# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

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

data_3pcc5
_database_code_depnum_ccdc_archive 'CCDC 2126489'
loop_
_audit_author_name
_audit_author_address
'MAYAKRISHNAN S'
;Research Fellow
India
;
_audit_update_record             
;
2022-04-23 deposited with the CCDC.	2022-04-27 downloaded from the CCDC.
;
_audit_creation_date             2021-12-23
_audit_creation_method           
;
Olex2 1.5-dev
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C27 H20 F N5 O2)'
_chemical_formula_sum            'C54 H40 F2 N10 O4'
_chemical_formula_weight         930.96
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   16.4758(10)
_cell_length_b                   11.0289(8)
_cell_length_c                   24.904(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4525.3(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9997
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      22.67
_cell_measurement_theta_min      2.22
_shelx_estimated_absorpt_T_max   0.981
_shelx_estimated_absorpt_T_min   0.972
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6812
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0863 before and 0.0525 after correction.
The Ratio of minimum to maximum transmission is 0.9141.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1936
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            51470
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.533
_diffrn_reflns_theta_min         2.019
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.948
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                6237
_reflns_number_total             8422
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.195
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 
;
 Flack x determined using 2433 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(4)
_refine_ls_extinction_coef       0.0019(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     635
_refine_ls_number_reflns         8422
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0770
_refine_ls_R_factor_gt           0.0463
_refine_ls_restrained_S_all      1.091
_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)+(0.0450P)²+1.2155P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0994
_refine_ls_wR_factor_ref         0.1143
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{N24, C24}
{C22, N22}
3. Uiso/Uaniso restraints and constraints
Uanis(N24) = Uanis(C24)
Uanis(C22) = Uanis(N22)
4. Others
 Sof(C24)=Sof(H24)=Sof(N22)=1-FVAR(1)
 Sof(C22)=Sof(H22)=Sof(N24)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C13(H13), C43(H43)
5.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C44(H44A,H44B)
5.c Aromatic/amide H refined with riding coordinates:
 N5(H5), N8(H8A), C3(H3), C2(H2), C10(H10), C11(H11), C16(H16), C17(H17),
 N18(H18), C21(H21), C22(H22), C23(H23), C25(H25), N27(H27), C29(H29), C30(H30),
  C31(H31), C32(H32), C38(H38), C39(H39), C40(H40), C41(H41), C48(H48),
 C49(H49), C50(H50), C53(H53), C5AA(H5AA), C8(H8), C24(H24)
5.d Idealised Me refined as rotating group:
 C46(H46A,H46B,H46C), C3AA(H3AA,H3AB,H3AC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6873(2) 0.6937(4) 0.60453(15) 0.0593(10) Uani 1 1 d . . . . .
O2 O 0.84154(17) 0.4814(3) 0.99943(12) 0.0420(7) Uani 1 1 d . . . . .
F0AA F 0.3286(2) 0.9986(3) 0.69149(18) 0.1014(13) Uani 1 1 d . . . . .
N2 N 0.6042(2) 0.7318(4) 0.71343(15) 0.0507(11) Uani 1 1 d . . . . .
O3 O 0.55713(17) 0.4823(3) 0.58070(12) 0.0427(8) Uani 1 1 d . . . . .
F4 F 0.6317(3) 1.0065(3) 0.8821(2) 0.1322(19) Uani 1 1 d . . . . .
N5 N 0.6123(2) 0.7041(3) 1.02057(15) 0.0408(9) Uani 1 1 d . . . . .
H5 H 0.567097 0.741405 1.015319 0.049 Uiso 1 1 calc R U . . .
O7 O 0.9765(2) 0.6805(3) 0.97626(14) 0.0553(9) Uani 1 1 d . . . . .
N8 N 0.8811(2) 0.8213(4) 0.99950(17) 0.0506(11) Uani 1 1 d . . . . .
H8A H 0.899688 0.840213 1.030652 0.061 Uiso 1 1 calc R U . . .
C1 C 0.8190(2) 0.5918(4) 0.91857(16) 0.0329(10) Uani 1 1 d . . . . .
C0AA C 0.7960(2) 0.5526(4) 0.97706(16) 0.0306(9) Uani 1 1 d . . . . .
C3 C 0.6623(3) 0.6670(4) 0.98176(19) 0.0378(10) Uani 1 1 d . . . . .
H3 H 0.653777 0.678402 0.945202 0.045 Uiso 1 1 calc R U . . .
N4 N 0.6943(3) 0.5943(4) 0.85445(17) 0.0577(11) Uani 1 1 d . . . . .
C4AA C 0.3918(3) 0.9569(5) 0.6618(3) 0.0682(17) Uani 1 1 d . . . . .
C2 C 0.4409(3) 0.8692(4) 0.6833(2) 0.0536(13) Uani 1 1 d . . . . .
H2 H 0.432019 0.839330 0.717709 0.064 Uiso 1 1 calc R U . . .
C7AA C 0.5038(3) 0.8268(4) 0.65205(18) 0.0401(11) Uani 1 1 d . . . . .
C4 C 0.5650(3) 0.7279(4) 0.66141(17) 0.0377(11) Uani 1 1 d . . . . .
C5 C 0.5305(2) 0.5938(4) 0.66127(16) 0.0312(10) Uani 1 1 d . . . . .
C6 C 0.5098(2) 0.5515(4) 0.60289(16) 0.0300(9) Uani 1 1 d . . . . .
C7 C 0.4417(2) 0.6039(3) 0.57551(17) 0.0294(9) Uani 1 1 d . . . . .
C1AA C 0.4320(2) 0.6109(3) 0.51772(16) 0.0302(9) Uani 1 1 d . . . . .
C9 C 0.3576(2) 0.6685(3) 0.50796(19) 0.0348(10) Uani 1 1 d . . . . .
C10 C 0.3281(3) 0.6900(4) 0.4569(2) 0.0448(12) Uani 1 1 d . . . . .
H10 H 0.277676 0.726137 0.451742 0.054 Uiso 1 1 calc R U . . .
C11 C 0.3750(3) 0.6565(4) 0.4145(2) 0.0513(13) Uani 1 1 d . . . . .
H11 H 0.356875 0.670829 0.379723 0.062 Uiso 1 1 calc R U . . .
C12 C 0.6429(3) 0.6151(5) 0.7243(2) 0.0597(15) Uani 1 1 d . . . . .
H12A H 0.634235 0.591544 0.761356 0.072 Uiso 1 1 calc R U . . .
H12B H 0.700795 0.620084 0.717728 0.072 Uiso 1 1 calc R U . . .
C13 C 0.6035(3) 0.5225(4) 0.68612(18) 0.0408(11) Uani 1 1 d . . . . .
H13 H 0.642307 0.507545 0.657030 0.049 Uiso 1 1 calc R U . . .
C14 C 0.4610(3) 0.5891(4) 0.69734(17) 0.0378(10) Uani 1 1 d . . . . .
N15 N 0.4077(3) 0.5863(4) 0.72680(16) 0.0539(11) Uani 1 1 d . . . . .
C16 C 0.4793(3) 0.5774(4) 0.47342(18) 0.0406(10) Uani 1 1 d . . . . .
H16 H 0.529413 0.540164 0.478244 0.049 Uiso 1 1 calc R U . . .
C17 C 0.4504(3) 0.6007(4) 0.42262(19) 0.0502(12) Uani 1 1 d . . . . .
H17 H 0.481562 0.578868 0.393026 0.060 Uiso 1 1 calc R U . . .
N18 N 0.3235(2) 0.6956(3) 0.55751(16) 0.0406(9) Uani 1 1 d . . . . .
H18 H 0.277509 0.730794 0.562196 0.049 Uiso 1 1 calc R U . . .
C20 C 0.5825(3) 0.4011(4) 0.71009(18) 0.0425(11) Uani 1 1 d . . . . .
C21 C 0.5960(3) 0.2952(5) 0.6817(2) 0.0537(13) Uani 1 1 d . . . . .
H21 H 0.620087 0.302454 0.648132 0.064 Uiso 1 1 calc R U . A 1
C22 C 0.5775(3) 0.1844(4) 0.6982(2) 0.0693(15) Uani 0.200(9) 1 d . . P B 1
H22 H 0.587609 0.116479 0.677107 0.083 Uiso 0.200(9) 1 calc R U P B 1
C23 C 0.5440(4) 0.1754(6) 0.7464(3) 0.0735(18) Uani 1 1 d . . . . .
H23 H 0.529947 0.098649 0.758850 0.088 Uiso 1 1 calc R U . B 1
N24 N 0.5290(4) 0.2732(6) 0.7791(2) 0.0751(17) Uani 0.200(9) 1 d . . P B 1
C25 C 0.5482(3) 0.3868(5) 0.7606(2) 0.0585(14) Uani 1 1 d . . . . .
H25 H 0.538332 0.454295 0.782024 0.070 Uiso 1 1 calc R U . B 1
C26 C 0.6221(3) 0.7453(4) 0.61203(19) 0.0423(11) Uani 1 1 d . . . . .
N27 N 0.5881(2) 0.8276(4) 0.57976(17) 0.0502(11) Uani 1 1 d . . . . .
H27 H 0.607034 0.847164 0.548770 0.060 Uiso 1 1 calc R U . . .
C28 C 0.5180(3) 0.8785(4) 0.6022(2) 0.0478(13) Uani 1 1 d . . . . .
C29 C 0.4675(4) 0.9660(5) 0.5808(3) 0.0647(15) Uani 1 1 d . . . . .
H29 H 0.477299 0.998599 0.546985 0.078 Uiso 1 1 calc R U . . .
C30 C 0.4020(4) 1.0038(5) 0.6113(3) 0.0719(17) Uani 1 1 d . . . . .
H30 H 0.365396 1.060286 0.597770 0.086 Uiso 1 1 calc R U . . .
C31 C 0.7025(4) 1.0052(5) 0.9653(4) 0.089(2) Uani 1 1 d . . . . .
H31 H 0.666471 1.062651 0.978599 0.106 Uiso 1 1 calc R U . . .
C32 C 0.7394(4) 0.8705(5) 0.8931(3) 0.0640(16) Uani 1 1 d . . . . .
H32 H 0.730579 0.841138 0.858612 0.077 Uiso 1 1 calc R U . . .
C33 C 0.8004(3) 0.8256(4) 0.9254(2) 0.0472(13) Uani 1 1 d . . . . .
C34 C 0.8584(3) 0.7221(4) 0.91759(18) 0.0391(10) Uani 1 1 d . . . . .
C35 C 0.7289(2) 0.6090(4) 1.00390(17) 0.0308(9) Uani 1 1 d . . . . .
C36 C 0.7171(2) 0.6142(4) 1.06178(16) 0.0310(9) Uani 1 1 d . . . . .
C37 C 0.6434(2) 0.6742(3) 1.07036(19) 0.0349(10) Uani 1 1 d . . . . .
C38 C 0.6111(3) 0.6967(4) 1.1208(2) 0.0465(12) Uani 1 1 d . . . . .
H38 H 0.561417 0.735436 1.125188 0.056 Uiso 1 1 calc R U . . .
C39 C 0.6563(3) 0.6589(4) 1.1640(2) 0.0512(13) Uani 1 1 d . . . . .
H39 H 0.636581 0.671354 1.198596 0.061 Uiso 1 1 calc R U . . .
C40 C 0.7308(3) 0.6023(4) 1.15698(19) 0.0486(12) Uani 1 1 d . . . . .
H40 H 0.760371 0.579066 1.187063 0.058 Uiso 1 1 calc R U . . .
C41 C 0.7621(3) 0.5797(4) 1.10662(18) 0.0397(10) Uani 1 1 d . . . . .
H41 H 0.812351 0.542205 1.102675 0.048 Uiso 1 1 calc R U . . .
C42 C 0.7484(3) 0.5934(4) 0.88270(16) 0.0370(10) Uani 1 1 d . . . . .
C43 C 0.8880(3) 0.5130(4) 0.89393(18) 0.0421(11) Uani 1 1 d . . . . .
H43 H 0.925109 0.492559 0.923334 0.051 Uiso 1 1 calc R U . . .
C44 C 0.9338(3) 0.6002(5) 0.8566(2) 0.0617(14) Uani 1 1 d . . . . .
H44A H 0.991443 0.599219 0.864639 0.074 Uiso 1 1 calc R U . . .
H44B H 0.926262 0.576920 0.819389 0.074 Uiso 1 1 calc R U . . .
N45 N 0.9002(3) 0.7199(4) 0.86628(16) 0.0514(11) Uani 1 1 d . . . . .
C46 C 0.9565(4) 0.8206(6) 0.8566(2) 0.0788(19) Uani 1 1 d . . . . .
H46A H 1.001275 0.814983 0.881100 0.118 Uiso 1 1 calc R U . . .
H46B H 0.928717 0.896134 0.861949 0.118 Uiso 1 1 calc R U . . .
H46C H 0.976230 0.816425 0.820374 0.118 Uiso 1 1 calc R U . . .
C47 C 0.8614(3) 0.3944(4) 0.86893(19) 0.0441(11) Uani 1 1 d . . . . .
C48 C 0.8217(3) 0.3868(6) 0.8203(2) 0.0631(15) Uani 1 1 d . . . . .
H48 H 0.811262 0.456634 0.800474 0.076 Uiso 1 1 calc R U . . .
C49 C 0.7974(4) 0.2746(7) 0.8010(3) 0.0795(19) Uani 1 1 d . . . . .
H49 H 0.770124 0.267963 0.768498 0.095 Uiso 1 1 calc R U . . .
C50 C 0.8757(3) 0.2862(5) 0.8953(2) 0.0564(13) Uani 1 1 d . . . . .
H50 H 0.902712 0.289489 0.928079 0.068 Uiso 1 1 calc R U . . .
C51 C 0.9138(3) 0.7359(4) 0.96807(19) 0.0434(11) Uani 1 1 d . . . . .
C52 C 0.8130(3) 0.8764(4) 0.9761(2) 0.0488(12) Uani 1 1 d . . . . .
C53 C 0.7655(4) 0.9660(5) 0.9970(3) 0.0705(17) Uani 1 1 d . . . . .
H53 H 0.775230 0.998763 1.030776 0.085 Uiso 1 1 calc R U . . .
C3AA C 0.6547(4) 0.8375(6) 0.7237(3) 0.081(2) Uani 1 1 d . . . . .
H3AA H 0.705917 0.827917 0.705847 0.122 Uiso 1 1 calc R U . . .
H3AB H 0.663474 0.845482 0.761647 0.122 Uiso 1 1 calc R U . . .
H3AC H 0.627958 0.908757 0.710410 0.122 Uiso 1 1 calc R U . . .
C2AA C 0.6922(4) 0.9610(5) 0.9148(4) 0.084(2) Uani 1 1 d . . . . .
C5AA C 0.8143(4) 0.1751(7) 0.8306(4) 0.086(2) Uani 1 1 d . . . . .
H5AA H 0.797340 0.100409 0.817368 0.103 Uiso 1 1 calc R U . . .
N0AA N 0.8534(3) 0.1767(4) 0.8770(3) 0.0799(16) Uani 1 1 d . . . . .
C8 C 0.3729(3) 0.6587(4) 0.59686(18) 0.0352(10) Uani 1 1 d . . . . .
H8 H 0.362630 0.668379 0.633331 0.042 Uiso 1 1 calc R U . . .
C24 C 0.5290(4) 0.2732(6) 0.7791(2) 0.0751(17) Uani 0.800(9) 1 d . . P B 2
H24 H 0.506228 0.262680 0.812929 0.090 Uiso 0.800(9) 1 calc R U P B 2
N22 N 0.5775(3) 0.1844(4) 0.6982(2) 0.0693(15) Uani 0.800(9) 1 d . . P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C26 1.231(5) . ?
O2 C0AA 1.221(4) . ?
F0AA C4AA 1.356(6) . ?
N2 C4 1.448(6) . ?
N2 C12 1.461(7) . ?
N2 C3AA 1.455(6) . ?
O3 C6 1.223(5) . ?
F4 C2AA 1.381(7) . ?
N5 C3 1.335(6) . ?
N5 C37 1.382(6) . ?
O7 C51 1.218(6) . ?
N8 C51 1.338(6) . ?
N8 C52 1.403(6) . ?
C1 C0AA 1.566(6) . ?
C1 C34 1.577(6) . ?
C1 C42 1.467(6) . ?
C1 C43 1.557(6) . ?
C0AA C35 1.435(5) . ?
C3 C35 1.383(6) . ?
N4 C42 1.136(5) . ?
C4AA C2 1.369(8) . ?
C4AA C30 1.370(8) . ?
C2 C7AA 1.379(7) . ?
C7AA C4 1.502(6) . ?
C7AA C28 1.386(7) . ?
C4 C5 1.584(6) . ?
C4 C26 1.560(6) . ?
C5 C6 1.565(6) . ?
C5 C13 1.566(6) . ?
C5 C14 1.456(6) . ?
C6 C7 1.435(5) . ?
C7 C1AA 1.450(6) . ?
C7 C8 1.391(6) . ?
C1AA C9 1.402(5) . ?
C1AA C16 1.400(6) . ?
C9 C10 1.381(6) . ?
C9 N18 1.388(6) . ?
C10 C11 1.361(7) . ?
C11 C17 1.400(7) . ?
C12 C13 1.538(7) . ?
C13 C20 1.507(6) . ?
C14 N15 1.145(5) . ?
C16 C17 1.376(6) . ?
N18 C8 1.336(5) . ?
C20 C21 1.382(7) . ?
C20 C25 1.388(7) . ?
C21 C22 1.325(7) . ?
C21 N22 1.325(7) . ?
C22 C23 1.325(8) . ?
C23 N24 1.374(9) . ?
C23 C24 1.374(9) . ?
C23 N22 1.325(8) . ?
N24 C25 1.371(7) . ?
C25 C24 1.371(7) . ?
C26 N27 1.336(6) . ?
N27 C28 1.401(6) . ?
C28 C29 1.380(7) . ?
C29 C30 1.385(8) . ?
C31 C53 1.373(9) . ?
C31 C2AA 1.360(11) . ?
C32 C33 1.379(7) . ?
C32 C2AA 1.375(9) . ?
C33 C34 1.502(7) . ?
C33 C52 1.396(7) . ?
C34 N45 1.452(6) . ?
C34 C51 1.562(6) . ?
C35 C36 1.455(6) . ?
C36 C37 1.400(6) . ?
C36 C41 1.393(6) . ?
C37 C38 1.387(6) . ?
C38 C39 1.373(7) . ?
C39 C40 1.388(7) . ?
C40 C41 1.379(6) . ?
C43 C44 1.536(7) . ?
C43 C47 1.513(6) . ?
C44 N45 1.452(7) . ?
N45 C46 1.467(6) . ?
C47 C48 1.380(7) . ?
C47 C50 1.383(7) . ?
C48 C49 1.386(8) . ?
C49 C5AA 1.349(10) . ?
C50 N0AA 1.342(7) . ?
C52 C53 1.364(7) . ?
C5AA N0AA 1.325(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 N2 C12 109.5(4) . . ?
C4 N2 C3AA 115.9(4) . . ?
C3AA N2 C12 115.1(4) . . ?
C3 N5 C37 110.3(4) . . ?
C51 N8 C52 112.6(4) . . ?
C0AA C1 C34 111.4(3) . . ?
C42 C1 C0AA 112.2(3) . . ?
C42 C1 C34 107.8(3) . . ?
C42 C1 C43 110.2(4) . . ?
C43 C1 C0AA 112.9(3) . . ?
C43 C1 C34 101.6(3) . . ?
O2 C0AA C1 117.0(4) . . ?
O2 C0AA C35 122.7(4) . . ?
C35 C0AA C1 120.0(4) . . ?
N5 C3 C35 110.1(4) . . ?
F0AA C4AA C2 118.7(6) . . ?
F0AA C4AA C30 117.8(6) . . ?
C2 C4AA C30 123.5(6) . . ?
C4AA C2 C7AA 117.7(5) . . ?
C2 C7AA C4 131.5(4) . . ?
C2 C7AA C28 119.5(5) . . ?
C28 C7AA C4 109.0(4) . . ?
N2 C4 C7AA 114.6(4) . . ?
N2 C4 C5 100.9(3) . . ?
N2 C4 C26 115.6(3) . . ?
C7AA C4 C5 115.9(3) . . ?
C7AA C4 C26 101.1(4) . . ?
C26 C4 C5 109.2(4) . . ?
C6 C5 C4 111.0(3) . . ?
C6 C5 C13 112.6(3) . . ?
C13 C5 C4 101.1(3) . . ?
C14 C5 C4 108.3(4) . . ?
C14 C5 C6 113.0(3) . . ?
C14 C5 C13 110.0(3) . . ?
O3 C6 C5 117.9(3) . . ?
O3 C6 C7 122.4(4) . . ?
C7 C6 C5 119.4(3) . . ?
C6 C7 C1AA 125.4(4) . . ?
C8 C7 C6 129.1(4) . . ?
C8 C7 C1AA 105.5(4) . . ?
C9 C1AA C7 107.0(4) . . ?
C16 C1AA C7 135.0(4) . . ?
C16 C1AA C9 118.0(4) . . ?
C10 C9 C1AA 123.0(4) . . ?
C10 C9 N18 129.7(4) . . ?
N18 C9 C1AA 107.3(4) . . ?
C11 C10 C9 117.9(4) . . ?
C10 C11 C17 120.8(5) . . ?
N2 C12 C13 106.7(4) . . ?
C12 C13 C5 103.5(4) . . ?
C20 C13 C5 115.2(4) . . ?
C20 C13 C12 116.3(4) . . ?
N15 C14 C5 178.2(5) . . ?
C17 C16 C1AA 118.9(4) . . ?
C16 C17 C11 121.4(5) . . ?
C8 N18 C9 109.9(3) . . ?
C21 C20 C13 120.7(4) . . ?
C21 C20 C25 115.6(5) . . ?
C25 C20 C13 123.6(5) . . ?
C22 C21 C20 125.7(5) . . ?
N22 C21 C20 125.7(5) . . ?
C23 C22 C21 116.5(5) . . ?
C22 C23 N24 123.5(5) . . ?
N22 C23 C24 123.5(5) . . ?
C25 N24 C23 118.6(5) . . ?
N24 C25 C20 120.1(5) . . ?
C24 C25 C20 120.1(5) . . ?
O1 C26 C4 126.1(4) . . ?
O1 C26 N27 126.1(4) . . ?
N27 C26 C4 107.7(4) . . ?
C26 N27 C28 112.2(4) . . ?
C7AA C28 N27 109.3(4) . . ?
C29 C28 C7AA 122.2(5) . . ?
C29 C28 N27 128.5(5) . . ?
C28 C29 C30 117.9(6) . . ?
C4AA C30 C29 119.0(6) . . ?
C2AA C31 C53 120.9(6) . . ?
C2AA C32 C33 116.4(6) . . ?
C32 C33 C34 131.4(5) . . ?
C32 C33 C52 119.4(5) . . ?
C52 C33 C34 109.1(4) . . ?
C33 C34 C1 115.4(3) . . ?
C33 C34 C51 101.1(4) . . ?
N45 C34 C1 101.2(3) . . ?
N45 C34 C33 115.4(4) . . ?
N45 C34 C51 115.6(4) . . ?
C51 C34 C1 108.5(4) . . ?
C0AA C35 C36 125.5(4) . . ?
C3 C35 C0AA 128.7(4) . . ?
C3 C35 C36 105.8(4) . . ?
C37 C36 C35 106.5(4) . . ?
C41 C36 C35 135.4(4) . . ?
C41 C36 C37 117.9(4) . . ?
N5 C37 C36 107.3(4) . . ?
N5 C37 C38 128.9(4) . . ?
C38 C37 C36 123.7(4) . . ?
C39 C38 C37 116.6(4) . . ?
C38 C39 C40 121.1(5) . . ?
C41 C40 C39 121.9(5) . . ?
C40 C41 C36 118.7(4) . . ?
N4 C42 C1 179.2(5) . . ?
C44 C43 C1 104.4(4) . . ?
C47 C43 C1 115.6(4) . . ?
C47 C43 C44 115.7(4) . . ?
N45 C44 C43 106.3(4) . . ?
C34 N45 C44 110.0(4) . . ?
C34 N45 C46 115.6(4) . . ?
C44 N45 C46 114.8(4) . . ?
C48 C47 C43 123.4(5) . . ?
C48 C47 C50 116.5(5) . . ?
C50 C47 C43 120.1(4) . . ?
C47 C48 C49 119.6(6) . . ?
C5AA C49 C48 118.6(6) . . ?
N0AA C50 C47 124.7(6) . . ?
O7 C51 N8 126.7(5) . . ?
O7 C51 C34 125.6(5) . . ?
N8 C51 C34 107.7(4) . . ?
C33 C52 N8 108.7(4) . . ?
C53 C52 N8 127.9(5) . . ?
C53 C52 C33 123.4(5) . . ?
C52 C53 C31 116.2(7) . . ?
C31 C2AA F4 120.4(7) . . ?
C31 C2AA C32 123.5(6) . . ?
C32 C2AA F4 116.1(8) . . ?
N0AA C5AA C49 124.4(6) . . ?
C5AA N0AA C50 116.2(6) . . ?
N18 C8 C7 110.4(4) . . ?
C25 C24 C23 118.6(5) . . ?
C23 N22 C21 116.5(5) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N5 H5 O7 0.86 1.98 2.799(5) 159.3 4_465 yes
N8 H8A O3 0.86 2.13 2.878(5) 145.9 3_655 yes
N18 H18 O1 0.86 2.00 2.810(5) 156.0 4_465 yes
N27 H27 O2 0.86 2.10 2.867(5) 147.9 3_654 yes

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
O1 C26 N27 C28 -173.8(5) . . . . ?
O2 C0AA C35 C3 -163.1(4) . . . . ?
O2 C0AA C35 C36 15.8(6) . . . . ?
F0AA C4AA C2 C7AA 179.0(4) . . . . ?
F0AA C4AA C30 C29 177.8(5) . . . . ?
N2 C4 C5 C6 -161.5(3) . . . . ?
N2 C4 C5 C13 -41.8(4) . . . . ?
N2 C4 C5 C14 73.8(4) . . . . ?
N2 C4 C26 O1 47.1(6) . . . . ?
N2 C4 C26 N27 -131.9(4) . . . . ?
N2 C12 C13 C5 -9.6(5) . . . . ?
N2 C12 C13 C20 -137.0(4) . . . . ?
O3 C6 C7 C1AA -17.8(6) . . . . ?
O3 C6 C7 C8 162.9(4) . . . . ?
N5 C3 C35 C0AA 178.2(4) . . . . ?
N5 C3 C35 C36 -0.8(5) . . . . ?
N5 C37 C38 C39 -178.5(4) . . . . ?
N8 C52 C53 C31 179.4(5) . . . . ?
C1 C0AA C35 C3 23.4(6) . . . . ?
C1 C0AA C35 C36 -157.7(4) . . . . ?
C1 C34 N45 C44 -37.1(4) . . . . ?
C1 C34 N45 C46 -169.2(4) . . . . ?
C1 C34 C51 O7 67.4(5) . . . . ?
C1 C34 C51 N8 -114.1(4) . . . . ?
C1 C43 C44 N45 7.6(5) . . . . ?
C1 C43 C47 C48 74.2(6) . . . . ?
C1 C43 C47 C50 -105.0(5) . . . . ?
C0AA C1 C34 C33 -74.7(5) . . . . ?
C0AA C1 C34 N45 160.0(3) . . . . ?
C0AA C1 C34 C51 37.9(5) . . . . ?
C0AA C1 C43 C44 -148.1(4) . . . . ?
C0AA C1 C43 C47 83.5(5) . . . . ?
C0AA C35 C36 C37 -178.4(4) . . . . ?
C0AA C35 C36 C41 5.0(7) . . . . ?
C3 N5 C37 C36 -0.3(5) . . . . ?
C3 N5 C37 C38 179.5(4) . . . . ?
C3 C35 C36 C37 0.6(4) . . . . ?
C3 C35 C36 C41 -175.9(5) . . . . ?
C4AA C2 C7AA C4 -175.9(5) . . . . ?
C4AA C2 C7AA C28 3.8(7) . . . . ?
C2 C4AA C30 C29 -3.4(9) . . . . ?
C2 C7AA C4 N2 -48.0(6) . . . . ?
C2 C7AA C4 C5 69.0(6) . . . . ?
C2 C7AA C4 C26 -173.1(5) . . . . ?
C2 C7AA C28 N27 175.5(4) . . . . ?
C2 C7AA C28 C29 -4.6(7) . . . . ?
C7AA C4 C5 C6 74.1(4) . . . . ?
C7AA C4 C5 C13 -166.2(4) . . . . ?
C7AA C4 C5 C14 -50.6(5) . . . . ?
C7AA C4 C26 O1 171.5(5) . . . . ?
C7AA C4 C26 N27 -7.5(4) . . . . ?
C7AA C28 C29 C30 1.3(8) . . . . ?
C4 N2 C12 C13 -18.6(5) . . . . ?
C4 C7AA C28 N27 -4.8(5) . . . . ?
C4 C7AA C28 C29 175.1(4) . . . . ?
C4 C5 C6 O3 103.0(4) . . . . ?
C4 C5 C6 C7 -70.5(4) . . . . ?
C4 C5 C13 C12 31.0(4) . . . . ?
C4 C5 C13 C20 159.1(4) . . . . ?
C4 C26 N27 C28 5.3(5) . . . . ?
C5 C4 C26 O1 -65.8(6) . . . . ?
C5 C4 C26 N27 115.2(4) . . . . ?
C5 C6 C7 C1AA 155.5(4) . . . . ?
C5 C6 C7 C8 -23.9(6) . . . . ?
C5 C13 C20 C21 99.5(5) . . . . ?
C5 C13 C20 C25 -79.8(6) . . . . ?
C6 C5 C13 C12 149.6(4) . . . . ?
C6 C5 C13 C20 -82.3(5) . . . . ?
C6 C7 C1AA C9 -180.0(4) . . . . ?
C6 C7 C1AA C16 -2.1(7) . . . . ?
C6 C7 C8 N18 -179.8(4) . . . . ?
C7 C1AA C9 C10 -179.6(4) . . . . ?
C7 C1AA C9 N18 0.1(4) . . . . ?
C7 C1AA C16 C17 -178.7(4) . . . . ?
C1AA C7 C8 N18 0.8(4) . . . . ?
C1AA C9 C10 C11 -2.0(6) . . . . ?
C1AA C9 N18 C8 0.4(4) . . . . ?
C1AA C16 C17 C11 -0.1(7) . . . . ?
C9 C1AA C16 C17 -1.0(6) . . . . ?
C9 C10 C11 C17 0.8(7) . . . . ?
C9 N18 C8 C7 -0.8(5) . . . . ?
C10 C9 N18 C8 -180.0(4) . . . . ?
C10 C11 C17 C16 0.3(7) . . . . ?
C12 N2 C4 C7AA 163.3(4) . . . . ?
C12 N2 C4 C5 38.1(4) . . . . ?
C12 N2 C4 C26 -79.6(5) . . . . ?
C12 C13 C20 C21 -139.1(5) . . . . ?
C12 C13 C20 C25 41.6(7) . . . . ?
C13 C5 C6 O3 -9.5(5) . . . . ?
C13 C5 C6 C7 176.9(3) . . . . ?
C13 C20 C21 C22 -177.8(5) . . . . ?
C13 C20 C21 N22 -177.8(5) . . . . ?
C13 C20 C25 N24 178.4(5) . . . . ?
C13 C20 C25 C24 178.4(5) . . . . ?
C14 C5 C6 O3 -135.0(4) . . . . ?
C14 C5 C6 C7 51.5(5) . . . . ?
C14 C5 C13 C12 -83.3(4) . . . . ?
C14 C5 C13 C20 44.8(5) . . . . ?
C16 C1AA C9 C10 2.1(6) . . . . ?
C16 C1AA C9 N18 -178.2(4) . . . . ?
N18 C9 C10 C11 178.5(4) . . . . ?
C20 C21 C22 C23 -0.7(9) . . . . ?
C20 C21 N22 C23 -0.7(9) . . . . ?
C20 C25 C24 C23 -0.3(9) . . . . ?
C21 C20 C25 N24 -1.0(8) . . . . ?
C21 C20 C25 C24 -1.0(8) . . . . ?
C21 C22 C23 N24 -0.7(10) . . . . ?
C22 C23 N24 C25 1.2(10) . . . . ?
C23 N24 C25 C20 -0.3(9) . . . . ?
C25 C20 C21 C22 1.5(8) . . . . ?
C25 C20 C21 N22 1.5(8) . . . . ?
C26 C4 C5 C6 -39.2(4) . . . . ?
C26 C4 C5 C13 80.5(4) . . . . ?
C26 C4 C5 C14 -163.9(4) . . . . ?
C26 N27 C28 C7AA -0.5(5) . . . . ?
C26 N27 C28 C29 179.6(5) . . . . ?
N27 C28 C29 C30 -178.8(5) . . . . ?
C28 C7AA C4 N2 132.3(4) . . . . ?
C28 C7AA C4 C5 -110.7(4) . . . . ?
C28 C7AA C4 C26 7.3(4) . . . . ?
C28 C29 C30 C4AA 2.6(8) . . . . ?
C30 C4AA C2 C7AA 0.1(8) . . . . ?
C32 C33 C34 C1 -68.5(7) . . . . ?
C32 C33 C34 N45 49.0(7) . . . . ?
C32 C33 C34 C51 174.6(5) . . . . ?
C32 C33 C52 N8 -176.2(4) . . . . ?
C32 C33 C52 C53 3.0(8) . . . . ?
C33 C32 C2AA F4 179.3(5) . . . . ?
C33 C32 C2AA C31 -0.9(9) . . . . ?
C33 C34 N45 C44 -162.4(4) . . . . ?
C33 C34 N45 C46 65.5(5) . . . . ?
C33 C34 C51 O7 -170.7(4) . . . . ?
C33 C34 C51 N8 7.7(4) . . . . ?
C33 C52 C53 C31 0.3(8) . . . . ?
C34 C1 C0AA O2 -102.2(4) . . . . ?
C34 C1 C0AA C35 71.7(5) . . . . ?
C34 C1 C43 C44 -28.7(4) . . . . ?
C34 C1 C43 C47 -157.0(4) . . . . ?
C34 C33 C52 N8 6.2(5) . . . . ?
C34 C33 C52 C53 -174.6(5) . . . . ?
C35 C36 C37 N5 -0.2(4) . . . . ?
C35 C36 C37 C38 180.0(4) . . . . ?
C35 C36 C41 C40 178.5(4) . . . . ?
C36 C37 C38 C39 1.2(6) . . . . ?
C37 N5 C3 C35 0.7(5) . . . . ?
C37 C36 C41 C40 2.2(6) . . . . ?
C37 C38 C39 C40 0.7(7) . . . . ?
C38 C39 C40 C41 -1.1(7) . . . . ?
C39 C40 C41 C36 -0.4(7) . . . . ?
C41 C36 C37 N5 177.1(4) . . . . ?
C41 C36 C37 C38 -2.7(6) . . . . ?
C42 C1 C0AA O2 136.8(4) . . . . ?
C42 C1 C0AA C35 -49.3(5) . . . . ?
C42 C1 C34 C33 48.8(5) . . . . ?
C42 C1 C34 N45 -76.4(4) . . . . ?
C42 C1 C34 C51 161.5(4) . . . . ?
C42 C1 C43 C44 85.4(4) . . . . ?
C42 C1 C43 C47 -42.9(5) . . . . ?
C43 C1 C0AA O2 11.5(5) . . . . ?
C43 C1 C0AA C35 -174.7(3) . . . . ?
C43 C1 C34 C33 164.8(4) . . . . ?
C43 C1 C34 N45 39.5(4) . . . . ?
C43 C1 C34 C51 -82.6(4) . . . . ?
C43 C44 N45 C34 19.2(5) . . . . ?
C43 C44 N45 C46 151.6(4) . . . . ?
C43 C47 C48 C49 -178.2(5) . . . . ?
C43 C47 C50 N0AA 178.8(5) . . . . ?
C44 C43 C47 C48 -48.3(6) . . . . ?
C44 C43 C47 C50 132.5(5) . . . . ?
N45 C34 C51 O7 -45.3(6) . . . . ?
N45 C34 C51 N8 133.1(4) . . . . ?
C47 C43 C44 N45 135.9(4) . . . . ?
C47 C48 C49 C5AA -0.7(9) . . . . ?
C47 C50 N0AA C5AA -0.7(8) . . . . ?
C48 C47 C50 N0AA -0.4(8) . . . . ?
C48 C49 C5AA N0AA -0.5(11) . . . . ?
C49 C5AA N0AA C50 1.1(10) . . . . ?
C50 C47 C48 C49 1.0(8) . . . . ?
C51 N8 C52 C33 -0.9(5) . . . . ?
C51 N8 C52 C53 179.9(5) . . . . ?
C51 C34 N45 C44 79.9(5) . . . . ?
C51 C34 N45 C46 -52.2(6) . . . . ?
C52 N8 C51 O7 173.8(4) . . . . ?
C52 N8 C51 C34 -4.6(5) . . . . ?
C52 C33 C34 C1 108.6(5) . . . . ?
C52 C33 C34 N45 -133.8(4) . . . . ?
C52 C33 C34 C51 -8.3(5) . . . . ?
C53 C31 C2AA F4 -175.9(5) . . . . ?
C53 C31 C2AA C32 4.3(11) . . . . ?
C3AA N2 C4 C7AA -64.5(6) . . . . ?
C3AA N2 C4 C5 170.3(4) . . . . ?
C3AA N2 C4 C26 52.6(6) . . . . ?
C3AA N2 C12 C13 -151.2(5) . . . . ?
C2AA C31 C53 C52 -3.8(9) . . . . ?
C2AA C32 C33 C34 174.3(5) . . . . ?
C2AA C32 C33 C52 -2.6(7) . . . . ?
C8 C7 C1AA C9 -0.5(4) . . . . ?
C8 C7 C1AA C16 177.4(5) . . . . ?
C24 C23 N22 C21 -0.7(10) . . . . ?
N22 C23 C24 C25 1.2(10) . . . . ?

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

data_3PCC115
_database_code_depnum_ccdc_archive 'CCDC 2126948'
loop_
_audit_author_name
_audit_author_address
'MAYAKRISHNAN S'
;Research Fellow 
India
;
_audit_update_record             
;
2022-04-23 deposited with the CCDC.	2022-04-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H21 N5 O2 S, C2 H6 O S'

_chemical_formula_sum            'C30 H27 N5 O3 S2'
_chemical_formula_weight         569.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.6743(8)
_cell_length_b                   10.9532(6)
_cell_length_c                   17.2489(8)
_cell_angle_alpha                90
_cell_angle_beta                 104.833(2)
_cell_angle_gamma                90
_cell_volume                     2862.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)

_cell_measurement_reflns_used    9907
_cell_measurement_theta_min      2.224
_cell_measurement_theta_max      29.202

_exptl_crystal_description       block
_exptl_crystal_colour            yellow

_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_F_000             1192
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.227
_shelx_estimated_absorpt_T_min   0.946
_shelx_estimated_absorpt_T_max   0.956
_exptl_absorpt_correction_type   mulTi-scan
_exptl_absorpt_correction_T_min  0.880
_exptl_absorpt_correction_T_max  0.952
_exptl_absorpt_process_details   
;   
  SADABS-2012/1 (Bruker,2012) was used for absorption correction. 
  wR2(int) was 0.0717 before and 0.0502 after correction. 
  The Ratio of minimum to maximum transmission is 0.9244. 
  The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a

_diffrn_source                   'fine focus sealed tube'
_diffrn_measurement_device_type  'Bruker Apex II CCD'
_diffrn_measurement_method       'ω and φ scan'

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43567
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.225
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5324
_reflns_number_gt                3804
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;



_computing_data_collection       'Bruker Apex2'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'

_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0570P)²+1.6338P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0032(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5324
_refine_ls_number_parameters     403
_refine_ls_number_restraints     81
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0461
_refine_ls_wR_factor_ref         0.1352
_refine_ls_wR_factor_gt          0.1120
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
S001 S 0.47271(5) -0.05151(8) 0.24133(4) 0.0590(2) Uani 1 1 d . . . . .
C002 C 0.68386(14) -0.04764(19) 0.04001(14) 0.0336(5) Uani 1 1 d . . . . .
O003 O 0.63621(11) 0.19838(14) 0.03805(9) 0.0447(4) Uani 1 1 d . . . . .
N004 N 0.54671(11) 0.04316(15) 0.13297(10) 0.0326(4) Uani 1 1 d . . . . .
O005 O 0.78393(10) -0.16510(15) 0.22578(10) 0.0490(5) Uani 1 1 d . . . . .
N006 N 0.68957(12) 0.27004(16) 0.16584(11) 0.0399(5) Uani 1 1 d . . . . .
H006 H 0.698170 0.344931 0.154918 0.048 Uiso 1 1 calc R U . . .
C007 C 0.68167(13) -0.05322(17) 0.12476(12) 0.0289(5) Uani 1 1 d . . . . .
N008 N 0.65803(13) -0.48347(16) 0.10213(12) 0.0414(5) Uani 1 1 d . . . . .
C009 C 0.64300(13) 0.06498(18) 0.15481(12) 0.0304(5) Uani 1 1 d . . . . .
C011 C 0.52588(13) -0.08457(18) 0.10841(12) 0.0301(5) Uani 1 1 d . . . . .
H011 H 0.503061 -0.088793 0.050007 0.036 Uiso 1 1 calc R U . . .
N012 N 0.68894(14) -0.05624(19) -0.02468(13) 0.0489(5) Uani 1 1 d . . . . .
N013 N 0.93685(14) 0.1128(2) 0.11982(13) 0.0549(6) Uani 1 1 d . . . . .
H013 H 0.953407 0.165985 0.090004 0.066 Uiso 1 1 calc R U . . .
C014 C 0.70863(14) 0.2223(2) 0.24340(13) 0.0363(5) Uani 1 1 d . . . . .
C016 C 0.61613(13) -0.27176(18) 0.09096(12) 0.0309(5) Uani 1 1 d . . . . .
C017 C 0.62302(16) -0.4952(2) 0.02365(15) 0.0440(6) Uani 1 1 d . . . . .
H017 H 0.625294 -0.571194 0.000255 0.053 Uiso 1 1 calc R U . . .
C018 C 0.93982(15) -0.0239(2) 0.21710(15) 0.0439(6) Uani 1 1 d . . . . .
C019 C 0.77653(14) -0.08265(19) 0.17753(13) 0.0343(5) Uani 1 1 d . . . . .
C020 C 0.61372(13) -0.15180(17) 0.13362(12) 0.0287(5) Uani 1 1 d . . . . .
H020 H 0.624475 -0.169963 0.190943 0.034 Uiso 1 1 calc R U . . .
C021 C 0.68510(14) 0.0999(2) 0.24154(13) 0.0341(5) Uani 1 1 d . . . . .
C022 C 0.99135(16) 0.0549(2) 0.18451(17) 0.0505(7) Uani 1 1 d . . . . .
C023 C 0.85041(14) -0.0121(2) 0.16806(14) 0.0378(5) Uani 1 1 d . . . . .
C024 C 0.57954(15) -0.2880(2) 0.00937(13) 0.0391(5) Uani 1 1 d . . . . .
H024 H 0.552382 -0.222994 -0.022176 0.047 Uiso 1 1 calc R U . . .
C025 C 0.65617(14) 0.18487(18) 0.11028(13) 0.0324(5) Uani 1 1 d . . . . .
C026 C 0.45665(15) -0.1331(2) 0.14861(14) 0.0407(5) Uani 1 1 d . . . . .
H02A H 0.464400 -0.220043 0.158483 0.049 Uiso 1 1 calc R U . . .
H02B H 0.397727 -0.118846 0.114860 0.049 Uiso 1 1 calc R U . . .
C027 C 0.65375(14) -0.37314(18) 0.13391(14) 0.0360(5) Uani 1 1 d . . . . .
H027 H 0.677775 -0.363993 0.188776 0.043 Uiso 1 1 calc R U . . .
C028 C 0.74577(17) 0.2828(2) 0.31403(15) 0.0527(7) Uani 1 1 d . . . . .
H028 H 0.760281 0.365208 0.314499 0.063 Uiso 1 1 calc R U . . .
C029 C 0.58374(16) -0.4005(2) -0.02440(14) 0.0447(6) Uani 1 1 d . . . . .
H029 H 0.560270 -0.412427 -0.079101 0.054 Uiso 1 1 calc R U . . .
C030 C 0.49612(16) 0.0832(2) 0.18776(15) 0.0470(6) Uani 1 1 d . . . . .
H03A H 0.441488 0.121105 0.158335 0.056 Uiso 1 1 calc R U . . .
H03B H 0.529572 0.142343 0.225335 0.056 Uiso 1 1 calc R U . . .
C031 C 0.85428(16) 0.0736(2) 0.11050(15) 0.0463(6) Uani 1 1 d . . . . .
H031 H 0.805975 0.100390 0.070677 0.056 Uiso 1 1 calc R U . . .
C032 C 0.70029(16) 0.0357(2) 0.31230(14) 0.0450(6) Uani 1 1 d . . . . .
H032 H 0.684888 -0.046326 0.312328 0.054 Uiso 1 1 calc R U . . .
C033 C 0.73884(18) 0.0950(3) 0.38335(15) 0.0554(7) Uani 1 1 d . . . . .
H033 H 0.750190 0.051975 0.431394 0.066 Uiso 1 1 calc R U . . .
C035 C 0.76052(19) 0.2159(3) 0.38409(16) 0.0612(8) Uani 1 1 d . . . . .
H035 H 0.785736 0.253948 0.432777 0.073 Uiso 1 1 calc R U . . .
C036 C 0.97989(17) -0.0924(3) 0.28461(18) 0.0614(8) Uani 1 1 d . . . . .
H036 H 0.947075 -0.144841 0.308046 0.074 Uiso 1 1 calc R U . . .
C037 C 1.08212(18) 0.0675(3) 0.2163(2) 0.0707(9) Uani 1 1 d . . . . .
H037 H 1.115506 0.120693 0.194027 0.085 Uiso 1 1 calc R U . . .
C039 C 1.1194(2) -0.0018(3) 0.2816(2) 0.0840(11) Uani 1 1 d . . . . .
H039 H 1.179922 0.003378 0.303985 0.101 Uiso 1 1 calc R U . . .
C040 C 1.0696(2) -0.0800(3) 0.3156(2) 0.0827(11) Uani 1 1 d . . . . .
H040 H 1.097489 -0.125324 0.360536 0.099 Uiso 1 1 calc R U . . .
S2 S 1.04991(18) 0.2269(2) -0.03536(15) 0.1028(7) Uani 0.5 1 d . U P A 1
O3 O 0.9822(9) 0.2931(11) 0.0235(8) 0.106(3) Uani 0.5 1 d D U P A 1
C4 C 0.9892(12) 0.302(2) -0.1176(9) 0.109(5) Uani 0.5 1 d D U P A 1
H4A H 0.937401 0.255318 -0.141714 0.163 Uiso 0.54(5) 1 calc R U P B 1
H4B H 1.023911 0.312824 -0.155526 0.163 Uiso 0.54(5) 1 calc R U P B 1
H4C H 0.972022 0.380477 -0.101742 0.163 Uiso 0.54(5) 1 calc R U P B 1
C5 C 1.1370(11) 0.3449(17) -0.0100(11) 0.180(6) Uani 0.5 1 d D U P A 1
H5A H 1.110388 0.423558 -0.008824 0.269 Uiso 0.54(5) 1 calc R U P B 1
H5B H 1.170275 0.344840 -0.049610 0.269 Uiso 0.54(5) 1 calc R U P B 1
H5C H 1.175671 0.327506 0.041737 0.269 Uiso 0.54(5) 1 calc R U P B 1
S2A S 1.03456(19) 0.34345(18) -0.02426(14) 0.1074(8) Uani 0.5 1 d . U P C 2
O3A O 1.0048(11) 0.2519(12) 0.0283(10) 0.136(4) Uani 0.5 1 d D U P C 2
C4A C 1.1438(10) 0.2746(15) -0.0096(12) 0.158(5) Uani 0.5 1 d D U P C 2
H4AA H 1.137604 0.188690 -0.020573 0.237 Uiso 0.46(5) 1 calc R U P B 2
H4AB H 1.177176 0.287045 0.044767 0.237 Uiso 0.46(5) 1 calc R U P B 2
H4AC H 1.173943 0.312001 -0.045433 0.237 Uiso 0.46(5) 1 calc R U P B 2
C5A C 1.0029(14) 0.270(2) -0.1244(10) 0.120(5) Uani 0.5 1 d D U P C 2
H5AA H 0.984399 0.187696 -0.119103 0.179 Uiso 0.46(5) 1 calc R U P B 2
H5AB H 1.052625 0.269845 -0.147357 0.179 Uiso 0.46(5) 1 calc R U P B 2
H5AC H 0.955267 0.314914 -0.158732 0.179 Uiso 0.46(5) 1 calc R U P B 2


_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
S001 C026 1.792(2) . ?
S001 C030 1.827(3) . ?
C002 N012 1.143(3) . ?
C002 C007 1.472(3) . ?
O003 C025 1.213(3) . ?
N004 C030 1.448(3) . ?
N004 C011 1.474(3) . ?
N004 C009 1.478(3) . ?
O005 C019 1.213(3) . ?
N006 C025 1.344(3) . ?
N006 C014 1.396(3) . ?
N006 H006 0.8600 . ?
C007 C020 1.551(3) . ?
C007 C019 1.565(3) . ?
C007 C009 1.573(3) . ?
N008 C017 1.330(3) . ?
N008 C027 1.336(3) . ?
C009 C021 1.521(3) . ?
C009 C025 1.562(3) . ?
C011 C020 1.523(3) . ?
C011 C026 1.525(3) . ?
C011 H011 0.9800 . ?
N013 C031 1.334(3) . ?
N013 C022 1.374(3) . ?
N013 H013 0.8600 . ?
C014 C028 1.378(3) . ?
C014 C021 1.389(3) . ?
C016 C027 1.381(3) . ?
C016 C024 1.389(3) . ?
C016 C020 1.511(3) . ?
C017 C029 1.371(3) . ?
C017 H017 0.9300 . ?
C018 C036 1.392(4) . ?
C018 C022 1.395(3) . ?
C018 C023 1.445(3) . ?
C019 C023 1.436(3) . ?
C020 H020 0.9800 . ?
C021 C032 1.376(3) . ?
C022 C037 1.394(4) . ?
C023 C031 1.379(3) . ?
C024 C029 1.372(3) . ?
C024 H024 0.9300 . ?
C026 H02A 0.9700 . ?
C026 H02B 0.9700 . ?
C027 H027 0.9300 . ?
C028 C035 1.381(4) . ?
C028 H028 0.9300 . ?
C029 H029 0.9300 . ?
C030 H03A 0.9700 . ?
C030 H03B 0.9700 . ?
C031 H031 0.9300 . ?
C032 C033 1.382(3) . ?
C032 H032 0.9300 . ?
C033 C035 1.367(4) . ?
C033 H033 0.9300 . ?
C035 H035 0.9300 . ?
C036 C040 1.377(4) . ?
C036 H036 0.9300 . ?
C037 C039 1.359(5) . ?
C037 H037 0.9300 . ?
C039 C040 1.387(5) . ?
C039 H039 0.9300 . ?
C040 H040 0.9300 . ?
S2 C4 1.704(17) . ?
S2 O3 1.799(13) . ?
S2 C5 1.850(13) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
S2A O3A 1.504(12) . ?
S2A C4A 1.828(14) . ?
S2A C5A 1.854(17) . ?
C4A H4AA 0.9600 . ?
C4A H4AB 0.9600 . ?
C4A H4AC 0.9600 . ?
C5A H5AA 0.9600 . ?
C5A H5AB 0.9600 . ?
C5A H5AC 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C026 S001 C030 87.23(11) . . ?
N012 C002 C007 172.4(2) . . ?
C030 N004 C011 110.91(17) . . ?
C030 N004 C009 118.59(17) . . ?
C011 N004 C009 111.29(15) . . ?
C025 N006 C014 111.85(18) . . ?
C025 N006 H006 124.1 . . ?
C014 N006 H006 124.1 . . ?
C002 C007 C020 108.52(16) . . ?
C002 C007 C019 109.02(17) . . ?
C020 C007 C019 111.92(16) . . ?
C002 C007 C009 113.70(16) . . ?
C020 C007 C009 102.02(16) . . ?
C019 C007 C009 111.52(16) . . ?
C017 N008 C027 116.99(19) . . ?
N004 C009 C021 116.66(17) . . ?
N004 C009 C025 105.40(16) . . ?
C021 C009 C025 101.17(16) . . ?
N004 C009 C007 103.74(15) . . ?
C021 C009 C007 115.10(16) . . ?
C025 C009 C007 114.80(17) . . ?
N004 C011 C020 105.03(15) . . ?
N004 C011 C026 109.32(17) . . ?
C020 C011 C026 113.46(17) . . ?
N004 C011 H011 109.6 . . ?
C020 C011 H011 109.6 . . ?
C026 C011 H011 109.6 . . ?
C031 N013 C022 109.4(2) . . ?
C031 N013 H013 125.3 . . ?
C022 N013 H013 125.3 . . ?
C028 C014 C021 122.3(2) . . ?
C028 C014 N006 127.3(2) . . ?
C021 C014 N006 110.44(18) . . ?
C027 C016 C024 116.74(19) . . ?
C027 C016 C020 119.91(19) . . ?
C024 C016 C020 123.32(18) . . ?
N008 C017 C029 123.1(2) . . ?
N008 C017 H017 118.4 . . ?
C029 C017 H017 118.4 . . ?
C036 C018 C022 119.1(2) . . ?
C036 C018 C023 134.4(2) . . ?
C022 C018 C023 106.5(2) . . ?
O005 C019 C023 122.71(19) . . ?
O005 C019 C007 117.51(19) . . ?
C023 C019 C007 119.78(18) . . ?
C016 C020 C011 114.51(16) . . ?
C016 C020 C007 117.00(17) . . ?
C011 C020 C007 103.21(15) . . ?
C016 C020 H020 107.2 . . ?
C011 C020 H020 107.2 . . ?
C007 C020 H020 107.2 . . ?
C032 C021 C014 119.2(2) . . ?
C032 C021 C009 132.6(2) . . ?
C014 C021 C009 108.12(18) . . ?
N013 C022 C037 129.3(3) . . ?
N013 C022 C018 108.0(2) . . ?
C037 C022 C018 122.7(3) . . ?
C031 C023 C019 129.3(2) . . ?
C031 C023 C018 105.5(2) . . ?
C019 C023 C018 125.1(2) . . ?
C029 C024 C016 119.5(2) . . ?
C029 C024 H024 120.2 . . ?
C016 C024 H024 120.2 . . ?
O003 C025 N006 126.8(2) . . ?
O003 C025 C009 125.16(18) . . ?
N006 C025 C009 108.02(18) . . ?
C011 C026 S001 106.17(15) . . ?
C011 C026 H02A 110.5 . . ?
S001 C026 H02A 110.5 . . ?
C011 C026 H02B 110.5 . . ?
S001 C026 H02B 110.5 . . ?
H02A C026 H02B 108.7 . . ?
N008 C027 C016 124.5(2) . . ?
N008 C027 H027 117.7 . . ?
C016 C027 H027 117.7 . . ?
C014 C028 C035 117.2(2) . . ?
C014 C028 H028 121.4 . . ?
C035 C028 H028 121.4 . . ?
C017 C029 C024 119.1(2) . . ?
C017 C029 H029 120.5 . . ?
C024 C029 H029 120.5 . . ?
N004 C030 S001 107.46(16) . . ?
N004 C030 H03A 110.2 . . ?
S001 C030 H03A 110.2 . . ?
N004 C030 H03B 110.2 . . ?
S001 C030 H03B 110.2 . . ?
H03A C030 H03B 108.5 . . ?
N013 C031 C023 110.6(2) . . ?
N013 C031 H031 124.7 . . ?
C023 C031 H031 124.7 . . ?
C021 C032 C033 118.9(2) . . ?
C021 C032 H032 120.5 . . ?
C033 C032 H032 120.5 . . ?
C035 C033 C032 121.0(3) . . ?
C035 C033 H033 119.5 . . ?
C032 C033 H033 119.5 . . ?
C033 C035 C028 121.4(2) . . ?
C033 C035 H035 119.3 . . ?
C028 C035 H035 119.3 . . ?
C040 C036 C018 118.0(3) . . ?
C040 C036 H036 121.0 . . ?
C018 C036 H036 121.0 . . ?
C039 C037 C022 116.7(3) . . ?
C039 C037 H037 121.6 . . ?
C022 C037 H037 121.6 . . ?
C037 C039 C040 121.7(3) . . ?
C037 C039 H039 119.1 . . ?
C040 C039 H039 119.1 . . ?
C036 C040 C039 121.7(3) . . ?
C036 C040 H040 119.1 . . ?
C039 C040 H040 119.1 . . ?
C4 S2 O3 89.4(7) . . ?
C4 S2 C5 94.6(9) . . ?
O3 S2 C5 95.2(8) . . ?
S2 C4 H4A 109.5 . . ?
S2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
S2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
S2 C5 H5A 109.5 . . ?
S2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
S2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O3A S2A C4A 93.8(8) . . ?
O3A S2A C5A 102.9(10) . . ?
C4A S2A C5A 88.2(8) . . ?
S2A C4A H4AA 109.5 . . ?
S2A C4A H4AB 109.5 . . ?
H4AA C4A H4AB 109.5 . . ?
S2A C4A H4AC 109.5 . . ?
H4AA C4A H4AC 109.5 . . ?
H4AB C4A H4AC 109.5 . . ?
S2A C5A H5AA 109.5 . . ?
S2A C5A H5AB 109.5 . . ?
H5AA C5A H5AB 109.5 . . ?
S2A C5A H5AC 109.5 . . ?
H5AA C5A H5AC 109.5 . . ?
H5AB C5A H5AC 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C030 N004 C009 C021 14.3(3) . . . . ?
C011 N004 C009 C021 -116.12(19) . . . . ?
C030 N004 C009 C025 -97.0(2) . . . . ?
C011 N004 C009 C025 132.59(17) . . . . ?
C030 N004 C009 C007 142.01(18) . . . . ?
C011 N004 C009 C007 11.6(2) . . . . ?
C002 C007 C009 N004 86.1(2) . . . . ?
C020 C007 C009 N004 -30.50(18) . . . . ?
C019 C007 C009 N004 -150.12(17) . . . . ?
C002 C007 C009 C021 -145.22(18) . . . . ?
C020 C007 C009 C021 98.15(19) . . . . ?
C019 C007 C009 C021 -21.5(2) . . . . ?
C002 C007 C009 C025 -28.3(2) . . . . ?
C020 C007 C009 C025 -144.96(16) . . . . ?
C019 C007 C009 C025 95.4(2) . . . . ?
C030 N004 C011 C020 -121.64(19) . . . . ?
C009 N004 C011 C020 12.7(2) . . . . ?
C030 N004 C011 C026 0.4(2) . . . . ?
C009 N004 C011 C026 134.75(18) . . . . ?
C025 N006 C014 C028 177.9(2) . . . . ?
C025 N006 C014 C021 -1.8(3) . . . . ?
C027 N008 C017 C029 0.0(4) . . . . ?
C002 C007 C019 O005 -130.0(2) . . . . ?
C020 C007 C019 O005 -9.9(3) . . . . ?
C009 C007 C019 O005 103.6(2) . . . . ?
C002 C007 C019 C023 50.5(2) . . . . ?
C020 C007 C019 C023 170.59(19) . . . . ?
C009 C007 C019 C023 -75.8(2) . . . . ?
C027 C016 C020 C011 -135.8(2) . . . . ?
C024 C016 C020 C011 42.1(3) . . . . ?
C027 C016 C020 C007 103.2(2) . . . . ?
C024 C016 C020 C007 -78.8(3) . . . . ?
N004 C011 C020 C016 -160.12(17) . . . . ?
C026 C011 C020 C016 80.5(2) . . . . ?
N004 C011 C020 C007 -31.8(2) . . . . ?
C026 C011 C020 C007 -151.19(17) . . . . ?
C002 C007 C020 C016 44.6(2) . . . . ?
C019 C007 C020 C016 -75.7(2) . . . . ?
C009 C007 C020 C016 164.93(16) . . . . ?
C002 C007 C020 C011 -82.09(19) . . . . ?
C019 C007 C020 C011 157.56(17) . . . . ?
C009 C007 C020 C011 38.23(19) . . . . ?
C028 C014 C021 C032 -0.9(3) . . . . ?
N006 C014 C021 C032 178.8(2) . . . . ?
C028 C014 C021 C009 177.7(2) . . . . ?
N006 C014 C021 C009 -2.6(2) . . . . ?
N004 C009 C021 C032 69.8(3) . . . . ?
C025 C009 C021 C032 -176.5(2) . . . . ?
C007 C009 C021 C032 -52.1(3) . . . . ?
N004 C009 C021 C014 -108.5(2) . . . . ?
C025 C009 C021 C014 5.2(2) . . . . ?
C007 C009 C021 C014 129.54(19) . . . . ?
C031 N013 C022 C037 -179.8(3) . . . . ?
C031 N013 C022 C018 -0.2(3) . . . . ?
C036 C018 C022 N013 -179.1(2) . . . . ?
C023 C018 C022 N013 0.6(3) . . . . ?
C036 C018 C022 C037 0.6(4) . . . . ?
C023 C018 C022 C037 -179.7(3) . . . . ?
O005 C019 C023 C031 171.7(2) . . . . ?
C007 C019 C023 C031 -8.9(4) . . . . ?
O005 C019 C023 C018 -4.5(4) . . . . ?
C007 C019 C023 C018 175.0(2) . . . . ?
C036 C018 C023 C031 178.8(3) . . . . ?
C022 C018 C023 C031 -0.8(3) . . . . ?
C036 C018 C023 C019 -4.3(5) . . . . ?
C022 C018 C023 C019 176.1(2) . . . . ?
C027 C016 C024 C029 -1.2(3) . . . . ?
C020 C016 C024 C029 -179.2(2) . . . . ?
C014 N006 C025 O003 -177.4(2) . . . . ?
C014 N006 C025 C009 5.2(2) . . . . ?
N004 C009 C025 O003 -61.8(3) . . . . ?
C021 C009 C025 O003 176.3(2) . . . . ?
C007 C009 C025 O003 51.7(3) . . . . ?
N004 C009 C025 N006 115.71(18) . . . . ?
C021 C009 C025 N006 -6.2(2) . . . . ?
C007 C009 C025 N006 -130.80(18) . . . . ?
N004 C011 C026 S001 -29.1(2) . . . . ?
C020 C011 C026 S001 87.74(18) . . . . ?
C030 S001 C026 C011 37.99(16) . . . . ?
C017 N008 C027 C016 -0.3(3) . . . . ?
C024 C016 C027 N008 0.9(3) . . . . ?
C020 C016 C027 N008 179.0(2) . . . . ?
C021 C014 C028 C035 1.1(4) . . . . ?
N006 C014 C028 C035 -178.5(2) . . . . ?
N008 C017 C029 C024 -0.3(4) . . . . ?
C016 C024 C029 C017 0.9(4) . . . . ?
C011 N004 C030 S001 28.0(2) . . . . ?
C009 N004 C030 S001 -102.56(18) . . . . ?
C026 S001 C030 N004 -38.74(16) . . . . ?
C022 N013 C031 C023 -0.3(3) . . . . ?
C019 C023 C031 N013 -176.0(2) . . . . ?
C018 C023 C031 N013 0.7(3) . . . . ?
C014 C021 C032 C033 -0.1(3) . . . . ?
C009 C021 C032 C033 -178.4(2) . . . . ?
C021 C032 C033 C035 1.0(4) . . . . ?
C032 C033 C035 C028 -0.8(4) . . . . ?
C014 C028 C035 C033 -0.3(4) . . . . ?
C022 C018 C036 C040 -0.8(4) . . . . ?
C023 C018 C036 C040 179.6(3) . . . . ?
N013 C022 C037 C039 179.8(3) . . . . ?
C018 C022 C037 C039 0.3(4) . . . . ?
C022 C037 C039 C040 -0.9(5) . . . . ?
C018 C036 C040 C039 0.3(5) . . . . ?
C037 C039 C040 C036 0.6(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N013 H013 O3^a 0.86 1.93 2.787(11) 175.3 . yes
N013 H013 O3A^b 0.86 1.76 2.609(12) 167.8 . yes

_refine_diff_density_max         0.448
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.044

