#------------------------------------------------------------------------------
#$Date: 2022-04-04 00:51:37 +0300 (Mon, 04 Apr 2022) $
#$Revision: 274283 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/00/40/4004076.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_4004076
loop_
_publ_author_name
'Xue, Jie'
'Wang, Ziyu'
'Comstock, Andrew'
'Wang, Zhiyu'
'Sung, Herman H. Y.'
'Williams, Ian D.'
'Sun, Dali'
'Liu, Junwei'
'Lu, Haipeng'
_publ_section_title
;
 Chemical Control of Magnetic Ordering in Hybrid Fe--Cl Layered Double
 Perovskites
;
_journal_issue                   6
_journal_name_full               'Chemistry of Materials'
_journal_page_first              2813
_journal_page_last               2823
_journal_paper_doi               10.1021/acs.chemmater.2c00163
_journal_volume                  34
_journal_year                    2022
_chemical_formula_moiety         'Cl8 Fe Na, 4(C8 H12 N)'
_chemical_formula_sum            'C32 H48 Cl8 Fe N4 Na'
_chemical_formula_weight         851.18
_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   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2021-07-12
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2021.06.29 svn.r12e2184c for OlexSys, GUI svn.r6374)
;
_cell_angle_alpha                90
_cell_angle_beta                 90.6398(13)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.25334(10)
_cell_length_b                   39.2496(6)
_cell_length_c                   7.18736(10)
_cell_measurement_reflns_used    6511
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      76.7210
_cell_measurement_theta_min      6.2560
_cell_volume                     2046.05(5)
_computing_cell_refinement       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution
'olex2.solve 1.5-alpha (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1788
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω     41.00 107.00   0.50    4.00    --  113.00-111.00 -30.00  132
  2  ω     11.00 107.00   0.50    2.00    --   39.95  57.00 -90.00  192
  3  ω    -20.00  74.00   0.50    2.00    --   39.95 -77.00 120.00  188
  4  ω     16.00 116.00   0.50    2.00    --   39.95  37.00  30.00  200
  5  ω     48.00  98.00   0.50    2.00    --   39.95-126.00  53.00  100
  6  ω     61.00 146.00   0.50    4.00    --  113.00 178.00 -30.00  170
  7  ω     35.00 144.00   0.50    4.00    --  113.00 -30.00  60.00  218
  8  ω    143.00 178.00   0.50    4.00    --  113.00 111.00 -60.00   70
  9  ω     86.00 172.00   0.50    4.00    --  113.00  45.00  90.00  172
 10  ω     37.00 139.00   0.50    4.00    --  113.00 -30.00 -90.00  204
 11  ω    106.00 132.00   0.50    4.00    --  113.00 111.00 -60.00   52
 12  ω     66.00 145.00   0.50    4.00    --  113.00 178.00   0.00  158
 13  ω     38.00 104.00   0.50    4.00    --  113.00-111.00 120.00  132
 14  ω     70.00 138.00   0.50    4.00    --  113.00 -77.00 -60.00  136
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0274564000
_diffrn_orient_matrix_UB_12      -0.0018225000
_diffrn_orient_matrix_UB_13      0.2126408000
_diffrn_orient_matrix_UB_21      -0.0129753000
_diffrn_orient_matrix_UB_22      0.0391234000
_diffrn_orient_matrix_UB_23      0.0115026000
_diffrn_orient_matrix_UB_31      -0.2101772000
_diffrn_orient_matrix_UB_32      -0.0026330000
_diffrn_orient_matrix_UB_33      0.0247135000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       47
_diffrn_reflns_limit_k_min       -49
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            12363
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.806
_diffrn_reflns_theta_min         6.102
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           0.80
_diffrn_source_power             0.040
_diffrn_source_target            Cu
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    8.080
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37590
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.69a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_description       plate
_exptl_crystal_F_000             882
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.516
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         4208
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0446
_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)+(0.0628P)²+2.8842P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1184
_refine_ls_wR_factor_ref         0.1231
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3891
_reflns_number_total             4208
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cm2c00163_si_005.cif
_cod_data_source_block           xuejie15c_173k
_cod_database_code               4004076
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'Fe Na Cl8 N4 C32 H48 '
_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   0.794
_shelx_estimated_absorpt_t_min   0.237
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1D,H1E), C2(H2A,H2B), C11(H11A,H11B), C12(H12A,H12B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18)
2.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), N2(H2C,H2D,H2E)
;
_olex2_date_sample_data_collection 2021-07-07
_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 1.892
_oxdiff_exptl_absorpt_empirical_full_min 0.648
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
Fe1 Fe 0.5000 0.5000 1.0000 0.01554(15) Uani 1 2 d S . P A 1
Cl1 Cl 0.24622(9) 0.49400(2) 0.79113(9) 0.02436(17) Uani 1 1 d . . . A 1
Cl2 Cl 0.29141(9) 0.50615(2) 1.25277(9) 0.02330(16) Uani 1 1 d . . . A 1
Cl3 Cl 0.50823(9) 0.43952(2) 1.04177(9) 0.02397(16) Uani 1 1 d . . . A 1
Cl4 Cl 0.01493(9) 0.43136(2) 0.45928(10) 0.02803(17) Uani 1 1 d . . . . .
Na1 Na 0.0000 0.5000 0.5000 0.0202(3) Uani 1 2 d S . P . .
N1 N 0.4625(4) 0.43916(6) 0.4982(3) 0.0275(5) Uani 1 1 d . . . . .
H1A H 0.4895 0.4433 0.3770 0.033 Uiso 1 1 calc R U . . .
H1B H 0.5198 0.4549 0.5717 0.033 Uiso 1 1 calc R U . . .
H1C H 0.3384 0.4405 0.5141 0.033 Uiso 1 1 calc R U . . .
C1 C 0.5277(4) 0.40436(8) 0.5504(4) 0.0291(6) Uani 1 1 d . . . . .
H1D H 0.5111 0.4007 0.6855 0.035 Uiso 1 1 calc R U . . .
H1E H 0.6606 0.4021 0.5229 0.035 Uiso 1 1 calc R U . . .
C2 C 0.4190(5) 0.37780(8) 0.4417(5) 0.0382(8) Uani 1 1 d . . . . .
H2A H 0.2876 0.3793 0.4765 0.046 Uiso 1 1 calc R U . . .
H2B H 0.4275 0.3829 0.3072 0.046 Uiso 1 1 calc R U . . .
C3 C 0.4865(4) 0.34201(8) 0.4758(5) 0.0307(7) Uani 1 1 d . . . . .
C4 C 0.4138(5) 0.32151(9) 0.6140(5) 0.0372(7) Uani 1 1 d . . . . .
H4 H 0.3224 0.3305 0.6940 0.045 Uiso 1 1 calc R U . . .
C5 C 0.4725(5) 0.28830(10) 0.6369(6) 0.0454(9) Uani 1 1 d . . . . .
H5 H 0.4209 0.2746 0.7320 0.055 Uiso 1 1 calc R U . . .
C6 C 0.6056(5) 0.27495(9) 0.5225(6) 0.0434(9) Uani 1 1 d . . . . .
H6 H 0.6443 0.2520 0.5367 0.052 Uiso 1 1 calc R U . . .
C7 C 0.6812(5) 0.29514(10) 0.3885(6) 0.0467(9) Uani 1 1 d . . . . .
H7 H 0.7753 0.2863 0.3113 0.056 Uiso 1 1 calc R U . . .
C8 C 0.6220(5) 0.32814(9) 0.3646(5) 0.0417(8) Uani 1 1 d . . . . .
H8 H 0.6751 0.3417 0.2699 0.050 Uiso 1 1 calc R U . . .
N2 N 0.9859(3) 0.44070(6) 1.0195(3) 0.0276(5) Uani 1 1 d . . . . .
H2C H 1.0681 0.4562 0.9756 0.033 Uiso 1 1 calc R U . . .
H2D H 0.9841 0.4417 1.1459 0.033 Uiso 1 1 calc R U . . .
H2E H 0.8715 0.4455 0.9732 0.033 Uiso 1 1 calc R U . . .
C11 C 1.0413(4) 0.40573(7) 0.9598(4) 0.0259(6) Uani 1 1 d . . . . .
H11A H 1.1644 0.4002 1.0126 0.031 Uiso 1 1 calc R U . . .
H11B H 1.0495 0.4049 0.8225 0.031 Uiso 1 1 calc R U . . .
C12 C 0.9019(4) 0.37961(8) 1.0254(5) 0.0337(7) Uani 1 1 d . . . . .
H12A H 0.8727 0.3840 1.1574 0.040 Uiso 1 1 calc R U . . .
H12B H 0.7865 0.3821 0.9516 0.040 Uiso 1 1 calc R U . . .
C13 C 0.9733(4) 0.34368(8) 1.0056(4) 0.0285(6) Uani 1 1 d . . . . .
C14 C 1.1006(5) 0.33083(9) 1.1336(5) 0.0406(8) Uani 1 1 d . . . . .
H14 H 1.1425 0.3450 1.2323 0.049 Uiso 1 1 calc R U . . .
C15 C 1.1675(5) 0.29806(10) 1.1212(6) 0.0472(9) Uani 1 1 d . . . . .
H15 H 1.2555 0.2900 1.2095 0.057 Uiso 1 1 calc R U . . .
C16 C 1.1057(5) 0.27704(8) 0.9796(6) 0.0425(8) Uani 1 1 d . . . . .
H16 H 1.1502 0.2544 0.9705 0.051 Uiso 1 1 calc R U . . .
C17 C 0.9795(5) 0.28911(9) 0.8519(6) 0.0426(8) Uani 1 1 d . . . . .
H17 H 0.9364 0.2746 0.7549 0.051 Uiso 1 1 calc R U . . .
C18 C 0.9142(5) 0.32229(8) 0.8635(5) 0.0360(7) Uani 1 1 d . . . . .
H18 H 0.8283 0.3304 0.7732 0.043 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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 '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'
Na Na 0.1353 0.1239 '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
Cl1 Fe1 Cl1 180.00(2) 3_667 . ?
Cl1 Fe1 Cl2 90.13(2) . 3_667 ?
Cl1 Fe1 Cl2 89.87(2) . . ?
Cl1 Fe1 Cl2 89.87(2) 3_667 3_667 ?
Cl1 Fe1 Cl2 90.13(2) 3_667 . ?
Cl1 Fe1 Cl3 89.95(2) 3_667 3_667 ?
Cl1 Fe1 Cl3 89.95(2) . . ?
Cl1 Fe1 Cl3 90.05(2) . 3_667 ?
Cl1 Fe1 Cl3 90.05(2) 3_667 . ?
Cl2 Fe1 Cl2 180.0 3_667 . ?
Cl2 Fe1 Cl3 91.14(2) . . ?
Cl2 Fe1 Cl3 88.86(2) . 3_667 ?
Cl2 Fe1 Cl3 91.14(2) 3_667 3_667 ?
Cl2 Fe1 Cl3 88.86(2) 3_667 . ?
Cl3 Fe1 Cl3 180.0 3_667 . ?
Fe1 Cl1 Na1 165.13(3) . . ?
Fe1 Cl2 Na1 165.29(3) . 1_556 ?
Cl1 Na1 Cl1 179.997(18) . 3_566 ?
Cl1 Na1 Cl2 89.896(19) 3_566 1_554 ?
Cl1 Na1 Cl2 90.104(19) 3_566 3_567 ?
Cl1 Na1 Cl2 89.895(19) . 3_567 ?
Cl1 Na1 Cl2 90.105(19) . 1_554 ?
Cl2 Na1 Cl2 180.00(3) 1_554 3_567 ?
Cl4 Na1 Cl1 91.68(2) 3_566 . ?
Cl4 Na1 Cl1 91.68(2) . 3_566 ?
Cl4 Na1 Cl1 88.32(2) 3_566 3_566 ?
Cl4 Na1 Cl1 88.32(2) . . ?
Cl4 Na1 Cl2 90.82(2) 3_566 1_554 ?
Cl4 Na1 Cl2 89.18(2) . 1_554 ?
Cl4 Na1 Cl2 90.82(2) . 3_567 ?
Cl4 Na1 Cl2 89.18(2) 3_566 3_567 ?
Cl4 Na1 Cl4 180.00(3) . 3_566 ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C1 N1 H1A 109.5 . . ?
C1 N1 H1B 109.5 . . ?
C1 N1 H1C 109.5 . . ?
N1 C1 H1D 109.7 . . ?
N1 C1 H1E 109.7 . . ?
N1 C1 C2 109.8(2) . . ?
H1D C1 H1E 108.2 . . ?
C2 C1 H1D 109.7 . . ?
C2 C1 H1E 109.7 . . ?
C1 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
C3 C2 C1 113.0(3) . . ?
C3 C2 H2A 109.0 . . ?
C3 C2 H2B 109.0 . . ?
C4 C3 C2 122.1(3) . . ?
C8 C3 C2 120.3(3) . . ?
C8 C3 C4 117.6(3) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 C3 120.9(3) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.3(3) . . ?
C6 C5 H5 119.8 . . ?
C5 C6 H6 120.4 . . ?
C7 C6 C5 119.3(3) . . ?
C7 C6 H6 120.4 . . ?
C6 C7 H7 119.8 . . ?
C6 C7 C8 120.4(3) . . ?
C8 C7 H7 119.8 . . ?
C3 C8 H8 119.3 . . ?
C7 C8 C3 121.4(3) . . ?
C7 C8 H8 119.3 . . ?
H2C N2 H2D 109.5 . . ?
H2C N2 H2E 109.5 . . ?
H2D N2 H2E 109.5 . . ?
C11 N2 H2C 109.5 . . ?
C11 N2 H2D 109.5 . . ?
C11 N2 H2E 109.5 . . ?
N2 C11 H11A 109.6 . . ?
N2 C11 H11B 109.6 . . ?
N2 C11 C12 110.4(2) . . ?
H11A C11 H11B 108.1 . . ?
C12 C11 H11A 109.6 . . ?
C12 C11 H11B 109.6 . . ?
C11 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 107.9 . . ?
C13 C12 C11 111.8(3) . . ?
C13 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
C14 C13 C12 120.2(3) . . ?
C18 C13 C12 122.1(3) . . ?
C18 C13 C14 117.7(3) . . ?
C13 C14 H14 119.1 . . ?
C15 C14 C13 121.8(3) . . ?
C15 C14 H14 119.1 . . ?
C14 C15 H15 120.2 . . ?
C14 C15 C16 119.6(3) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.7(3) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.7 . . ?
C16 C17 C18 120.6(3) . . ?
C18 C17 H17 119.7 . . ?
C13 C18 C17 120.6(3) . . ?
C13 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
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
Fe1 Cl1 2.3740(6) 3_667 ?
Fe1 Cl1 2.3740(6) . ?
Fe1 Cl2 2.3894(6) 3_667 ?
Fe1 Cl2 2.3894(6) . ?
Fe1 Cl3 2.3934(6) 3_667 ?
Fe1 Cl3 2.3935(6) . ?
Cl1 Na1 2.7458(6) . ?
Cl2 Na1 2.7870(6) 1_556 ?
Cl4 Na1 2.7121(7) . ?
Na1 Cl1 2.7458(6) 3_566 ?
Na1 Cl2 2.7870(6) 3_567 ?
Na1 Cl2 2.7870(6) 1_554 ?
Na1 Cl4 2.7121(7) 3_566 ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C1 1.492(4) . ?
C1 H1D 0.9900 . ?
C1 H1E 0.9900 . ?
C1 C2 1.518(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.507(4) . ?
C3 C4 1.387(5) . ?
C3 C8 1.385(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.381(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.378(6) . ?
C6 H6 0.9500 . ?
C6 C7 1.367(6) . ?
C7 H7 0.9500 . ?
C7 C8 1.375(5) . ?
C8 H8 0.9500 . ?
N2 H2C 0.9100 . ?
N2 H2D 0.9100 . ?
N2 H2E 0.9100 . ?
N2 C11 1.494(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.519(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.510(4) . ?
C13 C14 1.390(5) . ?
C13 C18 1.386(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.378(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(6) . ?
C16 H16 0.9500 . ?
C16 C17 1.373(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.388(5) . ?
C18 H18 0.9500 . ?
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
N1 C1 C2 C3 175.6(3) . . . . ?
C1 C2 C3 C4 91.6(4) . . . . ?
C1 C2 C3 C8 -90.2(4) . . . . ?
C2 C3 C4 C5 177.1(3) . . . . ?
C2 C3 C8 C7 -177.6(3) . . . . ?
C3 C4 C5 C6 0.2(6) . . . . ?
C4 C3 C8 C7 0.7(5) . . . . ?
C4 C5 C6 C7 1.2(6) . . . . ?
C5 C6 C7 C8 -1.7(6) . . . . ?
C6 C7 C8 C3 0.7(6) . . . . ?
C8 C3 C4 C5 -1.2(5) . . . . ?
N2 C11 C12 C13 -167.4(3) . . . . ?
C11 C12 C13 C14 77.3(4) . . . . ?
C11 C12 C13 C18 -103.6(4) . . . . ?
C12 C13 C14 C15 179.3(3) . . . . ?
C12 C13 C18 C17 -178.5(3) . . . . ?
C13 C14 C15 C16 -0.8(6) . . . . ?
C14 C13 C18 C17 0.6(5) . . . . ?
C14 C15 C16 C17 0.5(6) . . . . ?
C15 C16 C17 C18 0.3(6) . . . . ?
C16 C17 C18 C13 -0.9(6) . . . . ?
C18 C13 C14 C15 0.2(5) . . . . ?
