#------------------------------------------------------------------------------
#$Date: 2021-04-05 17:13:46 +0300 (Mon, 05 Apr 2021) $
#$Revision: 263668 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/01/1560125.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_1560125
loop_
_publ_author_name
'Yang, Chi'
'Wu, Tian-Rui'
'Li, Yan'
'Wu, Bing-Bing'
'Jin, Ruo-Xing'
'Hu, Duo-Duo'
'Li, Yuan-Bo'
'Bian, Kang-Jie'
'Wang, Xi-Sheng'
_publ_section_title
;
 Facile synthesis of axially chiral styrene-type carboxylic acids via
 palladium-catalyzed asymmetric C--H activation
;
_journal_issue                   10
_journal_name_full               'Chemical Science'
_journal_page_first              3726
_journal_page_last               3732
_journal_paper_doi               10.1039/D0SC06661C
_journal_volume                  12
_journal_year                    2021
_chemical_formula_moiety         'C24 H20 O4'
_chemical_formula_sum            'C24 H20 O4'
_chemical_formula_weight         372.40
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc26nzql
_audit_creation_date             2020-01-18
_audit_creation_method
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_audit_update_record
;
2020-11-23 deposited with the CCDC.	2021-01-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   8.99240(10)
_cell_length_b                   19.5139(2)
_cell_length_c                   23.2425(2)
_cell_measurement_temperature    293(2)
_cell_volume                     4078.52(7)
_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  (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0182
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            42944
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.193
_diffrn_reflns_theta_min         3.804
_exptl_absorpt_coefficient_mu    0.664
_exptl_crystal_density_diffrn    1.213
_exptl_crystal_F_000             1568
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details
;
 Flack x determined using 2644 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.07(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.578
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     509
_refine_ls_number_reflns         8078
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.580
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0670
_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          0.1995
_refine_ls_wR_factor_ref         0.2077
_reflns_Friedel_coverage         0.775
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.981
_reflns_number_gt                6953
_reflns_number_total             8078
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc06661c2.cif
_cod_data_source_block           liyan-yangchi-200115
_cod_depositor_comments
'Adding full bibliography for 1560125--1560126.cif.'
_cod_database_code               1560125
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C102, C123, C104, C105, C109, C110, C107, C108
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3.a Aromatic/amide H refined with riding coordinates:
 C23(H23), C12(H12), C14(H14), C24(H24), C9(H9), C112(H112), C3(H3), C15(H15),
 C117(H117), C7(H7), C118(H118), C4(H4), C116(H116), C109(H109), C16(H16),
 C6(H6), C8(H8), C114(H114), C104(H104), C18(H18), C123(H123), C107(H107),
 C103(H103), C115(H115), C124(H124), C17(H17), C108(H108), C106(H106)
3.b Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C28(H28A,H28B,H28C), C122(H12A,H12B,H12C), C128(H12D,
 H12E,H12F)
;
_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'
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
O21 O 0.4582(5) 0.35464(17) 0.73408(15) 0.0984(12) Uani 1 1 d . . . . .
O27 O 1.1097(4) 0.2079(3) 0.65821(17) 0.1084(14) Uani 1 1 d . . . . .
O26 O 1.0684(5) 0.3017(2) 0.7121(2) 0.1021(11) Uani 1 1 d . . . . .
O120 O 0.3012(6) 0.43003(17) 0.37040(16) 0.1118(16) Uani 1 1 d . . . . .
C10 C 0.4054(4) 0.21800(18) 0.80573(13) 0.0555(8) Uani 1 1 d . . . . .
C1 C 0.5496(4) 0.24563(16) 0.79324(12) 0.0507(7) Uani 1 1 d . . . . .
C11 C 0.5881(4) 0.31591(17) 0.81388(14) 0.0567(8) Uani 1 1 d . . . . .
C2 C 0.6488(4) 0.20890(17) 0.75944(13) 0.0552(7) Uani 1 1 d . . . . .
O121 O 0.4012(7) 0.52628(16) 0.4026(2) 0.134(2) Uani 1 1 d . . . . .
C13 C 0.7482(4) 0.28972(18) 0.90207(14) 0.0580(8) Uani 1 1 d . . . . .
O20 O 0.5426(7) 0.43376(16) 0.79166(19) 0.1246(18) Uani 1 1 d . . . . .
C5 C 0.3630(5) 0.15411(19) 0.78196(16) 0.0637(9) Uani 1 1 d . . . . .
C23 C 0.7931(4) 0.23816(19) 0.74329(14) 0.0599(8) Uani 1 1 d . . . . .
H23 H 0.816535 0.280638 0.759010 0.072 Uiso 1 1 calc R U . . .
C12 C 0.6722(5) 0.33242(18) 0.85910(16) 0.0607(8) Uani 1 1 d . . . . .
H12 H 0.684943 0.379297 0.864355 0.073 Uiso 1 1 calc R U . . .
C113 C 0.5015(4) 0.31231(16) 0.50323(17) 0.0589(8) Uani 1 1 d . . . . .
C14 C 0.7278(5) 0.2201(2) 0.90888(17) 0.0668(9) Uani 1 1 d . . . . .
H14 H 0.663685 0.196480 0.884534 0.080 Uiso 1 1 calc R U . . .
C101 C 0.5153(6) 0.47521(17) 0.49950(18) 0.0725(12) Uani 1 1 d . . . . .
C19 C 0.5299(6) 0.37509(19) 0.77930(18) 0.0706(10) Uani 1 1 d . . . . .
C24 C 0.8919(5) 0.2110(3) 0.70933(18) 0.0724(10) Uani 1 1 d . . . . .
H24 H 0.874057 0.167704 0.694178 0.087 Uiso 1 1 calc R U . . .
O127 O -0.0215(6) 0.4756(2) 0.6587(2) 0.1212(15) Uani 1 1 d . . . . .
C9 C 0.3033(5) 0.2528(2) 0.84101(19) 0.0738(10) Uani 1 1 d . . . . .
H9 H 0.330163 0.293701 0.858680 0.089 Uiso 1 1 calc R U . . .
C102 C 0.4293(6) 0.49894(18) 0.54750(18) 0.0767(10) Uani 1 1 d . U . . .
C112 C 0.4412(5) 0.35954(18) 0.45997(15) 0.0622(9) Uani 1 1 d . . . . .
H112 H 0.393287 0.338248 0.429336 0.075 Uiso 1 1 calc R U . . .
C3 C 0.6039(6) 0.1428(2) 0.73912(17) 0.0703(11) Uani 1 1 d . . . . .
H3 H 0.671394 0.116666 0.718191 0.084 Uiso 1 1 calc R U . . .
C111 C 0.4434(5) 0.42806(18) 0.45711(16) 0.0647(10) Uani 1 1 d . . . . .
C25 C 1.0307(5) 0.2464(3) 0.69405(18) 0.0762(11) Uani 1 1 d . . . . .
C125 C 0.0493(7) 0.4510(3) 0.6110(2) 0.0855(13) Uani 1 1 d . . . . .
C119 C 0.3746(6) 0.45979(19) 0.4055(2) 0.0781(13) Uani 1 1 d . . . . .
C15 C 0.8027(6) 0.1855(2) 0.95196(18) 0.0786(12) Uani 1 1 d . . . . .
H15 H 0.788153 0.138597 0.956175 0.094 Uiso 1 1 calc R U . . .
C110 C 0.6614(6) 0.49506(19) 0.49000(19) 0.0749(9) Uani 1 1 d . U . . .
C117 C 0.5357(6) 0.1944(2) 0.5315(2) 0.0850(14) Uani 1 1 d . . . . .
H117 H 0.526199 0.147916 0.523218 0.102 Uiso 1 1 calc R U . . .
C7 C 0.1189(6) 0.1645(3) 0.8245(2) 0.0873(14) Uani 1 1 d . . . . .
H7 H 0.023316 0.147639 0.830161 0.105 Uiso 1 1 calc R U . . .
C118 C 0.4861(6) 0.2426(2) 0.4919(2) 0.0734(11) Uani 1 1 d . . . . .
H118 H 0.442435 0.228211 0.457677 0.088 Uiso 1 1 calc R U . . .
C4 C 0.4672(6) 0.1172(2) 0.74926(18) 0.0750(11) Uani 1 1 d . . . . .
H4 H 0.441568 0.074544 0.734439 0.090 Uiso 1 1 calc R U . . .
C116 C 0.5976(6) 0.2142(2) 0.5819(2) 0.0784(12) Uani 1 1 d . . . . .
H116 H 0.627936 0.181599 0.608610 0.094 Uiso 1 1 calc R U . . .
C109 C 0.7446(6) 0.4717(2) 0.4452(2) 0.0862(10) Uani 1 1 d . U . . .
H109 H 0.701830 0.440620 0.419772 0.103 Uiso 1 1 calc R U . . .
O126 O 0.0001(7) 0.4078(3) 0.5838(2) 0.1285(16) Uani 1 1 d . . . . .
C16 C 0.8965(7) 0.2183(3) 0.9881(2) 0.0906(16) Uani 1 1 d . . . . .
H16 H 0.945126 0.194035 1.016935 0.109 Uiso 1 1 calc R U . . .
C105 C 0.7288(7) 0.5436(2) 0.5297(2) 0.0862(12) Uani 1 1 d . U . . .
C6 C 0.2154(6) 0.1295(3) 0.7921(2) 0.0815(13) Uani 1 1 d . . . . .
H6 H 0.186031 0.088099 0.775832 0.098 Uiso 1 1 calc R U . . .
C8 C 0.1612(6) 0.2256(3) 0.8494(2) 0.0897(15) Uani 1 1 d . . . . .
H8 H 0.093620 0.249239 0.872297 0.108 Uiso 1 1 calc R U . . .
C114 C 0.5691(6) 0.3311(2) 0.55408(19) 0.0745(11) Uani 1 1 d . . . . .
H114 H 0.583919 0.377266 0.562235 0.089 Uiso 1 1 calc R U . . .
C104 C 0.6387(8) 0.5672(2) 0.5752(2) 0.0937(14) Uani 1 1 d . U . . .
H104 H 0.679127 0.599460 0.600094 0.112 Uiso 1 1 calc R U . . .
C18 C 0.8466(6) 0.3226(2) 0.9389(2) 0.0816(13) Uani 1 1 d . . . . .
H18 H 0.863886 0.369286 0.934687 0.098 Uiso 1 1 calc R U . . .
C123 C 0.2817(7) 0.4728(2) 0.5599(2) 0.0848(11) Uani 1 1 d . U . . .
H123 H 0.246810 0.440041 0.534129 0.102 Uiso 1 1 calc R U . . .
C107 C 0.9546(7) 0.5393(3) 0.4770(3) 0.1013(18) Uani 1 1 d . U . . .
H107 H 1.053562 0.552375 0.473344 0.122 Uiso 1 1 calc R U . . .
C103 C 0.5004(8) 0.5467(2) 0.5850(2) 0.0901(16) Uani 1 1 d . . . . .
H103 H 0.449214 0.563607 0.616774 0.108 Uiso 1 1 calc R U . . .
C115 C 0.6151(6) 0.2818(3) 0.5932(2) 0.0847(13) Uani 1 1 d . . . . .
H115 H 0.658636 0.295301 0.627671 0.102 Uiso 1 1 calc R U . . .
C124 C 0.1851(8) 0.4890(3) 0.6040(2) 0.0954(17) Uani 1 1 d . . . . .
H124 H 0.207892 0.524488 0.629199 0.115 Uiso 1 1 calc R U . . .
C17 C 0.9197(7) 0.2865(3) 0.9822(2) 0.1010(19) Uani 1 1 d . . . . .
H17 H 0.984279 0.309175 1.006933 0.121 Uiso 1 1 calc R U . . .
C108 C 0.8899(7) 0.4921(3) 0.4356(3) 0.1035(14) Uani 1 1 d . U . . .
H108 H 0.943660 0.476383 0.404125 0.124 Uiso 1 1 calc R U . . .
C22 C 0.3895(10) 0.4062(3) 0.6983(3) 0.120(2) Uani 1 1 d . . . . .
H22A H 0.344460 0.384746 0.665452 0.180 Uiso 1 1 calc R U . . .
H22B H 0.463609 0.438261 0.685592 0.180 Uiso 1 1 calc R U . . .
H22C H 0.314699 0.430008 0.719974 0.180 Uiso 1 1 calc R U . . .
C106 C 0.8693(9) 0.5648(3) 0.5219(3) 0.114(2) Uani 1 1 d . . . . .
H106 H 0.910008 0.596941 0.546852 0.136 Uiso 1 1 calc R U . . .
C28 C 1.2499(8) 0.2379(5) 0.6400(3) 0.137(3) Uani 1 1 d . . . . .
H28A H 1.230888 0.274789 0.613603 0.206 Uiso 1 1 calc R U . . .
H28B H 1.309350 0.203638 0.621304 0.206 Uiso 1 1 calc R U . . .
H28C H 1.302178 0.255238 0.672926 0.206 Uiso 1 1 calc R U . . .
C122 C 0.3463(15) 0.5593(3) 0.3503(4) 0.191(6) Uani 1 1 d . . . . .
H12A H 0.397259 0.540796 0.317480 0.287 Uiso 1 1 calc R U . . .
H12B H 0.364053 0.607739 0.352486 0.287 Uiso 1 1 calc R U . . .
H12C H 0.241484 0.551056 0.346512 0.287 Uiso 1 1 calc R U . . .
C128 C -0.1624(11) 0.4397(4) 0.6749(5) 0.144(3) Uani 1 1 d . . . . .
H12D H -0.244167 0.459597 0.654328 0.217 Uiso 1 1 calc R U . . .
H12E H -0.178798 0.444480 0.715553 0.217 Uiso 1 1 calc R U . . .
H12F H -0.154548 0.391959 0.665385 0.217 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'
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
C19 O21 C22 117.7(4) . . ?
C25 O27 C28 114.8(6) . . ?
C5 C10 C1 119.7(3) . . ?
C9 C10 C1 121.8(4) . . ?
C9 C10 C5 118.5(4) . . ?
C10 C1 C11 119.3(3) . . ?
C2 C1 C10 120.1(3) . . ?
C2 C1 C11 120.5(3) . . ?
C1 C11 C19 117.0(3) . . ?
C12 C11 C1 127.3(3) . . ?
C12 C11 C19 115.7(3) . . ?
C1 C2 C23 120.8(3) . . ?
C1 C2 C3 118.1(4) . . ?
C3 C2 C23 121.1(3) . . ?
C119 O121 C122 114.5(4) . . ?
C14 C13 C12 125.1(4) . . ?
C14 C13 C18 117.9(4) . . ?
C18 C13 C12 117.0(4) . . ?
C10 C5 C6 118.8(4) . . ?
C4 C5 C10 118.9(4) . . ?
C4 C5 C6 122.4(4) . . ?
C2 C23 H23 116.5 . . ?
C24 C23 C2 126.9(4) . . ?
C24 C23 H23 116.5 . . ?
C11 C12 C13 131.5(3) . . ?
C11 C12 H12 114.3 . . ?
C13 C12 H12 114.3 . . ?
C118 C113 C112 116.6(4) . . ?
C114 C113 C112 125.7(3) . . ?
C114 C113 C118 117.8(4) . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 119.9(4) . . ?
C15 C14 H14 120.0 . . ?
C102 C101 C111 118.6(4) . . ?
C110 C101 C102 123.0(4) . . ?
C110 C101 C111 118.5(4) . . ?
O21 C19 C11 111.8(3) . . ?
O20 C19 O21 122.8(4) . . ?
O20 C19 C11 125.4(4) . . ?
C23 C24 H24 118.8 . . ?
C23 C24 C25 122.3(5) . . ?
C25 C24 H24 118.8 . . ?
C125 O127 C128 115.8(6) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 C10 119.7(5) . . ?
C8 C9 H9 120.1 . . ?
C101 C102 C123 122.3(4) . . ?
C103 C102 C101 116.4(5) . . ?
C103 C102 C123 121.2(5) . . ?
C113 C112 H112 114.5 . . ?
C111 C112 C113 131.0(3) . . ?
C111 C112 H112 114.5 . . ?
C2 C3 H3 118.9 . . ?
C4 C3 C2 122.3(4) . . ?
C4 C3 H3 118.9 . . ?
C112 C111 C101 126.0(3) . . ?
C112 C111 C119 116.8(3) . . ?
C119 C111 C101 117.1(3) . . ?
O27 C25 C24 109.9(5) . . ?
O26 C25 O27 125.0(5) . . ?
O26 C25 C24 125.1(4) . . ?
O127 C125 C124 107.9(5) . . ?
O126 C125 O127 121.8(6) . . ?
O126 C125 C124 130.3(6) . . ?
O120 C119 O121 122.7(4) . . ?
O120 C119 C111 125.2(4) . . ?
O121 C119 C111 112.1(3) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 C14 121.5(5) . . ?
C16 C15 H15 119.2 . . ?
C101 C110 C105 118.4(5) . . ?
C109 C110 C101 123.3(4) . . ?
C109 C110 C105 118.3(5) . . ?
C118 C117 H117 119.6 . . ?
C116 C117 H117 119.6 . . ?
C116 C117 C118 120.7(4) . . ?
C6 C7 H7 120.0 . . ?
C6 C7 C8 120.0(5) . . ?
C8 C7 H7 120.0 . . ?
C113 C118 H118 119.9 . . ?
C117 C118 C113 120.3(4) . . ?
C117 C118 H118 119.9 . . ?
C5 C4 H4 119.6 . . ?
C3 C4 C5 120.8(4) . . ?
C3 C4 H4 119.6 . . ?
C117 C116 H116 120.2 . . ?
C115 C116 C117 119.6(4) . . ?
C115 C116 H116 120.2 . . ?
C110 C109 H109 118.5 . . ?
C110 C109 C108 123.1(6) . . ?
C108 C109 H109 118.5 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.9(4) . . ?
C17 C16 H16 120.1 . . ?
C104 C105 C110 116.6(5) . . ?
C106 C105 C110 120.5(7) . . ?
C106 C105 C104 122.9(6) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 C5 121.6(5) . . ?
C7 C6 H6 119.2 . . ?
C9 C8 H8 119.3 . . ?
C7 C8 C9 121.4(5) . . ?
C7 C8 H8 119.3 . . ?
C113 C114 H114 119.7 . . ?
C113 C114 C115 120.6(4) . . ?
C115 C114 H114 119.7 . . ?
C105 C104 H104 117.6 . . ?
C103 C104 C105 124.8(5) . . ?
C103 C104 H104 117.6 . . ?
C13 C18 H18 119.6 . . ?
C13 C18 C17 120.9(5) . . ?
C17 C18 H18 119.6 . . ?
C102 C123 H123 115.0 . . ?
C124 C123 C102 130.0(5) . . ?
C124 C123 H123 115.0 . . ?
C108 C107 H107 119.9 . . ?
C106 C107 H107 119.9 . . ?
C106 C107 C108 120.2(6) . . ?
C102 C103 H103 119.6 . . ?
C104 C103 C102 120.7(6) . . ?
C104 C103 H103 119.6 . . ?
C116 C115 C114 120.9(5) . . ?
C116 C115 H115 119.5 . . ?
C114 C115 H115 119.5 . . ?
C125 C124 H124 120.0 . . ?
C123 C124 C125 120.0(5) . . ?
C123 C124 H124 120.0 . . ?
C16 C17 C18 119.9(5) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
C109 C108 C107 117.1(7) . . ?
C109 C108 H108 121.5 . . ?
C107 C108 H108 121.5 . . ?
O21 C22 H22A 109.5 . . ?
O21 C22 H22B 109.5 . . ?
O21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C105 C106 C107 120.8(6) . . ?
C105 C106 H106 119.6 . . ?
C107 C106 H106 119.6 . . ?
O27 C28 H28A 109.5 . . ?
O27 C28 H28B 109.5 . . ?
O27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O121 C122 H12A 109.5 . . ?
O121 C122 H12B 109.5 . . ?
O121 C122 H12C 109.5 . . ?
H12A C122 H12B 109.5 . . ?
H12A C122 H12C 109.5 . . ?
H12B C122 H12C 109.5 . . ?
O127 C128 H12D 109.5 . . ?
O127 C128 H12E 109.5 . . ?
O127 C128 H12F 109.5 . . ?
H12D C128 H12E 109.5 . . ?
H12D C128 H12F 109.5 . . ?
H12E C128 H12F 109.5 . . ?
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
O21 C19 1.296(6) . ?
O21 C22 1.445(6) . ?
O27 C25 1.328(6) . ?
O27 C28 1.454(8) . ?
O26 C25 1.206(7) . ?
O120 C119 1.200(5) . ?
C10 C1 1.434(5) . ?
C10 C5 1.416(5) . ?
C10 C9 1.406(5) . ?
C1 C11 1.494(5) . ?
C1 C2 1.388(5) . ?
C11 C12 1.334(6) . ?
C11 C19 1.501(5) . ?
C2 C23 1.466(6) . ?
C2 C3 1.431(6) . ?
O121 C119 1.321(5) . ?
O121 C122 1.462(7) . ?
C13 C12 1.469(5) . ?
C13 C14 1.380(6) . ?
C13 C18 1.389(6) . ?
O20 C19 1.186(5) . ?
C5 C4 1.405(6) . ?
C5 C6 1.431(7) . ?
C23 H23 0.9300 . ?
C23 C24 1.301(6) . ?
C12 H12 0.9300 . ?
C113 C112 1.468(5) . ?
C113 C118 1.393(5) . ?
C113 C114 1.379(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.383(5) . ?
C101 C102 1.434(7) . ?
C101 C111 1.495(5) . ?
C101 C110 1.387(7) . ?
C24 H24 0.9300 . ?
C24 C25 1.470(7) . ?
O127 C125 1.365(8) . ?
O127 C128 1.496(10) . ?
C9 H9 0.9300 . ?
C9 C8 1.397(8) . ?
C102 C123 1.451(8) . ?
C102 C103 1.428(6) . ?
C112 H112 0.9300 . ?
C112 C111 1.339(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.348(7) . ?
C111 C119 1.484(5) . ?
C125 O126 1.142(7) . ?
C125 C124 1.438(9) . ?
C15 H15 0.9300 . ?
C15 C16 1.351(7) . ?
C110 C109 1.361(8) . ?
C110 C105 1.455(6) . ?
C117 H117 0.9300 . ?
C117 C118 1.389(7) . ?
C117 C116 1.355(8) . ?
C7 H7 0.9300 . ?
C7 C6 1.336(8) . ?
C7 C8 1.380(9) . ?
C118 H118 0.9300 . ?
C4 H4 0.9300 . ?
C116 H116 0.9300 . ?
C116 C115 1.353(7) . ?
C109 H109 0.9300 . ?
C109 C108 1.384(9) . ?
C16 H16 0.9300 . ?
C16 C17 1.354(8) . ?
C105 C104 1.409(9) . ?
C105 C106 1.342(10) . ?
C6 H6 0.9300 . ?
C8 H8 0.9300 . ?
C114 H114 0.9300 . ?
C114 C115 1.388(6) . ?
C104 H104 0.9300 . ?
C104 C103 1.326(9) . ?
C18 H18 0.9300 . ?
C18 C17 1.392(7) . ?
C123 H123 0.9300 . ?
C123 C124 1.381(8) . ?
C107 H107 0.9300 . ?
C107 C108 1.451(10) . ?
C107 C106 1.388(10) . ?
C103 H103 0.9300 . ?
C115 H115 0.9300 . ?
C124 H124 0.9300 . ?
C17 H17 0.9300 . ?
C108 H108 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C106 H106 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C122 H12A 0.9600 . ?
C122 H12B 0.9600 . ?
C122 H12C 0.9600 . ?
C128 H12D 0.9600 . ?
C128 H12E 0.9600 . ?
C128 H12F 0.9600 . ?
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
C10 C1 C11 C12 102.3(4) . . . . ?
C10 C1 C11 C19 -79.6(4) . . . . ?
C10 C1 C2 C23 176.2(3) . . . . ?
C10 C1 C2 C3 -1.5(5) . . . . ?
C10 C5 C4 C3 -1.9(6) . . . . ?
C10 C5 C6 C7 -1.6(6) . . . . ?
C10 C9 C8 C7 1.0(7) . . . . ?
C1 C10 C5 C4 3.7(5) . . . . ?
C1 C10 C5 C6 -176.3(3) . . . . ?
C1 C10 C9 C8 176.5(4) . . . . ?
C1 C11 C12 C13 -1.5(7) . . . . ?
C1 C11 C19 O21 -2.8(5) . . . . ?
C1 C11 C19 O20 175.2(5) . . . . ?
C1 C2 C23 C24 -175.7(4) . . . . ?
C1 C2 C3 C4 3.4(6) . . . . ?
C11 C1 C2 C23 0.0(5) . . . . ?
C11 C1 C2 C3 -177.7(3) . . . . ?
C2 C1 C11 C12 -81.5(5) . . . . ?
C2 C1 C11 C19 96.6(4) . . . . ?
C2 C23 C24 C25 177.2(4) . . . . ?
C2 C3 C4 C5 -1.7(7) . . . . ?
C13 C14 C15 C16 0.0(7) . . . . ?
C13 C18 C17 C16 0.9(9) . . . . ?
C5 C10 C1 C11 174.3(3) . . . . ?
C5 C10 C1 C2 -2.0(4) . . . . ?
C5 C10 C9 C8 -3.2(5) . . . . ?
C23 C2 C3 C4 -174.3(4) . . . . ?
C23 C24 C25 O27 -179.0(4) . . . . ?
C23 C24 C25 O26 2.2(7) . . . . ?
C12 C11 C19 O21 175.5(4) . . . . ?
C12 C11 C19 O20 -6.5(7) . . . . ?
C12 C13 C14 C15 -178.2(4) . . . . ?
C12 C13 C18 C17 177.9(5) . . . . ?
C113 C112 C111 C101 1.5(9) . . . . ?
C113 C112 C111 C119 178.1(5) . . . . ?
C113 C114 C115 C116 1.3(8) . . . . ?
C14 C13 C12 C11 -10.6(7) . . . . ?
C14 C13 C18 C17 -1.4(7) . . . . ?
C14 C15 C16 C17 -0.5(8) . . . . ?
C101 C102 C123 C124 179.2(4) . . . . ?
C101 C102 C103 C104 0.0(6) . . . . ?
C101 C111 C119 O120 -172.8(6) . . . . ?
C101 C111 C119 O121 6.1(7) . . . . ?
C101 C110 C109 C108 179.4(4) . . . . ?
C101 C110 C105 C104 -0.3(5) . . . . ?
C101 C110 C105 C106 -179.3(4) . . . . ?
C19 C11 C12 C13 -179.6(4) . . . . ?
O127 C125 C124 C123 177.6(4) . . . . ?
C9 C10 C1 C11 -5.4(5) . . . . ?
C9 C10 C1 C2 178.3(3) . . . . ?
C9 C10 C5 C4 -176.5(4) . . . . ?
C9 C10 C5 C6 3.5(5) . . . . ?
C102 C101 C111 C112 -89.6(6) . . . . ?
C102 C101 C111 C119 93.8(5) . . . . ?
C102 C101 C110 C109 178.7(4) . . . . ?
C102 C101 C110 C105 -1.7(5) . . . . ?
C102 C123 C124 C125 -173.6(4) . . . . ?
C112 C113 C118 C117 -177.9(4) . . . . ?
C112 C113 C114 C115 176.6(5) . . . . ?
C112 C111 C119 O120 10.3(9) . . . . ?
C112 C111 C119 O121 -170.8(5) . . . . ?
C3 C2 C23 C24 2.0(6) . . . . ?
C111 C101 C102 C123 7.3(5) . . . . ?
C111 C101 C102 C103 -176.8(3) . . . . ?
C111 C101 C110 C109 -2.6(5) . . . . ?
C111 C101 C110 C105 177.0(3) . . . . ?
C15 C16 C17 C18 0.1(9) . . . . ?
C110 C101 C102 C123 -174.0(3) . . . . ?
C110 C101 C102 C103 1.9(5) . . . . ?
C110 C101 C111 C112 91.6(6) . . . . ?
C110 C101 C111 C119 -85.0(5) . . . . ?
C110 C109 C108 C107 1.7(7) . . . . ?
C110 C105 C104 C103 2.3(7) . . . . ?
C110 C105 C106 C107 -2.1(8) . . . . ?
C117 C116 C115 C114 0.7(8) . . . . ?
C118 C113 C112 C111 -177.1(5) . . . . ?
C118 C113 C114 C115 -2.1(7) . . . . ?
C118 C117 C116 C115 -1.8(8) . . . . ?
C4 C5 C6 C7 178.4(4) . . . . ?
C116 C117 C118 C113 1.0(8) . . . . ?
C109 C110 C105 C104 179.3(4) . . . . ?
C109 C110 C105 C106 0.3(6) . . . . ?
O126 C125 C124 C123 -2.7(9) . . . . ?
C105 C110 C109 C108 -0.1(6) . . . . ?
C105 C104 C103 C102 -2.1(7) . . . . ?
C6 C5 C4 C3 178.0(4) . . . . ?
C6 C7 C8 C9 0.9(7) . . . . ?
C8 C7 C6 C5 -0.6(7) . . . . ?
C114 C113 C112 C111 4.1(8) . . . . ?
C114 C113 C118 C117 1.0(7) . . . . ?
C104 C105 C106 C107 179.0(5) . . . . ?
C18 C13 C12 C11 170.3(4) . . . . ?
C18 C13 C14 C15 0.9(6) . . . . ?
C123 C102 C103 C104 176.0(4) . . . . ?
C103 C102 C123 C124 3.4(7) . . . . ?
C108 C107 C106 C105 3.7(8) . . . . ?
C22 O21 C19 C11 177.0(5) . . . . ?
C22 O21 C19 O20 -1.1(9) . . . . ?
C106 C105 C104 C103 -178.7(5) . . . . ?
C106 C107 C108 C109 -3.4(8) . . . . ?
C28 O27 C25 O26 -1.3(8) . . . . ?
C28 O27 C25 C24 179.9(5) . . . . ?
C122 O121 C119 O120 -5.7(12) . . . . ?
C122 O121 C119 C111 175.3(8) . . . . ?
C128 O127 C125 O126 3.4(9) . . . . ?
C128 O127 C125 C124 -176.9(6) . . . . ?
