# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2025

####################################################################### 
# 
# 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_12_a
_database_code_depnum_ccdc_archive 'CCDC 2415006'
loop_
_audit_author_name
_audit_author_address
'Yu Zhao'
;Hubei University
China
;
_audit_update_record             
;
2025-01-07 deposited with the CCDC.	2025-03-17 downloaded from the CCDC.
;
_audit_creation_date             2024-12-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         '4(C20 H22 Cl2 N2 O2)'
_chemical_formula_sum            'C80 H88 Cl8 N8 O8'
_chemical_formula_weight         1573.26
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55739974976
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           ' C -2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x,-y,z+1/2
3 x+1/2,y+1/2,z
4 x+1/2,-y+1/2,z+1/2

_symmetry_Int_Tables_number      9
_cell_length_a                   7.1592(8)
_cell_length_b                   14.4200(16)
_cell_length_c                   19.648(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.554(3)
_cell_angle_gamma                90
_cell_volume                     2024.5(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    7791
_cell_measurement_temperature    273
_cell_measurement_theta_max      25.28
_cell_measurement_theta_min      2.83
_exptl_absorpt_coefficient_mu    0.337
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5564
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1733 before and 0.0959 after correction.
The Ratio of minimum to maximum transmission is 0.7466.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.2903
_exptl_crystal_F_000             825.5013
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            16708
_diffrn_reflns_theta_full        25.4172
_diffrn_reflns_theta_max         25.42
_diffrn_reflns_theta_min         2.08
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.9597
_diffrn_measured_fraction_theta_max 0.9597
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.922
_reflns_limit_h_max              7
_reflns_limit_h_min              -8
_reflns_limit_k_max              17
_reflns_limit_k_min              -17
_reflns_limit_l_max              23
_reflns_limit_l_min              -23
_reflns_number_gt                3124
_reflns_number_total             3599
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         0.1503
_refine_diff_density_min         -0.2799
_refine_diff_density_rms         0.0494
_refine_ls_abs_structure_details 
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   -0.00(5)
_refine_ls_d_res_high            0.8280
_refine_ls_d_res_low             9.8053
_refine_ls_goodness_of_fit_ref   1.0597
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    36
_refine_ls_number_parameters     238
_refine_ls_number_reflns         3599
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0368
_refine_ls_restrained_S_all      1.0597
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0550P)²+0.2594P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0887
_refine_ls_wR_factor_ref         0.0971
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00E(H00a,H00b), C00F(H00d,H00e)
2.b Aromatic/amide H refined with riding coordinates:
 C009(H009), C00I(H00I), C00C(H00C), C00P(H00q), C00O(H00p), C00N(H00o),
 C00K(H00K), C00J(H00J), N005(H005)
2.c Idealised Me refined as rotating group:
 C00L(H00f,H00g,H00h), C00M(H00l,H00m,H00n), C00Q(H00r,H00s,H00t)
;
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_refinement_flags_posn
Cl01 Cl 0.69245(9) 0.68174(4) 0.63784(3) 0.0649(2) Uani 1.000000 .
Cl02 Cl 1.04455(10) 0.38233(6) 0.73704(4) 0.0808(3) Uani 1.000000 .
O003 O 0.3366(2) 0.68458(14) 0.52113(10) 0.0662(5) Uani 1.000000 .
O004 O 0.9197(2) 0.55841(14) 0.45892(9) 0.0600(5) Uani 1.000000 .
N005 N 0.6639(2) 0.63926(12) 0.48186(9) 0.0418(4) Uani 1.000000 .
N006 N 0.3687(3) 0.47869(16) 0.33436(9) 0.0542(5) Uani 1.000000 .
C007 C 0.6783(3) 0.51710(14) 0.56867(11) 0.0370(4) Uani 1.000000 .
C008 C 0.8367(3) 0.63157(17) 0.45813(12) 0.0453(5) Uani 1.000000 .
C009 C 0.8578(3) 0.52534(17) 0.67821(11) 0.0437(5) Uani 1.000000 .
C00A C 0.5612(3) 0.56344(14) 0.51067(10) 0.0370(5) Uani 1.000000 .
C00B C 0.7465(3) 0.56530(15) 0.62649(11) 0.0390(5) Uani 1.000000 .
C00C C 0.7273(3) 0.42396(16) 0.56704(12) 0.0465(5) Uani 1.000000 .
C00D C 0.3807(3) 0.6059(2) 0.53699(12) 0.0505(6) Uani 1.000000 .
C00E C 0.4964(3) 0.49456(16) 0.45335(11) 0.0426(5) Uani 1.000000 .
C00F C 0.3780(3) 0.53789(17) 0.39476(11) 0.0476(5) Uani 1.000000 .
C00G C 0.2397(3) 0.40922(17) 0.32517(11) 0.0466(5) Uani 1.000000 .
C00H C 0.9015(3) 0.43312(17) 0.67284(12) 0.0472(5) Uani 1.000000 .
C00I C 0.8371(4) 0.38172(17) 0.61809(13) 0.0537(6) Uani 1.000000 .
C00J C 0.0894(3) 0.39973(19) 0.36717(14) 0.0565(6) Uani 1.000000 .
C00K C -0.0409(4) 0.3301(2) 0.35542(18) 0.0709(8) Uani 1.000000 .
C00L C 0.9184(4) 0.7186(2) 0.43241(18) 0.0773(9) Uani 1.000000 .
C00M C 0.2632(4) 0.5460(3) 0.57871(15) 0.0773(10) Uani 1.000000 .
C00N C -0.0279(5) 0.2681(2) 0.3033(2) 0.0841(11) Uani 1.000000 .
C00O C 0.1157(6) 0.2760(2) 0.26263(17) 0.0807(10) Uani 1.000000 .
C00P C 0.2492(4) 0.3438(2) 0.27264(13) 0.0643(8) Uani 1.000000 .
C00Q C 0.5259(4) 0.4855(3) 0.29180(15) 0.0756(9) Uani 1.000000 .
H009 H 0.9021(3) 0.55998(17) 0.71574(11) 0.0524(6) Uiso 1.000000 R
H00I H 0.8668(4) 0.31911(17) 0.61525(13) 0.0645(7) Uiso 1.000000 R
H00C H 0.6841(3) 0.38852(16) 0.52978(12) 0.0559(6) Uiso 1.000000 R
H00q H 0.3478(4) 0.3465(2) 0.24404(13) 0.0772(9) Uiso 1.000000 R
H00p H 0.1248(6) 0.2343(2) 0.22683(17) 0.0969(12) Uiso 1.000000 R
H00o H -0.1166(5) 0.2215(2) 0.2961(2) 0.1009(13) Uiso 1.000000 R
H00K H -0.1399(4) 0.3252(2) 0.38367(18) 0.0851(10) Uiso 1.000000 R
H00J H 0.0774(3) 0.44067(19) 0.40321(14) 0.0678(8) Uiso 1.000000 R
H005 H 0.6112(2) 0.69285(12) 0.47971(9) 0.0501(5) Uiso 1.000000 R
H00a H 0.6061(3) 0.46659(16) 0.43526(11) 0.0511(6) Uiso 1.000000 R
H00b H 0.4249(3) 0.44535(16) 0.47309(11) 0.0511(6) Uiso 1.000000 R
H00d H 0.4308(3) 0.59746(17) 0.38345(11) 0.0571(7) Uiso 1.000000 R
H00e H 0.2524(3) 0.54851(17) 0.40898(11) 0.0571(7) Uiso 1.000000 R
H00f H 1.0484(10) 0.7221(9) 0.4475(11) 0.1160(14) Uiso 1.000000 GR
H00g H 0.906(3) 0.7191(8) 0.38348(19) 0.1160(14) Uiso 1.000000 GR
H00h H 0.853(2) 0.7709(2) 0.4497(11) 0.1160(14) Uiso 1.000000 GR
H00l H 0.243(3) 0.5764(9) 0.6211(6) 0.1159(15) Uiso 1.000000 GR
H00m H 0.1449(15) 0.5349(16) 0.5543(6) 0.1159(15) Uiso 1.000000 GR
H00n H 0.3258(18) 0.4880(8) 0.5877(12) 0.1159(15) Uiso 1.000000 GR
H00r H 0.604(2) 0.5367(12) 0.3067(9) 0.1134(14) Uiso 1.000000 GR
H00s H 0.597(2) 0.4292(8) 0.2952(11) 0.1134(14) Uiso 1.000000 GR
H00t H 0.4810(4) 0.4951(19) 0.2453(2) 0.1134(14) Uiso 1.000000 GR


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
Cl01 C00B 1.741(2) . ?
Cl02 C00H 1.737(2) . ?
O003 C00D 1.214(3) . ?
O004 C008 1.211(3) . ?
N005 C008 1.353(3) . ?
N005 C00A 1.452(3) . ?
N005 H005 0.8600 . ?
N006 C00F 1.460(3) . ?
N006 C00G 1.367(3) . ?
N006 C00Q 1.447(4) . ?
C007 C00A 1.526(3) . ?
C007 C00B 1.394(3) . ?
C007 C00C 1.389(3) . ?
C008 C00L 1.487(4) . ?
C009 C00B 1.378(3) . ?
C009 C00H 1.372(3) . ?
C009 H009 0.9300 . ?
C00A C00D 1.547(3) . ?
C00A C00E 1.551(3) . ?
C00C C00I 1.377(4) . ?
C00C H00C 0.9300 . ?
C00D C00M 1.487(4) . ?
C00E C00F 1.521(3) . ?
C00E H00a 0.9700 . ?
C00E H00b 0.9700 . ?
C00F H00d 0.9700 . ?
C00F H00e 0.9700 . ?
C00G C00J 1.403(4) . ?
C00G C00P 1.403(4) . ?
C00H C00I 1.363(3) . ?
C00I H00I 0.9300 . ?
C00J C00K 1.380(4) . ?
C00J H00J 0.9300 . ?
C00K C00N 1.367(5) . ?
C00K H00K 0.9300 . ?
C00L H00f 0.9600 . ?
C00L H00g 0.9600 . ?
C00L H00h 0.9600 . ?
C00M H00l 0.9600 . ?
C00M H00m 0.9600 . ?
C00M H00n 0.9600 . ?
C00N C00O 1.345(6) . ?
C00N H00o 0.9300 . ?
C00O C00P 1.374(5) . ?
C00O H00p 0.9300 . ?
C00P H00q 0.9300 . ?
C00Q H00r 0.9600 . ?
C00Q H00s 0.9600 . ?
C00Q H00t 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00A N005 C008 124.64(18) . . ?
H005 N005 C008 117.68(13) . . ?
H005 N005 C00A 117.68(11) . . ?
C00G N006 C00F 122.1(2) . . ?
C00Q N006 C00F 115.6(2) . . ?
C00Q N006 C00G 121.1(2) . . ?
C00B C007 C00A 122.59(18) . . ?
C00C C007 C00A 122.27(19) . . ?
C00C C007 C00B 115.1(2) . . ?
N005 C008 O004 121.7(2) . . ?
C00L C008 O004 122.5(2) . . ?
C00L C008 N005 115.8(2) . . ?
C00H C009 C00B 118.2(2) . . ?
H009 C009 C00B 120.89(13) . . ?
H009 C009 C00H 120.89(13) . . ?
C007 C00A N005 110.68(16) . . ?
C00D C00A N005 106.62(18) . . ?
C00D C00A C007 110.78(17) . . ?
C00E C00A N005 109.57(17) . . ?
C00E C00A C007 112.80(17) . . ?
C00E C00A C00D 106.11(17) . . ?
C007 C00B Cl01 121.06(17) . . ?
C009 C00B Cl01 115.58(16) . . ?
C009 C00B C007 123.4(2) . . ?
C00I C00C C007 123.0(2) . . ?
H00C C00C C007 118.51(13) . . ?
H00C C00C C00I 118.51(14) . . ?
C00A C00D O003 119.6(2) . . ?
C00M C00D O003 122.5(2) . . ?
C00M C00D C00A 117.9(2) . . ?
C00F C00E C00A 114.46(18) . . ?
H00a C00E C00A 108.65(12) . . ?
H00a C00E C00F 108.65(13) . . ?
H00b C00E C00A 108.65(11) . . ?
H00b C00E C00F 108.65(13) . . ?
H00b C00E H00a 107.6 . . ?
C00E C00F N006 111.7(2) . . ?
H00d C00F N006 109.28(13) . . ?
H00d C00F C00E 109.28(13) . . ?
H00e C00F N006 109.28(13) . . ?
H00e C00F C00E 109.28(13) . . ?
H00e C00F H00d 107.9 . . ?
C00J C00G N006 122.0(2) . . ?
C00P C00G N006 121.8(2) . . ?
C00P C00G C00J 116.2(2) . . ?
C009 C00H Cl02 118.69(17) . . ?
C00I C00H Cl02 119.97(19) . . ?
C00I C00H C009 121.3(2) . . ?
C00H C00I C00C 119.0(2) . . ?
H00I C00I C00C 120.52(14) . . ?
H00I C00I C00H 120.52(14) . . ?
C00K C00J C00G 120.5(3) . . ?
H00J C00J C00G 119.75(15) . . ?
H00J C00J C00K 119.75(19) . . ?
C00N C00K C00J 121.6(3) . . ?
H00K C00K C00J 119.18(19) . . ?
H00K C00K C00N 119.2(2) . . ?
H00f C00L C008 109.5 . . ?
H00g C00L C008 109.5 . . ?
H00g C00L H00f 109.5 . . ?
H00h C00L C008 109.5 . . ?
H00h C00L H00f 109.5 . . ?
H00h C00L H00g 109.5 . . ?
H00l C00M C00D 109.5 . . ?
H00m C00M C00D 109.5 . . ?
H00m C00M H00l 109.5 . . ?
H00n C00M C00D 109.5 . . ?
H00n C00M H00l 109.5 . . ?
H00n C00M H00m 109.5 . . ?
C00O C00N C00K 118.7(3) . . ?
H00o C00N C00K 120.7(2) . . ?
H00o C00N C00O 120.7(2) . . ?
C00P C00O C00N 121.7(3) . . ?
H00p C00O C00N 119.2(2) . . ?
H00p C00O C00P 119.2(2) . . ?
C00O C00P C00G 121.3(3) . . ?
H00q C00P C00G 119.37(17) . . ?
H00q C00P C00O 119.4(2) . . ?
H00r C00Q N006 109.5 . . ?
H00s C00Q N006 109.5 . . ?
H00s C00Q H00r 109.5 . . ?
H00t C00Q N006 109.5 . . ?
H00t C00Q H00r 109.5 . . ?
H00t C00Q H00s 109.5 . . ?


_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_666_a
_database_code_depnum_ccdc_archive 'CCDC 2415011'
loop_
_audit_author_name
_audit_author_address
'Yu Zhao'
;Hubei University
China
;
_audit_update_record             
;
2025-01-07 deposited with the CCDC.	2025-03-17 downloaded from the CCDC.
;
_audit_creation_date             2024-12-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         '0.1(C25 H24 N2 O2)'
_chemical_formula_sum            'C2.381 H2.286 N0.19 O0.19'
_chemical_formula_weight         36.62
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   9.835(3)
_cell_length_b                   19.389(6)
_cell_length_c                   11.255(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.090(9)
_cell_angle_gamma                90
_cell_volume                     2098.8(11)
_cell_formula_units_Z            42
_cell_measurement_reflns_used    8327
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      22.52
_cell_measurement_theta_min      2.36
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6065
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1498 before and 0.0729 after correction.
The Ratio of minimum to maximum transmission is 0.8139.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.2167
_exptl_crystal_F_000             816.3591
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_diffrn_reflns_av_R_equivalents  0.0801
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            46194
_diffrn_reflns_theta_full        24.9986
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.10
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.9997
_diffrn_measured_fraction_theta_max 0.9997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              22
_reflns_limit_k_min              0
_reflns_limit_l_max              13
_reflns_limit_l_min              0
_reflns_number_gt                2446
_reflns_number_total             3698
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         0.4605
_refine_diff_density_min         -0.3361
_refine_diff_density_rms         0.0715
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             9.6946
_refine_ls_goodness_of_fit_ref   1.0876
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    42
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3698
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1026
_refine_ls_R_factor_gt           0.0668
_refine_ls_restrained_S_all      1.0876
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1292P)²+0.2907P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1779
_refine_ls_wR_factor_ref         0.2156
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C007(H00a,H00b), C00A(H00c,H00d)
2.b Aromatic/amide H refined with riding coordinates:
 C00R(H00s), C00T(H00w), C00N(H00N), C00K(H00K), C00I(H00I), C00D(H00e),
 C00H(H00H), C00J(H00J), C00F(H00F), C00G(H00G), C00P(H00q), C00Q(H00r),
 C00M(H00M), N003(H003)
2.c Idealised Me refined as rotating group:
 C00O(H00l,H00o,H00p), C00S(H00t,H00u,H00v)
;
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_refinement_flags_posn
O001 O 0.2920(2) 0.81194(10) 0.37285(16) 0.0800(7) Uani 1.000000 .
N002 N 0.4289(2) 0.56018(10) 0.37915(18) 0.0520(6) Uani 1.000000 .
N003 N 0.2466(2) 0.70008(11) 0.60347(17) 0.0553(6) Uani 1.000000 .
C004 C 0.3423(3) 0.72731(12) 0.53127(19) 0.0468(6) Uani 1.000000 .
O005 O 0.0629(2) 0.69868(17) 0.4483(2) 0.1145(10) Uani 1.000000 .
C006 C 0.3387(3) 0.52773(12) 0.2844(2) 0.0511(6) Uani 1.000000 .
C007 C 0.3624(3) 0.67730(11) 0.4300(2) 0.0496(6) Uani 1.000000 .
C008 C 0.4171(3) 0.49495(12) 0.2094(2) 0.0539(7) Uani 1.000000 .
C009 C 0.5642(3) 0.54888(12) 0.3664(2) 0.0534(6) Uani 1.000000 .
C00A C 0.3886(3) 0.60316(12) 0.4726(2) 0.0553(7) Uani 1.000000 .
C00B C 0.5609(3) 0.50802(12) 0.2623(2) 0.0565(7) Uani 1.000000 .
C00C C 0.4821(3) 0.74348(12) 0.6153(2) 0.0524(6) Uani 1.000000 .
C00D C 0.1948(3) 0.52470(15) 0.2595(2) 0.0640(7) Uani 1.000000 .
C00E C 0.2815(3) 0.79623(14) 0.4744(2) 0.0637(8) Uani 1.000000 .
C00F C 0.3479(4) 0.45979(14) 0.1061(3) 0.0700(8) Uani 1.000000 .
C00G C 0.6884(3) 0.57064(15) 0.4391(3) 0.0722(8) Uani 1.000000 .
C00H C 0.1308(3) 0.48801(16) 0.1564(3) 0.0765(9) Uani 1.000000 .
C00I C 0.5379(3) 0.70377(15) 0.7146(2) 0.0663(8) Uani 1.000000 .
C00J C 0.2062(4) 0.45720(16) 0.0808(3) 0.0804(9) Uani 1.000000 .
C00K C 0.6679(3) 0.71873(18) 0.7866(3) 0.0790(9) Uani 1.000000 .
C00L C 0.1109(3) 0.69105(18) 0.5571(3) 0.0761(9) Uani 1.000000 .
C00M C 0.6872(4) 0.48724(16) 0.2344(3) 0.0781(9) Uani 1.000000 .
C00N C 0.7432(3) 0.77389(19) 0.7612(3) 0.0837(10) Uani 1.000000 .
C00O C 0.2162(5) 0.84424(18) 0.5505(3) 0.1010(13) Uani 1.000000 .
C00P C 0.8094(3) 0.5492(2) 0.4075(4) 0.0913(11) Uani 1.000000 .
C00Q C 0.8091(4) 0.50806(19) 0.3084(4) 0.0943(11) Uani 1.000000 .
C00R C 0.5589(4) 0.79948(18) 0.5914(3) 0.0948(12) Uani 1.000000 .
C00S C 0.0221(3) 0.6733(2) 0.6458(3) 0.1041(13) Uani 1.000000 .
C00T C 0.6862(4) 0.8148(2) 0.6646(4) 0.1107(14) Uani 1.000000 .
H00s H 0.5242(4) 0.82735(18) 0.5246(3) 0.1137(14) Uiso 1.000000 R
H00w H 0.7341(4) 0.8538(2) 0.6480(4) 0.1328(17) Uiso 1.000000 R
H00N H 0.8308(3) 0.78337(19) 0.8082(3) 0.1004(12) Uiso 1.000000 R
H00K H 0.7039(3) 0.69075(18) 0.8528(3) 0.0948(11) Uiso 1.000000 R
H00I H 0.4880(3) 0.66621(15) 0.7341(2) 0.0796(9) Uiso 1.000000 R
H00e H 0.1432(3) 0.54619(15) 0.3093(2) 0.0767(9) Uiso 1.000000 R
H00H H 0.0344(3) 0.48424(16) 0.1382(3) 0.0918(11) Uiso 1.000000 R
H00J H 0.1598(4) 0.43429(16) 0.0115(3) 0.0965(11) Uiso 1.000000 R
H00F H 0.3979(4) 0.43833(14) 0.0550(3) 0.0840(10) Uiso 1.000000 R
H00G H 0.6899(3) 0.59858(15) 0.5066(3) 0.0867(10) Uiso 1.000000 R
H00q H 0.8941(3) 0.5631(2) 0.4549(4) 0.1096(13) Uiso 1.000000 R
H00r H 0.8933(4) 0.49402(19) 0.2912(4) 0.1132(13) Uiso 1.000000 R
H00M H 0.6882(4) 0.45979(16) 0.1668(3) 0.0937(11) Uiso 1.000000 R
H003 H 0.2787(2) 0.68953(11) 0.67831(17) 0.0663(7) Uiso 1.000000 R
H00a H 0.2801(3) 0.67869(11) 0.3652(2) 0.0596(7) Uiso 1.000000 R
H00b H 0.4404(3) 0.69297(11) 0.3968(2) 0.0596(7) Uiso 1.000000 R
H00c H 0.3049(3) 0.58455(12) 0.4931(2) 0.0664(8) Uiso 1.000000 R
H00d H 0.4617(3) 0.60218(12) 0.5453(2) 0.0664(8) Uiso 1.000000 R
H00l H 0.231(3) 0.89104(18) 0.5283(18) 0.152(2) Uiso 1.000000 GR
H00o H 0.1182(7) 0.8351(10) 0.5372(19) 0.152(2) Uiso 1.000000 GR
H00p H 0.258(2) 0.8373(11) 0.6347(4) 0.152(2) Uiso 1.000000 GR
H00t H 0.034(2) 0.6254(4) 0.667(2) 0.1562(19) Uiso 1.000000 GR
H00u H 0.049(2) 0.7010(11) 0.7175(12) 0.1562(19) Uiso 1.000000 GR
H00v H -0.0736(5) 0.6821(15) 0.6096(11) 0.1562(19) Uiso 1.000000 GR


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C00E 1.208(3) . ?
N002 C006 1.387(3) . ?
N002 C009 1.386(3) . ?
N002 C00A 1.461(3) . ?
N003 C004 1.465(3) . ?
N003 C00L 1.338(4) . ?
N003 H003 0.8600 . ?
C004 C007 1.540(3) . ?
C004 C00C 1.529(3) . ?
C004 C00E 1.547(3) . ?
O005 C00L 1.225(4) . ?
C006 C008 1.409(3) . ?
C006 C00D 1.385(4) . ?
C007 C00A 1.520(3) . ?
C007 H00a 0.9700 . ?
C007 H00b 0.9700 . ?
C008 C00B 1.437(4) . ?
C008 C00F 1.396(4) . ?
C009 C00B 1.409(3) . ?
C009 C00G 1.386(4) . ?
C00A H00c 0.9700 . ?
C00A H00d 0.9700 . ?
C00B C00M 1.403(4) . ?
C00C C00I 1.373(4) . ?
C00C C00R 1.381(4) . ?
C00D C00H 1.394(4) . ?
C00D H00e 0.9300 . ?
C00E C00O 1.498(4) . ?
C00F C00J 1.364(4) . ?
C00F H00F 0.9300 . ?
C00G C00P 1.376(4) . ?
C00G H00G 0.9300 . ?
C00H C00J 1.376(5) . ?
C00H H00H 0.9300 . ?
C00I C00K 1.394(4) . ?
C00I H00I 0.9300 . ?
C00J H00J 0.9300 . ?
C00K C00N 1.365(5) . ?
C00K H00K 0.9300 . ?
C00L C00S 1.498(4) . ?
C00M C00Q 1.369(5) . ?
C00M H00M 0.9300 . ?
C00N C00T 1.368(5) . ?
C00N H00N 0.9300 . ?
C00O H00l 0.9600 . ?
C00O H00o 0.9600 . ?
C00O H00p 0.9600 . ?
C00P C00Q 1.370(5) . ?
C00P H00q 0.9300 . ?
C00Q H00r 0.9300 . ?
C00R C00T 1.379(5) . ?
C00R H00s 0.9300 . ?
C00S H00t 0.9600 . ?
C00S H00u 0.9600 . ?
C00S H00v 0.9600 . ?
C00T H00w 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C009 N002 C006 108.8(2) . . ?
C00A N002 C006 125.9(2) . . ?
C00A N002 C009 125.2(2) . . ?
C00L N003 C004 122.3(2) . . ?
H003 N003 C004 118.84(12) . . ?
H003 N003 C00L 118.84(16) . . ?
C007 C004 N003 112.37(19) . . ?
C00C C004 N003 109.26(17) . . ?
C00C C004 C007 110.40(19) . . ?
C00E C004 N003 107.6(2) . . ?
C00E C004 C007 109.65(18) . . ?
C00E C004 C00C 107.3(2) . . ?
C008 C006 N002 108.8(2) . . ?
C00D C006 N002 129.5(2) . . ?
C00D C006 C008 121.6(2) . . ?
C00A C007 C004 113.65(18) . . ?
H00a C007 C004 108.83(13) . . ?
H00a C007 C00A 108.83(14) . . ?
H00b C007 C004 108.83(13) . . ?
H00b C007 C00A 108.83(14) . . ?
H00b C007 H00a 107.7 . . ?
C00B C008 C006 106.7(2) . . ?
C00F C008 C006 119.1(3) . . ?
C00F C008 C00B 134.2(3) . . ?
C00B C009 N002 108.6(2) . . ?
C00G C009 N002 129.6(2) . . ?
C00G C009 C00B 121.8(2) . . ?
C007 C00A N002 111.45(19) . . ?
H00c C00A N002 109.34(14) . . ?
H00c C00A C007 109.34(14) . . ?
H00d C00A N002 109.34(14) . . ?
H00d C00A C007 109.34(14) . . ?
H00d C00A H00c 108.0 . . ?
C009 C00B C008 107.0(2) . . ?
C00M C00B C008 134.2(3) . . ?
C00M C00B C009 118.7(3) . . ?
C00I C00C C004 122.9(2) . . ?
C00R C00C C004 119.9(2) . . ?
C00R C00C C00I 117.3(3) . . ?
C00H C00D C006 117.0(3) . . ?
H00e C00D C006 121.49(15) . . ?
H00e C00D C00H 121.49(19) . . ?
C004 C00E O001 120.5(2) . . ?
C00O C00E O001 121.1(3) . . ?
C00O C00E C004 118.4(2) . . ?
C00J C00F C008 119.4(3) . . ?
H00F C00F C008 120.30(17) . . ?
H00F C00F C00J 120.30(17) . . ?
C00P C00G C009 117.3(3) . . ?
H00G C00G C009 121.37(17) . . ?
H00G C00G C00P 121.4(2) . . ?
C00J C00H C00D 121.9(3) . . ?
H00H C00H C00D 119.06(19) . . ?
H00H C00H C00J 119.06(19) . . ?
C00K C00I C00C 121.2(3) . . ?
H00I C00I C00C 119.40(16) . . ?
H00I C00I C00K 119.40(18) . . ?
C00H C00J C00F 120.9(3) . . ?
H00J C00J C00F 119.53(18) . . ?
H00J C00J C00H 119.53(19) . . ?
C00N C00K C00I 120.9(3) . . ?
H00K C00K C00I 119.55(18) . . ?
H00K C00K C00N 119.55(19) . . ?
O005 C00L N003 121.2(3) . . ?
C00S C00L N003 116.3(3) . . ?
C00S C00L O005 122.5(3) . . ?
C00Q C00M C00B 118.9(3) . . ?
H00M C00M C00B 120.57(19) . . ?
H00M C00M C00Q 120.6(2) . . ?
C00T C00N C00K 118.1(3) . . ?
H00N C00N C00K 120.95(19) . . ?
H00N C00N C00T 120.9(2) . . ?
H00l C00O C00E 109.5 . . ?
H00o C00O C00E 109.5 . . ?
H00o C00O H00l 109.5 . . ?
H00p C00O C00E 109.5 . . ?
H00p C00O H00l 109.5 . . ?
H00p C00O H00o 109.5 . . ?
C00Q C00P C00G 122.1(3) . . ?
H00q C00P C00G 118.9(2) . . ?
H00q C00P C00Q 118.9(2) . . ?
C00P C00Q C00M 121.3(3) . . ?
H00r C00Q C00M 119.4(2) . . ?
H00r C00Q C00P 119.4(2) . . ?
C00T C00R C00C 121.2(3) . . ?
H00s C00R C00C 119.40(17) . . ?
H00s C00R C00T 119.4(2) . . ?
H00t C00S C00L 109.5 . . ?
H00u C00S C00L 109.5 . . ?
H00u C00S H00t 109.5 . . ?
H00v C00S C00L 109.5 . . ?
H00v C00S H00t 109.5 . . ?
H00v C00S H00u 109.5 . . ?
C00R C00T C00N 121.3(3) . . ?
H00w C00T C00N 119.4(2) . . ?
H00w C00T C00R 119.4(2) . . ?


_olex2_submission_special_instructions 'No special instructions were received'
