#------------------------------------------------------------------------------
#$Date: 2016-06-02 09:19:53 +0300 (Thu, 02 Jun 2016) $
#$Revision: 183251 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/90/7119002.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_7119002
loop_
_publ_author_name
'Nicole S. Y. Loy'
'Subin Choi'
'Sunggak Kim'
'Cheol-Min Park'
_publ_section_title
;
 The synthesis of pyrroles and oxazoles based on gold alpha-imino carbene
 complexes
;
_journal_name_full               Chem.Commun.
_journal_page_first              7336
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C14 H15 N3 O5'
_chemical_formula_sum            'C14 H15 N3 O5'
_chemical_formula_weight         305.29
_chemical_name_common            kim5
_chemical_name_systematic
'(Z)-1-(5-ethoxy-2-(4-nitrophenyl)oxazol-4-yl)ethan-1-one O-methyl oxime'
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-04-20
_audit_creation_method
;
Olex2 1.2-dev
(compiled 2016.04.12 svn.r3266 for OlexSys, GUI svn.r3563)
;
_audit_update_record
;
2016-04-24 deposited with the CCDC.
2016-04-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.858(3)
_cell_angle_gamma                90
_cell_formula_units_Z            40
_cell_length_a                   30.509(6)
_cell_length_b                   14.5498(18)
_cell_length_c                   33.049(4)
_cell_measurement_reflns_used    8796
_cell_measurement_temperature    103(2)
_cell_measurement_theta_max      24.79
_cell_measurement_theta_min      2.65
_cell_volume                     14663(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      103.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_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  0.1374
_diffrn_reflns_av_unetI/netI     0.1245
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            92011
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.173
_diffrn_reflns_theta_min         1.336
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  0.7177
_exptl_absorpt_correction_T_min  0.5695
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_description       Block
_exptl_crystal_F_000             6400
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.593
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.120
_refine_ls_extinction_coef       0.00057(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1063
_refine_ls_number_reflns         14553
_refine_ls_number_restraints     42
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.1417
_refine_ls_R_factor_gt           0.0772
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1179P)²+18.6267P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1992
_refine_ls_wR_factor_ref         0.2499
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8401
_reflns_number_total             14553
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6cc01742h2.cif
_cod_data_source_block           kim5-a
_cod_database_code               7119002
_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.
;
_shelx_estimated_absorpt_t_max   0.996
_shelx_estimated_absorpt_t_min   0.963
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 O20A, C55B, C56A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C23, O10A, C27A, C28A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O20B, C55A, C56B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C27B, O10B, C28B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Fixed Sof: O10B(0.6) C27B(0.6) H27A(0.6) H27B(0.6) C28B(0.6) H28A(0.6)
 H28B(0.6) H28C(0.6) O20B(0.6) C55B(0.4) H55A(0.4) H55B(0.4) C56B(0.6)
 H56A(0.6) H56B(0.6) H56C(0.6) O10A(0.4) C27A(0.4) H27C(0.4) H27D(0.4)
 C28A(0.4) H28D(0.4) H28E(0.4) H28F(0.4) O20A(0.4) C55A(0.6) H55C(0.6)
 H55D(0.6) C56A(0.4) H56D(0.4) H56E(0.4) H56F(0.4)
4.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C27B(H27A,H27B), C41(H41A,H41B), C55B(H55A,H55B), C69(H69A,
 H69B), C27A(H27C,H27D), C55A(H55C,H55D)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C16(H16), C17(H17), C19(H19), C20(H20),
 C30(H30), C31(H31), C33(H33), C34(H34), C44(H44), C45(H45), C47(H47), C48(H48),
  C58(H58), C59(H59), C61(H61), C62(H62)
4.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C25(H25A,H25B,
 H25C), C26(H26A,H26B,H26C), C28B(H28A,H28B,H28C), C39(H39A,H39B,H39C),
 C40(H40A,H40B,H40C), C42(H42A,H42B,H42C), C53(H53A,H53B,H53C), C54(H54A,H54B,
 H54C), C56B(H56A,H56B,H56C), C67(H67A,H67B,H67C), C68(H68A,H68B,H68C),
 C70(H70A,H70B,H70C), C28A(H28D,H28E,H28F), C56A(H56D,H56E,H56F)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -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_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
N1 N -0.07508(10) 0.9585(3) 0.24268(9) 0.0311(8) Uani 1 1 d . . . . .
O1 O -0.09022(10) 0.9127(2) 0.26954(8) 0.0432(8) Uani 1 1 d . . . . .
O2 O -0.07691(10) 1.0436(2) 0.24186(8) 0.0405(8) Uani 1 1 d . . . . .
C1 C -0.05375(11) 0.9115(3) 0.20937(10) 0.0217(8) Uani 1 1 d . . . . .
C2 C -0.04995(12) 0.8172(3) 0.21096(11) 0.0250(9) Uani 1 1 d . . . . .
H2 H -0.0611 0.7834 0.2330 0.030 Uiso 1 1 calc R . . . .
C3 C -0.02951(12) 0.7728(3) 0.17965(10) 0.0216(8) Uani 1 1 d . . . . .
H3 H -0.0266 0.7078 0.1802 0.026 Uiso 1 1 calc R . . . .
C4 C -0.01313(11) 0.8221(2) 0.14742(10) 0.0171(7) Uani 1 1 d . . . . .
C5 C -0.01796(12) 0.9174(3) 0.14660(11) 0.0234(8) Uani 1 1 d . . . . .
H5 H -0.0072 0.9516 0.1246 0.028 Uiso 1 1 calc R . . . .
C6 C -0.03841(12) 0.9625(3) 0.17773(11) 0.0259(9) Uani 1 1 d . . . . .
H6 H -0.0418 1.0274 0.1772 0.031 Uiso 1 1 calc R . . . .
C7 C 0.00660(11) 0.7726(2) 0.11473(10) 0.0164(7) Uani 1 1 d . . . . .
N2 N 0.00775(9) 0.6854(2) 0.10826(8) 0.0192(7) Uani 1 1 d . . . . .
C8 C 0.02870(11) 0.6731(2) 0.07158(10) 0.0183(8) Uani 1 1 d . . . . .
C9 C 0.03854(11) 0.7589(2) 0.05736(10) 0.0186(8) Uani 1 1 d . . . . .
O3 O 0.02524(7) 0.82316(16) 0.08424(7) 0.0182(5) Uani 1 1 d . . . . .
C10 C 0.03174(12) 0.5797(2) 0.05479(11) 0.0202(8) Uani 1 1 d . . . . .
C11 C 0.00240(14) 0.5078(3) 0.07220(12) 0.0316(10) Uani 1 1 d . . . . .
H11A H 0.0003 0.4552 0.0537 0.047 Uiso 1 1 calc GR . . . .
H11B H -0.0269 0.5338 0.0757 0.047 Uiso 1 1 calc GR . . . .
H11C H 0.0147 0.4876 0.0985 0.047 Uiso 1 1 calc GR . . . .
N3 N 0.05689(10) 0.5512(2) 0.02709(9) 0.0268(7) Uani 1 1 d . . . . .
O4 O 0.08570(9) 0.62101(18) 0.01522(8) 0.0298(6) Uani 1 1 d . . . . .
C12 C 0.10255(15) 0.5979(3) -0.02271(13) 0.0438(12) Uani 1 1 d . . . . .
H12A H 0.1189 0.5401 -0.0204 0.066 Uiso 1 1 calc GR . . . .
H12B H 0.1221 0.6469 -0.0315 0.066 Uiso 1 1 calc GR . . . .
H12C H 0.0783 0.5907 -0.0426 0.066 Uiso 1 1 calc GR . . . .
O5 O 0.05498(8) 0.78882(17) 0.02340(7) 0.0241(6) Uani 1 1 d . . . . .
C13 C 0.07275(12) 0.8816(2) 0.02314(11) 0.0227(8) Uani 1 1 d . . . . .
H13A H 0.0918 0.8922 0.0475 0.027 Uiso 1 1 calc R . . . .
H13B H 0.0487 0.9274 0.0228 0.027 Uiso 1 1 calc R . . . .
C14 C 0.09879(13) 0.8899(3) -0.01433(12) 0.0313(10) Uani 1 1 d . . . . .
H14A H 0.1222 0.8439 -0.0137 0.047 Uiso 1 1 calc GR . . . .
H14B H 0.1116 0.9515 -0.0156 0.047 Uiso 1 1 calc GR . . . .
H14C H 0.0795 0.8798 -0.0382 0.047 Uiso 1 1 calc GR . . . .
N4 N 0.16689(10) 0.6092(2) 0.06192(9) 0.0239(7) Uani 1 1 d . . . . .
O6 O 0.18574(9) 0.65186(19) 0.03530(8) 0.0323(7) Uani 1 1 d . . . . .
O7 O 0.16441(9) 0.52474(18) 0.06258(8) 0.0311(7) Uani 1 1 d . . . . .
C15 C 0.14690(11) 0.6614(2) 0.09441(10) 0.0176(8) Uani 1 1 d . . . . .
C16 C 0.14720(11) 0.7565(2) 0.09243(10) 0.0173(8) Uani 1 1 d . . . . .
H16 H 0.1597 0.7871 0.0702 0.021 Uiso 1 1 calc R . . . .
C17 C 0.12908(11) 0.8060(2) 0.12336(10) 0.0167(7) Uani 1 1 d . . . . .
H17 H 0.1288 0.8712 0.1223 0.020 Uiso 1 1 calc R . . . .
C18 C 0.11119(10) 0.7603(2) 0.15616(10) 0.0148(7) Uani 1 1 d . . . . .
C19 C 0.11132(11) 0.6645(2) 0.15739(10) 0.0185(8) Uani 1 1 d . . . . .
H19 H 0.0990 0.6334 0.1796 0.022 Uiso 1 1 calc R . . . .
C20 C 0.12918(12) 0.6146(2) 0.12655(10) 0.0208(8) Uani 1 1 d . . . . .
H20 H 0.1293 0.5493 0.1273 0.025 Uiso 1 1 calc R . . . .
C21 C 0.09406(11) 0.8148(2) 0.18914(10) 0.0156(7) Uani 1 1 d . . . . .
N5 N 0.09444(9) 0.9031(2) 0.19348(8) 0.0176(6) Uani 1 1 d . . . . .
C22 C 0.07475(12) 0.9207(2) 0.23012(10) 0.0193(8) Uani 1 1 d . . . . .
C23 C 0.06412(14) 0.8386(3) 0.24657(11) 0.0287(9) Uani 1 1 d . U . . .
O8 O 0.07584(9) 0.76911(17) 0.22096(7) 0.0255(6) Uani 1 1 d . . . . .
C24 C 0.07290(12) 1.0162(2) 0.24512(11) 0.0228(8) Uani 1 1 d . . . . .
C25 C 0.10624(13) 1.0815(3) 0.22929(12) 0.0310(10) Uani 1 1 d . . . . .
H25A H 0.0967 1.1029 0.2023 0.046 Uiso 1 1 calc GR . . . .
H25B H 0.1345 1.0501 0.2276 0.046 Uiso 1 1 calc GR . . . .
H25C H 0.1093 1.1342 0.2476 0.046 Uiso 1 1 calc GR . . . .
N6 N 0.04608(10) 1.0503(2) 0.26980(9) 0.0272(8) Uani 1 1 d . . . . .
O9 O 0.01433(9) 0.9849(2) 0.28134(8) 0.0350(7) Uani 1 1 d . . . . .
C26 C -0.00780(14) 1.0229(3) 0.31464(12) 0.0388(11) Uani 1 1 d . . . . .
H26A H 0.0138 1.0421 0.3356 0.058 Uiso 1 1 calc GR . . . .
H26B H -0.0273 0.9765 0.3258 0.058 Uiso 1 1 calc GR . . . .
H26C H -0.0251 1.0762 0.3055 0.058 Uiso 1 1 calc GR . . . .
O10B O 0.04101(18) 0.8188(5) 0.2788(2) 0.0227(14) Uani 0.6 1 d . U P A 2
C27B C 0.0310(4) 0.7216(7) 0.2845(4) 0.030(2) Uani 0.6 1 d . U P A 2
H27A H 0.0582 0.6862 0.2905 0.035 Uiso 0.6 1 calc R . P A 2
H27B H 0.0163 0.6958 0.2599 0.035 Uiso 0.6 1 calc R . P A 2
C28B C 0.0007(3) 0.7187(8) 0.3203(3) 0.041(2) Uani 0.6 1 d . U P A 2
H28A H -0.0243 0.7597 0.3150 0.062 Uiso 0.6 1 calc GR . P A 2
H28B H 0.0168 0.7389 0.3448 0.062 Uiso 0.6 1 calc GR . P A 2
H28C H -0.0099 0.6558 0.3240 0.062 Uiso 0.6 1 calc GR . P A 2
N7 N 0.14940(10) 0.5862(2) 0.31459(9) 0.0246(7) Uani 1 1 d . . . . .
O11 O 0.12908(9) 0.62143(19) 0.34236(8) 0.0322(7) Uani 1 1 d . . . . .
O12 O 0.15423(9) 0.50227(17) 0.31063(8) 0.0325(7) Uani 1 1 d . . . . .
C29 C 0.16780(11) 0.6465(2) 0.28400(10) 0.0199(8) Uani 1 1 d . . . . .
C30 C 0.16737(12) 0.7408(2) 0.29033(11) 0.0220(8) Uani 1 1 d . . . . .
H30 H 0.1563 0.7656 0.3146 0.026 Uiso 1 1 calc R . . . .
C31 C 0.18319(12) 0.7978(2) 0.26096(11) 0.0222(8) Uani 1 1 d . . . . .
H31 H 0.1833 0.8624 0.2650 0.027 Uiso 1 1 calc R . . . .
C32 C 0.19914(11) 0.7609(2) 0.22529(10) 0.0169(7) Uani 1 1 d . . . . .
C33 C 0.19922(12) 0.6663(2) 0.21969(11) 0.0209(8) Uani 1 1 d . . . . .
H33 H 0.2101 0.6412 0.1954 0.025 Uiso 1 1 calc R . . . .
C34 C 0.18357(12) 0.6079(2) 0.24911(11) 0.0230(8) Uani 1 1 d . . . . .
H34 H 0.1837 0.5432 0.2454 0.028 Uiso 1 1 calc R . . . .
C35 C 0.21428(11) 0.8225(2) 0.19349(10) 0.0181(8) Uani 1 1 d . . . . .
N8 N 0.21492(9) 0.91118(19) 0.19300(9) 0.0192(7) Uani 1 1 d . . . . .
C36 C 0.23198(11) 0.9335(2) 0.15544(10) 0.0192(8) Uani 1 1 d . . . . .
C37 C 0.23892(12) 0.8547(2) 0.13469(11) 0.0206(8) Uani 1 1 d . . . . .
O13 O 0.22863(8) 0.78162(16) 0.15937(7) 0.0195(6) Uani 1 1 d . . . . .
C38 C 0.23749(12) 1.0308(2) 0.14362(10) 0.0199(8) Uani 1 1 d . . . . .
C39 C 0.20587(13) 1.0997(3) 0.15971(11) 0.0286(9) Uani 1 1 d . . . . .
H39A H 0.2080 1.0997 0.1894 0.043 Uiso 1 1 calc GR . . . .
H39B H 0.1760 1.0833 0.1507 0.043 Uiso 1 1 calc GR . . . .
H39C H 0.2130 1.1610 0.1496 0.043 Uiso 1 1 calc GR . . . .
N9 N 0.26731(10) 1.0632(2) 0.12129(9) 0.0233(7) Uani 1 1 d . . . . .
O14 O 0.29606(8) 0.99316(16) 0.10845(7) 0.0239(6) Uani 1 1 d . . . . .
C40 C 0.33240(12) 1.0358(3) 0.09013(11) 0.0256(9) Uani 1 1 d . . . . .
H40A H 0.3219 1.0728 0.0670 0.038 Uiso 1 1 calc GR . . . .
H40B H 0.3526 0.9885 0.0808 0.038 Uiso 1 1 calc GR . . . .
H40C H 0.3477 1.0756 0.1099 0.038 Uiso 1 1 calc GR . . . .
O15 O 0.24866(8) 0.83557(16) 0.09727(7) 0.0228(6) Uani 1 1 d . . . . .
C41 C 0.28698(12) 0.7777(3) 0.09172(11) 0.0272(9) Uani 1 1 d . . . . .
H41A H 0.2840 0.7190 0.1065 0.033 Uiso 1 1 calc R . . . .
H41B H 0.3139 0.8092 0.1020 0.033 Uiso 1 1 calc R . . . .
C42 C 0.28944(14) 0.7606(3) 0.04753(12) 0.0356(10) Uani 1 1 d . . . . .
H42A H 0.2630 0.7280 0.0379 0.053 Uiso 1 1 calc GR . . . .
H42B H 0.3153 0.7231 0.0423 0.053 Uiso 1 1 calc GR . . . .
H42C H 0.2916 0.8193 0.0332 0.053 Uiso 1 1 calc GR . . . .
N10 N -0.26408(10) 0.5096(2) 0.12328(10) 0.0253(7) Uani 1 1 d . . . . .
O16 O -0.28856(9) 0.54726(19) 0.14670(8) 0.0316(7) Uani 1 1 d . . . . .
O17 O -0.25742(9) 0.42537(17) 0.12314(8) 0.0330(7) Uani 1 1 d . . . . .
C43 C -0.24230(11) 0.5648(2) 0.09294(10) 0.0192(8) Uani 1 1 d . . . . .
C44 C -0.24278(12) 0.6599(2) 0.09743(11) 0.0211(8) Uani 1 1 d . . . . .
H44 H -0.2559 0.6874 0.1201 0.025 Uiso 1 1 calc R . . . .
C45 C -0.22382(12) 0.7134(2) 0.06840(10) 0.0198(8) Uani 1 1 d . . . . .
H45 H -0.2232 0.7784 0.0714 0.024 Uiso 1 1 calc R . . . .
C46 C -0.20548(11) 0.6725(2) 0.03444(10) 0.0153(7) Uani 1 1 d . . . . .
C47 C -0.20512(11) 0.5763(2) 0.03097(10) 0.0188(8) Uani 1 1 d . . . . .
H47 H -0.1923 0.5481 0.0083 0.023 Uiso 1 1 calc R . . . .
C48 C -0.22347(12) 0.5226(2) 0.06066(11) 0.0226(8) Uani 1 1 d . . . . .
H48 H -0.2230 0.4575 0.0587 0.027 Uiso 1 1 calc R . . . .
C49 C -0.18900(11) 0.7310(2) 0.00274(10) 0.0148(7) Uani 1 1 d . . . . .
N11 N -0.18908(9) 0.81929(19) 0.00082(8) 0.0170(6) Uani 1 1 d . . . . .
C50 C -0.17097(11) 0.8418(2) -0.03620(11) 0.0194(8) Uani 1 1 d . . . . .
C51 C -0.16180(13) 0.7610(3) -0.05527(12) 0.0284(9) Uani 1 1 d . . . . .
O18 O -0.17252(8) 0.68934(16) -0.03084(7) 0.0250(6) Uani 1 1 d . . . . .
C52 C -0.16854(11) 0.9373(2) -0.04929(10) 0.0182(8) Uani 1 1 d . . . . .
C53 C -0.20255(12) 1.0013(2) -0.03385(11) 0.0245(9) Uani 1 1 d . . . . .
H53A H -0.1991 1.0619 -0.0462 0.037 Uiso 1 1 calc GR . . . .
H53B H -0.1990 1.0066 -0.0044 0.037 Uiso 1 1 calc GR . . . .
H53C H -0.2318 0.9771 -0.0408 0.037 Uiso 1 1 calc GR . . . .
N12 N -0.13998(10) 0.9727(2) -0.07217(9) 0.0221(7) Uani 1 1 d . . . . .
O19 O -0.10767(8) 0.90837(18) -0.08275(8) 0.0297(7) Uani 1 1 d . . . . .
C54 C -0.08151(13) 0.9490(3) -0.11236(11) 0.0258(9) Uani 1 1 d . . . . .
H54A H -0.0670 1.0038 -0.1010 0.039 Uiso 1 1 calc GR . . . .
H54B H -0.1001 0.9665 -0.1359 0.039 Uiso 1 1 calc GR . . . .
H54C H -0.0593 0.9049 -0.1207 0.039 Uiso 1 1 calc GR . . . .
O20B O -0.15730(18) 0.7397(4) -0.0960(2) 0.0242(15) Uani 0.6 1 d . U P B 2
C55B C -0.1273(4) 0.6519(8) -0.0948(4) 0.020(3) Uani 0.4 1 d . U P B 1
H55A H -0.1545 0.6158 -0.0995 0.024 Uiso 0.4 1 calc R . P B 1
H55B H -0.1101 0.6238 -0.0720 0.024 Uiso 0.4 1 calc R . P B 1
C56B C -0.1147(4) 0.6739(8) -0.1476(3) 0.039(3) Uani 0.6 1 d . U P B 2
H56A H -0.1426 0.6526 -0.1598 0.058 Uiso 0.6 1 calc GR . P B 2
H56B H -0.0917 0.6290 -0.1529 0.058 Uiso 0.6 1 calc GR . P B 2
H56C H -0.1070 0.7334 -0.1594 0.058 Uiso 0.6 1 calc GR . P B 2
N13 N -0.01882(10) 0.8442(2) -0.04448(9) 0.0254(7) Uani 1 1 d . . . . .
O21 O -0.00976(10) 0.79380(19) -0.07261(8) 0.0377(7) Uani 1 1 d . . . . .
O22 O -0.00773(9) 0.92604(18) -0.04236(8) 0.0300(7) Uani 1 1 d . . . . .
C57 C -0.04346(11) 0.8062(2) -0.01087(10) 0.0192(8) Uani 1 1 d . . . . .
C58 C -0.05242(12) 0.7128(2) -0.01106(11) 0.0229(8) Uani 1 1 d . . . . .
H58 H -0.0441 0.6756 -0.0331 0.028 Uiso 1 1 calc R . . . .
C59 C -0.07335(12) 0.6749(2) 0.02086(11) 0.0231(8) Uani 1 1 d . . . . .
H59 H -0.0798 0.6111 0.0211 0.028 Uiso 1 1 calc R . . . .
C60 C -0.08533(11) 0.7308(2) 0.05341(10) 0.0195(8) Uani 1 1 d . . . . .
C61 C -0.07724(11) 0.8246(2) 0.05215(11) 0.0198(8) Uani 1 1 d . . . . .
H61 H -0.0866 0.8629 0.0735 0.024 Uiso 1 1 calc R . . . .
C62 C -0.05571(12) 0.8627(2) 0.02020(10) 0.0199(8) Uani 1 1 d . . . . .
H62 H -0.0495 0.9267 0.0196 0.024 Uiso 1 1 calc R . . . .
C63 C -0.10420(11) 0.6875(2) 0.08840(10) 0.0193(8) Uani 1 1 d . . . . .
N14 N -0.10922(10) 0.6005(2) 0.09573(9) 0.0235(7) Uani 1 1 d . . . . .
C64 C -0.12728(12) 0.5960(2) 0.13395(11) 0.0225(8) Uani 1 1 d . . . . .
C65 C -0.13076(11) 0.6821(2) 0.14846(11) 0.0207(8) Uani 1 1 d . . . . .
O23 O -0.11685(8) 0.74294(16) 0.11987(7) 0.0224(6) Uani 1 1 d . . . . .
C66 C -0.13538(13) 0.5051(3) 0.15224(12) 0.0262(9) Uani 1 1 d . . . . .
C67 C -0.10638(16) 0.4280(3) 0.14021(14) 0.0437(12) Uani 1 1 d . . . . .
H67A H -0.1086 0.4198 0.1108 0.066 Uiso 1 1 calc GR . . . .
H67B H -0.1155 0.3714 0.1536 0.066 Uiso 1 1 calc GR . . . .
H67C H -0.0760 0.4422 0.1483 0.066 Uiso 1 1 calc GR . . . .
N15 N -0.16533(11) 0.4858(2) 0.17711(10) 0.0306(8) Uani 1 1 d . . . . .
O24 O -0.19311(9) 0.56282(18) 0.18357(8) 0.0311(7) Uani 1 1 d . . . . .
C68 C -0.22128(13) 0.5407(3) 0.21532(11) 0.0331(10) Uani 1 1 d . . . . .
H68A H -0.2039 0.5313 0.2404 0.050 Uiso 1 1 calc GR . . . .
H68B H -0.2375 0.4844 0.2085 0.050 Uiso 1 1 calc GR . . . .
H68C H -0.2420 0.5912 0.2191 0.050 Uiso 1 1 calc GR . . . .
O25 O -0.14065(9) 0.71578(17) 0.18408(7) 0.0281(6) Uani 1 1 d . . . . .
C69 C -0.17426(17) 0.7864(3) 0.18421(13) 0.0493(13) Uani 1 1 d . . . . .
H69A H -0.2003 0.7659 0.1680 0.059 Uiso 1 1 calc R . . . .
H69B H -0.1631 0.8436 0.1720 0.059 Uiso 1 1 calc R . . . .
C70 C -0.18650(15) 0.8040(3) 0.22669(13) 0.0423(11) Uani 1 1 d . . . . .
H70A H -0.1608 0.8260 0.2424 0.063 Uiso 1 1 calc GR . . . .
H70B H -0.1972 0.7470 0.2387 0.063 Uiso 1 1 calc GR . . . .
H70C H -0.2096 0.8507 0.2270 0.063 Uiso 1 1 calc GR . . . .
O10A O 0.0603(3) 0.8078(7) 0.2859(3) 0.030(2) Uani 0.4 1 d . U P A 1
C27A C 0.0245(6) 0.7486(12) 0.2926(5) 0.041(5) Uani 0.4 1 d . U P A 1
H27C H 0.0298 0.6889 0.2792 0.049 Uiso 0.4 1 calc R . P A 1
H27D H -0.0024 0.7756 0.2801 0.049 Uiso 0.4 1 calc R . P A 1
C28A C 0.0176(6) 0.7325(13) 0.3357(4) 0.048(4) Uani 0.4 1 d . U P A 1
H28D H -0.0125 0.7116 0.3393 0.072 Uiso 0.4 1 calc GR . P A 1
H28E H 0.0226 0.7898 0.3507 0.072 Uiso 0.4 1 calc GR . P A 1
H28F H 0.0382 0.6854 0.3458 0.072 Uiso 0.4 1 calc GR . P A 1
O20A O -0.1375(3) 0.7458(6) -0.0859(3) 0.027(2) Uani 0.4 1 d . U P B 1
C55A C -0.1192(3) 0.6843(6) -0.1032(3) 0.027(2) Uani 0.6 1 d . U P B 2
H55C H -0.1223 0.6231 -0.0905 0.033 Uiso 0.6 1 calc R . P B 2
H55D H -0.0927 0.7142 -0.0912 0.033 Uiso 0.6 1 calc R . P B 2
C56A C -0.1012(6) 0.6541(11) -0.1318(4) 0.051(5) Uani 0.4 1 d . U P B 1
H56D H -0.1180 0.6852 -0.1535 0.077 Uiso 0.4 1 calc GR . P B 1
H56E H -0.0945 0.5912 -0.1401 0.077 Uiso 0.4 1 calc GR . P B 1
H56F H -0.0738 0.6876 -0.1262 0.077 Uiso 0.4 1 calc GR . P B 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 0.0016 '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'
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
O1 N1 O2 123.2(3) . .
O1 N1 C1 118.8(4) . .
O2 N1 C1 118.1(3) . .
C2 C1 N1 118.3(3) . .
C6 C1 N1 119.3(3) . .
C6 C1 C2 122.4(3) . .
C1 C2 H2 120.8 . .
C1 C2 C3 118.4(3) . .
C3 C2 H2 120.8 . .
C2 C3 H3 119.6 . .
C2 C3 C4 120.9(3) . .
C4 C3 H3 119.6 . .
C3 C4 C5 119.2(3) . .
C3 C4 C7 118.9(3) . .
C5 C4 C7 121.9(3) . .
C4 C5 H5 119.8 . .
C6 C5 C4 120.4(3) . .
C6 C5 H5 119.8 . .
C1 C6 C5 118.8(3) . .
C1 C6 H6 120.6 . .
C5 C6 H6 120.6 . .
N2 C7 C4 129.1(3) . .
N2 C7 O3 112.9(3) . .
O3 C7 C4 118.0(3) . .
C7 N2 C8 106.6(3) . .
N2 C8 C10 118.7(3) . .
C9 C8 N2 107.0(3) . .
C9 C8 C10 134.0(3) . .
O3 C9 C8 109.2(3) . .
O5 C9 C8 133.4(3) . .
O5 C9 O3 117.3(3) . .
C9 O3 C7 104.3(3) . .
C8 C10 C11 116.9(3) . .
N3 C10 C8 127.9(3) . .
N3 C10 C11 115.2(3) . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11B 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C10 N3 O4 111.1(3) . .
N3 O4 C12 109.0(3) . .
O4 C12 H12A 109.5 . .
O4 C12 H12B 109.5 . .
O4 C12 H12C 109.5 . .
H12A C12 H12B 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C9 O5 C13 117.6(3) . .
O5 C13 H13A 110.4 . .
O5 C13 H13B 110.4 . .
O5 C13 C14 106.7(3) . .
H13A C13 H13B 108.6 . .
C14 C13 H13A 110.4 . .
C14 C13 H13B 110.4 . .
C13 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
C13 C14 H14C 109.5 . .
H14A C14 H14B 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
O6 N4 C15 118.5(3) . .
O7 N4 O6 123.0(3) . .
O7 N4 C15 118.5(3) . .
C16 C15 N4 118.7(3) . .
C20 C15 N4 119.3(3) . .
C20 C15 C16 122.0(3) . .
C15 C16 H16 120.6 . .
C17 C16 C15 118.9(3) . .
C17 C16 H16 120.6 . .
C16 C17 H17 119.9 . .
C16 C17 C18 120.1(3) . .
C18 C17 H17 119.9 . .
C17 C18 C21 118.6(3) . .
C19 C18 C17 119.8(3) . .
C19 C18 C21 121.5(3) . .
C18 C19 H19 119.8 . .
C20 C19 C18 120.4(3) . .
C20 C19 H19 119.8 . .
C15 C20 H20 120.6 . .
C19 C20 C15 118.8(3) . .
C19 C20 H20 120.6 . .
N5 C21 C18 128.4(3) . .
N5 C21 O8 113.4(3) . .
O8 C21 C18 118.1(3) . .
C21 N5 C22 106.1(3) . .
N5 C22 C24 119.2(3) . .
C23 C22 N5 107.6(3) . .
C23 C22 C24 133.0(3) . .
C22 C23 O8 109.3(3) . .
C22 C23 O10A 133.7(6) . .
O8 C23 O10A 111.8(5) . .
O10B C23 C22 130.8(4) . .
O10B C23 O8 119.3(4) . .
C23 O8 C21 103.6(3) . .
C22 C24 C25 116.5(3) . .
N6 C24 C22 127.9(3) . .
N6 C24 C25 115.7(3) . .
C24 C25 H25A 109.5 . .
C24 C25 H25B 109.5 . .
C24 C25 H25C 109.5 . .
H25A C25 H25B 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C24 N6 O9 111.6(3) . .
N6 O9 C26 107.0(3) . .
O9 C26 H26A 109.5 . .
O9 C26 H26B 109.5 . .
O9 C26 H26C 109.5 . .
H26A C26 H26B 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C23 O10B C27B 115.6(6) . .
O10B C27B H27A 110.7 . .
O10B C27B H27B 110.7 . .
O10B C27B C28B 105.1(7) . .
H27A C27B H27B 108.8 . .
C28B C27B H27A 110.7 . .
C28B C27B H27B 110.7 . .
C27B C28B H28A 109.5 . .
C27B C28B H28B 109.5 . .
C27B C28B H28C 109.5 . .
H28A C28B H28B 109.5 . .
H28A C28B H28C 109.5 . .
H28B C28B H28C 109.5 . .
O11 N7 O12 123.5(3) . .
O11 N7 C29 118.5(3) . .
O12 N7 C29 117.9(3) . .
C30 C29 N7 118.8(3) . .
C34 C29 N7 119.0(3) . .
C34 C29 C30 122.2(3) . .
C29 C30 H30 120.5 . .
C31 C30 C29 119.0(3) . .
C31 C30 H30 120.5 . .
C30 C31 H31 119.9 . .
C30 C31 C32 120.3(3) . .
C32 C31 H31 119.9 . .
C31 C32 C35 119.8(3) . .
C33 C32 C31 119.7(3) . .
C33 C32 C35 120.5(3) . .
C32 C33 H33 119.6 . .
C34 C33 C32 120.7(3) . .
C34 C33 H33 119.6 . .
C29 C34 C33 118.3(3) . .
C29 C34 H34 120.9 . .
C33 C34 H34 120.9 . .
N8 C35 C32 128.7(3) . .
N8 C35 O13 114.9(3) . .
O13 C35 C32 116.4(3) . .
C35 N8 C36 104.4(3) . .
N8 C36 C38 120.3(3) . .
C37 C36 N8 108.7(3) . .
C37 C36 C38 130.9(3) . .
C36 C37 O13 108.0(3) . .
O15 C37 C36 134.4(3) . .
O15 C37 O13 117.2(3) . .
C35 O13 C37 103.8(3) . .
C36 C38 C39 117.8(3) . .
N9 C38 C36 126.4(3) . .
N9 C38 C39 115.8(3) . .
C38 C39 H39A 109.5 . .
C38 C39 H39B 109.5 . .
C38 C39 H39C 109.5 . .
H39A C39 H39B 109.5 . .
H39A C39 H39C 109.5 . .
H39B C39 H39C 109.5 . .
C38 N9 O14 111.4(3) . .
N9 O14 C40 108.1(3) . .
O14 C40 H40A 109.5 . .
O14 C40 H40B 109.5 . .
O14 C40 H40C 109.5 . .
H40A C40 H40B 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
C37 O15 C41 116.7(3) . .
O15 C41 H41A 110.4 . .
O15 C41 H41B 110.4 . .
O15 C41 C42 106.7(3) . .
H41A C41 H41B 108.6 . .
C42 C41 H41A 110.4 . .
C42 C41 H41B 110.4 . .
C41 C42 H42A 109.5 . .
C41 C42 H42B 109.5 . .
C41 C42 H42C 109.5 . .
H42A C42 H42B 109.5 . .
H42A C42 H42C 109.5 . .
H42B C42 H42C 109.5 . .
O16 N10 O17 123.3(3) . .
O16 N10 C43 119.2(3) . .
O17 N10 C43 117.5(3) . .
C44 C43 N10 117.9(3) . .
C48 C43 N10 119.9(3) . .
C48 C43 C44 122.2(3) . .
C43 C44 H44 120.6 . .
C45 C44 C43 118.8(3) . .
C45 C44 H44 120.6 . .
C44 C45 H45 119.9 . .
C44 C45 C46 120.3(3) . .
C46 C45 H45 119.9 . .
C45 C46 C49 119.0(3) . .
C47 C46 C45 119.5(3) . .
C47 C46 C49 121.4(3) . .
C46 C47 H47 120.0 . .
C48 C47 C46 120.0(3) . .
C48 C47 H47 120.0 . .
C43 C48 C47 119.1(3) . .
C43 C48 H48 120.4 . .
C47 C48 H48 120.4 . .
N11 C49 C46 128.4(3) . .
N11 C49 O18 113.6(3) . .
O18 C49 C46 117.9(3) . .
C49 N11 C50 106.1(3) . .
N11 C50 C52 120.6(3) . .
C51 C50 N11 107.2(3) . .
C51 C50 C52 132.0(3) . .
C50 C51 O20B 131.7(4) . .
O18 C51 C50 109.1(3) . .
O18 C51 O20B 115.7(4) . .
O20A C51 C50 129.8(5) . .
O20A C51 O18 119.1(5) . .
C51 O18 C49 104.0(3) . .
C50 C52 C53 116.7(3) . .
N12 C52 C50 126.9(3) . .
N12 C52 C53 116.4(3) . .
C52 C53 H53A 109.5 . .
C52 C53 H53B 109.5 . .
C52 C53 H53C 109.5 . .
H53A C53 H53B 109.5 . .
H53A C53 H53C 109.5 . .
H53B C53 H53C 109.5 . .
C52 N12 O19 111.9(3) . .
N12 O19 C54 108.0(3) . .
O19 C54 H54A 109.5 . .
O19 C54 H54B 109.5 . .
O19 C54 H54C 109.5 . .
H54A C54 H54B 109.5 . .
H54A C54 H54C 109.5 . .
H54B C54 H54C 109.5 . .
C51 O20B C55A 112.9(6) . .
H55A C55B H55B 108.7 . .
O20A C55B H55A 110.6 . .
O20A C55B H55B 110.6 . .
O20A C55B C56A 105.9(10) . .
C56A C55B H55A 110.6 . .
C56A C55B H55B 110.6 . .
H56A C56B H56B 109.5 . .
H56A C56B H56C 109.5 . .
H56B C56B H56C 109.5 . .
C55A C56B H56A 109.5 . .
C55A C56B H56B 109.5 . .
C55A C56B H56C 109.5 . .
O21 N13 O22 123.5(3) . .
O21 N13 C57 118.9(3) . .
O22 N13 C57 117.7(3) . .
C58 C57 N13 118.1(3) . .
C62 C57 N13 119.8(3) . .
C62 C57 C58 122.1(3) . .
C57 C58 H58 120.4 . .
C59 C58 C57 119.3(3) . .
C59 C58 H58 120.4 . .
C58 C59 H59 120.1 . .
C58 C59 C60 119.8(3) . .
C60 C59 H59 120.1 . .
C59 C60 C63 118.5(3) . .
C61 C60 C59 119.7(3) . .
C61 C60 C63 121.8(3) . .
C60 C61 H61 119.7 . .
C62 C61 C60 120.6(3) . .
C62 C61 H61 119.7 . .
C57 C62 C61 118.6(3) . .
C57 C62 H62 120.7 . .
C61 C62 H62 120.7 . .
N14 C63 C60 128.6(3) . .
N14 C63 O23 113.1(3) . .
O23 C63 C60 118.2(3) . .
C63 N14 C64 105.5(3) . .
N14 C64 C66 119.2(3) . .
C65 C64 N14 108.5(3) . .
C65 C64 C66 132.1(4) . .
C64 C65 O23 109.0(3) . .
O25 C65 C64 133.4(3) . .
O25 C65 O23 117.4(3) . .
C65 O23 C63 104.0(3) . .
C64 C66 C67 117.1(3) . .
N15 C66 C64 126.2(4) . .
N15 C66 C67 116.6(3) . .
C66 C67 H67A 109.5 . .
C66 C67 H67B 109.5 . .
C66 C67 H67C 109.5 . .
H67A C67 H67B 109.5 . .
H67A C67 H67C 109.5 . .
H67B C67 H67C 109.5 . .
C66 N15 O24 111.3(3) . .
C68 O24 N15 108.1(3) . .
O24 C68 H68A 109.5 . .
O24 C68 H68B 109.5 . .
O24 C68 H68C 109.5 . .
H68A C68 H68B 109.5 . .
H68A C68 H68C 109.5 . .
H68B C68 H68C 109.5 . .
C65 O25 C69 116.6(3) . .
O25 C69 H69A 109.9 . .
O25 C69 H69B 109.9 . .
O25 C69 C70 108.9(3) . .
H69A C69 H69B 108.3 . .
C70 C69 H69A 109.9 . .
C70 C69 H69B 109.9 . .
C69 C70 H70A 109.5 . .
C69 C70 H70B 109.5 . .
C69 C70 H70C 109.5 . .
H70A C70 H70B 109.5 . .
H70A C70 H70C 109.5 . .
H70B C70 H70C 109.5 . .
C23 O10A C27A 115.8(11) . .
O10A C27A H27C 109.1 . .
O10A C27A H27D 109.1 . .
O10A C27A C28A 112.7(14) . .
H27C C27A H27D 107.8 . .
C28A C27A H27C 109.1 . .
C28A C27A H27D 109.1 . .
C27A C28A H28D 109.5 . .
C27A C28A H28E 109.5 . .
C27A C28A H28F 109.5 . .
H28D C28A H28E 109.5 . .
H28D C28A H28F 109.5 . .
H28E C28A H28F 109.5 . .
C51 O20A C55B 117.3(9) . .
O20B C55A C56B 108.5(8) . .
O20B C55A H55C 110.0 . .
O20B C55A H55D 110.0 . .
C56B C55A H55C 110.0 . .
C56B C55A H55D 110.0 . .
H55C C55A H55D 108.4 . .
C55B C56A H56D 109.5 . .
C55B C56A H56E 109.5 . .
C55B C56A H56F 109.5 . .
H56D C56A H56E 109.5 . .
H56D C56A H56F 109.5 . .
H56E C56A H56F 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 O1 1.214(4) .
N1 O2 1.239(4) .
N1 C1 1.466(4) .
C1 C2 1.378(5) .
C1 C6 1.377(5) .
C2 H2 0.9500 .
C2 C3 1.385(5) .
C3 H3 0.9500 .
C3 C4 1.391(5) .
C4 C5 1.394(5) .
C4 C7 1.447(5) .
C5 H5 0.9500 .
C5 C6 1.385(5) .
C6 H6 0.9500 .
C7 N2 1.286(4) .
C7 O3 1.385(4) .
N2 C8 1.400(4) .
C8 C9 1.370(5) .
C8 C10 1.471(5) .
C9 O3 1.361(4) .
C9 O5 1.318(4) .
C10 C11 1.504(5) .
C10 N3 1.282(5) .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
N3 O4 1.407(4) .
O4 C12 1.411(4) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
O5 C13 1.455(4) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C13 C14 1.498(5) .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
N4 O6 1.234(4) .
N4 O7 1.231(4) .
N4 C15 1.464(4) .
C15 C16 1.386(5) .
C15 C20 1.386(5) .
C16 H16 0.9500 .
C16 C17 1.380(5) .
C17 H17 0.9500 .
C17 C18 1.398(5) .
C18 C19 1.395(5) .
C18 C21 1.459(4) .
C19 H19 0.9500 .
C19 C20 1.378(5) .
C20 H20 0.9500 .
C21 N5 1.292(4) .
C21 O8 1.377(4) .
N5 C22 1.393(4) .
C22 C23 1.356(5) .
C22 C24 1.476(5) .
C23 O8 1.374(4) .
C23 O10B 1.329(7) .
C23 O10A 1.383(11) .
C24 C25 1.499(5) .
C24 N6 1.275(5) .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
N6 O9 1.419(4) .
O9 C26 1.421(4) .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
O10B C27B 1.459(12) .
C27B H27A 0.9900 .
C27B H27B 0.9900 .
C27B C28B 1.527(12) .
C28B H28A 0.9800 .
C28B H28B 0.9800 .
C28B H28C 0.9800 .
N7 O11 1.235(4) .
N7 O12 1.238(4) .
N7 C29 1.464(4) .
C29 C30 1.387(5) .
C29 C34 1.383(5) .
C30 H30 0.9500 .
C30 C31 1.376(5) .
C31 H31 0.9500 .
C31 C32 1.397(5) .
C32 C33 1.390(5) .
C32 C35 1.467(5) .
C33 H33 0.9500 .
C33 C34 1.387(5) .
C34 H34 0.9500 .
C35 N8 1.291(4) .
C35 O13 1.360(4) .
N8 C36 1.400(4) .
C36 C37 1.356(5) .
C36 C38 1.480(5) .
C37 O13 1.382(4) .
C37 O15 1.311(4) .
C38 C39 1.500(5) .
C38 N9 1.280(4) .
C39 H39A 0.9800 .
C39 H39B 0.9800 .
C39 H39C 0.9800 .
N9 O14 1.419(4) .
O14 C40 1.423(4) .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 0.9800 .
O15 C41 1.457(4) .
C41 H41A 0.9900 .
C41 H41B 0.9900 .
C41 C42 1.486(5) .
C42 H42A 0.9800 .
C42 H42B 0.9800 .
C42 H42C 0.9800 .
N10 O16 1.223(4) .
N10 O17 1.242(4) .
N10 C43 1.462(4) .
C43 C44 1.392(5) .
C43 C48 1.373(5) .
C44 H44 0.9500 .
C44 C45 1.377(5) .
C45 H45 0.9500 .
C45 C46 1.403(5) .
C46 C47 1.404(5) .
C46 C49 1.452(5) .
C47 H47 0.9500 .
C47 C48 1.387(5) .
C48 H48 0.9500 .
C49 N11 1.286(4) .
C49 O18 1.374(4) .
N11 C50 1.398(4) .
C50 C51 1.367(5) .
C50 C52 1.458(5) .
C51 O18 1.365(4) .
C51 O20B 1.394(8) .
C51 O20A 1.293(10) .
C52 C53 1.495(5) .
C52 N12 1.280(4) .
C53 H53A 0.9800 .
C53 H53B 0.9800 .
C53 H53C 0.9800 .
N12 O19 1.412(4) .
O19 C54 1.412(4) .
C54 H54A 0.9800 .
C54 H54B 0.9800 .
C54 H54C 0.9800 .
O20B C55A 1.441(11) .
C55B H55A 0.9900 .
C55B H55B 0.9900 .
C55B O20A 1.434(14) .
C55B C56A 1.481(17) .
C56B H56A 0.9800 .
C56B H56B 0.9800 .
C56B H56C 0.9800 .
C56B C55A 1.487(11) .
N13 O21 1.223(4) .
N13 O22 1.239(4) .
N13 C57 1.469(4) .
C57 C58 1.386(5) .
C57 C62 1.377(5) .
C58 H58 0.9500 .
C58 C59 1.367(5) .
C59 H59 0.9500 .
C59 C60 1.406(5) .
C60 C61 1.388(5) .
C60 C63 1.453(5) .
C61 H61 0.9500 .
C61 C62 1.378(5) .
C62 H62 0.9500 .
C63 N14 1.297(4) .
C63 O23 1.381(4) .
N14 C64 1.396(5) .
C64 C65 1.346(5) .
C64 C66 1.479(5) .
C65 O23 1.372(4) .
C65 O25 1.319(4) .
C66 C67 1.491(6) .
C66 N15 1.280(5) .
C67 H67A 0.9800 .
C67 H67B 0.9800 .
C67 H67C 0.9800 .
N15 O24 1.425(4) .
O24 C68 1.415(4) .
C68 H68A 0.9800 .
C68 H68B 0.9800 .
C68 H68C 0.9800 .
O25 C69 1.452(5) .
C69 H69A 0.9900 .
C69 H69B 0.9900 .
C69 C70 1.487(6) .
C70 H70A 0.9800 .
C70 H70B 0.9800 .
C70 H70C 0.9800 .
O10A C27A 1.41(2) .
C27A H27C 0.9900 .
C27A H27D 0.9900 .
C27A C28A 1.46(2) .
C28A H28D 0.9800 .
C28A H28E 0.9800 .
C28A H28F 0.9800 .
C55A H55C 0.9900 .
C55A H55D 0.9900 .
C56A H56D 0.9800 .
C56A H56E 0.9800 .
C56A H56F 0.9800 .
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
N1 C1 C2 C3 -179.5(3) . . . .
N1 C1 C6 C5 179.4(3) . . . .
O1 N1 C1 C2 -3.0(5) . . . .
O1 N1 C1 C6 176.8(3) . . . .
O2 N1 C1 C2 177.3(3) . . . .
O2 N1 C1 C6 -2.9(5) . . . .
C1 C2 C3 C4 0.1(5) . . . .
C2 C1 C6 C5 -0.8(6) . . . .
C2 C3 C4 C5 -0.8(5) . . . .
C2 C3 C4 C7 -177.9(3) . . . .
C3 C4 C5 C6 0.7(5) . . . .
C3 C4 C7 N2 8.0(5) . . . .
C3 C4 C7 O3 -175.9(3) . . . .
C4 C5 C6 C1 0.1(5) . . . .
C4 C7 N2 C8 177.0(3) . . . .
C4 C7 O3 C9 -176.7(3) . . . .
C5 C4 C7 N2 -169.0(3) . . . .
C5 C4 C7 O3 7.1(5) . . . .
C6 C1 C2 C3 0.7(6) . . . .
C7 C4 C5 C6 177.7(3) . . . .
C7 N2 C8 C9 -1.2(4) . . . .
C7 N2 C8 C10 -175.4(3) . . . .
N2 C7 O3 C9 0.0(4) . . . .
N2 C8 C9 O3 1.2(4) . . . .
N2 C8 C9 O5 -174.0(4) . . . .
N2 C8 C10 C11 15.3(5) . . . .
N2 C8 C10 N3 -163.9(4) . . . .
C8 C9 O3 C7 -0.8(3) . . . .
C8 C9 O5 C13 -162.6(4) . . . .
C8 C10 N3 O4 4.4(5) . . . .
C9 C8 C10 C11 -157.0(4) . . . .
C9 C8 C10 N3 23.8(7) . . . .
C9 O5 C13 C14 166.2(3) . . . .
O3 C7 N2 C8 0.7(4) . . . .
O3 C9 O5 C13 22.5(4) . . . .
C10 C8 C9 O3 174.2(4) . . . .
C10 C8 C9 O5 -1.1(7) . . . .
C10 N3 O4 C12 -161.8(3) . . . .
C11 C10 N3 O4 -174.8(3) . . . .
O5 C9 O3 C7 175.4(3) . . . .
N4 C15 C16 C17 -178.9(3) . . . .
N4 C15 C20 C19 178.6(3) . . . .
O6 N4 C15 C16 4.5(5) . . . .
O6 N4 C15 C20 -174.1(3) . . . .
O7 N4 C15 C16 -176.0(3) . . . .
O7 N4 C15 C20 5.4(5) . . . .
C15 C16 C17 C18 0.6(5) . . . .
C16 C15 C20 C19 0.1(5) . . . .
C16 C17 C18 C19 -0.6(5) . . . .
C16 C17 C18 C21 177.3(3) . . . .
C17 C18 C19 C20 0.3(5) . . . .
C17 C18 C21 N5 -3.0(5) . . . .
C17 C18 C21 O8 178.9(3) . . . .
C18 C19 C20 C15 -0.1(5) . . . .
C18 C21 N5 C22 -179.2(3) . . . .
C18 C21 O8 C23 178.7(3) . . . .
C19 C18 C21 N5 174.9(3) . . . .
C19 C18 C21 O8 -3.2(5) . . . .
C20 C15 C16 C17 -0.3(5) . . . .
C21 C18 C19 C20 -177.6(3) . . . .
C21 N5 C22 C23 1.3(4) . . . .
C21 N5 C22 C24 175.9(3) . . . .
N5 C21 O8 C23 0.3(4) . . . .
N5 C22 C23 O8 -1.1(4) . . . .
N5 C22 C23 O10B -172.2(5) . . . .
N5 C22 C23 O10A 150.6(7) . . . .
N5 C22 C24 C25 -22.8(5) . . . .
N5 C22 C24 N6 156.6(4) . . . .
C22 C23 O8 C21 0.5(4) . . . .
C22 C23 O10B C27B 171.9(7) . . . .
C22 C23 O10A C27A 139.6(11) . . . .
C22 C24 N6 O9 -2.7(5) . . . .
C23 C22 C24 C25 150.2(4) . . . .
C23 C22 C24 N6 -30.3(7) . . . .
C23 O10B C27B C28B -174.2(7) . . . .
C23 O10A C27A C28A -169.3(13) . . . .
O8 C21 N5 C22 -1.0(4) . . . .
O8 C23 O10B C27B 1.5(9) . . . .
O8 C23 O10A C27A -69.3(12) . . . .
C24 C22 C23 O8 -174.7(4) . . . .
C24 C22 C23 O10B 14.2(8) . . . .
C24 C22 C23 O10A -23.0(10) . . . .
C24 N6 O9 C26 168.1(3) . . . .
C25 C24 N6 O9 176.7(3) . . . .
O10B C23 O8 C21 172.8(4) . . . .
N7 C29 C30 C31 -177.7(3) . . . .
N7 C29 C34 C33 177.4(3) . . . .
O11 N7 C29 C30 9.2(5) . . . .
O11 N7 C29 C34 -168.5(3) . . . .
O12 N7 C29 C30 -172.4(3) . . . .
O12 N7 C29 C34 9.9(5) . . . .
C29 C30 C31 C32 0.4(5) . . . .
C30 C29 C34 C33 -0.2(5) . . . .
C30 C31 C32 C33 -0.4(5) . . . .
C30 C31 C32 C35 177.6(3) . . . .
C31 C32 C33 C34 0.1(5) . . . .
C31 C32 C35 N8 -0.7(6) . . . .
C31 C32 C35 O13 -178.9(3) . . . .
C32 C33 C34 C29 0.2(5) . . . .
C32 C35 N8 C36 -179.3(3) . . . .
C32 C35 O13 C37 177.7(3) . . . .
C33 C32 C35 N8 177.2(3) . . . .
C33 C32 C35 O13 -0.9(5) . . . .
C34 C29 C30 C31 -0.1(5) . . . .
C35 C32 C33 C34 -177.8(3) . . . .
C35 N8 C36 C37 2.6(4) . . . .
C35 N8 C36 C38 179.6(3) . . . .
N8 C35 O13 C37 -0.7(4) . . . .
N8 C36 C37 O13 -3.1(4) . . . .
N8 C36 C37 O15 169.5(4) . . . .
N8 C36 C38 C39 -30.8(5) . . . .
N8 C36 C38 N9 148.0(3) . . . .
C36 C37 O13 C35 2.3(4) . . . .
C36 C37 O15 C41 126.2(4) . . . .
C36 C38 N9 O14 -0.2(5) . . . .
C37 C36 C38 C39 145.5(4) . . . .
C37 C36 C38 N9 -35.7(6) . . . .
C37 O15 C41 C42 176.1(3) . . . .
O13 C35 N8 C36 -1.1(4) . . . .
O13 C37 O15 C41 -61.8(4) . . . .
C38 C36 C37 O13 -179.7(3) . . . .
C38 C36 C37 O15 -7.2(7) . . . .
C38 N9 O14 C40 -169.8(3) . . . .
C39 C38 N9 O14 178.6(3) . . . .
O15 C37 O13 C35 -171.7(3) . . . .
N10 C43 C44 C45 -177.7(3) . . . .
N10 C43 C48 C47 176.4(3) . . . .
O16 N10 C43 C44 13.6(5) . . . .
O16 N10 C43 C48 -164.4(3) . . . .
O17 N10 C43 C44 -168.2(3) . . . .
O17 N10 C43 C48 13.8(5) . . . .
C43 C44 C45 C46 1.7(5) . . . .
C44 C43 C48 C47 -1.5(5) . . . .
C44 C45 C46 C47 -2.4(5) . . . .
C44 C45 C46 C49 175.0(3) . . . .
C45 C46 C47 C48 1.1(5) . . . .
C45 C46 C49 N11 -0.8(5) . . . .
C45 C46 C49 O18 -177.9(3) . . . .
C46 C47 C48 C43 0.8(5) . . . .
C46 C49 N11 C50 -178.0(3) . . . .
C46 C49 O18 C51 177.4(3) . . . .
C47 C46 C49 N11 176.5(3) . . . .
C47 C46 C49 O18 -0.6(5) . . . .
C48 C43 C44 C45 0.2(5) . . . .
C49 C46 C47 C48 -176.2(3) . . . .
C49 N11 C50 C51 1.5(4) . . . .
C49 N11 C50 C52 176.3(3) . . . .
N11 C49 O18 C51 -0.1(4) . . . .
N11 C50 C51 O18 -1.6(4) . . . .
N11 C50 C51 O20B 156.1(5) . . . .
N11 C50 C51 O20A -164.9(7) . . . .
N11 C50 C52 C53 -27.9(5) . . . .
N11 C50 C52 N12 150.9(4) . . . .
C50 C51 O18 C49 1.1(4) . . . .
C50 C51 O20B C55A 133.8(6) . . . .
C50 C51 O20A C55B 168.6(8) . . . .
C50 C52 N12 O19 -3.1(5) . . . .
C51 C50 C52 C53 145.4(4) . . . .
C51 C50 C52 N12 -35.7(7) . . . .
C51 O20B C55A C56B -174.0(7) . . . .
O18 C49 N11 C50 -0.8(4) . . . .
O18 C51 O20B C55A -69.6(7) . . . .
O18 C51 O20A C55B 6.7(12) . . . .
C52 C50 C51 O18 -175.6(4) . . . .
C52 C50 C51 O20B -17.9(8) . . . .
C52 C50 C51 O20A 21.1(9) . . . .
C52 N12 O19 C54 171.7(3) . . . .
C53 C52 N12 O19 175.8(3) . . . .
O20B C51 O18 C49 -160.6(4) . . . .
N13 C57 C58 C59 176.7(3) . . . .
N13 C57 C62 C61 -177.4(3) . . . .
O21 N13 C57 C58 4.9(5) . . . .
O21 N13 C57 C62 -177.1(3) . . . .
O22 N13 C57 C58 -174.0(3) . . . .
O22 N13 C57 C62 4.0(5) . . . .
C57 C58 C59 C60 -0.3(5) . . . .
C58 C57 C62 C61 0.5(5) . . . .
C58 C59 C60 C61 2.4(5) . . . .
C58 C59 C60 C63 -174.9(3) . . . .
C59 C60 C61 C62 -3.1(5) . . . .
C59 C60 C63 N14 5.4(5) . . . .
C59 C60 C63 O23 -178.5(3) . . . .
C60 C61 C62 C57 1.7(5) . . . .
C60 C63 N14 C64 177.7(3) . . . .
C60 C63 O23 C65 -176.8(3) . . . .
C61 C60 C63 N14 -171.9(4) . . . .
C61 C60 C63 O23 4.2(5) . . . .
C62 C57 C58 C59 -1.2(5) . . . .
C63 C60 C61 C62 174.1(3) . . . .
C63 N14 C64 C65 -2.2(4) . . . .
C63 N14 C64 C66 -177.4(3) . . . .
N14 C63 O23 C65 -0.1(4) . . . .
N14 C64 C65 O23 2.2(4) . . . .
N14 C64 C65 O25 -170.9(4) . . . .
N14 C64 C66 C67 28.4(5) . . . .
N14 C64 C66 N15 -150.7(4) . . . .
C64 C65 O23 C63 -1.3(4) . . . .
C64 C65 O25 C69 -129.8(5) . . . .
C64 C66 N15 O24 4.1(5) . . . .
C65 C64 C66 C67 -145.4(4) . . . .
C65 C64 C66 N15 35.5(7) . . . .
C65 O25 C69 C70 170.1(3) . . . .
O23 C63 N14 C64 1.4(4) . . . .
O23 C65 O25 C69 57.5(5) . . . .
C66 C64 C65 O23 176.5(4) . . . .
C66 C64 C65 O25 3.4(7) . . . .
C66 N15 O24 C68 -172.0(3) . . . .
C67 C66 N15 O24 -175.0(3) . . . .
O25 C65 O23 C63 173.1(3) . . . .
O10A C23 O8 C21 -157.8(5) . . . .
O20A C51 O18 C49 166.5(6) . . . .
C56A C55B O20A C51 177.4(11) . . . .
