#------------------------------------------------------------------------------
#$Date: 2025-09-12 19:46:01 +0200 (Fri 12 de Sep de 2025) $
#$Revision: 302124 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/80/4518036.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_4518036
loop_
_publ_author_name
'Das Adhikari, Gopal Krushna'
'Chebolu, Rajesh'
'Ravikumar, Ponneri Chandrababu'
_publ_section_title
;
 Regio- and Stereoselective Synthesis of the Core Structure of
 Hexahydrobenzo[c]phenanthridine Alkaloids via Redox-Neutral
 Cp*Rh(III)-Catalyzed C-H/N-H Annulation of Cyclic Alkenes with
 Benzamides.
;
_journal_issue                   37
_journal_name_full               'ACS omega'
_journal_page_first              24033
_journal_page_last               24044
_journal_paper_doi               10.1021/acsomega.0c03434
_journal_volume                  5
_journal_year                    2020
_chemical_formula_moiety         'C17 H15 N O'
_chemical_formula_sum            'C17 H15 N O'
_chemical_formula_weight         249.30
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-06-08
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_cell_angle_alpha                105.516(2)
_cell_angle_beta                 102.852(3)
_cell_angle_gamma                102.045(3)
_cell_formula_units_Z            4
_cell_length_a                   9.3640(4)
_cell_length_b                   12.4629(4)
_cell_length_c                   12.6747(3)
_cell_measurement_reflns_used    11079
_cell_measurement_temperature    298
_cell_measurement_theta_max      75.3420
_cell_measurement_theta_min      3.7960
_cell_volume                     1331.73(9)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      298.0
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -105.00 -35.00   0.50    1.00    --  -38.50 -36.00 104.00  140
  2  ω    -42.00  28.00   0.50    1.00    --  -38.50  36.00 -98.00  140
  3  ω     46.00 116.00   0.50    1.00    --   49.31  36.00 -98.00  140
  4  ω    -17.00  53.00   0.50    1.00    --   49.31 -36.00 104.00  140
  5  ω    100.00 169.00   0.50    3.00    --  102.63  36.00 -98.00  138
  6  ω     36.00 106.00   0.50    3.00    --  102.63 -36.00 104.00  140
  7  ω    -89.00  -2.00   0.50    1.00    --  -38.50 125.00 -90.00  174
  8  ω   -108.00 -33.00   0.50    1.00    --  -38.50 -19.00 150.00  150
  9  ω   -101.00 -27.00   0.50    1.00    --  -38.50 -57.00  90.00  148
 10  ω     24.00 100.00   0.50    1.00    --   49.31-125.00 -30.00  152
 11  ω     34.00 110.00   0.50    3.00    --  102.63 -94.00-150.00  152
 12  ω     34.00 111.00   0.50    3.00    --  102.63 -15.00  60.00  154
 13  ω     35.00 106.00   0.50    3.00    --  102.63 -30.00-120.00  142
 14  ω     35.00 106.00   0.50    3.00    --  102.63 -30.00  30.00  142
 15  ω     38.00 118.00   0.50    3.00    --  102.63-125.00  30.00  160
 16  ω     40.00 116.00   0.50    3.00    --  102.63 -61.00 120.00  152
 17  ω     34.00 110.00   0.50    3.00    --  102.63 -94.00 -90.00  152
 18  ω     90.00 165.00   0.50    3.00    --  102.63  61.00  60.00  150
 19  ω     90.00 165.00   0.50    3.00    --  102.63  61.00-150.00  150
 20  ω     40.00 116.00   0.50    3.00    --  102.63 -61.00  60.00  152
 21  ω     38.00 126.00   0.50    3.00    --  102.63 -77.00-150.00  176
 22  ω     95.00 171.00   0.50    3.00    --  102.63  15.00  30.00  152
 23  ω     40.00 116.00   0.50    3.00    --  102.63 -61.00 -30.00  152
 24  ω     34.00 110.00   0.50    3.00    --  102.63 -94.00  90.00  152
 25  ω     38.00 107.00   0.50    3.00    --  102.63 -45.00-120.00  138
 26  ω     98.00 167.00   0.50    3.00    --  102.63  45.00-120.00  138
 27  ω     38.00 118.00   0.50    3.00    --  102.63-125.00 150.00  160
 28  ω     34.00 110.00   0.50    3.00    --  102.63 -94.00  30.00  152
 29  ω     94.00 168.00   0.50    3.00    --  102.63 125.00 150.00  148
 30  ω     26.00 114.00   0.50    1.00    --   49.31  77.00-180.00  176
 31  ω     26.00 114.00   0.50    1.00    --   49.31  77.00 -90.00  176
 32  ω     26.00 114.00   0.50    1.00    --   49.31  77.00 -30.00  176
 33  ω     26.00 114.00   0.50    1.00    --   49.31  77.00 120.00  176
 34  ω     26.00 114.00   0.50    1.00    --   49.31  77.00  60.00  176
 35  ω     26.00 114.00   0.50    1.00    --   49.31  77.00-120.00  176
 36  ω     26.00 114.00   0.50    1.00    --   49.31  77.00  30.00  176
 37  ω     80.00 165.00   0.50    3.00    --  102.63  77.00 -60.00  170
 38  ω     95.00 171.00   0.50    3.00    --  102.63  15.00 150.00  152
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0835
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4749
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.000
_diffrn_reflns_theta_max         67.000
_diffrn_reflns_theta_min         3.788
_exptl_absorpt_coefficient_mu    0.605
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60172
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46b (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_description       cube
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         4749
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.1021
_refine_ls_R_factor_gt           0.0892
_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)+(0.1264P)²+0.5678P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2384
_refine_ls_wR_factor_ref         0.2479
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3827
_reflns_number_total             4749
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ao0c03434_si_002.cif
_cod_data_source_block           pcr-gkd-23-8-18
_cod_depositor_comments
;
Adding full bibliography for 4518035--4518036.cif.

2025-09-12
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C68 H60 N4 O4'
_cod_original_formula_weight         997.20
_cod_original_formula_moiety         '4(C17 H15 N O)'
_cod_original_formula_units_Z            1
_cod_original_cell_volume        1331.73(8)
_cod_database_code               4518036
_shelx_shelxl_version_number     2016/6
_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   0.863
_shelx_estimated_absorpt_t_min   0.859
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.813(7)
 0.187(7)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
3.a Ternary CH refined with riding coordinates:
 C26(H26), C9(H9), C8(H8), C25(H25)
3.b Secondary CH2 refined with riding coordinates:
 C34(H34A,H34B), C16(H16A,H16B), C17(H17A,H17B), C33(H33A,H33B)
3.c Aromatic/amide H refined with riding coordinates:
 N2(H2), N1(H1), C28(H28), C6(H6), C3(H3), C29(H29), C11(H11), C31(H31),
 C23(H23), C20(H20), C5(H5), C30(H30), C4(H4), C14(H14), C21(H21), C22(H22),
 C13(H13), C12(H12)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
loop_
_space_group_symop_operation_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_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 0.2066(2) 0.50337(17) 0.67324(16) 0.0516(5) Uani 1 1 d . . . . .
O2 O 0.2365(3) 0.79894(19) 0.69756(18) 0.0688(7) Uani 1 1 d . . . . .
N2 N 0.2274(3) 0.65980(19) 0.53783(19) 0.0440(6) Uani 1 1 d . . . . .
H2 H 0.243191 0.613750 0.576139 0.053 Uiso 1 1 calc R . . . .
N1 N 0.2195(3) 0.64712(19) 0.83057(18) 0.0444(6) Uani 1 1 d . . . . .
H1 H 0.244250 0.698600 0.799145 0.053 Uiso 1 1 calc R . . . .
C2 C 0.1901(3) 0.4538(2) 0.8401(2) 0.0451(7) Uani 1 1 d . . . . .
C27 C 0.2391(3) 0.5028(2) 0.3795(2) 0.0417(6) Uani 1 1 d . . . . .
C1 C 0.2053(3) 0.5363(2) 0.7745(2) 0.0415(6) Uani 1 1 d . . . . .
C10 C 0.2517(4) 0.8158(3) 0.9938(2) 0.0493(7) Uani 1 1 d . . . . .
C18 C 0.2309(3) 0.7673(2) 0.5947(2) 0.0488(7) Uani 1 1 d . . . . .
C7 C 0.2222(3) 0.4961(3) 0.9595(2) 0.0467(7) Uani 1 1 d . . . . .
C26 C 0.1980(3) 0.6156(2) 0.4129(2) 0.0413(6) Uani 1 1 d . . . . .
H26 H 0.088535 0.600080 0.376467 0.050 Uiso 1 1 calc R . . . .
C9 C 0.1947(3) 0.6848(2) 0.9435(2) 0.0442(6) Uani 1 1 d . . . . .
H9 H 0.084668 0.660637 0.933515 0.053 Uiso 1 1 calc R . . . .
C8 C 0.2730(3) 0.6253(3) 1.0196(2) 0.0471(7) Uani 1 1 d . . . . .
H8 H 0.241286 0.640702 1.089522 0.057 Uiso 1 1 calc R . . . .
C19 C 0.2277(3) 0.8502(3) 0.5288(3) 0.0511(7) Uani 1 1 d . . . . .
C25 C 0.2855(3) 0.7084(3) 0.3746(2) 0.0479(7) Uani 1 1 d . . . . .
H25 H 0.249198 0.684026 0.290753 0.057 Uiso 1 1 calc R . . . .
C24 C 0.2535(3) 0.8217(3) 0.4218(3) 0.0519(7) Uani 1 1 d . . . . .
C32 C 0.3741(3) 0.4978(3) 0.3517(2) 0.0490(7) Uani 1 1 d . . . . .
C28 C 0.1375(4) 0.4013(3) 0.3743(2) 0.0513(7) Uani 1 1 d . . . . .
H28 H 0.047588 0.404784 0.393022 0.062 Uiso 1 1 calc R . . . .
C15 C 0.3913(4) 0.8721(3) 1.0775(2) 0.0575(8) Uani 1 1 d . . . . .
C6 C 0.2086(4) 0.4169(3) 1.0186(3) 0.0617(8) Uani 1 1 d . . . . .
H6 H 0.231247 0.443855 1.097948 0.074 Uiso 1 1 calc R . . . .
C34 C 0.4556(4) 0.7173(3) 0.4101(3) 0.0570(8) Uani 1 1 d . . . . .
H34A H 0.511420 0.778995 0.388995 0.068 Uiso 1 1 calc R . . . .
H34B H 0.492180 0.737420 0.492731 0.068 Uiso 1 1 calc R . . . .
C3 C 0.1446(4) 0.3352(3) 0.7822(3) 0.0575(8) Uani 1 1 d . . . . .
H3 H 0.123806 0.307534 0.702962 0.069 Uiso 1 1 calc R . . . .
C29 C 0.1676(4) 0.2956(3) 0.3419(3) 0.0614(8) Uani 1 1 d . . . . .
H29 H 0.099117 0.228492 0.339507 0.074 Uiso 1 1 calc R . . . .
C16 C 0.4925(4) 0.8053(3) 1.1240(3) 0.0689(10) Uani 1 1 d . . . . .
H16A H 0.490726 0.812282 1.201765 0.083 Uiso 1 1 calc R . . . .
H16B H 0.596768 0.840255 1.127100 0.083 Uiso 1 1 calc R . . . .
C17 C 0.4457(4) 0.6771(3) 1.0535(3) 0.0575(8) Uani 1 1 d . . . . .
H17A H 0.495763 0.635665 1.097832 0.069 Uiso 1 1 calc R . . . .
H17B H 0.478496 0.668062 0.985072 0.069 Uiso 1 1 calc R . . . .
C11 C 0.1605(5) 0.8803(3) 0.9536(3) 0.0669(9) Uani 1 1 d . . . . .
H11 H 0.066637 0.841956 0.898174 0.080 Uiso 1 1 calc R . . . .
C31 C 0.4020(4) 0.3903(3) 0.3183(3) 0.0636(9) Uani 1 1 d . . . . .
H31 H 0.491324 0.385818 0.299033 0.076 Uiso 1 1 calc R . . . .
C33 C 0.4869(4) 0.6046(3) 0.3540(3) 0.0642(9) Uani 1 1 d . . . . .
H33A H 0.485534 0.599205 0.276007 0.077 Uiso 1 1 calc R . . . .
H33B H 0.588628 0.606476 0.394856 0.077 Uiso 1 1 calc R . . . .
C23 C 0.2526(5) 0.9021(3) 0.3637(3) 0.0710(10) Uani 1 1 d . . . . .
H23 H 0.270262 0.885510 0.292491 0.085 Uiso 1 1 calc R . . . .
C20 C 0.2016(4) 0.9554(3) 0.5759(4) 0.0695(10) Uani 1 1 d . . . . .
H20 H 0.185282 0.973588 0.647502 0.083 Uiso 1 1 calc R . . . .
C5 C 0.1619(4) 0.2993(3) 0.9609(4) 0.0704(10) Uani 1 1 d . . . . .
H5 H 0.151627 0.247305 1.001240 0.084 Uiso 1 1 calc R . . . .
C30 C 0.3001(5) 0.2900(3) 0.3131(3) 0.0666(9) Uani 1 1 d . . . . .
H30 H 0.320830 0.218961 0.290273 0.080 Uiso 1 1 calc R . . . .
C4 C 0.1302(4) 0.2581(3) 0.8427(4) 0.0681(9) Uani 1 1 d . . . . .
H4 H 0.099191 0.178457 0.804080 0.082 Uiso 1 1 calc R . . . .
C14 C 0.4377(5) 0.9933(3) 1.1191(3) 0.0764(12) Uani 1 1 d . . . . .
H14 H 0.530871 1.032022 1.175270 0.092 Uiso 1 1 calc R . . . .
C21 C 0.1998(5) 1.0332(3) 0.5164(4) 0.0805(12) Uani 1 1 d . . . . .
H21 H 0.181221 1.103611 0.547336 0.097 Uiso 1 1 calc R . . . .
C22 C 0.2254(5) 1.0061(4) 0.4114(4) 0.0855(13) Uani 1 1 d . . . . .
H22 H 0.224537 1.058970 0.371639 0.103 Uiso 1 1 calc R . . . .
C13 C 0.3477(6) 1.0565(3) 1.0784(4) 0.0869(14) Uani 1 1 d . . . . .
H13 H 0.380654 1.137212 1.106858 0.104 Uiso 1 1 calc R . . . .
C12 C 0.2075(6) 0.9997(4) 0.9947(4) 0.0853(13) Uani 1 1 d . . . . .
H12 H 0.146420 1.042102 0.966943 0.102 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C18 N2 H2 118.3 . . ?
C18 N2 C26 123.4(2) . . ?
C26 N2 H2 118.3 . . ?
C1 N1 H1 118.6 . . ?
C1 N1 C9 122.9(2) . . ?
C9 N1 H1 118.6 . . ?
C7 C2 C1 120.0(3) . . ?
C3 C2 C1 119.5(3) . . ?
C3 C2 C7 120.5(3) . . ?
C32 C27 C26 121.7(3) . . ?
C28 C27 C26 118.7(2) . . ?
C28 C27 C32 119.5(3) . . ?
O1 C1 N1 122.1(3) . . ?
O1 C1 C2 121.3(2) . . ?
N1 C1 C2 116.6(2) . . ?
C15 C10 C9 121.7(3) . . ?
C15 C10 C11 120.0(3) . . ?
C11 C10 C9 118.3(3) . . ?
O2 C18 N2 122.6(3) . . ?
O2 C18 C19 120.7(3) . . ?
N2 C18 C19 116.7(2) . . ?
C2 C7 C8 119.0(2) . . ?
C6 C7 C2 118.7(3) . . ?
C6 C7 C8 122.3(3) . . ?
N2 C26 C27 109.8(2) . . ?
N2 C26 H26 108.3 . . ?
N2 C26 C25 109.4(2) . . ?
C27 C26 H26 108.3 . . ?
C27 C26 C25 112.7(2) . . ?
C25 C26 H26 108.3 . . ?
N1 C9 C10 109.5(2) . . ?
N1 C9 H9 108.5 . . ?
N1 C9 C8 109.2(2) . . ?
C10 C9 H9 108.5 . . ?
C10 C9 C8 112.6(2) . . ?
C8 C9 H9 108.5 . . ?
C7 C8 C9 109.7(2) . . ?
C7 C8 H8 108.2 . . ?
C7 C8 C17 112.9(2) . . ?
C9 C8 H8 108.2 . . ?
C9 C8 C17 109.5(2) . . ?
C17 C8 H8 108.2 . . ?
C24 C19 C18 119.8(3) . . ?
C20 C19 C18 119.3(3) . . ?
C20 C19 C24 120.9(3) . . ?
C26 C25 H25 108.2 . . ?
C26 C25 C34 109.5(2) . . ?
C24 C25 C26 110.1(2) . . ?
C24 C25 H25 108.2 . . ?
C24 C25 C34 112.7(3) . . ?
C34 C25 H25 108.2 . . ?
C19 C24 C25 119.6(3) . . ?
C23 C24 C19 118.3(3) . . ?
C23 C24 C25 122.1(3) . . ?
C27 C32 C33 121.8(3) . . ?
C31 C32 C27 118.5(3) . . ?
C31 C32 C33 119.7(3) . . ?
C27 C28 H28 119.4 . . ?
C29 C28 C27 121.2(3) . . ?
C29 C28 H28 119.4 . . ?
C10 C15 C16 121.6(3) . . ?
C10 C15 C14 118.6(4) . . ?
C14 C15 C16 119.8(3) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 C7 120.7(3) . . ?
C5 C6 H6 119.6 . . ?
C25 C34 H34A 109.2 . . ?
C25 C34 H34B 109.2 . . ?
H34A C34 H34B 107.9 . . ?
C33 C34 C25 111.9(3) . . ?
C33 C34 H34A 109.2 . . ?
C33 C34 H34B 109.2 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.7(3) . . ?
C4 C3 H3 120.1 . . ?
C28 C29 H29 120.2 . . ?
C30 C29 C28 119.5(3) . . ?
C30 C29 H29 120.2 . . ?
C15 C16 H16A 108.8 . . ?
C15 C16 H16B 108.8 . . ?
C15 C16 C17 113.8(3) . . ?
H16A C16 H16B 107.7 . . ?
C17 C16 H16A 108.8 . . ?
C17 C16 H16B 108.8 . . ?
C8 C17 H17A 109.5 . . ?
C8 C17 H17B 109.5 . . ?
C16 C17 C8 110.9(3) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 108.1 . . ?
C10 C11 H11 119.5 . . ?
C12 C11 C10 121.0(4) . . ?
C12 C11 H11 119.5 . . ?
C32 C31 H31 119.3 . . ?
C30 C31 C32 121.5(3) . . ?
C30 C31 H31 119.3 . . ?
C32 C33 C34 113.9(2) . . ?
C32 C33 H33A 108.8 . . ?
C32 C33 H33B 108.8 . . ?
C34 C33 H33A 108.8 . . ?
C34 C33 H33B 108.8 . . ?
H33A C33 H33B 107.7 . . ?
C24 C23 H23 119.9 . . ?
C22 C23 C24 120.1(4) . . ?
C22 C23 H23 119.9 . . ?
C19 C20 H20 120.1 . . ?
C21 C20 C19 119.9(4) . . ?
C21 C20 H20 120.1 . . ?
C6 C5 H5 119.9 . . ?
C6 C5 C4 120.2(3) . . ?
C4 C5 H5 119.9 . . ?
C29 C30 C31 119.8(3) . . ?
C29 C30 H30 120.1 . . ?
C31 C30 H30 120.1 . . ?
C3 C4 C5 120.1(3) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C15 C14 H14 119.5 . . ?
C13 C14 C15 121.0(4) . . ?
C13 C14 H14 119.5 . . ?
C20 C21 H21 120.2 . . ?
C22 C21 C20 119.7(4) . . ?
C22 C21 H21 120.2 . . ?
C23 C22 H22 119.4 . . ?
C21 C22 C23 121.2(4) . . ?
C21 C22 H22 119.4 . . ?
C14 C13 H13 119.9 . . ?
C14 C13 C12 120.2(4) . . ?
C12 C13 H13 119.9 . . ?
C11 C12 C13 119.1(4) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
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 C1 1.242(3) . ?
O2 C18 1.243(3) . ?
N2 H2 0.8600 . ?
N2 C18 1.331(4) . ?
N2 C26 1.471(3) . ?
N1 H1 0.8600 . ?
N1 C1 1.336(3) . ?
N1 C9 1.468(3) . ?
C2 C1 1.490(4) . ?
C2 C7 1.400(4) . ?
C2 C3 1.387(4) . ?
C27 C26 1.511(4) . ?
C27 C32 1.394(4) . ?
C27 C28 1.392(4) . ?
C10 C9 1.511(4) . ?
C10 C15 1.389(5) . ?
C10 C11 1.395(5) . ?
C18 C19 1.493(4) . ?
C7 C8 1.504(4) . ?
C7 C6 1.392(4) . ?
C26 H26 0.9800 . ?
C26 C25 1.525(4) . ?
C9 H9 0.9800 . ?
C9 C8 1.521(4) . ?
C8 H8 0.9800 . ?
C8 C17 1.524(4) . ?
C19 C24 1.395(4) . ?
C19 C20 1.384(5) . ?
C25 H25 0.9800 . ?
C25 C24 1.499(4) . ?
C25 C34 1.527(4) . ?
C24 C23 1.394(5) . ?
C32 C31 1.392(4) . ?
C32 C33 1.506(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.379(4) . ?
C15 C16 1.511(5) . ?
C15 C14 1.395(5) . ?
C6 H6 0.9300 . ?
C6 C5 1.375(5) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 C33 1.514(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.385(5) . ?
C29 H29 0.9300 . ?
C29 C30 1.379(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.520(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C11 H11 0.9300 . ?
C11 C12 1.375(5) . ?
C31 H31 0.9300 . ?
C31 C30 1.381(5) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C23 H23 0.9300 . ?
C23 C22 1.377(6) . ?
C20 H20 0.9300 . ?
C20 C21 1.379(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.386(6) . ?
C30 H30 0.9300 . ?
C4 H4 0.9300 . ?
C14 H14 0.9300 . ?
C14 C13 1.378(7) . ?
C21 H21 0.9300 . ?
C21 C22 1.371(6) . ?
C22 H22 0.9300 . ?
C13 H13 0.9300 . ?
C13 C12 1.393(7) . ?
C12 H12 0.9300 . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.813(7)
2 0.187(7)
