# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_AJGI_749_2_1
_database_code_depnum_ccdc_archive 'CCDC 2015200'
loop_
_audit_author_name
_audit_author_address
'Celine Besnard'
;university of Geneva
Switzerland
;
_audit_update_record             
;
2020-07-09 deposited with the CCDC.	2020-11-23 downloaded from the CCDC.
;
_audit_creation_date             2017-12-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H30 N4 O5 S'
_chemical_formula_sum            'C31 H30 N4 O5 S'
_chemical_formula_weight         570.65
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C31 H30 N4 O5 S1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.14023(8)
_cell_length_b                   15.89219(10)
_cell_length_c                   18.23835(15)
_cell_angle_alpha                90
_cell_angle_beta                 105.5221(8)
_cell_angle_gamma                90
_cell_volume                     2831.92(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13174
_cell_measurement_temperature    180.01(10)
_cell_measurement_theta_max      73.6670
_cell_measurement_theta_min      3.7150
_shelx_estimated_absorpt_T_max   0.775
_shelx_estimated_absorpt_T_min   0.585
_exptl_absorpt_coefficient_mu    1.411
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.261
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1200
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 -1 0.1410
0 -1 1 0.1410
-1 1 0 0.1593
1 -1 0 0.1593
1 0 -1 0.1832
-1 0 1 0.1832
0 1 1 0.0951
0 -1 -1 0.0951

_exptl_crystal_size_max          0.426
_exptl_crystal_size_mid          0.303
_exptl_crystal_size_min          0.19
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0000 1.0000 -1.0000 0.1271 0.0261 -0.0157
0.0000 -1.0000 1.0000 -0.1271 -0.0261 0.0157
-1.0000 1.0000 -0.0000 0.1214 -0.0053 0.1397
1.0000 -1.0000 0.0000 -0.1214 0.0053 -0.1397
1.0000 -0.0000 -1.0000 0.0057 0.0313 -0.1554
-1.0000 0.0000 1.0000 -0.0057 -0.0313 0.1554
-0.0000 1.0000 1.0000 0.0394 -0.1246 0.0020
0.0000 -1.0000 -1.0000 -0.0394 0.1246 -0.0020

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            19567
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.630
_diffrn_reflns_theta_min         3.750
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4679
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -3.00  69.00   1.00    1.00    --   38.94 -38.00  90.00   72
  2  ω      4.00  49.00   1.00    1.00    --   38.94 -99.00  90.00   45
  3  ω     37.00 133.00   1.00    1.50    --  110.40 -45.00 120.00   96
  4  ω     54.00 171.00   1.00    1.50    --  110.40 -15.00 -30.00  117
  5  ω    117.00 169.00   1.00    1.50    --  110.40  45.00-180.00   52
  6  ω    132.00 173.00   1.00    1.50    --  110.40 111.00-180.00   41
  7  ω    103.00 132.00   1.00    1.50    --  110.40 111.00-150.00   29
  8  ω     61.00 148.00   1.00    1.50    --  110.40 -30.00-180.00   87
  9  ω     79.00 114.00   1.00    1.50    --  110.40-111.00 -60.00   35
 10  ω     68.00 109.00   1.00    1.50    --  110.40 -94.00-180.00   41
 11  ω     55.00 126.00   1.00    1.50    --  110.40 -61.00-150.00   71
 12  ω     89.00 117.00   1.00    1.00    --   38.94-178.00-120.00   28
 13  ω     37.00 115.00   1.00    1.50    --  110.40-111.00  60.00   78
 14  ω     26.00  73.00   1.00    1.50    --  110.40 -77.00  90.00   47
 15  ω     28.00  89.00   1.00    1.50    --  110.40 -94.00 150.00   61
 16  ω    100.00 177.00   1.00    1.50    --  110.40 111.00 120.00   77
 17  ω     71.00 132.00   1.00    1.00    --   38.94 178.00  90.00   61
 18  ω   -114.00 -87.00   1.00    1.00    --  -38.94 -99.00-120.00   27
 19  ω   -113.00  -7.00   1.00    1.00    --  -38.94 -57.00-150.00  106
 20  ω   -111.00 -85.00   1.00    1.00    --  -38.94 -99.00 -30.00   26
 21  ω   -105.00 -80.00   1.00    1.00    --  -38.94 -99.00  30.00   25
 22  ω   -121.00 -83.00   1.00    1.00    --  -38.94 -99.00 -60.00   38
 23  ω   -114.00 -57.00   1.00    1.00    --  -38.94-151.00-142.00   57
 24  ω   -115.00 -81.00   1.00    1.00    --  -38.94 -99.00-150.00   34
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0381842000
_diffrn_orient_matrix_UB_12      0.0832339000
_diffrn_orient_matrix_UB_13      -0.0438836000
_diffrn_orient_matrix_UB_21      -0.0440069000
_diffrn_orient_matrix_UB_22      -0.0492578000
_diffrn_orient_matrix_UB_23      -0.0753442000
_diffrn_orient_matrix_UB_31      -0.1465168000
_diffrn_orient_matrix_UB_32      -0.0068359000
_diffrn_orient_matrix_UB_33      0.0088527000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5173
_reflns_number_total             5648
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.29
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.264
_refine_diff_density_min         -0.533
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     380
_refine_ls_number_reflns         5648
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0409
_refine_ls_restrained_S_all      1.067
_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)+(0.0618P)²+0.8235P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1056
_refine_ls_wR_factor_ref         0.1083
_refine_special_details          
;
The O-methyl group is disordered ans was refined using two components. 
Same distances restraints were applied and anisotropic displacement parameters of identical atoms were constrained to be identical.
SADI O42 C37 O40 C37
SADI O40 C41 O42 C43
SADI 0.04 C41 C37 C37 C43
EADP O40 O42
EADP C41 C43
;
_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
 O42-C37 \\sim O40-C37
 with sigma of 0.02
 O40-C41 \\sim O42-C43
 with sigma of 0.02
 C41-C37 \\sim C37-C43
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(O40) = Uanis(O42)
Uanis(C41) = Uanis(C43)
4. Others
 Sof(O40)=Sof(C41)=Sof(H41A)=Sof(H41B)=Sof(H41C)=1-FVAR(1)
 Sof(O42)=Sof(C43)=Sof(H43A)=Sof(H43B)=Sof(H43C)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B), C17(H17A,H17B)
5.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C8(H8), C9(H9), C15(H15), C22(H22), C23(H23), C26(H26),
 C27(H27), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33), C35(H35), C36(H36),
  C38(H38), C39(H39)
5.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C41(H41A,H41B,H41C), C43(H43A,H43B,H43C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S18 S 0.79337(3) 0.48139(2) 0.60565(2) 0.02526(10) Uani 1 1 d . . . . .
O2 O 0.24106(18) 0.27590(9) 0.74207(10) 0.0745(5) Uani 1 1 d . . . . .
O3 O 0.18546(19) 0.36228(10) 0.82069(10) 0.0749(5) Uani 1 1 d . . . . .
O19 O 0.68444(11) 0.44613(6) 0.54667(6) 0.0352(2) Uani 1 1 d . . . . .
O20 O 0.88325(11) 0.42727(6) 0.65888(6) 0.0351(2) Uani 1 1 d . . . . .
O40 O 0.895(2) 0.9751(9) 0.5586(13) 0.0652(13) Uani 0.319(16) 1 d D . P A 2
O42 O 0.9266(10) 0.9621(4) 0.5613(6) 0.0652(13) Uani 0.681(16) 1 d D . P A 1
N1 N 0.24256(17) 0.34608(10) 0.77061(10) 0.0526(4) Uani 1 1 d . . . . .
N10 N 0.50176(11) 0.60736(7) 0.65710(7) 0.0265(2) Uani 1 1 d . . . . .
N13 N 0.72662(11) 0.71906(7) 0.72357(6) 0.0246(2) Uani 1 1 d . . . . .
N16 N 0.71989(11) 0.54536(7) 0.65539(6) 0.0231(2) Uani 1 1 d . . . . .
C4 C 0.31444(15) 0.41309(10) 0.74388(9) 0.0356(3) Uani 1 1 d . . . . .
C5 C 0.30895(16) 0.49399(10) 0.77103(9) 0.0372(3) Uani 1 1 d . . . . .
H5 H 0.261506 0.504982 0.808412 0.045 Uiso 1 1 calc R . . . .
C6 C 0.37278(14) 0.55834(9) 0.74342(9) 0.0327(3) Uani 1 1 d . . . . .
H6 H 0.368579 0.613996 0.761674 0.039 Uiso 1 1 calc R . . . .
C7 C 0.44455(13) 0.54260(8) 0.68819(8) 0.0260(3) Uani 1 1 d . . . . .
C8 C 0.45462(13) 0.45843(9) 0.66541(8) 0.0280(3) Uani 1 1 d . . . . .
H8 H 0.507655 0.445711 0.631076 0.034 Uiso 1 1 calc R . . . .
C9 C 0.38859(14) 0.39460(9) 0.69233(8) 0.0318(3) Uani 1 1 d . . . . .
H9 H 0.393879 0.338373 0.675668 0.038 Uiso 1 1 calc R . . . .
C11 C 0.48179(14) 0.69519(8) 0.67556(8) 0.0286(3) Uani 1 1 d . . . . .
H11A H 0.392854 0.701087 0.687823 0.034 Uiso 1 1 calc R . . . .
H11B H 0.479448 0.730993 0.630801 0.034 Uiso 1 1 calc R . . . .
C12 C 0.59584(13) 0.72464(8) 0.74264(8) 0.0270(3) Uani 1 1 d . . . . .
H12A H 0.578929 0.783531 0.755326 0.032 Uiso 1 1 calc R . . . .
H12B H 0.598426 0.689147 0.787606 0.032 Uiso 1 1 calc R . . . .
C14 C 0.81644(13) 0.65185(8) 0.75545(7) 0.0239(3) Uani 1 1 d . . . . .
C15 C 0.80807(13) 0.57539(8) 0.72394(7) 0.0240(3) Uani 1 1 d . . . . .
H15 H 0.871034 0.535172 0.751945 0.029 Uiso 1 1 calc R . . . .
C17 C 0.59583(13) 0.59136(8) 0.61199(7) 0.0250(3) Uani 1 1 d . . . . .
H17A H 0.623756 0.645569 0.593972 0.030 Uiso 1 1 calc R . . . .
H17B H 0.549018 0.557875 0.566733 0.030 Uiso 1 1 calc R . . . .
C21 C 0.89152(13) 0.54858(8) 0.56471(7) 0.0252(3) Uani 1 1 d . . . . .
C22 C 0.82832(15) 0.59317(10) 0.49973(8) 0.0353(3) Uani 1 1 d . . . . .
H22 H 0.734383 0.583942 0.474989 0.042 Uiso 1 1 calc R . . . .
C23 C 0.90307(18) 0.65145(10) 0.47095(9) 0.0402(4) Uani 1 1 d . . . . .
H23 H 0.859746 0.682091 0.426274 0.048 Uiso 1 1 calc R . . . .
C24 C 1.04020(16) 0.66565(9) 0.50648(9) 0.0360(3) Uani 1 1 d . . . . .
C25 C 1.1208(2) 0.72990(11) 0.47591(13) 0.0548(5) Uani 1 1 d . . . . .
H25A H 1.168693 0.767312 0.517190 0.082 Uiso 1 1 calc GR . . . .
H25B H 1.058511 0.763016 0.435979 0.082 Uiso 1 1 calc GR . . . .
H25C H 1.187794 0.701190 0.454649 0.082 Uiso 1 1 calc GR . . . .
C26 C 1.10176(16) 0.61932(10) 0.57063(10) 0.0409(4) Uani 1 1 d . . . . .
H26 H 1.196126 0.627775 0.594832 0.049 Uiso 1 1 calc R . . . .
C27 C 1.02889(15) 0.56074(10) 0.60050(9) 0.0346(3) Uani 1 1 d . . . . .
H27 H 1.072496 0.529505 0.644762 0.042 Uiso 1 1 calc R . . . .
C28 C 0.91940(14) 0.67050(9) 0.82870(8) 0.0290(3) Uani 1 1 d . . . . .
C29 C 1.03870(19) 0.62407(14) 0.85442(11) 0.0586(6) Uani 1 1 d . . . . .
H29 H 1.055866 0.578155 0.824914 0.070 Uiso 1 1 calc R . . . .
C30 C 1.1333(2) 0.64368(15) 0.92253(12) 0.0684(7) Uani 1 1 d . . . . .
H30 H 1.214736 0.611415 0.938939 0.082 Uiso 1 1 calc R . . . .
C31 C 1.11016(18) 0.70956(12) 0.96665(9) 0.0473(4) Uani 1 1 d . . . . .
H31 H 1.174133 0.722013 1.013865 0.057 Uiso 1 1 calc R . . . .
C32 C 0.99331(17) 0.75711(10) 0.94150(8) 0.0376(3) Uani 1 1 d . . . . .
H32 H 0.976819 0.802919 0.971323 0.045 Uiso 1 1 calc R . . . .
C33 C 0.89943(15) 0.73844(9) 0.87275(8) 0.0311(3) Uani 1 1 d . . . . .
H33 H 0.820267 0.772576 0.855473 0.037 Uiso 1 1 calc R . . . .
C34 C 0.77301(14) 0.78401(8) 0.68495(7) 0.0270(3) Uani 1 1 d . . . . .
C35 C 0.70512(19) 0.86091(9) 0.66979(9) 0.0407(4) Uani 1 1 d . . . . .
H35 H 0.626041 0.870719 0.687102 0.049 Uiso 1 1 calc R . . . .
C36 C 0.7518(2) 0.92353(10) 0.62959(11) 0.0533(5) Uani 1 1 d . . . . .
H36 H 0.705290 0.975952 0.620367 0.064 Uiso 1 1 calc R . . . .
C37 C 0.8652(2) 0.90989(10) 0.60310(10) 0.0495(5) Uani 1 1 d D . . . .
C38 C 0.93334(18) 0.83387(10) 0.61761(9) 0.0416(4) Uani 1 1 d . . . . .
H38 H 1.011731 0.824340 0.599604 0.050 Uiso 1 1 calc R . . . .
C39 C 0.88857(15) 0.77159(9) 0.65807(8) 0.0322(3) Uani 1 1 d . . . . .
H39 H 0.936759 0.719749 0.667749 0.039 Uiso 1 1 calc R . . . .
C41 C 0.8054(19) 1.0434(8) 0.5282(10) 0.080(2) Uani 0.319(16) 1 d D . P A 2
H41A H 0.845310 1.077343 0.494693 0.120 Uiso 0.319(16) 1 calc GR . P A 2
H41B H 0.792760 1.078561 0.569975 0.120 Uiso 0.319(16) 1 calc GR . P A 2
H41C H 0.716651 1.021216 0.499152 0.120 Uiso 0.319(16) 1 calc GR . P A 2
C43 C 0.8731(12) 1.0460(3) 0.5532(5) 0.080(2) Uani 0.681(16) 1 d D . P A 1
H43A H 0.775815 1.044645 0.525639 0.120 Uiso 0.681(16) 1 calc GR . P A 1
H43B H 0.923105 1.080135 0.524813 0.120 Uiso 0.681(16) 1 calc GR . P A 1
H43C H 0.883617 1.070748 0.603702 0.120 Uiso 0.681(16) 1 calc GR . P A 1


_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
S18 O19 1.4335(10) . ?
S18 O20 1.4281(11) . ?
S18 N16 1.6655(11) . ?
S18 C21 1.7567(13) . ?
O2 N1 1.229(2) . ?
O3 N1 1.232(2) . ?
O40 C37 1.399(12) . ?
O40 C41 1.430(13) . ?
O42 C37 1.383(6) . ?
O42 C43 1.432(6) . ?
N1 C4 1.4468(19) . ?
N10 C7 1.3760(17) . ?
N10 C11 1.4627(16) . ?
N10 C17 1.4393(17) . ?
N13 C12 1.4608(16) . ?
N13 C14 1.4230(16) . ?
N13 C34 1.4001(16) . ?
N16 C15 1.4114(16) . ?
N16 C17 1.4867(16) . ?
C4 C5 1.384(2) . ?
C4 C9 1.383(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.376(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.4139(19) . ?
C7 C8 1.4125(18) . ?
C8 H8 0.9500 . ?
C8 C9 1.3763(19) . ?
C9 H9 0.9500 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.5153(19) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C14 C15 1.3372(18) . ?
C14 C28 1.4887(18) . ?
C15 H15 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C21 C22 1.382(2) . ?
C21 C27 1.385(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.386(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.386(2) . ?
C24 C25 1.505(2) . ?
C24 C26 1.382(2) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26 0.9500 . ?
C26 C27 1.387(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.387(2) . ?
C28 C33 1.3926(19) . ?
C29 H29 0.9500 . ?
C29 C30 1.387(2) . ?
C30 H30 0.9500 . ?
C30 C31 1.378(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.376(2) . ?
C32 H32 0.9500 . ?
C32 C33 1.388(2) . ?
C33 H33 0.9500 . ?
C34 C35 1.394(2) . ?
C34 C39 1.400(2) . ?
C35 H35 0.9500 . ?
C35 C36 1.392(2) . ?
C36 H36 0.9500 . ?
C36 C37 1.378(3) . ?
C37 C38 1.382(3) . ?
C38 H38 0.9500 . ?
C38 C39 1.382(2) . ?
C39 H39 0.9500 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O19 S18 N16 106.26(6) . . ?
O19 S18 C21 109.21(6) . . ?
O20 S18 O19 119.88(6) . . ?
O20 S18 N16 107.12(6) . . ?
O20 S18 C21 108.91(6) . . ?
N16 S18 C21 104.32(6) . . ?
C37 O40 C41 124.9(13) . . ?
C37 O42 C43 113.7(5) . . ?
O2 N1 O3 123.26(15) . . ?
O2 N1 C4 118.39(14) . . ?
O3 N1 C4 118.35(15) . . ?
C7 N10 C11 121.28(11) . . ?
C7 N10 C17 121.37(11) . . ?
C17 N10 C11 116.99(11) . . ?
C14 N13 C12 118.09(10) . . ?
C34 N13 C12 121.57(11) . . ?
C34 N13 C14 119.63(11) . . ?
C15 N16 S18 114.78(9) . . ?
C15 N16 C17 123.41(10) . . ?
C17 N16 S18 116.64(8) . . ?
C5 C4 N1 119.41(14) . . ?
C9 C4 N1 119.15(14) . . ?
C9 C4 C5 121.44(13) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.45(14) . . ?
C6 C5 H5 120.3 . . ?
C5 C6 H6 119.6 . . ?
C5 C6 C7 120.76(13) . . ?
C7 C6 H6 119.6 . . ?
N10 C7 C6 121.03(12) . . ?
N10 C7 C8 121.03(12) . . ?
C8 C7 C6 117.94(13) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 C7 120.84(13) . . ?
C9 C8 H8 119.6 . . ?
C4 C9 H9 120.3 . . ?
C8 C9 C4 119.38(13) . . ?
C8 C9 H9 120.3 . . ?
N10 C11 H11A 109.4 . . ?
N10 C11 H11B 109.4 . . ?
N10 C11 C12 110.97(11) . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
N13 C12 C11 109.53(11) . . ?
N13 C12 H12A 109.8 . . ?
N13 C12 H12B 109.8 . . ?
C11 C12 H12A 109.8 . . ?
C11 C12 H12B 109.8 . . ?
H12A C12 H12B 108.2 . . ?
N13 C14 C28 115.84(11) . . ?
C15 C14 N13 123.12(12) . . ?
C15 C14 C28 121.01(12) . . ?
N16 C15 H15 115.1 . . ?
C14 C15 N16 129.81(12) . . ?
C14 C15 H15 115.1 . . ?
N10 C17 N16 112.23(10) . . ?
N10 C17 H17A 109.2 . . ?
N10 C17 H17B 109.2 . . ?
N16 C17 H17A 109.2 . . ?
N16 C17 H17B 109.2 . . ?
H17A C17 H17B 107.9 . . ?
C22 C21 S18 119.39(11) . . ?
C22 C21 C27 120.65(13) . . ?
C27 C21 S18 119.82(11) . . ?
C21 C22 H22 120.3 . . ?
C21 C22 C23 119.49(14) . . ?
C23 C22 H22 120.3 . . ?
C22 C23 H23 119.5 . . ?
C22 C23 C24 120.90(14) . . ?
C24 C23 H23 119.5 . . ?
C23 C24 C25 120.90(16) . . ?
C26 C24 C23 118.57(14) . . ?
C26 C24 C25 120.53(16) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26 119.2 . . ?
C24 C26 C27 121.51(14) . . ?
C27 C26 H26 119.2 . . ?
C21 C27 C26 118.87(14) . . ?
C21 C27 H27 120.6 . . ?
C26 C27 H27 120.6 . . ?
C29 C28 C14 122.43(13) . . ?
C29 C28 C33 117.76(13) . . ?
C33 C28 C14 119.78(12) . . ?
C28 C29 H29 119.5 . . ?
C30 C29 C28 120.99(16) . . ?
C30 C29 H29 119.5 . . ?
C29 C30 H30 119.7 . . ?
C31 C30 C29 120.59(17) . . ?
C31 C30 H30 119.7 . . ?
C30 C31 H31 120.4 . . ?
C32 C31 C30 119.22(15) . . ?
C32 C31 H31 120.4 . . ?
C31 C32 H32 119.8 . . ?
C31 C32 C33 120.31(14) . . ?
C33 C32 H32 119.8 . . ?
C28 C33 H33 119.5 . . ?
C32 C33 C28 121.08(14) . . ?
C32 C33 H33 119.5 . . ?
C35 C34 N13 122.12(13) . . ?
C35 C34 C39 118.01(13) . . ?
C39 C34 N13 119.84(12) . . ?
C34 C35 H35 119.6 . . ?
C36 C35 C34 120.78(16) . . ?
C36 C35 H35 119.6 . . ?
C35 C36 H36 119.8 . . ?
C37 C36 C35 120.36(16) . . ?
C37 C36 H36 119.8 . . ?
C36 C37 O40 114.7(6) . . ?
C36 C37 O42 129.8(4) . . ?
C36 C37 C38 119.46(15) . . ?
C38 C37 O40 125.7(6) . . ?
C38 C37 O42 110.8(4) . . ?
C37 C38 H38 119.7 . . ?
C37 C38 C39 120.64(16) . . ?
C39 C38 H38 119.7 . . ?
C34 C39 H39 119.6 . . ?
C38 C39 C34 120.75(14) . . ?
C38 C39 H39 119.6 . . ?
O40 C41 H41A 109.5 . . ?
O40 C41 H41B 109.5 . . ?
O40 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
O42 C43 H43A 109.5 . . ?
O42 C43 H43B 109.5 . . ?
O42 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 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 1.283
_oxdiff_exptl_absorpt_empirical_full_min 0.770
####################################################################### 
# 
# 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_ajgi665_2_2
_database_code_depnum_ccdc_archive 'CCDC 2015201'
loop_
_audit_author_name
_audit_author_address
'Celine Besnard'
;university of Geneva
Switzerland
;
_audit_update_record             
;
2020-07-09 deposited with the CCDC.	2020-11-23 downloaded from the CCDC.
;
_audit_creation_date             2017-06-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H33 N3 O2 S'
_chemical_formula_sum            'C32 H33 N3 O2 S'
_chemical_formula_weight         523.67
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C32 H33 N2 O2 S1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   18.90952(14)
_cell_length_b                   10.14583(6)
_cell_length_c                   28.4275(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.3559(7)
_cell_angle_gamma                90
_cell_volume                     5444.54(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    15287
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      73.5070
_cell_measurement_theta_min      4.6030
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.322
_exptl_absorpt_correction_T_max  0.884
_exptl_absorpt_correction_T_min  0.714
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2224
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.0845
-1 0 0 0.0845
0 -1 -1 0.1385
0 1 1 0.1385
0 0 -1 0.0521
0 0 1 0.0521

_exptl_crystal_size_max          0.332
_exptl_crystal_size_mid          0.169
_exptl_crystal_size_min          0.104
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9992 0.0003 0.0004 0.0146 -0.0298 -0.0745
-0.9992 -0.0003 -0.0004 -0.0146 0.0298 0.0745
0.0002 -0.9991 -1.0014 0.0946 -0.1119 0.0670
-0.0002 0.9991 1.0014 -0.0946 0.1119 -0.0670
-0.0000 0.0004 -0.9995 -0.0300 -0.0428 0.0147
0.0000 -0.0004 0.9995 0.0300 0.0428 -0.0147

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            23114
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.635
_diffrn_reflns_theta_min         3.114
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4679
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -70.00   4.00   1.00    1.00    --  -38.94  38.00 150.00   74
  2  ω     71.00 112.00   1.00    1.00    --   38.94 178.00 120.00   41
  3  ω    100.00 178.00   1.00    5.00    --  110.40 111.00  30.00   78
  4  ω    114.00 158.00   1.00    5.00    --  110.40 111.00 -60.00   44
  5  ω     99.00 156.00   1.00    5.00    --  110.40  61.00 -60.00   57
  6  ω     79.00 155.00   1.00    5.00    --  110.40  45.00   0.00   76
  7  ω    110.00 137.00   1.00    5.00    --  110.40 -45.00 -30.00   27
  8  ω     81.00 108.00   1.00    5.00    --  110.40 -94.00  60.00   27
  9  ω     66.00 113.00   1.00    5.00    --  110.40-111.00 -30.00   47
 10  ω     35.00 142.00   1.00    5.00    --  110.40 -77.00 -30.00  107
 11  ω     75.00 173.00   1.00    5.00    --  110.40  30.00 -90.00   98
 12  ω     84.00 176.00   1.00    5.00    --  110.40  30.00  90.00   92
 13  ω     60.00 131.00   1.00    1.00    --   38.94 178.00 -90.00   71
 14  ω     26.00  99.00   1.00    5.00    --  110.40 -94.00 150.00   73
 15  ω     30.00  56.00   1.00    5.00    --  110.40-111.00 -30.00   26
 16  ω     24.00  58.00   1.00    5.00    --  110.40 -94.00 -30.00   34
 17  ω     31.00 105.00   1.00    5.00    --  110.40-111.00-120.00   74
 18  ω    -95.00 -10.00   1.00    1.00    --  -38.94 -38.00 -90.00   85
 19  ω   -111.00 -81.00   1.00    1.00    --  -38.94 -99.00  90.00   30
 20  ω   -115.00  -7.00   1.00    1.00    --  -38.94 -57.00 150.00  108
 21  ω   -123.00 -98.00   1.00    1.00    --  -38.94 -99.00  60.00   25
 22  ω   -124.00 -80.00   1.00    1.00    --  -38.94 -99.00-120.00   44
 23  ω    -62.00 -36.00   1.00    1.00    --  -38.94-178.00 -90.00   26
 24  ω   -124.00 -99.00   1.00    1.00    --  -38.94 -99.00 -30.00   25
 25  ω   -120.00 -94.00   1.00    1.00    --  -38.94-178.00 -90.00   26
 26  ω     29.00  55.00   1.00    1.00    --   38.94  38.00 -60.00   26
 27  ω     63.00  89.00   1.00    1.00    --   38.94  38.00 -60.00   26
 28  ω    110.00 154.00   1.00    5.00    --  110.40 111.00-180.00   44
 29  ω     47.00  75.00   1.00    5.00    --  110.40 -61.00-180.00   28
 30  ω    148.00 174.00   1.00    5.00    --  110.40  61.00 -30.00   26
 31  ω     83.00 109.00   1.00    5.00    --  110.40  61.00 -30.00   26
 32  ω    114.00 140.00   1.00    5.00    --  110.40 -61.00-180.00   26
 33  ω     68.00 115.00   1.00    5.00    --  110.40-111.00 120.00   47
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0146891000
_diffrn_orient_matrix_UB_12      -0.1246445000
_diffrn_orient_matrix_UB_13      0.0299326000
_diffrn_orient_matrix_UB_21      -0.0298941000
_diffrn_orient_matrix_UB_22      0.0691138000
_diffrn_orient_matrix_UB_23      0.0428140000
_diffrn_orient_matrix_UB_31      -0.0745196000
_diffrn_orient_matrix_UB_32      -0.0522985000
_diffrn_orient_matrix_UB_33      -0.0147620000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5075
_reflns_number_total             5449
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.29
_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 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_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         0.223
_refine_diff_density_min         -0.434
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     420
_refine_ls_number_reflns         5449
_refine_ls_number_restraints     180
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0348
_refine_ls_restrained_S_all      1.072
_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)+(0.0471P)²+3.4143P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0905
_refine_ls_wR_factor_ref         0.0926
_refine_special_details          
;
The methylphenyl  group is disordered and was refined using two components.
The following restraints/constraints were used:
SADI C36B C35B C38 C35
SADI C37B C35B C34B C35B C35 C34 C35 C36 C38B C37B C34 C33 C33B C34B C33 C32 C33B C32 C38 C32 C37 C32 C36 C37
FLAT C36 C37 C32 C35 C34 C33 C38
FLAT C32 C33B C34 C35 C38 C36 C37
RIGU C33 C37 C34 C36 C35 C38 C32
RIGU C33B C38B C37B C35B C34B C36B C32
EADP C33B C33

The hydrogens bound to the carbon C9 are disordered. 6 hydrogen atoms were used with half occupancies  and SADI restraints
SADI C9 H9AB C9 H9BD C9 H9AC C9 H9AA C9 H9BE C9 H9BF
;
_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
 C36B-C35B \\sim C38-C35
 with sigma of 0.02
 C37B-C35B \\sim C34B-C35B \\sim C35-C34 \\sim C35-C36 \\sim C38B-C37B \\sim
C34-C33 \\sim C33B-C34B ~
 C33-C32 \\sim C33B-C32 \\sim C38B-C32 \\sim C37-C32 \\sim C36-C37
 with sigma of 0.02
 C9-H9AB \\sim C9-H9BD \\sim C9-H9AC \\sim C9-H9AA \\sim C9-H9BE \\sim C9-H9BF
 with sigma of 0.02
3. Restrained planarity
 C32, C33, C34, C35, C36, C37, C38
 with sigma of 0.1
 C32, C33B, C34, C35, C36, C37, C38
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Uanis(C33B) = Uanis(C33)
5. Rigid body (RIGU) restrains
 C32, C33, C34, C35, C36, C37, C38
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C32, C33B, C34B, C35B, C36B, C37B, C38B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(C33B)=Sof(H33B)=Sof(C34B)=Sof(H34B)=Sof(C35B)=Sof(C36B)=Sof(H36A)=
 Sof(H36B)=Sof(H36C)=Sof(C37B)=Sof(H37B)=Sof(C38B)=Sof(H38B)=1-FVAR(1)
 Sof(C33)=Sof(H33)=Sof(C34)=Sof(H34)=Sof(C35)=Sof(C36)=Sof(H36)=Sof(C37)=
 Sof(H37)=Sof(C38)=Sof(H38A)=Sof(H38C)=Sof(H38D)=FVAR(1)
 Fixed Sof: H9BD(0.5) H9BE(0.5) H9BF(0.5) H9AA(0.5) H9AB(0.5) H9AC(0.5)
7.a Ternary CH refined with riding coordinates:
 C5(H5)
7.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B), C17(H17A,H17B)
7.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C10(H10), C11(H11), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24),
 C26(H26), C27(H27), C30(H30), C31(H31), C33B(H33B), C34B(H34B), C37B(H37B),
 C38B(H38B), C33(H33), C34(H34), C36(H36), C37(H37)
7.d Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C36B(H36A,H36B,H36C), C38(H38A,H38C,H38D)
;
_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 0.60903(2) 0.57748(3) 0.52300(2) 0.02565(9) Uani 1 1 d . . . . .
O2 O 0.65721(5) 0.68545(11) 0.52835(3) 0.0419(3) Uani 1 1 d . . . . .
O3 O 0.57303(5) 0.55384(9) 0.47770(3) 0.0308(2) Uani 1 1 d . . . . .
N4 N 0.54719(5) 0.59804(10) 0.55901(3) 0.0240(2) Uani 1 1 d . . . . .
H4 H 0.5094(9) 0.5617(16) 0.5501(6) 0.037(4) Uiso 1 1 d . . . . .
N13 N 0.52868(5) 0.67787(10) 0.68362(3) 0.0236(2) Uani 1 1 d . . . . .
N16 N 0.43451(5) 0.45940(10) 0.67858(3) 0.0249(2) Uani 1 1 d . . . . .
C5 C 0.56035(6) 0.65659(11) 0.60536(4) 0.0217(2) Uani 1 1 d . . . . .
H5 H 0.612422 0.672801 0.610301 0.026 Uiso 1 1 calc R . . . .
C6 C 0.52246(6) 0.78567(11) 0.61231(4) 0.0239(2) Uani 1 1 d . . . . .
C7 C 0.50712(7) 0.88775(12) 0.58157(4) 0.0288(3) Uani 1 1 d . . . . .
H7 H 0.520379 0.882518 0.549906 0.035 Uiso 1 1 calc R . . . .
C8 C 0.47176(7) 0.99981(13) 0.59724(5) 0.0333(3) Uani 1 1 d . . . . .
C9 C 0.45296(10) 1.11169(15) 0.56375(6) 0.0450(4) Uani 1 1 d D . . . .
H9BD H 0.455(3) 1.198(3) 0.5797(15) 0.068 Uiso 0.5 1 d DR . P A 4
H9BE H 0.4052(16) 1.104(5) 0.5479(18) 0.068 Uiso 0.5 1 d DR . P B 4
H9BF H 0.484(2) 1.110(5) 0.5369(12) 0.068 Uiso 0.5 1 d DR . P C 4
H9AA H 0.432(2) 1.082(3) 0.5330(8) 0.038(9) Uiso 0.5 1 d D . P D 3
H9AB H 0.4931(16) 1.172(4) 0.5618(16) 0.052(10) Uiso 0.5 1 d D . P E 3
H9AC H 0.4121(18) 1.163(4) 0.5747(15) 0.052(11) Uiso 0.5 1 d D . P F 3
C10 C 0.45312(8) 1.00349(13) 0.64380(5) 0.0357(3) Uani 1 1 d . . . . .
H10 H 0.429079 1.078879 0.654606 0.043 Uiso 1 1 calc R . . . .
C11 C 0.46853(7) 0.90007(13) 0.67530(5) 0.0323(3) Uani 1 1 d . . . . .
H11 H 0.454859 0.904272 0.706889 0.039 Uiso 1 1 calc R . . . .
C12 C 0.50431(6) 0.79123(12) 0.65915(4) 0.0246(2) Uani 1 1 d . . . . .
C14 C 0.49304(7) 0.63438(12) 0.72526(4) 0.0282(3) Uani 1 1 d . . . . .
H14A H 0.484335 0.711709 0.745360 0.034 Uiso 1 1 calc R . . . .
H14B H 0.524491 0.573072 0.743740 0.034 Uiso 1 1 calc R . . . .
C15 C 0.42312(7) 0.56608(13) 0.71253(4) 0.0294(3) Uani 1 1 d . . . . .
H15A H 0.403536 0.529171 0.741263 0.035 Uiso 1 1 calc R . . . .
H15B H 0.388655 0.630461 0.698489 0.035 Uiso 1 1 calc R . . . .
C17 C 0.46310(6) 0.51113(11) 0.63577(4) 0.0224(2) Uani 1 1 d . . . . .
H17A H 0.430665 0.578750 0.621604 0.027 Uiso 1 1 calc R . . . .
H17B H 0.467290 0.439122 0.612596 0.027 Uiso 1 1 calc R . . . .
C18 C 0.53637(6) 0.57239(11) 0.64761(4) 0.0216(2) Uani 1 1 d . . . . .
C19 C 0.59167(6) 0.47092(12) 0.66436(4) 0.0241(2) Uani 1 1 d . . . . .
C20 C 0.65700(7) 0.51397(14) 0.68368(5) 0.0336(3) Uani 1 1 d . . . . .
H20 H 0.665633 0.605785 0.687191 0.040 Uiso 1 1 calc R . . . .
C21 C 0.70971(8) 0.42490(16) 0.69789(6) 0.0420(3) Uani 1 1 d . . . . .
H21 H 0.754011 0.456110 0.710891 0.050 Uiso 1 1 calc R . . . .
C22 C 0.69798(8) 0.29100(16) 0.69319(5) 0.0430(3) Uani 1 1 d . . . . .
H22 H 0.734004 0.229917 0.702916 0.052 Uiso 1 1 calc R . . . .
C23 C 0.63329(9) 0.24680(14) 0.67421(6) 0.0433(3) Uani 1 1 d . . . . .
H23 H 0.624826 0.154877 0.670911 0.052 Uiso 1 1 calc R . . . .
C24 C 0.58072(7) 0.33577(13) 0.65996(5) 0.0344(3) Uani 1 1 d . . . . .
H24 H 0.536518 0.304001 0.646991 0.041 Uiso 1 1 calc R . . . .
C25 C 0.37739(6) 0.36901(12) 0.67220(4) 0.0247(2) Uani 1 1 d . . . . .
C26 C 0.35825(7) 0.29447(13) 0.71091(4) 0.0305(3) Uani 1 1 d . . . . .
H26 H 0.383571 0.304910 0.740532 0.037 Uiso 1 1 calc R . . . .
C27 C 0.30273(7) 0.20572(13) 0.70633(5) 0.0354(3) Uani 1 1 d . . . . .
H27 H 0.290623 0.156156 0.733051 0.042 Uiso 1 1 calc R . . . .
C28 C 0.26409(7) 0.18704(13) 0.66361(5) 0.0345(3) Uani 1 1 d . . . . .
C29 C 0.20139(9) 0.09465(16) 0.66052(7) 0.0499(4) Uani 1 1 d . . . . .
H29A H 0.216904 0.005868 0.669972 0.075 Uiso 1 1 calc GR . . . .
H29B H 0.180966 0.092522 0.628037 0.075 Uiso 1 1 calc GR . . . .
H29C H 0.165620 0.125586 0.681532 0.075 Uiso 1 1 calc GR . . . .
C30 C 0.28473(7) 0.25772(13) 0.62508(5) 0.0335(3) Uani 1 1 d . . . . .
H30 H 0.260290 0.244645 0.595285 0.040 Uiso 1 1 calc R . . . .
C31 C 0.34056(6) 0.34767(12) 0.62895(4) 0.0286(3) Uani 1 1 d . . . . .
H31 H 0.353581 0.394765 0.601896 0.034 Uiso 1 1 calc R . . . .
C32 C 0.65543(7) 0.43261(16) 0.53897(5) 0.0380(3) Uani 1 1 d D U . . .
C33B C 0.6224(11) 0.3113(12) 0.5333(4) 0.0579(5) Uani 0.387(18) 1 d D U P G 2
H33B H 0.573038 0.316160 0.525259 0.069 Uiso 0.387(18) 1 calc R . P G 2
C34B C 0.6489(6) 0.1830(11) 0.5374(4) 0.0499(19) Uani 0.387(18) 1 d D U P G 2
H34B H 0.621169 0.106875 0.530125 0.060 Uiso 0.387(18) 1 calc R . P G 2
C35B C 0.7196(6) 0.1776(11) 0.5531(4) 0.050(2) Uani 0.387(18) 1 d D U P G 2
C36B C 0.7620(8) 0.0501(11) 0.5567(5) 0.086(3) Uani 0.387(18) 1 d D U P G 2
H36A H 0.797050 0.049451 0.532588 0.128 Uiso 0.387(18) 1 calc GR . P G 2
H36B H 0.729989 -0.025207 0.551797 0.128 Uiso 0.387(18) 1 calc GR . P G 2
H36C H 0.786419 0.043953 0.587990 0.128 Uiso 0.387(18) 1 calc GR . P G 2
C37B C 0.7528(5) 0.2931(12) 0.5654(3) 0.048(2) Uani 0.387(18) 1 d D U P G 2
H37B H 0.800421 0.289553 0.578006 0.058 Uiso 0.387(18) 1 calc R . P G 2
C38B C 0.7205(5) 0.4146(11) 0.5606(4) 0.0441(18) Uani 0.387(18) 1 d D U P G 2
H38B H 0.745105 0.489623 0.573062 0.053 Uiso 0.387(18) 1 calc R . P G 2
C33 C 0.6227(7) 0.3122(8) 0.5327(3) 0.0579(5) Uani 0.613(18) 1 d D U P G 1
H33 H 0.575334 0.300398 0.520452 0.069 Uiso 0.613(18) 1 calc R . P G 1
C34 C 0.6690(5) 0.2086(9) 0.5470(3) 0.071(2) Uani 0.613(18) 1 d D U P G 1
H34 H 0.650105 0.121805 0.545464 0.086 Uiso 0.613(18) 1 calc R . P G 1
C35 C 0.7389(4) 0.2212(10) 0.5628(3) 0.057(2) Uani 0.613(18) 1 d D U P G 1
C36 C 0.7688(4) 0.3452(10) 0.5652(2) 0.0534(16) Uani 0.613(18) 1 d D U P G 1
H36 H 0.817221 0.355301 0.575340 0.064 Uiso 0.613(18) 1 calc R . P G 1
C37 C 0.7281(3) 0.4557(8) 0.5528(2) 0.0423(12) Uani 0.613(18) 1 d D U P G 1
H37 H 0.747739 0.541930 0.553544 0.051 Uiso 0.613(18) 1 calc R . P G 1
C38 C 0.7843(5) 0.1018(12) 0.5755(4) 0.108(4) Uani 0.613(18) 1 d D U P G 1
H38A H 0.789468 0.092901 0.609856 0.162 Uiso 0.613(18) 1 calc GR . P G 1
H38C H 0.831100 0.112752 0.562952 0.162 Uiso 0.613(18) 1 calc GR . P G 1
H38D H 0.761598 0.022554 0.561907 0.162 Uiso 0.613(18) 1 calc GR . P G 1


_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 O2 1.4273(10) . ?
S1 O3 1.4410(9) . ?
S1 N4 1.6121(10) . ?
S1 C32 1.7578(15) . ?
N4 H4 0.830(17) . ?
N4 C5 1.4535(14) . ?
N13 C12 1.4076(15) . ?
N13 C14 1.4640(15) . ?
N13 C18 1.4941(14) . ?
N16 C15 1.4743(15) . ?
N16 C17 1.4580(14) . ?
N16 C25 1.4205(15) . ?
C5 H5 1.0000 . ?
C5 C6 1.5113(15) . ?
C5 C18 1.5627(15) . ?
C6 C7 1.3749(17) . ?
C6 C12 1.3957(16) . ?
C7 H7 0.9500 . ?
C7 C8 1.4046(18) . ?
C8 C9 1.5104(19) . ?
C8 C10 1.3900(19) . ?
C9 H9BD 0.987(18) . ?
C9 H9BE 0.990(18) . ?
C9 H9BF 0.987(18) . ?
C9 H9AA 0.987(17) . ?
C9 H9AB 0.979(17) . ?
C9 H9AC 0.995(17) . ?
C10 H10 0.9500 . ?
C10 C11 1.3990(19) . ?
C11 H11 0.9500 . ?
C11 C12 1.3872(17) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.5177(17) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.5377(15) . ?
C18 C19 1.5238(15) . ?
C19 C20 1.3925(17) . ?
C19 C24 1.3913(18) . ?
C20 H20 0.9500 . ?
C20 C21 1.3877(19) . ?
C21 H21 0.9500 . ?
C21 C22 1.382(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.383(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.3855(19) . ?
C24 H24 0.9500 . ?
C25 C26 1.4001(17) . ?
C25 C31 1.3942(17) . ?
C26 H26 0.9500 . ?
C26 C27 1.3834(19) . ?
C27 H27 0.9500 . ?
C27 C28 1.393(2) . ?
C28 C29 1.5099(19) . ?
C28 C30 1.384(2) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30 0.9500 . ?
C30 C31 1.3950(17) . ?
C31 H31 0.9500 . ?
C32 C33B 1.385(12) . ?
C32 C38B 1.355(9) . ?
C32 C33 1.376(8) . ?
C32 C37 1.426(5) . ?
C33B H33B 0.9500 . ?
C33B C34B 1.397(12) . ?
C34B H34B 0.9500 . ?
C34B C35B 1.384(9) . ?
C35B C36B 1.522(10) . ?
C35B C37B 1.366(8) . ?
C36B H36A 0.9800 . ?
C36B H36B 0.9800 . ?
C36B H36C 0.9800 . ?
C37B H37B 0.9500 . ?
C37B C38B 1.380(9) . ?
C38B H38B 0.9500 . ?
C33 H33 0.9500 . ?
C33 C34 1.412(10) . ?
C34 H34 0.9500 . ?
C34 C35 1.378(7) . ?
C35 C36 1.379(6) . ?
C35 C38 1.516(6) . ?
C36 H36 0.9500 . ?
C36 C37 1.393(6) . ?
C37 H37 0.9500 . ?
C38 H38A 0.9800 . ?
C38 H38C 0.9800 . ?
C38 H38D 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O3 119.23(6) . . ?
O2 S1 N4 108.37(6) . . ?
O2 S1 C32 107.96(7) . . ?
O3 S1 N4 105.47(5) . . ?
O3 S1 C32 107.11(6) . . ?
N4 S1 C32 108.29(6) . . ?
S1 N4 H4 113.0(12) . . ?
C5 N4 S1 122.44(8) . . ?
C5 N4 H4 123.9(12) . . ?
C12 N13 C14 119.54(10) . . ?
C12 N13 C18 106.79(9) . . ?
C14 N13 C18 113.95(9) . . ?
C17 N16 C15 110.96(9) . . ?
C25 N16 C15 114.72(9) . . ?
C25 N16 C17 116.25(9) . . ?
N4 C5 H5 108.0 . . ?
N4 C5 C6 114.54(9) . . ?
N4 C5 C18 115.55(9) . . ?
C6 C5 H5 108.0 . . ?
C6 C5 C18 102.24(9) . . ?
C18 C5 H5 108.0 . . ?
C7 C6 C5 130.82(11) . . ?
C7 C6 C12 121.42(11) . . ?
C12 C6 C5 107.74(10) . . ?
C6 C7 H7 120.2 . . ?
C6 C7 C8 119.66(12) . . ?
C8 C7 H7 120.2 . . ?
C7 C8 C9 120.49(13) . . ?
C10 C8 C7 118.40(12) . . ?
C10 C8 C9 121.09(13) . . ?
C8 C9 H9BD 112(3) . . ?
C8 C9 H9BE 114(3) . . ?
C8 C9 H9BF 110(3) . . ?
C8 C9 H9AA 114(2) . . ?
C8 C9 H9AB 111(2) . . ?
C8 C9 H9AC 111(2) . . ?
H9BD C9 H9BE 107(4) . . ?
H9BD C9 H9BF 111(4) . . ?
H9BE C9 H9BF 102(4) . . ?
H9AA C9 H9AB 115(3) . . ?
H9AA C9 H9AC 98(3) . . ?
H9AB C9 H9AC 108(3) . . ?
C8 C10 H10 118.8 . . ?
C8 C10 C11 122.30(12) . . ?
C11 C10 H10 118.8 . . ?
C10 C11 H11 120.9 . . ?
C12 C11 C10 118.21(12) . . ?
C12 C11 H11 120.9 . . ?
C6 C12 N13 110.30(10) . . ?
C11 C12 N13 129.71(11) . . ?
C11 C12 C6 119.98(11) . . ?
N13 C14 H14A 109.1 . . ?
N13 C14 H14B 109.1 . . ?
N13 C14 C15 112.37(10) . . ?
H14A C14 H14B 107.9 . . ?
C15 C14 H14A 109.1 . . ?
C15 C14 H14B 109.1 . . ?
N16 C15 C14 109.43(10) . . ?
N16 C15 H15A 109.8 . . ?
N16 C15 H15B 109.8 . . ?
C14 C15 H15A 109.8 . . ?
C14 C15 H15B 109.8 . . ?
H15A C15 H15B 108.2 . . ?
N16 C17 H17A 109.7 . . ?
N16 C17 H17B 109.7 . . ?
N16 C17 C18 109.64(9) . . ?
H17A C17 H17B 108.2 . . ?
C18 C17 H17A 109.7 . . ?
C18 C17 H17B 109.7 . . ?
N13 C18 C5 100.33(8) . . ?
N13 C18 C17 108.48(9) . . ?
N13 C18 C19 111.24(9) . . ?
C17 C18 C5 110.55(9) . . ?
C19 C18 C5 112.64(9) . . ?
C19 C18 C17 112.86(9) . . ?
C20 C19 C18 119.22(11) . . ?
C24 C19 C18 122.82(11) . . ?
C24 C19 C20 117.94(12) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 121.06(13) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.24(14) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 120.3 . . ?
C21 C22 C23 119.34(13) . . ?
C23 C22 H22 120.3 . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.40(14) . . ?
C24 C23 H23 119.8 . . ?
C19 C24 H24 119.5 . . ?
C23 C24 C19 121.02(13) . . ?
C23 C24 H24 119.5 . . ?
C26 C25 N16 118.56(11) . . ?
C31 C25 N16 123.34(11) . . ?
C31 C25 C26 118.07(11) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 C25 120.49(12) . . ?
C27 C26 H26 119.8 . . ?
C26 C27 H27 119.1 . . ?
C26 C27 C28 121.79(12) . . ?
C28 C27 H27 119.1 . . ?
C27 C28 C29 120.34(13) . . ?
C30 C28 C27 117.49(12) . . ?
C30 C28 C29 122.16(14) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30 119.2 . . ?
C28 C30 C31 121.57(12) . . ?
C31 C30 H30 119.2 . . ?
C25 C31 C30 120.52(12) . . ?
C25 C31 H31 119.7 . . ?
C30 C31 H31 119.7 . . ?
C33B C32 S1 119.9(9) . . ?
C38B C32 S1 131.0(5) . . ?
C38B C32 C33B 108.9(11) . . ?
C33 C32 S1 119.7(6) . . ?
C33 C32 C37 126.9(6) . . ?
C37 C32 S1 113.1(4) . . ?
C32 C33B H33B 114.3 . . ?
C32 C33B C34B 131.4(17) . . ?
C34B C33B H33B 114.3 . . ?
C33B C34B H34B 123.3 . . ?
C35B C34B C33B 113.5(11) . . ?
C35B C34B H34B 123.3 . . ?
C34B C35B C36B 123.4(8) . . ?
C37B C35B C34B 118.0(7) . . ?
C37B C35B C36B 118.6(8) . . ?
C35B C36B H36A 109.5 . . ?
C35B C36B H36B 109.5 . . ?
C35B C36B H36C 109.5 . . ?
H36A C36B H36B 109.5 . . ?
H36A C36B H36C 109.5 . . ?
H36B C36B H36C 109.5 . . ?
C35B C37B H37B 118.4 . . ?
C35B C37B C38B 123.2(8) . . ?
C38B C37B H37B 118.4 . . ?
C32 C38B C37B 123.4(8) . . ?
C32 C38B H38B 118.3 . . ?
C37B C38B H38B 118.3 . . ?
C32 C33 H33 124.5 . . ?
C32 C33 C34 111.0(10) . . ?
C34 C33 H33 124.5 . . ?
C33 C34 H34 116.9 . . ?
C35 C34 C33 126.2(7) . . ?
C35 C34 H34 116.9 . . ?
C34 C35 C36 118.9(5) . . ?
C34 C35 C38 121.5(6) . . ?
C36 C35 C38 119.6(5) . . ?
C35 C36 H36 119.9 . . ?
C35 C36 C37 120.3(5) . . ?
C37 C36 H36 119.9 . . ?
C32 C37 H37 121.8 . . ?
C36 C37 C32 116.5(4) . . ?
C36 C37 H37 121.8 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38C 109.5 . . ?
C35 C38 H38D 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38A C38 H38D 109.5 . . ?
H38C C38 H38D 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 1.487
_oxdiff_exptl_absorpt_empirical_full_min 0.670
####################################################################### 
# 
# 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_ajgi-665-23
_database_code_depnum_ccdc_archive 'CCDC 2015202'
loop_
_audit_author_name
_audit_author_address
'Celine Besnard'
;university of Geneva
Switzerland
;
_audit_update_record             
;
2020-07-09 deposited with the CCDC.	2020-11-23 downloaded from the CCDC.
;
_audit_creation_date             2017-07-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H33 N3 O2 S'
_chemical_formula_sum            'C32 H33 N3 O2 S'
_chemical_formula_weight         523.67
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C32 H33 N3 O2 S1'
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                   10.9678(3)
_cell_length_b                   15.3212(4)
_cell_length_c                   17.9064(5)
_cell_angle_alpha                111.225(3)
_cell_angle_beta                 98.183(3)
_cell_angle_gamma                98.485(3)
_cell_volume                     2710.90(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16273
_cell_measurement_temperature    180.01(10)
_cell_measurement_theta_max      73.7010
_cell_measurement_theta_min      3.1300
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.327
_exptl_absorpt_correction_T_max  0.942
_exptl_absorpt_correction_T_min  0.719
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1112
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-5 -2 4 0.0720
5 -3 4 0.1401
4 2 -5 0.0902
-1 1 -1 0.1451
0 -1 -1 0.0230
0 1 1 0.0230
0 1 -1 0.1696

_exptl_crystal_size_max          0.411
_exptl_crystal_size_mid          0.182
_exptl_crystal_size_min          0.046
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-4.9942 -1.9976 4.0015 -0.1669 0.0479 -0.7587
4.9958 -2.9996 3.9907 0.7621 -0.0989 0.3210
3.9950 1.9982 -4.9995 0.0222 0.0458 0.6808
-0.9992 0.9996 -0.9979 -0.1759 -0.0065 -0.0439
-0.0002 -0.9988 -0.9992 -0.0236 0.1693 -0.0004
0.0002 0.9988 0.9992 0.0236 -0.1693 0.0004
-0.0002 0.9993 -0.9990 -0.0861 -0.0312 0.0674

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            42868
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.705
_diffrn_reflns_theta_min         3.169
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4679
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     19.00  44.00   1.00    1.00    --   56.00  80.00 -18.88   25
  2  ω     32.00  63.00   1.00    1.00    --   68.00  77.00 -24.54   31
  3  ω     82.00 124.00   1.00    1.00    --   68.00  77.00 -24.54   42
  4  ω    108.00 154.00   1.00    1.00    --   72.00  76.00 -73.52   46
  5  ω    118.00 173.00   1.00    4.00    --  110.40 111.00-150.00   55
  6  ω    110.00 152.00   1.00    4.00    --  110.40  77.00 -90.00   42
  7  ω    109.00 175.00   1.00    4.00    --  110.40 111.00   0.00   66
  8  ω    115.00 178.00   1.00    4.00    --  110.40  77.00 120.00   63
  9  ω    113.00 150.00   1.00    4.00    --  110.40  77.00  60.00   37
 10  ω    108.00 149.00   1.00    1.00    --   68.00  76.00 169.68   41
 11  ω     77.00 108.00   1.00    4.00    --  110.40  61.00  90.00   31
 12  ω     78.00 126.00   1.00    4.00    --  110.40  61.00 150.00   48
 13  ω     79.00 106.00   1.00    4.00    --  110.40  61.00 120.00   27
 14  ω     74.00 100.00   1.00    4.00    --  110.40  77.00  60.00   26
 15  ω     74.00 177.00   1.00    4.00    --  110.40  77.00  30.00  103
 16  ω     80.00 107.00   1.00    4.00    --  110.40  61.00 -60.00   27
 17  ω     74.00 177.00   1.00    4.00    --  110.40  77.00 -30.00  103
 18  ω     78.00 103.00   1.00    4.00    --  110.40  61.00-180.00   25
 19  ω     74.00 176.00   1.00    4.00    --  110.40  77.00-120.00  102
 20  ω     77.00 104.00   1.00    4.00    --  110.40  61.00   0.00   27
 21  ω     78.00 118.00   1.00    4.00    --  110.40  61.00 -30.00   40
 22  ω     74.00 100.00   1.00    4.00    --  110.40  77.00 -60.00   26
 23  ω     74.00 100.00   1.00    4.00    --  110.40  77.00 -90.00   26
 24  ω     74.00 139.00   1.00    4.00    --  110.40  77.00-150.00   65
 25  ω     74.00 177.00   1.00    4.00    --  110.40  77.00-180.00  103
 26  ω     74.00 132.00   1.00    4.00    --  110.40  77.00   0.00   58
 27  ω     74.00 101.00   1.00    4.00    --  110.40  77.00 120.00   27
 28  ω     74.00 178.00   1.00    4.00    --  110.40  77.00  90.00  104
 29  ω     74.00 150.00   1.00    4.00    --  110.40  77.00 150.00   76
 30  ω     55.00 123.00   1.00    1.00    --   38.94  77.00 150.00   68
 31  ω     33.00  62.00   1.00    1.00    --   68.00  76.00 169.68   29
 32  ω     36.00  80.00   1.00    1.00    --   72.00  77.00 109.24   44
 33  ω     36.00  74.00   1.00    1.00    --   72.00  77.00  70.73   38
 34  ω     32.00  60.00   1.00    1.00    --   68.00  76.00  31.92   28
 35  ω     19.00  44.00   1.00    1.00    --   56.00  80.00  72.06   25
 36  ω     19.00  44.00   1.00    1.00    --   56.00  82.00  19.32   25
 37  ω     36.00  67.00   1.00    1.00    --   72.00  76.00 -73.52   31
 38  ω     28.00  54.00   1.00    1.00    --   64.00  77.00 -92.81   26
 39  ω     36.00 140.00   1.00    1.00    --   72.00  77.00-147.44  104
 40  ω     60.00 146.00   1.00    4.00    --  110.40 178.00-120.00   86
 41  ω     19.00  44.00   1.00    1.00    --   56.00  81.00-152.46   25
 42  ω      6.00  34.00   1.00    1.00    --   44.00  87.00-105.05   28
 43  ω     -4.00  21.00   1.00    1.00    --   38.94  96.00  19.65   25
 44  ω      4.00  49.00   1.00    1.00    --   38.94  77.00 150.00   45
 45  ω     19.00  45.00   1.00    1.00    --   56.00  80.00 168.20   26
 46  ω    -59.00  -8.00   1.00    1.00    --  -38.94 -57.00 150.00   51
 47  ω    -94.00 -16.00   1.00    1.00    --  -38.94 -38.00  30.00   78
 48  ω    -71.00  39.00   1.00    1.00    --  -38.94  57.00 -90.00  110
 49  ω     35.00 115.00   1.00    4.00    --  110.40-111.00-150.00   80
 50  ω     55.00 130.00   1.00    1.00    --   38.94-178.00-150.00   75
 51  ω     31.00 108.00   1.00    4.00    --  110.40 -94.00 -60.00   77
 52  ω     38.00 113.00   1.00    4.00    --  110.40-111.00  60.00   75
 53  ω   -117.00 -74.00   1.00    1.00    --  -38.94 -57.00 150.00   43
 54  ω   -117.00  -7.00   1.00    1.00    --  -38.94 -57.00 -60.00  110
 55  ω   -129.00 -57.00   1.00    1.00    --  -38.94 178.00-150.00   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0899192000
_diffrn_orient_matrix_UB_12      -0.0312750000
_diffrn_orient_matrix_UB_13      0.0549050000
_diffrn_orient_matrix_UB_21      -0.0248423000
_diffrn_orient_matrix_UB_22      -0.1003657000
_diffrn_orient_matrix_UB_23      -0.0691347000
_diffrn_orient_matrix_UB_31      0.1114378000
_diffrn_orient_matrix_UB_32      0.0339461000
_diffrn_orient_matrix_UB_33      -0.0335616000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8967
_reflns_number_total             10776
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.29
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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         0.244
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     698
_refine_ls_number_reflns         10776
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0381
_refine_ls_restrained_S_all      1.034
_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)+(0.0555P)²+0.5227P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0989
_refine_ls_wR_factor_ref         0.1064
_refine_special_details          
;
There are two molecules per asymmetric unit. They can be overlaid.
(root mean square deviations between the equivalent atoms in the two different molecules is 0.282A)
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C5(H5), C5B(H5B)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B), C24(H24A,H24B), C14B(H14C,H14D), C15B(H15C,
 H15D), C24B(H24C,H24D)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C10(H10), C11(H11), C18(H18), C19(H19), C22(H22), C23(H23), C27(H27),
 C28(H28), C29(H29), C30(H30), C31(H31), C33(H33), C34(H34), C37(H37), C38(H38),
  C7B(H7B), C10B(H10B), C11B(H11B), C18B(H18B), C19B(H19B), C22B(H22B),
 C23B(H23B), C27B(H27B), C28B(H28B), C29B(H29B), C30B(H30B), C31B(H31B),
 C33B(H33B), C34B(H34B), C37B(H37B), C38B(H38B)
2.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C21(H21A,H21B,H21C), C36(H36A,H36B,H36C), C9B(H9BA,H9BB,
 H9BC), C21B(H21D,H21E,H21F), C36B(H36D,H36E,H36F)
;
_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 0.53590(3) 0.15208(3) 0.89892(2) 0.03163(9) Uani 1 1 d . . . . .
O2 O 0.57624(12) 0.21612(8) 0.98315(7) 0.0424(3) Uani 1 1 d . . . . .
O3 O 0.41119(10) 0.14009(9) 0.85463(9) 0.0459(3) Uani 1 1 d . . . . .
N4 N 0.62929(11) 0.18797(9) 0.84831(8) 0.0292(3) Uani 1 1 d . . . . .
H4 H 0.600(2) 0.1691(16) 0.7979(14) 0.057(6) Uiso 1 1 d . . . . .
N13 N 0.96846(11) 0.24892(9) 0.86124(8) 0.0314(3) Uani 1 1 d . . . . .
N16 N 1.00754(11) 0.06930(9) 0.84612(8) 0.0307(3) Uani 1 1 d . . . . .
C5 C 0.76313(13) 0.22826(10) 0.88132(8) 0.0269(3) Uani 1 1 d . . . . .
H5 H 0.780874 0.235002 0.939724 0.032 Uiso 1 1 calc R . . . .
C6 C 0.80707(14) 0.32629(10) 0.88053(9) 0.0297(3) Uani 1 1 d . . . . .
C7 C 0.74711(15) 0.40141(11) 0.89113(9) 0.0339(3) Uani 1 1 d . . . . .
H7 H 0.661490 0.394103 0.896118 0.041 Uiso 1 1 calc R . . . .
C8 C 0.81324(18) 0.48871(12) 0.89451(11) 0.0414(4) Uani 1 1 d . . . . .
C9 C 0.7502(2) 0.57268(14) 0.90689(14) 0.0577(5) Uani 1 1 d . . . . .
H9A H 0.740620 0.599939 0.963840 0.086 Uiso 1 1 calc GR . . . .
H9B H 0.666891 0.550890 0.870014 0.086 Uiso 1 1 calc GR . . . .
H9C H 0.802088 0.621665 0.894830 0.086 Uiso 1 1 calc GR . . . .
C10 C 0.93841(19) 0.49611(13) 0.88706(12) 0.0480(4) Uani 1 1 d . . . . .
H10 H 0.984056 0.555576 0.890336 0.058 Uiso 1 1 calc R . . . .
C11 C 1.00023(17) 0.42016(12) 0.87496(12) 0.0429(4) Uani 1 1 d . . . . .
H11 H 1.085638 0.426968 0.869510 0.051 Uiso 1 1 calc R . . . .
C12 C 0.93195(14) 0.33455(11) 0.87124(9) 0.0324(3) Uani 1 1 d . . . . .
C14 C 1.08360(14) 0.22401(12) 0.83856(11) 0.0372(3) Uani 1 1 d . . . . .
H14A H 1.152927 0.281808 0.861421 0.045 Uiso 1 1 calc R . . . .
H14B H 1.072410 0.196777 0.778137 0.045 Uiso 1 1 calc R . . . .
C15 C 1.11511(14) 0.15080(12) 0.87256(11) 0.0387(4) Uani 1 1 d . . . . .
H15A H 1.189149 0.127765 0.853208 0.046 Uiso 1 1 calc R . . . .
H15B H 1.137115 0.181213 0.933191 0.046 Uiso 1 1 calc R . . . .
C17 C 1.03628(13) -0.01341(11) 0.85618(9) 0.0298(3) Uani 1 1 d . . . . .
C18 C 1.14104(15) -0.04739(11) 0.82984(10) 0.0348(3) Uani 1 1 d . . . . .
H18 H 1.192971 -0.013938 0.806335 0.042 Uiso 1 1 calc R . . . .
C19 C 1.16969(15) -0.12912(12) 0.83767(10) 0.0379(3) Uani 1 1 d . . . . .
H19 H 1.242102 -0.149851 0.820224 0.046 Uiso 1 1 calc R . . . .
C20 C 1.09590(16) -0.18165(11) 0.87020(10) 0.0365(3) Uani 1 1 d . . . . .
C21 C 1.12833(19) -0.27046(12) 0.87857(12) 0.0483(4) Uani 1 1 d . . . . .
H21A H 1.220159 -0.261338 0.893557 0.072 Uiso 1 1 calc GR . . . .
H21B H 1.095640 -0.325552 0.826290 0.072 Uiso 1 1 calc GR . . . .
H21C H 1.090244 -0.282174 0.921299 0.072 Uiso 1 1 calc GR . . . .
C22 C 0.99221(16) -0.14847(12) 0.89561(10) 0.0383(3) Uani 1 1 d . . . . .
H22 H 0.939403 -0.183270 0.917680 0.046 Uiso 1 1 calc R . . . .
C23 C 0.96295(15) -0.06551(12) 0.88979(10) 0.0356(3) Uani 1 1 d . . . . .
H23 H 0.891952 -0.044077 0.909001 0.043 Uiso 1 1 calc R . . . .
C24 C 0.89520(13) 0.09915(10) 0.87296(9) 0.0287(3) Uani 1 1 d . . . . .
H24A H 0.912590 0.129334 0.933577 0.034 Uiso 1 1 calc R . . . .
H24B H 0.825014 0.042386 0.854511 0.034 Uiso 1 1 calc R . . . .
C25 C 0.85731(13) 0.17061(10) 0.83732(9) 0.0269(3) Uani 1 1 d . . . . .
C26 C 0.80642(13) 0.12313(11) 0.74405(9) 0.0298(3) Uani 1 1 d . . . . .
C27 C 0.83339(15) 0.17145(13) 0.69336(10) 0.0367(3) Uani 1 1 d . . . . .
H27 H 0.885726 0.234025 0.716627 0.044 Uiso 1 1 calc R . . . .
C28 C 0.78454(18) 0.12900(15) 0.60941(11) 0.0469(4) Uani 1 1 d . . . . .
H28 H 0.804339 0.162560 0.575780 0.056 Uiso 1 1 calc R . . . .
C29 C 0.70767(19) 0.03868(16) 0.57454(11) 0.0539(5) Uani 1 1 d . . . . .
H29 H 0.674914 0.009703 0.517053 0.065 Uiso 1 1 calc R . . . .
C30 C 0.67862(19) -0.00940(14) 0.62387(12) 0.0510(5) Uani 1 1 d . . . . .
H30 H 0.624803 -0.071418 0.600223 0.061 Uiso 1 1 calc R . . . .
C31 C 0.72748(16) 0.03222(12) 0.70779(10) 0.0392(4) Uani 1 1 d . . . . .
H31 H 0.706780 -0.001777 0.740939 0.047 Uiso 1 1 calc R . . . .
C32 C 0.55796(14) 0.03790(11) 0.89210(9) 0.0312(3) Uani 1 1 d . . . . .
C33 C 0.62730(15) 0.02728(12) 0.95789(10) 0.0364(3) Uani 1 1 d . . . . .
H33 H 0.662332 0.081377 1.007658 0.044 Uiso 1 1 calc R . . . .
C34 C 0.64530(16) -0.06280(13) 0.95073(11) 0.0414(4) Uani 1 1 d . . . . .
H34 H 0.692677 -0.069893 0.996104 0.050 Uiso 1 1 calc R . . . .
C35 C 0.59554(17) -0.14282(12) 0.87862(12) 0.0420(4) Uani 1 1 d . . . . .
C36 C 0.6157(2) -0.24057(15) 0.87106(15) 0.0596(5) Uani 1 1 d . . . . .
H36A H 0.658990 -0.236850 0.924282 0.089 Uiso 1 1 calc GR . . . .
H36B H 0.667410 -0.262747 0.830454 0.089 Uiso 1 1 calc GR . . . .
H36C H 0.533991 -0.285697 0.853526 0.089 Uiso 1 1 calc GR . . . .
C37 C 0.52647(18) -0.13055(13) 0.81327(12) 0.0465(4) Uani 1 1 d . . . . .
H37 H 0.492210 -0.184535 0.763307 0.056 Uiso 1 1 calc R . . . .
C38 C 0.50645(16) -0.04132(12) 0.81935(11) 0.0411(4) Uani 1 1 d . . . . .
H38 H 0.458032 -0.034303 0.774282 0.049 Uiso 1 1 calc R . . . .
S1B S 0.97983(3) 0.64664(3) 0.40909(3) 0.03648(10) Uani 1 1 d . . . . .
O2B O 1.00676(12) 0.71680(8) 0.49114(8) 0.0515(3) Uani 1 1 d . . . . .
O3B O 1.07773(11) 0.62792(10) 0.36465(10) 0.0542(4) Uani 1 1 d . . . . .
N4B N 0.87984(12) 0.67976(9) 0.35475(9) 0.0320(3) Uani 1 1 d . . . . .
H4B H 0.8769(18) 0.6548(14) 0.3066(12) 0.038 Uiso 1 1 d R . . . .
N13B N 0.57409(11) 0.74540(9) 0.35554(8) 0.0294(3) Uani 1 1 d . . . . .
N16B N 0.44824(12) 0.56854(10) 0.34266(9) 0.0353(3) Uani 1 1 d . . . . .
C5B C 0.77897(13) 0.72410(10) 0.38525(9) 0.0273(3) Uani 1 1 d . . . . .
H5B H 0.788778 0.735045 0.444536 0.033 Uiso 1 1 calc R . . . .
C6B C 0.77929(14) 0.81938(10) 0.37757(8) 0.0281(3) Uani 1 1 d . . . . .
C7B C 0.87769(14) 0.89073(10) 0.38576(9) 0.0311(3) Uani 1 1 d . . . . .
H7B H 0.962101 0.883943 0.397851 0.037 Uiso 1 1 calc R . . . .
C8B C 0.85348(16) 0.97434(11) 0.37622(9) 0.0343(3) Uani 1 1 d . . . . .
C9B C 0.96136(18) 1.05111(12) 0.38170(11) 0.0448(4) Uani 1 1 d . . . . .
H9BA H 1.025936 1.066281 0.431025 0.067 Uiso 1 1 calc GR . . . .
H9BB H 0.930457 1.108823 0.384521 0.067 Uiso 1 1 calc GR . . . .
H9BC H 0.997929 1.028195 0.333126 0.067 Uiso 1 1 calc GR . . . .
C10B C 0.72861(16) 0.98173(11) 0.36025(9) 0.0363(3) Uani 1 1 d . . . . .
H10B H 0.711289 1.038081 0.354262 0.044 Uiso 1 1 calc R . . . .
C11B C 0.62719(15) 0.90973(11) 0.35261(9) 0.0340(3) Uani 1 1 d . . . . .
H11B H 0.542632 0.916884 0.342202 0.041 Uiso 1 1 calc R . . . .
C12B C 0.65420(14) 0.82756(10) 0.36072(8) 0.0279(3) Uani 1 1 d . . . . .
C14B C 0.43891(14) 0.71984(12) 0.32641(10) 0.0358(3) Uani 1 1 d . . . . .
H14C H 0.417765 0.690296 0.265742 0.043 Uiso 1 1 calc R . . . .
H14D H 0.403104 0.777840 0.344677 0.043 Uiso 1 1 calc R . . . .
C15B C 0.38424(15) 0.64946(13) 0.36073(12) 0.0408(4) Uani 1 1 d . . . . .
H15C H 0.394419 0.682404 0.420795 0.049 Uiso 1 1 calc R . . . .
H15D H 0.292937 0.625212 0.336281 0.049 Uiso 1 1 calc R . . . .
C17B C 0.38424(14) 0.48313(11) 0.34478(9) 0.0329(3) Uani 1 1 d . . . . .
C18B C 0.25751(15) 0.44495(12) 0.30358(10) 0.0377(3) Uani 1 1 d . . . . .
H18B H 0.215130 0.478489 0.276474 0.045 Uiso 1 1 calc R . . . .
C19B C 0.19376(15) 0.35937(12) 0.30197(10) 0.0407(4) Uani 1 1 d . . . . .
H19B H 0.108035 0.335500 0.273755 0.049 Uiso 1 1 calc R . . . .
C20B C 0.25088(16) 0.30696(12) 0.34028(10) 0.0401(4) Uani 1 1 d . . . . .
C21B C 0.1785(2) 0.21438(14) 0.33892(14) 0.0572(5) Uani 1 1 d . . . . .
H21D H 0.101081 0.225206 0.358778 0.086 Uiso 1 1 calc GR . . . .
H21E H 0.230698 0.192004 0.374382 0.086 Uiso 1 1 calc GR . . . .
H21F H 0.156842 0.165848 0.282703 0.086 Uiso 1 1 calc GR . . . .
C22B C 0.37624(17) 0.34461(13) 0.38063(11) 0.0407(4) Uani 1 1 d . . . . .
H22B H 0.418407 0.310162 0.406856 0.049 Uiso 1 1 calc R . . . .
C23B C 0.44193(15) 0.43111(12) 0.38386(10) 0.0378(3) Uani 1 1 d . . . . .
H23B H 0.527164 0.455205 0.413019 0.045 Uiso 1 1 calc R . . . .
C24B C 0.58320(14) 0.60078(11) 0.37842(10) 0.0331(3) Uani 1 1 d . . . . .
H24C H 0.623367 0.544908 0.367681 0.040 Uiso 1 1 calc R . . . .
H24D H 0.597110 0.635933 0.438498 0.040 Uiso 1 1 calc R . . . .
C25B C 0.64109(13) 0.66643(10) 0.33984(9) 0.0269(3) Uani 1 1 d . . . . .
C26B C 0.63410(13) 0.61146(10) 0.24801(9) 0.0292(3) Uani 1 1 d . . . . .
C27B C 0.61695(14) 0.65615(11) 0.19288(9) 0.0330(3) Uani 1 1 d . . . . .
H27B H 0.607845 0.720826 0.212406 0.040 Uiso 1 1 calc R . . . .
C28B C 0.61299(16) 0.60771(14) 0.11019(10) 0.0421(4) Uani 1 1 d . . . . .
H28B H 0.600266 0.639159 0.073631 0.051 Uiso 1 1 calc R . . . .
C29B C 0.62743(17) 0.51410(15) 0.08068(11) 0.0493(4) Uani 1 1 d . . . . .
H29B H 0.624566 0.481064 0.023971 0.059 Uiso 1 1 calc R . . . .
C30B C 0.64603(18) 0.46879(13) 0.13396(13) 0.0518(5) Uani 1 1 d . . . . .
H30B H 0.656666 0.404495 0.113958 0.062 Uiso 1 1 calc R . . . .
C31B C 0.64930(16) 0.51686(12) 0.21692(11) 0.0410(4) Uani 1 1 d . . . . .
H31B H 0.662072 0.484836 0.253021 0.049 Uiso 1 1 calc R . . . .
C32B C 0.90481(14) 0.53763(11) 0.41058(9) 0.0319(3) Uani 1 1 d . . . . .
C33B C 0.85124(16) 0.53638(12) 0.47552(10) 0.0380(3) Uani 1 1 d . . . . .
H33B H 0.855870 0.594476 0.520678 0.046 Uiso 1 1 calc R . . . .
C34B C 0.79067(16) 0.44972(13) 0.47430(11) 0.0413(4) Uani 1 1 d . . . . .
H34B H 0.753562 0.448994 0.518943 0.050 Uiso 1 1 calc R . . . .
C35B C 0.78318(15) 0.36418(12) 0.40928(10) 0.0382(3) Uani 1 1 d . . . . .
C36B C 0.71790(19) 0.26982(15) 0.40816(14) 0.0535(5) Uani 1 1 d . . . . .
H36D H 0.745060 0.266749 0.461547 0.080 Uiso 1 1 calc GR . . . .
H36E H 0.739832 0.217081 0.365318 0.080 Uiso 1 1 calc GR . . . .
H36F H 0.626379 0.264295 0.396894 0.080 Uiso 1 1 calc GR . . . .
C37B C 0.8401(2) 0.36705(12) 0.34558(11) 0.0488(4) Uani 1 1 d . . . . .
H37B H 0.837671 0.308873 0.301092 0.059 Uiso 1 1 calc R . . . .
C38B C 0.90034(19) 0.45288(12) 0.34557(11) 0.0444(4) Uani 1 1 d . . . . .
H38B H 0.938364 0.453685 0.301285 0.053 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 O2 1.4295(13) . ?
S1 O3 1.4301(12) . ?
S1 N4 1.6224(13) . ?
S1 C32 1.7642(15) . ?
N4 H4 0.84(2) . ?
N4 C5 1.4514(18) . ?
N13 C12 1.3852(19) . ?
N13 C14 1.4427(19) . ?
N13 C25 1.4686(18) . ?
N16 C15 1.468(2) . ?
N16 C17 1.4159(18) . ?
N16 C24 1.4608(17) . ?
C5 H5 1.0000 . ?
C5 C6 1.514(2) . ?
C5 C25 1.5700(18) . ?
C6 C7 1.376(2) . ?
C6 C12 1.396(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.400(2) . ?
C8 C9 1.511(2) . ?
C8 C10 1.390(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10 0.9500 . ?
C10 C11 1.397(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.385(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.516(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C17 C18 1.402(2) . ?
C17 C23 1.394(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.385(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.387(2) . ?
C20 C21 1.508(2) . ?
C20 C22 1.382(2) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22 0.9500 . ?
C22 C23 1.391(2) . ?
C23 H23 0.9500 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.5308(18) . ?
C25 C26 1.5379(19) . ?
C26 C27 1.399(2) . ?
C26 C31 1.393(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.389(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.377(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.381(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.388(2) . ?
C31 H31 0.9500 . ?
C32 C33 1.383(2) . ?
C32 C38 1.390(2) . ?
C33 H33 0.9500 . ?
C33 C34 1.385(2) . ?
C34 H34 0.9500 . ?
C34 C35 1.387(3) . ?
C35 C36 1.507(2) . ?
C35 C37 1.389(3) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37 0.9500 . ?
C37 C38 1.384(2) . ?
C38 H38 0.9500 . ?
S1B O2B 1.4284(14) . ?
S1B O3B 1.4274(13) . ?
S1B N4B 1.6201(13) . ?
S1B C32B 1.7608(16) . ?
N4B H4B 0.80(2) . ?
N4B C5B 1.4522(18) . ?
N13B C12B 1.3896(19) . ?
N13B C14B 1.4437(18) . ?
N13B C25B 1.4690(17) . ?
N16B C15B 1.472(2) . ?
N16B C17B 1.407(2) . ?
N16B C24B 1.4597(19) . ?
C5B H5B 1.0000 . ?
C5B C6B 1.5146(19) . ?
C5B C25B 1.5697(19) . ?
C6B C7B 1.368(2) . ?
C6B C12B 1.396(2) . ?
C7B H7B 0.9500 . ?
C7B C8B 1.409(2) . ?
C8B C9B 1.505(2) . ?
C8B C10B 1.389(2) . ?
C9B H9BA 0.9800 . ?
C9B H9BB 0.9800 . ?
C9B H9BC 0.9800 . ?
C10B H10B 0.9500 . ?
C10B C11B 1.399(2) . ?
C11B H11B 0.9500 . ?
C11B C12B 1.387(2) . ?
C14B H14C 0.9900 . ?
C14B H14D 0.9900 . ?
C14B C15B 1.514(2) . ?
C15B H15C 0.9900 . ?
C15B H15D 0.9900 . ?
C17B C18B 1.405(2) . ?
C17B C23B 1.397(2) . ?
C18B H18B 0.9500 . ?
C18B C19B 1.380(2) . ?
C19B H19B 0.9500 . ?
C19B C20B 1.390(3) . ?
C20B C21B 1.510(2) . ?
C20B C22B 1.388(2) . ?
C21B H21D 0.9800 . ?
C21B H21E 0.9800 . ?
C21B H21F 0.9800 . ?
C22B H22B 0.9500 . ?
C22B C23B 1.389(2) . ?
C23B H23B 0.9500 . ?
C24B H24C 0.9900 . ?
C24B H24D 0.9900 . ?
C24B C25B 1.527(2) . ?
C25B C26B 1.537(2) . ?
C26B C27B 1.398(2) . ?
C26B C31B 1.397(2) . ?
C27B H27B 0.9500 . ?
C27B C28B 1.386(2) . ?
C28B H28B 0.9500 . ?
C28B C29B 1.380(3) . ?
C29B H29B 0.9500 . ?
C29B C30B 1.378(3) . ?
C30B H30B 0.9500 . ?
C30B C31B 1.391(3) . ?
C31B H31B 0.9500 . ?
C32B C33B 1.380(2) . ?
C32B C38B 1.384(2) . ?
C33B H33B 0.9500 . ?
C33B C34B 1.385(2) . ?
C34B H34B 0.9500 . ?
C34B C35B 1.384(2) . ?
C35B C36B 1.507(2) . ?
C35B C37B 1.387(3) . ?
C36B H36D 0.9800 . ?
C36B H36E 0.9800 . ?
C36B H36F 0.9800 . ?
C37B H37B 0.9500 . ?
C37B C38B 1.382(2) . ?
C38B H38B 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
O2 S1 O3 120.77(8) . . ?
O2 S1 N4 107.55(7) . . ?
O2 S1 C32 107.55(7) . . ?
O3 S1 N4 105.18(7) . . ?
O3 S1 C32 107.68(8) . . ?
N4 S1 C32 107.47(7) . . ?
S1 N4 H4 114.8(16) . . ?
C5 N4 S1 123.01(10) . . ?
C5 N4 H4 120.5(16) . . ?
C12 N13 C14 126.33(13) . . ?
C12 N13 C25 110.41(12) . . ?
C14 N13 C25 117.61(12) . . ?
C17 N16 C15 115.00(12) . . ?
C17 N16 C24 116.79(12) . . ?
C24 N16 C15 111.94(12) . . ?
N4 C5 H5 107.5 . . ?
N4 C5 C6 114.21(12) . . ?
N4 C5 C25 117.30(12) . . ?
C6 C5 H5 107.5 . . ?
C6 C5 C25 102.23(11) . . ?
C25 C5 H5 107.5 . . ?
C7 C6 C5 130.80(14) . . ?
C7 C6 C12 121.33(14) . . ?
C12 C6 C5 107.78(12) . . ?
C6 C7 H7 120.2 . . ?
C6 C7 C8 119.52(15) . . ?
C8 C7 H7 120.2 . . ?
C7 C8 C9 120.66(17) . . ?
C10 C8 C7 118.21(15) . . ?
C10 C8 C9 121.13(17) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10 118.5 . . ?
C8 C10 C11 123.07(16) . . ?
C11 C10 H10 118.5 . . ?
C10 C11 H11 121.3 . . ?
C12 C11 C10 117.31(16) . . ?
C12 C11 H11 121.3 . . ?
N13 C12 C6 109.44(13) . . ?
N13 C12 C11 130.00(15) . . ?
C11 C12 C6 120.53(14) . . ?
N13 C14 H14A 110.1 . . ?
N13 C14 H14B 110.1 . . ?
N13 C14 C15 108.00(13) . . ?
H14A C14 H14B 108.4 . . ?
C15 C14 H14A 110.1 . . ?
C15 C14 H14B 110.1 . . ?
N16 C15 C14 110.57(13) . . ?
N16 C15 H15A 109.5 . . ?
N16 C15 H15B 109.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
C18 C17 N16 119.75(14) . . ?
C23 C17 N16 123.01(13) . . ?
C23 C17 C18 117.22(14) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.79(15) . . ?
C19 C18 H18 119.6 . . ?
C18 C19 H19 119.0 . . ?
C18 C19 C20 122.02(15) . . ?
C20 C19 H19 119.0 . . ?
C19 C20 C21 121.49(16) . . ?
C22 C20 C19 117.13(15) . . ?
C22 C20 C21 121.38(16) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22 119.1 . . ?
C20 C22 C23 121.86(16) . . ?
C23 C22 H22 119.1 . . ?
C17 C23 H23 119.5 . . ?
C22 C23 C17 120.96(15) . . ?
C22 C23 H23 119.5 . . ?
N16 C24 H24A 109.7 . . ?
N16 C24 H24B 109.7 . . ?
N16 C24 C25 110.00(11) . . ?
H24A C24 H24B 108.2 . . ?
C25 C24 H24A 109.7 . . ?
C25 C24 H24B 109.7 . . ?
N13 C25 C5 99.77(11) . . ?
N13 C25 C24 106.91(11) . . ?
N13 C25 C26 112.84(12) . . ?
C24 C25 C5 113.52(11) . . ?
C24 C25 C26 112.25(12) . . ?
C26 C25 C5 110.90(11) . . ?
C27 C26 C25 121.11(14) . . ?
C31 C26 C25 120.98(14) . . ?
C31 C26 C27 117.85(15) . . ?
C26 C27 H27 119.6 . . ?
C28 C27 C26 120.78(17) . . ?
C28 C27 H27 119.6 . . ?
C27 C28 H28 119.7 . . ?
C29 C28 C27 120.54(17) . . ?
C29 C28 H28 119.7 . . ?
C28 C29 H29 120.3 . . ?
C28 C29 C30 119.41(17) . . ?
C30 C29 H29 120.3 . . ?
C29 C30 H30 119.8 . . ?
C29 C30 C31 120.49(19) . . ?
C31 C30 H30 119.8 . . ?
C26 C31 H31 119.5 . . ?
C30 C31 C26 120.92(17) . . ?
C30 C31 H31 119.5 . . ?
C33 C32 S1 120.50(12) . . ?
C33 C32 C38 120.21(15) . . ?
C38 C32 S1 119.29(12) . . ?
C32 C33 H33 120.2 . . ?
C32 C33 C34 119.55(16) . . ?
C34 C33 H33 120.2 . . ?
C33 C34 H34 119.3 . . ?
C33 C34 C35 121.32(16) . . ?
C35 C34 H34 119.3 . . ?
C34 C35 C36 121.11(18) . . ?
C34 C35 C37 118.20(16) . . ?
C37 C35 C36 120.69(18) . . ?
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 . . ?
C35 C37 H37 119.3 . . ?
C38 C37 C35 121.41(17) . . ?
C38 C37 H37 119.3 . . ?
C32 C38 H38 120.3 . . ?
C37 C38 C32 119.30(16) . . ?
C37 C38 H38 120.3 . . ?
O2B S1B N4B 107.02(7) . . ?
O2B S1B C32B 107.28(8) . . ?
O3B S1B O2B 120.89(9) . . ?
O3B S1B N4B 105.19(8) . . ?
O3B S1B C32B 107.88(7) . . ?
N4B S1B C32B 108.03(7) . . ?
S1B N4B H4B 113.0(14) . . ?
C5B N4B S1B 123.26(11) . . ?
C5B N4B H4B 121.1(14) . . ?
C12B N13B C14B 126.12(12) . . ?
C12B N13B C25B 109.72(11) . . ?
C14B N13B C25B 117.04(12) . . ?
C17B N16B C15B 117.39(12) . . ?
C17B N16B C24B 118.23(12) . . ?
C24B N16B C15B 111.54(13) . . ?
N4B C5B H5B 108.3 . . ?
N4B C5B C6B 113.41(12) . . ?
N4B C5B C25B 116.03(12) . . ?
C6B C5B H5B 108.3 . . ?
C6B C5B C25B 102.16(11) . . ?
C25B C5B H5B 108.3 . . ?
C7B C6B C5B 130.45(13) . . ?
C7B C6B C12B 121.53(13) . . ?
C12B C6B C5B 108.01(12) . . ?
C6B C7B H7B 120.1 . . ?
C6B C7B C8B 119.82(14) . . ?
C8B C7B H7B 120.1 . . ?
C7B C8B C9B 119.91(15) . . ?
C10B C8B C7B 117.92(15) . . ?
C10B C8B C9B 122.16(14) . . ?
C8B C9B H9BA 109.5 . . ?
C8B C9B H9BB 109.5 . . ?
C8B C9B H9BC 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?
C8B C10B H10B 118.6 . . ?
C8B C10B C11B 122.80(14) . . ?
C11B C10B H10B 118.6 . . ?
C10B C11B H11B 121.1 . . ?
C12B C11B C10B 117.81(14) . . ?
C12B C11B H11B 121.1 . . ?
N13B C12B C6B 109.52(12) . . ?
C11B C12B N13B 130.38(14) . . ?
C11B C12B C6B 120.10(14) . . ?
N13B C14B H14C 110.0 . . ?
N13B C14B H14D 110.0 . . ?
N13B C14B C15B 108.37(13) . . ?
H14C C14B H14D 108.4 . . ?
C15B C14B H14C 110.0 . . ?
C15B C14B H14D 110.0 . . ?
N16B C15B C14B 110.47(13) . . ?
N16B C15B H15C 109.6 . . ?
N16B C15B H15D 109.6 . . ?
C14B C15B H15C 109.6 . . ?
C14B C15B H15D 109.6 . . ?
H15C C15B H15D 108.1 . . ?
C18B C17B N16B 119.60(14) . . ?
C23B C17B N16B 123.13(14) . . ?
C23B C17B C18B 117.23(15) . . ?
C17B C18B H18B 119.6 . . ?
C19B C18B C17B 120.88(15) . . ?
C19B C18B H18B 119.6 . . ?
C18B C19B H19B 118.9 . . ?
C18B C19B C20B 122.16(16) . . ?
C20B C19B H19B 118.9 . . ?
C19B C20B C21B 121.19(17) . . ?
C22B C20B C19B 116.85(16) . . ?
C22B C20B C21B 121.95(17) . . ?
C20B C21B H21D 109.5 . . ?
C20B C21B H21E 109.5 . . ?
C20B C21B H21F 109.5 . . ?
H21D C21B H21E 109.5 . . ?
H21D C21B H21F 109.5 . . ?
H21E C21B H21F 109.5 . . ?
C20B C22B H22B 119.0 . . ?
C20B C22B C23B 122.02(16) . . ?
C23B C22B H22B 119.0 . . ?
C17B C23B H23B 119.6 . . ?
C22B C23B C17B 120.84(15) . . ?
C22B C23B H23B 119.6 . . ?
N16B C24B H24C 110.0 . . ?
N16B C24B H24D 110.0 . . ?
N16B C24B C25B 108.48(12) . . ?
H24C C24B H24D 108.4 . . ?
C25B C24B H24C 110.0 . . ?
C25B C24B H24D 110.0 . . ?
N13B C25B C5B 100.22(11) . . ?
N13B C25B C24B 106.97(11) . . ?
N13B C25B C26B 112.54(11) . . ?
C24B C25B C5B 114.14(11) . . ?
C24B C25B C26B 111.50(12) . . ?
C26B C25B C5B 110.95(11) . . ?
C27B C26B C25B 120.73(13) . . ?
C31B C26B C25B 121.69(14) . . ?
C31B C26B C27B 117.53(15) . . ?
C26B C27B H27B 119.4 . . ?
C28B C27B C26B 121.13(15) . . ?
C28B C27B H27B 119.4 . . ?
C27B C28B H28B 119.8 . . ?
C29B C28B C27B 120.39(17) . . ?
C29B C28B H28B 119.8 . . ?
C28B C29B H29B 120.2 . . ?
C30B C29B C28B 119.62(16) . . ?
C30B C29B H29B 120.2 . . ?
C29B C30B H30B 119.9 . . ?
C29B C30B C31B 120.24(17) . . ?
C31B C30B H30B 119.9 . . ?
C26B C31B H31B 119.5 . . ?
C30B C31B C26B 121.09(17) . . ?
C30B C31B H31B 119.5 . . ?
C33B C32B S1B 120.70(12) . . ?
C33B C32B C38B 120.31(16) . . ?
C38B C32B S1B 118.99(13) . . ?
C32B C33B H33B 120.3 . . ?
C32B C33B C34B 119.45(15) . . ?
C34B C33B H33B 120.3 . . ?
C33B C34B H34B 119.4 . . ?
C35B C34B C33B 121.26(16) . . ?
C35B C34B H34B 119.4 . . ?
C34B C35B C36B 121.27(17) . . ?
C34B C35B C37B 118.22(16) . . ?
C37B C35B C36B 120.49(17) . . ?
C35B C36B H36D 109.5 . . ?
C35B C36B H36E 109.5 . . ?
C35B C36B H36F 109.5 . . ?
H36D C36B H36E 109.5 . . ?
H36D C36B H36F 109.5 . . ?
H36E C36B H36F 109.5 . . ?
C35B C37B H37B 119.4 . . ?
C38B C37B C35B 121.29(16) . . ?
C38B C37B H37B 119.4 . . ?
C32B C38B H38B 120.3 . . ?
C37B C38B C32B 119.45(16) . . ?
C37B C38B H38B 120.3 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.338
_oxdiff_exptl_absorpt_empirical_full_min 0.695
####################################################################### 
# 
# 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_ajgi879b
_database_code_depnum_ccdc_archive 'CCDC 2015204'
loop_
_audit_author_name
_audit_author_address
'Celine Besnard'
;university of Geneva
Switzerland
;
_audit_update_record             
;
2020-07-09 deposited with the CCDC.	2020-11-23 downloaded from the CCDC.
;
_audit_creation_date             2019-12-05
_audit_creation_method           
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H25 N3 O2'
_chemical_formula_sum            'C26 H25 N3 O2'
_chemical_formula_weight         411.49
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C26 H25 N3 O2'
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           45
_space_group_name_H-M_alt        'I b a 2'
_space_group_name_Hall           'I 2 -2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'x+1, -y+1, z+1/2'
'-x+1, y+1, z+1/2'

_cell_length_a                   18.50216(12)
_cell_length_b                   21.27952(14)
_cell_length_c                   10.92519(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4301.43(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    53948
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      74.2240
_cell_measurement_theta_min      3.1410
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.647
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.408
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.43a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1744
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -1 0 0.0409
1 1 0 0.0085
1 0 -1 0.2544
1 1 2 0.2818
-1 1 0 0.0559
1 -1 0 0.0481

_exptl_crystal_size_max          0.652
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.049
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.9995 -1.0001 0.0000 -0.0166 -0.1011 0.0407
0.9995 1.0001 -0.0000 0.0166 0.1011 -0.0407
0.9998 -0.0005 -0.9999 -0.0594 0.1174 0.0975
0.9989 1.0012 1.9997 0.0467 -0.0079 -0.2991
-0.9996 1.0001 -0.0000 0.1051 -0.0247 0.0226
0.9996 -1.0001 0.0000 -0.1051 0.0247 -0.0226

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_unetI/netI     0.0090
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            89610
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.897
_diffrn_reflns_theta_min         3.165
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix-Arc
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -91.00 -66.00   0.50    1.00    --  -57.24 154.00-128.00   50
  2  ω    -53.00 -20.00   0.50    1.00    --  -57.24  93.00-179.00   66
  3  ω    -51.00 -13.00   0.50    1.00    --  -57.24 120.00  74.00   76
  4  ω   -106.00 -62.00   0.50    1.00    --  -57.24 -31.00-154.00   88
  5  ω    -33.00  -8.00   0.50    1.00    --  -57.24  31.00   5.00   50
  6  ω     24.00  49.00   0.50    1.00    --   60.61 -93.00  68.00   50
  7  ω     63.00  88.00   0.50    1.00    --   60.61  31.00   5.00   50
  8  ω     55.00  80.00   0.50    1.00    --   60.61-154.00-167.00   50
  9  ω     36.00  61.00   0.50    1.00    --   75.13 -93.00  68.00   50
 10  ω     54.00  80.00   0.50    1.00    --   75.13-120.00 -10.00   52
 11  ω     38.00  63.00   0.50    1.00    --   77.04 -93.00  68.00   50
 12  ω     63.00  89.00   0.50    1.00    --   77.04-154.00-167.00   52
 13  ω     80.00 105.00   0.50    1.00    --   77.04  31.00   5.00   50
 14  ω    -35.00 -10.00   0.50    1.00    --  -57.24  30.00   0.00   50
 15  ω     41.00  79.00   0.50    1.00    --   75.13 -94.00-120.00   76
 16  ω     37.00  79.00   0.50    1.00    --   75.13 -94.00  90.00   84
 17  ω     93.00 118.00   0.50    1.00    --   77.04  30.00  60.00   50
 18  ω     92.00 127.00   0.50    1.00    --   77.04  30.00  90.00   70
 19  ω     84.00 110.00   0.50    1.00    --   81.25-152.00 135.67   52
 20  ω     40.00 101.00   0.50    1.00    --   81.25-108.00 164.97  122
 21  ω     43.00  76.00   0.50    1.00    --   81.25 -73.00 -49.66   66
 22  ω    101.00 126.00   0.50    1.00    --   81.25   8.00  11.67   50
 23  ω     43.00  68.00   0.50    1.00    --   81.25-113.00  85.23   50
 24  ω     49.00  75.00   0.50    1.00    --   81.25   0.00 175.68   52
 25  ω     45.00  71.00   0.50    1.00    --   81.25   0.00  -4.18   52
 26  ω     72.00 115.00   0.50    1.00    --   81.25  -1.00  73.92   86
 27  ω     92.00 117.00   0.50    1.00    --   81.25  58.00 -99.83   50
 28  ω     37.00  62.00   0.50    1.00    --   81.25 -54.00 -86.77   50
 29  ω     89.00 114.00   0.50    1.00    --   81.25  36.00 -48.98   50
 30  ω     55.00 106.00   0.50    1.00    --   81.25-115.00 -98.49  102
 31  ω     53.00 105.00   0.50    1.00    --   81.25  14.00 171.17  104
 32  ω     42.00 115.00   0.50    1.00    --   81.25-138.00 166.72  146
 33  ω     47.00  83.00   0.50    1.00    --   81.25   8.00  11.67   72
 34  ω     48.00  74.00   0.50    1.00    --   81.25 -80.00 162.42   52
 35  ω     57.00  92.00   0.50    1.00    --   81.25-122.00  47.57   70
 36  ω     71.00 103.00   0.50    1.00    --   81.25 163.00-166.54   64
 37  ω     56.00 102.00   0.50    1.00    --   81.25   5.00 116.37   92
 38  ω     57.00  83.00   0.50    1.00    --   75.13-154.00-167.00   52
 39  ω    -14.00  14.00   0.50    1.00    --    0.00 102.00 -54.87   56
 40  ω     -4.00  21.00   0.50    1.00    --    8.00  97.00 131.50   50
 41  ω      5.00  30.00   0.50    1.00    --   16.00  95.00-117.12   50
 42  ω     12.00  38.00   0.50    1.00    --   20.00  92.00 -97.54   52
 43  ω     12.00  37.00   0.50    1.00    --   20.00  91.00 -13.12   50
 44  ω     12.00  37.00   0.50    1.00    --   20.00  91.00 116.16   50
 45  ω     16.00  41.00   0.50    1.00    --   24.00  91.00  46.18   50
 46  ω    -41.00  -8.00   0.50    1.00    --  -24.00 104.00 119.35   66
 47  ω     16.00  41.00   0.50    1.00    --   24.00  91.00-178.77   50
 48  ω     30.00  55.00   0.50    1.00    --   28.00  75.00 121.30   50
 49  ω     29.00  54.00   0.50    1.00    --   28.00  77.00 -41.52   50
 50  ω     34.00  59.00   0.50    1.00    --   28.00  67.00  73.59   50
 51  ω    -60.00 -35.00   0.50    1.00    --  -32.00 -74.00 160.82   50
 52  ω     31.00  56.00   0.50    1.00    --   32.00  80.00 141.99   50
 53  ω     35.00  60.00   0.50    1.00    --   36.00  80.00 157.40   50
 54  ω     36.00  61.00   0.50    1.00    --   36.00  79.00-117.02   50
 55  ω     36.00  61.00   0.50    1.00    --   36.00  78.00  19.56   50
 56  ω     37.00  62.00   0.50    1.00    --   36.00  77.00  79.41   50
 57  ω     38.00  63.00   0.50    1.00    --   36.00  75.00-126.95   50
 58  ω     38.00  63.00   0.50    1.00    --   36.00  76.00 -29.75   50
 59  ω     41.00  66.00   0.50    1.00    --   36.00  69.00  11.30   50
 60  ω    -67.00 -41.00   0.50    1.00    --  -40.00 -76.00 -26.98   52
 61  ω     46.00  71.00   0.50    1.00    --   40.00  65.00  41.21   50
 62  ω     42.00  67.00   0.50    1.00    --   40.00  75.00 -73.12   50
 63  ω     45.00  71.00   0.50    1.00    --   44.00  79.00  43.11   52
 64  ω    -69.00 -43.00   0.50    1.00    --  -44.00 -80.00 168.67   52
 65  ω     43.00  68.00   0.50    1.00    --   44.00  80.00 118.00   50
 66  ω     46.00  71.00   0.50    1.00    --   44.00  76.00-105.86   50
 67  ω     43.00  68.00   0.50    1.00    --   44.00  80.00-127.95   50
 68  ω    -71.00 -46.00   0.50    1.00    --  -44.00 -75.00 -84.86   50
 69  ω     43.00  68.00   0.50    1.00    --   44.00  80.00  98.39   50
 70  ω     47.00  72.00   0.50    1.00    --   48.00  80.00-159.58   50
 71  ω     54.00  79.00   0.50    1.00    --   48.00  65.00 157.95   50
 72  ω     47.00  72.00   0.50    1.00    --   48.00  80.00 -87.35   50
 73  ω     57.00  82.00   0.50    1.00    --   52.00  71.00  15.55   50
 74  ω     55.00  80.00   0.50    1.00    --   52.00  73.00 -40.78   50
 75  ω     51.00  76.00   0.50    1.00    --   52.00  80.00 152.01   50
 76  ω     58.00  83.00   0.50    1.00    --   52.00  66.00  87.42   50
 77  ω     56.00  81.00   0.50    1.00    --   52.00  72.00 -28.48   50
 78  ω     57.00  82.00   0.50    1.00    --   52.00  70.00  -0.66   50
 79  ω     59.00  84.00   0.50    1.00    --   52.00  63.00-160.34   50
 80  ω     57.00  82.00   0.50    1.00    --   52.00  70.00 -55.74   50
 81  ω     51.00  76.00   0.50    1.00    --   52.00  80.00  22.17   50
 82  ω     60.00  85.00   0.50    1.00    --   56.00  72.00  38.63   50
 83  ω    -87.00 -61.00   0.50    1.00    --  -56.00 -71.00-135.04   52
 84  ω     61.00  86.00   0.50    1.00    --   56.00  71.00-138.13   50
 85  ω    -34.00  -8.00   0.50    1.00    --  -57.24  30.00 -60.00   52
 86  ω    -35.00  -8.00   0.50    1.00    --  -57.24  30.00  60.00   54
 87  ω    -35.00 -10.00   0.50    1.00    --  -57.24  30.00  30.00   50
 88  ω    -35.00 -10.00   0.50    1.00    --  -57.24  30.00 120.00   50
 89  ω    -35.00 -10.00   0.50    1.00    --  -57.24  30.00-150.00   50
 90  ω    -35.00  -9.00   0.50    1.00    --  -57.24  30.00-180.00   52
 91  ω    -35.00 -10.00   0.50    1.00    --  -57.24  30.00  90.00   50
 92  ω     64.00  89.00   0.50    1.00    --   60.00  72.00 -17.69   50
 93  ω     65.00  90.00   0.50    1.00    --   60.00  70.00  68.82   50
 94  ω     67.00  92.00   0.50    1.00    --   64.00  73.00   1.58   50
 95  ω     67.00  92.00   0.50    1.00    --   64.00  73.00 100.96   50
 96  ω    -90.00 -64.00   0.50    1.00    --  -64.50 -80.00 -98.53   52
 97  ω    -99.00 -73.00   0.50    1.00    --  -64.50 -76.00  71.25   52
 98  ω    -93.00 -67.00   0.50    1.00    --  -64.50 -75.00  27.01   52
 99  ω    -92.00 -66.00   0.50    1.00    --  -64.50 -79.00 124.34   52
100  ω    -94.00 -65.00   0.50    1.00    --  -64.50 -78.00 -60.54   58
101  ω    -92.00 -66.00   0.50    1.00    --  -64.50 -78.00-154.59   52
102  ω    -92.00 -66.00   0.50    1.00    --  -64.50 -78.00-168.59   52
103  ω    -92.00 -66.00   0.50    1.00    --  -64.50 -80.00-174.43   52
104  ω    -90.00 -64.00   0.50    1.00    --  -64.50 -79.00 -30.94   52
105  ω    -93.00 -67.00   0.50    1.00    --  -64.50 -75.00  49.09   52
106  ω   -100.00 -64.00   0.50    1.00    --  -64.50 -80.00 171.02   72
107  ω    -91.00 -65.00   0.50    1.00    --  -64.50 -77.00 107.80   52
108  ω    -91.00 -65.00   0.50    1.00    --  -64.50 -78.00 148.49   52
109  ω   -113.00 -76.00   0.50    1.00    --  -64.50 -36.00 176.94   74
110  ω    -90.00 -65.00   0.50    1.00    --  -64.50 -78.00 126.59   50
111  ω    -94.00 -68.00   0.50    1.00    --  -64.50 -72.00 -88.97   52
112  ω    -91.00 -65.00   0.50    1.00    --  -64.50 -79.00  95.30   52
113  ω    -89.00 -64.00   0.50    1.00    --  -64.50 -79.00-123.47   50
114  ω   -104.00 -79.00   0.50    1.00    --  -64.50 -71.00  96.47   50
115  ω     68.00  98.00   0.50    1.00    --   68.00  79.00   9.35   60
116  ω     71.00  96.00   0.50    1.00    --   68.00  74.00-119.59   50
117  ω     71.00  96.00   0.50    1.00    --   68.00  74.00 124.66   50
118  ω     36.00 107.00   0.50    1.00    --   75.13   0.00 120.00  142
119  ω     36.00  62.00   0.50    1.00    --   75.13   0.00-150.00   52
120  ω     34.00  60.00   0.50    1.00    --   75.13-125.00 -90.00   52
121  ω     99.00 124.00   0.50    1.00    --   75.13-154.00-167.00   50
122  ω     82.00 107.00   0.50    1.00    --   76.00  68.00 -35.09   50
123  ω     44.00  74.00   0.50    1.00    --   77.04-125.00 -60.00   60
124  ω     79.00 111.00   0.50    1.00    --   77.04  30.00-180.00   64
125  ω     73.00 105.00   0.50    1.00    --   77.04-125.00  60.00   64
126  ω     41.00  67.00   0.50    1.00    --   77.04-125.00  60.00   52
127  ω     38.00  63.00   0.50    1.00    --   77.04 -94.00 -60.00   50
128  ω     38.00  73.00   0.50    1.00    --   77.04-125.00-150.00   70
129  ω     48.00  81.00   0.50    1.00    --   77.04-125.00  30.00   66
130  ω     37.00  81.00   0.50    1.00    --   77.04-125.00 -30.00   88
131  ω     77.00 102.00   0.50    1.00    --   77.04-125.00 -60.00   50
132  ω     45.00  90.00   0.50    1.00    --   77.04   0.00  60.00   90
133  ω     90.00 116.00   0.50    1.00    --   77.04  30.00 -60.00   52
134  ω     37.00  66.00   0.50    1.00    --   77.04 -94.00-150.00   58
135  ω     51.00  77.00   0.50    1.00    --   77.04-125.00 150.00   52
136  ω     79.00 107.00   0.50    1.00    --   80.00  80.00 -68.87   56
137  ω     83.00 108.00   0.50    1.00    --   81.25  76.00 -93.25   50
138  ω     91.00 119.00   0.50    1.00    --   81.25  59.00   7.58   56
139  ω     62.00 120.00   0.50    1.00    --   81.25  -2.00-161.63  116
140  ω     83.00 110.00   0.50    1.00    --   81.25-125.00-138.29   54
141  ω     67.00 105.00   0.50    1.00    --   81.25-118.00-117.96   76
142  ω     35.00  61.00   0.50    1.00    --   81.25-118.00-117.96   52
143  ω     42.00  68.00   0.50    1.00    --   81.25-125.00-138.29   52
144  ω     90.00 115.00   0.50    1.00    --   81.25  54.00  94.00   50
145  ω     65.00  91.00   0.50    1.00    --   81.25-174.00  37.70   52
146  ω    105.00 130.00   0.50    1.00    --   81.25  19.00 -31.45   50
147  ω     59.00  85.00   0.50    1.00    --   81.25  19.00 -31.45   52
148  ω     92.00 118.00   0.50    1.00    --   81.25  22.00  34.17   52
149  ω     62.00  88.00   0.50    1.00    --   81.25  22.00  34.17   52
150  ω     83.00 109.00   0.50    1.00    --   81.25-120.00  84.46   52
151  ω     76.00 111.00   0.50    1.00    --   81.25-125.00 163.80   70
152  ω     36.00  62.00   0.50    1.00    --   81.25-120.00  84.46   52
153  ω     51.00 106.00   0.50    1.00    --   81.25-152.00 -46.25  110
154  ω     42.00  76.00   0.50    1.00    --   81.25 -67.00-141.95   68
155  ω     95.00 121.00   0.50    1.00    --   81.25  55.00-125.23   52
156  ω     84.00 109.00   0.50    1.00    --   81.25  74.00  22.86   50
157  ω     90.00 125.00   0.50    1.00    --   81.25  47.00-148.61   70
158  ω     87.00 114.00   0.50    1.00    --   81.25  76.00  32.95   54
159  ω     44.00  73.00   0.50    1.00    --   81.25 -69.00  12.95   58
160  ω     82.00 116.00   0.50    1.00    --   81.25  78.00 141.48   68
161  ω     41.00 120.00   0.50    1.00    --   81.25  -2.00 -76.76  158
162  ω     89.00 115.00   0.50    1.00    --   81.25  60.00 -14.95   52
163  ω     89.00 130.00   0.50    1.00    --   81.25-155.00   9.85   82
164  ω     51.00  76.00   0.50    1.00    --   81.25-155.00   9.85   50
165  ω     58.00  84.00   0.50    1.00    --   81.25-154.00 134.21   52
166  ω     90.00 116.00   0.50    1.00    --   81.25-132.00  26.70   52
167  ω     38.00  82.00   0.50    1.00    --   81.25-132.00  26.70   88
168  ω     84.00 119.00   0.50    1.00    --   81.25  75.00  95.30   70
169  ω     81.00 118.00   0.50    1.00    --   81.25  79.00   2.00   74
170  ω     89.00 122.00   0.50    1.00    --   81.25  58.00-133.33   66
171  ω     61.00 121.00   0.50    1.00    --   81.25  22.00-145.39  120
172  ω     55.00  80.00   0.50    1.00    --   60.61-154.00-167.00   50
173  ω     82.00 107.00   0.50    1.00    --   81.25  77.00 110.58   50
174  ω     51.00  77.00   0.50    1.00    --   81.25 -73.00-110.12   52
175  ω     37.00  63.00   0.50    1.00    --   81.25-112.00  30.60   52
176  ω     72.00  98.00   0.50    1.00    --   81.25-112.00  30.60   52
177  ω     81.00 106.00   0.50    1.00    --   81.25  79.00 154.27   50
178  ω     80.00 105.00   0.50    1.00    --   77.04-120.00 -10.00   50
179  ω     51.00 102.00   0.50    1.00    --   81.25-146.00  82.66  102
180  ω     82.00 107.00   0.50    1.00    --   81.25  77.00  81.03   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix-Arc'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0443184000
_diffrn_orient_matrix_UB_12      0.0608389000
_diffrn_orient_matrix_UB_13      0.0150123000
_diffrn_orient_matrix_UB_21      0.0629204000
_diffrn_orient_matrix_UB_22      0.0381882000
_diffrn_orient_matrix_UB_23      -0.0545154000
_diffrn_orient_matrix_UB_31      -0.0316931000
_diffrn_orient_matrix_UB_32      -0.0090402000
_diffrn_orient_matrix_UB_33      -0.1292336000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.869
_reflns_Friedel_fraction_full    0.991
_reflns_Friedel_fraction_max     0.974
_reflns_number_gt                4241
_reflns_number_total             4355
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT n/a (Sheldrick, 2015)'
_refine_diff_density_max         0.112
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
 Flack parameter: the space groupÃ? contains symmetry element of the second kind.
 The NO2 group is disordered and was refined using 2 components with the following restraints:
SADI N29A C28 N29B C28
SADI O30A N29A O30B N29B O31A N29A O31B N29B
RIGU O30B O31B N29B C28
RIGU O30A O31A N29A C28
;
_refine_ls_abs_structure_Flack   -0.1(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         4355
_refine_ls_number_restraints     44
_refine_ls_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0280
_refine_ls_restrained_S_all      1.047
_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)+(0.0443P)²+0.9442P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0720
_refine_special_details          
;
 Refined as a 2-component inversion twin.
 The NO2 group is disordered and was refined using 2 components with the following restraints:
SADI N29A C28 N29B C28
SADI O30A N29A O30B N29B O31A N29A O31B N29B
RIGU O30B O31B N29B C28
RIGU O30A O31A N29A C28
The flack parameter was included in the least-square matrix, giving a value of -0.1(3).
 The more sensitive post refinement Flack parameter determined using 1935 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259) confirm the handleness of a structure with a value of 0.02(7)
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 1.1(3)
 -0.1(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 N29A-C28 \\sim N29B-C28
 with sigma of 0.02
 O30A-N29A \\sim O30B-N29B \\sim O31A-N29A \\sim O31B-N29B
 with sigma of 0.02
4. Rigid body (RIGU) restrains
 O30B, O31B, N29B, C28
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O30A, O31A, N29A, C28
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(O30B)=Sof(O31B)=Sof(N29B)=Sof(H28C)=Sof(H28D)=1-FVAR(1)
 Sof(O30A)=Sof(O31A)=Sof(N29A)=Sof(H28A)=Sof(H28B)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C5(H5)
6.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C28(H28C,H28D), C28(H28A,H28B)
6.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C12(H12), C13(H13), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20),
 C22(H22), C23(H23), C26(H26), C27(H27)
6.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C25(H25A,H25B,H25C)
;
_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
O30A O 0.5491(6) 0.6666(9) 0.9008(7) 0.075(3) Uani 0.48(3) 1 d D . P A 1
O30B O 0.5343(5) 0.6350(9) 0.8902(8) 0.070(3) Uani 0.52(3) 1 d D . P A 2
O31A O 0.5022(7) 0.5765(7) 0.8464(16) 0.087(4) Uani 0.48(3) 1 d D . P A 1
O31B O 0.4766(8) 0.5606(4) 0.7948(14) 0.079(3) Uani 0.52(3) 1 d D . P A 2
N1 N 0.64541(8) 0.63118(6) 0.43545(13) 0.0297(3) Uani 1 1 d . . . . .
N4 N 0.63487(7) 0.57586(6) 0.66475(13) 0.0295(3) Uani 1 1 d . . . . .
N29A N 0.5268(7) 0.6294(8) 0.8246(11) 0.054(3) Uani 0.48(3) 1 d D . P A 1
N29B N 0.5102(6) 0.6103(5) 0.7977(11) 0.0499(19) Uani 0.52(3) 1 d D . P A 2
C2 C 0.65802(10) 0.56355(8) 0.44311(16) 0.0347(4) Uani 1 1 d . . . . .
H2A H 0.710417 0.554893 0.450398 0.042 Uiso 1 1 calc R U . . .
H2B H 0.639743 0.542484 0.368472 0.042 Uiso 1 1 calc R U . . .
C3 C 0.61843(9) 0.53918(7) 0.55506(16) 0.0330(4) Uani 1 1 d . . . . .
H3A H 0.565726 0.540571 0.539650 0.040 Uiso 1 1 calc R U . . .
H3B H 0.632117 0.494793 0.569188 0.040 Uiso 1 1 calc R U . . .
C5 C 0.60915(9) 0.64093(7) 0.65572(15) 0.0300(3) Uani 1 1 d . . . . .
H5 H 0.635855 0.666643 0.717568 0.036 Uiso 1 1 calc R U . . .
C6 C 0.62321(8) 0.66881(7) 0.53078(14) 0.0275(3) Uani 1 1 d . . . . .
C7 C 0.61611(8) 0.73001(7) 0.49134(15) 0.0273(3) Uani 1 1 d . . . . .
C8 C 0.63659(8) 0.73050(7) 0.36456(14) 0.0272(3) Uani 1 1 d . . . . .
C9 C 0.64449(8) 0.77781(8) 0.27577(15) 0.0295(3) Uani 1 1 d . . . . .
H9 H 0.632650 0.820106 0.295099 0.035 Uiso 1 1 calc R U . . .
C10 C 0.66959(9) 0.76262(8) 0.15992(15) 0.0321(3) Uani 1 1 d . . . . .
C11 C 0.68049(10) 0.81201(10) 0.06268(18) 0.0407(4) Uani 1 1 d . . . . .
H11A H 0.678388 0.853818 0.100117 0.061 Uiso 1 1 calc R U . . .
H11B H 0.642407 0.808262 0.000770 0.061 Uiso 1 1 calc R U . . .
H11C H 0.727774 0.806042 0.023944 0.061 Uiso 1 1 calc R U . . .
C12 C 0.68572(10) 0.69934(9) 0.13215(16) 0.0357(4) Uani 1 1 d . . . . .
H12 H 0.701678 0.689246 0.051881 0.043 Uiso 1 1 calc R U . . .
C13 C 0.67926(9) 0.65181(8) 0.21645(16) 0.0339(4) Uani 1 1 d . . . . .
H13 H 0.690849 0.609587 0.196156 0.041 Uiso 1 1 calc R U . . .
C14 C 0.65497(9) 0.66809(8) 0.33327(15) 0.0291(3) Uani 1 1 d . . . . .
C15 C 0.58880(8) 0.78362(7) 0.56432(15) 0.0273(3) Uani 1 1 d . . . . .
C16 C 0.62076(9) 0.80131(7) 0.67446(16) 0.0329(3) Uani 1 1 d . . . . .
H16 H 0.662597 0.779864 0.702671 0.040 Uiso 1 1 calc R U . . .
C17 C 0.59186(12) 0.85017(8) 0.74348(17) 0.0409(4) Uani 1 1 d . . . . .
H17 H 0.613904 0.861632 0.818772 0.049 Uiso 1 1 calc R U . . .
C18 C 0.53170(11) 0.88197(8) 0.70362(19) 0.0427(4) Uani 1 1 d . . . . .
H18 H 0.511907 0.915084 0.751357 0.051 Uiso 1 1 calc R U . . .
C19 C 0.50009(11) 0.86540(8) 0.5932(2) 0.0437(4) Uani 1 1 d . . . . .
H19 H 0.458801 0.887605 0.564909 0.052 Uiso 1 1 calc R U . . .
C20 C 0.52825(9) 0.81668(8) 0.52384(18) 0.0367(4) Uani 1 1 d . . . . .
H20 H 0.506182 0.805744 0.448275 0.044 Uiso 1 1 calc R U . . .
C21 C 0.69951(9) 0.56354(7) 0.72880(14) 0.0270(3) Uani 1 1 d . . . . .
C22 C 0.71385(9) 0.59352(7) 0.84080(15) 0.0309(3) Uani 1 1 d . . . . .
H22 H 0.680776 0.623825 0.871457 0.037 Uiso 1 1 calc R U . . .
C23 C 0.77571(9) 0.57941(8) 0.90719(15) 0.0322(3) Uani 1 1 d . . . . .
H23 H 0.784600 0.600935 0.981867 0.039 Uiso 1 1 calc R U . . .
C24 C 0.82505(9) 0.53452(8) 0.86715(16) 0.0321(3) Uani 1 1 d . . . . .
C25 C 0.89062(10) 0.51717(10) 0.9414(2) 0.0448(4) Uani 1 1 d . . . . .
H25A H 0.879022 0.481517 0.994640 0.067 Uiso 1 1 calc R U . . .
H25B H 0.905309 0.553147 0.991546 0.067 Uiso 1 1 calc R U . . .
H25C H 0.930211 0.505560 0.886250 0.067 Uiso 1 1 calc R U . . .
C26 C 0.81034(9) 0.50485(8) 0.75678(15) 0.0329(3) Uani 1 1 d . . . . .
H26 H 0.842903 0.473801 0.727430 0.039 Uiso 1 1 calc R U . . .
C27 C 0.74963(9) 0.51918(7) 0.68821(15) 0.0302(3) Uani 1 1 d . . . . .
H27 H 0.741955 0.498469 0.612281 0.036 Uiso 1 1 calc R U . . .
C28 C 0.52800(10) 0.64483(9) 0.68538(19) 0.0430(4) Uani 1 1 d D . . . .
H28C H 0.513959 0.689436 0.695199 0.052 Uiso 0.52(3) 1 calc R U P A 2
H28D H 0.499954 0.627209 0.616251 0.052 Uiso 0.52(3) 1 calc R U P A 2
H28A H 0.499985 0.613587 0.637850 0.052 Uiso 0.48(3) 1 calc R U P A 1
H28B H 0.508628 0.687367 0.668962 0.052 Uiso 0.48(3) 1 calc R U P A 1


_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
O30A N29A 1.220(10) . ?
O30B N29B 1.224(9) . ?
O31A N29A 1.239(10) . ?
O31B N29B 1.227(8) . ?
N1 C2 1.460(2) . ?
N1 C6 1.376(2) . ?
N1 C14 1.376(2) . ?
N4 C3 1.462(2) . ?
N4 C5 1.468(2) . ?
N4 C21 1.410(2) . ?
N29A C28 1.556(10) . ?
N29B C28 1.468(8) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.517(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C5 H5 1.0000 . ?
C5 C6 1.511(2) . ?
C5 C28 1.538(2) . ?
C6 C7 1.378(2) . ?
C7 C8 1.436(2) . ?
C7 C15 1.481(2) . ?
C8 C9 1.406(2) . ?
C8 C14 1.413(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.386(2) . ?
C10 C11 1.508(2) . ?
C10 C12 1.412(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12 0.9500 . ?
C12 C13 1.373(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.397(2) . ?
C15 C16 1.393(2) . ?
C15 C20 1.395(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.391(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.373(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.386(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.386(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.405(2) . ?
C21 C27 1.396(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.388(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.392(2) . ?
C24 C25 1.505(2) . ?
C24 C26 1.388(2) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26 0.9500 . ?
C26 C27 1.384(2) . ?
C27 H27 0.9500 . ?
C28 H28C 0.9900 . ?
C28 H28D 0.9900 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?

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
C6 N1 C2 125.28(14) . . ?
C14 N1 C2 126.03(14) . . ?
C14 N1 C6 108.67(13) . . ?
C3 N4 C5 112.41(13) . . ?
C21 N4 C3 118.94(12) . . ?
C21 N4 C5 118.93(13) . . ?
O30A N29A O31A 125.7(8) . . ?
O30A N29A C28 121.7(7) . . ?
O31A N29A C28 112.6(8) . . ?
O30B N29B O31B 125.3(7) . . ?
O30B N29B C28 113.1(6) . . ?
O31B N29B C28 121.6(7) . . ?
N1 C2 H2A 110.1 . . ?
N1 C2 H2B 110.1 . . ?
N1 C2 C3 107.81(14) . . ?
H2A C2 H2B 108.5 . . ?
C3 C2 H2A 110.1 . . ?
C3 C2 H2B 110.1 . . ?
N4 C3 C2 112.21(13) . . ?
N4 C3 H3A 109.2 . . ?
N4 C3 H3B 109.2 . . ?
C2 C3 H3A 109.2 . . ?
C2 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
N4 C5 H5 108.1 . . ?
N4 C5 C6 112.04(13) . . ?
N4 C5 C28 110.68(14) . . ?
C6 C5 H5 108.1 . . ?
C6 C5 C28 109.71(13) . . ?
C28 C5 H5 108.1 . . ?
N1 C6 C5 120.44(13) . . ?
N1 C6 C7 109.97(14) . . ?
C7 C6 C5 129.58(14) . . ?
C6 C7 C8 106.46(13) . . ?
C6 C7 C15 126.31(14) . . ?
C8 C7 C15 127.14(14) . . ?
C9 C8 C7 134.29(15) . . ?
C9 C8 C14 118.77(14) . . ?
C14 C8 C7 106.86(13) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.85(15) . . ?
C10 C9 H9 120.1 . . ?
C9 C10 C11 121.70(16) . . ?
C9 C10 C12 119.29(15) . . ?
C12 C10 C11 119.01(16) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12 118.7 . . ?
C13 C12 C10 122.68(16) . . ?
C13 C12 H12 118.7 . . ?
C12 C13 H13 121.4 . . ?
C12 C13 C14 117.27(15) . . ?
C14 C13 H13 121.4 . . ?
N1 C14 C8 108.01(13) . . ?
N1 C14 C13 129.86(15) . . ?
C13 C14 C8 122.12(15) . . ?
C16 C15 C7 121.91(14) . . ?
C16 C15 C20 118.60(15) . . ?
C20 C15 C7 119.47(15) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.47(16) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.52(18) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 120.2 . . ?
C17 C18 C19 119.51(17) . . ?
C19 C18 H18 120.2 . . ?
C18 C19 H19 119.7 . . ?
C18 C19 C20 120.51(18) . . ?
C20 C19 H19 119.7 . . ?
C15 C20 H20 119.8 . . ?
C19 C20 C15 120.39(17) . . ?
C19 C20 H20 119.8 . . ?
C22 C21 N4 120.51(14) . . ?
C27 C21 N4 122.11(14) . . ?
C27 C21 C22 117.28(15) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 C21 120.83(14) . . ?
C23 C22 H22 119.6 . . ?
C22 C23 H23 119.2 . . ?
C22 C23 C24 121.68(16) . . ?
C24 C23 H23 119.2 . . ?
C23 C24 C25 121.85(16) . . ?
C26 C24 C23 117.17(16) . . ?
C26 C24 C25 120.96(16) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26 119.0 . . ?
C27 C26 C24 121.95(16) . . ?
C27 C26 H26 119.0 . . ?
C21 C27 H27 119.5 . . ?
C26 C27 C21 121.08(15) . . ?
C26 C27 H27 119.5 . . ?
N29A C28 H28A 111.4 . . ?
N29A C28 H28B 111.4 . . ?
N29B C28 C5 111.6(5) . . ?
N29B C28 H28C 109.3 . . ?
N29B C28 H28D 109.3 . . ?
C5 C28 N29A 102.0(5) . . ?
C5 C28 H28C 109.3 . . ?
C5 C28 H28D 109.3 . . ?
C5 C28 H28A 111.4 . . ?
C5 C28 H28B 111.4 . . ?
H28C C28 H28D 108.0 . . ?
H28A C28 H28B 109.2 . . ?

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
O30A N29A C28 C5 71.8(9) . . . . ?
O30B N29B C28 C5 69.2(8) . . . . ?
O31A N29A C28 C5 -107.4(7) . . . . ?
O31B N29B C28 C5 -108.3(8) . . . . ?
N1 C2 C3 N4 -50.43(18) . . . . ?
N1 C6 C7 C8 -1.23(18) . . . . ?
N1 C6 C7 C15 175.70(14) . . . . ?
N4 C5 C6 N1 10.8(2) . . . . ?
N4 C5 C6 C7 -170.45(16) . . . . ?
N4 C5 C28 N29A 68.7(7) . . . . ?
N4 C5 C28 N29B 47.7(7) . . . . ?
N4 C21 C22 C23 176.91(15) . . . . ?
N4 C21 C27 C26 -175.63(15) . . . . ?
C2 N1 C6 C5 -0.5(2) . . . . ?
C2 N1 C6 C7 -179.50(15) . . . . ?
C2 N1 C14 C8 179.77(15) . . . . ?
C2 N1 C14 C13 -1.3(3) . . . . ?
C3 N4 C5 C6 -41.86(18) . . . . ?
C3 N4 C5 C28 80.94(17) . . . . ?
C3 N4 C21 C22 -173.88(14) . . . . ?
C3 N4 C21 C27 2.5(2) . . . . ?
C5 N4 C3 C2 64.82(17) . . . . ?
C5 N4 C21 C22 42.7(2) . . . . ?
C5 N4 C21 C27 -140.89(15) . . . . ?
C5 C6 C7 C8 179.93(15) . . . . ?
C5 C6 C7 C15 -3.1(3) . . . . ?
C6 N1 C2 C3 19.6(2) . . . . ?
C6 N1 C14 C8 -1.41(17) . . . . ?
C6 N1 C14 C13 177.56(17) . . . . ?
C6 C5 C28 N29A -167.2(7) . . . . ?
C6 C5 C28 N29B 171.8(6) . . . . ?
C6 C7 C8 C9 -176.09(17) . . . . ?
C6 C7 C8 C14 0.34(17) . . . . ?
C6 C7 C15 C16 57.4(2) . . . . ?
C6 C7 C15 C20 -120.96(19) . . . . ?
C7 C8 C9 C10 176.41(17) . . . . ?
C7 C8 C14 N1 0.65(17) . . . . ?
C7 C8 C14 C13 -178.42(15) . . . . ?
C7 C15 C16 C17 -177.18(16) . . . . ?
C7 C15 C20 C19 177.42(16) . . . . ?
C8 C7 C15 C16 -126.26(18) . . . . ?
C8 C7 C15 C20 55.3(2) . . . . ?
C8 C9 C10 C11 -178.61(15) . . . . ?
C8 C9 C10 C12 1.1(2) . . . . ?
C9 C8 C14 N1 177.74(14) . . . . ?
C9 C8 C14 C13 -1.3(2) . . . . ?
C9 C10 C12 C13 -1.6(3) . . . . ?
C10 C12 C13 C14 0.6(3) . . . . ?
C11 C10 C12 C13 178.10(17) . . . . ?
C12 C13 C14 N1 -177.99(16) . . . . ?
C12 C13 C14 C8 0.9(2) . . . . ?
C14 N1 C2 C3 -161.74(15) . . . . ?
C14 N1 C6 C5 -179.37(14) . . . . ?
C14 N1 C6 C7 1.67(18) . . . . ?
C14 C8 C9 C10 0.3(2) . . . . ?
C15 C7 C8 C9 7.0(3) . . . . ?
C15 C7 C8 C14 -176.55(15) . . . . ?
C15 C16 C17 C18 -0.5(3) . . . . ?
C16 C15 C20 C19 -1.0(3) . . . . ?
C16 C17 C18 C19 -0.5(3) . . . . ?
C17 C18 C19 C20 0.7(3) . . . . ?
C18 C19 C20 C15 0.1(3) . . . . ?
C20 C15 C16 C17 1.2(2) . . . . ?
C21 N4 C3 C2 -80.85(17) . . . . ?
C21 N4 C5 C6 103.81(16) . . . . ?
C21 N4 C5 C28 -133.39(16) . . . . ?
C21 C22 C23 C24 -1.2(2) . . . . ?
C22 C21 C27 C26 0.9(2) . . . . ?
C22 C23 C24 C25 -177.45(16) . . . . ?
C22 C23 C24 C26 0.8(2) . . . . ?
C23 C24 C26 C27 0.4(2) . . . . ?
C24 C26 C27 C21 -1.3(3) . . . . ?
C25 C24 C26 C27 178.71(16) . . . . ?
C27 C21 C22 C23 0.3(2) . . . . ?
C28 C5 C6 N1 -112.54(17) . . . . ?
C28 C5 C6 C7 66.2(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.060
_oxdiff_exptl_absorpt_empirical_full_min 0.654
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 1.1(3)
2 -0.1(3)

####################################################################### 
# 
# 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_ajgi831_2_1
_database_code_depnum_ccdc_archive 'CCDC 2015203'
loop_
_audit_author_name
_audit_author_address
'Celine Besnard'
;university of Geneva
Switzerland
;
_audit_update_record             
;
2020-07-09 deposited with the CCDC.	2020-11-23 downloaded from the CCDC.
;
_audit_creation_date             2018-07-06
_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         'C25 H24 N2'
_chemical_formula_sum            'C25 H24 N2'
_chemical_formula_weight         352.46
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C25 H24 N2'
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'

_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           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   21.3021(10)
_cell_length_b                   7.7181(4)
_cell_length_c                   23.5444(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3871.0(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2532
_cell_measurement_temperature    180.01(10)
_cell_measurement_theta_max      70.6850
_cell_measurement_theta_min      4.2830
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.787
_exptl_absorpt_coefficient_mu    0.539
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.806
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1504
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 1 0.0181
1 0 -1 0.0181
1 1 -1 0.2016
-1 -1 1 0.2016
0 0 -1 0.0100
0 0 1 0.0100

_exptl_crystal_size_max          0.466
_exptl_crystal_size_mid          0.067
_exptl_crystal_size_min          0.02
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.9992 0.0008 1.0032 -0.0224 -0.0916 -0.0252
0.9992 -0.0008 -1.0032 0.0224 0.0916 0.0252
0.9964 0.9989 -1.0054 -0.0012 0.0439 0.2175
-0.9964 -0.9989 1.0054 0.0012 -0.0439 -0.2175
-0.0002 -0.0006 -1.0014 -0.0368 0.0535 0.0087
0.0002 0.0006 1.0014 0.0368 -0.0535 -0.0087

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_unetI/netI     0.0524
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            8929
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.460
_diffrn_reflns_theta_min         3.755
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4670
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -66.00 -27.00   1.00   20.00    --  -41.74  38.00 -60.00   39
  2  ω    -64.00  33.00   1.00   20.00    --  -41.74  38.00  30.00   97
  3  ω    121.00 170.00   1.00   30.00    --  100.00  45.00-120.00   49
  4  ω     95.00 126.00   1.00   30.00    --  100.00 125.00-180.00   31
  5  ω     83.00 109.00   1.00   30.00    --  100.00-125.00-120.00   26
  6  ω     94.00 172.00   1.00   30.00    --  100.00 125.00-120.00   78
  7  ω     38.00 113.00   1.00   30.00    --  100.00-125.00  90.00   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0592905000
_diffrn_orient_matrix_UB_12      -0.0233060000
_diffrn_orient_matrix_UB_13      0.0367478000
_diffrn_orient_matrix_UB_21      0.0379969000
_diffrn_orient_matrix_UB_22      -0.0476914000
_diffrn_orient_matrix_UB_23      -0.0534013000
_diffrn_orient_matrix_UB_31      0.0165575000
_diffrn_orient_matrix_UB_32      0.1923861000
_diffrn_orient_matrix_UB_33      -0.0088319000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2423
_reflns_number_total             3621
_reflns_odcompleteness_completeness 99.80
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.00040(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3621
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0881
_refine_ls_R_factor_gt           0.0549
_refine_ls_restrained_S_all      1.027
_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)+(0.0708P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1293
_refine_ls_wR_factor_ref         0.1547
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C10(H10), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18),
 C22(H22), C23(H23), C25(H25), C26(H26)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C27(H27A,H27B,H27C)
;
_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
N1 N 0.20143(8) 0.2752(2) 0.30286(7) 0.0329(4) Uani 1 1 d . . . . .
N4 N 0.25698(8) 0.2800(2) 0.19689(7) 0.0349(4) Uani 1 1 d . . . . .
C2 C 0.16512(10) 0.3420(3) 0.25497(9) 0.0368(5) Uani 1 1 d . . . . .
H2A H 0.168784 0.469774 0.253596 0.044 Uiso 1 1 calc R . . . .
H2B H 0.120268 0.312257 0.260105 0.044 Uiso 1 1 calc R . . . .
C3 C 0.18874(9) 0.2653(3) 0.19976(9) 0.0373(5) Uani 1 1 d . . . . .
H3A H 0.176379 0.141884 0.197348 0.045 Uiso 1 1 calc R . . . .
H3B H 0.169608 0.327408 0.167296 0.045 Uiso 1 1 calc R . . . .
C5 C 0.29401(10) 0.2437(3) 0.15032(9) 0.0366(5) Uani 1 1 d . . . . .
C6 C 0.27637(11) 0.2042(3) 0.09489(10) 0.0457(6) Uani 1 1 d . . . . .
H6 H 0.233419 0.197838 0.084234 0.055 Uiso 1 1 calc R . . . .
C7 C 0.32362(12) 0.1745(3) 0.05602(10) 0.0494(6) Uani 1 1 d . . . . .
H7 H 0.312709 0.146836 0.017959 0.059 Uiso 1 1 calc R . . . .
C8 C 0.38736(11) 0.1839(3) 0.07097(10) 0.0455(6) Uani 1 1 d . . . . .
C9 C 0.43695(12) 0.1540(4) 0.02606(11) 0.0595(7) Uani 1 1 d . . . . .
H9A H 0.478097 0.187968 0.040991 0.089 Uiso 1 1 calc GR . . . .
H9B H 0.427178 0.223647 -0.007598 0.089 Uiso 1 1 calc GR . . . .
H9C H 0.437724 0.031046 0.015700 0.089 Uiso 1 1 calc GR . . . .
C10 C 0.40401(11) 0.2229(3) 0.12643(10) 0.0402(5) Uani 1 1 d . . . . .
H10 H 0.447059 0.229883 0.136703 0.048 Uiso 1 1 calc R . . . .
C11 C 0.35731(9) 0.2522(3) 0.16749(9) 0.0346(5) Uani 1 1 d . . . . .
C12 C 0.35734(9) 0.2915(3) 0.22729(9) 0.0323(5) Uani 1 1 d . . . . .
C13 C 0.41090(9) 0.3001(3) 0.26665(9) 0.0333(5) Uani 1 1 d . . . . .
C14 C 0.46207(9) 0.1873(3) 0.26154(10) 0.0389(5) Uani 1 1 d . . . . .
H14 H 0.463822 0.108605 0.230542 0.047 Uiso 1 1 calc R . . . .
C15 C 0.50998(10) 0.1890(3) 0.30099(10) 0.0469(6) Uani 1 1 d . . . . .
H15 H 0.544265 0.111221 0.296992 0.056 Uiso 1 1 calc R . . . .
C16 C 0.50851(11) 0.3030(4) 0.34629(11) 0.0522(6) Uani 1 1 d . . . . .
H16 H 0.541496 0.303027 0.373446 0.063 Uiso 1 1 calc R . . . .
C17 C 0.45883(10) 0.4167(3) 0.35186(10) 0.0473(6) Uani 1 1 d . . . . .
H17 H 0.457650 0.495172 0.382930 0.057 Uiso 1 1 calc R . . . .
C18 C 0.41073(10) 0.4168(3) 0.31228(9) 0.0400(5) Uani 1 1 d . . . . .
H18 H 0.377159 0.496935 0.316112 0.048 Uiso 1 1 calc R . . . .
C19 C 0.29508(10) 0.3057(3) 0.24299(9) 0.0324(5) Uani 1 1 d . . . . .
C20 C 0.26668(9) 0.3382(3) 0.29981(9) 0.0342(5) Uani 1 1 d . . . . .
H20A H 0.292089 0.279442 0.329273 0.041 Uiso 1 1 calc R . . . .
H20B H 0.267432 0.464152 0.307802 0.041 Uiso 1 1 calc R . . . .
C21 C 0.17497(10) 0.3010(3) 0.35807(9) 0.0352(5) Uani 1 1 d . . . . .
C22 C 0.20338(11) 0.2200(3) 0.40421(10) 0.0412(5) Uani 1 1 d . . . . .
H22 H 0.239817 0.151184 0.398489 0.049 Uiso 1 1 calc R . . . .
C23 C 0.17906(11) 0.2387(3) 0.45813(10) 0.0455(6) Uani 1 1 d . . . . .
H23 H 0.199287 0.182421 0.489002 0.055 Uiso 1 1 calc R . . . .
C24 C 0.12566(11) 0.3378(3) 0.46858(10) 0.0475(6) Uani 1 1 d . . . . .
C25 C 0.09771(11) 0.4157(4) 0.42237(11) 0.0535(7) Uani 1 1 d . . . . .
H25 H 0.060763 0.482381 0.428070 0.064 Uiso 1 1 calc R . . . .
C26 C 0.12167(10) 0.4001(3) 0.36785(10) 0.0459(6) Uani 1 1 d . . . . .
H26 H 0.101551 0.457366 0.337119 0.055 Uiso 1 1 calc R . . . .
C27 C 0.10070(13) 0.3576(4) 0.52809(11) 0.0632(8) Uani 1 1 d . . . . .
H27A H 0.107198 0.249410 0.549096 0.095 Uiso 1 1 calc GR . . . .
H27B H 0.055735 0.384016 0.526625 0.095 Uiso 1 1 calc GR . . . .
H27C H 0.122930 0.452084 0.547265 0.095 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
N1 C2 1.461(3) . ?
N1 C20 1.474(2) . ?
N1 C21 1.431(3) . ?
N4 C3 1.460(3) . ?
N4 C5 1.379(3) . ?
N4 C19 1.370(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.514(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C5 C6 1.392(3) . ?
C5 C11 1.409(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.380(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.404(3) . ?
C8 C9 1.512(3) . ?
C8 C10 1.386(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10 0.9500 . ?
C10 C11 1.405(3) . ?
C11 C12 1.440(3) . ?
C12 C13 1.472(3) . ?
C12 C19 1.381(3) . ?
C13 C14 1.400(3) . ?
C13 C18 1.402(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.380(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.383(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.381(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.385(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.490(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.392(3) . ?
C21 C26 1.388(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.379(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.393(3) . ?
C24 C25 1.378(4) . ?
C24 C27 1.506(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.386(3) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C20 110.18(16) . . ?
C21 N1 C2 116.31(16) . . ?
C21 N1 C20 111.70(16) . . ?
C5 N4 C3 126.20(17) . . ?
C19 N4 C3 124.38(17) . . ?
C19 N4 C5 108.69(17) . . ?
N1 C2 H2A 109.6 . . ?
N1 C2 H2B 109.6 . . ?
N1 C2 C3 110.40(16) . . ?
H2A C2 H2B 108.1 . . ?
C3 C2 H2A 109.6 . . ?
C3 C2 H2B 109.6 . . ?
N4 C3 C2 109.90(17) . . ?
N4 C3 H3A 109.7 . . ?
N4 C3 H3B 109.7 . . ?
C2 C3 H3A 109.7 . . ?
C2 C3 H3B 109.7 . . ?
H3A C3 H3B 108.2 . . ?
N4 C5 C6 129.5(2) . . ?
N4 C5 C11 108.04(18) . . ?
C6 C5 C11 122.5(2) . . ?
C5 C6 H6 121.3 . . ?
C7 C6 C5 117.5(2) . . ?
C7 C6 H6 121.3 . . ?
C6 C7 H7 119.0 . . ?
C6 C7 C8 122.0(2) . . ?
C8 C7 H7 119.0 . . ?
C7 C8 C9 119.5(2) . . ?
C10 C8 C7 119.6(2) . . ?
C10 C8 C9 120.9(2) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10 119.9 . . ?
C8 C10 C11 120.1(2) . . ?
C11 C10 H10 119.9 . . ?
C5 C11 C12 106.90(18) . . ?
C10 C11 C5 118.2(2) . . ?
C10 C11 C12 134.9(2) . . ?
C11 C12 C13 128.71(19) . . ?
C19 C12 C11 106.14(18) . . ?
C19 C12 C13 124.93(19) . . ?
C14 C13 C12 121.43(19) . . ?
C14 C13 C18 117.9(2) . . ?
C18 C13 C12 120.63(19) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 C13 120.8(2) . . ?
C15 C14 H14 119.6 . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.6(2) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.7(2) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.2(2) . . ?
C18 C17 H17 119.9 . . ?
C13 C18 H18 119.5 . . ?
C17 C18 C13 120.9(2) . . ?
C17 C18 H18 119.5 . . ?
N4 C19 C12 110.21(18) . . ?
N4 C19 C20 119.70(18) . . ?
C12 C19 C20 130.07(18) . . ?
N1 C20 C19 111.77(17) . . ?
N1 C20 H20A 109.3 . . ?
N1 C20 H20B 109.3 . . ?
C19 C20 H20A 109.3 . . ?
C19 C20 H20B 109.3 . . ?
H20A C20 H20B 107.9 . . ?
C22 C21 N1 118.35(18) . . ?
C26 C21 N1 123.4(2) . . ?
C26 C21 C22 118.3(2) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.5(2) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 119.1 . . ?
C22 C23 C24 121.8(2) . . ?
C24 C23 H23 119.1 . . ?
C23 C24 C27 120.5(2) . . ?
C25 C24 C23 116.9(2) . . ?
C25 C24 C27 122.5(2) . . ?
C24 C25 H25 118.9 . . ?
C24 C25 C26 122.3(2) . . ?
C26 C25 H25 118.9 . . ?
C21 C26 H26 119.9 . . ?
C25 C26 C21 120.2(2) . . ?
C25 C26 H26 119.9 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 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 1.568
_oxdiff_exptl_absorpt_empirical_full_min 0.712
