#------------------------------------------------------------------------------
#$Date: 2024-10-06 08:18:47 +0300 (Sun, 06 Oct 2024) $
#$Revision: 295109 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/36/7133630.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_7133630
loop_
_publ_author_name
'Zhang, Yi'
'Yan, Huihui'
'Zhao, Peng'
'Chen, Rener'
'Fang, Weiwei'
'Wang, Lei'
'Ma, Yongmin'
_publ_section_title
;
 Eco-friendly α,β-C(sp³)-H difunctionalization of
 tertiary amines via sequential [1,5]-hydride transfer and
 hetero-Diels-Alder cyclization.
;
_journal_issue                   77
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              10712
_journal_page_last               10715
_journal_paper_doi               10.1039/d4cc02858a
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C38 H44 N3 O'
_chemical_formula_sum            'C30 H40 N2 O2'
_chemical_formula_weight         460.64
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-05-11
_audit_creation_method
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6427)
;
_audit_update_record
;
2023-11-09 deposited with the CCDC.	2024-08-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.013(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.2032(10)
_cell_length_b                   16.3569(13)
_cell_length_c                   14.4981(11)
_cell_measurement_reflns_used    5930
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      21.735
_cell_measurement_theta_min      2.385
_cell_volume                     3126.7(4)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_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  0.0743
_diffrn_reflns_av_unetI/netI     0.0464
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            59745
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.371
_diffrn_reflns_theta_min         1.878
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.061
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9012
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0704 before and 0.0647 after correction.
The Ratio of minimum to maximum transmission is 0.9012.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    0.979
_exptl_crystal_description       block
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.627
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         7800
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.1232
_refine_ls_R_factor_gt           0.0674
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1162P)²+0.7635P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1880
_refine_ls_wR_factor_ref         0.2326
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4336
_reflns_number_total             7800
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc02858a2.cif
_cod_data_source_block           mo230510a
_cod_depositor_comments
'Adding full bibliography for 7133630--7133631.cif.'
_cod_database_code               7133630
_shelx_shelxl_version_number     2014/7
_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   0.993
_shelx_estimated_absorpt_t_min   0.991
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 N3(H3), C4(H4), C5(H5), C16(H16)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C23(H23A,H23B), C24(H24A,H24B),
 C25(H25A,H25B), C26(H26A,H26B), C27(H27A,H27B), C34(H34A,H34B), C35(H35A,H35B),
  C36(H36A,H36B), C37(H37A,H37B), C38(H38A,H38B)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C10(H10), C11(H11), C13(H13), C14(H14), C18(H18), C19(H19),
 C20(H20), C21(H21), C29(H29), C30(H30), C31(H31), C32(H32)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'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_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
O1 O 0.32500(11) 0.42080(10) 0.56779(10) 0.0472(4) Uani 1 1 d . . . . .
N1 N 0.14719(14) 0.42839(11) 0.54905(12) 0.0428(4) Uani 1 1 d . . . . .
N2 N 0.15829(14) 0.54395(11) 0.86489(13) 0.0449(5) Uani 1 1 d . . . . .
N3 N -0.01325(17) 0.25566(15) 0.70849(15) 0.0639(6) Uani 1 1 d . . . . .
H3 H 0.0017 0.2000 0.6883 0.077 Uiso 1 1 calc R U . . .
C1 C 0.1482(2) 0.49807(15) 0.48561(17) 0.0537(6) Uani 1 1 d . . . . .
H1A H 0.0876 0.4970 0.4447 0.064 Uiso 1 1 calc R U . . .
H1B H 0.2067 0.4942 0.4481 0.064 Uiso 1 1 calc R U . . .
C2 C 0.1523(2) 0.57772(15) 0.53890(18) 0.0600(7) Uani 1 1 d . . . . .
H2A H 0.0890 0.5852 0.5688 0.072 Uiso 1 1 calc R U . . .
H2B H 0.1596 0.6227 0.4961 0.072 Uiso 1 1 calc R U . . .
C3 C 0.2397(2) 0.57992(14) 0.61147(17) 0.0506(6) Uani 1 1 d . . . . .
H3A H 0.3038 0.5800 0.5817 0.061 Uiso 1 1 calc R U . . .
H3B H 0.2359 0.6293 0.6482 0.061 Uiso 1 1 calc R U . . .
C4 C 0.23313(16) 0.50523(13) 0.67308(14) 0.0390(5) Uani 1 1 d . . . . .
H4 H 0.1688 0.5084 0.7037 0.047 Uiso 1 1 calc R U . . .
C5 C 0.31883(16) 0.49869(13) 0.74891(14) 0.0371(5) Uani 1 1 d . . . . .
H5 H 0.3305 0.5533 0.7751 0.044 Uiso 1 1 calc R U . . .
C6 C 0.41595(16) 0.47128(13) 0.70635(15) 0.0388(5) Uani 1 1 d . . . . .
C7 C 0.51253(17) 0.48255(13) 0.75349(16) 0.0414(5) Uani 1 1 d . . . . .
C8 C 0.52372(18) 0.51701(14) 0.84265(17) 0.0486(6) Uani 1 1 d . . . . .
H8 H 0.4661 0.5332 0.8720 0.058 Uiso 1 1 calc R U . . .
C9 C 0.6162(2) 0.52732(17) 0.88704(19) 0.0607(7) Uani 1 1 d . . . . .
H9 H 0.6211 0.5505 0.9457 0.073 Uiso 1 1 calc R U . . .
C10 C 0.7046(2) 0.50289(19) 0.8440(2) 0.0663(8) Uani 1 1 d . . . . .
H10 H 0.7678 0.5099 0.8743 0.080 Uiso 1 1 calc R U . . .
C11 C 0.6974(2) 0.46927(17) 0.7586(2) 0.0605(7) Uani 1 1 d . . . . .
H11 H 0.7562 0.4534 0.7309 0.073 Uiso 1 1 calc R U . . .
C12 C 0.60254(17) 0.45784(15) 0.71089(17) 0.0469(5) Uani 1 1 d . . . . .
C13 C 0.59328(18) 0.42282(16) 0.62158(18) 0.0530(6) Uani 1 1 d . . . . .
H13 H 0.6514 0.4063 0.5932 0.064 Uiso 1 1 calc R U . . .
C14 C 0.50182(18) 0.41287(16) 0.57672(17) 0.0511(6) Uani 1 1 d . . . . .
H14 H 0.4976 0.3908 0.5175 0.061 Uiso 1 1 calc R U . . .
C15 C 0.41254(16) 0.43595(13) 0.61983(15) 0.0402(5) Uani 1 1 d . . . . .
C16 C 0.23093(15) 0.42875(13) 0.61577(14) 0.0390(5) Uani 1 1 d . . . . .
H16 H 0.2246 0.3816 0.6568 0.047 Uiso 1 1 calc R U . . .
C17 C 0.28564(16) 0.44251(13) 0.82623(14) 0.0386(5) Uani 1 1 d . . . . .
C18 C 0.32880(18) 0.36662(13) 0.84156(16) 0.0454(5) Uani 1 1 d . . . . .
H18 H 0.3825 0.3507 0.8066 0.054 Uiso 1 1 calc R U . . .
C19 C 0.2947(2) 0.31322(15) 0.90750(17) 0.0539(6) Uani 1 1 d . . . . .
H19 H 0.3262 0.2628 0.9170 0.065 Uiso 1 1 calc R U . . .
C20 C 0.2143(2) 0.33501(17) 0.95867(18) 0.0594(7) Uani 1 1 d . . . . .
H20 H 0.1900 0.2991 1.0021 0.071 Uiso 1 1 calc R U . . .
C21 C 0.1701(2) 0.41089(16) 0.94480(17) 0.0544(6) Uani 1 1 d . . . . .
H21 H 0.1159 0.4258 0.9797 0.065 Uiso 1 1 calc R U . . .
C22 C 0.20449(17) 0.46550(14) 0.88006(14) 0.0419(5) Uani 1 1 d . . . . .
C23 C 0.2016(2) 0.60857(17) 0.9228(2) 0.0672(8) Uani 1 1 d . . . . .
H23A H 0.2750 0.6059 0.9232 0.081 Uiso 1 1 calc R U . . .
H23B H 0.1815 0.6012 0.9857 0.081 Uiso 1 1 calc R U . . .
C24 C 0.1657(3) 0.69153(19) 0.8870(3) 0.0873(10) Uani 1 1 d . . . . .
H24A H 0.1919 0.7339 0.9285 0.105 Uiso 1 1 calc R U . . .
H24B H 0.1920 0.7012 0.8268 0.105 Uiso 1 1 calc R U . . .
C25 C 0.0511(3) 0.6961(2) 0.8796(3) 0.0879(10) Uani 1 1 d . . . . .
H25A H 0.0252 0.6961 0.9409 0.106 Uiso 1 1 calc R U . . .
H25B H 0.0302 0.7466 0.8492 0.106 Uiso 1 1 calc R U . . .
C26 C 0.0078(2) 0.62465(19) 0.8256(3) 0.0826(10) Uani 1 1 d . . . . .
H26A H 0.0250 0.6297 0.7616 0.099 Uiso 1 1 calc R U . . .
H26B H -0.0655 0.6253 0.8275 0.099 Uiso 1 1 calc R U . . .
C27 C 0.0479(2) 0.54443(18) 0.8639(2) 0.0679(8) Uani 1 1 d . . . . .
H27A H 0.0260 0.5368 0.9261 0.082 Uiso 1 1 calc R U . . .
H27B H 0.0211 0.4997 0.8260 0.082 Uiso 1 1 calc R U . . .
C28 C 0.12013(16) 0.35005(14) 0.51194(15) 0.0428(5) Uani 1 1 d . . . . .
C29 C 0.13193(19) 0.33107(18) 0.41999(18) 0.0590(7) Uani 1 1 d . . . . .
H29 H 0.1590 0.3698 0.3813 0.071 Uiso 1 1 calc R U . . .
C30 C 0.1039(2) 0.2553(2) 0.3852(2) 0.0701(8) Uani 1 1 d . . . . .
H30 H 0.1106 0.2440 0.3229 0.084 Uiso 1 1 calc R U . . .
C31 C 0.0667(2) 0.19758(19) 0.4410(2) 0.0693(8) Uani 1 1 d . . . . .
H31 H 0.0496 0.1462 0.4176 0.083 Uiso 1 1 calc R U . . .
C32 C 0.0542(2) 0.21524(17) 0.5322(2) 0.0662(8) Uani 1 1 d . . . . .
H32 H 0.0283 0.1753 0.5701 0.079 Uiso 1 1 calc R U . . .
C33 C 0.07912(19) 0.29080(16) 0.56913(17) 0.0549(6) Uani 1 1 d . . . . .
C34 C 0.0633(3) 0.3069(2) 0.6704(2) 0.0795(10) Uani 1 1 d . . . . .
H34A H 0.1271 0.2984 0.7054 0.095 Uiso 1 1 calc R U . . .
H34B H 0.0442 0.3637 0.6777 0.095 Uiso 1 1 calc R U . . .
C35 C -0.0118(4) 0.2522(3) 0.8071(3) 0.1264(18) Uani 1 1 d . . . . .
H35A H -0.0082 0.3067 0.8334 0.152 Uiso 1 1 calc R U . . .
H35B H 0.0459 0.2208 0.8315 0.152 Uiso 1 1 calc R U . . .
C36 C -0.1084(3) 0.2116(3) 0.8286(3) 0.1144(15) Uani 1 1 d . . . . .
H36A H -0.1346 0.2337 0.8847 0.137 Uiso 1 1 calc R U . . .
H36B H -0.0989 0.1531 0.8359 0.137 Uiso 1 1 calc R U . . .
C37 C -0.1809(3) 0.2309(3) 0.7437(3) 0.1190(15) Uani 1 1 d . . . . .
H37A H -0.2107 0.1810 0.7182 0.143 Uiso 1 1 calc R U . . .
H37B H -0.2349 0.2671 0.7608 0.143 Uiso 1 1 calc R U . . .
C38 C -0.1152(3) 0.2718(3) 0.6744(3) 0.0930(11) Uani 1 1 d . . . . .
H38A H -0.1278 0.2487 0.6133 0.112 Uiso 1 1 calc R U . . .
H38B H -0.1282 0.3301 0.6716 0.112 Uiso 1 1 calc R U . . .
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
_geom_angle_publ_flag
C15 O1 C16 115.83(16) . . ?
C16 N1 C1 112.90(17) . . ?
C28 N1 C1 118.16(18) . . ?
C28 N1 C16 115.32(18) . . ?
C22 N2 C23 114.4(2) . . ?
C22 N2 C27 115.09(19) . . ?
C23 N2 C27 111.5(2) . . ?
C34 N3 H3 105.6 . . ?
C35 N3 H3 105.6 . . ?
C35 N3 C34 115.6(3) . . ?
C35 N3 C38 108.4(3) . . ?
C38 N3 H3 105.6 . . ?
C38 N3 C34 115.1(3) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 C2 110.5(2) . . ?
H1A C1 H1B 108.1 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C1 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
C1 C2 C3 112.3(2) . . ?
H2A C2 H2B 107.9 . . ?
C3 C2 H2A 109.1 . . ?
C3 C2 H2B 109.1 . . ?
C2 C3 H3A 109.9 . . ?
C2 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
C4 C3 C2 108.86(19) . . ?
C4 C3 H3A 109.9 . . ?
C4 C3 H3B 109.9 . . ?
C3 C4 H4 107.6 . . ?
C3 C4 C5 114.41(18) . . ?
C5 C4 H4 107.6 . . ?
C16 C4 C3 110.17(18) . . ?
C16 C4 H4 107.6 . . ?
C16 C4 C5 109.24(17) . . ?
C4 C5 H5 108.0 . . ?
C6 C5 C4 109.55(17) . . ?
C6 C5 H5 108.0 . . ?
C6 C5 C17 113.59(17) . . ?
C17 C5 C4 109.67(16) . . ?
C17 C5 H5 108.0 . . ?
C7 C6 C5 121.29(19) . . ?
C15 C6 C5 120.32(19) . . ?
C15 C6 C7 118.38(19) . . ?
C8 C7 C6 122.6(2) . . ?
C8 C7 C12 117.4(2) . . ?
C12 C7 C6 120.0(2) . . ?
C7 C8 H8 119.0 . . ?
C9 C8 C7 122.1(2) . . ?
C9 C8 H8 119.0 . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 119.9(3) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 C9 120.0(3) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 119.3 . . ?
C10 C11 C12 121.3(2) . . ?
C12 C11 H11 119.3 . . ?
C11 C12 C7 119.2(2) . . ?
C11 C12 C13 122.3(2) . . ?
C13 C12 C7 118.5(2) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 C12 121.4(2) . . ?
C14 C13 H13 119.3 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0(2) . . ?
C15 C14 H14 120.0 . . ?
O1 C15 C6 124.27(19) . . ?
O1 C15 C14 114.03(19) . . ?
C6 C15 C14 121.7(2) . . ?
O1 C16 C4 110.21(16) . . ?
O1 C16 H16 108.7 . . ?
N1 C16 O1 108.91(16) . . ?
N1 C16 C4 111.69(18) . . ?
N1 C16 H16 108.7 . . ?
C4 C16 H16 108.7 . . ?
C18 C17 C5 121.77(19) . . ?
C18 C17 C22 118.1(2) . . ?
C22 C17 C5 120.02(19) . . ?
C17 C18 H18 118.9 . . ?
C17 C18 C19 122.1(2) . . ?
C19 C18 H18 118.9 . . ?
C18 C19 H19 120.1 . . ?
C20 C19 C18 119.8(2) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 120.4 . . ?
C19 C20 C21 119.2(2) . . ?
C21 C20 H20 120.4 . . ?
C20 C21 H21 119.2 . . ?
C20 C21 C22 121.7(2) . . ?
C22 C21 H21 119.2 . . ?
C17 C22 N2 118.94(19) . . ?
C21 C22 N2 121.9(2) . . ?
C21 C22 C17 119.2(2) . . ?
N2 C23 H23A 109.6 . . ?
N2 C23 H23B 109.6 . . ?
N2 C23 C24 110.3(2) . . ?
H23A C23 H23B 108.1 . . ?
C24 C23 H23A 109.6 . . ?
C24 C23 H23B 109.6 . . ?
C23 C24 H24A 109.4 . . ?
C23 C24 H24B 109.4 . . ?
H24A C24 H24B 108.0 . . ?
C25 C24 C23 111.2(3) . . ?
C25 C24 H24A 109.4 . . ?
C25 C24 H24B 109.4 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 108.1 . . ?
C26 C25 C24 110.5(3) . . ?
C26 C25 H25A 109.5 . . ?
C26 C25 H25B 109.5 . . ?
C25 C26 H26A 109.3 . . ?
C25 C26 H26B 109.3 . . ?
C25 C26 C27 111.6(3) . . ?
H26A C26 H26B 108.0 . . ?
C27 C26 H26A 109.3 . . ?
C27 C26 H26B 109.3 . . ?
N2 C27 C26 109.9(2) . . ?
N2 C27 H27A 109.7 . . ?
N2 C27 H27B 109.7 . . ?
C26 C27 H27A 109.7 . . ?
C26 C27 H27B 109.7 . . ?
H27A C27 H27B 108.2 . . ?
C29 C28 N1 121.7(2) . . ?
C29 C28 C33 118.7(2) . . ?
C33 C28 N1 119.6(2) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 C28 120.7(3) . . ?
C30 C29 H29 119.6 . . ?
C29 C30 H30 119.8 . . ?
C31 C30 C29 120.4(3) . . ?
C31 C30 H30 119.8 . . ?
C30 C31 H31 120.2 . . ?
C30 C31 C32 119.7(3) . . ?
C32 C31 H31 120.2 . . ?
C31 C32 H32 119.2 . . ?
C31 C32 C33 121.6(3) . . ?
C33 C32 H32 119.2 . . ?
C28 C33 C34 122.0(2) . . ?
C32 C33 C28 118.8(2) . . ?
C32 C33 C34 119.2(2) . . ?
N3 C34 C33 113.8(2) . . ?
N3 C34 H34A 108.8 . . ?
N3 C34 H34B 108.8 . . ?
C33 C34 H34A 108.8 . . ?
C33 C34 H34B 108.8 . . ?
H34A C34 H34B 107.7 . . ?
N3 C35 H35A 110.7 . . ?
N3 C35 H35B 110.7 . . ?
N3 C35 C36 105.1(3) . . ?
H35A C35 H35B 108.8 . . ?
C36 C35 H35A 110.7 . . ?
C36 C35 H35B 110.7 . . ?
C35 C36 H36A 110.9 . . ?
C35 C36 H36B 110.9 . . ?
C35 C36 C37 104.1(3) . . ?
H36A C36 H36B 108.9 . . ?
C37 C36 H36A 110.9 . . ?
C37 C36 H36B 110.9 . . ?
C36 C37 H37A 110.7 . . ?
C36 C37 H37B 110.7 . . ?
H37A C37 H37B 108.8 . . ?
C38 C37 C36 105.3(3) . . ?
C38 C37 H37A 110.7 . . ?
C38 C37 H37B 110.7 . . ?
N3 C38 C37 104.4(3) . . ?
N3 C38 H38A 110.9 . . ?
N3 C38 H38B 110.9 . . ?
C37 C38 H38A 110.9 . . ?
C37 C38 H38B 110.9 . . ?
H38A C38 H38B 108.9 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C15 1.369(3) . ?
O1 C16 1.461(2) . ?
N1 C1 1.465(3) . ?
N1 C16 1.430(3) . ?
N1 C28 1.428(3) . ?
N2 C22 1.433(3) . ?
N2 C23 1.449(3) . ?
N2 C27 1.456(3) . ?
N3 H3 0.9800 . ?
N3 C34 1.445(3) . ?
N3 C35 1.430(4) . ?
N3 C38 1.434(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.514(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.520(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.519(3) . ?
C4 H4 0.9800 . ?
C4 C5 1.539(3) . ?
C4 C16 1.501(3) . ?
C5 H5 0.9800 . ?
C5 C6 1.520(3) . ?
C5 C17 1.531(3) . ?
C6 C7 1.427(3) . ?
C6 C15 1.380(3) . ?
C7 C8 1.411(3) . ?
C7 C12 1.426(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.360(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.410(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.353(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.411(4) . ?
C12 C13 1.415(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.351(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.414(3) . ?
C16 H16 0.9800 . ?
C17 C18 1.379(3) . ?
C17 C22 1.409(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.387(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.374(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.382(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.389(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.520(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.512(5) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.502(5) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.509(4) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.386(3) . ?
C28 C33 1.402(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.381(4) . ?
C30 H30 0.9300 . ?
C30 C31 1.353(4) . ?
C31 H31 0.9300 . ?
C31 C32 1.373(4) . ?
C32 H32 0.9300 . ?
C32 C33 1.380(4) . ?
C33 C34 1.517(4) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.485(5) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 C37 1.551(6) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 C38 1.517(5) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 53.3(3) . . . . ?
N1 C28 C29 C30 -179.0(2) . . . . ?
N1 C28 C33 C32 -179.5(2) . . . . ?
N1 C28 C33 C34 -0.6(4) . . . . ?
N2 C23 C24 C25 55.6(4) . . . . ?
N3 C35 C36 C37 -26.2(5) . . . . ?
C1 N1 C16 O1 -63.3(2) . . . . ?
C1 N1 C16 C4 58.7(2) . . . . ?
C1 N1 C28 C29 24.5(3) . . . . ?
C1 N1 C28 C33 -154.5(2) . . . . ?
C1 C2 C3 C4 -53.9(3) . . . . ?
C2 C3 C4 C5 178.8(2) . . . . ?
C2 C3 C4 C16 55.3(3) . . . . ?
C3 C4 C5 C6 -75.5(2) . . . . ?
C3 C4 C5 C17 159.23(19) . . . . ?
C3 C4 C16 O1 62.7(2) . . . . ?
C3 C4 C16 N1 -58.5(2) . . . . ?
C4 C5 C6 C7 161.62(18) . . . . ?
C4 C5 C6 C15 -17.2(3) . . . . ?
C4 C5 C17 C18 110.7(2) . . . . ?
C4 C5 C17 C22 -65.1(2) . . . . ?
C5 C4 C16 O1 -63.8(2) . . . . ?
C5 C4 C16 N1 175.02(16) . . . . ?
C5 C6 C7 C8 2.1(3) . . . . ?
C5 C6 C7 C12 -178.60(19) . . . . ?
C5 C6 C15 O1 -1.9(3) . . . . ?
C5 C6 C15 C14 177.4(2) . . . . ?
C5 C17 C18 C19 -175.8(2) . . . . ?
C5 C17 C22 N2 -3.8(3) . . . . ?
C5 C17 C22 C21 174.8(2) . . . . ?
C6 C5 C17 C18 -12.3(3) . . . . ?
C6 C5 C17 C22 171.93(19) . . . . ?
C6 C7 C8 C9 179.9(2) . . . . ?
C6 C7 C12 C11 -179.8(2) . . . . ?
C6 C7 C12 C13 0.4(3) . . . . ?
C7 C6 C15 O1 179.17(19) . . . . ?
C7 C6 C15 C14 -1.5(3) . . . . ?
C7 C8 C9 C10 -0.3(4) . . . . ?
C7 C12 C13 C14 0.2(4) . . . . ?
C8 C7 C12 C11 -0.5(3) . . . . ?
C8 C7 C12 C13 179.8(2) . . . . ?
C8 C9 C10 C11 0.0(4) . . . . ?
C9 C10 C11 C12 0.0(4) . . . . ?
C10 C11 C12 C7 0.2(4) . . . . ?
C10 C11 C12 C13 180.0(3) . . . . ?
C11 C12 C13 C14 -179.6(2) . . . . ?
C12 C7 C8 C9 0.5(3) . . . . ?
C12 C13 C14 C15 -1.4(4) . . . . ?
C13 C14 C15 O1 -178.5(2) . . . . ?
C13 C14 C15 C6 2.2(4) . . . . ?
C15 O1 C16 N1 167.81(17) . . . . ?
C15 O1 C16 C4 45.0(2) . . . . ?
C15 C6 C7 C8 -179.1(2) . . . . ?
C15 C6 C7 C12 0.3(3) . . . . ?
C16 O1 C15 C6 -12.0(3) . . . . ?
C16 O1 C15 C14 168.65(19) . . . . ?
C16 N1 C1 C2 -55.3(3) . . . . ?
C16 N1 C28 C29 -113.4(2) . . . . ?
C16 N1 C28 C33 67.6(3) . . . . ?
C16 C4 C5 C6 48.6(2) . . . . ?
C16 C4 C5 C17 -76.7(2) . . . . ?
C17 C5 C6 C7 -75.4(2) . . . . ?
C17 C5 C6 C15 105.8(2) . . . . ?
C17 C18 C19 C20 1.2(4) . . . . ?
C18 C17 C22 N2 -179.7(2) . . . . ?
C18 C17 C22 C21 -1.1(3) . . . . ?
C18 C19 C20 C21 -1.4(4) . . . . ?
C19 C20 C21 C22 0.4(4) . . . . ?
C20 C21 C22 N2 179.5(2) . . . . ?
C20 C21 C22 C17 0.9(4) . . . . ?
C22 N2 C23 C24 166.8(2) . . . . ?
C22 N2 C27 C26 -166.7(2) . . . . ?
C22 C17 C18 C19 0.1(3) . . . . ?
C23 N2 C22 C17 -92.0(3) . . . . ?
C23 N2 C22 C21 89.5(3) . . . . ?
C23 N2 C27 C26 60.9(3) . . . . ?
C23 C24 C25 C26 -51.8(4) . . . . ?
C24 C25 C26 C27 52.6(4) . . . . ?
C25 C26 C27 N2 -56.7(4) . . . . ?
C27 N2 C22 C17 137.0(2) . . . . ?
C27 N2 C22 C21 -41.5(3) . . . . ?
C27 N2 C23 C24 -60.5(3) . . . . ?
C28 N1 C1 C2 165.8(2) . . . . ?
C28 N1 C16 O1 76.8(2) . . . . ?
C28 N1 C16 C4 -161.28(18) . . . . ?
C28 C29 C30 C31 -1.6(4) . . . . ?
C28 C33 C34 N3 156.6(3) . . . . ?
C29 C28 C33 C32 1.4(4) . . . . ?
C29 C28 C33 C34 -179.7(3) . . . . ?
C29 C30 C31 C32 1.8(5) . . . . ?
C30 C31 C32 C33 -0.3(5) . . . . ?
C31 C32 C33 C28 -1.3(4) . . . . ?
C31 C32 C33 C34 179.8(3) . . . . ?
C32 C33 C34 N3 -24.5(4) . . . . ?
C33 C28 C29 C30 0.0(4) . . . . ?
C34 N3 C35 C36 168.3(4) . . . . ?
C34 N3 C38 C37 -163.1(3) . . . . ?
C35 N3 C34 C33 163.5(4) . . . . ?
C35 N3 C38 C37 -31.9(4) . . . . ?
C35 C36 C37 C38 7.3(5) . . . . ?
C36 C37 C38 N3 14.1(5) . . . . ?
C38 N3 C34 C33 -68.9(4) . . . . ?
C38 N3 C35 C36 37.3(5) . . . . ?
