#------------------------------------------------------------------------------
#$Date: 2019-11-23 17:40:15 +0200 (Sat, 23 Nov 2019) $
#$Revision: 234256 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/48/7124818.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_7124818
loop_
_publ_author_name
'Stephens, David E.'
'Lakey-Beitia, Johant'
'Burch, Jessica E.'
'Arman, Hadi D.'
'Larionov, Oleg V.'
_publ_section_title
;
 Mechanistic insights into the potassium tert-butoxide-mediated synthesis
 of N-heterobiaryls.
;
_journal_issue                   64
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              9945
_journal_page_last               9948
_journal_paper_doi               10.1039/c6cc04816a
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         '2(C11 H8 N)'
_chemical_formula_sum            'C22 H16 N2'
_chemical_formula_weight         308.37
_chemical_name_systematic        5,5'-Diphenyl-2,2'-bipyridine
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-06-30
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2016-04-14 deposited with the CCDC.
2016-07-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.528(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.260(12)
_cell_length_b                   5.434(3)
_cell_length_c                   16.088(9)
_cell_measurement_reflns_used    4081
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      40.2
_cell_measurement_theta_min      2.5
_cell_volume                     1658.7(16)
_computing_cell_refinement
'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_data_reduction
'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details
;
scan:
	Number of images: 246
	           Slice: -125.0000 - -2.0000
	     Image width: 0.5000
	        Exp time: 50.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -70.0000
	             Phi: 270.0000
	             XTD: 34.9568
	          2theta: -35.0367
scan:
	Number of images: 184
	           Slice: -68.0000 - 24.0000
	     Image width: 0.5000
	        Exp time: 50.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 70.0000
	             Phi: 90.0000
	             XTD: 34.9568
	          2theta: -35.0367
scan:
	Number of images: 92
	           Slice: 0.0000 - 46.0000
	     Image width: 0.5000
	        Exp time: 50.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 0.0000
	             Phi: 180.0000
	             XTD: 34.9568
	          2theta: -35.0367
scan:
	Number of images: 64
	           Slice: -45.0000 - -13.0000
	     Image width: 0.5000
	        Exp time: 50.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 0.0000
	             Phi: 90.0000
	             XTD: 34.9568
	          2theta: -35.0367
scan:
	Number of images: 62
	           Slice: 19.0000 - 50.0000
	     Image width: 0.5000
	        Exp time: 50.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 70.0000
	             Phi: 0.0000
	             XTD: 34.9568
	          2theta: -35.0367
;
_diffrn_measurement_device
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  'Rigaku Saturn724 (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support Fiber
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.006354
_diffrn_orient_matrix_UB_12      -0.064037
_diffrn_orient_matrix_UB_13      -0.016251
_diffrn_orient_matrix_UB_21      -0.156145
_diffrn_orient_matrix_UB_22      0.038233
_diffrn_orient_matrix_UB_23      -0.089604
_diffrn_orient_matrix_UB_31      0.023926
_diffrn_orient_matrix_UB_32      -0.009879
_diffrn_orient_matrix_UB_33      -0.045910
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0779
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            8978
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.047
_diffrn_reflns_theta_max         25.047
_diffrn_reflns_theta_min         2.704
_diffrn_source                   'Sealed Tube'
_diffrn_source_current           40.0
_diffrn_source_power             2.0
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.691
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Higashi, 1995)'
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_description       plate
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.160
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.030
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         2904
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0681
_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)+(0.0300P)²+0.5500P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1391
_refine_ls_wR_factor_ref         0.1491
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2142
_reflns_number_total             2904
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6cc04816a2.cif
_cod_data_source_block           cd1338a
_cod_database_code               7124818
_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   0.978
_shelx_estimated_absorpt_t_min   0.962
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Others
 Fixed Sof: C21A(0.5) H21A(0.5) C21B(0.5) H21B(0.5) H20A(0.5) H20(0.5)
 C22A(0.5) H22A(0.5) C22B(0.5) H22B(0.5) C18B(0.5) H18B(0.5) C18A(0.5)
 H18A(0.5) C19B(0.5) H19B(0.5) C19A(0.5) H19A(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C21A(H21A), C15(H15), C21B(H21B), C13(H13), C20(H20A), C20(H20), C14(H14),
 C2(H2), C11(H11), C9(H9), C4(H4), C3(H3), C10(H10), C7(H7), C8(H8), C22A(H22A),
  C22B(H22B), C18B(H18B), C18A(H18A), C19B(H19B), C19A(H19A)
;
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2015-06-26
_olex2_date_sample_submission    2015-06-25
_olex2_exptl_crystal_mounting_method 'glass fiber'
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N2 N 0.05394(8) 0.1354(3) 0.44413(9) 0.0718(5) Uani 1 1 d . . . .
C12 C -0.00253(10) 0.1013(4) 0.46758(11) 0.0719(6) Uani 1 1 d . . . .
C21A C 0.2219(5) 0.1692(18) 0.3521(5) 0.112(3) Uani 0.5 1 d . P A 2
H21A H 0.2516 0.0357 0.3560 0.134 Uiso 0.5 1 calc R P A 2
C15 C -0.00550(12) 0.4685(6) 0.35134(15) 0.0955(7) Uani 1 1 d . . . .
H15 H -0.0055 0.5927 0.3116 0.115 Uiso 1 1 calc R . . .
C21B C 0.2383(4) 0.299(2) 0.3920(6) 0.148(4) Uani 0.5 1 d . P A 1
H21B H 0.2804 0.2357 0.4309 0.177 Uiso 0.5 1 calc R P A 1
C16 C 0.05275(11) 0.3177(4) 0.38658(12) 0.0755(6) Uani 1 1 d . . . .
C17 C 0.11730(11) 0.3491(5) 0.36439(13) 0.0765(6) Uani 1 1 d . . . .
C13 C -0.06205(11) 0.2466(5) 0.43495(14) 0.0922(7) Uani 1 1 d . . . .
H13 H -0.1006 0.2198 0.4525 0.111 Uiso 1 1 calc R . . .
C20 C 0.23927(15) 0.4101(7) 0.3241(2) 0.1168(10) Uani 1 1 d . . . .
H20A H 0.2769 0.4284 0.3043 0.140 Uiso 0.5 1 calc R P A 2
H20 H 0.2813 0.4331 0.3141 0.140 Uiso 0.5 1 calc R P A 1
C14 C -0.06322(13) 0.4328(6) 0.37567(16) 0.1062(9) Uani 1 1 d . . . .
H14 H -0.1028 0.5326 0.3526 0.127 Uiso 1 1 calc R . . .
N1 N 0.44589(10) 0.8959(3) 0.39161(12) 0.0781(5) Uani 1 1 d . . . .
C2 C 0.55683(13) 0.7388(5) 0.48662(15) 0.0874(7) Uani 1 1 d . . . .
H2 H 0.5946 0.7480 0.5400 0.105 Uiso 1 1 calc R . . .
C5 C 0.44481(12) 0.7212(4) 0.33107(14) 0.0778(6) Uani 1 1 d . . . .
C1 C 0.50137(12) 0.9033(4) 0.46788(14) 0.0765(6) Uani 1 1 d . . . .
C11 C 0.33464(14) 0.9140(6) 0.23125(17) 0.1033(8) Uani 1 1 d . . . .
H11 H 0.3409 1.0362 0.2738 0.124 Uiso 1 1 calc R . . .
C9 C 0.26705(16) 0.7505(8) 0.08975(19) 0.1185(10) Uani 1 1 d . . . .
H9 H 0.2287 0.7584 0.0369 0.142 Uiso 1 1 calc R . . .
C4 C 0.49818(14) 0.5517(5) 0.34660(16) 0.0909(7) Uani 1 1 d . . . .
H4 H 0.4958 0.4313 0.3046 0.109 Uiso 1 1 calc R . . .
C6 C 0.38273(12) 0.7280(4) 0.24723(15) 0.0812(6) Uani 1 1 d . . . .
C3 C 0.55525(14) 0.5612(5) 0.42483(17) 0.0965(7) Uani 1 1 d . . . .
H3 H 0.5921 0.4493 0.4357 0.116 Uiso 1 1 calc R . . .
C10 C 0.27666(16) 0.9256(7) 0.1532(2) 0.1211(10) Uani 1 1 d . . . .
H10 H 0.2444 1.0534 0.1443 0.145 Uiso 1 1 calc R . . .
C7 C 0.37151(17) 0.5528(6) 0.1818(2) 0.1177(9) Uani 1 1 d . . . .
H7 H 0.4034 0.4240 0.1899 0.141 Uiso 1 1 calc R . . .
C8 C 0.3140(2) 0.5652(8) 0.1046(2) 0.1379(12) Uani 1 1 d . . . .
H8 H 0.3073 0.4433 0.0618 0.165 Uiso 1 1 calc R . . .
C22A C 0.1623(4) 0.1403(14) 0.3723(4) 0.0909(18) Uani 0.5 1 d . P A 2
H22A H 0.1511 -0.0112 0.3908 0.109 Uiso 0.5 1 calc R P A 2
C22B C 0.1783(3) 0.2662(16) 0.4117(5) 0.117(3) Uani 0.5 1 d . P A 1
H22B H 0.1820 0.1781 0.4627 0.140 Uiso 0.5 1 calc R P A 1
C18B C 0.1164(3) 0.4690(11) 0.2833(4) 0.0962(15) Uani 0.5 1 d . P A 1
H18B H 0.0741 0.5277 0.2432 0.115 Uiso 0.5 1 calc R P A 1
C18A C 0.1374(3) 0.5793(13) 0.3487(4) 0.1091(17) Uani 0.5 1 d . P A 2
H18A H 0.1108 0.7160 0.3517 0.131 Uiso 0.5 1 calc R P A 2
C19B C 0.1771(3) 0.4966(12) 0.2653(4) 0.1018(17) Uani 0.5 1 d . P A 1
H19B H 0.1761 0.5737 0.2132 0.122 Uiso 0.5 1 calc R P A 1
C19A C 0.1985(4) 0.6070(16) 0.3281(5) 0.128(2) Uani 0.5 1 d . P A 2
H19A H 0.2119 0.7636 0.3168 0.153 Uiso 0.5 1 calc R 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'
N N 0.0061 0.0033 '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_3
C12 N2 C16 118.94(18) .
N2 C12 C12 116.3(2) 3_556
N2 C12 C13 122.2(2) .
C13 C12 C12 121.5(2) 3_556
C20 C21A H21A 119.9 .
C22A C21A H21A 119.9 .
C22A C21A C20 120.2(7) .
C16 C15 H15 120.4 .
C14 C15 H15 120.4 .
C14 C15 C16 119.3(2) .
C20 C21B H21B 118.3 .
C20 C21B C22B 123.4(7) .
C22B C21B H21B 118.3 .
N2 C16 C15 121.5(2) .
N2 C16 C17 116.41(19) .
C15 C16 C17 122.1(2) .
C22A C17 C16 118.4(3) .
C22B C17 C16 124.3(3) .
C22B C17 C18B 113.3(4) .
C18B C17 C16 122.3(3) .
C18A C17 C16 119.7(3) .
C18A C17 C22A 121.3(4) .
C12 C13 H13 120.6 .
C12 C13 C14 118.8(2) .
C14 C13 H13 120.6 .
C21A C20 H20A 120.9 .
C21B C20 H20 120.8 .
C21B C20 C19B 118.5(5) .
C19B C20 H20 120.8 .
C19A C20 C21A 118.1(5) .
C19A C20 H20A 120.9 .
C15 C14 C13 119.3(2) .
C15 C14 H14 120.3 .
C13 C14 H14 120.3 .
C1 N1 C5 118.37(19) .
C1 C2 H2 120.5 .
C3 C2 H2 120.5 .
C3 C2 C1 118.9(2) .
N1 C5 C4 121.7(2) .
N1 C5 C6 115.5(2) .
C4 C5 C6 122.9(2) .
N1 C1 C2 122.4(2) .
N1 C1 C1 115.6(3) 3_676
C2 C1 C1 122.0(3) 3_676
C6 C11 H11 119.1 .
C6 C11 C10 121.8(3) .
C10 C11 H11 119.1 .
C10 C9 H9 120.5 .
C8 C9 H9 120.5 .
C8 C9 C10 118.9(3) .
C5 C4 H4 120.2 .
C5 C4 C3 119.7(2) .
C3 C4 H4 120.2 .
C11 C6 C5 120.7(2) .
C11 C6 C7 116.9(2) .
C7 C6 C5 122.4(2) .
C2 C3 C4 119.0(2) .
C2 C3 H3 120.5 .
C4 C3 H3 120.5 .
C11 C10 H10 120.0 .
C9 C10 C11 120.0(3) .
C9 C10 H10 120.0 .
C6 C7 H7 119.5 .
C8 C7 C6 121.1(3) .
C8 C7 H7 119.5 .
C9 C8 C7 121.3(3) .
C9 C8 H8 119.4 .
C7 C8 H8 119.4 .
C21A C22A C17 118.4(7) .
C21A C22A H22A 120.8 .
C17 C22A H22A 120.8 .
C21B C22B H22B 117.8 .
C17 C22B C21B 124.3(6) .
C17 C22B H22B 117.8 .
C17 C18B H18B 119.6 .
C19B C18B C17 120.8(4) .
C19B C18B H18B 119.6 .
C17 C18A H18A 120.4 .
C17 C18A C19A 119.3(6) .
C19A C18A H18A 120.4 .
C20 C19B H19B 120.2 .
C18B C19B C20 119.6(5) .
C18B C19B H19B 120.2 .
C20 C19A C18A 121.8(6) .
C20 C19A H19A 119.1 .
C18A C19A H19A 119.1 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N2 C12 1.337(2) .
N2 C16 1.350(3) .
C12 C12 1.495(4) 3_556
C12 C13 1.382(3) .
C21A H21A 0.9300 .
C21A C20 1.466(10) .
C21A C22A 1.367(11) .
C15 H15 0.9300 .
C15 C16 1.384(3) .
C15 C14 1.371(3) .
C21B H21B 0.9300 .
C21B C20 1.253(9) .
C21B C22B 1.371(10) .
C16 C17 1.481(3) .
C17 C22A 1.432(8) .
C17 C22B 1.284(7) .
C17 C18B 1.453(5) .
C17 C18A 1.366(7) .
C13 H13 0.9300 .
C13 C14 1.385(3) .
C20 H20A 0.9300 .
C20 H20 0.9300 .
C20 C19B 1.367(6) .
C20 C19A 1.366(8) .
C14 H14 0.9300 .
N1 C5 1.355(3) .
N1 C1 1.343(3) .
C2 H2 0.9300 .
C2 C1 1.384(3) .
C2 C3 1.378(3) .
C5 C4 1.375(3) .
C5 C6 1.488(3) .
C1 C1 1.489(4) 3_676
C11 H11 0.9300 .
C11 C6 1.364(3) .
C11 C10 1.388(4) .
C9 H9 0.9300 .
C9 C10 1.359(4) .
C9 C8 1.347(5) .
C4 H4 0.9300 .
C4 C3 1.379(3) .
C6 C7 1.379(3) .
C3 H3 0.9300 .
C10 H10 0.9300 .
C7 H7 0.9300 .
C7 C8 1.374(4) .
C8 H8 0.9300 .
C22A H22A 0.9300 .
C22B H22B 0.9300 .
C18B H18B 0.9300 .
C18B C19B 1.367(7) .
C18A H18A 0.9300 .
C18A C19A 1.398(8) .
C19B H19B 0.9300 .
C19A H19A 0.9300 .
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_4
N2 C12 C13 C14 0.3(3) . .
N2 C16 C17 C22A 25.5(4) . .
N2 C16 C17 C22B -19.6(6) . .
N2 C16 C17 C18B 157.4(4) . .
N2 C16 C17 C18A -145.7(4) . .
C12 N2 C16 C15 -0.2(3) . .
C12 N2 C16 C17 178.97(17) . .
C12 C12 C13 C14 179.4(2) 3_556 .
C12 C13 C14 C15 -0.3(4) . .
C21A C20 C19A C18A -6.9(10) . .
C15 C16 C17 C22A -155.3(3) . .
C15 C16 C17 C22B 159.5(6) . .
C15 C16 C17 C18B -23.4(5) . .
C15 C16 C17 C18A 33.4(4) . .
C21B C20 C19B C18B 2.6(11) . .
C16 N2 C12 C12 -179.2(2) . 3_556
C16 N2 C12 C13 -0.1(3) . .
C16 C15 C14 C13 0.0(4) . .
C16 C17 C22A C21A -179.9(5) . .
C16 C17 C22B C21B -178.8(8) . .
C16 C17 C18B C19B 179.5(5) . .
C16 C17 C18A C19A 179.8(5) . .
C17 C18B C19B C20 0.1(10) . .
C17 C18A C19A C20 -0.7(11) . .
C20 C21A C22A C17 0.8(9) . .
C20 C21B C22B C17 -1.5(18) . .
C14 C15 C16 N2 0.3(4) . .
C14 C15 C16 C17 -178.9(2) . .
N1 C5 C4 C3 -1.4(3) . .
N1 C5 C6 C11 5.9(3) . .
N1 C5 C6 C7 -175.5(2) . .
C5 N1 C1 C2 -0.3(3) . .
C5 N1 C1 C1 -178.9(2) . 3_676
C5 C4 C3 C2 1.1(4) . .
C5 C6 C7 C8 -179.4(3) . .
C1 N1 C5 C4 0.9(3) . .
C1 N1 C5 C6 -178.47(17) . .
C1 C2 C3 C4 -0.5(3) . .
C11 C6 C7 C8 -0.7(4) . .
C4 C5 C6 C11 -173.5(2) . .
C4 C5 C6 C7 5.1(3) . .
C6 C5 C4 C3 178.0(2) . .
C6 C11 C10 C9 -0.8(4) . .
C6 C7 C8 C9 0.9(5) . .
C3 C2 C1 N1 0.1(3) . .
C3 C2 C1 C1 178.7(2) . 3_676
C10 C11 C6 C5 179.4(2) . .
C10 C11 C6 C7 0.6(4) . .
C10 C9 C8 C7 -1.0(5) . .
C8 C9 C10 C11 1.0(5) . .
C22A C21A C20 C19A 6.8(10) . .
C22A C17 C18A C19A 8.8(8) . .
C22B C21B C20 C19B -2.1(15) . .
C22B C17 C18B C19B -3.2(9) . .
C18B C17 C22B C21B 4.0(12) . .
C18A C17 C22A C21A -8.7(8) . .
