#------------------------------------------------------------------------------
#$Date: 2020-09-30 02:12:21 +0300 (Wed, 30 Sep 2020) $
#$Revision: 256834 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/88/4038844.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_4038844
loop_
_publ_author_name
'Yang, Zi'
'Yue, Qi'
'Yang, Mengqi'
'Zhang, Hong'
'Cui, Xiuling'
_publ_section_title
;
 Ru(II)-catalyzed tunable cascade reaction via C-H/C-C bond cleavage.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.0c01614
_journal_year                    2020
_chemical_formula_moiety         'C21 H24 N2 O2'
_chemical_formula_sum            'C21 H24 N2 O2'
_chemical_formula_weight         336.42
_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   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2018-08-07
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                113.729(9)
_cell_angle_beta                 92.491(6)
_cell_angle_gamma                101.392(7)
_cell_formula_units_Z            2
_cell_length_a                   8.7033(6)
_cell_length_b                   10.3399(10)
_cell_length_c                   11.7859(11)
_cell_measurement_reflns_used    2165
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.7990
_cell_measurement_theta_min      4.2630
_cell_volume                     942.86(16)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1213
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.817
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω     -3.00  85.00   1.00    2.48    --   15.65  38.00  60.00   88
  2  ω     -6.00  22.00   1.00    2.48    --  -16.28 -99.00-120.00   28
  3  ω    -24.00  46.00   1.00    2.48    --   15.65 -99.00-120.00   70
  4  ω     -8.00  18.00   1.00    2.48    --  -16.28 -99.00   0.00   26
  5  ω    -56.00  37.00   1.00    2.48    --   15.65 -19.00-120.00   93
  6  ω    -67.00  -2.00   1.00    2.48    --  -16.28 -57.00  90.00   65
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0101066000
_diffrn_orient_matrix_UB_12      0.0720320000
_diffrn_orient_matrix_UB_13      0.0291857000
_diffrn_orient_matrix_UB_21      -0.0056868000
_diffrn_orient_matrix_UB_22      0.0032625000
_diffrn_orient_matrix_UB_23      -0.0589663000
_diffrn_orient_matrix_UB_31      -0.0831223000
_diffrn_orient_matrix_UB_32      -0.0272815000
_diffrn_orient_matrix_UB_33      -0.0086952000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0187
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.817
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7799
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.817
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.502
_diffrn_reflns_theta_min         3.515
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64512
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
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    1.185
_exptl_crystal_description       prism
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       0.062(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         4303
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0487
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1426
_refine_ls_wR_factor_ref         0.1683
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3027
_reflns_number_total             4303
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo0c01614_si_002.cif
_cod_data_source_block           exp_5792
_cod_original_cell_volume        942.85(15)
_cod_database_code               4038844
_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   0.992
_shelx_estimated_absorpt_t_min   0.989
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All O(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N2-H2A
 0.8 with sigma of 0.02
 N2-H2B
 0.9 with sigma of 0.02
3.a Riding coordinates:
 O2(H2A,H2B)
3.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C17(H17A,H17B)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14)
3.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.699
_oxdiff_exptl_absorpt_empirical_full_min 0.688
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
C1 C 0.0171(2) -0.34176(18) 0.15697(15) 0.0479(4) Uani 1 1 d . . . . .
H1 H 0.1025 -0.3837 0.1341 0.058 Uiso 1 1 calc R . . . .
C2 C -0.1216(2) -0.4218(2) 0.16754(17) 0.0574(5) Uani 1 1 d . . . . .
H2 H -0.1307 -0.5187 0.1520 0.069 Uiso 1 1 calc R . . . .
C3 C -0.2494(2) -0.3593(2) 0.20134(18) 0.0608(5) Uani 1 1 d . . . . .
H3 H -0.3429 -0.4163 0.2076 0.073 Uiso 1 1 calc R . . . .
C4 C -0.24300(19) -0.21679(19) 0.22591(16) 0.0517(4) Uani 1 1 d . . . . .
H4 H -0.3294 -0.1764 0.2492 0.062 Uiso 1 1 calc R . . . .
C5 C -0.10149(17) -0.13503(16) 0.21451(13) 0.0382(4) Uani 1 1 d . . . . .
C6 C 0.02956(17) -0.19657(16) 0.18074(13) 0.0375(3) Uani 1 1 d . . . . .
C7 C 0.15344(16) -0.08567(16) 0.17578(13) 0.0355(3) Uani 1 1 d . . . . .
C8 C 0.09587(15) 0.03586(16) 0.20556(12) 0.0339(3) Uani 1 1 d . . . . .
C9 C 0.17591(15) 0.17805(16) 0.21029(13) 0.0351(3) Uani 1 1 d . . . . .
C10 C 0.30397(16) 0.26654(17) 0.30106(14) 0.0438(4) Uani 1 1 d . . . . .
H10 H 0.3410 0.2355 0.3587 0.053 Uiso 1 1 calc R . . . .
C11 C 0.37637(18) 0.40040(19) 0.30585(17) 0.0530(5) Uani 1 1 d . . . . .
H11 H 0.4611 0.4598 0.3675 0.064 Uiso 1 1 calc R . . . .
C12 C 0.32398(19) 0.44633(19) 0.22019(18) 0.0552(5) Uani 1 1 d . . . . .
H12 H 0.3717 0.5374 0.2248 0.066 Uiso 1 1 calc R . . . .
C13 C 0.2011(2) 0.35753(19) 0.12790(17) 0.0536(4) Uani 1 1 d . . . . .
H13 H 0.1679 0.3872 0.0681 0.064 Uiso 1 1 calc R . . . .
C14 C 0.12665(18) 0.22471(17) 0.12317(14) 0.0444(4) Uani 1 1 d . . . . .
H14 H 0.0424 0.1658 0.0608 0.053 Uiso 1 1 calc R . . . .
C15 C 0.30957(16) -0.10518(18) 0.13504(14) 0.0432(4) Uani 1 1 d . . . . .
H15A H 0.3835 -0.0113 0.1641 0.052 Uiso 1 1 calc R . . . .
H15B H 0.3514 -0.1629 0.1709 0.052 Uiso 1 1 calc R . . . .
C16 C 0.4321(2) -0.2146(3) -0.0397(2) 0.0791(7) Uani 1 1 d . . . . .
H16A H 0.4181 -0.2573 -0.1295 0.119 Uiso 1 1 calc GR . . . .
H16B H 0.4561 -0.2833 -0.0102 0.119 Uiso 1 1 calc GR . . . .
H16C H 0.5175 -0.1293 -0.0084 0.119 Uiso 1 1 calc GR . . . .
C17 C -0.16057(16) 0.10987(17) 0.26544(14) 0.0394(4) Uani 1 1 d . . . . .
H17A H -0.2671 0.0587 0.2233 0.047 Uiso 1 1 calc R . . . .
H17B H -0.1237 0.1832 0.2349 0.047 Uiso 1 1 calc R . . . .
C18 C -0.16852(17) 0.18806(18) 0.40723(14) 0.0449(4) Uani 1 1 d . . . . .
C19 C -0.30495(17) 0.10177(19) 0.44411(14) 0.0474(4) Uani 1 1 d . . . . .
C20 C -0.2154(3) 0.3303(2) 0.4264(2) 0.0812(7) Uani 1 1 d . . . . .
H20A H -0.1373 0.3875 0.3997 0.122 Uiso 1 1 calc GR . . . .
H20B H -0.2219 0.3838 0.5134 0.122 Uiso 1 1 calc GR . . . .
H20C H -0.3164 0.3085 0.3782 0.122 Uiso 1 1 calc GR . . . .
C21 C -0.00894(19) 0.2206(3) 0.48452(16) 0.0699(6) Uani 1 1 d . . . . .
H21A H 0.0172 0.1309 0.4743 0.105 Uiso 1 1 calc GR . . . .
H21B H -0.0149 0.2765 0.5712 0.105 Uiso 1 1 calc GR . . . .
H21C H 0.0712 0.2748 0.4566 0.105 Uiso 1 1 calc GR . . . .
N1 N -0.06022(13) 0.00697(13) 0.22927(11) 0.0368(3) Uani 1 1 d . . . . .
N2 N -0.28112(15) 0.0796(2) 0.54548(14) 0.0698(5) Uani 1 1 d D . . . .
O1 O 0.29180(12) -0.17595(14) 0.00290(10) 0.0602(4) Uani 1 1 d . . . . .
O2 O -0.43583(12) 0.05742(16) 0.38108(11) 0.0660(4) Uani 1 1 d . . . . .
H2A H -0.3618 0.0361 0.5645 0.079 Uiso 1 1 d DR . . . .
H2B H -0.1857 0.1162 0.5777 0.079 Uiso 1 1 d DR . . . .
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
C2 C1 H1 120.3 . . ?
C2 C1 C6 119.35(16) . . ?
C6 C1 H1 120.3 . . ?
C1 C2 H2 119.8 . . ?
C1 C2 C3 120.39(17) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 118.8 . . ?
C4 C3 C2 122.48(16) . . ?
C4 C3 H3 118.8 . . ?
C3 C4 H4 121.4 . . ?
C3 C4 C5 117.20(16) . . ?
C5 C4 H4 121.4 . . ?
C4 C5 C6 121.05(15) . . ?
N1 C5 C4 130.87(14) . . ?
N1 C5 C6 108.08(12) . . ?
C1 C6 C5 119.53(14) . . ?
C1 C6 C7 133.43(14) . . ?
C5 C6 C7 107.02(13) . . ?
C6 C7 C15 125.66(14) . . ?
C8 C7 C6 107.13(12) . . ?
C8 C7 C15 127.02(14) . . ?
C7 C8 C9 128.22(13) . . ?
C7 C8 N1 109.57(13) . . ?
N1 C8 C9 122.19(13) . . ?
C10 C9 C8 120.60(13) . . ?
C14 C9 C8 120.66(12) . . ?
C14 C9 C10 118.73(14) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.11(15) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.40(15) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.77(16) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 H13 119.8 . . ?
C12 C13 C14 120.34(16) . . ?
C14 C13 H13 119.8 . . ?
C9 C14 H14 119.7 . . ?
C13 C14 C9 120.59(14) . . ?
C13 C14 H14 119.7 . . ?
C7 C15 H15A 109.8 . . ?
C7 C15 H15B 109.8 . . ?
H15A C15 H15B 108.3 . . ?
O1 C15 C7 109.36(11) . . ?
O1 C15 H15A 109.8 . . ?
O1 C15 H15B 109.8 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O1 C16 H16A 109.5 . . ?
O1 C16 H16B 109.5 . . ?
O1 C16 H16C 109.5 . . ?
H17A C17 H17B 107.4 . . ?
C18 C17 H17A 108.2 . . ?
C18 C17 H17B 108.2 . . ?
N1 C17 H17A 108.2 . . ?
N1 C17 H17B 108.2 . . ?
N1 C17 C18 116.33(13) . . ?
C19 C18 C17 110.05(12) . . ?
C19 C18 C20 105.14(13) . . ?
C20 C18 C17 105.83(15) . . ?
C21 C18 C17 111.35(12) . . ?
C21 C18 C19 113.78(15) . . ?
C21 C18 C20 110.22(16) . . ?
N2 C19 C18 119.33(13) . . ?
O2 C19 C18 119.65(15) . . ?
O2 C19 N2 120.99(15) . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C5 N1 C8 108.20(12) . . ?
C5 N1 C17 125.94(12) . . ?
C8 N1 C17 125.85(13) . . ?
C19 N2 H2A 115.7 . . ?
C19 N2 H2B 109.3 . . ?
H2A N2 H2B 135.0 . . ?
C16 O1 C15 111.48(13) . . ?
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
C1 H1 0.9300 . ?
C1 C2 1.363(2) . ?
C1 C6 1.392(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.389(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.372(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.394(2) . ?
C5 C6 1.409(2) . ?
C5 N1 1.3768(19) . ?
C6 C7 1.432(2) . ?
C7 C8 1.365(2) . ?
C7 C15 1.4848(19) . ?
C8 C9 1.475(2) . ?
C8 N1 1.3975(16) . ?
C9 C10 1.389(2) . ?
C9 C14 1.383(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.380(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.373(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.370(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.376(2) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 O1 1.4148(18) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C16 O1 1.409(2) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.548(2) . ?
C17 N1 1.4529(18) . ?
C18 C19 1.527(2) . ?
C18 C20 1.535(3) . ?
C18 C21 1.527(2) . ?
C19 N2 1.319(2) . ?
C19 O2 1.2271(18) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
N2 H2A 0.8463 . ?
N2 H2B 0.8428 . ?
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
N2 H2A O2 0.85 2.09 2.9358(19) 176.1 2_456
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
C1 C2 C3 C4 -0.3(3) . . . . ?
C1 C6 C7 C8 178.17(16) . . . . ?
C1 C6 C7 C15 2.9(3) . . . . ?
C2 C1 C6 C5 -0.4(2) . . . . ?
C2 C1 C6 C7 -178.45(15) . . . . ?
C2 C3 C4 C5 0.6(3) . . . . ?
C3 C4 C5 C6 -0.8(2) . . . . ?
C3 C4 C5 N1 178.05(16) . . . . ?
C4 C5 C6 C1 0.7(2) . . . . ?
C4 C5 C6 C7 179.26(13) . . . . ?
C4 C5 N1 C8 -179.18(15) . . . . ?
C4 C5 N1 C17 1.8(2) . . . . ?
C5 C6 C7 C8 -0.06(15) . . . . ?
C5 C6 C7 C15 -175.33(13) . . . . ?
C6 C1 C2 C3 0.2(3) . . . . ?
C6 C5 N1 C8 -0.20(15) . . . . ?
C6 C5 N1 C17 -179.20(12) . . . . ?
C6 C7 C8 C9 -178.25(12) . . . . ?
C6 C7 C8 N1 -0.07(15) . . . . ?
C6 C7 C15 O1 77.31(18) . . . . ?
C7 C8 C9 C10 -68.0(2) . . . . ?
C7 C8 C9 C14 110.87(17) . . . . ?
C7 C8 N1 C5 0.17(15) . . . . ?
C7 C8 N1 C17 179.17(12) . . . . ?
C7 C15 O1 C16 -172.03(15) . . . . ?
C8 C7 C15 O1 -97.03(17) . . . . ?
C8 C9 C10 C11 -178.95(14) . . . . ?
C8 C9 C14 C13 179.82(14) . . . . ?
C9 C8 N1 C5 178.48(12) . . . . ?
C9 C8 N1 C17 -2.5(2) . . . . ?
C9 C10 C11 C12 -0.9(2) . . . . ?
C10 C9 C14 C13 -1.3(2) . . . . ?
C10 C11 C12 C13 -1.3(2) . . . . ?
C11 C12 C13 C14 2.2(3) . . . . ?
C12 C13 C14 C9 -0.9(2) . . . . ?
C14 C9 C10 C11 2.1(2) . . . . ?
C15 C7 C8 C9 -3.1(2) . . . . ?
C15 C7 C8 N1 175.12(12) . . . . ?
C17 C18 C19 N2 134.47(17) . . . . ?
C17 C18 C19 O2 -47.4(2) . . . . ?
C18 C17 N1 C5 82.24(17) . . . . ?
C18 C17 N1 C8 -96.58(17) . . . . ?
C20 C18 C19 N2 -112.0(2) . . . . ?
C20 C18 C19 O2 66.1(2) . . . . ?
C21 C18 C19 N2 8.7(2) . . . . ?
C21 C18 C19 O2 -173.17(17) . . . . ?
N1 C5 C6 C1 -178.36(13) . . . . ?
N1 C5 C6 C7 0.16(15) . . . . ?
N1 C8 C9 C10 114.02(15) . . . . ?
N1 C8 C9 C14 -67.10(17) . . . . ?
N1 C17 C18 C19 -91.11(16) . . . . ?
N1 C17 C18 C20 155.78(14) . . . . ?
N1 C17 C18 C21 36.0(2) . . . . ?
