# 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 2018

####################################################################### 
# 
# 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_113-9
_database_code_depnum_ccdc_archive 'CCDC 1814678'
_audit_update_record             
;
2018-01-04 deposited with the CCDC.
2018-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H20 N4 O7 S Zn'
_chemical_formula_weight         561.86

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'
Zn Zn 0.2839 1.4301 '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/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   8.4936(3)
_cell_length_b                   20.1361(6)
_cell_length_c                   16.0228(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.181(3)
_cell_angle_gamma                90
_cell_volume                     2740.33(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    14147
_cell_measurement_theta_min      3.6280
_cell_measurement_theta_max      26.2760

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_F_000             1152
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.280
_exptl_absorpt_coefficient_mu    1.018
_shelx_estimated_absorpt_T_min   0.717
_shelx_estimated_absorpt_T_max   0.764
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.80073
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Single source at offset, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            45371
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.291
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             4781
_reflns_number_gt                4114
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0430P)²+6.1300P] 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         4781
_refine_ls_number_parameters     326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0526
_refine_ls_wR_factor_ref         0.1262
_refine_ls_wR_factor_gt          0.1219
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_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
Zn1 Zn 0.85861(5) 0.26628(2) 0.50556(3) 0.03555(16) Uani 1 1 d . . . . .
S1 S 0.93256(11) 0.21059(5) 0.19781(6) 0.0391(3) Uani 1 1 d . . . . .
O1 O 0.7271(3) 0.26616(13) 0.40209(14) 0.0352(6) Uani 1 1 d . . . . .
O2 O 1.0387(3) 0.22058(16) 0.43624(16) 0.0487(8) Uani 1 1 d . . . . .
O3 O 1.1850(3) 0.20247(17) 0.32295(17) 0.0536(8) Uani 1 1 d . . . . .
O4 O 0.7321(4) 0.1876(2) 0.04899(19) 0.0772(12) Uani 1 1 d . . . . .
O5 O 0.5181(3) 0.23664(15) 0.09938(16) 0.0456(7) Uani 1 1 d . . . . .
O6 O 0.5894(4) 0.57143(15) 0.6558(2) 0.0595(9) Uani 1 1 d . . . . .
O7 O -0.0745(4) 0.46624(16) 0.8475(2) 0.0693(10) Uani 1 1 d . . . . .
N1 N 0.7408(4) 0.34915(15) 0.55612(18) 0.0342(7) Uani 1 1 d . . . . .
N2 N 0.3542(6) 0.52028(19) 0.6714(3) 0.0835(16) Uani 1 1 d . . . . .
N3 N 0.1323(5) 0.51865(19) 0.7965(3) 0.0796(15) Uani 1 1 d . . . . .
N4 N -0.2305(4) 0.68809(16) 0.93731(18) 0.0369(7) Uani 1 1 d . . . . .
C1 C 0.7714(4) 0.24915(17) 0.3278(2) 0.0267(8) Uani 1 1 d . . . . .
C2 C 0.9209(4) 0.22835(18) 0.3038(2) 0.0314(8) Uani 1 1 d . . . . .
C3 C 1.0491(4) 0.2173(2) 0.3594(2) 0.0369(9) Uani 1 1 d . . . . .
C4 C 1.3179(5) 0.1909(3) 0.3780(3) 0.0678(15) Uani 1 1 d . . . . .
H4A H 1.4013 0.1701 0.3474 0.102 Uiso 1 1 calc R U . . .
H4B H 1.2862 0.1625 0.4230 0.102 Uiso 1 1 calc R U . . .
H4C H 1.3541 0.2325 0.4002 0.102 Uiso 1 1 calc R U . . .
C5 C 0.7366(4) 0.22913(17) 0.1858(2) 0.0301(8) Uani 1 1 d . . . . .
C6 C 0.6678(4) 0.24935(17) 0.2574(2) 0.0286(8) Uani 1 1 d . . . . .
H6 H 0.5628 0.2622 0.2605 0.034 Uiso 1 1 calc R U . . .
C7 C 0.6581(5) 0.21703(19) 0.1034(2) 0.0368(9) Uani 1 1 d . . . . .
C8 C 0.6074(4) 0.3711(2) 0.5224(2) 0.0369(9) Uani 1 1 d . . . . .
H8 H 0.5683 0.3493 0.4755 0.044 Uiso 1 1 calc R U . . .
C9 C 0.5241(5) 0.4244(2) 0.5532(2) 0.0408(9) Uani 1 1 d . . . . .
H9 H 0.4306 0.4376 0.5279 0.049 Uiso 1 1 calc R U . . .
C10 C 0.5811(5) 0.4578(2) 0.6218(3) 0.0425(10) Uani 1 1 d . . . . .
C11 C 0.7186(5) 0.4343(2) 0.6584(3) 0.0521(11) Uani 1 1 d . . . . .
H11 H 0.7600 0.4550 0.7055 0.063 Uiso 1 1 calc R U . . .
C12 C 0.7927(5) 0.3803(2) 0.6245(3) 0.0491(11) Uani 1 1 d . . . . .
H12 H 0.8836 0.3646 0.6503 0.059 Uiso 1 1 calc R U . . .
C13 C 0.5087(6) 0.5212(2) 0.6533(3) 0.0509(11) Uani 1 1 d . . . . .
C14 C 0.2556(7) 0.4613(3) 0.6849(4) 0.091(2) Uani 1 1 d . . . . .
H14A H 0.1636 0.4635 0.6490 0.109 Uiso 1 1 calc R U . . .
H14B H 0.3146 0.4218 0.6702 0.109 Uiso 1 1 calc R U . . .
C15 C 0.2080(8) 0.4570(3) 0.7680(4) 0.091(2) Uani 1 1 d . . . . .
H15A H 0.2989 0.4478 0.8030 0.109 Uiso 1 1 calc R U . . .
H15B H 0.1347 0.4204 0.7740 0.109 Uiso 1 1 calc R U . . .
C16 C 0.2277(8) 0.5786(2) 0.7809(5) 0.094(2) Uani 1 1 d . . . . .
H16A H 0.1667 0.6178 0.7947 0.113 Uiso 1 1 calc R U . . .
H16B H 0.3203 0.5780 0.8165 0.113 Uiso 1 1 calc R U . . .
C17 C 0.2743(8) 0.5819(2) 0.6970(4) 0.098(2) Uani 1 1 d . . . . .
H17A H 0.3449 0.6192 0.6894 0.118 Uiso 1 1 calc R U . . .
H17B H 0.1824 0.5889 0.6619 0.118 Uiso 1 1 calc R U . . .
C18 C -0.0039(5) 0.5177(2) 0.8345(3) 0.0497(11) Uani 1 1 d . . . . .
C19 C -0.1719(6) 0.6197(3) 0.8208(3) 0.0612(13) Uani 1 1 d . . . . .
H19 H -0.1879 0.6104 0.7646 0.073 Uiso 1 1 calc R U . . .
C20 C -0.2480(6) 0.6720(2) 0.8575(3) 0.0556(12) Uani 1 1 d . . . . .
H20 H -0.3155 0.6975 0.8248 0.067 Uiso 1 1 calc R U . . .
C21 C -0.1307(6) 0.6509(2) 0.9821(3) 0.0571(13) Uani 1 1 d . . . . .
H21 H -0.1147 0.6618 1.0378 0.069 Uiso 1 1 calc R U . . .
C22 C -0.0513(6) 0.5979(3) 0.9500(3) 0.0648(14) Uani 1 1 d . . . . .
H22 H 0.0163 0.5732 0.9836 0.078 Uiso 1 1 calc R U . . .
C23 C -0.0723(5) 0.5814(2) 0.8674(3) 0.0448(10) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.996(2) . ?
Zn1 O5 2.022(2) 4_666 ?
Zn1 O2 2.105(3) . ?
Zn1 N1 2.109(3) . ?
Zn1 N4 2.123(3) 2_546 ?
S1 C5 1.716(4) . ?
S1 C2 1.739(3) . ?
O1 C1 1.296(4) . ?
O2 C3 1.237(4) . ?
O3 C3 1.329(4) . ?
O3 C4 1.449(5) . ?
O4 C7 1.228(5) . ?
O5 C7 1.254(5) . ?
O5 Zn1 2.021(2) 4_565 ?
O6 C13 1.222(5) . ?
O7 C18 1.216(5) . ?
N1 C8 1.329(5) . ?
N1 C12 1.336(5) . ?
N2 C13 1.345(6) . ?
N2 C14 1.470(6) . ?
N2 C17 1.473(6) . ?
N3 C18 1.309(6) . ?
N3 C15 1.471(6) . ?
N3 C16 1.476(6) . ?
N4 C20 1.328(5) . ?
N4 C21 1.337(5) . ?
N4 Zn1 2.123(3) 2_556 ?
C1 C2 1.392(5) . ?
C1 C6 1.429(5) . ?
C2 C3 1.422(5) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.352(5) . ?
C5 C7 1.497(5) . ?
C6 H6 0.9300 . ?
C8 C9 1.377(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.376(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.388(6) . ?
C10 C13 1.506(6) . ?
C11 C12 1.369(6) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C14 C15 1.396(8) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.404(8) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C23 1.504(6) . ?
C19 C23 1.365(6) . ?
C19 C20 1.368(6) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.365(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.376(6) . ?
C22 H22 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O5 171.74(11) . 4_666 ?
O1 Zn1 O2 88.10(10) . . ?
O5 Zn1 O2 83.87(11) 4_666 . ?
O1 Zn1 N1 93.15(11) . . ?
O5 Zn1 N1 93.16(12) 4_666 . ?
O2 Zn1 N1 153.52(12) . . ?
O1 Zn1 N4 94.07(11) . 2_546 ?
O5 Zn1 N4 90.06(12) 4_666 2_546 ?
O2 Zn1 N4 106.11(12) . 2_546 ?
N1 Zn1 N4 100.18(12) . 2_546 ?
C5 S1 C2 90.41(17) . . ?
C1 O1 Zn1 126.8(2) . . ?
C3 O2 Zn1 127.1(2) . . ?
C3 O3 C4 116.4(3) . . ?
C7 O5 Zn1 131.5(2) . 4_565 ?
C8 N1 C12 117.1(3) . . ?
C8 N1 Zn1 120.8(2) . . ?
C12 N1 Zn1 122.1(3) . . ?
C13 N2 C14 126.8(4) . . ?
C13 N2 C17 119.9(4) . . ?
C14 N2 C17 112.1(4) . . ?
C18 N3 C15 121.3(4) . . ?
C18 N3 C16 125.2(4) . . ?
C15 N3 C16 113.4(4) . . ?
C20 N4 C21 116.7(4) . . ?
C20 N4 Zn1 122.7(3) . 2_556 ?
C21 N4 Zn1 120.6(3) . 2_556 ?
O1 C1 C2 126.9(3) . . ?
O1 C1 C6 123.0(3) . . ?
C2 C1 C6 110.1(3) . . ?
C1 C2 C3 124.9(3) . . ?
C1 C2 S1 112.7(2) . . ?
C3 C2 S1 122.3(3) . . ?
O2 C3 O3 121.0(3) . . ?
O2 C3 C2 123.9(3) . . ?
O3 C3 C2 115.1(3) . . ?
O3 C4 H4A 109.5 . . ?
O3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
O3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 C5 C7 127.2(3) . . ?
C6 C5 S1 113.1(3) . . ?
C7 C5 S1 119.5(3) . . ?
C5 C6 C1 113.7(3) . . ?
C5 C6 H6 123.1 . . ?
C1 C6 H6 123.1 . . ?
O4 C7 O5 127.0(3) . . ?
O4 C7 C5 118.5(3) . . ?
O5 C7 C5 114.4(3) . . ?
N1 C8 C9 123.5(4) . . ?
N1 C8 H8 118.3 . . ?
C9 C8 H8 118.3 . . ?
C10 C9 C8 119.2(4) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C9 C10 C11 117.7(4) . . ?
C9 C10 C13 122.7(4) . . ?
C11 C10 C13 119.4(4) . . ?
C12 C11 C10 119.3(4) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
N1 C12 C11 123.2(4) . . ?
N1 C12 H12 118.4 . . ?
C11 C12 H12 118.4 . . ?
O6 C13 N2 123.5(4) . . ?
O6 C13 C10 118.9(4) . . ?
N2 C13 C10 117.4(4) . . ?
C15 C14 N2 111.0(5) . . ?
C15 C14 H14A 109.4 . . ?
N2 C14 H14A 109.4 . . ?
C15 C14 H14B 109.4 . . ?
N2 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?
C14 C15 N3 111.8(5) . . ?
C14 C15 H15A 109.3 . . ?
N3 C15 H15A 109.3 . . ?
C14 C15 H15B 109.3 . . ?
N3 C15 H15B 109.3 . . ?
H15A C15 H15B 107.9 . . ?
C17 C16 N3 110.9(5) . . ?
C17 C16 H16A 109.5 . . ?
N3 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
N3 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
C16 C17 N2 111.0(5) . . ?
C16 C17 H17A 109.4 . . ?
N2 C17 H17A 109.4 . . ?
C16 C17 H17B 109.4 . . ?
N2 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
O7 C18 N3 122.0(4) . . ?
O7 C18 C23 118.3(4) . . ?
N3 C18 C23 119.6(4) . . ?
C23 C19 C20 119.6(4) . . ?
C23 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
N4 C20 C19 123.3(4) . . ?
N4 C20 H20 118.3 . . ?
C19 C20 H20 118.3 . . ?
N4 C21 C22 123.3(4) . . ?
N4 C21 H21 118.3 . . ?
C22 C21 H21 118.3 . . ?
C21 C22 C23 119.3(4) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 H22 120.4 . . ?
C19 C23 C22 117.8(4) . . ?
C19 C23 C18 122.0(4) . . ?
C22 C23 C18 119.6(4) . . ?

_refine_diff_density_max         1.140
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.067

####################################################################### 
# 
# 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_201741b38
_database_code_depnum_ccdc_archive 'CCDC 1814680'
_audit_update_record             
;
2018-01-04 deposited with the CCDC.
2018-07-17 downloaded from the CCDC.
;
_audit_creation_date             2017-11-27
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H21.68 Cd N4 O8 S, H2 O'
_chemical_formula_sum            'C23 H24 Cd N4 O9 S'
_chemical_formula_weight         644.92
_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'
Cd Cd -0.8075 1.2024 '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'

_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                   9.7826(5)
_cell_length_b                   20.2974(11)
_cell_length_c                   13.2462(8)
_cell_angle_alpha                90
_cell_angle_beta                 92.413(5)
_cell_angle_gamma                90
_cell_volume                     2627.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4034
_cell_measurement_temperature    289.1(2)
_cell_measurement_theta_max      25.8850
_cell_measurement_theta_min      3.6490
_shelx_estimated_absorpt_T_max   0.773
_shelx_estimated_absorpt_T_min   0.747
_exptl_absorpt_coefficient_mu    0.968
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57566
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
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    1.630
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.28
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0678
_diffrn_reflns_av_unetI/netI     0.1003
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14188
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.497
_diffrn_reflns_theta_min         3.319
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      289.1(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1169
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     35.00  86.00   1.00   50.00    --   13.55 178.00-120.00   51
  2  ω    -56.00  83.00   1.00   50.00    --   13.55   0.00  30.00  139
  3  ω    -56.00  27.00   1.00   50.00    --   13.55 -38.00  30.00   83
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0238667000
_diffrn_orient_matrix_UB_12      0.0171633000
_diffrn_orient_matrix_UB_13      0.0424280000
_diffrn_orient_matrix_UB_21      -0.0654000000
_diffrn_orient_matrix_UB_22      -0.0146308000
_diffrn_orient_matrix_UB_23      -0.0080222000
_diffrn_orient_matrix_UB_31      0.0204767000
_diffrn_orient_matrix_UB_32      -0.0266874000
_diffrn_orient_matrix_UB_33      0.0317620000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3330
_reflns_number_total             4813
_reflns_odcompleteness_completeness 99.66
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.66
_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 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (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         1.784
_refine_diff_density_min         -0.825
_refine_diff_density_rms         0.149
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.187
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     369
_refine_ls_number_reflns         4813
_refine_ls_number_restraints     400
_refine_ls_R_factor_all          0.1214
_refine_ls_R_factor_gt           0.0828
_refine_ls_restrained_S_all      1.144
_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)+(0.0610P)²+21.2250P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2049
_refine_ls_wR_factor_ref         0.2172
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.04 and sigma
for terminal atoms of 0.08
Uanis(C21A) \\sim Ueq, Uanis(N4A) \\sim Ueq, Uanis(C22A) \\sim Ueq, Uanis(C22)
\\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(N4) \\sim Ueq: with sigma of 0.1 and
sigma for terminal atoms of 0.2
Uanis(C21) = Uanis(C21A)
Uanis(N4A) = Uanis(N4)
Uanis(C7A) = Uanis(C7)
4. Others
 Sof(N4A)=Sof(C21A)=Sof(H21C)=Sof(H21D)=Sof(C22A)=Sof(H22C)=1-FVAR(1)
 Sof(N4)=Sof(C21)=Sof(H21A)=Sof(H21B)=Sof(C22)=Sof(H22A)=Sof(H22B)=FVAR(1)
 Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(H7AC)=1-FVAR(2)
 Sof(C7)=Sof(H7A)=Sof(H7B)=Sof(H7C)=FVAR(2)
5.a Free rotating group:
 O7(H3W,H4W)
5.b Rotating group:
 O6(H1W,H2W)
5.c Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B), C21(H21A,H21B), C21A(H21C,H21D), C22(H22A,H22B)
5.d Aromatic/amide H refined with riding coordinates:
 C4(H4), C8(H8), C9(H9), C11(H11), C12(H12), C16(H16), C17(H17), C19(H19),
 C20(H20), C22A(H22C)
5.e Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C7A(H7AA,H7AB,H7AC)
;
_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
Cd1 Cd 0.38819(7) 0.71840(4) 0.53555(6) 0.0325(3) Uani 1 1 d . U . . .
S1 S 0.8761(3) 0.80715(15) 0.4140(2) 0.0448(7) Uani 1 1 d . U . . .
O1 O 0.4762(7) 0.8039(4) 0.4319(6) 0.0444(17) Uani 1 1 d . U . . .
O2 O 0.6178(7) 0.7085(4) 0.5694(6) 0.0423(18) Uani 1 1 d . U . . .
O3 O 1.1575(7) 0.6989(4) 0.5530(7) 0.050(2) Uani 1 1 d . U . . .
O4 O 1.1712(7) 0.7796(4) 0.4397(7) 0.058(2) Uani 1 1 d . U . . .
O5 O 0.6223(8) 0.8659(5) 0.3485(7) 0.065(2) Uani 1 1 d . U . . .
O6 O 0.4031(8) 0.6266(4) 0.6486(7) 0.062(2) Uani 1 1 d . U . . .
H1W H 0.4849 0.6220 0.6719 0.093 Uiso 1 1 d GR . . . .
H2W H 0.3880 0.5914 0.6148 0.093 Uiso 1 1 d GR . . . .
O7 O 0.6503(11) 0.6408(6) 0.7548(9) 0.083(3) Uani 1 1 d . U . . .
H3W H 0.6695 0.6421 0.8180 0.125 Uiso 1 1 d G . . . .
H4W H 0.6786 0.6775 0.7328 0.125 Uiso 1 1 d G . . . .
O8 O 0.2138(9) 0.9982(5) 0.8369(8) 0.077(3) Uani 1 1 d . U . . .
O9 O 0.1896(8) 0.5342(6) 0.0967(8) 0.085(4) Uani 1 1 d . U . . .
N1 N 0.3867(8) 0.6523(4) 0.3906(7) 0.0389(19) Uani 1 1 d . U . . .
N2 N 0.4077(9) 0.5047(6) 0.0771(8) 0.058(3) Uani 1 1 d . U . . .
N3 N 0.3669(8) 0.8005(4) 0.6573(7) 0.040(2) Uani 1 1 d . U . . .
N4 N 0.421(3) 0.9869(11) 0.9098(17) 0.045(5) Uani 0.68(2) 1 d . U P A 1
N4A N 0.606(6) 1.026(3) 1.058(4) 0.045(5) Uani 0.32(2) 1 d . U P A 2
C1 C 0.5958(10) 0.8175(5) 0.4137(9) 0.038(2) Uani 1 1 d . U . . .
C2 C 0.7151(9) 0.7854(6) 0.4542(8) 0.039(2) Uani 1 1 d . U . . .
C3 C 0.7204(10) 0.7340(5) 0.5256(8) 0.036(2) Uani 1 1 d . U . . .
C4 C 0.8611(10) 0.7154(5) 0.5464(9) 0.037(2) Uani 1 1 d . U . . .
H4 H 0.8875 0.6835 0.5937 0.044 Uiso 1 1 calc R . . . .
C5 C 0.9508(10) 0.7487(6) 0.4910(9) 0.042(2) Uani 1 1 d . U . . .
C6 C 1.1041(11) 0.7416(6) 0.4953(10) 0.043(3) Uani 1 1 d . U . . .
C7 C 0.505(4) 0.898(3) 0.297(5) 0.071(11) Uani 0.64(11) 1 d . U P B 1
H7A H 0.4336 0.8660 0.2843 0.107 Uiso 0.64(11) 1 calc GR . P B 1
H7B H 0.5321 0.9162 0.2343 0.107 Uiso 0.64(11) 1 calc GR . P B 1
H7C H 0.4714 0.9324 0.3391 0.107 Uiso 0.64(11) 1 calc GR . P B 1
C7A C 0.517(8) 0.917(4) 0.331(8) 0.071(11) Uani 0.36(11) 1 d . U P B 2
H7AA H 0.4347 0.8969 0.3033 0.107 Uiso 0.36(11) 1 calc GR . P B 2
H7AB H 0.5490 0.9492 0.2848 0.107 Uiso 0.36(11) 1 calc GR . P B 2
H7AC H 0.4982 0.9378 0.3941 0.107 Uiso 0.36(11) 1 calc GR . P B 2
C8 C 0.4112(11) 0.5875(6) 0.3927(9) 0.043(2) Uani 1 1 d . U . . .
H8 H 0.4414 0.5679 0.4531 0.052 Uiso 1 1 calc R . . . .
C9 C 0.3925(12) 0.5487(6) 0.3068(9) 0.050(3) Uani 1 1 d . U . . .
H9 H 0.4095 0.5037 0.3110 0.059 Uiso 1 1 calc R . . . .
C10 C 0.3497(11) 0.5754(6) 0.2165(9) 0.044(2) Uani 1 1 d . U . . .
C11 C 0.3295(13) 0.6430(6) 0.2139(9) 0.052(3) Uani 1 1 d . U . . .
H11 H 0.3022 0.6638 0.1538 0.063 Uiso 1 1 calc R . . . .
C12 C 0.3506(12) 0.6792(6) 0.3024(9) 0.052(3) Uani 1 1 d . U . . .
H12 H 0.3387 0.7246 0.2995 0.062 Uiso 1 1 calc R . . . .
C13 C 0.3102(11) 0.5354(6) 0.1237(10) 0.052(3) Uani 1 1 d . U . . .
C14 C 0.5558(12) 0.5096(8) 0.0996(10) 0.063(4) Uani 1 1 d . U . . .
H14A H 0.5724 0.5385 0.1571 0.076 Uiso 1 1 calc R . . . .
H14B H 0.5916 0.4664 0.1175 0.076 Uiso 1 1 calc R . . . .
C15 C 0.3732(13) 0.4651(8) -0.0138(11) 0.075(5) Uani 1 1 d . U . . .
H15A H 0.3991 0.4196 -0.0017 0.091 Uiso 1 1 calc R . . . .
H15B H 0.2752 0.4666 -0.0283 0.091 Uiso 1 1 calc R . . . .
C16 C 0.4539(11) 0.8505(6) 0.6575(9) 0.053(3) Uani 1 1 d . U . . .
H16 H 0.5255 0.8494 0.6135 0.064 Uiso 1 1 calc R . . . .
C17 C 0.4423(12) 0.9048(6) 0.7209(9) 0.050(3) Uani 1 1 d . U . . .
H17 H 0.5045 0.9394 0.7186 0.060 Uiso 1 1 calc R . . . .
C18 C 0.3388(10) 0.9067(5) 0.7863(8) 0.033(2) Uani 1 1 d . U . . .
C19 C 0.2485(10) 0.8538(5) 0.7875(8) 0.040(2) Uani 1 1 d . U . . .
H19 H 0.1774 0.8531 0.8319 0.048 Uiso 1 1 calc R . . . .
C20 C 0.2664(10) 0.8027(5) 0.7215(8) 0.038(2) Uani 1 1 d . U . . .
H20 H 0.2049 0.7678 0.7218 0.045 Uiso 1 1 calc R . . . .
C21 C 0.418(2) 1.0529(10) 0.9591(18) 0.055(5) Uani 0.68(2) 1 d . U P A 1
H21A H 0.4831 1.0820 0.9288 0.066 Uiso 0.68(2) 1 calc R . P A 1
H21B H 0.3272 1.0720 0.9485 0.066 Uiso 0.68(2) 1 calc R . P A 1
C21A C 0.372(5) 1.032(2) 1.008(4) 0.055(5) Uani 0.32(2) 1 d . U P A 2
H21C H 0.3439 1.0184 1.0741 0.066 Uiso 0.32(2) 1 calc R . P A 2
H21D H 0.3008 1.0607 0.9782 0.066 Uiso 0.32(2) 1 calc R . P A 2
C22 C 0.450(2) 1.0469(10) 1.0678(17) 0.053(6) Uani 0.68(2) 1 d . U P A 1
H22A H 0.4549 1.0905 1.0974 0.064 Uiso 0.68(2) 1 calc R . P A 1
H22B H 0.3772 1.0230 1.0990 0.064 Uiso 0.68(2) 1 calc R . P A 1
C22A C 0.508(5) 1.069(2) 1.017(4) 0.053(8) Uani 0.32(2) 1 d . U P A 2
H22C H 0.5234 1.1129 0.9988 0.063 Uiso 0.32(2) 1 calc R . P A 2
C23 C 0.3163(11) 0.9661(5) 0.8511(9) 0.042(3) Uani 1 1 d . 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
Cd1 O1 2.395(8) . ?
Cd1 O2 2.281(7) . ?
Cd1 O3 2.313(7) 1_455 ?
Cd1 O6 2.391(8) . ?
Cd1 N1 2.342(9) . ?
Cd1 N3 2.335(9) . ?
S1 C2 1.741(10) . ?
S1 C5 1.709(12) . ?
O1 C1 1.236(11) . ?
O2 C3 1.289(12) . ?
O3 Cd1 2.313(7) 1_655 ?
O3 C6 1.254(14) . ?
O4 C6 1.269(14) . ?
O5 C1 1.340(13) . ?
O5 C7 1.46(3) . ?
O5 C7A 1.47(6) . ?
O6 H1W 0.8506 . ?
O6 H2W 0.8508 . ?
O7 H3W 0.8500 . ?
O7 H4W 0.8503 . ?
O8 C23 1.204(12) . ?
O9 C13 1.218(13) . ?
N1 C8 1.337(13) . ?
N1 C12 1.324(14) . ?
N2 C13 1.315(14) . ?
N2 C14 1.471(14) . ?
N2 C15 1.474(15) . ?
N3 C16 1.324(14) . ?
N3 C20 1.328(13) . ?
N4 C21 1.49(3) . ?
N4 C22 1.45(3) 3_677 ?
N4 C23 1.33(3) . ?
N4A C21A 1.49(7) 3_677 ?
N4A C22A 1.40(7) . ?
N4A C23 1.41(6) 3_677 ?
C1 C2 1.422(14) . ?
C2 C3 1.407(15) . ?
C3 C4 1.442(14) . ?
C4 H4 0.9300 . ?
C4 C5 1.348(15) . ?
C5 C6 1.505(14) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C7A H7AA 0.9600 . ?
C7A H7AB 0.9600 . ?
C7A H7AC 0.9600 . ?
C8 H8 0.9300 . ?
C8 C9 1.389(15) . ?
C9 H9 0.9300 . ?
C9 C10 1.363(16) . ?
C10 C11 1.386(16) . ?
C10 C13 1.509(16) . ?
C11 H11 0.9300 . ?
C11 C12 1.392(16) . ?
C12 H12 0.9300 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.45(2) 3_665 ?
C15 C14 1.45(2) 3_665 ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16 0.9300 . ?
C16 C17 1.393(15) . ?
C17 H17 0.9300 . ?
C17 C18 1.360(15) . ?
C18 C19 1.391(14) . ?
C18 C23 1.500(14) . ?
C19 H19 0.9300 . ?
C19 C20 1.372(14) . ?
C20 H20 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.47(3) . ?
C21A N4A 1.49(7) 3_677 ?
C21A H21C 0.9700 . ?
C21A H21D 0.9700 . ?
C21A C22A 1.53(8) . ?
C22 N4 1.45(3) 3_677 ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22A H22C 0.9300 . ?
C23 N4A 1.41(6) 3_677 ?

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 Cd1 O1 78.6(2) . . ?
O2 Cd1 O3 157.3(3) . 1_455 ?
O2 Cd1 O6 77.0(3) . . ?
O2 Cd1 N1 94.7(3) . . ?
O2 Cd1 N3 92.5(3) . . ?
O3 Cd1 O1 123.9(3) 1_455 . ?
O3 Cd1 O6 80.7(3) 1_455 . ?
O3 Cd1 N1 90.6(3) 1_455 . ?
O3 Cd1 N3 86.4(3) 1_455 . ?
O6 Cd1 O1 155.5(3) . . ?
N1 Cd1 O1 86.3(3) . . ?
N1 Cd1 O6 93.7(3) . . ?
N3 Cd1 O1 85.6(3) . . ?
N3 Cd1 O6 97.4(3) . . ?
N3 Cd1 N1 167.9(3) . . ?
C5 S1 C2 90.6(5) . . ?
C1 O1 Cd1 129.8(7) . . ?
C3 O2 Cd1 130.9(7) . . ?
C6 O3 Cd1 101.8(7) . 1_655 ?
C1 O5 C7 117(2) . . ?
C1 O5 C7A 118(4) . . ?
Cd1 O6 H1W 110.1 . . ?
Cd1 O6 H2W 108.6 . . ?
H1W O6 H2W 103.9 . . ?
H3W O7 H4W 104.5 . . ?
C8 N1 Cd1 123.5(8) . . ?
C12 N1 Cd1 118.6(8) . . ?
C12 N1 C8 117.7(10) . . ?
C13 N2 C14 126.9(10) . . ?
C13 N2 C15 119.7(10) . . ?
C14 N2 C15 113.1(9) . . ?
C16 N3 Cd1 118.2(7) . . ?
C16 N3 C20 117.8(9) . . ?
C20 N3 Cd1 123.8(7) . . ?
C22 N4 C21 111.9(18) 3_677 . ?
C23 N4 C21 120.5(19) . . ?
C23 N4 C22 127.5(19) . 3_677 ?
C22A N4A C21A 113(4) . 3_677 ?
C22A N4A C23 126(4) . 3_677 ?
C23 N4A C21A 121(4) 3_677 3_677 ?
O1 C1 O5 120.0(9) . . ?
O1 C1 C2 126.3(11) . . ?
O5 C1 C2 113.6(9) . . ?
C1 C2 S1 120.5(9) . . ?
C3 C2 S1 112.7(7) . . ?
C3 C2 C1 126.9(9) . . ?
O2 C3 C2 126.4(9) . . ?
O2 C3 C4 124.3(10) . . ?
C2 C3 C4 109.3(9) . . ?
C3 C4 H4 123.1 . . ?
C5 C4 C3 113.8(10) . . ?
C5 C4 H4 123.1 . . ?
C4 C5 S1 113.6(8) . . ?
C4 C5 C6 127.0(11) . . ?
C6 C5 S1 119.3(9) . . ?
O3 C6 O4 124.1(10) . . ?
O3 C6 C5 118.6(11) . . ?
O4 C6 C5 117.3(11) . . ?
O5 C7 H7A 109.5 . . ?
O5 C7 H7B 109.5 . . ?
O5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O5 C7A H7AA 109.5 . . ?
O5 C7A H7AB 109.5 . . ?
O5 C7A H7AC 109.5 . . ?
H7AA C7A H7AB 109.5 . . ?
H7AA C7A H7AC 109.5 . . ?
H7AB C7A H7AC 109.5 . . ?
N1 C8 H8 119.3 . . ?
N1 C8 C9 121.5(11) . . ?
C9 C8 H8 119.3 . . ?
C8 C9 H9 119.3 . . ?
C10 C9 C8 121.3(11) . . ?
C10 C9 H9 119.3 . . ?
C9 C10 C11 116.9(11) . . ?
C9 C10 C13 124.1(11) . . ?
C11 C10 C13 118.7(11) . . ?
C10 C11 H11 120.5 . . ?
C10 C11 C12 119.1(12) . . ?
C12 C11 H11 120.5 . . ?
N1 C12 C11 123.4(11) . . ?
N1 C12 H12 118.3 . . ?
C11 C12 H12 118.3 . . ?
O9 C13 N2 124.4(11) . . ?
O9 C13 C10 117.5(10) . . ?
N2 C13 C10 118.1(10) . . ?
N2 C14 H14A 109.3 . . ?
N2 C14 H14B 109.3 . . ?
H14A C14 H14B 108.0 . . ?
C15 C14 N2 111.4(11) 3_665 . ?
C15 C14 H14A 109.3 3_665 . ?
C15 C14 H14B 109.3 3_665 . ?
N2 C15 H15A 109.6 . . ?
N2 C15 H15B 109.6 . . ?
C14 C15 N2 110.2(12) 3_665 . ?
C14 C15 H15A 109.6 3_665 . ?
C14 C15 H15B 109.6 3_665 . ?
H15A C15 H15B 108.1 . . ?
N3 C16 H16 118.7 . . ?
N3 C16 C17 122.6(10) . . ?
C17 C16 H16 118.7 . . ?
C16 C17 H17 120.4 . . ?
C18 C17 C16 119.2(10) . . ?
C18 C17 H17 120.4 . . ?
C17 C18 C19 118.3(10) . . ?
C17 C18 C23 121.2(10) . . ?
C19 C18 C23 120.3(9) . . ?
C18 C19 H19 120.7 . . ?
C20 C19 C18 118.6(10) . . ?
C20 C19 H19 120.7 . . ?
N3 C20 C19 123.4(10) . . ?
N3 C20 H20 118.3 . . ?
C19 C20 H20 118.3 . . ?
N4 C21 H21A 109.6 . . ?
N4 C21 H21B 109.6 . . ?
H21A C21 H21B 108.1 . . ?
C22 C21 N4 110.2(17) . . ?
C22 C21 H21A 109.6 . . ?
C22 C21 H21B 109.6 . . ?
N4A C21A H21C 110.4 3_677 . ?
N4A C21A H21D 110.4 3_677 . ?
N4A C21A C22A 107(4) 3_677 . ?
H21C C21A H21D 108.6 . . ?
C22A C21A H21C 110.4 . . ?
C22A C21A H21D 110.4 . . ?
N4 C22 C21 113.1(17) 3_677 . ?
N4 C22 H22A 109.0 3_677 . ?
N4 C22 H22B 109.0 3_677 . ?
C21 C22 H22A 109.0 . . ?
C21 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
N4A C22A C21A 108(4) . . ?
N4A C22A H22C 126.2 . . ?
C21A C22A H22C 126.2 . . ?
O8 C23 N4 122.4(14) . . ?
O8 C23 N4A 119(3) . 3_677 ?
O8 C23 C18 119.2(9) . . ?
N4 C23 C18 117.4(14) . . ?
N4A C23 C18 120(3) 3_677 . ?

