#------------------------------------------------------------------------------
#$Date: 2024-07-05 16:11:25 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292761 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/31/7133115.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_7133115
loop_
_publ_author_name
'Wang, Manqing'
'Xu, Yuanshuang'
'Hou, Huihang'
'Zhang, Xinying'
'Fan, Xuesen'
_publ_section_title
;
 Divergent synthesis of pyrrolizine derivatives through C-H bond
 functionalization of pyrroles.
;
_journal_issue                   51
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6536
_journal_page_last               6539
_journal_paper_doi               10.1039/d4cc02158d
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C17 H11 F3 N2 O4'
_chemical_formula_sum            'C17 H11 F3 N2 O4'
_chemical_formula_weight         364.28
_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   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2024-03-14
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2024-04-30 deposited with the CCDC.	2024-05-29 downloaded from the CCDC.
;
_cell_angle_alpha                90.001(4)
_cell_angle_beta                 112.552(4)
_cell_angle_gamma                105.120(4)
_cell_formula_units_Z            2
_cell_length_a                   9.7758(4)
_cell_length_b                   10.5130(5)
_cell_length_c                   11.2193(5)
_cell_measurement_reflns_used    2769
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.8630
_cell_measurement_theta_min      4.2870
_cell_volume                     1021.51(9)
_computing_cell_refinement       'CrysAlisPro 1.171.43.109a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.109a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.109a (Rigaku OD, 2024)'
_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  (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -103.00 -78.00   1.00    1.89    --  -35.62-160.00  76.00   25
  2  ω    -65.00 -39.00   1.00    1.89    --  -35.62 118.00 -44.00   26
  3  ω     41.00  82.00   1.00    1.89    --   35.62-118.00-131.00   41
  4  ω     76.00 106.00   1.00    1.89    --   35.62-160.00  76.00   30
  5  ω     83.00 110.00   1.00    7.57    --  106.81 160.00 107.00   27
  6  ω     42.00 108.00   1.00    7.57    --  106.81-118.00-131.00   66
  7  ω     67.00  92.00   1.00    7.57    --  106.81-160.00  76.00   25
  8  ω    119.00 144.00   1.00    7.57    --  106.81 160.00 107.00   25
  9  ω    113.00 138.00   1.00    7.57    --  106.81 118.00 -44.00   25
 10  ω   -104.00 -17.00   1.00    1.89    --  -35.62 -38.00  60.00   87
 11  ω    -91.00 -66.00   1.00    1.89    --  -35.62 160.00 107.00   25
 12  ω     17.00  74.00   1.00    1.89    --   35.62 -99.00  90.00   57
 13  ω    -24.00  48.00   1.00    1.89    --   35.62 -38.00 -60.00   72
 14  ω    -14.00  23.00   1.00    1.89    --   35.62 -77.00  30.00   37
 15  ω     19.00  98.00   1.00    1.89    --   35.62  38.00-150.00   79
 16  ω    -23.00  53.00   1.00    1.89    --   35.62 -38.00-150.00   76
 17  ω    -18.00  33.00   1.00    1.89    --   35.62 -77.00 -60.00   51
 18  ω     91.00 174.00   1.00    7.57    --  106.81  45.00 -30.00   83
 19  ω    104.00 135.00   1.00    7.57    --  106.81 111.00  60.00   31
 20  ω     40.00 124.00   1.00    7.57    --  106.81 -45.00-180.00   84
 21  ω    147.00 172.00   1.00    7.57    --  106.81 111.00  60.00   25
 22  ω     65.00 108.00   1.00    7.57    --  106.81-111.00   0.00   43
 23  ω     58.00 114.00   1.00    7.57    --  106.81 -45.00 -90.00   56
 24  ω     40.00 105.00   1.00    7.57    --  106.81 -95.00  60.00   65
 25  ω     70.00 132.00   1.00    7.57    --  106.81 178.00-120.00   62
 26  ω     90.00 115.00   1.00    7.57    --  106.81 -45.00  90.00   25
 27  ω     53.00  83.00   1.00    7.57    --  106.81 -45.00  90.00   30
 28  ω     65.00 105.00   1.00    7.57    --  106.81-111.00 -90.00   40
 29  ω     41.00  68.00   1.00    7.57    --  106.81-111.00 120.00   27
 30  ω     92.00 175.00   1.00    7.57    --  106.81  30.00-120.00   83
 31  ω    118.00 162.00   1.00    7.57    --  106.81  77.00-180.00   44
 32  ω     52.00 127.00   1.00    7.57    --  106.81 -30.00   0.00   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0223132000
_diffrn_orient_matrix_UB_12      -0.1391167000
_diffrn_orient_matrix_UB_13      -0.0072718000
_diffrn_orient_matrix_UB_21      0.0932966000
_diffrn_orient_matrix_UB_22      0.0188442000
_diffrn_orient_matrix_UB_23      0.1480347000
_diffrn_orient_matrix_UB_31      -0.1497986000
_diffrn_orient_matrix_UB_32      -0.0602202000
_diffrn_orient_matrix_UB_33      0.0205267000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0171
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7312
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.621
_diffrn_reflns_theta_min         4.294
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.899
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92055
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.109a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.184
_exptl_crystal_description       block
_exptl_crystal_F_000             372
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.715
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3851
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0803
_refine_ls_R_factor_gt           0.0680
_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)+(0.1079P)²+0.4647P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2064
_refine_ls_wR_factor_ref         0.2177
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2915
_reflns_number_total             3851
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc02158d2.cif
_cod_data_source_block           7
_cod_depositor_comments
'Adding full bibliography for 7133115--7133116.cif.'
_cod_database_code               7133115
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C1 H1 O1 N1'
_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   0.915
_shelx_estimated_absorpt_t_min   0.841
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All O(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Rotating group:
 O3(H3)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A), C3(H3A), C4(H4), C5(H5), C9(H9), C11(H11)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.390
_oxdiff_exptl_absorpt_empirical_full_min 0.724
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
F1 F 0.2928(3) 0.2425(3) -0.0270(2) 0.1035(8) Uani 1 1 d . . . . .
F2 F 0.5216(3) 0.3711(3) 0.0674(3) 0.1013(7) Uani 1 1 d . . . . .
F3 F 0.4741(3) 0.1649(2) 0.0921(2) 0.1010(8) Uani 1 1 d . . . . .
O1 O 0.9204(4) 0.2294(4) 0.5710(3) 0.1071(10) Uani 1 1 d . . . . .
O2 O 0.9855(3) 0.4383(3) 0.6583(2) 0.0859(8) Uani 1 1 d . . . . .
O3 O 0.2852(3) 0.1811(2) 0.2096(3) 0.0776(7) Uani 1 1 d . . . . .
H3 H 0.232432 0.192839 0.255424 0.093 Uiso 1 1 d R U . . .
O4 O 0.0839(2) 0.3643(2) 0.0346(2) 0.0623(5) Uani 1 1 d . . . . .
N1 N 0.5326(3) 0.3341(2) 0.3134(2) 0.0585(6) Uani 1 1 d . . . . .
N2 N 0.1916(3) 0.5760(2) 0.1311(2) 0.0540(6) Uani 1 1 d . . . . .
H2 H 0.109321 0.594964 0.081163 0.065 Uiso 1 1 calc R U . . .
C1 C 0.3062(3) 0.6768(3) 0.2194(3) 0.0517(6) Uani 1 1 d . . . . .
C2 C 0.2871(4) 0.8033(3) 0.2251(3) 0.0647(8) Uani 1 1 d . . . . .
H2A H 0.196619 0.820064 0.168922 0.078 Uiso 1 1 calc R U . . .
C3 C 0.4016(4) 0.9024(3) 0.3133(4) 0.0741(9) Uani 1 1 d . . . . .
H3A H 0.388432 0.986650 0.316452 0.089 Uiso 1 1 calc R U . . .
C4 C 0.5380(4) 0.8797(3) 0.3988(4) 0.0730(9) Uani 1 1 d . . . . .
H4 H 0.614908 0.948463 0.458285 0.088 Uiso 1 1 calc R U . . .
C5 C 0.5587(4) 0.7563(3) 0.3954(3) 0.0610(7) Uani 1 1 d . . . . .
H5 H 0.649786 0.741345 0.452739 0.073 Uiso 1 1 calc R U . . .
C6 C 0.4435(3) 0.6523(3) 0.3059(3) 0.0495(6) Uani 1 1 d . . . . .
C7 C 0.4537(3) 0.5208(3) 0.2925(3) 0.0485(6) Uani 1 1 d . . . . .
C8 C 0.5772(3) 0.4639(3) 0.3675(3) 0.0516(6) Uani 1 1 d . . . . .
C9 C 0.7160(3) 0.4862(3) 0.4713(3) 0.0557(7) Uani 1 1 d . . . . .
H9 H 0.772455 0.564579 0.526133 0.067 Uiso 1 1 calc R U . . .
C10 C 0.7560(3) 0.3653(3) 0.4780(3) 0.0607(7) Uani 1 1 d . . . . .
C11 C 0.6418(4) 0.2739(3) 0.3807(3) 0.0639(8) Uani 1 1 d . . . . .
H11 H 0.639355 0.186574 0.363639 0.077 Uiso 1 1 calc R U . . .
C12 C 0.1960(3) 0.4480(3) 0.1151(3) 0.0518(6) Uani 1 1 d . . . . .
C13 C 0.3400(3) 0.4253(3) 0.1992(3) 0.0510(6) Uani 1 1 d . . . . .
C14 C 0.3842(3) 0.2964(3) 0.1999(3) 0.0589(7) Uani 1 1 d . . . . .
C15 C 0.4183(4) 0.2704(4) 0.0818(4) 0.0732(9) Uani 1 1 d . . . . .
C16 C 0.8937(4) 0.3346(4) 0.5708(3) 0.0727(9) Uani 1 1 d . . . . .
C17 C 1.1217(4) 0.4171(7) 0.7580(4) 0.117(2) Uani 1 1 d . . . . .
H17A H 1.167788 0.368318 0.719438 0.175 Uiso 1 1 calc R U . . .
H17B H 1.093616 0.367647 0.821075 0.175 Uiso 1 1 calc R U . . .
H17C H 1.194380 0.501116 0.799643 0.175 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 0.0181 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'
F F 0.0727 0.0534 '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
C16 O2 C17 115.8(4) . . ?
C14 O3 H3 113.6 . . ?
C8 N1 C14 114.2(2) . . ?
C11 N1 C8 109.4(3) . . ?
C11 N1 C14 136.4(3) . . ?
C1 N2 H2 116.9 . . ?
C12 N2 H2 116.9 . . ?
C12 N2 C1 126.3(2) . . ?
N2 C1 C2 120.4(2) . . ?
N2 C1 C6 119.9(2) . . ?
C2 C1 C6 119.6(3) . . ?
C1 C2 H2A 120.1 . . ?
C3 C2 C1 119.8(3) . . ?
C3 C2 H2A 120.1 . . ?
C2 C3 H3A 119.4 . . ?
C2 C3 C4 121.1(3) . . ?
C4 C3 H3A 119.4 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0(3) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.3(3) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C7 115.8(2) . . ?
C5 C6 C1 119.1(3) . . ?
C5 C6 C7 125.1(3) . . ?
C6 C7 C8 129.1(2) . . ?
C13 C7 C6 122.2(2) . . ?
C13 C7 C8 108.7(2) . . ?
N1 C8 C7 106.2(2) . . ?
C9 C8 N1 108.4(3) . . ?
C9 C8 C7 145.3(3) . . ?
C8 C9 H9 127.0 . . ?
C8 C9 C10 105.9(3) . . ?
C10 C9 H9 127.0 . . ?
C9 C10 C16 128.7(3) . . ?
C11 C10 C9 108.9(2) . . ?
C11 C10 C16 122.5(3) . . ?
N1 C11 C10 107.4(3) . . ?
N1 C11 H11 126.3 . . ?
C10 C11 H11 126.3 . . ?
O4 C12 N2 120.6(2) . . ?
O4 C12 C13 125.9(3) . . ?
N2 C12 C13 113.5(2) . . ?
C7 C13 C12 122.1(2) . . ?
C7 C13 C14 111.7(2) . . ?
C12 C13 C14 126.3(2) . . ?
O3 C14 N1 112.6(3) . . ?
O3 C14 C13 118.7(3) . . ?
O3 C14 C15 106.8(3) . . ?
N1 C14 C13 99.1(2) . . ?
N1 C14 C15 107.3(3) . . ?
C13 C14 C15 111.9(3) . . ?
F1 C15 F3 105.9(3) . . ?
F1 C15 C14 112.1(3) . . ?
F2 C15 F1 108.1(3) . . ?
F2 C15 F3 106.8(3) . . ?
F2 C15 C14 112.7(3) . . ?
F3 C15 C14 110.8(3) . . ?
O1 C16 O2 123.6(3) . . ?
O1 C16 C10 125.2(4) . . ?
O2 C16 C10 111.2(3) . . ?
O2 C17 H17A 109.5 . . ?
O2 C17 H17B 109.5 . . ?
O2 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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
F1 C15 1.320(4) . ?
F2 C15 1.316(5) . ?
F3 C15 1.345(4) . ?
O1 C16 1.201(5) . ?
O2 C16 1.331(5) . ?
O2 C17 1.445(4) . ?
O3 H3 0.8840 . ?
O3 C14 1.373(4) . ?
O4 C12 1.236(3) . ?
N1 C8 1.381(4) . ?
N1 C11 1.358(4) . ?
N1 C14 1.471(3) . ?
N2 H2 0.8600 . ?
N2 C1 1.374(3) . ?
N2 C12 1.371(4) . ?
C1 C2 1.395(4) . ?
C1 C6 1.411(4) . ?
C2 H2A 0.9300 . ?
C2 C3 1.364(5) . ?
C3 H3A 0.9300 . ?
C3 C4 1.393(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.367(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.401(4) . ?
C6 C7 1.424(4) . ?
C7 C8 1.457(4) . ?
C7 C13 1.365(4) . ?
C8 C9 1.369(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.418(4) . ?
C10 C11 1.367(5) . ?
C10 C16 1.467(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.444(4) . ?
C13 C14 1.526(4) . ?
C14 C15 1.526(5) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 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
O3 C14 C15 F1 62.4(4) . . . . ?
O3 C14 C15 F2 -175.3(3) . . . . ?
O3 C14 C15 F3 -55.7(3) . . . . ?
O4 C12 C13 C7 -174.8(3) . . . . ?
O4 C12 C13 C14 3.4(5) . . . . ?
N1 C8 C9 C10 0.6(3) . . . . ?
N1 C14 C15 F1 -176.6(3) . . . . ?
N1 C14 C15 F2 -54.4(3) . . . . ?
N1 C14 C15 F3 65.2(3) . . . . ?
N2 C1 C2 C3 179.9(3) . . . . ?
N2 C1 C6 C5 -179.8(3) . . . . ?
N2 C1 C6 C7 1.1(4) . . . . ?
N2 C12 C13 C7 5.3(4) . . . . ?
N2 C12 C13 C14 -176.6(3) . . . . ?
C1 N2 C12 O4 177.9(3) . . . . ?
C1 N2 C12 C13 -2.1(4) . . . . ?
C1 C2 C3 C4 -0.2(6) . . . . ?
C1 C6 C7 C8 -178.7(3) . . . . ?
C1 C6 C7 C13 2.0(4) . . . . ?
C2 C1 C6 C5 -0.4(4) . . . . ?
C2 C1 C6 C7 -179.4(3) . . . . ?
C2 C3 C4 C5 -0.1(6) . . . . ?
C3 C4 C5 C6 0.2(6) . . . . ?
C4 C5 C6 C1 0.1(5) . . . . ?
C4 C5 C6 C7 179.0(3) . . . . ?
C5 C6 C7 C8 2.4(5) . . . . ?
C5 C6 C7 C13 -176.9(3) . . . . ?
C6 C1 C2 C3 0.5(5) . . . . ?
C6 C7 C8 N1 -178.4(3) . . . . ?
C6 C7 C8 C9 4.5(7) . . . . ?
C6 C7 C13 C12 -5.5(4) . . . . ?
C6 C7 C13 C14 176.1(3) . . . . ?
C7 C8 C9 C10 177.8(4) . . . . ?
C7 C13 C14 O3 126.0(3) . . . . ?
C7 C13 C14 N1 4.0(3) . . . . ?
C7 C13 C14 C15 -108.9(3) . . . . ?
C8 N1 C11 C10 0.1(4) . . . . ?
C8 N1 C14 O3 -129.7(3) . . . . ?
C8 N1 C14 C13 -3.4(3) . . . . ?
C8 N1 C14 C15 113.1(3) . . . . ?
C8 C7 C13 C12 175.1(3) . . . . ?
C8 C7 C13 C14 -3.3(3) . . . . ?
C8 C9 C10 C11 -0.6(4) . . . . ?
C8 C9 C10 C16 179.8(3) . . . . ?
C9 C10 C11 N1 0.3(4) . . . . ?
C9 C10 C16 O1 179.9(4) . . . . ?
C9 C10 C16 O2 1.4(5) . . . . ?
C11 N1 C8 C7 -178.8(2) . . . . ?
C11 N1 C8 C9 -0.5(4) . . . . ?
C11 N1 C14 O3 51.0(5) . . . . ?
C11 N1 C14 C13 177.3(4) . . . . ?
C11 N1 C14 C15 -66.2(5) . . . . ?
C11 C10 C16 O1 0.3(6) . . . . ?
C11 C10 C16 O2 -178.3(3) . . . . ?
C12 N2 C1 C2 179.6(3) . . . . ?
C12 N2 C1 C6 -1.0(5) . . . . ?
C12 C13 C14 O3 -52.3(4) . . . . ?
C12 C13 C14 N1 -174.3(3) . . . . ?
C12 C13 C14 C15 72.8(4) . . . . ?
C13 C7 C8 N1 1.0(3) . . . . ?
C13 C7 C8 C9 -176.1(4) . . . . ?
C13 C14 C15 F1 -69.0(4) . . . . ?
C13 C14 C15 F2 53.3(4) . . . . ?
C13 C14 C15 F3 172.8(3) . . . . ?
C14 N1 C8 C7 1.7(3) . . . . ?
C14 N1 C8 C9 -180.0(3) . . . . ?
C14 N1 C11 C10 179.4(3) . . . . ?
C16 C10 C11 N1 180.0(3) . . . . ?
C17 O2 C16 O1 -1.1(6) . . . . ?
C17 O2 C16 C10 177.5(3) . . . . ?
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 -0.574 0.000 -0.872 297.7 89.4 ?
