# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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. 
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data_exp_2268
_database_code_depnum_ccdc_archive 'CCDC 2145094'
loop_
_audit_author_name
_audit_author_address
'Ping Lu'
;Fudan University
China
;
_audit_update_record             
;
2022-01-28 deposited with the CCDC.	2022-03-02 downloaded from the CCDC.
;
_audit_creation_date             2021-09-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H20 N2 O3'
_chemical_formula_sum            'C18 H20 N2 O3'
_chemical_formula_weight         312.36
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.2143(2)
_cell_length_b                   13.9261(3)
_cell_length_c                   20.1109(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.862(2)
_cell_angle_gamma                90
_cell_volume                     3413.05(11)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6656
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      74.2830
_cell_measurement_theta_min      3.6600
_shelx_estimated_absorpt_T_max   0.929
_shelx_estimated_absorpt_T_min   0.793
_exptl_absorpt_coefficient_mu    0.677
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73143
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0430
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            20207
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.724
_diffrn_reflns_theta_min         3.627
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -88.00  -1.00   1.00    1.00    --    0.00 -37.00-150.00   87
  2  ω    -86.00 -43.00   1.00    1.00    --    0.00 -19.00 -30.00   43
  3  ω    -19.00  21.00   1.00    1.00    --    0.00 -57.00 150.00   40
  4  ω    -78.00 -51.00   1.00    1.00    --    0.00 -57.00 150.00   27
  5  ω     20.00 117.00   1.00    2.00    --   95.80 -82.00-180.00   97
  6  ω     25.00  62.00   1.00    2.00    --   95.80 -82.00-120.00   37
  7  ω     77.00 171.00   1.00    2.00    --   95.80  45.00  90.00   94
  8  ω    124.00 175.00   1.00    2.00    --   95.80  45.00 -30.00   51
  9  ω     27.00 117.00   1.00    2.00    --   95.80 -61.00-120.00   90
 10  ω     69.00 116.00   1.00    2.00    --   95.80 -82.00-120.00   47
 11  ω     79.00 104.00   1.00    2.00    --   95.80 -82.00-150.00   25
 12  ω     47.00 128.00   1.00    2.00    --   95.80 -82.00 120.00   81
 13  ω     87.00 181.00   1.00    2.00    --   95.80  45.00   0.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0093128000
_diffrn_orient_matrix_UB_12      -0.0339603000
_diffrn_orient_matrix_UB_13      0.0722650000
_diffrn_orient_matrix_UB_21      -0.0007282000
_diffrn_orient_matrix_UB_22      -0.1052824000
_diffrn_orient_matrix_UB_23      -0.0235684000
_diffrn_orient_matrix_UB_31      0.1261196000
_diffrn_orient_matrix_UB_32      -0.0031714000
_diffrn_orient_matrix_UB_33      0.0103613000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5180
_reflns_number_total             6731
_reflns_odcompleteness_completeness 99.56
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.287
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         6731
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0464
_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)+(0.0507P)²+0.7816P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1147
_refine_ls_wR_factor_ref         0.1238
_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, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C10(H10A,H10B), C26(H26A,H26B), C28(H28A,H28B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C2(H2), C3(H3A), C4(H4), C5(H5), C14(H14), C15(H15),
 C16(H16), N4(H4A), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C32(H32),
 C33(H33), C34(H34)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C18(H18A,H18B,H18C), C30(H30A,H30B,H30C), C36(H36A,H36B,
 H36C)
2.d Idealised tetrahedral OH refined as rotating group:
 O3(H3), O6(H6)
;
_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
O1 O 0.45986(13) 0.21337(13) 0.66061(9) 0.0821(6) Uani 1 1 d . . . . .
O2 O 0.60894(9) 0.23491(9) 0.60525(6) 0.0436(3) Uani 1 1 d . . . . .
O3 O 0.32553(9) 0.52561(8) 0.56420(5) 0.0371(3) Uani 1 1 d . . . . .
H3 H 0.354779 0.576206 0.576398 0.056 Uiso 1 1 calc GR . . . .
N1 N 0.50772(11) 0.35669(10) 0.51891(6) 0.0349(3) Uani 1 1 d . . . . .
H1 H 0.537736 0.410626 0.509991 0.042 Uiso 1 1 calc R . . . .
N2 N 0.56820(10) 0.29733(10) 0.42102(6) 0.0342(3) Uani 1 1 d . . . . .
C1 C 0.29041(14) 0.40727(14) 0.72811(8) 0.0451(4) Uani 1 1 d . . . . .
H1A H 0.339417 0.356235 0.727384 0.054 Uiso 1 1 calc R . . . .
C2 C 0.22838(16) 0.41961(16) 0.78267(9) 0.0524(5) Uani 1 1 d . . . . .
H2 H 0.235519 0.376577 0.818063 0.063 Uiso 1 1 calc R . . . .
C3 C 0.15600(15) 0.49558(16) 0.78470(9) 0.0515(5) Uani 1 1 d . . . . .
H3A H 0.115100 0.504302 0.821604 0.062 Uiso 1 1 calc R . . . .
C4 C 0.14474(14) 0.55833(14) 0.73176(9) 0.0470(4) Uani 1 1 d . . . . .
H4 H 0.096115 0.609593 0.732931 0.056 Uiso 1 1 calc R . . . .
C5 C 0.20569(13) 0.54534(13) 0.67668(8) 0.0391(4) Uani 1 1 d . . . . .
H5 H 0.196389 0.587463 0.640859 0.047 Uiso 1 1 calc R . . . .
C6 C 0.28021(12) 0.47058(12) 0.67420(8) 0.0348(4) Uani 1 1 d . . . . .
C7 C 0.34677(12) 0.45426(12) 0.61418(7) 0.0326(3) Uani 1 1 d . . . . .
C8 C 0.47163(12) 0.43583(12) 0.62660(8) 0.0351(4) Uani 1 1 d . . . . .
H8A H 0.494333 0.423130 0.672916 0.042 Uiso 1 1 calc R . . . .
H8B H 0.516767 0.485533 0.608607 0.042 Uiso 1 1 calc R . . . .
C9 C 0.46214(12) 0.34389(12) 0.58284(7) 0.0333(3) Uani 1 1 d . . . . .
C10 C 0.33558(12) 0.35384(12) 0.58158(8) 0.0356(4) Uani 1 1 d . . . . .
H10A H 0.300147 0.354980 0.536947 0.043 Uiso 1 1 calc R . . . .
H10B H 0.301273 0.306791 0.609035 0.043 Uiso 1 1 calc R . . . .
C11 C 0.50825(13) 0.25608(13) 0.62005(8) 0.0407(4) Uani 1 1 d . . . . .
C12 C 0.66091(16) 0.15307(15) 0.63813(10) 0.0534(5) Uani 1 1 d . . . . .
H12A H 0.730580 0.141548 0.620181 0.080 Uiso 1 1 calc GR . . . .
H12B H 0.614996 0.097560 0.631040 0.080 Uiso 1 1 calc GR . . . .
H12C H 0.671723 0.165653 0.685047 0.080 Uiso 1 1 calc GR . . . .
C13 C 0.50423(13) 0.28493(12) 0.47223(8) 0.0342(3) Uani 1 1 d . . . . .
C14 C 0.43728(15) 0.20379(13) 0.47699(9) 0.0448(4) Uani 1 1 d . . . . .
H14 H 0.392230 0.196984 0.512174 0.054 Uiso 1 1 calc R . . . .
C15 C 0.43980(16) 0.13478(14) 0.42861(10) 0.0512(5) Uani 1 1 d . . . . .
H15 H 0.397048 0.079821 0.431224 0.061 Uiso 1 1 calc R . . . .
C16 C 0.50562(15) 0.14644(14) 0.37588(9) 0.0482(4) Uani 1 1 d . . . . .
H16 H 0.507894 0.099721 0.342960 0.058 Uiso 1 1 calc R . . . .
C17 C 0.56796(14) 0.22897(13) 0.37314(8) 0.0400(4) Uani 1 1 d . . . . .
C18 C 0.63804(17) 0.24881(15) 0.31653(10) 0.0558(5) Uani 1 1 d . . . . .
H18A H 0.625008 0.313126 0.300752 0.084 Uiso 1 1 calc GR . . . .
H18B H 0.620169 0.204222 0.281040 0.084 Uiso 1 1 calc GR . . . .
H18C H 0.713940 0.241803 0.331465 0.084 Uiso 1 1 calc GR . . . .
O4 O 0.94058(11) 0.23025(11) 0.66743(7) 0.0588(4) Uani 1 1 d . . . . .
O5 O 1.09674(9) 0.22931(9) 0.61561(6) 0.0447(3) Uani 1 1 d . . . . .
O6 O 0.84867(9) 0.51553(9) 0.52366(5) 0.0399(3) Uani 1 1 d . . . . .
H6 H 0.797442 0.498637 0.497858 0.060 Uiso 1 1 calc GR . . . .
N3 N 0.91940(12) 0.18241(11) 0.48918(8) 0.0469(4) Uani 1 1 d . . . . .
N4 N 1.00582(11) 0.32698(10) 0.51010(6) 0.0374(3) Uani 1 1 d . . . . .
H4A H 1.053731 0.368968 0.500200 0.045 Uiso 1 1 calc R . . . .
C19 C 0.76811(14) 0.45569(14) 0.69461(8) 0.0424(4) Uani 1 1 d . . . . .
H19 H 0.801414 0.396382 0.702657 0.051 Uiso 1 1 calc R . . . .
C20 C 0.70576(15) 0.49579(16) 0.74205(10) 0.0519(5) Uani 1 1 d . . . . .
H20 H 0.697562 0.463382 0.781840 0.062 Uiso 1 1 calc R . . . .
C21 C 0.65547(15) 0.58344(17) 0.73105(11) 0.0589(6) Uani 1 1 d . . . . .
H21 H 0.612056 0.609481 0.762757 0.071 Uiso 1 1 calc R . . . .
C22 C 0.67005(15) 0.63228(16) 0.67263(11) 0.0562(5) Uani 1 1 d . . . . .
H22 H 0.637899 0.692241 0.665418 0.067 Uiso 1 1 calc R . . . .
C23 C 0.73219(14) 0.59246(13) 0.62480(9) 0.0439(4) Uani 1 1 d . . . . .
H23 H 0.740991 0.625865 0.585479 0.053 Uiso 1 1 calc R . . . .
C24 C 0.78180(12) 0.50329(12) 0.63448(8) 0.0349(4) Uani 1 1 d . . . . .
C25 C 0.84995(12) 0.45884(11) 0.58271(7) 0.0326(3) Uani 1 1 d . . . . .
C26 C 0.97098(12) 0.43521(12) 0.60401(8) 0.0340(3) Uani 1 1 d . . . . .
H26A H 0.986838 0.434377 0.651922 0.041 Uiso 1 1 calc R . . . .
H26B H 1.023306 0.475032 0.582480 0.041 Uiso 1 1 calc R . . . .
C27 C 0.95636(12) 0.33338(12) 0.57267(8) 0.0328(3) Uani 1 1 d . . . . .
C28 C 0.83097(12) 0.35098(12) 0.56685(8) 0.0346(3) Uani 1 1 d . . . . .
H28A H 0.791995 0.317261 0.600235 0.042 Uiso 1 1 calc R . . . .
H28B H 0.797196 0.339273 0.522552 0.042 Uiso 1 1 calc R . . . .
C29 C 0.99371(13) 0.25702(12) 0.62259(8) 0.0382(4) Uani 1 1 d . . . . .
C30 C 1.14336(17) 0.16686(16) 0.66732(11) 0.0599(5) Uani 1 1 d . . . . .
H30A H 1.214739 0.146025 0.656096 0.090 Uiso 1 1 calc GR . . . .
H30B H 1.096700 0.111993 0.671388 0.090 Uiso 1 1 calc GR . . . .
H30C H 1.149677 0.201002 0.708867 0.090 Uiso 1 1 calc GR . . . .
C31 C 0.97768(13) 0.25489(12) 0.46599(8) 0.0383(4) Uani 1 1 d . . . . .
C32 C 1.00809(14) 0.25926(14) 0.39973(9) 0.0454(4) Uani 1 1 d . . . . .
H32 H 1.049309 0.310288 0.385114 0.055 Uiso 1 1 calc R . . . .
C33 C 0.97526(17) 0.18640(16) 0.35762(10) 0.0568(5) Uani 1 1 d . . . . .
H33 H 0.993320 0.187478 0.313434 0.068 Uiso 1 1 calc R . . . .
C34 C 0.91518(18) 0.11114(17) 0.38090(11) 0.0643(6) Uani 1 1 d . . . . .
H34 H 0.892898 0.060861 0.352713 0.077 Uiso 1 1 calc R . . . .
C35 C 0.88853(18) 0.11132(15) 0.44640(11) 0.0602(6) Uani 1 1 d . . . . .
C36 C 0.8236(3) 0.0310(2) 0.47589(15) 0.0999(10) Uani 1 1 d . . . . .
H36A H 0.864069 0.005782 0.514623 0.150 Uiso 1 1 calc GR . . . .
H36B H 0.811388 -0.019185 0.443486 0.150 Uiso 1 1 calc GR . . . .
H36C H 0.754367 0.055356 0.488251 0.150 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
O1 C11 1.197(2) . ?
O2 C11 1.3181(19) . ?
O2 C12 1.443(2) . ?
O3 H3 0.8200 . ?
O3 C7 1.4247(18) . ?
N1 H1 0.8600 . ?
N1 C9 1.4460(18) . ?
N1 C13 1.370(2) . ?
N2 C13 1.3450(19) . ?
N2 C17 1.354(2) . ?
C1 H1A 0.9300 . ?
C1 C2 1.385(2) . ?
C1 C6 1.396(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.381(3) . ?
C3 H3A 0.9300 . ?
C3 C4 1.377(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.387(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.386(2) . ?
C6 C7 1.517(2) . ?
C7 C8 1.550(2) . ?
C7 C10 1.547(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.554(2) . ?
C9 C10 1.551(2) . ?
C9 C11 1.522(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.402(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.369(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.383(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.382(2) . ?
C17 C18 1.495(2) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
O4 C29 1.205(2) . ?
O5 C29 1.3326(19) . ?
O5 C30 1.443(2) . ?
O6 H6 0.8200 . ?
O6 C25 1.4253(18) . ?
N3 C31 1.337(2) . ?
N3 C35 1.349(2) . ?
N4 H4A 0.8600 . ?
N4 C27 1.4349(19) . ?
N4 C31 1.368(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.378(2) . ?
C19 C24 1.399(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.378(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.379(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.381(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.390(2) . ?
C24 C25 1.509(2) . ?
C25 C26 1.546(2) . ?
C25 C28 1.550(2) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.557(2) . ?
C27 C28 1.548(2) . ?
C27 C29 1.512(2) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 C32 1.408(2) . ?
C32 H32 0.9300 . ?
C32 C33 1.364(3) . ?
C33 H33 0.9300 . ?
C33 C34 1.379(3) . ?
C34 H34 0.9300 . ?
C34 C35 1.378(3) . ?
C35 C36 1.515(3) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O2 C12 117.48(14) . . ?
C7 O3 H3 109.5 . . ?
C9 N1 H1 119.2 . . ?
C13 N1 H1 119.2 . . ?
C13 N1 C9 121.56(13) . . ?
C13 N2 C17 118.74(14) . . ?
C2 C1 H1A 119.6 . . ?
C2 C1 C6 120.78(18) . . ?
C6 C1 H1A 119.6 . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.25(18) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3A 120.2 . . ?
C4 C3 C2 119.60(17) . . ?
C4 C3 H3A 120.2 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.24(18) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.04(17) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 C7 119.91(15) . . ?
C5 C6 C1 118.08(15) . . ?
C5 C6 C7 121.98(15) . . ?
O3 C7 C6 112.02(13) . . ?
O3 C7 C8 111.08(12) . . ?
O3 C7 C10 108.96(12) . . ?
C6 C7 C8 118.09(12) . . ?
C6 C7 C10 115.84(13) . . ?
C10 C7 C8 88.65(12) . . ?
C7 C8 H8A 113.5 . . ?
C7 C8 H8B 113.5 . . ?
C7 C8 C9 90.58(11) . . ?
H8A C8 H8B 110.8 . . ?
C9 C8 H8A 113.5 . . ?
C9 C8 H8B 113.5 . . ?
N1 C9 C8 112.56(13) . . ?
N1 C9 C10 114.68(12) . . ?
N1 C9 C11 112.60(13) . . ?
C10 C9 C8 88.39(12) . . ?
C11 C9 C8 111.88(13) . . ?
C11 C9 C10 114.54(13) . . ?
C7 C10 C9 90.82(12) . . ?
C7 C10 H10A 113.5 . . ?
C7 C10 H10B 113.5 . . ?
C9 C10 H10A 113.5 . . ?
C9 C10 H10B 113.5 . . ?
H10A C10 H10B 110.8 . . ?
O1 C11 O2 123.61(17) . . ?
O1 C11 C9 123.43(16) . . ?
O2 C11 C9 112.88(13) . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 C14 122.18(15) . . ?
N2 C13 N1 115.99(14) . . ?
N2 C13 C14 121.83(15) . . ?
C13 C14 H14 120.8 . . ?
C15 C14 C13 118.42(16) . . ?
C15 C14 H14 120.8 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.30(17) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 120.7 . . ?
C17 C16 C15 118.60(17) . . ?
C17 C16 H16 120.7 . . ?
N2 C17 C16 122.09(16) . . ?
N2 C17 C18 115.95(16) . . ?
C16 C17 C18 121.96(16) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C29 O5 C30 115.36(14) . . ?
C25 O6 H6 109.5 . . ?
C31 N3 C35 117.65(16) . . ?
C27 N4 H4A 119.6 . . ?
C31 N4 H4A 119.6 . . ?
C31 N4 C27 120.80(13) . . ?
C20 C19 H19 119.7 . . ?
C20 C19 C24 120.67(18) . . ?
C24 C19 H19 119.7 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.6(2) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 120.3 . . ?
C20 C21 C22 119.46(18) . . ?
C22 C21 H21 120.3 . . ?
C21 C22 H22 119.9 . . ?
C21 C22 C23 120.25(19) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 119.5 . . ?
C22 C23 C24 121.08(19) . . ?
C24 C23 H23 119.5 . . ?
C19 C24 C25 120.38(15) . . ?
C23 C24 C19 117.91(16) . . ?
C23 C24 C25 121.70(15) . . ?
O6 C25 C24 111.84(13) . . ?
O6 C25 C26 107.78(12) . . ?
O6 C25 C28 111.86(12) . . ?
C24 C25 C26 117.23(12) . . ?
C24 C25 C28 117.24(13) . . ?
C26 C25 C28 88.73(12) . . ?
C25 C26 H26A 113.6 . . ?
C25 C26 H26B 113.6 . . ?
C25 C26 C27 90.01(11) . . ?
H26A C26 H26B 110.9 . . ?
C27 C26 H26A 113.6 . . ?
C27 C26 H26B 113.6 . . ?
N4 C27 C26 111.59(13) . . ?
N4 C27 C28 114.61(12) . . ?
N4 C27 C29 114.38(13) . . ?
C28 C27 C26 88.41(11) . . ?
C29 C27 C26 110.52(13) . . ?
C29 C27 C28 114.49(13) . . ?
C25 C28 H28A 113.6 . . ?
C25 C28 H28B 113.6 . . ?
C27 C28 C25 90.25(11) . . ?
C27 C28 H28A 113.6 . . ?
C27 C28 H28B 113.6 . . ?
H28A C28 H28B 110.9 . . ?
O4 C29 O5 123.30(16) . . ?
O4 C29 C27 124.12(15) . . ?
O5 C29 C27 112.25(13) . . ?
O5 C30 H30A 109.5 . . ?
O5 C30 H30B 109.5 . . ?
O5 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N3 C31 N4 116.36(15) . . ?
N3 C31 C32 122.90(16) . . ?
N4 C31 C32 120.73(16) . . ?
C31 C32 H32 121.0 . . ?
C33 C32 C31 118.03(18) . . ?
C33 C32 H32 121.0 . . ?
C32 C33 H33 120.2 . . ?
C32 C33 C34 119.68(19) . . ?
C34 C33 H33 120.2 . . ?
C33 C34 H34 120.4 . . ?
C35 C34 C33 119.24(19) . . ?
C35 C34 H34 120.4 . . ?
N3 C35 C34 122.5(2) . . ?
N3 C35 C36 115.1(2) . . ?
C34 C35 C36 122.4(2) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?

_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 1.274
_oxdiff_exptl_absorpt_empirical_full_min 0.658
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1947
_database_code_depnum_ccdc_archive 'CCDC 2145098'
loop_
_audit_author_name
_audit_author_address
'Ping Lu'
;Fudan University
China
;
_audit_update_record             
;
2022-01-28 deposited with the CCDC.	2022-03-02 downloaded from the CCDC.
;
_audit_creation_date             2021-05-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H15 N3 O3'
_chemical_formula_sum            'C10 H15 N3 O3'
_chemical_formula_weight         225.25
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.85010(10)
_cell_length_b                   9.56430(10)
_cell_length_c                   8.96380(10)
_cell_angle_alpha                90
_cell_angle_beta                 101.5050(10)
_cell_angle_gamma                90
_cell_volume                     1079.535(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17323
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      74.1340
_cell_measurement_theta_min      3.5270
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.867
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.08471
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.26
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_av_unetI/netI     0.0149
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            23230
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.017
_diffrn_reflns_theta_max         67.017
_diffrn_reflns_theta_min         3.510
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -79.00 -53.00   1.00    1.00    --    0.00 -52.00  75.00   26
  2  ω    -29.00  21.00   1.00    1.00    --    0.00 -52.00  75.00   50
  3  ω     45.00  71.00   1.00    1.00    --   95.80 -52.00  75.00   26
  4  ω     85.00 118.00   1.00    1.00    --   95.80 -52.00  75.00   33
  5  ω     -8.00  43.00   1.00    1.00    --    0.00  57.00  30.00   51
  6  ω     29.00  67.00   1.00    1.00    --    0.00  57.00 -60.00   38
  7  ω    -89.00  30.00   1.00    1.00    --    0.00 -77.00-150.00  119
  8  ω    -19.00  47.00   1.00    1.00    --    0.00  38.00  30.00   66
  9  ω    -21.00  19.00   1.00    1.00    --    0.00  52.00-139.00   40
 10  ω     22.00  62.00   1.00    1.00    --    0.00  38.00-150.00   40
 11  ω    -23.00  25.00   1.00    1.00    --    0.00  57.00 -60.00   48
 12  ω    -49.00 -24.00   1.00    1.00    --    0.00 -57.00  30.00   25
 13  ω    -18.00   7.00   1.00    1.00    --    0.00  38.00-150.00   25
 14  ω     38.00  84.00   1.00    1.00    --    0.00  52.00-139.00   46
 15  ω     48.00  89.00   1.00    1.00    --    0.00  57.00  30.00   41
 16  ω    -81.00 -56.00   1.00    1.00    --    0.00 -57.00  30.00   25
 17  ω     68.00  96.00   1.00    1.00    --   95.80  70.00 176.91   28
 18  ω    119.00 181.00   1.00    1.00    --   95.80  63.00  75.20   62
 19  ω     75.00 147.00   1.00    1.00    --   95.80  45.00 -60.00   72
 20  ω     70.00 100.00   1.00    1.00    --   95.80  63.00  75.20   30
 21  ω     65.00 112.00   1.00    1.00    --   95.80  77.00  30.00   47
 22  ω     39.00 127.00   1.00    1.00    --   95.80 -82.00-150.00   88
 23  ω     43.00 124.00   1.00    1.00    --   95.80 -82.00  30.00   81
 24  ω    157.00 185.00   1.00    1.00    --   95.80  61.00 -30.00   28
 25  ω     71.00  98.00   1.00    1.00    --   95.80  61.00 -30.00   27
 26  ω     10.00  35.00   1.00    1.00    --   95.80 -82.00-150.00   25
 27  ω     72.00  97.00   1.00    1.00    --   95.80  61.00 -90.00   25
 28  ω    125.00 183.00   1.00    1.00    --   95.80  79.00   9.32   58
 29  ω    129.00 163.00   1.00    1.00    --   95.80  82.00  30.00   34
 30  ω      6.00 128.00   1.00    1.00    --   95.80 -82.00  60.00  122
 31  ω     65.00  92.00   1.00    1.00    --   95.80  76.00-118.41   27
 32  ω    141.00 166.00   1.00    1.00    --   95.80  76.00-118.41   25
 33  ω     65.00 101.00   1.00    1.00    --   95.80  77.00 150.00   36
 34  ω     75.00 120.00   1.00    1.00    --   95.80  45.00  30.00   45
 35  ω    141.00 182.00   1.00    1.00    --   95.80  61.00 -60.00   41
 36  ω     72.00  98.00   1.00    1.00    --   95.80  61.00 -60.00   26
 37  ω    116.00 185.00   1.00    1.00    --   95.80  82.00 120.00   69
 38  ω     75.00 185.00   1.00    1.00    --   95.80  45.00 -90.00  110
 39  ω      8.00  69.00   1.00    1.00    --   95.80 -82.00 120.00   61
 40  ω     65.00 109.00   1.00    1.00    --   95.80  77.00 -30.00   44
 41  ω     64.00  89.00   1.00    1.00    --   95.80  82.00  90.00   25
 42  ω     65.00  90.00   1.00    1.00    --   95.80  77.00-180.00   25
 43  ω     93.00 125.00   1.00    1.00    --   95.80 -82.00 120.00   32
 44  ω     76.00 185.00   1.00    1.00    --   95.80  45.00 -30.00  109
 45  ω     65.00  97.00   1.00    1.00    --   95.80  77.00-135.88   32
 46  ω    113.00 139.00   1.00    1.00    --   95.80  77.00-135.88   26
 47  ω     65.00  90.00   1.00    1.00    --   95.80  77.00-150.00   25
 48  ω     63.00  89.00   1.00    1.00    --   95.80  82.00-180.00   26
 49  ω     63.00 104.00   1.00    1.00    --   95.80  82.00 120.00   41
 50  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -60.00   26
 51  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 -30.00   25
 52  ω     65.00  95.00   1.00    1.00    --   95.80  79.00   9.32   30
 53  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 -90.00   25
 54  ω     65.00  91.00   1.00    1.00    --   95.80  82.00  30.00   26
 55  ω     67.00 128.00   1.00    1.00    --   95.80 -82.00-120.00   61
 56  ω     79.00 104.00   1.00    1.00    --   95.80  30.00  30.00   25
 57  ω     65.00  91.00   1.00    1.00    --   95.80  77.00   0.00   26
 58  ω     65.00  91.00   1.00    1.00    --   95.80  82.00  60.00   26
 59  ω     15.00  69.00   1.00    1.00    --   95.80 -82.00 -60.00   54
 60  ω     81.00 128.00   1.00    1.00    --   95.80 -82.00 -60.00   47
 61  ω     72.00 182.00   1.00    1.00    --   95.80  58.00 137.12  110
 62  ω    148.00 174.00   1.00    1.00    --   95.80  70.00 176.91   26
 63  ω     76.00 121.00   1.00    1.00    --   95.80  45.00 120.00   45
 64  ω     75.00 137.00   1.00    1.00    --   95.80  42.00-160.79   62
 65  ω     73.00  99.00   1.00    1.00    --   95.80  61.00 120.00   26
 66  ω     76.00 170.00   1.00    1.00    --   95.80  30.00  90.00   94
 67  ω    152.00 178.00   1.00    1.00    --   95.80  52.00-139.00   26
 68  ω     73.00 134.00   1.00    1.00    --   95.80  52.00-139.00   61
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0653995000
_diffrn_orient_matrix_UB_12      -0.1150082000
_diffrn_orient_matrix_UB_13      0.0963896000
_diffrn_orient_matrix_UB_21      -0.0407070000
_diffrn_orient_matrix_UB_22      -0.1078746000
_diffrn_orient_matrix_UB_23      -0.1256926000
_diffrn_orient_matrix_UB_31      0.0950467000
_diffrn_orient_matrix_UB_32      0.0329721000
_diffrn_orient_matrix_UB_33      -0.0752316000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1881
_reflns_number_total             1927
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       0.0147(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         1927
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0343
_refine_ls_restrained_S_all      1.082
_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)+(0.0480P)²+0.3998P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0915
_refine_ls_wR_factor_ref         0.0921
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C6(H6), C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C4(H4A,H4B), C9(H9A,H9B)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C8(H8A,H8B,H8C)
2.d Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_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 0.67950(7) 0.07657(9) 0.29992(11) 0.0292(3) Uani 1 1 d . . . . .
O3 O 0.49490(7) 0.23785(11) 0.26803(12) 0.0369(3) Uani 1 1 d . . . . .
H3 H 0.539845 0.175855 0.278353 0.055 Uiso 1 1 calc GR . . . .
O1 O 0.99442(7) 0.31591(11) 0.38486(12) 0.0364(3) Uani 1 1 d . . . . .
N3 N 0.72820(8) 0.29529(11) 0.40358(11) 0.0205(3) Uani 1 1 d . . . . .
N2 N 0.82747(8) 0.37098(11) 0.43046(12) 0.0227(3) Uani 1 1 d . . . . .
N1 N 0.85366(8) 0.15831(11) 0.34963(12) 0.0241(3) Uani 1 1 d . . . . .
C7 C 0.69292(10) 0.52965(13) 0.42546(14) 0.0231(3) Uani 1 1 d . . . . .
H7A H 0.655633 0.615197 0.389610 0.028 Uiso 1 1 calc R . . . .
H7B H 0.699656 0.520763 0.534762 0.028 Uiso 1 1 calc R . . . .
C4 C 0.65706(9) 0.43291(13) 0.17524(14) 0.0227(3) Uani 1 1 d . . . . .
H4A H 0.599930 0.492312 0.123527 0.027 Uiso 1 1 calc R . . . .
H4B H 0.658452 0.347908 0.116650 0.027 Uiso 1 1 calc R . . . .
C3 C 0.64396(9) 0.39977(13) 0.33821(13) 0.0206(3) Uani 1 1 d . . . . .
C6 C 0.79935(10) 0.51508(13) 0.37432(15) 0.0238(3) Uani 1 1 d . . . . .
H6 H 0.852114 0.586745 0.414120 0.029 Uiso 1 1 calc R . . . .
C5 C 0.76600(10) 0.51051(13) 0.19889(15) 0.0243(3) Uani 1 1 d . . . . .
H5 H 0.816944 0.454014 0.156915 0.029 Uiso 1 1 calc R . . . .
C2 C 0.74557(10) 0.16739(13) 0.34334(13) 0.0216(3) Uani 1 1 d . . . . .
C1 C 0.90275(10) 0.28652(14) 0.38607(14) 0.0250(3) Uani 1 1 d . . . . .
C9 C 0.53524(10) 0.35408(14) 0.36007(15) 0.0259(3) Uani 1 1 d . . . . .
H9A H 0.539290 0.329930 0.466168 0.031 Uiso 1 1 calc R . . . .
H9B H 0.486237 0.431770 0.336067 0.031 Uiso 1 1 calc R . . . .
C10 C 0.90710(11) 0.03453(15) 0.30653(16) 0.0312(3) Uani 1 1 d . . . . .
H10A H 0.884508 -0.046354 0.354980 0.047 Uiso 1 1 calc GR . . . .
H10B H 0.982533 0.045560 0.338209 0.047 Uiso 1 1 calc GR . . . .
H10C H 0.889418 0.022924 0.198034 0.047 Uiso 1 1 calc GR . . . .
C8 C 0.75763(11) 0.65579(15) 0.12682(17) 0.0339(3) Uani 1 1 d . . . . .
H8A H 0.729844 0.647916 0.019501 0.051 Uiso 1 1 calc GR . . . .
H8B H 0.826762 0.697991 0.143107 0.051 Uiso 1 1 calc GR . . . .
H8C H 0.711038 0.712784 0.172547 0.051 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 C2 1.2227(15) . ?
O3 H3 0.8200 . ?
O3 C9 1.4194(16) . ?
O1 C1 1.2132(16) . ?
N3 N2 1.4445(13) . ?
N3 C3 1.5036(15) . ?
N3 C2 1.3733(16) . ?
N2 C6 1.4868(16) . ?
N2 C1 1.3785(17) . ?
N1 C2 1.3815(16) . ?
N1 C1 1.3878(17) . ?
N1 C10 1.4588(16) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C3 1.5344(16) . ?
C7 C6 1.5329(17) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C3 1.5365(16) . ?
C4 C5 1.5611(17) . ?
C3 C9 1.5133(17) . ?
C6 H6 0.9800 . ?
C6 C5 1.5458(18) . ?
C5 H5 0.9800 . ?
C5 C8 1.5270(18) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 O3 H3 109.5 . . ?
N2 N3 C3 105.97(9) . . ?
C2 N3 N2 107.74(9) . . ?
C2 N3 C3 126.84(10) . . ?
N3 N2 C6 105.14(9) . . ?
C1 N2 N3 107.77(10) . . ?
C1 N2 C6 125.64(11) . . ?
C2 N1 C1 111.11(10) . . ?
C2 N1 C10 124.24(11) . . ?
C1 N1 C10 124.30(11) . . ?
H7A C7 H7B 110.3 . . ?
C3 C7 H7A 112.9 . . ?
C3 C7 H7B 112.9 . . ?
C6 C7 H7A 112.9 . . ?
C6 C7 H7B 112.9 . . ?
C6 C7 C3 94.22(9) . . ?
H4A C4 H4B 109.0 . . ?
C3 C4 H4A 111.1 . . ?
C3 C4 H4B 111.1 . . ?
C3 C4 C5 103.55(9) . . ?
C5 C4 H4A 111.1 . . ?
C5 C4 H4B 111.1 . . ?
N3 C3 C7 98.58(9) . . ?
N3 C3 C4 107.50(9) . . ?
N3 C3 C9 111.66(10) . . ?
C7 C3 C4 101.89(10) . . ?
C9 C3 C7 117.58(10) . . ?
C9 C3 C4 117.50(10) . . ?
N2 C6 C7 98.87(10) . . ?
N2 C6 H6 114.9 . . ?
N2 C6 C5 108.51(10) . . ?
C7 C6 H6 114.9 . . ?
C7 C6 C5 102.94(10) . . ?
C5 C6 H6 114.9 . . ?
C4 C5 H5 109.6 . . ?
C6 C5 C4 102.16(9) . . ?
C6 C5 H5 109.6 . . ?
C8 C5 C4 112.93(11) . . ?
C8 C5 C6 112.74(11) . . ?
C8 C5 H5 109.6 . . ?
O2 C2 N3 126.94(11) . . ?
O2 C2 N1 126.66(11) . . ?
N3 C2 N1 106.31(10) . . ?
O1 C1 N2 127.25(12) . . ?
O1 C1 N1 126.81(12) . . ?
N2 C1 N1 105.88(10) . . ?
O3 C9 C3 112.98(10) . . ?
O3 C9 H9A 109.0 . . ?
O3 C9 H9B 109.0 . . ?
C3 C9 H9A 109.0 . . ?
C3 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
N1 C10 H10A 109.5 . . ?
N1 C10 H10B 109.5 . . ?
N1 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

_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 11.642
_oxdiff_exptl_absorpt_empirical_full_min 0.439
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1844
_database_code_depnum_ccdc_archive 'CCDC 2145097'
loop_
_audit_author_name
_audit_author_address
'Ping Lu'
;Fudan University
China
;
_audit_update_record             
;
2022-01-28 deposited with the CCDC.	2022-03-02 downloaded from the CCDC.
;
_audit_creation_date             2021-03-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H24 N2 O3'
_chemical_formula_sum            'C25 H24 N2 O3'
_chemical_formula_weight         400.46
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.59220(10)
_cell_length_b                   17.96090(10)
_cell_length_c                   12.99790(10)
_cell_angle_alpha                90
_cell_angle_beta                 98.9210(10)
_cell_angle_gamma                90
_cell_volume                     2212.25(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16307
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      74.1200
_cell_measurement_theta_min      4.2200
_shelx_estimated_absorpt_T_max   0.852
_shelx_estimated_absorpt_T_min   0.822
_exptl_absorpt_coefficient_mu    0.637
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51547
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.26
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_unetI/netI     0.0160
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            23418
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.478
_diffrn_reflns_theta_min         4.232
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00  19.00   1.00    1.00    --    0.00 -38.00 150.00   54
  2  ω     -9.00  17.00   1.00    1.00    --    0.00  38.00  60.00   26
  3  ω    -87.00 -50.00   1.00    1.00    --    0.00 -38.00 150.00   37
  4  ω    -19.00  27.00   1.00    1.00    --    0.00  38.00  30.00   46
  5  ω    -89.00 -53.00   1.00    1.00    --    0.00 -82.00-120.00   36
  6  ω    -33.00  24.00   1.00    1.00    --    0.00 -82.00-120.00   57
  7  ω     51.00  89.00   1.00    1.00    --    0.00  38.00  60.00   38
  8  ω     41.00 126.00   1.00    1.00    --   95.80 -82.00 -30.00   85
  9  ω     75.00 168.00   1.00    1.00    --   95.80  45.00 120.00   93
 10  ω      6.00  32.00   1.00    1.00    --   95.80 -82.00  30.00   26
 11  ω     46.00 100.00   1.00    1.00    --   95.80 -82.00 120.00   54
 12  ω     94.00 121.00   1.00    1.00    --   95.80 -82.00-150.00   27
 13  ω     26.00  74.00   1.00    1.00    --   95.80 -82.00-150.00   48
 14  ω      6.00 128.00   1.00    1.00    --   95.80 -82.00-180.00  122
 15  ω     54.00 115.00   1.00    1.00    --   95.80 -30.00-180.00   61
 16  ω      6.00 120.00   1.00    1.00    --   95.80 -61.00 -30.00  114
 17  ω     12.00  48.00   1.00    1.00    --   95.80 -30.00-180.00   36
 18  ω     17.00 127.00   1.00    1.00    --   95.80 -82.00 150.00  110
 19  ω      8.00  66.00   1.00    1.00    --   95.80 -30.00 150.00   58
 20  ω     91.00 127.00   1.00    1.00    --   95.80 -82.00  30.00   36
 21  ω     96.00 142.00   1.00    1.00    --   95.80  30.00 -90.00   46
 22  ω     91.00 117.00   1.00    1.00    --   95.80 -82.00 -60.00   26
 23  ω     98.00 161.00   1.00    1.00    --   95.80  82.00   0.00   63
 24  ω     75.00 178.00   1.00    1.00    --   95.80  45.00  90.00  103
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1341479000
_diffrn_orient_matrix_UB_12      0.0411834000
_diffrn_orient_matrix_UB_13      -0.0198118000
_diffrn_orient_matrix_UB_21      0.0916177000
_diffrn_orient_matrix_UB_22      -0.0619743000
_diffrn_orient_matrix_UB_23      0.0579252000
_diffrn_orient_matrix_UB_31      -0.0035976000
_diffrn_orient_matrix_UB_32      -0.0426880000
_diffrn_orient_matrix_UB_33      -0.1032292000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4239
_reflns_number_total             4433
_reflns_odcompleteness_completeness 99.93
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.423
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         4433
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0419
_refine_ls_restrained_S_all      1.031
_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)+(0.0521P)²+1.0843P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1055
_refine_ls_wR_factor_ref         0.1067
_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 O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C11(H11A,H11B), C12(H12A,H12B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), N1(H1A),
 N2(H2A)
2.c Idealised tetrahedral OH refined as rotating group:
 O2(H2B)
;
_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
C1 C 0.75344(15) 0.41206(8) 0.73071(10) 0.0278(3) Uani 1 1 d . . . . .
H1 H 0.725088 0.387137 0.668244 0.033 Uiso 1 1 calc R . . . .
C2 C 0.75916(18) 0.37460(9) 0.82443(12) 0.0376(3) Uani 1 1 d . . . . .
H2 H 0.736058 0.324329 0.824849 0.045 Uiso 1 1 calc R . . . .
C3 C 0.79921(18) 0.41192(9) 0.91734(11) 0.0387(4) Uani 1 1 d . . . . .
H3 H 0.804125 0.386455 0.980093 0.046 Uiso 1 1 calc R . . . .
C4 C 0.83190(17) 0.48669(9) 0.91748(10) 0.0341(3) Uani 1 1 d . . . . .
H4 H 0.856052 0.511887 0.980221 0.041 Uiso 1 1 calc R . . . .
C5 C 0.82872(14) 0.52414(8) 0.82420(10) 0.0268(3) Uani 1 1 d . . . . .
H5 H 0.852441 0.574349 0.824350 0.032 Uiso 1 1 calc R . . . .
C6 C 0.79016(12) 0.48703(7) 0.73008(9) 0.0202(2) Uani 1 1 d . . . . .
C7 C 0.79754(12) 0.52817(7) 0.63102(9) 0.0188(2) Uani 1 1 d . . . . .
C8 C 0.70853(12) 0.53586(7) 0.44271(9) 0.0181(2) Uani 1 1 d . . . . .
C9 C 0.63389(12) 0.48429(7) 0.35637(9) 0.0196(2) Uani 1 1 d . . . . .
H9A H 0.545439 0.504118 0.320565 0.024 Uiso 1 1 calc R . . . .
H9B H 0.622026 0.433650 0.379474 0.024 Uiso 1 1 calc R . . . .
C10 C 0.75925(12) 0.49392(7) 0.29479(9) 0.0186(2) Uani 1 1 d . . . . .
C11 C 0.84650(12) 0.52658(7) 0.39561(9) 0.0199(2) Uani 1 1 d . . . . .
H11A H 0.912546 0.491477 0.433122 0.024 Uiso 1 1 calc R . . . .
H11B H 0.892769 0.573319 0.384752 0.024 Uiso 1 1 calc R . . . .
C12 C 0.65238(13) 0.61536(7) 0.43646(10) 0.0221(3) Uani 1 1 d . . . . .
H12A H 0.717614 0.647266 0.480861 0.027 Uiso 1 1 calc R . . . .
H12B H 0.646002 0.633318 0.365505 0.027 Uiso 1 1 calc R . . . .
C13 C 0.73458(13) 0.54733(7) 0.20242(9) 0.0205(2) Uani 1 1 d . . . . .
C14 C 0.60548(14) 0.54974(8) 0.13590(10) 0.0270(3) Uani 1 1 d . . . . .
H14 H 0.531132 0.520070 0.149748 0.032 Uiso 1 1 calc R . . . .
C15 C 0.58711(17) 0.59600(9) 0.04934(11) 0.0347(3) Uani 1 1 d . . . . .
H15 H 0.501036 0.596670 0.005133 0.042 Uiso 1 1 calc R . . . .
C16 C 0.69624(18) 0.64112(9) 0.02850(11) 0.0377(3) Uani 1 1 d . . . . .
H16 H 0.683177 0.672461 -0.029149 0.045 Uiso 1 1 calc R . . . .
C17 C 0.82508(17) 0.63955(8) 0.09368(11) 0.0342(3) Uani 1 1 d . . . . .
H17 H 0.898510 0.669919 0.079891 0.041 Uiso 1 1 calc R . . . .
C18 C 0.84446(14) 0.59254(7) 0.17963(10) 0.0256(3) Uani 1 1 d . . . . .
H18 H 0.931551 0.591147 0.222522 0.031 Uiso 1 1 calc R . . . .
C19 C 0.73991(13) 0.37244(7) 0.20585(9) 0.0204(2) Uani 1 1 d . . . . .
C20 C 0.81250(13) 0.30928(7) 0.15941(9) 0.0209(2) Uani 1 1 d . . . . .
C21 C 0.73101(14) 0.26892(7) 0.08005(10) 0.0269(3) Uani 1 1 d . . . . .
H21 H 0.634049 0.276622 0.066030 0.032 Uiso 1 1 calc R . . . .
C22 C 0.79334(16) 0.21752(7) 0.02206(11) 0.0310(3) Uani 1 1 d . . . . .
H22 H 0.738530 0.191758 -0.031702 0.037 Uiso 1 1 calc R . . . .
C23 C 0.93723(17) 0.20441(8) 0.04400(12) 0.0332(3) Uani 1 1 d . . . . .
H23 H 0.979776 0.171113 0.003699 0.040 Uiso 1 1 calc R . . . .
C24 C 1.01725(16) 0.24122(8) 0.12634(12) 0.0343(3) Uani 1 1 d . . . . .
H24 H 1.112999 0.230699 0.143194 0.041 Uiso 1 1 calc R . . . .
C25 C 0.95619(14) 0.29374(7) 0.18416(11) 0.0274(3) Uani 1 1 d . . . . .
H25 H 1.010953 0.318378 0.239079 0.033 Uiso 1 1 calc R . . . .
N1 N 0.70987(10) 0.50468(6) 0.54647(7) 0.0192(2) Uani 1 1 d . . . . .
H1A H 0.651564 0.469445 0.553938 0.023 Uiso 1 1 calc R . . . .
N2 N 0.81962(10) 0.42375(6) 0.26265(8) 0.0201(2) Uani 1 1 d . . . . .
H2A H 0.908327 0.415441 0.280764 0.024 Uiso 1 1 calc R . . . .
O1 O 0.88290(9) 0.57964(5) 0.62771(7) 0.0230(2) Uani 1 1 d . . . . .
O2 O 0.51690(9) 0.61936(5) 0.46809(7) 0.0271(2) Uani 1 1 d . . . . .
H2B H 0.525708 0.631878 0.529426 0.041 Uiso 1 1 calc GR . . . .
O3 O 0.60962(9) 0.37802(5) 0.18678(7) 0.0268(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9300 . ?
C1 C2 1.3852(19) . ?
C1 C6 1.3922(19) . ?
C2 H2 0.9300 . ?
C2 C3 1.383(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.3827(19) . ?
C5 H5 0.9300 . ?
C5 C6 1.3920(17) . ?
C6 C7 1.4958(16) . ?
C7 N1 1.3439(15) . ?
C7 O1 1.2401(15) . ?
C8 C9 1.5429(15) . ?
C8 C11 1.5509(16) . ?
C8 C12 1.5239(17) . ?
C8 N1 1.4586(14) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.5539(16) . ?
C10 C11 1.5562(15) . ?
C10 C13 1.5264(16) . ?
C10 N2 1.4742(15) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 O2 1.4243(15) . ?
C13 C14 1.3967(17) . ?
C13 C18 1.3982(18) . ?
C14 H14 0.9300 . ?
C14 C15 1.388(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.383(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.386(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.3897(19) . ?
C18 H18 0.9300 . ?
C19 C20 1.5056(17) . ?
C19 N2 1.3431(16) . ?
C19 O3 1.2399(15) . ?
C20 C21 1.3966(18) . ?
C20 C25 1.3941(18) . ?
C21 H21 0.9300 . ?
C21 C22 1.385(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.386(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.385(2) . ?
C24 H24 0.9300 . ?
C24 C25 1.391(2) . ?
C25 H25 0.9300 . ?
N1 H1A 0.8600 . ?
N2 H2A 0.8600 . ?
O2 H2B 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1 120.0 . . ?
C2 C1 C6 119.95(13) . . ?
C6 C1 H1 120.0 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.03(14) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.38(13) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.90(13) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.29(13) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C7 121.92(11) . . ?
C5 C6 C1 119.41(12) . . ?
C5 C6 C7 118.58(11) . . ?
N1 C7 C6 116.21(10) . . ?
O1 C7 C6 121.18(11) . . ?
O1 C7 N1 122.58(11) . . ?
C9 C8 C11 88.66(9) . . ?
C12 C8 C9 113.80(10) . . ?
C12 C8 C11 113.32(10) . . ?
N1 C8 C9 112.25(9) . . ?
N1 C8 C11 115.98(9) . . ?
N1 C8 C12 111.18(10) . . ?
C8 C9 H9A 113.7 . . ?
C8 C9 H9B 113.7 . . ?
C8 C9 C10 89.94(9) . . ?
H9A C9 H9B 110.9 . . ?
C10 C9 H9A 113.7 . . ?
C10 C9 H9B 113.7 . . ?
C9 C10 C11 88.07(8) . . ?
C13 C10 C9 115.92(10) . . ?
C13 C10 C11 115.02(10) . . ?
N2 C10 C9 114.84(10) . . ?
N2 C10 C11 112.17(9) . . ?
N2 C10 C13 109.52(9) . . ?
C8 C11 C10 89.57(8) . . ?
C8 C11 H11A 113.7 . . ?
C8 C11 H11B 113.7 . . ?
C10 C11 H11A 113.7 . . ?
C10 C11 H11B 113.7 . . ?
H11A C11 H11B 111.0 . . ?
C8 C12 H12A 109.4 . . ?
C8 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
O2 C12 C8 111.26(10) . . ?
O2 C12 H12A 109.4 . . ?
O2 C12 H12B 109.4 . . ?
C14 C13 C10 121.39(11) . . ?
C14 C13 C18 118.42(12) . . ?
C18 C13 C10 120.11(11) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.63(13) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.31(13) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.89(13) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 119.95(14) . . ?
C18 C17 H17 120.0 . . ?
C13 C18 H18 119.6 . . ?
C17 C18 C13 120.79(13) . . ?
C17 C18 H18 119.6 . . ?
N2 C19 C20 118.56(11) . . ?
O3 C19 C20 119.69(11) . . ?
O3 C19 N2 121.65(11) . . ?
C21 C20 C19 116.52(11) . . ?
C25 C20 C19 124.09(11) . . ?
C25 C20 C21 119.12(12) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 C20 120.57(13) . . ?
C22 C21 H21 119.7 . . ?
C21 C22 H22 119.9 . . ?
C21 C22 C23 120.11(13) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 120.2 . . ?
C24 C23 C22 119.54(13) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 H24 119.6 . . ?
C23 C24 C25 120.81(13) . . ?
C25 C24 H24 119.6 . . ?
C20 C25 H25 120.2 . . ?
C24 C25 C20 119.68(13) . . ?
C24 C25 H25 120.2 . . ?
C7 N1 C8 123.39(10) . . ?
C7 N1 H1A 118.3 . . ?
C8 N1 H1A 118.3 . . ?
C10 N2 H2A 119.1 . . ?
C19 N2 C10 121.82(10) . . ?
C19 N2 H2A 119.1 . . ?
C12 O2 H2B 109.5 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.403 0.229 0.783 62.8 18.8 ?
2 0.403 0.271 0.283 62.8 18.8 ?
3 0.597 0.729 0.717 62.8 18.8 ?
4 0.597 0.771 0.217 62.8 18.8 ?

_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 1.931
_oxdiff_exptl_absorpt_empirical_full_min 0.739
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_2314
_database_code_depnum_ccdc_archive 'CCDC 2145096'
loop_
_audit_author_name
_audit_author_address
'Ping Lu'
;Fudan University
China
;
_audit_update_record             
;
2022-02-26 deposited with the CCDC.	2022-03-02 downloaded from the CCDC.
;
_audit_creation_date             2022-02-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H27 N3 O4 S'
_chemical_formula_sum            'C29 H27 N3 O4 S'
_chemical_formula_weight         513.59
_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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4657(5)
_cell_length_b                   15.0574(11)
_cell_length_c                   22.3982(10)
_cell_angle_alpha                90.465(5)
_cell_angle_beta                 91.078(4)
_cell_angle_gamma                91.725(5)
_cell_volume                     2853.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5517
_cell_measurement_temperature    173.01(10)
_cell_measurement_theta_max      73.6810
_cell_measurement_theta_min      3.5660
_shelx_estimated_absorpt_T_max   0.869
_shelx_estimated_absorpt_T_min   0.636
_exptl_absorpt_coefficient_mu    1.308
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75101
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1080
_diffrn_reflns_av_unetI/netI     0.1178
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            29756
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.077
_diffrn_reflns_theta_max         67.077
_diffrn_reflns_theta_min         2.936
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -40.00  -8.00   1.00    2.00    --    0.00 -37.00  30.00   32
  2  ω    -89.00  30.00   1.00    2.00    --    0.00 -77.00   0.00  119
  3  ω     40.00  89.00   1.00    2.00    --    0.00  37.00  60.00   49
  4  ω    -88.00 -17.00   1.00    2.00    --    0.00 -19.00 120.00   71
  5  ω    -18.00  53.00   1.00    2.00    --    0.00  37.00  30.00   71
  6  ω     92.00 185.00   1.00    3.00    --   95.80  30.00 -30.00   93
  7  ω      6.00 120.00   1.00    3.00    --   95.80 -61.00 -90.00  114
  8  ω      7.00 128.00   1.00    3.00    --   95.80 -82.00 -90.00  121
  9  ω      8.00  33.00   1.00    3.00    --   95.80 -61.00 120.00   25
 10  ω     40.00  98.00   1.00    3.00    --   95.80 -82.00  30.00   58
 11  ω     64.00 119.00   1.00    3.00    --   95.80 -61.00 120.00   55
 12  ω     11.00 115.00   1.00    3.00    --   95.80 -30.00   0.00  104
 13  ω     15.00 128.00   1.00    3.00    --   95.80 -82.00  60.00  113
 14  ω      7.00  32.00   1.00    3.00    --   95.80 -82.00 -30.00   25
 15  ω     73.00 106.00   1.00    3.00    --   95.80 -82.00 150.00   33
 16  ω     86.00 111.00   1.00    3.00    --   95.80 -82.00 -30.00   25
 17  ω     66.00 113.00   1.00    3.00    --   95.80  77.00-120.00   47
 18  ω     89.00 184.00   1.00    3.00    --   95.80  15.00  30.00   95
 19  ω      7.00 120.00   1.00    3.00    --   95.80 -61.00  60.00  113
 20  ω     77.00 102.00   1.00    3.00    --   95.80 -82.00-150.00   25
 21  ω     89.00 114.00   1.00    3.00    --   95.80 -15.00  90.00   25
 22  ω     77.00 102.00   1.00    3.00    --   95.80 -82.00 120.00   25
 23  ω     12.00  52.00   1.00    3.00    --   95.80 -15.00  90.00   40
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0350784000
_diffrn_orient_matrix_UB_12      0.0330062000
_diffrn_orient_matrix_UB_13      0.0643082000
_diffrn_orient_matrix_UB_21      -0.1194505000
_diffrn_orient_matrix_UB_22      -0.0697984000
_diffrn_orient_matrix_UB_23      0.0236665000
_diffrn_orient_matrix_UB_31      0.1328860000
_diffrn_orient_matrix_UB_32      -0.0672101000
_diffrn_orient_matrix_UB_33      0.0060952000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6862
_reflns_number_total             9966
_reflns_odcompleteness_completeness 99.55
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         1.527
_refine_diff_density_min         -1.091
_refine_diff_density_rms         0.114
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     671
_refine_ls_number_reflns         9966
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1444
_refine_ls_R_factor_gt           0.1188
_refine_ls_restrained_S_all      0.987
_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)+(0.0298P)²+25.1588P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2666
_refine_ls_wR_factor_ref         0.2803
_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. Rigid bond restraints
 S2, O7
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3.a Riding coordinates:
 N3(H3), N6(H6A)
3.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C19(H19A,H19B), C40(H40A,H40B), C48(H48A,H48B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3A), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
  C21(H21), C23(H23), C24(H24), C25(H25), C26(H26), C28(H28), C29(H29),
 C31(H31), C32(H32), C34(H34), C35(H35), C43(H43), C44(H44), C45(H45), C46(H46),
  C47(H47), C50(H50), C52(H52), C53(H53), C54(H54), C55(H55), C57(H57), C58(H58)
3.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C18(H18A,H18B,H18C), C36(H36A,H36B,H36C), C38(H38A,H38B,H38C)
;
_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 0.66234(18) 0.03351(9) 0.12046(6) 0.0261(3) Uani 1 1 d . . . . .
O1 O 0.2298(5) 0.0889(3) 0.10819(19) 0.0353(10) Uani 1 1 d . . . . .
O2 O 0.3427(5) 0.2253(3) 0.10022(18) 0.0335(10) Uani 1 1 d . . . . .
O3 O 0.6113(5) 0.0835(3) 0.06919(17) 0.0306(10) Uani 1 1 d . . . . .
O4 O 0.8119(5) 0.0521(3) 0.14650(17) 0.0331(10) Uani 1 1 d . . . . .
N1 N 0.5384(6) -0.0007(3) 0.2229(2) 0.0282(11) Uani 1 1 d . . . . .
N2 N 0.5140(6) 0.0427(3) 0.1669(2) 0.0266(11) Uani 1 1 d . . . . .
N3 N 0.4902(7) 0.2850(3) 0.2142(2) 0.0331(12) Uani 1 1 d . . . . .
H3 H 0.524099 0.329217 0.193452 0.040 Uiso 1 1 d R . . . .
C1 C 0.6559(7) -0.0800(4) 0.1037(3) 0.0289(13) Uani 1 1 d . . . . .
C2 C 0.5637(8) -0.1121(4) 0.0560(3) 0.0356(15) Uani 1 1 d . . . . .
H2 H 0.504973 -0.073294 0.033110 0.043 Uiso 1 1 calc R . . . .
C3 C 0.5593(8) -0.2014(4) 0.0427(3) 0.0363(15) Uani 1 1 d . . . . .
H3A H 0.496099 -0.222697 0.011045 0.044 Uiso 1 1 calc R . . . .
C4 C 0.6485(8) -0.2610(4) 0.0761(3) 0.0398(16) Uani 1 1 d . . . . .
C5 C 0.7388(9) -0.2275(5) 0.1245(3) 0.0462(18) Uani 1 1 d . . . . .
H5 H 0.796736 -0.266306 0.147634 0.055 Uiso 1 1 calc R . . . .
C6 C 0.7442(8) -0.1380(5) 0.1388(3) 0.0406(17) Uani 1 1 d . . . . .
H6 H 0.805137 -0.116639 0.171077 0.049 Uiso 1 1 calc R . . . .
C7 C 0.6432(10) -0.3582(5) 0.0603(4) 0.056(2) Uani 1 1 d . . . . .
H7A H 0.535933 -0.380613 0.061268 0.084 Uiso 1 1 calc GR . . . .
H7B H 0.706571 -0.389770 0.088484 0.084 Uiso 1 1 calc GR . . . .
H7C H 0.683621 -0.366200 0.020891 0.084 Uiso 1 1 calc GR . . . .
C8 C 0.5203(9) -0.0681(5) 0.3411(3) 0.0425(17) Uani 1 1 d . . . . .
H8 H 0.586016 -0.096525 0.314639 0.051 Uiso 1 1 calc R . . . .
C9 C 0.5122(10) -0.0961(5) 0.3999(3) 0.056(2) Uani 1 1 d . . . . .
H9 H 0.572793 -0.142973 0.412904 0.067 Uiso 1 1 calc R . . . .
C10 C 0.4141(10) -0.0544(5) 0.4391(3) 0.053(2) Uani 1 1 d . . . . .
H10 H 0.407954 -0.073748 0.478346 0.063 Uiso 1 1 calc R . . . .
C11 C 0.3255(10) 0.0155(5) 0.4207(3) 0.053(2) Uani 1 1 d . . . . .
H11 H 0.260535 0.043844 0.447409 0.064 Uiso 1 1 calc R . . . .
C12 C 0.3335(9) 0.0440(5) 0.3613(3) 0.0410(17) Uani 1 1 d . . . . .
H12 H 0.273322 0.091170 0.348559 0.049 Uiso 1 1 calc R . . . .
C13 C 0.4311(8) 0.0019(4) 0.3216(3) 0.0309(14) Uani 1 1 d . . . . .
C14 C 0.4415(7) 0.0329(4) 0.2597(2) 0.0255(12) Uani 1 1 d . . . . .
C15 C 0.3404(7) 0.1037(4) 0.2321(3) 0.0261(12) Uani 1 1 d . . . . .
H15A H 0.236312 0.080093 0.220527 0.031 Uiso 1 1 calc R . . . .
H15B H 0.329526 0.153887 0.258978 0.031 Uiso 1 1 calc R . . . .
C16 C 0.4363(7) 0.1291(4) 0.1781(3) 0.0252(12) Uani 1 1 d . . . . .
C17 C 0.3330(7) 0.1536(4) 0.1236(3) 0.0270(13) Uani 1 1 d . . . . .
C18 C 0.1219(8) 0.1083(5) 0.0605(3) 0.0383(16) Uani 1 1 d . . . . .
H18A H 0.180110 0.125391 0.025843 0.058 Uiso 1 1 calc GR . . . .
H18B H 0.056380 0.156081 0.072338 0.058 Uiso 1 1 calc GR . . . .
H18C H 0.056785 0.056528 0.051318 0.058 Uiso 1 1 calc GR . . . .
C19 C 0.5599(7) 0.2045(4) 0.1924(3) 0.0287(13) Uani 1 1 d . . . . .
H19A H 0.634439 0.183814 0.222250 0.034 Uiso 1 1 calc R . . . .
H19B H 0.618262 0.217992 0.156589 0.034 Uiso 1 1 calc R . . . .
C20 C 0.4869(7) 0.3114(4) 0.2744(3) 0.0266(13) Uani 1 1 d . . . . .
C21 C 0.5442(8) 0.2634(4) 0.3219(3) 0.0310(14) Uani 1 1 d . . . . .
H21 H 0.593308 0.210001 0.314827 0.037 Uiso 1 1 calc R . . . .
C22 C 0.5293(8) 0.2942(4) 0.3811(3) 0.0318(14) Uani 1 1 d . . . . .
C23 C 0.5894(9) 0.2470(4) 0.4308(3) 0.0409(16) Uani 1 1 d . . . . .
H23 H 0.642914 0.194846 0.424344 0.049 Uiso 1 1 calc R . . . .
C24 C 0.5702(10) 0.2767(5) 0.4875(3) 0.050(2) Uani 1 1 d . . . . .
H24 H 0.609515 0.244268 0.519329 0.060 Uiso 1 1 calc R . . . .
C25 C 0.4915(10) 0.3560(5) 0.4987(3) 0.0483(19) Uani 1 1 d . . . . .
H25 H 0.478210 0.375582 0.537741 0.058 Uiso 1 1 calc R . . . .
C26 C 0.4350(9) 0.4036(5) 0.4521(3) 0.0414(16) Uani 1 1 d . . . . .
H26 H 0.383398 0.456136 0.459613 0.050 Uiso 1 1 calc R . . . .
C27 C 0.4532(8) 0.3750(4) 0.3928(3) 0.0344(15) Uani 1 1 d . . . . .
C28 C 0.3974(8) 0.4239(4) 0.3431(3) 0.0355(15) Uani 1 1 d . . . . .
H28 H 0.348322 0.477488 0.349465 0.043 Uiso 1 1 calc R . . . .
C29 C 0.4149(8) 0.3935(4) 0.2860(3) 0.0320(14) Uani 1 1 d . . . . .
H29 H 0.379013 0.427182 0.254228 0.038 Uiso 1 1 calc R . . . .
S2 S 1.17811(18) 0.47185(10) 0.12215(6) 0.0282(3) Uani 1 1 d . U . . .
O5 O 0.7464(5) 0.4138(3) 0.11195(19) 0.0354(10) Uani 1 1 d . . . . .
O6 O 0.8455(5) 0.2777(3) 0.10092(18) 0.0332(10) Uani 1 1 d . . . . .
O7 O 1.3289(5) 0.4568(3) 0.14661(17) 0.0297(8) Uani 1 1 d . U . . .
O8 O 1.1234(5) 0.4200(3) 0.07072(18) 0.0362(11) Uani 1 1 d . . . . .
N4 N 1.0650(6) 0.5034(3) 0.2268(2) 0.0256(11) Uani 1 1 d . . . . .
N5 N 1.0366(6) 0.4592(3) 0.1708(2) 0.0273(11) Uani 1 1 d . . . . .
N6 N 0.9890(7) 0.2179(3) 0.2145(2) 0.0329(12) Uani 1 1 d . . . . .
H6A H 0.895333 0.214348 0.198921 0.039 Uiso 1 1 d R . . . .
C30 C 1.1706(7) 0.5862(4) 0.1067(3) 0.0299(13) Uani 1 1 d . . . . .
C31 C 1.2593(8) 0.6462(4) 0.1412(3) 0.0383(16) Uani 1 1 d . . . . .
H31 H 1.323280 0.627050 0.172410 0.046 Uiso 1 1 calc R . . . .
C32 C 1.2505(9) 0.7360(5) 0.1280(3) 0.0454(18) Uani 1 1 d . . . . .
H32 H 1.309759 0.777157 0.150936 0.054 Uiso 1 1 calc R . . . .
C33 C 1.1555(9) 0.7659(5) 0.0816(3) 0.0418(17) Uani 1 1 d . . . . .
C34 C 1.0690(9) 0.7035(5) 0.0476(3) 0.0410(16) Uani 1 1 d . . . . .
H34 H 1.006326 0.722480 0.015902 0.049 Uiso 1 1 calc R . . . .
C35 C 1.0740(8) 0.6137(5) 0.0597(3) 0.0363(15) Uani 1 1 d . . . . .
H35 H 1.014142 0.572509 0.037021 0.044 Uiso 1 1 calc R . . . .
C36 C 1.1470(10) 0.8635(5) 0.0670(4) 0.059(2) Uani 1 1 d . . . . .
H36A H 1.208469 0.897741 0.095912 0.088 Uiso 1 1 calc GR . . . .
H36B H 1.038973 0.881068 0.067896 0.088 Uiso 1 1 calc GR . . . .
H36C H 1.188114 0.873663 0.027922 0.088 Uiso 1 1 calc GR . . . .
C37 C 0.8437(7) 0.3488(4) 0.1261(3) 0.0292(13) Uani 1 1 d . . . . .
C38 C 0.6364(8) 0.3951(4) 0.0633(3) 0.0386(16) Uani 1 1 d . . . . .
H38A H 0.692721 0.392098 0.026568 0.058 Uiso 1 1 calc GR . . . .
H38B H 0.561095 0.441363 0.060946 0.058 Uiso 1 1 calc GR . . . .
H38C H 0.582096 0.339229 0.069966 0.058 Uiso 1 1 calc GR . . . .
C39 C 0.9489(7) 0.3734(4) 0.1805(3) 0.0267(13) Uani 1 1 d . . . . .
C40 C 0.8557(7) 0.3992(4) 0.2355(3) 0.0281(13) Uani 1 1 d . . . . .
H40A H 0.753889 0.422752 0.224507 0.034 Uiso 1 1 calc R . . . .
H40B H 0.840138 0.349304 0.262103 0.034 Uiso 1 1 calc R . . . .
C41 C 0.9648(7) 0.4702(4) 0.2633(3) 0.0270(13) Uani 1 1 d . . . . .
C42 C 0.9585(7) 0.5016(4) 0.3254(3) 0.0299(13) Uani 1 1 d . . . . .
C43 C 0.8499(8) 0.4632(4) 0.3632(3) 0.0369(15) Uani 1 1 d . . . . .
H43 H 0.782660 0.417082 0.349595 0.044 Uiso 1 1 calc R . . . .
C44 C 0.8410(10) 0.4941(5) 0.4227(3) 0.051(2) Uani 1 1 d . . . . .
H44 H 0.767746 0.468733 0.448370 0.062 Uiso 1 1 calc R . . . .
C45 C 0.9413(10) 0.5618(5) 0.4422(3) 0.050(2) Uani 1 1 d . . . . .
H45 H 0.935590 0.582191 0.481349 0.060 Uiso 1 1 calc R . . . .
C46 C 1.0494(9) 0.5997(5) 0.4050(3) 0.0489(19) Uani 1 1 d . . . . .
H46 H 1.117596 0.645086 0.419050 0.059 Uiso 1 1 calc R . . . .
C47 C 1.0577(8) 0.5708(4) 0.3464(3) 0.0395(16) Uani 1 1 d . . . . .
H47 H 1.129786 0.597776 0.320888 0.047 Uiso 1 1 calc R . . . .
C48 C 1.0643(7) 0.2976(4) 0.1938(3) 0.0270(13) Uani 1 1 d . . . . .
H48A H 1.120745 0.284220 0.157719 0.032 Uiso 1 1 calc R . . . .
H48B H 1.141491 0.318343 0.223714 0.032 Uiso 1 1 calc R . . . .
C49 C 0.9804(7) 0.1901(4) 0.2745(3) 0.0285(13) Uani 1 1 d . . . . .
C50 C 1.0430(8) 0.2387(4) 0.3220(3) 0.0346(15) Uani 1 1 d . . . . .
H50 H 1.095442 0.292837 0.315663 0.042 Uiso 1 1 calc R . . . .
C51 C 1.0265(8) 0.2049(4) 0.3817(3) 0.0302(14) Uani 1 1 d . . . . .
C52 C 1.0909(10) 0.2524(5) 0.4321(3) 0.0450(18) Uani 1 1 d . . . . .
H52 H 1.145875 0.306061 0.426825 0.054 Uiso 1 1 calc R . . . .
C53 C 1.0720(10) 0.2192(5) 0.4882(3) 0.0485(19) Uani 1 1 d . . . . .
H53 H 1.117592 0.249973 0.520640 0.058 Uiso 1 1 calc R . . . .
C54 C 0.9858(9) 0.1401(5) 0.4982(3) 0.0471(18) Uani 1 1 d . . . . .
H54 H 0.970804 0.120156 0.536924 0.057 Uiso 1 1 calc R . . . .
C55 C 0.9242(9) 0.0926(5) 0.4511(3) 0.0429(17) Uani 1 1 d . . . . .
H55 H 0.869818 0.039059 0.457765 0.051 Uiso 1 1 calc R . . . .
C56 C 0.9421(8) 0.1241(4) 0.3909(3) 0.0333(14) Uani 1 1 d . . . . .
C57 C 0.8825(9) 0.0752(4) 0.3411(3) 0.0395(16) Uani 1 1 d . . . . .
H57 H 0.830904 0.020593 0.346592 0.047 Uiso 1 1 calc R . . . .
C58 C 0.9004(8) 0.1078(4) 0.2849(3) 0.0323(14) Uani 1 1 d . . . . .
H58 H 0.858952 0.075069 0.252548 0.039 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O3 1.445(4) . ?
S1 O4 1.404(5) . ?
S1 N2 1.654(5) . ?
S1 C1 1.746(6) . ?
O1 C17 1.327(7) . ?
O1 C18 1.430(7) . ?
O2 C17 1.205(7) . ?
N1 N2 1.434(6) . ?
N1 C14 1.286(7) . ?
N2 C16 1.496(7) . ?
N3 H3 0.8595 . ?
N3 C19 1.449(7) . ?
N3 C20 1.405(7) . ?
C1 C2 1.385(8) . ?
C1 C6 1.403(9) . ?
C2 H2 0.9300 . ?
C2 C3 1.375(9) . ?
C3 H3A 0.9300 . ?
C3 C4 1.402(10) . ?
C4 C5 1.396(10) . ?
C4 C7 1.501(10) . ?
C5 H5 0.9300 . ?
C5 C6 1.381(9) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8 0.9300 . ?
C8 C9 1.390(10) . ?
C8 C13 1.383(9) . ?
C9 H9 0.9300 . ?
C9 C10 1.381(11) . ?
C10 H10 0.9300 . ?
C10 C11 1.372(11) . ?
C11 H11 0.9300 . ?
C11 C12 1.403(9) . ?
C12 H12 0.9300 . ?
C12 C13 1.388(9) . ?
C13 C14 1.470(8) . ?
C14 C15 1.517(8) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.514(8) . ?
C16 C17 1.543(8) . ?
C16 C19 1.548(8) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.380(8) . ?
C20 C29 1.419(8) . ?
C21 H21 0.9300 . ?
C21 C22 1.410(8) . ?
C22 C23 1.419(9) . ?
C22 C27 1.418(9) . ?
C23 H23 0.9300 . ?
C23 C24 1.358(10) . ?
C24 H24 0.9300 . ?
C24 C25 1.407(11) . ?
C25 H25 0.9300 . ?
C25 C26 1.359(10) . ?
C26 H26 0.9300 . ?
C26 C27 1.407(9) . ?
C27 C28 1.422(9) . ?
C28 H28 0.9300 . ?
C28 C29 1.366(9) . ?
C29 H29 0.9300 . ?
S2 O7 1.405(4) . ?
S2 O8 1.447(4) . ?
S2 N5 1.642(5) . ?
S2 C30 1.762(6) . ?
O5 C37 1.334(7) . ?
O5 C38 1.440(7) . ?
O6 C37 1.205(7) . ?
N4 N5 1.428(6) . ?
N4 C41 1.284(8) . ?
N5 C39 1.491(7) . ?
N6 H6A 0.8602 . ?
N6 C48 1.426(8) . ?
N6 C49 1.414(7) . ?
C30 C31 1.379(9) . ?
C30 C35 1.393(8) . ?
C31 H31 0.9300 . ?
C31 C32 1.390(10) . ?
C32 H32 0.9300 . ?
C32 C33 1.388(10) . ?
C33 C34 1.389(10) . ?
C33 C36 1.511(10) . ?
C34 H34 0.9300 . ?
C34 C35 1.383(9) . ?
C35 H35 0.9300 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 C39 1.533(8) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 C40 1.529(8) . ?
C39 C48 1.552(8) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 C41 1.513(8) . ?
C41 C42 1.468(8) . ?
C42 C43 1.379(9) . ?
C42 C47 1.392(9) . ?
C43 H43 0.9300 . ?
C43 C44 1.410(9) . ?
C44 H44 0.9300 . ?
C44 C45 1.370(11) . ?
C45 H45 0.9300 . ?
C45 C46 1.365(11) . ?
C46 H46 0.9300 . ?
C46 C47 1.383(9) . ?
C47 H47 0.9300 . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C49 C50 1.374(8) . ?
C49 C58 1.418(9) . ?
C50 H50 0.9300 . ?
C50 C51 1.443(8) . ?
C51 C52 1.422(9) . ?
C51 C56 1.410(9) . ?
C52 H52 0.9300 . ?
C52 C53 1.367(10) . ?
C53 H53 0.9300 . ?
C53 C54 1.400(11) . ?
C54 H54 0.9300 . ?
C54 C55 1.356(10) . ?
C55 H55 0.9300 . ?
C55 C56 1.443(9) . ?
C56 C57 1.408(9) . ?
C57 H57 0.9300 . ?
C57 C58 1.364(9) . ?
C58 H58 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 S1 N2 103.1(2) . . ?
O3 S1 C1 110.2(3) . . ?
O4 S1 O3 119.5(2) . . ?
O4 S1 N2 114.3(2) . . ?
O4 S1 C1 106.2(3) . . ?
N2 S1 C1 102.3(3) . . ?
C17 O1 C18 115.9(5) . . ?
C14 N1 N2 106.7(5) . . ?
N1 N2 S1 113.8(4) . . ?
N1 N2 C16 108.7(4) . . ?
C16 N2 S1 122.4(4) . . ?
C19 N3 H3 109.1 . . ?
C20 N3 H3 108.7 . . ?
C20 N3 C19 124.9(5) . . ?
C2 C1 S1 119.9(5) . . ?
C2 C1 C6 120.5(6) . . ?
C6 C1 S1 119.5(5) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.8(6) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3A 119.4 . . ?
C2 C3 C4 121.2(6) . . ?
C4 C3 H3A 119.4 . . ?
C3 C4 C7 120.1(6) . . ?
C5 C4 C3 118.1(6) . . ?
C5 C4 C7 121.8(7) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 C4 121.7(7) . . ?
C6 C5 H5 119.2 . . ?
C1 C6 H6 120.7 . . ?
C5 C6 C1 118.7(6) . . ?
C5 C6 H6 120.7 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 H8 119.9 . . ?
C13 C8 H8 119.9 . . ?
C13 C8 C9 120.3(7) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.0(7) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.6(7) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 H11 120.2 . . ?
C10 C11 C12 119.6(7) . . ?
C12 C11 H11 120.2 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0(6) . . ?
C13 C12 H12 120.0 . . ?
C8 C13 C12 119.5(6) . . ?
C8 C13 C14 120.5(6) . . ?
C12 C13 C14 119.9(6) . . ?
N1 C14 C13 121.6(5) . . ?
N1 C14 C15 113.2(5) . . ?
C13 C14 C15 125.2(5) . . ?
C14 C15 H15A 111.5 . . ?
C14 C15 H15B 111.5 . . ?
H15A C15 H15B 109.3 . . ?
C16 C15 C14 101.2(4) . . ?
C16 C15 H15A 111.5 . . ?
C16 C15 H15B 111.5 . . ?
N2 C16 C15 99.5(4) . . ?
N2 C16 C17 110.0(4) . . ?
N2 C16 C19 111.4(5) . . ?
C15 C16 C17 113.0(5) . . ?
C15 C16 C19 112.2(5) . . ?
C17 C16 C19 110.3(5) . . ?
O1 C17 C16 112.2(5) . . ?
O2 C17 O1 125.2(6) . . ?
O2 C17 C16 122.5(5) . . ?
O1 C18 H18A 109.5 . . ?
O1 C18 H18B 109.5 . . ?
O1 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N3 C19 C16 113.2(5) . . ?
N3 C19 H19A 108.9 . . ?
N3 C19 H19B 108.9 . . ?
C16 C19 H19A 108.9 . . ?
C16 C19 H19B 108.9 . . ?
H19A C19 H19B 107.7 . . ?
N3 C20 C29 115.8(5) . . ?
C21 C20 N3 125.4(5) . . ?
C21 C20 C29 118.8(6) . . ?
C20 C21 H21 119.6 . . ?
C20 C21 C22 120.9(6) . . ?
C22 C21 H21 119.6 . . ?
C21 C22 C23 122.1(6) . . ?
C21 C22 C27 120.3(6) . . ?
C27 C22 C23 117.6(6) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.1(7) . . ?
C24 C23 H23 119.4 . . ?
C23 C24 H24 119.6 . . ?
C23 C24 C25 120.9(7) . . ?
C25 C24 H24 119.6 . . ?
C24 C25 H25 120.2 . . ?
C26 C25 C24 119.5(7) . . ?
C26 C25 H25 120.2 . . ?
C25 C26 H26 119.4 . . ?
C25 C26 C27 121.1(7) . . ?
C27 C26 H26 119.4 . . ?
C22 C27 C28 117.8(6) . . ?
C26 C27 C22 119.7(6) . . ?
C26 C27 C28 122.5(6) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 C27 121.0(6) . . ?
C29 C28 H28 119.5 . . ?
C20 C29 H29 119.4 . . ?
C28 C29 C20 121.2(6) . . ?
C28 C29 H29 119.4 . . ?
O7 S2 O8 118.9(3) . . ?
O7 S2 N5 113.0(2) . . ?
O7 S2 C30 107.1(3) . . ?
O8 S2 N5 104.5(3) . . ?
O8 S2 C30 110.3(3) . . ?
N5 S2 C30 101.7(3) . . ?
C37 O5 C38 116.0(5) . . ?
C41 N4 N5 106.7(5) . . ?
N4 N5 S2 115.1(4) . . ?
N4 N5 C39 109.5(4) . . ?
C39 N5 S2 123.6(4) . . ?
C48 N6 H6A 108.0 . . ?
C49 N6 H6A 108.2 . . ?
C49 N6 C48 126.2(5) . . ?
C31 C30 S2 119.6(5) . . ?
C31 C30 C35 121.7(6) . . ?
C35 C30 S2 118.7(5) . . ?
C30 C31 H31 120.9 . . ?
C30 C31 C32 118.3(6) . . ?
C32 C31 H31 120.9 . . ?
C31 C32 H32 119.1 . . ?
C33 C32 C31 121.7(7) . . ?
C33 C32 H32 119.1 . . ?
C32 C33 C34 118.3(6) . . ?
C32 C33 C36 121.7(7) . . ?
C34 C33 C36 119.9(7) . . ?
C33 C34 H34 119.3 . . ?
C35 C34 C33 121.5(6) . . ?
C35 C34 H34 119.3 . . ?
C30 C35 H35 120.7 . . ?
C34 C35 C30 118.5(6) . . ?
C34 C35 H35 120.7 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
O5 C37 C39 111.8(5) . . ?
O6 C37 O5 124.7(6) . . ?
O6 C37 C39 123.5(5) . . ?
O5 C38 H38A 109.5 . . ?
O5 C38 H38B 109.5 . . ?
O5 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N5 C39 C37 110.6(5) . . ?
N5 C39 C40 99.2(4) . . ?
N5 C39 C48 111.1(5) . . ?
C37 C39 C48 110.0(5) . . ?
C40 C39 C37 113.5(5) . . ?
C40 C39 C48 112.2(5) . . ?
C39 C40 H40A 111.6 . . ?
C39 C40 H40B 111.6 . . ?
H40A C40 H40B 109.4 . . ?
C41 C40 C39 101.0(5) . . ?
C41 C40 H40A 111.6 . . ?
C41 C40 H40B 111.6 . . ?
N4 C41 C40 113.6(5) . . ?
N4 C41 C42 121.5(5) . . ?
C42 C41 C40 124.9(5) . . ?
C43 C42 C41 119.4(6) . . ?
C43 C42 C47 119.5(6) . . ?
C47 C42 C41 121.1(6) . . ?
C42 C43 H43 120.1 . . ?
C42 C43 C44 119.7(7) . . ?
C44 C43 H43 120.1 . . ?
C43 C44 H44 120.3 . . ?
C45 C44 C43 119.4(7) . . ?
C45 C44 H44 120.3 . . ?
C44 C45 H45 119.5 . . ?
C46 C45 C44 121.0(7) . . ?
C46 C45 H45 119.5 . . ?
C45 C46 H46 120.0 . . ?
C45 C46 C47 120.1(7) . . ?
C47 C46 H46 120.0 . . ?
C42 C47 H47 119.9 . . ?
C46 C47 C42 120.2(7) . . ?
C46 C47 H47 119.9 . . ?
N6 C48 C39 114.0(5) . . ?
N6 C48 H48A 108.8 . . ?
N6 C48 H48B 108.8 . . ?
C39 C48 H48A 108.8 . . ?
C39 C48 H48B 108.8 . . ?
H48A C48 H48B 107.6 . . ?
N6 C49 C58 116.7(5) . . ?
C50 C49 N6 123.7(6) . . ?
C50 C49 C58 119.6(6) . . ?
C49 C50 H50 120.3 . . ?
C49 C50 C51 119.4(6) . . ?
C51 C50 H50 120.3 . . ?
C52 C51 C50 121.3(6) . . ?
C56 C51 C50 119.8(6) . . ?
C56 C51 C52 118.9(6) . . ?
C51 C52 H52 120.0 . . ?
C53 C52 C51 120.0(7) . . ?
C53 C52 H52 120.0 . . ?
C52 C53 H53 119.1 . . ?
C52 C53 C54 121.8(7) . . ?
C54 C53 H53 119.1 . . ?
C53 C54 H54 120.1 . . ?
C55 C54 C53 119.7(6) . . ?
C55 C54 H54 120.1 . . ?
C54 C55 H55 119.6 . . ?
C54 C55 C56 120.7(7) . . ?
C56 C55 H55 119.6 . . ?
C51 C56 C55 118.8(6) . . ?
C57 C56 C51 119.2(6) . . ?
C57 C56 C55 121.9(6) . . ?
C56 C57 H57 119.9 . . ?
C58 C57 C56 120.2(6) . . ?
C58 C57 H57 119.9 . . ?
C49 C58 H58 119.1 . . ?
C57 C58 C49 121.8(6) . . ?
C57 C58 H58 119.1 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.845 -0.250 0.288 251.8 45.8 ?
2 -0.340 0.250 0.712 251.8 45.6 ?

_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 1.274
_oxdiff_exptl_absorpt_empirical_full_min 0.504
####################################################################### 
# 
# 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_lp_a
_database_code_depnum_ccdc_archive 'CCDC 2145099'
loop_
_audit_author_name
_audit_author_address
'Ping Lu'
;Fudan University
China
;
_audit_update_record             
;
2022-01-28 deposited with the CCDC.	2022-03-02 downloaded from the CCDC.
;
_audit_creation_date             2020-05-25
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H21 N3 O4'
_chemical_formula_sum            'C18 H20 N3 O4'
_chemical_formula_weight         342.37
_chemical_absolute_configuration ?
_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           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
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'

_cell_length_a                   17.2165(5)
_cell_length_b                   21.9839(6)
_cell_length_c                   9.4186(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3564.81(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9607
_cell_measurement_temperature    188.07
_cell_measurement_theta_max      66.66
_cell_measurement_theta_min      3.26
_shelx_estimated_absorpt_T_max   0.942
_shelx_estimated_absorpt_T_min   0.935
_exptl_absorpt_coefficient_mu    0.755
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1448
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0643
_diffrn_reflns_av_unetI/netI     0.0138
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            217713
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.686
_diffrn_reflns_theta_max         66.686
_diffrn_reflns_theta_min         3.260
_diffrn_ambient_temperature      188.07
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.873
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                6050
_reflns_number_total             6319
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.155
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Flack x determined using 2732 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     495
_refine_ls_number_reflns         6319
_refine_ls_number_restraints     85
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0338
_refine_ls_restrained_S_all      1.056
_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)+(0.0521P)²+0.6309P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0866
_refine_ls_wR_factor_ref         0.0885
_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. Restrained distances
 C8-C9 \\sim C8-C10 \\sim C9-C10 \\sim C8A-C9A
 with sigma of 0.04
 C11-O2 \\sim C11-C8 \\sim C11-C9 \\sim C11-C10 \\sim C11-C8A \\sim C11-C9A
\\sim C11-C10A
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 C8, C10, C9, C11, O2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C8A, C10A, C9A, C11, O2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(C8A)=Sof(C9A)=Sof(C10A)=1-FVAR(1)
 Sof(C8)=Sof(C9)=Sof(C10)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C12(H12), C28(H28)
5.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C30(H30A,H30B)
5.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C32(H32), C33(H33),
 C34(H34), C35(H35), C36(H36)
5.d Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C),
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C24(H24A,H24B,
 H24C)
;
_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
O1 O 0.29173(16) 0.40333(9) 0.5241(2) 0.0705(7) Uani 1 1 d . . . . .
O2 O 0.22839(10) 0.35565(8) 0.34853(17) 0.0409(4) Uani 1 1 d D U . . .
O3 O 0.35858(11) 0.24980(9) 0.4178(2) 0.0523(5) Uani 1 1 d . . . . .
O4 O 0.25600(12) 0.13978(9) 0.7822(2) 0.0549(5) Uani 1 1 d . . . . .
N1 N 0.32047(12) 0.17914(9) 0.5872(2) 0.0422(5) Uani 1 1 d . . . . .
N2 N 0.20202(11) 0.21461(9) 0.6372(2) 0.0348(4) Uani 1 1 d . . . . .
N3 N 0.23537(11) 0.25025(8) 0.5200(2) 0.0322(4) Uani 1 1 d . . . . .
C1 C 0.26032(15) 0.17431(11) 0.6817(3) 0.0403(5) Uani 1 1 d . . . . .
C2 C 0.39071(18) 0.14139(16) 0.5903(4) 0.0659(9) Uani 1 1 d . . . . .
H2A H 0.4165 0.1432 0.4977 0.099 Uiso 1 1 calc R U . . .
H2B H 0.3765 0.0992 0.6115 0.099 Uiso 1 1 calc R U . . .
H2C H 0.4260 0.1566 0.6638 0.099 Uiso 1 1 calc R U . . .
C3 C 0.31180(14) 0.22929(11) 0.4996(3) 0.0389(5) Uani 1 1 d . . . . .
C4 C 0.22375(13) 0.31298(10) 0.5754(2) 0.0323(5) Uani 1 1 d . . . . .
C5 C 0.24730(14) 0.30770(12) 0.7331(3) 0.0378(5) Uani 1 1 d . . . . .
H5A H 0.2407 0.3454 0.7895 0.045 Uiso 1 1 calc R U . . .
H5B H 0.2982 0.2881 0.7504 0.045 Uiso 1 1 calc R U . . .
C6 C 0.17664(14) 0.26398(11) 0.7348(2) 0.0362(5) Uani 1 1 d . . . . .
C7 C 0.25285(14) 0.36263(10) 0.4796(3) 0.0348(5) Uani 1 1 d . . . . .
C8 C 0.3383(4) 0.3934(4) 0.2106(10) 0.057(2) Uani 0.66(2) 1 d D U P A 1
H8A H 0.3658 0.4069 0.2960 0.086 Uiso 1 1 calc R U . . .
H8B H 0.3532 0.4191 0.1301 0.086 Uiso 1 1 calc R U . . .
H8C H 0.3518 0.3510 0.1902 0.086 Uiso 1 1 calc R U . . .
C9 C 0.2072(7) 0.3780(5) 0.1072(7) 0.082(4) Uani 0.66(2) 1 d D U P A 1
H9A H 0.2119 0.3338 0.0963 0.123 Uiso 1 1 calc R U . . .
H9B H 0.2271 0.3982 0.0218 0.123 Uiso 1 1 calc R U . . .
H9C H 0.1525 0.3888 0.1207 0.123 Uiso 1 1 calc R U . . .
C10 C 0.2297(5) 0.4649(3) 0.2700(8) 0.055(2) Uani 0.66(2) 1 d D U P A 1
H10A H 0.1756 0.4656 0.3025 0.082 Uiso 1 1 calc R U . . .
H10B H 0.2350 0.4903 0.1851 0.082 Uiso 1 1 calc R U . . .
H10C H 0.2635 0.4806 0.3452 0.082 Uiso 1 1 calc R U . . .
C11 C 0.25344(15) 0.39833(13) 0.2341(3) 0.0443(6) Uani 1 1 d D U . . .
C12 C 0.13691(13) 0.30699(10) 0.6267(2) 0.0337(5) Uani 1 1 d . . . . .
H12 H 0.1030 0.2851 0.5573 0.040 Uiso 1 1 calc R U . . .
C13 C 0.10075(13) 0.36447(11) 0.6832(2) 0.0360(5) Uani 1 1 d . . . . .
C14 C 0.08148(17) 0.37120(12) 0.8253(3) 0.0481(6) Uani 1 1 d . . . . .
H14 H 0.0908 0.3388 0.8900 0.058 Uiso 1 1 calc R U . . .
C15 C 0.0486(2) 0.42499(14) 0.8734(3) 0.0583(8) Uani 1 1 d . . . . .
H15 H 0.0358 0.4292 0.9710 0.070 Uiso 1 1 calc R U . . .
C16 C 0.03412(18) 0.47243(13) 0.7817(3) 0.0543(7) Uani 1 1 d . . . . .
H16 H 0.0121 0.5093 0.8154 0.065 Uiso 1 1 calc R U . . .
C17 C 0.05215(17) 0.46540(13) 0.6398(3) 0.0504(6) Uani 1 1 d . . . . .
H17 H 0.0422 0.4977 0.5754 0.060 Uiso 1 1 calc R U . . .
C18 C 0.08451(15) 0.41192(12) 0.5903(3) 0.0433(6) Uani 1 1 d . . . . .
H18 H 0.0957 0.4076 0.4920 0.052 Uiso 1 1 calc R U . . .
O5 O 0.47919(10) 0.63660(7) 0.36742(17) 0.0370(4) Uani 1 1 d . . . . .
O6 O 0.49208(11) 0.57406(8) 0.5575(2) 0.0466(4) Uani 1 1 d . . . . .
O7 O 0.59877(11) 0.73538(9) 0.4434(2) 0.0529(5) Uani 1 1 d . . . . .
O8 O 0.48685(12) 0.85551(9) 0.7792(2) 0.0552(5) Uani 1 1 d . . . . .
N4 N 0.55577(12) 0.81048(9) 0.5960(2) 0.0417(5) Uani 1 1 d . . . . .
N5 N 0.47197(11) 0.73788(8) 0.5321(2) 0.0324(4) Uani 1 1 d . . . . .
N6 N 0.43675(11) 0.77636(8) 0.6424(2) 0.0355(4) Uani 1 1 d . . . . .
C19 C 0.49764(15) 0.59033(13) 0.2573(3) 0.0452(6) Uani 1 1 d . . . . .
C20 C 0.43226(19) 0.54474(17) 0.2542(4) 0.0716(10) Uani 1 1 d . . . . .
H20A H 0.4340 0.5198 0.3403 0.107 Uiso 1 1 calc R U . . .
H20B H 0.4378 0.5186 0.1706 0.107 Uiso 1 1 calc R U . . .
H20C H 0.3825 0.5662 0.2497 0.107 Uiso 1 1 calc R U . . .
C21 C 0.57600(17) 0.56148(16) 0.2846(3) 0.0615(8) Uani 1 1 d . . . . .
H21A H 0.6142 0.5933 0.3050 0.092 Uiso 1 1 calc R U . . .
H21B H 0.5923 0.5386 0.2004 0.092 Uiso 1 1 calc R U . . .
H21C H 0.5722 0.5339 0.3660 0.092 Uiso 1 1 calc R U . . .
C22 C 0.4999(3) 0.62826(19) 0.1245(3) 0.0753(11) Uani 1 1 d . . . . .
H22A H 0.4488 0.6466 0.1084 0.113 Uiso 1 1 calc R U . . .
H22B H 0.5135 0.6025 0.0434 0.113 Uiso 1 1 calc R U . . .
H22C H 0.5388 0.6605 0.1351 0.113 Uiso 1 1 calc R U . . .
C23 C 0.47977(12) 0.62285(10) 0.5041(2) 0.0328(5) Uani 1 1 d . . . . .
C24 C 0.62643(17) 0.84726(14) 0.6015(4) 0.0594(8) Uani 1 1 d . . . . .
H24A H 0.6655 0.8265 0.6598 0.089 Uiso 1 1 calc R U . . .
H24B H 0.6145 0.8870 0.6432 0.089 Uiso 1 1 calc R U . . .
H24C H 0.6467 0.8529 0.5052 0.089 Uiso 1 1 calc R U . . .
C25 C 0.54916(14) 0.75791(11) 0.5161(3) 0.0388(5) Uani 1 1 d . . . . .
C26 C 0.49355(15) 0.81813(11) 0.6862(3) 0.0412(5) Uani 1 1 d . . . . .
C27 C 0.40840(13) 0.72955(11) 0.7445(3) 0.0357(5) Uani 1 1 d . . . . .
C28 C 0.36932(12) 0.68526(10) 0.6398(2) 0.0318(5) Uani 1 1 d . . . . .
H28 H 0.3376 0.7066 0.5661 0.038 Uiso 1 1 calc R U . . .
C29 C 0.45688(12) 0.67642(10) 0.5931(2) 0.0306(4) Uani 1 1 d . . . . .
C30 C 0.47792(14) 0.68449(11) 0.7518(2) 0.0354(5) Uani 1 1 d . . . . .
H30A H 0.5291 0.7035 0.7699 0.043 Uiso 1 1 calc R U . . .
H30B H 0.4693 0.6481 0.8118 0.043 Uiso 1 1 calc R U . . .
C31 C 0.32919(12) 0.62997(10) 0.6993(2) 0.0327(5) Uani 1 1 d . . . . .
C32 C 0.29856(13) 0.58724(11) 0.6060(3) 0.0379(5) Uani 1 1 d . . . . .
H32 H 0.3049 0.5927 0.5066 0.046 Uiso 1 1 calc R U . . .
C33 C 0.25890(15) 0.53677(12) 0.6562(3) 0.0454(6) Uani 1 1 d . . . . .
H33 H 0.2382 0.5080 0.5912 0.054 Uiso 1 1 calc R U . . .
C34 C 0.24929(16) 0.52819(12) 0.8004(4) 0.0497(6) Uani 1 1 d . . . . .
H34 H 0.2219 0.4936 0.8345 0.060 Uiso 1 1 calc R U . . .
C35 C 0.27960(17) 0.56999(12) 0.8948(3) 0.0489(6) Uani 1 1 d . . . . .
H35 H 0.2736 0.5640 0.9941 0.059 Uiso 1 1 calc R U . . .
C36 C 0.31885(15) 0.62067(11) 0.8445(3) 0.0403(5) Uani 1 1 d . . . . .
H36 H 0.3390 0.6495 0.9100 0.048 Uiso 1 1 calc R U . . .
C8A C 0.2467(12) 0.3552(7) 0.1054(14) 0.071(4) Uani 0.34(2) 1 d D U P A 2
C9A C 0.1977(11) 0.4463(8) 0.2369(17) 0.069(4) Uani 0.34(2) 1 d D U P A 2
C10A C 0.3392(9) 0.4123(13) 0.254(3) 0.086(6) Uani 0.34(2) 1 d D U P A 2
H27 H 0.3832(15) 0.7467(12) 0.826(3) 0.035(6) Uiso 1 1 d . . . . .
H6 H 0.1525(16) 0.2479(12) 0.816(3) 0.041(7) 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
O1 C7 1.193(3) . ?
O2 C7 1.313(3) . ?
O2 C11 1.493(3) . ?
O3 C3 1.202(3) . ?
O4 C1 1.216(3) . ?
N1 C1 1.370(3) . ?
N1 C2 1.467(3) . ?
N1 C3 1.385(3) . ?
N2 N3 1.470(3) . ?
N2 C1 1.403(3) . ?
N2 C6 1.488(3) . ?
N3 C3 1.408(3) . ?
N3 C4 1.488(3) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C4 C5 1.544(3) . ?
C4 C6 2.018(3) . ?
C4 C7 1.502(3) . ?
C4 C12 1.577(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.551(3) . ?
C6 C12 1.549(3) . ?
C6 H6 0.94(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C8 C11 1.481(7) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C9 C11 1.504(6) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C10 C11 1.556(6) . ?
C11 C8A 1.543(12) . ?
C11 C9A 1.426(12) . ?
C11 C10A 1.520(14) . ?
C12 H12 1.0000 . ?
C12 C13 1.506(3) . ?
C13 C14 1.387(4) . ?
C13 C18 1.390(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.387(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.377(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.381(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.382(4) . ?
C18 H18 0.9500 . ?
O5 C19 1.487(3) . ?
O5 C23 1.322(3) . ?
O6 C23 1.204(3) . ?
O7 C25 1.202(3) . ?
O8 C26 1.207(3) . ?
N4 C24 1.462(3) . ?
N4 C25 1.384(3) . ?
N4 C26 1.377(3) . ?
N5 N6 1.470(3) . ?
N5 C25 1.408(3) . ?
N5 C29 1.491(3) . ?
N6 C26 1.404(3) . ?
N6 C27 1.491(3) . ?
C19 C20 1.507(4) . ?
C19 C21 1.513(4) . ?
C19 C22 1.504(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C29 1.499(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C27 C28 1.541(3) . ?
C27 C29 2.023(3) . ?
C27 C30 1.555(3) . ?
C27 H27 0.96(3) . ?
C28 H28 1.0000 . ?
C28 C29 1.582(3) . ?
C28 C31 1.507(3) . ?
C29 C30 1.548(3) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.391(3) . ?
C31 C36 1.394(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.386(4) . ?
C33 H33 0.9500 . ?
C33 C34 1.381(4) . ?
C34 H34 0.9500 . ?
C34 C35 1.381(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.387(4) . ?
C36 H36 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
C7 O2 C11 120.85(19) . . ?
C1 N1 C2 124.5(2) . . ?
C1 N1 C3 111.6(2) . . ?
C3 N1 C2 123.4(2) . . ?
N3 N2 C6 100.93(16) . . ?
C1 N2 N3 106.36(18) . . ?
C1 N2 C6 119.06(19) . . ?
N2 N3 C4 100.27(16) . . ?
C3 N3 N2 107.05(17) . . ?
C3 N3 C4 118.49(18) . . ?
O4 C1 N1 126.9(2) . . ?
O4 C1 N2 125.7(2) . . ?
N1 C1 N2 107.3(2) . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O3 C3 N1 127.5(2) . . ?
O3 C3 N3 126.2(2) . . ?
N1 C3 N3 106.3(2) . . ?
N3 C4 C5 103.44(18) . . ?
N3 C4 C6 79.64(14) . . ?
N3 C4 C7 114.71(19) . . ?
N3 C4 C12 99.06(17) . . ?
C5 C4 C6 49.45(13) . . ?
C5 C4 C12 87.03(17) . . ?
C7 C4 C5 123.0(2) . . ?
C7 C4 C6 165.65(18) . . ?
C7 C4 C12 124.12(19) . . ?
C12 C4 C6 49.19(12) . . ?
C4 C5 H5A 115.1 . . ?
C4 C5 H5B 115.1 . . ?
C4 C5 C6 81.39(17) . . ?
H5A C5 H5B 112.1 . . ?
C6 C5 H5A 115.1 . . ?
C6 C5 H5B 115.1 . . ?
N2 C6 C4 79.15(14) . . ?
N2 C6 C5 102.45(19) . . ?
N2 C6 C12 99.72(17) . . ?
N2 C6 H6 111.0(17) . . ?
C4 C6 H6 169.9(17) . . ?
C5 C6 C4 49.16(13) . . ?
C5 C6 H6 126.1(17) . . ?
C12 C6 C4 50.39(12) . . ?
C12 C6 C5 87.78(18) . . ?
C12 C6 H6 124.7(17) . . ?
O1 C7 O2 126.7(2) . . ?
O1 C7 C4 121.4(2) . . ?
O2 C7 C4 111.89(19) . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C11 C8 H8A 109.5 . . ?
C11 C8 H8B 109.5 . . ?
C11 C8 H8C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C9 H9A 109.5 . . ?
C11 C9 H9B 109.5 . . ?
C11 C9 H9C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C11 C10 H10C 109.5 . . ?
O2 C11 C9 103.6(3) . . ?
O2 C11 C10 111.0(3) . . ?
O2 C11 C8A 99.2(6) . . ?
O2 C11 C10A 108.6(9) . . ?
C8 C11 O2 110.3(4) . . ?
C8 C11 C9 112.4(5) . . ?
C8 C11 C10 111.1(4) . . ?
C9 C11 C10 108.2(5) . . ?
C9A C11 O2 104.9(6) . . ?
C9A C11 C8A 114.7(8) . . ?
C9A C11 C10A 120.1(10) . . ?
C10A C11 C8A 107.1(9) . . ?
C4 C12 H12 113.2 . . ?
C6 C12 C4 80.42(16) . . ?
C6 C12 H12 113.2 . . ?
C13 C12 C4 115.49(19) . . ?
C13 C12 C6 117.55(19) . . ?
C13 C12 H12 113.2 . . ?
C14 C13 C12 122.0(2) . . ?
C14 C13 C18 118.7(2) . . ?
C18 C13 C12 119.4(2) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.2(2) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 121.0(3) . . ?
C16 C15 H15 119.5 . . ?
C15 C16 H16 120.6 . . ?
C15 C16 C17 118.8(3) . . ?
C17 C16 H16 120.6 . . ?
C16 C17 H17 119.6 . . ?
C16 C17 C18 120.8(3) . . ?
C18 C17 H17 119.6 . . ?
C13 C18 H18 119.8 . . ?
C17 C18 C13 120.5(2) . . ?
C17 C18 H18 119.8 . . ?
C23 O5 C19 121.41(19) . . ?
C25 N4 C24 123.3(2) . . ?
C26 N4 C24 123.9(2) . . ?
C26 N4 C25 111.9(2) . . ?
N6 N5 C29 100.21(16) . . ?
C25 N5 N6 106.56(17) . . ?
C25 N5 C29 119.28(18) . . ?
N5 N6 C27 101.17(16) . . ?
C26 N6 N5 107.26(18) . . ?
C26 N6 C27 119.3(2) . . ?
O5 C19 C20 108.0(2) . . ?
O5 C19 C21 111.0(2) . . ?
O5 C19 C22 101.9(2) . . ?
C20 C19 C21 113.0(3) . . ?
C22 C19 C20 111.8(3) . . ?
C22 C19 C21 110.5(3) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O5 C23 C29 111.31(19) . . ?
O6 C23 O5 127.7(2) . . ?
O6 C23 C29 120.8(2) . . ?
N4 C24 H24A 109.5 . . ?
N4 C24 H24B 109.5 . . ?
N4 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O7 C25 N4 126.6(2) . . ?
O7 C25 N5 127.1(2) . . ?
N4 C25 N5 106.29(19) . . ?
O8 C26 N4 127.2(2) . . ?
O8 C26 N6 126.3(2) . . ?
N4 C26 N6 106.3(2) . . ?
N6 C27 C28 99.55(18) . . ?
N6 C27 C29 78.97(14) . . ?
N6 C27 C30 102.48(18) . . ?
N6 C27 H27 113.3(15) . . ?
C28 C27 C29 50.51(12) . . ?
C28 C27 C30 87.80(17) . . ?
C28 C27 H27 124.3(16) . . ?
C29 C27 H27 167.7(15) . . ?
C30 C27 C29 49.14(12) . . ?
C30 C27 H27 124.2(16) . . ?
C27 C28 H28 112.7 . . ?
C27 C28 C29 80.76(16) . . ?
C29 C28 H28 112.7 . . ?
C31 C28 C27 118.14(19) . . ?
C31 C28 H28 112.7 . . ?
C31 C28 C29 116.18(17) . . ?
N5 C29 C23 116.78(18) . . ?
N5 C29 C27 79.65(13) . . ?
N5 C29 C28 99.30(16) . . ?
N5 C29 C30 103.15(17) . . ?
C23 C29 C27 163.05(18) . . ?
C23 C29 C28 120.16(18) . . ?
C23 C29 C30 124.68(19) . . ?
C28 C29 C27 48.73(12) . . ?
C30 C29 C27 49.46(13) . . ?
C30 C29 C28 86.61(16) . . ?
C27 C30 H30A 115.0 . . ?
C27 C30 H30B 115.0 . . ?
C29 C30 C27 81.40(17) . . ?
C29 C30 H30A 115.0 . . ?
C29 C30 H30B 115.0 . . ?
H30A C30 H30B 112.1 . . ?
C32 C31 C28 118.9(2) . . ?
C32 C31 C36 118.2(2) . . ?
C36 C31 C28 122.8(2) . . ?
C31 C32 H32 119.6 . . ?
C33 C32 C31 120.8(2) . . ?
C33 C32 H32 119.6 . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.3(3) . . ?
C34 C33 H33 119.9 . . ?
C33 C34 H34 120.1 . . ?
C33 C34 C35 119.8(3) . . ?
C35 C34 H34 120.1 . . ?
C34 C35 H35 120.0 . . ?
C34 C35 C36 119.9(3) . . ?
C36 C35 H35 120.0 . . ?
C31 C36 H36 119.5 . . ?
C35 C36 C31 121.0(2) . . ?
C35 C36 H36 119.5 . . ?

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
N2 N3 C3 O3 -175.9(2) . . . . ?
N2 N3 C3 N1 6.8(2) . . . . ?
N2 N3 C4 C5 42.9(2) . . . . ?
N2 N3 C4 C6 -0.77(14) . . . . ?
N2 N3 C4 C7 179.50(18) . . . . ?
N2 N3 C4 C12 -46.18(18) . . . . ?
N2 C6 C12 C4 -67.07(17) . . . . ?
N2 C6 C12 C13 179.09(19) . . . . ?
N3 N2 C1 O4 175.5(3) . . . . ?
N3 N2 C1 N1 -7.5(3) . . . . ?
N3 N2 C6 C4 -0.77(14) . . . . ?
N3 N2 C6 C5 -44.4(2) . . . . ?
N3 N2 C6 C12 45.5(2) . . . . ?
N3 C4 C5 C6 -63.39(18) . . . . ?
N3 C4 C7 O1 -132.6(3) . . . . ?
N3 C4 C7 O2 49.2(3) . . . . ?
N3 C4 C12 C6 67.76(17) . . . . ?
N3 C4 C12 C13 -176.19(18) . . . . ?
C1 N1 C3 O3 170.7(3) . . . . ?
C1 N1 C3 N3 -12.1(3) . . . . ?
C1 N2 N3 C3 0.4(2) . . . . ?
C1 N2 N3 C4 -123.87(19) . . . . ?
C1 N2 C6 C4 115.0(2) . . . . ?
C1 N2 C6 C5 71.4(2) . . . . ?
C1 N2 C6 C12 161.3(2) . . . . ?
C2 N1 C1 O4 1.4(5) . . . . ?
C2 N1 C1 N2 -175.5(3) . . . . ?
C2 N1 C3 O3 -1.5(4) . . . . ?
C2 N1 C3 N3 175.8(3) . . . . ?
C3 N1 C1 O4 -170.6(3) . . . . ?
C3 N1 C1 N2 12.4(3) . . . . ?
C3 N3 C4 C5 -73.0(2) . . . . ?
C3 N3 C4 C6 -116.7(2) . . . . ?
C3 N3 C4 C7 63.6(3) . . . . ?
C3 N3 C4 C12 -162.12(19) . . . . ?
C4 N3 C3 O3 -63.6(3) . . . . ?
C4 N3 C3 N1 119.1(2) . . . . ?
C4 C5 C6 N2 63.54(18) . . . . ?
C4 C5 C6 C12 -35.92(16) . . . . ?
C4 C6 C12 C13 -113.8(2) . . . . ?
C4 C12 C13 C14 -111.9(3) . . . . ?
C4 C12 C13 C18 69.5(3) . . . . ?
C5 C4 C7 O1 -5.4(4) . . . . ?
C5 C4 C7 O2 176.4(2) . . . . ?
C5 C4 C12 C6 -35.38(16) . . . . ?
C5 C4 C12 C13 80.7(2) . . . . ?
C5 C6 C12 C4 35.18(16) . . . . ?
C5 C6 C12 C13 -78.7(2) . . . . ?
C6 N2 N3 C3 125.28(19) . . . . ?
C6 N2 N3 C4 1.04(19) . . . . ?
C6 N2 C1 O4 62.6(4) . . . . ?
C6 N2 C1 N1 -120.4(2) . . . . ?
C6 C4 C7 O1 48.5(8) . . . . ?
C6 C4 C7 O2 -129.7(7) . . . . ?
C6 C4 C12 C13 116.0(2) . . . . ?
C6 C12 C13 C14 -19.6(3) . . . . ?
C6 C12 C13 C18 161.8(2) . . . . ?
C7 O2 C11 C8 64.6(5) . . . . ?
C7 O2 C11 C9 -174.9(6) . . . . ?
C7 O2 C11 C10 -58.9(5) . . . . ?
C7 O2 C11 C8A 152.6(9) . . . . ?
C7 O2 C11 C9A -88.6(10) . . . . ?
C7 O2 C11 C10A 41.0(12) . . . . ?
C7 C4 C5 C6 164.7(2) . . . . ?
C7 C4 C12 C6 -164.0(2) . . . . ?
C7 C4 C12 C13 -47.9(3) . . . . ?
C11 O2 C7 O1 4.8(4) . . . . ?
C11 O2 C7 C4 -177.2(2) . . . . ?
C12 C4 C5 C6 35.22(16) . . . . ?
C12 C4 C7 O1 106.0(3) . . . . ?
C12 C4 C7 O2 -72.2(3) . . . . ?
C12 C13 C14 C15 179.7(3) . . . . ?
C12 C13 C18 C17 -179.3(2) . . . . ?
C13 C14 C15 C16 0.3(5) . . . . ?
C14 C13 C18 C17 2.1(4) . . . . ?
C14 C15 C16 C17 0.7(5) . . . . ?
C15 C16 C17 C18 -0.3(5) . . . . ?
C16 C17 C18 C13 -1.1(4) . . . . ?
C18 C13 C14 C15 -1.7(4) . . . . ?
O5 C23 C29 N5 -26.4(3) . . . . ?
O5 C23 C29 C27 138.5(6) . . . . ?
O5 C23 C29 C28 93.7(2) . . . . ?
O5 C23 C29 C30 -157.7(2) . . . . ?
O6 C23 C29 N5 157.3(2) . . . . ?
O6 C23 C29 C27 -37.8(7) . . . . ?
O6 C23 C29 C28 -82.5(3) . . . . ?
O6 C23 C29 C30 26.1(3) . . . . ?
N5 N6 C26 O8 -176.9(3) . . . . ?
N5 N6 C26 N4 6.9(3) . . . . ?
N5 N6 C27 C28 -46.34(19) . . . . ?
N5 N6 C27 C29 0.05(14) . . . . ?
N5 N6 C27 C30 43.5(2) . . . . ?
N5 C29 C30 C27 63.73(17) . . . . ?
N6 N5 C25 O7 174.4(3) . . . . ?
N6 N5 C25 N4 -8.2(2) . . . . ?
N6 N5 C29 C23 175.63(18) . . . . ?
N6 N5 C29 C27 0.05(14) . . . . ?
N6 N5 C29 C28 44.87(18) . . . . ?
N6 N5 C29 C30 -43.80(19) . . . . ?
N6 C27 C28 C29 67.04(16) . . . . ?
N6 C27 C28 C31 -178.13(18) . . . . ?
N6 C27 C30 C29 -63.22(18) . . . . ?
C19 O5 C23 O6 -2.2(4) . . . . ?
C19 O5 C23 C29 -178.20(18) . . . . ?
C23 O5 C19 C20 69.2(3) . . . . ?
C23 O5 C19 C21 -55.2(3) . . . . ?
C23 O5 C19 C22 -172.9(2) . . . . ?
C23 C29 C30 C27 -159.9(2) . . . . ?
C24 N4 C25 O7 0.7(4) . . . . ?
C24 N4 C25 N5 -176.7(3) . . . . ?
C24 N4 C26 O8 1.2(5) . . . . ?
C24 N4 C26 N6 177.3(3) . . . . ?
C25 N4 C26 O8 171.2(3) . . . . ?
C25 N4 C26 N6 -12.7(3) . . . . ?
C25 N5 N6 C26 0.8(2) . . . . ?
C25 N5 N6 C27 -124.96(19) . . . . ?
C25 N5 C29 C23 -68.7(3) . . . . ?
C25 N5 C29 C27 115.7(2) . . . . ?
C25 N5 C29 C28 160.52(19) . . . . ?
C25 N5 C29 C30 71.9(2) . . . . ?
C26 N4 C25 O7 -169.3(3) . . . . ?
C26 N4 C25 N5 13.3(3) . . . . ?
C26 N6 C27 C28 -163.59(19) . . . . ?
C26 N6 C27 C29 -117.2(2) . . . . ?
C26 N6 C27 C30 -73.7(2) . . . . ?
C27 N6 C26 O8 -62.9(4) . . . . ?
C27 N6 C26 N4 121.0(2) . . . . ?
C27 C28 C29 N5 -67.29(17) . . . . ?
C27 C28 C29 C23 164.2(2) . . . . ?
C27 C28 C29 C30 35.48(16) . . . . ?
C27 C28 C31 C32 -175.4(2) . . . . ?
C27 C28 C31 C36 7.0(3) . . . . ?
C28 C27 C30 C29 36.08(16) . . . . ?
C28 C29 C30 C27 -35.04(15) . . . . ?
C28 C31 C32 C33 -177.8(2) . . . . ?
C28 C31 C36 C35 178.1(2) . . . . ?
C29 N5 N6 C26 125.70(19) . . . . ?
C29 N5 N6 C27 -0.1(2) . . . . ?
C29 N5 C25 O7 62.2(4) . . . . ?
C29 N5 C25 N4 -120.4(2) . . . . ?
C29 C27 C28 C31 114.8(2) . . . . ?
C29 C28 C31 C32 -81.9(3) . . . . ?
C29 C28 C31 C36 100.4(3) . . . . ?
C30 C27 C28 C29 -35.24(16) . . . . ?
C30 C27 C28 C31 79.6(2) . . . . ?
C31 C28 C29 N5 175.81(18) . . . . ?
C31 C28 C29 C23 47.3(3) . . . . ?
C31 C28 C29 C27 -116.9(2) . . . . ?
C31 C28 C29 C30 -81.4(2) . . . . ?
C31 C32 C33 C34 0.0(4) . . . . ?
C32 C31 C36 C35 0.5(4) . . . . ?
C32 C33 C34 C35 -0.2(4) . . . . ?
C33 C34 C35 C36 0.6(4) . . . . ?
C34 C35 C36 C31 -0.8(4) . . . . ?
C36 C31 C32 C33 -0.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
