#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/33/2223330.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2223330
loop_
_publ_author_name
'Jing, Lin-Hai'
_publ_section_title
;
 N,N'-Bis(4-chlorophenyl)naphthalene-1,4-dicarboxamide
 N,N-dimethylformamide disolvate
;
_journal_coeditor_code           CI2896
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2414
_journal_paper_doi               10.1107/S1600536809034394
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C24 H16 Cl2 N2 O2, 2C3 H7 N O'
_chemical_formula_moiety         'C24 H16 Cl2 N2 O2, 2C3 H7 N O'
_chemical_formula_sum            'C30 H30 Cl2 N4 O4'
_chemical_formula_weight         581.48
_chemical_name_systematic
;
N,N'-Bis(4-chlorophenyl)naphthalene-1,4-dicarboxamide
N,N-dimethylformamide disolvate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                101.75
_cell_angle_beta                 111.843(3)
_cell_angle_gamma                110.833(2)
_cell_formula_units_Z            2
_cell_length_a                   12.040(3)
_cell_length_b                   12.121(3)
_cell_length_c                   12.295(3)
_cell_measurement_reflns_used    4703
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      3.24
_cell_volume                     1435.1(6)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 2004)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 2004)'
_computing_data_reduction        'RAPID-AUTO (Rigaku, 2004)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      93(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Rigaku SPIDER'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_av_sigmaI/netI    0.0356
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11770
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.24
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.269
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.215
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     373
_refine_ls_number_reflns         6317
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0359
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0495P)²+0.26P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0892
_refine_ls_wR_factor_ref         0.0953
_reflns_number_gt                5120
_reflns_number_total             6317
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci2896.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2223330
_cod_database_fobs_code          2223330
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl Cl1 1.14954(4) 0.24083(4) 1.06116(4) 0.02618(10) Uani d . 1 . .
Cl Cl2 0.34115(4) 1.10782(4) 0.16440(4) 0.02949(11) Uani d . 1 . .
O O1 0.72486(10) 0.35489(10) 0.60000(10) 0.0254(2) Uani d . 1 . .
O O2 0.78897(10) 0.97633(10) 0.58937(10) 0.0223(2) Uani d . 1 . .
N N1 0.93824(12) 0.51036(12) 0.75515(11) 0.0166(3) Uani d . 1 . .
N N2 0.58949(12) 0.82237(12) 0.41155(11) 0.0185(3) Uani d . 1 . .
C C1 0.79112(14) 0.56799(13) 0.61081(12) 0.0152(3) Uani d . 1 . .
C C2 0.68071(14) 0.57861(13) 0.60897(13) 0.0175(3) Uani d . 1 . .
H H2 0.6230 0.5214 0.6305 0.021 Uiso calc R 1 . .
C C3 0.65240(14) 0.67394(13) 0.57528(13) 0.0172(3) Uani d . 1 . .
H H3 0.5759 0.6806 0.5746 0.021 Uiso calc R 1 . .
C C4 0.73406(14) 0.75669(13) 0.54364(12) 0.0158(3) Uani d . 1 . .
C C5 0.92703(15) 0.82315(14) 0.49705(14) 0.0204(3) Uani d . 1 . .
H H5 0.9085 0.8876 0.4746 0.024 Uiso calc R 1 . .
C C6 1.03101(16) 0.80760(15) 0.48905(15) 0.0239(3) Uani d . 1 . .
H H6 1.0837 0.8606 0.4607 0.029 Uiso calc R 1 . .
C C7 1.06006(16) 0.71245(15) 0.52307(14) 0.0232(3) Uani d . 1 . .
H H7 1.1325 0.7018 0.5176 0.028 Uiso calc R 1 . .
C C8 0.98458(15) 0.63599(14) 0.56367(13) 0.0193(3) Uani d . 1 . .
H H8 1.0060 0.5731 0.5869 0.023 Uiso calc R 1 . .
C C9 0.87465(14) 0.64829(13) 0.57208(12) 0.0151(3) Uani d . 1 . .
C C10 0.84593(14) 0.74473(13) 0.53832(12) 0.0157(3) Uani d . 1 . .
C C11 0.81469(14) 0.46640(13) 0.65323(13) 0.0159(3) Uani d . 1 . .
C C12 0.98484(14) 0.44042(13) 0.82256(13) 0.0153(3) Uani d . 1 . .
C C13 0.91798(15) 0.30732(13) 0.77869(13) 0.0187(3) Uani d . 1 . .
H H13 0.8375 0.2585 0.6987 0.022 Uiso calc R 1 . .
C C14 0.96930(15) 0.24596(14) 0.85217(14) 0.0203(3) Uani d . 1 . .
H H14 0.9242 0.1552 0.8226 0.024 Uiso calc R 1 . .
C C15 1.08613(15) 0.31781(14) 0.96829(13) 0.0181(3) Uani d . 1 . .
C C16 1.15477(14) 0.45050(14) 1.01369(13) 0.0183(3) Uani d . 1 . .
H H16 1.2352 0.4988 1.0937 0.022 Uiso calc R 1 . .
C C17 1.10346(14) 0.51115(14) 0.93975(13) 0.0177(3) Uani d . 1 . .
H H17 1.1496 0.6019 0.9693 0.021 Uiso calc R 1 . .
C C18 0.70864(14) 0.86425(13) 0.51829(13) 0.0167(3) Uani d . 1 . .
C C19 0.53522(14) 0.89601(13) 0.35801(13) 0.0164(3) Uani d . 1 . .
C C20 0.58492(14) 1.02652(13) 0.42169(14) 0.0180(3) Uani d . 1 . .
H H20 0.6596 1.0709 0.5056 0.022 Uiso calc R 1 . .
C C21 0.52446(15) 1.09143(14) 0.36147(13) 0.0190(3) Uani d . 1 . .
H H21 0.5579 1.1804 0.4038 0.023 Uiso calc R 1 . .
C C22 0.41559(15) 1.02545(14) 0.23974(13) 0.0184(3) Uani d . 1 . .
C C23 0.36372(15) 0.89561(14) 0.17557(14) 0.0211(3) Uani d . 1 . .
H H23 0.2882 0.8515 0.0921 0.025 Uiso calc R 1 . .
C C24 0.42413(15) 0.83144(14) 0.23555(14) 0.0209(3) Uani d . 1 . .
H H24 0.3895 0.7423 0.1928 0.025 Uiso calc R 1 . .
O O3 0.48112(11) 0.56240(10) 0.23871(10) 0.0235(2) Uani d . 1 . .
O O4 0.12745(11) 0.77715(10) -0.12739(10) 0.0301(3) Uani d . 1 . .
N N3 0.62413(14) 0.49392(13) 0.20677(14) 0.0286(3) Uani d . 1 . .
N N4 0.19877(13) 0.95703(12) -0.16672(12) 0.0244(3) Uani d . 1 . .
C C25 0.53141(16) 0.48995(15) 0.24215(15) 0.0254(3) Uani d . 1 . .
H H25 0.5014 0.4255 0.2728 0.030 Uiso calc R 1 . .
C C26 0.6798(2) 0.4056(2) 0.2165(2) 0.0498(5) Uani d . 1 . .
H H26A 0.6433 0.3516 0.2570 0.060 Uiso calc R 1 . .
H H26B 0.7790 0.4541 0.2676 0.060 Uiso calc R 1 . .
H H26C 0.6544 0.3516 0.1313 0.060 Uiso calc R 1 . .
C C27 0.6761(2) 0.58983(19) 0.1596(2) 0.0437(5) Uani d . 1 . .
H H27A 0.6471 0.5480 0.0697 0.052 Uiso calc R 1 . .
H H27B 0.7756 0.6359 0.2084 0.052 Uiso calc R 1 . .
H H27C 0.6406 0.6504 0.1690 0.052 Uiso calc R 1 . .
C C28 0.11021(16) 0.86429(15) -0.15544(14) 0.0246(3) Uani d . 1 . .
H H28 0.0271 0.8645 -0.1699 0.030 Uiso calc R 1 . .
C C29 0.1742(2) 1.05877(17) -0.19713(17) 0.0386(4) Uani d . 1 . .
H H29A 0.0801 1.0386 -0.2202 0.046 Uiso calc R 1 . .
H H29B 0.1897 1.0665 -0.2687 0.046 Uiso calc R 1 . .
H H29C 0.2363 1.1398 -0.1230 0.046 Uiso calc R 1 . .
C C30 0.32963(19) 0.96522(19) -0.14314(19) 0.0411(5) Uani d . 1 . .
H H30A 0.4025 1.0433 -0.0689 0.049 Uiso calc R 1 . .
H H30B 0.3412 0.9675 -0.2176 0.049 Uiso calc R 1 . .
H H30C 0.3334 0.8903 -0.1271 0.049 Uiso calc R 1 . .
H H1N 0.9893(17) 0.5908(17) 0.7908(16) 0.024(4) Uiso d . 1 . .
H H2N 0.5477(18) 0.7389(19) 0.3633(18) 0.037(5) Uiso d . 1 . .
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'
Cl Cl 0.1484 0.1585 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C11 N1 C12 . . 127.53(12) ?
C11 N1 H1N . . 117.1(11) ?
C12 N1 H1N . . 114.5(12) ?
C18 N2 C19 . . 128.18(12) ?
C18 N2 H2N . . 115.0(12) ?
C19 N2 H2N . . 116.0(12) ?
C2 C1 C9 . . 120.61(13) ?
C2 C1 C11 . . 115.86(12) ?
C9 C1 C11 . . 123.53(12) ?
C1 C2 C3 . . 120.43(13) ?
C1 C2 H2 . . 119.8 ?
C3 C2 H2 . . 119.8 ?
C4 C3 C2 . . 120.57(13) ?
C4 C3 H3 . . 119.7 ?
C2 C3 H3 . . 119.7 ?
C3 C4 C10 . . 120.67(13) ?
C3 C4 C18 . . 119.65(12) ?
C10 C4 C18 . . 119.65(12) ?
C6 C5 C10 . . 121.27(14) ?
C6 C5 H5 . . 119.4 ?
C10 C5 H5 . . 119.4 ?
C5 C6 C7 . . 119.86(14) ?
C5 C6 H6 . . 120.1 ?
C7 C6 H6 . . 120.1 ?
C8 C7 C6 . . 120.34(14) ?
C8 C7 H7 . . 119.8 ?
C6 C7 H7 . . 119.8 ?
C7 C8 C9 . . 121.50(14) ?
C7 C8 H8 . . 119.2 ?
C9 C8 H8 . . 119.2 ?
C8 C9 C1 . . 123.18(13) ?
C8 C9 C10 . . 118.07(13) ?
C1 C9 C10 . . 118.74(12) ?
C5 C10 C9 . . 118.95(13) ?
C5 C10 C4 . . 122.19(13) ?
C9 C10 C4 . . 118.83(13) ?
O1 C11 N1 . . 124.73(13) ?
O1 C11 C1 . . 120.55(12) ?
N1 C11 C1 . . 114.67(12) ?
C13 C12 C17 . . 119.60(13) ?
C13 C12 N1 . . 123.54(13) ?
C17 C12 N1 . . 116.86(12) ?
C14 C13 C12 . . 119.91(13) ?
C14 C13 H13 . . 120.0 ?
C12 C13 H13 . . 120.0 ?
C15 C14 C13 . . 119.55(14) ?
C15 C14 H14 . . 120.2 ?
C13 C14 H14 . . 120.2 ?
C14 C15 C16 . . 121.55(13) ?
C14 C15 Cl1 . . 119.53(11) ?
C16 C15 Cl1 . . 118.92(11) ?
C17 C16 C15 . . 118.65(13) ?
C17 C16 H16 . . 120.7 ?
C15 C16 H16 . . 120.7 ?
C16 C17 C12 . . 120.75(13) ?
C16 C17 H17 . . 119.6 ?
C12 C17 H17 . . 119.6 ?
O2 C18 N2 . . 125.43(13) ?
O2 C18 C4 . . 121.68(12) ?
N2 C18 C4 . . 112.89(12) ?
C24 C19 C20 . . 119.68(13) ?
C24 C19 N2 . . 116.70(12) ?
C20 C19 N2 . . 123.61(13) ?
C21 C20 C19 . . 119.64(13) ?
C21 C20 H20 . . 120.2 ?
C19 C20 H20 . . 120.2 ?
C22 C21 C20 . . 119.46(13) ?
C22 C21 H21 . . 120.3 ?
C20 C21 H21 . . 120.3 ?
C21 C22 C23 . . 121.76(13) ?
C21 C22 Cl2 . . 119.18(11) ?
C23 C22 Cl2 . . 119.05(11) ?
C24 C23 C22 . . 118.64(13) ?
C24 C23 H23 . . 120.7 ?
C22 C23 H23 . . 120.7 ?
C23 C24 C19 . . 120.81(13) ?
C23 C24 H24 . . 119.6 ?
C19 C24 H24 . . 119.6 ?
C25 N3 C27 . . 120.68(14) ?
C25 N3 C26 . . 121.89(15) ?
C27 N3 C26 . . 117.41(15) ?
C28 N4 C29 . . 122.37(15) ?
C28 N4 C30 . . 120.96(14) ?
C29 N4 C30 . . 116.61(15) ?
O3 C25 N3 . . 125.73(16) ?
O3 C25 H25 . . 117.1 ?
N3 C25 H25 . . 117.1 ?
N3 C26 H26A . . 109.5 ?
N3 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
N3 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
N3 C27 H27A . . 109.5 ?
N3 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
N3 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
O4 C28 N4 . . 124.81(16) ?
O4 C28 H28 . . 117.6 ?
N4 C28 H28 . . 117.6 ?
N4 C29 H29A . . 109.5 ?
N4 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
N4 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
N4 C30 H30A . . 109.5 ?
N4 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
N4 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 C15 . 1.7462(14) ?
Cl2 C22 . 1.7473(14) ?
O1 C11 . 1.2240(17) ?
O2 C18 . 1.2238(17) ?
N1 C11 . 1.3580(18) ?
N1 C12 . 1.4138(17) ?
N1 H1N . 0.849(18) ?
N2 C18 . 1.3594(18) ?
N2 C19 . 1.4110(17) ?
N2 H2N . 0.895(19) ?
C1 C2 . 1.373(2) ?
C1 C9 . 1.4264(19) ?
C1 C11 . 1.5062(18) ?
C2 C3 . 1.4117(19) ?
C2 H2 . 0.95 ?
C3 C4 . 1.366(2) ?
C3 H3 . 0.95 ?
C4 C10 . 1.428(2) ?
C4 C18 . 1.5062(19) ?
C5 C6 . 1.366(2) ?
C5 C10 . 1.421(2) ?
C5 H5 . 0.95 ?
C6 C7 . 1.415(2) ?
C6 H6 . 0.95 ?
C7 C8 . 1.364(2) ?
C7 H7 . 0.95 ?
C8 C9 . 1.421(2) ?
C8 H8 . 0.95 ?
C9 C10 . 1.4271(19) ?
C12 C13 . 1.3930(19) ?
C12 C17 . 1.3949(19) ?
C13 C14 . 1.3914(19) ?
C13 H13 . 0.95 ?
C14 C15 . 1.380(2) ?
C14 H14 . 0.95 ?
C15 C16 . 1.388(2) ?
C16 C17 . 1.3877(19) ?
C16 H16 . 0.95 ?
C17 H17 . 0.95 ?
C19 C24 . 1.395(2) ?
C19 C20 . 1.3954(19) ?
C20 C21 . 1.3930(19) ?
C20 H20 . 0.95 ?
C21 C22 . 1.380(2) ?
C21 H21 . 0.95 ?
C22 C23 . 1.385(2) ?
C23 C24 . 1.3837(19) ?
C23 H23 . 0.95 ?
C24 H24 . 0.95 ?
O3 C25 . 1.2304(18) ?
O4 C28 . 1.2363(19) ?
N3 C25 . 1.330(2) ?
N3 C27 . 1.451(2) ?
N3 C26 . 1.453(2) ?
N4 C28 . 1.319(2) ?
N4 C29 . 1.454(2) ?
N4 C30 . 1.454(2) ?
C25 H25 . 0.95 ?
C26 H26A . 0.98 ?
C26 H26B . 0.98 ?
C26 H26C . 0.98 ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28 . 0.95 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C30 H30A . 0.98 ?
C30 H30B . 0.98 ?
C30 H30C . 0.98 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N2 H2N O3 . 0.89(2) 2.02(2) 2.9040(17) 168(2)
C23 H23 O4 . 0.95 2.39 3.3258(19) 167
N1 H1N O4 1_656 0.85(2) 2.01(2) 2.8536(17) 173(2)
C2 H2 O3 2_666 0.95 2.54 3.4458(19) 160
C6 H6 O2 2_776 0.95 2.38 3.3214(19) 169
C16 H16 O3 1_656 0.95 2.54 3.3949(19) 151
C21 H21 O1 1_565 0.95 2.37 3.1719(19) 142
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C9 C1 C2 C3 . . . . -3.5(2) ?
C11 C1 C2 C3 . . . . 177.63(12) ?
C1 C2 C3 C4 . . . . 0.2(2) ?
C2 C3 C4 C10 . . . . 2.9(2) ?
C2 C3 C4 C18 . . . . -175.08(12) ?
C10 C5 C6 C7 . . . . -0.4(2) ?
C5 C6 C7 C8 . . . . 0.1(2) ?
C6 C7 C8 C9 . . . . 0.6(2) ?
C7 C8 C9 C1 . . . . 178.28(14) ?
C7 C8 C9 C10 . . . . -0.8(2) ?
C2 C1 C9 C8 . . . . -175.58(13) ?
C11 C1 C9 C8 . . . . 3.2(2) ?
C2 C1 C9 C10 . . . . 3.53(19) ?
C11 C1 C9 C10 . . . . -177.64(12) ?
C6 C5 C10 C9 . . . . 0.1(2) ?
C6 C5 C10 C4 . . . . -178.02(13) ?
C8 C9 C10 C5 . . . . 0.50(19) ?
C1 C9 C10 C5 . . . . -178.66(12) ?
C8 C9 C10 C4 . . . . 178.70(12) ?
C1 C9 C10 C4 . . . . -0.46(19) ?
C3 C4 C10 C5 . . . . 175.41(13) ?
C18 C4 C10 C5 . . . . -6.6(2) ?
C3 C4 C10 C9 . . . . -2.72(19) ?
C18 C4 C10 C9 . . . . 175.26(12) ?
C12 N1 C11 O1 . . . . -3.3(2) ?
C12 N1 C11 C1 . . . . 174.14(12) ?
C2 C1 C11 O1 . . . . 55.39(18) ?
C9 C1 C11 O1 . . . . -123.49(16) ?
C2 C1 C11 N1 . . . . -122.19(14) ?
C9 C1 C11 N1 . . . . 58.93(17) ?
C11 N1 C12 C13 . . . . 12.7(2) ?
C11 N1 C12 C17 . . . . -166.47(13) ?
C17 C12 C13 C14 . . . . 0.4(2) ?
N1 C12 C13 C14 . . . . -178.74(13) ?
C12 C13 C14 C15 . . . . 0.1(2) ?
C13 C14 C15 C16 . . . . -0.4(2) ?
C13 C14 C15 Cl1 . . . . 179.37(11) ?
C14 C15 C16 C17 . . . . 0.1(2) ?
Cl1 C15 C16 C17 . . . . -179.65(10) ?
C15 C16 C17 C12 . . . . 0.4(2) ?
C13 C12 C17 C16 . . . . -0.7(2) ?
N1 C12 C17 C16 . . . . 178.50(13) ?
C19 N2 C18 O2 . . . . 2.1(2) ?
C19 N2 C18 C4 . . . . -178.44(13) ?
C3 C4 C18 O2 . . . . 112.28(16) ?
C10 C4 C18 O2 . . . . -65.73(18) ?
C3 C4 C18 N2 . . . . -67.17(17) ?
C10 C4 C18 N2 . . . . 114.83(14) ?
C18 N2 C19 C24 . . . . 168.17(14) ?
C18 N2 C19 C20 . . . . -13.1(2) ?
C24 C19 C20 C21 . . . . -1.0(2) ?
N2 C19 C20 C21 . . . . -179.70(13) ?
C19 C20 C21 C22 . . . . 0.4(2) ?
C20 C21 C22 C23 . . . . 0.4(2) ?
C20 C21 C22 Cl2 . . . . -179.51(11) ?
C21 C22 C23 C24 . . . . -0.6(2) ?
Cl2 C22 C23 C24 . . . . 179.40(12) ?
C22 C23 C24 C19 . . . . -0.2(2) ?
C20 C19 C24 C23 . . . . 0.9(2) ?
N2 C19 C24 C23 . . . . 179.69(13) ?
C27 N3 C25 O3 . . . . 0.4(3) ?
C26 N3 C25 O3 . . . . 178.82(17) ?
C29 N4 C28 O4 . . . . -178.55(14) ?
C30 N4 C28 O4 . . . . -1.5(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30655878
