#------------------------------------------------------------------------------
#$Date: 2025-10-06 09:50:59 +0300 (Mon, 06 Oct 2025) $
#$Revision: 302401 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/48/7134854.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_7134854
loop_
_publ_author_name
'Yang, Wenyan'
'Li, Lele'
'Xue, Xinlei'
'Deng, Shengyong'
'Wei, Peifa'
_publ_section_title
;
 Positional isomerism-directed formation of hydrogen-bonded organic
 frameworks with distinct single-crystal transformation pathways.
;
_journal_issue                   70
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              13113
_journal_page_last               13116
_journal_paper_doi               10.1039/d5cc03678j
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         '0.5(C4 H8 O2), 0.5(C54 H50 N2)'
_chemical_formula_sum            'C29 H29 N O'
_chemical_formula_weight         407.53
_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
_audit_creation_date             2025-07-25
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2025-07-25 deposited with the CCDC.	2025-07-28 downloaded from the CCDC.
;
_cell_angle_alpha                105.062(3)
_cell_angle_beta                 90.118(3)
_cell_angle_gamma                107.315(3)
_cell_formula_units_Z            4
_cell_length_a                   9.6914(4)
_cell_length_b                   15.3962(6)
_cell_length_c                   16.3741(6)
_cell_measurement_reflns_used    14151
_cell_measurement_temperature    120
_cell_measurement_theta_max      69.81
_cell_measurement_theta_min      3.13
_cell_volume                     2243.97(16)
_computing_cell_refinement
;
X-Area Recipe 1.37.0.0 (STOE, 2021)
;
_computing_data_collection
;
X-Area Pilatus3_SV 1.31.175.0 (STOE, 2021)
;
_computing_data_reduction
;
X-Area Integrate 2.5.1.0 (STOE, 2021)
X-Area LANA 2.6.2.0 (STOE, 2021)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      120.0
_diffrn_detector_area_resol_mean 5.81
_diffrn_detector_type            'DECTRIS PILATUS 300K'
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details
;
 1440 frames, detector distance = 40 mm
;
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54186
_diffrn_reflns_av_R_equivalents  0.0651
_diffrn_reflns_av_unetI/netI     0.0828
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18889
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        62.492
_diffrn_reflns_theta_max         62.492
_diffrn_reflns_theta_min         3.125
_exptl_absorpt_coefficient_mu    0.553
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.939
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     585
_refine_ls_number_reflns         6973
_refine_ls_number_restraints     43
_refine_ls_restrained_S_all      0.939
_refine_ls_R_factor_all          0.1061
_refine_ls_R_factor_gt           0.0608
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1088P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1512
_refine_ls_wR_factor_ref         0.1756
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4254
_reflns_number_total             6973
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5cc03678j2.cif
_cod_data_source_block           0318-2
_cod_depositor_comments
'Adding full bibliography for 7134851--7134861.cif.'
_cod_database_code               7134854
_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. Uiso/Uaniso restraints and constraints
C3 \\sim C4 \\sim C3A \\sim C4A \\sim O1: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 2A
2. Same fragment restrains
{C3, C4} sigma for 1-2: 0.02, 1-3: 0.02
as in
{C3A, C4A}
3. Others
 Sof(C3A)=Sof(H3AA)=Sof(H3AB)=Sof(C4A)=Sof(H4AA)=Sof(H4AB)=Sof(H4AC)=1-FVAR(1)
 Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(H4C)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C30(H30A,H30B), C31(H31A,H31B), C56(H56A,H56B), C57(H57A,H57B),
 C3A(H3AA,H3AB)
4.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C11(H11), C12(H12), C14(H14), C15(H15), C17(H17), C18(H18),
 C19(H19), C20(H20), C22(H22), C24(H24), C25(H25), C27(H27), C28(H28), C34(H34),
  C35(H35), C37(H37), C38(H38), C40(H40), C42(H42), C43(H43), C44(H44),
 C45(H45), C47(H47), C48(H48), C50(H50), C51(H51), C53(H53), C54(H54)
4.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C4(H4A,H4B,H4C), C29(H29A,H29B,H29C), C32(H32A,H32B,H32C),
 C55(H55A,H55B,H55C), C58(H58A,H58B,H58C), C4A(H4AA,H4AB,H4AC)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
O1 O 0.2764(3) 0.0828(2) 0.57479(17) 0.0536(8) Uani 1 1 d . U . . .
O2 O 0.1588(4) 0.0449(3) 0.4465(2) 0.0673(9) Uani 1 1 d . . . . .
C1 C 0.1747(5) -0.0789(4) 0.5090(3) 0.0725(16) Uani 1 1 d . . . . .
H1A H 0.264915 -0.085068 0.530255 0.109 Uiso 1 1 calc R U . . .
H1B H 0.144232 -0.121693 0.451796 0.109 Uiso 1 1 calc R U . . .
H1C H 0.098914 -0.095153 0.546842 0.109 Uiso 1 1 calc R U . . .
C2 C 0.1993(5) 0.0209(3) 0.5059(3) 0.0550(11) Uani 1 1 d . . . . .
C3 C 0.3179(5) 0.1838(4) 0.5754(3) 0.0469(13) Uani 0.852(6) 1 d D U P A 1
H3A H 0.240478 0.194708 0.543625 0.056 Uiso 0.852(6) 1 calc R U P A 1
H3B H 0.328758 0.223765 0.634546 0.056 Uiso 0.852(6) 1 calc R U P A 1
C4 C 0.4525(5) 0.2101(3) 0.5370(3) 0.0493(14) Uani 0.852(6) 1 d D U P A 1
H4A H 0.438520 0.175803 0.476650 0.074 Uiso 0.852(6) 1 calc R U P A 1
H4B H 0.527017 0.194032 0.565296 0.074 Uiso 0.852(6) 1 calc R U P A 1
H4C H 0.483562 0.278293 0.543144 0.074 Uiso 0.852(6) 1 calc R U P A 1
N1 N -0.2977(3) 0.30510(17) 0.06599(16) 0.0224(6) Uani 1 1 d . . . . .
N2 N 0.5235(3) 0.86059(17) 0.21644(18) 0.0250(6) Uani 1 1 d . . . . .
C5 C 0.2857(3) 0.4750(2) 0.21804(19) 0.0185(7) Uani 1 1 d . . . . .
C6 C 0.3610(3) 0.4211(2) 0.24062(19) 0.0177(7) Uani 1 1 d . . . . .
C7 C 0.5020(3) 0.4669(2) 0.29517(19) 0.0180(7) Uani 1 1 d . . . . .
C8 C 0.6330(3) 0.4565(2) 0.2661(2) 0.0209(7) Uani 1 1 d . . . . .
H8 H 0.633586 0.418899 0.210068 0.025 Uiso 1 1 calc R U . . .
C9 C 0.7616(3) 0.4996(2) 0.3169(2) 0.0227(7) Uani 1 1 d . . . . .
H9 H 0.849078 0.492601 0.294249 0.027 Uiso 1 1 calc R U . . .
C10 C 0.7668(3) 0.5533(2) 0.4007(2) 0.0201(7) Uani 1 1 d . . . . .
C11 C 0.6347(3) 0.5606(2) 0.4304(2) 0.0277(8) Uani 1 1 d . . . . .
H11 H 0.632793 0.595050 0.487425 0.033 Uiso 1 1 calc R U . . .
C12 C 0.5058(3) 0.5187(2) 0.3784(2) 0.0277(8) Uani 1 1 d . . . . .
H12 H 0.418125 0.525720 0.400672 0.033 Uiso 1 1 calc R U . . .
C13 C 0.9054(3) 0.6006(2) 0.4553(2) 0.0215(7) Uani 1 1 d . . . . .
C14 C 1.0307(3) 0.5714(2) 0.4349(2) 0.0303(8) Uani 1 1 d . . . . .
H14 H 1.025442 0.521671 0.385257 0.036 Uiso 1 1 calc R U . . .
C15 C 1.1581(3) 0.6133(3) 0.4854(2) 0.0337(8) Uani 1 1 d . . . . .
H15 H 1.239685 0.592558 0.469614 0.040 Uiso 1 1 calc R U . . .
C16 C 1.1712(3) 0.6861(2) 0.5597(2) 0.0279(8) Uani 1 1 d . . . . .
C17 C 1.3009(4) 0.7311(3) 0.6151(2) 0.0361(9) Uani 1 1 d . . . . .
H17 H 1.383516 0.710555 0.602097 0.043 Uiso 1 1 calc R U . . .
C18 C 1.3092(4) 0.8017(3) 0.6852(2) 0.0388(10) Uani 1 1 d . . . . .
H18 H 1.397493 0.830984 0.720507 0.047 Uiso 1 1 calc R U . . .
C19 C 1.1881(4) 0.8325(2) 0.7067(2) 0.0357(9) Uani 1 1 d . . . . .
H19 H 1.194569 0.882349 0.756410 0.043 Uiso 1 1 calc R U . . .
C20 C 1.0603(4) 0.7904(2) 0.6558(2) 0.0316(8) Uani 1 1 d . . . . .
H20 H 0.978397 0.811033 0.671034 0.038 Uiso 1 1 calc R U . . .
C21 C 1.0489(3) 0.7176(2) 0.5816(2) 0.0250(7) Uani 1 1 d . . . . .
C22 C 0.9189(3) 0.6732(2) 0.5274(2) 0.0257(7) Uani 1 1 d . . . . .
H22 H 0.837459 0.694599 0.541603 0.031 Uiso 1 1 calc R U . . .
C23 C 0.3528(3) 0.5766(2) 0.22529(19) 0.0189(7) Uani 1 1 d . . . . .
C24 C 0.4925(3) 0.6131(2) 0.20213(19) 0.0199(7) Uani 1 1 d . . . . .
H24 H 0.550395 0.572219 0.186675 0.024 Uiso 1 1 calc R U . . .
C25 C 0.5494(3) 0.7056(2) 0.20085(19) 0.0202(7) Uani 1 1 d . . . . .
H25 H 0.645339 0.726925 0.185116 0.024 Uiso 1 1 calc R U . . .
C26 C 0.4690(3) 0.7697(2) 0.22228(19) 0.0195(7) Uani 1 1 d . . . . .
C27 C 0.3281(3) 0.7336(2) 0.2462(2) 0.0217(7) Uani 1 1 d . . . . .
H27 H 0.269979 0.774296 0.261976 0.026 Uiso 1 1 calc R U . . .
C28 C 0.2738(3) 0.6411(2) 0.24695(19) 0.0197(7) Uani 1 1 d . . . . .
H28 H 0.178055 0.619394 0.262912 0.024 Uiso 1 1 calc R U . . .
C29 C 0.7141(4) 0.9047(3) 0.1203(2) 0.0362(9) Uani 1 1 d . . . . .
H29A H 0.689397 0.839634 0.084097 0.054 Uiso 1 1 calc R U . . .
H29B H 0.818079 0.936490 0.120321 0.054 Uiso 1 1 calc R U . . .
H29C H 0.658438 0.938748 0.098303 0.054 Uiso 1 1 calc R U . . .
C30 C 0.6779(3) 0.9037(2) 0.2097(2) 0.0276(8) Uani 1 1 d . . . . .
H30A H 0.733672 0.868430 0.231030 0.033 Uiso 1 1 calc R U . . .
H30B H 0.709017 0.969444 0.246477 0.033 Uiso 1 1 calc R U . . .
C31 C 0.4371(3) 0.9254(2) 0.2340(2) 0.0274(8) Uani 1 1 d . . . . .
H31A H 0.335844 0.890282 0.210169 0.033 Uiso 1 1 calc R U . . .
H31B H 0.475274 0.975367 0.204735 0.033 Uiso 1 1 calc R U . . .
C32 C 0.4374(4) 0.9716(2) 0.3278(2) 0.0367(9) Uani 1 1 d . . . . .
H32A H 0.381810 1.016476 0.335328 0.055 Uiso 1 1 calc R U . . .
H32B H 0.537444 1.005185 0.352222 0.055 Uiso 1 1 calc R U . . .
H32C H 0.392995 0.922917 0.356581 0.055 Uiso 1 1 calc R U . . .
C33 C 0.3094(3) 0.3165(2) 0.21854(19) 0.0180(7) Uani 1 1 d . . . . .
C34 C 0.3330(3) 0.2694(2) 0.2778(2) 0.0219(7) Uani 1 1 d . . . . .
H34 H 0.385255 0.305427 0.331011 0.026 Uiso 1 1 calc R U . . .
C35 C 0.2820(3) 0.1720(2) 0.2606(2) 0.0214(7) Uani 1 1 d . . . . .
H35 H 0.299151 0.142606 0.302240 0.026 Uiso 1 1 calc R U . . .
C36 C 0.2053(3) 0.1157(2) 0.18253(19) 0.0185(7) Uani 1 1 d . . . . .
C37 C 0.1878(3) 0.1622(2) 0.1223(2) 0.0204(7) Uani 1 1 d . . . . .
H37 H 0.139848 0.126047 0.068090 0.024 Uiso 1 1 calc R U . . .
C38 C 0.2385(3) 0.2596(2) 0.1398(2) 0.0203(7) Uani 1 1 d . . . . .
H38 H 0.224816 0.288658 0.097161 0.024 Uiso 1 1 calc R U . . .
C39 C 0.1435(3) 0.0116(2) 0.1665(2) 0.0205(7) Uani 1 1 d . . . . .
C40 C 0.0933(3) -0.0276(2) 0.2321(2) 0.0202(7) Uani 1 1 d . . . . .
H40 H 0.097918 0.012813 0.287533 0.024 Uiso 1 1 calc R U . . .
C41 C 0.0351(3) -0.1270(2) 0.2180(2) 0.0204(7) Uani 1 1 d . . . . .
C42 C -0.0133(3) -0.1677(2) 0.2852(2) 0.0249(7) Uani 1 1 d . . . . .
H42 H -0.008282 -0.127876 0.340981 0.030 Uiso 1 1 calc R U . . .
C43 C -0.0670(3) -0.2634(2) 0.2706(2) 0.0283(8) Uani 1 1 d . . . . .
H43 H -0.097113 -0.289636 0.316525 0.034 Uiso 1 1 calc R U . . .
C44 C -0.0783(3) -0.3234(2) 0.1886(2) 0.0284(8) Uani 1 1 d . . . . .
H44 H -0.116303 -0.389987 0.179092 0.034 Uiso 1 1 calc R U . . .
C45 C -0.0346(3) -0.2861(2) 0.1218(2) 0.0271(8) Uani 1 1 d . . . . .
H45 H -0.044024 -0.326912 0.066119 0.033 Uiso 1 1 calc R U . . .
C46 C 0.0243(3) -0.1875(2) 0.1355(2) 0.0232(7) Uani 1 1 d . . . . .
C47 C 0.0753(3) -0.1454(2) 0.0688(2) 0.0268(8) Uani 1 1 d . . . . .
H47 H 0.069464 -0.184587 0.012670 0.032 Uiso 1 1 calc R U . . .
C48 C 0.1318(3) -0.0503(2) 0.0842(2) 0.0226(7) Uani 1 1 d . . . . .
H48 H 0.164650 -0.024362 0.038442 0.027 Uiso 1 1 calc R U . . .
C49 C 0.1323(3) 0.4337(2) 0.18094(19) 0.0179(7) Uani 1 1 d . . . . .
C50 C 0.0291(3) 0.3681(2) 0.21207(19) 0.0191(7) Uani 1 1 d . . . . .
H50 H 0.056626 0.351493 0.260181 0.023 Uiso 1 1 calc R U . . .
C51 C -0.1109(3) 0.3269(2) 0.17573(19) 0.0195(7) Uani 1 1 d . . . . .
H51 H -0.176946 0.282253 0.199048 0.023 Uiso 1 1 calc R U . . .
C52 C -0.1594(3) 0.3491(2) 0.10437(19) 0.0184(7) Uani 1 1 d . . . . .
C53 C -0.0577(3) 0.4194(2) 0.0766(2) 0.0207(7) Uani 1 1 d . . . . .
H53 H -0.086454 0.440066 0.031293 0.025 Uiso 1 1 calc R U . . .
C54 C 0.0830(3) 0.4594(2) 0.11352(19) 0.0181(7) Uani 1 1 d . . . . .
H54 H 0.148622 0.506023 0.092146 0.022 Uiso 1 1 calc R U . . .
C55 C -0.4019(4) 0.4163(3) 0.0216(2) 0.0355(9) Uani 1 1 d . . . . .
H55A H -0.433078 0.431150 -0.028736 0.053 Uiso 1 1 calc R U . . .
H55B H -0.323087 0.470541 0.055002 0.053 Uiso 1 1 calc R U . . .
H55C H -0.483785 0.402606 0.056207 0.053 Uiso 1 1 calc R U . . .
C56 C -0.3484(3) 0.3302(2) -0.0060(2) 0.0254(7) Uani 1 1 d . . . . .
H56A H -0.428234 0.275726 -0.039845 0.030 Uiso 1 1 calc R U . . .
H56B H -0.268153 0.343542 -0.042744 0.030 Uiso 1 1 calc R U . . .
C57 C -0.4047(3) 0.2336(2) 0.0973(2) 0.0250(7) Uani 1 1 d . . . . .
H57A H -0.503461 0.232004 0.079747 0.030 Uiso 1 1 calc R U . . .
H57B H -0.392878 0.252591 0.160151 0.030 Uiso 1 1 calc R U . . .
C58 C -0.3910(4) 0.1355(2) 0.0651(2) 0.0349(9) Uani 1 1 d . . . . .
H58A H -0.401072 0.116530 0.002903 0.052 Uiso 1 1 calc R U . . .
H58B H -0.467180 0.090845 0.086218 0.052 Uiso 1 1 calc R U . . .
H58C H -0.295675 0.135563 0.085322 0.052 Uiso 1 1 calc R U . . .
C3A C 0.320(3) 0.134(2) 0.5225(18) 0.047(4) Uani 0.148(6) 1 d D U P A 2
H3AA H 0.398890 0.113446 0.492760 0.057 Uiso 0.148(6) 1 calc R U P A 2
H3AB H 0.363245 0.200073 0.556418 0.057 Uiso 0.148(6) 1 calc R U P A 2
C4A C 0.221(3) 0.1317(17) 0.4629(15) 0.038(6) Uani 0.148(6) 1 d D U P A 2
H4AA H 0.221746 0.083222 0.410608 0.056 Uiso 0.148(6) 1 calc R U P A 2
H4AB H 0.246045 0.193624 0.451300 0.056 Uiso 0.148(6) 1 calc R U P A 2
H4AC H 0.124589 0.116955 0.483691 0.056 Uiso 0.148(6) 1 calc R U P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
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
C2 O1 C3 116.4(3) . . ?
C3A O1 C2 82.8(13) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
O1 C2 C1 111.9(4) . . ?
O2 C2 O1 122.5(4) . . ?
O2 C2 C1 125.6(4) . . ?
O1 C3 H3A 109.6 . . ?
O1 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
C4 C3 O1 110.5(4) . . ?
C4 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C52 N1 C56 121.4(2) . . ?
C52 N1 C57 122.2(3) . . ?
C56 N1 C57 116.4(2) . . ?
C26 N2 C30 121.9(2) . . ?
C26 N2 C31 121.3(3) . . ?
C31 N2 C30 115.7(2) . . ?
C6 C5 C23 122.4(3) . . ?
C6 C5 C49 121.9(3) . . ?
C23 C5 C49 115.6(3) . . ?
C5 C6 C7 120.6(3) . . ?
C5 C6 C33 124.2(3) . . ?
C33 C6 C7 115.1(2) . . ?
C8 C7 C6 122.2(3) . . ?
C12 C7 C6 120.7(3) . . ?
C12 C7 C8 117.0(3) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 C7 121.5(3) . . ?
C9 C8 H8 119.3 . . ?
C8 C9 H9 119.1 . . ?
C8 C9 C10 121.9(3) . . ?
C10 C9 H9 119.1 . . ?
C9 C10 C13 122.0(3) . . ?
C11 C10 C9 116.4(3) . . ?
C11 C10 C13 121.6(3) . . ?
C10 C11 H11 119.2 . . ?
C12 C11 C10 121.5(3) . . ?
C12 C11 H11 119.2 . . ?
C7 C12 C11 121.7(3) . . ?
C7 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
C14 C13 C10 120.8(3) . . ?
C22 C13 C10 122.1(3) . . ?
C22 C13 C14 117.1(3) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 C13 121.4(3) . . ?
C15 C14 H14 119.3 . . ?
C14 C15 H15 119.2 . . ?
C14 C15 C16 121.6(3) . . ?
C16 C15 H15 119.2 . . ?
C15 C16 C17 123.7(3) . . ?
C15 C16 C21 118.5(3) . . ?
C21 C16 C17 117.7(3) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 C16 121.7(4) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.4(3) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.0(4) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 119.5 . . ?
C19 C20 C21 120.9(3) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 C16 119.3(3) . . ?
C20 C21 C22 122.3(3) . . ?
C22 C21 C16 118.4(3) . . ?
C13 C22 C21 123.0(3) . . ?
C13 C22 H22 118.5 . . ?
C21 C22 H22 118.5 . . ?
C24 C23 C5 122.6(3) . . ?
C24 C23 C28 115.5(3) . . ?
C28 C23 C5 121.6(3) . . ?
C23 C24 H24 118.7 . . ?
C25 C24 C23 122.6(3) . . ?
C25 C24 H24 118.7 . . ?
C24 C25 H25 119.2 . . ?
C24 C25 C26 121.6(3) . . ?
C26 C25 H25 119.2 . . ?
N2 C26 C25 121.3(3) . . ?
N2 C26 C27 122.5(3) . . ?
C25 C26 C27 116.2(3) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 C26 121.1(3) . . ?
C28 C27 H27 119.5 . . ?
C23 C28 H28 118.5 . . ?
C27 C28 C23 123.1(3) . . ?
C27 C28 H28 118.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C30 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
C30 C29 H29C 109.5 . . ?
N2 C30 C29 113.4(3) . . ?
N2 C30 H30A 108.9 . . ?
N2 C30 H30B 108.9 . . ?
C29 C30 H30A 108.9 . . ?
C29 C30 H30B 108.9 . . ?
H30A C30 H30B 107.7 . . ?
N2 C31 H31A 108.9 . . ?
N2 C31 H31B 108.9 . . ?
N2 C31 C32 113.3(3) . . ?
H31A C31 H31B 107.7 . . ?
C32 C31 H31A 108.9 . . ?
C32 C31 H31B 108.9 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 C6 120.0(3) . . ?
C38 C33 C6 123.4(3) . . ?
C38 C33 C34 116.6(3) . . ?
C33 C34 H34 119.2 . . ?
C35 C34 C33 121.7(3) . . ?
C35 C34 H34 119.2 . . ?
C34 C35 H35 119.4 . . ?
C34 C35 C36 121.2(3) . . ?
C36 C35 H35 119.4 . . ?
C35 C36 C39 120.7(3) . . ?
C37 C36 C35 117.1(3) . . ?
C37 C36 C39 122.1(3) . . ?
C36 C37 H37 119.2 . . ?
C38 C37 C36 121.6(3) . . ?
C38 C37 H37 119.2 . . ?
C33 C38 H38 119.1 . . ?
C37 C38 C33 121.8(3) . . ?
C37 C38 H38 119.1 . . ?
C40 C39 C36 120.5(3) . . ?
C40 C39 C48 118.1(3) . . ?
C48 C39 C36 121.4(3) . . ?
C39 C40 H40 119.4 . . ?
C39 C40 C41 121.2(3) . . ?
C41 C40 H40 119.4 . . ?
C42 C41 C40 121.5(3) . . ?
C46 C41 C40 119.9(3) . . ?
C46 C41 C42 118.6(3) . . ?
C41 C42 H42 119.7 . . ?
C43 C42 C41 120.6(3) . . ?
C43 C42 H42 119.7 . . ?
C42 C43 H43 119.6 . . ?
C42 C43 C44 120.7(3) . . ?
C44 C43 H43 119.6 . . ?
C43 C44 H44 120.0 . . ?
C45 C44 C43 120.1(3) . . ?
C45 C44 H44 120.0 . . ?
C44 C45 H45 119.8 . . ?
C44 C45 C46 120.3(3) . . ?
C46 C45 H45 119.8 . . ?
C41 C46 C47 117.9(3) . . ?
C45 C46 C41 119.6(3) . . ?
C45 C46 C47 122.5(3) . . ?
C46 C47 H47 119.5 . . ?
C48 C47 C46 121.0(3) . . ?
C48 C47 H47 119.5 . . ?
C39 C48 H48 119.0 . . ?
C47 C48 C39 121.9(3) . . ?
C47 C48 H48 119.0 . . ?
C50 C49 C5 122.3(3) . . ?
C54 C49 C5 121.7(3) . . ?
C54 C49 C50 116.0(3) . . ?
C49 C50 H50 118.8 . . ?
C51 C50 C49 122.4(3) . . ?
C51 C50 H50 118.8 . . ?
C50 C51 H51 119.2 . . ?
C50 C51 C52 121.7(3) . . ?
C52 C51 H51 119.2 . . ?
N1 C52 C51 121.6(3) . . ?
N1 C52 C53 122.7(3) . . ?
C53 C52 C51 115.7(3) . . ?
C52 C53 H53 119.2 . . ?
C54 C53 C52 121.6(3) . . ?
C54 C53 H53 119.2 . . ?
C49 C54 H54 118.8 . . ?
C53 C54 C49 122.4(3) . . ?
C53 C54 H54 118.8 . . ?
H55A C55 H55B 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C56 C55 H55A 109.5 . . ?
C56 C55 H55B 109.5 . . ?
C56 C55 H55C 109.5 . . ?
N1 C56 C55 112.4(3) . . ?
N1 C56 H56A 109.1 . . ?
N1 C56 H56B 109.1 . . ?
C55 C56 H56A 109.1 . . ?
C55 C56 H56B 109.1 . . ?
H56A C56 H56B 107.9 . . ?
N1 C57 H57A 108.9 . . ?
N1 C57 H57B 108.9 . . ?
N1 C57 C58 113.3(3) . . ?
H57A C57 H57B 107.7 . . ?
C58 C57 H57A 108.9 . . ?
C58 C57 H57B 108.9 . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
O1 C3A H3AA 107.8 . . ?
O1 C3A H3AB 107.8 . . ?
O1 C3A C4A 118(2) . . ?
H3AA C3A H3AB 107.1 . . ?
C4A C3A H3AA 107.8 . . ?
C4A C3A H3AB 107.8 . . ?
C3A C4A H4AA 109.5 . . ?
C3A C4A H4AB 109.5 . . ?
C3A C4A H4AC 109.5 . . ?
H4AA C4A H4AB 109.5 . . ?
H4AA C4A H4AC 109.5 . . ?
H4AB C4A H4AC 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
O1 C2 1.324(5) . ?
O1 C3 1.484(6) . ?
O1 C3A 1.29(3) . ?
O2 C2 1.228(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.497(7) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.442(7) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
N1 C52 1.373(4) . ?
N1 C56 1.458(4) . ?
N1 C57 1.472(4) . ?
N2 C26 1.370(4) . ?
N2 C30 1.463(4) . ?
N2 C31 1.459(4) . ?
C5 C6 1.370(4) . ?
C5 C23 1.478(4) . ?
C5 C49 1.489(4) . ?
C6 C7 1.502(4) . ?
C6 C33 1.479(4) . ?
C7 C8 1.396(4) . ?
C7 C12 1.383(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.379(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.398(4) . ?
C10 C11 1.396(4) . ?
C10 C13 1.486(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.389(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.428(5) . ?
C13 C22 1.373(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.366(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.399(5) . ?
C16 C17 1.426(5) . ?
C16 C21 1.421(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.344(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.404(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.374(5) . ?
C20 H20 0.9500 . ?
C20 C21 1.401(5) . ?
C21 C22 1.417(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.398(4) . ?
C23 C28 1.402(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.371(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.409(4) . ?
C26 C27 1.410(4) . ?
C27 H27 0.9500 . ?
C27 C28 1.368(4) . ?
C28 H28 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C29 C30 1.510(5) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.516(5) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.410(4) . ?
C33 C38 1.397(4) . ?
C34 H34 0.9500 . ?
C34 C35 1.382(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.405(4) . ?
C36 C37 1.397(4) . ?
C36 C39 1.486(4) . ?
C37 H37 0.9500 . ?
C37 C38 1.382(4) . ?
C38 H38 0.9500 . ?
C39 C40 1.384(4) . ?
C39 C48 1.416(4) . ?
C40 H40 0.9500 . ?
C40 C41 1.419(4) . ?
C41 C42 1.417(5) . ?
C41 C46 1.411(4) . ?
C42 H42 0.9500 . ?
C42 C43 1.364(5) . ?
C43 H43 0.9500 . ?
C43 C44 1.402(5) . ?
C44 H44 0.9500 . ?
C44 C45 1.374(5) . ?
C45 H45 0.9500 . ?
C45 C46 1.410(4) . ?
C46 C47 1.428(5) . ?
C47 H47 0.9500 . ?
C47 C48 1.355(5) . ?
C48 H48 0.9500 . ?
C49 C50 1.395(4) . ?
C49 C54 1.393(4) . ?
C50 H50 0.9500 . ?
C50 C51 1.373(4) . ?
C51 H51 0.9500 . ?
C51 C52 1.416(4) . ?
C52 C53 1.405(4) . ?
C53 H53 0.9500 . ?
C53 C54 1.382(4) . ?
C54 H54 0.9500 . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 0.9800 . ?
C55 C56 1.527(5) . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C57 C58 1.511(5) . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C3A H3AA 0.9900 . ?
C3A H3AB 0.9900 . ?
C3A C4A 1.355(19) . ?
C4A H4AA 0.9800 . ?
C4A H4AB 0.9800 . ?
C4A H4AC 0.9800 . ?
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
C2 O1 C3 C4 -87.5(5) . . . . ?
C2 O1 C3A C4A 40(3) . . . . ?
C3 O1 C2 O2 -2.7(6) . . . . ?
C3 O1 C2 C1 175.0(4) . . . . ?
N1 C52 C53 C54 -176.7(3) . . . . ?
N2 C26 C27 C28 176.4(3) . . . . ?
C5 C6 C7 C8 -116.7(3) . . . . ?
C5 C6 C7 C12 66.0(4) . . . . ?
C5 C6 C33 C34 -141.2(3) . . . . ?
C5 C6 C33 C38 39.9(4) . . . . ?
C5 C23 C24 C25 173.4(3) . . . . ?
C5 C23 C28 C27 -173.4(3) . . . . ?
C5 C49 C50 C51 -177.1(3) . . . . ?
C5 C49 C54 C53 177.9(3) . . . . ?
C6 C5 C23 C24 42.1(4) . . . . ?
C6 C5 C23 C28 -145.2(3) . . . . ?
C6 C5 C49 C50 42.4(4) . . . . ?
C6 C5 C49 C54 -138.5(3) . . . . ?
C6 C7 C8 C9 179.6(3) . . . . ?
C6 C7 C12 C11 179.1(3) . . . . ?
C6 C33 C34 C35 177.7(3) . . . . ?
C6 C33 C38 C37 -178.0(3) . . . . ?
C7 C6 C33 C34 35.6(4) . . . . ?
C7 C6 C33 C38 -143.4(3) . . . . ?
C7 C8 C9 C10 2.1(5) . . . . ?
C8 C7 C12 C11 1.6(5) . . . . ?
C8 C9 C10 C11 0.3(4) . . . . ?
C8 C9 C10 C13 -179.4(3) . . . . ?
C9 C10 C11 C12 -1.6(5) . . . . ?
C9 C10 C13 C14 -19.1(4) . . . . ?
C9 C10 C13 C22 161.5(3) . . . . ?
C10 C11 C12 C7 0.7(5) . . . . ?
C10 C13 C14 C15 -179.0(3) . . . . ?
C10 C13 C22 C21 178.3(3) . . . . ?
C11 C10 C13 C14 161.3(3) . . . . ?
C11 C10 C13 C22 -18.1(5) . . . . ?
C12 C7 C8 C9 -3.0(4) . . . . ?
C13 C10 C11 C12 178.0(3) . . . . ?
C13 C14 C15 C16 0.7(5) . . . . ?
C14 C13 C22 C21 -1.2(5) . . . . ?
C14 C15 C16 C17 178.9(3) . . . . ?
C14 C15 C16 C21 -1.1(5) . . . . ?
C15 C16 C17 C18 179.1(3) . . . . ?
C15 C16 C21 C20 180.0(3) . . . . ?
C15 C16 C21 C22 0.4(4) . . . . ?
C16 C17 C18 C19 1.0(5) . . . . ?
C16 C21 C22 C13 0.7(5) . . . . ?
C17 C16 C21 C20 0.0(4) . . . . ?
C17 C16 C21 C22 -179.6(3) . . . . ?
C17 C18 C19 C20 -0.1(5) . . . . ?
C18 C19 C20 C21 -0.8(5) . . . . ?
C19 C20 C21 C16 0.9(5) . . . . ?
C19 C20 C21 C22 -179.6(3) . . . . ?
C20 C21 C22 C13 -178.8(3) . . . . ?
C21 C16 C17 C18 -0.9(5) . . . . ?
C22 C13 C14 C15 0.5(5) . . . . ?
C23 C5 C6 C7 16.6(4) . . . . ?
C23 C5 C6 C33 -166.9(3) . . . . ?
C23 C5 C49 C50 -140.2(3) . . . . ?
C23 C5 C49 C54 38.9(4) . . . . ?
C23 C24 C25 C26 -0.6(5) . . . . ?
C24 C23 C28 C27 -0.2(4) . . . . ?
C24 C25 C26 N2 -176.4(3) . . . . ?
C24 C25 C26 C27 0.9(4) . . . . ?
C25 C26 C27 C28 -0.9(4) . . . . ?
C26 N2 C30 C29 100.7(4) . . . . ?
C26 N2 C31 C32 81.7(4) . . . . ?
C26 C27 C28 C23 0.6(5) . . . . ?
C28 C23 C24 C25 0.2(4) . . . . ?
C30 N2 C26 C25 -16.3(4) . . . . ?
C30 N2 C26 C27 166.6(3) . . . . ?
C30 N2 C31 C32 -86.3(4) . . . . ?
C31 N2 C26 C25 176.5(3) . . . . ?
C31 N2 C26 C27 -0.7(5) . . . . ?
C31 N2 C30 C29 -91.3(4) . . . . ?
C33 C6 C7 C8 66.5(4) . . . . ?
C33 C6 C7 C12 -110.9(3) . . . . ?
C33 C34 C35 C36 0.6(5) . . . . ?
C34 C33 C38 C37 3.1(4) . . . . ?
C34 C35 C36 C37 2.3(4) . . . . ?
C34 C35 C36 C39 -176.4(3) . . . . ?
C35 C36 C37 C38 -2.5(4) . . . . ?
C35 C36 C39 C40 32.8(4) . . . . ?
C35 C36 C39 C48 -148.2(3) . . . . ?
C36 C37 C38 C33 -0.2(4) . . . . ?
C36 C39 C40 C41 -179.4(3) . . . . ?
C36 C39 C48 C47 -179.8(3) . . . . ?
C37 C36 C39 C40 -145.8(3) . . . . ?
C37 C36 C39 C48 33.2(4) . . . . ?
C38 C33 C34 C35 -3.2(4) . . . . ?
C39 C36 C37 C38 176.2(3) . . . . ?
C39 C40 C41 C42 178.5(3) . . . . ?
C39 C40 C41 C46 -1.6(4) . . . . ?
C40 C39 C48 C47 -0.8(4) . . . . ?
C40 C41 C42 C43 -179.1(3) . . . . ?
C40 C41 C46 C45 -179.5(3) . . . . ?
C40 C41 C46 C47 0.9(4) . . . . ?
C41 C42 C43 C44 -1.3(5) . . . . ?
C41 C46 C47 C48 -0.2(4) . . . . ?
C42 C41 C46 C45 0.3(4) . . . . ?
C42 C41 C46 C47 -179.2(3) . . . . ?
C42 C43 C44 C45 0.3(5) . . . . ?
C43 C44 C45 C46 1.1(5) . . . . ?
C44 C45 C46 C41 -1.4(4) . . . . ?
C44 C45 C46 C47 178.1(3) . . . . ?
C45 C46 C47 C48 -179.7(3) . . . . ?
C46 C41 C42 C43 1.0(4) . . . . ?
C46 C47 C48 C39 0.1(5) . . . . ?
C48 C39 C40 C41 1.6(4) . . . . ?
C49 C5 C6 C7 -166.2(3) . . . . ?
C49 C5 C6 C33 10.4(5) . . . . ?
C49 C5 C23 C24 -135.3(3) . . . . ?
C49 C5 C23 C28 37.4(4) . . . . ?
C49 C50 C51 C52 -0.5(5) . . . . ?
C50 C49 C54 C53 -3.0(4) . . . . ?
C50 C51 C52 N1 177.4(3) . . . . ?
C50 C51 C52 C53 -3.4(4) . . . . ?
C51 C52 C53 C54 4.1(4) . . . . ?
C52 N1 C56 C55 -83.6(4) . . . . ?
C52 N1 C57 C58 -83.7(4) . . . . ?
C52 C53 C54 C49 -0.9(5) . . . . ?
C54 C49 C50 C51 3.7(4) . . . . ?
C56 N1 C52 C51 178.2(3) . . . . ?
C56 N1 C52 C53 -1.0(4) . . . . ?
C56 N1 C57 C58 99.1(3) . . . . ?
C57 N1 C52 C51 1.2(4) . . . . ?
C57 N1 C52 C53 -178.1(3) . . . . ?
C57 N1 C56 C55 93.6(3) . . . . ?
C3A O1 C2 O2 -28.1(14) . . . . ?
C3A O1 C2 C1 149.6(14) . . . . ?
