#------------------------------------------------------------------------------
#$Date: 2020-06-10 02:01:53 +0300 (Wed, 10 Jun 2020) $
#$Revision: 253045 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/84/4038471.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4038471
loop_
_publ_author_name
'Karjee, Pallab'
'Sarkar, Tanumay'
'Kar, Subhradeep'
'Punniyamurthy, Tharmalingam'
_publ_section_title
;
 Transition-Metal-Free Stereospecific Oxidative Annulative Coupling of
 Indolines with Aziridines.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.0c00899
_journal_year                    2020
_chemical_absolute_configuration S
_chemical_formula_sum            'C23 H20 N2 O2 S'
_chemical_formula_weight         388.47
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 102.804(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.3599(9)
_cell_length_b                   8.5436(7)
_cell_length_c                   21.1845(16)
_cell_measurement_reflns_used    9911
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      19.64
_cell_measurement_theta_min      2.38
_cell_volume                     2004.9(3)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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_reflns_av_R_equivalents  0.1094
_diffrn_reflns_av_unetI/netI     0.0495
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            82933
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.045
_diffrn_reflns_theta_max         25.045
_diffrn_reflns_theta_min         1.838
_exptl_absorpt_coefficient_mu    0.182
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_description       block
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.154
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details
;
 Flack x determined using 1931 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     507
_refine_ls_number_reflns         7104
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.994
_refine_ls_R_factor_all          0.0840
_refine_ls_R_factor_gt           0.0586
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²+0.5154P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1440
_refine_ls_wR_factor_ref         0.1701
_reflns_Friedel_coverage         0.863
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                5387
_reflns_number_total             7104
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo0c00899_si_003.cif
_cod_data_source_block           PK-Chiral-Re_0m_a
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4038471
_shelx_shelxl_version_number     2014/7
_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'
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
S2 S 0.51543(12) 0.7445(2) 0.64060(7) 0.0671(5) Uani 1 1 d . . . . .
S1 S 0.86668(14) 0.2589(3) 0.84065(9) 0.0882(7) Uani 1 1 d . . . . .
N2 N 0.5677(4) 0.4505(6) 0.8228(2) 0.0519(11) Uani 1 1 d . . . . .
N4 N 0.2325(4) 0.5668(5) 0.6664(2) 0.0488(11) Uani 1 1 d . . . . .
N3 N 0.4276(4) 0.6313(6) 0.6738(2) 0.0529(11) Uani 1 1 d . . . . .
O3 O 0.6265(4) 0.6615(8) 0.6497(2) 0.0923(16) Uani 1 1 d . . . . .
O4 O 0.5092(5) 0.8959(6) 0.6686(2) 0.0829(14) Uani 1 1 d . . . . .
N1 N 0.7508(4) 0.3746(7) 0.8096(2) 0.0673(14) Uani 1 1 d . . . . .
C14 C 0.4521(4) 0.4024(6) 0.8215(2) 0.0441(12) Uani 1 1 d . . . . .
O2 O 0.8316(5) 0.1037(8) 0.8183(3) 0.1070(19) Uani 1 1 d . . . . .
C32 C 0.3129(5) 0.6879(7) 0.6778(2) 0.0485(13) Uani 1 1 d . . . . .
C12 C 0.3407(5) 0.1601(7) 0.8072(2) 0.0559(14) Uani 1 1 d . . . . .
H12 H 0.3366 0.0523 0.8012 0.067 Uiso 1 1 calc R U . . .
C40 C 0.2858(4) 0.4143(6) 0.6574(2) 0.0464(12) Uani 1 1 d . . . . .
H40 H 0.2908 0.3509 0.6965 0.056 Uiso 1 1 calc R U . . .
C39 C 0.1228(5) 0.6189(7) 0.6764(2) 0.0474(12) Uani 1 1 d . . . . .
C18 C 0.6218(5) 0.6857(7) 0.8894(2) 0.0533(14) Uani 1 1 d . . . . .
C11 C 0.4486(4) 0.2394(7) 0.8093(2) 0.0480(12) Uani 1 1 d . . . . .
C41 C 0.2155(5) 0.3256(7) 0.5995(2) 0.0518(13) Uani 1 1 d . . . . .
O1 O 0.9687(4) 0.3369(10) 0.8264(3) 0.131(3) Uani 1 1 d . . . . .
C30 C 0.4482(5) 0.7495(8) 0.5570(2) 0.0556(13) Uani 1 1 d . . . . .
C34 C 0.1371(5) 0.7788(7) 0.6924(2) 0.0523(13) Uani 1 1 d . . . . .
C9 C 0.6335(5) 0.3251(7) 0.8107(2) 0.0519(13) Uani 1 1 d . . . . .
C16 C 0.3500(5) 0.4859(7) 0.8278(2) 0.0516(13) Uani 1 1 d . . . . .
H16 H 0.3530 0.5936 0.8342 0.062 Uiso 1 1 calc R U . . .
C10 C 0.5664(5) 0.1921(7) 0.8014(3) 0.0568(14) Uani 1 1 d . . . . .
H10 H 0.5909 0.0926 0.7921 0.068 Uiso 1 1 calc R U . . .
C33 C 0.2606(5) 0.8201(7) 0.6936(2) 0.0580(14) Uani 1 1 d . . . . .
H33 H 0.2969 0.9174 0.7033 0.070 Uiso 1 1 calc R U . . .
C17 C 0.6315(5) 0.5992(7) 0.8294(2) 0.0555(14) Uani 1 1 d . . . . .
H17 H 0.5984 0.6645 0.7916 0.067 Uiso 1 1 calc R U . . .
C13 C 0.2401(5) 0.2426(8) 0.8143(2) 0.0589(14) Uani 1 1 d . . . . .
H13 H 0.1678 0.1897 0.8124 0.071 Uiso 1 1 calc R U . . .
C28 C 0.3390(5) 0.8258(7) 0.5348(3) 0.0607(14) Uani 1 1 d . . . . .
H28 H 0.3041 0.8827 0.5633 0.073 Uiso 1 1 calc R U . . .
C15 C 0.2450(5) 0.4037(8) 0.8243(2) 0.0579(15) Uani 1 1 d . . . . .
H15 H 0.1758 0.4568 0.8286 0.069 Uiso 1 1 calc R U . . .
C26 C 0.4442(7) 0.6634(9) 0.4499(3) 0.081(2) Uani 1 1 d . . . . .
H26 H 0.4807 0.6100 0.4211 0.097 Uiso 1 1 calc R U . . .
C38 C 0.0155(5) 0.5398(8) 0.6739(3) 0.0586(15) Uani 1 1 d . . . . .
H38 H 0.0080 0.4333 0.6647 0.070 Uiso 1 1 calc R U . . .
C31 C 0.4142(5) 0.4657(7) 0.6528(3) 0.0582(14) Uani 1 1 d . . . . .
H31A H 0.4745 0.4013 0.6807 0.070 Uiso 1 1 calc R U . . .
H31B H 0.4242 0.4557 0.6087 0.070 Uiso 1 1 calc R U . . .
C35 C 0.0374(6) 0.8611(8) 0.7035(3) 0.0702(18) Uani 1 1 d . . . . .
H35 H 0.0430 0.9673 0.7132 0.084 Uiso 1 1 calc R U . . .
C27 C 0.2831(6) 0.8166(8) 0.4708(3) 0.0667(16) Uani 1 1 d . . . . .
H27 H 0.2094 0.8666 0.4563 0.080 Uiso 1 1 calc R U . . .
C37 C -0.0794(6) 0.6262(10) 0.6856(3) 0.0703(18) Uani 1 1 d . . . . .
H37 H -0.1530 0.5765 0.6837 0.084 Uiso 1 1 calc R U . . .
C25 C 0.3334(6) 0.7349(8) 0.4269(3) 0.0688(16) Uani 1 1 d . . . . .
C7 C 0.8801(5) 0.2650(9) 0.9251(3) 0.0705(17) Uani 1 1 d . . . . .
C36 C -0.0699(6) 0.7815(9) 0.6998(3) 0.073(2) Uani 1 1 d . . . . .
H36 H -0.1367 0.8351 0.7072 0.088 Uiso 1 1 calc R U . . .
C29 C 0.5015(6) 0.6696(8) 0.5143(3) 0.0712(17) Uani 1 1 d . . . . .
H29 H 0.5755 0.6202 0.5288 0.085 Uiso 1 1 calc R U . . .
C46 C 0.2065(7) 0.3752(9) 0.5368(3) 0.079(2) Uani 1 1 d . . . . .
H46 H 0.2455 0.4661 0.5283 0.095 Uiso 1 1 calc R U . . .
C19 C 0.6755(7) 0.6306(10) 0.9504(3) 0.082(2) Uani 1 1 d . . . . .
H19 H 0.7224 0.5403 0.9553 0.099 Uiso 1 1 calc R U . . .
C5 C 0.7968(6) 0.1890(8) 0.9527(3) 0.0727(18) Uani 1 1 d . . . . .
H5 H 0.7355 0.1300 0.9271 0.087 Uiso 1 1 calc R U . . .
C42 C 0.1578(6) 0.1909(8) 0.6100(3) 0.0778(19) Uani 1 1 d . . . . .
H42 H 0.1659 0.1549 0.6522 0.093 Uiso 1 1 calc R U . . .
C8 C 0.7605(6) 0.5456(10) 0.8259(3) 0.0749(19) Uani 1 1 d . . . . .
H8A H 0.7888 0.6037 0.7929 0.090 Uiso 1 1 calc R U . . .
H8B H 0.8164 0.5622 0.8672 0.090 Uiso 1 1 calc R U . . .
C6 C 0.9738(7) 0.3477(11) 0.9635(4) 0.096(2) Uani 1 1 d . . . . .
H6 H 1.0316 0.3963 0.9454 0.116 Uiso 1 1 calc R U . . .
C23 C 0.5553(7) 0.8206(9) 0.8848(4) 0.084(2) Uani 1 1 d . . . . .
H23 H 0.5208 0.8603 0.8440 0.101 Uiso 1 1 calc R U . . .
C2 C 0.8964(8) 0.2876(8) 1.0581(3) 0.087(2) Uani 1 1 d . . . . .
C44 C 0.0790(9) 0.1525(13) 0.4995(5) 0.116(4) Uani 1 1 d . . . . .
H44 H 0.0331 0.0941 0.4658 0.139 Uiso 1 1 calc R U . . .
C4 C 0.8051(7) 0.2012(9) 1.0183(3) 0.082(2) Uani 1 1 d . . . . .
H4 H 0.7483 0.1504 1.0366 0.098 Uiso 1 1 calc R U . . .
C3 C 0.9801(8) 0.3570(11) 1.0290(4) 0.107(3) Uani 1 1 d . . . . .
H3 H 1.0435 0.4124 1.0547 0.129 Uiso 1 1 calc R U . . .
C43 C 0.0877(9) 0.1068(12) 0.5595(5) 0.116(3) Uani 1 1 d . . . . .
H43 H 0.0466 0.0180 0.5681 0.139 Uiso 1 1 calc R U . . .
C21 C 0.5903(11) 0.8449(14) 0.9975(5) 0.125(4) Uani 1 1 d . . . . .
H21 H 0.5797 0.8990 1.0339 0.150 Uiso 1 1 calc R U . . .
C45 C 0.1375(9) 0.2866(13) 0.4854(3) 0.109(3) Uani 1 1 d . . . . .
H45 H 0.1311 0.3177 0.4427 0.130 Uiso 1 1 calc R U . . .
C20 C 0.6581(10) 0.7125(13) 1.0042(4) 0.112(3) Uani 1 1 d . . . . .
H20 H 0.6933 0.6762 1.0454 0.134 Uiso 1 1 calc R U . . .
C24 C 0.2689(9) 0.7229(11) 0.3565(3) 0.110(3) Uani 1 1 d . . . . .
H24A H 0.1859 0.6958 0.3537 0.164 Uiso 1 1 calc R U . . .
H24B H 0.3067 0.6437 0.3357 0.164 Uiso 1 1 calc R U . . .
H24C H 0.2732 0.8217 0.3356 0.164 Uiso 1 1 calc R U . . .
C1 C 0.9009(11) 0.3041(11) 1.1302(4) 0.128(4) Uani 1 1 d . . . . .
H1A H 0.9520 0.2241 1.1535 0.192 Uiso 1 1 calc R U . . .
H1B H 0.8209 0.2934 1.1376 0.192 Uiso 1 1 calc R U . . .
H1C H 0.9325 0.4052 1.1448 0.192 Uiso 1 1 calc R U . . .
C22 C 0.5381(10) 0.8978(12) 0.9376(5) 0.118(3) Uani 1 1 d . . . . .
H22 H 0.4904 0.9874 0.9329 0.142 Uiso 1 1 calc R U . . .
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'
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
O3 S2 O4 121.2(3) . . ?
O3 S2 N3 104.6(3) . . ?
O4 S2 N3 105.2(3) . . ?
O3 S2 C30 108.7(3) . . ?
O4 S2 C30 110.1(3) . . ?
N3 S2 C30 105.8(2) . . ?
O1 S1 O2 122.8(4) . . ?
O1 S1 N1 104.4(4) . . ?
O2 S1 N1 106.3(3) . . ?
O1 S1 C7 108.0(4) . . ?
O2 S1 C7 108.5(4) . . ?
N1 S1 C7 105.5(3) . . ?
C9 N2 C14 108.9(5) . . ?
C9 N2 C17 115.0(4) . . ?
C14 N2 C17 136.0(5) . . ?
C32 N4 C39 108.6(4) . . ?
C32 N4 C40 114.6(4) . . ?
C39 N4 C40 135.8(5) . . ?
C32 N3 C31 108.1(4) . . ?
C32 N3 S2 118.5(4) . . ?
C31 N3 S2 117.5(4) . . ?
C9 N1 C8 108.1(5) . . ?
C9 N1 S1 119.1(5) . . ?
C8 N1 S1 118.5(4) . . ?
N2 C14 C16 131.3(5) . . ?
N2 C14 C11 106.6(5) . . ?
C16 C14 C11 122.1(5) . . ?
C33 C32 N4 111.3(5) . . ?
C33 C32 N3 139.8(5) . . ?
N4 C32 N3 108.7(5) . . ?
C13 C12 C11 119.6(6) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
N4 C40 C41 113.0(4) . . ?
N4 C40 C31 100.2(4) . . ?
C41 C40 C31 115.3(4) . . ?
N4 C40 H40 109.3 . . ?
C41 C40 H40 109.3 . . ?
C31 C40 H40 109.3 . . ?
N4 C39 C38 130.7(5) . . ?
N4 C39 C34 106.8(5) . . ?
C38 C39 C34 122.5(5) . . ?
C23 C18 C19 118.3(6) . . ?
C23 C18 C17 119.9(5) . . ?
C19 C18 C17 121.7(6) . . ?
C12 C11 C14 118.2(5) . . ?
C12 C11 C10 133.8(6) . . ?
C14 C11 C10 107.9(5) . . ?
C42 C41 C46 118.8(6) . . ?
C42 C41 C40 118.4(5) . . ?
C46 C41 C40 122.9(6) . . ?
C29 C30 C28 120.0(5) . . ?
C29 C30 S2 119.5(5) . . ?
C28 C30 S2 120.4(4) . . ?
C35 C34 C39 118.3(5) . . ?
C35 C34 C33 134.2(6) . . ?
C39 C34 C33 107.6(5) . . ?
C10 C9 N2 111.8(4) . . ?
C10 C9 N1 139.0(5) . . ?
N2 C9 N1 109.2(5) . . ?
C15 C16 C14 117.7(6) . . ?
C15 C16 H16 121.1 . . ?
C14 C16 H16 121.1 . . ?
C9 C10 C11 104.7(5) . . ?
C9 C10 H10 127.6 . . ?
C11 C10 H10 127.6 . . ?
C32 C33 C34 105.7(5) . . ?
C32 C33 H33 127.1 . . ?
C34 C33 H33 127.1 . . ?
N2 C17 C18 112.6(4) . . ?
N2 C17 C8 101.1(5) . . ?
C18 C17 C8 115.7(5) . . ?
N2 C17 H17 109.0 . . ?
C18 C17 H17 109.0 . . ?
C8 C17 H17 109.0 . . ?
C12 C13 C15 121.0(6) . . ?
C12 C13 H13 119.5 . . ?
C15 C13 H13 119.5 . . ?
C27 C28 C30 119.5(6) . . ?
C27 C28 H28 120.2 . . ?
C30 C28 H28 120.2 . . ?
C16 C15 C13 121.3(6) . . ?
C16 C15 H15 119.3 . . ?
C13 C15 H15 119.3 . . ?
C29 C26 C25 121.7(6) . . ?
C29 C26 H26 119.2 . . ?
C25 C26 H26 119.2 . . ?
C37 C38 C39 116.7(6) . . ?
C37 C38 H38 121.6 . . ?
C39 C38 H38 121.6 . . ?
N3 C31 C40 106.7(4) . . ?
N3 C31 H31A 110.4 . . ?
C40 C31 H31A 110.4 . . ?
N3 C31 H31B 110.4 . . ?
C40 C31 H31B 110.4 . . ?
H31A C31 H31B 108.6 . . ?
C36 C35 C34 118.7(6) . . ?
C36 C35 H35 120.6 . . ?
C34 C35 H35 120.6 . . ?
C28 C27 C25 121.7(6) . . ?
C28 C27 H27 119.1 . . ?
C25 C27 H27 119.1 . . ?
C36 C37 C38 122.5(7) . . ?
C36 C37 H37 118.8 . . ?
C38 C37 H37 118.8 . . ?
C27 C25 C26 117.6(6) . . ?
C27 C25 C24 121.0(6) . . ?
C26 C25 C24 121.4(6) . . ?
C5 C7 C6 120.2(7) . . ?
C5 C7 S1 120.2(5) . . ?
C6 C7 S1 119.7(6) . . ?
C37 C36 C35 121.2(6) . . ?
C37 C36 H36 119.4 . . ?
C35 C36 H36 119.4 . . ?
C26 C29 C30 119.4(6) . . ?
C26 C29 H29 120.3 . . ?
C30 C29 H29 120.3 . . ?
C41 C46 C45 119.2(8) . . ?
C41 C46 H46 120.4 . . ?
C45 C46 H46 120.4 . . ?
C18 C19 C20 118.8(8) . . ?
C18 C19 H19 120.6 . . ?
C20 C19 H19 120.6 . . ?
C4 C5 C7 119.5(6) . . ?
C4 C5 H5 120.3 . . ?
C7 C5 H5 120.3 . . ?
C41 C42 C43 121.7(8) . . ?
C41 C42 H42 119.2 . . ?
C43 C42 H42 119.2 . . ?
N1 C8 C17 106.1(5) . . ?
N1 C8 H8A 110.5 . . ?
C17 C8 H8A 110.5 . . ?
N1 C8 H8B 110.5 . . ?
C17 C8 H8B 110.5 . . ?
H8A C8 H8B 108.7 . . ?
C3 C6 C7 119.0(7) . . ?
C3 C6 H6 120.5 . . ?
C7 C6 H6 120.5 . . ?
C22 C23 C18 122.1(8) . . ?
C22 C23 H23 118.9 . . ?
C18 C23 H23 118.9 . . ?
C3 C2 C4 116.9(7) . . ?
C3 C2 C1 122.4(7) . . ?
C4 C2 C1 120.7(8) . . ?
C43 C44 C45 121.1(8) . . ?
C43 C44 H44 119.5 . . ?
C45 C44 H44 119.5 . . ?
C5 C4 C2 121.7(7) . . ?
C5 C4 H4 119.1 . . ?
C2 C4 H4 119.1 . . ?
C6 C3 C2 122.7(7) . . ?
C6 C3 H3 118.7 . . ?
C2 C3 H3 118.7 . . ?
C44 C43 C42 120.0(10) . . ?
C44 C43 H43 120.0 . . ?
C42 C43 H43 120.0 . . ?
C22 C21 C20 119.8(9) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C44 C45 C46 119.2(8) . . ?
C44 C45 H45 120.4 . . ?
C46 C45 H45 120.4 . . ?
C21 C20 C19 121.0(8) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C25 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C23 C22 C21 120.0(10) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
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
S2 O3 1.423(5) . ?
S2 O4 1.431(6) . ?
S2 N3 1.655(5) . ?
S2 C30 1.766(5) . ?
S1 O1 1.425(6) . ?
S1 O2 1.435(7) . ?
S1 N1 1.661(5) . ?
S1 C7 1.762(7) . ?
N2 C9 1.363(7) . ?
N2 C14 1.370(7) . ?
N2 C17 1.455(7) . ?
N4 C32 1.366(7) . ?
N4 C39 1.384(7) . ?
N4 C40 1.467(7) . ?
N3 C32 1.409(7) . ?
N3 C31 1.481(8) . ?
N1 C9 1.404(7) . ?
N1 C8 1.499(10) . ?
C14 C16 1.392(7) . ?
C14 C11 1.416(8) . ?
C32 C33 1.352(8) . ?
C12 C13 1.379(8) . ?
C12 C11 1.392(8) . ?
C12 H12 0.9300 . ?
C40 C41 1.511(7) . ?
C40 C31 1.547(8) . ?
C40 H40 0.9800 . ?
C39 C38 1.385(8) . ?
C39 C34 1.408(8) . ?
C18 C23 1.370(9) . ?
C18 C19 1.384(8) . ?
C18 C17 1.495(8) . ?
C11 C10 1.442(8) . ?
C41 C42 1.367(9) . ?
C41 C46 1.376(8) . ?
C30 C29 1.377(9) . ?
C30 C28 1.388(8) . ?
C34 C35 1.397(8) . ?
C34 C33 1.442(8) . ?
C9 C10 1.358(8) . ?
C16 C15 1.372(8) . ?
C16 H16 0.9300 . ?
C10 H10 0.9300 . ?
C33 H33 0.9300 . ?
C17 C8 1.552(9) . ?
C17 H17 0.9800 . ?
C13 C15 1.392(9) . ?
C13 H13 0.9300 . ?
C28 C27 1.367(8) . ?
C28 H28 0.9300 . ?
C15 H15 0.9300 . ?
C26 C29 1.374(9) . ?
C26 C25 1.387(9) . ?
C26 H26 0.9300 . ?
C38 C37 1.373(9) . ?
C38 H38 0.9300 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C35 C36 1.383(10) . ?
C35 H35 0.9300 . ?
C27 C25 1.382(9) . ?
C27 H27 0.9300 . ?
C37 C36 1.360(10) . ?
C37 H37 0.9300 . ?
C25 C24 1.512(9) . ?
C7 C5 1.380(9) . ?
C7 C6 1.381(10) . ?
C36 H36 0.9300 . ?
C29 H29 0.9300 . ?
C46 C45 1.412(11) . ?
C46 H46 0.9300 . ?
C19 C20 1.388(12) . ?
C19 H19 0.9300 . ?
C5 C4 1.376(9) . ?
C5 H5 0.9300 . ?
C42 C43 1.385(10) . ?
C42 H42 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C6 C3 1.376(11) . ?
C6 H6 0.9300 . ?
C23 C22 1.349(11) . ?
C23 H23 0.9300 . ?
C2 C3 1.377(11) . ?
C2 C4 1.394(10) . ?
C2 C1 1.523(11) . ?
C44 C43 1.314(14) . ?
C44 C45 1.389(14) . ?
C44 H44 0.9300 . ?
C4 H4 0.9300 . ?
C3 H3 0.9300 . ?
C43 H43 0.9300 . ?
C21 C22 1.353(14) . ?
C21 C20 1.358(15) . ?
C21 H21 0.9300 . ?
C45 H45 0.9300 . ?
C20 H20 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C22 H22 0.9300 . ?
