#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/38/7153805.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_7153805
loop_
_publ_author_name
'King, Frank D.'
'Aliev, Abil'
'Caddick, Stephen'
'Tocher, Derek'
_publ_section_title
;
 Cyclisation reactions of N-cinnamoyl-9-aminoanthracenes.
;
_journal_issue                   20
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              3211
_journal_page_last               3221
_journal_paper_doi               10.1039/c4ob00411f
_journal_volume                  12
_journal_year                    2014
_chemical_formula_moiety         'C25 H21 N O, 1.67(C2.1)'
_chemical_formula_sum            'C28.5 H21 N O'
_chemical_formula_weight         393.46
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2014-01-31
_audit_creation_method
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_cell_angle_alpha                93.732(3)
_cell_angle_beta                 95.624(3)
_cell_angle_gamma                115.839(4)
_cell_formula_units_Z            2
_cell_length_a                   8.9866(3)
_cell_length_b                   9.1620(3)
_cell_length_c                   13.9462(5)
_cell_measurement_reflns_used    10379
_cell_measurement_temperature    150
_cell_measurement_theta_max      73.8870
_cell_measurement_theta_min      5.3830
_cell_volume                     1021.01(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 5.2031
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_details
;
  1 omega -112.00  -58.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.5651  -57.0000   60.0000 54

  2 omega  -84.00  -49.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.5651  -77.0000  -60.0000 35

  3 omega  -50.00   -8.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.5651  -77.0000   90.0000 42

  4 omega  -36.00   -8.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.5651  -77.0000  -60.0000 28

  5 omega  -95.00  -20.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.5651  125.0000 -120.0000 75

  6 omega -115.00  -89.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.5651  -77.0000  -60.0000 26

  7 omega  -81.00  -15.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.5651  -57.0000 -180.0000 66

  8 omega -111.00  -86.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.5651  -57.0000 -180.0000 25

  9 omega  -52.00  -12.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.5651  -57.0000   60.0000 40

 10 omega   29.00   74.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.5651 -125.0000 -180.0000 45

 11 omega    2.00   27.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.5651   92.0000 -144.5221 25

 12 omega -139.00  -74.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000  -77.0000   30.0000 65

 13 omega  -55.00  -29.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000  -76.0000  -17.6180 26

 14 omega -139.00  -79.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000  -77.0000  150.0000 60

 15 omega  -53.00  -28.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000  -76.0000  -59.8136 25

 16 omega  -59.00  -28.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000  -77.0000   30.0000 31

 17 omega -135.00  -74.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000 -125.0000  -90.0000 61

 18 omega  -62.00  -28.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000  -77.0000 -150.0000 34

 19 omega  -54.00  -28.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000  -77.0000  -90.0000 26

 20 omega -129.00 -104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000  -77.0000 -150.0000 25

 21 omega  -63.00  -28.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000  -77.0000  150.0000 35

 22 omega  -58.00  -29.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000  -75.0000   66.5360 29

 23 omega  -53.00  -28.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000  -77.0000   90.0000 25

 24 omega -138.00 -103.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000  -75.0000   66.5360 35

 25 omega  -56.00  -29.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000  -77.0000 -120.0000 27

 26 omega -124.00  -98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000  -76.0000  -59.8136 26

 27 omega -138.00 -101.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000  -76.0000  -17.6180 37

 28 omega   81.00  145.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   61.0000  120.0000 64

 29 omega   79.00  152.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   61.0000  150.0000 73

 30 omega   75.00  101.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   77.0000 -120.0000 26

 31 omega  110.00  171.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713  125.0000  -30.0000 61

 32 omega   34.00   97.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713  -45.0000  -90.0000 63

 33 omega   75.00  101.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   77.0000   60.0000 26

 34 omega   79.00  156.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   61.0000 -120.0000 77

 35 omega   75.00  145.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   77.0000  -90.0000 70

 36 omega   78.00  176.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   61.0000   60.0000 98

 37 omega   78.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   61.0000 -150.0000 26

 38 omega   75.00  127.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   77.0000 -150.0000 52

 39 omega   27.00  110.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713  -95.0000  150.0000 83

 40 omega  108.00  135.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   77.0000  -30.0000 27

 41 omega   25.00  109.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713  -95.0000  -90.0000 84

 42 omega   76.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   77.0000  -30.0000 28

 43 omega   76.00  177.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   77.0000  -60.0000 101

 44 omega   76.00  163.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   77.0000    0.0000 87

 45 omega   78.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   61.0000  -30.0000 27

 46 omega   75.00  101.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   77.0000  120.0000 26

 47 omega   78.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   61.0000   90.0000 27

 48 omega   76.00  102.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   77.0000  150.0000 26

 49 omega   79.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   61.0000  -90.0000 25

 50 omega   77.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   77.0000   90.0000 27

 51 omega  126.00  152.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   77.0000   30.0000 26

 52 omega   75.00  100.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   77.0000   30.0000 25

 53 omega   26.00  110.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713  -95.0000   30.0000 84

 54 omega   34.00   84.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713  -45.0000   30.0000 50

 55 omega   75.00  165.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   77.0000 -180.0000 90

 56 omega   76.00  102.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3713   72.0000  -67.8892 26
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0766559000
_diffrn_orient_matrix_UB_12      -0.1797133000
_diffrn_orient_matrix_UB_13      -0.0451474000
_diffrn_orient_matrix_UB_21      0.1560552000
_diffrn_orient_matrix_UB_22      -0.0135607000
_diffrn_orient_matrix_UB_23      0.0455547000
_diffrn_orient_matrix_UB_31      -0.0823599000
_diffrn_orient_matrix_UB_32      -0.0541897000
_diffrn_orient_matrix_UB_33      0.0915877000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15767
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.144
_diffrn_reflns_theta_min         5.404
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.598
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_description       plate
_exptl_crystal_F_000             414
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.620
_refine_diff_density_min         -0.568
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         4025
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0585
_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)+(0.0857P)²+0.7310P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1585
_refine_ls_wR_factor_ref         0.1632
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3665
_reflns_number_total             4025
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4ob00411f3.cif
_cod_data_source_block           xstr0122
_cod_original_cell_volume        1021.00(7)
_cod_original_formula_sum        'C28.50 H21 N O'
_cod_database_code               7153805
#BEGIN Tags that were not found in dictionaries:
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C28.5 H24 N1 O1'
_chemical_oxdiff_usercomment     'FK 15/54'
_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.
;
_reflns_odcompleteness_completeness 99.48
_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 C(H,H) groups, All N(H) groups
2. Others
 Fixed Sof: C31(0.6) C32(0.6) C33(0.6) C34(0.3) C41(0.4) C42(0.4) C43(0.4)
 C44(0.2)
3.a Ternary CH refined with riding coordinates:
 C11(H11), C18(H18), C19(H19)
3.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C6(H6), C7(H7), C8(H8), C9(H9), C13(H13), C14(H14), C15(H15),
 C16(H16), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25)
;
#END Tags that were not found in dictionaries
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.5113(2) 0.03055(18) 0.37422(10) 0.0387(4) Uani 1 1 d . . . .
N1 N 0.3990(2) 0.1430(2) 0.47567(11) 0.0339(4) Uani 1 1 d . . . .
H1 H 0.4342 0.1056 0.5232 0.041 Uiso 1 1 calc R . . .
C1 C 0.4460(2) 0.1225(2) 0.38924(13) 0.0284(4) Uani 1 1 d . . . .
C2 C 0.2944(2) 0.2225(2) 0.49707(13) 0.0298(4) Uani 1 1 d . . . .
H2A H 0.3346 0.2824 0.5616 0.036 Uiso 1 1 calc R . . .
H2B H 0.1812 0.1393 0.4972 0.036 Uiso 1 1 calc R . . .
C3 C 0.2919(2) 0.3395(2) 0.42479(12) 0.0242(4) Uani 1 1 d . . . .
H3A H 0.3921 0.4422 0.4413 0.029 Uiso 1 1 calc R . . .
H3B H 0.1967 0.3615 0.4305 0.029 Uiso 1 1 calc R . . .
C4 C 0.28224(19) 0.27399(19) 0.31977(11) 0.0198(3) Uani 1 1 d . . . .
C5 C 0.1203(2) 0.12487(19) 0.27676(12) 0.0207(3) Uani 1 1 d . . . .
C6 C -0.0243(2) 0.0540(2) 0.31879(13) 0.0272(4) Uani 1 1 d . . . .
H6 H -0.0282 0.0944 0.3809 0.033 Uiso 1 1 calc R . . .
C7 C -0.1641(2) -0.0782(2) 0.26750(14) 0.0317(4) Uani 1 1 d . . . .
H7 H -0.2621 -0.1242 0.2951 0.038 Uiso 1 1 calc R . . .
C8 C -0.1583(2) -0.1414(2) 0.17619(14) 0.0291(4) Uani 1 1 d . . . .
H8 H -0.2509 -0.2324 0.1436 0.035 Uiso 1 1 calc R . . .
C9 C -0.0140(2) -0.0692(2) 0.13245(13) 0.0244(4) Uani 1 1 d . . . .
H9 H -0.0101 -0.1115 0.0708 0.029 Uiso 1 1 calc R . . .
C10 C 0.1233(2) 0.06593(19) 0.18181(12) 0.0202(3) Uani 1 1 d . . . .
C11 C 0.28259(19) 0.16650(19) 0.14169(11) 0.0189(3) Uani 1 1 d . . . .
H11 H 0.2774 0.1272 0.0738 0.023 Uiso 1 1 calc R . . .
C12 C 0.31050(18) 0.34234(19) 0.15361(11) 0.0177(3) Uani 1 1 d . . . .
C13 C 0.34097(19) 0.4450(2) 0.08178(12) 0.0213(3) Uani 1 1 d . . . .
H13 H 0.3419 0.4063 0.0186 0.026 Uiso 1 1 calc R . . .
C14 C 0.3703(2) 0.6067(2) 0.10448(13) 0.0257(4) Uani 1 1 d . . . .
H14 H 0.3907 0.6760 0.0564 0.031 Uiso 1 1 calc R . . .
C15 C 0.3691(2) 0.6640(2) 0.19868(14) 0.0272(4) Uani 1 1 d . . . .
H15 H 0.3888 0.7718 0.2136 0.033 Uiso 1 1 calc R . . .
C16 C 0.3385(2) 0.5608(2) 0.27147(13) 0.0234(4) Uani 1 1 d . . . .
H16 H 0.3375 0.5997 0.3346 0.028 Uiso 1 1 calc R . . .
C17 C 0.30954(18) 0.40032(19) 0.24905(11) 0.0184(3) Uani 1 1 d . . . .
C18 C 0.4304(2) 0.2283(2) 0.31296(11) 0.0205(3) Uani 1 1 d . . . .
H18 H 0.5328 0.3315 0.3262 0.025 Uiso 1 1 calc R . . .
C19 C 0.4266(2) 0.15509(19) 0.20879(12) 0.0198(3) Uani 1 1 d . . . .
H19 H 0.3965 0.0389 0.2106 0.024 Uiso 1 1 calc R . . .
C20 C 0.5920(2) 0.2312(2) 0.16924(12) 0.0212(3) Uani 1 1 d . . . .
C21 C 0.6487(2) 0.1293(2) 0.12368(15) 0.0311(4) Uani 1 1 d . . . .
H21 H 0.5844 0.0167 0.1177 0.037 Uiso 1 1 calc R . . .
C22 C 0.7992(3) 0.1929(3) 0.08716(17) 0.0400(5) Uani 1 1 d . . . .
H22 H 0.8351 0.1226 0.0572 0.048 Uiso 1 1 calc R . . .
C23 C 0.8969(2) 0.3601(3) 0.09478(15) 0.0352(5) Uani 1 1 d . . . .
H23 H 0.9987 0.4024 0.0710 0.042 Uiso 1 1 calc R . . .
C24 C 0.8412(2) 0.4631(2) 0.13812(14) 0.0300(4) Uani 1 1 d . . . .
H24 H 0.9051 0.5757 0.1427 0.036 Uiso 1 1 calc R . . .
C25 C 0.6896(2) 0.3994(2) 0.17511(13) 0.0258(4) Uani 1 1 d . . . .
H25 H 0.6533 0.4701 0.2040 0.031 Uiso 1 1 calc R . . .
C31 C 0.0947(5) 0.5808(6) 0.5747(3) 0.0389(10) Uiso 0.6 1 d . P A 1
C32 C 0.0037(7) 0.5807(6) 0.4079(4) 0.0589(12) Uiso 0.6 1 d . P A 1
C33 C 0.1141(9) 0.6690(9) 0.5012(6) 0.0797(17) Uiso 0.6 1 d . P A 1
C34 C 0.1117(13) 0.7332(12) 0.4400(8) 0.062(2) Uiso 0.3 1 d . P A 1
C41 C 0.0459(9) 0.5958(8) 0.4534(6) 0.0464(14) Uiso 0.4 1 d . P B 2
C42 C 0.1348(10) 0.6775(10) 0.5470(7) 0.0565(18) Uiso 0.4 1 d . P B 2
C43 C 0.0699(9) 0.5417(9) 0.5983(5) 0.0434(17) Uiso 0.4 1 d . P B 2
C44 C 0.0607(14) 0.6987(13) 0.3557(8) 0.040(2) Uiso 0.2 1 d . P B 2
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'
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
C1 N1 C2 126.57(15) . .
O1 C1 N1 121.62(16) . .
O1 C1 C18 120.74(16) . .
N1 C1 C18 117.41(15) . .
N1 C2 C3 113.38(15) . .
C2 C3 C4 113.30(14) . .
C3 C4 C5 116.10(14) . .
C3 C4 C18 108.36(13) . .
C5 C4 C18 108.01(13) . .
C17 C4 C3 113.71(13) . .
C17 C4 C5 105.84(12) . .
C17 C4 C18 104.04(12) . .
C6 C5 C4 127.07(15) . .
C6 C5 C10 119.73(15) . .
C10 C5 C4 113.06(14) . .
C5 C6 C7 119.66(16) . .
C8 C7 C6 120.58(17) . .
C7 C8 C9 120.22(16) . .
C10 C9 C8 119.38(16) . .
C5 C10 C11 113.75(14) . .
C9 C10 C5 120.29(15) . .
C9 C10 C11 125.92(15) . .
C10 C11 C12 107.39(13) . .
C10 C11 C19 106.13(12) . .
C12 C11 C19 107.84(12) . .
C13 C12 C11 126.21(15) . .
C13 C12 C17 120.31(14) . .
C17 C12 C11 113.45(13) . .
C12 C13 C14 119.75(16) . .
C15 C14 C13 119.98(15) . .
C14 C15 C16 120.49(15) . .
C17 C16 C15 119.59(16) . .
C12 C17 C4 113.48(13) . .
C16 C17 C4 126.58(15) . .
C16 C17 C12 119.89(15) . .
C1 C18 C4 113.83(14) . .
C1 C18 C19 112.32(13) . .
C19 C18 C4 111.74(12) . .
C18 C19 C11 107.69(12) . .
C20 C19 C11 112.12(13) . .
C20 C19 C18 114.56(13) . .
C21 C20 C19 118.92(15) . .
C21 C20 C25 117.95(16) . .
C25 C20 C19 123.13(15) . .
C22 C21 C20 121.08(17) . .
C21 C22 C23 120.58(18) . .
C24 C23 C22 119.17(17) . .
C23 C24 C25 120.36(17) . .
C20 C25 C24 120.84(17) . .
C33 C31 C32 137.7(5) . 2_566
C31 C32 C33 106.7(5) 2_566 .
C34 C32 C31 150.4(7) . 2_566
C34 C32 C33 44.1(5) . .
C31 C33 C32 115.5(6) . .
C34 C33 C31 172.2(9) . .
C34 C33 C32 59.2(7) . .
C33 C34 C32 76.7(8) . .
C42 C41 C44 121.4(7) . .
C43 C41 C42 147.2(7) 2_566 .
C43 C41 C44 91.0(8) 2_566 .
C43 C42 C41 97.2(6) . .
C41 C43 C42 115.4(7) 2_566 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.237(2) .
N1 C1 1.344(2) .
N1 C2 1.458(3) .
C1 C18 1.521(2) .
C2 C3 1.524(2) .
C3 C4 1.526(2) .
C4 C5 1.527(2) .
C4 C17 1.524(2) .
C4 C18 1.570(2) .
C5 C6 1.385(2) .
C5 C10 1.404(2) .
C6 C7 1.393(3) .
C7 C8 1.379(3) .
C8 C9 1.397(3) .
C9 C10 1.386(2) .
C10 C11 1.512(2) .
C11 C12 1.514(2) .
C11 C19 1.567(2) .
C12 C13 1.384(2) .
C12 C17 1.403(2) .
C13 C14 1.395(2) .
C14 C15 1.385(3) .
C15 C16 1.397(2) .
C16 C17 1.385(2) .
C18 C19 1.551(2) .
C19 C20 1.518(2) .
C20 C21 1.392(2) .
C20 C25 1.394(2) .
C21 C22 1.384(3) .
C22 C23 1.385(3) .
C23 C24 1.380(3) .
C24 C25 1.395(3) .
C31 C32 1.407(7) 2_566
C31 C33 1.325(9) .
C32 C31 1.407(7) 2_566
C32 C33 1.497(9) .
C32 C34 1.321(11) .
C33 C34 1.071(12) .
C41 C42 1.431(11) .
C41 C43 1.335(10) 2_566
C41 C44 1.691(13) .
C42 C43 1.402(11) .
C43 C41 1.335(10) 2_566
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_4
O1 C1 C18 C4 153.95(17) . .
O1 C1 C18 C19 25.7(2) . .
N1 C1 C18 C4 -31.4(2) . .
N1 C1 C18 C19 -159.68(16) . .
N1 C2 C3 C4 41.2(2) . .
C1 N1 C2 C3 -22.1(3) . .
C1 C18 C19 C11 134.57(14) . .
C1 C18 C19 C20 -99.95(16) . .
C2 N1 C1 O1 -167.80(18) . .
C2 N1 C1 C18 17.6(3) . .
C2 C3 C4 C5 66.71(19) . .
C2 C3 C4 C17 -170.11(14) . .
C2 C3 C4 C18 -54.97(18) . .
C3 C4 C5 C6 7.5(2) . .
C3 C4 C5 C10 -176.85(13) . .
C3 C4 C17 C12 176.39(13) . .
C3 C4 C17 C16 -1.0(2) . .
C3 C4 C18 C1 49.63(18) . .
C3 C4 C18 C19 178.17(13) . .
C4 C5 C6 C7 177.21(16) . .
C4 C5 C10 C9 179.84(14) . .
C4 C5 C10 C11 -2.33(19) . .
C4 C18 C19 C11 5.23(17) . .
C4 C18 C19 C20 130.71(14) . .
C5 C4 C17 C12 -55.00(17) . .
C5 C4 C17 C16 127.64(16) . .
C5 C4 C18 C1 -76.90(17) . .
C5 C4 C18 C19 51.64(17) . .
C5 C6 C7 C8 1.5(3) . .
C5 C10 C11 C12 -52.82(17) . .
C5 C10 C11 C19 62.33(16) . .
C6 C5 C10 C9 -4.2(2) . .
C6 C5 C10 C11 173.66(14) . .
C6 C7 C8 C9 -2.6(3) . .
C7 C8 C9 C10 0.2(3) . .
C8 C9 C10 C5 3.1(2) . .
C8 C9 C10 C11 -174.43(15) . .
C9 C10 C11 C12 124.87(17) . .
C9 C10 C11 C19 -119.99(17) . .
C10 C5 C6 C7 1.8(3) . .
C10 C11 C12 C13 -128.51(16) . .
C10 C11 C12 C17 53.84(16) . .
C10 C11 C19 C18 -60.98(15) . .
C10 C11 C19 C20 172.10(13) . .
C11 C12 C13 C14 -177.70(14) . .
C11 C12 C17 C4 0.54(18) . .
C11 C12 C17 C16 178.10(14) . .
C11 C19 C20 C21 -103.16(18) . .
C11 C19 C20 C25 75.95(19) . .
C12 C11 C19 C18 53.85(16) . .
C12 C11 C19 C20 -73.06(16) . .
C12 C13 C14 C15 0.1(2) . .
C13 C12 C17 C4 -177.27(13) . .
C13 C12 C17 C16 0.3(2) . .
C13 C14 C15 C16 -0.1(3) . .
C14 C15 C16 C17 0.2(3) . .
C15 C16 C17 C4 176.94(15) . .
C15 C16 C17 C12 -0.3(2) . .
C17 C4 C5 C6 -119.67(18) . .
C17 C4 C5 C10 55.96(17) . .
C17 C4 C18 C1 170.94(13) . .
C17 C4 C18 C19 -60.51(16) . .
C17 C12 C13 C14 -0.2(2) . .
C18 C4 C5 C6 129.39(17) . .
C18 C4 C5 C10 -54.98(17) . .
C18 C4 C17 C12 58.72(16) . .
C18 C4 C17 C16 -118.65(17) . .
C18 C19 C20 C21 133.72(16) . .
C18 C19 C20 C25 -47.2(2) . .
C19 C11 C12 C13 117.50(16) . .
C19 C11 C12 C17 -60.16(17) . .
C19 C20 C21 C22 -179.47(17) . .
C19 C20 C25 C24 179.60(15) . .
C20 C21 C22 C23 -0.3(3) . .
C21 C20 C25 C24 -1.3(3) . .
C21 C22 C23 C24 -0.9(3) . .
C22 C23 C24 C25 1.0(3) . .
C23 C24 C25 C20 0.1(3) . .
C25 C20 C21 C22 1.4(3) . .
C31 C32 C33 C31 -0.4(7) 2_566 .
C31 C32 C33 C34 -173.9(8) 2_566 .
C31 C32 C34 C33 11.8(15) 2_566 .
C32 C31 C33 C32 0.6(10) 2_566 .
C34 C32 C33 C31 173.5(10) . .
C41 C42 C43 C41 -3.5(9) . 2_566
C43 C41 C42 C43 5.9(14) 2_566 .
C44 C41 C42 C43 176.2(7) . .
