#------------------------------------------------------------------------------
#$Date: 2017-05-06 00:30:56 +0300 (Sat, 06 May 2017) $
#$Revision: 196272 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/99/7119928.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_7119928
loop_
_publ_author_name
'Tinsley, Ian C.'
'Spaniol, Jacqueline M.'
'Wheeler, Kraig A.'
_publ_section_title
;
 Mapping the structural boundaries of quasiracemate fractional
 crystallization using 2-substituted diarylamides.
;
_journal_issue                   33
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              4601
_journal_page_last               4604
_journal_paper_doi               10.1039/c7cc01638g
_journal_volume                  53
_journal_year                    2017
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C15 H14 N2 O3, C15 H13 Br N O'
_chemical_formula_sum            'C30 H28 Br N3 O4'
_chemical_formula_weight         574.46
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-02-23 deposited with the CCDC.
2017-03-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.342(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.2953(5)
_cell_length_b                   9.5761(5)
_cell_length_c                   17.2423(9)
_cell_measurement_reflns_used    4629
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.27
_cell_measurement_theta_min      2.61
_cell_volume                     1342.92(13)
_computing_cell_refinement       APEX2
_computing_data_collection       'APEX2 (Bruker, 2013)'
_computing_data_reduction
;
SADABS (Bruker, 2013) and XPREP (Bruker, 2013)
;
_computing_molecular_graphics    'XSEED (Barbour, 2001)'
_computing_publication_material  'XSEED (Barbour, 2001)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1097
_diffrn_reflns_av_unetI/netI     0.0867
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            20609
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.246
_diffrn_reflns_theta_min         2.614
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.420
_exptl_absorpt_correction_T_max  0.753
_exptl_absorpt_correction_T_min  0.587
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2014/7, Bruker AXS'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_description       'transparent plate'
_exptl_crystal_F_000             592
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: 1:1 hexanes:dichloromethane '
_exptl_crystal_size_max          0.148
_exptl_crystal_size_mid          0.109
_exptl_crystal_size_min          0.034
_refine_diff_density_max         1.047
_refine_diff_density_min         -0.821
_refine_diff_density_rms         0.100
_refine_ls_abs_structure_details
;
 Flack x determined using 1318 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.10(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         4825
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0967
_refine_ls_R_factor_gt           0.0737
_refine_ls_shift/su_max          0.057
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0401P)²+4.1799P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1536
_refine_ls_wR_factor_ref         0.1652
_reflns_Friedel_coverage         0.849
_reflns_Friedel_fraction_full    0.969
_reflns_Friedel_fraction_max     0.966
_reflns_number_gt                3810
_reflns_number_total             4825
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7cc01638g2.cif
_cod_data_source_block           16kaw105
_cod_depositor_comments
'Adding full bibliography for 7119927--7119932.cif.'
_cod_database_code               7119928
_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_min   0.716
_shelx_estimated_absorpt_t_max   0.922
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, 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
Br1A Br 0.67707(14) 0.13773(15) 0.35074(7) 0.0455(3) Uani 1 1 d . .
O1 O 0.5044(11) 0.1635(7) 0.0170(4) 0.042(2) Uani 1 1 d . .
O2 O 0.8419(13) -0.2002(10) 0.1852(6) 0.064(3) Uani 1 1 d . .
O3 O 0.8123(12) -0.0056(9) 0.1230(5) 0.049(2) Uani 1 1 d . .
O1A O 0.9832(11) -0.1244(8) 0.4720(4) 0.042(2) Uani 1 1 d . .
N1 N 0.5674(13) -0.0517(9) -0.0253(5) 0.035(2) Uani 1 1 d D .
H1 H 0.559(14) -0.140(3) -0.022(7) 0.042 Uiso 1 1 d D U
N2 N 0.7561(13) -0.1051(10) 0.1554(5) 0.041(2) Uani 1 1 d . .
N1A N 0.9375(14) 0.0839(8) 0.5231(5) 0.030(2) Uani 1 1 d D .
H1A H 0.932(14) 0.169(3) 0.514(4) 0.036 Uiso 1 1 d D U
C1 C 0.5162(16) 0.0323(11) 0.0251(6) 0.034(3) Uani 1 1 d . .
C2 C 0.4691(16) -0.0361(10) 0.0966(6) 0.036(3) Uani 1 1 d . .
C3 C 0.3078(16) -0.0330(11) 0.1033(6) 0.037(3) Uani 1 1 d . .
H3 H 0.2296 0.0146 0.0647 0.045 Uiso 1 1 calc R U
C4 C 0.2564(17) -0.0996(12) 0.1668(7) 0.044(3) Uani 1 1 d . .
H4 H 0.1442 -0.0961 0.1714 0.052 Uiso 1 1 calc R U
C5 C 0.371(2) -0.1713(13) 0.2236(6) 0.053(4) Uani 1 1 d . .
H5 H 0.3359 -0.2186 0.2658 0.064 Uiso 1 1 calc R U
C6 C 0.5320(18) -0.1729(11) 0.2180(7) 0.041(3) Uani 1 1 d . .
H6 H 0.6095 -0.2209 0.2568 0.049 Uiso 1 1 calc R U
C7 C 0.5849(17) -0.1046(12) 0.1558(6) 0.036(3) Uani 1 1 d . .
C8 C 0.6357(16) -0.0073(11) -0.0924(6) 0.038(3) Uani 1 1 d . .
H8 H 0.6347 0.0971 -0.0934 0.045 Uiso 1 1 calc R U
C9 C 0.8096(15) -0.0537(11) -0.0847(6) 0.035(3) Uani 1 1 d . .
C10 C 0.9226(16) 0.0282(12) -0.1150(6) 0.042(3) Uani 1 1 d . .
H10 H 0.8908 0.1178 -0.1362 0.050 Uiso 1 1 calc R U
C11 C 1.0817(15) -0.0202(12) -0.1144(6) 0.039(3) Uani 1 1 d . .
H11 H 1.1553 0.0359 -0.1367 0.047 Uiso 1 1 calc R U
C12 C 1.1343(17) -0.1488(13) -0.0817(7) 0.046(3) Uani 1 1 d . .
H12 H 1.2425 -0.1819 -0.0811 0.055 Uiso 1 1 calc R U
C13 C 1.0244(18) -0.2257(12) -0.0505(6) 0.044(3) Uani 1 1 d . .
H13 H 1.0586 -0.3133 -0.0269 0.053 Uiso 1 1 calc R U
C14 C 0.8673(16) -0.1822(11) -0.0516(6) 0.035(3) Uani 1 1 d . .
H14 H 0.7954 -0.2405 -0.0295 0.042 Uiso 1 1 calc R U
C15 C 0.5265(18) -0.0582(13) -0.1682(7) 0.050(3) Uani 1 1 d . .
H15A H 0.5297 -0.1604 -0.1701 0.075 Uiso 1 1 calc R U
H15B H 0.5659 -0.0198 -0.2138 0.075 Uiso 1 1 calc R U
H15C H 0.4133 -0.0272 -0.1698 0.075 Uiso 1 1 calc R U
C1A C 0.9815(13) 0.0013(10) 0.4689(6) 0.027(2) Uani 1 1 d D .
C2A C 1.0179(13) 0.0756(10) 0.3971(5) 0.026(2) Uani 1 1 d . .
C3A C 1.1819(14) 0.0750(11) 0.3862(6) 0.033(3) Uani 1 1 d . .
H3A H 1.2649 0.0294 0.4234 0.040 Uiso 1 1 calc R U
C4A C 1.2220(13) 0.1411(17) 0.3211(6) 0.041(2) Uani 1 1 d . .
H4A H 1.3333 0.1446 0.3151 0.049 Uiso 1 1 calc R U
C5A C 1.1001(17) 0.2022(12) 0.2646(6) 0.040(3) Uani 1 1 d . .
H5A H 1.1280 0.2442 0.2191 0.048 Uiso 1 1 calc R U
C6A C 0.9373(15) 0.2024(11) 0.2741(6) 0.036(3) Uani 1 1 d . .
H6A H 0.8534 0.2441 0.2356 0.043 Uiso 1 1 calc R U
C7A C 0.9002(12) 0.1397(14) 0.3416(5) 0.033(2) Uani 1 1 d . .
C8A C 0.8705(14) 0.0345(10) 0.5911(5) 0.030(2) Uani 1 1 d D .
H8A H 0.8720 -0.0699 0.5909 0.037 Uiso 1 1 calc R U
C9A C 0.6968(15) 0.0810(11) 0.5866(6) 0.027(3) Uani 1 1 d . .
C10A C 0.6442(16) 0.2164(11) 0.5645(7) 0.033(3) Uani 1 1 d . .
H10A H 0.7205 0.2802 0.5496 0.040 Uiso 1 1 calc R U
C11A C 0.4899(16) 0.2599(11) 0.5634(6) 0.034(3) Uani 1 1 d . .
H11A H 0.4598 0.3531 0.5480 0.040 Uiso 1 1 calc R U
C12A C 0.3751(14) 0.1719(9) 0.5843(6) 0.029(2) Uani 1 1 d . .
H12A H 0.2665 0.2031 0.5845 0.035 Uiso 1 1 calc R U
C13A C 0.4226(16) 0.0365(12) 0.6050(7) 0.038(3) Uani 1 1 d . .
H13A H 0.3442 -0.0272 0.6180 0.045 Uiso 1 1 calc R U
C14A C 0.5786(15) -0.0072(11) 0.6071(6) 0.033(3) Uani 1 1 d . .
H14A H 0.6081 -0.1003 0.6230 0.039 Uiso 1 1 calc R U
C15A C 0.9832(14) 0.0851(12) 0.6689(6) 0.040(3) Uani 1 1 d . .
H15D H 1.0973 0.0592 0.6686 0.059 Uiso 1 1 calc R U
H15E H 0.9483 0.0412 0.7143 0.059 Uiso 1 1 calc R U
H15F H 0.9749 0.1868 0.6730 0.059 Uiso 1 1 calc R U
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'
Br Br -0.6763 1.2805 '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
C1 N1 C8 125.2(9)
C1 N1 H1 122(8)
C8 N1 H1 113(8)
O2 N2 O3 122.0(11)
O2 N2 C7 120.4(11)
O3 N2 C7 117.6(10)
C1A N1A C8A 124.6(8)
C1A N1A H1A 118(3)
C8A N1A H1A 116(3)
O1 C1 N1 124.2(10)
O1 C1 C2 119.5(10)
N1 C1 C2 116.3(9)
C3 C2 C7 119.0(10)
C3 C2 C1 118.3(10)
C7 C2 C1 122.7(11)
C2 C3 C4 120.6(12)
C2 C3 H3 119.7
C4 C3 H3 119.7
C5 C4 C3 119.9(13)
C5 C4 H4 120.0
C3 C4 H4 120.0
C6 C5 C4 119.8(11)
C6 C5 H5 120.1
C4 C5 H5 120.1
C5 C6 C7 120.6(13)
C5 C6 H6 119.7
C7 C6 H6 119.7
C6 C7 C2 119.9(12)
C6 C7 N2 117.8(11)
C2 C7 N2 122.3(10)
N1 C8 C9 111.5(9)
N1 C8 C15 109.5(10)
C9 C8 C15 112.6(9)
N1 C8 H8 107.7
C9 C8 H8 107.7
C15 C8 H8 107.7
C10 C9 C14 116.4(11)
C10 C9 C8 120.5(10)
C14 C9 C8 123.0(10)
C11 C10 C9 120.8(10)
C11 C10 H10 119.6
C9 C10 H10 119.6
C12 C11 C10 121.2(11)
C12 C11 H11 119.4
C10 C11 H11 119.4
C13 C12 C11 117.3(13)
C13 C12 H12 121.3
C11 C12 H12 121.3
C12 C13 C14 122.7(11)
C12 C13 H13 118.6
C14 C13 H13 118.6
C13 C14 C9 121.5(11)
C13 C14 H14 119.2
C9 C14 H14 119.2
C8 C15 H15A 109.5
C8 C15 H15B 109.5
H15A C15 H15B 109.5
C8 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
O1A C1A N1A 124.5(10)
O1A C1A C2A 120.4(9)
N1A C1A C2A 115.0(8)
C7A C2A C3A 118.8(9)
C7A C2A C1A 123.7(9)
C3A C2A C1A 117.5(9)
C4A C3A C2A 119.9(11)
C4A C3A H3A 120.1
C2A C3A H3A 120.1
C3A C4A C5A 120.2(11)
C3A C4A H4A 119.9
C5A C4A H4A 119.9
C4A C5A C6A 120.5(10)
C4A C5A H5A 119.7
C6A C5A H5A 119.7
C5A C6A C7A 118.4(10)
C5A C6A H6A 120.8
C7A C6A H6A 120.8
C2A C7A C6A 122.1(10)
C2A C7A Br1A 120.8(7)
C6A C7A Br1A 117.0(8)
N1A C8A C9A 111.9(8)
N1A C8A C15A 109.3(9)
C9A C8A C15A 111.3(8)
N1A C8A H8A 108.1
C9A C8A H8A 108.1
C15A C8A H8A 108.1
C14A C9A C10A 115.8(12)
C14A C9A C8A 121.7(9)
C10A C9A C8A 122.5(11)
C11A C10A C9A 122.5(12)
C11A C10A H10A 118.7
C9A C10A H10A 118.7
C10A C11A C12A 121.0(10)
C10A C11A H11A 119.5
C12A C11A H11A 119.5
C11A C12A C13A 117.9(11)
C11A C12A H12A 121.1
C13A C12A H12A 121.1
C14A C13A C12A 121.3(12)
C14A C13A H13A 119.4
C12A C13A H13A 119.4
C13A C14A C9A 121.5(10)
C13A C14A H14A 119.2
C9A C14A H14A 119.2
C8A C15A H15D 109.5
C8A C15A H15E 109.5
H15D C15A H15E 109.5
C8A C15A H15F 109.5
H15D C15A H15F 109.5
H15E C15A H15F 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1A C7A 1.888(10)
O1 C1 1.266(14)
O2 N2 1.206(13)
O3 N2 1.240(12)
O1A C1A 1.204(12)
N1 C1 1.314(14)
N1 C8 1.449(13)
N1 H1 0.85(3)
N2 C7 1.422(16)
N1A C1A 1.328(12)
N1A C8A 1.472(12)
N1A H1A 0.83(2)
C1 C2 1.513(15)
C2 C3 1.366(17)
C2 C7 1.417(16)
C3 C4 1.404(16)
C3 H3 0.9500
C4 C5 1.401(19)
C4 H4 0.9500
C5 C6 1.36(2)
C5 H5 0.9500
C6 C7 1.399(16)
C6 H6 0.9500
C8 C9 1.491(17)
C8 C15 1.518(16)
C8 H8 1.0000
C9 C10 1.399(16)
C9 C14 1.401(14)
C10 C11 1.397(17)
C10 H10 0.9500
C11 C12 1.389(17)
C11 H11 0.9500
C12 C13 1.361(18)
C12 H12 0.9500
C13 C14 1.365(18)
C13 H13 0.9500
C14 H14 0.9500
C15 H15A 0.9800
C15 H15B 0.9800
C15 H15C 0.9800
C1A C2A 1.509(14)
C2A C7A 1.371(13)
C2A C3A 1.410(15)
C3A C4A 1.385(15)
C3A H3A 0.9500
C4A C5A 1.388(16)
C4A H4A 0.9500
C5A C6A 1.392(17)
C5A H5A 0.9500
C6A C7A 1.396(14)
C6A H6A 0.9500
C8A C9A 1.495(16)
C8A C15A 1.554(14)
C8A H8A 1.0000
C9A C14A 1.392(16)
C9A C10A 1.398(14)
C10A C11A 1.342(17)
C10A H10A 0.9500
C11A C12A 1.371(16)
C11A H11A 0.9500
C12A C13A 1.382(16)
C12A H12A 0.9500
C13A C14A 1.354(17)
C13A H13A 0.9500
C14A H14A 0.9500
C15A H15D 0.9800
C15A H15E 0.9800
C15A H15F 0.9800
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
N1 H1 O1 0.85(3) 1.96(4) 2.801(11) 169(12) 2_645
N1A H1A O1A 0.83(2) 2.10(6) 2.868(11) 154(12) 2_756
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
C8 N1 C1 O1 7(2)
C8 N1 C1 C2 -172.6(11)
O1 C1 C2 C3 66.9(15)
N1 C1 C2 C3 -113.0(12)
O1 C1 C2 C7 -114.2(13)
N1 C1 C2 C7 65.9(14)
C7 C2 C3 C4 -1.5(15)
C1 C2 C3 C4 177.5(9)
C2 C3 C4 C5 -0.7(16)
C3 C4 C5 C6 1.7(17)
C4 C5 C6 C7 -0.5(17)
C5 C6 C7 C2 -1.7(16)
C5 C6 C7 N2 177.2(10)
C3 C2 C7 C6 2.7(15)
C1 C2 C7 C6 -176.2(9)
C3 C2 C7 N2 -176.2(9)
C1 C2 C7 N2 4.9(15)
O2 N2 C7 C6 28.9(15)
O3 N2 C7 C6 -151.7(10)
O2 N2 C7 C2 -152.2(11)
O3 N2 C7 C2 27.2(14)
C1 N1 C8 C9 117.1(12)
C1 N1 C8 C15 -117.7(13)
N1 C8 C9 C10 -147.0(10)
C15 C8 C9 C10 89.6(13)
N1 C8 C9 C14 36.6(14)
C15 C8 C9 C14 -86.9(13)
C14 C9 C10 C11 2.4(15)
C8 C9 C10 C11 -174.3(10)
C9 C10 C11 C12 -2.0(16)
C10 C11 C12 C13 0.1(16)
C11 C12 C13 C14 1.2(17)
C12 C13 C14 C9 -0.6(17)
C10 C9 C14 C13 -1.2(16)
C8 C9 C14 C13 175.4(10)
C8A N1A C1A O1A -5.7(19)
C8A N1A C1A C2A 169.5(10)
O1A C1A C2A C7A 106.1(13)
N1A C1A C2A C7A -69.3(14)
O1A C1A C2A C3A -72.1(13)
N1A C1A C2A C3A 112.4(11)
C7A C2A C3A C4A 1.3(15)
C1A C2A C3A C4A 179.7(10)
C2A C3A C4A C5A -3.0(19)
C3A C4A C5A C6A 2.4(19)
C4A C5A C6A C7A 0.0(17)
C3A C2A C7A C6A 1.0(16)
C1A C2A C7A C6A -177.2(10)
C3A C2A C7A Br1A 177.5(8)
C1A C2A C7A Br1A -0.7(14)
C5A C6A C7A C2A -1.7(17)
C5A C6A C7A Br1A -178.3(8)
C1A N1A C8A C9A -115.0(12)
C1A N1A C8A C15A 121.3(12)
N1A C8A C9A C14A 139.2(10)
C15A C8A C9A C14A -98.2(11)
N1A C8A C9A C10A -43.4(13)
C15A C8A C9A C10A 79.3(12)
C14A C9A C10A C11A 0.4(16)
C8A C9A C10A C11A -177.2(10)
C9A C10A C11A C12A -0.1(17)
C10A C11A C12A C13A -1.1(16)
C11A C12A C13A C14A 2.0(16)
C12A C13A C14A C9A -1.7(17)
C10A C9A C14A C13A 0.5(15)
C8A C9A C14A C13A 178.1(10)
