#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/87/1508734.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_1508734
loop_
_publ_author_name
'Wang, Ruomeng'
'Bojase, Gomotsang'
'Willis, Anthony C.'
'Paddon-Row, Michael N'
'Sherburn, Michael S.'
_publ_section_title
;
 Nitroso-dienophile additions to dendralenes: a short synthesis of
 branched aminosugars.
;
_journal_issue                   22
_journal_name_full               'Organic letters'
_journal_page_first              5652
_journal_page_last               5655
_journal_paper_doi               10.1021/ol302619r
_journal_volume                  14
_journal_year                    2012
_chemical_compound_source        local
_chemical_formula_moiety         'C24 H24 N2 O2'
_chemical_formula_sum            'C24 H24 N2 O2'
_chemical_formula_weight         372.47
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             10-01-07
_audit_creation_method           CRYSTALS_ver_12.87
_audit_update_record
;
2010-01-12 - Report on C24 H24 N2 O2
             by Anthony C. Willis
             for (Cynthia) Ruomeng Wang and Mick Sherburn
2010-01-12 - passes checkcif tests with minor warnings
;
_cell_angle_alpha                90
_cell_angle_beta                 123.8576(8)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   37.1436(6)
_cell_length_b                   10.5638(2)
_cell_length_c                   24.1187(3)
_cell_measurement_reflns_used    41065
_cell_measurement_temperature    200
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.6
_cell_volume                     7858.8(2)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2001).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics
; 
ORTEP-II (Johnson 1976) in teXsan (MSC, 1992-1997)
;
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      200
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Nonius KappaCCD'
_diffrn_measurement_device_type  Area
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.061
_diffrn_reflns_limit_h_max       48
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            83856
_diffrn_reflns_theta_full        27.479
_diffrn_reflns_theta_max         27.479
_diffrn_reflns_theta_min         2.606
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.972
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
via Gaussian method (Coppens, 1970) implemented in maXus (2000)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3168
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.160
_refine_diff_density_max         0.50
_refine_diff_density_min         -0.40
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9898
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         9001
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1116
_refine_ls_R_factor_gt           0.0592
_refine_ls_shift/su_max          0.0002707
_refine_ls_shift/su_mean         0.7093670
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 22.3 33.7 16.3 3.95 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1683
_refine_ls_wR_factor_gt          0.1343
_refine_ls_wR_factor_ref         0.1683
_reflns_limit_h_max              40
_reflns_limit_h_min              -48
_reflns_limit_k_max              13
_reflns_limit_k_min              0
_reflns_limit_l_max              31
_reflns_limit_l_min              0
_reflns_number_gt                5274
_reflns_number_total             9003
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   2.84
_oxford_diffrn_Wilson_scale      40.98
_oxford_refine_ls_r_factor_ref   0.1116
_oxford_refine_ls_scale          0.17180(10)
_oxford_reflns_number_all        9001
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_oxford_structure_analysis_title '10271022 she0932'
_cod_data_source_file            ol302619r_si_003.cif
_cod_data_source_block           she0932a
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'C 1 2/c 1 '
_cod_database_code               1508734
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
-x,y,-z+1/2
x,-y,z+1/2
-x+1/2,y+1/2,-z+1/2
x+1/2,-y+1/2,z+1/2
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
O1 O 0.17989(6) 0.07470(17) 0.31316(9) 0.0420 1.0000 Uani .
N2 N 0.18820(6) -0.0485(2) 0.34389(10) 0.0341 1.0000 Uani .
C3 C 0.22854(7) -0.0967(2) 0.35610(11) 0.0339 1.0000 Uani .
C4 C 0.22699(7) -0.0954(2) 0.29196(11) 0.0325 1.0000 Uani .
C5 C 0.19662(7) -0.0270(3) 0.24022(12) 0.0381 1.0000 Uani .
C6 C 0.16544(8) 0.0540(3) 0.24521(12) 0.0411 1.0000 Uani .
C7 C 0.18436(7) -0.0390(2) 0.39893(11) 0.0333 1.0000 Uani .
C8 C 0.14889(8) 0.0238(3) 0.39145(13) 0.0411 1.0000 Uani .
C9 C 0.14263(8) 0.0243(3) 0.44257(14) 0.0487 1.0000 Uani .
C10 C 0.17137(9) -0.0359(3) 0.50252(14) 0.0484 1.0000 Uani .
C11 C 0.20710(9) -0.0951(3) 0.51100(13) 0.0471 1.0000 Uani .
C12 C 0.21408(8) -0.0966(3) 0.46020(12) 0.0416 1.0000 Uani .
C13 C 0.26025(7) -0.1705(2) 0.29099(12) 0.0360 1.0000 Uani .
C14 C 0.29264(8) -0.2282(3) 0.34510(13) 0.0485 1.0000 Uani .
O15 O 0.31449(6) 0.08968(17) 0.17390(9) 0.0415 1.0000 Uani .
N16 N 0.31752(6) -0.0384(2) 0.15623(10) 0.0339 1.0000 Uani .
C17 C 0.28271(7) -0.1115(2) 0.15189(11) 0.0339 1.0000 Uani .
C18 C 0.28471(7) -0.0971(2) 0.21595(11) 0.0319 1.0000 Uani .
C19 C 0.31060(8) -0.0087(3) 0.25982(12) 0.0388 1.0000 Uani .
C20 C 0.33298(9) 0.0865(3) 0.24397(13) 0.0462 1.0000 Uani .
C21 C 0.32065(7) -0.0372(3) 0.10052(11) 0.0359 1.0000 Uani .
C22 C 0.33487(8) 0.0703(3) 0.08452(13) 0.0459 1.0000 Uani .
C23 C 0.34130(9) 0.0651(3) 0.03288(14) 0.0541 1.0000 Uani .
C24 C 0.33315(9) -0.0434(3) -0.00368(14) 0.0524 1.0000 Uani .
C25 C 0.31909(11) -0.1489(3) 0.01211(15) 0.0594 1.0000 Uani .
C26 C 0.31244(10) -0.1474(3) 0.06349(14) 0.0517 1.0000 Uani .
C27 C 0.25747(7) -0.1811(2) 0.22631(12) 0.0356 1.0000 Uani .
C28 C 0.23078(9) -0.2654(3) 0.18057(14) 0.0520 1.0000 Uani .
O29 O 0.42764(5) 0.32940(17) 0.31871(8) 0.0393 1.0000 Uani .
N30 N 0.43597(6) 0.2033(2) 0.34718(9) 0.0323 1.0000 Uani .
C31 C 0.47558(7) 0.1578(2) 0.35575(11) 0.0336 1.0000 Uani .
C32 C 0.47074(7) 0.1604(2) 0.28914(11) 0.0326 1.0000 Uani .
C33 C 0.43910(7) 0.2298(3) 0.23970(11) 0.0362 1.0000 Uani .
C34 C 0.41090(8) 0.3131(3) 0.24953(12) 0.0420 1.0000 Uani .
C35 C 0.43409(7) 0.2096(2) 0.40440(11) 0.0311 1.0000 Uani .
C36 C 0.39783(7) 0.2658(3) 0.39784(12) 0.0393 1.0000 Uani .
C37 C 0.39320(8) 0.2646(3) 0.45079(13) 0.0462 1.0000 Uani .
C38 C 0.42412(8) 0.2082(3) 0.51100(13) 0.0441 1.0000 Uani .
C39 C 0.46003(8) 0.1542(3) 0.51741(12) 0.0425 1.0000 Uani .
C40 C 0.46550(7) 0.1548(2) 0.46485(11) 0.0363 1.0000 Uani .
C41 C 0.50246(8) 0.0876(3) 0.28334(12) 0.0390 1.0000 Uani .
C42 C 0.53556(10) 0.0271(3) 0.33525(15) 0.0570 1.0000 Uani .
O43 O 0.43541(6) 0.83523(17) 0.31821(9) 0.0442 1.0000 Uani .
N44 N 0.43193(6) 0.7086(2) 0.33671(10) 0.0366 1.0000 Uani .
C45 C 0.46809(7) 0.6349(3) 0.34582(11) 0.0360 1.0000 Uani .
C46 C 0.47028(7) 0.6471(2) 0.28533(11) 0.0330 1.0000 Uani .
C47 C 0.44631(8) 0.7341(3) 0.23946(12) 0.0405 1.0000 Uani .
C48 C 0.42021(9) 0.8282(3) 0.24943(14) 0.0488 1.0000 Uani .
C49 C 0.42777(7) 0.7143(3) 0.39174(12) 0.0361 1.0000 Uani .
C50 C 0.41526(8) 0.8257(3) 0.40788(14) 0.0454 1.0000 Uani .
C51 C 0.40902(8) 0.8251(3) 0.45944(15) 0.0527 1.0000 Uani .
C52 C 0.41505(9) 0.7167(3) 0.49570(14) 0.0542 1.0000 Uani .
C53 C 0.42680(10) 0.6069(3) 0.47907(14) 0.0558 1.0000 Uani .
C54 C 0.43357(9) 0.6048(3) 0.42770(13) 0.0487 1.0000 Uani .
C55 C 0.49967(8) 0.5596(2) 0.28096(12) 0.0357 1.0000 Uani .
C56 C 0.52466(9) 0.4773(3) 0.32924(13) 0.0512 1.0000 Uani .
H32 H 0.2535 -0.0500 0.3920 0.0410 1.0000 Uiso R
H31 H 0.2317 -0.1851 0.3717 0.0410 1.0000 Uiso R
H51 H 0.1942 -0.0291 0.1994 0.0455 1.0000 Uiso R
H62 H 0.1637 0.1379 0.2269 0.0499 1.0000 Uiso R
H61 H 0.1366 0.0157 0.2205 0.0489 1.0000 Uiso R
H81 H 0.1297 0.0676 0.3508 0.0486 1.0000 Uiso R
H91 H 0.1184 0.0670 0.4356 0.0576 1.0000 Uiso R
H101 H 0.1662 -0.0359 0.5366 0.0584 1.0000 Uiso R
H111 H 0.2279 -0.1361 0.5526 0.0572 1.0000 Uiso R
H121 H 0.2387 -0.1359 0.4675 0.0497 1.0000 Uiso R
H142 H 0.3140 -0.2747 0.3440 0.0575 1.0000 Uiso R
H141 H 0.2953 -0.2249 0.3861 0.0580 1.0000 Uiso R
H172 H 0.2875 -0.2016 0.1474 0.0413 1.0000 Uiso R
H171 H 0.2541 -0.0869 0.1120 0.0409 1.0000 Uiso R
H191 H 0.3143 -0.0035 0.3012 0.0468 1.0000 Uiso R
H202 H 0.3639 0.0713 0.2690 0.0552 1.0000 Uiso R
H201 H 0.3279 0.1713 0.2556 0.0549 1.0000 Uiso R
H221 H 0.3405 0.1442 0.1089 0.0550 1.0000 Uiso R
H231 H 0.3511 0.1358 0.0224 0.0653 1.0000 Uiso R
H241 H 0.3369 -0.0458 -0.0391 0.0633 1.0000 Uiso R
H251 H 0.3139 -0.2252 -0.0123 0.0713 1.0000 Uiso R
H261 H 0.3024 -0.2204 0.0736 0.0624 1.0000 Uiso R
H282 H 0.2280 -0.2739 0.1393 0.0614 1.0000 Uiso R
H281 H 0.2140 -0.3192 0.1884 0.0622 1.0000 Uiso R
H312 H 0.5013 0.2041 0.3905 0.0400 1.0000 Uiso R
H311 H 0.4793 0.0706 0.3707 0.0402 1.0000 Uiso R
H331 H 0.4344 0.2274 0.1977 0.0439 1.0000 Uiso R
H342 H 0.4106 0.3986 0.2331 0.0504 1.0000 Uiso R
H341 H 0.3810 0.2804 0.2251 0.0501 1.0000 Uiso R
H361 H 0.3765 0.3048 0.3571 0.0471 1.0000 Uiso R
H371 H 0.3684 0.3027 0.4453 0.0553 1.0000 Uiso R
H381 H 0.4205 0.2064 0.5465 0.0528 1.0000 Uiso R
H391 H 0.4816 0.1159 0.5590 0.0514 1.0000 Uiso R
H401 H 0.4905 0.1187 0.4711 0.0439 1.0000 Uiso R
H422 H 0.5565 -0.0179 0.3324 0.0683 1.0000 Uiso R
H421 H 0.5395 0.0260 0.3773 0.0679 1.0000 Uiso R
H452 H 0.4957 0.6607 0.3867 0.0428 1.0000 Uiso R
H451 H 0.4630 0.5452 0.3504 0.0430 1.0000 Uiso R
H471 H 0.4450 0.7384 0.2000 0.0486 1.0000 Uiso R
H482 H 0.4234 0.9126 0.2363 0.0594 1.0000 Uiso R
H481 H 0.3894 0.8057 0.2220 0.0587 1.0000 Uiso R
H501 H 0.4109 0.8980 0.3829 0.0535 1.0000 Uiso R
H511 H 0.4002 0.8991 0.4695 0.0634 1.0000 Uiso R
H521 H 0.4108 0.7192 0.5310 0.0650 1.0000 Uiso R
H531 H 0.4306 0.5314 0.5029 0.0673 1.0000 Uiso R
H541 H 0.4422 0.5294 0.4176 0.0580 1.0000 Uiso R
H562 H 0.5437 0.4223 0.3268 0.0612 1.0000 Uiso R
H561 H 0.5246 0.4709 0.3682 0.0605 1.0000 Uiso R
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.150
-1 0 0 0.110
0 -1 0 0.220
0 0 1 0.050
0 0 -1 0.100
-2 0 1 0.068
-2 -1 1 0.190
1 0 -1 0.080
2 1 0 0.106
6 -1 0 0.165
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
N2 . O1 C6 106.69(18) yes
O1 . N2 C3 108.82(18) yes
O1 . N2 C7 108.23(19) yes
C3 . N2 C7 117.87(19) yes
N2 . C3 C4 110.02(18) yes
N2 . C3 H32 111.4 no
C4 . C3 H32 112.1 no
N2 . C3 H31 107.4 no
C4 . C3 H31 109.0 no
H32 . C3 H31 106.7 no
C3 . C4 C5 119.4(2) yes
C3 . C4 C13 117.0(2) yes
C5 . C4 C13 123.6(2) yes
C4 . C5 C6 121.5(2) yes
C4 . C5 H51 120.4 no
C6 . C5 H51 118.1 no
C5 . C6 O1 111.49(19) yes
C5 . C6 H62 109.9 no
O1 . C6 H62 105.6 no
C5 . C6 H61 110.3 no
O1 . C6 H61 110.4 no
H62 . C6 H61 109.1 no
N2 . C7 C8 119.6(2) yes
N2 . C7 C12 121.8(2) yes
C8 . C7 C12 118.5(2) yes
C7 . C8 C9 120.3(3) yes
C7 . C8 H81 118.4 no
C9 . C8 H81 121.2 no
C8 . C9 C10 121.1(3) yes
C8 . C9 H91 117.9 no
C10 . C9 H91 120.9 no
C9 . C10 C11 118.9(3) yes
C9 . C10 H101 119.9 no
C11 . C10 H101 121.2 no
C10 . C11 C12 120.9(3) yes
C10 . C11 H111 120.4 no
C12 . C11 H111 118.7 no
C7 . C12 C11 120.2(2) yes
C7 . C12 H121 120.6 no
C11 . C12 H121 119.2 no
C4 . C13 C14 122.4(2) yes
C4 . C13 C27 118.6(2) yes
C14 . C13 C27 118.9(2) yes
C13 . C14 H142 121.7 no
C13 . C14 H141 121.5 no
H142 . C14 H141 116.8 no
N16 . O15 C20 105.26(19) yes
O15 . N16 C17 107.81(17) yes
O15 . N16 C21 109.5(2) yes
C17 . N16 C21 118.4(2) yes
N16 . C17 C18 109.66(19) yes
N16 . C17 H172 108.2 no
C18 . C17 H172 107.4 no
N16 . C17 H171 110.9 no
C18 . C17 H171 112.5 no
H172 . C17 H171 108.0 no
C17 . C18 C19 118.9(2) yes
C17 . C18 C27 117.8(2) yes
C19 . C18 C27 123.2(2) yes
C18 . C19 C20 122.0(2) yes
C18 . C19 H191 120.1 no
C20 . C19 H191 117.9 no
C19 . C20 O15 110.6(2) yes
C19 . C20 H202 111.6 no
O15 . C20 H202 111.2 no
C19 . C20 H201 108.6 no
O15 . C20 H201 105.8 no
H202 . C20 H201 108.8 no
N16 . C21 C22 121.0(3) yes
N16 . C21 C26 119.8(2) yes
C22 . C21 C26 119.0(2) yes
C21 . C22 C23 119.6(3) yes
C21 . C22 H221 119.7 no
C23 . C22 H221 120.6 no
C22 . C23 C24 121.4(3) yes
C22 . C23 H231 120.1 no
C24 . C23 H231 118.5 no
C23 . C24 C25 118.8(3) yes
C23 . C24 H241 121.0 no
C25 . C24 H241 120.2 no
C24 . C25 C26 121.5(3) yes
C24 . C25 H251 119.5 no
C26 . C25 H251 119.1 no
C21 . C26 C25 119.7(3) yes
C21 . C26 H261 119.6 no
C25 . C26 H261 120.8 no
C13 . C27 C18 118.3(2) yes
C13 . C27 C28 119.8(2) yes
C18 . C27 C28 121.9(2) yes
C27 . C28 H282 122.0 no
C27 . C28 H281 120.6 no
H282 . C28 H281 117.4 no
N30 . O29 C34 106.34(18) yes
O29 . N30 C31 107.71(17) yes
O29 . N30 C35 107.67(18) yes
C31 . N30 C35 118.16(18) yes
N30 . C31 C32 109.36(18) yes
N30 . C31 H312 112.6 no
C32 . C31 H312 112.4 no
N30 . C31 H311 106.9 no
C32 . C31 H311 108.7 no
H312 . C31 H311 106.8 no
C31 . C32 C33 118.9(2) yes
C31 . C32 C41 117.5(2) yes
C33 . C32 C41 123.6(2) yes
C32 . C33 C34 122.1(2) yes
C32 . C33 H331 119.8 no
C34 . C33 H331 118.1 no
C33 . C34 O29 111.77(19) yes
C33 . C34 H342 109.3 no
O29 . C34 H342 105.1 no
C33 . C34 H341 110.8 no
O29 . C34 H341 110.7 no
H342 . C34 H341 108.9 no
N30 . C35 C36 118.4(2) yes
N30 . C35 C40 122.2(2) yes
C36 . C35 C40 119.3(2) yes
C35 . C36 C37 120.0(2) yes
C35 . C36 H361 120.0 no
C37 . C36 H361 120.0 no
C36 . C37 C38 121.0(2) yes
C36 . C37 H371 118.7 no
C38 . C37 H371 120.3 no
C37 . C38 C39 118.7(2) yes
C37 . C38 H381 120.6 no
C39 . C38 H381 120.7 no
C38 . C39 C40 121.3(2) yes
C38 . C39 H391 119.0 no
C40 . C39 H391 119.6 no
C39 . C40 C35 119.7(2) yes
C39 . C40 H401 119.1 no
C35 . C40 H401 121.2 no
C41 5_655 C41 C32 118.0(2) yes
C41 5_655 C41 C42 120.0(2) yes
C32 . C41 C42 121.9(2) yes
C41 . C42 H422 122.6 no
C41 . C42 H421 121.9 no
H422 . C42 H421 115.5 no
N44 . O43 C48 105.48(19) yes
O43 . N44 C45 107.99(18) yes
O43 . N44 C49 109.0(2) yes
C45 . N44 C49 116.9(2) yes
N44 . C45 C46 110.4(2) yes
N44 . C45 H452 111.1 no
C46 . C45 H452 110.9 no
N44 . C45 H451 108.3 no
C46 . C45 H451 107.9 no
H452 . C45 H451 108.1 no
C45 . C46 C47 119.5(2) yes
C45 . C46 C55 117.0(2) yes
C47 . C46 C55 123.5(2) yes
C46 . C47 C48 121.3(2) yes
C46 . C47 H471 121.1 no
C48 . C47 H471 117.7 no
C47 . C48 O43 110.4(2) yes
C47 . C48 H482 110.5 no
O43 . C48 H482 106.8 no
C47 . C48 H481 110.3 no
O43 . C48 H481 110.8 no
H482 . C48 H481 108.0 no
N44 . C49 C50 121.5(3) yes
N44 . C49 C54 119.2(2) yes
C50 . C49 C54 119.1(2) yes
C49 . C50 C51 119.6(3) yes
C49 . C50 H501 118.4 no
C51 . C50 H501 122.0 no
C50 . C51 C52 121.5(3) yes
C50 . C51 H511 119.3 no
C52 . C51 H511 119.2 no
C51 . C52 C53 118.7(3) yes
C51 . C52 H521 119.7 no
C53 . C52 H521 121.6 no
C52 . C53 C54 121.1(3) yes
C52 . C53 H531 119.9 no
C54 . C53 H531 119.0 no
C53 . C54 C49 120.0(3) yes
C53 . C54 H541 119.9 no
C49 . C54 H541 120.1 no
C55 5_655 C55 C46 119.4(2) yes
C55 5_655 C55 C56 118.6(2) yes
C46 . C55 C56 121.9(2) yes
C55 . C56 H562 122.0 no
C55 . C56 H561 122.1 no
H562 . C56 H561 115.8 no
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 N2 . 1.444(3) yes
O1 C6 . 1.429(3) yes
N2 C3 . 1.449(3) yes
N2 C7 . 1.415(3) yes
C3 C4 . 1.516(3) yes
C3 H32 . 0.979 no
C3 H31 . 0.988 no
C4 C5 . 1.335(3) yes
C4 C13 . 1.479(3) yes
C5 C6 . 1.498(3) yes
C5 H51 . 0.939 no
C6 H62 . 0.977 no
C6 H61 . 0.977 no
C7 C8 . 1.394(3) yes
C7 C12 . 1.398(3) yes
C8 C9 . 1.376(4) yes
C8 H81 . 0.952 no
C9 C10 . 1.384(4) yes
C9 H91 . 0.935 no
C10 C11 . 1.376(4) yes
C10 H101 . 0.942 no
C11 C12 . 1.387(3) yes
C11 H111 . 0.962 no
C12 H121 . 0.929 no
C13 C14 . 1.331(3) yes
C13 C27 . 1.509(3) yes
C14 H142 . 0.945 no
C14 H141 . 0.939 no
O15 N16 . 1.442(3) yes
O15 C20 . 1.427(3) yes
N16 C17 . 1.459(3) yes
N16 C21 . 1.412(3) yes
C17 C18 . 1.512(3) yes
C17 H172 . 0.986 no
C17 H171 . 0.991 no
C18 C19 . 1.335(3) yes
C18 C27 . 1.468(3) yes
C19 C20 . 1.484(4) yes
C19 H191 . 0.931 no
C20 H202 . 0.969 no
C20 H201 . 0.987 no
C21 C22 . 1.395(4) yes
C21 C26 . 1.394(4) yes
C22 C23 . 1.394(4) yes
C22 H221 . 0.928 no
C23 C24 . 1.373(4) yes
C23 H231 . 0.926 no
C24 C25 . 1.372(4) yes
C24 H241 . 0.939 no
C25 C26 . 1.392(4) yes
C25 H251 . 0.953 no
C26 H261 . 0.945 no
C27 C28 . 1.332(4) yes
C28 H282 . 0.945 no
C28 H281 . 0.939 no
O29 N30 . 1.451(3) yes
O29 C34 . 1.430(3) yes
N30 C31 . 1.449(3) yes
N30 C35 . 1.422(3) yes
C31 C32 . 1.514(3) yes
C31 H312 . 0.980 no
C31 H311 . 0.970 no
C32 C33 . 1.333(3) yes
C32 C41 . 1.477(3) yes
C33 C34 . 1.485(4) yes
C33 H331 . 0.928 no
C34 H342 . 0.984 no
C34 H341 . 0.984 no
C35 C36 . 1.398(3) yes
C35 C40 . 1.388(3) yes
C36 C37 . 1.380(3) yes
C36 H361 . 0.947 no
C37 C38 . 1.388(4) yes
C37 H371 . 0.943 no
C38 C39 . 1.378(4) yes
C38 H381 . 0.939 no
C39 C40 . 1.391(3) yes
C39 H391 . 0.957 no
C40 H401 . 0.934 no
C41 C41 5_655 1.514(5) yes
C41 C42 . 1.332(4) yes
C42 H422 . 0.946 no
C42 H421 . 0.940 no
O43 N44 . 1.438(3) yes
O43 C48 . 1.426(3) yes
N44 C45 . 1.460(3) yes
N44 C49 . 1.420(3) yes
C45 C46 . 1.511(3) yes
C45 H452 . 0.986 no
C45 H451 . 0.984 no
C46 C47 . 1.328(3) yes
C46 C55 . 1.478(3) yes
C47 C48 . 1.499(4) yes
C47 H471 . 0.927 no
C48 H482 . 0.975 no
C48 H481 . 0.979 no
C49 C50 . 1.397(4) yes
C49 C54 . 1.389(4) yes
C50 C51 . 1.386(4) yes
C50 H501 . 0.930 no
C51 C52 . 1.381(5) yes
C51 H511 . 0.931 no
C52 C53 . 1.376(4) yes
C52 H521 . 0.949 no
C53 C54 . 1.395(4) yes
C53 H531 . 0.946 no
C54 H541 . 0.939 no
C55 C55 5_655 1.507(5) yes
C55 C56 . 1.330(3) yes
C56 H562 . 0.942 no
C56 H561 . 0.942 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O1 C17 3.511(3) 7 no
O15 C3 3.573(3) 7 no
O29 C45 3.465(4) . no
N2 C34 3.394(3) 7_545 no
N16 C48 3.469(3) 1_545 no
N30 C20 3.427(3) . no
N44 C6 3.419(3) 7 no
C5 C28 3.580(4) 7 no
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_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 N2 C3 C4 . . -54.4(2) no
O1 N2 C7 C8 . . 46.7(3) no
O1 N2 C7 C12 . . -136.7(2) no
O1 C6 C5 C4 . . 16.1(4) no
O15 N16 C17 C18 . . -53.6(2) no
O15 N16 C21 C22 . . 21.6(3) no
O15 N16 C21 C26 . . -163.0(2) no
O15 C20 C19 C18 . . 14.9(4) no
O29 N30 C31 C32 . . -57.1(2) no
O29 N30 C35 C36 . . 51.2(3) no
O29 N30 C35 C40 . . -133.1(2) no
O29 C34 C33 C32 . . 12.5(4) no
O43 N44 C45 C46 . . -52.0(2) no
O43 N44 C49 C50 . . 18.4(3) no
O43 N44 C49 C54 . . -165.8(2) no
O43 C48 C47 C46 . . 18.1(4) no
N2 O1 C6 C5 . . -53.3(3) no
N2 C3 C4 C5 . . 15.8(3) no
N2 C3 C4 C13 . . -164.8(2) no
N2 C7 C8 C9 . . 174.2(2) no
N2 C7 C12 C11 . . -174.1(2) no
N16 O15 C20 C19 . . -56.0(3) no
N16 C17 C18 C19 . . 11.4(3) no
N16 C17 C18 C27 . . -169.2(2) no
N16 C21 C22 C23 . . 174.3(2) no
N16 C21 C26 C25 . . -174.6(2) no
N30 O29 C34 C33 . . -51.4(3) no
N30 C31 C32 C33 . . 17.2(3) no
N30 C31 C32 C41 . . -164.4(2) no
N30 C35 C36 C37 . . 174.8(2) no
N30 C35 C40 C39 . . -174.3(2) no
N44 O43 C48 C47 . . -57.7(3) no
N44 C45 C46 C47 . . 11.4(3) no
N44 C45 C46 C55 . . -168.7(2) no
N44 C49 C50 C51 . . 176.1(2) no
N44 C49 C54 C53 . . -175.8(2) no
C3 N2 O1 C6 . . 75.4(2) no
C3 N2 C7 C8 . . 170.6(2) no
C3 N2 C7 C12 . . -12.7(3) no
C3 C4 C5 C6 . . 3.3(4) no
C3 C4 C13 C14 . . -5.8(3) no
C3 C4 C13 C27 . . 174.7(2) no
C4 C3 N2 C7 . . -178.0(2) no
C4 C13 C27 C18 . . 98.3(2) no
C4 C13 C27 C28 . . -81.8(3) no
C5 C4 C13 C14 . . 173.5(3) no
C5 C4 C13 C27 . . -6.0(3) no
C6 O1 N2 C7 . . -155.4(2) no
C6 C5 C4 C13 . . -176.0(2) no
C7 C8 C9 C10 . . 0.7(4) no
C7 C12 C11 C10 . . -0.9(4) no
C8 C7 C12 C11 . . 2.6(4) no
C8 C9 C10 C11 . . 1.1(5) no
C9 C8 C7 C12 . . -2.5(4) no
C9 C10 C11 C12 . . -1.0(5) no
C13 C27 C18 C17 . . 178.1(2) no
C13 C27 C18 C19 . . -2.6(3) no
C14 C13 C27 C18 . . -81.2(3) no
C14 C13 C27 C28 . . 98.7(3) no
C17 N16 O15 C20 . . 78.4(2) no
C17 N16 C21 C22 . . 145.8(2) no
C17 N16 C21 C26 . . -38.9(3) no
C17 C18 C19 C20 . . 8.1(4) no
C17 C18 C27 C28 . . -1.8(3) no
C18 C17 N16 C21 . . -178.6(2) no
C19 C18 C27 C28 . . 177.5(3) no
C20 O15 N16 C21 . . -151.5(2) no
C20 C19 C18 C27 . . -171.2(2) no
C21 C22 C23 C24 . . 1.2(4) no
C21 C26 C25 C24 . . -0.8(4) no
C22 C21 C26 C25 . . 0.9(4) no
C22 C23 C24 C25 . . -1.1(4) no
C23 C22 C21 C26 . . -1.1(3) no
C23 C24 C25 C26 . . 0.9(4) no
C31 N30 O29 C34 . . 76.6(2) no
C31 N30 C35 C36 . . 173.3(2) no
C31 N30 C35 C40 . . -10.9(3) no
C31 C32 C33 C34 . . 5.4(4) no
C31 C32 C41 C41 . 5_655 179.0(2) no
C31 C32 C41 C42 . . -3.5(4) no
C32 C31 N30 C35 . . -179.3(2) no
C32 C41 C41 C32 5_655 5_655 107.7(4) no
C32 C41 C41 C42 5_655 5_655 -69.8(2) no
C33 C32 C41 C41 . 5_655 -2.6(3) no
C33 C32 C41 C42 . . 174.9(3) no
C34 O29 N30 C35 . . -155.0(2) no
C34 C33 C32 C41 . . -173.0(3) no
C35 C36 C37 C38 . . 0.0(4) no
C35 C40 C39 C38 . . -0.6(4) no
C36 C35 C40 C39 . . 1.4(3) no
C36 C37 C38 C39 . . 0.7(4) no
C37 C36 C35 C40 . . -1.0(4) no
C37 C38 C39 C40 . . -0.4(4) no
C42 C41 C41 C42 5_655 5_655 112.6(5) no
C45 N44 O43 C48 . . 77.4(2) no
C45 N44 C49 C50 . . 141.1(2) no
C45 N44 C49 C54 . . -43.0(3) no
C45 C46 C47 C48 . . 5.6(4) no
C45 C46 C55 C55 . 5_655 174.7(2) no
C45 C46 C55 C56 . . -2.9(3) no
C46 C45 N44 C49 . . -175.2(2) no
C46 C55 C55 C46 5_655 5_655 88.3(4) no
C46 C55 C55 C56 5_655 5_655 -94.0(2) no
C47 C46 C55 C55 . 5_655 -5.4(3) no
C47 C46 C55 C56 . . 177.0(3) no
C48 O43 N44 C49 . . -154.7(2) no
C48 C47 C46 C55 . . -174.3(2) no
C49 C50 C51 C52 . . 0.3(4) no
C49 C54 C53 C52 . . -1.0(4) no
C50 C49 C54 C53 . . 0.2(4) no
C50 C51 C52 C53 . . -1.1(4) no
C51 C50 C49 C54 . . 0.2(3) no
C51 C52 C53 C54 . . 1.5(4) no
C56 C55 C55 C56 5_655 5_655 83.8(5) no
