#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:11:22 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180127 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/25/7102591.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_7102591
loop_
_publ_author_name
'Braga, Dario'
'Maini, Lucia'
_publ_section_title
;
 Solid-state versus solution preparation of two crystal forms of
 [HN(CH2CH2)3NH][OOC(CH2)COOH]2. Polymorphs or hydrogen bond isomers?
;
_journal_issue                   8
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              976
_journal_page_last               977
_journal_paper_doi               10.1039/b400901k
_journal_year                    2004
_chemical_formula_sum            'C12 H20 N2 O8'
_chemical_formula_weight         320.30
_chemical_name_systematic
;
?
;
_space_group_IT_number           53
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2 2bc'
_symmetry_space_group_name_H-M   'P n c m'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.946(2)
_cell_length_b                   12.144(2)
_cell_length_c                   6.584(1)
_cell_measurement_temperature    214(2)
_cell_volume                     715.3(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      214(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0191
_diffrn_reflns_av_sigmaI/netI    0.0184
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            1258
_diffrn_reflns_theta_full        24.96
_diffrn_reflns_theta_max         24.96
_diffrn_reflns_theta_min         3.36
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.865
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             340
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       0.052(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     76
_refine_ls_number_reflns         690
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0931
_refine_ls_R_factor_gt           0.0802
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1475P)²+0.7295P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2285
_refine_ls_wR_factor_ref         0.2428
_reflns_number_gt                540
_reflns_number_total             690
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b400901k.txt
_cod_data_source_block           new
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      Pncm
_cod_database_code               7102591
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x, -y+1/2, -z+1/2'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, y, -z'
'-x, y-1/2, z-1/2'
'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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
H100 H 0.1373 0.3396 0.0000 0.050 Uiso 1 2 d S
H300 H 0.6024 0.3185 0.0000 0.050 Uiso 1 2 d S
C1 C 0.6259(6) 0.1754(4) 0.0000 0.0586(14) Uani 1 2 d S
C2 C 0.4628(5) 0.1449(4) 0.0000 0.0509(13) Uani 1 2 d S
H2A H 0.4435 0.0997 0.1187 0.061 Uiso 0.50 1 calc PR
H2B H 0.4435 0.0997 -0.1187 0.061 Uiso 0.50 1 calc PR
C3 C 0.3520(5) 0.2391(4) 0.0000 0.0516(13) Uani 1 2 d S
O1 O 0.2168(4) 0.2173(3) 0.0000 0.0612(12) Uani 1 2 d S
O2 O 0.4004(5) 0.3360(3) 0.0000 0.0731(14) Uani 1 2 d S
O3 O 0.6588(5) 0.2787(3) 0.0000 0.0856(16) Uani 1 2 d S
O4 O 0.7210(4) 0.1062(4) 0.0000 0.0863(16) Uani 1 2 d S
C9 C 0.039(2) 0.4432(12) 0.203(2) 0.053(3) Uiso 0.25 1 d P
C8 C -0.0640(17) 0.3875(12) 0.122(3) 0.052(4) Uiso 0.25 1 d P
C10 C 0.1668(13) 0.5071(10) -0.109(2) 0.038(3) Uiso 0.25 1 d P
C4 C -0.0777(18) 0.3816(13) 0.0000 0.036(3) Uiso 0.25 2 d SP
C5 C -0.0216(13) 0.4120(9) 0.1875(16) 0.0186(19) Uiso 0.25 1 d P
C6 C 0.1174(15) 0.4831(10) 0.185(2) 0.038(3) Uiso 0.25 1 d P
C7 C 0.1791(14) 0.5172(10) 0.0000 0.019(3) Uiso 0.25 2 d SP
N1 N 0.0792(3) 0.4163(2) 0.0000 0.0337(10) Uani 1 2 d S
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
O4 C1 O3 121.5(5) . .
O4 C1 C2 121.0(5) . .
O3 C1 C2 117.5(5) . .
C1 C2 C3 116.6(4) . .
C1 C2 H2A 108.1 . .
C3 C2 H2A 108.1 . .
C1 C2 H2B 108.1 . .
C3 C2 H2B 108.1 . .
H2A C2 H2B 107.3 . .
O1 C3 O2 122.6(4) . .
O1 C3 C2 118.5(5) . .
O2 C3 C2 118.9(4) . .
C1 O3 H300 120.6 . .
C5 C9 C6 163(3) . .
C5 C9 C8 16.5(13) . .
C6 C9 C8 147.0(19) . .
C5 C9 N1 86.2(17) . .
C6 C9 N1 78.1(13) . .
C8 C9 N1 70.3(9) . .
C5 C9 C10 147(2) . 6
C6 C9 C10 16.3(10) . 6
C8 C9 C10 130.7(14) . 6
N1 C9 C10 62.8(8) . 6
C5 C9 C9 98(2) . 2_565
C6 C9 C9 82.2(18) . 2_565
C8 C9 C9 98.5(17) . 2_565
N1 C9 C9 108.6(6) . 2_565
C10 C9 C9 83.3(15) 6 2_565
C5 C9 C6 67.1(17) . 2_565
C6 C9 C6 111.8(15) . 2_565
C8 C9 C6 69.1(13) . 2_565
N1 C9 C6 105.6(10) . 2_565
C10 C9 C6 109.2(11) 6 2_565
C9 C9 C6 30.8(8) 2_565 2_565
C5 C9 C5 118.8(18) . 2_565
C6 C9 C5 60.2(13) . 2_565
C8 C9 C5 116.3(12) . 2_565
N1 C9 C5 101.4(11) . 2_565
C10 C9 C5 62.2(11) 6 2_565
C9 C9 C5 22.0(7) 2_565 2_565
C6 C9 C5 52.2(6) 2_565 2_565
C5 C9 C4 37.5(13) . .
C6 C9 C4 126.0(16) . .
C8 C9 C4 21.0(9) . .
N1 C9 C4 51.1(7) . .
C10 C9 C4 109.7(10) 6 .
C9 C9 C4 96.0(12) 2_565 .
C6 C9 C4 72.0(11) 2_565 .
C5 C9 C4 108.1(10) 2_565 .
C5 C9 C7 130.5(19) . .
C6 C9 C7 33.0(10) . .
C8 C9 C7 114.1(11) . .
N1 C9 C7 48.0(6) . .
C10 C9 C7 16.8(6) 6 .
C9 C9 C7 83.4(12) 2_565 .
C6 C9 C7 103.4(9) 2_565 .
C5 C9 C7 65.1(10) 2_565 .
C4 C9 C7 93.0(8) . .
C5 C9 C10 52.3(14) . 5_565
C6 C9 C10 121.8(14) . 5_565
C8 C9 C10 50.9(9) . 5_565
N1 C9 C10 90.6(9) . 5_565
C10 C9 C10 113.9(9) 6 5_565
C9 C9 C10 47.6(10) 2_565 5_565
C6 C9 C10 19.6(6) 2_565 5_565
C5 C9 C10 66.9(7) 2_565 5_565
C4 C9 C10 52.4(8) . 5_565
C7 C9 C10 103.0(7) . 5_565
C5 C8 C4 142(3) . .
C5 C8 C9 17.0(13) . .
C4 C8 C9 125(2) . .
C5 C8 N1 76.0(15) . .
C4 C8 N1 68.7(16) . .
C9 C8 N1 59.6(9) . .
C5 C8 C10 90.3(18) . 5_565
C4 C8 C10 86.0(18) . 5_565
C9 C8 C10 90.8(12) . 5_565
N1 C8 C10 105.7(9) . 5_565
C5 C8 C8 132.0(17) . 6
C4 C8 C8 10.1(17) . 6
C9 C8 C8 115.0(10) . 6
N1 C8 C8 58.9(7) . 6
C10 C8 C8 86.9(8) 5_565 6
C5 C8 C6 64.9(16) . 2_565
C4 C8 C6 106.3(19) . 2_565
C9 C8 C6 66.8(12) . 2_565
N1 C8 C6 98.6(9) . 2_565
C10 C8 C6 25.4(5) 5_565 2_565
C8 C8 C6 104.2(7) 6 2_565
C5 C8 C7 110.4(18) . 5_565
C4 C8 C7 61.2(16) . 5_565
C9 C8 C7 105.7(11) . 5_565
N1 C8 C7 95.8(8) . 5_565
C10 C8 C7 24.9(6) 5_565 5_565
C8 C8 C7 62.7(6) 6 5_565
C6 C8 C7 48.0(7) 2_565 5_565
C6 C10 C7 146(2) 6 .
C6 C10 C10 133.5(14) 6 6
C7 C10 C10 13.0(14) . 6
C6 C10 C9 19.3(12) 6 6
C7 C10 C9 126.7(18) . 6
C10 C10 C9 114.2(8) 6 6
C6 C10 N1 73.9(13) 6 .
C7 C10 N1 75.1(15) . .
C10 C10 N1 62.1(5) 6 .
C9 C10 N1 55.6(7) 6 .
C6 C10 C8 86.2(16) 6 5_565
C7 C10 C8 90.2(16) . 5_565
C10 C10 C8 93.1(8) 6 5_565
C9 C10 C8 87.4(10) 6 5_565
N1 C10 C8 108.1(8) . 5_565
C6 C10 C5 63.9(14) 6 5_565
C7 C10 C5 108.3(16) . 5_565
C10 C10 C5 107.7(6) 6 5_565
C9 C10 C5 66.2(9) 6 5_565
N1 C10 C5 99.6(8) . 5_565
C8 C10 C5 22.3(5) 5_565 5_565
C6 C10 C4 108.5(15) 6 5_565
C7 C10 C4 62.2(14) . 5_565
C10 C10 C4 65.5(5) 6 5_565
C9 C10 C4 102.9(9) 6 5_565
N1 C10 C4 97.7(8) . 5_565
C8 C10 C4 28.1(7) 5_565 5_565
C5 C10 C4 47.5(6) 5_565 5_565
C6 C10 C6 118.1(17) 6 .
C7 C10 C6 28.1(13) . .
C10 C10 C6 15.3(4) 6 .
C9 C10 C6 98.9(10) 6 .
N1 C10 C6 48.1(6) . .
C8 C10 C6 92.4(9) 5_565 .
C5 C10 C6 102.1(8) 5_565 .
C4 C10 C6 67.2(6) 5_565 .
C6 C10 C9 50.2(13) 6 5_565
C7 C10 C9 112.5(16) . 5_565
C10 C10 C9 107.7(5) 6 5_565
C9 C10 C9 49.0(9) 6 5_565
N1 C10 C9 83.8(8) . 5_565
C8 C10 C9 38.3(7) 5_565 5_565
C5 C10 C9 18.0(4) 5_565 5_565
C4 C10 C9 58.4(7) 5_565 5_565
C6 C10 C9 97.9(7) . 5_565
C8 C4 C8 160(3) 6 .
C8 C4 C5 143(2) 6 .
C8 C4 C5 16.8(13) . .
C8 C4 C5 16.8(13) 6 6
C8 C4 C5 143(2) . 6
C5 C4 C5 126.4(15) . 6
C8 C4 N1 80.2(17) 6 .
C8 C4 N1 80.2(17) . .
C5 C4 N1 64.9(7) . .
C5 C4 N1 64.9(7) 6 .
C8 C4 C7 91.1(16) 6 5_565
C8 C4 C7 91.1(16) . 5_565
C5 C4 C7 90.0(8) . 5_565
C5 C4 C7 90.0(8) 6 5_565
N1 C4 C7 109.7(11) . 5_565
C8 C4 C10 65.9(15) 6 2_565
C8 C4 C10 114.1(19) . 2_565
C5 C4 C10 109.2(10) . 2_565
C5 C4 C10 65.7(7) 6 2_565
N1 C4 C10 102.5(10) . 2_565
C7 C4 C10 25.1(5) 5_565 2_565
C8 C4 C10 114.1(19) 6 5_565
C8 C4 C10 65.9(15) . 5_565
C5 C4 C10 65.7(7) . 5_565
C5 C4 C10 109.2(10) 6 5_565
N1 C4 C10 102.5(10) . 5_565
C7 C4 C10 25.1(5) 5_565 5_565
C10 C4 C10 49.0(10) 2_565 5_565
C8 C4 C9 126(2) 6 .
C8 C4 C9 33.9(14) . .
C5 C4 C9 17.1(6) . .
C5 C4 C9 109.3(13) 6 .
N1 C4 C9 49.0(7) . .
C7 C4 C9 90.6(8) 5_565 .
C10 C4 C9 104.0(10) 2_565 .
C10 C4 C9 69.2(8) 5_565 .
C8 C4 C9 33.9(14) 6 6
C8 C4 C9 126(2) . 6
C5 C4 C9 109.3(13) . 6
C5 C4 C9 17.1(6) 6 6
N1 C4 C9 49.0(7) . 6
C7 C4 C9 90.6(8) 5_565 6
C10 C4 C9 69.2(8) 2_565 6
C10 C4 C9 104.0(10) 5_565 6
C9 C4 C9 92.2(13) . 6
C8 C5 C9 146(3) . .
C8 C5 C4 21.2(17) . .
C9 C5 C4 125.4(18) . .
C8 C5 C6 137.2(18) . .
C9 C5 C6 9.3(15) . .
C4 C5 C6 116.1(9) . .
C8 C5 N1 79.6(16) . .
C9 C5 N1 67.9(15) . .
C4 C5 N1 60.2(7) . .
C6 C5 N1 59.1(6) . .
C8 C5 C6 92.6(18) . 2_565
C9 C5 C6 89.2(17) . 2_565
C4 C5 C6 90.5(11) . 2_565
C6 C5 C6 89.1(10) . 2_565
N1 C5 C6 106.9(7) . 2_565
C8 C5 C10 67.4(16) . 5_565
C9 C5 C10 109.7(16) . 5_565
C4 C5 C10 66.8(9) . 5_565
C6 C5 C10 107.0(8) . 5_565
N1 C5 C10 100.5(7) . 5_565
C6 C5 C10 25.2(5) 2_565 5_565
C8 C5 C9 116.2(18) . 2_565
C9 C5 C9 60.1(18) . 2_565
C4 C5 C9 106.5(10) . 2_565
C6 C5 C9 60.4(10) . 2_565
N1 C5 C9 93.7(9) . 2_565
C6 C5 C9 29.1(5) 2_565 2_565
C10 C5 C9 51.6(7) 5_565 2_565
C10 C6 C9 144(2) 6 .
C10 C6 C7 17.1(12) 6 .
C9 C6 C7 127.5(15) . .
C10 C6 N1 78.3(13) 6 .
C9 C6 N1 67.8(12) . .
C7 C6 N1 63.0(7) . .
C10 C6 C5 137.2(16) 6 .
C9 C6 C5 7.2(12) . .
C7 C6 C5 120.2(9) . .
N1 C6 C5 61.0(5) . .
C10 C6 C5 90.9(16) 6 2_565
C9 C6 C5 90.7(15) . 2_565
C7 C6 C5 89.2(10) . 2_565
N1 C6 C5 109.3(8) . 2_565
C5 C6 C5 90.8(10) . 2_565
C10 C6 C9 110.1(16) 6 2_565
C9 C6 C9 67.0(16) . 2_565
C7 C6 C9 103.6(10) . 2_565
N1 C6 C9 99.0(10) . 2_565
C5 C6 C9 67.4(11) . 2_565
C5 C6 C9 23.7(5) 2_565 2_565
C10 C6 C8 68.4(15) 6 2_565
C9 C6 C8 109.1(14) . 2_565
C7 C6 C8 67.9(10) . 2_565
N1 C6 C8 103.8(8) . 2_565
C5 C6 C8 107.5(9) . 2_565
C5 C6 C8 22.5(5) 2_565 2_565
C9 C6 C8 44.1(7) 2_565 2_565
C10 C6 C10 31.2(11) 6 .
C9 C6 C10 113.3(15) . .
C7 C6 C10 14.3(6) . .
N1 C6 C10 49.3(7) . .
C5 C6 C10 106.0(8) . .
C5 C6 C10 90.8(9) 2_565 .
C9 C6 C10 100.2(9) 2_565 .
C8 C6 C10 72.0(9) 2_565 .
C10 C7 C10 154(3) . 6
C10 C7 C6 17.0(12) . 6
C10 C7 C6 137.6(19) 6 6
C10 C7 C6 137.6(19) . .
C10 C7 C6 17.0(12) 6 .
C6 C7 C6 120.9(13) 6 .
C10 C7 N1 77.1(14) . .
C10 C7 N1 77.1(14) 6 .
C6 C7 N1 61.8(6) 6 .
C6 C7 N1 61.8(6) . .
C10 C7 C4 92.6(15) . 5_565
C10 C7 C4 92.6(15) 6 5_565
C6 C7 C4 90.2(8) 6 5_565
C6 C7 C4 90.2(8) . 5_565
N1 C7 C4 107.5(10) . 5_565
C10 C7 C8 64.9(14) . 5_565
C10 C7 C8 118.0(17) 6 5_565
C6 C7 C8 64.2(8) 6 5_565
C6 C7 C8 111.3(10) . 5_565
N1 C7 C8 100.8(8) . 5_565
C4 C7 C8 27.8(6) 5_565 5_565
C10 C7 C8 118.0(17) . 2_565
C10 C7 C8 64.9(14) 6 2_565
C6 C7 C8 111.3(10) 6 2_565
C6 C7 C8 64.2(8) . 2_565
N1 C7 C8 100.8(8) . 2_565
C4 C7 C8 27.8(6) 5_565 2_565
C8 C7 C8 54.7(12) 5_565 2_565
C10 C7 C9 36.5(13) . 6
C10 C7 C9 118.2(17) 6 6
C6 C7 C9 19.6(6) 6 6
C6 C7 C9 101.3(10) . 6
N1 C7 C9 44.1(5) . 6
C4 C7 C9 89.4(8) 5_565 6
C8 C7 C9 68.3(8) 5_565 6
C8 C7 C9 103.3(8) 2_565 6
C10 C7 C9 118.2(17) . .
C10 C7 C9 36.5(13) 6 .
C6 C7 C9 101.3(10) 6 .
C6 C7 C9 19.6(6) . .
N1 C7 C9 44.1(5) . .
C4 C7 C9 89.4(8) 5_565 .
C8 C7 C9 103.3(8) 5_565 .
C8 C7 C9 68.3(8) 2_565 .
C9 C7 C9 81.8(11) 6 .
C9 N1 C9 140.1(11) 6 .
C9 N1 C4 79.9(9) 6 .
C9 N1 C4 79.9(9) . .
C9 N1 C6 134.0(9) 6 .
C9 N1 C6 34.1(7) . .
C4 N1 C6 112.0(7) . .
C9 N1 C6 34.1(7) 6 6
C9 N1 C6 134.0(9) . 6
C4 N1 C6 112.0(7) . 6
C6 N1 C6 108.2(11) . 6
C9 N1 C7 87.9(8) 6 .
C9 N1 C7 87.9(8) . .
C4 N1 C7 142.9(8) . .
C6 N1 C7 55.2(6) . .
C6 N1 C7 55.2(6) 6 .
C9 N1 C5 25.9(6) 6 6
C9 N1 C5 128.2(10) . 6
C4 N1 C5 55.0(6) . 6
C6 N1 C5 143.8(6) . 6
C6 N1 C5 59.9(7) 6 6
C7 N1 C5 112.0(6) . 6
C9 N1 C5 128.2(10) 6 .
C9 N1 C5 25.9(6) . .
C4 N1 C5 55.0(6) . .
C6 N1 C5 59.9(7) . .
C6 N1 C5 143.8(6) 6 .
C7 N1 C5 112.0(6) . .
C5 N1 C5 107.7(10) 6 .
C9 N1 C10 61.6(8) 6 .
C9 N1 C10 113.8(11) . .
C4 N1 C10 134.3(7) . .
C6 N1 C10 82.7(10) . .
C6 N1 C10 27.8(5) 6 .
C7 N1 C10 27.9(5) . .
C5 N1 C10 87.1(7) 6 .
C5 N1 C10 134.7(7) . .
C9 N1 C10 113.8(11) 6 6
C9 N1 C10 61.6(8) . 6
C4 N1 C10 134.3(7) . 6
C6 N1 C10 27.8(5) . 6
C6 N1 C10 82.7(10) 6 6
C7 N1 C10 27.9(5) . 6
C5 N1 C10 134.7(7) 6 6
C5 N1 C10 87.1(7) . 6
C10 N1 C10 55.7(11) . 6
C9 N1 C8 50.1(8) 6 6
C9 N1 C8 109.2(12) . 6
C4 N1 C8 31.1(7) . 6
C6 N1 C8 136.8(8) . 6
C6 N1 C8 83.8(8) 6 6
C7 N1 C8 132.0(7) . 6
C5 N1 C8 24.3(5) 6 6
C5 N1 C8 85.6(11) . 6
C10 N1 C8 110.2(8) . 6
C10 N1 C8 145.8(7) 6 6
C9 N1 C8 109.2(12) 6 .
C9 N1 C8 50.1(8) . .
C4 N1 C8 31.1(7) . .
C6 N1 C8 83.8(8) . .
C6 N1 C8 136.8(8) 6 .
C7 N1 C8 132.0(7) . .
C5 N1 C8 85.6(11) 6 .
C5 N1 C8 24.3(5) . .
C10 N1 C8 145.8(7) . .
C10 N1 C8 110.2(8) 6 .
C8 N1 C8 62.2(14) 6 .
C9 N1 H100 108.9 6 .
C9 N1 H100 108.9 . .
C4 N1 H100 102.4 . .
C6 N1 H100 111.1 . .
C6 N1 H100 111.1 6 .
C7 N1 H100 114.7 . .
C5 N1 H100 104.9 6 .
C5 N1 H100 104.9 . .
C10 N1 H100 112.3 . .
C10 N1 H100 112.3 6 .
C8 N1 H100 101.8 6 .
C8 N1 H100 101.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O4 1.196(6) .
C1 O3 1.288(7) .
C1 C2 1.506(7) .
C2 C3 1.514(6) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 O1 1.239(6) .
C3 O2 1.253(7) .
O3 H300 0.6991 .
C9 C5 0.669(14) .
C9 C6 0.860(17) .
C9 C8 1.26(2) .
C9 N1 1.420(15) .
C9 C10 1.51(2) 6
C9 C9 1.55(3) 2_565
C9 C6 1.666(19) 2_565
C9 C5 1.769(19) 2_565
C9 C4 1.85(2) .
C9 C7 2.04(2) .
C9 C10 2.04(2) 5_565
C8 C5 0.649(14) .
C8 C4 0.813(19) .
C8 N1 1.550(14) .
C8 C10 1.579(17) 5_565
C8 C8 1.60(4) 6
C8 C6 1.694(19) 2_565
C8 C7 1.744(18) 5_565
C10 C6 0.729(13) 6
C10 C7 0.734(14) .
C10 C10 1.43(3) 6
C10 C9 1.51(2) 6
C10 N1 1.530(12) .
C10 C8 1.579(17) 5_565
C10 C5 1.710(15) 5_565
C10 C4 1.725(18) 5_565
C10 C6 2.00(2) .
C10 C9 2.04(2) 5_565
C4 C8 0.813(19) 6
C4 C5 1.383(15) .
C4 C5 1.383(15) 6
C4 N1 1.466(16) .
C4 C7 1.53(2) 5_565
C4 C10 1.725(18) 2_565
C4 C10 1.725(18) 5_565
C4 C9 1.85(2) 6
C5 C6 1.514(16) .
C5 N1 1.529(9) .
C5 C6 1.535(13) 2_565
C5 C10 1.710(15) 5_565
C5 C9 1.769(19) 2_565
C6 C10 0.729(13) 6
C6 C7 1.398(16) .
C6 N1 1.501(11) .
C6 C5 1.535(13) 2_565
C6 C9 1.666(19) 2_565
C6 C8 1.694(19) 2_565
C7 C10 0.734(14) 6
C7 C6 1.398(16) 6
C7 N1 1.517(13) .
C7 C4 1.53(2) 5_565
C7 C8 1.744(18) 5_565
C7 C8 1.744(18) 2_565
C7 C9 2.04(2) 6
N1 C9 1.420(15) 6
N1 C6 1.501(11) 6
N1 C5 1.529(9) 6
N1 C10 1.530(12) 6
N1 C8 1.550(14) 6
N1 H100 1.0672 .
