#------------------------------------------------------------------------------
#$Date: 2021-07-05 20:04:16 +0200 (lun 05 de jul de 2021) $
#$Revision: 267212 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/06/7060660.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_7060660
loop_
_publ_author_name
'Hu, Miao'
'Jiang, Yong'
'Sun, Nan'
'Hu, Baoxiang'
'Shen, Zhenlu'
'Hu, Xinquan'
'Jin, Liqun'
_publ_section_title
;
 Nickel-catalyzed C3-alkylation of indoles with alcohols via a borrowing
 hydrogen strategy
;
_journal_issue                   22
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              10057
_journal_page_last               10062
_journal_paper_doi               10.1039/D1NJ01581H
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C32 H34 Cl4 N2 Ni2 O4'
_chemical_formula_sum            'C32 H34 Cl4 N2 Ni2 O4'
_chemical_formula_weight         769.83
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-09-13
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2021-01-07 deposited with the CCDC.	2021-05-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.0105(6)
_cell_length_b                   11.6307(5)
_cell_length_c                   21.7397(9)
_cell_measurement_reflns_used    6375
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      27.349
_cell_measurement_theta_min      2.529
_cell_volume                     3289.7(2)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_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  0.0589
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            26736
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.502
_diffrn_reflns_theta_min         2.442
_diffrn_source_current           40.0
_diffrn_source_power             2.0
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.509
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6588
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1155 before and 0.0535 after correction.
The Ratio of minimum to maximum transmission is 0.8836.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_description       block
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.062
_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     212
_refine_ls_number_reflns         3772
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0318
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0266P)²+2.7145P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0676
_refine_ls_wR_factor_ref         0.0762
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2900
_reflns_number_total             3772
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj01581h2.cif
_cod_data_source_block           a
_cod_depositor_comments          'Adding full bibliography for 7060660.cif.'
_cod_database_code               7060660
_shelx_shelxl_version_number     2018/3
_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   0.864
_shelx_estimated_absorpt_t_min   0.840
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O3-H3
 0.85 with sigma of 0.01
 H3-O3
 0.82 with sigma of 0.02
 Ni1-H3
 2.763848 with sigma of 0.02
 C1-H3
 2.5 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C10A \\sim C10: within 2A with sigma of 0.005 and sigma for terminal atoms of
0.01 within 2A
4. Others
 Sof(H9BC)=Sof(H9BD)=Sof(H11C)=Sof(H11D)=Sof(C10A)=Sof(H10C)=Sof(H10D)=1-FVAR(1)
 Sof(H9AA)=Sof(H9AB)=Sof(H11A)=Sof(H11B)=Sof(C10)=Sof(H10A)=Sof(H10B)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C9(H9AA,H9AB), C9(H9BC,H9BD), C1(H1A,H1B), C11(H11A,H11B), C11(H11C,H11D),
 C10(H10A,H10B), C10A(H10C,H10D)
5.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C15(H15), C14(H14), C3(H3A), C7(H7), C4(H4), C5(H5), C6(H6)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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
Ni1 Ni 0.53396(2) 0.12990(2) 0.52590(2) 0.02558(9) Uani 1 1 d D . . . .
Cl1 Cl 0.38664(4) 0.05654(5) 0.47481(3) 0.02893(13) Uani 1 1 d . . . . .
Cl2 Cl 0.61283(5) 0.18229(5) 0.43159(3) 0.03626(15) Uani 1 1 d . . . . .
O1 O 0.65131(13) 0.20054(14) 0.57941(8) 0.0345(4) Uani 1 1 d . . . . .
O3 O 0.46607(15) 0.06298(14) 0.60912(8) 0.0349(4) Uani 1 1 d D . . . .
H3 H 0.462(2) -0.0120(8) 0.6066(10) 0.052 Uiso 1 1 d D U . . .
N1 N 0.47528(15) 0.29058(16) 0.54243(9) 0.0259(4) Uani 1 1 d . . . . .
C13 C 0.53717(18) 0.35577(18) 0.57816(10) 0.0259(5) Uani 1 1 d . . . . .
C8 C 0.63270(18) 0.29833(19) 0.59745(11) 0.0279(5) Uani 1 1 d . . . . .
C16 C 0.38714(19) 0.3351(2) 0.52370(11) 0.0305(5) Uani 1 1 d . . . . .
H16 H 0.343604 0.290626 0.499529 0.037 Uiso 1 1 calc R U . . .
C15 C 0.3575(2) 0.4465(2) 0.53901(12) 0.0362(6) Uani 1 1 d . . . . .
H15 H 0.295337 0.476105 0.524949 0.043 Uiso 1 1 calc R U . . .
C12 C 0.5136(2) 0.4670(2) 0.59586(11) 0.0317(6) Uani 1 1 d . . . . .
C14 C 0.4210(2) 0.5120(2) 0.57507(13) 0.0382(6) Uani 1 1 d . . . . .
H14 H 0.402072 0.586578 0.585626 0.046 Uiso 1 1 calc R U . . .
C2 C 0.3969(2) 0.2017(2) 0.68098(11) 0.0348(6) Uani 1 1 d . . . . .
C9 C 0.7029(2) 0.3610(2) 0.64015(12) 0.0360(6) Uani 1 1 d . . . . .
H9AA H 0.773370 0.338909 0.631497 0.043 Uiso 0.837(6) 1 calc R U P A 1
H9AB H 0.687530 0.338741 0.682151 0.043 Uiso 0.837(6) 1 calc R U P A 1
H9BC H 0.763122 0.384890 0.617126 0.043 Uiso 0.163(6) 1 calc R U P A 2
H9BD H 0.725850 0.307578 0.671559 0.043 Uiso 0.163(6) 1 calc R U P A 2
C3 C 0.4798(2) 0.1930(2) 0.72018(12) 0.0437(7) Uani 1 1 d . . . . .
H3A H 0.524303 0.130730 0.716899 0.052 Uiso 1 1 calc R U . . .
C1 C 0.3726(2) 0.1082(2) 0.63520(12) 0.0398(6) Uani 1 1 d D . . . .
H1A H 0.335086 0.046918 0.655482 0.048 Uiso 1 1 calc R U . . .
H1B H 0.329558 0.138974 0.602717 0.048 Uiso 1 1 calc R U . . .
C7 C 0.3335(2) 0.2967(3) 0.68540(13) 0.0438(7) Uani 1 1 d . . . . .
H7 H 0.278045 0.304258 0.658730 0.053 Uiso 1 1 calc R U . . .
C11 C 0.5849(2) 0.5326(2) 0.63702(14) 0.0466(7) Uani 1 1 d . . . . .
H11A H 0.583086 0.613162 0.625617 0.056 Uiso 0.837(6) 1 calc R U P A 1
H11B H 0.560699 0.526352 0.679086 0.056 Uiso 0.837(6) 1 calc R U P A 1
H11C H 0.622398 0.587594 0.612109 0.056 Uiso 0.163(6) 1 calc R U P A 2
H11D H 0.543855 0.575857 0.666180 0.056 Uiso 0.163(6) 1 calc R U P A 2
C4 C 0.4975(3) 0.2766(3) 0.76446(13) 0.0508(8) Uani 1 1 d . . . . .
H4 H 0.553000 0.269731 0.791146 0.061 Uiso 1 1 calc R U . . .
C10 C 0.6926(3) 0.4913(3) 0.63400(17) 0.0383(9) Uani 0.837(6) 1 d . U P A 1
H10A H 0.731776 0.527715 0.666596 0.046 Uiso 0.837(6) 1 calc R U P A 1
H10B H 0.722302 0.514998 0.595086 0.046 Uiso 0.837(6) 1 calc R U P A 1
C5 C 0.4327(3) 0.3694(3) 0.76881(14) 0.0543(9) Uani 1 1 d . . . . .
H5 H 0.443813 0.424947 0.798870 0.065 Uiso 1 1 calc R U . . .
C6 C 0.3517(3) 0.3805(3) 0.72892(14) 0.0550(9) Uani 1 1 d . . . . .
H6 H 0.309031 0.444487 0.731225 0.066 Uiso 1 1 calc R U . . .
C10A C 0.6589(13) 0.4641(13) 0.6713(8) 0.037(3) Uani 0.163(6) 1 d . U P A 2
H10C H 0.626142 0.438745 0.708983 0.044 Uiso 0.163(6) 1 calc R U P A 2
H10D H 0.715469 0.513976 0.682873 0.044 Uiso 0.163(6) 1 calc R U P A 2
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'
Cl Cl 0.1484 0.1585 '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'
Ni Ni 0.3393 1.1124 '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
Cl1 Ni1 Cl1 91.13(2) . 5_656 ?
Cl2 Ni1 Cl1 92.31(2) . 5_656 ?
Cl2 Ni1 Cl1 92.14(2) . . ?
O1 Ni1 Cl1 172.99(5) . . ?
O1 Ni1 Cl1 92.54(5) . 5_656 ?
O1 Ni1 Cl2 93.68(6) . . ?
O1 Ni1 O3 88.52(7) . . ?
O3 Ni1 Cl1 86.10(5) . . ?
O3 Ni1 Cl1 81.71(5) . 5_656 ?
O3 Ni1 Cl2 173.72(5) . . ?
N1 Ni1 Cl1 169.75(6) . 5_656 ?
N1 Ni1 Cl1 96.25(6) . . ?
N1 Ni1 Cl2 94.50(6) . . ?
N1 Ni1 O1 79.40(7) . . ?
N1 Ni1 O3 91.68(7) . . ?
Ni1 Cl1 Ni1 88.87(2) . 5_656 ?
C8 O1 Ni1 113.48(16) . . ?
Ni1 O3 H3 109.5(13) . . ?
C1 O3 Ni1 122.93(15) . . ?
C1 O3 H3 109.6(16) . . ?
C13 N1 Ni1 112.96(15) . . ?
C16 N1 Ni1 128.75(17) . . ?
C16 N1 C13 118.3(2) . . ?
N1 C13 C8 114.34(19) . . ?
N1 C13 C12 123.5(2) . . ?
C12 C13 C8 122.1(2) . . ?
O1 C8 C13 119.7(2) . . ?
O1 C8 C9 122.0(2) . . ?
C13 C8 C9 118.2(2) . . ?
N1 C16 H16 118.9 . . ?
N1 C16 C15 122.1(2) . . ?
C15 C16 H16 118.9 . . ?
C16 C15 H15 120.4 . . ?
C14 C15 C16 119.1(2) . . ?
C14 C15 H15 120.4 . . ?
C13 C12 C14 117.0(2) . . ?
C13 C12 C11 120.3(2) . . ?
C14 C12 C11 122.7(2) . . ?
C15 C14 C12 120.0(2) . . ?
C15 C14 H14 120.0 . . ?
C12 C14 H14 120.0 . . ?
C3 C2 C1 121.3(3) . . ?
C3 C2 C7 118.8(3) . . ?
C7 C2 C1 119.8(3) . . ?
C8 C9 H9AA 109.2 . . ?
C8 C9 H9AB 109.2 . . ?
C8 C9 H9BC 108.3 . . ?
C8 C9 H9BD 108.3 . . ?
C8 C9 C10 112.1(2) . . ?
C8 C9 C10A 116.1(7) . . ?
H9AA C9 H9AB 107.9 . . ?
H9BC C9 H9BD 107.4 . . ?
C10 C9 H9AA 109.2 . . ?
C10 C9 H9AB 109.2 . . ?
C10A C9 H9BC 108.3 . . ?
C10A C9 H9BD 108.3 . . ?
C2 C3 H3A 119.8 . . ?
C2 C3 C4 120.5(3) . . ?
C4 C3 H3A 119.8 . . ?
O3 C1 C2 110.3(2) . . ?
O3 C1 H1A 109.6 . . ?
O3 C1 H1B 109.6 . . ?
C2 C1 H1A 109.6 . . ?
C2 C1 H1B 109.6 . . ?
H1A C1 H1B 108.1 . . ?
C2 C7 H7 119.7 . . ?
C6 C7 C2 120.7(3) . . ?
C6 C7 H7 119.7 . . ?
C12 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
C12 C11 H11C 108.3 . . ?
C12 C11 H11D 108.3 . . ?
H11A C11 H11B 107.7 . . ?
H11C C11 H11D 107.4 . . ?
C10 C11 C12 113.2(2) . . ?
C10 C11 H11A 108.9 . . ?
C10 C11 H11B 108.9 . . ?
C10A C11 C12 115.9(6) . . ?
C10A C11 H11C 108.3 . . ?
C10A C11 H11D 108.3 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.8(3) . . ?
C5 C4 H4 120.1 . . ?
C9 C10 H10A 108.8 . . ?
C9 C10 H10B 108.8 . . ?
C11 C10 C9 113.6(3) . . ?
C11 C10 H10A 108.8 . . ?
C11 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.1(3) . . ?
C6 C5 H5 119.9 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 C7 120.0(3) . . ?
C5 C6 H6 120.0 . . ?
C9 C10A H10C 107.9 . . ?
C9 C10A H10D 107.9 . . ?
C11 C10A C9 117.5(11) . . ?
C11 C10A H10C 107.9 . . ?
C11 C10A H10D 107.9 . . ?
H10C C10A H10D 107.2 . . ?
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
Ni1 Cl1 2.3738(6) . ?
Ni1 Cl1 2.4019(6) 5_656 ?
Ni1 Cl2 2.3722(7) . ?
Ni1 O1 2.0879(17) . ?
Ni1 O3 2.1585(18) . ?
Ni1 N1 2.0505(19) . ?
O1 C8 1.227(3) . ?
O3 H3 0.875(9) . ?
O3 C1 1.441(3) . ?
N1 C13 1.352(3) . ?
N1 C16 1.323(3) . ?
C13 C8 1.472(3) . ?
C13 C12 1.384(3) . ?
C8 C9 1.492(3) . ?
C16 H16 0.9300 . ?
C16 C15 1.393(3) . ?
C15 H15 0.9300 . ?
C15 C14 1.370(4) . ?
C12 C14 1.390(4) . ?
C12 C11 1.497(4) . ?
C14 H14 0.9300 . ?
C2 C3 1.379(4) . ?
C2 C1 1.508(4) . ?
C2 C7 1.382(4) . ?
C9 H9AA 0.9700 . ?
C9 H9AB 0.9700 . ?
C9 H9BC 0.9700 . ?
C9 H9BD 0.9700 . ?
C9 C10 1.528(4) . ?
C9 C10A 1.491(17) . ?
C3 H3A 0.9300 . ?
C3 C4 1.387(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C7 H7 0.9300 . ?
C7 C6 1.378(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 H11C 0.9700 . ?
C11 H11D 0.9700 . ?
C11 C10 1.483(5) . ?
C11 C10A 1.455(18) . ?
C4 H4 0.9300 . ?
C4 C5 1.373(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C5 H5 0.9300 . ?
C5 C6 1.371(5) . ?
C6 H6 0.9300 . ?
C10A H10C 0.9700 . ?
C10A H10D 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
Ni1 O1 C8 C13 -3.0(3) . . . . ?
Ni1 O1 C8 C9 175.37(18) . . . . ?
Ni1 O3 C1 C2 -91.4(2) . . . . ?
Ni1 N1 C13 C8 0.0(2) . . . . ?
Ni1 N1 C13 C12 -179.58(19) . . . . ?
Ni1 N1 C16 C15 179.75(18) . . . . ?
O1 C8 C9 C10 154.6(3) . . . . ?
O1 C8 C9 C10A -164.3(8) . . . . ?
N1 C13 C8 O1 2.1(3) . . . . ?
N1 C13 C8 C9 -176.3(2) . . . . ?
N1 C13 C12 C14 -0.1(4) . . . . ?
N1 C13 C12 C11 178.3(2) . . . . ?
N1 C16 C15 C14 -0.6(4) . . . . ?
C13 N1 C16 C15 0.8(4) . . . . ?
C13 C8 C9 C10 -27.0(3) . . . . ?
C13 C8 C9 C10A 14.1(9) . . . . ?
C13 C12 C14 C15 0.3(4) . . . . ?
C13 C12 C11 C10 24.3(4) . . . . ?
C13 C12 C11 C10A -18.4(9) . . . . ?
C8 C13 C12 C14 -179.7(2) . . . . ?
C8 C13 C12 C11 -1.3(4) . . . . ?
C8 C9 C10 C11 50.2(4) . . . . ?
C8 C9 C10A C11 -34.1(15) . . . . ?
C16 N1 C13 C8 179.1(2) . . . . ?
C16 N1 C13 C12 -0.5(3) . . . . ?
C16 C15 C14 C12 0.0(4) . . . . ?
C12 C13 C8 O1 -178.3(2) . . . . ?
C12 C13 C8 C9 3.3(3) . . . . ?
C12 C11 C10 C9 -48.6(4) . . . . ?
C12 C11 C10A C9 36.0(15) . . . . ?
C14 C12 C11 C10 -157.5(3) . . . . ?
C14 C12 C11 C10A 159.9(9) . . . . ?
C2 C3 C4 C5 -0.9(4) . . . . ?
C2 C7 C6 C5 -0.7(5) . . . . ?
C3 C2 C1 O3 -38.9(3) . . . . ?
C3 C2 C7 C6 -1.1(4) . . . . ?
C3 C4 C5 C6 -1.0(5) . . . . ?
C1 C2 C3 C4 -176.1(3) . . . . ?
C1 C2 C7 C6 176.9(3) . . . . ?
C7 C2 C3 C4 1.9(4) . . . . ?
C7 C2 C1 O3 143.0(2) . . . . ?
C11 C12 C14 C15 -178.0(2) . . . . ?
C4 C5 C6 C7 1.7(5) . . . . ?
