# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
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# 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 
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data_ov_gz0325
_database_code_depnum_ccdc_archive 'CCDC 1916014'
loop_
_audit_author_name
_audit_author_address
'Wei Zhang'
;SouthwestUniversity
China
;
_audit_update_record             
;
2019-05-14 deposited with the CCDC.	2019-12-05 downloaded from the CCDC.
;
_audit_creation_date             2019-03-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.07 svn.r3352 for OlexSys, GUI svn.r5261)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(C20 H19 N O2)'
_chemical_formula_sum            'C60 H57 N3 O6'
_chemical_formula_weight         916.08
_chemical_absolute_configuration rm
_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   9.94998(9)
_cell_length_b                   15.87830(14)
_cell_length_c                   31.7019(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5008.55(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12804
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.7820
_cell_measurement_theta_min      3.9340
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.621
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79155
_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    1.215
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1944
_exptl_crystal_size_max          0.2
_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  0.0209
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            21015
_diffrn_reflns_point_group_measured_fraction_full 0.945
_diffrn_reflns_point_group_measured_fraction_max 0.919
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.823
_diffrn_reflns_theta_min         3.941
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.0243
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.676
_reflns_Friedel_fraction_full    0.877
_reflns_Friedel_fraction_max     0.838
_reflns_number_gt                8418
_reflns_number_total             9026
_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    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 3198 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     622
_refine_ls_number_reflns         9026
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0380
_refine_ls_restrained_S_all      1.052
_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)+(0.0560P)²+0.4344P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0969
_refine_ls_wR_factor_ref         0.0996
_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 Ternary CH refined with riding coordinates:
 C15(H15), C35(H35), C56(H56)
2.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C36(H36A,
 H36B), C37(H37A,H37B), C38(H38A,H38B), C39(H39A,H39B), C57(H57A,H57B),
 C58(H58A,H58B), C59(H59A,H59B), C60(H60A,H60B)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), N2(H2A), C22(H22), C23(H23), C24(H24), C25(H25), C30(H30),
 C31(H31), C32(H32), C33(H33), C34(H34), N3(H3A), C42(H42), C43(H43), C44(H44),
 C45(H45), C50(H50), C51(H51), C52(H52), C53(H53), C54(H54)
;
_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
O1 O -0.0696(2) -0.54508(12) -0.03973(5) 0.0634(5) Uani 1 1 d . . . . .
O2 O -0.3703(3) -0.45734(19) -0.03026(7) 0.0918(8) Uani 1 1 d . . . . .
N1 N -0.2178(2) -0.39176(12) -0.10525(6) 0.0529(5) Uani 1 1 d . . . . .
H1 H -0.265060 -0.371553 -0.125579 0.063 Uiso 1 1 calc R . . . .
C1 C -0.1551(3) -0.34433(16) -0.07514(8) 0.0566(6) Uani 1 1 d . . . . .
C2 C -0.1570(4) -0.25678(18) -0.07013(10) 0.0777(9) Uani 1 1 d . . . . .
H2 H -0.207968 -0.222721 -0.087838 0.093 Uiso 1 1 calc R . . . .
C3 C -0.0811(6) -0.2228(2) -0.03822(13) 0.1065(15) Uani 1 1 d . . . . .
H3 H -0.081820 -0.164710 -0.034534 0.128 Uiso 1 1 calc R . . . .
C4 C -0.0031(5) -0.2716(2) -0.01112(12) 0.1071(15) Uani 1 1 d . . . . .
H4 H 0.048615 -0.245919 0.009657 0.128 Uiso 1 1 calc R . . . .
C5 C -0.0030(4) -0.3575(2) -0.01521(10) 0.0851(10) Uani 1 1 d . . . . .
H5 H 0.047621 -0.391052 0.002854 0.102 Uiso 1 1 calc R . . . .
C6 C -0.0811(3) -0.39367(17) -0.04728(8) 0.0596(7) Uani 1 1 d . . . . .
C7 C -0.1083(3) -0.48091(15) -0.05719(7) 0.0505(5) Uani 1 1 d . . . . .
C8 C -0.1936(3) -0.48150(14) -0.09823(7) 0.0459(5) Uani 1 1 d . . . . .
C9 C -0.1006(3) -0.51900(15) -0.13136(7) 0.0474(5) Uani 1 1 d . . . . .
C10 C -0.0184(3) -0.46898(18) -0.15614(8) 0.0595(6) Uani 1 1 d . . . . .
H10 H -0.024359 -0.410671 -0.154065 0.071 Uiso 1 1 calc R . . . .
C11 C 0.0728(3) -0.5047(2) -0.18404(10) 0.0744(8) Uani 1 1 d . . . . .
H11 H 0.126908 -0.470069 -0.200522 0.089 Uiso 1 1 calc R . . . .
C12 C 0.0839(3) -0.5906(2) -0.18754(10) 0.0718(8) Uani 1 1 d . . . . .
H12 H 0.144643 -0.614313 -0.206409 0.086 Uiso 1 1 calc R . . . .
C13 C 0.0042(3) -0.64094(19) -0.16280(9) 0.0650(7) Uani 1 1 d . . . . .
H13 H 0.011470 -0.699186 -0.164832 0.078 Uiso 1 1 calc R . . . .
C14 C -0.0866(3) -0.60609(16) -0.13500(8) 0.0571(6) Uani 1 1 d . . . . .
H14 H -0.139301 -0.641239 -0.118366 0.069 Uiso 1 1 calc R . . . .
C15 C -0.3271(3) -0.53087(16) -0.09422(7) 0.0516(6) Uani 1 1 d . . . . .
H15 H -0.302585 -0.588710 -0.086651 0.062 Uiso 1 1 calc R . . . .
C16 C -0.4156(3) -0.4986(2) -0.05896(8) 0.0655(7) Uani 1 1 d . . . . .
C17 C -0.5609(4) -0.5259(3) -0.05975(12) 0.0960(12) Uani 1 1 d . . . . .
H17A H -0.566957 -0.583349 -0.049550 0.115 Uiso 1 1 calc R . . . .
H17B H -0.611916 -0.490451 -0.040660 0.115 Uiso 1 1 calc R . . . .
C18 C -0.6229(4) -0.5212(3) -0.10288(12) 0.0901(11) Uani 1 1 d . . . . .
H18A H -0.626571 -0.462979 -0.112048 0.108 Uiso 1 1 calc R . . . .
H18B H -0.714021 -0.542777 -0.101829 0.108 Uiso 1 1 calc R . . . .
C19 C -0.5416(3) -0.5720(2) -0.13383(11) 0.0773(9) Uani 1 1 d . . . . .
H19A H -0.584291 -0.570528 -0.161320 0.093 Uiso 1 1 calc R . . . .
H19B H -0.537377 -0.630198 -0.124619 0.093 Uiso 1 1 calc R . . . .
C20 C -0.4006(3) -0.53619(18) -0.13697(8) 0.0602(6) Uani 1 1 d . . . . .
H20A H -0.405523 -0.480207 -0.149124 0.072 Uiso 1 1 calc R . . . .
H20B H -0.348290 -0.571083 -0.155981 0.072 Uiso 1 1 calc R . . . .
O3 O -0.32804(18) -0.76878(10) -0.09051(6) 0.0564(4) Uani 1 1 d . . . . .
O4 O -0.53841(19) -0.85102(13) -0.15045(5) 0.0589(5) Uani 1 1 d . . . . .
N2 N -0.51506(17) -0.87908(10) -0.04054(5) 0.0345(3) Uani 1 1 d . . . . .
H2A H -0.474124 -0.891692 -0.017502 0.041 Uiso 1 1 calc R . . . .
C21 C -0.6186(2) -0.82226(12) -0.04432(6) 0.0371(4) Uani 1 1 d . . . . .
C22 C -0.6940(2) -0.78652(15) -0.01198(8) 0.0495(5) Uani 1 1 d . . . . .
H22 H -0.678562 -0.800492 0.016088 0.059 Uiso 1 1 calc R . . . .
C23 C -0.7931(3) -0.72927(17) -0.02316(9) 0.0606(7) Uani 1 1 d . . . . .
H23 H -0.845102 -0.705042 -0.002013 0.073 Uiso 1 1 calc R . . . .
C24 C -0.8175(3) -0.70691(16) -0.06471(10) 0.0596(6) Uani 1 1 d . . . . .
H24 H -0.884095 -0.667767 -0.070961 0.072 Uiso 1 1 calc R . . . .
C25 C -0.7434(2) -0.74244(15) -0.09677(8) 0.0515(5) Uani 1 1 d . . . . .
H25 H -0.758569 -0.727501 -0.124733 0.062 Uiso 1 1 calc R . . . .
C26 C -0.6451(2) -0.80132(13) -0.08631(7) 0.0397(4) Uani 1 1 d . . . . .
C27 C -0.5556(2) -0.85174(14) -0.11235(6) 0.0395(4) Uani 1 1 d . . . . .
C28 C -0.4859(2) -0.91460(12) -0.08215(6) 0.0356(4) Uani 1 1 d . . . . .
C29 C -0.5589(2) -0.99912(14) -0.08832(6) 0.0426(5) Uani 1 1 d . . . . .
C30 C -0.6679(3) -1.02042(16) -0.06335(8) 0.0560(6) Uani 1 1 d . . . . .
H30 H -0.695766 -0.983234 -0.042435 0.067 Uiso 1 1 calc R . . . .
C31 C -0.7366(4) -1.0955(2) -0.06863(11) 0.0794(9) Uani 1 1 d . . . . .
H31 H -0.808767 -1.108847 -0.051247 0.095 Uiso 1 1 calc R . . . .
C32 C -0.6972(5) -1.1497(2) -0.09956(15) 0.1040(14) Uani 1 1 d . . . . .
H32 H -0.742913 -1.200124 -0.103547 0.125 Uiso 1 1 calc R . . . .
C33 C -0.5907(5) -1.1297(3) -0.12464(16) 0.1205(19) Uani 1 1 d . . . . .
H33 H -0.563080 -1.167484 -0.145298 0.145 Uiso 1 1 calc R . . . .
C34 C -0.5230(4) -1.0543(2) -0.11998(11) 0.0813(10) Uani 1 1 d . . . . .
H34 H -0.453118 -1.040717 -0.138225 0.098 Uiso 1 1 calc R . . . .
C35 C -0.3336(2) -0.92029(13) -0.09028(6) 0.0392(4) Uani 1 1 d . . . . .
H35 H -0.322357 -0.945639 -0.118243 0.047 Uiso 1 1 calc R . . . .
C36 C -0.2609(2) -0.97811(15) -0.05878(8) 0.0506(5) Uani 1 1 d . . . . .
H36A H -0.277133 -0.957975 -0.030347 0.061 Uiso 1 1 calc R . . . .
H36B H -0.297636 -1.034528 -0.060932 0.061 Uiso 1 1 calc R . . . .
C37 C -0.1095(3) -0.98147(16) -0.06666(10) 0.0589(6) Uani 1 1 d . . . . .
H37A H -0.067626 -1.016961 -0.045508 0.071 Uiso 1 1 calc R . . . .
H37B H -0.092723 -1.006453 -0.094087 0.071 Uiso 1 1 calc R . . . .
C38 C -0.0475(3) -0.89533(18) -0.06515(11) 0.0679(7) Uani 1 1 d . . . . .
H38A H 0.047600 -0.899409 -0.071609 0.082 Uiso 1 1 calc R . . . .
H38B H -0.056467 -0.872422 -0.036923 0.082 Uiso 1 1 calc R . . . .
C39 C -0.1152(3) -0.83640(18) -0.09666(10) 0.0654(7) Uani 1 1 d . . . . .
H39A H -0.080045 -0.779926 -0.092841 0.078 Uiso 1 1 calc R . . . .
H39B H -0.092927 -0.854397 -0.125052 0.078 Uiso 1 1 calc R . . . .
C40 C -0.2664(2) -0.83439(14) -0.09187(7) 0.0438(5) Uani 1 1 d . . . . .
O5 O -0.55787(17) -0.82890(11) -0.34147(5) 0.0490(4) Uani 1 1 d . . . . .
O6 O -0.53048(18) -0.95580(12) -0.26401(6) 0.0618(5) Uani 1 1 d . . . . .
N3 N -0.52586(18) -0.77346(13) -0.23404(6) 0.0463(4) Uani 1 1 d . . . . .
H3A H -0.550002 -0.763867 -0.208443 0.056 Uiso 1 1 calc R . . . .
C41 C -0.3959(2) -0.77562(15) -0.24775(7) 0.0470(5) Uani 1 1 d . . . . .
C42 C -0.2797(3) -0.7595(2) -0.22453(11) 0.0718(8) Uani 1 1 d . . . . .
H42 H -0.283398 -0.747968 -0.195793 0.086 Uiso 1 1 calc R . . . .
C43 C -0.1592(3) -0.7613(3) -0.24590(15) 0.0960(13) Uani 1 1 d . . . . .
H43 H -0.080634 -0.749763 -0.231117 0.115 Uiso 1 1 calc R . . . .
C44 C -0.1504(3) -0.7798(2) -0.28855(15) 0.0893(12) Uani 1 1 d . . . . .
H44 H -0.066846 -0.780842 -0.301708 0.107 Uiso 1 1 calc R . . . .
C45 C -0.2639(3) -0.79637(18) -0.31134(11) 0.0625(7) Uani 1 1 d . . . . .
H45 H -0.258843 -0.809292 -0.339909 0.075 Uiso 1 1 calc R . . . .
C46 C -0.3869(2) -0.79348(14) -0.29081(7) 0.0449(5) Uani 1 1 d . . . . .
C47 C -0.5217(2) -0.80971(13) -0.30604(6) 0.0380(4) Uani 1 1 d . . . . .
C48 C -0.61816(19) -0.78969(13) -0.26886(6) 0.0370(4) Uani 1 1 d . . . . .
C50 C -0.7934(2) -0.71072(16) -0.31233(8) 0.0481(5) Uani 1 1 d . . . . .
H50 H -0.821231 -0.762249 -0.323187 0.058 Uiso 1 1 calc R . . . .
C51 C -0.8542(3) -0.63715(17) -0.32591(9) 0.0578(6) Uani 1 1 d . . . . .
H51 H -0.923357 -0.639738 -0.345607 0.069 Uiso 1 1 calc R . . . .
C52 C -0.8137(3) -0.56078(17) -0.31066(9) 0.0563(6) Uani 1 1 d . . . . .
H52 H -0.855980 -0.511686 -0.319584 0.068 Uiso 1 1 calc R . . . .
C53 C -0.7101(3) -0.55691(16) -0.28208(9) 0.0568(6) Uani 1 1 d . . . . .
H53 H -0.680689 -0.504889 -0.272272 0.068 Uiso 1 1 calc R . . . .
C54 C -0.6494(2) -0.62979(15) -0.26781(7) 0.0476(5) Uani 1 1 d . . . . .
H54 H -0.580184 -0.626394 -0.248171 0.057 Uiso 1 1 calc R . . . .
C55 C -0.6906(2) -0.70807(14) -0.28248(6) 0.0383(4) Uani 1 1 d . . . . .
C56 C -0.7162(2) -0.86176(14) -0.25900(7) 0.0419(5) Uani 1 1 d . . . . .
H56 H -0.775768 -0.866930 -0.283494 0.050 Uiso 1 1 calc R . . . .
C57 C -0.8066(2) -0.84180(18) -0.22101(8) 0.0554(6) Uani 1 1 d . . . . .
H57A H -0.750740 -0.828773 -0.196781 0.067 Uiso 1 1 calc R . . . .
H57B H -0.860614 -0.792530 -0.227283 0.067 Uiso 1 1 calc R . . . .
C58 C -0.8987(3) -0.9153(2) -0.21020(11) 0.0724(8) Uani 1 1 d . . . . .
H58A H -0.953200 -0.900856 -0.185881 0.087 Uiso 1 1 calc R . . . .
H58B H -0.958545 -0.926260 -0.233726 0.087 Uiso 1 1 calc R . . . .
C59 C -0.8174(4) -0.9933(2) -0.20070(13) 0.0907(11) Uani 1 1 d . . . . .
H59A H -0.877354 -1.039353 -0.193549 0.109 Uiso 1 1 calc R . . . .
H59B H -0.759318 -0.982912 -0.176698 0.109 Uiso 1 1 calc R . . . .
C60 C -0.7322(4) -1.01764(19) -0.23909(14) 0.0848(10) Uani 1 1 d . . . . .
H60A H -0.675283 -1.065013 -0.231744 0.102 Uiso 1 1 calc R . . . .
H60B H -0.791126 -1.035308 -0.261802 0.102 Uiso 1 1 calc R . . . .
C61 C -0.6455(2) -0.94598(16) -0.25424(8) 0.0502(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7 1.222(3) . ?
O2 C16 1.208(4) . ?
N1 C1 1.367(3) . ?
N1 C8 1.462(3) . ?
C1 C2 1.399(4) . ?
C1 C6 1.391(4) . ?
C2 C3 1.373(5) . ?
C3 C4 1.392(6) . ?
C4 C5 1.371(5) . ?
C5 C6 1.402(4) . ?
C6 C7 1.446(3) . ?
C7 C8 1.554(3) . ?
C8 C9 1.521(4) . ?
C8 C15 1.547(3) . ?
C9 C10 1.385(4) . ?
C9 C14 1.395(3) . ?
C10 C11 1.388(4) . ?
C11 C12 1.373(5) . ?
C12 C13 1.373(5) . ?
C13 C14 1.378(4) . ?
C15 C16 1.512(4) . ?
C15 C20 1.543(3) . ?
C16 C17 1.510(5) . ?
C17 C18 1.502(5) . ?
C18 C19 1.506(5) . ?
C19 C20 1.517(4) . ?
O3 C40 1.210(3) . ?
O4 C27 1.220(2) . ?
N2 C21 1.375(3) . ?
N2 C28 1.464(2) . ?
C21 C22 1.391(3) . ?
C21 C26 1.397(3) . ?
C22 C23 1.387(4) . ?
C23 C24 1.386(4) . ?
C24 C25 1.377(4) . ?
C25 C26 1.393(3) . ?
C26 C27 1.454(3) . ?
C27 C28 1.547(3) . ?
C28 C29 1.539(3) . ?
C28 C35 1.539(3) . ?
C29 C30 1.385(3) . ?
C29 C34 1.379(3) . ?
C30 C31 1.385(4) . ?
C31 C32 1.361(5) . ?
C32 C33 1.362(6) . ?
C33 C34 1.381(5) . ?
C35 C36 1.538(3) . ?
C35 C40 1.520(3) . ?
C36 C37 1.528(3) . ?
C37 C38 1.501(4) . ?
C38 C39 1.525(4) . ?
C39 C40 1.513(3) . ?
O5 C47 1.218(3) . ?
O6 C61 1.196(3) . ?
N3 C41 1.365(3) . ?
N3 C48 1.459(3) . ?
C41 C42 1.394(3) . ?
C41 C46 1.397(3) . ?
C42 C43 1.377(5) . ?
C43 C44 1.386(6) . ?
C44 C45 1.367(5) . ?
C45 C46 1.387(3) . ?
C46 C47 1.449(3) . ?
C47 C48 1.553(3) . ?
C48 C55 1.544(3) . ?
C48 C56 1.536(3) . ?
C50 C51 1.384(3) . ?
C50 C55 1.394(3) . ?
C51 C52 1.366(4) . ?
C52 C53 1.373(4) . ?
C53 C54 1.382(4) . ?
C54 C55 1.389(3) . ?
C56 C57 1.536(3) . ?
C56 C61 1.519(3) . ?
C57 C58 1.523(4) . ?
C58 C59 1.510(5) . ?
C59 C60 1.533(5) . ?
C60 C61 1.507(4) . ?

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
C1 N1 C8 110.84(19) . . ?
N1 C1 C2 128.4(3) . . ?
N1 C1 C6 112.0(2) . . ?
C6 C1 C2 119.6(3) . . ?
C3 C2 C1 117.8(3) . . ?
C2 C3 C4 122.9(3) . . ?
C5 C4 C3 119.7(3) . . ?
C4 C5 C6 118.4(3) . . ?
C1 C6 C5 121.5(3) . . ?
C1 C6 C7 107.6(2) . . ?
C5 C6 C7 130.8(3) . . ?
O1 C7 C6 129.9(2) . . ?
O1 C7 C8 123.1(2) . . ?
C6 C7 C8 106.87(19) . . ?
N1 C8 C7 102.20(17) . . ?
N1 C8 C9 112.10(19) . . ?
N1 C8 C15 111.4(2) . . ?
C9 C8 C7 104.4(2) . . ?
C9 C8 C15 112.37(19) . . ?
C15 C8 C7 113.79(18) . . ?
C10 C9 C8 121.8(2) . . ?
C10 C9 C14 117.5(3) . . ?
C14 C9 C8 120.4(2) . . ?
C9 C10 C11 120.9(3) . . ?
C12 C11 C10 120.7(3) . . ?
C13 C12 C11 119.1(3) . . ?
C12 C13 C14 120.7(3) . . ?
C13 C14 C9 121.1(3) . . ?
C16 C15 C8 112.9(2) . . ?
C16 C15 C20 113.1(2) . . ?
C20 C15 C8 111.25(19) . . ?
O2 C16 C15 121.6(3) . . ?
O2 C16 C17 121.7(3) . . ?
C17 C16 C15 116.6(3) . . ?
C18 C17 C16 113.2(3) . . ?
C17 C18 C19 110.2(3) . . ?
C18 C19 C20 109.8(3) . . ?
C19 C20 C15 113.7(2) . . ?
C21 N2 C28 108.85(15) . . ?
N2 C21 C22 127.4(2) . . ?
N2 C21 C26 112.35(17) . . ?
C22 C21 C26 120.2(2) . . ?
C23 C22 C21 117.5(2) . . ?
C24 C23 C22 122.3(2) . . ?
C25 C24 C23 120.2(2) . . ?
C24 C25 C26 118.4(2) . . ?
C21 C26 C27 107.13(18) . . ?
C25 C26 C21 121.2(2) . . ?
C25 C26 C27 131.6(2) . . ?
O4 C27 C26 130.0(2) . . ?
O4 C27 C28 123.8(2) . . ?
C26 C27 C28 106.16(16) . . ?
N2 C28 C27 102.72(16) . . ?
N2 C28 C29 110.92(16) . . ?
N2 C28 C35 111.64(17) . . ?
C29 C28 C27 105.79(17) . . ?
C29 C28 C35 113.09(17) . . ?
C35 C28 C27 112.05(16) . . ?
C30 C29 C28 120.67(19) . . ?
C34 C29 C28 121.6(2) . . ?
C34 C29 C30 117.6(2) . . ?
C31 C30 C29 121.8(2) . . ?
C32 C31 C30 119.3(3) . . ?
C31 C32 C33 119.8(3) . . ?
C32 C33 C34 121.2(3) . . ?
C29 C34 C33 120.1(3) . . ?
C36 C35 C28 112.93(17) . . ?
C40 C35 C28 112.71(18) . . ?
C40 C35 C36 110.49(18) . . ?
C37 C36 C35 112.3(2) . . ?
C38 C37 C36 111.6(2) . . ?
C37 C38 C39 110.9(2) . . ?
C40 C39 C38 112.7(2) . . ?
O3 C40 C35 123.3(2) . . ?
O3 C40 C39 121.7(2) . . ?
C39 C40 C35 115.0(2) . . ?
C41 N3 C48 110.57(17) . . ?
N3 C41 C42 127.8(2) . . ?
N3 C41 C46 112.13(19) . . ?
C42 C41 C46 120.0(2) . . ?
C43 C42 C41 117.3(3) . . ?
C42 C43 C44 122.7(3) . . ?
C45 C44 C43 120.2(3) . . ?
C44 C45 C46 118.4(3) . . ?
C41 C46 C47 107.61(19) . . ?
C45 C46 C41 121.5(2) . . ?
C45 C46 C47 130.9(2) . . ?
O5 C47 C46 128.7(2) . . ?
O5 C47 C48 124.65(19) . . ?
C46 C47 C48 106.42(17) . . ?
N3 C48 C47 102.79(16) . . ?
N3 C48 C55 110.91(18) . . ?
N3 C48 C56 112.19(17) . . ?
C55 C48 C47 104.34(15) . . ?
C56 C48 C47 113.24(17) . . ?
C56 C48 C55 112.69(16) . . ?
C51 C50 C55 120.4(2) . . ?
C52 C51 C50 120.6(2) . . ?
C51 C52 C53 119.6(2) . . ?
C52 C53 C54 120.4(2) . . ?
C53 C54 C55 120.7(2) . . ?
C50 C55 C48 120.45(19) . . ?
C54 C55 C48 121.32(18) . . ?
C54 C55 C50 118.1(2) . . ?
C57 C56 C48 112.17(19) . . ?
C61 C56 C48 112.44(17) . . ?
C61 C56 C57 112.02(19) . . ?
C58 C57 C56 111.7(2) . . ?
C59 C58 C57 110.6(2) . . ?
C58 C59 C60 110.2(3) . . ?
C61 C60 C59 112.3(3) . . ?
O6 C61 C56 122.2(2) . . ?
O6 C61 C60 122.1(2) . . ?
C60 C61 C56 115.6(2) . . ?

_shelx_SHELXL_version_number     2017/1

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: ????????'
####################################################################### 
# 
# 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_gz190604_lfy
_database_code_depnum_ccdc_archive 'CCDC 1921830'
loop_
_audit_author_name
_audit_author_address
'Fo-Yun Lu'
;southwest university
China
;
_audit_update_record             
;
2019-06-10 deposited with the CCDC.	2019-12-05 downloaded from the CCDC.
;
_audit_creation_date             2019-06-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.07 svn.r3352 for OlexSys, GUI svn.r5261)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C20 H16.55 Cl N O2), 0.5(C20 H18 Cl N O2)'
_chemical_formula_sum            'C20 H17.27 Cl N O2'
_chemical_formula_weight         339.07
_chemical_absolute_configuration rm
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 N1 Cl1'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.00050(10)
_cell_length_b                   15.08900(10)
_cell_length_c                   23.6172(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3563.78(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    19779
_cell_measurement_temperature    278(30)
_cell_measurement_theta_max      71.4920
_cell_measurement_theta_min      4.7390
_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  0.60095
_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 yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1418
_exptl_crystal_size_max          0.2
_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  0.0395
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            40048
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.881
_diffrn_reflns_theta_min         3.476
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      278(30)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0243
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -53.00  31.00   1.00    1.00    --  -35.97  57.00 -30.00   84
  2  ω   -105.00  33.00   1.00    1.00    --  -35.97   0.00 150.00  138
  3  ω    -53.00  31.00   1.00    1.00    --  -35.97  57.00-180.00   84
  4  ω    -33.00  55.00   1.00    1.00    --   35.97 -38.00  60.00   88
  5  ω     24.00  90.00   1.00    1.00    --   35.97-126.00 120.00   66
  6  ω     24.00  90.00   1.00    1.00    --   35.97-126.00  60.00   66
  7  ω     24.00  90.00   1.00    1.00    --   35.97-126.00 -60.00   66
  8  ω     24.00  90.00   1.00    1.00    --   35.97-126.00-120.00   66
  9  ω     38.00 129.00   1.00    2.15    --  107.97 -30.00 120.00   91
 10  ω     40.00 125.00   1.00    2.15    --  107.97 -45.00  60.00   85
 11  ω     40.00 135.00   1.00    2.15    --  107.97 -77.00 120.00   95
 12  ω     38.00 112.00   1.00    2.15    --  107.97-112.00 120.00   74
 13  ω     39.00 110.00   1.00    2.15    --  107.97 -95.00 -90.00   71
 14  ω     39.00 110.00   1.00    2.15    --  107.97 -95.00-180.00   71
 15  ω     41.00 126.00   1.00    2.15    --  107.97 -61.00-120.00   85
 16  ω     39.00 110.00   1.00    2.15    --  107.97 -95.00  30.00   71
 17  ω     40.00 125.00   1.00    2.15    --  107.97 -45.00-120.00   85
 18  ω     87.00 178.00   1.00    2.15    --  107.97  30.00  60.00   91
 19  ω     40.00 125.00   1.00    2.15    --  107.97 -45.00 -30.00   85
 20  ω     38.00 112.00   1.00    2.15    --  107.97-112.00   0.00   74
 21  ω     39.00 110.00   1.00    2.15    --  107.97 -95.00 150.00   71
 22  ω     39.00 177.00   1.00    2.15    --  107.97   0.00   0.00  138
 23  ω   -103.00 -19.00   1.00    1.00    --  -35.97 -57.00  30.00   84
 24  ω   -103.00 -19.00   1.00    1.00    --  -35.97 -57.00 120.00   84
 25  ω     17.00 105.00   1.00    1.00    --   35.97  38.00  60.00   88
 26  ω      9.00 104.00   1.00    1.00    --   35.97  77.00  60.00   95
 27  ω      9.00 104.00   1.00    1.00    --   35.97  77.00-150.00   95
 28  ω      9.00 104.00   1.00    1.00    --   35.97  77.00 -60.00   95
 29  ω     70.00 155.00   1.00    2.15    --  107.97  15.00-180.00   85
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1280650000
_diffrn_orient_matrix_UB_12      -0.0565457000
_diffrn_orient_matrix_UB_13      -0.0032411000
_diffrn_orient_matrix_UB_21      0.0856659000
_diffrn_orient_matrix_UB_22      0.0846190000
_diffrn_orient_matrix_UB_23      0.0041750000
_diffrn_orient_matrix_UB_31      0.0008491000
_diffrn_orient_matrix_UB_32      -0.0082340000
_diffrn_orient_matrix_UB_33      0.0649990000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.775
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.989
_reflns_number_gt                6632
_reflns_number_total             6958
_reflns_odcompleteness_completeness 99.94
_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         0.213
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 
;
 Flack x determined using 2712 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.005(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     467
_refine_ls_number_reflns         6958
_refine_ls_number_restraints     66
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0376
_refine_ls_restrained_S_all      1.053
_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)+(0.0550P)²+0.4360P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1011
_refine_ls_wR_factor_ref         0.1034
_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. Uiso/Uaniso restraints and constraints
C37 \\sim C0AA \\sim C38 \\sim C1AA \\sim C39 \\sim C0 \\sim C36: within 1.7A
with sigma of 0.004 and sigma for terminal atoms of 0.008
3. Others
 Sof(H36A)=Sof(C0AA)=Sof(H0AA)=Sof(H0AB)=Sof(C1AA)=Sof(H1AA)=Sof(H1AB)=Sof(C0)=
 Sof(H0)=1-FVAR(1)
 Sof(H36)=Sof(C39)=Sof(H39A)=Sof(H39B)=Sof(C38)=Sof(H38A)=Sof(H38B)=Sof(C37)=
 Sof(H37A)=Sof(H37B)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C15(H15), C35(H35)
4.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C17(H17A,H17B), C39(H39A,H39B), C19(H19A,H19B), C38(H38A,
 H38B), C37(H37A,H37B), C18(H18A,H18B), C0AA(H0AA,H0AB), C1AA(H1AA,H1AB)
4.c Aromatic/amide H refined with riding coordinates:
 N2(H2), N1(H1), C22(H22), C25(H25), C2(H2A), C10(H10), C30(H30), C23(H23),
 C5(H5), C3(H3), C34(H34), C33(H33), C14(H14), C32(H32), C11(H11), C31(H31),
 C12(H12), C13(H13), C0(H0)
;
_atom_sites_solution_hydrogens   mixed
_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
Cl2 Cl 1.12764(8) 0.56473(7) 0.66393(4) 0.0817(3) Uani 1 1 d . . . . .
Cl1 Cl 0.82079(13) 0.83514(6) 0.86596(6) 0.1079(4) Uani 1 1 d . . . . .
O1 O 0.7221(2) 0.46079(13) 0.89227(7) 0.0595(5) Uani 1 1 d . . . . .
O4 O 0.55761(19) 0.51037(17) 0.63827(7) 0.0633(6) Uani 1 1 d . . . . .
N2 N 0.6982(2) 0.48725(14) 0.50287(7) 0.0434(4) Uani 1 1 d . . . . .
H2 H 0.700413 0.470027 0.468171 0.052 Uiso 1 1 calc R . . . .
N1 N 0.6304(2) 0.51414(14) 0.75330(7) 0.0475(5) Uani 1 1 d . . . . .
H1 H 0.611763 0.503859 0.718367 0.057 Uiso 1 1 calc R . . . .
O3 O 0.6274(3) 0.33604(16) 0.57718(11) 0.0793(7) Uani 1 1 d . . . . .
O2 O 0.8983(2) 0.44377(17) 0.78436(12) 0.0786(7) Uani 1 1 d . . . . .
C21 C 0.8084(2) 0.50324(15) 0.53567(9) 0.0412(5) Uani 1 1 d . . . . .
C29 C 0.5122(2) 0.59395(16) 0.52243(10) 0.0422(5) Uani 1 1 d . . . . .
C8 C 0.6227(2) 0.44861(15) 0.79812(8) 0.0389(5) Uani 1 1 d . . . . .
C26 C 0.7750(3) 0.51593(17) 0.59260(9) 0.0450(5) Uani 1 1 d . . . . .
C1 C 0.6709(2) 0.59344(17) 0.77361(10) 0.0458(5) Uani 1 1 d . . . . .
C7 C 0.6931(2) 0.49663(16) 0.84778(9) 0.0427(5) Uani 1 1 d . . . . .
C27 C 0.6297(3) 0.50893(19) 0.59671(9) 0.0463(5) Uani 1 1 d . . . . .
C28 C 0.5765(2) 0.50363(17) 0.53525(8) 0.0402(5) Uani 1 1 d . . . . .
C9 C 0.4777(2) 0.43210(18) 0.81725(9) 0.0455(5) Uani 1 1 d . . . . .
C22 C 0.9425(3) 0.50734(18) 0.51874(11) 0.0507(6) Uani 1 1 d . . . . .
H22 H 0.966661 0.498039 0.481178 0.061 Uiso 1 1 calc R . . . .
C6 C 0.7097(3) 0.58804(16) 0.83036(10) 0.0459(5) Uani 1 1 d . . . . .
C25 C 0.8721(3) 0.53304(19) 0.63328(11) 0.0521(6) Uani 1 1 d . . . . .
H25 H 0.849610 0.540484 0.671188 0.063 Uiso 1 1 calc R . . . .
C15 C 0.6941(3) 0.36179(16) 0.78232(10) 0.0442(5) Uani 1 1 d . . . . .
H15 H 0.681671 0.320809 0.814073 0.053 Uiso 1 1 calc R . . . .
C2 C 0.6806(3) 0.67474(19) 0.74461(13) 0.0591(7) Uani 1 1 d . . . . .
H2A H 0.657075 0.679501 0.706643 0.071 Uiso 1 1 calc R . . . .
C10 C 0.3707(3) 0.4745(2) 0.79167(14) 0.0598(7) Uani 1 1 d . . . . .
H10 H 0.386198 0.513097 0.761689 0.072 Uiso 1 1 calc R . . . .
C35 C 0.4737(3) 0.42861(17) 0.52751(11) 0.0488(6) Uani 1 1 d . . . . .
H35 H 0.398322 0.442308 0.552559 0.059 Uiso 1 1 calc R . . . .
C16 C 0.8434(3) 0.3742(2) 0.77481(12) 0.0575(6) Uani 1 1 d . . . . .
C30 C 0.5497(3) 0.64555(19) 0.47684(13) 0.0556(6) Uani 1 1 d . . . . .
H30 H 0.618572 0.626708 0.453270 0.067 Uiso 1 1 calc R . . . .
C24 C 1.0023(3) 0.53855(18) 0.61547(13) 0.0550(6) Uani 1 1 d . . . . .
C20 C 0.6357(3) 0.3167(2) 0.72960(12) 0.0601(7) Uani 1 1 d . . . . .
H20A H 0.541639 0.304475 0.735880 0.072 Uiso 1 1 calc R . . . .
H20B H 0.642729 0.356658 0.697569 0.072 Uiso 1 1 calc R . . . .
C40 C 0.5298(3) 0.3402(2) 0.54699(15) 0.0639(7) Uani 1 1 d . . . . .
C23 C 1.0374(3) 0.52549(19) 0.55924(13) 0.0559(6) Uani 1 1 d . . . . .
H23 H 1.126892 0.529095 0.548748 0.067 Uiso 1 1 calc R . . . .
C4 C 0.7645(3) 0.7399(2) 0.83118(16) 0.0676(8) Uani 1 1 d . . . . .
C5 C 0.7578(3) 0.66145(19) 0.85965(13) 0.0578(6) Uani 1 1 d . . . . .
H5 H 0.784536 0.657132 0.897265 0.069 Uiso 1 1 calc R . . . .
C3 C 0.7263(3) 0.7467(2) 0.77450(17) 0.0698(9) Uani 1 1 d . . . . .
H3 H 0.731861 0.801431 0.756506 0.084 Uiso 1 1 calc R . . . .
C34 C 0.4082(3) 0.6243(2) 0.55680(13) 0.0599(7) Uani 1 1 d . . . . .
H34 H 0.380911 0.590532 0.587661 0.072 Uiso 1 1 calc R . . . .
C33 C 0.3454(3) 0.7039(2) 0.54543(18) 0.0767(9) Uani 1 1 d . . . . .
H33 H 0.276784 0.723556 0.568830 0.092 Uiso 1 1 calc R . . . .
C14 C 0.4515(3) 0.3748(3) 0.86217(13) 0.0702(8) Uani 1 1 d . . . . .
H14 H 0.521424 0.345300 0.880008 0.084 Uiso 1 1 calc R . . . .
C32 C 0.3840(4) 0.7541(2) 0.4996(2) 0.0845(11) Uani 1 1 d . . . . .
H32 H 0.341114 0.807376 0.491746 0.101 Uiso 1 1 calc R . . . .
C36 C 0.4177(4) 0.4267(3) 0.46674(16) 0.0777(9) Uani 1 1 d . U . . .
H36 H 0.372(8) 0.489(6) 0.462(3) 0.093 Uiso 0.547(16) 1 d R . P A 1
H36A H 0.492(10) 0.421(7) 0.441(4) 0.093 Uiso 0.453(16) 1 d R . P A 2
C11 C 0.2404(3) 0.4601(3) 0.81020(18) 0.0790(10) Uani 1 1 d . . . . .
H11 H 0.169534 0.488392 0.792271 0.095 Uiso 1 1 calc R . . . .
C31 C 0.4858(4) 0.7250(2) 0.46594(18) 0.0783(10) Uani 1 1 d . . . . .
H31 H 0.512571 0.759138 0.435171 0.094 Uiso 1 1 calc R . . . .
C12 C 0.2165(4) 0.4046(3) 0.85450(18) 0.0873(12) Uani 1 1 d . . . . .
H12 H 0.129518 0.395866 0.867252 0.105 Uiso 1 1 calc R . . . .
C13 C 0.3207(4) 0.3617(3) 0.88031(16) 0.0923(13) Uani 1 1 d . . . . .
H13 H 0.303796 0.323294 0.910284 0.111 Uiso 1 1 calc R . . . .
C17 C 0.9179(4) 0.2932(3) 0.7563(2) 0.0981(14) Uani 1 1 d . . . . .
H17A H 0.921680 0.251611 0.787550 0.118 Uiso 1 1 calc R . . . .
H17B H 1.008882 0.309730 0.746781 0.118 Uiso 1 1 calc R . . . .
C39 C 0.4474(13) 0.2575(8) 0.5200(6) 0.076(2) Uani 0.547(16) 1 d . U P A 1
H39A H 0.503165 0.205056 0.522318 0.091 Uiso 0.547(16) 1 calc R . P A 1
H39B H 0.369140 0.246958 0.543366 0.091 Uiso 0.547(16) 1 calc R . P A 1
C19 C 0.7074(4) 0.2309(2) 0.71580(17) 0.0815(10) Uani 1 1 d . . . . .
H19A H 0.696949 0.189607 0.746969 0.098 Uiso 1 1 calc R . . . .
H19B H 0.667931 0.204436 0.682302 0.098 Uiso 1 1 calc R . . . .
C38 C 0.4014(11) 0.2682(7) 0.4588(5) 0.0812(18) Uani 0.547(16) 1 d . U P A 1
H38A H 0.478604 0.266680 0.433985 0.097 Uiso 0.547(16) 1 calc R . P A 1
H38B H 0.343598 0.219039 0.448766 0.097 Uiso 0.547(16) 1 calc R . P A 1
C37 C 0.3287(15) 0.3522(8) 0.4502(5) 0.0831(18) Uani 0.547(16) 1 d . U P A 1
H37A H 0.248209 0.352897 0.473134 0.100 Uiso 0.547(16) 1 calc R . P A 1
H37B H 0.302963 0.358069 0.410781 0.100 Uiso 0.547(16) 1 calc R . P A 1
C18 C 0.8543(5) 0.2480(3) 0.7056(2) 0.1051(15) Uani 1 1 d . . . . .
H18A H 0.864832 0.285092 0.672345 0.126 Uiso 1 1 calc R . . . .
H18B H 0.899493 0.192182 0.698416 0.126 Uiso 1 1 calc R . . . .
C0AA C 0.3276(18) 0.3379(10) 0.4661(6) 0.0812(17) Uani 0.453(16) 1 d . U P A 2
H0AA H 0.253988 0.344770 0.492469 0.097 Uiso 0.453(16) 1 calc R . P A 2
H0AB H 0.290107 0.329835 0.428545 0.097 Uiso 0.453(16) 1 calc R . P A 2
C1AA C 0.4114(13) 0.2530(7) 0.4827(7) 0.0782(19) Uani 0.453(16) 1 d . U P A 2
H1AA H 0.355325 0.200723 0.479772 0.094 Uiso 0.453(16) 1 calc R . P A 2
H1AB H 0.485622 0.246102 0.456585 0.094 Uiso 0.453(16) 1 calc R . P A 2
C0 C 0.4631(15) 0.2611(10) 0.5412(6) 0.074(2) Uani 0.453(16) 1 d . U P A 2
H0 H 0.452108 0.219132 0.569703 0.089 Uiso 0.453(16) 1 calc R . P 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
Cl2 C24 1.743(3) . ?
Cl1 C4 1.748(3) . ?
O1 C7 1.217(3) . ?
O4 C27 1.218(3) . ?
N2 H2 0.8600 . ?
N2 C21 1.368(3) . ?
N2 C28 1.458(3) . ?
N1 H1 0.8600 . ?
N1 C8 1.451(3) . ?
N1 C1 1.351(3) . ?
O3 C40 1.210(4) . ?
O2 C16 1.207(4) . ?
C21 C26 1.398(3) . ?
C21 C22 1.401(3) . ?
C29 C28 1.537(3) . ?
C29 C30 1.381(4) . ?
C29 C34 1.396(4) . ?
C8 C7 1.548(3) . ?
C8 C9 1.539(3) . ?
C8 C15 1.538(3) . ?
C26 C27 1.460(4) . ?
C26 C25 1.391(4) . ?
C1 C6 1.398(3) . ?
C1 C2 1.408(4) . ?
C7 C6 1.449(3) . ?
C27 C28 1.548(3) . ?
C28 C35 1.541(3) . ?
C9 C10 1.385(4) . ?
C9 C14 1.394(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.375(4) . ?
C6 C5 1.392(4) . ?
C25 H25 0.9300 . ?
C25 C24 1.370(4) . ?
C15 H15 0.9800 . ?
C15 C16 1.514(4) . ?
C15 C20 1.535(3) . ?
C2 H2A 0.9300 . ?
C2 C3 1.373(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.392(5) . ?
C35 H35 0.9800 . ?
C35 C40 1.518(4) . ?
C35 C36 1.541(4) . ?
C16 C17 1.496(5) . ?
C30 H30 0.9300 . ?
C30 C31 1.383(4) . ?
C24 C23 1.388(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C19 1.515(5) . ?
C40 C39 1.626(12) . ?
C40 C0 1.375(14) . ?
C23 H23 0.9300 . ?
C4 C5 1.363(5) . ?
C4 C3 1.396(5) . ?
C5 H5 0.9300 . ?
C3 H3 0.9300 . ?
C34 H34 0.9300 . ?
C34 C33 1.381(5) . ?
C33 H33 0.9300 . ?
C33 C32 1.376(6) . ?
C14 H14 0.9300 . ?
C14 C13 1.390(5) . ?
C32 H32 0.9300 . ?
C32 C31 1.365(6) . ?
C36 H36 1.06(8) . ?
C36 H36A 0.97(10) . ?
C36 C37 1.486(12) . ?
C36 C0AA 1.614(15) . ?
C11 H11 0.9300 . ?
C11 C12 1.361(6) . ?
C31 H31 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.370(6) . ?
C13 H13 0.9300 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.518(6) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C39 C38 1.526(11) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C18 1.512(6) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C37 1.474(15) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C0AA H0AA 0.9700 . ?
C0AA H0AB 0.9700 . ?
C0AA C1AA 1.581(18) . ?
C1AA H1AA 0.9700 . ?
C1AA H1AB 0.9700 . ?
C1AA C0 1.482(13) . ?
C0 H0 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
C21 N2 H2 124.9 . . ?
C21 N2 C28 110.18(17) . . ?
C28 N2 H2 124.9 . . ?
C8 N1 H1 124.4 . . ?
C1 N1 H1 124.4 . . ?
C1 N1 C8 111.15(18) . . ?
N2 C21 C26 112.1(2) . . ?
N2 C21 C22 128.1(2) . . ?
C26 C21 C22 119.8(2) . . ?
C30 C29 C28 122.7(2) . . ?
C30 C29 C34 118.1(3) . . ?
C34 C29 C28 119.2(2) . . ?
N1 C8 C7 102.08(18) . . ?
N1 C8 C9 112.0(2) . . ?
N1 C8 C15 112.25(18) . . ?
C9 C8 C7 106.39(18) . . ?
C15 C8 C7 111.77(19) . . ?
C15 C8 C9 111.8(2) . . ?
C21 C26 C27 107.0(2) . . ?
C25 C26 C21 121.5(2) . . ?
C25 C26 C27 131.5(2) . . ?
N1 C1 C6 111.8(2) . . ?
N1 C1 C2 128.3(2) . . ?
C6 C1 C2 119.8(3) . . ?
O1 C7 C8 123.7(2) . . ?
O1 C7 C6 129.9(2) . . ?
C6 C7 C8 106.42(18) . . ?
O4 C27 C26 129.9(2) . . ?
O4 C27 C28 123.6(2) . . ?
C26 C27 C28 106.44(19) . . ?
N2 C28 C29 113.35(18) . . ?
N2 C28 C27 102.37(18) . . ?
N2 C28 C35 111.7(2) . . ?
C29 C28 C27 106.42(19) . . ?
C29 C28 C35 110.38(19) . . ?
C35 C28 C27 112.24(19) . . ?
C10 C9 C8 121.7(2) . . ?
C10 C9 C14 118.2(3) . . ?
C14 C9 C8 120.1(2) . . ?
C21 C22 H22 121.0 . . ?
C23 C22 C21 118.1(2) . . ?
C23 C22 H22 121.0 . . ?
C1 C6 C7 107.2(2) . . ?
C5 C6 C1 121.7(2) . . ?
C5 C6 C7 131.0(2) . . ?
C26 C25 H25 121.2 . . ?
C24 C25 C26 117.6(2) . . ?
C24 C25 H25 121.2 . . ?
C8 C15 H15 107.0 . . ?
C16 C15 C8 112.4(2) . . ?
C16 C15 H15 107.0 . . ?
C16 C15 C20 109.6(2) . . ?
C20 C15 C8 113.4(2) . . ?
C20 C15 H15 107.0 . . ?
C1 C2 H2A 121.2 . . ?
C3 C2 C1 117.5(3) . . ?
C3 C2 H2A 121.2 . . ?
C9 C10 H10 119.5 . . ?
C9 C10 C11 120.9(3) . . ?
C11 C10 H10 119.5 . . ?
C28 C35 H35 106.7 . . ?
C28 C35 C36 111.5(2) . . ?
C40 C35 C28 111.2(2) . . ?
C40 C35 H35 106.7 . . ?
C40 C35 C36 113.6(3) . . ?
C36 C35 H35 106.7 . . ?
O2 C16 C15 122.3(3) . . ?
O2 C16 C17 122.6(3) . . ?
C17 C16 C15 115.1(3) . . ?
C29 C30 H30 119.7 . . ?
C29 C30 C31 120.6(3) . . ?
C31 C30 H30 119.7 . . ?
C25 C24 Cl2 119.7(2) . . ?
C25 C24 C23 121.7(2) . . ?
C23 C24 Cl2 118.6(2) . . ?
C15 C20 H20A 109.2 . . ?
C15 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
C19 C20 C15 111.9(3) . . ?
C19 C20 H20A 109.2 . . ?
C19 C20 H20B 109.2 . . ?
O3 C40 C35 121.5(3) . . ?
O3 C40 C39 126.9(6) . . ?
O3 C40 C0 113.9(7) . . ?
C35 C40 C39 111.6(5) . . ?
C0 C40 C35 123.6(7) . . ?
C22 C23 C24 121.3(2) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C5 C4 Cl1 119.8(3) . . ?
C5 C4 C3 121.6(3) . . ?
C3 C4 Cl1 118.6(3) . . ?
C6 C5 H5 121.2 . . ?
C4 C5 C6 117.6(3) . . ?
C4 C5 H5 121.2 . . ?
C2 C3 C4 121.7(3) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C29 C34 H34 119.7 . . ?
C33 C34 C29 120.7(3) . . ?
C33 C34 H34 119.7 . . ?
C34 C33 H33 119.9 . . ?
C32 C33 C34 120.3(3) . . ?
C32 C33 H33 119.9 . . ?
C9 C14 H14 120.0 . . ?
C13 C14 C9 120.0(3) . . ?
C13 C14 H14 120.0 . . ?
C33 C32 H32 120.3 . . ?
C31 C32 C33 119.4(3) . . ?
C31 C32 H32 120.3 . . ?
C35 C36 H36 104(4) . . ?
C35 C36 H36A 108(5) . . ?
C35 C36 C0AA 103.2(6) . . ?
C37 C36 C35 118.5(5) . . ?
C37 C36 H36 113(4) . . ?
C0AA C36 H36A 111(6) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 C10 120.2(4) . . ?
C12 C11 H11 119.9 . . ?
C30 C31 H31 119.5 . . ?
C32 C31 C30 121.0(3) . . ?
C32 C31 H31 119.5 . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 119.9(3) . . ?
C13 C12 H12 120.0 . . ?
C14 C13 H13 119.6 . . ?
C12 C13 C14 120.7(4) . . ?
C12 C13 H13 119.6 . . ?
C16 C17 H17A 109.0 . . ?
C16 C17 H17B 109.0 . . ?
C16 C17 C18 112.9(4) . . ?
H17A C17 H17B 107.8 . . ?
C18 C17 H17A 109.0 . . ?
C18 C17 H17B 109.0 . . ?
C40 C39 H39A 108.2 . . ?
C40 C39 H39B 108.2 . . ?
H39A C39 H39B 107.4 . . ?
C38 C39 C40 116.3(8) . . ?
C38 C39 H39A 108.2 . . ?
C38 C39 H39B 108.2 . . ?
C20 C19 H19A 109.6 . . ?
C20 C19 H19B 109.6 . . ?
H19A C19 H19B 108.1 . . ?
C18 C19 C20 110.4(3) . . ?
C18 C19 H19A 109.6 . . ?
C18 C19 H19B 109.6 . . ?
C39 C38 H38A 109.3 . . ?
C39 C38 H38B 109.3 . . ?
H38A C38 H38B 107.9 . . ?
C37 C38 C39 111.7(8) . . ?
C37 C38 H38A 109.3 . . ?
C37 C38 H38B 109.3 . . ?
C36 C37 H37A 110.0 . . ?
C36 C37 H37B 110.0 . . ?
C38 C37 C36 108.6(9) . . ?
C38 C37 H37A 110.0 . . ?
C38 C37 H37B 110.0 . . ?
H37A C37 H37B 108.4 . . ?
C17 C18 H18A 109.4 . . ?
C17 C18 H18B 109.4 . . ?
C19 C18 C17 110.9(3) . . ?
C19 C18 H18A 109.4 . . ?
C19 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?
C36 C0AA H0AA 109.2 . . ?
C36 C0AA H0AB 109.2 . . ?
H0AA C0AA H0AB 107.9 . . ?
C1AA C0AA C36 112.0(10) . . ?
C1AA C0AA H0AA 109.2 . . ?
C1AA C0AA H0AB 109.2 . . ?
C0AA C1AA H1AA 109.6 . . ?
C0AA C1AA H1AB 109.6 . . ?
H1AA C1AA H1AB 108.1 . . ?
C0 C1AA C0AA 110.4(10) . . ?
C0 C1AA H1AA 109.6 . . ?
C0 C1AA H1AB 109.6 . . ?
C40 C0 C1AA 109.5(10) . . ?
C40 C0 H0 125.3 . . ?
C1AA C0 H0 125.3 . . ?

_shelx_SHELXL_version_number     2017/1

_olex2_date_sample_data_collection 2019-06-04
_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 1.584
_oxdiff_exptl_absorpt_empirical_full_min 0.631
