 calc R . . . .
C015 C 1.14508(17) 0.56496(17) 0.76591(15) 0.0434(4) Uani 1 1 d . . . . .
H015 H 1.2154 0.5531 0.8027 0.052 Uiso 1 1 calc R . . . .
C016 C 1.16403(18) 0.60187(17) 0.67830(16) 0.0445(4) Uani 1 1 d . . . . .
H016 H 1.2463 0.6142 0.6558 0.053 Uiso 1 1 calc R . . . .
C017 C 0.86772(18) 0.19935(19) -0.27872(16) 0.0451(4) Uani 1 1 d . . . . .
H017 H 0.9588 0.2360 -0.2779 0.054 Uiso 1 1 calc R . . . .
C018 C 0.7609(2) 0.64955(19) 1.08888(13) 0.0437(4) Uani 1 1 d . . . . .
H018 H 0.7528 0.6743 1.1570 0.052 Uiso 1 1 calc R . . . .
C019 C 0.67857(19) 0.53551(18) 1.02692(14) 0.0428(4) Uani 1 1 d . . . . .
H019 H 0.6154 0.4831 1.0539 0.051 Uiso 1 1 calc R . . . .
C01A C 0.78529(19) 0.1285(2) -0.36999(15) 0.0471(5) Uani 1 1 d . . . . .
H01A H 0.8220 0.1166 -0.4294 0.057 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
O001 C008 1.3587(16) . ?
O001 C00M 1.3800(17) . ?
O002 H002 0.8200 . ?
O002 C00H 1.3539(19) . ?
N003 C008 1.3025(19) . ?
N003 C00G 1.3858(19) . ?
N004 C00O 1.4151(19) . ?
N004 C00W 1.417(2) . ?
N004 C00Y 1.424(2) . ?
C005 H005 0.9300 . ?
C005 C009 1.401(2) . ?
C005 C00E 1.375(2) . ?
C006 H006 0.9300 . ?
C006 C007 1.393(2) . ?
C006 C00F 1.387(2) . ?
C007 C00B 1.479(2) . ?
C007 C00Q 1.398(2) . ?
C008 C00D 1.448(2) . ?
C009 C00I 1.400(2) . ?
C009 C00M 1.455(2) . ?
C00A C00E 1.403(2) . ?
C00A C00J 1.389(2) . ?
C00A C00L 1.472(2) . ?
C00B C00K 1.387(2) . ?
C00B C00P 1.406(2) . ?
C00C C00E 1.5196(19) . ?
C00C C00N 1.538(2) . ?
C00C C00S 1.528(2) . ?
C00C C00X 1.523(2) . ?
C00D C00H 1.407(2) . ?
C00D C00K 1.397(2) . ?
C00F H00F 0.9300 . ?
C00F C00O 1.397(2) . ?
C00G H00G 0.9300 . ?
C00G C00M 1.347(2) . ?
C00H C00U 1.388(2) . ?
C00I H00I 0.9300 . ?
C00I C00J 1.385(2) . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9300 . ?
C00L C00X 1.397(2) . ?
C00L C014 1.391(2) . ?
C00N H00A 0.9600 . ?
C00N H00B 0.9600 . ?
C00N H00C 0.9600 . ?
C00O C00Z 1.389(2) . ?
C00P H00P 0.9300 . ?
C00P C00U 1.382(2) . ?
C00Q H00Q 0.9300 . ?
C00Q C00Z 1.383(2) . ?
C00R H00R 0.9300 . ?
C00R C00Y 1.386(2) . ?
C00R C012 1.385(2) . ?
C00S H00D 0.9600 . ?
C00S H00E 0.9600 . ?
C00S H00H 0.9600 . ?
C00T H00T 0.9300 . ?
C00T C00W 1.391(2) . ?
C00T C019 1.385(2) . ?
C00U H00U 0.9300 . ?
C00V H00V 0.9300 . ?
C00V C00Y 1.395(2) . ?
C00V C015 1.389(3) . ?
C00W C010 1.396(2) . ?
C00X C013 1.384(2) . ?
C00Z H00Z 0.9300 . ?
C010 H010 0.9300 . ?
C010 C011 1.384(2) . ?
C011 H011 0.9300 . ?
C011 C018 1.384(3) . ?
C012 H012 0.9300 . ?
C012 C016 1.384(3) . ?
C013 H013 0.9300 . ?
C013 C01A 1.386(3) . ?
C014 H014 0.9300 . ?
C014 C017 1.384(3) . ?
C015 H015 0.9300 . ?
C015 C016 1.380(3) . ?
C016 H016 0.9300 . ?
C017 H017 0.9300 . ?
C017 C01A 1.388(3) . ?
C018 H018 0.9300 . ?
C018 C019 1.384(3) . ?
C019 H019 0.9300 . ?
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
C008 O001 C00M 105.10(11) . . ?
C00H O002 H002 109.5 . . ?
C008 N003 C00G 105.00(12) . . ?
C00O N004 C00W 120.09(13) . . ?
C00O N004 C00Y 119.60(13) . . ?
C00W N004 C00Y 120.20(13) . . ?
C009 C005 H005 120.3 . . ?
C00E C005 H005 120.3 . . ?
C00E C005 C009 119.33(13) . . ?
C007 C006 H006 119.1 . . ?
C00F C006 H006 119.1 . . ?
C00F C006 C007 121.72(14) . . ?
C006 C007 C00B 123.06(14) . . ?
C006 C007 C00Q 117.08(14) . . ?
C00Q C007 C00B 119.71(13) . . ?
O001 C008 C00D 119.86(12) . . ?
N003 C008 O001 113.07(12) . . ?
N003 C008 C00D 127.07(13) . . ?
C005 C009 C00M 118.44(13) . . ?
C00I C009 C005 119.79(13) . . ?
C00I C009 C00M 121.77(13) . . ?
C00E C00A C00L 107.97(13) . . ?
C00J C00A C00E 120.42(13) . . ?
C00J C00A C00L 131.59(14) . . ?
C00K C00B C007 121.08(13) . . ?
C00K C00B C00P 117.42(14) . . ?
C00P C00B C007 121.33(13) . . ?
C00E C00C C00N 110.10(12) . . ?
C00E C00C C00S 112.29(12) . . ?
C00E C00C C00X 100.89(12) . . ?
C00S C00C C00N 109.74(13) . . ?
C00X C00C C00N 110.27(12) . . ?
C00X C00C C00S 113.27(13) . . ?
C00H C00D C008 119.01(13) . . ?
C00K C00D C008 121.58(13) . . ?
C00K C00D C00H 119.40(13) . . ?
C005 C00E C00A 120.63(13) . . ?
C005 C00E C00C 128.06(13) . . ?
C00A C00E C00C 111.30(12) . . ?
C006 C00F H00F 119.8 . . ?
C006 C00F C00O 120.48(14) . . ?
C00O C00F H00F 119.8 . . ?
N003 C00G H00G 125.2 . . ?
C00M C00G N003 109.57(13) . . ?
C00M C00G H00G 125.2 . . ?
O002 C00H C00D 122.67(14) . . ?
O002 C00H C00U 118.32(13) . . ?
C00U C00H C00D 119.02(14) . . ?
C009 C00I H00I 119.6 . . ?
C00J C00I C009 120.85(13) . . ?
C00J C00I H00I 119.6 . . ?
C00A C00J H00J 120.5 . . ?
C00I C00J C00A 118.96(14) . . ?
C00I C00J H00J 120.5 . . ?
C00B C00K C00D 122.03(13) . . ?
C00B C00K H00K 119.0 . . ?
C00D C00K H00K 119.0 . . ?
C00X C00L C00A 108.40(13) . . ?
C014 C00L C00A 130.84(16) . . ?
C014 C00L C00X 120.76(15) . . ?
O001 C00M C009 118.67(12) . . ?
C00G C00M O001 107.25(12) . . ?
C00G C00M C009 134.06(14) . . ?
C00C C00N H00A 109.5 . . ?
C00C C00N H00B 109.5 . . ?
C00C C00N H00C 109.5 . . ?
H00A C00N H00B 109.5 . . ?
H00A C00N H00C 109.5 . . ?
H00B C00N H00C 109.5 . . ?
C00F C00O N004 121.22(14) . . ?
C00Z C00O N004 120.55(14) . . ?
C00Z C00O C00F 118.22(14) . . ?
C00B C00P H00P 119.3 . . ?
C00U C00P C00B 121.42(14) . . ?
C00U C00P H00P 119.3 . . ?
C007 C00Q H00Q 119.2 . . ?
C00Z C00Q C007 121.59(14) . . ?
C00Z C00Q H00Q 119.2 . . ?
C00Y C00R H00R 119.7 . . ?
C012 C00R H00R 119.7 . . ?
C012 C00R C00Y 120.68(16) . . ?
C00C C00S H00D 109.5 . . ?
C00C C00S H00E 109.5 . . ?
C00C C00S H00H 109.5 . . ?
H00D C00S H00E 109.5 . . ?
H00D C00S H00H 109.5 . . ?
H00E C00S H00H 109.5 . . ?
C00W C00T H00T 119.8 . . ?
C019 C00T H00T 119.8 . . ?
C019 C00T C00W 120.34(16) . . ?
C00H C00U H00U 119.7 . . ?
C00P C00U C00H 120.70(14) . . ?
C00P C00U H00U 119.7 . . ?
C00Y C00V H00V 120.1 . . ?
C015 C00V H00V 120.1 . . ?
C015 C00V C00Y 119.75(17) . . ?
C00T C00W N004 121.06(14) . . ?
C00T C00W C010 118.73(15) . . ?
C010 C00W N004 120.20(15) . . ?
C00L C00X C00C 111.17(13) . . ?
C013 C00X C00C 128.74(15) . . ?
C013 C00X C00L 120.09(15) . . ?
C00R C00Y N004 120.29(15) . . ?
C00R C00Y C00V 119.11(16) . . ?
C00V C00Y N004 120.59(16) . . ?
C00O C00Z H00Z 119.6 . . ?
C00Q C00Z C00O 120.87(14) . . ?
C00Q C00Z H00Z 119.6 . . ?
C00W C010 H010 119.8 . . ?
C011 C010 C00W 120.43(16) . . ?
C011 C010 H010 119.8 . . ?
C010 C011 H011 119.7 . . ?
C010 C011 C018 120.63(16) . . ?
C018 C011 H011 119.7 . . ?
C00R C012 H012 119.9 . . ?
C016 C012 C00R 120.25(17) . . ?
C016 C012 H012 119.9 . . ?
C00X C013 H013 120.5 . . ?
C00X C013 C01A 119.08(17) . . ?
C01A C013 H013 120.5 . . ?
C00L C014 H014 120.7 . . ?
C017 C014 C00L 118.61(17) . . ?
C017 C014 H014 120.7 . . ?
C00V C015 H015 119.6 . . ?
C016 C015 C00V 120.87(17) . . ?
C016 C015 H015 119.6 . . ?
C012 C016 H016 120.3 . . ?
C015 C016 C012 119.35(17) . . ?
C015 C016 H016 120.3 . . ?
C014 C017 H017 119.7 . . ?
C014 C017 C01A 120.64(16) . . ?
C01A C017 H017 119.7 . . ?
C011 C018 H018 120.5 . . ?
C011 C018 C019 119.09(16) . . ?
C019 C018 H018 120.5 . . ?
C00T C019 H019 119.6 . . ?
C018 C019 C00T 120.75(17) . . ?
C018 C019 H019 119.6 . . ?
C013 C01A C017 120.76(16) . . ?
C013 C01A H01A 119.6 . . ?
C017 C01A H01A 119.6 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2019-11-26
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.192
_oxdiff_exptl_absorpt_empirical_full_min 0.760
