#------------------------------------------------------------------------------
#$Date: 2024-09-02 12:36:32 +0300 (Mon, 02 Sep 2024) $
#$Revision: 294326 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/79/7247955.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_7247955
loop_
_publ_author_name
'Fu, Jinqiu'
'Cai, Mengyang'
'Shi, Yuzhong'
'Hou, Yihang'
'Guo, Rongxi'
'Wang, Chiyi'
'Zhao, Jingjing'
'Zhuang, Wei'
'Ying, Hanjie'
'Yang, Pengpeng'
'Zhang, Keke'
_publ_section_title
;
 Discovery and exploration of new solid forms of dipeptide:
 l-alanyl-l-glutamine
;
_journal_issue                   7
_journal_name_full               CrystEngComm
_journal_page_first              943
_journal_page_last               950
_journal_paper_doi               10.1039/D3CE00957B
_journal_volume                  26
_journal_year                    2024
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C8 H15 N3 O4'
_chemical_formula_sum            'C8 H15 N3 O4'
_chemical_formula_weight         217.23
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-04-07
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-11-10 deposited with the CCDC.	2024-01-03 downloaded from the CCDC.
;
_cell_angle_alpha                96.682(4)
_cell_angle_beta                 95.901(4)
_cell_angle_gamma                106.738(3)
_cell_formula_units_Z            2
_cell_length_a                   5.02400(10)
_cell_length_b                   8.6623(3)
_cell_length_c                   14.2346(9)
_cell_measurement_reflns_used    4830
_cell_measurement_temperature    294.15
_cell_measurement_theta_max      31.4340
_cell_measurement_theta_min      2.4730
_cell_volume                     583.12(5)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (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 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      294.15
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    2.00    --  -20.00   0.00  90.00  360
  2  ω   -110.00  55.00   0.50    2.00    --  -20.00   0.00 180.00  330
  3  ω   -110.00   7.00   0.50    2.00    --  -20.00 -70.00 180.00  234
  4  ω   -110.00   7.00   0.50    2.00    --  -20.00 -70.00   0.00  234
  5  ω   -110.00  -2.00   0.50    2.00    --  -20.00 -70.00  90.00  216
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Rigaku mm007 Saturn 944+'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0407743000
_diffrn_orient_matrix_UB_12      -0.0347775000
_diffrn_orient_matrix_UB_13      -0.0488742000
_diffrn_orient_matrix_UB_21      -0.0389247000
_diffrn_orient_matrix_UB_22      -0.0791176000
_diffrn_orient_matrix_UB_23      0.0131434000
_diffrn_orient_matrix_UB_31      -0.1378895000
_diffrn_orient_matrix_UB_32      0.0042369000
_diffrn_orient_matrix_UB_33      0.0028931000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9754
_diffrn_reflns_point_group_measured_fraction_full 0.914
_diffrn_reflns_point_group_measured_fraction_max 0.903
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_min         2.485
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88362
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_description       block
_exptl_crystal_F_000             232
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.760
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.112
_refine_ls_abs_structure_details
;
 Flack x determined using 1382 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         4307
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0826
_refine_ls_R_factor_gt           0.0771
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1551P)²+0.0507P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2056
_refine_ls_wR_factor_ref         0.2189
_reflns_Friedel_coverage         0.818
_reflns_Friedel_fraction_full    0.833
_reflns_Friedel_fraction_max     0.813
_reflns_number_gt                3808
_reflns_number_total             4307
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00957b2.cif
_cod_data_source_block           r20230406b_autored
_cod_depositor_comments
;
Adding full bibliography for 7247952--7247957.cif.

2024-09-02
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C16 H30 N6 O8'
_cod_original_formula_weight         434.46
_cod_original_formula_moiety         '2(C8 H15 N3 O4)'
_cod_original_formula_units_Z            1
_cod_original_cell_volume        583.12(4)
_cod_database_code               7247955
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_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   0.980
_shelx_estimated_absorpt_t_min   0.972
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups, All
  N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N2-H2
 0.9 with sigma of 0.01
3.a Ternary CH refined with riding coordinates:
 C4(H4), C7(H7), C12(H12), C15(H15)
3.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3D,H3E), C10(H10A,H10B), C11(H11A,H11B)
3.c Aromatic/amide H refined with riding coordinates:
 N5(H5)
3.d X=CH2 refined with riding coordinates:
 N1(H1A,H1B), N4(H4A,H4B)
3.e Idealised Me refined as rotating group:
 N3(H3A,H3B,H3C), C8(H8A,H8B,H8C), N6(H6A,H6B,H6C), C16(H16A,H16B,H16C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.430
_oxdiff_exptl_absorpt_empirical_full_min 0.518
loop_
_space_group_symop_operation_xyz
'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 0.4728(10) 0.2750(8) 0.3969(3) 0.0644(14) Uani 1 1 d . . . . .
O2 O 0.1417(9) 0.0509(4) 0.7242(3) 0.0448(10) Uani 1 1 d . . . . .
O3 O 0.5542(8) 0.2359(5) 0.7776(4) 0.0501(11) Uani 1 1 d . . . . .
O4 O 0.0972(8) 0.6365(4) 0.7207(3) 0.0365(8) Uani 1 1 d . . . . .
N1 N 0.0377(11) 0.2893(9) 0.3984(4) 0.0585(16) Uani 1 1 d . . . . .
H1A H 0.009813 0.284716 0.337362 0.070 Uiso 1 1 calc R U . . .
H1B H -0.093057 0.296584 0.431616 0.070 Uiso 1 1 calc R U . . .
N2 N 0.3903(9) 0.4859(5) 0.7433(3) 0.0324(9) Uani 1 1 d D . . . .
H2 H 0.559(7) 0.482(8) 0.770(4) 0.043(17) Uiso 1 1 d D . . . .
N3 N 0.5747(9) 0.8959(5) 0.7118(3) 0.0356(10) Uani 1 1 d . . . . .
H3A H 0.565591 0.845869 0.652749 0.043 Uiso 1 1 calc R U . . .
H3B H 0.730284 0.980499 0.725853 0.043 Uiso 1 1 calc R U . . .
H3C H 0.425412 0.930797 0.715594 0.043 Uiso 1 1 calc R U . . .
C1 C 0.2780(12) 0.2853(8) 0.4405(4) 0.0438(13) Uani 1 1 d . . . . .
C2 C 0.3240(12) 0.2913(9) 0.5479(4) 0.0493(15) Uani 1 1 d . . . . .
H2A H 0.378446 0.196118 0.560440 0.059 Uiso 1 1 calc R U . . .
H2B H 0.483088 0.386209 0.573806 0.059 Uiso 1 1 calc R U . . .
C3 C 0.0871(10) 0.2978(6) 0.6041(4) 0.0312(10) Uani 1 1 d . . . . .
H3D H -0.063371 0.195615 0.586822 0.037 Uiso 1 1 calc R U . . .
H3E H 0.013957 0.384381 0.586888 0.037 Uiso 1 1 calc R U . . .
C4 C 0.1797(10) 0.3273(5) 0.7117(4) 0.0295(10) Uani 1 1 d . . . . .
H4 H 0.015313 0.323971 0.743898 0.035 Uiso 1 1 calc R U . . .
C5 C 0.3029(11) 0.1942(6) 0.7419(4) 0.0329(11) Uani 1 1 d . . . . .
C6 C 0.3289(9) 0.6260(5) 0.7448(3) 0.0247(9) Uani 1 1 d . . . . .
C7 C 0.5794(10) 0.7788(5) 0.7811(4) 0.0310(10) Uani 1 1 d . . . . .
H7 H 0.755035 0.750520 0.783351 0.037 Uiso 1 1 calc R U . . .
C8 C 0.5555(17) 0.8585(8) 0.8782(4) 0.0557(18) Uani 1 1 d . . . . .
H8A H 0.699631 0.961706 0.894809 0.084 Uiso 1 1 calc R U . . .
H8B H 0.577083 0.789488 0.924672 0.084 Uiso 1 1 calc R U . . .
H8C H 0.374591 0.875367 0.877142 0.084 Uiso 1 1 calc R U . . .
O5 O 0.5422(10) 0.7449(8) 0.5171(3) 0.0704(16) Uani 1 1 d . . . . .
O6 O 0.7222(9) 0.9562(4) 0.1935(3) 0.0462(10) Uani 1 1 d . . . . .
O7 O 0.9156(9) 0.7678(5) 0.1398(4) 0.0508(11) Uani 1 1 d . . . . .
O8 O 0.0981(7) 0.3701(4) 0.2006(3) 0.0371(9) Uani 1 1 d . . . . .
N4 N 0.9736(13) 0.7240(12) 0.5301(4) 0.081(2) Uani 1 1 d . . . . .
H4A H 0.985077 0.727964 0.591088 0.098 Uiso 1 1 calc R U . . .
H4B H 1.112499 0.714740 0.501672 0.098 Uiso 1 1 calc R U . . .
N5 N 0.5293(9) 0.5209(5) 0.1799(3) 0.0296(9) Uani 1 1 d . . . . .
H5 H 0.689161 0.518165 0.164506 0.036 Uiso 1 1 calc R U . . .
N6 N 0.3170(10) 0.1082(5) 0.2062(3) 0.0359(10) Uani 1 1 d . . . . .
H6A H 0.130638 0.067185 0.196300 0.043 Uiso 1 1 calc R U . . .
H6B H 0.373387 0.156395 0.266605 0.043 Uiso 1 1 calc R U . . .
H6C H 0.392857 0.028087 0.194649 0.043 Uiso 1 1 calc R U . . .
C9 C 0.7458(13) 0.7318(8) 0.4808(4) 0.0464(14) Uani 1 1 d . . . . .
C10 C 0.7571(12) 0.7223(9) 0.3738(4) 0.0466(14) Uani 1 1 d . . . . .
H10A H 0.902806 0.817083 0.362831 0.056 Uiso 1 1 calc R U . . .
H10B H 0.809403 0.626361 0.351691 0.056 Uiso 1 1 calc R U . . .
C11 C 0.4847(10) 0.7147(6) 0.3152(4) 0.0329(11) Uani 1 1 d . . . . .
H11A H 0.446628 0.817748 0.329876 0.039 Uiso 1 1 calc R U . . .
H11B H 0.333233 0.630041 0.332880 0.039 Uiso 1 1 calc R U . . .
C12 C 0.4898(10) 0.6795(5) 0.2078(3) 0.0286(10) Uani 1 1 d . . . . .
H12 H 0.310485 0.680334 0.173818 0.034 Uiso 1 1 calc R U . . .
C13 C 0.7283(10) 0.8101(6) 0.1764(4) 0.0319(10) Uani 1 1 d . . . . .
C14 C 0.3292(10) 0.3806(5) 0.1773(3) 0.0273(9) Uani 1 1 d . . . . .
C15 C 0.4074(11) 0.2300(6) 0.1411(4) 0.0354(11) Uani 1 1 d . . . . .
H15 H 0.611060 0.258225 0.141572 0.043 Uiso 1 1 calc R U . . .
C16 C 0.257(2) 0.1553(9) 0.0407(5) 0.063(2) Uani 1 1 d . . . . .
H16A H 0.303417 0.234677 -0.001570 0.095 Uiso 1 1 calc R U . . .
H16B H 0.057538 0.121608 0.041414 0.095 Uiso 1 1 calc R U . . .
H16C H 0.314189 0.062396 0.018760 0.095 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 0.0033 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
H1A N1 H1B 120.0 . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
C4 N2 H2 115(4) . . ?
C6 N2 H2 122(4) . . ?
C6 N2 C4 122.6(4) . . ?
H3A N3 H3B 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
C7 N3 H3A 109.5 . . ?
C7 N3 H3B 109.5 . . ?
C7 N3 H3C 109.5 . . ?
O1 C1 N1 123.0(6) . . ?
O1 C1 C2 117.3(5) . . ?
N1 C1 C2 119.7(5) . . ?
C1 C2 H2A 107.5 . . ?
C1 C2 H2B 107.5 . . ?
H2A C2 H2B 107.0 . . ?
C3 C2 C1 119.2(5) . . ?
C3 C2 H2A 107.5 . . ?
C3 C2 H2B 107.5 . . ?
C2 C3 H3D 109.1 . . ?
C2 C3 H3E 109.1 . . ?
C2 C3 C4 112.5(4) . . ?
H3D C3 H3E 107.8 . . ?
C4 C3 H3D 109.1 . . ?
C4 C3 H3E 109.1 . . ?
N2 C4 C3 111.7(4) . . ?
N2 C4 H4 108.5 . . ?
N2 C4 C5 108.5(4) . . ?
C3 C4 H4 108.5 . . ?
C3 C4 C5 110.8(4) . . ?
C5 C4 H4 108.5 . . ?
O2 C5 C4 116.3(5) . . ?
O3 C5 O2 125.5(5) . . ?
O3 C5 C4 118.0(4) . . ?
O4 C6 N2 124.6(4) . . ?
O4 C6 C7 121.0(4) . . ?
N2 C6 C7 114.4(4) . . ?
N3 C7 C6 106.8(4) . . ?
N3 C7 H7 110.0 . . ?
N3 C7 C8 108.5(4) . . ?
C6 C7 H7 110.0 . . ?
C8 C7 C6 111.6(5) . . ?
C8 C7 H7 110.0 . . ?
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 . . ?
H4A N4 H4B 120.0 . . ?
C9 N4 H4A 120.0 . . ?
C9 N4 H4B 120.0 . . ?
C12 N5 H5 118.5 . . ?
C14 N5 H5 118.5 . . ?
C14 N5 C12 122.9(4) . . ?
H6A N6 H6B 109.5 . . ?
H6A N6 H6C 109.5 . . ?
H6B N6 H6C 109.5 . . ?
C15 N6 H6A 109.5 . . ?
C15 N6 H6B 109.5 . . ?
C15 N6 H6C 109.5 . . ?
O5 C9 N4 123.0(6) . . ?
O5 C9 C10 123.2(5) . . ?
N4 C9 C10 113.8(5) . . ?
C9 C10 H10A 108.7 . . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C11 C10 C9 114.1(5) . . ?
C11 C10 H10A 108.7 . . ?
C11 C10 H10B 108.7 . . ?
C10 C11 H11A 109.1 . . ?
C10 C11 H11B 109.1 . . ?
C10 C11 C12 112.6(4) . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
N5 C12 C11 111.9(4) . . ?
N5 C12 H12 108.7 . . ?
N5 C12 C13 107.9(4) . . ?
C11 C12 H12 108.7 . . ?
C11 C12 C13 111.0(4) . . ?
C13 C12 H12 108.7 . . ?
O6 C13 C12 116.1(5) . . ?
O7 C13 O6 124.9(5) . . ?
O7 C13 C12 118.9(4) . . ?
O8 C14 N5 124.0(4) . . ?
O8 C14 C15 121.4(4) . . ?
N5 C14 C15 114.6(4) . . ?
N6 C15 C14 107.7(4) . . ?
N6 C15 H15 109.9 . . ?
N6 C15 C16 108.3(5) . . ?
C14 C15 H15 109.9 . . ?
C14 C15 C16 111.2(5) . . ?
C16 C15 H15 109.9 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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 C1 1.230(8) . ?
O2 C5 1.252(6) . ?
O3 C5 1.243(7) . ?
O4 C6 1.212(6) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
N1 C1 1.304(8) . ?
N2 H2 0.902(14) . ?
N2 C4 1.460(6) . ?
N2 C6 1.333(6) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
N3 C7 1.498(7) . ?
C1 C2 1.514(8) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.511(8) . ?
C3 H3D 0.9700 . ?
C3 H3E 0.9700 . ?
C3 C4 1.524(7) . ?
C4 H4 0.9800 . ?
C4 C5 1.539(7) . ?
C6 C7 1.533(6) . ?
C7 H7 0.9800 . ?
C7 C8 1.504(8) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
O5 C9 1.220(8) . ?
O6 C13 1.271(6) . ?
O7 C13 1.243(7) . ?
O8 C14 1.222(6) . ?
N4 H4A 0.8600 . ?
N4 H4B 0.8600 . ?
N4 C9 1.303(9) . ?
N5 H5 0.8600 . ?
N5 C12 1.459(6) . ?
N5 C14 1.329(6) . ?
N6 H6A 0.8900 . ?
N6 H6B 0.8900 . ?
N6 H6C 0.8900 . ?
N6 C15 1.489(7) . ?
C9 C10 1.524(7) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.508(7) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.528(7) . ?
C12 H12 0.9800 . ?
C12 C13 1.537(7) . ?
C14 C15 1.517(7) . ?
C15 H15 0.9800 . ?
C15 C16 1.522(8) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
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
O1 C1 C2 C3 -177.8(6) . . . . ?
O4 C6 C7 N3 -47.8(6) . . . . ?
O4 C6 C7 C8 70.6(6) . . . . ?
N1 C1 C2 C3 1.5(10) . . . . ?
N2 C4 C5 O2 176.4(4) . . . . ?
N2 C4 C5 O3 -6.6(7) . . . . ?
N2 C6 C7 N3 132.7(5) . . . . ?
N2 C6 C7 C8 -108.9(6) . . . . ?
C1 C2 C3 C4 -172.0(5) . . . . ?
C2 C3 C4 N2 63.5(6) . . . . ?
C2 C3 C4 C5 -57.7(6) . . . . ?
C3 C4 C5 O2 -60.5(6) . . . . ?
C3 C4 C5 O3 116.5(5) . . . . ?
C4 N2 C6 O4 0.1(8) . . . . ?
C4 N2 C6 C7 179.5(4) . . . . ?
C6 N2 C4 C3 71.1(6) . . . . ?
C6 N2 C4 C5 -166.4(4) . . . . ?
O5 C9 C10 C11 -5.4(10) . . . . ?
O8 C14 C15 N6 -45.9(6) . . . . ?
O8 C14 C15 C16 72.7(7) . . . . ?
N4 C9 C10 C11 174.3(7) . . . . ?
N5 C12 C13 O6 178.6(4) . . . . ?
N5 C12 C13 O7 -3.9(6) . . . . ?
N5 C14 C15 N6 134.9(4) . . . . ?
N5 C14 C15 C16 -106.6(6) . . . . ?
C9 C10 C11 C12 -171.4(5) . . . . ?
C10 C11 C12 N5 62.2(6) . . . . ?
C10 C11 C12 C13 -58.4(6) . . . . ?
C11 C12 C13 O6 -58.5(6) . . . . ?
C11 C12 C13 O7 119.0(5) . . . . ?
C12 N5 C14 O8 -2.5(7) . . . . ?
C12 N5 C14 C15 176.7(4) . . . . ?
C14 N5 C12 C11 72.9(6) . . . . ?
C14 N5 C12 C13 -164.7(4) . . . . ?
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 -0.639 0.508 0.961 66.8 15.2 ?
