#------------------------------------------------------------------------------
#$Date: 2019-08-27 11:40:14 +0300 (Tue, 27 Aug 2019) $
#$Revision: 217756 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/34/7233493.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_7233493
loop_
_publ_author_name
'Tomoyuki Kakinuma'
'Hirotaka Kojima'
'Minoru Ashizawa'
'Hidetoshi Matsumoto'
'Takehiko Mori'
_publ_section_title
;
 Correlation of mobility and molecular packing in organic transistors
 based on cycloalkyl naphthalene diimides
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              5395
_journal_page_last               5401
_journal_paper_doi               10.1039/C3TC30920G
_journal_volume                  1
_journal_year                    2013
_chemical_formula_moiety         'C28 H30 N2 O4'
_chemical_formula_sum            'C28 H30 N2 O4'
_chemical_formula_weight         458.56
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.85(4)
_cell_angle_beta                 100.77(4)
_cell_angle_gamma                94.30(3)
_cell_formula_units_Z            1
_cell_length_a                   6.211(6)
_cell_length_b                   17.454(15)
_cell_length_c                   5.236(6)
_cell_measurement_reflns_used    1827
_cell_measurement_temperature    293
_cell_measurement_theta_max      30.60
_cell_measurement_theta_min      3.35
_cell_volume                     555.8(10)
_computing_cell_refinement       CrystalClear
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        CrystalClear
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 14.629
_diffrn_measured_fraction_theta_full 0.815
_diffrn_measured_fraction_theta_max 0.815
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0888
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            4273
_diffrn_reflns_theta_full        30.69
_diffrn_reflns_theta_max         30.69
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_correction_T_min  0.254
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             244.00
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.340
_refine_diff_density_min         -0.420
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.855
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2811
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.1209
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1576P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.4078
_reflns_number_gt                554
_reflns_number_total             2811
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            1000003.cif
_cod_data_source_block           PCOD1000003
_cod_original_cell_volume        555.7(10)
_cod_database_code               7233493
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O(1) O 0.0822(8) 0.6222(3) 0.8589(10) 0.0681(15) Uani 1.0 2 d . . .
O(2) O 0.4688(8) 0.7288(3) 0.2845(9) 0.0623(14) Uani 1.0 2 d . . .
N(1) N 0.2971(9) 0.6789(3) 0.5992(10) 0.0512(14) Uani 1.0 2 d . . .
C(1) C 0.2400(11) 0.4769(4) 0.8011(13) 0.0539(17) Uani 1.0 2 d . . .
C(2) C 0.2990(10) 0.5402(4) 0.6786(12) 0.0468(15) Uani 1.0 2 d . . .
C(3) C 0.4581(10) 0.5361(4) 0.5180(12) 0.0473(15) Uani 1.0 2 d . . .
C(4) C 0.5189(10) 0.5992(4) 0.3828(12) 0.0481(16) Uani 1.0 2 d . . .
C(5) C 0.6725(11) 0.5926(4) 0.2253(13) 0.0527(17) Uani 1.0 2 d . . .
C(6) C 0.2197(11) 0.6155(4) 0.7204(13) 0.0543(17) Uani 1.0 2 d . . .
C(7) C 0.4315(11) 0.6742(4) 0.4117(12) 0.0494(16) Uani 1.0 2 d . . .
C(8) C 0.2255(10) 0.7569(4) 0.6586(13) 0.0520(17) Uani 1.0 2 d . . .
C(9) C 0.4153(11) 0.8184(4) 0.7171(14) 0.0560(18) Uani 1.0 2 d . . .
C(10) C 0.3810(12) 0.8799(4) 0.9119(14) 0.063(2) Uani 1.0 2 d . . .
C(11) C 0.2125(14) 0.9357(5) 0.8107(15) 0.074(3) Uani 1.0 2 d . . .
C(12) C -0.0174(13) 0.8985(5) 0.6962(15) 0.073(3) Uani 1.0 2 d . . .
C(13) C -0.0308(12) 0.8566(4) 0.4401(14) 0.069(2) Uani 1.0 2 d . . .
C(14) C 0.0315(12) 0.7738(5) 0.4468(15) 0.068(2) Uani 1.0 2 d . . .
H(1) H 0.1364 0.4801 0.9075 0.0647 Uiso 1.0 2 calc R . .
H(2) H 0.7170 0.6349 0.1370 0.0633 Uiso 1.0 2 calc R . .
H(8) H 0.1669 0.7516 0.8193 0.0624 Uiso 1.0 2 calc R . .
H(9A) H 0.4344 0.8426 0.5565 0.0672 Uiso 1.0 2 calc R . .
H(9B) H 0.5492 0.7943 0.7854 0.0672 Uiso 1.0 2 calc R . .
H(10A) H 0.3372 0.8545 1.0599 0.0762 Uiso 1.0 2 calc R . .
H(10B) H 0.5208 0.9090 0.9741 0.0762 Uiso 1.0 2 calc R . .
H(11A) H 0.2654 0.9659 0.6777 0.0890 Uiso 1.0 2 calc R . .
H(11B) H 0.2007 0.9708 0.9520 0.0890 Uiso 1.0 2 calc R . .
H(12A) H -0.0624 0.8627 0.8196 0.0877 Uiso 1.0 2 calc R . .
H(12B) H -0.1201 0.9382 0.6729 0.0877 Uiso 1.0 2 calc R . .
H(13A) H 0.0635 0.8856 0.3417 0.0824 Uiso 1.0 2 calc R . .
H(13B) H -0.1803 0.8569 0.3443 0.0824 Uiso 1.0 2 calc R . .
H(14A) H 0.0658 0.7602 0.2794 0.0816 Uiso 1.0 2 calc R . .
H(14B) H -0.0956 0.7406 0.4696 0.0816 Uiso 1.0 2 calc R . .
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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, 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_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C(6) N(1) C(7) 123.3(6) yes . . .
C(6) N(1) C(8) 118.9(6) yes . . .
C(7) N(1) C(8) 117.7(6) yes . . .
C(2) C(1) C(5) 122.4(7) yes . . 2_666
C(1) C(2) C(3) 119.2(6) yes . . .
C(1) C(2) C(6) 122.8(7) yes . . .
C(3) C(2) C(6) 117.7(6) yes . . .
C(2) C(3) C(3) 118.5(6) yes . . 2_666
C(2) C(3) C(4) 121.1(6) yes . . .
C(3) C(3) C(4) 120.3(7) yes 2_666 . .
C(3) C(4) C(5) 119.3(6) yes . . .
C(3) C(4) C(7) 121.6(6) yes . . .
C(5) C(4) C(7) 119.1(6) yes . . .
C(1) C(5) C(4) 120.2(7) yes 2_666 . .
O(1) C(6) N(1) 120.1(7) yes . . .
O(1) C(6) C(2) 120.3(6) yes . . .
N(1) C(6) C(2) 119.7(7) yes . . .
O(2) C(7) N(1) 120.8(7) yes . . .
O(2) C(7) C(4) 123.4(7) yes . . .
N(1) C(7) C(4) 115.8(6) yes . . .
N(1) C(8) C(9) 113.0(6) yes . . .
N(1) C(8) C(14) 108.3(5) yes . . .
C(9) C(8) C(14) 116.8(6) yes . . .
C(8) C(9) C(10) 113.0(6) yes . . .
C(9) C(10) C(11) 115.7(6) yes . . .
C(10) C(11) C(12) 115.0(6) yes . . .
C(11) C(12) C(13) 113.8(7) yes . . .
C(12) C(13) C(14) 117.6(6) yes . . .
C(8) C(14) C(13) 115.6(6) yes . . .
C(2) C(1) H(1) 118.798 no . . .
C(5) C(1) H(1) 118.792 no 2_666 . .
C(1) C(5) H(2) 119.915 no 2_666 . .
C(4) C(5) H(2) 119.924 no . . .
N(1) C(8) H(8) 106.004 no . . .
C(9) C(8) H(8) 105.996 no . . .
C(14) C(8) H(8) 105.996 no . . .
C(8) C(9) H(9A) 108.988 no . . .
C(8) C(9) H(9B) 108.989 no . . .
C(10) C(9) H(9A) 108.984 no . . .
C(10) C(9) H(9B) 108.988 no . . .
H(9A) C(9) H(9B) 107.775 no . . .
C(9) C(10) H(10A) 108.339 no . . .
C(9) C(10) H(10B) 108.343 no . . .
C(11) C(10) H(10A) 108.347 no . . .
C(11) C(10) H(10B) 108.349 no . . .
H(10A) C(10) H(10B) 107.430 no . . .
C(10) C(11) H(11A) 108.525 no . . .
C(10) C(11) H(11B) 108.527 no . . .
C(12) C(11) H(11A) 108.527 no . . .
C(12) C(11) H(11B) 108.529 no . . .
H(11A) C(11) H(11B) 107.525 no . . .
C(11) C(12) H(12A) 108.803 no . . .
C(11) C(12) H(12B) 108.805 no . . .
C(13) C(12) H(12A) 108.807 no . . .
C(13) C(12) H(12B) 108.800 no . . .
H(12A) C(12) H(12B) 107.678 no . . .
C(12) C(13) H(13A) 107.920 no . . .
C(12) C(13) H(13B) 107.920 no . . .
C(14) C(13) H(13A) 107.909 no . . .
C(14) C(13) H(13B) 107.910 no . . .
H(13A) C(13) H(13B) 107.202 no . . .
C(8) C(14) H(14A) 108.363 no . . .
C(8) C(14) H(14B) 108.364 no . . .
C(13) C(14) H(14A) 108.375 no . . .
C(13) C(14) H(14B) 108.373 no . . .
H(14A) C(14) H(14B) 107.434 no . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
O(1) C(6) 1.230(9) yes . .
O(2) C(7) 1.204(9) yes . .
N(1) C(6) 1.384(9) yes . .
N(1) C(7) 1.407(9) yes . .
N(1) C(8) 1.508(9) yes . .
C(1) C(2) 1.347(10) yes . .
C(1) C(5) 1.381(10) yes . 2_666
C(2) C(3) 1.417(10) yes . .
C(2) C(6) 1.465(10) yes . .
C(3) C(3) 1.422(9) yes . 2_666
C(3) C(4) 1.385(9) yes . .
C(4) C(5) 1.383(10) yes . .
C(4) C(7) 1.469(10) yes . .
C(8) C(9) 1.517(9) yes . .
C(8) C(14) 1.527(10) yes . .
C(9) C(10) 1.523(10) yes . .
C(10) C(11) 1.512(11) yes . .
C(11) C(12) 1.532(11) yes . .
C(12) C(13) 1.504(11) yes . .
C(13) C(14) 1.523(11) yes . .
C(1) H(1) 0.930 no . .
C(5) H(2) 0.930 no . .
C(8) H(8) 0.980 no . .
C(9) H(9A) 0.970 no . .
C(9) H(9B) 0.970 no . .
C(10) H(10A) 0.970 no . .
C(10) H(10B) 0.970 no . .
C(11) H(11A) 0.970 no . .
C(11) H(11B) 0.970 no . .
C(12) H(12A) 0.970 no . .
C(12) H(12B) 0.970 no . .
C(13) H(13A) 0.970 no . .
C(13) H(13B) 0.970 no . .
C(14) H(14A) 0.970 no . .
C(14) H(14B) 0.970 no . .
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
O(1) C(1) 2.818(9) no . .
O(1) C(3) 3.591(9) no . .
O(1) C(7) 3.561(9) no . .
O(1) C(8) 2.744(8) no . .
O(1) C(14) 3.435(10) no . .
O(2) C(3) 3.596(8) no . .
O(2) C(5) 2.815(9) no . .
O(2) C(6) 3.536(9) no . .
O(2) C(8) 2.747(9) no . .
O(2) C(9) 2.818(9) no . .
O(2) C(14) 3.143(10) no . .
N(1) C(3) 2.810(9) no . .
C(1) C(3) 2.754(10) no . 2_666
C(2) C(4) 2.798(10) no . 2_666
C(2) C(7) 2.887(10) no . .
C(3) C(5) 2.780(9) no . 2_666
C(4) C(6) 2.819(10) no . .
C(6) C(14) 3.320(11) no . .
C(7) C(9) 2.980(10) no . .
C(7) C(14) 3.168(11) no . .
C(8) C(11) 3.220(10) no . .
C(8) C(12) 3.013(11) no . .
C(9) C(12) 3.106(11) no . .
C(9) C(13) 3.005(10) no . .
C(10) C(13) 3.203(10) no . .
C(10) C(14) 3.370(10) no . .
C(11) C(14) 3.383(11) no . .
O(1) O(2) 3.377(7) no . 1_556
O(1) C(1) 3.326(9) no . 2_567
O(1) C(4) 3.529(8) no . 1_556
O(1) C(5) 3.475(10) no . 1_456
O(1) C(7) 3.345(8) no . 1_556
O(2) O(1) 3.377(7) no . 1_554
O(2) C(6) 3.562(8) no . 1_554
O(2) C(8) 3.402(9) no . 1_554
O(2) C(9) 3.351(9) no . 1_554
O(2) C(10) 3.321(9) no . 1_554
O(2) C(14) 3.466(9) no . 1_655
C(1) O(1) 3.326(9) no . 2_567
C(1) C(1) 3.531(9) no . 2_667
C(1) C(2) 3.598(9) no . 2_667
C(2) C(1) 3.598(9) no . 2_667
C(2) C(5) 3.396(9) no . 1_556
C(4) O(1) 3.529(8) no . 1_554
C(5) O(1) 3.475(10) no . 1_654
C(5) C(2) 3.396(9) no . 1_554
C(5) C(6) 3.532(9) no . 1_554
C(6) O(2) 3.562(8) no . 1_556
C(6) C(5) 3.532(9) no . 1_556
C(7) O(1) 3.345(8) no . 1_554
C(8) O(2) 3.402(9) no . 1_556
C(9) O(2) 3.351(9) no . 1_556
C(10) O(2) 3.321(9) no . 1_556
C(14) O(2) 3.466(9) no . 1_455
O(1) H(1) 2.5368 no . .
O(1) H(8) 2.3028 no . .
O(1) H(14B) 3.0453 no . .
O(2) H(2) 2.5378 no . .
O(2) H(9A) 2.4728 no . .
O(2) H(9B) 2.7877 no . .
O(2) H(14A) 2.5979 no . .
N(1) H(9A) 2.9435 no . .
N(1) H(9B) 2.5212 no . .
N(1) H(14A) 2.5215 no . .
N(1) H(14B) 2.7137 no . .
C(2) H(2) 3.2192 no . 2_666
C(3) H(1) 3.2236 no . .
C(3) H(2) 3.2290 no . .
C(4) H(1) 3.2264 no . 2_666
C(6) H(1) 2.6237 no . .
C(6) H(8) 2.4829 no . .
C(6) H(9B) 3.5771 no . .
C(6) H(14A) 3.5127 no . .
C(6) H(14B) 3.1770 no . .
C(7) H(2) 2.6052 no . .
C(7) H(8) 3.2619 no . .
C(7) H(9A) 3.0235 no . .
C(7) H(9B) 2.8063 no . .
C(7) H(14A) 2.8019 no . .
C(8) H(10A) 2.6406 no . .
C(8) H(10B) 3.3387 no . .
C(8) H(12A) 2.8861 no . .
C(8) H(13A) 2.9395 no . .
C(8) H(13B) 3.3618 no . .
C(9) H(11A) 2.7999 no . .
C(9) H(11B) 3.3778 no . .
C(9) H(12A) 3.2580 no . .
C(9) H(13A) 2.9773 no . .
C(9) H(14A) 2.9559 no . .
C(9) H(14B) 3.3698 no . .
C(10) H(8) 2.5091 no . .
C(10) H(12A) 2.6984 no . .
C(10) H(12B) 3.3680 no . .
C(10) H(13A) 3.2632 no . .
C(11) H(8) 3.2055 no . .
C(11) H(9A) 2.6956 no . .
C(11) H(9B) 3.3683 no . .
C(11) H(13A) 2.5719 no . .
C(11) H(13B) 3.3131 no . .
C(12) H(8) 2.9171 no . .
C(12) H(9A) 3.2425 no . .
C(12) H(10A) 2.7916 no . .
C(12) H(10B) 3.3770 no . .
C(12) H(14A) 3.3622 no . .
C(12) H(14B) 2.9536 no . .
C(13) H(8) 2.8874 no . .
C(13) H(9A) 2.8684 no . .
C(13) H(11A) 2.6682 no . .
C(13) H(11B) 3.3458 no . .
C(14) H(9A) 2.6506 no . .
C(14) H(9B) 3.3593 no . .
C(14) H(12A) 2.6511 no . .
C(14) H(12B) 3.3527 no . .
H(1) H(2) 2.2927 no . 2_666
H(8) H(9A) 2.7747 no . .
H(8) H(9B) 2.4739 no . .
H(8) H(10A) 2.2544 no . .
H(8) H(10B) 3.3754 no . .
H(8) H(12A) 2.4895 no . .
H(8) H(13A) 3.4543 no . .
H(8) H(13B) 3.5963 no . .
H(8) H(14A) 2.7875 no . .
H(8) H(14B) 2.2073 no . .
H(9A) H(10A) 2.8198 no . .
H(9A) H(10B) 2.4091 no . .
H(9A) H(11A) 2.5844 no . .
H(9A) H(11B) 3.5875 no . .
H(9A) H(13A) 2.5397 no . .
H(9A) H(14A) 2.7597 no . .
H(9A) H(14B) 3.5704 no . .
H(9B) H(10A) 2.4026 no . .
H(9B) H(10B) 2.2518 no . .
H(9B) H(11A) 3.5859 no . .
H(10A) H(11A) 2.8090 no . .
H(10A) H(11B) 2.2947 no . .
H(10A) H(12A) 2.5793 no . .
H(10A) H(12B) 3.5862 no . .
H(10B) H(11A) 2.2963 no . .
H(10B) H(11B) 2.3170 no . .
H(10B) H(12A) 3.5879 no . .
H(11A) H(12A) 2.8280 no . .
H(11A) H(12B) 2.4023 no . .
H(11A) H(13A) 2.3383 no . .
H(11A) H(13B) 3.4110 no . .
H(11B) H(12A) 2.4052 no . .
H(11B) H(12B) 2.2684 no . .
H(11B) H(13A) 3.4343 no . .
H(12A) H(13A) 2.7834 no . .
H(12A) H(13B) 2.4578 no . .
H(12A) H(14A) 3.5687 no . .
H(12A) H(14B) 2.7595 no . .
H(12B) H(13A) 2.4487 no . .
H(12B) H(13B) 2.1725 no . .
H(13A) H(14A) 2.2094 no . .
H(13A) H(14B) 2.7844 no . .
H(13B) H(14A) 2.4208 no . .
H(13B) H(14B) 2.2126 no . .
O(1) H(1) 2.6169 no . 2_567
O(1) H(2) 2.9350 no . 1_456
O(1) H(14A) 3.2602 no . 1_556
O(2) H(8) 2.8359 no . 1_554
O(2) H(9B) 2.9794 no . 1_554
O(2) H(10A) 2.6181 no . 1_554
O(2) H(10B) 3.5818 no . 1_554
O(2) H(13B) 2.9731 no . 1_655
O(2) H(14B) 2.6890 no . 1_655
N(1) H(2) 3.5969 no . 1_556
C(1) H(1) 3.1489 no . 2_567
C(2) H(2) 3.4847 no . 1_556
C(3) H(1) 3.5198 no . 1_554
C(3) H(1) 3.5738 no . 2_667
C(4) H(14B) 3.2718 no . 1_655
C(5) H(14B) 3.0077 no . 1_655
C(6) H(1) 3.5534 no . 2_567
C(6) H(2) 3.4223 no . 1_556
C(7) H(8) 3.5641 no . 1_554
C(7) H(14B) 3.0349 no . 1_655
C(8) H(14A) 3.5721 no . 1_556
C(9) H(10A) 3.4585 no . 1_554
C(9) H(12A) 3.2199 no . 1_655
C(9) H(12B) 3.4795 no . 1_655
C(9) H(13B) 3.4909 no . 1_655
C(10) H(9A) 3.4060 no . 1_556
C(10) H(11B) 3.5059 no . 2_677
C(10) H(13A) 3.2627 no . 1_556
C(10) H(13B) 3.2550 no . 1_656
C(10) H(14A) 3.5789 no . 1_556
C(11) H(10B) 3.1470 no . 2_677
C(11) H(11B) 3.5430 no . 2_577
C(11) H(12B) 3.3761 no . 2_576
C(11) H(13A) 3.2033 no . 1_556
C(12) H(9A) 3.4104 no . 1_455
C(12) H(9B) 3.2454 no . 1_455
C(12) H(10B) 3.4654 no . 1_455
C(12) H(11A) 3.3710 no . 2_576
C(12) H(11B) 3.3082 no . 2_577
C(12) H(13A) 3.3361 no . 1_556
C(13) H(9A) 3.4791 no . 1_455
C(13) H(9B) 3.5568 no . 1_455
C(13) H(10A) 3.3010 no . 1_554
C(13) H(10B) 3.5288 no . 1_454
C(13) H(11A) 3.5361 no . 2_576
C(13) H(12A) 3.2211 no . 1_554
C(14) H(2) 3.2109 no . 1_455
C(14) H(8) 3.5631 no . 1_554
C(14) H(10A) 3.2889 no . 1_554
H(1) O(1) 2.6169 no . 2_567
H(1) C(1) 3.1489 no . 2_567
H(1) C(3) 3.5198 no . 1_556
H(1) C(3) 3.5738 no . 2_667
H(1) C(6) 3.5534 no . 2_567
H(1) H(1) 2.2497 no . 2_567
H(2) O(1) 2.9350 no . 1_654
H(2) N(1) 3.5969 no . 1_554
H(2) C(2) 3.4847 no . 1_554
H(2) C(6) 3.4223 no . 1_554
H(2) C(14) 3.2109 no . 1_655
H(2) H(9B) 3.4760 no . 1_554
H(2) H(14A) 2.9445 no . 1_655
H(2) H(14B) 2.5723 no . 1_655
H(8) O(2) 2.8359 no . 1_556
H(8) C(7) 3.5641 no . 1_556
H(8) C(14) 3.5631 no . 1_556
H(8) H(14A) 2.6055 no . 1_556
H(9A) C(10) 3.4060 no . 1_554
H(9A) C(12) 3.4104 no . 1_655
H(9A) C(13) 3.4791 no . 1_655
H(9A) H(10A) 2.5721 no . 1_554
H(9A) H(10B) 3.3981 no . 1_554
H(9A) H(12A) 3.1624 no . 1_655
H(9A) H(12B) 3.0748 no . 1_655
H(9A) H(13B) 2.8168 no . 1_655
H(9B) O(2) 2.9794 no . 1_556
H(9B) C(12) 3.2454 no . 1_655
H(9B) C(13) 3.5568 no . 1_655
H(9B) H(2) 3.4760 no . 1_556
H(9B) H(12A) 2.5835 no . 1_655
H(9B) H(12B) 3.2541 no . 1_655
H(9B) H(13B) 3.2554 no . 1_655
H(9B) H(13B) 3.2203 no . 1_656
H(9B) H(14B) 3.1790 no . 1_655
H(10A) O(2) 2.6181 no . 1_556
H(10A) C(9) 3.4585 no . 1_556
H(10A) C(13) 3.3010 no . 1_556
H(10A) C(14) 3.2889 no . 1_556
H(10A) H(9A) 2.5721 no . 1_556
H(10A) H(13A) 2.5327 no . 1_556
H(10A) H(13B) 3.0838 no . 1_656
H(10A) H(14A) 2.6898 no . 1_556
H(10B) O(2) 3.5818 no . 1_556
H(10B) C(11) 3.1470 no . 2_677
H(10B) C(12) 3.4654 no . 1_655
H(10B) C(13) 3.5288 no . 1_656
H(10B) H(9A) 3.3981 no . 1_556
H(10B) H(10B) 3.2188 no . 2_677
H(10B) H(11A) 2.8984 no . 2_677
H(10B) H(11B) 2.5943 no . 2_677
H(10B) H(12A) 3.0142 no . 1_655
H(10B) H(12B) 2.9812 no . 1_655
H(10B) H(13B) 2.6436 no . 1_656
H(11A) C(12) 3.3710 no . 2_576
H(11A) C(13) 3.5361 no . 2_576
H(11A) H(10B) 2.8984 no . 2_677
H(11A) H(12B) 2.5859 no . 2_576
H(11A) H(13A) 3.4090 no . 2_576
H(11A) H(13B) 3.1771 no . 2_576
H(11B) C(10) 3.5059 no . 2_677
H(11B) C(11) 3.5430 no . 2_577
H(11B) C(12) 3.3082 no . 2_577
H(11B) H(10B) 2.5943 no . 2_677
H(11B) H(11B) 2.8880 no . 2_577
H(11B) H(12A) 3.3578 no . 2_577
H(11B) H(12B) 2.6511 no . 2_577
H(11B) H(13A) 2.7651 no . 1_556
H(11B) H(13A) 3.3353 no . 2_576
H(11B) H(13B) 3.4048 no . 2_576
H(12A) C(9) 3.2199 no . 1_455
H(12A) C(13) 3.2211 no . 1_556
H(12A) H(9A) 3.1624 no . 1_455
H(12A) H(9B) 2.5835 no . 1_455
H(12A) H(10B) 3.0142 no . 1_455
H(12A) H(11B) 3.3578 no . 2_577
H(12A) H(13A) 2.7138 no . 1_556
H(12A) H(13B) 2.9733 no . 1_556
H(12A) H(14A) 3.0407 no . 1_556
H(12B) C(9) 3.4795 no . 1_455
H(12B) C(11) 3.3761 no . 2_576
H(12B) H(9A) 3.0748 no . 1_455
H(12B) H(9B) 3.2541 no . 1_455
H(12B) H(10B) 2.9812 no . 1_455
H(12B) H(11A) 2.5859 no . 2_576
H(12B) H(11B) 2.6511 no . 2_577
H(12B) H(12B) 3.2874 no . 2_576
H(12B) H(13A) 3.0728 no . 2_576
H(13A) C(10) 3.2627 no . 1_554
H(13A) C(11) 3.2033 no . 1_554
H(13A) C(12) 3.3361 no . 1_554
H(13A) H(10A) 2.5327 no . 1_554
H(13A) H(11A) 3.4090 no . 2_576
H(13A) H(11B) 2.7651 no . 1_554
H(13A) H(11B) 3.3353 no . 2_576
H(13A) H(12A) 2.7138 no . 1_554
H(13A) H(12B) 3.0728 no . 2_576
H(13B) O(2) 2.9731 no . 1_455
H(13B) C(9) 3.4909 no . 1_455
H(13B) C(10) 3.2550 no . 1_454
H(13B) H(9A) 2.8168 no . 1_455
H(13B) H(9B) 3.2203 no . 1_454
H(13B) H(9B) 3.2554 no . 1_455
H(13B) H(10A) 3.0838 no . 1_454
H(13B) H(10B) 2.6436 no . 1_454
H(13B) H(11A) 3.1771 no . 2_576
H(13B) H(11B) 3.4048 no . 2_576
H(13B) H(12A) 2.9733 no . 1_554
H(14A) O(1) 3.2602 no . 1_554
H(14A) C(8) 3.5721 no . 1_554
H(14A) C(10) 3.5789 no . 1_554
H(14A) H(2) 2.9445 no . 1_455
H(14A) H(8) 2.6055 no . 1_554
H(14A) H(10A) 2.6898 no . 1_554
H(14A) H(12A) 3.0407 no . 1_554
H(14B) O(2) 2.6890 no . 1_455
H(14B) C(4) 3.2718 no . 1_455
H(14B) C(5) 3.0077 no . 1_455
H(14B) C(7) 3.0349 no . 1_455
H(14B) H(2) 2.5723 no . 1_455
H(14B) H(9B) 3.1790 no . 1_455
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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C(6) N(1) C(7) O(2) 169.2(5) no . . . .
C(6) N(1) C(7) C(4) -10.4(8) no . . . .
C(7) N(1) C(6) O(1) -171.3(5) no . . . .
C(7) N(1) C(6) C(2) 7.4(8) no . . . .
C(6) N(1) C(8) C(9) 132.6(5) no . . . .
C(6) N(1) C(8) C(14) -96.4(6) no . . . .
C(8) N(1) C(6) O(1) 5.4(8) no . . . .
C(8) N(1) C(6) C(2) -175.9(5) no . . . .
C(7) N(1) C(8) C(9) -50.5(7) no . . . .
C(7) N(1) C(8) C(14) 80.4(6) no . . . .
C(8) N(1) C(7) O(2) -7.5(8) no . . . .
C(8) N(1) C(7) C(4) 172.9(4) no . . . .
C(2) C(1) C(5) C(4) -0.2(9) no . . 2_666 2_666
C(5) C(1) C(2) C(3) -0.6(9) no 2_666 . . .
C(5) C(1) C(2) C(6) -175.3(5) no 2_666 . . .
C(1) C(2) C(3) C(3) 3.0(8) no . . . 2_666
C(1) C(2) C(3) C(4) 178.2(5) no . . . .
C(1) C(2) C(6) O(1) -5.0(9) no . . . .
C(1) C(2) C(6) N(1) 176.3(5) no . . . .
C(3) C(2) C(6) O(1) -179.8(5) no . . . .
C(3) C(2) C(6) N(1) 1.5(8) no . . . .
C(6) C(2) C(3) C(3) 178.0(5) no . . . 2_666
C(6) C(2) C(3) C(4) -6.8(8) no . . . .
C(2) C(3) C(3) C(2) 180(799224) no . . 2_666 2_666
C(2) C(3) C(3) C(4) -4.8(8) no . . 2_666 2_666
C(2) C(3) C(4) C(5) -179.1(5) no . . . .
C(2) C(3) C(4) C(7) 3.7(8) no . . . .
C(3) C(3) C(4) C(5) -4.1(8) no 2_666 . . .
C(3) C(3) C(4) C(7) 178.7(5) no 2_666 . . .
C(4) C(3) C(3) C(2) 4.8(8) no . . 2_666 2_666
C(4) C(3) C(3) C(4) 180(569358) no . . 2_666 2_666
C(3) C(4) C(5) C(1) 1.5(8) no . . . 2_666
C(3) C(4) C(7) O(2) -174.8(5) no . . . .
C(3) C(4) C(7) N(1) 4.8(8) no . . . .
C(5) C(4) C(7) O(2) 8.0(9) no . . . .
C(5) C(4) C(7) N(1) -172.4(5) no . . . .
C(7) C(4) C(5) C(1) 178.8(5) no . . . 2_666
N(1) C(8) C(9) C(10) -148.0(5) no . . . .
N(1) C(8) C(14) C(13) -167.0(5) no . . . .
C(9) C(8) C(14) C(13) -38.2(9) no . . . .
C(14) C(8) C(9) C(10) 85.4(7) no . . . .
C(8) C(9) C(10) C(11) -72.8(7) no . . . .
C(9) C(10) C(11) C(12) 56.2(9) no . . . .
C(10) C(11) C(12) C(13) -71.1(8) no . . . .
C(11) C(12) C(13) C(14) 85.0(8) no . . . .
C(12) C(13) C(14) C(8) -38.2(9) no . . . .
