#------------------------------------------------------------------------------
#$Date: 2025-07-04 22:09:40 +0300 (Fri, 04 Jul 2025) $
#$Revision: 300341 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/25/06/7250640.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_7250640
loop_
_publ_author_name
'Wu, Yingcong'
'Ma, Wanzun'
'Wei, Dehui'
'Liu, Gen'
'Wei, Huiqi'
'Zhao, Xinyun'
'Wu, Lamei'
'Huang, Zhengxi'
'Zhang, Zhan'
_publ_section_title
;
 A self-assembled supramolecular capsule that cocrystallizes with
 1,4-disubstituted benzene derivatives
;
_journal_issue                   15
_journal_name_full               CrystEngComm
_journal_page_first              2287
_journal_page_last               2291
_journal_paper_doi               10.1039/D5CE00115C
_journal_volume                  27
_journal_year                    2025
_chemical_formula_moiety         'C43 H57 N5 O4, C4 H3 O'
_chemical_formula_sum            'C47 H60 N5 O5'
_chemical_formula_weight         775.00
_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     dual
_audit_creation_date             2021-09-24
_audit_creation_method
; 
Olex2 1.3 
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272) 
;
_audit_update_record
;
2025-01-23 deposited with the CCDC.	2025-03-14 downloaded from the CCDC.
;
_cell_angle_alpha                96.2640(10)
_cell_angle_beta                 111.7590(10)
_cell_angle_gamma                113.2860(10)
_cell_formula_units_Z            2
_cell_length_a                   12.8152(5)
_cell_length_b                   14.8332(6)
_cell_length_c                   14.9878(6)
_cell_measurement_reflns_used    9925
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      56.84
_cell_measurement_theta_min      2.96
_cell_volume                     2318.80(16)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XM  (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            43913
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         57.043
_diffrn_reflns_theta_min         2.958
_diffrn_source_current           3.57
_diffrn_source_power             0.2497215
_diffrn_source_voltage           69.95
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.365
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.6692
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_crystal_density_diffrn    1.110
_exptl_crystal_description       block
_exptl_crystal_F_000             834
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     524
_refine_ls_number_reflns         9436
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0592
_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)+(0.1221P)²+0.4157P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1792
_refine_ls_wR_factor_ref         0.1943
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7289
_reflns_number_total             9436
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ce00115c2.cif
_cod_data_source_block           210923e_0m
_cod_database_code               7250640
_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. 
;
_shelx_estimated_absorpt_t_max   0.931
_shelx_estimated_absorpt_t_min   0.898
_olex2_refinement_description
; 
1. Fixed Uiso 
 At 1.2 times of: 
  All C(H) groups, All C(H,H) groups, All N(H) groups 
 At 1.5 times of: 
  All C(H,H,H) groups 
2.a Secondary CH2 refined with riding coordinates: 
 C5(H5A,H5B), C7(H7A,H7B), C10(H10A,H10B), C16(H16A,H16B), C18(H18A,H18B), 
 C29(H29A,H29B), C31(H31A,H31B), C37(H37A,H37B), C39(H39A,H39B), C42(H42A,H42B) 
2.b Aromatic/amide H refined with riding coordinates: 
 C21(H21), C22(H22), C23(H23), N1(H1), N2(H2), N4(H4), N5(H5), C44(H44), 
 C46(H46), C47(H47) 
2.c Idealised Me refined as rotating group: 
 C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C11(H11A,H11B,H11C), C17(H17A,H17B,H17C), 
 C19(H19A,H19B,H19C), C30(H30A,H30B,H30C), C32(H32A,H32B,H32C), C38(H38A,H38B, 
 H38C), C40(H40A,H40B,H40C), C43(H43A,H43B,H43C) 
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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
C1 C 0.88161(16) 0.77943(13) 0.74370(14) 0.0376(4) Uani 1 1 d . . . . .
C2 C 0.82794(16) 0.75591(13) 0.81052(14) 0.0367(4) Uani 1 1 d . . . . .
C3 C 0.70619(15) 0.74764(12) 0.76520(13) 0.0329(4) Uani 1 1 d . . . . .
C4 C 0.79080(16) 0.78254(13) 0.65874(14) 0.0365(4) Uani 1 1 d . . . . .
C5 C 0.89105(19) 0.74786(16) 0.91358(16) 0.0489(5) Uani 1 1 d . . . . .
H5A H 0.826632 0.693373 0.925507 0.059 Uiso 1 1 calc R U . . .
H5B H 0.956473 0.727041 0.916591 0.059 Uiso 1 1 calc R U . . .
C6 C 0.9525(3) 0.8461(2) 0.9952(2) 0.0817(8) Uani 1 1 d . . . . .
H6A H 1.021190 0.899055 0.987053 0.123 Uiso 1 1 calc R U . . .
H6B H 0.987804 0.835265 1.060854 0.123 Uiso 1 1 calc R U . . .
H6C H 0.888935 0.868482 0.991309 0.123 Uiso 1 1 calc R U . . .
C7 C 1.01330(18) 0.79668(17) 0.76271(17) 0.0495(5) Uani 1 1 d . . . . .
H7A H 1.048231 0.849565 0.732066 0.059 Uiso 1 1 calc R U . . .
H7B H 1.069551 0.823568 0.836201 0.059 Uiso 1 1 calc R U . . .
C8 C 1.0151(2) 0.7003(2) 0.7207(2) 0.0725(7) Uani 1 1 d . . . . .
H8A H 0.956513 0.671368 0.648497 0.109 Uiso 1 1 calc R U . . .
H8B H 0.988341 0.649864 0.755308 0.109 Uiso 1 1 calc R U . . .
H8C H 1.101592 0.717183 0.731024 0.109 Uiso 1 1 calc R U . . .
C9 C 0.78422(18) 0.79640(15) 0.56356(15) 0.0420(4) Uani 1 1 d . . . . .
C10 C 0.8891(3) 0.8202(3) 0.4587(2) 0.0857(10) Uani 1 1 d . . . . .
H10A H 0.809217 0.819824 0.414308 0.103 Uiso 1 1 calc R U . . .
H10B H 0.961416 0.886521 0.470254 0.103 Uiso 1 1 calc R U . . .
C11 C 0.8990(6) 0.7390(4) 0.4112(3) 0.151(2) Uani 1 1 d . . . . .
H11A H 0.827288 0.673306 0.399680 0.227 Uiso 1 1 calc R U . . .
H11B H 0.979231 0.740571 0.454268 0.227 Uiso 1 1 calc R U . . .
H11C H 0.897244 0.746404 0.346591 0.227 Uiso 1 1 calc R U . . .
C12 C 0.60865(15) 0.72500(12) 0.80015(13) 0.0329(4) Uani 1 1 d . . . . .
C13 C 0.54460(16) 0.77859(12) 0.81153(14) 0.0344(4) Uani 1 1 d . . . . .
C14 C 0.45567(16) 0.71940(12) 0.84429(13) 0.0346(4) Uani 1 1 d . . . . .
C15 C 0.46986(15) 0.63223(12) 0.85357(13) 0.0325(4) Uani 1 1 d . . . . .
C16 C 0.56787(18) 0.88102(13) 0.79449(16) 0.0440(4) Uani 1 1 d . . . . .
H16A H 0.494689 0.892287 0.788468 0.053 Uiso 1 1 calc R U . . .
H16B H 0.572751 0.880127 0.730035 0.053 Uiso 1 1 calc R U . . .
C17 C 0.6886(3) 0.96939(18) 0.8777(2) 0.0827(9) Uani 1 1 d . . . . .
H17A H 0.696411 1.034383 0.864383 0.124 Uiso 1 1 calc R U . . .
H17B H 0.762187 0.961581 0.880759 0.124 Uiso 1 1 calc R U . . .
H17C H 0.685643 0.969583 0.942170 0.124 Uiso 1 1 calc R U . . .
C18 C 0.35823(18) 0.74491(14) 0.85670(15) 0.0407(4) Uani 1 1 d . . . . .
H18A H 0.324142 0.771663 0.801185 0.049 Uiso 1 1 calc R U . . .
H18B H 0.286571 0.680632 0.849911 0.049 Uiso 1 1 calc R U . . .
C19 C 0.4069(2) 0.82230(19) 0.95520(18) 0.0600(6) Uani 1 1 d . . . . .
H19A H 0.337494 0.833996 0.956872 0.090 Uiso 1 1 calc R U . . .
H19B H 0.476065 0.887221 0.961938 0.090 Uiso 1 1 calc R U . . .
H19C H 0.438949 0.796031 1.010899 0.090 Uiso 1 1 calc R U . . .
C20 C 0.40357(15) 0.53993(12) 0.87749(13) 0.0319(4) Uani 1 1 d . . . . .
C21 C 0.33596(16) 0.53562(13) 0.93301(14) 0.0369(4) Uani 1 1 d . . . . .
H21 H 0.330397 0.594386 0.957958 0.044 Uiso 1 1 calc R U . . .
C22 C 0.27744(17) 0.44393(14) 0.95074(15) 0.0404(4) Uani 1 1 d . . . . .
H22 H 0.229735 0.438933 0.987369 0.049 Uiso 1 1 calc R U . . .
C23 C 0.28778(17) 0.35916(13) 0.91551(14) 0.0379(4) Uani 1 1 d . . . . .
H23 H 0.246761 0.295527 0.926664 0.045 Uiso 1 1 calc R U . . .
C24 C 0.36002(15) 0.36957(12) 0.86316(13) 0.0316(3) Uani 1 1 d . . . . .
C25 C 0.38633(15) 0.28902(12) 0.82673(13) 0.0329(4) Uani 1 1 d . . . . .
C26 C 0.34897(16) 0.18690(13) 0.82516(14) 0.0361(4) Uani 1 1 d . . . . .
C27 C 0.41501(17) 0.15289(13) 0.78260(14) 0.0373(4) Uani 1 1 d . . . . .
C28 C 0.49037(16) 0.23478(12) 0.76077(13) 0.0330(4) Uani 1 1 d . . . . .
C29 C 0.25837(19) 0.12189(14) 0.86124(17) 0.0465(5) Uani 1 1 d . . . . .
H29A H 0.279432 0.162165 0.928289 0.056 Uiso 1 1 calc R U . . .
H29B H 0.271051 0.061062 0.869296 0.056 Uiso 1 1 calc R U . . .
C30 C 0.1187(2) 0.08535(17) 0.79089(19) 0.0593(6) Uani 1 1 d . . . . .
H30A H 0.098183 0.048956 0.723186 0.089 Uiso 1 1 calc R U . . .
H30B H 0.103074 0.144783 0.788417 0.089 Uiso 1 1 calc R U . . .
H30C H 0.065051 0.038782 0.815784 0.089 Uiso 1 1 calc R U . . .
C31 C 0.4061(2) 0.04797(14) 0.76371(18) 0.0502(5) Uani 1 1 d . . . . .
H31A H 0.420423 0.027970 0.826387 0.060 Uiso 1 1 calc R U . . .
H31B H 0.474436 0.050952 0.746209 0.060 Uiso 1 1 calc R U . . .
C32 C 0.2770(3) -0.03447(17) 0.6788(2) 0.0801(8) Uani 1 1 d . . . . .
H32A H 0.261005 -0.014237 0.616981 0.120 Uiso 1 1 calc R U . . .
H32B H 0.209397 -0.041488 0.697879 0.120 Uiso 1 1 calc R U . . .
H32C H 0.277982 -0.100383 0.667450 0.120 Uiso 1 1 calc R U . . .
C33 C 0.58366(16) 0.24843(12) 0.72214(13) 0.0331(4) Uani 1 1 d . . . . .
C34 C 0.70929(16) 0.26618(12) 0.77245(13) 0.0341(4) Uani 1 1 d . . . . .
C35 C 0.76411(16) 0.28846(13) 0.70602(14) 0.0360(4) Uani 1 1 d . . . . .
C36 C 0.67004(16) 0.28199(13) 0.61691(14) 0.0356(4) Uani 1 1 d . . . . .
C37 C 0.77206(18) 0.26537(15) 0.87841(14) 0.0434(4) Uani 1 1 d . . . . .
H37A H 0.825043 0.230859 0.881900 0.052 Uiso 1 1 calc R U . . .
H37B H 0.705284 0.224174 0.896810 0.052 Uiso 1 1 calc R U . . .
C38 C 0.8541(3) 0.36997(19) 0.95404(18) 0.0677(6) Uani 1 1 d . . . . .
H38A H 0.926209 0.408870 0.941052 0.101 Uiso 1 1 calc R U . . .
H38B H 0.886084 0.363104 1.021946 0.101 Uiso 1 1 calc R U . . .
H38C H 0.803855 0.406418 0.948650 0.101 Uiso 1 1 calc R U . . .
C39 C 0.90008(17) 0.31650(15) 0.72901(16) 0.0446(4) Uani 1 1 d . . . . .
H39A H 0.900481 0.277976 0.670981 0.053 Uiso 1 1 calc R U . . .
H39B H 0.937483 0.295148 0.788058 0.053 Uiso 1 1 calc R U . . .
C40 C 0.9828(2) 0.43123(18) 0.75073(19) 0.0588(6) Uani 1 1 d . . . . .
H40A H 0.947335 0.452682 0.692059 0.088 Uiso 1 1 calc R U . . .
H40B H 1.069645 0.444992 0.764870 0.088 Uiso 1 1 calc R U . . .
H40C H 0.984744 0.469801 0.809241 0.088 Uiso 1 1 calc R U . . .
C41 C 0.66384(17) 0.29084(14) 0.52025(14) 0.0384(4) Uani 1 1 d . . . . .
C42 C 0.7790(2) 0.32764(17) 0.42385(16) 0.0511(5) Uani 1 1 d . . . . .
H42A H 0.697138 0.274215 0.367627 0.061 Uiso 1 1 calc R U . . .
H42B H 0.847890 0.314886 0.420565 0.061 Uiso 1 1 calc R U . . .
C43 C 0.8001(3) 0.4305(2) 0.4118(2) 0.0755(7) Uani 1 1 d . . . . .
H43A H 0.817902 0.437939 0.354013 0.113 Uiso 1 1 calc R U . . .
H43B H 0.872768 0.484069 0.472872 0.113 Uiso 1 1 calc R U . . .
H43C H 0.723683 0.437539 0.400462 0.113 Uiso 1 1 calc R U . . .
N1 N 0.68538(13) 0.76339(10) 0.67414(11) 0.0341(3) Uani 1 1 d . . . . .
H1 H 0.615068 0.761659 0.631250 0.041 Uiso 1 1 calc R U . . .
N2 N 0.56226(13) 0.63736(10) 0.82601(11) 0.0321(3) Uani 1 1 d . . . . .
H2 H 0.588138 0.590601 0.825093 0.038 Uiso 1 1 calc R U . . .
N3 N 0.41548(13) 0.45837(10) 0.84391(11) 0.0327(3) Uani 1 1 d . . . . .
N4 N 0.47044(13) 0.31538(10) 0.78699(11) 0.0341(3) Uani 1 1 d . . . . .
H4 H 0.506909 0.376178 0.779307 0.041 Uiso 1 1 calc R U . . .
N5 N 0.56096(13) 0.25737(11) 0.62853(11) 0.0350(3) Uani 1 1 d . . . . .
H5 H 0.488119 0.248826 0.582392 0.042 Uiso 1 1 calc R U . . .
O1 O 0.69303(13) 0.79437(13) 0.49683(11) 0.0575(4) Uani 1 1 d . . . . .
O2 O 0.88949(16) 0.81093(16) 0.55453(13) 0.0691(5) Uani 1 1 d . . . . .
O3 O 0.56802(13) 0.27385(13) 0.44692(11) 0.0546(4) Uani 1 1 d . . . . .
O4 O 0.77642(12) 0.31947(11) 0.51849(10) 0.0492(3) Uani 1 1 d . . . . .
C44 C 0.3766(2) 0.47457(15) 0.48140(18) 0.0519(5) Uani 1 1 d . . . . .
H44 H 0.291402 0.457183 0.468053 0.062 Uiso 1 1 calc R U . . .
C45 C 0.41572(18) 0.49726(13) 0.40772(17) 0.0467(5) Uani 1 1 d . . . . .
C46 C 0.54100(19) 0.52309(15) 0.42706(18) 0.0519(5) Uani 1 1 d . . . . .
H46 H 0.568814 0.538849 0.377467 0.062 Uiso 1 1 calc R U . . .
C47 C 0.32379(19) 0.49312(14) 0.30996(18) 0.0493(5) Uani 1 1 d . . . . .
H47 H 0.241714 0.479720 0.302680 0.059 Uiso 1 1 calc R U . . .
O5 O 0.34412(13) 0.50535(10) 0.23825(12) 0.0515(4) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 '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 C1 C7 125.32(17) . . ?
C4 C1 C2 107.33(14) . . ?
C4 C1 C7 127.35(16) . . ?
C1 C2 C5 127.11(16) . . ?
C3 C2 C1 107.09(15) . . ?
C3 C2 C5 125.68(16) . . ?
C2 C3 C12 130.83(16) . . ?
N1 C3 C2 108.08(14) . . ?
N1 C3 C12 121.08(14) . . ?
C1 C4 C9 134.39(15) . . ?
N1 C4 C1 107.62(15) . . ?
N1 C4 C9 117.93(15) . . ?
C2 C5 H5A 109.0 . . ?
C2 C5 H5B 109.0 . . ?
H5A C5 H5B 107.8 . . ?
C6 C5 C2 113.07(19) . . ?
C6 C5 H5A 109.0 . . ?
C6 C5 H5B 109.0 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C1 C7 H7A 108.9 . . ?
C1 C7 H7B 108.9 . . ?
H7A C7 H7B 107.8 . . ?
C8 C7 C1 113.20(17) . . ?
C8 C7 H7A 108.9 . . ?
C8 C7 H7B 108.9 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O1 C9 C4 124.27(16) . . ?
O1 C9 O2 122.31(17) . . ?
O2 C9 C4 113.42(16) . . ?
H10A C10 H10B 108.0 . . ?
C11 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
C11 C10 O2 111.0(3) . . ?
O2 C10 H10A 109.4 . . ?
O2 C10 H10B 109.4 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C3 130.98(15) . . ?
N2 C12 C3 121.54(13) . . ?
N2 C12 C13 107.46(13) . . ?
C12 C13 C14 107.36(14) . . ?
C12 C13 C16 125.80(15) . . ?
C14 C13 C16 126.83(15) . . ?
C13 C14 C18 124.75(15) . . ?
C15 C14 C13 107.20(14) . . ?
C15 C14 C18 127.84(15) . . ?
C14 C15 C20 134.38(14) . . ?
N2 C15 C14 107.31(14) . . ?
N2 C15 C20 118.11(13) . . ?
C13 C16 H16A 109.0 . . ?
C13 C16 H16B 109.0 . . ?
C13 C16 C17 113.14(18) . . ?
H16A C16 H16B 107.8 . . ?
C17 C16 H16A 109.0 . . ?
C17 C16 H16B 109.0 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18A 108.5 . . ?
C14 C18 H18B 108.5 . . ?
H18A C18 H18B 107.5 . . ?
C19 C18 C14 115.02(17) . . ?
C19 C18 H18A 108.5 . . ?
C19 C18 H18B 108.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C15 123.79(14) . . ?
N3 C20 C15 114.50(13) . . ?
N3 C20 C21 121.69(15) . . ?
C20 C21 H21 120.8 . . ?
C22 C21 C20 118.36(15) . . ?
C22 C21 H21 120.8 . . ?
C21 C22 H22 119.8 . . ?
C21 C22 C23 120.43(15) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 120.9 . . ?
C22 C23 C24 118.30(15) . . ?
C24 C23 H23 120.9 . . ?
C23 C24 C25 124.68(14) . . ?
N3 C24 C23 121.58(14) . . ?
N3 C24 C25 113.72(13) . . ?
C26 C25 C24 135.28(15) . . ?
N4 C25 C24 117.25(14) . . ?
N4 C25 C26 107.43(14) . . ?
C25 C26 C27 106.74(14) . . ?
C25 C26 C29 128.36(15) . . ?
C27 C26 C29 124.90(15) . . ?
C26 C27 C31 127.42(15) . . ?
C28 C27 C26 107.58(14) . . ?
C28 C27 C31 124.99(16) . . ?
C27 C28 C33 132.70(15) . . ?
N4 C28 C27 107.35(14) . . ?
N4 C28 C33 119.88(14) . . ?
C26 C29 H29A 108.8 . . ?
C26 C29 H29B 108.8 . . ?
C26 C29 C30 113.82(17) . . ?
H29A C29 H29B 107.7 . . ?
C30 C29 H29A 108.8 . . ?
C30 C29 H29B 108.8 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C27 C31 H31A 109.0 . . ?
C27 C31 H31B 109.0 . . ?
C27 C31 C32 112.95(18) . . ?
H31A C31 H31B 107.8 . . ?
C32 C31 H31A 109.0 . . ?
C32 C31 H31B 109.0 . . ?
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 C28 129.34(16) . . ?
N5 C33 C28 121.87(15) . . ?
N5 C33 C34 108.39(14) . . ?
C33 C34 C35 107.16(15) . . ?
C33 C34 C37 124.96(15) . . ?
C35 C34 C37 127.84(15) . . ?
C34 C35 C39 126.22(17) . . ?
C36 C35 C34 107.02(14) . . ?
C36 C35 C39 126.74(16) . . ?
C35 C36 C41 133.99(15) . . ?
N5 C36 C35 108.04(15) . . ?
N5 C36 C41 117.90(15) . . ?
C34 C37 H37A 108.7 . . ?
C34 C37 H37B 108.7 . . ?
C34 C37 C38 114.13(17) . . ?
H37A C37 H37B 107.6 . . ?
C38 C37 H37A 108.7 . . ?
C38 C37 H37B 108.7 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C35 C39 H39A 109.0 . . ?
C35 C39 H39B 109.0 . . ?
C35 C39 C40 112.94(16) . . ?
H39A C39 H39B 107.8 . . ?
C40 C39 H39A 109.0 . . ?
C40 C39 H39B 109.0 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
O3 C41 C36 124.64(16) . . ?
O3 C41 O4 122.36(17) . . ?
O4 C41 C36 113.00(15) . . ?
H42A C42 H42B 107.9 . . ?
C43 C42 H42A 109.2 . . ?
C43 C42 H42B 109.2 . . ?
O4 C42 H42A 109.2 . . ?
O4 C42 H42B 109.2 . . ?
O4 C42 C43 111.87(18) . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C3 N1 C4 109.86(14) . . ?
C3 N1 H1 125.1 . . ?
C4 N1 H1 125.1 . . ?
C12 N2 C15 110.65(12) . . ?
C12 N2 H2 124.7 . . ?
C15 N2 H2 124.7 . . ?
C20 N3 C24 119.60(13) . . ?
C25 N4 H4 124.6 . . ?
C28 N4 C25 110.90(13) . . ?
C28 N4 H4 124.6 . . ?
C33 N5 C36 109.37(14) . . ?
C33 N5 H5 125.3 . . ?
C36 N5 H5 125.3 . . ?
C9 O2 C10 117.39(18) . . ?
C41 O4 C42 117.09(15) . . ?
C45 C44 H44 119.4 . . ?
C46 C44 H44 119.4 2_666 . ?
C46 C44 C45 121.16(18) 2_666 . ?
C44 C45 C46 119.6(2) . . ?
C44 C45 C47 119.44(18) . . ?
C46 C45 C47 120.92(19) . . ?
C44 C46 C45 119.2(2) 2_666 . ?
C44 C46 H46 120.4 2_666 . ?
C45 C46 H46 120.4 . . ?
C45 C47 H47 117.2 . . ?
O5 C47 C45 125.57(18) . . ?
O5 C47 H47 117.2 . . ?
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
C1 C2 1.413(2) . ?
C1 C4 1.391(3) . ?
C1 C7 1.510(2) . ?
C2 C3 1.398(2) . ?
C2 C5 1.498(3) . ?
C3 C12 1.463(2) . ?
C3 N1 1.355(2) . ?
C4 C9 1.440(3) . ?
C4 N1 1.379(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.493(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.510(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 O1 1.211(2) . ?
C9 O2 1.340(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.405(5) . ?
C10 O2 1.456(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.387(2) . ?
C12 N2 1.365(2) . ?
C13 C14 1.424(2) . ?
C13 C16 1.498(2) . ?
C14 C15 1.389(2) . ?
C14 C18 1.506(2) . ?
C15 C20 1.462(2) . ?
C15 N2 1.3700(19) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.509(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.506(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.396(2) . ?
C20 N3 1.345(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.379(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.384(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.396(2) . ?
C24 C25 1.467(2) . ?
C24 N3 1.348(2) . ?
C25 C26 1.391(2) . ?
C25 N4 1.365(2) . ?
C26 C27 1.430(2) . ?
C26 C29 1.505(2) . ?
C27 C28 1.382(2) . ?
C27 C31 1.501(2) . ?
C28 C33 1.467(2) . ?
C28 N4 1.365(2) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.522(3) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.534(4) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.397(2) . ?
C33 N5 1.356(2) . ?
C34 C35 1.415(2) . ?
C34 C37 1.495(3) . ?
C35 C36 1.390(2) . ?
C35 C39 1.510(2) . ?
C36 C41 1.445(3) . ?
C36 N5 1.381(2) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C38 1.497(3) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C39 C40 1.524(3) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 O3 1.214(2) . ?
C41 O4 1.345(2) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C42 C43 1.485(3) . ?
C42 O4 1.448(2) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
N1 H1 0.8800 . ?
N2 H2 0.8800 . ?
N4 H4 0.8800 . ?
N5 H5 0.8800 . ?
C44 H44 0.9500 . ?
C44 C45 1.394(3) . ?
C44 C46 1.373(3) 2_666 ?
C45 C46 1.397(3) . ?
C45 C47 1.477(3) . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C47 O5 1.212(2) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 O3 0.88 2.00 2.8526(19) 162.4 2_666 yes
N4 H4 O5 0.88 2.15 2.9584(19) 152.4 2_666 yes
N5 H5 O1 0.88 1.96 2.809(2) 163.0 2_666 yes
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
C1 C2 C3 C12 -179.80(17) . . . . ?
C1 C2 C3 N1 1.11(19) . . . . ?
C1 C2 C5 C6 93.3(3) . . . . ?
C1 C4 C9 O1 178.3(2) . . . . ?
C1 C4 C9 O2 -1.0(3) . . . . ?
C1 C4 N1 C3 -0.45(19) . . . . ?
C2 C1 C4 C9 -175.9(2) . . . . ?
C2 C1 C4 N1 1.12(19) . . . . ?
C2 C1 C7 C8 93.0(2) . . . . ?
C2 C3 C12 C13 125.2(2) . . . . ?
C2 C3 C12 N2 -56.7(3) . . . . ?
C2 C3 N1 C4 -0.42(19) . . . . ?
C3 C2 C5 C6 -82.4(3) . . . . ?
C3 C12 C13 C14 177.60(18) . . . . ?
C3 C12 C13 C16 -3.7(3) . . . . ?
C3 C12 N2 C15 -178.36(16) . . . . ?
C4 C1 C2 C3 -1.4(2) . . . . ?
C4 C1 C2 C5 -177.70(17) . . . . ?
C4 C1 C7 C8 -86.4(2) . . . . ?
C4 C9 O2 C10 176.8(2) . . . . ?
C5 C2 C3 C12 -3.4(3) . . . . ?
C5 C2 C3 N1 177.51(16) . . . . ?
C7 C1 C2 C3 179.13(17) . . . . ?
C7 C1 C2 C5 2.8(3) . . . . ?
C7 C1 C4 C9 3.6(3) . . . . ?
C7 C1 C4 N1 -179.39(17) . . . . ?
C9 C4 N1 C3 177.11(15) . . . . ?
C11 C10 O2 C9 -116.2(4) . . . . ?
C12 C3 N1 C4 -179.62(15) . . . . ?
C12 C13 C14 C15 1.0(2) . . . . ?
C12 C13 C14 C18 -174.14(17) . . . . ?
C12 C13 C16 C17 -74.8(3) . . . . ?
C13 C12 N2 C15 0.2(2) . . . . ?
C13 C14 C15 C20 -175.53(19) . . . . ?
C13 C14 C15 N2 -0.9(2) . . . . ?
C13 C14 C18 C19 -83.3(2) . . . . ?
C14 C13 C16 C17 103.6(2) . . . . ?
C14 C15 C20 C21 -24.9(3) . . . . ?
C14 C15 C20 N3 156.87(19) . . . . ?
C14 C15 N2 C12 0.5(2) . . . . ?
C15 C14 C18 C19 102.6(2) . . . . ?
C15 C20 C21 C22 -179.94(17) . . . . ?
C15 C20 N3 C24 178.89(15) . . . . ?
C16 C13 C14 C15 -177.69(18) . . . . ?
C16 C13 C14 C18 7.2(3) . . . . ?
C18 C14 C15 C20 -0.6(3) . . . . ?
C18 C14 C15 N2 174.04(17) . . . . ?
C20 C15 N2 C12 176.13(15) . . . . ?
C20 C21 C22 C23 1.1(3) . . . . ?
C21 C20 N3 C24 0.6(2) . . . . ?
C21 C22 C23 C24 0.9(3) . . . . ?
C22 C23 C24 C25 176.06(17) . . . . ?
C22 C23 C24 N3 -2.1(3) . . . . ?
C23 C24 C25 C26 4.3(3) . . . . ?
C23 C24 C25 N4 -172.75(17) . . . . ?
C23 C24 N3 C20 1.4(2) . . . . ?
C24 C25 C26 C27 -177.13(19) . . . . ?
C24 C25 C26 C29 2.3(3) . . . . ?
C24 C25 N4 C28 177.08(15) . . . . ?
C25 C24 N3 C20 -176.99(15) . . . . ?
C25 C26 C27 C28 0.5(2) . . . . ?
C25 C26 C27 C31 -179.31(19) . . . . ?
C25 C26 C29 C30 75.5(3) . . . . ?
C26 C25 N4 C28 -0.7(2) . . . . ?
C26 C27 C28 C33 175.92(19) . . . . ?
C26 C27 C28 N4 -1.0(2) . . . . ?
C26 C27 C31 C32 69.6(3) . . . . ?
C27 C26 C29 C30 -105.2(2) . . . . ?
C27 C28 C33 C34 -77.3(3) . . . . ?
C27 C28 C33 N5 110.8(2) . . . . ?
C27 C28 N4 C25 1.1(2) . . . . ?
C28 C27 C31 C32 -110.2(2) . . . . ?
C28 C33 C34 C35 -171.69(16) . . . . ?
C28 C33 C34 C37 6.0(3) . . . . ?
C28 C33 N5 C36 172.64(14) . . . . ?
C29 C26 C27 C28 -178.89(18) . . . . ?
C29 C26 C27 C31 1.3(3) . . . . ?
C31 C27 C28 C33 -4.2(3) . . . . ?
C31 C27 C28 N4 178.88(18) . . . . ?
C33 C28 N4 C25 -176.29(16) . . . . ?
C33 C34 C35 C36 -0.96(18) . . . . ?
C33 C34 C35 C39 177.65(16) . . . . ?
C33 C34 C37 C38 -98.8(2) . . . . ?
C34 C33 N5 C36 -0.76(18) . . . . ?
C34 C35 C36 C41 -176.27(18) . . . . ?
C34 C35 C36 N5 0.51(18) . . . . ?
C34 C35 C39 C40 -102.8(2) . . . . ?
C35 C34 C37 C38 78.4(2) . . . . ?
C35 C36 C41 O3 173.21(19) . . . . ?
C35 C36 C41 O4 -6.2(3) . . . . ?
C35 C36 N5 C33 0.15(18) . . . . ?
C36 C35 C39 C40 75.5(2) . . . . ?
C36 C41 O4 C42 178.32(16) . . . . ?
C37 C34 C35 C36 -178.57(16) . . . . ?
C37 C34 C35 C39 0.0(3) . . . . ?
C39 C35 C36 C41 5.1(3) . . . . ?
C39 C35 C36 N5 -178.09(16) . . . . ?
C41 C36 N5 C33 177.53(15) . . . . ?
C43 C42 O4 C41 86.6(2) . . . . ?
N1 C3 C12 C13 -55.8(3) . . . . ?
N1 C3 C12 N2 122.34(18) . . . . ?
N1 C4 C9 O1 1.5(3) . . . . ?
N1 C4 C9 O2 -177.76(16) . . . . ?
N2 C12 C13 C14 -0.7(2) . . . . ?
N2 C12 C13 C16 178.00(17) . . . . ?
N2 C15 C20 C21 160.91(16) . . . . ?
N2 C15 C20 N3 -17.3(2) . . . . ?
N3 C20 C21 C22 -1.9(3) . . . . ?
N3 C24 C25 C26 -177.38(19) . . . . ?
N3 C24 C25 N4 5.6(2) . . . . ?
N4 C25 C26 C27 0.1(2) . . . . ?
N4 C25 C26 C29 179.50(18) . . . . ?
N4 C28 C33 C34 99.2(2) . . . . ?
N4 C28 C33 N5 -72.7(2) . . . . ?
N5 C33 C34 C35 1.06(18) . . . . ?
N5 C33 C34 C37 178.76(15) . . . . ?
N5 C36 C41 O3 -3.3(3) . . . . ?
N5 C36 C41 O4 177.23(15) . . . . ?
O1 C9 O2 C10 -2.5(3) . . . . ?
O3 C41 O4 C42 -1.1(3) . . . . ?
C44 C45 C46 C44 0.1(3) . . . 2_666 ?
C44 C45 C47 O5 -175.51(18) . . . . ?
C46 C44 C45 C46 -0.1(3) 2_666 . . . ?
C46 C44 C45 C47 179.55(17) 2_666 . . . ?
C46 C45 C47 O5 4.2(3) . . . . ?
C47 C45 C46 C44 -179.55(17) . . . 2_666 ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.500 0.000 0.500 218.5 62.0 ?
