#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/45/2224566.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2224566
loop_
_publ_author_name
'Nabid, Mohammad Reza'
'Tabatabaei Rezaei, Seyed Jamal'
'Fazaeli, Yousef'
'Ng, Seik Weng'
_publ_section_title
1'-Methyl-2-oxo-5'-phenylspiro[indoline-3,3'-pyrrolidine]-4',4'-dicarbonitrile
_journal_coeditor_code           BT5137
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o145
_journal_paper_doi               10.1107/S1600536809053094
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C20 H16 N4 O'
_chemical_formula_moiety         'C20 H16 N4 O'
_chemical_formula_sum            'C20 H16 N4 O'
_chemical_formula_weight         328.37
_chemical_name_systematic
1'-Methyl-2-oxo-5'-phenylspiro[indoline-3,3'-pyrrolidine]-4',4'-dicarbonitrile
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.8880(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   14.3750(3)
_cell_length_b                   15.8411(3)
_cell_length_c                   30.7348(5)
_cell_measurement_reflns_used    8592
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      28.2
_cell_measurement_theta_min      2.1
_cell_volume                     6848.7(2)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART APEX diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_av_sigmaI/netI    0.0527
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            39181
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.35
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             2752
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.574
_refine_diff_density_min         -0.251
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     901
_refine_ls_number_reflns         7860
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.1171
_refine_ls_R_factor_gt           0.0720
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1236P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1660
_refine_ls_wR_factor_ref         0.1976
_reflns_number_gt                4866
_reflns_number_total             7860
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt5137.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'None' changed to
'none' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'None' changed to
'none' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               2224566
_cod_database_fobs_code          2224566
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.5000(4) 0.4227(3) 0.50000(15) 0.0745(13) Uani d . 1 . .
O O2 0.4094(3) 0.6148(2) 0.39678(14) 0.0600(11) Uani d . 1 . .
O O3 0.4609(4) 0.3302(3) 0.23104(15) 0.0803(15) Uani d . 1 . .
O O4 0.0523(3) 0.6404(2) 0.33482(15) 0.0636(11) Uani d . 1 . .
N N1 0.4163(4) 0.4444(3) 0.42872(18) 0.0458(12) Uani d . 1 . .
H H1 0.4154 0.4987 0.4286 0.055 Uiso calc R 1 . .
N N2 0.4967(4) 0.1845(3) 0.49913(18) 0.0488(13) Uani d . 1 . .
N N3 0.2501(4) 0.3842(4) 0.5061(2) 0.0745(16) Uani d . 1 . .
N N4 0.2459(4) 0.1583(3) 0.4414(2) 0.0672(17) Uani d . 1 . .
N N5 0.3614(3) 0.7448(3) 0.36747(17) 0.0372(11) Uani d . 1 . .
H H5 0.3350 0.7298 0.3409 0.045 Uiso calc R 1 . .
N N6 0.5214(3) 0.6988(3) 0.51471(15) 0.0430(11) Uani d . 1 . .
N N7 0.3036(5) 0.8377(4) 0.5185(2) 0.082(2) Uani d . 1 . .
N N8 0.2140(4) 0.6247(4) 0.43970(19) 0.0704(16) Uani d . 1 . .
N N9 0.5469(4) 0.3105(3) 0.30183(16) 0.0463(12) Uani d . 1 . .
H H9 0.5508 0.2564 0.3018 0.056 Uiso calc R 1 . .
N N10 0.4660(3) 0.5696(3) 0.23200(18) 0.0523(13) Uani d . 1 . .
N N11 0.7072(5) 0.3702(4) 0.2223(2) 0.0810(18) Uani d . 1 . .
N N12 0.7171(4) 0.5954(4) 0.2875(2) 0.0672(17) Uani d . 1 . .
N N13 0.1014(4) 0.5112(3) 0.36387(18) 0.0450(12) Uani d . 1 . .
H H13 0.1294 0.5269 0.3901 0.054 Uiso calc R 1 . .
N N14 -0.0612(3) 0.5524(3) 0.21707(16) 0.0424(12) Uani d . 1 . .
N N15 0.1564(5) 0.4170(4) 0.2118(2) 0.0767(19) Uani d . 1 . .
N N16 0.2441(4) 0.6315(4) 0.28951(18) 0.0688(16) Uani d . 1 . .
C C1 0.3771(3) 0.3941(3) 0.39179(17) 0.0370(11) Uani d . 1 . .
C C2 0.3392(4) 0.4208(4) 0.3492(2) 0.0464(15) Uani d . 1 . .
H H2 0.3324 0.4778 0.3422 0.056 Uiso calc R 1 . .
C C3 0.3114(4) 0.3591(4) 0.3173(2) 0.0578(15) Uani d . 1 . .
H H3 0.2843 0.3747 0.2883 0.069 Uiso calc R 1 . .
C C4 0.3235(5) 0.2750(4) 0.3280(2) 0.0640(18) Uani d . 1 . .
H H4 0.3053 0.2347 0.3059 0.077 Uiso calc R 1 . .
C C5 0.3618(4) 0.2492(4) 0.3707(2) 0.0449(15) Uani d . 1 . .
H H5A 0.3705 0.1922 0.3774 0.054 Uiso calc R 1 . .
C C6 0.3872(4) 0.3099(3) 0.4034(2) 0.0390(12) Uani d . 1 . .
C C7 0.4306(4) 0.3034(3) 0.45186(18) 0.0409(12) Uani d . 1 . .
C C8 0.4556(4) 0.3972(3) 0.4645(2) 0.0442(14) Uani d . 1 . .
C C9 0.5172(4) 0.2412(4) 0.4647(2) 0.0542(17) Uani d . 1 . .
H H9A 0.5254 0.2091 0.4389 0.065 Uiso calc R 1 . .
H H9B 0.5752 0.2726 0.4758 0.065 Uiso calc R 1 . .
C C10 0.4364(4) 0.2321(3) 0.52346(18) 0.0444(12) Uani d . 1 . .
H H10 0.4738 0.2781 0.5398 0.053 Uiso calc R 1 . .
C C11 0.3635(4) 0.2699(3) 0.48389(18) 0.0411(12) Uani d . 1 . .
C C12 0.5809(5) 0.1476(5) 0.5260(3) 0.070(2) Uani d . 1 . .
H H12A 0.5633 0.1121 0.5483 0.105 Uiso calc R 1 . .
H H12B 0.6223 0.1917 0.5401 0.105 Uiso calc R 1 . .
H H12C 0.6132 0.1145 0.5076 0.105 Uiso calc R 1 . .
C C13 0.3948(4) 0.1791(4) 0.5558(2) 0.0459(13) Uani d . 1 . .
C C14 0.3623(5) 0.0975(4) 0.5459(2) 0.0583(17) Uani d . 1 . .
H H14 0.3668 0.0731 0.5189 0.070 Uiso calc R 1 . .
C C15 0.3227(5) 0.0519(4) 0.5767(3) 0.0604(18) Uani d . 1 . .
H H15 0.2993 -0.0023 0.5701 0.072 Uiso calc R 1 . .
C C16 0.3192(6) 0.0888(5) 0.6169(3) 0.074(2) Uani d . 1 . .
H H16 0.2931 0.0585 0.6374 0.088 Uiso calc R 1 . .
C C17 0.3521(5) 0.1673(5) 0.6275(2) 0.067(2) Uani d . 1 . .
H H17 0.3496 0.1902 0.6550 0.081 Uiso calc R 1 . .
C C18 0.3904(5) 0.2143(4) 0.5967(2) 0.0583(16) Uani d . 1 . .
H H18 0.4127 0.2688 0.6036 0.070 Uiso calc R 1 . .
C C19 0.3028(4) 0.3354(4) 0.4968(2) 0.0456(13) Uani d . 1 . .
C C20 0.2986(4) 0.2049(3) 0.4606(2) 0.0438(13) Uani d . 1 . .
C C21 0.3701(4) 0.8286(3) 0.38201(19) 0.0398(12) Uani d . 1 . .
C C22 0.3460(5) 0.9015(4) 0.3568(2) 0.0491(16) Uani d . 1 . .
H H22 0.3179 0.8992 0.3267 0.059 Uiso calc R 1 . .
C C23 0.3664(4) 0.9775(4) 0.3790(3) 0.0619(17) Uani d . 1 . .
H H23 0.3509 1.0276 0.3634 0.074 Uiso calc R 1 . .
C C24 0.4092(5) 0.9816(4) 0.4239(3) 0.0642(18) Uani d . 1 . .
H H24 0.4218 1.0337 0.4378 0.077 Uiso calc R 1 . .
C C25 0.4328(5) 0.9084(4) 0.4476(3) 0.0574(18) Uani d . 1 . .
H H25 0.4641 0.9109 0.4772 0.069 Uiso calc R 1 . .
C C26 0.4098(3) 0.8304(3) 0.42720(19) 0.0360(11) Uani d . 1 . .
C C27 0.4273(3) 0.7417(3) 0.44390(16) 0.0390(11) Uani d . 1 . .
C C28 0.3992(4) 0.6902(3) 0.40008(17) 0.0391(11) Uani d . 1 . .
C C29 0.5275(4) 0.7205(4) 0.4685(2) 0.0445(14) Uani d . 1 . .
H H29A 0.5524 0.6731 0.4545 0.053 Uiso calc R 1 . .
H H29B 0.5693 0.7685 0.4683 0.053 Uiso calc R 1 . .
C C30 0.4324(3) 0.6537(3) 0.51070(16) 0.0384(11) Uani d . 1 . .
H H30 0.4379 0.5992 0.4963 0.046 Uiso calc R 1 . .
C C31 0.3634(3) 0.7113(3) 0.47756(16) 0.0388(11) Uani d . 1 . .
C C32 0.6039(5) 0.6535(5) 0.5385(2) 0.0609(18) Uani d . 1 . .
H H32A 0.5956 0.6404 0.5679 0.091 Uiso calc R 1 . .
H H32B 0.6596 0.6878 0.5403 0.091 Uiso calc R 1 . .
H H32C 0.6113 0.6021 0.5230 0.091 Uiso calc R 1 . .
C C33 0.3986(4) 0.6381(4) 0.55392(18) 0.0401(13) Uani d . 1 . .
C C34 0.3450(5) 0.5668(4) 0.5557(2) 0.0597(18) Uani d . 1 . .
H H34 0.3347 0.5284 0.5323 0.072 Uiso calc R 1 . .
C C35 0.3062(6) 0.5526(6) 0.5931(3) 0.081(3) Uani d . 1 . .
H H35 0.2666 0.5066 0.5944 0.097 Uiso calc R 1 . .
C C36 0.3282(6) 0.6091(6) 0.6286(3) 0.076(2) Uani d . 1 . .
H H36 0.3058 0.5982 0.6543 0.091 Uiso calc R 1 . .
C C37 0.3791(6) 0.6767(5) 0.6269(2) 0.073(2) Uani d . 1 . .
H H37 0.3908 0.7139 0.6508 0.087 Uiso calc R 1 . .
C C38 0.4162(5) 0.6931(4) 0.5890(2) 0.0545(16) Uani d . 1 . .
H H38 0.4526 0.7413 0.5877 0.065 Uiso calc R 1 . .
C C39 0.3304(4) 0.7836(4) 0.50075(18) 0.0462(13) Uani d . 1 . .
C C40 0.2798(4) 0.6639(4) 0.4556(2) 0.0482(15) Uani d . 1 . .
C C41 0.5833(3) 0.3617(3) 0.33911(17) 0.0387(11) Uani d . 1 . .
C C42 0.6212(5) 0.3355(4) 0.3813(2) 0.0476(15) Uani d . 1 . .
H H42 0.6285 0.2785 0.3883 0.057 Uiso calc R 1 . .
C C43 0.6487(4) 0.3979(4) 0.4138(2) 0.0595(16) Uani d . 1 . .
H H43 0.6752 0.3822 0.4428 0.071 Uiso calc R 1 . .
C C44 0.6370(4) 0.4812(4) 0.4031(2) 0.0628(17) Uani d . 1 . .
H H44 0.6532 0.5214 0.4255 0.075 Uiso calc R 1 . .
C C45 0.6009(5) 0.5082(4) 0.3590(2) 0.0545(18) Uani d . 1 . .
H H45 0.5955 0.5653 0.3517 0.065 Uiso calc R 1 . .
C C46 0.5736(4) 0.4454(3) 0.32667(19) 0.0369(11) Uani d . 1 . .
C C47 0.5280(4) 0.4517(3) 0.27773(18) 0.0412(12) Uani d . 1 . .
C C48 0.5057(4) 0.3566(4) 0.2666(2) 0.0473(15) Uani d . 1 . .
C C49 0.4408(5) 0.5089(4) 0.2629(3) 0.0576(18) Uani d . 1 . .
H H49A 0.3862 0.4758 0.2486 0.069 Uiso calc R 1 . .
H H49B 0.4251 0.5376 0.2884 0.069 Uiso calc R 1 . .
C C50 0.5240(4) 0.5239(3) 0.20686(18) 0.0444(12) Uani d . 1 . .
H H50 0.4858 0.4787 0.1902 0.053 Uiso calc R 1 . .
C C51 0.5967(3) 0.4840(3) 0.24662(18) 0.0407(12) Uani d . 1 . .
C C52 0.3795(5) 0.6080(5) 0.2036(3) 0.068(2) Uani d . 1 . .
H H52A 0.3438 0.6372 0.2221 0.102 Uiso calc R 1 . .
H H52B 0.3409 0.5643 0.1874 0.102 Uiso calc R 1 . .
H H52C 0.3983 0.6471 0.1832 0.102 Uiso calc R 1 . .
C C53 0.5665(4) 0.5768(4) 0.1750(2) 0.0469(15) Uani d . 1 . .
C C54 0.5981(5) 0.6575(4) 0.1841(2) 0.0525(16) Uani d . 1 . .
H H54 0.5917 0.6826 0.2107 0.063 Uiso calc R 1 . .
C C55 0.6387(6) 0.7021(5) 0.1550(3) 0.074(2) Uani d . 1 . .
H H55 0.6586 0.7571 0.1622 0.089 Uiso calc R 1 . .
C C56 0.6509(6) 0.6690(6) 0.1164(3) 0.077(3) Uani d . 1 . .
H H56 0.6798 0.6999 0.0971 0.093 Uiso calc R 1 . .
C C57 0.6195(6) 0.5884(7) 0.1065(3) 0.084(3) Uani d . 1 . .
H H57 0.6277 0.5641 0.0799 0.101 Uiso calc R 1 . .
C C58 0.5758(5) 0.5417(5) 0.1349(2) 0.0617(18) Uani d . 1 . .
H H58 0.5532 0.4877 0.1271 0.074 Uiso calc R 1 . .
C C59 0.6572(4) 0.4177(4) 0.2320(3) 0.0554(16) Uani d . 1 . .
C C60 0.6622(4) 0.5478(4) 0.2700(2) 0.0445(13) Uani d . 1 . .
C C61 0.0914(3) 0.4266(3) 0.34933(19) 0.0401(12) Uani d . 1 . .
C C62 0.1147(5) 0.3531(4) 0.3747(2) 0.0506(17) Uani d . 1 . .
H H62 0.1421 0.3556 0.4048 0.061 Uiso calc R 1 . .
C C63 0.0954(5) 0.2774(4) 0.3531(3) 0.0630(17) Uani d . 1 . .
H H63 0.1118 0.2274 0.3687 0.076 Uiso calc R 1 . .
C C64 0.0519(6) 0.2739(4) 0.3086(3) 0.065(2) Uani d . 1 . .
H H64 0.0370 0.2215 0.2953 0.078 Uiso calc R 1 . .
C C65 0.0302(5) 0.3457(4) 0.2836(2) 0.0541(17) Uani d . 1 . .
H H65 0.0025 0.3428 0.2535 0.065 Uiso calc R 1 . .
C C66 0.0512(4) 0.4239(3) 0.30506(19) 0.0400(12) Uani d . 1 . .
C C67 0.0322(3) 0.5126(3) 0.28778(16) 0.0373(11) Uani d . 1 . .
C C68 0.0611(4) 0.5636(3) 0.33100(17) 0.0413(11) Uani d . 1 . .
C C69 -0.0690(4) 0.5321(4) 0.2623(2) 0.0540(17) Uani d . 1 . .
H H69A -0.1100 0.4836 0.2625 0.065 Uiso calc R 1 . .
H H69B -0.0953 0.5795 0.2757 0.065 Uiso calc R 1 . .
C C70 0.0253(3) 0.6005(3) 0.22002(16) 0.0382(11) Uani d . 1 . .
H H70 0.0187 0.6551 0.2342 0.046 Uiso calc R 1 . .
C C71 0.0952(3) 0.5429(3) 0.25311(16) 0.0380(11) Uani d . 1 . .
C C72 -0.1442(4) 0.6002(4) 0.1939(2) 0.0535(16) Uani d . 1 . .
H H72A -0.2006 0.5671 0.1927 0.080 Uiso calc R 1 . .
H H72B -0.1370 0.6129 0.1643 0.080 Uiso calc R 1 . .
H H72C -0.1492 0.6518 0.2097 0.080 Uiso calc R 1 . .
C C73 0.0560(4) 0.6148(3) 0.17656(18) 0.0387(12) Uani d . 1 . .
C C74 0.1120(4) 0.6823(4) 0.1719(2) 0.0543(16) Uani d . 1 . .
H H74 0.1281 0.7210 0.1950 0.065 Uiso calc R 1 . .
C C75 0.1452(5) 0.6936(5) 0.1331(3) 0.070(2) Uani d . 1 . .
H H75 0.1830 0.7403 0.1307 0.084 Uiso calc R 1 . .
C C76 0.1245(6) 0.6395(6) 0.0989(3) 0.078(2) Uani d . 1 . .
H H76 0.1499 0.6466 0.0736 0.093 Uiso calc R 1 . .
C C77 0.0632(6) 0.5718(5) 0.1024(2) 0.0692(19) Uani d . 1 . .
H H77 0.0446 0.5353 0.0785 0.083 Uiso calc R 1 . .
C C78 0.0305(5) 0.5589(4) 0.1408(2) 0.0576(16) Uani d . 1 . .
H H78 -0.0085 0.5130 0.1431 0.069 Uiso calc R 1 . .
C C79 0.1282(4) 0.4718(4) 0.2300(2) 0.0527(15) Uani d . 1 . .
C C80 0.1817(4) 0.5926(4) 0.27405(19) 0.0483(14) Uani d . 1 . .
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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C8 N1 C1 . . 111.9(4) ?
C8 N1 H1 . . 124.0 ?
C1 N1 H1 . . 124.0 ?
C12 N2 C9 . . 113.2(5) ?
C12 N2 C10 . . 115.5(5) ?
C9 N2 C10 . . 106.3(4) ?
C28 N5 C21 . . 112.0(5) ?
C28 N5 H5 . . 124.0 ?
C21 N5 H5 . . 124.0 ?
C30 N6 C32 . . 114.5(5) ?
C30 N6 C29 . . 105.0(4) ?
C32 N6 C29 . . 113.2(5) ?
C48 N9 C41 . . 111.8(5) ?
C48 N9 H9 . . 124.1 ?
C41 N9 H9 . . 124.1 ?
C50 N10 C49 . . 105.6(5) ?
C50 N10 C52 . . 113.3(5) ?
C49 N10 C52 . . 111.2(5) ?
C68 N13 C61 . . 110.5(5) ?
C68 N13 H13 . . 124.8 ?
C61 N13 H13 . . 124.8 ?
C70 N14 C69 . . 107.0(4) ?
C70 N14 C72 . . 111.2(4) ?
C69 N14 C72 . . 111.2(5) ?
C2 C1 C6 . . 122.8(5) ?
C2 C1 N1 . . 127.5(5) ?
C6 C1 N1 . . 109.6(5) ?
C1 C2 C3 . . 117.2(6) ?
C1 C2 H2 . . 121.4 ?
C3 C2 H2 . . 121.4 ?
C4 C3 C2 . . 120.7(6) ?
C4 C3 H3 . . 119.7 ?
C2 C3 H3 . . 119.7 ?
C3 C4 C5 . . 121.5(6) ?
C3 C4 H4 . . 119.2 ?
C5 C4 H4 . . 119.2 ?
C4 C5 C6 . . 118.7(6) ?
C4 C5 H5A . . 120.7 ?
C6 C5 H5A . . 120.7 ?
C1 C6 C5 . . 119.1(6) ?
C1 C6 C7 . . 108.9(5) ?
C5 C6 C7 . . 132.0(5) ?
C6 C7 C8 . . 102.0(4) ?
C6 C7 C9 . . 116.1(5) ?
C8 C7 C9 . . 113.9(5) ?
C6 C7 C11 . . 117.0(4) ?
C8 C7 C11 . . 107.4(4) ?
C9 C7 C11 . . 100.6(4) ?
O1 C8 N1 . . 127.0(5) ?
O1 C8 C7 . . 126.2(5) ?
N1 C8 C7 . . 106.8(5) ?
N2 C9 C7 . . 107.4(5) ?
N2 C9 H9A . . 110.2 ?
C7 C9 H9A . . 110.2 ?
N2 C9 H9B . . 110.2 ?
C7 C9 H9B . . 110.2 ?
H9A C9 H9B . . 108.5 ?
N2 C10 C13 . . 113.9(4) ?
N2 C10 C11 . . 100.0(4) ?
C13 C10 C11 . . 115.7(4) ?
N2 C10 H10 . . 109.0 ?
C13 C10 H10 . . 109.0 ?
C11 C10 H10 . . 109.0 ?
C19 C11 C20 . . 105.9(4) ?
C19 C11 C10 . . 113.9(5) ?
C20 C11 C10 . . 111.6(4) ?
C19 C11 C7 . . 113.6(4) ?
C20 C11 C7 . . 109.5(5) ?
C10 C11 C7 . . 102.4(4) ?
N2 C12 H12A . . 109.5 ?
N2 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
N2 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C14 C13 C18 . . 119.8(6) ?
C14 C13 C10 . . 122.2(6) ?
C18 C13 C10 . . 118.0(5) ?
C13 C14 C15 . . 119.9(7) ?
C13 C14 H14 . . 120.1 ?
C15 C14 H14 . . 120.1 ?
C16 C15 C14 . . 118.9(7) ?
C16 C15 H15 . . 120.6 ?
C14 C15 H15 . . 120.6 ?
C17 C16 C15 . . 122.1(7) ?
C17 C16 H16 . . 119.0 ?
C15 C16 H16 . . 119.0 ?
C16 C17 C18 . . 119.7(7) ?
C16 C17 H17 . . 120.1 ?
C18 C17 H17 . . 120.1 ?
C13 C18 C17 . . 119.6(7) ?
C13 C18 H18 . . 120.2 ?
C17 C18 H18 . . 120.2 ?
N3 C19 C11 . . 175.9(6) ?
N4 C20 C11 . . 176.2(6) ?
C26 C21 C22 . . 122.9(5) ?
C26 C21 N5 . . 109.3(5) ?
C22 C21 N5 . . 127.8(6) ?
C23 C22 C21 . . 116.2(6) ?
C23 C22 H22 . . 121.9 ?
C21 C22 H22 . . 121.9 ?
C22 C23 C24 . . 122.3(6) ?
C22 C23 H23 . . 118.8 ?
C24 C23 H23 . . 118.8 ?
C25 C24 C23 . . 119.8(6) ?
C25 C24 H24 . . 120.1 ?
C23 C24 H24 . . 120.1 ?
C24 C25 C26 . . 120.0(7) ?
C24 C25 H25 . . 120.0 ?
C26 C25 H25 . . 120.0 ?
C21 C26 C25 . . 118.6(5) ?
C21 C26 C27 . . 109.2(4) ?
C25 C26 C27 . . 132.0(6) ?
C26 C27 C29 . . 116.9(5) ?
C26 C27 C28 . . 101.6(4) ?
C29 C27 C28 . . 111.4(4) ?
C26 C27 C31 . . 115.3(4) ?
C29 C27 C31 . . 102.9(4) ?
C28 C27 C31 . . 108.8(4) ?
O2 C28 N5 . . 127.4(5) ?
O2 C28 C27 . . 125.2(5) ?
N5 C28 C27 . . 107.4(4) ?
N6 C29 C27 . . 106.9(4) ?
N6 C29 H29A . . 110.3 ?
C27 C29 H29A . . 110.3 ?
N6 C29 H29B . . 110.3 ?
C27 C29 H29B . . 110.3 ?
H29A C29 H29B . . 108.6 ?
N6 C30 C33 . . 116.1(4) ?
N6 C30 C31 . . 101.4(4) ?
C33 C30 C31 . . 112.9(4) ?
N6 C30 H30 . . 108.7 ?
C33 C30 H30 . . 108.7 ?
C31 C30 H30 . . 108.7 ?
C40 C31 C39 . . 107.8(4) ?
C40 C31 C30 . . 110.6(5) ?
C39 C31 C30 . . 111.3(4) ?
C40 C31 C27 . . 112.7(4) ?
C39 C31 C27 . . 111.4(4) ?
C30 C31 C27 . . 103.1(4) ?
N6 C32 H32A . . 109.5 ?
N6 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
N6 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
C38 C33 C34 . . 120.4(6) ?
C38 C33 C30 . . 122.9(5) ?
C34 C33 C30 . . 116.7(5) ?
C33 C34 C35 . . 119.1(7) ?
C33 C34 H34 . . 120.4 ?
C35 C34 H34 . . 120.4 ?
C36 C35 C34 . . 118.4(7) ?
C36 C35 H35 . . 120.8 ?
C34 C35 H35 . . 120.8 ?
C37 C36 C35 . . 122.3(8) ?
C37 C36 H36 . . 118.8 ?
C35 C36 H36 . . 118.8 ?
C36 C37 C38 . . 119.9(7) ?
C36 C37 H37 . . 120.0 ?
C38 C37 H37 . . 120.0 ?
C33 C38 C37 . . 119.7(7) ?
C33 C38 H38 . . 120.1 ?
C37 C38 H38 . . 120.1 ?
N7 C39 C31 . . 178.6(7) ?
N8 C40 C31 . . 177.4(7) ?
C42 C41 C46 . . 123.6(5) ?
C42 C41 N9 . . 127.3(5) ?
C46 C41 N9 . . 109.1(5) ?
C41 C42 C43 . . 117.5(6) ?
C41 C42 H42 . . 121.3 ?
C43 C42 H42 . . 121.3 ?
C44 C43 C42 . . 120.6(6) ?
C44 C43 H43 . . 119.7 ?
C42 C43 H43 . . 119.7 ?
C43 C44 C45 . . 121.8(6) ?
C43 C44 H44 . . 119.1 ?
C45 C44 H44 . . 119.1 ?
C46 C45 C44 . . 117.2(6) ?
C46 C45 H45 . . 121.4 ?
C44 C45 H45 . . 121.4 ?
C41 C46 C45 . . 119.2(6) ?
C41 C46 C47 . . 109.7(5) ?
C45 C46 C47 . . 131.0(5) ?
C46 C47 C49 . . 119.5(5) ?
C46 C47 C48 . . 100.4(4) ?
C49 C47 C48 . . 112.7(5) ?
C46 C47 C51 . . 115.0(4) ?
C49 C47 C51 . . 101.6(4) ?
C48 C47 C51 . . 107.6(5) ?
O3 C48 N9 . . 126.9(6) ?
O3 C48 C47 . . 124.9(5) ?
N9 C48 C47 . . 108.2(5) ?
N10 C49 C47 . . 106.6(5) ?
N10 C49 H49A . . 110.4 ?
C47 C49 H49A . . 110.4 ?
N10 C49 H49B . . 110.4 ?
C47 C49 H49B . . 110.4 ?
H49A C49 H49B . . 108.6 ?
N10 C50 C53 . . 115.1(4) ?
N10 C50 C51 . . 98.7(4) ?
C53 C50 C51 . . 115.7(4) ?
N10 C50 H50 . . 108.9 ?
C53 C50 H50 . . 108.9 ?
C51 C50 H50 . . 108.9 ?
C60 C51 C59 . . 106.1(4) ?
C60 C51 C50 . . 111.2(4) ?
C59 C51 C50 . . 112.6(5) ?
C60 C51 C47 . . 110.0(5) ?
C59 C51 C47 . . 115.3(4) ?
C50 C51 C47 . . 101.6(4) ?
N10 C52 H52A . . 109.5 ?
N10 C52 H52B . . 109.5 ?
H52A C52 H52B . . 109.5 ?
N10 C52 H52C . . 109.5 ?
H52A C52 H52C . . 109.5 ?
H52B C52 H52C . . 109.5 ?
C54 C53 C58 . . 118.0(6) ?
C54 C53 C50 . . 123.3(6) ?
C58 C53 C50 . . 118.7(6) ?
C55 C54 C53 . . 121.3(7) ?
C55 C54 H54 . . 119.3 ?
C53 C54 H54 . . 119.3 ?
C56 C55 C54 . . 122.1(8) ?
C56 C55 H55 . . 119.0 ?
C54 C55 H55 . . 119.0 ?
C55 C56 C57 . . 117.7(7) ?
C55 C56 H56 . . 121.1 ?
C57 C56 H56 . . 121.1 ?
C56 C57 C58 . . 121.8(8) ?
C56 C57 H57 . . 119.1 ?
C58 C57 H57 . . 119.1 ?
C53 C58 C57 . . 119.1(7) ?
C53 C58 H58 . . 120.4 ?
C57 C58 H58 . . 120.4 ?
N11 C59 C51 . . 176.0(7) ?
N12 C60 C51 . . 176.3(6) ?
C66 C61 C62 . . 122.1(5) ?
C66 C61 N13 . . 109.9(5) ?
C62 C61 N13 . . 128.0(6) ?
C63 C62 C61 . . 117.2(6) ?
C63 C62 H62 . . 121.4 ?
C61 C62 H62 . . 121.4 ?
C62 C63 C64 . . 121.2(6) ?
C62 C63 H63 . . 119.4 ?
C64 C63 H63 . . 119.4 ?
C65 C64 C63 . . 121.6(6) ?
C65 C64 H64 . . 119.2 ?
C63 C64 H64 . . 119.2 ?
C64 C65 C66 . . 117.8(7) ?
C64 C65 H65 . . 121.1 ?
C66 C65 H65 . . 121.1 ?
C61 C66 C65 . . 120.0(5) ?
C61 C66 C67 . . 109.3(5) ?
C65 C66 C67 . . 130.5(5) ?
C66 C67 C69 . . 116.8(5) ?
C66 C67 C68 . . 100.9(4) ?
C69 C67 C68 . . 113.2(5) ?
C66 C67 C71 . . 115.2(4) ?
C69 C67 C71 . . 101.9(4) ?
C68 C67 C71 . . 109.1(4) ?
O4 C68 N13 . . 125.2(5) ?
O4 C68 C67 . . 125.9(5) ?
N13 C68 C67 . . 108.8(4) ?
N14 C69 C67 . . 106.3(5) ?
N14 C69 H69A . . 110.5 ?
C67 C69 H69A . . 110.5 ?
N14 C69 H69B . . 110.5 ?
C67 C69 H69B . . 110.5 ?
H69A C69 H69B . . 108.7 ?
N14 C70 C73 . . 115.4(4) ?
N14 C70 C71 . . 99.3(4) ?
C73 C70 C71 . . 113.4(4) ?
N14 C70 H70 . . 109.5 ?
C73 C70 H70 . . 109.5 ?
C71 C70 H70 . . 109.5 ?
C79 C71 C80 . . 106.9(5) ?
C79 C71 C70 . . 111.3(4) ?
C80 C71 C70 . . 109.6(4) ?
C79 C71 C67 . . 112.1(4) ?
C80 C71 C67 . . 113.7(4) ?
C70 C71 C67 . . 103.3(4) ?
N14 C72 H72A . . 109.5 ?
N14 C72 H72B . . 109.5 ?
H72A C72 H72B . . 109.5 ?
N14 C72 H72C . . 109.5 ?
H72A C72 H72C . . 109.5 ?
H72B C72 H72C . . 109.5 ?
C74 C73 C78 . . 118.5(6) ?
C74 C73 C70 . . 119.9(5) ?
C78 C73 C70 . . 121.6(5) ?
C73 C74 C75 . . 120.6(7) ?
C73 C74 H74 . . 119.7 ?
C75 C74 H74 . . 119.7 ?
C76 C75 C74 . . 122.2(7) ?
C76 C75 H75 . . 118.9 ?
C74 C75 H75 . . 118.9 ?
C75 C76 C77 . . 117.8(7) ?
C75 C76 H76 . . 121.1 ?
C77 C76 H76 . . 121.1 ?
C78 C77 C76 . . 120.7(7) ?
C78 C77 H77 . . 119.6 ?
C76 C77 H77 . . 119.6 ?
C77 C78 C73 . . 120.0(6) ?
C77 C78 H78 . . 120.0 ?
C73 C78 H78 . . 120.0 ?
N15 C79 C71 . . 178.2(7) ?
N16 C80 C71 . . 178.0(7) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C8 . 1.215(7) ?
O2 C28 . 1.209(6) ?
O3 C48 . 1.223(7) ?
O4 C68 . 1.232(6) ?
N1 C8 . 1.352(8) ?
N1 C1 . 1.406(7) ?
N1 H1 . 0.8600 ?
N2 C12 . 1.441(8) ?
N2 C9 . 1.464(8) ?
N2 C10 . 1.465(7) ?
N3 C19 . 1.160(7) ?
N4 C20 . 1.133(7) ?
N5 C28 . 1.350(7) ?
N5 C21 . 1.399(7) ?
N5 H5 . 0.8600 ?
N6 C30 . 1.449(7) ?
N6 C32 . 1.450(7) ?
N6 C29 . 1.480(8) ?
N7 C39 . 1.125(8) ?
N8 C40 . 1.153(8) ?
N9 C48 . 1.338(8) ?
N9 C41 . 1.413(7) ?
N9 H9 . 0.8600 ?
N10 C50 . 1.443(7) ?
N10 C49 . 1.450(8) ?
N10 C52 . 1.492(8) ?
N11 C59 . 1.121(8) ?
N12 C60 . 1.142(8) ?
N13 C68 . 1.344(7) ?
N13 C61 . 1.410(7) ?
N13 H13 . 0.8600 ?
N14 C70 . 1.445(6) ?
N14 C69 . 1.452(8) ?
N14 C72 . 1.467(7) ?
N15 C79 . 1.152(8) ?
N16 C80 . 1.111(8) ?
C1 C2 . 1.376(8) ?
C1 C6 . 1.380(7) ?
C2 C3 . 1.384(9) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.374(9) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.375(9) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.384(8) ?
C5 H5A . 0.9300 ?
C6 C7 . 1.496(8) ?
C7 C8 . 1.560(8) ?
C7 C9 . 1.572(8) ?
C7 C11 . 1.604(7) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 C13 . 1.515(7) ?
C10 C11 . 1.553(7) ?
C10 H10 . 0.9800 ?
C11 C19 . 1.461(8) ?
C11 C20 . 1.472(8) ?
C12 H12A . 0.9600 ?
C12 H12B . 0.9600 ?
C12 H12C . 0.9600 ?
C13 C14 . 1.387(9) ?
C13 C18 . 1.387(9) ?
C14 C15 . 1.400(9) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.378(11) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.346(11) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.403(9) ?
C17 H17 . 0.9300 ?
C18 H18 . 0.9300 ?
C21 C26 . 1.389(8) ?
C21 C22 . 1.395(8) ?
C22 C23 . 1.385(10) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.391(10) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.375(10) ?
C24 H24 . 0.9300 ?
C25 C26 . 1.393(8) ?
C25 H25 . 0.9300 ?
C26 C27 . 1.499(7) ?
C27 C29 . 1.520(8) ?
C27 C28 . 1.555(7) ?
C27 C31 . 1.593(7) ?
C29 H29A . 0.9700 ?
C29 H29B . 0.9700 ?
C30 C33 . 1.525(8) ?
C30 C31 . 1.561(7) ?
C30 H30 . 0.9800 ?
C31 C40 . 1.459(8) ?
C31 C39 . 1.477(8) ?
C32 H32A . 0.9600 ?
C32 H32B . 0.9600 ?
C32 H32C . 0.9600 ?
C33 C38 . 1.370(8) ?
C33 C34 . 1.375(9) ?
C34 C35 . 1.396(11) ?
C34 H34 . 0.9300 ?
C35 C36 . 1.395(13) ?
C35 H35 . 0.9300 ?
C36 C37 . 1.304(11) ?
C36 H36 . 0.9300 ?
C37 C38 . 1.400(10) ?
C37 H37 . 0.9300 ?
C38 H38 . 0.9300 ?
C41 C42 . 1.364(8) ?
C41 C46 . 1.379(7) ?
C42 C43 . 1.401(9) ?
C42 H42 . 0.9300 ?
C43 C44 . 1.361(9) ?
C43 H43 . 0.9300 ?
C44 C45 . 1.415(10) ?
C44 H44 . 0.9300 ?
C45 C46 . 1.405(9) ?
C45 H45 . 0.9300 ?
C46 C47 . 1.515(8) ?
C47 C49 . 1.538(8) ?
C47 C48 . 1.563(8) ?
C47 C51 . 1.594(7) ?
C49 H49A . 0.9700 ?
C49 H49B . 0.9700 ?
C50 C53 . 1.510(8) ?
C50 C51 . 1.568(7) ?
C50 H50 . 0.9800 ?
C51 C60 . 1.466(8) ?
C51 C59 . 1.492(9) ?
C52 H52A . 0.9600 ?
C52 H52B . 0.9600 ?
C52 H52C . 0.9600 ?
C53 C54 . 1.366(8) ?
C53 C58 . 1.384(9) ?
C54 C55 . 1.362(10) ?
C54 H54 . 0.9300 ?
C55 C56 . 1.341(13) ?
C55 H55 . 0.9300 ?
C56 C57 . 1.369(12) ?
C56 H56 . 0.9300 ?
C57 C58 . 1.390(12) ?
C57 H57 . 0.9300 ?
C58 H58 . 0.9300 ?
C61 C66 . 1.365(8) ?
C61 C62 . 1.403(8) ?
C62 C63 . 1.371(10) ?
C62 H62 . 0.9300 ?
C63 C64 . 1.385(10) ?
C63 H63 . 0.9300 ?
C64 C65 . 1.372(10) ?
C64 H64 . 0.9300 ?
C65 C66 . 1.407(8) ?
C65 H65 . 0.9300 ?
C66 C67 . 1.507(7) ?
C67 C69 . 1.536(7) ?
C67 C68 . 1.537(7) ?
C67 C71 . 1.607(7) ?
C69 H69A . 0.9700 ?
C69 H69B . 0.9700 ?
C70 C73 . 1.508(7) ?
C70 C71 . 1.568(7) ?
C70 H70 . 0.9800 ?
C71 C79 . 1.461(8) ?
C71 C80 . 1.500(8) ?
C72 H72A . 0.9600 ?
C72 H72B . 0.9600 ?
C72 H72C . 0.9600 ?
C73 C74 . 1.363(8) ?
C73 C78 . 1.400(8) ?
C74 C75 . 1.383(10) ?
C74 H74 . 0.9300 ?
C75 C76 . 1.341(12) ?
C75 H75 . 0.9300 ?
C76 C77 . 1.408(11) ?
C76 H76 . 0.9300 ?
C77 C78 . 1.371(9) ?
C77 H77 . 0.9300 ?
C78 H78 . 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 O2 . 0.86 2.08 2.867(6) 153 yes
N5 H5 N16 . 0.86 2.40 3.184(8) 151 yes
N9 H9 O4 3_545 0.86 2.10 2.874(6) 150 yes
N13 H13 N8 . 0.86 2.33 3.120(8) 152 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C8 N1 C1 C2 . . . . -173.9(6) ?
C8 N1 C1 C6 . . . . 2.2(7) ?
C6 C1 C2 C3 . . . . -0.6(8) ?
N1 C1 C2 C3 . . . . 175.0(5) ?
C1 C2 C3 C4 . . . . -1.2(9) ?
C2 C3 C4 C5 . . . . 1.1(9) ?
C3 C4 C5 C6 . . . . 1.0(9) ?
C2 C1 C6 C5 . . . . 2.7(8) ?
N1 C1 C6 C5 . . . . -173.7(5) ?
C2 C1 C6 C7 . . . . 180.0(5) ?
N1 C1 C6 C7 . . . . 3.6(6) ?
C4 C5 C6 C1 . . . . -2.8(8) ?
C4 C5 C6 C7 . . . . -179.3(6) ?
C1 C6 C7 C8 . . . . -7.1(5) ?
C5 C6 C7 C8 . . . . 169.7(6) ?
C1 C6 C7 C9 . . . . -131.5(5) ?
C5 C6 C7 C9 . . . . 45.3(8) ?
C1 C6 C7 C11 . . . . 109.8(5) ?
C5 C6 C7 C11 . . . . -73.4(8) ?
C1 N1 C8 O1 . . . . 174.8(6) ?
C1 N1 C8 C7 . . . . -6.7(7) ?
C6 C7 C8 O1 . . . . -173.3(6) ?
C9 C7 C8 O1 . . . . -47.4(8) ?
C11 C7 C8 O1 . . . . 63.1(8) ?
C6 C7 C8 N1 . . . . 8.3(6) ?
C9 C7 C8 N1 . . . . 134.1(5) ?
C11 C7 C8 N1 . . . . -115.4(5) ?
C12 N2 C9 C7 . . . . -157.0(5) ?
C10 N2 C9 C7 . . . . -29.2(7) ?
C6 C7 C9 N2 . . . . -127.9(6) ?
C8 C7 C9 N2 . . . . 114.0(6) ?
C11 C7 C9 N2 . . . . -0.6(6) ?
C12 N2 C10 C13 . . . . -62.9(7) ?
C9 N2 C10 C13 . . . . 170.7(5) ?
C12 N2 C10 C11 . . . . 173.1(5) ?
C9 N2 C10 C11 . . . . 46.7(5) ?
N2 C10 C11 C19 . . . . -168.5(4) ?
C13 C10 C11 C19 . . . . 68.7(6) ?
N2 C10 C11 C20 . . . . 71.5(5) ?
C13 C10 C11 C20 . . . . -51.2(6) ?
N2 C10 C11 C7 . . . . -45.5(5) ?
C13 C10 C11 C7 . . . . -168.3(4) ?
C6 C7 C11 C19 . . . . -82.2(6) ?
C8 C7 C11 C19 . . . . 31.7(6) ?
C9 C7 C11 C19 . . . . 151.1(5) ?
C6 C7 C11 C20 . . . . 36.0(6) ?
C8 C7 C11 C20 . . . . 149.9(4) ?
C9 C7 C11 C20 . . . . -90.8(5) ?
C6 C7 C11 C10 . . . . 154.5(5) ?
C8 C7 C11 C10 . . . . -91.6(5) ?
C9 C7 C11 C10 . . . . 27.8(5) ?
N2 C10 C13 C14 . . . . -39.1(7) ?
C11 C10 C13 C14 . . . . 75.9(7) ?
N2 C10 C13 C18 . . . . 140.2(5) ?
C11 C10 C13 C18 . . . . -104.7(6) ?
C18 C13 C14 C15 . . . . 1.9(9) ?
C10 C13 C14 C15 . . . . -178.8(5) ?
C13 C14 C15 C16 . . . . -1.6(10) ?
C14 C15 C16 C17 . . . . 0.3(11) ?
C15 C16 C17 C18 . . . . 0.9(11) ?
C14 C13 C18 C17 . . . . -0.7(9) ?
C10 C13 C18 C17 . . . . 179.9(5) ?
C16 C17 C18 C13 . . . . -0.7(10) ?
C28 N5 C21 C26 . . . . -4.2(6) ?
C28 N5 C21 C22 . . . . 174.6(5) ?
C26 C21 C22 C23 . . . . 1.8(9) ?
N5 C21 C22 C23 . . . . -176.9(5) ?
C21 C22 C23 C24 . . . . 0.5(10) ?
C22 C23 C24 C25 . . . . 0.1(11) ?
C23 C24 C25 C26 . . . . -3.0(11) ?
C22 C21 C26 C25 . . . . -4.6(8) ?
N5 C21 C26 C25 . . . . 174.2(5) ?
C22 C21 C26 C27 . . . . -179.7(5) ?
N5 C21 C26 C27 . . . . -0.9(6) ?
C24 C25 C26 C21 . . . . 5.1(9) ?
C24 C25 C26 C27 . . . . 178.9(6) ?
C21 C26 C27 C29 . . . . 126.2(5) ?
C25 C26 C27 C29 . . . . -48.0(8) ?
C21 C26 C27 C28 . . . . 4.7(5) ?
C25 C26 C27 C28 . . . . -169.5(6) ?
C21 C26 C27 C31 . . . . -112.7(5) ?
C25 C26 C27 C31 . . . . 73.1(7) ?
C21 N5 C28 O2 . . . . -173.5(5) ?
C21 N5 C28 C27 . . . . 7.2(6) ?
C26 C27 C28 O2 . . . . 173.5(5) ?
C29 C27 C28 O2 . . . . 48.3(7) ?
C31 C27 C28 O2 . . . . -64.5(6) ?
C26 C27 C28 N5 . . . . -7.1(5) ?
C29 C27 C28 N5 . . . . -132.3(5) ?
C31 C27 C28 N5 . . . . 114.9(4) ?
C30 N6 C29 C27 . . . . 37.0(6) ?
C32 N6 C29 C27 . . . . 162.6(5) ?
C26 C27 C29 N6 . . . . 116.1(5) ?
C28 C27 C29 N6 . . . . -127.8(5) ?
C31 C27 C29 N6 . . . . -11.4(6) ?
C32 N6 C30 C33 . . . . 66.4(6) ?
C29 N6 C30 C33 . . . . -168.8(4) ?
C32 N6 C30 C31 . . . . -170.8(5) ?
C29 N6 C30 C31 . . . . -46.1(5) ?
N6 C30 C31 C40 . . . . 158.4(4) ?
C33 C30 C31 C40 . . . . -76.7(6) ?
N6 C30 C31 C39 . . . . -81.9(5) ?
C33 C30 C31 C39 . . . . 43.0(6) ?
N6 C30 C31 C27 . . . . 37.7(5) ?
C33 C30 C31 C27 . . . . 162.5(4) ?
C26 C27 C31 C40 . . . . 96.6(6) ?
C29 C27 C31 C40 . . . . -135.0(5) ?
C28 C27 C31 C40 . . . . -16.7(6) ?
C26 C27 C31 C39 . . . . -24.7(6) ?
C29 C27 C31 C39 . . . . 103.7(5) ?
C28 C27 C31 C39 . . . . -138.0(4) ?
C26 C27 C31 C30 . . . . -144.1(4) ?
C29 C27 C31 C30 . . . . -15.7(5) ?
C28 C27 C31 C30 . . . . 102.6(4) ?
N6 C30 C33 C38 . . . . 32.4(7) ?
C31 C30 C33 C38 . . . . -84.0(6) ?
N6 C30 C33 C34 . . . . -150.3(5) ?
C31 C30 C33 C34 . . . . 93.2(6) ?
C38 C33 C34 C35 . . . . 2.1(10) ?
C30 C33 C34 C35 . . . . -175.3(6) ?
C33 C34 C35 C36 . . . . -3.8(11) ?
C34 C35 C36 C37 . . . . 3.9(12) ?
C35 C36 C37 C38 . . . . -2.0(12) ?
C34 C33 C38 C37 . . . . -0.1(10) ?
C30 C33 C38 C37 . . . . 177.0(6) ?
C36 C37 C38 C33 . . . . 0.1(11) ?
C48 N9 C41 C42 . . . . 173.2(6) ?
C48 N9 C41 C46 . . . . -5.9(7) ?
C46 C41 C42 C43 . . . . 2.1(9) ?
N9 C41 C42 C43 . . . . -176.8(5) ?
C41 C42 C43 C44 . . . . 0.4(9) ?
C42 C43 C44 C45 . . . . -2.8(9) ?
C43 C44 C45 C46 . . . . 2.6(10) ?
C42 C41 C46 C45 . . . . -2.1(8) ?
N9 C41 C46 C45 . . . . 176.9(5) ?
C42 C41 C46 C47 . . . . -179.3(5) ?
N9 C41 C46 C47 . . . . -0.3(6) ?
C44 C45 C46 C41 . . . . -0.2(9) ?
C44 C45 C46 C47 . . . . 176.3(6) ?
C41 C46 C47 C49 . . . . 128.8(5) ?
C45 C46 C47 C49 . . . . -48.0(8) ?
C41 C46 C47 C48 . . . . 5.1(5) ?
C45 C46 C47 C48 . . . . -171.6(6) ?
C41 C46 C47 C51 . . . . -110.0(5) ?
C45 C46 C47 C51 . . . . 73.2(7) ?
C41 N9 C48 O3 . . . . -173.2(6) ?
C41 N9 C48 C47 . . . . 9.2(7) ?
C46 C47 C48 O3 . . . . 173.8(6) ?
C49 C47 C48 O3 . . . . 45.6(9) ?
C51 C47 C48 O3 . . . . -65.6(8) ?
C46 C47 C48 N9 . . . . -8.5(6) ?
C49 C47 C48 N9 . . . . -136.7(6) ?
C51 C47 C48 N9 . . . . 112.0(5) ?
C50 N10 C49 C47 . . . . 36.7(7) ?
C52 N10 C49 C47 . . . . 159.9(6) ?
C46 C47 C49 N10 . . . . 121.7(6) ?
C48 C47 C49 N10 . . . . -120.8(6) ?
C51 C47 C49 N10 . . . . -5.9(7) ?
C49 N10 C50 C53 . . . . -174.6(5) ?
C52 N10 C50 C53 . . . . 63.5(6) ?
C49 N10 C50 C51 . . . . -50.8(5) ?
C52 N10 C50 C51 . . . . -172.7(5) ?
N10 C50 C51 C60 . . . . -72.3(5) ?
C53 C50 C51 C60 . . . . 51.0(7) ?
N10 C50 C51 C59 . . . . 168.7(4) ?
C53 C50 C51 C59 . . . . -68.0(6) ?
N10 C50 C51 C47 . . . . 44.7(5) ?
C53 C50 C51 C47 . . . . 168.1(5) ?
C46 C47 C51 C60 . . . . -36.1(6) ?
C49 C47 C51 C60 . . . . 94.4(5) ?
C48 C47 C51 C60 . . . . -147.0(5) ?
C46 C47 C51 C59 . . . . 83.9(6) ?
C49 C47 C51 C59 . . . . -145.6(5) ?
C48 C47 C51 C59 . . . . -27.0(6) ?
C46 C47 C51 C50 . . . . -154.0(4) ?
C49 C47 C51 C50 . . . . -23.5(6) ?
C48 C47 C51 C50 . . . . 95.1(5) ?
N10 C50 C53 C54 . . . . 36.5(8) ?
C51 C50 C53 C54 . . . . -77.7(7) ?
N10 C50 C53 C58 . . . . -144.6(6) ?
C51 C50 C53 C58 . . . . 101.1(6) ?
C58 C53 C54 C55 . . . . -0.9(10) ?
C50 C53 C54 C55 . . . . 177.9(6) ?
C53 C54 C55 C56 . . . . -0.8(11) ?
C54 C55 C56 C57 . . . . 1.1(12) ?
C55 C56 C57 C58 . . . . 0.4(12) ?
C54 C53 C58 C57 . . . . 2.3(9) ?
C50 C53 C58 C57 . . . . -176.6(6) ?
C56 C57 C58 C53 . . . . -2.1(11) ?
C68 N13 C61 C66 . . . . 5.4(7) ?
C68 N13 C61 C62 . . . . -172.8(6) ?
C66 C61 C62 C63 . . . . -0.1(9) ?
N13 C61 C62 C63 . . . . 177.9(6) ?
C61 C62 C63 C64 . . . . -2.0(10) ?
C62 C63 C64 C65 . . . . 3.0(11) ?
C63 C64 C65 C66 . . . . -1.8(10) ?
C62 C61 C66 C65 . . . . 1.3(8) ?
N13 C61 C66 C65 . . . . -177.1(5) ?
C62 C61 C66 C67 . . . . 178.4(5) ?
N13 C61 C66 C67 . . . . 0.0(6) ?
C64 C65 C66 C61 . . . . -0.3(9) ?
C64 C65 C66 C67 . . . . -176.7(6) ?
C61 C66 C67 C69 . . . . -127.7(5) ?
C65 C66 C67 C69 . . . . 49.0(8) ?
C61 C66 C67 C68 . . . . -4.5(5) ?
C65 C66 C67 C68 . . . . 172.2(6) ?
C61 C66 C67 C71 . . . . 112.8(5) ?
C65 C66 C67 C71 . . . . -70.5(7) ?
C61 N13 C68 O4 . . . . 174.1(5) ?
C61 N13 C68 C67 . . . . -8.3(6) ?
C66 C67 C68 O4 . . . . -174.7(5) ?
C69 C67 C68 O4 . . . . -49.1(7) ?
C71 C67 C68 O4 . . . . 63.6(6) ?
C66 C67 C68 N13 . . . . 7.7(5) ?
C69 C67 C68 N13 . . . . 133.4(5) ?
C71 C67 C68 N13 . . . . -113.9(5) ?
C70 N14 C69 C67 . . . . -38.3(6) ?
C72 N14 C69 C67 . . . . -159.9(5) ?
C66 C67 C69 N14 . . . . -115.8(5) ?
C68 C67 C69 N14 . . . . 127.7(5) ?
C71 C67 C69 N14 . . . . 10.7(6) ?
C69 N14 C70 C73 . . . . 169.6(4) ?
C72 N14 C70 C73 . . . . -68.8(6) ?
C69 N14 C70 C71 . . . . 48.1(5) ?
C72 N14 C70 C71 . . . . 169.7(5) ?
N14 C70 C71 C79 . . . . 81.6(5) ?
C73 C70 C71 C79 . . . . -41.4(6) ?
N14 C70 C71 C80 . . . . -160.4(4) ?
C73 C70 C71 C80 . . . . 76.6(5) ?
N14 C70 C71 C67 . . . . -38.9(5) ?
C73 C70 C71 C67 . . . . -161.8(4) ?
C66 C67 C71 C79 . . . . 24.9(6) ?
C69 C67 C71 C79 . . . . -102.6(5) ?
C68 C67 C71 C79 . . . . 137.4(5) ?
C66 C67 C71 C80 . . . . -96.5(6) ?
C69 C67 C71 C80 . . . . 136.0(5) ?
C68 C67 C71 C80 . . . . 16.0(6) ?
C66 C67 C71 C70 . . . . 144.8(4) ?
C69 C67 C71 C70 . . . . 17.3(5) ?
C68 C67 C71 C70 . . . . -102.7(4) ?
N14 C70 C73 C74 . . . . 155.5(5) ?
C71 C70 C73 C74 . . . . -91.0(6) ?
N14 C70 C73 C78 . . . . -26.4(7) ?
C71 C70 C73 C78 . . . . 87.2(6) ?
C78 C73 C74 C75 . . . . -1.9(9) ?
C70 C73 C74 C75 . . . . 176.3(5) ?
C73 C74 C75 C76 . . . . -0.3(11) ?
C74 C75 C76 C77 . . . . 3.2(11) ?
C75 C76 C77 C78 . . . . -3.9(11) ?
C76 C77 C78 C73 . . . . 1.8(11) ?
C74 C73 C78 C77 . . . . 1.1(9) ?
C70 C73 C78 C77 . . . . -177.1(6) ?
