#------------------------------------------------------------------------------
#$Date: 2020-10-06 11:08:16 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257488 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/52/7235222.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_7235222
loop_
_publ_author_name
'Okayasu, Misaki'
'Kikkawa, Shoko'
'Hikawa, Hidemasa'
'Azumaya, Isao'
_publ_section_title
;
 Co-crystals of 9,9′-bianthracene-10,10′-dicarboxylic acid
 with linear bidentate basic ligand molecules: synthesis, crystal
 structure, and properties based on the layer structure exfoliated by
 water
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              497
_journal_page_last               505
_journal_paper_doi               10.1039/C9CE01460H
_journal_volume                  22
_journal_year                    2020
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'
_chemical_formula_moiety         'C42 H42 N4 O11'
_chemical_formula_sum            'C42 H42 N4 O11'
_chemical_formula_weight         778.81
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2019-11-16 deposited with the CCDC.	2019-11-19 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 93.536(7)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   10.2344(8)
_cell_length_b                   33.477(2)
_cell_length_c                   11.5077(10)
_cell_measurement_reflns_used    3355
_cell_measurement_temperature    93
_cell_measurement_theta_max      26.24
_cell_measurement_theta_min      2.71
_cell_volume                     3935.2(5)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      93
_diffrn_detector_area_resol_mean 5.811
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.1157
_diffrn_reflns_av_unetI/netI     0.1591
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            31178
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         2.656
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_correction_T_min  0.289
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1640.00
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.55
_refine_diff_density_min         -0.37
_refine_ls_abs_structure_details
;
 Flack x determined using 1403 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     517
_refine_ls_number_reflns         8740
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.2056
_refine_ls_R_factor_gt           0.1064
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1686P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2472
_refine_ls_wR_factor_ref         0.2994
_reflns_Friedel_coverage         0.931
_reflns_Friedel_fraction_full    0.957
_reflns_Friedel_fraction_max     0.934
_reflns_number_gt                4291
_reflns_number_total             8740
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            c9ce01460h3.cif
_cod_data_source_block           mfu284-2a
_cod_depositor_comments
;Adding full bibliography for 7235220--7235226.cif.

 Adding full bibliography for 7235220--7235226.cif.
;
_cod_database_code               7235222
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 +X,-Y,1/2+Z
3 1/2+X,1/2+Y,+Z
4 1/2+X,1/2-Y,1/2+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_adp
O1 O 0.4283(7) 0.42609(19) 0.5158(7) 0.054(2) Uani 1 1 d . .
H1A H 0.415(12) 0.482(4) 0.532(10) 0.065 Uiso 1 1 d . U
O2 O 0.2317(8) 0.4218(2) 0.5832(7) 0.057(2) Uani 1 1 d . .
O3 O 0.3723(7) 0.09479(19) 0.6749(6) 0.0467(17) Uani 1 1 d . .
O4 O 0.3222(8) 0.08035(19) 0.4915(6) 0.0499(19) Uani 1 1 d . .
H4A H 0.328159 0.056983 0.517970 0.075 Uiso 1 1 calc R U
O5 O 0.5970(8) 0.4094(2) 0.3480(7) 0.064(2) Uani 1 1 d . .
O6 O 0.3222(9) 0.0831(2) 0.2570(7) 0.068(2) Uani 1 1 d . .
O7 O 0.1189(13) 0.0375(3) 0.1824(12) 0.123(5) Uani 1 1 d . .
O8 O 0.2412(12) -0.0304(3) 0.2653(10) 0.097(3) Uani 1 1 d . .
O9 O 0.3681(13) -0.0011(2) 0.4834(8) 0.107(4) Uani 1 1 d . .
O10 O 0.5189(8) -0.0364(2) 0.6579(8) 0.062(2) Uani 1 1 d . .
O11 O 0.5828(12) 0.0438(3) 0.7367(13) 0.131(5) Uani 1 1 d . .
N1 N 0.3786(9) 0.5040(2) 0.5060(8) 0.046(2) Uani 1 1 d . .
N2 N 0.3585(13) 0.5760(3) 0.4485(11) 0.073(3) Uani 1 1 d . .
N3 N 0.7815(9) 0.3600(2) 0.4417(8) 0.048(2) Uani 1 1 d . .
N4 N 0.9180(8) 0.3144(2) 0.5767(7) 0.042(2) Uani 1 1 d . .
C1 C 0.1771(8) 0.3463(3) 0.2405(8) 0.031(2) Uani 1 1 d . .
H1 H 0.135199 0.361578 0.179382 0.037 Uiso 1 1 calc R U
C2 C 0.2264(8) 0.3646(3) 0.3366(9) 0.036(2) Uani 1 1 d . .
H2 H 0.220002 0.392829 0.341584 0.043 Uiso 1 1 calc R U
C3 C 0.2876(8) 0.3434(3) 0.4311(8) 0.031(2) Uani 1 1 d . .
C4 C 0.3368(9) 0.3618(2) 0.5333(8) 0.0287(19) Uani 1 1 d . .
C5 C 0.3947(9) 0.3398(2) 0.6232(9) 0.032(2) Uani 1 1 d . .
C6 C 0.4492(10) 0.3581(3) 0.7279(8) 0.036(2) Uani 1 1 d . .
H6 H 0.445032 0.386380 0.734066 0.043 Uiso 1 1 calc R U
C7 C 0.5052(10) 0.3379(3) 0.8165(9) 0.044(3) Uani 1 1 d . .
H7 H 0.544084 0.351488 0.882359 0.053 Uiso 1 1 calc R U
C8 C 0.5060(9) 0.2962(3) 0.8114(8) 0.036(2) Uani 1 1 d . .
H8 H 0.542675 0.281164 0.875417 0.043 Uiso 1 1 calc R U
C9 C 0.4542(8) 0.2772(3) 0.7146(8) 0.030(2) Uani 1 1 d . .
H9 H 0.456652 0.248827 0.713812 0.036 Uiso 1 1 calc R U
C10 C 0.3974(8) 0.2967(2) 0.6157(8) 0.0263(19) Uani 1 1 d . .
C11 C 0.3449(8) 0.2776(2) 0.5162(7) 0.0228(17) Uani 1 1 d . .
C12 C 0.2912(8) 0.2999(2) 0.4212(7) 0.0237(18) Uani 1 1 d . .
C13 C 0.2425(8) 0.2815(3) 0.3174(8) 0.032(2) Uani 1 1 d . .
H13 H 0.248450 0.253347 0.309506 0.038 Uiso 1 1 calc R U
C14 C 0.1872(8) 0.3035(3) 0.2288(8) 0.036(2) Uani 1 1 d . .
H14 H 0.155063 0.290841 0.158924 0.044 Uiso 1 1 calc R U
C15 C 0.3314(11) 0.4063(3) 0.5462(8) 0.038(2) Uani 1 1 d . .
C16 C 0.3417(8) 0.2325(2) 0.5144(7) 0.0232(17) Uani 1 1 d . .
C17 C 0.4411(8) 0.2103(2) 0.4725(8) 0.0270(19) Uani 1 1 d . .
C18 C 0.5501(9) 0.2284(3) 0.4185(8) 0.034(2) Uani 1 1 d . .
H18 H 0.551693 0.256635 0.409311 0.041 Uiso 1 1 calc R U
C19 C 0.6493(9) 0.2067(3) 0.3810(8) 0.039(2) Uani 1 1 d . .
H19 H 0.720708 0.219543 0.347261 0.047 Uiso 1 1 calc R U
C20 C 0.6469(11) 0.1634(3) 0.3922(9) 0.048(3) Uani 1 1 d . .
H20 H 0.715105 0.147843 0.362858 0.058 Uiso 1 1 calc R U
C21 C 0.5478(10) 0.1452(3) 0.4443(9) 0.046(3) Uani 1 1 d . .
H21 H 0.549048 0.116947 0.452706 0.056 Uiso 1 1 calc R U
C22 C 0.4425(9) 0.1672(2) 0.4865(8) 0.030(2) Uani 1 1 d . .
C23 C 0.3416(9) 0.1485(2) 0.5439(8) 0.033(2) Uani 1 1 d . .
C24 C 0.2350(9) 0.1713(2) 0.5815(8) 0.0279(19) Uani 1 1 d . .
C25 C 0.1296(9) 0.1534(3) 0.6329(8) 0.034(2) Uani 1 1 d . .
H25 H 0.129043 0.125179 0.642608 0.040 Uiso 1 1 calc R U
C26 C 0.0279(9) 0.1752(3) 0.6694(8) 0.032(2) Uani 1 1 d . .
H26 H -0.043393 0.162306 0.702965 0.038 Uiso 1 1 calc R U
C27 C 0.0286(8) 0.2164(3) 0.6574(8) 0.032(2) Uani 1 1 d . .
H27 H -0.043030 0.231595 0.682224 0.038 Uiso 1 1 calc R U
C28 C 0.1311(7) 0.2357(3) 0.6102(6) 0.0239(18) Uani 1 1 d . .
H28 H 0.132186 0.264050 0.606571 0.029 Uiso 1 1 calc R U
C29 C 0.2356(8) 0.2134(2) 0.5666(8) 0.0258(18) Uani 1 1 d . .
C30 C 0.3466(9) 0.1044(3) 0.5708(9) 0.036(2) Uani 1 1 d . .
C31 C 0.2629(12) 0.5097(3) 0.4249(11) 0.058(3) Uani 1 1 d . .
H31A H 0.181515 0.505171 0.465303 0.070 Uiso 1 1 calc R U
H31B H 0.264852 0.490830 0.358890 0.070 Uiso 1 1 calc R U
C32 C 0.2684(15) 0.5515(5) 0.3828(13) 0.089(5) Uani 1 1 d . .
H32A H 0.292444 0.551287 0.300789 0.107 Uiso 1 1 calc R U
H32B H 0.180038 0.563455 0.384505 0.107 Uiso 1 1 calc R U
C33 C 0.3623(15) 0.5252(4) 0.6112(10) 0.077(4) Uani 1 1 d . .
H33A H 0.441987 0.523189 0.664226 0.092 Uiso 1 1 calc R U
H33B H 0.286976 0.514591 0.651499 0.092 Uiso 1 1 calc R U
C34 C 0.336(2) 0.5712(4) 0.5716(14) 0.099(5) Uani 1 1 d . .
H34A H 0.245010 0.578695 0.585649 0.119 Uiso 1 1 calc R U
H34B H 0.395695 0.589071 0.618576 0.119 Uiso 1 1 calc R U
C35 C 0.5005(13) 0.5175(4) 0.4486(13) 0.068(4) Uani 1 1 d . .
H35A H 0.579906 0.510720 0.498166 0.082 Uiso 1 1 calc R U
H35B H 0.506111 0.504293 0.372118 0.082 Uiso 1 1 calc R U
C36 C 0.4895(18) 0.5614(5) 0.4337(19) 0.108(6) Uani 1 1 d . .
H36A H 0.551126 0.574615 0.491118 0.129 Uiso 1 1 calc R U
H36B H 0.515318 0.568607 0.354940 0.129 Uiso 1 1 calc R U
C37 C 0.8310(11) 0.3246(3) 0.3753(9) 0.043(2) Uani 1 1 d . .
H37A H 0.756126 0.308619 0.342292 0.052 Uiso 1 1 calc R U
H37B H 0.882124 0.333972 0.310395 0.052 Uiso 1 1 calc R U
C38 C 0.9161(11) 0.2992(3) 0.4576(9) 0.047(3) Uani 1 1 d . .
H38A H 0.882806 0.271417 0.455785 0.056 Uiso 1 1 calc R U
H38B H 1.006473 0.298810 0.431422 0.056 Uiso 1 1 calc R U
C39 C 0.9019(10) 0.3808(3) 0.4894(9) 0.045(3) Uani 1 1 d . .
H39A H 0.959364 0.386660 0.425371 0.054 Uiso 1 1 calc R U
H39B H 0.877658 0.406440 0.524963 0.054 Uiso 1 1 calc R U
C40 C 0.9738(12) 0.3555(3) 0.5785(10) 0.055(3) Uani 1 1 d . .
H40A H 1.067589 0.354274 0.562225 0.066 Uiso 1 1 calc R U
H40B H 0.966951 0.367388 0.656600 0.066 Uiso 1 1 calc R U
C41 C 0.7030(11) 0.3463(3) 0.5381(11) 0.060(3) Uani 1 1 d . .
H41A H 0.622724 0.332630 0.506580 0.072 Uiso 1 1 calc R U
H41B H 0.676892 0.369462 0.585015 0.072 Uiso 1 1 calc R U
C42 C 0.7872(12) 0.3177(3) 0.6135(11) 0.057(3) Uani 1 1 d . .
H42A H 0.790620 0.327026 0.695235 0.068 Uiso 1 1 calc R U
H42B H 0.745975 0.290903 0.610819 0.068 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 0.0033 0.0016
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(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
C30 O4 H4A 109.5
C33 N1 C31 110.0(9)
C33 N1 C35 111.4(10)
C31 N1 C35 109.6(9)
C33 N1 H1A 102(8)
C31 N1 H1A 129(8)
C35 N1 H1A 93(8)
C32 N2 C36 108.6(12)
C32 N2 C34 108.6(12)
C36 N2 C34 106.2(14)
C41 N3 C39 110.1(9)
C41 N3 C37 110.5(8)
C39 N3 C37 104.9(8)
C42 N4 C38 110.2(9)
C42 N4 C40 106.9(8)
C38 N4 C40 108.5(8)
C2 C1 C14 120.4(8)
C2 C1 H1 119.8
C14 C1 H1 119.8
C1 C2 C3 122.3(8)
C1 C2 H2 118.8
C3 C2 H2 118.8
C4 C3 C2 123.2(8)
C4 C3 C12 119.8(7)
C2 C3 C12 116.9(8)
C5 C4 C3 121.1(7)
C5 C4 C15 118.3(8)
C3 C4 C15 120.6(8)
C4 C5 C6 122.2(8)
C4 C5 C10 119.8(8)
C6 C5 C10 117.9(8)
C7 C6 C5 123.8(8)
C7 C6 H6 118.1
C5 C6 H6 118.1
C6 C7 C8 118.8(9)
C6 C7 H7 120.6
C8 C7 H7 120.6
C9 C8 C7 119.9(9)
C9 C8 H8 120.1
C7 C8 H8 120.1
C8 C9 C10 124.4(8)
C8 C9 H9 117.8
C10 C9 H9 117.8
C11 C10 C9 124.9(7)
C11 C10 C5 120.0(8)
C9 C10 C5 115.1(8)
C10 C11 C12 120.6(7)
C10 C11 C16 118.5(7)
C12 C11 C16 120.8(8)
C13 C12 C11 121.9(7)
C13 C12 C3 119.6(7)
C11 C12 C3 118.5(7)
C14 C13 C12 120.7(8)
C14 C13 H13 119.6
C12 C13 H13 119.6
C13 C14 C1 119.9(9)
C13 C14 H14 120.0
C1 C14 H14 120.0
O2 C15 O1 123.6(8)
O2 C15 C4 119.0(9)
O1 C15 C4 117.4(9)
C17 C16 C29 120.5(7)
C17 C16 C11 122.0(7)
C29 C16 C11 117.3(7)
C16 C17 C18 122.3(8)
C16 C17 C22 120.1(7)
C18 C17 C22 117.5(7)
C19 C18 C17 122.1(8)
C19 C18 H18 118.9
C17 C18 H18 118.9
C18 C19 C20 119.5(8)
C18 C19 H19 120.2
C20 C19 H19 120.2
C21 C20 C19 120.4(9)
C21 C20 H20 119.8
C19 C20 H20 119.8
C20 C21 C22 121.6(9)
C20 C21 H21 119.2
C22 C21 H21 119.2
C23 C22 C21 121.7(8)
C23 C22 C17 119.5(7)
C21 C22 C17 118.8(8)
C22 C23 C24 120.2(7)
C22 C23 C30 121.0(8)
C24 C23 C30 118.8(8)
C25 C24 C29 119.2(8)
C25 C24 C23 121.6(8)
C29 C24 C23 119.2(8)
C26 C25 C24 121.6(8)
C26 C25 H25 119.2
C24 C25 H25 119.2
C25 C26 C27 119.7(8)
C25 C26 H26 120.2
C27 C26 H26 120.2
C28 C27 C26 121.1(8)
C28 C27 H27 119.5
C26 C27 H27 119.5
C27 C28 C29 120.3(8)
C27 C28 H28 119.9
C29 C28 H28 119.9
C24 C29 C28 118.0(7)
C24 C29 C16 120.4(7)
C28 C29 C16 121.6(7)
O4 C30 O3 124.3(9)
O4 C30 C23 119.0(9)
O3 C30 C23 116.7(8)
N1 C31 C32 106.5(10)
N1 C31 H31A 110.4
C32 C31 H31A 110.4
N1 C31 H31B 110.4
C32 C31 H31B 110.4
H31A C31 H31B 108.6
N2 C32 C31 114.1(11)
N2 C32 H32A 108.7
C31 C32 H32A 108.7
N2 C32 H32B 108.7
C31 C32 H32B 108.7
H32A C32 H32B 107.6
N1 C33 C34 105.1(10)
N1 C33 H33A 110.7
C34 C33 H33A 110.7
N1 C33 H33B 110.7
C34 C33 H33B 110.7
H33A C33 H33B 108.8
N2 C34 C33 110.2(10)
N2 C34 H34A 109.6
C33 C34 H34A 109.6
N2 C34 H34B 109.6
C33 C34 H34B 109.6
H34A C34 H34B 108.1
C36 C35 N1 106.7(11)
C36 C35 H35A 110.4
N1 C35 H35A 110.4
C36 C35 H35B 110.4
N1 C35 H35B 110.4
H35A C35 H35B 108.6
N2 C36 C35 112.7(12)
N2 C36 H36A 109.0
C35 C36 H36A 109.0
N2 C36 H36B 109.0
C35 C36 H36B 109.0
H36A C36 H36B 107.8
C38 C37 N3 108.8(8)
C38 C37 H37A 109.9
N3 C37 H37A 109.9
C38 C37 H37B 109.9
N3 C37 H37B 109.9
H37A C37 H37B 108.3
N4 C38 C37 111.5(8)
N4 C38 H38A 109.3
C37 C38 H38A 109.3
N4 C38 H38B 109.3
C37 C38 H38B 109.3
H38A C38 H38B 108.0
C40 C39 N3 110.4(8)
C40 C39 H39A 109.6
N3 C39 H39A 109.6
C40 C39 H39B 109.6
N3 C39 H39B 109.6
H39A C39 H39B 108.1
N4 C40 C39 110.1(9)
N4 C40 H40A 109.6
C39 C40 H40A 109.6
N4 C40 H40B 109.6
C39 C40 H40B 109.6
H40A C40 H40B 108.2
N3 C41 C42 107.8(9)
N3 C41 H41A 110.1
C42 C41 H41A 110.1
N3 C41 H41B 110.1
C42 C41 H41B 110.1
H41A C41 H41B 108.5
N4 C42 C41 112.7(9)
N4 C42 H42A 109.1
C41 C42 H42A 109.1
N4 C42 H42B 109.1
C41 C42 H42B 109.1
H42A C42 H42B 107.8
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C15 1.259(12)
O2 C15 1.243(12)
O3 C30 1.252(12)
O4 C30 1.229(11)
O4 H4A 0.8400
N1 C33 1.423(15)
N1 C31 1.475(15)
N1 C35 1.516(15)
N1 H1A 0.87(12)
N2 C32 1.417(19)
N2 C36 1.45(2)
N2 C34 1.46(2)
N3 C41 1.481(14)
N3 C39 1.491(13)
N3 C37 1.514(13)
N4 C42 1.432(14)
N4 C38 1.462(13)
N4 C40 1.488(13)
C1 C2 1.335(13)
C1 C14 1.442(13)
C1 H1 0.9500
C2 C3 1.412(13)
C2 H2 0.9500
C3 C4 1.393(13)
C3 C12 1.461(12)
C4 C5 1.374(13)
C4 C15 1.500(12)
C5 C6 1.433(14)
C5 C10 1.446(11)
C6 C7 1.325(14)
C6 H6 0.9500
C7 C8 1.396(14)
C7 H7 0.9500
C8 C9 1.362(13)
C8 H8 0.9500
C9 C10 1.407(13)
C9 H9 0.9500
C10 C11 1.391(12)
C11 C12 1.407(12)
C11 C16 1.511(10)
C12 C13 1.407(12)
C13 C14 1.354(12)
C13 H13 0.9500
C14 H14 0.9500
C16 C17 1.371(11)
C16 C29 1.425(11)
C17 C18 1.443(12)
C17 C22 1.454(12)
C18 C19 1.341(12)
C18 H18 0.9500
C19 C20 1.457(15)
C19 H19 0.9500
C20 C21 1.354(15)
C20 H20 0.9500
C21 C22 1.416(13)
C21 H21 0.9500
C22 C23 1.407(12)
C23 C24 1.422(12)
C23 C30 1.509(13)
C24 C25 1.398(12)
C24 C29 1.420(12)
C25 C26 1.360(13)
C25 H25 0.9500
C26 C27 1.387(12)
C26 H26 0.9500
C27 C28 1.371(11)
C27 H27 0.9500
C28 C29 1.420(11)
C28 H28 0.9500
C31 C32 1.48(2)
C31 H31A 0.9900
C31 H31B 0.9900
C32 H32A 0.9900
C32 H32B 0.9900
C33 C34 1.62(2)
C33 H33A 0.9900
C33 H33B 0.9900
C34 H34A 0.9900
C34 H34B 0.9900
C35 C36 1.481(19)
C35 H35A 0.9900
C35 H35B 0.9900
C36 H36A 0.9900
C36 H36B 0.9900
C37 C38 1.508(15)
C37 H37A 0.9900
C37 H37B 0.9900
C38 H38A 0.9900
C38 H38B 0.9900
C39 C40 1.489(16)
C39 H39A 0.9900
C39 H39B 0.9900
C40 H40A 0.9900
C40 H40B 0.9900
C41 C42 1.525(17)
C41 H41A 0.9900
C41 H41B 0.9900
C42 H42A 0.9900
C42 H42B 0.9900
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C31 H31B O11 0.99 2.54 3.287(16) 131.8 4_454 yes
C33 H33B O11 0.99 2.56 3.34(2) 136.1 3_455 yes
C35 H35A O7 0.99 2.68 3.420(18) 132.2 4 yes
C36 H36B O7 0.99 2.53 3.35(3) 140.0 3 yes
C40 H40B O6 0.99 2.55 3.355(15) 138.6 4 yes
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
C14 C1 C2 C3 -1.2(13)
C1 C2 C3 C4 -178.4(8)
C1 C2 C3 C12 -2.0(12)
C2 C3 C4 C5 179.5(8)
C12 C3 C4 C5 3.2(13)
C2 C3 C4 C15 -2.4(13)
C12 C3 C4 C15 -178.7(8)
C3 C4 C5 C6 178.2(8)
C15 C4 C5 C6 0.1(13)
C3 C4 C5 C10 -4.1(13)
C15 C4 C5 C10 177.7(8)
C4 C5 C6 C7 179.7(9)
C10 C5 C6 C7 2.0(14)
C5 C6 C7 C8 -3.3(15)
C6 C7 C8 C9 2.4(14)
C7 C8 C9 C10 -0.2(14)
C8 C9 C10 C11 179.6(8)
C8 C9 C10 C5 -1.0(12)
C4 C5 C10 C11 1.9(12)
C6 C5 C10 C11 179.6(8)
C4 C5 C10 C9 -177.5(8)
C6 C5 C10 C9 0.2(11)
C9 C10 C11 C12 -179.4(7)
C5 C10 C11 C12 1.3(12)
C9 C10 C11 C16 3.1(12)
C5 C10 C11 C16 -176.2(7)
C10 C11 C12 C13 177.2(7)
C16 C11 C12 C13 -5.4(12)
C10 C11 C12 C3 -2.2(11)
C16 C11 C12 C3 175.3(7)
C4 C3 C12 C13 -179.4(8)
C2 C3 C12 C13 4.1(11)
C4 C3 C12 C11 0.0(11)
C2 C3 C12 C11 -176.5(7)
C11 C12 C13 C14 177.7(8)
C3 C12 C13 C14 -2.9(12)
C12 C13 C14 C1 -0.4(12)
C2 C1 C14 C13 2.5(12)
C5 C4 C15 O2 -94.5(12)
C3 C4 C15 O2 87.4(12)
C5 C4 C15 O1 87.2(11)
C3 C4 C15 O1 -91.0(12)
C10 C11 C16 C17 -92.2(10)
C12 C11 C16 C17 90.4(11)
C10 C11 C16 C29 83.1(10)
C12 C11 C16 C29 -94.4(9)
C29 C16 C17 C18 179.7(8)
C11 C16 C17 C18 -5.2(14)
C29 C16 C17 C22 -3.2(14)
C11 C16 C17 C22 171.9(7)
C16 C17 C18 C19 177.8(9)
C22 C17 C18 C19 0.6(14)
C17 C18 C19 C20 1.3(15)
C18 C19 C20 C21 -2.6(16)
C19 C20 C21 C22 1.7(16)
C20 C21 C22 C23 -177.9(10)
C20 C21 C22 C17 0.3(15)
C16 C17 C22 C23 -0.4(13)
C18 C17 C22 C23 176.8(8)
C16 C17 C22 C21 -178.8(9)
C18 C17 C22 C21 -1.5(13)
C21 C22 C23 C24 -177.8(9)
C17 C22 C23 C24 3.9(14)
C21 C22 C23 C30 4.5(14)
C17 C22 C23 C30 -173.8(8)
C22 C23 C24 C25 176.4(8)
C30 C23 C24 C25 -5.9(13)
C22 C23 C24 C29 -3.7(14)
C30 C23 C24 C29 174.0(8)
C29 C24 C25 C26 -0.3(13)
C23 C24 C25 C26 179.7(9)
C24 C25 C26 C27 -1.0(14)
C25 C26 C27 C28 -0.6(14)
C26 C27 C28 C29 3.5(13)
C25 C24 C29 C28 3.0(12)
C23 C24 C29 C28 -177.0(7)
C25 C24 C29 C16 -180.0(8)
C23 C24 C29 C16 0.0(13)
C27 C28 C29 C24 -4.6(12)
C27 C28 C29 C16 178.4(8)
C17 C16 C29 C24 3.4(14)
C11 C16 C29 C24 -171.9(7)
C17 C16 C29 C28 -179.7(8)
C11 C16 C29 C28 5.0(13)
C22 C23 C30 O4 -75.7(12)
C24 C23 C30 O4 106.6(10)
C22 C23 C30 O3 106.3(10)
C24 C23 C30 O3 -71.3(11)
C33 N1 C31 C32 71.8(13)
C35 N1 C31 C32 -51.0(13)
C36 N2 C32 C31 65.7(16)
C34 N2 C32 C31 -49.3(16)
N1 C31 C32 N2 -14.0(16)
C31 N1 C33 C34 -56.4(13)
C35 N1 C33 C34 65.3(13)
C32 N2 C34 C33 61.9(16)
C36 N2 C34 C33 -54.6(16)
N1 C33 C34 N2 -8.8(17)
C33 N1 C35 C36 -54.8(15)
C31 N1 C35 C36 67.1(14)
C32 N2 C36 C35 -47(2)
C34 N2 C36 C35 69.2(18)
N1 C35 C36 N2 -15(2)
C41 N3 C37 C38 -60.4(11)
C39 N3 C37 C38 58.1(10)
C42 N4 C38 C37 55.2(12)
C40 N4 C38 C37 -61.5(11)
N3 C37 C38 N4 4.1(12)
C41 N3 C39 C40 51.9(11)
C37 N3 C39 C40 -67.0(10)
C42 N4 C40 C39 -65.7(11)
C38 N4 C40 C39 53.2(11)
N3 C39 C40 N4 10.7(12)
C39 N3 C41 C42 -60.1(11)
C37 N3 C41 C42 55.3(12)
C38 N4 C42 C41 -60.9(12)
C40 N4 C42 C41 56.9(12)
N3 C41 C42 N4 4.5(13)
