 
data_goa30
 
_audit_creation_method            SHELXL-2014/6
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety
 'C30 H32 N8 O5 S'
_chemical_formula_sum
 'C30 H32 N8 O5 S' 
_chemical_formula_weight          616.69

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                    15.7105(6)
_cell_length_b                    13.4273(5)
_cell_length_c                    15.0819(5)
_cell_angle_alpha                 90
_cell_angle_beta                  112.9950(10)
_cell_angle_gamma                 90
_cell_volume                      2928.71(19)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     870
_cell_measurement_theta_min       3
_cell_measurement_theta_max       25
 
_exptl_crystal_description        prism
_exptl_crystal_colour             yellow
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.399          
_exptl_crystal_F_000              1296
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.450
_exptl_crystal_size_mid           0.310
_exptl_crystal_size_min           0.240
_exptl_absorpt_coefficient_mu     0.166
_shelx_estimated_absorpt_T_min    0.929
_shelx_estimated_absorpt_T_max    0.961
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.7113  
_exptl_absorpt_correction_T_max   0.7461
_exptl_absorpt_process_details    'Bruker SADABS'
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       120(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    ?
_diffrn_measurement_device_type   'Bruker SMART APEX II diffractometer'
_diffrn_detector_type             'Bruker APEX II CCD area detector'
_diffrn_measurement_method        'omega scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             38747
_diffrn_reflns_av_unetI/netI      0.0289
_diffrn_reflns_av_R_equivalents   0.0326
_diffrn_reflns_limit_h_min        -22
_diffrn_reflns_limit_h_max        22
_diffrn_reflns_limit_k_min        -19
_diffrn_reflns_limit_k_max        19
_diffrn_reflns_limit_l_min        -21
_diffrn_reflns_limit_l_max        21
_diffrn_reflns_theta_min          2.070
_diffrn_reflns_theta_max          30.644
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.998
_diffrn_measured_fraction_theta_full  1.000
_diffrn_reflns_Laue_measured_fraction_max    0.998
_diffrn_reflns_Laue_measured_fraction_full   1.000
_diffrn_reflns_point_group_measured_fraction_max   0.998
_diffrn_reflns_point_group_measured_fraction_full  1.000
_reflns_number_total              9040
_reflns_number_gt                 7189
_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        'Bruker SAINT'             
_computing_data_reduction         'Bruker SAINT'             
_computing_structure_solution     'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement   'SHELXL (Sheldrick, 2015b)'
_computing_molecular_graphics     'SHELXTL (Sheldrick, 2008)'
_computing_publication_material   'SHELXTL (Sheldrick, 2008)'
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0459P)²+1.1095P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    mixed
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          9040
_refine_ls_number_parameters      404
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0546
_refine_ls_R_factor_gt            0.0394
_refine_ls_wR_factor_ref          0.1022
_refine_ls_wR_factor_gt           0.0931
_refine_ls_goodness_of_fit_ref    1.018
_refine_ls_restrained_S_all       1.018
_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
S1 S 0.23452(2) 0.35166(2) 0.23414(2) 0.01785(7) Uani 1 1 d . . . . .
O1 O 0.02441(7) 0.71852(6) 0.25209(7) 0.02380(19) Uani 1 1 d . . . . .
O2 O 0.22720(7) 0.33960(7) 0.48781(6) 0.0266(2) Uani 1 1 d . . . . .
O3 O 0.40353(6) 0.25048(7) 0.25781(7) 0.0260(2) Uani 1 1 d . . . . .
O4 O 0.20545(8) 0.83634(7) 0.18088(8) 0.0362(2) Uani 1 1 d . . . . .
O5 O 0.27992(9) 0.77462(9) 0.09924(8) 0.0445(3) Uani 1 1 d . . . . .
N1 N 0.03375(7) 0.56479(7) 0.32401(7) 0.01791(19) Uani 1 1 d . . . . .
N2 N -0.02421(7) 0.57345(7) 0.16345(7) 0.0196(2) Uani 1 1 d . . . . .
N3 N 0.05216(7) 0.38850(7) 0.35130(7) 0.01801(19) Uani 1 1 d . . . . .
H3N H 0.0224(12) 0.3319(13) 0.3334(12) 0.030(4) Uiso 1 1 d . . . . .
N4 N 0.13290(7) 0.37606(7) 0.33234(7) 0.01655(19) Uani 1 1 d . . . . .
N5 N 0.06497(7) 0.42822(7) 0.16873(7) 0.01801(19) Uani 1 1 d . . . . .
N6 N 0.44164(7) 0.28264(8) 0.47008(8) 0.0242(2) Uani 1 1 d . . . . .
N7 N 0.33602(7) 0.11003(7) 0.28926(7) 0.01877(19) Uani 1 1 d . . . . .
N8 N 0.25619(9) 0.77327(8) 0.16773(9) 0.0304(3) Uani 1 1 d . . . . .
C1 C 0.01195(8) 0.62758(9) 0.24622(9) 0.0187(2) Uani 1 1 d . . . . .
C2 C -0.00522(8) 0.46701(8) 0.29089(8) 0.0180(2) Uani 1 1 d . . . . .
H2A H -0.0681 0.4633 0.2925 0.022 Uiso 1 1 calc R U . . .
C3 C -0.01514(8) 0.46720(8) 0.18495(8) 0.0184(2) Uani 1 1 d . . . . .
H3A H -0.0727 0.4312 0.1435 0.022 Uiso 1 1 calc R U . . .
C4 C 0.13048(8) 0.39097(8) 0.24010(8) 0.0158(2) Uani 1 1 d . . . . .
C5 C 0.21542(8) 0.34958(8) 0.40424(8) 0.0179(2) Uani 1 1 d . . . . .
C6 C 0.29262(8) 0.34251(9) 0.36578(8) 0.0178(2) Uani 1 1 d . . . . .
C7 C 0.36264(9) 0.43067(9) 0.41442(9) 0.0221(2) Uani 1 1 d . . . . .
H7A H 0.3572 0.4463 0.4768 0.026 Uiso 1 1 calc R U . . .
C8 C 0.45712(9) 0.38179(10) 0.43906(11) 0.0285(3) Uani 1 1 d . . . . .
H8A H 0.4734 0.3782 0.3820 0.034 Uiso 1 1 calc R U . . .
H8B H 0.5064 0.4179 0.4915 0.034 Uiso 1 1 calc R U . . .
C9 C 0.35519(8) 0.24592(9) 0.39640(8) 0.0182(2) Uani 1 1 d . . . . .
C10 C 0.36875(8) 0.20516(9) 0.30562(9) 0.0190(2) Uani 1 1 d . . . . .
C11 C 0.30755(8) 0.07772(9) 0.36248(8) 0.0178(2) Uani 1 1 d . . . . .
C12 C 0.27945(9) -0.01708(9) 0.37509(9) 0.0224(2) Uani 1 1 d . . . . .
H12A H 0.2714 -0.0682 0.3289 0.027 Uiso 1 1 calc R U . . .
C13 C 0.26350(9) -0.03441(10) 0.45872(10) 0.0253(3) Uani 1 1 d . . . . .
H13A H 0.2438 -0.0985 0.4696 0.030 Uiso 1 1 calc R U . . .
C14 C 0.27601(9) 0.04059(10) 0.52612(9) 0.0256(3) Uani 1 1 d . . . . .
H14A H 0.2655 0.0268 0.5828 0.031 Uiso 1 1 calc R U . . .
C15 C 0.30372(9) 0.13575(10) 0.51195(9) 0.0229(2) Uani 1 1 d . . . . .
H15A H 0.3126 0.1866 0.5585 0.027 Uiso 1 1 calc R U . . .
C16 C 0.31802(8) 0.15457(9) 0.42836(8) 0.0180(2) Uani 1 1 d . . . . .
C17 C 0.34124(8) 0.52553(9) 0.35571(9) 0.0208(2) Uani 1 1 d . . . . .
C18 C 0.27395(9) 0.59062(9) 0.36034(9) 0.0234(2) Uani 1 1 d . . . . .
H18A H 0.2462 0.5781 0.4050 0.028 Uiso 1 1 calc R U . . .
C19 C 0.24680(9) 0.67373(10) 0.30059(10) 0.0247(3) Uani 1 1 d . . . . .
H19A H 0.2005 0.7176 0.3035 0.030 Uiso 1 1 calc R U . . .
C20 C 0.28902(9) 0.69074(9) 0.23698(9) 0.0243(3) Uani 1 1 d . . . . .
C21 C 0.35862(11) 0.63055(11) 0.23342(11) 0.0322(3) Uani 1 1 d . . . . .
H21A H 0.3884 0.6453 0.1909 0.039 Uiso 1 1 calc R U . . .
C22 C 0.38428(10) 0.54789(11) 0.29329(11) 0.0308(3) Uani 1 1 d . . . . .
H22A H 0.4322 0.5058 0.2916 0.037 Uiso 1 1 calc R U . . .
C23 C 0.03658(9) 0.60375(9) 0.41605(9) 0.0235(2) Uani 1 1 d . . . . .
H23A H 0.0767 0.6635 0.4340 0.028 Uiso 1 1 calc R U . . .
H23B H 0.0642 0.5529 0.4668 0.028 Uiso 1 1 calc R U . . .
C24 C -0.05877(11) 0.63118(12) 0.41180(11) 0.0341(3) Uani 1 1 d . . . . .
H24A H -0.0538 0.6535 0.4755 0.051 Uiso 1 1 calc R U . . .
H24B H -0.0993 0.5728 0.3922 0.051 Uiso 1 1 calc R U . . .
H24C H -0.0847 0.6849 0.3649 0.051 Uiso 1 1 calc R U . . .
C25 C -0.03639(9) 0.61370(9) 0.06892(9) 0.0221(2) Uani 1 1 d . . . . .
H25A H -0.0794 0.6710 0.0543 0.027 Uiso 1 1 calc R U . . .
H25B H -0.0655 0.5620 0.0195 0.027 Uiso 1 1 calc R U . . .
C26 C 0.05323(9) 0.64759(10) 0.06152(9) 0.0255(3) Uani 1 1 d . . . . .
H26A H 0.0408 0.6667 -0.0051 0.038 Uiso 1 1 calc R U . . .
H26B H 0.0982 0.5930 0.0809 0.038 Uiso 1 1 calc R U . . .
H26C H 0.0783 0.7049 0.1040 0.038 Uiso 1 1 calc R U . . .
C27 C 0.52114(9) 0.21595(10) 0.49274(11) 0.0309(3) Uani 1 1 d . . . . .
H27A H 0.5730 0.2414 0.5490 0.046 Uiso 1 1 calc R U . . .
H27B H 0.5392 0.2126 0.4375 0.046 Uiso 1 1 calc R U . . .
H27C H 0.5044 0.1492 0.5069 0.046 Uiso 1 1 calc R U . . .
C28 C 0.32921(9) 0.05234(10) 0.20495(9) 0.0227(2) Uani 1 1 d . . . . .
H28A H 0.3372 0.0980 0.1572 0.027 Uiso 1 1 calc R U . . .
H28B H 0.2662 0.0237 0.1754 0.027 Uiso 1 1 calc R U . . .
C29 C 0.39812(10) -0.03053(10) 0.22500(10) 0.0269(3) Uani 1 1 d . . . . .
H29A H 0.3926 -0.0723 0.1722 0.032 Uiso 1 1 calc R U . . .
C30 C 0.46544(10) -0.05159(12) 0.30792(12) 0.0348(3) Uani 1 1 d . . . . .
H30A H 0.4741 -0.0122 0.3631 0.042 Uiso 1 1 calc R U . . .
H30B H 0.5054 -0.1062 0.3126 0.042 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
S1 C4 1.7530(12) . ?
S1 C6 1.8368(11) . ?
O1 C1 1.2343(14) . ?
O2 C5 1.2078(14) . ?
O3 C10 1.2234(15) . ?
O4 N8 1.2310(17) . ?
O5 N8 1.2278(17) . ?
N1 C1 1.3751(15) . ?
N1 C2 1.4523(15) . ?
N1 C23 1.4678(15) . ?
N2 C1 1.3621(15) . ?
N2 C3 1.4577(15) . ?
N2 C25 1.4657(15) . ?
N3 N4 1.4149(14) . ?
N3 C2 1.4534(15) . ?
N3 H3N 0.878(17) . ?
N4 C5 1.3729(15) . ?
N4 C4 1.3912(14) . ?
N5 C4 1.2659(14) . ?
N5 C3 1.4692(15) . ?
N6 C8 1.4627(17) . ?
N6 C9 1.4639(15) . ?
N6 C27 1.4646(17) . ?
N7 C10 1.3630(15) . ?
N7 C11 1.4120(15) . ?
N7 C28 1.4567(15) . ?
N8 C20 1.4711(17) . ?
C2 C3 1.5436(16) . ?
C2 H2A 1.0000 . ?
C3 H3A 1.0000 . ?
C5 C6 1.5383(17) . ?
C6 C9 1.5834(16) . ?
C6 C7 1.5871(16) . ?
C7 C17 1.5122(17) . ?
C7 C8 1.5301(18) . ?
C7 H7A 1.0000 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C16 1.5158(16) . ?
C9 C10 1.5644(17) . ?
C11 C12 1.3847(17) . ?
C11 C16 1.3969(16) . ?
C12 C13 1.3980(18) . ?
C12 H12A 0.9500 . ?
C13 C14 1.3892(19) . ?
C13 H13A 0.9500 . ?
C14 C15 1.3930(18) . ?
C14 H14A 0.9500 . ?
C15 C16 1.3874(16) . ?
C15 H15A 0.9500 . ?
C17 C22 1.3895(19) . ?
C17 C18 1.3944(18) . ?
C18 C19 1.3925(18) . ?
C18 H18A 0.9500 . ?
C19 C20 1.3819(19) . ?
C19 H19A 0.9500 . ?
C20 C21 1.377(2) . ?
C21 C22 1.388(2) . ?
C21 H21A 0.9500 . ?
C22 H22A 0.9500 . ?
C23 C24 1.519(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.5247(18) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.4987(18) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.315(2) . ?
C29 H29A 0.9500 . ?
C30 H30A 0.9500 . ?
C30 H30B 0.9500 . ?
 
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 S1 C6 92.54(5) . . ?
C1 N1 C2 109.26(9) . . ?
C1 N1 C23 119.59(10) . . ?
C2 N1 C23 120.03(10) . . ?
C1 N2 C3 110.42(9) . . ?
C1 N2 C25 122.96(10) . . ?
C3 N2 C25 122.78(10) . . ?
N4 N3 C2 110.14(9) . . ?
N4 N3 H3N 104.4(11) . . ?
C2 N3 H3N 108.1(11) . . ?
C5 N4 C4 118.39(10) . . ?
C5 N4 N3 121.03(9) . . ?
C4 N4 N3 120.58(9) . . ?
C4 N5 C3 117.64(10) . . ?
C8 N6 C9 106.54(10) . . ?
C8 N6 C27 113.45(11) . . ?
C9 N6 C27 115.14(10) . . ?
C10 N7 C11 111.02(10) . . ?
C10 N7 C28 123.38(10) . . ?
C11 N7 C28 125.56(10) . . ?
O5 N8 O4 123.64(13) . . ?
O5 N8 C20 118.09(13) . . ?
O4 N8 C20 118.26(12) . . ?
O1 C1 N2 126.25(11) . . ?
O1 C1 N1 124.45(11) . . ?
N2 C1 N1 109.30(10) . . ?
N1 C2 N3 111.42(9) . . ?
N1 C2 C3 102.31(9) . . ?
N3 C2 C3 115.92(10) . . ?
N1 C2 H2A 109.0 . . ?
N3 C2 H2A 109.0 . . ?
C3 C2 H2A 109.0 . . ?
N2 C3 N5 109.11(10) . . ?
N2 C3 C2 101.15(9) . . ?
N5 C3 C2 115.16(9) . . ?
N2 C3 H3A 110.3 . . ?
N5 C3 H3A 110.3 . . ?
C2 C3 H3A 110.3 . . ?
N5 C4 N4 127.06(11) . . ?
N5 C4 S1 122.68(9) . . ?
N4 C4 S1 110.25(8) . . ?
O2 C5 N4 124.44(11) . . ?
O2 C5 C6 124.38(11) . . ?
N4 C5 C6 111.01(9) . . ?
C5 C6 C9 115.57(10) . . ?
C5 C6 C7 106.61(9) . . ?
C9 C6 C7 103.70(9) . . ?
C5 C6 S1 105.74(8) . . ?
C9 C6 S1 111.09(8) . . ?
C7 C6 S1 114.32(8) . . ?
C17 C7 C8 118.43(11) . . ?
C17 C7 C6 113.71(9) . . ?
C8 C7 C6 102.93(9) . . ?
C17 C7 H7A 107.0 . . ?
C8 C7 H7A 107.0 . . ?
C6 C7 H7A 107.0 . . ?
N6 C8 C7 101.61(11) . . ?
N6 C8 H8A 111.4 . . ?
C7 C8 H8A 111.4 . . ?
N6 C8 H8B 111.4 . . ?
C7 C8 H8B 111.4 . . ?
H8A C8 H8B 109.3 . . ?
N6 C9 C16 112.93(10) . . ?
N6 C9 C10 112.27(10) . . ?
C16 C9 C10 101.32(9) . . ?
N6 C9 C6 103.39(9) . . ?
C16 C9 C6 118.89(10) . . ?
C10 C9 C6 108.20(9) . . ?
O3 C10 N7 125.68(11) . . ?
O3 C10 C9 125.93(11) . . ?
N7 C10 C9 108.39(10) . . ?
C12 C11 C16 122.46(11) . . ?
C12 C11 N7 127.25(11) . . ?
C16 C11 N7 110.13(10) . . ?
C11 C12 C13 117.13(11) . . ?
C11 C12 H12A 121.4 . . ?
C13 C12 H12A 121.4 . . ?
C14 C13 C12 121.03(12) . . ?
C14 C13 H13A 119.5 . . ?
C12 C13 H13A 119.5 . . ?
C13 C14 C15 121.07(12) . . ?
C13 C14 H14A 119.5 . . ?
C15 C14 H14A 119.5 . . ?
C16 C15 C14 118.53(12) . . ?
C16 C15 H15A 120.7 . . ?
C14 C15 H15A 120.7 . . ?
C15 C16 C11 119.73(11) . . ?
C15 C16 C9 130.96(11) . . ?
C11 C16 C9 108.93(10) . . ?
C22 C17 C18 118.53(12) . . ?
C22 C17 C7 121.54(12) . . ?
C18 C17 C7 119.87(12) . . ?
C19 C18 C17 121.10(12) . . ?
C19 C18 H18A 119.5 . . ?
C17 C18 H18A 119.5 . . ?
C20 C19 C18 118.22(12) . . ?
C20 C19 H19A 120.9 . . ?
C18 C19 H19A 120.9 . . ?
C21 C20 C19 122.26(12) . . ?
C21 C20 N8 118.54(13) . . ?
C19 C20 N8 119.15(12) . . ?
C20 C21 C22 118.50(13) . . ?
C20 C21 H21A 120.7 . . ?
C22 C21 H21A 120.7 . . ?
C21 C22 C17 121.27(13) . . ?
C21 C22 H22A 119.4 . . ?
C17 C22 H22A 119.4 . . ?
N1 C23 C24 112.42(11) . . ?
N1 C23 H23A 109.1 . . ?
C24 C23 H23A 109.1 . . ?
N1 C23 H23B 109.1 . . ?
C24 C23 H23B 109.1 . . ?
H23A C23 H23B 107.9 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N2 C25 C26 114.07(10) . . ?
N2 C25 H25A 108.7 . . ?
C26 C25 H25A 108.7 . . ?
N2 C25 H25B 108.7 . . ?
C26 C25 H25B 108.7 . . ?
H25A C25 H25B 107.6 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N6 C27 H27A 109.5 . . ?
N6 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
N6 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N7 C28 C29 114.69(11) . . ?
N7 C28 H28A 108.6 . . ?
C29 C28 H28A 108.6 . . ?
N7 C28 H28B 108.6 . . ?
C29 C28 H28B 108.6 . . ?
H28A C28 H28B 107.6 . . ?
C30 C29 C28 126.93(13) . . ?
C30 C29 H29A 116.5 . . ?
C28 C29 H29A 116.5 . . ?
C29 C30 H30A 120.0 . . ?
C29 C30 H30B 120.0 . . ?
H30A C30 H30B 120.0 . . ?
 
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
C2 N3 N4 C5 146.20(10) . . . . ?
C2 N3 N4 C4 -33.46(13) . . . . ?
C3 N2 C1 O1 171.25(12) . . . . ?
C25 N2 C1 O1 12.83(19) . . . . ?
C3 N2 C1 N1 -8.25(14) . . . . ?
C25 N2 C1 N1 -166.67(10) . . . . ?
C2 N1 C1 O1 169.78(12) . . . . ?
C23 N1 C1 O1 25.88(18) . . . . ?
C2 N1 C1 N2 -10.71(13) . . . . ?
C23 N1 C1 N2 -154.61(11) . . . . ?
C1 N1 C2 N3 148.08(10) . . . . ?
C23 N1 C2 N3 -68.20(13) . . . . ?
C1 N1 C2 C3 23.59(12) . . . . ?
C23 N1 C2 C3 167.31(10) . . . . ?
N4 N3 C2 N1 -74.04(12) . . . . ?
N4 N3 C2 C3 42.40(13) . . . . ?
C1 N2 C3 N5 -99.80(11) . . . . ?
C25 N2 C3 N5 58.67(14) . . . . ?
C1 N2 C3 C2 21.99(12) . . . . ?
C25 N2 C3 C2 -179.54(10) . . . . ?
C4 N5 C3 N2 118.57(11) . . . . ?
C4 N5 C3 C2 5.69(15) . . . . ?
N1 C2 C3 N2 -26.47(11) . . . . ?
N3 C2 C3 N2 -147.92(10) . . . . ?
N1 C2 C3 N5 90.99(11) . . . . ?
N3 C2 C3 N5 -30.46(14) . . . . ?
C3 N5 C4 N4 4.89(17) . . . . ?
C3 N5 C4 S1 -174.25(8) . . . . ?
C5 N4 C4 N5 -169.66(11) . . . . ?
N3 N4 C4 N5 10.01(17) . . . . ?
C5 N4 C4 S1 9.57(13) . . . . ?
N3 N4 C4 S1 -170.76(8) . . . . ?
C6 S1 C4 N5 166.38(10) . . . . ?
C6 S1 C4 N4 -12.89(8) . . . . ?
C4 N4 C5 O2 176.05(11) . . . . ?
N3 N4 C5 O2 -3.62(18) . . . . ?
C4 N4 C5 C6 0.57(14) . . . . ?
N3 N4 C5 C6 -179.09(9) . . . . ?
O2 C5 C6 C9 51.47(16) . . . . ?
N4 C5 C6 C9 -133.06(10) . . . . ?
O2 C5 C6 C7 -63.16(15) . . . . ?
N4 C5 C6 C7 112.31(10) . . . . ?
O2 C5 C6 S1 174.80(10) . . . . ?
N4 C5 C6 S1 -9.73(11) . . . . ?
C4 S1 C6 C5 12.63(8) . . . . ?
C4 S1 C6 C9 138.75(8) . . . . ?
C4 S1 C6 C7 -104.32(9) . . . . ?
C5 C6 C7 C17 -91.72(12) . . . . ?
C9 C6 C7 C17 145.85(10) . . . . ?
S1 C6 C7 C17 24.74(13) . . . . ?
C5 C6 C7 C8 138.91(10) . . . . ?
C9 C6 C7 C8 16.48(12) . . . . ?
S1 C6 C7 C8 -104.63(10) . . . . ?
C9 N6 C8 C7 48.56(13) . . . . ?
C27 N6 C8 C7 176.29(11) . . . . ?
C17 C7 C8 N6 -164.83(10) . . . . ?
C6 C7 C8 N6 -38.43(12) . . . . ?
C8 N6 C9 C16 -166.98(11) . . . . ?
C27 N6 C9 C16 66.30(14) . . . . ?
C8 N6 C9 C10 79.21(12) . . . . ?
C27 N6 C9 C10 -47.51(14) . . . . ?
C8 N6 C9 C6 -37.18(12) . . . . ?
C27 N6 C9 C6 -163.90(11) . . . . ?
C5 C6 C9 N6 -105.02(11) . . . . ?
C7 C6 C9 N6 11.27(12) . . . . ?
S1 C6 C9 N6 134.52(8) . . . . ?
C5 C6 C9 C16 21.06(14) . . . . ?
C7 C6 C9 C16 137.35(10) . . . . ?
S1 C6 C9 C16 -99.40(11) . . . . ?
C5 C6 C9 C10 135.75(10) . . . . ?
C7 C6 C9 C10 -107.97(10) . . . . ?
S1 C6 C9 C10 15.29(11) . . . . ?
C11 N7 C10 O3 175.10(12) . . . . ?
C28 N7 C10 O3 -6.83(19) . . . . ?
C11 N7 C10 C9 -4.30(13) . . . . ?
C28 N7 C10 C9 173.77(10) . . . . ?
N6 C9 C10 O3 -54.22(16) . . . . ?
C16 C9 C10 O3 -174.97(12) . . . . ?
C6 C9 C10 O3 59.25(15) . . . . ?
N6 C9 C10 N7 125.18(10) . . . . ?
C16 C9 C10 N7 4.43(12) . . . . ?
C6 C9 C10 N7 -121.35(10) . . . . ?
C10 N7 C11 C12 -173.07(12) . . . . ?
C28 N7 C11 C12 8.92(19) . . . . ?
C10 N7 C11 C16 2.33(13) . . . . ?
C28 N7 C11 C16 -175.69(11) . . . . ?
C16 C11 C12 C13 -1.39(18) . . . . ?
N7 C11 C12 C13 173.48(11) . . . . ?
C11 C12 C13 C14 -0.35(19) . . . . ?
C12 C13 C14 C15 0.8(2) . . . . ?
C13 C14 C15 C16 0.48(19) . . . . ?
C14 C15 C16 C11 -2.17(18) . . . . ?
C14 C15 C16 C9 -174.31(12) . . . . ?
C12 C11 C16 C15 2.70(18) . . . . ?
N7 C11 C16 C15 -172.96(11) . . . . ?
C12 C11 C16 C9 176.43(11) . . . . ?
N7 C11 C16 C9 0.78(13) . . . . ?
N6 C9 C16 C15 49.44(17) . . . . ?
C10 C9 C16 C15 169.73(12) . . . . ?
C6 C9 C16 C15 -71.94(16) . . . . ?
N6 C9 C16 C11 -123.35(11) . . . . ?
C10 C9 C16 C11 -3.05(12) . . . . ?
C6 C9 C16 C11 115.27(11) . . . . ?
C8 C7 C17 C22 25.86(17) . . . . ?
C6 C7 C17 C22 -95.18(15) . . . . ?
C8 C7 C17 C18 -157.05(12) . . . . ?
C6 C7 C17 C18 81.91(14) . . . . ?
C22 C17 C18 C19 3.13(19) . . . . ?
C7 C17 C18 C19 -174.05(11) . . . . ?
C17 C18 C19 C20 -0.63(19) . . . . ?
C18 C19 C20 C21 -2.3(2) . . . . ?
C18 C19 C20 N8 175.03(11) . . . . ?
O5 N8 C20 C21 12.77(19) . . . . ?
O4 N8 C20 C21 -168.22(12) . . . . ?
O5 N8 C20 C19 -164.68(13) . . . . ?
O4 N8 C20 C19 14.33(18) . . . . ?
C19 C20 C21 C22 2.6(2) . . . . ?
N8 C20 C21 C22 -174.74(13) . . . . ?
C20 C21 C22 C17 0.0(2) . . . . ?
C18 C17 C22 C21 -2.8(2) . . . . ?
C7 C17 C22 C21 174.29(13) . . . . ?
C1 N1 C23 C24 69.17(15) . . . . ?
C2 N1 C23 C24 -70.86(14) . . . . ?
C1 N2 C25 C26 60.22(15) . . . . ?
C3 N2 C25 C26 -95.58(14) . . . . ?
C10 N7 C28 C29 108.26(13) . . . . ?
C11 N7 C28 C29 -73.96(15) . . . . ?
N7 C28 C29 C30 -4.2(2) . . . . ?
 
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 
N3 H3N O1  0.878(17) 1.945(17) 2.7608(13) 154.1(15) 2_545
 
_refine_diff_density_max    0.497
_refine_diff_density_min   -0.230
_refine_diff_density_rms    0.052

_publ_section_references
;
Bruker (2014). APEX2 (version 2014.11-0); SAINT (version 8.34A);
Bruker AXS Inc., Madison, WI, USA.

Bruker (2008). SADABS version 2008/1, SHELXTL version 2008/4,
Bruker AXS, Madison, Wisconsin, USA.

Sheldrick, G.M. (2015a). SHELXT version 2014/5, Acta Cryst. A71, 3-8

Sheldrick G.M. (2015b). SHELXL version 2014/6, Acta Cryst. C71, 3-8
;

_shelxl_version_number 2014/6



