# Electronic Supplementary Material (ESI) for Chemical Science
# This journal is © The Royal Society of Chemistry 2011


data_global
_journal_name_full               'Chemical Science'
_journal_coden_cambridge         1475
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_email       stoygop@gmail.com
_publ_contact_author_name        'Matthew Campbell'
loop_
_publ_author_name
'F. Dean Toste'
'Matthew James Campbell '

data_toste38
_database_code_depnum_ccdc_archive 'CCDC 823598'
#TrackingRef 'toste38.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
toste38
;
_chemical_name_common            MJC-4-153-M
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H25 Cl N2 O4 S'
_chemical_formula_weight         545.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   11.8193(5)
_cell_length_b                   11.4475(5)
_cell_length_c                   19.9444(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.770(3)
_cell_angle_gamma                90.00
_cell_volume                     2673.73(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9898
_cell_measurement_theta_min      4.12
_cell_measurement_theta_max      67.46

_exptl_crystal_description       rod
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1136
_exptl_absorpt_coefficient_mu    2.317
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8363
_exptl_absorpt_correction_T_max  0.9551
_exptl_absorpt_process_details   SADABS

_diffrn_refln_scan_width         1.0
_diffrn_refln_scan_rate          10
_space_group.centring_type       primitive
_space_group.IT_number           14

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'microfocus rotating anode'
_diffrn_radiation_monochromator  'HELIOS multilayer mirrors'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.366
_diffrn_reflns_number            36857
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_av_sigmaI/netI    0.0295
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.12
_diffrn_reflns_theta_max         68.01
_reflns_number_total             4842
_reflns_number_gt                3980
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    SIR-2008
_computing_structure_refinement  SHELXL-97
_computing_molecular_graphics    ORTEP-32
_computing_publication_material  WinGX

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0313P)^2^+2.8171P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4842
_refine_ls_number_parameters     382
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0599
_refine_ls_R_factor_gt           0.0467
_refine_ls_wR_factor_ref         0.1061
_refine_ls_wR_factor_gt          0.1008
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6391(2) 0.3567(2) 0.46954(12) 0.0284(6) Uani 1 1 d . . .
C2 C 0.5636(2) 0.4970(3) 0.38989(13) 0.0283(7) Uani 0.894(3) 1 d P A 1
H2 H 0.4956 0.5403 0.4017 0.034 Uiso 0.894(3) 1 calc PR A 1
C3 C 0.5309(2) 0.3734(3) 0.36773(14) 0.0288(7) Uani 0.894(3) 1 d P A 1
C2A C 0.6653(18) 0.4528(19) 0.3722(10) 0.022(5) Uiso 0.106(3) 1 d P A 2
H2A H 0.7479 0.4407 0.3681 0.026 Uiso 0.106(3) 1 calc PR A 2
C3A C 0.595(2) 0.340(2) 0.3565(11) 0.022(5) Uiso 0.106(3) 1 d P A 2
C4 C 0.7368(2) 0.0956(2) 0.48568(12) 0.0296(6) Uani 1 1 d . A .
C5 C 0.8472(2) 0.1267(3) 0.47483(16) 0.0439(7) Uani 1 1 d . . .
H5 H 0.8828 0.1942 0.4958 0.053 Uiso 1 1 calc R . .
C6 C 0.9032(3) 0.0584(3) 0.43346(18) 0.0540(9) Uani 1 1 d . . .
H6 H 0.9778 0.0802 0.4255 0.065 Uiso 1 1 calc R . .
C7 C 0.8542(3) -0.0419(3) 0.40278(16) 0.0447(7) Uani 1 1 d . . .
C8 C 0.7447(2) -0.0711(3) 0.41434(14) 0.0373(6) Uani 1 1 d . . .
H8 H 0.7096 -0.1393 0.3938 0.045 Uiso 1 1 calc R . .
C9 C 0.6852(2) -0.0026(2) 0.45534(13) 0.0332(6) Uani 1 1 d . . .
H9 H 0.6098 -0.0232 0.4624 0.040 Uiso 1 1 calc R . .
C10 C 0.9176(3) -0.1160(3) 0.35757(19) 0.0651(10) Uani 1 1 d . . .
H10A H 0.8884 -0.1962 0.3568 0.098 Uiso 1 1 calc R . .
H10B H 0.9992 -0.1161 0.3750 0.098 Uiso 1 1 calc R . .
H10C H 0.9065 -0.0839 0.3116 0.098 Uiso 1 1 calc R . .
C11 C 0.6196(2) 0.5643(2) 0.33775(12) 0.0280(6) Uani 0.894(3) 1 d P A 1
C12 C 0.5635(3) 0.6601(3) 0.30578(16) 0.0387(8) Uani 0.894(3) 1 d P A 1
H12 H 0.4932 0.6864 0.3186 0.046 Uiso 0.894(3) 1 calc PR A 1
C13 C 0.6120(6) 0.7173(5) 0.2543(3) 0.0528(18) Uani 0.894(3) 1 d P A 1
H13 H 0.5728 0.7804 0.2305 0.063 Uiso 0.894(3) 1 calc PR A 1
C14 C 0.7157(4) 0.6823(4) 0.23852(18) 0.0526(10) Uani 0.894(3) 1 d P A 1
H14 H 0.7491 0.7230 0.2046 0.063 Uiso 0.894(3) 1 calc PR A 1
C15 C 0.7728(3) 0.5885(3) 0.27119(18) 0.0498(9) Uani 0.894(3) 1 d P A 1
H15 H 0.8449 0.5647 0.2598 0.060 Uiso 0.894(3) 1 calc PR A 1
C16 C 0.7236(3) 0.5296(3) 0.32077(16) 0.0397(8) Uani 0.894(3) 1 d P A 1
H16 H 0.7620 0.4648 0.3432 0.048 Uiso 0.894(3) 1 calc PR A 1
C17 C 0.4718(3) 0.3353(3) 0.31103(14) 0.0317(7) Uani 0.894(3) 1 d P A 1
H17 H 0.4442 0.3945 0.2797 0.038 Uiso 0.894(3) 1 calc PR A 1
C11A C 0.6196(2) 0.5643(2) 0.33775(12) 0.0280(6) Uani 0.106(3) 1 d P A 2
C12A C 0.693(2) 0.611(2) 0.2924(12) 0.029(6) Uiso 0.106(3) 1 d P A 2
H12A H 0.7626 0.5766 0.2844 0.035 Uiso 0.106(3) 1 calc PR A 2
C13A C 0.649(4) 0.715(5) 0.261(3) 0.034(12) Uiso 0.106(3) 1 d P A 2
H13A H 0.7003 0.7607 0.2399 0.041 Uiso 0.106(3) 1 calc PR A 2
C14A C 0.541(3) 0.756(3) 0.2581(15) 0.041(7) Uiso 0.106(3) 1 d P A 2
H14A H 0.5127 0.8177 0.2290 0.049 Uiso 0.106(3) 1 calc PR A 2
C15A C 0.476(2) 0.699(2) 0.3010(12) 0.028(6) Uiso 0.106(3) 1 d P A 2
H15A H 0.4017 0.7273 0.3047 0.034 Uiso 0.106(3) 1 calc PR A 2
C16A C 0.517(2) 0.605(2) 0.3382(12) 0.027(5) Uiso 0.106(3) 1 d P A 2
H16A H 0.4687 0.5668 0.3656 0.033 Uiso 0.106(3) 1 calc PR A 2
C17A C 0.534(2) 0.308(2) 0.3010(13) 0.028(6) Uiso 0.106(3) 1 d P A 2
H17A H 0.5478 0.3496 0.2617 0.034 Uiso 0.106(3) 1 calc PR A 2
C18 C 0.4420(2) 0.2143(3) 0.28864(13) 0.0361(6) Uani 1 1 d . . .
C19 C 0.3732(3) 0.2014(3) 0.22647(14) 0.0431(7) Uani 1 1 d . A .
H19 H 0.3511 0.2685 0.1999 0.052 Uiso 1 1 calc R . .
C20 C 0.3366(3) 0.0922(3) 0.20300(14) 0.0435(7) Uani 1 1 d . . .
H20 H 0.2899 0.0851 0.1605 0.052 Uiso 1 1 calc R A .
C21 C 0.3677(2) -0.0067(3) 0.24084(14) 0.0398(7) Uani 1 1 d . A .
H21 H 0.3414 -0.0815 0.2250 0.048 Uiso 1 1 calc R . .
C22 C 0.4379(2) 0.0044(3) 0.30248(13) 0.0359(6) Uani 1 1 d . . .
H22 H 0.4605 -0.0632 0.3285 0.043 Uiso 1 1 calc R A .
C23 C 0.4749(2) 0.1135(2) 0.32608(13) 0.0340(6) Uani 1 1 d . A .
H23 H 0.5232 0.1200 0.3681 0.041 Uiso 1 1 calc R . .
C24 C 0.7034(2) 0.5563(2) 0.49491(12) 0.0285(6) Uani 1 1 d . . .
C25 C 0.8167(2) 0.5350(2) 0.52226(12) 0.0293(6) Uani 1 1 d . A .
H25 H 0.8543 0.4658 0.5110 0.035 Uiso 1 1 calc R . .
C26 C 0.8728(2) 0.6158(2) 0.56565(12) 0.0272(5) Uani 1 1 d . . .
C27 C 0.8198(2) 0.7177(2) 0.58336(12) 0.0281(5) Uani 1 1 d . A .
C28 C 0.7088(2) 0.7394(2) 0.55345(13) 0.0316(6) Uani 1 1 d . . .
H28 H 0.6720 0.8099 0.5633 0.038 Uiso 1 1 calc R A .
C29 C 0.6512(2) 0.6590(2) 0.50932(13) 0.0322(6) Uani 1 1 d . A .
H29 H 0.5754 0.6748 0.4890 0.039 Uiso 1 1 calc R . .
C30 C 0.8299(2) 0.8932(3) 0.64811(16) 0.0434(7) Uani 1 1 d . A .
H30A H 0.8085 0.9423 0.6082 0.065 Uiso 1 1 calc R . .
H30B H 0.8834 0.9358 0.6812 0.065 Uiso 1 1 calc R . .
H30C H 0.7614 0.8731 0.6684 0.065 Uiso 1 1 calc R . .
N1 N 0.64382(18) 0.46967(19) 0.45205(10) 0.0311(5) Uani 1 1 d . A .
N2 N 0.68511(18) 0.31400(19) 0.52636(10) 0.0298(5) Uani 1 1 d . A .
O1 O 0.5763(2) 0.2960(2) 0.41965(11) 0.0281(5) Uani 0.894(3) 1 d P A 1
O1A O 0.6126(19) 0.268(2) 0.4154(12) 0.027(6) Uiso 0.106(3) 1 d P A 2
O2 O 0.54816(15) 0.14535(16) 0.53367(9) 0.0340(4) Uani 1 1 d . A .
O3 O 0.72951(16) 0.15929(17) 0.60932(9) 0.0384(5) Uani 1 1 d . A .
O4 O 0.88291(15) 0.78841(15) 0.62852(9) 0.0329(4) Uani 1 1 d . . .
S1 S 0.66741(5) 0.17600(6) 0.54337(3) 0.02952(16) Uani 1 1 d . . .
Cl1 Cl 1.01385(5) 0.58891(6) 0.59956(3) 0.03694(17) Uani 1 1 d . A .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0261(12) 0.0347(15) 0.0243(12) 0.0013(11) 0.0033(10) -0.0035(11)
C2 0.0232(14) 0.0351(17) 0.0260(14) 0.0024(12) 0.0012(11) 0.0029(12)
C3 0.0248(15) 0.0345(17) 0.0274(14) 0.0082(12) 0.0044(12) 0.0006(13)
C4 0.0263(12) 0.0325(15) 0.0287(13) 0.0044(11) -0.0011(10) -0.0004(11)
C5 0.0310(14) 0.0440(18) 0.0569(19) -0.0093(15) 0.0064(13) -0.0105(13)
C6 0.0347(16) 0.061(2) 0.070(2) -0.0128(18) 0.0191(15) -0.0129(15)
C7 0.0378(16) 0.0490(19) 0.0481(18) -0.0058(14) 0.0083(13) -0.0013(14)
C8 0.0399(15) 0.0349(16) 0.0355(15) -0.0018(12) -0.0005(12) -0.0054(13)
C9 0.0273(13) 0.0351(15) 0.0362(15) 0.0058(12) 0.0000(11) -0.0041(11)
C10 0.058(2) 0.070(3) 0.071(2) -0.021(2) 0.0211(18) -0.0035(19)
C11 0.0291(13) 0.0303(14) 0.0230(12) 0.0030(10) -0.0022(10) -0.0023(11)
C12 0.0407(18) 0.0354(18) 0.0379(17) 0.0032(14) -0.0027(14) 0.0016(15)
C13 0.068(5) 0.044(3) 0.041(2) 0.0209(18) -0.014(3) -0.013(3)
C14 0.068(3) 0.053(2) 0.0368(19) 0.0107(17) 0.0067(19) -0.024(2)
C15 0.047(2) 0.058(2) 0.048(2) 0.0046(18) 0.0177(16) -0.0056(18)
C16 0.0342(17) 0.042(2) 0.0436(18) 0.0108(15) 0.0088(14) 0.0021(14)
C17 0.0302(17) 0.0380(18) 0.0261(15) 0.0075(13) 0.0008(12) -0.0013(14)
C11A 0.0291(13) 0.0303(14) 0.0230(12) 0.0030(10) -0.0022(10) -0.0023(11)
C18 0.0390(15) 0.0415(16) 0.0271(13) 0.0036(12) 0.0019(11) -0.0109(13)
C19 0.0507(18) 0.0486(19) 0.0279(14) 0.0060(13) -0.0021(12) -0.0064(15)
C20 0.0477(17) 0.057(2) 0.0241(13) -0.0036(13) -0.0015(12) -0.0069(15)
C21 0.0437(16) 0.0465(18) 0.0303(14) -0.0087(13) 0.0090(12) -0.0069(14)
C22 0.0371(15) 0.0415(17) 0.0302(14) 0.0013(12) 0.0081(11) -0.0003(13)
C23 0.0300(13) 0.0450(17) 0.0263(13) -0.0001(12) 0.0013(10) -0.0050(12)
C24 0.0309(13) 0.0327(15) 0.0214(12) 0.0058(10) 0.0020(10) -0.0046(11)
C25 0.0313(13) 0.0313(14) 0.0263(13) -0.0001(11) 0.0073(10) 0.0028(11)
C26 0.0222(12) 0.0351(15) 0.0252(12) 0.0021(11) 0.0059(10) 0.0006(11)
C27 0.0312(13) 0.0281(14) 0.0260(12) 0.0037(10) 0.0072(10) -0.0024(11)
C28 0.0326(14) 0.0273(14) 0.0352(14) 0.0053(11) 0.0060(11) 0.0047(11)
C29 0.0287(13) 0.0349(15) 0.0324(14) 0.0081(12) 0.0014(10) 0.0000(11)
C30 0.0377(16) 0.0338(17) 0.0590(19) -0.0129(14) 0.0076(14) -0.0001(13)
N1 0.0354(12) 0.0322(13) 0.0242(11) 0.0042(9) -0.0012(9) -0.0047(10)
N2 0.0305(11) 0.0314(12) 0.0264(11) 0.0027(9) -0.0010(9) -0.0013(9)
O1 0.0306(14) 0.0281(13) 0.0239(11) 0.0046(9) -0.0021(10) -0.0007(11)
O2 0.0279(9) 0.0373(11) 0.0368(10) 0.0065(8) 0.0042(8) -0.0009(8)
O3 0.0463(11) 0.0365(11) 0.0296(10) 0.0058(8) -0.0049(8) -0.0009(9)
O4 0.0334(10) 0.0270(10) 0.0376(10) -0.0058(8) 0.0024(8) 0.0010(8)
S1 0.0292(3) 0.0309(3) 0.0269(3) 0.0054(3) -0.0017(2) -0.0012(3)
Cl1 0.0258(3) 0.0446(4) 0.0396(4) -0.0093(3) 0.0017(2) 0.0055(3)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N2 1.286(3) . ?
C1 N1 1.342(3) . ?
C1 O1 1.351(3) . ?
C1 O1A 1.48(2) . ?
C2 N1 1.488(3) . ?
C2 C3 1.516(4) . ?
C2 C11 1.516(4) . ?
C2 H2 1.0000 . ?
C3 C17 1.320(4) . ?
C3 O1 1.413(3) . ?
C2A C3A 1.54(3) . ?
C2A N1 1.66(2) . ?
C2A H2A 1.0000 . ?
C3A C17A 1.29(3) . ?
C3A O1A 1.43(3) . ?
C4 C9 1.379(4) . ?
C4 C5 1.397(4) . ?
C4 S1 1.760(3) . ?
C5 C6 1.371(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.390(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.386(4) . ?
C7 C10 1.509(4) . ?
C8 C9 1.391(4) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C16 1.376(4) . ?
C11 C12 1.391(4) . ?
C12 C13 1.404(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.366(7) . ?
C13 H13 0.9500 . ?
C14 C15 1.384(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.388(4) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.483(4) . ?
C17 H17 0.9500 . ?
C12A C13A 1.40(6) . ?
C12A H12A 0.9500 . ?
C13A C14A 1.35(5) . ?
C13A H13A 0.9500 . ?
C14A C15A 1.38(4) . ?
C14A H14A 0.9500 . ?
C15A C16A 1.36(3) . ?
C15A H15A 0.9500 . ?
C16A H16A 0.9500 . ?
C17A C18 1.52(3) . ?
C17A H17A 0.9500 . ?
C18 C19 1.396(4) . ?
C18 C23 1.401(4) . ?
C19 C20 1.383(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.382(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.393(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.384(4) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C29 1.375(4) . ?
C24 C25 1.397(3) . ?
C24 N1 1.431(3) . ?
C25 C26 1.374(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.393(4) . ?
C26 Cl1 1.739(2) . ?
C27 O4 1.356(3) . ?
C27 C28 1.388(4) . ?
C28 C29 1.387(4) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 O4 1.432(3) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
N2 S1 1.635(2) . ?
O2 S1 1.4400(18) . ?
O3 S1 1.4298(18) . ?

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
N2 C1 N1 124.6(2) . . ?
N2 C1 O1 125.3(2) . . ?
N1 C1 O1 110.0(2) . . ?
N2 C1 O1A 113.9(9) . . ?
N1 C1 O1A 118.7(9) . . ?
O1 C1 O1A 21.7(8) . . ?
N1 C2 C3 99.0(2) . . ?
N1 C2 C11 113.0(2) . . ?
C3 C2 C11 113.1(2) . . ?
N1 C2 H2 110.4 . . ?
C3 C2 H2 110.4 . . ?
C11 C2 H2 110.4 . . ?
C17 C3 O1 121.6(3) . . ?
C17 C3 C2 130.0(3) . . ?
O1 C3 C2 108.3(2) . . ?
C3A C2A N1 98.2(15) . . ?
C3A C2A H2A 111.9 . . ?
N1 C2A H2A 111.9 . . ?
C17A C3A O1A 123(2) . . ?
C17A C3A C2A 129(2) . . ?
O1A C3A C2A 107.5(18) . . ?
C9 C4 C5 120.4(3) . . ?
C9 C4 S1 119.7(2) . . ?
C5 C4 S1 119.7(2) . . ?
C6 C5 C4 119.0(3) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C5 C6 C7 122.0(3) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 H6 119.0 . . ?
C8 C7 C6 118.0(3) . . ?
C8 C7 C10 120.9(3) . . ?
C6 C7 C10 121.1(3) . . ?
C7 C8 C9 121.3(3) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C4 C9 C8 119.2(2) . . ?
C4 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C16 C11 C12 120.1(3) . . ?
C16 C11 C2 120.6(2) . . ?
C12 C11 C2 119.3(3) . . ?
C11 C12 C13 119.1(4) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 H12 120.5 . . ?
C14 C13 C12 120.0(5) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 121.0(4) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C14 C15 C16 119.2(3) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
C11 C16 C15 120.6(3) . . ?
C11 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C3 C17 C18 130.1(3) . . ?
C3 C17 H17 115.0 . . ?
C18 C17 H17 115.0 . . ?
C13A C12A H12A 123.9 . . ?
C14A C13A C12A 127(5) . . ?
C14A C13A H13A 116.4 . . ?
C12A C13A H13A 116.4 . . ?
C13A C14A C15A 114(4) . . ?
C13A C14A H14A 123.0 . . ?
C15A C14A H14A 123.0 . . ?
C16A C15A C14A 121(3) . . ?
C16A C15A H15A 119.4 . . ?
C14A C15A H15A 119.4 . . ?
C15A C16A H16A 118.5 . . ?
C3A C17A C18 130(2) . . ?
C3A C17A H17A 114.9 . . ?
C18 C17A H17A 114.9 . . ?
C19 C18 C23 118.2(3) . . ?
C19 C18 C17 117.0(3) . . ?
C23 C18 C17 124.8(2) . . ?
C19 C18 C17A 122.4(10) . . ?
C23 C18 C17A 110.8(10) . . ?
C17 C18 C17A 32.5(10) . . ?
C20 C19 C18 121.0(3) . . ?
C20 C19 H19 119.5 . . ?
C18 C19 H19 119.5 . . ?
C21 C20 C19 120.5(3) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C20 C21 C22 119.3(3) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
C23 C22 C21 120.4(3) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C18 120.6(2) . . ?
C22 C23 H23 119.7 . . ?
C18 C23 H23 119.7 . . ?
C29 C24 C25 120.1(2) . . ?
C29 C24 N1 121.2(2) . . ?
C25 C24 N1 118.7(2) . . ?
C26 C25 C24 118.9(2) . . ?
C26 C25 H25 120.5 . . ?
C24 C25 H25 120.5 . . ?
C25 C26 C27 121.9(2) . . ?
C25 C26 Cl1 118.8(2) . . ?
C27 C26 Cl1 119.31(19) . . ?
O4 C27 C28 125.6(2) . . ?
O4 C27 C26 116.3(2) . . ?
C28 C27 C26 118.1(2) . . ?
C29 C28 C27 120.6(2) . . ?
C29 C28 H28 119.7 . . ?
C27 C28 H28 119.7 . . ?
C24 C29 C28 120.3(2) . . ?
C24 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
O4 C30 H30A 109.5 . . ?
O4 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O4 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C1 N1 C24 123.1(2) . . ?
C1 N1 C2 112.0(2) . . ?
C24 N1 C2 124.0(2) . . ?
C1 N1 C2A 98.9(8) . . ?
C24 N1 C2A 121.8(8) . . ?
C2 N1 C2A 52.2(7) . . ?
C1 N2 S1 119.99(19) . . ?
C1 O1 C3 109.5(2) . . ?
C3A O1A C1 101.5(17) . . ?
C27 O4 C30 117.3(2) . . ?
O3 S1 O2 117.54(11) . . ?
O3 S1 N2 104.84(11) . . ?
O2 S1 N2 110.97(11) . . ?
O3 S1 C4 107.75(12) . . ?
O2 S1 C4 108.57(12) . . ?
N2 S1 C4 106.61(12) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        67.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.048