# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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 
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# 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_lk_5_dcl_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2208234'
loop_
_audit_author_name
_audit_author_address
'Kuan Li'
;China Agricultural University
China
;
_audit_update_record             
;
2022-09-20 deposited with the CCDC.	2023-02-21 downloaded from the CCDC.
;
_audit_creation_date             2022-09-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H25 Cl N4 O3 S'
_chemical_formula_sum            'C31 H25 Cl N4 O3 S'
_chemical_formula_weight         569.06
_chemical_absolute_configuration ad
_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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.6897(6)
_cell_length_b                   8.7462(4)
_cell_length_c                   27.9426(14)
_cell_angle_alpha                90
_cell_angle_beta                 97.984(3)
_cell_angle_gamma                90
_cell_volume                     2829.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9917
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      67.87
_cell_measurement_theta_min      3.19
_shelx_estimated_absorpt_T_max   0.809
_shelx_estimated_absorpt_T_min   0.679
_exptl_absorpt_coefficient_mu    2.208
_exptl_absorpt_correction_T_max  0.7362
_exptl_absorpt_correction_T_min  0.5944
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1729 before and 0.0911 after correction. The Ratio of minimum to maximum transmission is 0.8074. The λ/2 correction factor is Not present.'
_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    1.336
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0686
_diffrn_reflns_av_unetI/netI     0.0480
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            71648
_diffrn_reflns_point_group_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.945
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.397
_diffrn_reflns_theta_min         3.194
_diffrn_ambient_temperature      297.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.792
_reflns_Friedel_fraction_full    0.915
_reflns_Friedel_fraction_max     0.899
_reflns_number_gt                7866
_reflns_number_total             9846
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details 
;
 Flack x determined using 2954 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.077(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     723
_refine_ls_number_reflns         9846
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0455
_refine_ls_restrained_S_all      1.096
_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)+(0.0565P)²+0.3625P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1071
_refine_ls_wR_factor_ref         0.1176
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00N(H00N), C00X(H00X)
2.b Secondary CH2 refined with riding coordinates:
 C010(H01A,H01B), C01D(H01F,H01H)
2.c Aromatic/amide H refined with riding coordinates:
 C00O(H00O), C00V(H00V), C00Y(H00Y), C00Z(H00Z), C011(H011), C012(H012),
 C013(H013), C014(H014), C015(H015), C018(H018), C019(H019), C01A(H01D),
 C01B(H01C), C01C(H01E), C01G(H01G), C01H(H01J), C01I(H01I), C01J(H01K),
 C01K(H01Q), C01L(H01L), C01M(H01M), C01N(H01N), C01O(H01O), C01P(H01P),
 C01R(H01R), C01T(H01T), C01U(H01U), C01V(H01V), C01W(H01W), C01X(H01X),
 C01Y(H01Y), C01Z(H01Z), C020(H020), C021(H021), C022(H022), C023(H023),
 C025(H025), C027(H027)
2.d Idealised Me refined as rotating group:
 C024(H02A,H02B,H02C), C028(H02D,H02E,H02F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S01 S 0.18145(11) 0.61202(15) 0.48040(4) 0.0680(3) Uani 1 1 d . . . . .
S02 S 0.49871(11) 0.68339(13) 0.81750(4) 0.0651(3) Uani 1 1 d . . . . .
Cl03 Cl 0.03883(12) 0.2012(2) 1.03367(6) 0.0959(5) Uani 1 1 d . . . . .
Cl04 Cl -0.14759(13) 0.8052(2) 0.77385(6) 0.1022(5) Uani 1 1 d . . . . .
N005 N 0.1918(3) 0.7732(3) 0.63587(11) 0.0444(7) Uani 1 1 d . . . . .
O006 O 0.2989(3) 0.9790(3) 0.66380(12) 0.0652(8) Uani 1 1 d . . . . .
O007 O 0.5670(3) 0.2600(4) 0.99043(11) 0.0747(10) Uani 1 1 d . . . . .
N008 N 0.3774(3) 0.5318(4) 0.87075(12) 0.0536(8) Uani 1 1 d . . . . .
N009 N 0.4332(3) 0.3231(4) 0.92688(11) 0.0501(8) Uani 1 1 d . . . . .
N00A N 0.1397(3) 0.7380(4) 0.51970(12) 0.0547(9) Uani 1 1 d . . . . .
N00B N 0.4648(3) 0.6426(4) 0.87245(12) 0.0572(9) Uani 1 1 d . . . . .
O00C O 0.0813(3) 0.5225(5) 0.46404(12) 0.0888(11) Uani 1 1 d . . . . .
N00D N 0.0997(3) 0.6677(4) 0.55891(11) 0.0491(8) Uani 1 1 d . . . . .
O00E O 0.3947(3) 0.7368(4) 0.79019(12) 0.0814(10) Uani 1 1 d . . . . .
O00F O 0.2363(3) 0.7020(5) 0.44757(11) 0.0871(11) Uani 1 1 d . . . . .
C00G C 0.2821(3) 0.8711(4) 0.63590(14) 0.0467(9) Uani 1 1 d . . . . .
O00H O 0.5973(3) 0.7795(4) 0.82662(14) 0.0943(12) Uani 1 1 d . . . . .
C00I C 0.3626(3) 0.8450(4) 0.59882(14) 0.0456(9) Uani 1 1 d . . . . .
N00J N 0.1762(3) 0.5020(5) 0.85353(15) 0.0706(11) Uani 1 1 d . . . . .
C00K C 0.1130(3) 0.7942(4) 0.67084(14) 0.0446(9) Uani 1 1 d . . . . .
C00L C 0.3048(4) 0.2820(5) 0.85023(14) 0.0508(10) Uani 1 1 d . . . . .
C00M C 0.3390(4) 0.2927(5) 0.95409(13) 0.0506(9) Uani 1 1 d . . . . .
C00N C 0.1751(3) 0.6377(4) 0.60404(12) 0.0432(8) Uani 1 1 d . . . . .
H00N H 0.250785 0.606085 0.596184 0.052 Uiso 1 1 calc R . . . .
C00O C 0.3259(4) 0.8644(5) 0.55199(15) 0.0518(10) Uani 1 1 d . . . . .
H00O H 0.381862 0.865447 0.531362 0.062 Uiso 1 1 calc R . . . .
C00P C 0.1237(4) 0.5057(4) 0.62819(14) 0.0476(9) Uani 1 1 d . . . . .
C00Q C 0.7292(4) 0.2590(5) 0.91383(14) 0.0571(11) Uani 1 1 d . . . . .
N00R N -0.0676(3) 0.5593(5) 0.58277(15) 0.0655(10) Uani 1 1 d . . . . .
C00S C 0.5442(4) 0.3116(5) 0.94973(14) 0.0545(10) Uani 1 1 d . . . . .
C00T C 0.4806(3) 0.7933(5) 0.61767(14) 0.0457(8) Uani 1 1 d . . . . .
C00U C 0.0058(4) 0.4788(5) 0.61852(16) 0.0559(10) Uani 1 1 d . . . . .
C00V C 0.0091(4) 0.8681(5) 0.65767(16) 0.0537(10) Uani 1 1 d . . . . .
H00V H -0.007295 0.913601 0.627410 0.064 Uiso 1 1 calc R . . . .
C00W C 0.6396(4) 0.3706(5) 0.92368(14) 0.0540(10) Uani 1 1 d . . . . .
C00X C 0.4047(4) 0.3706(4) 0.87591(13) 0.0476(9) Uani 1 1 d . . . . .
H00X H 0.472221 0.350490 0.859623 0.057 Uiso 1 1 calc R . . . .
C00Y C 0.1386(4) 0.7309(5) 0.71608(14) 0.0538(10) Uani 1 1 d . . . . .
H00Y H 0.210130 0.685124 0.725121 0.065 Uiso 1 1 calc R . . . .
C00Z C -0.0708(4) 0.8738(6) 0.69010(18) 0.0617(11) Uani 1 1 d . . . . .
H00Z H -0.141034 0.923621 0.681757 0.074 Uiso 1 1 calc R . . . .
C010 C 0.2024(4) 0.8850(5) 0.52924(16) 0.0585(11) Uani 1 1 d . . . . .
H01A H 0.162350 0.946917 0.550441 0.070 Uiso 1 1 calc R . . . .
H01B H 0.201142 0.939899 0.499010 0.070 Uiso 1 1 calc R . . . .
C011 C 0.2657(4) 0.5841(6) 0.86630(16) 0.0661(12) Uani 1 1 d . . . . .
H011 H 0.254380 0.686651 0.873055 0.079 Uiso 1 1 calc R . . . .
C012 C -0.0430(4) 0.3626(6) 0.64365(19) 0.0692(13) Uani 1 1 d . . . . .
H012 H -0.122070 0.344247 0.637815 0.083 Uiso 1 1 calc R . . . .
C013 C 0.5018(4) 0.7108(6) 0.66003(15) 0.0597(11) Uani 1 1 d . . . . .
H013 H 0.443368 0.698987 0.679169 0.072 Uiso 1 1 calc R . . . .
C014 C 0.4780(5) 0.4404(6) 0.54893(17) 0.0658(12) Uani 1 1 d . . . . .
H014 H 0.556367 0.463214 0.551943 0.079 Uiso 1 1 calc R . . . .
C015 C 0.6458(4) 0.5172(5) 0.91171(15) 0.0593(11) Uani 1 1 d . . . . .
H015 H 0.712582 0.548432 0.899906 0.071 Uiso 1 1 calc R . . . .
C016 C 0.1966(4) 0.3498(5) 0.84135(16) 0.0585(11) Uani 1 1 d . . . . .
C017 C -0.0457(4) 0.8058(6) 0.73425(17) 0.0618(12) Uani 1 1 d . . . . .
C018 C 0.3195(4) 0.1344(5) 0.83455(16) 0.0623(11) Uani 1 1 d . . . . .
H018 H 0.392018 0.088923 0.840076 0.075 Uiso 1 1 calc R . . . .
C019 C 0.2888(4) 0.4106(5) 0.97584(16) 0.0613(11) Uani 1 1 d . . . . .
H019 H 0.317995 0.509212 0.974502 0.074 Uiso 1 1 calc R . . . .
C01A C 0.8446(4) 0.3019(7) 0.91718(17) 0.0725(14) Uani 1 1 d . . . . .
H01D H 0.867470 0.398393 0.928774 0.087 Uiso 1 1 calc R . . . .
C01B C 0.0592(4) 0.7347(6) 0.74809(16) 0.0633(12) Uani 1 1 d . . . . .
H01C H 0.075938 0.690315 0.778497 0.076 Uiso 1 1 calc R . . . .
C01C C 0.1947(4) 0.3836(6) 0.99984(17) 0.0686(13) Uani 1 1 d . . . . .
H01E H 0.159150 0.463891 1.013871 0.082 Uiso 1 1 calc R . . . .
C01D C 0.5565(4) 0.6365(5) 0.91529(15) 0.0640(12) Uani 1 1 d . . . . .
H01F H 0.594085 0.735442 0.919223 0.077 Uiso 1 1 calc R . . . .
H01H H 0.520474 0.617148 0.943947 0.077 Uiso 1 1 calc R . . . .
C01E C 0.2836(4) 0.4896(5) 0.51303(15) 0.0616(12) Uani 1 1 d . . . . .
C01F C 0.4408(5) 0.3191(5) 0.57530(17) 0.0679(13) Uani 1 1 d . . . . .
C01G C -0.0177(4) 0.6449(5) 0.55545(17) 0.0588(11) Uani 1 1 d . . . . .
H01G H -0.064339 0.696669 0.531007 0.071 Uiso 1 1 calc R . . . .
C01H C 0.4488(4) 0.4261(6) 0.76454(15) 0.0640(12) Uani 1 1 d . . . . .
H01J H 0.373312 0.462488 0.759672 0.077 Uiso 1 1 calc R . . . .
C01I C 0.5723(4) 0.8130(6) 0.59142(17) 0.0644(12) Uani 1 1 d . . . . .
H01I H 0.561916 0.871948 0.563459 0.077 Uiso 1 1 calc R . . . .
C01J C 0.6988(4) 0.1139(6) 0.89653(17) 0.0659(12) Uani 1 1 d . . . . .
H01K H 0.622255 0.082348 0.894271 0.079 Uiso 1 1 calc R . . . .
C01K C 0.2987(4) 0.1450(5) 0.95739(15) 0.0583(11) Uani 1 1 d . . . . .
H01Q H 0.334169 0.064732 0.943300 0.070 Uiso 1 1 calc R . . . .
C01L C 0.4004(5) 0.5272(5) 0.51838(16) 0.0644(12) Uani 1 1 d . . . . .
H01L H 0.425928 0.609479 0.501644 0.077 Uiso 1 1 calc R . . . .
C01M C 0.1925(4) 0.4149(5) 0.66094(15) 0.0571(11) Uani 1 1 d . . . . .
H01M H 0.271760 0.431826 0.666689 0.069 Uiso 1 1 calc R . . . .
C01N C 0.0261(5) 0.2759(6) 0.6769(2) 0.0786(15) Uani 1 1 d . . . . .
H01N H -0.006751 0.200443 0.694043 0.094 Uiso 1 1 calc R . . . .
C01O C 0.6968(4) 0.6623(6) 0.64740(19) 0.0711(13) Uani 1 1 d . . . . .
H01O H 0.768297 0.616960 0.657012 0.085 Uiso 1 1 calc R . . . .
C01P C 0.6087(4) 0.6453(6) 0.67449(17) 0.0721(14) Uani 1 1 d . . . . .
H01P H 0.620864 0.588974 0.702972 0.087 Uiso 1 1 calc R . . . .
C01Q C 0.5360(4) 0.5129(6) 0.79059(15) 0.0603(11) Uani 1 1 d . . . . .
C01R C 0.1445(5) 0.2999(6) 0.68503(19) 0.0748(14) Uani 1 1 d . . . . .
H01R H 0.191221 0.238256 0.706747 0.090 Uiso 1 1 calc R . . . .
C01S C 0.1548(4) 0.2371(6) 1.00264(16) 0.0627(12) Uani 1 1 d . . . . .
C01T C 0.4745(5) 0.2861(6) 0.74595(17) 0.0769(14) Uani 1 1 d . . . . .
H01T H 0.415865 0.228790 0.728597 0.092 Uiso 1 1 calc R . . . .
C01U C 0.9254(4) 0.2018(8) 0.90337(19) 0.0834(16) Uani 1 1 d . . . . .
H01U H 1.002481 0.231259 0.906069 0.100 Uiso 1 1 calc R . . . .
C01V C 0.3244(5) 0.2820(6) 0.56784(18) 0.0720(13) Uani 1 1 d . . . . .
H01V H 0.298787 0.198177 0.583890 0.086 Uiso 1 1 calc R . . . .
C01W C 0.1037(4) 0.2657(7) 0.81730(19) 0.0753(14) Uani 1 1 d . . . . .
H01W H 0.030629 0.309598 0.811171 0.090 Uiso 1 1 calc R . . . .
C01X C 0.2054(4) 0.1167(6) 0.98169(16) 0.0665(12) Uani 1 1 d . . . . .
H01X H 0.177335 0.017785 0.983852 0.080 Uiso 1 1 calc R . . . .
C01Y C 0.6483(5) 0.4604(8) 0.79634(18) 0.0805(16) Uani 1 1 d . . . . .
H01Y H 0.707407 0.518970 0.812885 0.097 Uiso 1 1 calc R . . . .
C01Z C 0.6780(4) 0.7467(6) 0.60611(19) 0.0720(14) Uani 1 1 d . . . . .
H01Z H 0.737518 0.759787 0.587589 0.086 Uiso 1 1 calc R . . . .
C020 C 0.1209(5) 0.1192(8) 0.8029(2) 0.0821(16) Uani 1 1 d . . . . .
H020 H 0.058830 0.063126 0.787555 0.098 Uiso 1 1 calc R . . . .
C021 C 0.2274(5) 0.0544(6) 0.81081(19) 0.0773(14) Uani 1 1 d . . . . .
H021 H 0.238083 -0.044597 0.800100 0.093 Uiso 1 1 calc R . . . .
C022 C 0.2458(5) 0.3658(6) 0.53731(17) 0.0684(13) Uani 1 1 d . . . . .
H022 H 0.167978 0.339517 0.533054 0.082 Uiso 1 1 calc R . . . .
C023 C 0.6724(6) 0.3194(9) 0.7772(2) 0.093(2) Uani 1 1 d . . . . .
H023 H 0.748257 0.284247 0.780977 0.112 Uiso 1 1 calc R . . . .
C024 C 0.5239(5) 0.2346(7) 0.6116(2) 0.0915(17) Uani 1 1 d . . . . .
H02A H 0.595690 0.220804 0.599057 0.137 Uiso 1 1 calc GR . . . .
H02B H 0.492219 0.136556 0.617835 0.137 Uiso 1 1 calc GR . . . .
H02C H 0.537216 0.292277 0.641049 0.137 Uiso 1 1 calc GR . . . .
C025 C 0.7801(5) 0.0164(7) 0.8827(2) 0.0788(14) Uani 1 1 d . . . . .
H025 H 0.758135 -0.080434 0.871104 0.095 Uiso 1 1 calc R . . . .
C026 C 0.5854(7) 0.2300(8) 0.7526(2) 0.0933(19) Uani 1 1 d . . . . .
C027 C 0.8935(5) 0.0607(8) 0.8858(2) 0.0872(17) Uani 1 1 d . . . . .
H027 H 0.948165 -0.005320 0.876073 0.105 Uiso 1 1 calc R . . . .
C028 C 0.6139(9) 0.0751(10) 0.7340(3) 0.151(4) Uani 1 1 d . . . . .
H02D H 0.553066 0.004587 0.738086 0.227 Uiso 1 1 calc GR . . . .
H02E H 0.685177 0.039290 0.751590 0.227 Uiso 1 1 calc GR . . . .
H02F H 0.621513 0.082610 0.700266 0.227 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S01 N00A 1.675(4) . ?
S01 O00C 1.430(4) . ?
S01 O00F 1.427(4) . ?
S01 C01E 1.761(5) . ?
S02 N00B 1.677(4) . ?
S02 O00E 1.421(4) . ?
S02 O00H 1.421(3) . ?
S02 C01Q 1.752(5) . ?
Cl03 C01S 1.736(5) . ?
Cl04 C017 1.734(4) . ?
N005 C00G 1.359(5) . ?
N005 C00K 1.444(5) . ?
N005 C00N 1.478(5) . ?
O006 C00G 1.222(5) . ?
O007 C00S 1.218(5) . ?
N008 N00B 1.405(5) . ?
N008 C00X 1.448(5) . ?
N008 C011 1.372(6) . ?
N009 C00M 1.447(5) . ?
N009 C00S 1.368(5) . ?
N009 C00X 1.477(5) . ?
N00A N00D 1.393(4) . ?
N00A C010 1.485(6) . ?
N00B C01D 1.493(5) . ?
N00D C00N 1.459(4) . ?
N00D C01G 1.376(5) . ?
C00G C00I 1.511(5) . ?
C00I C00O 1.330(5) . ?
C00I C00T 1.477(5) . ?
N00J C011 1.278(6) . ?
N00J C016 1.403(6) . ?
C00K C00V 1.380(5) . ?
C00K C00Y 1.374(6) . ?
C00L C00X 1.499(6) . ?
C00L C016 1.387(6) . ?
C00L C018 1.382(6) . ?
C00M C019 1.370(6) . ?
C00M C01K 1.383(6) . ?
C00N C00P 1.504(5) . ?
C00O C010 1.505(6) . ?
C00P C00U 1.388(6) . ?
C00P C01M 1.382(6) . ?
C00Q C00W 1.485(6) . ?
C00Q C01A 1.390(6) . ?
C00Q C01J 1.387(7) . ?
N00R C00U 1.411(6) . ?
N00R C01G 1.268(6) . ?
C00S C00W 1.506(6) . ?
C00T C013 1.379(6) . ?
C00T C01I 1.391(5) . ?
C00U C012 1.401(6) . ?
C00V C00Z 1.390(6) . ?
C00W C015 1.330(7) . ?
C00Y C01B 1.376(6) . ?
C00Z C017 1.364(7) . ?
C012 C01N 1.371(7) . ?
C013 C01P 1.383(6) . ?
C014 C01F 1.395(7) . ?
C014 C01L 1.383(7) . ?
C015 C01D 1.488(7) . ?
C016 C01W 1.404(7) . ?
C017 C01B 1.382(7) . ?
C018 C021 1.375(6) . ?
C019 C01C 1.386(6) . ?
C01A C01U 1.381(8) . ?
C01C C01S 1.370(7) . ?
C01E C01L 1.393(7) . ?
C01E C022 1.382(7) . ?
C01F C01V 1.386(7) . ?
C01F C024 1.498(7) . ?
C01H C01Q 1.392(7) . ?
C01H C01T 1.379(7) . ?
C01I C01Z 1.375(6) . ?
C01J C025 1.372(7) . ?
C01K C01X 1.385(6) . ?
C01M C01R 1.373(7) . ?
C01N C01R 1.388(8) . ?
C01O C01P 1.368(6) . ?
C01O C01Z 1.362(7) . ?
C01Q C01Y 1.379(7) . ?
C01S C01X 1.378(7) . ?
C01T C026 1.374(8) . ?
C01U C027 1.361(9) . ?
C01V C022 1.376(7) . ?
C01W C020 1.366(8) . ?
C01Y C023 1.389(9) . ?
C020 C021 1.358(8) . ?
C023 C026 1.387(9) . ?
C025 C027 1.372(8) . ?
C026 C028 1.505(10) . ?

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
N00A S01 C01E 107.39(18) . . ?
O00C S01 N00A 105.6(2) . . ?
O00C S01 C01E 107.4(2) . . ?
O00F S01 N00A 104.9(2) . . ?
O00F S01 O00C 121.2(2) . . ?
O00F S01 C01E 109.6(2) . . ?
N00B S02 C01Q 108.44(19) . . ?
O00E S02 N00B 105.6(2) . . ?
O00E S02 C01Q 107.1(2) . . ?
O00H S02 N00B 104.5(2) . . ?
O00H S02 O00E 120.9(2) . . ?
O00H S02 C01Q 109.7(3) . . ?
C00G N005 C00K 119.2(3) . . ?
C00G N005 C00N 122.9(3) . . ?
C00K N005 C00N 117.8(3) . . ?
N00B N008 C00X 121.2(3) . . ?
C011 N008 N00B 116.8(4) . . ?
C011 N008 C00X 121.9(4) . . ?
C00M N009 C00X 118.2(3) . . ?
C00S N009 C00M 118.9(3) . . ?
C00S N009 C00X 122.9(3) . . ?
N00D N00A S01 112.7(3) . . ?
N00D N00A C010 116.9(3) . . ?
C010 N00A S01 120.4(3) . . ?
N008 N00B S02 112.3(2) . . ?
N008 N00B C01D 116.2(3) . . ?
C01D N00B S02 120.5(3) . . ?
N00A N00D C00N 122.0(3) . . ?
C01G N00D N00A 116.7(3) . . ?
C01G N00D C00N 120.8(3) . . ?
N005 C00G C00I 117.5(3) . . ?
O006 C00G N005 122.9(3) . . ?
O006 C00G C00I 119.6(3) . . ?
C00O C00I C00G 120.6(4) . . ?
C00O C00I C00T 123.2(4) . . ?
C00T C00I C00G 116.2(3) . . ?
C011 N00J C016 116.2(4) . . ?
C00V C00K N005 120.0(4) . . ?
C00Y C00K N005 119.6(3) . . ?
C00Y C00K C00V 120.3(4) . . ?
C016 C00L C00X 119.7(4) . . ?
C018 C00L C00X 120.8(4) . . ?
C018 C00L C016 119.6(4) . . ?
C019 C00M N009 119.9(4) . . ?
C019 C00M C01K 120.2(4) . . ?
C01K C00M N009 119.9(4) . . ?
N005 C00N C00P 111.9(3) . . ?
N00D C00N N005 112.9(3) . . ?
N00D C00N C00P 107.2(3) . . ?
C00I C00O C010 126.2(4) . . ?
C00U C00P C00N 119.4(4) . . ?
C01M C00P C00N 120.4(4) . . ?
C01M C00P C00U 120.2(4) . . ?
C01A C00Q C00W 120.9(4) . . ?
C01J C00Q C00W 120.8(4) . . ?
C01J C00Q C01A 118.0(5) . . ?
C01G N00R C00U 115.9(4) . . ?
O007 C00S N009 122.2(4) . . ?
O007 C00S C00W 119.8(4) . . ?
N009 C00S C00W 117.9(3) . . ?
C013 C00T C00I 120.9(3) . . ?
C013 C00T C01I 117.2(4) . . ?
C01I C00T C00I 121.6(4) . . ?
C00P C00U N00R 122.9(4) . . ?
C00P C00U C012 119.2(4) . . ?
C012 C00U N00R 117.9(4) . . ?
C00K C00V C00Z 119.3(4) . . ?
C00Q C00W C00S 117.0(4) . . ?
C015 C00W C00Q 121.5(4) . . ?
C015 C00W C00S 121.4(4) . . ?
N008 C00X N009 112.8(3) . . ?
N008 C00X C00L 108.0(3) . . ?
N009 C00X C00L 111.9(3) . . ?
C00K C00Y C01B 120.5(4) . . ?
C017 C00Z C00V 119.6(4) . . ?
N00A C010 C00O 113.1(3) . . ?
N00J C011 N008 124.7(5) . . ?
C01N C012 C00U 119.9(5) . . ?
C00T C013 C01P 121.0(4) . . ?
C01L C014 C01F 121.2(5) . . ?
C00W C015 C01D 126.6(4) . . ?
N00J C016 C01W 117.9(5) . . ?
C00L C016 N00J 122.9(4) . . ?
C00L C016 C01W 119.1(5) . . ?
C00Z C017 Cl04 119.8(4) . . ?
C00Z C017 C01B 121.3(4) . . ?
C01B C017 Cl04 118.8(4) . . ?
C021 C018 C00L 120.3(5) . . ?
C00M C019 C01C 120.3(4) . . ?
C01U C01A C00Q 120.3(5) . . ?
C00Y C01B C017 118.8(4) . . ?
C01S C01C C019 119.1(5) . . ?
C015 C01D N00B 113.8(4) . . ?
C01L C01E S01 119.8(4) . . ?
C022 C01E S01 119.4(4) . . ?
C022 C01E C01L 120.5(5) . . ?
C014 C01F C024 120.8(5) . . ?
C01V C01F C014 118.1(5) . . ?
C01V C01F C024 121.1(5) . . ?
N00R C01G N00D 125.5(4) . . ?
C01T C01H C01Q 119.9(5) . . ?
C01Z C01I C00T 121.1(4) . . ?
C025 C01J C00Q 120.9(5) . . ?
C00M C01K C01X 119.9(4) . . ?
C014 C01L C01E 119.1(5) . . ?
C01R C01M C00P 120.4(5) . . ?
C012 C01N C01R 120.6(5) . . ?
C01Z C01O C01P 118.8(4) . . ?
C01O C01P C013 120.8(4) . . ?
C01H C01Q S02 118.7(4) . . ?
C01Y C01Q S02 121.5(4) . . ?
C01Y C01Q C01H 119.7(5) . . ?
C01M C01R C01N 119.8(5) . . ?
C01C C01S Cl03 119.6(4) . . ?
C01C C01S C01X 121.4(4) . . ?
C01X C01S Cl03 119.0(4) . . ?
C026 C01T C01H 121.1(6) . . ?
C027 C01U C01A 120.7(5) . . ?
C022 C01V C01F 121.7(5) . . ?
C020 C01W C016 119.8(5) . . ?
C01S C01X C01K 119.1(5) . . ?
C01Q C01Y C023 119.5(6) . . ?
C01O C01Z C01I 120.9(4) . . ?
C021 C020 C01W 120.9(5) . . ?
C020 C021 C018 120.3(5) . . ?
C01V C022 C01E 119.4(5) . . ?
C026 C023 C01Y 121.1(5) . . ?
C01J C025 C027 120.5(6) . . ?
C01T C026 C023 118.6(6) . . ?
C01T C026 C028 121.6(8) . . ?
C023 C026 C028 119.8(7) . . ?
C01U C027 C025 119.6(6) . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_2118_auto
_database_code_depnum_ccdc_archive 'CCDC 2219264'
loop_
_audit_author_name
_audit_author_address
'Kuan Li'
;China Agricultural University
China
;
_audit_update_record             
;
2022-11-12 deposited with the CCDC.	2023-02-21 downloaded from the CCDC.
;
_audit_creation_date             2022-09-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H21 N3 O2'
_chemical_formula_sum            'C27 H21 N3 O2'
_chemical_formula_weight         419.47
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
_chemical_oxdiff_usercomment     2209175182
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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.30066(14)
_cell_length_b                   8.18447(13)
_cell_length_c                   16.4485(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.3873(18)
_cell_angle_gamma                90
_cell_volume                     1082.41(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    14814
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.3620
_cell_measurement_theta_min      2.7370
_shelx_estimated_absorpt_T_max   0.949
_shelx_estimated_absorpt_T_min   0.908
_exptl_absorpt_coefficient_mu    0.659
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88803
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.119a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            20288
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.666
_diffrn_reflns_theta_min         2.773
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     26.00 120.00   0.50    0.05    --   47.98  77.00 -30.00  188
  2  ω     26.00 120.00   0.50    0.05    --   47.98  77.00  30.00  188
  3  ω     34.00 120.00   0.50    0.05    --   47.98  57.00 120.00  172
  4  ω    -70.00  24.00   0.50    0.05    --  -47.98  78.00 -23.00  188
  5  ω    -69.00 -27.00   0.50    0.07    --  -99.00  61.00 -90.00   84
  6  ω    -69.00 -27.00   0.50    0.07    --  -99.00  61.00-180.00   84
  7  ω    -69.00 -27.00   0.50    0.07    --  -99.00  61.00 -60.00   84
  8  ω   -108.00 -27.00   0.50    0.07    --  -99.00  78.00 -23.00  162
  9  ω    -69.00 -27.00   0.50    0.07    --  -99.00  61.00  60.00   84
 10  ω     84.00 176.00   0.50    0.07    --  104.70  78.00 -23.00  184
 11  ω     94.00 176.00   0.50    0.07    --  104.70  45.00  30.00  164
 12  ω     94.00 176.00   0.50    0.07    --  104.70  45.00  60.00  164
 13  ω     94.00 176.00   0.50    0.07    --  104.70  45.00  90.00  164
 14  ω     90.00 176.00   0.50    0.07    --  104.70  61.00 150.00  172
 15  ω     94.00 178.00   0.50    0.07    --  104.70  15.00  90.00  168
 16  ω    -25.00  28.00   0.50    0.05    --   47.98 -19.00 -90.00  106
 17  ω    -23.00  70.00   0.50    0.05    --   47.98 -78.00-147.00  186
 18  ω     33.00  73.00   0.50    0.07    --  104.70 -61.00-180.00   80
 19  ω     33.00 112.00   0.50    0.07    --  104.70 -78.00-147.00  158
 20  ω     33.00  73.00   0.50    0.07    --  104.70 -61.00   0.00   80
 21  ω     33.00  73.00   0.50    0.07    --  104.70 -61.00  30.00   80
 22  ω     33.00  73.00   0.50    0.07    --  104.70 -61.00  60.00   80
 23  ω     33.00  73.00   0.50    0.07    --  104.70 -61.00  90.00   80
 24  ω     33.00 111.00   0.50    0.07    --  104.70-125.00  30.00  156
 25  ω     33.00 111.00   0.50    0.07    --  104.70-125.00   0.00  156
 26  ω     33.00 111.00   0.50    0.07    --  104.70-125.00 -60.00  156
 27  ω   -111.00 -27.00   0.50    0.07    --  -99.00 125.00-180.00  168
 28  ω   -119.00 -26.00   0.50    0.05    --  -47.98 -77.00-180.00  186
 29  ω   -119.00 -26.00   0.50    0.05    --  -47.98 -77.00 -60.00  186
 30  ω   -171.00 -80.00   0.50    0.07    --  -99.00 -78.00-147.00  182
 31  ω   -172.00 -88.00   0.50    0.07    --  -99.00 -30.00-120.00  168
 32  ω   -172.00 -88.00   0.50    0.07    --  -99.00 -30.00 -90.00  168
 33  ω   -171.00 -88.00   0.50    0.07    --  -99.00 -45.00 -60.00  166
 34  ω   -171.00 -84.00   0.50    0.07    --  -99.00 -61.00 150.00  174
 35  ω   -119.00 -74.00   0.50    0.05    --  -47.98-125.00 -60.00   90
 36  ω   -119.00 -74.00   0.50    0.05    --  -47.98-125.00   0.00   90
 37  ω   -119.00 -74.00   0.50    0.05    --  -47.98-125.00-180.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0449806000
_diffrn_orient_matrix_UB_12      -0.0125070000
_diffrn_orient_matrix_UB_13      0.0964918000
_diffrn_orient_matrix_UB_21      0.1021639000
_diffrn_orient_matrix_UB_22      0.1587126000
_diffrn_orient_matrix_UB_23      0.0061135000
_diffrn_orient_matrix_UB_31      -0.1556700000
_diffrn_orient_matrix_UB_32      0.1004357000
_diffrn_orient_matrix_UB_33      0.0023190000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.814
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.924
_reflns_number_gt                4214
_reflns_number_total             4370
_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 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.126
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 1836 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.12(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         4370
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0327
_refine_ls_restrained_S_all      1.090
_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)+(0.0475P)²+0.1464P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0857
_refine_ls_wR_factor_ref         0.0865
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C13(H13), C14(H14), C15(H15), C16(H16),
 C17(H17), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C29(H29)
2.c X=CH2 refined with riding coordinates:
 C30(H30A,H30B)
2.d Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O24 O 0.39690(18) 0.28839(18) 0.37390(9) 0.0250(3) Uani 1 1 d . . . . .
O31 O 0.17889(18) 0.94283(19) 0.51042(9) 0.0274(3) Uani 1 1 d . . . . .
N7 N 0.3787(2) 0.5154(2) 0.28984(10) 0.0202(3) Uani 1 1 d . . . . .
N26 N 0.4298(2) 0.3689(3) 0.02264(12) 0.0335(4) Uani 1 1 d . . . . .
N28 N 0.8232(2) 0.4574(2) 0.24075(14) 0.0344(5) Uani 1 1 d . . . . .
C1 C 0.3240(2) 0.6298(2) 0.34355(12) 0.0202(4) Uani 1 1 d . . . . .
C2 C 0.2105(2) 0.5805(3) 0.38884(12) 0.0223(4) Uani 1 1 d . . . . .
H2 H 0.165016 0.473415 0.382196 0.027 Uiso 1 1 calc R U . . .
C3 C 0.1652(3) 0.6898(3) 0.44352(13) 0.0240(4) Uani 1 1 d . . . . .
H3 H 0.089168 0.656426 0.474982 0.029 Uiso 1 1 calc R U . . .
C4 C 0.2291(2) 0.8473(3) 0.45305(12) 0.0223(4) Uani 1 1 d . . . . .
C5 C 0.3359(3) 0.8985(3) 0.40521(13) 0.0252(4) Uani 1 1 d . . . . .
H5 H 0.376582 1.007421 0.409581 0.030 Uiso 1 1 calc R U . . .
C6 C 0.3828(3) 0.7883(3) 0.35072(13) 0.0243(4) Uani 1 1 d . . . . .
H6 H 0.456203 0.822752 0.318043 0.029 Uiso 1 1 calc R U . . .
C8 C 0.4074(2) 0.3542(2) 0.30879(12) 0.0197(4) Uani 1 1 d . . . . .
C9 C 0.4426(2) 0.2650(2) 0.23307(12) 0.0210(4) Uani 1 1 d . . . . .
C10 C 0.5012(2) 0.4123(3) 0.18529(12) 0.0212(4) Uani 1 1 d . . . . .
C11 C 0.4158(2) 0.5698(2) 0.21220(12) 0.0202(4) Uani 1 1 d . . . . .
H11 H 0.501784 0.657770 0.226501 0.024 Uiso 1 1 calc R U . . .
C12 C 0.2690(2) 0.6369(2) 0.14698(12) 0.0211(4) Uani 1 1 d . . . . .
C13 C 0.3023(3) 0.7359(3) 0.08411(13) 0.0252(4) Uani 1 1 d . . . . .
H13 H 0.414246 0.756493 0.082843 0.030 Uiso 1 1 calc R U . . .
C14 C 0.1737(3) 0.8046(3) 0.02345(14) 0.0308(5) Uani 1 1 d . . . . .
H14 H 0.197531 0.870347 -0.019717 0.037 Uiso 1 1 calc R U . . .
C15 C 0.0106(3) 0.7771(3) 0.02598(13) 0.0302(5) Uani 1 1 d . . . . .
H15 H -0.077931 0.826352 -0.014509 0.036 Uiso 1 1 calc R U . . .
C16 C -0.0234(3) 0.6771(3) 0.08799(14) 0.0261(4) Uani 1 1 d . . . . .
H16 H -0.135534 0.656784 0.088993 0.031 Uiso 1 1 calc R U . . .
C17 C 0.1045(2) 0.6068(3) 0.14836(13) 0.0228(4) Uani 1 1 d . . . . .
H17 H 0.080165 0.538492 0.190455 0.027 Uiso 1 1 calc R U . . .
C18 C 0.5783(2) 0.1335(2) 0.25320(13) 0.0216(4) Uani 1 1 d . . . . .
C19 C 0.6046(3) 0.0383(3) 0.18717(13) 0.0263(4) Uani 1 1 d . . . . .
H19 H 0.535131 0.052532 0.132283 0.032 Uiso 1 1 calc R U . . .
C20 C 0.7314(3) -0.0769(3) 0.20101(14) 0.0294(5) Uani 1 1 d . . . . .
H20 H 0.748309 -0.140559 0.155545 0.035 Uiso 1 1 calc R U . . .
C21 C 0.8331(3) -0.0994(3) 0.28059(14) 0.0295(5) Uani 1 1 d . . . . .
H21 H 0.919500 -0.178518 0.290146 0.035 Uiso 1 1 calc R U . . .
C22 C 0.8076(3) -0.0053(3) 0.34624(14) 0.0280(5) Uani 1 1 d . . . . .
H22 H 0.876854 -0.020586 0.401094 0.034 Uiso 1 1 calc R U . . .
C23 C 0.6817(3) 0.1115(3) 0.33289(13) 0.0249(4) Uani 1 1 d . . . . .
H23 H 0.666651 0.176263 0.378369 0.030 Uiso 1 1 calc R U . . .
C25 C 0.4616(2) 0.3899(3) 0.09360(13) 0.0245(4) Uani 1 1 d . . . . .
C27 C 0.6836(2) 0.4345(3) 0.21569(13) 0.0244(4) Uani 1 1 d . . . . .
C29 C 0.2801(3) 0.1915(3) 0.18184(14) 0.0248(4) Uani 1 1 d . . . . .
H29 H 0.277583 0.157937 0.126251 0.030 Uiso 1 1 calc R U . . .
C30 C 0.1431(3) 0.1701(3) 0.20699(16) 0.0337(5) Uani 1 1 d . . . . .
H30A H 0.139316 0.201660 0.262061 0.040 Uiso 1 1 calc R U . . .
H30B H 0.047962 0.122974 0.170106 0.040 Uiso 1 1 calc R U . . .
C32 C 0.2566(3) 1.0983(3) 0.52780(16) 0.0338(5) Uani 1 1 d . . . . .
H32A H 0.220511 1.169232 0.478638 0.051 Uiso 1 1 calc R U . . .
H32B H 0.377678 1.084949 0.540831 0.051 Uiso 1 1 calc R U . . .
H32C H 0.225243 1.147765 0.575910 0.051 Uiso 1 1 calc R U . . .


_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
O24 C8 1.221(2) . ?
O31 C4 1.368(2) . ?
O31 C32 1.423(3) . ?
N7 C1 1.436(2) . ?
N7 C8 1.363(3) . ?
N7 C11 1.456(2) . ?
N26 C25 1.144(3) . ?
N28 C27 1.144(3) . ?
C1 C2 1.398(3) . ?
C1 C6 1.381(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.385(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.388(3) . ?
C4 C5 1.388(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.393(3) . ?
C6 H6 0.9500 . ?
C8 C9 1.533(3) . ?
C9 C10 1.581(3) . ?
C9 C18 1.533(3) . ?
C9 C29 1.526(3) . ?
C10 C11 1.586(3) . ?
C10 C25 1.473(3) . ?
C10 C27 1.483(3) . ?
C11 H11 1.0000 . ?
C11 C12 1.512(3) . ?
C12 C13 1.394(3) . ?
C12 C17 1.393(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.386(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.384(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.390(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.386(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.397(3) . ?
C18 C23 1.389(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.389(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.382(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.385(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.393(3) . ?
C23 H23 0.9500 . ?
C29 H29 0.9500 . ?
C29 C30 1.315(3) . ?
C30 H30A 0.9500 . ?
C30 H30B 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?

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
C4 O31 C32 116.67(16) . . ?
C1 N7 C11 120.54(16) . . ?
C8 N7 C1 123.67(16) . . ?
C8 N7 C11 115.70(16) . . ?
C2 C1 N7 119.84(18) . . ?
C6 C1 N7 120.41(17) . . ?
C6 C1 C2 119.76(18) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.18(19) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 120.98(19) . . ?
C4 C3 H3 119.5 . . ?
O31 C4 C3 115.78(18) . . ?
O31 C4 C5 124.45(19) . . ?
C5 C4 C3 119.77(19) . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.30(19) . . ?
C6 C5 H5 120.4 . . ?
C1 C6 C5 120.91(18) . . ?
C1 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
O24 C8 N7 125.51(18) . . ?
O24 C8 C9 124.91(18) . . ?
N7 C8 C9 109.44(16) . . ?
C8 C9 C10 100.66(15) . . ?
C18 C9 C8 115.91(16) . . ?
C18 C9 C10 110.06(15) . . ?
C29 C9 C8 108.36(15) . . ?
C29 C9 C10 111.41(16) . . ?
C29 C9 C18 110.12(16) . . ?
C9 C10 C11 105.50(14) . . ?
C25 C10 C9 113.33(17) . . ?
C25 C10 C11 112.67(17) . . ?
C25 C10 C27 108.05(16) . . ?
C27 C10 C9 109.87(16) . . ?
C27 C10 C11 107.24(17) . . ?
N7 C11 C10 101.70(15) . . ?
N7 C11 H11 107.9 . . ?
N7 C11 C12 115.13(16) . . ?
C10 C11 H11 107.9 . . ?
C12 C11 C10 115.74(16) . . ?
C12 C11 H11 107.9 . . ?
C13 C12 C11 117.63(17) . . ?
C17 C12 C11 122.98(18) . . ?
C17 C12 C13 119.38(19) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.7(2) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 H14 120.1 . . ?
C15 C14 C13 119.8(2) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 120.1 . . ?
C14 C15 C16 119.8(2) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.76(19) . . ?
C17 C16 H16 119.6 . . ?
C12 C17 H17 120.2 . . ?
C16 C17 C12 119.62(19) . . ?
C16 C17 H17 120.2 . . ?
C19 C18 C9 118.16(17) . . ?
C23 C18 C9 122.94(18) . . ?
C23 C18 C19 118.79(18) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.65(19) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.3(2) . . ?
C21 C20 H20 119.8 . . ?
C20 C21 H21 120.4 . . ?
C20 C21 C22 119.3(2) . . ?
C22 C21 H21 120.4 . . ?
C21 C22 H22 119.6 . . ?
C21 C22 C23 120.9(2) . . ?
C23 C22 H22 119.6 . . ?
C18 C23 C22 120.1(2) . . ?
C18 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
N26 C25 C10 178.4(2) . . ?
N28 C27 C10 177.2(2) . . ?
C9 C29 H29 116.8 . . ?
C30 C29 C9 126.5(2) . . ?
C30 C29 H29 116.8 . . ?
C29 C30 H30A 120.0 . . ?
C29 C30 H30B 120.0 . . ?
H30A C30 H30B 120.0 . . ?
O31 C32 H32A 109.5 . . ?
O31 C32 H32B 109.5 . . ?
O31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O24 C8 C9 C10 -161.53(19) . . . . ?
O24 C8 C9 C18 -42.9(3) . . . . ?
O24 C8 C9 C29 81.5(2) . . . . ?
O31 C4 C5 C6 177.86(18) . . . . ?
N7 C1 C2 C3 176.84(18) . . . . ?
N7 C1 C6 C5 -177.35(19) . . . . ?
N7 C8 C9 C10 22.49(19) . . . . ?
N7 C8 C9 C18 141.14(17) . . . . ?
N7 C8 C9 C29 -94.50(19) . . . . ?
N7 C11 C12 C13 160.36(18) . . . . ?
N7 C11 C12 C17 -18.3(3) . . . . ?
C1 N7 C8 O24 -3.0(3) . . . . ?
C1 N7 C8 C9 172.95(16) . . . . ?
C1 N7 C11 C10 169.77(16) . . . . ?
C1 N7 C11 C12 -64.3(2) . . . . ?
C1 C2 C3 C4 0.8(3) . . . . ?
C2 C1 C6 C5 2.7(3) . . . . ?
C2 C3 C4 O31 -178.34(18) . . . . ?
C2 C3 C4 C5 2.1(3) . . . . ?
C3 C4 C5 C6 -2.7(3) . . . . ?
C4 C5 C6 C1 0.3(3) . . . . ?
C6 C1 C2 C3 -3.2(3) . . . . ?
C8 N7 C1 C2 -37.3(3) . . . . ?
C8 N7 C1 C6 142.8(2) . . . . ?
C8 N7 C11 C10 -7.1(2) . . . . ?
C8 N7 C11 C12 118.83(19) . . . . ?
C8 C9 C10 C11 -25.91(18) . . . . ?
C8 C9 C10 C25 -149.64(16) . . . . ?
C8 C9 C10 C27 89.39(18) . . . . ?
C8 C9 C18 C19 174.19(17) . . . . ?
C8 C9 C18 C23 -9.6(3) . . . . ?
C8 C9 C29 C30 -16.0(3) . . . . ?
C9 C10 C11 N7 20.83(19) . . . . ?
C9 C10 C11 C12 -104.72(18) . . . . ?
C9 C18 C19 C20 176.7(2) . . . . ?
C9 C18 C23 C22 -177.07(19) . . . . ?
C10 C9 C18 C19 -72.5(2) . . . . ?
C10 C9 C18 C23 103.7(2) . . . . ?
C10 C9 C29 C30 -125.8(2) . . . . ?
C10 C11 C12 C13 -81.3(2) . . . . ?
C10 C11 C12 C17 100.1(2) . . . . ?
C11 N7 C1 C2 146.12(19) . . . . ?
C11 N7 C1 C6 -33.8(3) . . . . ?
C11 N7 C8 O24 173.78(18) . . . . ?
C11 N7 C8 C9 -10.3(2) . . . . ?
C11 C12 C13 C14 -178.5(2) . . . . ?
C11 C12 C17 C16 177.82(19) . . . . ?
C12 C13 C14 C15 1.1(3) . . . . ?
C13 C12 C17 C16 -0.8(3) . . . . ?
C13 C14 C15 C16 -1.8(3) . . . . ?
C14 C15 C16 C17 1.2(3) . . . . ?
C15 C16 C17 C12 0.1(3) . . . . ?
C17 C12 C13 C14 0.2(3) . . . . ?
C18 C9 C10 C11 -148.73(16) . . . . ?
C18 C9 C10 C25 87.5(2) . . . . ?
C18 C9 C10 C27 -33.4(2) . . . . ?
C18 C9 C29 C30 111.8(3) . . . . ?
C18 C19 C20 C21 0.3(3) . . . . ?
C19 C18 C23 C22 -0.9(3) . . . . ?
C19 C20 C21 C22 -0.3(3) . . . . ?
C20 C21 C22 C23 -0.3(3) . . . . ?
C21 C22 C23 C18 0.9(3) . . . . ?
C23 C18 C19 C20 0.3(3) . . . . ?
C25 C10 C11 N7 144.97(17) . . . . ?
C25 C10 C11 C12 19.4(2) . . . . ?
C27 C10 C11 N7 -96.26(17) . . . . ?
C27 C10 C11 C12 138.19(17) . . . . ?
C29 C9 C10 C11 88.81(19) . . . . ?
C29 C9 C10 C25 -34.9(2) . . . . ?
C29 C9 C10 C27 -155.89(17) . . . . ?
C29 C9 C18 C19 50.7(2) . . . . ?
C29 C9 C18 C23 -133.0(2) . . . . ?
C32 O31 C4 C3 173.41(19) . . . . ?
C32 O31 C4 C5 -7.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.263
_oxdiff_exptl_absorpt_empirical_full_min 0.797
####################################################################### 
# 
# 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_20221122zengyuan_auto
_database_code_depnum_ccdc_archive 'CCDC 2221630'
loop_
_audit_author_name
_audit_author_address
'Kuan Li'
;China Agricultural University
China
;
_audit_update_record             
;
2022-11-23 deposited with the CCDC.	2023-02-21 downloaded from the CCDC.
;
_audit_creation_date             2022-11-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H25 N3 O2'
_chemical_formula_sum            'C27 H25 N3 O2'
_chemical_formula_weight         423.50
_chemical_absolute_configuration ad
_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, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.76060(10)
_cell_length_b                   10.33100(10)
_cell_length_c                   21.9651(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2214.89(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10455
_cell_measurement_temperature    173
_cell_measurement_theta_max      75.7010
_cell_measurement_theta_min      4.6880
_shelx_estimated_absorpt_T_max   0.938
_shelx_estimated_absorpt_T_min   0.921
_exptl_absorpt_coefficient_mu    0.645
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71085
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            15467
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.857
_diffrn_reflns_theta_min         4.025
_diffrn_ambient_temperature      173.00
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2137
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -86.00  -6.00   1.00    2.62    --  -42.06 125.00  30.00   80
  2  ω    -59.00  26.00   1.00    2.62    --  -42.06  57.00 -90.00   85
  3  ω   -113.00 -14.00   1.00    2.62    --  -42.06 -57.00 120.00   99
  4  ω     24.00 115.00   1.00    2.62    --   42.06  38.00  30.00   91
  5  ω     48.00  74.00   1.00    2.62    --   42.06 -77.00-120.00   26
  6  ω     84.00 111.00   1.00   11.00    --  110.95  30.00  60.00   27
  7  ω     76.00 107.00   1.00   11.00    --  110.95-125.00 120.00   31
  8  ω     38.00 137.00   1.00   11.00    --  110.95 -45.00   0.00   99
  9  ω     32.00 106.00   1.00   11.00    --  110.95 -95.00 -90.00   74
 10  ω     64.00 152.00   1.00   11.00    --  110.95 -15.00  90.00   88
 11  ω    110.00 142.00   1.00   11.00    --  110.95  77.00  90.00   32
 12  ω    104.00 178.00   1.00   11.00    --  110.95  77.00 -60.00   74
 13  ω     59.00  86.00   1.00   11.00    --  110.95 -77.00 120.00   27
 14  ω    142.00 178.00   1.00   11.00    --  110.95  30.00  60.00   36
 15  ω     39.00 137.00   1.00   11.00    --  110.95 -45.00-120.00   98
 16  ω     62.00 106.00   1.00   11.00    --  110.95 -95.00 120.00   44
 17  ω     38.00  68.00   1.00   11.00    --  110.95 -77.00-150.00   30
 18  ω     55.00 106.00   1.00   11.00    --  110.95 -95.00   0.00   51
 19  ω     44.00 107.00   1.00   11.00    --  110.95 -99.00-148.11   63
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0254322000
_diffrn_orient_matrix_UB_12      0.1457996000
_diffrn_orient_matrix_UB_13      0.0093449000
_diffrn_orient_matrix_UB_21      -0.0678401000
_diffrn_orient_matrix_UB_22      -0.0285057000
_diffrn_orient_matrix_UB_23      0.0618603000
_diffrn_orient_matrix_UB_31      0.1402528000
_diffrn_orient_matrix_UB_32      0.0127755000
_diffrn_orient_matrix_UB_33      0.0316905000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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         0.744
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.979
_reflns_number_gt                4363
_reflns_number_total             4549
_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 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.172
_refine_diff_density_min         -0.158
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details 
;
 Flack x determined using 1781 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         4549
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0344
_refine_ls_R_factor_gt           0.0309
_refine_ls_restrained_S_all      1.040
_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)+(0.0387P)²+0.2563P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0739
_refine_ls_wR_factor_ref         0.0755
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C8(H8)
1.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B)
1.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C14(H14), C7(H7), C20(H20), C10(H10), C13(H13), C4(H4), C23(H23),
 C27(H27), C11(H11), C12(H12), C3(H3), C25(H25), C24(H24), C26(H26)
1.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.47129(12) 0.61377(12) 0.25961(6) 0.0283(3) Uani 1 1 d . . . . .
O1 O 0.36377(16) 0.47227(16) 0.53752(6) 0.0396(3) Uani 1 1 d . . . . .
N1 N 0.63940(14) 0.51659(14) 0.31621(6) 0.0217(3) Uani 1 1 d . . . . .
N3 N 0.82193(16) 0.22372(15) 0.24685(7) 0.0273(3) Uani 1 1 d . . . . .
N2 N 1.04684(15) 0.48026(15) 0.20129(7) 0.0268(3) Uani 1 1 d . . . . .
C16 C 0.93722(16) 0.47416(15) 0.21948(7) 0.0197(3) Uani 1 1 d . . . . .
C18 C 0.58670(16) 0.57024(15) 0.26484(8) 0.0206(3) Uani 1 1 d . . . . .
C5 C 0.56480(16) 0.50274(17) 0.37182(8) 0.0227(3) Uani 1 1 d . . . . .
C8 C 0.77819(15) 0.46492(16) 0.31033(7) 0.0196(3) Uani 1 1 d . . . . .
H8 H 0.777340 0.373739 0.325605 0.024 Uiso 1 1 calc R U . . .
C15 C 0.79429(15) 0.46042(15) 0.23947(7) 0.0181(3) Uani 1 1 d . . . . .
C19 C 0.69942(15) 0.57221(15) 0.21597(7) 0.0191(3) Uani 1 1 d . . . . .
C17 C 0.74326(16) 0.32550(15) 0.21742(8) 0.0213(3) Uani 1 1 d . . . . .
H17A H 0.644927 0.315281 0.227357 0.026 Uiso 1 1 calc R U . . .
H17B H 0.753778 0.318913 0.172695 0.026 Uiso 1 1 calc R U . . .
C9 C 0.88716(16) 0.53836(16) 0.34541(7) 0.0212(3) Uani 1 1 d . . . . .
C6 C 0.51711(18) 0.61151(17) 0.40287(8) 0.0254(3) Uani 1 1 d . . . . .
H6 H 0.531387 0.695387 0.386316 0.030 Uiso 1 1 calc R U . . .
C14 C 0.87280(18) 0.66692(17) 0.36370(8) 0.0246(3) Uani 1 1 d . . . . .
H14 H 0.790519 0.712403 0.354989 0.030 Uiso 1 1 calc R U . . .
C7 C 0.44928(18) 0.59760(18) 0.45756(9) 0.0279(4) Uani 1 1 d . . . . .
H7 H 0.416778 0.671992 0.478486 0.033 Uiso 1 1 calc R U . . .
C20 C 0.76754(17) 0.70561(16) 0.22081(8) 0.0235(3) Uani 1 1 d . . . . .
H20 H 0.864759 0.708479 0.222354 0.028 Uiso 1 1 calc R U . . .
C22 C 0.65250(17) 0.54814(16) 0.15064(8) 0.0226(3) Uani 1 1 d . . . . .
C10 C 1.00859(17) 0.47298(18) 0.35917(7) 0.0257(3) Uani 1 1 d . . . . .
H10 H 1.018734 0.384875 0.347632 0.031 Uiso 1 1 calc R U . . .
C2 C 0.42814(18) 0.4748(2) 0.48234(8) 0.0284(4) Uani 1 1 d . . . . .
C13 C 0.9788(2) 0.72896(18) 0.39473(8) 0.0294(4) Uani 1 1 d . . . . .
H13 H 0.968301 0.816488 0.407147 0.035 Uiso 1 1 calc R U . . .
C4 C 0.54093(19) 0.38067(17) 0.39571(9) 0.0282(4) Uani 1 1 d . . . . .
H4 H 0.571544 0.306346 0.374177 0.034 Uiso 1 1 calc R U . . .
C23 C 0.52128(19) 0.50495(17) 0.13550(9) 0.0296(4) Uani 1 1 d . . . . .
H23 H 0.454046 0.494462 0.166387 0.035 Uiso 1 1 calc R U . . .
C27 C 0.7481(2) 0.5631(2) 0.10417(9) 0.0316(4) Uani 1 1 d . . . . .
H27 H 0.837154 0.594076 0.113689 0.038 Uiso 1 1 calc R U . . .
C11 C 1.11454(18) 0.5351(2) 0.38947(8) 0.0317(4) Uani 1 1 d . . . . .
H11 H 1.197321 0.490220 0.397881 0.038 Uiso 1 1 calc R U . . .
C12 C 1.0993(2) 0.6634(2) 0.40751(8) 0.0328(4) Uani 1 1 d . . . . .
H12 H 1.171356 0.706052 0.428555 0.039 Uiso 1 1 calc R U . . .
C21 C 0.7018(2) 0.81528(18) 0.22296(10) 0.0326(4) Uani 1 1 d . . . . .
C3 C 0.4726(2) 0.36569(18) 0.45089(9) 0.0308(4) Uani 1 1 d . . . . .
H3 H 0.456461 0.281678 0.466945 0.037 Uiso 1 1 calc R U . . .
C25 C 0.5856(2) 0.4909(2) 0.02960(9) 0.0398(5) Uani 1 1 d . . . . .
H25 H 0.562840 0.471108 -0.011412 0.048 Uiso 1 1 calc R U . . .
C24 C 0.4888(2) 0.4771(2) 0.07485(10) 0.0391(5) Uani 1 1 d . . . . .
H24 H 0.399160 0.448435 0.064748 0.047 Uiso 1 1 calc R U . . .
C26 C 0.7159(2) 0.5335(2) 0.04410(9) 0.0396(5) Uani 1 1 d . . . . .
H26 H 0.783185 0.542576 0.013135 0.047 Uiso 1 1 calc R U . . .
C1 C 0.3454(3) 0.3499(3) 0.56616(11) 0.0504(6) Uani 1 1 d . . . . .
H1A H 0.282285 0.297073 0.541905 0.076 Uiso 1 1 calc R U . . .
H1B H 0.307242 0.362560 0.606994 0.076 Uiso 1 1 calc R U . . .
H1C H 0.433954 0.305685 0.569282 0.076 Uiso 1 1 calc R U . . .
H21A H 0.750(2) 0.898(2) 0.2256(10) 0.025(5) Uiso 1 1 d . . . . .
H3A H 0.767(3) 0.156(3) 0.2543(13) 0.046(7) Uiso 1 1 d . . . . .
H3B H 0.894(3) 0.200(2) 0.2221(11) 0.038(6) Uiso 1 1 d . . . . .
H21B H 0.605(4) 0.812(3) 0.2222(15) 0.073(10) Uiso 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
O2 C18 1.218(2) . ?
O1 C2 1.366(2) . ?
O1 C1 1.424(3) . ?
N1 C18 1.358(2) . ?
N1 C5 1.429(2) . ?
N1 C8 1.462(2) . ?
N3 C17 1.454(2) . ?
N3 H3A 0.90(3) . ?
N3 H3B 0.92(3) . ?
N2 C16 1.144(2) . ?
C16 C15 1.469(2) . ?
C18 C19 1.537(2) . ?
C5 C6 1.395(2) . ?
C5 C4 1.386(2) . ?
C8 H8 1.0000 . ?
C8 C15 1.565(2) . ?
C8 C9 1.517(2) . ?
C15 C19 1.568(2) . ?
C15 C17 1.557(2) . ?
C19 C20 1.534(2) . ?
C19 C22 1.527(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C9 C14 1.395(2) . ?
C9 C10 1.397(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.379(3) . ?
C14 H14 0.9500 . ?
C14 C13 1.395(3) . ?
C7 H7 0.9500 . ?
C7 C2 1.396(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.303(3) . ?
C22 C23 1.397(2) . ?
C22 C27 1.391(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.387(3) . ?
C2 C3 1.391(3) . ?
C13 H13 0.9500 . ?
C13 C12 1.386(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.392(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.399(3) . ?
C27 H27 0.9500 . ?
C27 C26 1.390(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.391(3) . ?
C12 H12 0.9500 . ?
C21 H21A 0.98(2) . ?
C21 H21B 0.95(4) . ?
C3 H3 0.9500 . ?
C25 H25 0.9500 . ?
C25 C24 1.378(3) . ?
C25 C26 1.384(3) . ?
C24 H24 0.9500 . ?
C26 H26 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?

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
C2 O1 C1 117.85(17) . . ?
C18 N1 C5 123.91(14) . . ?
C18 N1 C8 115.24(13) . . ?
C5 N1 C8 120.74(13) . . ?
C17 N3 H3A 109.2(18) . . ?
C17 N3 H3B 109.5(16) . . ?
H3A N3 H3B 111(2) . . ?
N2 C16 C15 176.16(17) . . ?
O2 C18 N1 125.38(16) . . ?
O2 C18 C19 126.24(15) . . ?
N1 C18 C19 108.33(13) . . ?
C6 C5 N1 120.49(15) . . ?
C4 C5 N1 120.03(15) . . ?
C4 C5 C6 119.48(15) . . ?
N1 C8 H8 107.9 . . ?
N1 C8 C15 101.06(12) . . ?
N1 C8 C9 114.98(13) . . ?
C15 C8 H8 107.9 . . ?
C9 C8 H8 107.9 . . ?
C9 C8 C15 116.72(13) . . ?
C16 C15 C8 112.92(12) . . ?
C16 C15 C19 113.04(13) . . ?
C16 C15 C17 107.29(13) . . ?
C8 C15 C19 104.25(12) . . ?
C17 C15 C8 107.68(13) . . ?
C17 C15 C19 111.60(12) . . ?
C18 C19 C15 100.55(12) . . ?
C20 C19 C18 105.89(13) . . ?
C20 C19 C15 112.52(13) . . ?
C22 C19 C18 116.07(13) . . ?
C22 C19 C15 111.51(13) . . ?
C22 C19 C20 109.97(13) . . ?
N3 C17 C15 109.89(13) . . ?
N3 C17 H17A 109.7 . . ?
N3 C17 H17B 109.7 . . ?
C15 C17 H17A 109.7 . . ?
C15 C17 H17B 109.7 . . ?
H17A C17 H17B 108.2 . . ?
C14 C9 C8 123.52(15) . . ?
C14 C9 C10 118.90(16) . . ?
C10 C9 C8 117.57(15) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 C5 120.15(16) . . ?
C7 C6 H6 119.9 . . ?
C9 C14 H14 119.9 . . ?
C13 C14 C9 120.26(16) . . ?
C13 C14 H14 119.9 . . ?
C6 C7 H7 119.8 . . ?
C6 C7 C2 120.35(16) . . ?
C2 C7 H7 119.8 . . ?
C19 C20 H20 117.6 . . ?
C21 C20 C19 124.78(16) . . ?
C21 C20 H20 117.6 . . ?
C23 C22 C19 123.44(16) . . ?
C27 C22 C19 118.06(15) . . ?
C27 C22 C23 118.40(16) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.81(17) . . ?
C11 C10 H10 119.6 . . ?
O1 C2 C7 115.56(17) . . ?
O1 C2 C3 124.66(18) . . ?
C3 C2 C7 119.78(16) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 C14 120.26(17) . . ?
C12 C13 H13 119.9 . . ?
C5 C4 H4 119.6 . . ?
C5 C4 C3 120.76(17) . . ?
C3 C4 H4 119.6 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 120.01(18) . . ?
C24 C23 H23 120.0 . . ?
C22 C27 H27 119.3 . . ?
C26 C27 C22 121.38(18) . . ?
C26 C27 H27 119.3 . . ?
C10 C11 H11 120.1 . . ?
C10 C11 C12 119.86(17) . . ?
C12 C11 H11 120.1 . . ?
C13 C12 C11 119.90(17) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C20 C21 H21A 122.0(13) . . ?
C20 C21 H21B 117(2) . . ?
H21A C21 H21B 121(3) . . ?
C2 C3 C4 119.45(17) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C24 C25 H25 120.1 . . ?
C24 C25 C26 119.80(18) . . ?
C26 C25 H25 120.1 . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.67(18) . . ?
C25 C24 H24 119.7 . . ?
C27 C26 H26 120.1 . . ?
C25 C26 C27 119.7(2) . . ?
C25 C26 H26 120.1 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C18 C19 C15 -159.11(16) . . . . ?
O2 C18 C19 C20 83.62(19) . . . . ?
O2 C18 C19 C22 -38.7(2) . . . . ?
O1 C2 C3 C4 -178.02(18) . . . . ?
N1 C18 C19 C15 23.58(16) . . . . ?
N1 C18 C19 C20 -93.69(15) . . . . ?
N1 C18 C19 C22 143.99(14) . . . . ?
N1 C5 C6 C7 -177.78(16) . . . . ?
N1 C5 C4 C3 177.75(17) . . . . ?
N1 C8 C15 C16 151.76(13) . . . . ?
N1 C8 C15 C19 28.68(15) . . . . ?
N1 C8 C15 C17 -89.98(14) . . . . ?
N1 C8 C9 C14 -22.2(2) . . . . ?
N1 C8 C9 C10 158.58(14) . . . . ?
C16 C15 C19 C18 -154.68(13) . . . . ?
C16 C15 C19 C20 -42.42(18) . . . . ?
C16 C15 C19 C22 81.70(16) . . . . ?
C16 C15 C17 N3 63.55(17) . . . . ?
C18 N1 C5 C6 -62.3(2) . . . . ?
C18 N1 C5 C4 118.52(19) . . . . ?
C18 N1 C8 C15 -14.90(17) . . . . ?
C18 N1 C8 C9 111.72(16) . . . . ?
C18 C19 C20 C21 -48.6(2) . . . . ?
C18 C19 C22 C23 -10.7(2) . . . . ?
C18 C19 C22 C27 173.07(15) . . . . ?
C5 N1 C18 O2 0.6(3) . . . . ?
C5 N1 C18 C19 177.94(14) . . . . ?
C5 N1 C8 C15 161.53(14) . . . . ?
C5 N1 C8 C9 -71.85(19) . . . . ?
C5 C6 C7 C2 0.2(3) . . . . ?
C5 C4 C3 C2 -0.1(3) . . . . ?
C8 N1 C18 O2 176.90(15) . . . . ?
C8 N1 C18 C19 -5.76(18) . . . . ?
C8 N1 C5 C6 121.54(17) . . . . ?
C8 N1 C5 C4 -57.6(2) . . . . ?
C8 C15 C19 C18 -31.67(14) . . . . ?
C8 C15 C19 C20 80.59(15) . . . . ?
C8 C15 C19 C22 -155.30(13) . . . . ?
C8 C15 C17 N3 -58.27(17) . . . . ?
C8 C9 C14 C13 -178.62(15) . . . . ?
C8 C9 C10 C11 177.99(15) . . . . ?
C15 C8 C9 C14 95.90(18) . . . . ?
C15 C8 C9 C10 -83.29(18) . . . . ?
C15 C19 C20 C21 -157.52(19) . . . . ?
C15 C19 C22 C23 103.61(18) . . . . ?
C15 C19 C22 C27 -72.61(19) . . . . ?
C19 C15 C17 N3 -172.11(13) . . . . ?
C19 C22 C23 C24 -175.85(16) . . . . ?
C19 C22 C27 C26 175.12(18) . . . . ?
C17 C15 C19 C18 84.28(15) . . . . ?
C17 C15 C19 C20 -163.46(13) . . . . ?
C17 C15 C19 C22 -39.35(18) . . . . ?
C9 C8 C15 C16 26.30(19) . . . . ?
C9 C8 C15 C19 -96.78(15) . . . . ?
C9 C8 C15 C17 144.56(14) . . . . ?
C9 C14 C13 C12 0.1(3) . . . . ?
C9 C10 C11 C12 1.2(3) . . . . ?
C6 C5 C4 C3 -1.4(3) . . . . ?
C6 C7 C2 O1 178.01(17) . . . . ?
C6 C7 C2 C3 -1.7(3) . . . . ?
C14 C9 C10 C11 -1.2(2) . . . . ?
C14 C13 C12 C11 -0.2(3) . . . . ?
C7 C2 C3 C4 1.6(3) . . . . ?
C20 C19 C22 C23 -130.85(17) . . . . ?
C20 C19 C22 C27 52.9(2) . . . . ?
C22 C19 C20 C21 77.5(2) . . . . ?
C22 C23 C24 C25 0.5(3) . . . . ?
C22 C27 C26 C25 1.4(3) . . . . ?
C10 C9 C14 C13 0.6(2) . . . . ?
C10 C11 C12 C13 -0.5(3) . . . . ?
C4 C5 C6 C7 1.4(3) . . . . ?
C23 C22 C27 C26 -1.3(3) . . . . ?
C27 C22 C23 C24 0.4(3) . . . . ?
C24 C25 C26 C27 -0.4(3) . . . . ?
C26 C25 C24 C23 -0.5(3) . . . . ?
C1 O1 C2 C7 -177.1(2) . . . . ?
C1 O1 C2 C3 2.6(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.433
_oxdiff_exptl_absorpt_empirical_full_min 0.340
