#------------------------------------------------------------------------------
#$Date: 2025-08-18 16:30:32 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301775 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/62/1506235.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_1506235
loop_
_publ_author_name
'Fleming, Fraser F.'
'Wei, Guoqing'
'Zhang, Zhiyu'
'Steward, Omar W.'
_publ_section_title
;
 Oxonitriles: a grignard addition-acylation route to enamides.
;
_journal_issue                   21
_journal_name_full               'Organic letters'
_journal_page_first              4903
_journal_page_last               4906
_journal_paper_doi               10.1021/ol0619765
_journal_volume                  8
_journal_year                    2006
_chemical_formula_moiety         'C25 H31 N O2'
_chemical_formula_sum            'C25 H31 N O2'
_chemical_formula_weight         377.51
_chemical_melting_point          398.8(8)
_chemical_name_systematic
;
N-((Z)-1-((2R,3S)-3-hydroxy-3-methyl-2-
phenylcyclohexylidene)(phenyl)methyl)valamide 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             'Mar. 30, 2006'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                102.6690(10)
_cell_angle_beta                 96.0060(10)
_cell_angle_gamma                106.5260(10)
_cell_formula_units_Z            6
_cell_length_a                   10.10000(10)
_cell_length_b                   17.0482(2)
_cell_length_c                   20.4921(2)
_cell_measurement_reflns_used    11063
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.6
_cell_measurement_theta_min      2.3
_cell_volume                     3247.31(7)
_computing_cell_refinement       'SMART (Bruker 1998)'
_computing_data_collection       'SMART (Bruker 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Shedrick, 2000)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Smart ApexII'
_diffrn_measurement_method       'φ amd 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  0.0552
_diffrn_reflns_av_sigmaI/netI    0.0447
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            48940
_diffrn_reflns_theta_full        24.73
_diffrn_reflns_theta_max         24.73
_diffrn_reflns_theta_min         1.04
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         11063
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.9928
_exptl_absorpt_correction_T_min  0.9716
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS sheldrick,2002)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.158
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.912
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     772
_refine_ls_number_reflns         11063
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.912
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0440
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1277
_refine_ls_wR_factor_ref         0.1486
_reflns_number_gt                7347
_reflns_number_total             11063
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol0619765si20060809_034237.cif
_cod_data_source_block           one_ffgw009
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '398.0- 399.5 K' was changed to
'398.8(8)' - the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        3247.31(6)
_cod_original_sg_symbol_Hall     -P1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1506235
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.89862(19) 0.89660(11) 0.34585(9) 0.0401(4) Uani 1 1 d .
C2 C 0.96584(18) 0.82500(11) 0.33995(9) 0.0369(4) Uani 1 1 d .
H2 H 0.9446 0.7946 0.2917 0.044 Uiso 1 1 calc R
C3 C 0.90023(17) 0.75982(11) 0.37752(8) 0.0343(4) Uani 1 1 d .
C4 C 0.8753(2) 0.79460(12) 0.44807(9) 0.0434(5) Uani 1 1 d .
H4A H 0.9635 0.8140 0.4797 0.052 Uiso 1 1 calc R
H4B H 0.8113 0.7493 0.4617 0.052 Uiso 1 1 calc R
C5 C 0.8148(2) 0.86760(12) 0.45277(10) 0.0504(5) Uani 1 1 d .
H5A H 0.8187 0.8941 0.5002 0.060 Uiso 1 1 calc R
H5B H 0.7170 0.8453 0.4309 0.060 Uiso 1 1 calc R
C6 C 0.8936(2) 0.93475(12) 0.41952(10) 0.0498(5) Uani 1 1 d .
H6A H 0.8476 0.9778 0.4216 0.060 Uiso 1 1 calc R
H6B H 0.9886 0.9619 0.4447 0.060 Uiso 1 1 calc R
C7 C 0.7536(2) 0.86275(13) 0.30144(10) 0.0529(5) Uani 1 1 d .
H7A H 0.7094 0.9062 0.3077 0.079 Uiso 1 1 calc R
H7B H 0.6976 0.8145 0.3140 0.079 Uiso 1 1 calc R
H7C H 0.7624 0.8462 0.2546 0.079 Uiso 1 1 calc R
C8 C 1.12569(19) 0.85677(11) 0.35962(9) 0.0413(5) Uani 1 1 d .
C9 C 1.2051(2) 0.85295(13) 0.30882(11) 0.0528(5) Uani 1 1 d .
H9 H 1.1599 0.8313 0.2637 0.063 Uiso 1 1 calc R
C10 C 1.3497(2) 0.88042(16) 0.32320(13) 0.0689(7) Uani 1 1 d .
H10 H 1.4001 0.8772 0.2878 0.083 Uiso 1 1 calc R
C11 C 1.4201(2) 0.91233(16) 0.38891(14) 0.0712(7) Uani 1 1 d .
H11 H 1.5177 0.9314 0.3984 0.085 Uiso 1 1 calc R
C12 C 1.3441(2) 0.91561(16) 0.44053(13) 0.0760(7) Uani 1 1 d .
H12 H 1.3904 0.9360 0.4855 0.091 Uiso 1 1 calc R
C13 C 1.1990(2) 0.88875(14) 0.42604(11) 0.0616(6) Uani 1 1 d .
H13 H 1.1491 0.8922 0.4617 0.074 Uiso 1 1 calc R
C14 C 0.86798(17) 0.67649(11) 0.34853(8) 0.0338(4) Uani 1 1 d .
C15 C 0.82739(18) 0.60706(11) 0.38266(9) 0.0377(4) Uani 1 1 d .
C16 C 0.7287(2) 0.52930(13) 0.34930(11) 0.0568(6) Uani 1 1 d .
H16 H 0.6843 0.5210 0.3051 0.068 Uiso 1 1 calc R
C17 C 0.6955(3) 0.46478(14) 0.38016(13) 0.0758(7) Uani 1 1 d .
H17 H 0.6282 0.4135 0.3568 0.091 Uiso 1 1 calc R
C18 C 0.7596(3) 0.47429(16) 0.44495(13) 0.0762(7) Uani 1 1 d .
H18 H 0.7361 0.4300 0.4656 0.091 Uiso 1 1 calc R
C19 C 0.8582(3) 0.54941(16) 0.47875(12) 0.0652(6) Uani 1 1 d .
H19 H 0.9027 0.5564 0.5227 0.078 Uiso 1 1 calc R
C20 C 0.8924(2) 0.61520(13) 0.44819(10) 0.0508(5) Uani 1 1 d .
H20 H 0.9603 0.6660 0.4719 0.061 Uiso 1 1 calc R
C21 C 0.76240(19) 0.63469(11) 0.22877(9) 0.0369(4) Uani 1 1 d .
C22 C 0.7792(2) 0.61500(12) 0.15470(9) 0.0434(5) Uani 1 1 d .
C23 C 0.7346(3) 0.67991(16) 0.12395(11) 0.0686(7) Uani 1 1 d .
H23A H 0.6424 0.6790 0.1322 0.103 Uiso 1 1 calc R
H23B H 0.7337 0.6658 0.0759 0.103 Uiso 1 1 calc R
H23C H 0.7999 0.7355 0.1446 0.103 Uiso 1 1 calc R
C24 C 0.6793(3) 0.52625(15) 0.12050(12) 0.0794(8) Uani 1 1 d .
H24A H 0.7078 0.4859 0.1399 0.119 Uiso 1 1 calc R
H24B H 0.6812 0.5132 0.0727 0.119 Uiso 1 1 calc R
H24C H 0.5857 0.5237 0.1274 0.119 Uiso 1 1 calc R
C25 C 0.9278(2) 0.62063(16) 0.14396(10) 0.0661(7) Uani 1 1 d .
H25A H 0.9894 0.6772 0.1650 0.099 Uiso 1 1 calc R
H25B H 0.9298 0.6069 0.0961 0.099 Uiso 1 1 calc R
H25C H 0.9583 0.5814 0.1640 0.099 Uiso 1 1 calc R
C26 C 0.0246(2) 0.34642(12) 0.15966(10) 0.0446(5) Uani 1 1 d .
C27 C 0.17966(18) 0.40295(11) 0.16995(9) 0.0385(4) Uani 1 1 d .
H27 H 0.2065 0.4325 0.2184 0.046 Uiso 1 1 calc R
C28 C 0.19730(18) 0.47189(11) 0.13221(8) 0.0363(4) Uani 1 1 d .
C29 C 0.1204(2) 0.44250(12) 0.05938(9) 0.0468(5) Uani 1 1 d .
H29A H 0.1673 0.4089 0.0318 0.056 Uiso 1 1 calc R
H29B H 0.1244 0.4916 0.0421 0.056 Uiso 1 1 calc R
C30 C -0.0325(2) 0.38998(13) 0.05244(10) 0.0533(5) Uani 1 1 d .
H30A H -0.0834 0.4263 0.0733 0.064 Uiso 1 1 calc R
H30B H -0.0739 0.3675 0.0046 0.064 Uiso 1 1 calc R
C31 C -0.0484(2) 0.31695(13) 0.08556(10) 0.0524(5) Uani 1 1 d .
H31A H -0.0093 0.2764 0.0605 0.063 Uiso 1 1 calc R
H31B H -0.1474 0.2884 0.0831 0.063 Uiso 1 1 calc R
C32 C -0.0554(2) 0.39345(14) 0.20347(11) 0.0607(6) Uani 1 1 d .
H32A H -0.1528 0.3603 0.1942 0.091 Uiso 1 1 calc R
H32B H -0.0459 0.4470 0.1934 0.091 Uiso 1 1 calc R
H32C H -0.0180 0.4029 0.2506 0.091 Uiso 1 1 calc R
C33 C 0.28411(19) 0.35487(12) 0.15477(9) 0.0416(5) Uani 1 1 d .
C34 C 0.2771(2) 0.29796(15) 0.09359(11) 0.0618(6) Uani 1 1 d .
H34 H 0.2040 0.2874 0.0580 0.074 Uiso 1 1 calc R
C35 C 0.3754(3) 0.25682(16) 0.08425(12) 0.0693(7) Uani 1 1 d .
H35 H 0.3664 0.2182 0.0429 0.083 Uiso 1 1 calc R
C36 C 0.4849(3) 0.27174(15) 0.13434(13) 0.0681(7) Uani 1 1 d .
H36 H 0.5509 0.2436 0.1279 0.082 Uiso 1 1 calc R
C37 C 0.4965(3) 0.32862(17) 0.19425(13) 0.0788(8) Uani 1 1 d .
H37 H 0.5728 0.3408 0.2287 0.095 Uiso 1 1 calc R
C38 C 0.3967(2) 0.36835(14) 0.20456(11) 0.0622(6) Uani 1 1 d .
H38 H 0.4056 0.4056 0.2466 0.075 Uiso 1 1 calc R
C39 C 0.27565(17) 0.55232(11) 0.16167(8) 0.0344(4) Uani 1 1 d .
C40 C 0.31281(17) 0.62112(11) 0.12674(9) 0.0382(4) Uani 1 1 d .
C41 C 0.3571(2) 0.60848(13) 0.06445(9) 0.0481(5) Uani 1 1 d .
H41 H 0.3621 0.5554 0.0437 0.058 Uiso 1 1 calc R
C42 C 0.3936(2) 0.67259(16) 0.03285(11) 0.0637(7) Uani 1 1 d .
H42 H 0.4218 0.6624 -0.0091 0.076 Uiso 1 1 calc R
C43 C 0.3886(3) 0.75093(18) 0.06272(14) 0.0774(8) Uani 1 1 d .
H43 H 0.4136 0.7945 0.0414 0.093 Uiso 1 1 calc R
C44 C 0.3461(3) 0.76538(15) 0.12496(15) 0.0771(7) Uani 1 1 d .
H44 H 0.3422 0.8189 0.1454 0.093 Uiso 1 1 calc R
C45 C 0.3094(2) 0.70136(13) 0.15686(11) 0.0561(6) Uani 1 1 d .
H45 H 0.2822 0.7121 0.1990 0.067 Uiso 1 1 calc R
C46 C 0.25673(19) 0.59778(11) 0.28113(9) 0.0371(4) Uani 1 1 d .
C47 C 0.32976(19) 0.62369(12) 0.35521(9) 0.0399(4) Uani 1 1 d .
C48 C 0.3485(3) 0.54487(16) 0.37262(12) 0.0857(9) Uani 1 1 d .
H48A H 0.2589 0.5017 0.3637 0.129 Uiso 1 1 calc R
H48B H 0.3889 0.5585 0.4198 0.129 Uiso 1 1 calc R
H48C H 0.4097 0.5246 0.3453 0.129 Uiso 1 1 calc R
C49 C 0.4727(2) 0.69118(17) 0.36662(11) 0.0742(7) Uani 1 1 d .
H49A H 0.5355 0.6670 0.3435 0.111 Uiso 1 1 calc R
H49B H 0.5103 0.7117 0.4144 0.111 Uiso 1 1 calc R
H49C H 0.4624 0.7373 0.3491 0.111 Uiso 1 1 calc R
C50 C 0.2392(3) 0.65817(18) 0.40013(11) 0.0759(7) Uani 1 1 d .
H50A H 0.2214 0.7052 0.3866 0.114 Uiso 1 1 calc R
H50B H 0.2866 0.6767 0.4466 0.114 Uiso 1 1 calc R
H50C H 0.1517 0.6146 0.3958 0.114 Uiso 1 1 calc R
C51 C 1.0185(2) -0.05294(14) 0.12972(10) 0.0542(5) Uani 1 1 d .
C52 C 1.0066(2) 0.03916(12) 0.14424(9) 0.0445(5) Uani 1 1 d .
H52 H 1.0482 0.0622 0.1086 0.053 Uiso 1 1 calc R
C53 C 1.10486(18) 0.09482(12) 0.20989(9) 0.0398(4) Uani 1 1 d .
C54 C 1.2543(2) 0.09729(14) 0.20531(11) 0.0556(6) Uani 1 1 d .
H54A H 1.3159 0.1339 0.2470 0.067 Uiso 1 1 calc R
H54B H 1.2828 0.1208 0.1681 0.067 Uiso 1 1 calc R
C55 C 1.2688(2) 0.00931(16) 0.19405(12) 0.0727(7) Uani 1 1 d .
H55A H 1.2454 -0.0133 0.2324 0.087 Uiso 1 1 calc R
H55B H 1.3649 0.0123 0.1904 0.087 Uiso 1 1 calc R
C56 C 1.1709(3) -0.04847(17) 0.12931(13) 0.0776(7) Uani 1 1 d .
H56A H 1.1781 -0.1051 0.1234 0.093 Uiso 1 1 calc R
H56B H 1.2007 -0.0282 0.0909 0.093 Uiso 1 1 calc R
C57 C 0.9298(3) -0.10808(16) 0.06177(11) 0.0766(7) Uani 1 1 d .
H57A H 0.9463 -0.1618 0.0520 0.115 Uiso 1 1 calc R
H57B H 0.9547 -0.0805 0.0266 0.115 Uiso 1 1 calc R
H57C H 0.8323 -0.1167 0.0638 0.115 Uiso 1 1 calc R
C58 C 0.8555(2) 0.03828(12) 0.13120(9) 0.0438(5) Uani 1 1 d .
C59 C 0.8180(2) 0.08113(14) 0.08633(10) 0.0584(6) Uani 1 1 d .
H59 H 0.8870 0.1132 0.0675 0.070 Uiso 1 1 calc R
C60 C 0.6800(3) 0.0775(2) 0.06867(13) 0.0851(8) Uani 1 1 d .
H60 H 0.6574 0.1072 0.0385 0.102 Uiso 1 1 calc R
C61 C 0.5772(3) 0.0304(2) 0.09520(15) 0.0927(10) Uani 1 1 d .
H61 H 0.4843 0.0276 0.0832 0.111 Uiso 1 1 calc R
C62 C 0.6120(3) -0.01236(17) 0.13960(15) 0.0796(8) Uani 1 1 d .
H62 H 0.5418 -0.0451 0.1573 0.096 Uiso 1 1 calc R
C63 C 0.7497(2) -0.00802(14) 0.15879(12) 0.0610(6) Uani 1 1 d .
H63 H 0.7716 -0.0362 0.1903 0.073 Uiso 1 1 calc R
C64 C 1.07594(18) 0.14020(11) 0.26578(9) 0.0377(4) Uani 1 1 d .
C65 C 1.18557(19) 0.19063(12) 0.32726(9) 0.0418(5) Uani 1 1 d .
C66 C 1.2595(2) 0.15290(14) 0.36444(10) 0.0509(5) Uani 1 1 d .
H66 H 1.2391 0.0943 0.3527 0.061 Uiso 1 1 calc R
C67 C 1.3646(2) 0.20302(17) 0.41946(11) 0.0631(6) Uani 1 1 d .
H67 H 1.4141 0.1778 0.4445 0.076 Uiso 1 1 calc R
C68 C 1.3952(3) 0.28943(18) 0.43683(12) 0.0730(7) Uani 1 1 d .
H68 H 1.4669 0.3227 0.4730 0.088 Uiso 1 1 calc R
C69 C 1.3211(3) 0.32646(16) 0.40128(13) 0.0772(7) Uani 1 1 d .
H69 H 1.3416 0.3850 0.4136 0.093 Uiso 1 1 calc R
C70 C 1.2157(2) 0.27776(14) 0.34712(11) 0.0602(6) Uani 1 1 d .
H70 H 1.1644 0.3037 0.3237 0.072 Uiso 1 1 calc R
C71 C 0.87546(19) 0.14058(11) 0.32154(9) 0.0399(4) Uani 1 1 d .
C72 C 0.7509(2) 0.17272(13) 0.33033(10) 0.0483(5) Uani 1 1 d .
C73 C 0.7023(3) 0.20485(18) 0.27186(13) 0.0783(8) Uani 1 1 d .
H73A H 0.7750 0.2539 0.2690 0.117 Uiso 1 1 calc R
H73B H 0.6193 0.2198 0.2793 0.117 Uiso 1 1 calc R
H73C H 0.6819 0.1613 0.2302 0.117 Uiso 1 1 calc R
C74 C 0.7909(3) 0.24099(19) 0.39630(14) 0.1013(10) Uani 1 1 d .
H74A H 0.8201 0.2190 0.4326 0.152 Uiso 1 1 calc R
H74B H 0.7114 0.2592 0.4053 0.152 Uiso 1 1 calc R
H74C H 0.8665 0.2882 0.3930 0.152 Uiso 1 1 calc R
C75 C 0.6286(2) 0.09766(18) 0.33576(15) 0.0868(8) Uani 1 1 d .
H75A H 0.6055 0.0530 0.2946 0.130 Uiso 1 1 calc R
H75B H 0.5483 0.1159 0.3426 0.130 Uiso 1 1 calc R
H75C H 0.6557 0.0773 0.3735 0.130 Uiso 1 1 calc R
N1 N 0.87341(14) 0.64815(9) 0.27748(7) 0.0339(3) Uani 1 1 d .
H76 H 0.9486 0.6397 0.2659 0.041 Uiso 1 1 calc R
N2 N 0.33327(14) 0.57891(9) 0.23293(7) 0.0357(4) Uani 1 1 d .
H77 H 0.4195 0.5830 0.2455 0.043 Uiso 1 1 calc R
N3 N 0.94313(15) 0.15276(9) 0.26996(7) 0.0389(4) Uani 1 1 d .
H78 H 0.9048 0.1688 0.2380 0.047 Uiso 1 1 calc R
O1 O 0.98808(14) 0.96055(8) 0.32001(7) 0.0498(4) Uani 1 1 d .
H1 H 0.9639 1.0032 0.3278 0.075 Uiso 1 1 calc R
O2 O 0.64943(13) 0.63894(9) 0.24372(6) 0.0525(4) Uani 1 1 d .
O3 O 0.01890(15) 0.27357(9) 0.18569(7) 0.0571(4) Uani 1 1 d .
H3 H 0.0737 0.2505 0.1697 0.086 Uiso 1 1 calc R
O4 O 0.13312(14) 0.59120(9) 0.26565(7) 0.0566(4) Uani 1 1 d .
O5 O 0.96547(18) -0.09532(9) 0.17853(7) 0.0655(4) Uani 1 1 d .
H5 H 0.9979 -0.0639 0.2168 0.098 Uiso 1 1 calc R
O6 O 0.91425(15) 0.10504(9) 0.36266(7) 0.0572(4) Uani 1 1 d .
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
O1 C1 C6 109.16(14) .
O1 C1 C7 108.95(15) .
C6 C1 C7 111.95(16) .
O1 C1 C2 105.99(14) .
C6 C1 C2 110.98(15) .
C7 C1 C2 109.62(15) .
C3 C2 C8 111.24(14) .
C3 C2 C1 112.72(14) .
C8 C2 C1 113.89(14) .
C3 C2 H2 106.1 .
C8 C2 H2 106.1 .
C1 C2 H2 106.1 .
C14 C3 C4 122.92(16) .
C14 C3 C2 120.70(15) .
C4 C3 C2 116.38(15) .
C3 C4 C5 113.25(15) .
C3 C4 H4A 108.9 .
C5 C4 H4A 108.9 .
C3 C4 H4B 108.9 .
C5 C4 H4B 108.9 .
H4A C4 H4B 107.7 .
C4 C5 C6 112.69(16) .
C4 C5 H5A 109.1 .
C6 C5 H5A 109.1 .
C4 C5 H5B 109.1 .
C6 C5 H5B 109.1 .
H5A C5 H5B 107.8 .
C1 C6 C5 111.86(15) .
C1 C6 H6A 109.2 .
C5 C6 H6A 109.2 .
C1 C6 H6B 109.2 .
C5 C6 H6B 109.2 .
H6A C6 H6B 107.9 .
C1 C7 H7A 109.5 .
C1 C7 H7B 109.5 .
H7A C7 H7B 109.5 .
C1 C7 H7C 109.5 .
H7A C7 H7C 109.5 .
H7B C7 H7C 109.5 .
C9 C8 C13 116.60(19) .
C9 C8 C2 118.86(17) .
C13 C8 C2 124.53(17) .
C10 C9 C8 121.7(2) .
C10 C9 H9 119.1 .
C8 C9 H9 119.1 .
C11 C10 C9 120.9(2) .
C11 C10 H10 119.6 .
C9 C10 H10 119.6 .
C10 C11 C12 118.8(2) .
C10 C11 H11 120.6 .
C12 C11 H11 120.6 .
C11 C12 C13 120.3(2) .
C11 C12 H12 119.9 .
C13 C12 H12 119.9 .
C12 C13 C8 121.7(2) .
C12 C13 H13 119.1 .
C8 C13 H13 119.1 .
C3 C14 N1 119.31(15) .
C3 C14 C15 126.51(15) .
N1 C14 C15 114.18(14) .
C16 C15 C20 116.83(17) .
C16 C15 C14 121.56(16) .
C20 C15 C14 121.51(16) .
C17 C16 C15 121.3(2) .
C17 C16 H16 119.4 .
C15 C16 H16 119.4 .
C16 C17 C18 121.1(2) .
C16 C17 H17 119.5 .
C18 C17 H17 119.5 .
C19 C18 C17 119.1(2) .
C19 C18 H18 120.4 .
C17 C18 H18 120.4 .
C18 C19 C20 120.4(2) .
C18 C19 H19 119.8 .
C20 C19 H19 119.8 .
C19 C20 C15 121.3(2) .
C19 C20 H20 119.3 .
C15 C20 H20 119.3 .
O2 C21 O2 0.00(12) 1
O2 C21 N1 120.93(16) 1
O2 C21 N1 120.93(16) .
O2 C21 C22 120.04(16) 1
O2 C21 C22 120.04(16) .
N1 C21 C22 119.03(16) .
C21 C22 C25 114.38(15) .
C21 C22 C24 106.95(17) .
C25 C22 C24 110.34(18) .
C21 C22 C23 106.82(16) .
C25 C22 C23 108.39(18) .
C24 C22 C23 109.86(18) .
C22 C23 H23A 109.5 .
C22 C23 H23B 109.5 .
H23A C23 H23B 109.5 .
C22 C23 H23C 109.5 .
H23A C23 H23C 109.5 .
H23B C23 H23C 109.5 .
C22 C24 H24A 109.5 .
C22 C24 H24B 109.5 .
H24A C24 H24B 109.5 .
C22 C24 H24C 109.5 .
H24A C24 H24C 109.5 .
H24B C24 H24C 109.5 .
C22 C25 H25A 109.5 .
C22 C25 H25B 109.5 .
H25A C25 H25B 109.5 .
C22 C25 H25C 109.5 .
H25A C25 H25C 109.5 .
H25B C25 H25C 109.5 .
O3 C26 C32 104.28(15) .
O3 C26 C31 109.51(15) .
C32 C26 C31 110.50(17) .
O3 C26 C27 109.46(14) .
C32 C26 C27 109.71(16) .
C31 C26 C27 113.01(15) .
C28 C27 C33 110.49(14) .
C28 C27 C26 112.59(14) .
C33 C27 C26 115.07(15) .
C28 C27 H27 106.0 .
C33 C27 H27 106.0 .
C26 C27 H27 106.0 .
C39 C28 C29 122.88(16) .
C39 C28 C27 122.04(15) .
C29 C28 C27 115.08(15) .
C28 C29 C30 112.49(16) .
C28 C29 H29A 109.1 .
C30 C29 H29A 109.1 .
C28 C29 H29B 109.1 .
C30 C29 H29B 109.1 .
H29A C29 H29B 107.8 .
C31 C30 C29 112.32(16) .
C31 C30 H30A 109.1 .
C29 C30 H30A 109.1 .
C31 C30 H30B 109.1 .
C29 C30 H30B 109.1 .
H30A C30 H30B 107.9 .
C30 C31 C26 112.40(16) .
C30 C31 H31A 109.1 .
C26 C31 H31A 109.1 .
C30 C31 H31B 109.1 .
C26 C31 H31B 109.1 .
H31A C31 H31B 107.9 .
C26 C32 H32A 109.5 .
C26 C32 H32B 109.5 .
H32A C32 H32B 109.5 .
C26 C32 H32C 109.5 .
H32A C32 H32C 109.5 .
H32B C32 H32C 109.5 .
C38 C33 C34 115.65(19) .
C38 C33 C27 118.87(17) .
C34 C33 C27 125.48(17) .
C35 C34 C33 121.8(2) .
C35 C34 H34 119.1 .
C33 C34 H34 119.1 .
C36 C35 C34 120.9(2) .
C36 C35 H35 119.5 .
C34 C35 H35 119.5 .
C35 C36 C37 118.7(2) .
C35 C36 H36 120.7 .
C37 C36 H36 120.7 .
C36 C37 C38 120.7(2) .
C36 C37 H37 119.7 .
C38 C37 H37 119.7 .
C37 C38 C33 122.2(2) .
C37 C38 H38 118.9 .
C33 C38 H38 118.9 .
C28 C39 N2 120.62(15) .
C28 C39 C40 125.68(15) .
N2 C39 C40 113.70(14) .
C45 C40 C41 117.76(18) .
C45 C40 C39 120.58(17) .
C41 C40 C39 121.61(17) .
C42 C41 C40 121.5(2) .
C42 C41 H41 119.3 .
C40 C41 H41 119.3 .
C43 C42 C41 120.2(2) .
C43 C42 H42 119.9 .
C41 C42 H42 119.9 .
C42 C43 C44 119.5(2) .
C42 C43 H43 120.2 .
C44 C43 H43 120.2 .
C45 C44 C43 120.6(2) .
C45 C44 H44 119.7 .
C43 C44 H44 119.7 .
C44 C45 C40 120.5(2) .
C44 C45 H45 119.7 .
C40 C45 H45 119.7 .
O4 C46 N2 121.08(16) .
O4 C46 C47 121.71(16) .
N2 C46 C47 117.16(15) .
C50 C47 C48 109.77(19) .
C50 C47 C49 109.04(18) .
C48 C47 C49 109.60(19) .
C50 C47 C46 109.36(16) .
C48 C47 C46 107.59(16) .
C49 C47 C46 111.46(15) .
C47 C48 H48A 109.5 .
C47 C48 H48B 109.5 .
H48A C48 H48B 109.5 .
C47 C48 H48C 109.5 .
H48A C48 H48C 109.5 .
H48B C48 H48C 109.5 .
C47 C49 H49A 109.5 .
C47 C49 H49B 109.5 .
H49A C49 H49B 109.5 .
C47 C49 H49C 109.5 .
H49A C49 H49C 109.5 .
H49B C49 H49C 109.5 .
C47 C50 H50A 109.5 .
C47 C50 H50B 109.5 .
H50A C50 H50B 109.5 .
C47 C50 H50C 109.5 .
H50A C50 H50C 109.5 .
H50B C50 H50C 109.5 .
O5 C51 C57 105.04(18) .
O5 C51 C56 110.00(18) .
C57 C51 C56 109.26(18) .
O5 C51 C52 111.70(16) .
C57 C51 C52 111.17(18) .
C56 C51 C52 109.58(18) .
C58 C52 C53 120.41(16) .
C58 C52 C51 112.09(16) .
C53 C52 C51 110.03(15) .
C58 C52 H52 104.2 .
C53 C52 H52 104.2 .
C51 C52 H52 104.2 .
C64 C53 C54 120.25(17) .
C64 C53 C52 129.47(17) .
C54 C53 C52 110.25(16) .
C53 C54 C55 111.23(18) .
C53 C54 H54A 109.4 .
C55 C54 H54A 109.4 .
C53 C54 H54B 109.4 .
C55 C54 H54B 109.4 .
H54A C54 H54B 108.0 .
C54 C55 C56 109.48(19) .
C54 C55 H55A 109.8 .
C56 C55 H55A 109.8 .
C54 C55 H55B 109.8 .
C56 C55 H55B 109.8 .
H55A C55 H55B 108.2 .
C55 C56 C51 112.93(18) .
C55 C56 H56A 109.0 .
C51 C56 H56A 109.0 .
C55 C56 H56B 109.0 .
C51 C56 H56B 109.0 .
H56A C56 H56B 107.8 .
C51 C57 H57A 109.5 .
C51 C57 H57B 109.5 .
H57A C57 H57B 109.5 .
C51 C57 H57C 109.5 .
H57A C57 H57C 109.5 .
H57B C57 H57C 109.5 .
C59 C58 C63 117.5(2) .
C59 C58 C52 118.91(18) .
C63 C58 C52 123.43(18) .
C58 C59 C60 121.5(2) .
C58 C59 H59 119.3 .
C60 C59 H59 119.3 .
C61 C60 C59 120.2(3) .
C61 C60 H60 119.9 .
C59 C60 H60 119.9 .
C60 C61 C62 119.2(3) .
C60 C61 H61 120.4 .
C62 C61 H61 120.4 .
C61 C62 C63 121.3(3) .
C61 C62 H62 119.4 .
C63 C62 H62 119.4 .
C62 C63 C58 120.3(2) .
C62 C63 H63 119.9 .
C58 C63 H63 119.9 .
C53 C64 N3 123.73(16) .
C53 C64 C65 122.74(16) .
N3 C64 C65 113.20(15) .
C70 C65 C66 118.82(18) .
C70 C65 C64 119.15(17) .
C66 C65 C64 122.03(18) .
C65 C66 C67 119.8(2) .
C65 C66 H66 120.1 .
C67 C66 H66 120.1 .
C68 C67 C66 120.3(2) .
C68 C67 H67 119.9 .
C66 C67 H67 119.9 .
C69 C68 C67 120.1(2) .
C69 C68 H68 120.0 .
C67 C68 H68 120.0 .
C68 C69 C70 120.4(2) .
C68 C69 H69 119.8 .
C70 C69 H69 119.8 .
C69 C70 C65 120.6(2) .
C69 C70 H70 119.7 .
C65 C70 H70 119.7 .
O6 C71 N3 120.96(17) .
O6 C71 C72 119.55(17) .
N3 C71 C72 119.48(16) .
C74 C72 C73 111.0(2) .
C74 C72 C71 107.47(17) .
C73 C72 C71 114.30(17) .
C74 C72 C75 109.1(2) .
C73 C72 C75 107.8(2) .
C71 C72 C75 106.96(17) .
C72 C73 H73A 109.5 .
C72 C73 H73B 109.5 .
H73A C73 H73B 109.5 .
C72 C73 H73C 109.5 .
H73A C73 H73C 109.5 .
H73B C73 H73C 109.5 .
C72 C74 H74A 109.5 .
C72 C74 H74B 109.5 .
H74A C74 H74B 109.5 .
C72 C74 H74C 109.5 .
H74A C74 H74C 109.5 .
H74B C74 H74C 109.5 .
C72 C75 H75A 109.5 .
C72 C75 H75B 109.5 .
H75A C75 H75B 109.5 .
C72 C75 H75C 109.5 .
H75A C75 H75C 109.5 .
H75B C75 H75C 109.5 .
C21 N1 C14 121.16(14) .
C21 N1 H76 119.4 .
C14 N1 H76 119.4 .
C46 N2 C39 122.37(14) .
C46 N2 H77 118.8 .
C39 N2 H77 118.8 .
C71 N3 C64 122.79(15) .
C71 N3 H78 118.6 .
C64 N3 H78 118.6 .
C1 O1 H1 109.5 .
O2 O2 C21 0(10) 1
C26 O3 H3 109.5 .
C51 O5 H5 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.442(2) .
C1 C6 1.520(2) .
C1 C7 1.522(3) .
C1 C2 1.546(3) .
C2 C3 1.526(2) .
C2 C8 1.527(3) .
C2 H2 0.9800 .
C3 C14 1.343(2) .
C3 C4 1.513(2) .
C4 C5 1.525(3) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 C6 1.531(3) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
C8 C9 1.381(3) .
C8 C13 1.390(3) .
C9 C10 1.378(3) .
C9 H9 0.9300 .
C10 C11 1.369(3) .
C10 H10 0.9300 .
C11 C12 1.371(3) .
C11 H11 0.9300 .
C12 C13 1.384(3) .
C12 H12 0.9300 .
C13 H13 0.9300 .
C14 N1 1.442(2) .
C14 C15 1.485(2) .
C15 C16 1.388(3) .
C15 C20 1.391(2) .
C16 C17 1.365(3) .
C16 H16 0.9300 .
C17 C18 1.369(3) .
C17 H17 0.9300 .
C18 C19 1.361(3) .
C18 H18 0.9300 .
C19 C20 1.380(3) .
C19 H19 0.9300 .
C20 H20 0.9300 .
C21 O2 1.229(2) 1
C21 O2 1.229(2) .
C21 N1 1.351(2) .
C21 C22 1.519(2) .
C22 C25 1.519(3) .
C22 C24 1.522(3) .
C22 C23 1.534(3) .
C23 H23A 0.9600 .
C23 H23B 0.9600 .
C23 H23C 0.9600 .
C24 H24A 0.9600 .
C24 H24B 0.9600 .
C24 H24C 0.9600 .
C25 H25A 0.9600 .
C25 H25B 0.9600 .
C25 H25C 0.9600 .
C26 O3 1.445(2) .
C26 C32 1.519(3) .
C26 C31 1.524(3) .
C26 C27 1.552(3) .
C27 C28 1.523(2) .
C27 C33 1.526(3) .
C27 H27 0.9800 .
C28 C39 1.338(2) .
C28 C29 1.513(2) .
C29 C30 1.523(3) .
C29 H29A 0.9700 .
C29 H29B 0.9700 .
C30 C31 1.522(3) .
C30 H30A 0.9700 .
C30 H30B 0.9700 .
C31 H31A 0.9700 .
C31 H31B 0.9700 .
C32 H32A 0.9600 .
C32 H32B 0.9600 .
C32 H32C 0.9600 .
C33 C38 1.376(3) .
C33 C34 1.388(3) .
C34 C35 1.375(3) .
C34 H34 0.9300 .
C35 C36 1.353(3) .
C35 H35 0.9300 .
C36 C37 1.358(3) .
C36 H36 0.9300 .
C37 C38 1.375(3) .
C37 H37 0.9300 .
C38 H38 0.9300 .
C39 N2 1.435(2) .
C39 C40 1.484(2) .
C40 C45 1.383(3) .
C40 C41 1.389(3) .
C41 C42 1.372(3) .
C41 H41 0.9300 .
C42 C43 1.359(4) .
C42 H42 0.9300 .
C43 C44 1.382(4) .
C43 H43 0.9300 .
C44 C45 1.374(3) .
C44 H44 0.9300 .
C45 H45 0.9300 .
C46 O4 1.222(2) .
C46 N2 1.356(2) .
C46 C47 1.526(2) .
C47 C50 1.508(3) .
C47 C48 1.520(3) .
C47 C49 1.526(3) .
C48 H48A 0.9600 .
C48 H48B 0.9600 .
C48 H48C 0.9600 .
C49 H49A 0.9600 .
C49 H49B 0.9600 .
C49 H49C 0.9600 .
C50 H50A 0.9600 .
C50 H50B 0.9600 .
C50 H50C 0.9600 .
C51 O5 1.421(2) .
C51 C57 1.520(3) .
C51 C56 1.521(3) .
C51 C52 1.574(3) .
C52 C58 1.517(3) .
C52 C53 1.523(3) .
C52 H52 0.9800 .
C53 C64 1.344(3) .
C53 C54 1.511(3) .
C54 C55 1.518(3) .
C54 H54A 0.9700 .
C54 H54B 0.9700 .
C55 C56 1.518(3) .
C55 H55A 0.9700 .
C55 H55B 0.9700 .
C56 H56A 0.9700 .
C56 H56B 0.9700 .
C57 H57A 0.9600 .
C57 H57B 0.9600 .
C57 H57C 0.9600 .
C58 C59 1.379(3) .
C58 C63 1.388(3) .
C59 C60 1.382(3) .
C59 H59 0.9300 .
C60 C61 1.361(4) .
C60 H60 0.9300 .
C61 C62 1.362(4) .
C61 H61 0.9300 .
C62 C63 1.381(3) .
C62 H62 0.9300 .
C63 H63 0.9300 .
C64 N3 1.425(2) .
C64 C65 1.498(3) .
C65 C70 1.384(3) .
C65 C66 1.386(3) .
C66 C67 1.392(3) .
C66 H66 0.9300 .
C67 C68 1.371(3) .
C67 H67 0.9300 .
C68 C69 1.359(3) .
C68 H68 0.9300 .
C69 C70 1.378(3) .
C69 H69 0.9300 .
C70 H70 0.9300 .
C71 O6 1.233(2) .
C71 N3 1.339(2) .
C71 C72 1.521(3) .
C72 C74 1.508(3) .
C72 C73 1.515(3) .
C72 C75 1.539(3) .
C73 H73A 0.9600 .
C73 H73B 0.9600 .
C73 H73C 0.9600 .
C74 H74A 0.9600 .
C74 H74B 0.9600 .
C74 H74C 0.9600 .
C75 H75A 0.9600 .
C75 H75B 0.9600 .
C75 H75C 0.9600 .
N1 H76 0.8600 .
N2 H77 0.8600 .
N3 H78 0.8600 .
O1 H1 0.8200 .
O2 O2 0.000(4) 1
O3 H3 0.8200 .
O5 H5 0.8200 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O6 0.82 1.95 2.7614(19) 170.1 1_565
N3 H78 O3 0.86 2.36 2.9580(19) 126.5 1_655
N2 H77 O2 0.86 2.25 3.0309(19) 150.3 1
N1 H76 O4 0.86 2.24 3.0595(19) 158.6 1_655
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_4
O1 C1 C2 C3 169.00(14) . .
C6 C1 C2 C3 50.61(19) . .
C7 C1 C2 C3 -73.56(18) . .
O1 C1 C2 C8 41.05(19) . .
C6 C1 C2 C8 -77.34(19) . .
C7 C1 C2 C8 158.49(15) . .
C8 C2 C3 C14 -94.98(19) . .
C1 C2 C3 C14 135.69(17) . .
C8 C2 C3 C4 84.69(19) . .
C1 C2 C3 C4 -44.6(2) . .
C14 C3 C4 C5 -137.35(18) . .
C2 C3 C4 C5 43.0(2) . .
C3 C4 C5 C6 -47.6(2) . .
O1 C1 C6 C5 -173.07(16) . .
C7 C1 C6 C5 66.2(2) . .
C2 C1 C6 C5 -56.6(2) . .
C4 C5 C6 C1 55.6(2) . .
C3 C2 C8 C9 126.80(18) . .
C1 C2 C8 C9 -104.5(2) . .
C3 C2 C8 C13 -52.2(2) . .
C1 C2 C8 C13 76.5(2) . .
C13 C8 C9 C10 -0.8(3) . .
C2 C8 C9 C10 -179.86(19) . .
C8 C9 C10 C11 0.3(4) . .
C9 C10 C11 C12 0.8(4) . .
C10 C11 C12 C13 -1.4(4) . .
C11 C12 C13 C8 0.9(4) . .
C9 C8 C13 C12 0.2(3) . .
C2 C8 C13 C12 179.2(2) . .
C4 C3 C14 N1 169.91(15) . .
C2 C3 C14 N1 -10.4(2) . .
C4 C3 C14 C15 -11.0(3) . .
C2 C3 C14 C15 168.67(16) . .
C3 C14 C15 C16 144.3(2) . .
N1 C14 C15 C16 -36.5(2) . .
C3 C14 C15 C20 -39.5(3) . .
N1 C14 C15 C20 139.67(17) . .
C20 C15 C16 C17 1.3(3) . .
C14 C15 C16 C17 177.7(2) . .
C15 C16 C17 C18 -0.7(4) . .
C16 C17 C18 C19 -0.2(4) . .
C17 C18 C19 C20 0.4(4) . .
C18 C19 C20 C15 0.3(3) . .
C16 C15 C20 C19 -1.1(3) . .
C14 C15 C20 C19 -177.49(19) . .
O2 C21 C22 C25 174.02(18) 1 .
O2 C21 C22 C25 174.02(18) . .
N1 C21 C22 C25 -5.3(3) . .
O2 C21 C22 C24 -63.5(2) 1 .
O2 C21 C22 C24 -63.5(2) . .
N1 C21 C22 C24 117.14(19) . .
O2 C21 C22 C23 54.1(2) 1 .
O2 C21 C22 C23 54.1(2) . .
N1 C21 C22 C23 -125.27(18) . .
O3 C26 C27 C28 169.23(15) . .
C32 C26 C27 C28 -76.91(19) . .
C31 C26 C27 C28 46.9(2) . .
O3 C26 C27 C33 41.4(2) . .
C32 C26 C27 C33 155.28(16) . .
C31 C26 C27 C33 -80.91(19) . .
C33 C27 C28 C39 -95.8(2) . .
C26 C27 C28 C39 134.03(18) . .
C33 C27 C28 C29 84.03(19) . .
C26 C27 C28 C29 -46.2(2) . .
C39 C28 C29 C30 -131.03(19) . .
C27 C28 C29 C30 49.2(2) . .
C28 C29 C30 C31 -52.4(2) . .
C29 C30 C31 C26 54.2(2) . .
O3 C26 C31 C30 -173.69(16) . .
C32 C26 C31 C30 72.0(2) . .
C27 C26 C31 C30 -51.4(2) . .
C28 C27 C33 C38 107.1(2) . .
C26 C27 C33 C38 -124.05(19) . .
C28 C27 C33 C34 -72.1(2) . .
C26 C27 C33 C34 56.7(2) . .
C38 C33 C34 C35 1.2(3) . .
C27 C33 C34 C35 -179.6(2) . .
C33 C34 C35 C36 -1.3(4) . .
C34 C35 C36 C37 -0.3(4) . .
C35 C36 C37 C38 2.0(4) . .
C36 C37 C38 C33 -2.1(4) . .
C34 C33 C38 C37 0.5(3) . .
C27 C33 C38 C37 -178.8(2) . .
C29 C28 C39 N2 172.83(16) . .
C27 C28 C39 N2 -7.4(3) . .
C29 C28 C39 C40 -7.7(3) . .
C27 C28 C39 C40 172.10(16) . .
C28 C39 C40 C45 138.0(2) . .
N2 C39 C40 C45 -42.5(2) . .
C28 C39 C40 C41 -44.5(3) . .
N2 C39 C40 C41 134.96(17) . .
C45 C40 C41 C42 -1.4(3) . .
C39 C40 C41 C42 -178.90(17) . .
C40 C41 C42 C43 0.8(3) . .
C41 C42 C43 C44 -0.2(4) . .
C42 C43 C44 C45 0.2(4) . .
C43 C44 C45 C40 -0.8(4) . .
C41 C40 C45 C44 1.4(3) . .
C39 C40 C45 C44 178.93(19) . .
O4 C46 C47 C50 -13.5(3) . .
N2 C46 C47 C50 169.12(18) . .
O4 C46 C47 C48 105.7(2) . .
N2 C46 C47 C48 -71.7(2) . .
O4 C46 C47 C49 -134.1(2) . .
N2 C46 C47 C49 48.5(2) . .
O5 C51 C52 C58 -69.5(2) . .
C57 C51 C52 C58 47.5(2) . .
C56 C51 C52 C58 168.34(17) . .
O5 C51 C52 C53 67.3(2) . .
C57 C51 C52 C53 -175.71(18) . .
C56 C51 C52 C53 -54.8(2) . .
C58 C52 C53 C64 8.4(3) . .
C51 C52 C53 C64 -124.3(2) . .
C58 C52 C53 C54 -169.45(17) . .
C51 C52 C53 C54 57.9(2) . .
C64 C53 C54 C55 121.6(2) . .
C52 C53 C54 C55 -60.4(2) . .
C53 C54 C55 C56 58.3(2) . .
C54 C55 C56 C51 -56.5(3) . .
O5 C51 C56 C55 -68.2(3) . .
C57 C51 C56 C55 176.9(2) . .
C52 C51 C56 C55 54.9(3) . .
C53 C52 C58 C59 104.1(2) . .
C51 C52 C58 C59 -124.12(19) . .
C53 C52 C58 C63 -80.2(3) . .
C51 C52 C58 C63 51.6(2) . .
C63 C58 C59 C60 -0.8(3) . .
C52 C58 C59 C60 175.2(2) . .
C58 C59 C60 C61 -0.5(4) . .
C59 C60 C61 C62 0.4(4) . .
C60 C61 C62 C63 0.8(4) . .
C61 C62 C63 C58 -2.1(4) . .
C59 C58 C63 C62 2.0(3) . .
C52 C58 C63 C62 -173.8(2) . .
C54 C53 C64 N3 169.14(16) . .
C52 C53 C64 N3 -8.5(3) . .
C54 C53 C64 C65 -3.8(3) . .
C52 C53 C64 C65 178.62(17) . .
C53 C64 C65 C70 117.3(2) . .
N3 C64 C65 C70 -56.3(2) . .
C53 C64 C65 C66 -61.7(3) . .
N3 C64 C65 C66 124.69(19) . .
C70 C65 C66 C67 -1.8(3) . .
C64 C65 C66 C67 177.27(17) . .
C65 C66 C67 C68 -0.2(3) . .
C66 C67 C68 C69 1.5(4) . .
C67 C68 C69 C70 -0.7(4) . .
C68 C69 C70 C65 -1.3(4) . .
C66 C65 C70 C69 2.5(3) . .
C64 C65 C70 C69 -176.6(2) . .
O6 C71 C72 C74 63.8(3) . .
N3 C71 C72 C74 -114.9(2) . .
O6 C71 C72 C73 -172.56(19) . .
N3 C71 C72 C73 8.7(3) . .
O6 C71 C72 C75 -53.3(2) . .
N3 C71 C72 C75 128.0(2) . .
O2 C21 N1 C14 -6.5(2) 1 .
O2 C21 N1 C14 -6.5(2) . .
C22 C21 N1 C14 172.83(15) . .
C3 C14 N1 C21 -86.0(2) . .
C15 C14 N1 C21 94.79(18) . .
O4 C46 N2 C39 1.5(3) . .
C47 C46 N2 C39 178.88(15) . .
C28 C39 N2 C46 -80.7(2) . .
C40 C39 N2 C46 99.74(18) . .
O6 C71 N3 C64 -11.6(3) . .
C72 C71 N3 C64 167.13(17) . .
C53 C64 N3 C71 131.19(19) . .
C65 C64 N3 C71 -55.3(2) . .
N1 C21 O2 O2 0(100) . 1
C22 C21 O2 O2 0.0(5) . 1
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139039506
