# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_PKS_KrN1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1991374'
loop_
_audit_author_name
_audit_author_address
'Matteo Lusi'
;University of Limerick
Republic of Ireland
;
_audit_update_record             
;
2020-03-18 deposited with the CCDC.	2020-05-04 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         ?
_chemical_formula_sum            'C20 H22 N4 O5 S'
_chemical_formula_weight         430.47

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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.0926(6)
_cell_length_b                   14.8423(8)
_cell_length_c                   25.6676(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4225.9(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    104(2)
_cell_measurement_reflns_used    3290
_cell_measurement_theta_min      2
_cell_measurement_theta_max      20

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_F_000             1808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    0.191
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7226
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      104(2)
_diffrn_radiation_wavelength     0.71076
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            135226
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.857
_diffrn_reflns_theta_max         28.456
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5313
_reflns_number_gt                4282
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0407P)²+4.0280P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5313
_refine_ls_number_parameters     274
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0535
_refine_ls_wR_factor_ref         0.1183
_refine_ls_wR_factor_gt          0.1113
_refine_ls_goodness_of_fit_ref   1.159
_refine_ls_restrained_S_all      1.159
_refine_ls_shift/su_max          0.001
_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
N1 N 0.36731(15) 0.48108(10) 0.35952(6) 0.0176(3) Uani 1 1 d . . . . .
C2 C 0.43148(17) 0.45375(12) 0.40006(7) 0.0161(4) Uani 1 1 d . . . . .
N3 N 0.38974(15) 0.42758(10) 0.44675(6) 0.0168(3) Uani 1 1 d . . . . .
C4 C 0.26898(18) 0.42870(13) 0.45281(7) 0.0188(4) Uani 1 1 d . . . . .
C5 C 0.19525(18) 0.45699(13) 0.41288(7) 0.0202(4) Uani 1 1 d . . . . .
H5 H 0.110259 0.458890 0.417294 0.024 Uiso 1 1 calc R U . . .
C6 C 0.24752(19) 0.48268(12) 0.36607(7) 0.0191(4) Uani 1 1 d . . . . .
N7 N 0.55533(15) 0.45146(11) 0.39490(6) 0.0176(3) Uani 1 1 d . . . . .
H7 H 0.597694 0.440029 0.423123 0.021 Uiso 1 1 calc R U . . .
S8 S 0.63031(4) 0.46823(3) 0.34065(2) 0.01555(11) Uani 1 1 d . . . . .
C9 C 0.61126(17) 0.58006(12) 0.32289(7) 0.0154(4) Uani 1 1 d . . . . .
C10 C 0.53130(17) 0.60534(13) 0.28383(7) 0.0165(4) Uani 1 1 d . . . . .
H10 H 0.482717 0.561280 0.267093 0.020 Uiso 1 1 calc R U . . .
C11 C 0.52285(17) 0.69448(13) 0.26950(7) 0.0180(4) Uani 1 1 d . . . . .
H11 H 0.468886 0.711581 0.242520 0.022 Uiso 1 1 calc R U . . .
C12 C 0.59327(18) 0.76055(13) 0.29439(7) 0.0189(4) Uani 1 1 d . . . . .
C13 C 0.67204(18) 0.73372(13) 0.33407(8) 0.0222(4) Uani 1 1 d . . . . .
H13 H 0.719585 0.777570 0.351525 0.027 Uiso 1 1 calc R U . . .
C14 C 0.68130(18) 0.64460(13) 0.34805(8) 0.0201(4) Uani 1 1 d . . . . .
H14 H 0.735468 0.627041 0.374859 0.024 Uiso 1 1 calc R U . . .
C15 C 0.2209(2) 0.39859(15) 0.50457(8) 0.0247(4) Uani 1 1 d . . . . .
H15A H 0.258297 0.341173 0.514259 0.037 Uiso 1 1 calc R U . . .
H15B H 0.133318 0.390861 0.502235 0.037 Uiso 1 1 calc R U . . .
H15C H 0.239635 0.444079 0.531033 0.037 Uiso 1 1 calc R U . . .
C16 C 0.1747(2) 0.51214(15) 0.32016(8) 0.0259(5) Uani 1 1 d . . . . .
H16A H 0.204969 0.570212 0.307542 0.039 Uiso 1 1 calc R U . . .
H16B H 0.090073 0.518411 0.330446 0.039 Uiso 1 1 calc R U . . .
H16C H 0.181436 0.467112 0.292387 0.039 Uiso 1 1 calc R U . . .
O17 O 0.58378(13) 0.41128(9) 0.30043(5) 0.0217(3) Uani 1 1 d . . . . .
O18 O 0.75307(13) 0.45498(9) 0.35698(5) 0.0206(3) Uani 1 1 d . . . . .
N19 N 0.58489(18) 0.84884(12) 0.28099(7) 0.0305(4) Uani 1 1 d . . . . .
H19A H 0.629011 0.889282 0.297270 0.037 Uiso 1 1 calc R U . . .
H19B H 0.535335 0.865611 0.256039 0.037 Uiso 1 1 calc R U . . .
C20 C 0.69784(17) 0.31763(12) 0.56373(7) 0.0172(4) Uani 1 1 d . . . . .
C21 C 0.82459(18) 0.31797(12) 0.56247(7) 0.0182(4) Uani 1 1 d . . . . .
C22 C 0.89079(18) 0.28366(12) 0.60471(8) 0.0192(4) Uani 1 1 d . . . . .
C23 C 0.82818(19) 0.24699(13) 0.64611(7) 0.0207(4) Uani 1 1 d . . . . .
H23 H 0.872093 0.222149 0.674457 0.025 Uiso 1 1 calc R U . . .
C24 C 0.70286(19) 0.24529(13) 0.64760(8) 0.0219(4) Uani 1 1 d . . . . .
H24 H 0.662218 0.219266 0.676499 0.026 Uiso 1 1 calc R U . . .
C25 C 0.63810(18) 0.28155(13) 0.60694(8) 0.0201(4) Uani 1 1 d . . . . .
H25 H 0.552512 0.282066 0.608236 0.024 Uiso 1 1 calc R U . . .
C26 C 0.62982(18) 0.35620(12) 0.51995(7) 0.0187(4) Uani 1 1 d . . . . .
O27 O 0.51329(12) 0.35949(10) 0.52582(5) 0.0221(3) Uani 1 1 d . . . . .
H27 H 0.481804 0.382239 0.499125 0.022 Uiso 1 1 calc . U . . .
O28 O 0.68119(13) 0.38409(10) 0.48010(5) 0.0234(3) Uani 1 1 d . . . . .
O29 O 0.88875(13) 0.35135(10) 0.52207(5) 0.0245(3) Uani 1 1 d . . . . .
H29 H 0.841338 0.370900 0.499190 0.024 Uiso 1 1 calc . U . . .
C30 C 1.02568(19) 0.28909(15) 0.60388(8) 0.0265(5) Uani 1 1 d . . . . .
H30A H 1.058242 0.260858 0.635399 0.040 Uiso 1 1 calc R U . . .
H30B H 1.050567 0.352407 0.602629 0.040 Uiso 1 1 calc R U . . .
H30C H 1.056435 0.257559 0.573085 0.040 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.324(2) . ?
N1 C6 1.340(3) . ?
C2 N3 1.342(2) . ?
C2 N7 1.381(2) . ?
N3 C4 1.349(3) . ?
C4 C5 1.377(3) . ?
C4 C15 1.500(3) . ?
C5 C6 1.387(3) . ?
C5 H5 0.9500 . ?
C6 C16 1.494(3) . ?
N7 S8 1.6409(16) . ?
N7 H7 0.8800 . ?
S8 O17 1.4305(14) . ?
S8 O18 1.4384(15) . ?
S8 C9 1.7343(18) . ?
C9 C10 1.390(3) . ?
C9 C14 1.392(3) . ?
C10 C11 1.376(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.407(3) . ?
C11 H11 0.9500 . ?
C12 N19 1.358(2) . ?
C12 C13 1.400(3) . ?
C13 C14 1.374(3) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
N19 H19A 0.8800 . ?
N19 H19B 0.8800 . ?
C20 C25 1.399(3) . ?
C20 C21 1.406(3) . ?
C20 C26 1.470(3) . ?
C21 O29 1.352(2) . ?
C21 C22 1.405(3) . ?
C22 C23 1.381(3) . ?
C22 C30 1.499(3) . ?
C23 C24 1.391(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.377(3) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 O28 1.242(2) . ?
C26 O27 1.302(2) . ?
O27 H27 0.8400 . ?
O29 H29 0.8400 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 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 C6 116.11(17) . . ?
N1 C2 N3 127.22(18) . . ?
N1 C2 N7 117.85(17) . . ?
N3 C2 N7 114.94(16) . . ?
C2 N3 C4 116.22(16) . . ?
N3 C4 C5 120.53(18) . . ?
N3 C4 C15 116.85(17) . . ?
C5 C4 C15 122.62(18) . . ?
C4 C5 C6 118.70(19) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 H5 120.7 . . ?
N1 C6 C5 121.21(18) . . ?
N1 C6 C16 116.25(18) . . ?
C5 C6 C16 122.53(19) . . ?
C2 N7 S8 125.59(13) . . ?
C2 N7 H7 117.2 . . ?
S8 N7 H7 117.2 . . ?
O17 S8 O18 118.11(8) . . ?
O17 S8 N7 109.87(9) . . ?
O18 S8 N7 102.23(8) . . ?
O17 S8 C9 109.38(9) . . ?
O18 S8 C9 108.83(9) . . ?
N7 S8 C9 107.85(9) . . ?
C10 C9 C14 120.33(17) . . ?
C10 C9 S8 121.71(14) . . ?
C14 C9 S8 117.94(14) . . ?
C11 C10 C9 119.70(17) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C12 120.72(17) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
N19 C12 C13 120.09(18) . . ?
N19 C12 C11 121.31(18) . . ?
C13 C12 C11 118.59(17) . . ?
C14 C13 C12 120.69(18) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C9 119.96(18) . . ?
C13 C14 H14 120.0 . . ?
C9 C14 H14 120.0 . . ?
C4 C15 H15A 109.5 . . ?
C4 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C4 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C6 C16 H16A 109.5 . . ?
C6 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C6 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C12 N19 H19A 120.0 . . ?
C12 N19 H19B 120.0 . . ?
H19A N19 H19B 120.0 . . ?
C25 C20 C21 119.56(18) . . ?
C25 C20 C26 120.81(18) . . ?
C21 C20 C26 119.62(17) . . ?
O29 C21 C22 116.73(17) . . ?
O29 C21 C20 123.05(17) . . ?
C22 C21 C20 120.22(18) . . ?
C23 C22 C21 118.28(18) . . ?
C23 C22 C30 122.28(18) . . ?
C21 C22 C30 119.43(18) . . ?
C22 C23 C24 122.06(18) . . ?
C22 C23 H23 119.0 . . ?
C24 C23 H23 119.0 . . ?
C25 C24 C23 119.58(19) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C20 120.24(19) . . ?
C24 C25 H25 119.9 . . ?
C20 C25 H25 119.9 . . ?
O28 C26 O27 122.57(18) . . ?
O28 C26 C20 121.60(18) . . ?
O27 C26 C20 115.82(17) . . ?
C26 O27 H27 109.5 . . ?
C21 O29 H29 109.5 . . ?
C22 C30 H30A 109.5 . . ?
C22 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C22 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

_refine_diff_density_max         0.483
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.060



