#------------------------------------------------------------------------------
#$Date: 2021-06-02 07:28:29 +0300 (Wed, 02 Jun 2021) $
#$Revision: 265663 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/29/7242948.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_7242948
loop_
_publ_author_name
'Yin, Haiting'
'Ma, Qin'
'Wang, Yushan'
'Gu, Xiaoxia'
'Feng, Zhijun'
'Wu, Yunjun'
'Wang, Ming'
'Wang, Shaoyin'
_publ_section_title
;
 Synthesis of tetrahydro-β-carbolines from 2-indolylmethyl azides and
 propargylic alcohols
;
_journal_issue                   32
_journal_name_full               'RSC Advances'
_journal_page_first              19639
_journal_page_last               19646
_journal_paper_doi               10.1039/D1RA03022A
_journal_volume                  11
_journal_year                    2021
_chemical_formula_moiety         'C30 H22 N2'
_chemical_formula_sum            'C30 H22 N2'
_chemical_formula_weight         410.49
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-03-24
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-03-24 deposited with the CCDC.	2021-05-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.0770(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.5637(13)
_cell_length_b                   10.7601(10)
_cell_length_c                   16.2434(15)
_cell_measurement_reflns_used    5141
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.215
_cell_measurement_theta_min      2.277
_cell_volume                     2520.2(4)
_computing_cell_refinement       'SAINT v7.34A (Bruker, 200?)'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'SAINT v7.34A (Bruker, 200?)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            21431
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.627
_diffrn_reflns_theta_min         2.277
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  0.9937
_exptl_absorpt_correction_T_min  0.9918
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.082
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.155
_refine_diff_density_min         -0.153
_refine_diff_density_rms         0.031
_refine_ls_extinction_coef       0.0032(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     294
_refine_ls_number_reflns         5806
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0459
_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)+(0.0605P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1138
_refine_ls_wR_factor_ref         0.1252
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3470
_reflns_number_total             5806
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ra03022a2.cif
_cod_data_source_block           140601a_0m
_cod_database_code               7242948
_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   0.994
_shelx_estimated_absorpt_t_min   0.992
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C12(H12), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C26(H26),
  C27(H27), C28(H28), C29(H29), C30(H30), N1(H1)
;
_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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 0.11778(9) 0.02917(12) 0.28124(8) 0.0477(3) Uani 1 1 d . . . . .
C2 C 0.21326(9) 0.02127(11) 0.28788(8) 0.0445(3) Uani 1 1 d . . . . .
C3 C 0.23982(9) -0.08776(12) 0.33684(8) 0.0483(3) Uani 1 1 d . . . . .
C4 C 0.32460(11) -0.14460(13) 0.36667(9) 0.0619(4) Uani 1 1 d . . . . .
H4 H 0.380139 -0.111398 0.354609 0.074 Uiso 1 1 calc R U . . .
C5 C 0.32407(13) -0.25041(15) 0.41411(10) 0.0730(5) Uani 1 1 d . . . . .
H5 H 0.379962 -0.288635 0.434394 0.088 Uiso 1 1 calc R U . . .
C6 C 0.24093(15) -0.30155(15) 0.43240(10) 0.0734(5) Uani 1 1 d . . . . .
H6 H 0.242807 -0.373561 0.464260 0.088 Uiso 1 1 calc R U . . .
C7 C 0.15724(13) -0.24852(14) 0.40470(9) 0.0650(4) Uani 1 1 d . . . . .
H7 H 0.102238 -0.282909 0.417148 0.078 Uiso 1 1 calc R U . . .
C8 C 0.15727(10) -0.14067(12) 0.35697(8) 0.0522(4) Uani 1 1 d . . . . .
C9 C 0.26937(8) 0.10289(11) 0.24388(8) 0.0440(3) Uani 1 1 d . . . . .
C10 C 0.24349(9) 0.21919(12) 0.22245(9) 0.0468(3) Uani 1 1 d . . . . .
C11 C 0.15919(9) 0.28751(12) 0.24418(8) 0.0446(3) Uani 1 1 d . . . . .
C12 C 0.05702(9) 0.11319(14) 0.23004(9) 0.0544(4) Uani 1 1 d . . . . .
H12 H -0.001860 0.082497 0.211120 0.065 Uiso 1 1 calc R U . . .
C13 C 0.35482(10) 0.05226(13) 0.21531(9) 0.0541(4) Uani 1 1 d . . . . .
C14 C 0.43718(11) 0.11731(17) 0.22876(14) 0.0836(6) Uani 1 1 d . . . . .
H14 H 0.439729 0.191666 0.258177 0.100 Uiso 1 1 calc R U . . .
C15 C 0.51531(15) 0.0748(3) 0.1997(2) 0.1216(9) Uani 1 1 d . . . . .
H15 H 0.570407 0.119401 0.210122 0.146 Uiso 1 1 calc R U . . .
C16 C 0.5119(2) -0.0335(3) 0.1554(2) 0.1320(11) Uani 1 1 d . . . . .
H16 H 0.564664 -0.061880 0.135026 0.158 Uiso 1 1 calc R U . . .
C17 C 0.43075(19) -0.1010(2) 0.14082(14) 0.1056(7) Uani 1 1 d . . . . .
H17 H 0.428484 -0.174722 0.110671 0.127 Uiso 1 1 calc R U . . .
C18 C 0.35258(13) -0.05781(15) 0.17159(11) 0.0725(5) Uani 1 1 d . . . . .
H18 H 0.297939 -0.103624 0.162638 0.087 Uiso 1 1 calc R U . . .
C19 C 0.15802(9) 0.41539(12) 0.20068(8) 0.0457(3) Uani 1 1 d . . . . .
C20 C 0.12564(11) 0.42435(14) 0.11621(9) 0.0611(4) Uani 1 1 d . . . . .
H20 H 0.102401 0.353958 0.087239 0.073 Uiso 1 1 calc R U . . .
C21 C 0.12740(13) 0.53548(16) 0.07482(10) 0.0757(5) Uani 1 1 d . . . . .
H21 H 0.105486 0.539564 0.018285 0.091 Uiso 1 1 calc R U . . .
C22 C 0.16128(14) 0.64038(16) 0.11637(11) 0.0804(5) Uani 1 1 d . . . . .
H22 H 0.161588 0.715861 0.088518 0.096 Uiso 1 1 calc R U . . .
C23 C 0.19471(14) 0.63274(14) 0.19949(11) 0.0801(5) Uani 1 1 d . . . . .
H23 H 0.218985 0.703097 0.227872 0.096 Uiso 1 1 calc R U . . .
C24 C 0.19256(12) 0.52128(13) 0.24128(9) 0.0634(4) Uani 1 1 d . . . . .
H24 H 0.214812 0.517718 0.297765 0.076 Uiso 1 1 calc R U . . .
C25 C 0.15887(10) 0.30688(12) 0.33797(8) 0.0497(3) Uani 1 1 d . . . . .
C26 C 0.23973(12) 0.31126(14) 0.39306(9) 0.0648(4) Uani 1 1 d . . . . .
H26 H 0.295668 0.291766 0.374707 0.078 Uiso 1 1 calc R U . . .
C27 C 0.23913(16) 0.34430(16) 0.47555(11) 0.0834(6) Uani 1 1 d . . . . .
H27 H 0.294491 0.347395 0.511832 0.100 Uiso 1 1 calc R U . . .
C28 C 0.15726(19) 0.37236(17) 0.50367(12) 0.0891(6) Uani 1 1 d . . . . .
H28 H 0.156830 0.395731 0.558737 0.107 Uiso 1 1 calc R U . . .
C29 C 0.07659(16) 0.36577(16) 0.45040(12) 0.0853(6) Uani 1 1 d . . . . .
H29 H 0.020772 0.383246 0.469621 0.102 Uiso 1 1 calc R U . . .
C30 C 0.07647(12) 0.33333(14) 0.36778(10) 0.0646(4) Uani 1 1 d . . . . .
H30 H 0.020697 0.329306 0.332127 0.078 Uiso 1 1 calc R U . . .
H10 H 0.2797(9) 0.2628(12) 0.1882(8) 0.050(4) Uiso 1 1 d . . . . .
N1 N 0.08488(8) -0.06961(11) 0.32175(7) 0.0571(3) Uani 1 1 d . . . . .
H1 H 0.027360 -0.084407 0.324476 0.069 Uiso 1 1 calc R U . . .
N2 N 0.07285(7) 0.22388(11) 0.20707(7) 0.0523(3) 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 0.0033 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'
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 C12 127.71(12) . . ?
N1 C1 C2 109.29(12) . . ?
N1 C1 C12 122.31(12) . . ?
C1 C2 C3 106.41(11) . . ?
C1 C2 C9 123.60(12) . . ?
C3 C2 C9 129.63(12) . . ?
C4 C3 C2 134.58(13) . . ?
C4 C3 C8 118.82(13) . . ?
C8 C3 C2 106.59(12) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 C3 118.75(15) . . ?
C5 C4 H4 120.6 . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.17(16) . . ?
C6 C5 H5 119.4 . . ?
C5 C6 H6 119.2 . . ?
C7 C6 C5 121.69(15) . . ?
C7 C6 H6 119.2 . . ?
C6 C7 H7 121.3 . . ?
C6 C7 C8 117.46(15) . . ?
C8 C7 H7 121.3 . . ?
C7 C8 C3 122.11(15) . . ?
N1 C8 C3 108.12(12) . . ?
N1 C8 C7 129.77(14) . . ?
C2 C9 C13 118.92(11) . . ?
C10 C9 C2 122.36(12) . . ?
C10 C9 C13 118.51(11) . . ?
C9 C10 C11 126.93(12) . . ?
C9 C10 H10 117.3(8) . . ?
C11 C10 H10 115.7(8) . . ?
C10 C11 C19 106.42(10) . . ?
C10 C11 C25 114.33(11) . . ?
C25 C11 C19 109.31(10) . . ?
N2 C11 C10 110.48(10) . . ?
N2 C11 C19 105.72(10) . . ?
N2 C11 C25 110.17(10) . . ?
C1 C12 H12 115.5 . . ?
N2 C12 C1 129.07(13) . . ?
N2 C12 H12 115.5 . . ?
C14 C13 C9 120.70(14) . . ?
C18 C13 C9 120.91(13) . . ?
C18 C13 C14 118.33(15) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 C13 121.4(2) . . ?
C15 C14 H14 119.3 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.7(2) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.4(2) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 120.4 . . ?
C16 C17 C18 119.2(2) . . ?
C18 C17 H17 120.4 . . ?
C13 C18 C17 120.84(19) . . ?
C13 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C20 C19 C11 119.55(12) . . ?
C24 C19 C11 122.57(12) . . ?
C24 C19 C20 117.78(13) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 121.08(14) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.40(15) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 120.4 . . ?
C21 C22 C23 119.24(15) . . ?
C23 C22 H22 120.4 . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.43(16) . . ?
C24 C23 H23 119.8 . . ?
C19 C24 C23 121.05(15) . . ?
C19 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C26 C25 C11 121.82(13) . . ?
C26 C25 C30 118.03(14) . . ?
C30 C25 C11 119.82(13) . . ?
C25 C26 H26 119.5 . . ?
C25 C26 C27 121.06(17) . . ?
C27 C26 H26 119.5 . . ?
C26 C27 H27 119.9 . . ?
C28 C27 C26 120.17(18) . . ?
C28 C27 H27 119.9 . . ?
C27 C28 H28 120.3 . . ?
C29 C28 C27 119.43(17) . . ?
C29 C28 H28 120.3 . . ?
C28 C29 H29 119.6 . . ?
C28 C29 C30 120.84(18) . . ?
C30 C29 H29 119.6 . . ?
C25 C30 C29 120.45(17) . . ?
C25 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C1 N1 H1 125.2 . . ?
C8 N1 C1 109.56(11) . . ?
C8 N1 H1 125.2 . . ?
C12 N2 C11 119.25(12) . . ?
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 1.3821(18) . ?
C1 C12 1.444(2) . ?
C1 N1 1.3713(16) . ?
C2 C3 1.4394(18) . ?
C2 C9 1.4539(17) . ?
C3 C4 1.4018(19) . ?
C3 C8 1.4096(18) . ?
C4 H4 0.9300 . ?
C4 C5 1.375(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.399(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.364(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.396(2) . ?
C8 N1 1.3615(18) . ?
C9 C10 1.3387(18) . ?
C9 C13 1.4911(18) . ?
C10 C11 1.5147(17) . ?
C10 H10 0.944(13) . ?
C11 C19 1.5459(18) . ?
C11 C25 1.5383(18) . ?
C11 N2 1.4833(16) . ?
C12 H12 0.9300 . ?
C12 N2 1.2787(17) . ?
C13 C14 1.379(2) . ?
C13 C18 1.379(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.370(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.367(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.379(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.386(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.3902(19) . ?
C19 C24 1.3757(19) . ?
C20 H20 0.9300 . ?
C20 C21 1.374(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.371(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.372(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.381(2) . ?
C24 H24 0.9300 . ?
C25 C26 1.376(2) . ?
C25 C30 1.3851(19) . ?
C26 H26 0.9300 . ?
C26 C27 1.387(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.369(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.360(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.386(2) . ?
C30 H30 0.9300 . ?
N1 H1 0.8600 . ?
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 N2 0.86 2.54 3.1830(16) 132.6 2_545 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 C4 -178.48(15) . . . . ?
C1 C2 C3 C8 0.27(14) . . . . ?
C1 C2 C9 C10 28.67(19) . . . . ?
C1 C2 C9 C13 -146.10(13) . . . . ?
C1 C12 N2 C11 -9.1(2) . . . . ?
C2 C1 C12 N2 -31.1(2) . . . . ?
C2 C1 N1 C8 1.69(15) . . . . ?
C2 C3 C4 C5 179.02(14) . . . . ?
C2 C3 C8 C7 -179.80(12) . . . . ?
C2 C3 C8 N1 0.73(14) . . . . ?
C2 C9 C10 C11 4.6(2) . . . . ?
C2 C9 C13 C14 -133.49(15) . . . . ?
C2 C9 C13 C18 49.43(19) . . . . ?
C3 C2 C9 C10 -159.18(13) . . . . ?
C3 C2 C9 C13 26.05(19) . . . . ?
C3 C4 C5 C6 0.3(2) . . . . ?
C3 C8 N1 C1 -1.49(15) . . . . ?
C4 C3 C8 C7 -0.8(2) . . . . ?
C4 C3 C8 N1 179.72(12) . . . . ?
C4 C5 C6 C7 -0.5(2) . . . . ?
C5 C6 C7 C8 0.1(2) . . . . ?
C6 C7 C8 C3 0.6(2) . . . . ?
C6 C7 C8 N1 179.91(14) . . . . ?
C7 C8 N1 C1 179.10(14) . . . . ?
C8 C3 C4 C5 0.4(2) . . . . ?
C9 C2 C3 C4 8.3(2) . . . . ?
C9 C2 C3 C8 -172.92(12) . . . . ?
C9 C10 C11 C19 -176.92(13) . . . . ?
C9 C10 C11 C25 62.31(17) . . . . ?
C9 C10 C11 N2 -62.63(17) . . . . ?
C9 C13 C14 C15 -177.11(18) . . . . ?
C9 C13 C18 C17 176.16(16) . . . . ?
C10 C9 C13 C14 51.5(2) . . . . ?
C10 C9 C13 C18 -125.54(15) . . . . ?
C10 C11 C19 C20 78.79(15) . . . . ?
C10 C11 C19 C24 -97.66(15) . . . . ?
C10 C11 C25 C26 25.88(17) . . . . ?
C10 C11 C25 C30 -160.84(12) . . . . ?
C10 C11 N2 C12 63.11(16) . . . . ?
C11 C19 C20 C21 -177.13(14) . . . . ?
C11 C19 C24 C23 176.69(14) . . . . ?
C11 C25 C26 C27 171.77(13) . . . . ?
C11 C25 C30 C29 -172.17(14) . . . . ?
C12 C1 C2 C3 -171.76(13) . . . . ?
C12 C1 C2 C9 1.9(2) . . . . ?
C12 C1 N1 C8 172.88(12) . . . . ?
C13 C9 C10 C11 179.43(12) . . . . ?
C13 C14 C15 C16 0.9(4) . . . . ?
C14 C13 C18 C17 -1.0(2) . . . . ?
C14 C15 C16 C17 -0.9(4) . . . . ?
C15 C16 C17 C18 0.0(4) . . . . ?
C16 C17 C18 C13 1.0(3) . . . . ?
C18 C13 C14 C15 0.0(3) . . . . ?
C19 C11 C25 C26 -93.27(15) . . . . ?
C19 C11 C25 C30 80.01(15) . . . . ?
C19 C11 N2 C12 177.85(12) . . . . ?
C19 C20 C21 C22 -0.1(3) . . . . ?
C20 C19 C24 C23 0.2(2) . . . . ?
C20 C21 C22 C23 1.0(3) . . . . ?
C21 C22 C23 C24 -1.3(3) . . . . ?
C22 C23 C24 C19 0.7(3) . . . . ?
C24 C19 C20 C21 -0.5(2) . . . . ?
C25 C11 C19 C20 -157.27(12) . . . . ?
C25 C11 C19 C24 26.28(17) . . . . ?
C25 C11 N2 C12 -64.16(15) . . . . ?
C25 C26 C27 C28 0.5(2) . . . . ?
C26 C25 C30 C29 1.4(2) . . . . ?
C26 C27 C28 C29 1.0(3) . . . . ?
C27 C28 C29 C30 -1.2(3) . . . . ?
C28 C29 C30 C25 0.0(3) . . . . ?
C30 C25 C26 C27 -1.6(2) . . . . ?
N1 C1 C2 C3 -1.18(14) . . . . ?
N1 C1 C2 C9 172.53(11) . . . . ?
N1 C1 C12 N2 159.47(14) . . . . ?
N2 C11 C19 C20 -38.71(15) . . . . ?
N2 C11 C19 C24 144.84(13) . . . . ?
N2 C11 C25 C26 150.98(12) . . . . ?
N2 C11 C25 C30 -35.74(16) . . . . ?
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 0.500 213.5 9.3 ?
2 0.500 0.500 0.000 213.5 9.3 ?
