#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:09:35 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180290 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/04/7150404.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_7150404
loop_
_publ_author_name
'Clayden, Jonathan'
'Westlund, Neil'
'Frampton, Christopher S.'
'Helliwell, Madeleine'
_publ_section_title
;
 Diastereoselective synthesis of atropisomers containing two non-biaryl
 stereogenic axes: stereochemical relay through stereogenic centres in
 dihydrostilbene-2,2'-dicarboxamides.
;
_journal_issue                   3
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              455
_journal_page_last               461
_journal_paper_doi               10.1039/b514561a
_journal_volume                  4
_journal_year                    2006
_chemical_formula_sum            'C38 H51 N3 O2'
_chemical_formula_weight         581.82
_chemical_name_common            RWX0315/Wilson/NW-G020/5107/25-9-98.
_chemical_name_systematic
;
?
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.179(3)
_cell_length_b                   7.728(2)
_cell_length_c                   28.337(6)
_cell_measurement_reflns_used    8192
_cell_measurement_temperature    123(1)
_cell_measurement_theta_max      26.37
_cell_measurement_theta_min      1.44
_cell_volume                     3324.0(13)
_computing_cell_refinement       'SMART V5 & SAINT V5 (Bruker AXS, 1997)'
_computing_data_collection       'SMART V5 (Bruker AXS, 1997)'
_computing_data_reduction        'SAINT V5 (Bruker AXS, 1997)'
_computing_molecular_graphics    'SHELXTL V5.10 (Sheldrick, 1997)'
_computing_publication_material  'SHELXTL V5.10 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXTL V5.10 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXTL V5.10 (Sheldrick, 1997)'
_diffrn_ambient_temperature      123(1)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker AXS 1K SMART CCD area detector'
_diffrn_measurement_method       'narrow frame omega 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  0.0423
_diffrn_reflns_av_sigmaI/netI    0.0335
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            32058
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.44
_diffrn_standards_decay_%        0
_diffrn_standards_number         'see text'
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'Off white'
_exptl_crystal_density_diffrn    1.163
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.241
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details
;
Flack H D (1983), Acta Cryst. A39, 876-881, Absolute structure not
determined
;
_refine_ls_abs_structure_Flack   -1.0(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         6795
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0442
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0866P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1178
_refine_ls_wR_factor_ref         0.1249
_reflns_number_gt                5943
_reflns_number_total             6795
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b514561a.txt
_cod_data_source_block           0330n
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

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

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not_measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        3324.3(12)
_cod_original_sg_symbol_H-M      Pna2(1)
_cod_database_code               7150404
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'
loop_
_atom_site_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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.98649(9) 0.44688(17) 0.24411(6) 0.0309(4) Uani 1 1 d . . .
O2 O 0.78558(9) 0.55096(18) 0.48319(6) 0.0328(4) Uani 1 1 d . . .
N1 N 0.94280(10) 0.7257(2) 0.23519(5) 0.0210(3) Uani 1 1 d . . .
N2 N 0.97126(16) 0.3135(3) 0.35254(8) 0.0416(5) Uani 0.5 1 d . A .
H2B H 0.9880 0.3450 0.3241 0.050 Uiso 0.5 1 calc R . .
N3 N 0.83190(10) 0.2748(2) 0.49371(6) 0.0215(3) Uani 1 1 d . . .
C1 C 0.73548(14) 0.3847(3) 0.31823(7) 0.0305(5) Uani 1 1 d . . .
H1A H 0.7198 0.3689 0.3504 0.037 Uiso 1 1 calc R . .
C2 C 0.68243(14) 0.3177(3) 0.28417(7) 0.0285(5) Uani 1 1 d . . .
H2A H 0.6320 0.2521 0.2929 0.034 Uiso 1 1 calc R . .
C3 C 0.70160(13) 0.3446(2) 0.23572(7) 0.0237(4) Uani 1 1 d . . .
C4 C 0.64425(14) 0.2908(3) 0.19928(8) 0.0292(5) Uani 1 1 d . . .
H4A H 0.5919 0.2298 0.2070 0.035 Uiso 1 1 calc R . .
C5 C 0.66292(15) 0.3252(3) 0.15324(8) 0.0338(5) Uani 1 1 d . . .
H5A H 0.6228 0.2914 0.1292 0.041 Uiso 1 1 calc R . .
C6 C 0.74164(15) 0.4109(3) 0.14127(7) 0.0301(5) Uani 1 1 d . . .
H6A H 0.7542 0.4344 0.1091 0.036 Uiso 1 1 calc R . .
C7 C 0.80005(14) 0.4604(2) 0.17504(7) 0.0245(4) Uani 1 1 d . . .
H7A H 0.8538 0.5142 0.1661 0.029 Uiso 1 1 calc R . .
C8 C 0.78156(13) 0.4327(2) 0.22361(7) 0.0202(4) Uani 1 1 d . . .
C9 C 0.83775(13) 0.4955(2) 0.26017(7) 0.0210(4) Uani 1 1 d . . .
C10 C 0.92824(12) 0.5580(2) 0.24614(7) 0.0208(4) Uani 1 1 d . . .
C11 C 1.03343(14) 0.7824(3) 0.22287(8) 0.0290(5) Uani 1 1 d . . .
H11A H 1.0307 0.9107 0.2184 0.035 Uiso 1 1 calc R . .
C12 C 1.06497(18) 0.7062(3) 0.17585(10) 0.0449(6) Uani 1 1 d . . .
H12A H 1.0199 0.7249 0.1516 0.067 Uiso 1 1 calc R . .
H12B H 1.0754 0.5818 0.1796 0.067 Uiso 1 1 calc R . .
H12C H 1.1198 0.7631 0.1663 0.067 Uiso 1 1 calc R . .
C13 C 1.09792(16) 0.7502(3) 0.26273(10) 0.0423(6) Uani 1 1 d . . .
H13A H 1.0738 0.7969 0.2922 0.063 Uiso 1 1 calc R . .
H13B H 1.1540 0.8075 0.2556 0.063 Uiso 1 1 calc R . .
H13C H 1.1077 0.6255 0.2662 0.063 Uiso 1 1 calc R . .
C14 C 0.87247(14) 0.8579(3) 0.23495(8) 0.0274(5) Uani 1 1 d . . .
H14A H 0.8171 0.8003 0.2458 0.033 Uiso 1 1 calc R . .
C15 C 0.85494(18) 0.9298(3) 0.18622(10) 0.0431(6) Uani 1 1 d . . .
H15A H 0.8376 0.8355 0.1650 0.065 Uiso 1 1 calc R . .
H15B H 0.9085 0.9852 0.1742 0.065 Uiso 1 1 calc R . .
H15C H 0.8074 1.0153 0.1879 0.065 Uiso 1 1 calc R . .
C16 C 0.8925(2) 1.0043(3) 0.26968(10) 0.0509(7) Uani 1 1 d . . .
H16A H 0.9124 0.9551 0.2997 0.076 Uiso 1 1 calc R . .
H16B H 0.8392 1.0731 0.2749 0.076 Uiso 1 1 calc R . .
H16C H 0.9389 1.0785 0.2567 0.076 Uiso 1 1 calc R . .
C17 C 0.81383(13) 0.4777(3) 0.30722(7) 0.0255(4) Uani 1 1 d . . .
C18 C 0.86583(15) 0.5603(3) 0.34693(8) 0.0304(5) Uani 1 1 d . A .
H18A H 0.9135 0.6332 0.3328 0.036 Uiso 1 1 calc R . .
C19A C 0.80434(15) 0.6777(3) 0.37511(7) 0.0291(5) Uani 0.5 1 d . . .
H19A H 0.7773 0.7614 0.3546 0.044 Uiso 0.5 1 d . . .
H19B H 0.7587 0.6091 0.3897 0.044 Uiso 0.5 1 d . . .
H19C H 0.8368 0.7371 0.3993 0.044 Uiso 0.5 1 d . . .
C19B C 0.7711(4) 0.8446(7) 0.35665(19) 0.0399(11) Uani 0.50 1 d P A 1
H19D H 0.7335 0.8996 0.3804 0.060 Uiso 0.50 1 calc PR A 1
H19E H 0.7368 0.8240 0.3279 0.060 Uiso 0.50 1 calc PR A 1
H19F H 0.8209 0.9208 0.3494 0.060 Uiso 0.50 1 calc PR A 1
C20 C 0.90878(15) 0.4261(3) 0.38007(8) 0.0294(5) Uani 1 1 d . . .
H20A H 0.8616 0.3517 0.3940 0.035 Uiso 1 1 calc R A .
C21B C 1.0035(3) 0.1563(5) 0.37225(13) 0.0222(8) Uani 0.50 1 d P . .
H21B H 1.0408 0.0973 0.3491 0.033 Uiso 0.50 1 calc PR A .
H21C H 0.9538 0.0816 0.3807 0.033 Uiso 0.50 1 calc PR . .
H21D H 1.0382 0.1820 0.4006 0.033 Uiso 0.50 1 calc PR . .
C22 C 0.96011(13) 0.5124(3) 0.42014(7) 0.0260(4) Uani 1 1 d . A .
C23 C 1.03882(14) 0.6036(3) 0.40824(8) 0.0326(5) Uani 1 1 d . . .
H23A H 1.0563 0.6105 0.3761 0.039 Uiso 1 1 calc R A .
C24 C 1.08973(14) 0.6815(3) 0.44196(8) 0.0312(5) Uani 1 1 d . A .
H24A H 1.1410 0.7438 0.4329 0.037 Uiso 1 1 calc R . .
C25 C 1.06663(12) 0.6700(2) 0.49020(7) 0.0229(4) Uani 1 1 d . . .
C26 C 1.11960(14) 0.7463(3) 0.52565(8) 0.0291(5) Uani 1 1 d . A .
H26A H 1.1718 0.8064 0.5171 0.035 Uiso 1 1 calc R . .
C27 C 1.09608(15) 0.7341(3) 0.57213(8) 0.0306(5) Uani 1 1 d . . .
H27A H 1.1315 0.7874 0.5957 0.037 Uiso 1 1 calc R A .
C28 C 1.01992(15) 0.6432(3) 0.58521(7) 0.0293(5) Uani 1 1 d . A .
H28A H 1.0051 0.6323 0.6177 0.035 Uiso 1 1 calc R . .
C29 C 0.96672(13) 0.5701(2) 0.55176(7) 0.0247(4) Uani 1 1 d . . .
H29A H 0.9147 0.5112 0.5612 0.030 Uiso 1 1 calc R A .
C30 C 0.98838(13) 0.5809(2) 0.50294(7) 0.0211(4) Uani 1 1 d . A .
C31 C 0.93531(12) 0.5043(2) 0.46682(7) 0.0203(4) Uani 1 1 d . . .
C32 C 0.84478(12) 0.4409(2) 0.48148(7) 0.0208(4) Uani 1 1 d . A .
C33 C 0.90325(14) 0.1446(2) 0.49240(7) 0.0255(4) Uani 1 1 d . . .
H33A H 0.9556 0.2002 0.4772 0.031 Uiso 1 1 calc R . .
C34 C 0.8778(2) -0.0110(4) 0.46236(12) 0.0561(8) Uani 1 1 d . . .
H34A H 0.8511 0.0289 0.4328 0.084 Uiso 1 1 calc R . .
H34B H 0.8354 -0.0827 0.4797 0.084 Uiso 1 1 calc R . .
H34C H 0.9305 -0.0795 0.4553 0.084 Uiso 1 1 calc R . .
C35 C 0.93066(16) 0.0884(3) 0.54163(9) 0.0378(5) Uani 1 1 d . . .
H35A H 0.9511 0.1893 0.5595 0.057 Uiso 1 1 calc R . .
H35B H 0.9784 0.0034 0.5393 0.057 Uiso 1 1 calc R . .
H35C H 0.8802 0.0362 0.5578 0.057 Uiso 1 1 calc R . .
C36 C 0.74353(15) 0.2188(3) 0.51073(9) 0.0342(5) Uani 1 1 d . . .
H36A H 0.7475 0.0912 0.5163 0.041 Uiso 1 1 calc R . .
C37 C 0.67289(17) 0.2451(3) 0.47290(12) 0.0508(7) Uani 1 1 d . . .
H37A H 0.6913 0.1881 0.4436 0.076 Uiso 1 1 calc R . .
H37B H 0.6649 0.3691 0.4671 0.076 Uiso 1 1 calc R . .
H37C H 0.6172 0.1949 0.4837 0.076 Uiso 1 1 calc R . .
C38 C 0.71856(17) 0.2988(4) 0.55718(10) 0.0501(7) Uani 1 1 d . . .
H38A H 0.7649 0.2760 0.5804 0.075 Uiso 1 1 calc R . .
H38B H 0.6630 0.2485 0.5682 0.075 Uiso 1 1 calc R . .
H38C H 0.7115 0.4240 0.5532 0.075 Uiso 1 1 calc R . .
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
C10 N1 C14 123.11(16) . . ?
C10 N1 C11 119.24(16) . . ?
C14 N1 C11 117.65(16) . . ?
C21B N2 C20 120.4(2) . . ?
C32 N3 C33 122.47(16) . . ?
C32 N3 C36 119.47(16) . . ?
C33 N3 C36 118.03(16) . . ?
C2 C1 C17 122.11(19) . . ?
C1 C2 C3 120.63(19) . . ?
C4 C3 C2 122.52(18) . . ?
C4 C3 C8 119.10(18) . . ?
C2 C3 C8 118.38(19) . . ?
C5 C4 C3 121.0(2) . . ?
C4 C5 C6 120.0(2) . . ?
C7 C6 C5 121.1(2) . . ?
C6 C7 C8 120.70(19) . . ?
C7 C8 C9 122.28(17) . . ?
C7 C8 C3 118.10(18) . . ?
C9 C8 C3 119.58(17) . . ?
C17 C9 C8 120.49(17) . . ?
C17 C9 C10 121.49(18) . . ?
C8 C9 C10 117.48(17) . . ?
O1 C10 N1 122.68(17) . . ?
O1 C10 C9 116.18(16) . . ?
N1 C10 C9 121.11(16) . . ?
N1 C11 C13 112.01(17) . . ?
N1 C11 C12 112.33(18) . . ?
C13 C11 C12 112.5(2) . . ?
N1 C14 C15 112.67(18) . . ?
N1 C14 C16 111.38(19) . . ?
C15 C14 C16 110.53(19) . . ?
C9 C17 C1 118.57(19) . . ?
C9 C17 C18 122.36(18) . . ?
C1 C17 C18 119.01(18) . . ?
C17 C18 C19A 108.67(18) . . ?
C17 C18 C20 112.88(18) . . ?
C19A C18 C20 109.83(16) . . ?
C19B C19A C18 122.8(3) . . ?
N2 C20 C22 108.41(18) . . ?
N2 C20 C18 109.83(17) . . ?
C22 C20 C18 111.94(17) . . ?
C31 C22 C23 118.55(19) . . ?
C31 C22 C20 123.64(18) . . ?
C23 C22 C20 117.79(18) . . ?
C24 C23 C22 121.67(19) . . ?
C23 C24 C25 120.47(19) . . ?
C24 C25 C26 121.25(19) . . ?
C24 C25 C30 118.95(18) . . ?
C26 C25 C30 119.80(18) . . ?
C27 C26 C25 120.4(2) . . ?
C26 C27 C28 120.3(2) . . ?
C29 C28 C27 120.71(19) . . ?
C28 C29 C30 120.83(19) . . ?
C25 C30 C29 117.95(18) . . ?
C25 C30 C31 119.34(17) . . ?
C29 C30 C31 122.70(17) . . ?
C22 C31 C30 120.97(17) . . ?
C22 C31 C32 121.70(18) . . ?
C30 C31 C32 116.61(17) . . ?
O2 C32 N3 122.70(17) . . ?
O2 C32 C31 116.52(16) . . ?
N3 C32 C31 120.72(16) . . ?
N3 C33 C35 111.84(17) . . ?
N3 C33 C34 111.43(19) . . ?
C35 C33 C34 110.9(2) . . ?
N3 C36 C38 113.0(2) . . ?
N3 C36 C37 111.46(19) . . ?
C38 C36 C37 112.5(2) . . ?
C2 C1 H1A 118.9 . . ?
C17 C1 H1A 118.9 . . ?
C1 C2 H2A 119.7 . . ?
C3 C2 H2A 119.7 . . ?
C21B N2 H2B 119.8 . . ?
C20 N2 H2B 119.8 . . ?
C5 C4 H4A 119.5 . . ?
C3 C4 H4A 119.5 . . ?
C4 C5 H5A 120.0 . . ?
C6 C5 H5A 120.0 . . ?
C7 C6 H6A 119.5 . . ?
C5 C6 H6A 119.5 . . ?
C6 C7 H7A 119.7 . . ?
C8 C7 H7A 119.7 . . ?
N1 C11 H11A 106.5 . . ?
C13 C11 H11A 106.5 . . ?
C12 C11 H11A 106.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C14 H14A 107.3 . . ?
C15 C14 H14A 107.3 . . ?
C16 C14 H14A 107.3 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C17 C18 H18A 108.5 . . ?
C19A C18 H18A 108.5 . . ?
C20 C18 H18A 108.5 . . ?
C19B C19A H19A 19.1 . . ?
C18 C19A H19A 110.1 . . ?
C19B C19A H19B 112.7 . . ?
C18 C19A H19B 109.6 . . ?
H19A C19A H19B 108.8 . . ?
C19B C19A H19C 90.6 . . ?
C18 C19A H19C 110.1 . . ?
H19A C19A H19C 109.2 . . ?
H19B C19A H19C 108.9 . . ?
C19A C19B H19A 28.9 . . ?
C19A C19B H19D 109.5 . . ?
H19A C19B H19D 125.0 . . ?
C19A C19B H19E 109.5 . . ?
H19A C19B H19E 80.9 . . ?
C19A C19B H19F 109.5 . . ?
H19A C19B H19F 117.5 . . ?
N2 C20 H20A 108.9 . . ?
C22 C20 H20A 108.9 . . ?
C18 C20 H20A 108.9 . . ?
N2 C21B H21B 109.5 . . ?
N2 C21B H21C 109.5 . . ?
H21B C21B H21C 109.5 . . ?
N2 C21B H21D 109.5 . . ?
H21B C21B H21D 109.5 . . ?
H21C C21B H21D 109.5 . . ?
C24 C23 H23A 119.2 . . ?
C22 C23 H23A 119.2 . . ?
C23 C24 H24A 119.8 . . ?
C25 C24 H24A 119.8 . . ?
C27 C26 H26A 119.8 . . ?
C25 C26 H26A 119.8 . . ?
C26 C27 H27A 119.9 . . ?
C28 C27 H27A 119.9 . . ?
C29 C28 H28A 119.6 . . ?
C27 C28 H28A 119.6 . . ?
C28 C29 H29A 119.6 . . ?
C30 C29 H29A 119.6 . . ?
N3 C33 H33A 107.5 . . ?
C35 C33 H33A 107.5 . . ?
C34 C33 H33A 107.5 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N3 C36 H36A 106.4 . . ?
C38 C36 H36A 106.4 . . ?
C37 C36 H36A 106.4 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
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 C10 1.234(2) . ?
O2 C32 1.238(2) . ?
N1 C10 1.351(2) . ?
N1 C14 1.478(3) . ?
N1 C11 1.485(3) . ?
N2 C21B 1.424(4) . ?
N2 C20 1.505(3) . ?
N3 C32 1.344(2) . ?
N3 C33 1.479(2) . ?
N3 C36 1.490(3) . ?
C1 C2 1.359(3) . ?
C1 C17 1.425(3) . ?
C2 C3 1.419(3) . ?
C3 C4 1.413(3) . ?
C3 C8 1.433(3) . ?
C4 C5 1.361(3) . ?
C5 C6 1.407(3) . ?
C6 C7 1.360(3) . ?
C7 C8 1.421(3) . ?
C8 C9 1.427(3) . ?
C9 C17 1.389(3) . ?
C9 C10 1.510(3) . ?
C11 C13 1.515(3) . ?
C11 C12 1.534(3) . ?
C14 C15 1.512(3) . ?
C14 C16 1.530(3) . ?
C17 C18 1.515(3) . ?
C18 C19A 1.527(3) . ?
C18 C20 1.544(3) . ?
C19A C19B 1.481(5) . ?
C20 C22 1.530(3) . ?
C22 C31 1.377(3) . ?
C22 C23 1.428(3) . ?
C23 C24 1.369(3) . ?
C24 C25 1.414(3) . ?
C25 C26 1.415(3) . ?
C25 C30 1.419(3) . ?
C26 C27 1.368(3) . ?
C27 C28 1.403(3) . ?
C28 C29 1.367(3) . ?
C29 C30 1.425(3) . ?
C30 C31 1.431(3) . ?
C31 C32 1.517(3) . ?
C33 C35 1.519(3) . ?
C33 C34 1.523(3) . ?
C36 C38 1.503(4) . ?
C36 C37 1.530(4) . ?
C1 H1A 0.9500 . ?
C2 H2A 0.9500 . ?
N2 H2B 0.8800 . ?
C4 H4A 0.9500 . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 H7A 0.9500 . ?
C11 H11A 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 1.0000 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C18 H18A 1.0000 . ?
C19A H19A 0.9620 . ?
C19A H19B 0.9659 . ?
C19A H19C 0.9608 . ?
C19B H19A 0.6531 . ?
C19B H19D 0.9800 . ?
C19B H19E 0.9800 . ?
C19B H19F 0.9800 . ?
C20 H20A 1.0000 . ?
C21B H21B 0.9800 . ?
C21B H21C 0.9800 . ?
C21B H21D 0.9800 . ?
C23 H23A 0.9500 . ?
C24 H24A 0.9500 . ?
C26 H26A 0.9500 . ?
C27 H27A 0.9500 . ?
C28 H28A 0.9500 . ?
C29 H29A 0.9500 . ?
C33 H33A 1.0000 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 1.0000 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 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
_geom_torsion_publ_flag
C17 C1 C2 C3 -2.7(3) . . . . ?
C1 C2 C3 C4 -174.2(2) . . . . ?
C1 C2 C3 C8 4.6(3) . . . . ?
C2 C3 C4 C5 177.2(2) . . . . ?
C8 C3 C4 C5 -1.6(3) . . . . ?
C3 C4 C5 C6 2.0(3) . . . . ?
C4 C5 C6 C7 0.0(3) . . . . ?
C5 C6 C7 C8 -2.3(3) . . . . ?
C6 C7 C8 C9 -174.76(19) . . . . ?
C6 C7 C8 C3 2.6(3) . . . . ?
C4 C3 C8 C7 -0.7(3) . . . . ?
C2 C3 C8 C7 -179.53(18) . . . . ?
C4 C3 C8 C9 176.78(18) . . . . ?
C2 C3 C8 C9 -2.1(3) . . . . ?
C7 C8 C9 C17 174.83(18) . . . . ?
C3 C8 C9 C17 -2.5(3) . . . . ?
C7 C8 C9 C10 -13.4(3) . . . . ?
C3 C8 C9 C10 169.24(17) . . . . ?
C14 N1 C10 O1 176.52(19) . . . . ?
C11 N1 C10 O1 -3.7(3) . . . . ?
C14 N1 C10 C9 -1.5(3) . . . . ?
C11 N1 C10 C9 178.31(17) . . . . ?
C17 C9 C10 O1 85.0(2) . . . . ?
C8 C9 C10 O1 -86.7(2) . . . . ?
C17 C9 C10 N1 -96.9(2) . . . . ?
C8 C9 C10 N1 91.4(2) . . . . ?
C10 N1 C11 C13 -59.9(2) . . . . ?
C14 N1 C11 C13 119.9(2) . . . . ?
C10 N1 C11 C12 67.9(2) . . . . ?
C14 N1 C11 C12 -112.3(2) . . . . ?
C10 N1 C14 C15 -114.7(2) . . . . ?
C11 N1 C14 C15 65.5(2) . . . . ?
C10 N1 C14 C16 120.4(2) . . . . ?
C11 N1 C14 C16 -59.4(3) . . . . ?
C8 C9 C17 C1 4.5(3) . . . . ?
C10 C9 C17 C1 -166.88(18) . . . . ?
C8 C9 C17 C18 -172.74(19) . . . . ?
C10 C9 C17 C18 15.9(3) . . . . ?
C2 C1 C17 C9 -2.0(3) . . . . ?
C2 C1 C17 C18 175.4(2) . . . . ?
C9 C17 C18 C19A 122.7(2) . . . . ?
C1 C17 C18 C19A -54.6(2) . . . . ?
C9 C17 C18 C20 -115.2(2) . . . . ?
C1 C17 C18 C20 67.5(2) . . . . ?
C17 C18 C19A C19B -72.0(3) . . . . ?
C20 C18 C19A C19B 164.1(3) . . . . ?
C21B N2 C20 C22 71.9(3) . . . . ?
C21B N2 C20 C18 -165.5(3) . . . . ?
C17 C18 C20 N2 60.1(2) . . . . ?
C19A C18 C20 N2 -178.5(2) . . . . ?
C17 C18 C20 C22 -179.4(2) . . . . ?
C19A C18 C20 C22 -58.0(2) . . . . ?
N2 C20 C22 C31 -126.4(2) . . . . ?
C18 C20 C22 C31 112.3(2) . . . . ?
N2 C20 C22 C23 52.5(2) . . . . ?
C18 C20 C22 C23 -68.8(2) . . . . ?
C31 C22 C23 C24 0.3(3) . . . . ?
C20 C22 C23 C24 -178.6(2) . . . . ?
C22 C23 C24 C25 1.6(3) . . . . ?
C23 C24 C25 C26 178.5(2) . . . . ?
C23 C24 C25 C30 -1.9(3) . . . . ?
C24 C25 C26 C27 179.9(2) . . . . ?
C30 C25 C26 C27 0.3(3) . . . . ?
C25 C26 C27 C28 1.1(3) . . . . ?
C26 C27 C28 C29 -2.0(3) . . . . ?
C27 C28 C29 C30 1.4(3) . . . . ?
C24 C25 C30 C29 179.63(18) . . . . ?
C26 C25 C30 C29 -0.8(3) . . . . ?
C24 C25 C30 C31 0.4(3) . . . . ?
C26 C25 C30 C31 179.99(18) . . . . ?
C28 C29 C30 C25 0.0(3) . . . . ?
C28 C29 C30 C31 179.11(18) . . . . ?
C23 C22 C31 C30 -1.9(3) . . . . ?
C20 C22 C31 C30 177.03(18) . . . . ?
C23 C22 C31 C32 168.04(19) . . . . ?
C20 C22 C31 C32 -13.1(3) . . . . ?
C25 C30 C31 C22 1.5(3) . . . . ?
C29 C30 C31 C22 -177.66(19) . . . . ?
C25 C30 C31 C32 -168.92(16) . . . . ?
C29 C30 C31 C32 11.9(3) . . . . ?
C33 N3 C32 O2 -178.90(19) . . . . ?
C36 N3 C32 O2 -0.9(3) . . . . ?
C33 N3 C32 C31 -1.7(3) . . . . ?
C36 N3 C32 C31 176.33(18) . . . . ?
C22 C31 C32 O2 -87.8(3) . . . . ?
C30 C31 C32 O2 82.6(2) . . . . ?
C22 C31 C32 N3 94.9(2) . . . . ?
C30 C31 C32 N3 -94.8(2) . . . . ?
C32 N3 C33 C35 110.2(2) . . . . ?
C36 N3 C33 C35 -67.9(2) . . . . ?
C32 N3 C33 C34 -125.0(2) . . . . ?
C36 N3 C33 C34 56.9(3) . . . . ?
C32 N3 C36 C38 -66.2(3) . . . . ?
C33 N3 C36 C38 111.9(2) . . . . ?
C32 N3 C36 C37 61.6(3) . . . . ?
C33 N3 C36 C37 -120.3(2) . . . . ?
