# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_nks-ckj-ts-kyn_auto
_database_code_depnum_ccdc_archive 'CCDC 2387888'
loop_
_audit_author_name
_audit_author_address
'Nagendra Sharma'
;School of Chemical Sciences NISER Bhubaneswar Jatni Khurda Odisha (India) and HBNI Mumbai (India) 
India
;
_audit_update_record             
;
2024-09-30 deposited with the CCDC.	2025-02-25 downloaded from the CCDC.
;
_audit_creation_date             2024-04-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C19 H20 N2 O6 S)'
_chemical_formula_sum            'C38 H40 N4 O12 S2'
_chemical_formula_weight         808.86
_chemical_absolute_configuration s
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O S'
_chemical_oxdiff_usercomment     'Off-white,block '
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'
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                   11.0125(2)
_cell_length_b                   8.54110(10)
_cell_length_c                   21.0020(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.994(2)
_cell_angle_gamma                90
_cell_volume                     1908.17(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12718
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.0770
_cell_measurement_theta_min      4.1240
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.964
_exptl_absorpt_coefficient_mu    1.858
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82084
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.002
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0544
_diffrn_reflns_av_unetI/netI     0.0591
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            16144
_diffrn_reflns_point_group_measured_fraction_full 0.902
_diffrn_reflns_point_group_measured_fraction_max 0.856
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.421
_diffrn_reflns_theta_min         4.156
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -45.00  31.00   0.50    0.55    --  -38.50  18.00 149.00  152
  2  ω   -108.00 -32.00   0.50    0.55    --  -38.50 -18.00 -18.00  152
  3  ω     43.00 118.00   0.50    0.55    --   48.81  18.00 149.00  150
  4  ω    -21.00  55.00   0.50    0.55    --   48.81 -18.00 -18.00  152
  5  ω     33.00 108.00   0.50    2.77    --  102.00 -18.00 -18.00  150
  6  ω     96.00 172.00   0.50    2.77    --  102.00  18.00 149.00  152
  7  ω    -50.00  24.00   0.50    0.55    --  -38.50  57.00 -30.00  148
  8  ω    -42.00  28.00   0.50    0.55    --  -38.50  38.00 -90.00  140
  9  ω     46.00 115.00   0.50    0.55    --   48.81  38.00-180.00  138
 10  ω     38.00 107.00   0.50    2.77    --  102.00 -45.00-150.00  138
 11  ω     34.00 105.00   0.50    2.77    --  102.00 -30.00 -60.00  142
 12  ω     39.00 105.00   0.50    2.77    --  102.00 -61.00-120.00  132
 13  ω     39.00  65.00   0.50    2.77    --  102.00-125.00   0.00   52
 14  ω    131.00 164.00   0.50    2.77    --  102.00 125.00 -60.00   66
 15  ω     79.00 105.00   0.50    2.77    --  102.00-125.00   0.00   52
 16  ω     40.00  74.00   0.50    2.77    --  102.00-125.00-120.00   68
 17  ω     77.00 107.00   0.50    2.77    --  102.00-125.00-120.00   60
 18  ω     43.00 111.00   0.50    2.77    --  102.00-125.00  30.00  136
 19  ω    100.00 161.00   0.50    2.77    --  102.00  30.00  90.00  122
 20  ω    109.00 144.00   0.50    2.77    --  102.00  77.00  30.00   70
 21  ω     98.00 126.00   0.50    2.77    --  102.00 125.00 -60.00   56
 22  ω     78.00 104.00   0.50    2.77    --  102.00 -94.00-150.00   52
 23  ω     40.00 106.00   0.50    2.77    --  102.00-125.00-150.00  132
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1346569000
_diffrn_orient_matrix_UB_12      -0.0170498000
_diffrn_orient_matrix_UB_13      0.0078473000
_diffrn_orient_matrix_UB_21      -0.0012284000
_diffrn_orient_matrix_UB_22      0.1753336000
_diffrn_orient_matrix_UB_23      0.0170149000
_diffrn_orient_matrix_UB_31      -0.0533461000
_diffrn_orient_matrix_UB_32      0.0387931000
_diffrn_orient_matrix_UB_33      -0.0735792000
_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         0.649
_reflns_Friedel_fraction_full    0.790
_reflns_Friedel_fraction_max     0.724
_reflns_number_gt                6453
_reflns_number_total             6776
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details 
;
 Flack x determined using 2437 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.052(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     517
_refine_ls_number_reflns         6776
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0331
_refine_ls_restrained_S_all      1.068
_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)+(0.0498P)²+0.4495P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0905
_refine_ls_wR_factor_ref         0.0913
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C27(H27), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C30(H30A,H30B)
2.c Aromatic/amide H refined with riding coordinates:
 N4(H4A), N2(H2), C36(H36), C35(H35), C25(H25), C38(H38), C15(H15), C4(H4),
 C7(H7), C33(H33), C6(H6), C16(H16), C19(H19), C22(H22), C26(H26), C34(H34),
 C17(H17), C23(H23), C3(H3), C14(H14)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C29(H29A,H29B,H29C), C10(H10A,H10B,H10C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.18358(6) 0.21258(7) 0.92010(3) 0.01875(15) Uani 1 1 d . . . . .
S2 S 0.80828(6) 0.38682(8) 0.56861(3) 0.01855(15) Uani 1 1 d . . . . .
O10 O 0.36402(18) 0.3110(2) 0.45870(9) 0.0201(4) Uani 1 1 d . . . . .
O11 O 0.44409(18) 0.5909(2) 0.57575(10) 0.0197(4) Uani 1 1 d . . . . .
O4 O 0.62984(18) 0.1378(2) 1.02790(9) 0.0207(4) Uani 1 1 d . . . . .
O9 O 0.51160(19) 0.4673(2) 0.43580(9) 0.0220(4) Uani 1 1 d . . . . .
O5 O 0.55076(19) 0.4063(2) 0.91935(9) 0.0212(4) Uani 1 1 d . . . . .
O6 O 0.65013(19) 0.7830(2) 0.76016(10) 0.0241(4) Uani 1 1 d . . . . .
O3 O 0.4794(2) 0.2829(2) 1.05399(10) 0.0237(4) Uani 1 1 d . . . . .
O8 O 0.81657(19) 0.2239(3) 0.58520(10) 0.0249(4) Uani 1 1 d . . . . .
O1 O 0.11127(18) 0.3346(2) 0.88089(10) 0.0239(4) Uani 1 1 d . . . . .
O7 O 0.88348(18) 0.4988(3) 0.61249(9) 0.0244(4) Uani 1 1 d . . . . .
N4 N 0.3762(2) 0.7687(3) 0.66657(11) 0.0180(5) Uani 1 1 d . . . . .
H4A H 0.392650 0.765560 0.627757 0.022 Uiso 1 1 calc R U . . .
O2 O 0.16894(19) 0.0538(3) 0.89809(10) 0.0255(4) Uani 1 1 d . . . . .
O12 O 0.36335(19) 0.9443(2) 0.74808(10) 0.0242(4) Uani 1 1 d . . . . .
N2 N 0.6153(2) 0.5913(3) 0.83094(11) 0.0195(5) Uani 1 1 d . . . . .
H2 H 0.586322 0.580452 0.865986 0.023 Uiso 1 1 calc R U . . .
N1 N 0.3285(2) 0.2600(3) 0.92694(12) 0.0202(5) Uani 1 1 d . . . . .
C18 C 0.6561(3) 0.4535(3) 0.80701(13) 0.0183(5) Uani 1 1 d . . . . .
N3 N 0.6643(2) 0.4388(3) 0.56200(12) 0.0189(5) Uani 1 1 d . . . . .
C5 C 0.1520(2) 0.2218(4) 0.99862(13) 0.0202(5) Uani 1 1 d . . . . .
C13 C 0.6277(3) 0.3072(3) 0.83131(13) 0.0183(5) Uani 1 1 d . . . . .
C21 C 0.9240(3) 0.4496(4) 0.37754(14) 0.0264(7) Uani 1 1 d . . . . .
C36 C 0.2706(3) 0.6242(3) 0.73670(14) 0.0215(6) Uani 1 1 d . . . . .
H36 H 0.246001 0.719883 0.752785 0.026 Uiso 1 1 calc R U . . .
C35 C 0.2380(3) 0.4831(4) 0.76021(14) 0.0250(6) Uani 1 1 d . . . . .
H35 H 0.189669 0.482961 0.791706 0.030 Uiso 1 1 calc R U . . .
C37 C 0.3398(3) 0.6267(3) 0.68934(13) 0.0177(5) Uani 1 1 d . . . . .
C25 C 0.8443(3) 0.5583(4) 0.46514(14) 0.0226(6) Uani 1 1 d . . . . .
H25 H 0.817346 0.645826 0.485836 0.027 Uiso 1 1 calc R U . . .
C9 C 0.5146(2) 0.2004(3) 1.01599(12) 0.0176(5) Uani 1 1 d . . . . .
C38 C 0.3894(3) 0.9105(3) 0.69668(13) 0.0197(6) Uani 1 1 d . . . . .
H38 H 0.422413 0.992331 0.675487 0.024 Uiso 1 1 calc R U . . .
C31 C 0.4339(2) 0.4756(3) 0.60920(12) 0.0154(5) Uani 1 1 d . . . . .
C28 C 0.4769(2) 0.3815(3) 0.47307(13) 0.0177(5) Uani 1 1 d . . . . .
C15 C 0.7345(3) 0.1747(4) 0.75886(15) 0.0261(6) Uani 1 1 d . . . . .
H15 H 0.760517 0.080593 0.742202 0.031 Uiso 1 1 calc R U . . .
C4 C 0.1519(3) 0.3671(4) 1.02853(14) 0.0232(6) Uani 1 1 d . . . . .
H4 H 0.175699 0.458682 1.009048 0.028 Uiso 1 1 calc R U . . .
C11 C 0.5070(2) 0.1372(3) 0.89613(13) 0.0176(5) Uani 1 1 d . . . . .
H11A H 0.575665 0.060040 0.910627 0.021 Uiso 1 1 calc R U . . .
H11B H 0.450454 0.099248 0.854339 0.021 Uiso 1 1 calc R U . . .
C7 C 0.0829(3) 0.0994(4) 1.08546(14) 0.0261(7) Uani 1 1 d . . . . .
H7 H 0.059417 0.007872 1.105035 0.031 Uiso 1 1 calc R U . . .
C27 C 0.5570(2) 0.3329(3) 0.54063(13) 0.0173(5) Uani 1 1 d . . . . .
H27 H 0.591525 0.226677 0.535621 0.021 Uiso 1 1 calc R U . . .
C33 C 0.3406(3) 0.3431(3) 0.69066(14) 0.0208(6) Uani 1 1 d . . . . .
H33 H 0.365418 0.246402 0.675555 0.025 Uiso 1 1 calc R U . . .
C6 C 0.1197(3) 0.0870(4) 1.02691(14) 0.0245(6) Uani 1 1 d . . . . .
H6 H 0.122474 -0.012166 1.006836 0.029 Uiso 1 1 calc R U . . .
C30 C 0.4845(2) 0.3197(3) 0.59354(13) 0.0170(5) Uani 1 1 d . . . . .
H30A H 0.413585 0.245969 0.578241 0.020 Uiso 1 1 calc R U . . .
H30B H 0.540809 0.276151 0.634254 0.020 Uiso 1 1 calc R U . . .
C8 C 0.4333(2) 0.1506(3) 0.94853(13) 0.0175(5) Uani 1 1 d . . . . .
H8 H 0.397407 0.045134 0.953545 0.021 Uiso 1 1 calc R U . . .
C24 C 0.8453(2) 0.4092(4) 0.49192(13) 0.0199(6) Uani 1 1 d . . . . .
C16 C 0.7656(3) 0.3187(4) 0.73725(14) 0.0248(6) Uani 1 1 d . . . . .
H16 H 0.815409 0.322747 0.706500 0.030 Uiso 1 1 calc R U . . .
C19 C 0.6144(3) 0.7400(3) 0.80744(14) 0.0202(6) Uani 1 1 d . . . . .
H19 H 0.582185 0.818858 0.830515 0.024 Uiso 1 1 calc R U . . .
C32 C 0.3718(2) 0.4833(3) 0.66384(13) 0.0177(5) Uani 1 1 d . . . . .
C12 C 0.5619(2) 0.2943(3) 0.88457(12) 0.0166(5) Uani 1 1 d . . . . .
C22 C 0.9247(3) 0.3021(4) 0.40535(15) 0.0268(7) Uani 1 1 d . . . . .
H22 H 0.952843 0.214684 0.385080 0.032 Uiso 1 1 calc R U . . .
C26 C 0.8829(3) 0.5775(4) 0.40808(14) 0.0252(6) Uani 1 1 d . . . . .
H26 H 0.881609 0.678871 0.389313 0.030 Uiso 1 1 calc R U . . .
C2 C 0.0800(3) 0.2434(4) 1.11553(14) 0.0248(6) Uani 1 1 d . . . . .
C1 C 0.0382(3) 0.2576(5) 1.17849(15) 0.0323(8) Uani 1 1 d . . . . .
H1A H 0.009639 0.155258 1.189983 0.048 Uiso 1 1 calc R U . . .
H1B H -0.030920 0.333082 1.172052 0.048 Uiso 1 1 calc R U . . .
H1C H 0.108832 0.293618 1.214212 0.048 Uiso 1 1 calc R U . . .
C29 C 0.2834(3) 0.3479(4) 0.39366(14) 0.0261(6) Uani 1 1 d . . . . .
H29A H 0.328486 0.325934 0.360089 0.039 Uiso 1 1 calc R U . . .
H29B H 0.260238 0.458877 0.391920 0.039 Uiso 1 1 calc R U . . .
H29C H 0.207161 0.283562 0.385261 0.039 Uiso 1 1 calc R U . . .
C34 C 0.2748(3) 0.3420(3) 0.73842(15) 0.0247(6) Uani 1 1 d . . . . .
H34 H 0.254950 0.245750 0.756101 0.030 Uiso 1 1 calc R U . . .
C17 C 0.7255(3) 0.4565(4) 0.75957(14) 0.0223(6) Uani 1 1 d . . . . .
H17 H 0.744898 0.553897 0.742704 0.027 Uiso 1 1 calc R U . . .
C23 C 0.8848(3) 0.2800(4) 0.46250(14) 0.0239(6) Uani 1 1 d . . . . .
H23 H 0.884737 0.178511 0.480994 0.029 Uiso 1 1 calc R U . . .
C3 C 0.1169(3) 0.3764(4) 1.08686(14) 0.0253(6) Uani 1 1 d . . . . .
H3 H 0.117828 0.475005 1.107873 0.030 Uiso 1 1 calc R U . . .
C10 C 0.7158(3) 0.1875(4) 1.08933(15) 0.0300(7) Uani 1 1 d . . . . .
H10A H 0.737352 0.297969 1.086062 0.045 Uiso 1 1 calc R U . . .
H10B H 0.792439 0.123939 1.097870 0.045 Uiso 1 1 calc R U . . .
H10C H 0.675633 0.174002 1.125516 0.045 Uiso 1 1 calc R U . . .
C20 C 0.9639(3) 0.4731(5) 0.31470(15) 0.0349(8) Uani 1 1 d . . . . .
H20A H 1.006211 0.378505 0.305027 0.052 Uiso 1 1 calc R U . . .
H20B H 1.021813 0.562185 0.319948 0.052 Uiso 1 1 calc R U . . .
H20C H 0.889738 0.494019 0.278309 0.052 Uiso 1 1 calc R U . . .
C14 C 0.6649(3) 0.1699(3) 0.80517(14) 0.0228(6) Uani 1 1 d . . . . .
H14 H 0.641973 0.071353 0.819485 0.027 Uiso 1 1 calc R U . . .
H1 H 0.342(3) 0.360(4) 0.9350(16) 0.017(8) Uiso 1 1 d . . . . .
H3A H 0.653(3) 0.535(4) 0.5574(15) 0.014(8) 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
S1 O1 1.435(2) . ?
S1 O2 1.428(2) . ?
S1 N1 1.617(2) . ?
S1 C5 1.773(3) . ?
S2 O8 1.432(2) . ?
S2 O7 1.434(2) . ?
S2 N3 1.618(2) . ?
S2 C24 1.771(3) . ?
O10 C28 1.343(3) . ?
O10 C29 1.458(3) . ?
O11 C31 1.232(3) . ?
O4 C9 1.340(3) . ?
O4 C10 1.452(3) . ?
O9 C28 1.204(3) . ?
O5 C12 1.229(3) . ?
O6 C19 1.216(4) . ?
O3 C9 1.201(3) . ?
N4 H4A 0.8800 . ?
N4 C37 1.399(3) . ?
N4 C38 1.357(4) . ?
O12 C38 1.221(3) . ?
N2 H2 0.8800 . ?
N2 C18 1.399(4) . ?
N2 C19 1.362(4) . ?
N1 C8 1.463(3) . ?
N1 H1 0.87(4) . ?
C18 C13 1.415(4) . ?
C18 C17 1.404(4) . ?
N3 C27 1.464(3) . ?
N3 H3A 0.83(4) . ?
C5 C4 1.392(4) . ?
C5 C6 1.384(4) . ?
C13 C12 1.485(4) . ?
C13 C14 1.400(4) . ?
C21 C22 1.388(5) . ?
C21 C26 1.399(5) . ?
C21 C20 1.509(4) . ?
C36 H36 0.9500 . ?
C36 C35 1.385(4) . ?
C36 C37 1.401(4) . ?
C35 H35 0.9500 . ?
C35 C34 1.386(4) . ?
C37 C32 1.417(4) . ?
C25 H25 0.9500 . ?
C25 C24 1.391(4) . ?
C25 C26 1.381(4) . ?
C9 C8 1.527(4) . ?
C38 H38 0.9500 . ?
C31 C30 1.512(4) . ?
C31 C32 1.481(4) . ?
C28 C27 1.522(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.384(4) . ?
C15 C14 1.386(4) . ?
C4 H4 0.9500 . ?
C4 C3 1.379(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C8 1.531(4) . ?
C11 C12 1.517(4) . ?
C7 H7 0.9500 . ?
C7 C6 1.395(4) . ?
C7 C2 1.386(5) . ?
C27 H27 1.0000 . ?
C27 C30 1.531(4) . ?
C33 H33 0.9500 . ?
C33 C32 1.403(4) . ?
C33 C34 1.382(4) . ?
C6 H6 0.9500 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C8 H8 1.0000 . ?
C24 C23 1.389(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.381(4) . ?
C19 H19 0.9500 . ?
C22 H22 0.9500 . ?
C22 C23 1.393(4) . ?
C26 H26 0.9500 . ?
C2 C1 1.513(4) . ?
C2 C3 1.394(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C34 H34 0.9500 . ?
C17 H17 0.9500 . ?
C23 H23 0.9500 . ?
C3 H3 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C14 H14 0.9500 . ?

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
O1 S1 N1 104.93(13) . . ?
O1 S1 C5 106.76(13) . . ?
O2 S1 O1 120.30(12) . . ?
O2 S1 N1 107.02(13) . . ?
O2 S1 C5 108.07(14) . . ?
N1 S1 C5 109.45(13) . . ?
O8 S2 O7 120.14(13) . . ?
O8 S2 N3 106.69(13) . . ?
O8 S2 C24 108.12(13) . . ?
O7 S2 N3 105.20(13) . . ?
O7 S2 C24 106.39(13) . . ?
N3 S2 C24 110.08(13) . . ?
C28 O10 C29 114.7(2) . . ?
C9 O4 C10 114.7(2) . . ?
C37 N4 H4A 115.8 . . ?
C38 N4 H4A 115.8 . . ?
C38 N4 C37 128.3(2) . . ?
C18 N2 H2 115.6 . . ?
C19 N2 H2 115.6 . . ?
C19 N2 C18 128.9(2) . . ?
S1 N1 H1 112(2) . . ?
C8 N1 S1 123.3(2) . . ?
C8 N1 H1 119(2) . . ?
N2 C18 C13 119.5(2) . . ?
N2 C18 C17 121.6(3) . . ?
C17 C18 C13 118.9(3) . . ?
S2 N3 H3A 113(2) . . ?
C27 N3 S2 123.5(2) . . ?
C27 N3 H3A 119(2) . . ?
C4 C5 S1 118.9(2) . . ?
C6 C5 S1 119.8(2) . . ?
C6 C5 C4 121.2(3) . . ?
C18 C13 C12 122.3(2) . . ?
C14 C13 C18 118.9(2) . . ?
C14 C13 C12 118.8(2) . . ?
C22 C21 C26 118.9(3) . . ?
C22 C21 C20 121.2(3) . . ?
C26 C21 C20 119.9(3) . . ?
C35 C36 H36 119.8 . . ?
C35 C36 C37 120.4(3) . . ?
C37 C36 H36 119.8 . . ?
C36 C35 H35 119.5 . . ?
C36 C35 C34 120.9(3) . . ?
C34 C35 H35 119.5 . . ?
N4 C37 C36 120.8(2) . . ?
N4 C37 C32 119.9(2) . . ?
C36 C37 C32 119.3(3) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
C26 C25 C24 119.2(3) . . ?
O4 C9 C8 111.2(2) . . ?
O3 C9 O4 124.3(2) . . ?
O3 C9 C8 124.6(2) . . ?
N4 C38 H38 116.5 . . ?
O12 C38 N4 127.0(3) . . ?
O12 C38 H38 116.5 . . ?
O11 C31 C30 119.1(2) . . ?
O11 C31 C32 122.3(2) . . ?
C32 C31 C30 118.5(2) . . ?
O10 C28 C27 111.5(2) . . ?
O9 C28 O10 123.9(2) . . ?
O9 C28 C27 124.5(2) . . ?
C16 C15 H15 120.5 . . ?
C16 C15 C14 119.0(3) . . ?
C14 C15 H15 120.5 . . ?
C5 C4 H4 120.5 . . ?
C3 C4 C5 119.0(3) . . ?
C3 C4 H4 120.5 . . ?
H11A C11 H11B 108.0 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
C12 C11 C8 110.9(2) . . ?
C6 C7 H7 119.5 . . ?
C2 C7 H7 119.5 . . ?
C2 C7 C6 121.0(3) . . ?
N3 C27 C28 110.1(2) . . ?
N3 C27 H27 107.1 . . ?
N3 C27 C30 110.8(2) . . ?
C28 C27 H27 107.1 . . ?
C28 C27 C30 114.3(2) . . ?
C30 C27 H27 107.1 . . ?
C32 C33 H33 119.1 . . ?
C34 C33 H33 119.1 . . ?
C34 C33 C32 121.8(3) . . ?
C5 C6 C7 118.7(3) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C31 C30 C27 112.6(2) . . ?
C31 C30 H30A 109.1 . . ?
C31 C30 H30B 109.1 . . ?
C27 C30 H30A 109.1 . . ?
C27 C30 H30B 109.1 . . ?
H30A C30 H30B 107.8 . . ?
N1 C8 C9 109.6(2) . . ?
N1 C8 C11 110.3(2) . . ?
N1 C8 H8 107.8 . . ?
C9 C8 C11 113.3(2) . . ?
C9 C8 H8 107.8 . . ?
C11 C8 H8 107.8 . . ?
C25 C24 S2 119.1(2) . . ?
C23 C24 S2 119.4(2) . . ?
C23 C24 C25 121.2(3) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 C15 121.2(3) . . ?
C17 C16 H16 119.4 . . ?
O6 C19 N2 127.2(3) . . ?
O6 C19 H19 116.4 . . ?
N2 C19 H19 116.4 . . ?
C37 C32 C31 122.7(2) . . ?
C33 C32 C37 118.4(2) . . ?
C33 C32 C31 118.9(2) . . ?
O5 C12 C13 122.2(2) . . ?
O5 C12 C11 119.2(2) . . ?
C13 C12 C11 118.6(2) . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 121.1(3) . . ?
C23 C22 H22 119.5 . . ?
C21 C26 H26 119.5 . . ?
C25 C26 C21 120.9(3) . . ?
C25 C26 H26 119.5 . . ?
C7 C2 C1 121.1(3) . . ?
C7 C2 C3 118.8(3) . . ?
C3 C2 C1 120.0(3) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O10 C29 H29A 109.5 . . ?
O10 C29 H29B 109.5 . . ?
O10 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C35 C34 H34 120.4 . . ?
C33 C34 C35 119.1(3) . . ?
C33 C34 H34 120.4 . . ?
C18 C17 H17 119.8 . . ?
C16 C17 C18 120.4(3) . . ?
C16 C17 H17 119.8 . . ?
C24 C23 C22 118.7(3) . . ?
C24 C23 H23 120.6 . . ?
C22 C23 H23 120.6 . . ?
C4 C3 C2 121.1(3) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
O4 C10 H10A 109.5 . . ?
O4 C10 H10B 109.5 . . ?
O4 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
C21 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C13 C14 H14 119.3 . . ?
C15 C14 C13 121.4(3) . . ?
C15 C14 H14 119.3 . . ?

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
S1 N1 C8 C9 -112.1(2) . . . . ?
S1 N1 C8 C11 122.5(2) . . . . ?
S1 C5 C4 C3 174.5(2) . . . . ?
S1 C5 C6 C7 -173.6(2) . . . . ?
S2 N3 C27 C28 -111.2(2) . . . . ?
S2 N3 C27 C30 121.3(2) . . . . ?
S2 C24 C23 C22 -174.1(2) . . . . ?
O10 C28 C27 N3 -165.8(2) . . . . ?
O10 C28 C27 C30 -40.3(3) . . . . ?
O11 C31 C30 C27 6.5(3) . . . . ?
O11 C31 C32 C37 -11.5(4) . . . . ?
O11 C31 C32 C33 167.0(2) . . . . ?
O4 C9 C8 N1 -159.9(2) . . . . ?
O4 C9 C8 C11 -36.3(3) . . . . ?
O9 C28 C27 N3 17.1(4) . . . . ?
O9 C28 C27 C30 142.6(3) . . . . ?
O3 C9 C8 N1 21.3(4) . . . . ?
O3 C9 C8 C11 144.9(3) . . . . ?
O8 S2 N3 C27 -30.3(3) . . . . ?
O8 S2 C24 C25 -179.7(2) . . . . ?
O8 S2 C24 C23 -5.1(3) . . . . ?
O1 S1 N1 C8 -164.1(2) . . . . ?
O1 S1 C5 C4 -45.0(2) . . . . ?
O1 S1 C5 C6 130.6(2) . . . . ?
O7 S2 N3 C27 -159.0(2) . . . . ?
O7 S2 C24 C25 -49.4(2) . . . . ?
O7 S2 C24 C23 125.2(2) . . . . ?
N4 C37 C32 C31 -5.3(4) . . . . ?
N4 C37 C32 C33 176.2(2) . . . . ?
O2 S1 N1 C8 -35.2(3) . . . . ?
O2 S1 C5 C4 -175.7(2) . . . . ?
O2 S1 C5 C6 -0.1(3) . . . . ?
N2 C18 C13 C12 -3.7(4) . . . . ?
N2 C18 C13 C14 177.6(3) . . . . ?
N2 C18 C17 C16 179.4(3) . . . . ?
N1 S1 C5 C4 68.1(2) . . . . ?
N1 S1 C5 C6 -116.3(2) . . . . ?
C18 N2 C19 O6 -0.4(5) . . . . ?
C18 C13 C12 O5 -14.8(4) . . . . ?
C18 C13 C12 C11 165.2(2) . . . . ?
C18 C13 C14 C15 3.5(4) . . . . ?
N3 S2 C24 C25 64.1(2) . . . . ?
N3 S2 C24 C23 -121.3(2) . . . . ?
N3 C27 C30 C31 59.9(3) . . . . ?
C5 S1 N1 C8 81.7(2) . . . . ?
C5 C4 C3 C2 -0.9(4) . . . . ?
C13 C18 C17 C16 -0.3(4) . . . . ?
C21 C22 C23 C24 -0.7(4) . . . . ?
C36 C35 C34 C33 -2.6(4) . . . . ?
C36 C37 C32 C31 173.9(2) . . . . ?
C36 C37 C32 C33 -4.6(4) . . . . ?
C35 C36 C37 N4 -178.3(3) . . . . ?
C35 C36 C37 C32 2.4(4) . . . . ?
C37 N4 C38 O12 -5.5(5) . . . . ?
C37 C36 C35 C34 1.2(4) . . . . ?
C25 C24 C23 C22 0.4(4) . . . . ?
C38 N4 C37 C36 22.5(4) . . . . ?
C38 N4 C37 C32 -158.2(3) . . . . ?
C28 C27 C30 C31 -65.2(3) . . . . ?
C15 C16 C17 C18 2.6(4) . . . . ?
C4 C5 C6 C7 1.9(4) . . . . ?
C7 C2 C3 C4 2.0(4) . . . . ?
C6 C5 C4 C3 -1.1(4) . . . . ?
C6 C7 C2 C1 179.0(3) . . . . ?
C6 C7 C2 C3 -1.1(4) . . . . ?
C30 C31 C32 C37 169.5(2) . . . . ?
C30 C31 C32 C33 -12.1(4) . . . . ?
C8 C11 C12 O5 5.0(3) . . . . ?
C8 C11 C12 C13 -175.0(2) . . . . ?
C24 S2 N3 C27 86.8(2) . . . . ?
C24 C25 C26 C21 -0.6(4) . . . . ?
C16 C15 C14 C13 -1.2(5) . . . . ?
C19 N2 C18 C13 -168.4(3) . . . . ?
C19 N2 C18 C17 12.0(4) . . . . ?
C32 C31 C30 C27 -174.4(2) . . . . ?
C32 C33 C34 C35 0.3(5) . . . . ?
C12 C13 C14 C15 -175.2(3) . . . . ?
C12 C11 C8 N1 61.1(3) . . . . ?
C12 C11 C8 C9 -62.1(3) . . . . ?
C22 C21 C26 C25 0.3(4) . . . . ?
C26 C21 C22 C23 0.3(4) . . . . ?
C26 C25 C24 S2 174.8(2) . . . . ?
C26 C25 C24 C23 0.3(4) . . . . ?
C2 C7 C6 C5 -0.8(4) . . . . ?
C1 C2 C3 C4 -178.1(3) . . . . ?
C29 O10 C28 O9 -0.9(4) . . . . ?
C29 O10 C28 C27 -178.1(2) . . . . ?
C34 C33 C32 C37 3.2(4) . . . . ?
C34 C33 C32 C31 -175.3(3) . . . . ?
C17 C18 C13 C12 176.0(2) . . . . ?
C17 C18 C13 C14 -2.7(4) . . . . ?
C10 O4 C9 O3 -5.0(4) . . . . ?
C10 O4 C9 C8 176.2(2) . . . . ?
C20 C21 C22 C23 -178.4(3) . . . . ?
C20 C21 C26 C25 179.1(3) . . . . ?
C14 C13 C12 O5 163.9(3) . . . . ?
C14 C13 C12 C11 -16.1(4) . . . . ?
C14 C15 C16 C17 -1.9(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.035
_oxdiff_exptl_absorpt_empirical_full_min 0.490
####################################################################### 
# 
# 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_nks-b-alakyn_auto
_database_code_depnum_ccdc_archive 'CCDC 2388137'
loop_
_audit_author_name
_audit_author_address
'Nagendra Sharma'
;School of Chemical Sciences NISER Bhubaneswar Jatni Khurda Odisha (India) 
India
;
_audit_update_record             
;
2024-10-01 deposited with the CCDC.	2025-02-25 downloaded from the CCDC.
;
_audit_creation_date             2024-03-27
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H27 N3 O7'
_chemical_formula_sum            'C20 H27 N3 O7'
_chemical_formula_weight         421.44
_chemical_absolute_configuration s
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   5.03333(16)
_cell_length_b                   8.5410(3)
_cell_length_c                   13.3951(4)
_cell_angle_alpha                82.934(3)
_cell_angle_beta                 85.650(3)
_cell_angle_gamma                73.874(3)
_cell_volume                     548.46(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    5956
_cell_measurement_temperature    100.00(11)
_cell_measurement_theta_max      77.4870
_cell_measurement_theta_min      5.3900
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.992
_exptl_absorpt_coefficient_mu    0.814
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76378
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             224
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.001
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0537
_diffrn_reflns_av_unetI/netI     0.0617
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8615
_diffrn_reflns_point_group_measured_fraction_full 0.787
_diffrn_reflns_point_group_measured_fraction_max 0.748
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.774
_diffrn_reflns_theta_min         3.328
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     31.00 112.00   0.50    0.11    --   49.06  71.00 117.00  162
  2  ω    -14.00  68.00   0.50    0.11    --   49.06 -71.00 -13.00  164
  3  ω     44.00 125.00   0.50    0.59    --  106.83 -71.00 -13.00  162
  4  ω     88.00 170.00   0.50    0.59    --  106.83  71.00 117.00  164
  5  ω   -102.00 -20.00   0.50    0.11    --  -38.50 -71.00 -13.00  164
  6  ω    -50.00  24.00   0.50    0.11    --  -38.50  57.00-180.00  148
  7  ω    -57.00  25.00   0.50    0.11    --  -38.50  71.00 117.00  164
  8  ω   -101.00 -27.00   0.50    0.11    --  -38.50 -57.00-120.00  148
  9  ω    -86.00  -6.00   0.50    0.11    --  -38.50 125.00  60.00  160
 10  ω     44.00 112.00   0.50    0.59    --  106.83-125.00 -30.00  136
 11  ω     42.00 111.00   0.50    0.59    --  106.83 -45.00 -60.00  138
 12  ω     98.00 170.00   0.50    0.59    --  106.83  54.00  43.93  144
 13  ω     39.00 106.00   0.50    0.59    --  106.83 -94.00  30.00  134
 14  ω     43.00 130.00   0.50    0.59    --  106.83 -77.00 150.00  174
 15  ω    104.00 175.00   0.50    0.59    --  106.83  30.00  90.00  142
 16  ω     42.00 111.00   0.50    0.59    --  106.83 -45.00 120.00  138
 17  ω     44.00 120.00   0.50    0.59    --  106.83 -61.00-150.00  152
 18  ω     39.00 106.00   0.50    0.59    --  106.83 -94.00 120.00  134
 19  ω     39.00 106.00   0.50    0.59    --  106.83 -94.00 -30.00  134
 20  ω     44.00 120.00   0.50    0.59    --  106.83 -61.00  30.00  152
 21  ω     99.00 175.00   0.50    0.59    --  106.83  15.00-150.00  152
 22  ω     43.00 130.00   0.50    0.59    --  106.83 -77.00 120.00  174
 23  ω    102.00 171.00   0.50    0.59    --  106.83  45.00 -60.00  138
 24  ω     44.00 112.00   0.50    0.59    --  106.83-125.00   0.00  136
 25  ω    103.00 171.00   0.50    0.59    --  106.83  77.00-120.00  136
 26  ω     39.00 115.00   0.50    0.59    --  106.83 -15.00  90.00  152
 27  ω     41.00 108.00   0.50    0.59    --  106.83-107.00 141.95  134
 28  ω   -102.00 -38.00   0.50    0.11    --  -38.50 -71.00-156.54  128
 29  ω     38.00 112.00   0.50    0.11    --   49.06  57.00  90.00  148
 30  ω     38.00 112.00   0.50    0.11    --   49.06  57.00 -30.00  148
 31  ω     38.00 112.00   0.50    0.11    --   49.06  57.00-120.00  148
 32  ω     38.00 112.00   0.50    0.11    --   49.06  57.00-180.00  148
 33  ω     38.00 112.00   0.50    0.11    --   49.06  57.00  30.00  148
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.532
_reflns_Friedel_fraction_full    0.578
_reflns_Friedel_fraction_max     0.519
_reflns_number_gt                3280
_reflns_number_total             3497
_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 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.205
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 
;
 Flack x determined using 1038 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.2(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     287
_refine_ls_number_reflns         3497
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0427
_refine_ls_restrained_S_all      1.059
_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)+(0.0592P)²+0.1059P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1122
_refine_ls_wR_factor_ref         0.1162
_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:
 C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C8(H8A,H8B), C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C00I(H00I), C3(H3A), C5(H5), C6(H6), C4(H4)
2.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C11(H11A,H11B,
 H11C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
O6 O 0.5319(4) 1.0193(3) 0.65839(18) 0.0301(5) Uani 1 1 d . . . . .
O18 O 0.3708(4) 0.8471(3) 0.42890(18) 0.0254(5) Uani 1 1 d . . . . .
O3 O 0.5454(5) 0.4465(3) 0.4751(2) 0.0328(5) Uani 1 1 d . . . . .
O2 O 0.2549(5) 0.3187(3) 0.32212(18) 0.0289(5) Uani 1 1 d . . . . .
O4 O 0.1893(5) 0.5380(3) 0.58245(18) 0.0354(6) Uani 1 1 d . . . . .
O1 O 0.8169(6) -0.1290(3) 0.1376(2) 0.0370(6) Uani 1 1 d . . . . .
O7 O 0.2612(4) 0.9064(4) 0.77274(18) 0.0375(6) Uani 1 1 d . . . . .
N2 N -0.0286(5) 0.7776(3) 0.4268(2) 0.0206(5) Uani 1 1 d . . . . .
N1 N 0.5972(5) 0.0947(3) 0.2216(2) 0.0244(5) Uani 1 1 d . . . . .
N3 N 0.0881(5) 1.0340(4) 0.6286(2) 0.0243(5) Uani 1 1 d . . . . .
C1 C 0.7150(6) 0.2187(4) 0.1768(2) 0.0210(6) Uani 1 1 d . . . . .
C12 C 0.1153(5) 0.8861(3) 0.4364(2) 0.0190(6) Uani 1 1 d . . . . .
C15 C 0.3110(6) 0.9890(4) 0.6838(2) 0.0239(6) Uani 1 1 d . . . . .
C10 C 0.3091(6) 0.5227(4) 0.4908(3) 0.0242(6) Uani 1 1 d . . . . .
C14 C 0.0801(6) 1.1277(4) 0.5304(2) 0.0210(6) Uani 1 1 d . . . . .
H14A H 0.270892 1.127359 0.506014 0.025 Uiso 1 1 calc R U . . .
H14B H -0.026698 1.242750 0.536322 0.025 Uiso 1 1 calc R U . . .
C7 C 0.3679(6) 0.4207(4) 0.2810(2) 0.0223(6) Uani 1 1 d . . . . .
C9 C 0.1089(6) 0.6085(4) 0.4085(2) 0.0210(6) Uani 1 1 d . . . . .
H9 H -0.036446 0.548699 0.409719 0.025 Uiso 1 1 calc R U . . .
C00I C 0.6499(7) -0.0615(4) 0.1997(3) 0.0283(7) Uani 1 1 d . . . . .
H00I H 0.543508 -0.126300 0.237354 0.034 Uiso 1 1 calc R U . . .
C2 C 0.6031(6) 0.3795(4) 0.2047(2) 0.0205(6) Uani 1 1 d . . . . .
C3 C 0.7200(6) 0.5028(4) 0.1586(2) 0.0243(6) Uani 1 1 d . . . . .
H3A H 0.645146 0.611690 0.175585 0.029 Uiso 1 1 calc R U . . .
C8 C 0.2650(6) 0.5959(4) 0.3068(2) 0.0238(6) Uani 1 1 d . . . . .
H8A H 0.141526 0.662208 0.253979 0.029 Uiso 1 1 calc R U . . .
H8B H 0.424868 0.641963 0.307303 0.029 Uiso 1 1 calc R U . . .
C13 C -0.0513(6) 1.0572(4) 0.4553(2) 0.0196(6) Uani 1 1 d . . . . .
H13A H -0.240026 1.054603 0.480839 0.024 Uiso 1 1 calc R U . . .
H13B H -0.068279 1.129183 0.390928 0.024 Uiso 1 1 calc R U . . .
C5 C 1.0499(7) 0.3120(4) 0.0642(3) 0.0296(7) Uani 1 1 d . . . . .
H5 H 1.202890 0.288855 0.017054 0.036 Uiso 1 1 calc R U . . .
C6 C 0.9382(6) 0.1864(4) 0.1073(3) 0.0270(7) Uani 1 1 d . . . . .
H6 H 1.014395 0.078225 0.089227 0.032 Uiso 1 1 calc R U . . .
C4 C 0.9403(7) 0.4710(4) 0.0893(3) 0.0282(7) Uani 1 1 d . . . . .
H4 H 1.016038 0.556631 0.059122 0.034 Uiso 1 1 calc R U . . .
C17 C 0.7201(8) 0.7252(5) 0.8107(3) 0.0361(8) Uani 1 1 d . . . . .
H17A H 0.656694 0.637334 0.788063 0.054 Uiso 1 1 calc R U . . .
H17B H 0.848422 0.679718 0.864998 0.054 Uiso 1 1 calc R U . . .
H17C H 0.814648 0.775323 0.754208 0.054 Uiso 1 1 calc R U . . .
C16 C 0.4723(7) 0.8546(6) 0.8490(3) 0.0377(9) Uani 1 1 d . . . . .
C18 C 0.5478(8) 1.0011(6) 0.8796(3) 0.0489(11) Uani 1 1 d . . . . .
H18A H 0.670593 1.037814 0.827233 0.073 Uiso 1 1 calc R U . . .
H18B H 0.642436 0.970173 0.943274 0.073 Uiso 1 1 calc R U . . .
H18C H 0.379133 1.090231 0.888112 0.073 Uiso 1 1 calc R U . . .
C19 C 0.3241(9) 0.7772(9) 0.9366(4) 0.072(2) Uani 1 1 d . . . . .
H19A H 0.151204 0.856645 0.955187 0.108 Uiso 1 1 calc R U . . .
H19B H 0.443142 0.744842 0.994393 0.108 Uiso 1 1 calc R U . . .
H19C H 0.282568 0.680241 0.916580 0.108 Uiso 1 1 calc R U . . .
C11 C 0.3684(12) 0.4571(6) 0.6643(3) 0.0564(13) Uani 1 1 d . . . . .
H11A H 0.431293 0.339137 0.658514 0.085 Uiso 1 1 calc R U . . .
H11B H 0.265798 0.476126 0.728843 0.085 Uiso 1 1 calc R U . . .
H11C H 0.528997 0.501635 0.660823 0.085 Uiso 1 1 calc R U . . .
H3 H -0.048(10) 1.010(6) 0.653(4) 0.036(11) Uiso 1 1 d . . . . .
H1 H 0.454(8) 0.128(5) 0.270(3) 0.020(9) Uiso 1 1 d . . . . .
H2 H -0.221(10) 0.806(6) 0.433(4) 0.042(12) 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
O6 C15 1.225(4) . ?
O18 C12 1.235(3) . ?
O3 C10 1.203(4) . ?
O2 C7 1.223(4) . ?
O4 C10 1.331(4) . ?
O4 C11 1.453(5) . ?
O1 C00I 1.213(4) . ?
O7 C15 1.351(4) . ?
O7 C16 1.470(4) . ?
N2 C12 1.347(4) . ?
N2 C9 1.460(4) . ?
N2 H2 0.93(5) . ?
N1 C1 1.404(4) . ?
N1 C00I 1.350(4) . ?
N1 H1 0.93(4) . ?
N3 C15 1.331(4) . ?
N3 C14 1.449(4) . ?
N3 H3 0.80(5) . ?
C1 C2 1.417(4) . ?
C1 C6 1.393(4) . ?
C12 C13 1.510(4) . ?
C10 C9 1.525(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.512(4) . ?
C7 C2 1.498(4) . ?
C7 C8 1.515(4) . ?
C9 H9 1.0000 . ?
C9 C8 1.521(4) . ?
C00I H00I 0.9500 . ?
C2 C3 1.402(4) . ?
C3 H3A 0.9500 . ?
C3 C4 1.380(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C5 H5 0.9500 . ?
C5 C6 1.391(5) . ?
C5 C4 1.389(5) . ?
C6 H6 0.9500 . ?
C4 H4 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C17 C16 1.523(6) . ?
C16 C18 1.514(7) . ?
C16 C19 1.523(5) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 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
C10 O4 C11 114.7(3) . . ?
C15 O7 C16 120.5(2) . . ?
C12 N2 C9 121.8(2) . . ?
C12 N2 H2 122(3) . . ?
C9 N2 H2 116(3) . . ?
C1 N1 H1 115(2) . . ?
C00I N1 C1 128.8(3) . . ?
C00I N1 H1 116(2) . . ?
C15 N3 C14 123.1(3) . . ?
C15 N3 H3 117(3) . . ?
C14 N3 H3 120(3) . . ?
N1 C1 C2 118.4(3) . . ?
C6 C1 N1 121.5(3) . . ?
C6 C1 C2 120.0(3) . . ?
O18 C12 N2 121.3(3) . . ?
O18 C12 C13 122.0(3) . . ?
N2 C12 C13 116.7(2) . . ?
O6 C15 O7 124.1(3) . . ?
O6 C15 N3 124.8(3) . . ?
N3 C15 O7 111.1(2) . . ?
O3 C10 O4 123.7(3) . . ?
O3 C10 C9 124.3(3) . . ?
O4 C10 C9 112.0(2) . . ?
N3 C14 H14A 109.4 . . ?
N3 C14 H14B 109.4 . . ?
N3 C14 C13 111.3(2) . . ?
H14A C14 H14B 108.0 . . ?
C13 C14 H14A 109.4 . . ?
C13 C14 H14B 109.4 . . ?
O2 C7 C2 122.4(3) . . ?
O2 C7 C8 119.1(3) . . ?
C2 C7 C8 118.5(3) . . ?
N2 C9 C10 111.2(2) . . ?
N2 C9 H9 108.0 . . ?
N2 C9 C8 112.7(2) . . ?
C10 C9 H9 108.0 . . ?
C8 C9 C10 108.9(2) . . ?
C8 C9 H9 108.0 . . ?
O1 C00I N1 127.7(3) . . ?
O1 C00I H00I 116.1 . . ?
N1 C00I H00I 116.1 . . ?
C1 C2 C7 122.4(3) . . ?
C3 C2 C1 118.0(3) . . ?
C3 C2 C7 119.7(3) . . ?
C2 C3 H3A 119.0 . . ?
C4 C3 C2 122.0(3) . . ?
C4 C3 H3A 119.0 . . ?
C7 C8 C9 112.4(2) . . ?
C7 C8 H8A 109.1 . . ?
C7 C8 H8B 109.1 . . ?
C9 C8 H8A 109.1 . . ?
C9 C8 H8B 109.1 . . ?
H8A C8 H8B 107.9 . . ?
C12 C13 C14 112.0(2) . . ?
C12 C13 H13A 109.2 . . ?
C12 C13 H13B 109.2 . . ?
C14 C13 H13A 109.2 . . ?
C14 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.7(3) . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.1(3) . . ?
C5 C6 H6 119.9 . . ?
C3 C4 C5 119.1(3) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
O7 C16 C17 109.7(3) . . ?
O7 C16 C18 110.8(3) . . ?
O7 C16 C19 102.5(3) . . ?
C17 C16 C19 109.7(4) . . ?
C18 C16 C17 113.3(3) . . ?
C18 C16 C19 110.3(4) . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O4 C11 H11A 109.5 . . ?
O4 C11 H11B 109.5 . . ?
O4 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 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
O18 C12 C13 C14 -40.3(4) . . . . ?
O3 C10 C9 N2 -130.4(3) . . . . ?
O3 C10 C9 C8 -5.7(4) . . . . ?
O2 C7 C2 C1 -1.6(5) . . . . ?
O2 C7 C2 C3 178.6(3) . . . . ?
O2 C7 C8 C9 22.2(4) . . . . ?
O4 C10 C9 N2 51.4(3) . . . . ?
O4 C10 C9 C8 176.2(3) . . . . ?
N2 C12 C13 C14 140.4(3) . . . . ?
N2 C9 C8 C7 -170.8(3) . . . . ?
N1 C1 C2 C7 1.0(4) . . . . ?
N1 C1 C2 C3 -179.2(3) . . . . ?
N1 C1 C6 C5 179.9(3) . . . . ?
N3 C14 C13 C12 -63.7(3) . . . . ?
C1 N1 C00I O1 1.9(6) . . . . ?
C1 C2 C3 C4 -1.1(5) . . . . ?
C12 N2 C9 C10 57.2(4) . . . . ?
C12 N2 C9 C8 -65.4(4) . . . . ?
C15 O7 C16 C17 -66.7(5) . . . . ?
C15 O7 C16 C18 59.1(4) . . . . ?
C15 O7 C16 C19 176.8(4) . . . . ?
C15 N3 C14 C13 134.7(3) . . . . ?
C10 C9 C8 C7 65.3(3) . . . . ?
C14 N3 C15 O6 -0.8(5) . . . . ?
C14 N3 C15 O7 178.6(3) . . . . ?
C7 C2 C3 C4 178.7(3) . . . . ?
C9 N2 C12 O18 0.8(4) . . . . ?
C9 N2 C12 C13 -179.9(3) . . . . ?
C00I N1 C1 C2 172.7(3) . . . . ?
C00I N1 C1 C6 -7.9(5) . . . . ?
C2 C1 C6 C5 -0.7(5) . . . . ?
C2 C7 C8 C9 -158.6(3) . . . . ?
C2 C3 C4 C5 0.1(5) . . . . ?
C8 C7 C2 C1 179.2(3) . . . . ?
C8 C7 C2 C3 -0.6(4) . . . . ?
C6 C1 C2 C7 -178.4(3) . . . . ?
C6 C1 C2 C3 1.4(4) . . . . ?
C6 C5 C4 C3 0.7(5) . . . . ?
C4 C5 C6 C1 -0.3(5) . . . . ?
C16 O7 C15 O6 3.6(5) . . . . ?
C16 O7 C15 N3 -175.7(3) . . . . ?
C11 O4 C10 O3 1.1(5) . . . . ?
C11 O4 C10 C9 179.3(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
;
####################################################################### 
# 
# 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_nks-ckj-boc-w-spiro_auto
_database_code_depnum_ccdc_archive 'CCDC 2387889'
loop_
_audit_author_name
_audit_author_address
'Nagendra Sharma'
;School of Chemical Sciences NISER Bhubaneswar Jatni Khurda Odisha (India) and HBNI Mumbai (India) 
India
;
_audit_update_record             
;
2024-09-30 deposited with the CCDC.	2025-02-25 downloaded from the CCDC.
;
_audit_creation_date             2024-03-27
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H18 N2 O5'
_chemical_formula_sum            'C16 H18 N2 O5'
_chemical_formula_weight         318.32
_chemical_absolute_configuration s
_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                   5.6238(3)
_cell_length_b                   14.8768(8)
_cell_length_c                   19.4102(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1623.94(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6749
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      77.6880
_cell_measurement_theta_min      4.5690
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.817
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76053
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.002
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_av_unetI/netI     0.0390
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7534
_diffrn_reflns_point_group_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.898
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.905
_diffrn_reflns_theta_min         3.744
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -42.00  27.00   0.50    0.25    --  -38.50  40.00 170.00  138
  2  ω   -104.00 -35.00   0.50    0.25    --  -38.50 -40.00  16.00  138
  3  ω    -16.00  53.00   0.50    0.25    --   49.31 -40.00  16.00  138
  4  ω     46.00 115.00   0.50    0.25    --   49.31  40.00 170.00  138
  5  ω     42.00 111.00   0.50    0.97    --  107.46 -40.00  16.00  138
  6  ω    104.00 173.00   0.50    0.97    --  107.46  40.00 170.00  138
  7  ω     28.00  98.00   0.50    0.25    --   49.31-125.00  30.00  140
  8  ω     46.00  99.00   0.50    0.25    --   49.31  37.00-120.00  106
  9  ω     82.00 108.00   0.50    0.97    --  107.46 -30.00-180.00   52
 10  ω     99.00 133.00   0.50    0.97    --  107.46 125.00  30.00   68
 11  ω    141.00 168.00   0.50    0.97    --  107.46 125.00  30.00   54
 12  ω     52.00  78.00   0.50    0.97    --  107.46-125.00  60.00   52
 13  ω     63.00 111.00   0.50    0.97    --  107.46-125.00-180.00   96
 14  ω     40.00  75.00   0.50    0.97    --  107.46 -30.00-180.00   70
 15  ω    118.00 152.00   0.50    0.97    --  107.46 125.00  90.00   68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.603
_reflns_Friedel_fraction_full    0.892
_reflns_Friedel_fraction_max     0.812
_reflns_number_gt                3016
_reflns_number_total             3118
_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 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 
;
 Flack x determined using 1116 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         3118
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0410
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0756P)²+0.2678P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1118
_refine_ls_wR_factor_ref         0.1133
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00D(H00D)
2.b Secondary CH2 refined with riding coordinates:
 C00E(H00A,H00B)
2.c Aromatic/amide H refined with riding coordinates:
 N007(H007), C00H(H00H), C00L(H00N), C00M(H00O), C00N(H00P)
2.d Idealised Me refined as rotating group:
 C00G(H00C,H00E,H00F), C00J(H00G,H00I,H00J), C00K(H00K,H00L,H00M)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.5115(3) 0.16746(9) 0.42306(7) 0.0177(3) Uani 1 1 d . . . . .
O002 O 0.7050(3) 0.48336(10) 0.34242(8) 0.0254(4) Uani 1 1 d . . . . .
O003 O 0.4047(3) 0.28592(11) 0.48603(8) 0.0249(4) Uani 1 1 d . . . . .
O004 O 0.9301(3) 0.51487(10) 0.43700(7) 0.0214(3) Uani 1 1 d . . . . .
O005 O 0.3374(3) 0.19848(12) 0.28183(8) 0.0284(4) Uani 1 1 d . . . . .
N006 N 0.8020(4) 0.37676(11) 0.42049(9) 0.0203(4) Uani 1 1 d . . . . .
N007 N 0.4931(4) 0.05455(13) 0.27721(9) 0.0247(4) Uani 1 1 d . . . . .
H007 H 0.402781 0.031785 0.244562 0.030 Uiso 1 1 calc R U . . .
C008 C 0.8050(4) 0.46130(13) 0.39523(10) 0.0172(4) Uani 1 1 d . . . . .
C009 C 0.5141(4) 0.25607(14) 0.43829(10) 0.0179(4) Uani 1 1 d . . . . .
C00A C 0.6533(4) 0.14971(14) 0.36109(10) 0.0177(4) Uani 1 1 d . . . . .
C00B C 0.7732(4) 0.06015(14) 0.36263(11) 0.0202(4) Uani 1 1 d . . . . .
C00C C 0.9900(4) 0.60756(13) 0.41600(11) 0.0206(4) Uani 1 1 d . . . . .
C00D C 0.6699(4) 0.30656(13) 0.38727(10) 0.0177(4) Uani 1 1 d . . . . .
H00D H 0.565150 0.334303 0.351470 0.021 Uiso 1 1 calc R U . . .
C00E C 0.8146(4) 0.23214(13) 0.35361(10) 0.0183(4) Uani 1 1 d . . . . .
H00A H 0.967741 0.223077 0.377782 0.022 Uiso 1 1 calc R U . . .
H00B H 0.846284 0.245723 0.304530 0.022 Uiso 1 1 calc R U . . .
C00F C 0.4728(4) 0.13981(15) 0.30173(10) 0.0206(4) Uani 1 1 d . . . . .
C00G C 1.1366(5) 0.60515(16) 0.35034(12) 0.0253(5) Uani 1 1 d . . . . .
H00C H 1.270249 0.563589 0.356233 0.038 Uiso 1 1 calc R U . . .
H00E H 1.197389 0.665498 0.340382 0.038 Uiso 1 1 calc R U . . .
H00F H 1.036702 0.584796 0.312021 0.038 Uiso 1 1 calc R U . . .
C00H C 0.9654(4) 0.03019(16) 0.40040(12) 0.0265(5) Uani 1 1 d . . . . .
H00H H 1.032737 0.066453 0.435653 0.032 Uiso 1 1 calc R U . . .
C00I C 0.6772(4) 0.00715(15) 0.31067(11) 0.0240(5) Uani 1 1 d . . . . .
C00J C 0.7681(4) 0.66397(14) 0.40934(14) 0.0282(5) Uani 1 1 d . . . . .
H00G H 0.677032 0.644166 0.369069 0.042 Uiso 1 1 calc R U . . .
H00I H 0.812450 0.727260 0.403743 0.042 Uiso 1 1 calc R U . . .
H00J H 0.670824 0.657114 0.450898 0.042 Uiso 1 1 calc R U . . .
C00K C 1.1406(5) 0.63873(17) 0.47675(12) 0.0302(5) Uani 1 1 d . . . . .
H00K H 1.043885 0.638313 0.518749 0.045 Uiso 1 1 calc R U . . .
H00L H 1.198420 0.699832 0.468056 0.045 Uiso 1 1 calc R U . . .
H00M H 1.276312 0.598102 0.482515 0.045 Uiso 1 1 calc R U . . .
C00L C 0.7644(6) -0.07745(16) 0.29539(13) 0.0360(6) Uani 1 1 d . . . . .
H00N H 0.695490 -0.113610 0.260348 0.043 Uiso 1 1 calc R U . . .
C00M C 1.0588(5) -0.05473(17) 0.38561(13) 0.0340(6) Uani 1 1 d . . . . .
H00O H 1.191067 -0.076759 0.410926 0.041 Uiso 1 1 calc R U . . .
C00N C 0.9580(6) -0.10704(16) 0.33383(14) 0.0395(7) Uani 1 1 d . . . . .
H00P H 1.023389 -0.164634 0.324444 0.047 Uiso 1 1 calc R U . . .
H006 H 0.891(6) 0.364(2) 0.4551(18) 0.035(8) 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
O001 C009 1.351(2) . ?
O001 C00A 1.467(2) . ?
O002 C008 1.215(3) . ?
O003 C009 1.198(3) . ?
O004 C008 1.337(3) . ?
O004 C00C 1.477(2) . ?
O005 C00F 1.221(3) . ?
N006 C008 1.350(3) . ?
N006 C00D 1.435(3) . ?
N006 H006 0.86(3) . ?
N007 H007 0.8800 . ?
N007 C00F 1.359(3) . ?
N007 C00I 1.411(3) . ?
C009 C00D 1.521(3) . ?
C00A C00B 1.493(3) . ?
C00A C00E 1.532(3) . ?
C00A C00F 1.543(3) . ?
C00B C00H 1.380(3) . ?
C00B C00I 1.389(3) . ?
C00C C00G 1.518(3) . ?
C00C C00J 1.509(3) . ?
C00C C00K 1.524(3) . ?
C00D H00D 1.0000 . ?
C00D C00E 1.521(3) . ?
C00E H00A 0.9900 . ?
C00E H00B 0.9900 . ?
C00G H00C 0.9800 . ?
C00G H00E 0.9800 . ?
C00G H00F 0.9800 . ?
C00H H00H 0.9500 . ?
C00H C00M 1.398(3) . ?
C00I C00L 1.383(3) . ?
C00J H00G 0.9800 . ?
C00J H00I 0.9800 . ?
C00J H00J 0.9800 . ?
C00K H00K 0.9800 . ?
C00K H00L 0.9800 . ?
C00K H00M 0.9800 . ?
C00L H00N 0.9500 . ?
C00L C00N 1.391(4) . ?
C00M H00O 0.9500 . ?
C00M C00N 1.392(4) . ?
C00N H00P 0.9500 . ?

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 O001 C00A 110.43(15) . . ?
C008 O004 C00C 120.63(15) . . ?
C008 N006 C00D 121.42(18) . . ?
C008 N006 H006 119(2) . . ?
C00D N006 H006 119(2) . . ?
C00F N007 H007 124.2 . . ?
C00F N007 C00I 111.52(18) . . ?
C00I N007 H007 124.2 . . ?
O002 C008 O004 126.48(19) . . ?
O002 C008 N006 123.5(2) . . ?
O004 C008 N006 109.98(17) . . ?
O001 C009 C00D 110.22(16) . . ?
O003 C009 O001 121.7(2) . . ?
O003 C009 C00D 128.07(19) . . ?
O001 C00A C00B 112.92(16) . . ?
O001 C00A C00E 104.80(15) . . ?
O001 C00A C00F 105.77(16) . . ?
C00B C00A C00E 116.67(18) . . ?
C00B C00A C00F 103.10(17) . . ?
C00E C00A C00F 113.28(17) . . ?
C00H C00B C00A 130.7(2) . . ?
C00H C00B C00I 120.4(2) . . ?
C00I C00B C00A 108.5(2) . . ?
O004 C00C C00G 109.49(17) . . ?
O004 C00C C00J 110.72(18) . . ?
O004 C00C C00K 101.39(17) . . ?
C00G C00C C00K 110.80(19) . . ?
C00J C00C C00G 112.96(19) . . ?
C00J C00C C00K 110.88(19) . . ?
N006 C00D C009 111.43(16) . . ?
N006 C00D H00D 108.5 . . ?
N006 C00D C00E 116.46(18) . . ?
C009 C00D H00D 108.5 . . ?
C009 C00D C00E 103.20(16) . . ?
C00E C00D H00D 108.5 . . ?
C00A C00E H00A 111.2 . . ?
C00A C00E H00B 111.2 . . ?
C00D C00E C00A 103.01(16) . . ?
C00D C00E H00A 111.2 . . ?
C00D C00E H00B 111.2 . . ?
H00A C00E H00B 109.1 . . ?
O005 C00F N007 127.5(2) . . ?
O005 C00F C00A 125.3(2) . . ?
N007 C00F C00A 107.17(19) . . ?
C00C C00G H00C 109.5 . . ?
C00C C00G H00E 109.5 . . ?
C00C C00G H00F 109.5 . . ?
H00C C00G H00E 109.5 . . ?
H00C C00G H00F 109.5 . . ?
H00E C00G H00F 109.5 . . ?
C00B C00H H00H 120.8 . . ?
C00B C00H C00M 118.5(2) . . ?
C00M C00H H00H 120.8 . . ?
C00B C00I N007 109.60(19) . . ?
C00L C00I N007 128.0(2) . . ?
C00L C00I C00B 122.3(3) . . ?
C00C C00J H00G 109.5 . . ?
C00C C00J H00I 109.5 . . ?
C00C C00J H00J 109.5 . . ?
H00G C00J H00I 109.5 . . ?
H00G C00J H00J 109.5 . . ?
H00I C00J H00J 109.5 . . ?
C00C C00K H00K 109.5 . . ?
C00C C00K H00L 109.5 . . ?
C00C C00K H00M 109.5 . . ?
H00K C00K H00L 109.5 . . ?
H00K C00K H00M 109.5 . . ?
H00L C00K H00M 109.5 . . ?
C00I C00L H00N 121.6 . . ?
C00I C00L C00N 116.8(2) . . ?
C00N C00L H00N 121.6 . . ?
C00H C00M H00O 120.0 . . ?
C00N C00M C00H 120.1(3) . . ?
C00N C00M H00O 120.0 . . ?
C00L C00N C00M 121.9(2) . . ?
C00L C00N H00P 119.0 . . ?
C00M C00N H00P 119.0 . . ?

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
O001 C009 C00D N006 -141.93(18) . . . . ?
O001 C009 C00D C00E -16.2(2) . . . . ?
O001 C00A C00B C00H -72.9(3) . . . . ?
O001 C00A C00B C00I 114.54(19) . . . . ?
O001 C00A C00E C00D -28.1(2) . . . . ?
O001 C00A C00F O005 62.3(3) . . . . ?
O001 C00A C00F N007 -117.20(18) . . . . ?
O003 C009 C00D N006 38.1(3) . . . . ?
O003 C009 C00D C00E 163.8(2) . . . . ?
N006 C00D C00E C00A 148.82(17) . . . . ?
N007 C00I C00L C00N 176.1(2) . . . . ?
C008 O004 C00C C00G -59.8(2) . . . . ?
C008 O004 C00C C00J 65.4(2) . . . . ?
C008 O004 C00C C00K -176.94(19) . . . . ?
C008 N006 C00D C009 -130.3(2) . . . . ?
C008 N006 C00D C00E 111.7(2) . . . . ?
C009 O001 C00A C00B 147.19(18) . . . . ?
C009 O001 C00A C00E 19.2(2) . . . . ?
C009 O001 C00A C00F -100.78(19) . . . . ?
C009 C00D C00E C00A 26.42(19) . . . . ?
C00A O001 C009 O003 178.12(19) . . . . ?
C00A O001 C009 C00D -1.9(2) . . . . ?
C00A C00B C00H C00M -172.5(2) . . . . ?
C00A C00B C00I N007 -3.0(2) . . . . ?
C00A C00B C00I C00L 174.8(2) . . . . ?
C00B C00A C00E C00D -153.76(17) . . . . ?
C00B C00A C00F O005 -179.0(2) . . . . ?
C00B C00A C00F N007 1.6(2) . . . . ?
C00B C00H C00M C00N 0.0(4) . . . . ?
C00B C00I C00L C00N -1.2(4) . . . . ?
C00C O004 C008 O002 -9.6(3) . . . . ?
C00C O004 C008 N006 171.02(18) . . . . ?
C00D N006 C008 O002 -2.5(4) . . . . ?
C00D N006 C008 O004 176.90(18) . . . . ?
C00E C00A C00B C00H 48.6(3) . . . . ?
C00E C00A C00B C00I -123.9(2) . . . . ?
C00E C00A C00F O005 -52.0(3) . . . . ?
C00E C00A C00F N007 128.57(19) . . . . ?
C00F N007 C00I C00B 4.2(3) . . . . ?
C00F N007 C00I C00L -173.5(2) . . . . ?
C00F C00A C00B C00H 173.5(2) . . . . ?
C00F C00A C00B C00I 0.9(2) . . . . ?
C00F C00A C00E C00D 86.75(19) . . . . ?
C00H C00B C00I N007 -176.5(2) . . . . ?
C00H C00B C00I C00L 1.4(3) . . . . ?
C00H C00M C00N C00L 0.1(4) . . . . ?
C00I N007 C00F O005 177.1(2) . . . . ?
C00I N007 C00F C00A -3.5(2) . . . . ?
C00I C00B C00H C00M -0.7(3) . . . . ?
C00I C00L C00N C00M 0.5(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
####################################################################### 
# 
# 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_nks-ckj-453
_database_code_depnum_ccdc_archive 'CCDC 2387890'
loop_
_audit_author_name
_audit_author_address
'Nagendra Sharma'
;School of Chemical Sciences NISER Bhubaneswar Jatni Khurda Odisha (India) and HBNI Mumbai (India) 
India
;
_audit_update_record             
;
2024-09-30 deposited with the CCDC.	2025-02-25 downloaded from the CCDC.
;
_audit_creation_date             2021-11-21
_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         'C19 H16 N2 O4'
_chemical_formula_sum            'C19 H14 N2 O4'
_chemical_formula_weight         334.32
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C152 H128 N16 O32 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   15.6051(10)
_cell_length_b                   9.8026(6)
_cell_length_c                   21.1562(13)
_cell_angle_alpha                90
_cell_angle_beta                 98.295(6)
_cell_angle_gamma                90
_cell_volume                     3202.4(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5135
_cell_measurement_temperature    243(60)
_cell_measurement_theta_max      29.9410
_cell_measurement_theta_min      3.9140
_shelx_estimated_absorpt_T_max   1.000
_shelx_estimated_absorpt_T_min   0.999
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58974
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dull brownish brown'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1392
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.001
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.828
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            15065
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.828
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.232
_diffrn_reflns_theta_min         3.498
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      243(60)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.828
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -9.00  38.00   0.50   37.71    --   -2.33  53.00 -66.00   94
  2  ω    -64.00   0.00   0.50   37.71    --   -2.33 -53.00 149.00  128
  3  ω    -59.00   2.00   0.50   37.71    --    1.54 -19.00-150.00  122
  4  ω    -42.00  18.00   0.50   37.71    --   -2.33 -77.00  90.00  120
  5  ω    -10.00  15.00   0.50   37.71    --   -2.33 -99.00   0.00   50
  6  ω    -21.00   6.00   0.50   37.71    --   -2.33  77.00  90.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0432308000
_diffrn_orient_matrix_UB_12      -0.0050965000
_diffrn_orient_matrix_UB_13      -0.0156942000
_diffrn_orient_matrix_UB_21      0.0041901000
_diffrn_orient_matrix_UB_22      0.0643737000
_diffrn_orient_matrix_UB_23      -0.0145703000
_diffrn_orient_matrix_UB_31      0.0149599000
_diffrn_orient_matrix_UB_32      -0.0326309000
_diffrn_orient_matrix_UB_33      -0.0262452000
_diffrn_oxdiff_digest_frames     
;
0118d07eea0a4bab33e831aa2f29f1b96a00025d058
;
_diffrn_oxdiff_digest_hkl        
;
019ec82a3cf15463555f6c033ac152612d0d42
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3103
_reflns_number_total             3943
_reflns_odcompleteness_completeness 99.48
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3943
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0822
_refine_ls_R_factor_gt           0.0647
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0889P)²+3.0274P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1742
_refine_ls_wR_factor_ref         0.1841
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2), N1(H1), C19(H19), C18(H18), C16(H16), C17(H17), C5(H5), C2(H2A),
 C3(H3), C4(H4)
2.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
;
_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
O2 O 0.64906(10) 0.67395(18) 0.51359(7) 0.0532(4) Uani 1 1 d . . . . .
N2 N 0.76592(10) 0.71503(18) 0.59000(8) 0.0404(4) Uani 1 1 d . . . . .
H2 H 0.797038 0.760880 0.567137 0.049 Uiso 1 1 calc R . . . .
O1 O 0.34700(11) 0.50055(19) 0.60608(11) 0.0700(6) Uani 1 1 d . . . . .
N1 N 0.49764(11) 0.43846(18) 0.58602(9) 0.0464(4) Uani 1 1 d . . . . .
H1 H 0.452401 0.387297 0.581420 0.056 Uiso 1 1 calc R . . . .
O4 O 0.63361(14) 0.18847(19) 0.52872(11) 0.0747(6) Uani 1 1 d . . . . .
O3 O 0.51574(15) 0.16517(18) 0.57549(11) 0.0736(6) Uani 1 1 d . . . . .
C7 C 0.49238(12) 0.5620(2) 0.61323(9) 0.0350(4) Uani 1 1 d . . . . .
C15 C 0.72599(12) 0.61075(19) 0.67727(9) 0.0342(4) Uani 1 1 d . . . . .
C6 C 0.56520(12) 0.64148(19) 0.63202(9) 0.0340(4) Uani 1 1 d . . . . .
C12 C 0.65390(11) 0.58428(19) 0.62249(9) 0.0332(4) Uani 1 1 d . . . . .
C14 C 0.79086(12) 0.68540(19) 0.65479(9) 0.0349(4) Uani 1 1 d . . . . .
C13 C 0.68730(12) 0.6631(2) 0.56770(9) 0.0355(4) Uani 1 1 d . . . . .
C9 C 0.56878(14) 0.2343(2) 0.55693(10) 0.0430(5) Uani 1 1 d . . . . .
C19 C 0.86714(13) 0.7203(2) 0.69408(10) 0.0442(5) Uani 1 1 d . . . . .
H19 H 0.910163 0.770974 0.678776 0.053 Uiso 1 1 calc R . . . .
C1 C 0.40010(13) 0.5935(2) 0.62063(11) 0.0445(5) Uani 1 1 d . . . . .
C18 C 0.87618(14) 0.6766(2) 0.75665(11) 0.0483(5) Uani 1 1 d . . . . .
H18 H 0.926604 0.697727 0.783958 0.058 Uiso 1 1 calc R . . . .
C8 C 0.57461(14) 0.3876(2) 0.56430(11) 0.0438(5) Uani 1 1 d . . . . .
H8 H 0.578066 0.427328 0.522228 0.053 Uiso 1 1 calc R . . . .
C16 C 0.73648(14) 0.5681(2) 0.74007(10) 0.0452(5) Uani 1 1 d . . . . .
H16 H 0.693621 0.517474 0.755604 0.054 Uiso 1 1 calc R . . . .
C11 C 0.65207(13) 0.4306(2) 0.60822(11) 0.0421(5) Uani 1 1 d . . . . .
H11A H 0.703356 0.406583 0.589656 0.051 Uiso 1 1 calc R . . . .
H11B H 0.654074 0.380899 0.648056 0.051 Uiso 1 1 calc R . . . .
C17 C 0.81251(15) 0.6024(3) 0.77969(10) 0.0510(6) Uani 1 1 d . . . . .
H17 H 0.820373 0.574949 0.822207 0.061 Uiso 1 1 calc R . . . .
C5 C 0.56682(14) 0.7759(2) 0.65648(12) 0.0503(5) Uani 1 1 d . . . . .
H5 H 0.622215 0.811933 0.666722 0.060 Uiso 1 1 calc R . . . .
C2 C 0.37119(16) 0.7205(3) 0.64126(14) 0.0573(6) Uani 1 1 d . . . . .
H2A H 0.311699 0.724964 0.641430 0.069 Uiso 1 1 calc R . . . .
C3 C 0.41394(17) 0.8369(3) 0.66084(14) 0.0595(6) Uani 1 1 d . . . . .
H3 H 0.379620 0.908996 0.670900 0.071 Uiso 1 1 calc R . . . .
C4 C 0.50259(17) 0.8623(3) 0.66782(14) 0.0601(7) Uani 1 1 d . . . . .
H4 H 0.520034 0.949155 0.681983 0.072 Uiso 1 1 calc R . . . .
C10 C 0.6381(2) 0.0434(3) 0.51815(17) 0.0804(9) Uani 1 1 d . . . . .
H10A H 0.602970 0.020309 0.478552 0.121 Uiso 1 1 calc GR . . . .
H10B H 0.617316 -0.004284 0.552545 0.121 Uiso 1 1 calc GR . . . .
H10C H 0.697077 0.017717 0.516338 0.121 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
O2 C13 1.217(2) . ?
N2 C14 1.400(3) . ?
N2 C13 1.349(2) . ?
O1 C1 1.240(3) . ?
N1 C7 1.349(3) . ?
N1 C8 1.436(3) . ?
O4 C9 1.325(3) . ?
O4 C10 1.443(3) . ?
O3 C9 1.180(3) . ?
C7 C6 1.388(3) . ?
C7 C1 1.503(3) . ?
C15 C12 1.517(3) . ?
C15 C14 1.388(3) . ?
C15 C16 1.380(3) . ?
C6 C12 1.534(3) . ?
C6 C5 1.414(3) . ?
C12 C13 1.545(3) . ?
C12 C11 1.536(3) . ?
C14 C19 1.393(3) . ?
C9 C8 1.513(3) . ?
C19 C18 1.379(3) . ?
C1 C2 1.414(3) . ?
C18 C17 1.376(4) . ?
C8 C11 1.476(3) . ?
C16 C17 1.392(3) . ?
C5 C4 1.360(3) . ?
C2 C3 1.356(4) . ?
C3 C4 1.393(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 N2 C14 111.99(16) . . ?
C7 N1 C8 123.61(17) . . ?
C9 O4 C10 117.5(2) . . ?
N1 C7 C6 121.91(17) . . ?
N1 C7 C1 110.32(17) . . ?
C6 C7 C1 127.75(18) . . ?
C14 C15 C12 109.00(16) . . ?
C16 C15 C12 130.99(18) . . ?
C16 C15 C14 119.92(18) . . ?
C7 C6 C12 118.33(16) . . ?
C7 C6 C5 126.75(18) . . ?
C5 C6 C12 114.82(16) . . ?
C15 C12 C6 114.90(15) . . ?
C15 C12 C13 101.22(14) . . ?
C15 C12 C11 107.98(16) . . ?
C6 C12 C13 108.93(15) . . ?
C6 C12 C11 113.14(15) . . ?
C11 C12 C13 110.00(16) . . ?
C15 C14 N2 109.36(16) . . ?
C15 C14 C19 121.87(19) . . ?
C19 C14 N2 128.77(18) . . ?
O2 C13 N2 126.43(18) . . ?
O2 C13 C12 125.23(17) . . ?
N2 C13 C12 108.33(16) . . ?
O4 C9 C8 110.17(19) . . ?
O3 C9 O4 125.0(2) . . ?
O3 C9 C8 124.8(2) . . ?
C18 C19 C14 117.2(2) . . ?
O1 C1 C7 116.1(2) . . ?
O1 C1 C2 119.5(2) . . ?
C2 C1 C7 124.48(19) . . ?
C17 C18 C19 121.69(19) . . ?
N1 C8 C9 109.70(18) . . ?
N1 C8 C11 110.28(17) . . ?
C11 C8 C9 112.33(18) . . ?
C15 C16 C17 118.6(2) . . ?
C8 C11 C12 113.20(17) . . ?
C18 C17 C16 120.7(2) . . ?
C4 C5 C6 132.1(2) . . ?
C3 C2 C1 132.1(2) . . ?
C2 C3 C4 128.4(2) . . ?
C5 C4 C3 128.0(2) . . ?

_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 1.568
_oxdiff_exptl_absorpt_empirical_full_min 0.691
####################################################################### 
# 
# 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_nks-ckj-boc-ala-kyn_auto
_database_code_depnum_ccdc_archive 'CCDC 2387891'
loop_
_audit_author_name
_audit_author_address
'Nagendra Sharma'
;School of Chemical Sciences NISER Bhubaneswar Jatni Khurda Odisha (India) and HBNI Mumbai (India) 
India
;
_audit_update_record             
;
2024-09-30 deposited with the CCDC.	2025-02-25 downloaded from the CCDC.
;
_audit_creation_date             2024-05-04
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C20 H27 N3 O7)'
_chemical_formula_sum            'C40 H54 N6 O14'
_chemical_formula_weight         842.89
_chemical_absolute_configuration s
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C N H O '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.6582(4)
_cell_length_b                   10.8402(3)
_cell_length_c                   12.8768(3)
_cell_angle_alpha                65.827(2)
_cell_angle_beta                 69.312(3)
_cell_angle_gamma                63.964(3)
_cell_volume                     1080.08(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    12027
_cell_measurement_temperature    100.01(11)
_cell_measurement_theta_max      77.1810
_cell_measurement_theta_min      3.8000
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.992
_exptl_absorpt_coefficient_mu    0.826
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77559
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear brownish brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.001
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0562
_diffrn_reflns_av_unetI/netI     0.0592
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16820
_diffrn_reflns_point_group_measured_fraction_full 0.700
_diffrn_reflns_point_group_measured_fraction_max 0.672
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.791
_diffrn_reflns_theta_min         3.850
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -102.00 -33.00   0.50    1.15    --  -38.50 -48.00-107.00  138
  2  ω     44.00 113.00   0.50    1.15    --   48.81  48.00  40.00  138
  3  ω    -15.00  54.00   0.50    1.15    --   48.81 -48.00-107.00  138
  4  ω     43.00 112.00   0.50    4.43    --  106.83 -48.00-107.00  138
  5  ω    102.00 171.00   0.50    4.43    --  106.83  48.00  40.00  138
  6  ω   -105.00 -35.00   0.50    1.15    --  -38.50 -38.00   0.00  140
  7  ω    -44.00  26.00   0.50    1.15    --  -38.50  48.00  40.00  140
  8  ω   -101.00 -26.00   0.50    1.15    --  -38.50 -60.00 176.56  150
  9  ω    -42.00  28.00   0.50    1.15    --  -38.50  38.00 -30.00  140
 10  ω     28.00  98.00   0.50    1.15    --   48.81-125.00-120.00  140
 11  ω    -14.00  60.00   0.50    1.15    --   48.81 -57.00 120.00  148
 12  ω      7.00  84.00   0.50    1.15    --   48.81 -99.00  90.00  154
 13  ω    102.00 171.00   0.50    4.43    --  106.83  45.00   0.00  138
 14  ω     39.00 106.00   0.50    4.43    --  106.83 -94.00  30.00  134
 15  ω     44.00 112.00   0.50    4.43    --  106.83-125.00-120.00  136
 16  ω     39.00 110.00   0.50    4.43    --  106.83 -30.00-180.00  142
 17  ω    103.00 171.00   0.50    4.43    --  106.83  77.00 150.00  136
 18  ω     39.00 106.00   0.50    4.43    --  106.83 -94.00 -30.00  134
 19  ω     44.00 112.00   0.50    4.43    --  106.83-125.00 150.00  136
 20  ω     97.00 170.00   0.50    4.43    --  106.83 125.00 -30.00  146
 21  ω     44.00 124.00   0.50    4.43    --  106.83-140.00 -70.49  160
 22  ω     44.00 112.00   0.50    4.43    --  106.83-125.00 -30.00  136
 23  ω     44.00 112.00   0.50    4.43    --  106.83-125.00  90.00  136
 24  ω     39.00 106.00   0.50    4.43    --  106.83 -94.00-180.00  134
 25  ω     42.00 111.00   0.50    4.43    --  106.83 -45.00  90.00  138
 26  ω    102.00 171.00   0.50    4.43    --  106.83  45.00 -90.00  138
 27  ω     90.00 170.00   0.50    4.43    --  106.83  67.00  -0.30  160
 28  ω    103.00 171.00   0.50    4.43    --  106.83  77.00 120.00  136
 29  ω     43.00 130.00   0.50    4.43    --  106.83 -77.00 -30.00  174
 30  ω     39.00 106.00   0.50    4.43    --  106.83 -94.00 120.00  134
 31  ω    103.00 171.00   0.50    4.43    --  106.83  77.00 -60.00  136
 32  ω    103.00 171.00   0.50    4.43    --  106.83  77.00  60.00  136
 33  ω     41.00  97.00   0.50    4.43    --  106.83 -30.00   0.00  112
 34  ω     41.00 108.00   0.50    4.43    --  106.83-104.00 -89.97  134
 35  ω    106.00 162.00   0.50    4.43    --  106.83  30.00 -60.00  112
 36  ω     51.00 114.00   0.50    4.43    --  106.83 -61.00  30.00  126
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1447248000
_diffrn_orient_matrix_UB_12      -0.0112979000
_diffrn_orient_matrix_UB_13      0.0998443000
_diffrn_orient_matrix_UB_21      -0.0939199000
_diffrn_orient_matrix_UB_22      0.0295331000
_diffrn_orient_matrix_UB_23      -0.0876985000
_diffrn_orient_matrix_UB_31      0.0568056000
_diffrn_orient_matrix_UB_32      -0.1629114000
_diffrn_orient_matrix_UB_33      0.0185478000
_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         0.380
_reflns_Friedel_fraction_full    0.403
_reflns_Friedel_fraction_max     0.370
_reflns_number_gt                6020
_reflns_number_total             6208
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.629
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 
;
 Flack x determined using 1563 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.979
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     551
_refine_ls_number_reflns         6208
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0675
_refine_ls_restrained_S_all      0.979
_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)+(0.1301P)²+0.9130P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1806
_refine_ls_wR_factor_ref         0.1848
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C16(H16), C14(H14), C018(H018)
2.b Secondary CH2 refined with riding coordinates:
 C011(H01G,H01H), C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2), N5(H5A), N1(H1), N3(H3), N4(H4A), N6(H6A), C00S(H00S), C00U(H00U),
 C014(H014), C015(H015), C4(H4), C3(H3A), C01A(H01I), C6(H6), C5(H5), C1(H1A)
2.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C12(H12A,H12B,H12C), C01H(H01J,H01K,H01L), C01I(H01M,
 H01N,H01O), C17(H17A,H17B,H17C), C01K(H01P,H01Q,H01R), C01L(H01A,H01B,H01C),
 C01M(H01D,H01E,H01F), C01N(H01S,H01T,H01U), C01O(H01V,H01W,H01X)
;
_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
O3 O 0.9643(4) 0.5846(4) 0.1115(3) 0.0342(8) Uani 1 1 d . . . . .
O13 O 0.5497(4) 0.4586(4) 0.4870(3) 0.0283(7) Uani 1 1 d . . . . .
O2 O 0.9023(4) 0.2941(4) 0.3021(3) 0.0339(7) Uani 1 1 d . . . . .
O5 O 1.0014(3) 0.5411(4) 0.5011(3) 0.0269(6) Uani 1 1 d . . . . .
O10 O 0.1908(4) 0.4154(4) 0.8757(3) 0.0333(7) Uani 1 1 d . . . . .
O4 O 0.7257(4) 0.6433(4) 0.2271(3) 0.0320(7) Uani 1 1 d . . . . .
O6 O 0.5900(5) 0.3667(5) 0.7917(3) 0.0445(10) Uani 1 1 d . . . . .
O14 O 0.4527(5) 0.6982(5) 0.0908(3) 0.0408(9) Uani 1 1 d . . . . .
O15 O 0.1194(4) 0.3518(4) 0.7621(3) 0.0332(7) Uani 1 1 d . . . . .
O9 O 0.0155(4) 0.7019(4) 0.6861(3) 0.0351(8) Uani 1 1 d . . . . .
O12 O 0.7590(4) 0.3121(4) 0.9019(3) 0.0365(8) Uani 1 1 d . . . . .
N2 N 0.8456(4) 0.5154(4) 0.4217(3) 0.0257(7) Uani 1 1 d . . . . .
H2 H 0.758713 0.499531 0.432933 0.031 Uiso 1 1 calc R U . . .
O7 O 0.2458(5) 0.6224(5) 0.1942(3) 0.0447(10) Uani 1 1 d . . . . .
N5 N 0.2939(4) 0.4818(4) 0.5653(3) 0.0257(7) Uani 1 1 d . . . . .
H5A H 0.202971 0.495189 0.553979 0.031 Uiso 1 1 calc R U . . .
N1 N 0.9603(5) 0.0150(4) 0.3384(4) 0.0300(8) Uani 1 1 d . . . . .
H1 H 0.898776 0.104943 0.314115 0.036 Uiso 1 1 calc R U . . .
N3 N 0.7916(4) 0.4519(4) 0.7195(3) 0.0262(8) Uani 1 1 d . . . . .
H3 H 0.882225 0.441339 0.729384 0.031 Uiso 1 1 calc R U . . .
O8 O -0.4221(4) 1.0511(5) 0.6292(4) 0.0486(10) Uani 1 1 d . . . . .
N4 N -0.1752(5) 0.9788(5) 0.6534(4) 0.0319(8) Uani 1 1 d . . . . .
H4A H -0.170291 0.888401 0.680640 0.038 Uiso 1 1 calc R U . . .
N6 N 0.4583(4) 0.5491(4) 0.2689(3) 0.0271(8) Uani 1 1 d . . . . .
H6A H 0.545682 0.563047 0.259477 0.033 Uiso 1 1 calc R U . . .
O1 O 0.7677(5) -0.0632(5) 0.3609(4) 0.0489(10) Uani 1 1 d . . . . .
C00L C 0.1923(5) 0.4110(5) 0.7735(4) 0.0262(9) Uani 1 1 d . . . . .
C13 C 0.8744(5) 0.5341(5) 0.5072(4) 0.0240(8) Uani 1 1 d . . . . .
C8 C 1.0346(5) 0.2603(5) 0.3142(4) 0.0249(8) Uani 1 1 d . . . . .
C19 C 0.7040(5) 0.3760(5) 0.8032(4) 0.0270(9) Uani 1 1 d . . . . .
C00P C 0.4229(5) 0.4638(5) 0.4803(4) 0.0256(9) Uani 1 1 d . . . . .
C10 C 0.9558(5) 0.5208(5) 0.3110(4) 0.0261(9) Uani 1 1 d . . . . .
H10 H 1.007599 0.588901 0.299592 0.031 Uiso 1 1 calc R U . . .
C11 C 0.8683(6) 0.5874(5) 0.2141(4) 0.0275(9) Uani 1 1 d . . . . .
C00S C -0.0533(6) 1.1405(5) 0.6388(4) 0.0327(10) Uani 1 1 d . . . . .
H00S H -0.152388 1.216460 0.636660 0.039 Uiso 1 1 calc R U . . .
C2 C 1.1125(5) -0.0066(5) 0.3415(4) 0.0258(9) Uani 1 1 d . . . . .
C00U C 0.2350(5) 0.9207(5) 0.6464(4) 0.0278(9) Uani 1 1 d . . . . .
H00U H 0.334953 0.846010 0.647676 0.033 Uiso 1 1 calc R U . . .
C7 C 1.1509(5) 0.1100(5) 0.3316(4) 0.0243(8) Uani 1 1 d . . . . .
C16 C 0.3032(5) 0.4794(5) 0.6766(4) 0.0253(9) Uani 1 1 d . . . . .
H16 H 0.411789 0.413279 0.688272 0.030 Uiso 1 1 calc R U . . .
C00X C 0.1262(5) 0.7381(5) 0.6707(4) 0.0249(8) Uani 1 1 d . . . . .
C00Y C -0.0412(5) 1.0032(5) 0.6475(4) 0.0270(9) Uani 1 1 d . . . . .
C00Z C 0.3730(6) 0.6236(5) 0.1852(4) 0.0283(9) Uani 1 1 d . . . . .
C14 C 0.7389(5) 0.5514(5) 0.6125(4) 0.0257(9) Uani 1 1 d . . . . .
H14 H 0.652058 0.530658 0.605275 0.031 Uiso 1 1 calc R U . . .
C011 C 0.2886(5) 0.6260(5) 0.6757(4) 0.0252(8) Uani 1 1 d . . . . .
H01G H 0.317950 0.613201 0.746708 0.030 Uiso 1 1 calc R U . . .
H01H H 0.364968 0.662003 0.607633 0.030 Uiso 1 1 calc R U . . .
C012 C 0.1048(5) 0.8897(5) 0.6541(4) 0.0268(9) Uani 1 1 d . . . . .
C15 C 0.6778(6) 0.7058(5) 0.6147(4) 0.0321(10) Uani 1 1 d . . . . .
H15A H 0.592781 0.717143 0.683451 0.048 Uiso 1 1 calc R U . . .
H15B H 0.637318 0.771419 0.544160 0.048 Uiso 1 1 calc R U . . .
H15C H 0.763733 0.728308 0.617755 0.048 Uiso 1 1 calc R U . . .
C014 C 0.2224(6) 1.0569(5) 0.6370(4) 0.0301(9) Uani 1 1 d . . . . .
H014 H 0.312256 1.074728 0.633211 0.036 Uiso 1 1 calc R U . . .
C015 C 0.0777(6) 1.1667(5) 0.6332(4) 0.0313(9) Uani 1 1 d . . . . .
H015 H 0.067994 1.260485 0.626788 0.038 Uiso 1 1 calc R U . . .
C9 C 1.0885(5) 0.3752(5) 0.3104(4) 0.0255(8) Uani 1 1 d . . . . .
H9A H 1.171427 0.390110 0.239283 0.031 Uiso 1 1 calc R U . . .
H9B H 1.136269 0.339415 0.378408 0.031 Uiso 1 1 calc R U . . .
C4 C 1.3811(6) -0.1640(5) 0.3529(4) 0.0327(10) Uani 1 1 d . . . . .
H4 H 1.459145 -0.257036 0.358594 0.039 Uiso 1 1 calc R U . . .
C018 C 0.4062(5) 0.4455(5) 0.3749(4) 0.0250(8) Uani 1 1 d . . . . .
H018 H 0.293155 0.462700 0.382065 0.030 Uiso 1 1 calc R U . . .
C3 C 1.2305(6) -0.1422(5) 0.3516(4) 0.0315(10) Uani 1 1 d . . . . .
H3A H 1.205954 -0.221063 0.357664 0.038 Uiso 1 1 calc R U . . .
C01A C -0.3110(6) 1.0786(6) 0.6220(5) 0.0382(11) Uani 1 1 d . . . . .
H01I H -0.318886 1.176890 0.592251 0.046 Uiso 1 1 calc R U . . .
C01B C 0.3778(7) 0.7954(7) -0.0093(4) 0.0433(13) Uani 1 1 d . . . . .
C6 C 1.3043(6) 0.0842(5) 0.3349(4) 0.0283(9) Uani 1 1 d . . . . .
H6 H 1.330284 0.161965 0.329366 0.034 Uiso 1 1 calc R U . . .
C5 C 1.4211(6) -0.0519(6) 0.3460(4) 0.0318(10) Uani 1 1 d . . . . .
H5 H 1.524672 -0.067450 0.348760 0.038 Uiso 1 1 calc R U . . .
C18 C 0.6869(6) 0.2134(6) 1.0031(4) 0.0403(12) Uani 1 1 d . . . . .
C1 C 0.8975(7) -0.0878(6) 0.3686(5) 0.0402(12) Uani 1 1 d . . . . .
H1A H 0.960479 -0.185432 0.397881 0.048 Uiso 1 1 calc R U . . .
C12 C 0.8911(8) 0.6596(7) 0.0122(5) 0.0484(15) Uani 1 1 d . . . . .
H12A H 0.972635 0.655648 -0.059329 0.073 Uiso 1 1 calc R U . . .
H12B H 0.831361 0.760315 0.010229 0.073 Uiso 1 1 calc R U . . .
H12C H 0.819647 0.613810 0.018233 0.073 Uiso 1 1 calc R U . . .
C01H C 0.5059(6) 0.2911(5) 0.3716(4) 0.0322(10) Uani 1 1 d . . . . .
H01J H 0.502936 0.280054 0.300661 0.048 Uiso 1 1 calc R U . . .
H01K H 0.463500 0.223569 0.439990 0.048 Uiso 1 1 calc R U . . .
H01L H 0.615102 0.270980 0.371949 0.048 Uiso 1 1 calc R U . . .
C01I C 0.1062(8) 0.3333(7) 0.9766(4) 0.0459(14) Uani 1 1 d . . . . .
H01M H 0.002249 0.355935 0.964119 0.069 Uiso 1 1 calc R U . . .
H01N H 0.093423 0.358231 1.045337 0.069 Uiso 1 1 calc R U . . .
H01O H 0.165696 0.230233 0.988778 0.069 Uiso 1 1 calc R U . . .
C17 C 0.5178(7) 0.2895(7) 1.0474(5) 0.0469(14) Uani 1 1 d . . . . .
H17A H 0.507678 0.374535 1.063207 0.070 Uiso 1 1 calc R U . . .
H17B H 0.477105 0.224555 1.119393 0.070 Uiso 1 1 calc R U . . .
H17C H 0.457243 0.319599 0.988816 0.070 Uiso 1 1 calc R U . . .
C01K C 0.3476(9) 0.7104(8) -0.0626(5) 0.0536(16) Uani 1 1 d . . . . .
H01P H 0.447764 0.640539 -0.088969 0.080 Uiso 1 1 calc R U . . .
H01Q H 0.298165 0.776459 -0.129136 0.080 Uiso 1 1 calc R U . . .
H01R H 0.277288 0.659437 -0.004235 0.080 Uiso 1 1 calc R U . . .
C01L C 0.7821(8) 0.1722(9) 1.0930(5) 0.0582(18) Uani 1 1 d . . . . .
H01A H 0.894832 0.132070 1.060553 0.087 Uiso 1 1 calc R U . . .
H01B H 0.750668 0.100206 1.163652 0.087 Uiso 1 1 calc R U . . .
H01C H 0.761745 0.258066 1.112320 0.087 Uiso 1 1 calc R U . . .
C01M C 0.7141(12) 0.0856(8) 0.9726(6) 0.074(2) Uani 1 1 d . . . . .
H01D H 0.644306 0.112364 0.921304 0.111 Uiso 1 1 calc R U . . .
H01E H 0.691896 0.009822 1.043752 0.111 Uiso 1 1 calc R U . . .
H01F H 0.824170 0.050114 0.932419 0.111 Uiso 1 1 calc R U . . .
C01N C 0.2296(12) 0.9115(8) 0.0284(7) 0.076(3) Uani 1 1 d . . . . .
H01S H 0.146156 0.870424 0.074318 0.114 Uiso 1 1 calc R U . . .
H01T H 0.195493 0.989494 -0.040641 0.114 Uiso 1 1 calc R U . . .
H01U H 0.251391 0.949552 0.075773 0.114 Uiso 1 1 calc R U . . .
C01O C 0.5068(13) 0.8567(12) -0.0930(7) 0.087(3) Uani 1 1 d . . . . .
H01V H 0.523930 0.913170 -0.058721 0.131 Uiso 1 1 calc R U . . .
H01W H 0.474042 0.918635 -0.166985 0.131 Uiso 1 1 calc R U . . .
H01X H 0.604893 0.777353 -0.107001 0.131 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
O3 C11 1.322(6) . ?
O3 C12 1.441(6) . ?
O13 C00P 1.233(5) . ?
O2 C8 1.215(5) . ?
O5 C13 1.235(5) . ?
O10 C00L 1.331(6) . ?
O10 C01I 1.445(6) . ?
O4 C11 1.216(6) . ?
O6 C19 1.212(6) . ?
O14 C00Z 1.343(6) . ?
O14 C01B 1.474(6) . ?
O15 C00L 1.214(6) . ?
O9 C00X 1.222(6) . ?
O12 C19 1.345(5) . ?
O12 C18 1.483(6) . ?
N2 H2 0.8800 . ?
N2 C13 1.334(6) . ?
N2 C10 1.443(6) . ?
O7 C00Z 1.197(6) . ?
N5 H5A 0.8800 . ?
N5 C00P 1.337(6) . ?
N5 C16 1.456(6) . ?
N1 H1 0.8800 . ?
N1 C2 1.396(6) . ?
N1 C1 1.354(7) . ?
N3 H3 0.8800 . ?
N3 C19 1.339(6) . ?
N3 C14 1.456(5) . ?
O8 C01A 1.199(7) . ?
N4 H4A 0.8800 . ?
N4 C00Y 1.402(6) . ?
N4 C01A 1.351(6) . ?
N6 H6A 0.8800 . ?
N6 C00Z 1.349(6) . ?
N6 C018 1.461(5) . ?
O1 C1 1.194(6) . ?
C00L C16 1.500(6) . ?
C13 C14 1.526(6) . ?
C8 C7 1.496(6) . ?
C8 C9 1.525(6) . ?
C00P C018 1.520(6) . ?
C10 H10 1.0000 . ?
C10 C11 1.505(6) . ?
C10 C9 1.537(6) . ?
C00S H00S 0.9500 . ?
C00S C00Y 1.400(7) . ?
C00S C015 1.386(7) . ?
C2 C7 1.414(6) . ?
C2 C3 1.398(7) . ?
C00U H00U 0.9500 . ?
C00U C012 1.400(6) . ?
C00U C014 1.384(7) . ?
C7 C6 1.396(6) . ?
C16 H16 1.0000 . ?
C16 C011 1.528(6) . ?
C00X C011 1.509(6) . ?
C00X C012 1.495(6) . ?
C00Y C012 1.408(6) . ?
C14 H14 1.0000 . ?
C14 C15 1.519(6) . ?
C011 H01G 0.9900 . ?
C011 H01H 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C014 H014 0.9500 . ?
C014 C015 1.383(7) . ?
C015 H015 0.9500 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C4 H4 0.9500 . ?
C4 C3 1.372(7) . ?
C4 C5 1.390(7) . ?
C018 H018 1.0000 . ?
C018 C01H 1.531(7) . ?
C3 H3A 0.9500 . ?
C01A H01I 0.9500 . ?
C01B C01K 1.517(9) . ?
C01B C01N 1.515(10) . ?
C01B C01O 1.531(9) . ?
C6 H6 0.9500 . ?
C6 C5 1.396(7) . ?
C5 H5 0.9500 . ?
C18 C17 1.490(8) . ?
C18 C01L 1.534(8) . ?
C18 C01M 1.482(10) . ?
C1 H1A 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C01H H01J 0.9800 . ?
C01H H01K 0.9800 . ?
C01H H01L 0.9800 . ?
C01I H01M 0.9800 . ?
C01I H01N 0.9800 . ?
C01I H01O 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C01K H01P 0.9800 . ?
C01K H01Q 0.9800 . ?
C01K H01R 0.9800 . ?
C01L H01A 0.9800 . ?
C01L H01B 0.9800 . ?
C01L H01C 0.9800 . ?
C01M H01D 0.9800 . ?
C01M H01E 0.9800 . ?
C01M H01F 0.9800 . ?
C01N H01S 0.9800 . ?
C01N H01T 0.9800 . ?
C01N H01U 0.9800 . ?
C01O H01V 0.9800 . ?
C01O H01W 0.9800 . ?
C01O H01X 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
C11 O3 C12 116.0(4) . . ?
C00L O10 C01I 115.5(4) . . ?
C00Z O14 C01B 119.4(4) . . ?
C19 O12 C18 119.9(4) . . ?
C13 N2 H2 119.8 . . ?
C13 N2 C10 120.5(4) . . ?
C10 N2 H2 119.8 . . ?
C00P N5 H5A 119.9 . . ?
C00P N5 C16 120.2(4) . . ?
C16 N5 H5A 119.9 . . ?
C2 N1 H1 116.6 . . ?
C1 N1 H1 116.6 . . ?
C1 N1 C2 126.9(4) . . ?
C19 N3 H3 119.6 . . ?
C19 N3 C14 120.9(4) . . ?
C14 N3 H3 119.6 . . ?
C00Y N4 H4A 116.4 . . ?
C01A N4 H4A 116.4 . . ?
C01A N4 C00Y 127.2(5) . . ?
C00Z N6 H6A 119.9 . . ?
C00Z N6 C018 120.3(4) . . ?
C018 N6 H6A 119.9 . . ?
O10 C00L C16 111.3(4) . . ?
O15 C00L O10 123.8(4) . . ?
O15 C00L C16 124.8(4) . . ?
O5 C13 N2 122.6(4) . . ?
O5 C13 C14 121.4(4) . . ?
N2 C13 C14 116.1(4) . . ?
O2 C8 C7 123.3(4) . . ?
O2 C8 C9 119.4(4) . . ?
C7 C8 C9 117.2(4) . . ?
O6 C19 O12 124.6(4) . . ?
O6 C19 N3 124.5(4) . . ?
N3 C19 O12 110.9(4) . . ?
O13 C00P N5 122.6(4) . . ?
O13 C00P C018 121.3(4) . . ?
N5 C00P C018 116.0(4) . . ?
N2 C10 H10 106.2 . . ?
N2 C10 C11 110.0(4) . . ?
N2 C10 C9 112.6(4) . . ?
C11 C10 H10 106.2 . . ?
C11 C10 C9 115.0(4) . . ?
C9 C10 H10 106.2 . . ?
O3 C11 C10 112.4(4) . . ?
O4 C11 O3 123.4(4) . . ?
O4 C11 C10 124.1(4) . . ?
C00Y C00S H00S 119.7 . . ?
C015 C00S H00S 119.7 . . ?
C015 C00S C00Y 120.7(4) . . ?
N1 C2 C7 120.2(4) . . ?
N1 C2 C3 121.0(4) . . ?
C3 C2 C7 118.7(4) . . ?
C012 C00U H00U 119.0 . . ?
C014 C00U H00U 119.0 . . ?
C014 C00U C012 122.0(4) . . ?
C2 C7 C8 122.4(4) . . ?
C6 C7 C8 119.0(4) . . ?
C6 C7 C2 118.5(4) . . ?
N5 C16 C00L 109.9(4) . . ?
N5 C16 H16 106.0 . . ?
N5 C16 C011 112.6(4) . . ?
C00L C16 H16 106.0 . . ?
C00L C16 C011 115.5(4) . . ?
C011 C16 H16 106.0 . . ?
O9 C00X C011 119.6(4) . . ?
O9 C00X C012 122.0(4) . . ?
C012 C00X C011 118.3(4) . . ?
N4 C00Y C012 120.6(4) . . ?
C00S C00Y N4 119.8(4) . . ?
C00S C00Y C012 119.6(4) . . ?
O14 C00Z N6 109.7(4) . . ?
O7 C00Z O14 125.4(4) . . ?
O7 C00Z N6 124.9(4) . . ?
N3 C14 C13 110.4(4) . . ?
N3 C14 H14 109.1 . . ?
N3 C14 C15 110.2(4) . . ?
C13 C14 H14 109.1 . . ?
C15 C14 C13 108.9(4) . . ?
C15 C14 H14 109.1 . . ?
C16 C011 H01G 108.7 . . ?
C16 C011 H01H 108.7 . . ?
C00X C011 C16 114.2(4) . . ?
C00X C011 H01G 108.7 . . ?
C00X C011 H01H 108.7 . . ?
H01G C011 H01H 107.6 . . ?
C00U C012 C00X 118.7(4) . . ?
C00U C012 C00Y 118.1(4) . . ?
C00Y C012 C00X 123.1(4) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C00U C014 H014 120.4 . . ?
C015 C014 C00U 119.3(4) . . ?
C015 C014 H014 120.4 . . ?
C00S C015 H015 119.9 . . ?
C014 C015 C00S 120.3(5) . . ?
C014 C015 H015 119.9 . . ?
C8 C9 C10 114.0(4) . . ?
C8 C9 H9A 108.7 . . ?
C8 C9 H9B 108.7 . . ?
C10 C9 H9A 108.7 . . ?
C10 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.0(5) . . ?
C5 C4 H4 119.5 . . ?
N6 C018 C00P 109.7(4) . . ?
N6 C018 H018 109.3 . . ?
N6 C018 C01H 110.6(4) . . ?
C00P C018 H018 109.3 . . ?
C00P C018 C01H 108.6(4) . . ?
C01H C018 H018 109.3 . . ?
C2 C3 H3A 119.3 . . ?
C4 C3 C2 121.4(4) . . ?
C4 C3 H3A 119.3 . . ?
O8 C01A N4 124.2(5) . . ?
O8 C01A H01I 117.9 . . ?
N4 C01A H01I 117.9 . . ?
O14 C01B C01K 110.4(5) . . ?
O14 C01B C01N 109.6(5) . . ?
O14 C01B C01O 101.4(5) . . ?
C01K C01B C01O 110.0(6) . . ?
C01N C01B C01K 112.9(6) . . ?
C01N C01B C01O 111.9(7) . . ?
C7 C6 H6 118.8 . . ?
C7 C6 C5 122.3(4) . . ?
C5 C6 H6 118.8 . . ?
C4 C5 C6 117.9(4) . . ?
C4 C5 H5 121.0 . . ?
C6 C5 H5 121.0 . . ?
O12 C18 C17 111.5(4) . . ?
O12 C18 C01L 101.3(5) . . ?
C17 C18 C01L 109.2(5) . . ?
C01M C18 O12 109.6(5) . . ?
C01M C18 C17 113.6(6) . . ?
C01M C18 C01L 110.9(6) . . ?
N1 C1 H1A 118.0 . . ?
O1 C1 N1 124.0(5) . . ?
O1 C1 H1A 118.0 . . ?
O3 C12 H12A 109.5 . . ?
O3 C12 H12B 109.5 . . ?
O3 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C018 C01H H01J 109.5 . . ?
C018 C01H H01K 109.5 . . ?
C018 C01H H01L 109.5 . . ?
H01J C01H H01K 109.5 . . ?
H01J C01H H01L 109.5 . . ?
H01K C01H H01L 109.5 . . ?
O10 C01I H01M 109.5 . . ?
O10 C01I H01N 109.5 . . ?
O10 C01I H01O 109.5 . . ?
H01M C01I H01N 109.5 . . ?
H01M C01I H01O 109.5 . . ?
H01N C01I H01O 109.5 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C01B C01K H01P 109.5 . . ?
C01B C01K H01Q 109.5 . . ?
C01B C01K H01R 109.5 . . ?
H01P C01K H01Q 109.5 . . ?
H01P C01K H01R 109.5 . . ?
H01Q C01K H01R 109.5 . . ?
C18 C01L H01A 109.5 . . ?
C18 C01L H01B 109.5 . . ?
C18 C01L H01C 109.5 . . ?
H01A C01L H01B 109.5 . . ?
H01A C01L H01C 109.5 . . ?
H01B C01L H01C 109.5 . . ?
C18 C01M H01D 109.5 . . ?
C18 C01M H01E 109.5 . . ?
C18 C01M H01F 109.5 . . ?
H01D C01M H01E 109.5 . . ?
H01D C01M H01F 109.5 . . ?
H01E C01M H01F 109.5 . . ?
C01B C01N H01S 109.5 . . ?
C01B C01N H01T 109.5 . . ?
C01B C01N H01U 109.5 . . ?
H01S C01N H01T 109.5 . . ?
H01S C01N H01U 109.5 . . ?
H01T C01N H01U 109.5 . . ?
C01B C01O H01V 109.5 . . ?
C01B C01O H01W 109.5 . . ?
C01B C01O H01X 109.5 . . ?
H01V C01O H01W 109.5 . . ?
H01V C01O H01X 109.5 . . ?
H01W C01O H01X 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
O13 C00P C018 N6 -54.7(6) . . . . ?
O13 C00P C018 C01H 66.4(5) . . . . ?
O2 C8 C7 C2 -3.5(6) . . . . ?
O2 C8 C7 C6 174.6(4) . . . . ?
O2 C8 C9 C10 9.5(6) . . . . ?
O5 C13 C14 N3 -53.4(6) . . . . ?
O5 C13 C14 C15 67.7(5) . . . . ?
O10 C00L C16 N5 -176.1(4) . . . . ?
O10 C00L C16 C011 -47.4(5) . . . . ?
O15 C00L C16 N5 7.8(6) . . . . ?
O15 C00L C16 C011 136.4(5) . . . . ?
O9 C00X C011 C16 11.4(6) . . . . ?
O9 C00X C012 C00U 174.9(4) . . . . ?
O9 C00X C012 C00Y -4.1(7) . . . . ?
N2 C13 C14 N3 128.5(4) . . . . ?
N2 C13 C14 C15 -110.4(4) . . . . ?
N2 C10 C11 O3 -175.0(4) . . . . ?
N2 C10 C11 O4 8.0(6) . . . . ?
N2 C10 C9 C8 70.2(5) . . . . ?
N5 C00P C018 N6 127.0(4) . . . . ?
N5 C00P C018 C01H -111.9(4) . . . . ?
N5 C16 C011 C00X 70.2(5) . . . . ?
N1 C2 C7 C8 -1.8(6) . . . . ?
N1 C2 C7 C6 -179.9(4) . . . . ?
N1 C2 C3 C4 179.0(4) . . . . ?
N4 C00Y C012 C00U 179.3(4) . . . . ?
N4 C00Y C012 C00X -1.7(6) . . . . ?
C00L C16 C011 C00X -57.2(5) . . . . ?
C13 N2 C10 C11 -145.0(4) . . . . ?
C13 N2 C10 C9 85.3(5) . . . . ?
C8 C7 C6 C5 -177.3(4) . . . . ?
C19 O12 C18 C17 -62.3(7) . . . . ?
C19 O12 C18 C01L -178.4(5) . . . . ?
C19 O12 C18 C01M 64.4(7) . . . . ?
C19 N3 C14 C13 -135.6(4) . . . . ?
C19 N3 C14 C15 104.0(5) . . . . ?
C00P N5 C16 C00L -144.7(4) . . . . ?
C00P N5 C16 C011 85.0(5) . . . . ?
C10 N2 C13 O5 -8.0(7) . . . . ?
C10 N2 C13 C14 170.1(4) . . . . ?
C11 C10 C9 C8 -56.8(5) . . . . ?
C00S C00Y C012 C00U -2.8(6) . . . . ?
C00S C00Y C012 C00X 176.2(4) . . . . ?
C2 N1 C1 O1 -177.6(5) . . . . ?
C2 C7 C6 C5 0.9(6) . . . . ?
C00U C014 C015 C00S 0.0(7) . . . . ?
C7 C8 C9 C10 -171.2(3) . . . . ?
C7 C2 C3 C4 0.5(7) . . . . ?
C7 C6 C5 C4 0.6(7) . . . . ?
C16 N5 C00P O13 -7.2(7) . . . . ?
C16 N5 C00P C018 171.1(4) . . . . ?
C00Y N4 C01A O8 -179.9(5) . . . . ?
C00Y C00S C015 C014 -0.4(7) . . . . ?
C00Z O14 C01B C01K -64.0(7) . . . . ?
C00Z O14 C01B C01N 61.0(8) . . . . ?
C00Z O14 C01B C01O 179.4(6) . . . . ?
C00Z N6 C018 C00P -135.8(4) . . . . ?
C00Z N6 C018 C01H 104.4(5) . . . . ?
C14 N3 C19 O6 11.2(8) . . . . ?
C14 N3 C19 O12 -168.6(4) . . . . ?
C011 C00X C012 C00U -1.4(6) . . . . ?
C011 C00X C012 C00Y 179.6(4) . . . . ?
C012 C00U C014 C015 -1.0(7) . . . . ?
C012 C00X C011 C16 -172.2(4) . . . . ?
C014 C00U C012 C00X -176.6(4) . . . . ?
C014 C00U C012 C00Y 2.4(6) . . . . ?
C015 C00S C00Y N4 179.8(4) . . . . ?
C015 C00S C00Y C012 1.8(7) . . . . ?
C9 C8 C7 C2 177.3(4) . . . . ?
C9 C8 C7 C6 -4.6(6) . . . . ?
C9 C10 C11 O3 -46.6(5) . . . . ?
C9 C10 C11 O4 136.4(5) . . . . ?
C018 N6 C00Z O14 -172.4(4) . . . . ?
C018 N6 C00Z O7 7.3(8) . . . . ?
C3 C2 C7 C8 176.7(4) . . . . ?
C3 C2 C7 C6 -1.4(6) . . . . ?
C3 C4 C5 C6 -1.5(7) . . . . ?
C01A N4 C00Y C00S 18.7(7) . . . . ?
C01A N4 C00Y C012 -163.3(5) . . . . ?
C01B O14 C00Z O7 4.3(8) . . . . ?
C01B O14 C00Z N6 -176.0(5) . . . . ?
C5 C4 C3 C2 1.0(7) . . . . ?
C18 O12 C19 O6 5.0(8) . . . . ?
C18 O12 C19 N3 -175.2(4) . . . . ?
C1 N1 C2 C7 -166.3(5) . . . . ?
C1 N1 C2 C3 15.3(7) . . . . ?
C12 O3 C11 O4 3.3(7) . . . . ?
C12 O3 C11 C10 -173.7(4) . . . . ?
C01I O10 C00L O15 5.2(7) . . . . ?
C01I O10 C00L C16 -171.0(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.749
_oxdiff_exptl_absorpt_empirical_full_min 0.436
