#------------------------------------------------------------------------------
#$Date: 2024-07-05 17:14:44 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292880 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/17/1571708.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_1571708
loop_
_publ_author_name
'Prajapati, Bibek'
'Kwenda, Tendai'
'Lis, Tadeusz'
'Chmielewski, Piotr J.'
'Gómez-García, Carlos J.'
'Majewski, Marcin A.'
'Stępień, Marcin'
_publ_section_title
;
 Difluorenoheteroles: topological control of π conjugation in
 diradicaloids and mixed-valence radical ions
;
_journal_issue                   26
_journal_name_full               'Chemical Science'
_journal_page_first              10101
_journal_page_last               10109
_journal_paper_doi               10.1039/D4SC02459A
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C60 H67 N'
_chemical_formula_sum            'C60 H67 N'
_chemical_formula_weight         802.14
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2023-06-28
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-10-22 deposited with the CCDC.	2024-05-21 downloaded from the CCDC.
;
_cell_angle_alpha                105.22(4)
_cell_angle_beta                 91.86(4)
_cell_angle_gamma                99.67(3)
_cell_formula_units_Z            2
_cell_length_a                   9.141(2)
_cell_length_b                   16.305(4)
_cell_length_c                   16.996(5)
_cell_measurement_reflns_used    9733
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      50
_cell_measurement_theta_min      2.7
_cell_volume                     2401.8(12)
_computing_cell_refinement       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0560
_diffrn_reflns_av_unetI/netI     0.0713
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            31595
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_theta_full        67.000
_diffrn_reflns_theta_max         74.412
_diffrn_reflns_theta_min         2.703
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.467
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.600
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red-pink
_exptl_crystal_density_diffrn    1.109
_exptl_crystal_description       needle
_exptl_crystal_F_000             868
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.013
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.492
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     567
_refine_ls_number_reflns         9269
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.1595
_refine_ls_R_factor_gt           0.1176
_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)+(0.0776P)²+17.5749P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3186
_refine_ls_wR_factor_ref         0.3408
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5899
_reflns_number_total             9269
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc02459a3.cif
_cod_data_source_block           tw044a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_atom_sites_solution_primary' value 'direct methods' was
changed to 'direct'.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 1571707--1571709.cif.
;
_cod_database_code               1571708
_shelxl_version_number           2013-2
_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   0.994
_shelx_estimated_absorpt_t_min   0.835
_olex2_refinement_description
;
1. Shared sites
{C23A, C23C}
2. Uiso/Uaniso restraints and constraints
Uanis(C23A) = Uanis(C23C)
3. Others
 Sof(C23C)=Sof(H23C)=Sof(C25C)=Sof(H25G)=Sof(H25H)=Sof(H25I)=1-FVAR(1)
 Sof(C23A)=Sof(H23A)=Sof(C25A)=Sof(H25A)=Sof(H25B)=Sof(H25C)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C20A(H20A), C23A(H23A), C23C(H23C), C26A(H26A), C20B(H20B), C23B(H23B),
 C26B(H26B)
4.b Secondary CH2 refined with riding coordinates:
 C1(H11,H12), C2(H21,H22), C3(H31,H32)
4.c Me refined with riding coordinates:
 C24A(H24A,H24B,H24C), C25C(H25G,H25H,H25I)
4.d Aromatic/amide H refined with riding coordinates:
 C3A(H3A), C6A(H6A), C8A(H8A), C9A(H9A), C10A(H10A), C11A(H11A), C16A(H16A),
 C18A(H18A), C3B(H3B), C6B(H6B), C8B(H8B), C9B(H9B), C10B(H10B), C11B(H11B),
 C16B(H16B), C18B(H18B)
4.e Idealised Me refined as rotating group:
 C21A(H21A,H21B,H21C), C22A(H22A,H22B,H22C), C25A(H25A,H25B,H25C), C27A(H27A,
 H27B,H27C), C28A(H28A,H28B,H28C), C21B(H21D,H21E,H21F), C22B(H22D,H22E,H22F),
 C24B(H24D,H24E,H24F), C25B(H25D,H25E,H25F), C27B(H27D,H27E,H27F), C28B(H28D,
 H28E,H28F), C4(H41,H42,H43)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.732
_oxdiff_exptl_absorpt_empirical_full_min 0.685
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
N1 N 0.2737(5) 0.2565(3) 0.6147(3) 0.0293(10) Uani 1 1 d . . . . .
C1A C 0.3874(6) 0.3153(3) 0.6665(3) 0.0281(11) Uani 1 1 d . . . . .
C2A C 0.4023(6) 0.3949(3) 0.6430(3) 0.0286(12) Uani 1 1 d . . . . .
C3A C 0.5112(6) 0.4677(3) 0.6856(3) 0.0275(11) Uani 1 1 d . . . . .
H3A H 0.5233 0.5203 0.6704 0.033 Uiso 1 1 calc R U . . .
C4A C 0.5973(6) 0.4595(3) 0.7488(3) 0.0296(12) Uani 1 1 d . . . . .
C5A C 0.5813(6) 0.3785(3) 0.7726(3) 0.0293(12) Uani 1 1 d . . . . .
C6A C 0.4739(6) 0.3058(3) 0.7303(3) 0.0292(12) Uani 1 1 d . . . . .
H6A H 0.4620 0.2530 0.7451 0.035 Uiso 1 1 calc R U . . .
C7A C 0.7188(6) 0.5202(3) 0.8030(3) 0.0275(11) Uani 1 1 d . . . . .
C8A C 0.7856(7) 0.6033(3) 0.8077(3) 0.0328(13) Uani 1 1 d . . . . .
H8A H 0.7511 0.6332 0.7719 0.039 Uiso 1 1 calc R U . . .
C9A C 0.9070(7) 0.6441(4) 0.8670(4) 0.0388(14) Uani 1 1 d . . . . .
H9A H 0.9539 0.7018 0.8709 0.047 Uiso 1 1 calc R U . . .
C10A C 0.9573(7) 0.6007(4) 0.9189(4) 0.0415(15) Uani 1 1 d . . . . .
H10A H 1.0397 0.6285 0.9576 0.050 Uiso 1 1 calc R U . . .
C11A C 0.8887(7) 0.5167(4) 0.9152(4) 0.0389(14) Uani 1 1 d . . . . .
H11A H 0.9216 0.4876 0.9521 0.047 Uiso 1 1 calc R U . . .
C12A C 0.7713(7) 0.4764(4) 0.8565(3) 0.0329(13) Uani 1 1 d . . . . .
C13A C 0.6851(6) 0.3889(3) 0.8371(3) 0.0298(12) Uani 1 1 d . . . . .
C14A C 0.7178(6) 0.3232(3) 0.8793(3) 0.0300(12) Uani 1 1 d . . . . .
C15A C 0.6481(7) 0.3130(4) 0.9494(4) 0.0371(13) Uani 1 1 d . . . . .
C16A C 0.6863(7) 0.2517(4) 0.9868(4) 0.0406(14) Uani 1 1 d . . . . .
H16A H 0.6376 0.2437 1.0335 0.049 Uiso 1 1 calc R U . . .
C17A C 0.7937(7) 0.2019(4) 0.9578(4) 0.0401(14) Uani 1 1 d . . . . .
C18A C 0.8635(7) 0.2155(4) 0.8899(4) 0.0403(14) Uani 1 1 d . . . . .
H18A H 0.9370 0.1824 0.8695 0.048 Uiso 1 1 calc R U . . .
C19A C 0.8303(7) 0.2755(4) 0.8505(4) 0.0361(13) Uani 1 1 d . . . . .
C20A C 0.5390(8) 0.3698(5) 0.9879(5) 0.0521(18) Uani 1 1 d . . . . .
H20A H 0.5286 0.4094 0.9528 0.062 Uiso 1 1 calc R U . . .
C21A C 0.5986(10) 0.4266(5) 1.0727(5) 0.073(3) Uani 1 1 d . . . . .
H21A H 0.6070 0.3902 1.1096 0.110 Uiso 1 1 calc R U . . .
H21B H 0.5304 0.4662 1.0934 0.110 Uiso 1 1 calc R U . . .
H21C H 0.6969 0.4601 1.0697 0.110 Uiso 1 1 calc R U . . .
C22A C 0.3852(9) 0.3180(7) 0.9884(6) 0.081(3) Uani 1 1 d . . . . .
H22A H 0.3522 0.2806 0.9333 0.122 Uiso 1 1 calc R U . . .
H22B H 0.3153 0.3575 1.0058 0.122 Uiso 1 1 calc R U . . .
H22C H 0.3887 0.2823 1.0266 0.122 Uiso 1 1 calc R U . . .
C23A C 0.8357(8) 0.1383(4) 1.0012(5) 0.0486(17) Uani 0.807(15) 1 d . . P A 1
H23A H 0.8289 0.1616 1.0613 0.058 Uiso 0.807(15) 1 calc R U P A 1
C24A C 0.9943(11) 0.1186(6) 0.9860(6) 0.075(3) Uani 1 1 d . . . . .
H24A H 1.0182 0.0813 1.0195 0.112 Uiso 1 1 calc R U . A 1
H24B H 1.0669 0.1728 1.0008 0.112 Uiso 1 1 calc R U . A 1
H24C H 0.9980 0.0891 0.9281 0.112 Uiso 1 1 calc R U . A 1
C25A C 0.7297(13) 0.0527(6) 0.9706(8) 0.086(5) Uani 0.807(15) 1 d . . P A 1
H25A H 0.7273 0.0328 0.9108 0.130 Uiso 0.807(15) 1 calc R U P A 1
H25B H 0.6297 0.0598 0.9867 0.130 Uiso 0.807(15) 1 calc R U P A 1
H25C H 0.7635 0.0099 0.9945 0.130 Uiso 0.807(15) 1 calc R U P A 1
C23C C 0.8357(8) 0.1383(4) 1.0012(5) 0.0486(17) Uani 0.193(15) 1 d . . P A 2
H23C H 0.7744 0.0835 0.9661 0.058 Uiso 0.193(15) 1 calc R U P A 2
C25C C 0.755(4) 0.145(2) 1.087(2) 0.045(10) Uiso 0.193(15) 1 d . . P A 2
H25G H 0.7850 0.1035 1.1135 0.068 Uiso 0.193(15) 1 calc R U P A 2
H25H H 0.6469 0.1329 1.0752 0.068 Uiso 0.193(15) 1 calc R U P A 2
H25I H 0.7858 0.2039 1.1233 0.068 Uiso 0.193(15) 1 calc R U P A 2
C26A C 0.9141(7) 0.2916(4) 0.7794(4) 0.0431(15) Uani 1 1 d . . . . .
H26A H 0.8896 0.3458 0.7697 0.052 Uiso 1 1 calc R U . . .
C27A C 0.8641(8) 0.2193(4) 0.7008(4) 0.0507(17) Uani 1 1 d . . . . .
H27A H 0.8794 0.1641 0.7093 0.076 Uiso 1 1 calc R U . . .
H27B H 0.9226 0.2314 0.6564 0.076 Uiso 1 1 calc R U . . .
H27C H 0.7583 0.2161 0.6861 0.076 Uiso 1 1 calc R U . . .
C28A C 1.0832(8) 0.3069(5) 0.7979(5) 0.061(2) Uani 1 1 d . . . . .
H28A H 1.1128 0.3543 0.8478 0.091 Uiso 1 1 calc R U . . .
H28B H 1.1330 0.3220 0.7521 0.091 Uiso 1 1 calc R U . . .
H28C H 1.1121 0.2542 0.8058 0.091 Uiso 1 1 calc R U . . .
C1B C 0.2168(6) 0.2944(3) 0.5594(3) 0.0282(11) Uani 1 1 d . . . . .
C2B C 0.2976(6) 0.3827(3) 0.5768(3) 0.0269(11) Uani 1 1 d . . . . .
C3B C 0.2605(6) 0.4374(3) 0.5292(3) 0.0271(11) Uani 1 1 d . . . . .
H3B H 0.3125 0.4952 0.5396 0.033 Uiso 1 1 calc R U . . .
C4B C 0.1507(6) 0.4055(3) 0.4694(3) 0.0261(11) Uani 1 1 d . . . . .
C5B C 0.0690(6) 0.3156(3) 0.4511(3) 0.0278(11) Uani 1 1 d . . . . .
C6B C 0.1048(6) 0.2609(3) 0.4983(3) 0.0316(12) Uani 1 1 d . . . . .
H6B H 0.0530 0.2030 0.4879 0.038 Uiso 1 1 calc R U . . .
C7B C 0.0843(6) 0.4446(3) 0.4112(3) 0.0270(11) Uani 1 1 d . . . . .
C8B C 0.1125(6) 0.5278(4) 0.4029(4) 0.0332(12) Uani 1 1 d . . . . .
H8B H 0.1876 0.5707 0.4375 0.040 Uiso 1 1 calc R U . . .
C9B C 0.0282(6) 0.5477(4) 0.3425(4) 0.0344(13) Uani 1 1 d . . . . .
H9B H 0.0464 0.6045 0.3359 0.041 Uiso 1 1 calc R U . . .
C10B C -0.0824(7) 0.4847(4) 0.2918(4) 0.0357(13) Uani 1 1 d . . . . .
H10B H -0.1386 0.4989 0.2509 0.043 Uiso 1 1 calc R U . . .
C11B C -0.1113(6) 0.4005(4) 0.3009(4) 0.0344(13) Uani 1 1 d . . . . .
H11B H -0.1867 0.3577 0.2664 0.041 Uiso 1 1 calc R U . . .
C12B C -0.0294(6) 0.3806(3) 0.3602(3) 0.0303(12) Uani 1 1 d . . . . .
C13B C -0.0357(6) 0.3009(3) 0.3854(3) 0.0290(12) Uani 1 1 d . . . . .
C14B C -0.1360(6) 0.2177(3) 0.3431(3) 0.0313(12) Uani 1 1 d . . . . .
C15B C -0.2924(6) 0.2118(3) 0.3448(4) 0.0326(12) Uani 1 1 d . . . . .
C16B C -0.3845(7) 0.1357(4) 0.3010(4) 0.0376(14) Uani 1 1 d . . . . .
H16B H -0.4891 0.1319 0.3025 0.045 Uiso 1 1 calc R U . . .
C17B C -0.3309(7) 0.0647(4) 0.2548(4) 0.0392(14) Uani 1 1 d . . . . .
C18B C -0.1761(7) 0.0718(4) 0.2554(4) 0.0362(13) Uani 1 1 d . . . . .
H18B H -0.1362 0.0239 0.2252 0.043 Uiso 1 1 calc R U . . .
C19B C -0.0777(6) 0.1470(4) 0.2989(3) 0.0309(12) Uani 1 1 d . . . . .
C20B C -0.3593(6) 0.2833(4) 0.4003(4) 0.0356(13) Uani 1 1 d . . . . .
H20B H -0.2841 0.3379 0.4115 0.043 Uiso 1 1 calc R U . . .
C21B C -0.5015(8) 0.2991(5) 0.3613(5) 0.060(2) Uani 1 1 d . . . . .
H21D H -0.4818 0.3103 0.3084 0.090 Uiso 1 1 calc R U . . .
H21E H -0.5340 0.3491 0.3973 0.090 Uiso 1 1 calc R U . . .
H21F H -0.5799 0.2479 0.3531 0.090 Uiso 1 1 calc R U . . .
C22B C -0.3892(8) 0.2647(4) 0.4820(4) 0.0487(17) Uani 1 1 d . . . . .
H22D H -0.4620 0.2110 0.4730 0.073 Uiso 1 1 calc R U . . .
H22E H -0.4285 0.3125 0.5173 0.073 Uiso 1 1 calc R U . . .
H22F H -0.2962 0.2585 0.5084 0.073 Uiso 1 1 calc R U . . .
C23B C -0.4386(7) -0.0155(4) 0.2069(4) 0.0447(16) Uani 1 1 d . . . . .
H23B H -0.5119 0.0024 0.1727 0.054 Uiso 1 1 calc R U . . .
C24B C -0.5237(8) -0.0600(5) 0.2647(5) 0.060(2) Uani 1 1 d . . . . .
H24D H -0.4539 -0.0808 0.2965 0.090 Uiso 1 1 calc R U . . .
H24E H -0.5980 -0.1090 0.2328 0.090 Uiso 1 1 calc R U . . .
H24F H -0.5737 -0.0187 0.3019 0.090 Uiso 1 1 calc R U . . .
C25B C -0.3626(11) -0.0840(5) 0.1498(5) 0.076(3) Uani 1 1 d . . . . .
H25D H -0.2953 -0.1051 0.1828 0.113 Uiso 1 1 calc R U . . .
H25E H -0.3057 -0.0578 0.1119 0.113 Uiso 1 1 calc R U . . .
H25F H -0.4388 -0.1324 0.1187 0.113 Uiso 1 1 calc R U . . .
C26B C 0.0879(6) 0.1476(4) 0.2936(4) 0.0351(13) Uani 1 1 d . . . . .
H26B H 0.1418 0.2024 0.3326 0.042 Uiso 1 1 calc R U . . .
C27B C 0.1351(7) 0.0727(4) 0.3198(5) 0.0473(16) Uani 1 1 d . . . . .
H27D H 0.1090 0.0757 0.3758 0.071 Uiso 1 1 calc R U . . .
H27E H 0.2429 0.0764 0.3174 0.071 Uiso 1 1 calc R U . . .
H27F H 0.0836 0.0178 0.2828 0.071 Uiso 1 1 calc R U . . .
C28B C 0.1350(8) 0.1477(4) 0.2086(4) 0.0475(16) Uani 1 1 d . . . . .
H28D H 0.0880 0.0933 0.1693 0.071 Uiso 1 1 calc R U . . .
H28E H 0.2435 0.1537 0.2089 0.071 Uiso 1 1 calc R U . . .
H28F H 0.1037 0.1963 0.1930 0.071 Uiso 1 1 calc R U . . .
C1 C 0.2217(6) 0.1674(3) 0.6167(4) 0.0309(12) Uani 1 1 d . . . . .
H11 H 0.1122 0.1532 0.6050 0.037 Uiso 1 1 calc R U . . .
H12 H 0.2444 0.1627 0.6726 0.037 Uiso 1 1 calc R U . . .
C2 C 0.2906(7) 0.1021(3) 0.5566(4) 0.0373(14) Uani 1 1 d . . . . .
H21 H 0.3982 0.1105 0.5728 0.045 Uiso 1 1 calc R U . . .
H22 H 0.2796 0.1112 0.5016 0.045 Uiso 1 1 calc R U . . .
C3 C 0.2174(7) 0.0106(4) 0.5535(4) 0.0406(15) Uani 1 1 d . . . . .
H31 H 0.2293 0.0021 0.6087 0.049 Uiso 1 1 calc R U . . .
H32 H 0.1095 0.0033 0.5386 0.049 Uiso 1 1 calc R U . . .
C4 C 0.2800(10) -0.0578(4) 0.4936(6) 0.072(3) Uani 1 1 d . . . . .
H41 H 0.2691 -0.0498 0.4387 0.108 Uiso 1 1 calc R U . . .
H42 H 0.2259 -0.1151 0.4935 0.108 Uiso 1 1 calc R U . . .
H43 H 0.3857 -0.0531 0.5096 0.108 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'
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
C1A N1 C1 125.7(4) . . ?
C1B N1 C1A 110.0(4) . . ?
C1B N1 C1 124.3(4) . . ?
N1 C1A C2A 107.3(4) . . ?
C6A C1A N1 129.9(5) . . ?
C6A C1A C2A 122.8(5) . . ?
C3A C2A C1A 120.0(5) . . ?
C2B C2A C1A 108.1(4) . . ?
C2B C2A C3A 131.9(5) . . ?
C2A C3A H3A 121.0 . . ?
C4A C3A C2A 118.0(5) . . ?
C4A C3A H3A 121.0 . . ?
C3A C4A C5A 121.7(5) . . ?
C3A C4A C7A 131.4(5) . . ?
C7A C4A C5A 106.8(4) . . ?
C6A C5A C4A 120.6(5) . . ?
C13A C5A C4A 108.7(5) . . ?
C13A C5A C6A 130.6(5) . . ?
C1A C6A C5A 116.8(5) . . ?
C1A C6A H6A 121.6 . . ?
C5A C6A H6A 121.6 . . ?
C8A C7A C4A 133.0(5) . . ?
C8A C7A C12A 119.9(5) . . ?
C12A C7A C4A 107.1(4) . . ?
C7A C8A H8A 120.5 . . ?
C7A C8A C9A 119.0(5) . . ?
C9A C8A H8A 120.5 . . ?
C8A C9A H9A 119.7 . . ?
C10A C9A C8A 120.6(6) . . ?
C10A C9A H9A 119.7 . . ?
C9A C10A H10A 119.6 . . ?
C9A C10A C11A 120.7(6) . . ?
C11A C10A H10A 119.6 . . ?
C10A C11A H11A 120.6 . . ?
C12A C11A C10A 118.7(6) . . ?
C12A C11A H11A 120.6 . . ?
C7A C12A C13A 109.0(5) . . ?
C11A C12A C7A 121.0(5) . . ?
C11A C12A C13A 130.0(5) . . ?
C5A C13A C12A 108.4(5) . . ?
C5A C13A C14A 128.6(5) . . ?
C12A C13A C14A 122.8(5) . . ?
C15A C14A C13A 121.7(5) . . ?
C15A C14A C19A 120.0(5) . . ?
C19A C14A C13A 118.1(5) . . ?
C14A C15A C20A 121.7(5) . . ?
C16A C15A C14A 118.7(6) . . ?
C16A C15A C20A 119.5(6) . . ?
C15A C16A H16A 118.9 . . ?
C17A C16A C15A 122.3(6) . . ?
C17A C16A H16A 118.9 . . ?
C16A C17A C23A 120.9(6) . . ?
C18A C17A C16A 117.4(6) . . ?
C18A C17A C23A 121.6(6) . . ?
C17A C18A H18A 118.6 . . ?
C17A C18A C19A 122.8(6) . . ?
C19A C18A H18A 118.6 . . ?
C14A C19A C26A 120.1(5) . . ?
C18A C19A C14A 118.8(6) . . ?
C18A C19A C26A 121.1(6) . . ?
C15A C20A H20A 106.9 . . ?
C21A C20A C15A 111.7(6) . . ?
C21A C20A H20A 106.9 . . ?
C22A C20A C15A 112.3(7) . . ?
C22A C20A H20A 106.9 . . ?
C22A C20A C21A 111.8(7) . . ?
C20A C21A H21A 109.5 . . ?
C20A C21A H21B 109.5 . . ?
C20A C21A H21C 109.5 . . ?
H21A C21A H21B 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
C20A C22A H22A 109.5 . . ?
C20A C22A H22B 109.5 . . ?
C20A C22A H22C 109.5 . . ?
H22A C22A H22B 109.5 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
C17A C23A H23A 109.1 . . ?
C17A C23A C24A 113.5(6) . . ?
C17A C23A C25A 109.7(6) . . ?
C24A C23A H23A 109.1 . . ?
C25A C23A H23A 109.1 . . ?
C25A C23A C24A 106.2(8) . . ?
C23A C24A H24A 109.5 . . ?
C23A C24A H24B 109.5 . . ?
C23A C24A H24C 109.5 . . ?
H24A C24A H24B 109.5 . . ?
H24A C24A H24C 109.5 . . ?
H24B C24A H24C 109.5 . . ?
C23A C25A H25A 109.5 . . ?
C23A C25A H25B 109.5 . . ?
C23A C25A H25C 109.5 . . ?
H25A C25A H25B 109.5 . . ?
H25A C25A H25C 109.5 . . ?
H25B C25A H25C 109.5 . . ?
H25G C25C H25H 109.5 . . ?
H25G C25C H25I 109.5 . . ?
H25H C25C H25I 109.5 . . ?
C19A C26A H26A 107.1 . . ?
C19A C26A C27A 111.9(5) . . ?
C19A C26A C28A 112.4(6) . . ?
C27A C26A H26A 107.1 . . ?
C27A C26A C28A 111.0(6) . . ?
C28A C26A H26A 107.1 . . ?
C26A C27A H27A 109.5 . . ?
C26A C27A H27B 109.5 . . ?
C26A C27A H27C 109.5 . . ?
H27A C27A H27B 109.5 . . ?
H27A C27A H27C 109.5 . . ?
H27B C27A H27C 109.5 . . ?
C26A C28A H28A 109.5 . . ?
C26A C28A H28B 109.5 . . ?
C26A C28A H28C 109.5 . . ?
H28A C28A H28B 109.5 . . ?
H28A C28A H28C 109.5 . . ?
H28B C28A H28C 109.5 . . ?
N1 C1B C2B 107.7(4) . . ?
C6B C1B N1 129.9(5) . . ?
C6B C1B C2B 122.4(5) . . ?
C2A C2B C1B 106.9(4) . . ?
C2A C2B C3B 133.4(5) . . ?
C3B C2B C1B 119.7(5) . . ?
C2B C3B H3B 120.7 . . ?
C4B C3B C2B 118.5(5) . . ?
C4B C3B H3B 120.7 . . ?
C3B C4B C5B 122.0(5) . . ?
C3B C4B C7B 132.0(5) . . ?
C7B C4B C5B 106.0(4) . . ?
C6B C5B C4B 119.9(5) . . ?
C13B C5B C4B 108.8(5) . . ?
C13B C5B C6B 131.3(5) . . ?
C1B C6B C5B 117.5(5) . . ?
C1B C6B H6B 121.2 . . ?
C5B C6B H6B 121.2 . . ?
C8B C7B C4B 131.0(5) . . ?
C8B C7B C12B 120.8(5) . . ?
C12B C7B C4B 108.1(4) . . ?
C7B C8B H8B 120.7 . . ?
C7B C8B C9B 118.7(5) . . ?
C9B C8B H8B 120.7 . . ?
C8B C9B H9B 119.7 . . ?
C10B C9B C8B 120.6(5) . . ?
C10B C9B H9B 119.7 . . ?
C9B C10B H10B 119.7 . . ?
C9B C10B C11B 120.5(5) . . ?
C11B C10B H10B 119.7 . . ?
C10B C11B H11B 120.4 . . ?
C12B C11B C10B 119.2(5) . . ?
C12B C11B H11B 120.4 . . ?
C7B C12B C13B 108.0(5) . . ?
C11B C12B C7B 120.2(5) . . ?
C11B C12B C13B 131.8(5) . . ?
C5B C13B C12B 109.1(5) . . ?
C5B C13B C14B 127.1(5) . . ?
C12B C13B C14B 123.8(5) . . ?
C15B C14B C13B 119.4(5) . . ?
C19B C14B C13B 120.6(5) . . ?
C19B C14B C15B 119.8(5) . . ?
C14B C15B C20B 121.2(5) . . ?
C16B C15B C14B 118.7(5) . . ?
C16B C15B C20B 119.8(5) . . ?
C15B C16B H16B 118.4 . . ?
C15B C16B C17B 123.2(6) . . ?
C17B C16B H16B 118.4 . . ?
C16B C17B C18B 116.9(5) . . ?
C16B C17B C23B 120.1(6) . . ?
C18B C17B C23B 123.0(6) . . ?
C17B C18B H18B 118.8 . . ?
C17B C18B C19B 122.4(6) . . ?
C19B C18B H18B 118.8 . . ?
C14B C19B C18B 118.9(5) . . ?
C14B C19B C26B 123.4(5) . . ?
C18B C19B C26B 117.6(5) . . ?
C15B C20B H20B 107.5 . . ?
C15B C20B C21B 113.1(5) . . ?
C21B C20B H20B 107.5 . . ?
C22B C20B C15B 111.0(5) . . ?
C22B C20B H20B 107.5 . . ?
C22B C20B C21B 109.9(6) . . ?
C20B C21B H21D 109.5 . . ?
C20B C21B H21E 109.5 . . ?
C20B C21B H21F 109.5 . . ?
H21D C21B H21E 109.5 . . ?
H21D C21B H21F 109.5 . . ?
H21E C21B H21F 109.5 . . ?
C20B C22B H22D 109.5 . . ?
C20B C22B H22E 109.5 . . ?
C20B C22B H22F 109.5 . . ?
H22D C22B H22E 109.5 . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.5 . . ?
C17B C23B H23B 108.5 . . ?
C17B C23B C24B 110.6(6) . . ?
C17B C23B C25B 113.8(6) . . ?
C24B C23B H23B 108.5 . . ?
C24B C23B C25B 106.8(6) . . ?
C25B C23B H23B 108.5 . . ?
C23B C24B H24D 109.5 . . ?
C23B C24B H24E 109.5 . . ?
C23B C24B H24F 109.5 . . ?
H24D C24B H24E 109.5 . . ?
H24D C24B H24F 109.5 . . ?
H24E C24B H24F 109.5 . . ?
C23B C25B H25D 109.5 . . ?
C23B C25B H25E 109.5 . . ?
C23B C25B H25F 109.5 . . ?
H25D C25B H25E 109.5 . . ?
H25D C25B H25F 109.5 . . ?
H25E C25B H25F 109.5 . . ?
C19B C26B H26B 107.4 . . ?
C19B C26B C27B 111.8(5) . . ?
C19B C26B C28B 111.7(5) . . ?
C27B C26B H26B 107.4 . . ?
C28B C26B H26B 107.4 . . ?
C28B C26B C27B 110.7(5) . . ?
C26B C27B H27D 109.5 . . ?
C26B C27B H27E 109.5 . . ?
C26B C27B H27F 109.5 . . ?
H27D C27B H27E 109.5 . . ?
H27D C27B H27F 109.5 . . ?
H27E C27B H27F 109.5 . . ?
C26B C28B H28D 109.5 . . ?
C26B C28B H28E 109.5 . . ?
C26B C28B H28F 109.5 . . ?
H28D C28B H28E 109.5 . . ?
H28D C28B H28F 109.5 . . ?
H28E C28B H28F 109.5 . . ?
N1 C1 H11 108.8 . . ?
N1 C1 H12 108.8 . . ?
N1 C1 C2 113.7(5) . . ?
H11 C1 H12 107.7 . . ?
C2 C1 H11 108.8 . . ?
C2 C1 H12 108.8 . . ?
C1 C2 H21 109.4 . . ?
C1 C2 H22 109.4 . . ?
C1 C2 C3 111.1(5) . . ?
H21 C2 H22 108.0 . . ?
C3 C2 H21 109.4 . . ?
C3 C2 H22 109.4 . . ?
C2 C3 H31 108.8 . . ?
C2 C3 H32 108.8 . . ?
H31 C3 H32 107.7 . . ?
C4 C3 C2 113.8(6) . . ?
C4 C3 H31 108.8 . . ?
C4 C3 H32 108.8 . . ?
C3 C4 H41 109.5 . . ?
C3 C4 H42 109.5 . . ?
C3 C4 H43 109.5 . . ?
H41 C4 H42 109.5 . . ?
H41 C4 H43 109.5 . . ?
H42 C4 H43 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
N1 C1A 1.392(7) . ?
N1 C1B 1.384(7) . ?
N1 C1 1.461(6) . ?
C1A C2A 1.442(7) . ?
C1A C6A 1.378(7) . ?
C2A C3A 1.424(7) . ?
C2A C2B 1.403(7) . ?
C3A H3A 0.9500 . ?
C3A C4A 1.358(8) . ?
C4A C5A 1.466(7) . ?
C4A C7A 1.465(7) . ?
C5A C6A 1.415(7) . ?
C5A C13A 1.383(8) . ?
C6A H6A 0.9500 . ?
C7A C8A 1.370(7) . ?
C7A C12A 1.413(8) . ?
C8A H8A 0.9500 . ?
C8A C9A 1.419(8) . ?
C9A H9A 0.9500 . ?
C9A C10A 1.378(9) . ?
C10A H10A 0.9500 . ?
C10A C11A 1.392(8) . ?
C11A H11A 0.9500 . ?
C11A C12A 1.388(8) . ?
C12A C13A 1.458(7) . ?
C13A C14A 1.498(7) . ?
C14A C15A 1.403(8) . ?
C14A C19A 1.416(8) . ?
C15A C16A 1.401(8) . ?
C15A C20A 1.521(9) . ?
C16A H16A 0.9500 . ?
C16A C17A 1.399(9) . ?
C17A C18A 1.387(9) . ?
C17A C23A 1.511(8) . ?
C18A H18A 0.9500 . ?
C18A C19A 1.389(8) . ?
C19A C26A 1.508(9) . ?
C20A H20A 1.0000 . ?
C20A C21A 1.520(11) . ?
C20A C22A 1.516(11) . ?
C21A H21A 0.9800 . ?
C21A H21B 0.9800 . ?
C21A H21C 0.9800 . ?
C22A H22A 0.9800 . ?
C22A H22B 0.9800 . ?
C22A H22C 0.9800 . ?
C23A H23A 1.0000 . ?
C23A C24A 1.552(11) . ?
C23A C25A 1.514(11) . ?
C24A H24A 0.9800 . ?
C24A H24B 0.9800 . ?
C24A H24C 0.9800 . ?
C25A H25A 0.9800 . ?
C25A H25B 0.9800 . ?
C25A H25C 0.9800 . ?
C25C H25G 0.9800 . ?
C25C H25H 0.9800 . ?
C25C H25I 0.9800 . ?
C26A H26A 1.0000 . ?
C26A C27A 1.529(9) . ?
C26A C28A 1.533(10) . ?
C27A H27A 0.9800 . ?
C27A H27B 0.9800 . ?
C27A H27C 0.9800 . ?
C28A H28A 0.9800 . ?
C28A H28B 0.9800 . ?
C28A H28C 0.9800 . ?
C1B C2B 1.453(7) . ?
C1B C6B 1.367(8) . ?
C2B C3B 1.424(7) . ?
C3B H3B 0.9500 . ?
C3B C4B 1.338(8) . ?
C4B C5B 1.477(7) . ?
C4B C7B 1.475(7) . ?
C5B C6B 1.416(8) . ?
C5B C13B 1.391(8) . ?
C6B H6B 0.9500 . ?
C7B C8B 1.383(7) . ?
C7B C12B 1.422(7) . ?
C8B H8B 0.9500 . ?
C8B C9B 1.400(8) . ?
C9B H9B 0.9500 . ?
C9B C10B 1.396(8) . ?
C10B H10B 0.9500 . ?
C10B C11B 1.404(8) . ?
C11B H11B 0.9500 . ?
C11B C12B 1.373(8) . ?
C12B C13B 1.464(7) . ?
C13B C14B 1.491(7) . ?
C14B C15B 1.418(8) . ?
C14B C19B 1.399(8) . ?
C15B C16B 1.389(8) . ?
C15B C20B 1.523(8) . ?
C16B H16B 0.9500 . ?
C16B C17B 1.390(9) . ?
C17B C18B 1.400(8) . ?
C17B C23B 1.516(8) . ?
C18B H18B 0.9500 . ?
C18B C19B 1.404(8) . ?
C19B C26B 1.517(8) . ?
C20B H20B 1.0000 . ?
C20B C21B 1.531(8) . ?
C20B C22B 1.521(9) . ?
C21B H21D 0.9800 . ?
C21B H21E 0.9800 . ?
C21B H21F 0.9800 . ?
C22B H22D 0.9800 . ?
C22B H22E 0.9800 . ?
C22B H22F 0.9800 . ?
C23B H23B 1.0000 . ?
C23B C24B 1.528(10) . ?
C23B C25B 1.551(11) . ?
C24B H24D 0.9800 . ?
C24B H24E 0.9800 . ?
C24B H24F 0.9800 . ?
C25B H25D 0.9800 . ?
C25B H25E 0.9800 . ?
C25B H25F 0.9800 . ?
C26B H26B 1.0000 . ?
C26B C27B 1.524(8) . ?
C26B C28B 1.521(9) . ?
C27B H27D 0.9800 . ?
C27B H27E 0.9800 . ?
C27B H27F 0.9800 . ?
C28B H28D 0.9800 . ?
C28B H28E 0.9800 . ?
C28B H28F 0.9800 . ?
C1 H11 0.9900 . ?
C1 H12 0.9900 . ?
C1 C2 1.506(8) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C2 C3 1.515(8) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
C3 C4 1.504(9) . ?
C4 H41 0.9800 . ?
C4 H42 0.9800 . ?
C4 H43 0.9800 . ?
