#------------------------------------------------------------------------------
#$Date: 2022-02-04 22:03:22 +0200 (Fri, 04 Feb 2022) $
#$Revision: 272779 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/84/7158453.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_7158453
loop_
_publ_author_name
'Choi, Sunglim'
'Shim, Jihyun'
'Kang, Philjae'
'Choi, Soo Hyuk'
_publ_section_title
;
 Effect of a cis-4-aminopiperidine-3-carboxylic acid
 (cis-APiC) residue on mixed-helical folding of unnatural peptides.
;
_journal_issue                   3
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              613
_journal_page_last               618
_journal_paper_doi               10.1039/d1ob02223g
_journal_volume                  20
_journal_year                    2022
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C48 H73 N7 O9'
_chemical_formula_sum            'C48 H73 N7 O9'
_chemical_formula_weight         892.13
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-12-06
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-11-06 deposited with the CCDC.	2021-12-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.50(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   43.685(9)
_cell_length_b                   10.180(2)
_cell_length_c                   12.884(3)
_cell_measurement_reflns_used    60124
_cell_measurement_temperature    100
_cell_measurement_theta_max      33.868
_cell_measurement_theta_min      2.290
_cell_volume                     5571(2)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.948
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.70000
_diffrn_reflns_av_R_equivalents  0.034
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.948
_diffrn_reflns_Laue_measured_fraction_max 0.936
_diffrn_reflns_number            12496
_diffrn_reflns_point_group_measured_fraction_full 0.939
_diffrn_reflns_point_group_measured_fraction_max 0.927
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.996
_diffrn_reflns_theta_min         1.625
_diffrn_source                   'Fixed gap multiple wiggler beamline'
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_type   Multi-scans
_exptl_absorpt_process_details   HKL3000
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.064
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1928
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details
;
 Flack x determined using 5225 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     581
_refine_ls_number_reflns         12496
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0455
_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)+(0.0885P)²+1.6423P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1252
_refine_ls_wR_factor_ref         0.1281
_reflns_Friedel_coverage         0.877
_reflns_Friedel_fraction_full    0.929
_reflns_Friedel_fraction_max     0.917
_reflns_number_gt                11687
_reflns_number_total             12496
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ob02223g2.cif
_cod_data_source_block           SLIX004
_cod_depositor_comments
'Adding full bibliography for 7158451--7158453.cif.'
_cod_database_code               7158453
_shelx_shelxl_version_number     2014/7
_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   0.995
_shelx_estimated_absorpt_t_min   0.983
_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 Ternary CH refined with riding coordinates:
 C5(H5), C10(H10), C14(H14), C19(H19), C23(H23), C28(H28), C39(H39), C44(H44),
 C48(H48), C53(H53)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C15(H15A,H15B), C16(H16A,
 H16B), C17(H17A,H17B), C18(H18A,H18B), C24(H24A,H24B), C26(H26A,H26B),
 C27(H27A,H27B), C40(H40A,H40B), C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B),
  C49(H49A,H49B), C50(H50A,H50B), C51(H51A,H51B), C52(H52A,H52B), C58(H58A,H58B)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2), N11(H11), N20(H20), N36(H36), N45(H45), N54(H54), C60(H60), C61(H61),
 C62(H62), C63(H63), C64(H64)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C35(H35A,H35B,H35C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O4 O 0.51783(4) 0.64011(19) 0.89188(13) 0.0311(4) Uani 1 1 d . . . . .
O13 O 0.42272(4) 0.34851(19) 0.79990(14) 0.0320(4) Uani 1 1 d . . . . .
O22 O 0.41972(3) 0.66824(19) 0.68369(14) 0.0318(4) Uani 1 1 d . . . . .
O30 O 0.45124(4) 0.7470(2) 0.45725(16) 0.0351(4) Uani 1 1 d . . . . .
O31 O 0.41853(3) 0.88575(17) 0.51769(14) 0.0278(3) Uani 1 1 d . . . . .
O38 O 0.32583(3) 0.28856(18) 0.51982(13) 0.0265(3) Uani 1 1 d . . . . .
O47 O 0.31952(3) 0.47131(18) 0.72450(13) 0.0272(3) Uani 1 1 d . . . . .
O56 O 0.25854(4) 0.6331(2) 0.34635(15) 0.0382(4) Uani 1 1 d . . . . .
O57 O 0.30286(4) 0.5219(2) 0.33887(14) 0.0367(4) Uani 1 1 d . . . . .
N2 N 0.53336(4) 0.7079(2) 0.74606(17) 0.0298(4) Uani 1 1 d . . . . .
H2 H 0.5325 0.6940 0.6780 0.036 Uiso 1 1 calc R . . . .
N11 N 0.46530(4) 0.4765(2) 0.86227(15) 0.0277(4) Uani 1 1 d . . . . .
H11 H 0.4743 0.5351 0.9099 0.033 Uiso 1 1 calc R . . . .
N20 N 0.38236(4) 0.6013(2) 0.76817(14) 0.0248(4) Uani 1 1 d . . . . .
H20 H 0.3635 0.5667 0.7613 0.030 Uiso 1 1 calc R . . . .
N25 N 0.39996(4) 0.6924(2) 0.44758(16) 0.0266(4) Uani 1 1 d . . . . .
N36 N 0.37468(4) 0.35585(19) 0.60475(15) 0.0224(4) Uani 1 1 d . . . . .
H36 H 0.3910 0.3433 0.6587 0.027 Uiso 1 1 calc R . . . .
N45 N 0.30238(4) 0.2607(2) 0.71759(15) 0.0255(4) Uani 1 1 d . . . . .
H45 H 0.2861 0.2076 0.7038 0.031 Uiso 1 1 calc R . . . .
N54 N 0.28441(4) 0.5070(2) 0.48466(16) 0.0284(4) Uani 1 1 d . . . . .
H54 H 0.3000 0.4514 0.5060 0.034 Uiso 1 1 calc R . . . .
C1 C 0.55286(6) 0.8135(3) 0.8000(2) 0.0389(6) Uani 1 1 d . . . . .
H1A H 0.5734 0.8108 0.7818 0.058 Uiso 1 1 calc GR . . . .
H1B H 0.5557 0.8035 0.8774 0.058 Uiso 1 1 calc GR . . . .
H1C H 0.5427 0.8979 0.7775 0.058 Uiso 1 1 calc GR . . . .
C3 C 0.51659(5) 0.6304(2) 0.79619(18) 0.0264(4) Uani 1 1 d . . . . .
C5 C 0.49500(5) 0.5315(3) 0.72455(18) 0.0283(5) Uani 1 1 d . . . . .
H5 H 0.4763 0.5809 0.6834 0.034 Uiso 1 1 calc R . . . .
C6 C 0.51055(6) 0.4633(3) 0.6431(2) 0.0370(6) Uani 1 1 d . . . . .
H6A H 0.4945 0.4111 0.5928 0.044 Uiso 1 1 calc R . . . .
H6B H 0.5188 0.5307 0.6015 0.044 Uiso 1 1 calc R . . . .
C7 C 0.53736(7) 0.3733(3) 0.6982(2) 0.0403(6) Uani 1 1 d . . . . .
H7A H 0.5541 0.4263 0.7448 0.048 Uiso 1 1 calc R . . . .
H7B H 0.5465 0.3299 0.6437 0.048 Uiso 1 1 calc R . . . .
C8 C 0.52572(7) 0.2691(3) 0.7650(2) 0.0417(6) Uani 1 1 d . . . . .
H8A H 0.5107 0.2100 0.7173 0.050 Uiso 1 1 calc R . . . .
H8B H 0.5438 0.2156 0.8033 0.050 Uiso 1 1 calc R . . . .
C9 C 0.50956(6) 0.3318(3) 0.8455(2) 0.0343(5) Uani 1 1 d . . . . .
H9A H 0.5252 0.3821 0.8988 0.041 Uiso 1 1 calc R . . . .
H9B H 0.5007 0.2623 0.8836 0.041 Uiso 1 1 calc R . . . .
C10 C 0.48297(5) 0.4242(3) 0.78860(18) 0.0281(5) Uani 1 1 d . . . . .
H10 H 0.4679 0.3693 0.7357 0.034 Uiso 1 1 calc R . . . .
C12 C 0.43596(5) 0.4382(2) 0.85959(17) 0.0265(4) Uani 1 1 d . . . . .
C14 C 0.41912(5) 0.5104(3) 0.93337(18) 0.0289(5) Uani 1 1 d . . . . .
H14 H 0.4355 0.5434 0.9956 0.035 Uiso 1 1 calc R . . . .
C15 C 0.39759(6) 0.4179(3) 0.9762(2) 0.0405(6) Uani 1 1 d . . . . .
H15A H 0.4104 0.3479 1.0189 0.049 Uiso 1 1 calc R . . . .
H15B H 0.3828 0.3755 0.9155 0.049 Uiso 1 1 calc R . . . .
C16 C 0.37884(7) 0.4895(4) 1.0457(2) 0.0517(8) Uani 1 1 d . . . . .
H16A H 0.3647 0.4265 1.0701 0.062 Uiso 1 1 calc R . . . .
H16B H 0.3935 0.5262 1.1095 0.062 Uiso 1 1 calc R . . . .
C17 C 0.35939(7) 0.5998(4) 0.9829(2) 0.0512(8) Uani 1 1 d . . . . .
H17A H 0.3477 0.6464 1.0290 0.061 Uiso 1 1 calc R . . . .
H17B H 0.3439 0.5628 0.9212 0.061 Uiso 1 1 calc R . . . .
C18 C 0.38103(7) 0.6962(3) 0.9435(2) 0.0423(6) Uani 1 1 d . . . . .
H18A H 0.3950 0.7386 1.0061 0.051 Uiso 1 1 calc R . . . .
H18B H 0.3680 0.7658 0.9011 0.051 Uiso 1 1 calc R . . . .
C19 C 0.40150(5) 0.6315(3) 0.87465(18) 0.0298(5) Uani 1 1 d . . . . .
H19 H 0.4178 0.6971 0.8660 0.036 Uiso 1 1 calc R . . . .
C21 C 0.39326(4) 0.6261(2) 0.68027(17) 0.0229(4) Uani 1 1 d . . . . .
C23 C 0.37024(4) 0.5972(2) 0.57431(16) 0.0200(4) Uani 1 1 d . . . . .
H23 H 0.3485 0.5985 0.5868 0.024 Uiso 1 1 calc R . . . .
C24 C 0.37197(4) 0.7042(2) 0.49059(17) 0.0240(4) Uani 1 1 d . . . . .
H24A H 0.3530 0.6981 0.4312 0.029 Uiso 1 1 calc R . . . .
H24B H 0.3719 0.7918 0.5239 0.029 Uiso 1 1 calc R . . . .
C26 C 0.40414(6) 0.5629(3) 0.4043(2) 0.0314(5) Uani 1 1 d . . . . .
H26A H 0.4237 0.5620 0.3781 0.038 Uiso 1 1 calc R . . . .
H26B H 0.3863 0.5440 0.3431 0.038 Uiso 1 1 calc R . . . .
C27 C 0.40599(5) 0.4566(3) 0.4894(2) 0.0288(5) Uani 1 1 d . . . . .
H27A H 0.4244 0.4724 0.5494 0.035 Uiso 1 1 calc R . . . .
H27B H 0.4084 0.3691 0.4587 0.035 Uiso 1 1 calc R . . . .
C28 C 0.37560(4) 0.4614(2) 0.52913(17) 0.0227(4) Uani 1 1 d . . . . .
H28 H 0.3578 0.4460 0.4658 0.027 Uiso 1 1 calc R . . . .
C29 C 0.42554(5) 0.7725(3) 0.47481(18) 0.0266(4) Uani 1 1 d . . . . .
C32 C 0.44366(5) 0.9807(3) 0.5625(2) 0.0313(5) Uani 1 1 d . . . . .
C33 C 0.42627(6) 1.0769(3) 0.6190(3) 0.0453(7) Uani 1 1 d . . . . .
H33A H 0.4074 1.1094 0.5685 0.068 Uiso 1 1 calc GR . . . .
H33B H 0.4401 1.1509 0.6467 0.068 Uiso 1 1 calc GR . . . .
H33C H 0.4201 1.0322 0.6783 0.068 Uiso 1 1 calc GR . . . .
C34 C 0.47037(5) 0.9148(3) 0.6423(2) 0.0363(6) Uani 1 1 d . . . . .
H34A H 0.4617 0.8592 0.6905 0.055 Uiso 1 1 calc GR . . . .
H34B H 0.4840 0.9821 0.6838 0.055 Uiso 1 1 calc GR . . . .
H34C H 0.4827 0.8606 0.6040 0.055 Uiso 1 1 calc GR . . . .
C35 C 0.45471(6) 1.0485(3) 0.4719(3) 0.0417(6) Uani 1 1 d . . . . .
H35A H 0.4655 0.9846 0.4360 0.063 Uiso 1 1 calc GR . . . .
H35B H 0.4692 1.1198 0.5011 0.063 Uiso 1 1 calc GR . . . .
H35C H 0.4365 1.0845 0.4205 0.063 Uiso 1 1 calc GR . . . .
C37 C 0.34933(4) 0.2771(2) 0.59343(17) 0.0220(4) Uani 1 1 d . . . . .
C39 C 0.35134(5) 0.1681(2) 0.67573(18) 0.0252(4) Uani 1 1 d . . . . .
H39 H 0.3740 0.1538 0.7109 0.030 Uiso 1 1 calc R . . . .
C40 C 0.33841(5) 0.0409(3) 0.6173(2) 0.0327(5) Uani 1 1 d . . . . .
H40A H 0.3166 0.0562 0.5758 0.039 Uiso 1 1 calc R . . . .
H40B H 0.3513 0.0171 0.5664 0.039 Uiso 1 1 calc R . . . .
C41 C 0.33863(6) -0.0719(3) 0.6943(3) 0.0403(6) Uani 1 1 d . . . . .
H41A H 0.3606 -0.0917 0.7324 0.048 Uiso 1 1 calc R . . . .
H41B H 0.3296 -0.1513 0.6543 0.048 Uiso 1 1 calc R . . . .
C42 C 0.31928(6) -0.0352(3) 0.7749(3) 0.0445(7) Uani 1 1 d . . . . .
H42A H 0.2971 -0.0209 0.7370 0.053 Uiso 1 1 calc R . . . .
H42B H 0.3199 -0.1083 0.8260 0.053 Uiso 1 1 calc R . . . .
C43 C 0.33225(6) 0.0895(3) 0.8358(2) 0.0386(6) Uani 1 1 d . . . . .
H43A H 0.3537 0.0711 0.8795 0.046 Uiso 1 1 calc R . . . .
H43B H 0.3188 0.1127 0.8851 0.046 Uiso 1 1 calc R . . . .
C44 C 0.33386(5) 0.2076(2) 0.76313(18) 0.0272(4) Uani 1 1 d . . . . .
H44 H 0.3465 0.2778 0.8079 0.033 Uiso 1 1 calc R . . . .
C46 C 0.29818(5) 0.3893(2) 0.69673(16) 0.0227(4) Uani 1 1 d . . . . .
C48 C 0.26486(4) 0.4268(2) 0.63662(17) 0.0252(4) Uani 1 1 d . . . . .
H48 H 0.2554 0.3480 0.5950 0.030 Uiso 1 1 calc R . . . .
C49 C 0.24413(5) 0.4610(3) 0.7143(2) 0.0379(6) Uani 1 1 d . . . . .
H49A H 0.2218 0.4607 0.6748 0.046 Uiso 1 1 calc R . . . .
H49B H 0.2468 0.3923 0.7701 0.046 Uiso 1 1 calc R . . . .
C50 C 0.25199(7) 0.5948(3) 0.7679(2) 0.0440(7) Uani 1 1 d . . . . .
H50A H 0.2371 0.6141 0.8132 0.053 Uiso 1 1 calc R . . . .
H50B H 0.2735 0.5925 0.8144 0.053 Uiso 1 1 calc R . . . .
C51 C 0.24998(7) 0.7023(3) 0.6850(2) 0.0457(7) Uani 1 1 d . . . . .
H51A H 0.2559 0.7874 0.7213 0.055 Uiso 1 1 calc R . . . .
H51B H 0.2280 0.7096 0.6424 0.055 Uiso 1 1 calc R . . . .
C52 C 0.27177(6) 0.6729(3) 0.6109(2) 0.0340(5) Uani 1 1 d . . . . .
H52A H 0.2939 0.6735 0.6525 0.041 Uiso 1 1 calc R . . . .
H52B H 0.2694 0.7423 0.5557 0.041 Uiso 1 1 calc R . . . .
C53 C 0.26410(5) 0.5390(2) 0.55674(18) 0.0266(4) Uani 1 1 d . . . . .
H53 H 0.2421 0.5443 0.5122 0.032 Uiso 1 1 calc R . . . .
C55 C 0.27993(5) 0.5598(3) 0.38745(19) 0.0301(5) Uani 1 1 d . . . . .
C58 C 0.30102(6) 0.5755(4) 0.2333(2) 0.0415(6) Uani 1 1 d . . . . .
H58A H 0.3225 0.5841 0.2215 0.050 Uiso 1 1 calc R . . . .
H58B H 0.2915 0.6642 0.2286 0.050 Uiso 1 1 calc R . . . .
C59 C 0.28161(7) 0.4890(3) 0.1478(2) 0.0395(6) Uani 1 1 d . . . . .
C60 C 0.24921(7) 0.5064(4) 0.1146(2) 0.0489(8) Uani 1 1 d . . . . .
H60 H 0.2394 0.5749 0.1448 0.059 Uiso 1 1 calc R . . . .
C61 C 0.23105(8) 0.4250(4) 0.0380(2) 0.0535(8) Uani 1 1 d . . . . .
H61 H 0.2089 0.4375 0.0164 0.064 Uiso 1 1 calc R . . . .
C62 C 0.24511(10) 0.3266(5) -0.0065(3) 0.0612(10) Uani 1 1 d . . . . .
H62 H 0.2329 0.2727 -0.0608 0.073 Uiso 1 1 calc R . . . .
C63 C 0.27708(11) 0.3057(6) 0.0277(4) 0.0780(13) Uani 1 1 d . . . . .
H63 H 0.2867 0.2355 -0.0015 0.094 Uiso 1 1 calc R . . . .
C64 C 0.29545(9) 0.3875(5) 0.1050(4) 0.0671(11) Uani 1 1 d . . . . .
H64 H 0.3175 0.3729 0.1281 0.081 Uiso 1 1 calc R . . . .
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
C29 O31 C32 120.17(17) . . ?
C55 O57 C58 116.1(2) . . ?
C3 N2 C1 122.2(2) . . ?
C12 N11 C10 121.9(2) . . ?
C21 N20 C19 120.71(18) . . ?
C26 N25 C24 114.20(18) . . ?
C29 N25 C24 124.2(2) . . ?
C29 N25 C26 118.11(19) . . ?
C37 N36 C28 121.11(17) . . ?
C46 N45 C44 120.83(19) . . ?
C55 N54 C53 121.88(19) . . ?
O4 C3 N2 122.4(2) . . ?
O4 C3 C5 122.4(2) . . ?
N2 C3 C5 115.2(2) . . ?
C3 C5 C6 113.49(19) . . ?
C3 C5 C10 112.56(18) . . ?
C10 C5 C6 107.8(2) . . ?
C7 C6 C5 111.5(2) . . ?
C6 C7 C8 111.0(2) . . ?
C9 C8 C7 111.2(2) . . ?
C8 C9 C10 110.5(2) . . ?
N11 C10 C5 113.0(2) . . ?
N11 C10 C9 111.63(19) . . ?
C5 C10 C9 112.07(19) . . ?
O13 C12 N11 122.4(2) . . ?
O13 C12 C14 121.19(19) . . ?
N11 C12 C14 116.4(2) . . ?
C12 C14 C15 110.9(2) . . ?
C12 C14 C19 109.65(18) . . ?
C15 C14 C19 112.9(2) . . ?
C14 C15 C16 112.2(3) . . ?
C17 C16 C15 110.4(2) . . ?
C16 C17 C18 109.8(2) . . ?
C17 C18 C19 113.7(3) . . ?
N20 C19 C14 113.6(2) . . ?
N20 C19 C18 110.31(18) . . ?
C18 C19 C14 110.2(2) . . ?
O22 C21 N20 123.38(19) . . ?
O22 C21 C23 121.3(2) . . ?
N20 C21 C23 115.29(17) . . ?
C21 C23 C24 111.08(17) . . ?
C21 C23 C28 112.67(16) . . ?
C28 C23 C24 109.40(17) . . ?
N25 C24 C23 112.84(17) . . ?
N25 C26 C27 110.82(19) . . ?
C26 C27 C28 108.22(19) . . ?
N36 C28 C23 112.29(17) . . ?
N36 C28 C27 111.20(18) . . ?
C27 C28 C23 112.04(17) . . ?
O30 C29 O31 124.4(2) . . ?
O30 C29 N25 124.0(2) . . ?
O31 C29 N25 111.57(18) . . ?
O31 C32 C33 101.52(18) . . ?
O31 C32 C34 111.1(2) . . ?
O31 C32 C35 109.6(2) . . ?
C33 C32 C35 110.9(2) . . ?
C34 C32 C33 110.5(2) . . ?
C34 C32 C35 112.7(2) . . ?
O38 C37 N36 122.9(2) . . ?
O38 C37 C39 120.55(19) . . ?
N36 C37 C39 116.48(18) . . ?
C37 C39 C40 108.51(19) . . ?
C37 C39 C44 110.96(18) . . ?
C40 C39 C44 112.74(19) . . ?
C41 C40 C39 111.8(2) . . ?
C40 C41 C42 109.9(2) . . ?
C43 C42 C41 110.7(2) . . ?
C42 C43 C44 113.7(2) . . ?
N45 C44 C39 112.27(18) . . ?
N45 C44 C43 111.15(19) . . ?
C43 C44 C39 109.8(2) . . ?
O47 C46 N45 122.74(19) . . ?
O47 C46 C48 122.7(2) . . ?
N45 C46 C48 114.53(19) . . ?
C46 C48 C49 111.25(18) . . ?
C46 C48 C53 113.27(17) . . ?
C53 C48 C49 110.2(2) . . ?
C50 C49 C48 113.0(2) . . ?
C51 C50 C49 110.7(2) . . ?
C50 C51 C52 110.9(2) . . ?
C51 C52 C53 110.9(2) . . ?
N54 C53 C48 109.83(19) . . ?
N54 C53 C52 112.7(2) . . ?
C52 C53 C48 112.90(19) . . ?
O56 C55 O57 123.3(2) . . ?
O56 C55 N54 125.8(2) . . ?
N54 C55 O57 110.9(2) . . ?
O57 C58 C59 111.4(2) . . ?
C60 C59 C58 120.6(3) . . ?
C64 C59 C58 120.4(3) . . ?
C64 C59 C60 118.9(3) . . ?
C61 C60 C59 121.0(3) . . ?
C62 C61 C60 119.8(3) . . ?
C61 C62 C63 120.0(4) . . ?
C62 C63 C64 120.4(4) . . ?
C59 C64 C63 120.0(4) . . ?
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
O4 C3 1.226(3) . ?
O13 C12 1.245(3) . ?
O22 C21 1.224(3) . ?
O30 C29 1.224(3) . ?
O31 C29 1.344(3) . ?
O31 C32 1.475(3) . ?
O38 C37 1.229(3) . ?
O47 C46 1.240(3) . ?
O56 C55 1.216(3) . ?
O57 C55 1.355(3) . ?
O57 C58 1.450(3) . ?
N2 C1 1.445(3) . ?
N2 C3 1.341(3) . ?
N11 C10 1.457(3) . ?
N11 C12 1.333(3) . ?
N20 C19 1.463(3) . ?
N20 C21 1.351(3) . ?
N25 C24 1.460(3) . ?
N25 C26 1.460(3) . ?
N25 C29 1.362(3) . ?
N36 C28 1.457(3) . ?
N36 C37 1.348(3) . ?
N45 C44 1.467(3) . ?
N45 C46 1.340(3) . ?
N54 C53 1.463(3) . ?
N54 C55 1.335(3) . ?
C3 C5 1.532(3) . ?
C5 C6 1.542(4) . ?
C5 C10 1.534(3) . ?
C6 C7 1.525(4) . ?
C7 C8 1.526(4) . ?
C8 C9 1.524(4) . ?
C9 C10 1.541(3) . ?
C12 C14 1.520(3) . ?
C14 C15 1.523(4) . ?
C14 C19 1.553(3) . ?
C15 C16 1.532(5) . ?
C16 C17 1.522(5) . ?
C17 C18 1.529(5) . ?
C18 C19 1.546(4) . ?
C21 C23 1.523(3) . ?
C23 C24 1.547(3) . ?
C23 C28 1.539(3) . ?
C26 C27 1.528(4) . ?
C27 C28 1.531(3) . ?
C32 C33 1.525(4) . ?
C32 C34 1.519(3) . ?
C32 C35 1.528(4) . ?
C37 C39 1.523(3) . ?
C39 C40 1.537(3) . ?
C39 C44 1.554(3) . ?
C40 C41 1.516(4) . ?
C41 C42 1.530(4) . ?
C42 C43 1.529(5) . ?
C43 C44 1.535(4) . ?
C46 C48 1.529(3) . ?
C48 C49 1.538(3) . ?
C48 C53 1.532(3) . ?
C49 C50 1.530(4) . ?
C50 C51 1.518(5) . ?
C51 C52 1.527(4) . ?
C52 C53 1.532(4) . ?
C58 C59 1.507(5) . ?
C59 C60 1.391(4) . ?
C59 C64 1.376(5) . ?
C60 C61 1.387(5) . ?
C61 C62 1.368(6) . ?
C62 C63 1.379(7) . ?
C63 C64 1.399(7) . ?
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 0.000 0.527 0.000 637.5 169.7 ?
2 0.500 0.027 0.000 637.5 169.7 ?
