#------------------------------------------------------------------------------
#$Date: 2021-04-27 00:14:19 +0300 (Tue, 27 Apr 2021) $
#$Revision: 264554 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/86/4518629.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_4518629
loop_
_publ_author_name
'Lin, Yeo-Sin'
'Abate, Seid Yimer'
'Wang, Chun-I'
'Wen, Yuh-Sheng'
'Chen, Chih-I'
'Hsu, Chao-Ping'
'Chueh, Chu-Chen'
'Tao, Yu-Tai'
'Sun, Shih-Sheng'
_publ_section_title
;
 Low-Cost Hole-Transporting Materials Based on Carbohelicene for
 High-Performance Perovskite Solar Cells
;
_journal_name_full               'ACS Applied Materials & Interfaces'
_journal_paper_doi               10.1021/acsami.1c02004
_journal_year                    2021
_chemical_formula_sum            'C50 H40 N2 O4'
_chemical_formula_weight         732.84
_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
_audit_creation_method           SHELXL-2017/1
_cell_angle_alpha                90
_cell_angle_beta                 91.057(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.0421(2)
_cell_length_b                   19.8448(3)
_cell_length_c                   31.8609(5)
_cell_measurement_reflns_used    15893
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.8380
_cell_measurement_theta_min      3.1360
_cell_volume                     7612.6(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.2496
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            51656
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.756
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81424
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_description       plate
_exptl_crystal_F_000             3088
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.765
_refine_diff_density_min         -0.458
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1029
_refine_ls_number_reflns         17035
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0909
_refine_ls_R_factor_gt           0.0530
_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)+(0.0539P)²+2.1669P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1129
_refine_ls_wR_factor_ref         0.1341
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11351
_reflns_number_total             17035
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            am1c02004_si_002.cif
_cod_data_source_block           ic19628
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4518629
_shelx_shelxl_version_number     2017/1
_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. 
;
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_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.00148(11) 0.16595(7) 0.26936(4) 0.0434(3) Uani 1 1 d . . . . .
O2 O 0.72986(10) 0.26119(7) 0.36791(4) 0.0426(3) Uani 1 1 d . . . . .
O3 O 0.45094(11) 0.67054(7) 0.49748(4) 0.0434(3) Uani 1 1 d . . . . .
O4 O 0.63898(11) 0.44578(7) 0.24455(4) 0.0425(3) Uani 1 1 d . . . . .
N1 N 0.27405(12) 0.28188(8) 0.39349(5) 0.0331(4) Uani 1 1 d . . . . .
N2 N 0.31425(11) 0.51782(8) 0.35873(5) 0.0339(4) Uani 1 1 d . . . . .
C1 C 0.22728(14) 0.31973(9) 0.42639(5) 0.0295(4) Uani 1 1 d . . . . .
C2 C 0.27875(15) 0.31919(9) 0.46653(6) 0.0337(4) Uani 1 1 d . . . . .
H2A H 0.350055 0.299462 0.470478 0.040 Uiso 1 1 calc R U . . .
C3 C 0.22535(15) 0.34721(9) 0.49963(6) 0.0341(4) Uani 1 1 d . . . . .
H3A H 0.259474 0.345541 0.526730 0.041 Uiso 1 1 calc R U . . .
C4 C 0.12102(15) 0.37855(9) 0.49473(5) 0.0292(4) Uani 1 1 d . . . . .
C5 C 0.05451(16) 0.39472(9) 0.52995(6) 0.0337(4) Uani 1 1 d . . . . .
H5A H 0.084495 0.390284 0.557603 0.040 Uiso 1 1 calc R U . . .
C6 C -0.05065(16) 0.41623(9) 0.52405(6) 0.0362(4) Uani 1 1 d . . . . .
H6A H -0.097747 0.420121 0.547521 0.043 Uiso 1 1 calc R U . . .
C7 C -0.09285(15) 0.43332(9) 0.48328(6) 0.0324(4) Uani 1 1 d . . . . .
C8 C -0.20304(15) 0.45722(10) 0.47784(7) 0.0391(5) Uani 1 1 d . . . . .
H8A H -0.249424 0.461227 0.501511 0.047 Uiso 1 1 calc R U . . .
C9 C -0.24294(15) 0.47438(10) 0.43939(7) 0.0410(5) Uani 1 1 d . . . . .
H9A H -0.319403 0.485105 0.435770 0.049 Uiso 1 1 calc R U . . .
C10 C -0.17189(14) 0.47658(9) 0.40433(6) 0.0352(4) Uani 1 1 d . . . . .
C11 C -0.21373(15) 0.49646(11) 0.36401(7) 0.0435(5) Uani 1 1 d . . . . .
H11A H -0.290323 0.507062 0.360709 0.052 Uiso 1 1 calc R U . . .
C12 C -0.14743(16) 0.50058(11) 0.33047(7) 0.0450(5) Uani 1 1 d . . . . .
H12A H -0.179000 0.507380 0.303259 0.054 Uiso 1 1 calc R U . . .
C13 C -0.02971(15) 0.49473(10) 0.33580(6) 0.0349(4) Uani 1 1 d . . . . .
C14 C 0.04315(16) 0.50920(10) 0.30286(6) 0.0404(5) Uani 1 1 d . . . . .
H14A H 0.013445 0.515858 0.275341 0.048 Uiso 1 1 calc R U . . .
C15 C 0.15501(16) 0.51388(10) 0.30942(6) 0.0374(4) Uani 1 1 d . . . . .
H15A H 0.202458 0.522588 0.286549 0.045 Uiso 1 1 calc R U . . .
C16 C 0.20003(14) 0.50577(9) 0.35020(5) 0.0297(4) Uani 1 1 d . . . . .
C17 C 0.13104(13) 0.48737(9) 0.38234(5) 0.0268(4) Uani 1 1 d . . . . .
H17A H 0.162130 0.480363 0.409614 0.032 Uiso 1 1 calc R U . . .
C18 C 0.01575(13) 0.47865(9) 0.37591(5) 0.0279(4) Uani 1 1 d . . . . .
C19 C -0.05849(13) 0.45887(9) 0.40933(6) 0.0290(4) Uani 1 1 d . . . . .
C20 C -0.02351(13) 0.42769(9) 0.44807(5) 0.0278(4) Uani 1 1 d . . . . .
C21 C 0.07775(14) 0.38851(8) 0.45360(5) 0.0272(4) Uani 1 1 d . . . . .
C22 C 0.13077(14) 0.35582(8) 0.42024(5) 0.0275(4) Uani 1 1 d . . . . .
H22A H 0.099081 0.358758 0.392778 0.033 Uiso 1 1 calc R U . . .
C23 C 0.20496(14) 0.25299(9) 0.36162(5) 0.0288(4) Uani 1 1 d . . . . .
C24 C 0.10668(15) 0.22020(9) 0.37138(6) 0.0319(4) Uani 1 1 d . . . . .
H24A H 0.085031 0.217242 0.399838 0.038 Uiso 1 1 calc R U . . .
C25 C 0.03999(15) 0.19187(9) 0.34033(6) 0.0325(4) Uani 1 1 d . . . . .
H25A H -0.027796 0.170668 0.347510 0.039 Uiso 1 1 calc R U . . .
C26 C 0.07173(15) 0.19427(9) 0.29870(6) 0.0320(4) Uani 1 1 d . . . . .
C27 C 0.17056(15) 0.22527(9) 0.28873(6) 0.0342(4) Uani 1 1 d . . . . .
H27A H 0.194054 0.226166 0.260432 0.041 Uiso 1 1 calc R U . . .
C28 C 0.23542(14) 0.25506(9) 0.31994(6) 0.0332(4) Uani 1 1 d . . . . .
H28A H 0.302129 0.277341 0.312597 0.040 Uiso 1 1 calc R U . . .
C29 C 0.39164(14) 0.27848(9) 0.38900(6) 0.0313(4) Uani 1 1 d . . . . .
C30 C 0.44102(15) 0.21705(10) 0.37987(7) 0.0398(5) Uani 1 1 d . . . . .
H30A H 0.397047 0.177335 0.378610 0.048 Uiso 1 1 calc R U . . .
C31 C 0.55335(15) 0.21331(10) 0.37261(7) 0.0436(5) Uani 1 1 d . . . . .
H31A H 0.585902 0.171299 0.365558 0.052 Uiso 1 1 calc R U . . .
C32 C 0.61922(15) 0.27068(9) 0.37554(6) 0.0347(4) Uani 1 1 d . . . . .
C33 C 0.57130(15) 0.33149(9) 0.38573(6) 0.0369(4) Uani 1 1 d . . . . .
H33A H 0.615937 0.370767 0.388479 0.044 Uiso 1 1 calc R U . . .
C34 C 0.45767(15) 0.33517(9) 0.39194(6) 0.0356(4) Uani 1 1 d . . . . .
H34A H 0.424841 0.377391 0.398317 0.043 Uiso 1 1 calc R U . . .
C35 C 0.0299(3) 0.16976(15) 0.22658(8) 0.0573(9) Uani 0.821(5) 1 d . U P A 1
H35A H -0.027646 0.147524 0.209404 0.086 Uiso 0.821(5) 1 calc R U P A 1
H35B H 0.035696 0.217134 0.218220 0.086 Uiso 0.821(5) 1 calc R U P A 1
H35C H 0.101313 0.147268 0.222469 0.086 Uiso 0.821(5) 1 calc R U P A 1
C35' C -0.1000(10) 0.1445(7) 0.2778(4) 0.055(4) Uani 0.179(5) 1 d . U P A 2
H35D H -0.134982 0.126225 0.252276 0.082 Uiso 0.179(5) 1 calc R U P A 2
H35E H -0.095583 0.109281 0.299346 0.082 Uiso 0.179(5) 1 calc R U P A 2
H35F H -0.144320 0.182258 0.288161 0.082 Uiso 0.179(5) 1 calc R U P A 2
C36 C 0.80242(16) 0.31609(11) 0.37693(7) 0.0460(5) Uani 1 1 d . . . . .
H36A H 0.878708 0.303348 0.370246 0.069 Uiso 1 1 calc R U . . .
H36B H 0.780073 0.355168 0.359973 0.069 Uiso 1 1 calc R U . . .
H36C H 0.798468 0.327563 0.406781 0.069 Uiso 1 1 calc R U . . .
C37 C 0.34583(14) 0.55691(9) 0.39444(5) 0.0296(4) Uani 1 1 d . . . . .
C38 C 0.43609(15) 0.53798(10) 0.41988(6) 0.0364(4) Uani 1 1 d . . . . .
H38A H 0.475238 0.497651 0.413881 0.044 Uiso 1 1 calc R U . . .
C39 C 0.46913(15) 0.57711(10) 0.45362(6) 0.0376(4) Uani 1 1 d . . . . .
H39A H 0.531591 0.563994 0.470337 0.045 Uiso 1 1 calc R U . . .
C40 C 0.41174(15) 0.63551(10) 0.46329(5) 0.0324(4) Uani 1 1 d . . . . .
C41 C 0.32073(14) 0.65444(9) 0.43863(5) 0.0308(4) Uani 1 1 d . . . . .
H41A H 0.280098 0.693956 0.445233 0.037 Uiso 1 1 calc R U . . .
C42 C 0.28939(14) 0.61532(9) 0.40427(5) 0.0291(4) Uani 1 1 d . . . . .
H42A H 0.227941 0.628961 0.387187 0.035 Uiso 1 1 calc R U . . .
C43 C 0.39531(14) 0.49844(9) 0.32929(5) 0.0293(4) Uani 1 1 d . . . . .
C44 C 0.38551(15) 0.43853(9) 0.30738(6) 0.0356(4) Uani 1 1 d . . . . .
H44A H 0.323554 0.410092 0.312156 0.043 Uiso 1 1 calc R U . . .
C45 C 0.46434(16) 0.41910(10) 0.27854(6) 0.0365(4) Uani 1 1 d . . . . .
H45A H 0.455468 0.378116 0.263438 0.044 Uiso 1 1 calc R U . . .
C46 C 0.55572(14) 0.45950(9) 0.27184(5) 0.0320(4) Uani 1 1 d . . . . .
C47 C 0.56643(14) 0.51992(9) 0.29372(5) 0.0306(4) Uani 1 1 d . . . . .
H47A H 0.629012 0.547980 0.289224 0.037 Uiso 1 1 calc R U . . .
C48 C 0.48684(14) 0.53942(9) 0.32191(5) 0.0289(4) Uani 1 1 d . . . . .
H48A H 0.494557 0.581062 0.336379 0.035 Uiso 1 1 calc R U . . .
C49 C 0.39149(19) 0.72897(11) 0.50935(7) 0.0492(5) Uani 1 1 d . . . . .
H49A H 0.427610 0.749369 0.534060 0.074 Uiso 1 1 calc R U . . .
H49B H 0.390706 0.761376 0.486132 0.074 Uiso 1 1 calc R U . . .
H49C H 0.315075 0.716558 0.516048 0.074 Uiso 1 1 calc R U . . .
C50 C 0.62601(19) 0.38727(12) 0.21912(7) 0.0580(6) Uani 1 1 d . . . . .
H50A H 0.690343 0.382633 0.200949 0.087 Uiso 1 1 calc R U . . .
H50B H 0.620440 0.347419 0.237123 0.087 Uiso 1 1 calc R U . . .
H50C H 0.558305 0.391461 0.201775 0.087 Uiso 1 1 calc R U . . .
O5 O -0.11030(12) 0.38477(9) 0.24222(5) 0.0688(5) Uani 1 1 d . . . . .
O6 O 0.02991(12) 0.66501(7) 0.00056(4) 0.0474(4) Uani 1 1 d . . . . .
O7 O -0.14841(13) 0.26346(9) 0.11824(5) 0.0615(4) Uani 1 1 d . . . . .
O8 O 0.59707(13) 0.20532(8) 0.24411(6) 0.0582(4) Uani 1 1 d . . . . .
N3 N 0.18806(11) 0.50965(8) 0.13525(4) 0.0305(3) Uani 1 1 d . . . . .
N4 N 0.31429(14) 0.28427(8) 0.11245(5) 0.0409(4) Uani 1 1 d . . . . .
C51 C 0.30082(14) 0.51877(9) 0.14862(5) 0.0285(4) Uani 1 1 d . . . . .
C52 C 0.32602(15) 0.54466(10) 0.18866(6) 0.0331(4) Uani 1 1 d . . . . .
H52A H 0.268476 0.552558 0.208061 0.040 Uiso 1 1 calc R U . . .
C53 C 0.43358(15) 0.55839(9) 0.19952(6) 0.0323(4) Uani 1 1 d . . . . .
H53A H 0.450064 0.577035 0.226378 0.039 Uiso 1 1 calc R U . . .
C54 C 0.52109(14) 0.54554(9) 0.17178(5) 0.0284(4) Uani 1 1 d . . . . .
C55 C 0.63053(14) 0.56882(9) 0.18132(6) 0.0311(4) Uani 1 1 d . . . . .
H55A H 0.647478 0.586734 0.208343 0.037 Uiso 1 1 calc R U . . .
C56 C 0.70993(14) 0.56559(9) 0.15233(6) 0.0334(4) Uani 1 1 d . . . . .
H56A H 0.780275 0.585524 0.158137 0.040 Uiso 1 1 calc R U . . .
C57 C 0.69083(14) 0.53284(9) 0.11297(6) 0.0308(4) Uani 1 1 d . . . . .
C58 C 0.77306(15) 0.53694(10) 0.08164(6) 0.0382(5) Uani 1 1 d . . . . .
H58A H 0.841987 0.558372 0.087825 0.046 Uiso 1 1 calc R U . . .
C59 C 0.75374(15) 0.51054(11) 0.04311(6) 0.0408(5) Uani 1 1 d . . . . .
H59A H 0.805580 0.518252 0.021509 0.049 Uiso 1 1 calc R U . . .
C60 C 0.65765(14) 0.47161(9) 0.03437(6) 0.0331(4) Uani 1 1 d . . . . .
C61 C 0.63865(16) 0.44572(10) -0.00698(6) 0.0361(4) Uani 1 1 d . . . . .
H61A H 0.691953 0.453861 -0.027994 0.043 Uiso 1 1 calc R U . . .
C62 C 0.54674(16) 0.41003(9) -0.01674(6) 0.0351(4) Uani 1 1 d . . . . .
H62A H 0.530195 0.398927 -0.045182 0.042 Uiso 1 1 calc R U . . .
C63 C 0.47417(15) 0.38888(9) 0.01557(5) 0.0326(4) Uani 1 1 d . . . . .
C64 C 0.38520(17) 0.34443(10) 0.00693(6) 0.0390(5) Uani 1 1 d . . . . .
H64A H 0.363888 0.335807 -0.021425 0.047 Uiso 1 1 calc R U . . .
C65 C 0.32907(17) 0.31354(10) 0.03840(6) 0.0414(5) Uani 1 1 d . . . . .
H65A H 0.267820 0.284924 0.031997 0.050 Uiso 1 1 calc R U . . .
C66 C 0.36257(16) 0.32438(10) 0.08039(6) 0.0367(4) Uani 1 1 d . . . . .
C67 C 0.44231(15) 0.37192(9) 0.08962(6) 0.0321(4) Uani 1 1 d . . . . .
H67A H 0.461220 0.380855 0.118160 0.039 Uiso 1 1 calc R U . . .
C68 C 0.49693(14) 0.40787(9) 0.05774(5) 0.0297(4) Uani 1 1 d . . . . .
C69 C 0.57963(14) 0.45989(9) 0.06625(5) 0.0286(4) Uani 1 1 d . . . . .
C70 C 0.58893(14) 0.49943(9) 0.10439(5) 0.0283(4) Uani 1 1 d . . . . .
C71 C 0.49789(13) 0.51384(8) 0.13258(5) 0.0264(4) Uani 1 1 d . . . . .
C72 C 0.38482(13) 0.50395(9) 0.12138(5) 0.0271(4) Uani 1 1 d . . . . .
H72A H 0.366371 0.486620 0.094344 0.033 Uiso 1 1 calc R U . . .
C73 C 0.11364(14) 0.47786(9) 0.16293(5) 0.0284(4) Uani 1 1 d . . . . .
C74 C 0.00200(14) 0.49657(10) 0.16472(6) 0.0331(4) Uani 1 1 d . . . . .
H74A H -0.024939 0.532596 0.147745 0.040 Uiso 1 1 calc R U . . .
C75 C -0.06937(15) 0.46324(11) 0.19088(6) 0.0403(5) Uani 1 1 d . . . . .
H75A H -0.145421 0.475889 0.191323 0.048 Uiso 1 1 calc R U . . .
C76 C -0.03162(16) 0.41170(11) 0.21644(6) 0.0417(5) Uani 1 1 d . . . . .
C77 C 0.07923(16) 0.39325(10) 0.21560(6) 0.0391(5) Uani 1 1 d . . . . .
H77A H 0.106247 0.358188 0.233334 0.047 Uiso 1 1 calc R U . . .
C78 C 0.15051(15) 0.42607(9) 0.18883(6) 0.0328(4) Uani 1 1 d . . . . .
H78A H 0.226266 0.412818 0.188190 0.039 Uiso 1 1 calc R U . . .
C79 C 0.14885(13) 0.55038(9) 0.10113(5) 0.0272(4) Uani 1 1 d . . . . .
C80 C 0.18139(14) 0.61684(9) 0.09762(6) 0.0307(4) Uani 1 1 d . . . . .
H80A H 0.229724 0.635487 0.118465 0.037 Uiso 1 1 calc R U . . .
C81 C 0.14531(15) 0.65721(9) 0.06440(6) 0.0334(4) Uani 1 1 d . . . . .
H81A H 0.170030 0.702530 0.062304 0.040 Uiso 1 1 calc R U . . .
C82 C 0.07322(15) 0.63078(10) 0.03450(5) 0.0322(4) Uani 1 1 d . . . . .
C83 C 0.03943(15) 0.56439(10) 0.03776(6) 0.0356(4) Uani 1 1 d . . . . .
H83A H -0.010482 0.546219 0.017281 0.043 Uiso 1 1 calc R U . . .
C84 C 0.07715(14) 0.52429(10) 0.07027(6) 0.0328(4) Uani 1 1 d . . . . .
H84A H 0.054227 0.478555 0.071715 0.039 Uiso 1 1 calc R U . . .
C85 C -0.0777(2) 0.33618(13) 0.27142(8) 0.0695(8) Uani 1 1 d . . . . .
H85A H -0.142173 0.321777 0.287438 0.104 Uiso 1 1 calc R U . . .
H85B H -0.046399 0.297317 0.256786 0.104 Uiso 1 1 calc R U . . .
H85C H -0.021390 0.355232 0.290611 0.104 Uiso 1 1 calc R U . . .
C86 C 0.0468(2) 0.73499(11) -0.00146(7) 0.0586(6) Uani 1 1 d . . . . .
H86A H 0.011700 0.752766 -0.027148 0.088 Uiso 1 1 calc R U . . .
H86B H 0.013894 0.756529 0.023034 0.088 Uiso 1 1 calc R U . . .
H86C H 0.126675 0.744481 -0.001678 0.088 Uiso 1 1 calc R U . . .
C87 C 0.19651(17) 0.27945(11) 0.11387(6) 0.0405(5) Uani 1 1 d . . . . .
C88 C 0.13083(17) 0.33436(11) 0.10393(6) 0.0436(5) Uani 1 1 d . . . . .
H88A H 0.165252 0.375492 0.096196 0.052 Uiso 1 1 calc R U . . .
C89 C 0.01608(18) 0.33106(11) 0.10493(6) 0.0467(5) Uani 1 1 d . . . . .
H89A H -0.027264 0.369558 0.097861 0.056 Uiso 1 1 calc R U . . .
C90 C -0.03528(18) 0.27173(12) 0.11622(6) 0.0479(5) Uani 1 1 d . . . . .
C91 C 0.0300(2) 0.21592(12) 0.12581(7) 0.0536(6) Uani 1 1 d . . . . .
H91A H -0.004618 0.174736 0.133300 0.064 Uiso 1 1 calc R U . . .
C92 C 0.14446(19) 0.21930(11) 0.12465(6) 0.0486(5) Uani 1 1 d . . . . .
H92A H 0.187799 0.180579 0.131213 0.058 Uiso 1 1 calc R U . . .
C93 C 0.38359(16) 0.26120(9) 0.14574(6) 0.0362(4) Uani 1 1 d . . . . .
C94 C 0.48950(18) 0.23759(10) 0.13757(6) 0.0421(5) Uani 1 1 d . . . . .
H94A H 0.512392 0.233992 0.109282 0.050 Uiso 1 1 calc R U . . .
C95 C 0.56229(18) 0.21924(10) 0.16942(7) 0.0457(5) Uani 1 1 d . . . . .
H95A H 0.635263 0.204785 0.163032 0.055 Uiso 1 1 calc R U . . .
C96 C 0.52897(17) 0.22187(10) 0.21077(6) 0.0424(5) Uani 1 1 d . . . . .
C97 C 0.42189(17) 0.24195(11) 0.21934(6) 0.0430(5) Uani 1 1 d . . . . .
H97A H 0.397301 0.241805 0.247504 0.052 Uiso 1 1 calc R U . . .
C98 C 0.34999(17) 0.26229(10) 0.18737(6) 0.0394(5) Uani 1 1 d . . . . .
H98A H 0.277262 0.277088 0.193846 0.047 Uiso 1 1 calc R U . . .
C99 C -0.2155(2) 0.32113(14) 0.10890(9) 0.0721(8) Uani 1 1 d . . . . .
H99A H -0.294069 0.309224 0.111345 0.108 Uiso 1 1 calc R U . . .
H99B H -0.197041 0.357379 0.128721 0.108 Uiso 1 1 calc R U . . .
H99C H -0.201301 0.336334 0.080230 0.108 Uiso 1 1 calc R U . . .
C100 C 0.7098(2) 0.19052(17) 0.23813(11) 0.0730(11) Uani 0.835(5) 1 d . U P B 1
H10A H 0.745410 0.179874 0.265241 0.109 Uiso 0.835(5) 1 calc R U P B 1
H10B H 0.716170 0.151751 0.219277 0.109 Uiso 0.835(5) 1 calc R U P B 1
H10C H 0.746545 0.229620 0.225718 0.109 Uiso 0.835(5) 1 calc R U P B 1
C101 C 0.5759(11) 0.2189(7) 0.2802(4) 0.047(4) Uani 0.165(5) 1 d . U P B 2
H10D H 0.635686 0.202457 0.298751 0.070 Uiso 0.165(5) 1 calc R U P B 2
H10E H 0.569133 0.267908 0.283171 0.070 Uiso 0.165(5) 1 calc R U P B 2
H10F H 0.505756 0.197478 0.287719 0.070 Uiso 0.165(5) 1 calc R U P B 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'
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
C35' O1 C26 123.5(6) . . ?
C26 O1 C35 118.60(17) . . ?
C32 O2 C36 117.01(15) . . ?
C40 O3 C49 117.34(15) . . ?
C46 O4 C50 116.79(15) . . ?
C1 N1 C23 120.51(14) . . ?
C1 N1 C29 120.56(14) . . ?
C23 N1 C29 118.55(14) . . ?
C16 N2 C43 120.29(14) . . ?
C16 N2 C37 119.30(13) . . ?
C43 N2 C37 119.95(14) . . ?
C22 C1 C2 119.24(15) . . ?
C22 C1 N1 121.17(16) . . ?
C2 C1 N1 119.56(15) . . ?
C3 C2 C1 119.50(17) . . ?
C2 C3 C4 121.79(17) . . ?
C3 C4 C21 118.49(15) . . ?
C3 C4 C5 121.64(17) . . ?
C21 C4 C5 119.63(16) . . ?
C6 C5 C4 120.10(18) . . ?
C5 C6 C7 121.38(16) . . ?
C20 C7 C8 119.65(18) . . ?
C20 C7 C6 119.82(16) . . ?
C8 C7 C6 120.52(16) . . ?
C9 C8 C7 120.78(17) . . ?
C8 C9 C10 120.76(17) . . ?
C19 C10 C9 119.84(18) . . ?
C19 C10 C11 119.58(17) . . ?
C9 C10 C11 120.58(17) . . ?
C12 C11 C10 121.73(18) . . ?
C11 C12 C13 120.11(19) . . ?
C14 C13 C18 118.80(16) . . ?
C14 C13 C12 121.65(18) . . ?
C18 C13 C12 119.40(17) . . ?
C15 C14 C13 121.79(18) . . ?
C14 C15 C16 119.77(17) . . ?
C17 C16 C15 119.23(16) . . ?
C17 C16 N2 119.85(16) . . ?
C15 C16 N2 120.90(16) . . ?
C16 C17 C18 121.96(16) . . ?
C17 C18 C13 117.78(16) . . ?
C17 C18 C19 122.87(16) . . ?
C13 C18 C19 119.19(15) . . ?
C10 C19 C20 118.05(15) . . ?
C10 C19 C18 117.03(16) . . ?
C20 C19 C18 124.74(15) . . ?
C7 C20 C19 118.62(16) . . ?
C7 C20 C21 116.87(16) . . ?
C19 C20 C21 124.48(15) . . ?
C22 C21 C4 118.05(15) . . ?
C22 C21 C20 123.08(16) . . ?
C4 C21 C20 118.71(15) . . ?
C1 C22 C21 121.73(16) . . ?
C28 C23 C24 118.02(16) . . ?
C28 C23 N1 120.75(16) . . ?
C24 C23 N1 121.21(15) . . ?
C25 C24 C23 121.06(16) . . ?
C24 C25 C26 120.22(16) . . ?
O1 C26 C27 123.33(16) . . ?
O1 C26 C25 117.42(16) . . ?
C27 C26 C25 119.25(17) . . ?
C26 C27 C28 120.09(17) . . ?
C23 C28 C27 121.32(17) . . ?
C34 C29 C30 118.76(17) . . ?
C34 C29 N1 121.74(16) . . ?
C30 C29 N1 119.46(17) . . ?
C31 C30 C29 120.50(18) . . ?
C30 C31 C32 120.35(18) . . ?
O2 C32 C33 125.02(17) . . ?
O2 C32 C31 115.51(16) . . ?
C33 C32 C31 119.47(17) . . ?
C32 C33 C34 119.84(18) . . ?
C29 C34 C33 121.04(17) . . ?
C42 C37 C38 118.35(17) . . ?
C42 C37 N2 120.87(16) . . ?
C38 C37 N2 120.76(16) . . ?
C39 C38 C37 120.78(18) . . ?
C38 C39 C40 120.40(18) . . ?
O3 C40 C39 115.80(16) . . ?
O3 C40 C41 124.74(17) . . ?
C39 C40 C41 119.45(17) . . ?
C40 C41 C42 119.67(17) . . ?
C37 C42 C41 121.33(17) . . ?
C44 C43 C48 118.50(15) . . ?
C44 C43 N2 120.89(16) . . ?
C48 C43 N2 120.61(16) . . ?
C43 C44 C45 121.34(17) . . ?
C46 C45 C44 119.84(17) . . ?
O4 C46 C45 125.35(17) . . ?
O4 C46 C47 115.34(16) . . ?
C45 C46 C47 119.30(16) . . ?
C48 C47 C46 120.54(16) . . ?
C47 C48 C43 120.46(16) . . ?
C76 O5 C85 118.68(18) . . ?
C82 O6 C86 118.18(16) . . ?
C90 O7 C99 116.83(18) . . ?
C101 O8 C96 123.2(6) . . ?
C96 O8 C100 120.7(2) . . ?
C73 N3 C51 118.67(14) . . ?
C73 N3 C79 121.45(14) . . ?
C51 N3 C79 117.07(13) . . ?
C93 N4 C87 121.95(15) . . ?
C93 N4 C66 118.36(16) . . ?
C87 N4 C66 118.67(17) . . ?
C72 C51 C52 120.15(16) . . ?
C72 C51 N3 119.39(15) . . ?
C52 C51 N3 120.43(15) . . ?
C53 C52 C51 119.52(16) . . ?
C52 C53 C54 121.50(17) . . ?
C53 C54 C71 119.56(16) . . ?
C53 C54 C55 120.43(16) . . ?
C71 C54 C55 119.82(15) . . ?
C56 C55 C54 120.35(17) . . ?
C55 C56 C57 121.39(17) . . ?
C70 C57 C58 120.23(17) . . ?
C70 C57 C56 120.49(15) . . ?
C58 C57 C56 119.20(17) . . ?
C59 C58 C57 120.36(17) . . ?
C58 C59 C60 121.15(17) . . ?
C59 C60 C69 119.98(17) . . ?
C59 C60 C61 119.64(16) . . ?
C69 C60 C61 120.37(17) . . ?
C62 C61 C60 121.31(16) . . ?
C61 C62 C63 120.03(17) . . ?
C64 C63 C68 118.95(16) . . ?
C64 C63 C62 121.10(17) . . ?
C68 C63 C62 119.72(17) . . ?
C65 C64 C63 121.46(18) . . ?
C64 C65 C66 119.52(18) . . ?
C67 C66 C65 119.70(16) . . ?
C67 C66 N4 121.48(17) . . ?
C65 C66 N4 118.80(17) . . ?
C66 C67 C68 121.70(17) . . ?
C67 C68 C63 117.56(16) . . ?
C67 C68 C69 123.34(16) . . ?
C63 C68 C69 118.99(15) . . ?
C60 C69 C70 118.08(16) . . ?
C60 C69 C68 116.32(16) . . ?
C70 C69 C68 125.59(15) . . ?
C57 C70 C69 117.92(15) . . ?
C57 C70 C71 116.60(16) . . ?
C69 C70 C71 125.12(15) . . ?
C72 C71 C54 117.10(15) . . ?
C72 C71 C70 123.25(15) . . ?
C54 C71 C70 119.35(15) . . ?
C51 C72 C71 121.75(16) . . ?
C78 C73 C74 118.08(15) . . ?
C78 C73 N3 120.09(15) . . ?
C74 C73 N3 121.82(16) . . ?
C75 C74 C73 120.58(17) . . ?
C74 C75 C76 120.72(17) . . ?
O5 C76 C75 114.72(17) . . ?
O5 C76 C77 125.77(18) . . ?
C75 C76 C77 119.46(17) . . ?
C78 C77 C76 119.77(17) . . ?
C77 C78 C73 121.36(17) . . ?
C80 C79 C84 118.02(17) . . ?
C80 C79 N3 120.80(16) . . ?
C84 C79 N3 121.18(16) . . ?
C79 C80 C81 121.79(17) . . ?
C82 C81 C80 119.34(17) . . ?
O6 C82 C81 125.52(17) . . ?
O6 C82 C83 115.00(17) . . ?
C81 C82 C83 119.48(17) . . ?
C84 C83 C82 120.90(18) . . ?
C83 C84 C79 120.45(18) . . ?
C88 C87 C92 118.3(2) . . ?
C88 C87 N4 120.46(17) . . ?
C92 C87 N4 121.2(2) . . ?
C87 C88 C89 121.70(19) . . ?
C90 C89 C88 119.9(2) . . ?
O7 C90 C89 124.3(2) . . ?
O7 C90 C91 116.87(19) . . ?
C89 C90 C91 118.9(2) . . ?
C92 C91 C90 121.1(2) . . ?
C91 C92 C87 120.1(2) . . ?
C94 C93 C98 117.89(19) . . ?
C94 C93 N4 120.01(17) . . ?
C98 C93 N4 122.09(18) . . ?
C95 C94 C93 121.69(18) . . ?
C94 C95 C96 119.94(19) . . ?
O8 C96 C97 117.60(18) . . ?
O8 C96 C95 123.27(19) . . ?
C97 C96 C95 119.1(2) . . ?
C96 C97 C98 120.77(18) . . ?
C97 C98 C93 120.46(19) . . ?
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
O1 C35' 1.326(12) . ?
O1 C26 1.370(2) . ?
O1 C35 1.413(3) . ?
O2 C32 1.372(2) . ?
O2 C36 1.423(2) . ?
O3 C40 1.369(2) . ?
O3 C49 1.418(2) . ?
O4 C46 1.367(2) . ?
O4 C50 1.423(2) . ?
N1 C1 1.415(2) . ?
N1 C23 1.422(2) . ?
N1 C29 1.427(2) . ?
N2 C16 1.417(2) . ?
N2 C43 1.419(2) . ?
N2 C37 1.423(2) . ?
C1 C22 1.376(2) . ?
C1 C2 1.411(2) . ?
C2 C3 1.364(2) . ?
C3 C4 1.408(3) . ?
C4 C21 1.415(2) . ?
C4 C5 1.427(2) . ?
C5 C6 1.346(3) . ?
C6 C7 1.427(3) . ?
C7 C20 1.415(2) . ?
C7 C8 1.417(3) . ?
C8 C9 1.351(3) . ?
C9 C10 1.420(3) . ?
C10 C19 1.416(2) . ?
C10 C11 1.427(3) . ?
C11 C12 1.348(3) . ?
C12 C13 1.429(3) . ?
C13 C14 1.410(3) . ?
C13 C18 1.418(2) . ?
C14 C15 1.362(3) . ?
C15 C16 1.408(3) . ?
C16 C17 1.380(2) . ?
C17 C18 1.410(2) . ?
C18 C19 1.457(2) . ?
C19 C20 1.437(3) . ?
C20 C21 1.454(2) . ?
C21 C22 1.408(2) . ?
C23 C28 1.385(2) . ?
C23 C24 1.391(2) . ?
C24 C25 1.382(3) . ?
C25 C26 1.388(2) . ?
C26 C27 1.382(2) . ?
C27 C28 1.385(3) . ?
C29 C34 1.380(3) . ?
C29 C30 1.389(3) . ?
C30 C31 1.378(3) . ?
C31 C32 1.390(3) . ?
C32 C33 1.379(3) . ?
C33 C34 1.388(3) . ?
C37 C42 1.383(3) . ?
C37 C38 1.395(3) . ?
C38 C39 1.379(3) . ?
C39 C40 1.387(3) . ?
C40 C41 1.388(3) . ?
C41 C42 1.389(2) . ?
C43 C44 1.383(3) . ?
C43 C48 1.393(2) . ?
C44 C45 1.388(2) . ?
C45 C46 1.381(3) . ?
C46 C47 1.392(3) . ?
C47 C48 1.381(2) . ?
O5 C76 1.373(2) . ?
O5 C85 1.392(3) . ?
O6 C82 1.372(2) . ?
O6 C86 1.405(3) . ?
O7 C90 1.375(3) . ?
O7 C99 1.429(3) . ?
O8 C101 1.212(13) . ?
O8 C96 1.370(3) . ?
O8 C100 1.406(3) . ?
N3 C73 1.417(2) . ?
N3 C51 1.427(2) . ?
N3 C79 1.428(2) . ?
N4 C93 1.414(3) . ?
N4 C87 1.423(3) . ?
N4 C66 1.427(2) . ?
C51 C72 1.377(2) . ?
C51 C52 1.403(2) . ?
C52 C53 1.362(2) . ?
C53 C54 1.411(2) . ?
C54 C71 1.421(2) . ?
C54 C55 1.424(2) . ?
C55 C56 1.343(2) . ?
C56 C57 1.427(3) . ?
C57 C70 1.417(2) . ?
C57 C58 1.421(2) . ?
C58 C59 1.351(3) . ?
C59 C60 1.415(3) . ?
C60 C69 1.416(2) . ?
C60 C61 1.428(3) . ?
C61 C62 1.346(3) . ?
C62 C63 1.426(2) . ?
C63 C64 1.411(3) . ?
C63 C68 1.417(2) . ?
C64 C65 1.365(3) . ?
C65 C66 1.407(3) . ?
C66 C67 1.374(3) . ?
C67 C68 1.413(2) . ?
C68 C69 1.456(2) . ?
C69 C70 1.449(2) . ?
C70 C71 1.458(2) . ?
C71 C72 1.415(2) . ?
C73 C78 1.386(2) . ?
C73 C74 1.397(2) . ?
C74 C75 1.377(2) . ?
C75 C76 1.379(3) . ?
C76 C77 1.385(3) . ?
C77 C78 1.384(3) . ?
C79 C80 1.381(2) . ?
C79 C84 1.396(2) . ?
C80 C81 1.391(3) . ?
C81 C82 1.381(3) . ?
C82 C83 1.383(3) . ?
C83 C84 1.377(3) . ?
C87 C88 1.380(3) . ?
C87 C92 1.394(3) . ?
C88 C89 1.384(3) . ?
C89 C90 1.381(3) . ?
C90 C91 1.389(3) . ?
C91 C92 1.381(3) . ?
C93 C94 1.388(3) . ?
C93 C98 1.394(3) . ?
C94 C95 1.378(3) . ?
C95 C96 1.385(3) . ?
C96 C97 1.382(3) . ?
C97 C98 1.385(3) . ?
