#------------------------------------------------------------------------------
#$Date: 2020-03-28 04:41:31 +0200 (Sat, 28 Mar 2020) $
#$Revision: 249813 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/02/7240225.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_7240225
loop_
_publ_author_name
'Kilinkissa, Ornella E. Y.'
'Govender, Krishna Kuben'
'Bathori, Nikoletta B.'
_publ_section_title
;
 Melting point--solubility--structure correlations in chiral and racemic
 model cocrystals
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00014K
_journal_year                    2020
_chemical_absolute_configuration rm
_chemical_formula_sum            'C22 H22 N2 O4'
_chemical_formula_weight         378.41
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/4
_audit_update_record
;
2019-04-24 deposited with the CCDC.	2020-03-27 downloaded from the CCDC.
;
_cell_angle_alpha                92.82(3)
_cell_angle_beta                 99.52(3)
_cell_angle_gamma                110.25(3)
_cell_formula_units_Z            2
_cell_length_a                   6.5705(13)
_cell_length_b                   9.2493(18)
_cell_length_c                   17.129(3)
_cell_measurement_reflns_used    16309
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.294
_cell_measurement_theta_min      1.213
_cell_volume                     956.8(4)
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker Duo Apex II'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_unetI/netI     0.0435
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            16309
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.294
_diffrn_reflns_theta_min         1.213
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_description       block
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.370
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details
;
 Flack x determined using 3420 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     509
_refine_ls_number_reflns         9350
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0398
_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)+(0.0487P)²+0.0319P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0918
_refine_ls_wR_factor_ref         0.0969
_reflns_Friedel_coverage         0.981
_reflns_Friedel_fraction_full    0.976
_reflns_Friedel_fraction_max     0.972
_reflns_number_gt                8032
_reflns_number_total             9350
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce00014k2.cif
_cod_data_source_block           ETBIPY-SPSA
_cod_database_code               7240225
_shelx_shelxl_version_number     2016/4
_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.
;
_shelx_estimated_absorpt_t_min   0.964
_shelx_estimated_absorpt_t_max   0.991
loop_
_space_group_symop_operation_xyz
'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_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1A N 1.5295(3) 1.4392(2) 0.14393(12) 0.0241(4) Uani 1 1 d . . . . .
C1A C 1.5799(4) 1.4051(3) 0.21793(15) 0.0257(5) Uani 1 1 d . . . . .
H1A H 1.646865 1.487718 0.259899 0.031 Uiso 1 1 calc R U . . .
N2A N 1.0556(3) 0.3737(2) 0.19865(13) 0.0248(4) Uani 1 1 d . . . . .
C2A C 1.5387(4) 1.2552(3) 0.23591(14) 0.0252(5) Uani 1 1 d . . . . .
H2A H 1.577422 1.236302 0.289346 0.030 Uiso 1 1 calc R U . . .
C3A C 1.4405(4) 1.1313(3) 0.17581(14) 0.0222(5) Uani 1 1 d . . . . .
C4A C 1.3867(4) 1.1675(3) 0.09926(15) 0.0271(5) Uani 1 1 d . . . . .
H4A H 1.317544 1.087226 0.056254 0.033 Uiso 1 1 calc R U . . .
C5A C 1.4343(4) 1.3209(3) 0.08592(15) 0.0270(5) Uani 1 1 d . . . . .
H5A H 1.397605 1.343302 0.033041 0.032 Uiso 1 1 calc R U . . .
C6A C 1.4036(4) 0.9677(3) 0.19545(15) 0.0240(5) Uani 1 1 d . . . . .
H6A H 1.396283 0.964071 0.252623 0.029 Uiso 1 1 calc R U . . .
H6B H 1.532429 0.941174 0.186891 0.029 Uiso 1 1 calc R U . . .
C7A C 1.1948(4) 0.8458(3) 0.14659(15) 0.0248(5) Uani 1 1 d . . . . .
H7A H 1.066489 0.873614 0.154502 0.030 Uiso 1 1 calc R U . . .
H7B H 1.203374 0.848774 0.089496 0.030 Uiso 1 1 calc R U . . .
C8A C 1.1537(4) 0.6824(3) 0.16621(14) 0.0218(5) Uani 1 1 d . . . . .
C9A C 1.2103(4) 0.6456(3) 0.24259(14) 0.0251(5) Uani 1 1 d . . . . .
H9A H 1.283857 0.725677 0.285429 0.030 Uiso 1 1 calc R U . . .
C10A C 1.1589(4) 0.4918(3) 0.25587(15) 0.0273(5) Uani 1 1 d . . . . .
H10A H 1.199280 0.469226 0.308440 0.033 Uiso 1 1 calc R U . . .
C11A C 1.0028(4) 0.4078(3) 0.12459(15) 0.0253(5) Uani 1 1 d . . . . .
H11A H 0.931152 0.325067 0.082917 0.030 Uiso 1 1 calc R U . . .
C12A C 1.0482(4) 0.5582(3) 0.10639(15) 0.0248(5) Uani 1 1 d . . . . .
H12A H 1.007531 0.577079 0.053098 0.030 Uiso 1 1 calc R U . . .
N1B N 2.0724(4) 0.7402(3) 0.75150(14) 0.0351(5) Uani 1 1 d . . . . .
C1B C 2.0911(6) 0.7324(4) 0.67479(18) 0.0479(8) Uani 1 1 d . . . . .
H1B H 2.019688 0.784096 0.639557 0.058 Uiso 1 1 calc R U . . .
N2B N 1.6723(4) 0.0687(3) 0.59075(13) 0.0351(5) Uani 1 1 d . . . . .
C2B C 2.2091(6) 0.6530(4) 0.64480(17) 0.0443(7) Uani 1 1 d . . . . .
H2B H 2.216441 0.650032 0.589844 0.053 Uiso 1 1 calc R U . . .
C3B C 2.3173(4) 0.5772(3) 0.69451(15) 0.0319(6) Uani 1 1 d . . . . .
C4B C 2.2998(4) 0.5878(3) 0.77409(15) 0.0325(6) Uani 1 1 d . . . . .
H4B H 2.371835 0.539096 0.810945 0.039 Uiso 1 1 calc R U . . .
C5B C 2.1780(4) 0.6688(3) 0.79950(16) 0.0315(5) Uani 1 1 d . . . . .
H5B H 2.168556 0.674230 0.854248 0.038 Uiso 1 1 calc R U . . .
C6B C 2.4483(5) 0.4894(4) 0.66398(18) 0.0411(7) Uani 1 1 d . . . . .
H6D H 2.605508 0.539931 0.690393 0.049 Uiso 1 1 calc R U . . .
H6C H 2.439510 0.496362 0.606099 0.049 Uiso 1 1 calc R U . . .
C7B C 2.3698(5) 0.3176(4) 0.67783(18) 0.0410(7) Uani 1 1 d . . . . .
H7C H 2.453969 0.266406 0.651273 0.049 Uiso 1 1 calc R U . . .
H7D H 2.404418 0.310609 0.735697 0.049 Uiso 1 1 calc R U . . .
C8B C 2.1263(5) 0.2305(3) 0.64758(16) 0.0328(6) Uani 1 1 d . . . . .
C9B C 1.9872(5) 0.1556(4) 0.69719(17) 0.0441(7) Uani 1 1 d . . . . .
H9B H 2.044808 0.158912 0.752186 0.053 Uiso 1 1 calc R U . . .
C10B C 1.7656(5) 0.0761(4) 0.66722(17) 0.0460(7) Uani 1 1 d . . . . .
H10B H 1.674639 0.024135 0.702496 0.055 Uiso 1 1 calc R U . . .
C11B C 1.8064(4) 0.1414(3) 0.54268(15) 0.0314(5) Uani 1 1 d . . . . .
H11B H 1.744115 0.137873 0.488145 0.038 Uiso 1 1 calc R U . . .
C12B C 2.0300(5) 0.2212(3) 0.56802(16) 0.0338(6) Uani 1 1 d . . . . .
H12B H 2.118039 0.269796 0.531209 0.041 Uiso 1 1 calc R U . . .
O1C O 0.9713(3) 0.09141(19) 0.23446(10) 0.0294(4) Uani 1 1 d . . . . .
H1C H 0.998137 0.184794 0.227122 0.035 Uiso 1 1 calc R U . . .
O2C O 1.0368(3) 0.1857(2) 0.36283(11) 0.0387(5) Uani 1 1 d . . . . .
O3C O 1.2476(3) -0.0439(2) 0.52747(11) 0.0388(5) Uani 1 1 d . . . . .
H3C H 1.384437 -0.017438 0.544168 0.047 Uiso 1 1 calc R U . . .
O4C O 1.3463(3) -0.0383(2) 0.40879(11) 0.0373(4) Uani 1 1 d . . . . .
C11C C 0.8376(4) -0.2776(3) 0.42877(14) 0.0242(5) Uani 1 1 d . . . . .
C12C C 0.6240(4) -0.3207(3) 0.44338(15) 0.0301(5) Uani 1 1 d . . . . .
H12C H 0.559336 -0.244433 0.449112 0.036 Uiso 1 1 calc R U . . .
C13C C 0.5045(4) -0.4750(3) 0.44965(16) 0.0332(6) Uani 1 1 d . . . . .
H13C H 0.357880 -0.503849 0.459030 0.040 Uiso 1 1 calc R U . . .
C14C C 0.5979(5) -0.5864(3) 0.44229(16) 0.0340(6) Uani 1 1 d . . . . .
H14C H 0.515564 -0.691768 0.446567 0.041 Uiso 1 1 calc R U . . .
C15C C 0.8110(4) -0.5448(3) 0.42873(16) 0.0313(6) Uani 1 1 d . . . . .
H15C H 0.875926 -0.621215 0.424099 0.038 Uiso 1 1 calc R U . . .
C16C C 0.9308(4) -0.3901(3) 0.42185(14) 0.0268(5) Uani 1 1 d . . . . .
H16C H 1.077225 -0.361640 0.412344 0.032 Uiso 1 1 calc R U . . .
C17C C 0.9593(4) -0.1101(3) 0.41484(15) 0.0251(5) Uani 1 1 d . . . . .
H17C H 0.899691 -0.042200 0.443926 0.030 Uiso 1 1 calc R U . . .
C18C C 1.2055(4) -0.0595(3) 0.44889(14) 0.0261(5) Uani 1 1 d . . . . .
C19C C 0.9147(4) -0.0902(3) 0.32717(15) 0.0272(5) Uani 1 1 d . . . . .
H19C H 0.754647 -0.142765 0.305412 0.033 Uiso 1 1 calc R U . . .
H19D H 0.994869 -0.141931 0.298698 0.033 Uiso 1 1 calc R U . . .
C20C C 0.9838(4) 0.0779(3) 0.31084(15) 0.0257(5) Uani 1 1 d . . . . .
O1D O 1.6395(3) 0.72228(19) 1.10750(10) 0.0297(4) Uani 1 1 d . . . . .
H1D H 1.588009 0.628358 1.114744 0.036 Uiso 1 1 calc R U . . .
O2D O 1.5217(3) 0.6260(2) 0.97865(11) 0.0382(5) Uani 1 1 d . . . . .
O3D O 1.8111(3) 0.8514(2) 0.81479(11) 0.0384(5) Uani 1 1 d . . . . .
H3D H 1.897652 0.813573 0.798375 0.046 Uiso 1 1 calc R U . . .
O4D O 2.0091(3) 0.8502(2) 0.93391(12) 0.0389(5) Uani 1 1 d . . . . .
C11D C 1.7215(4) 1.0901(3) 0.91263(14) 0.0234(5) Uani 1 1 d . . . . .
C12D C 1.9322(4) 1.2011(3) 0.91976(14) 0.0267(5) Uani 1 1 d . . . . .
H12D H 2.057443 1.170691 0.929365 0.032 Uiso 1 1 calc R U . . .
C13D C 1.9619(5) 1.3565(3) 0.91298(16) 0.0322(6) Uani 1 1 d . . . . .
H13D H 2.106510 1.431181 0.917435 0.039 Uiso 1 1 calc R U . . .
C14D C 1.7809(5) 1.4012(3) 0.89980(16) 0.0327(6) Uani 1 1 d . . . . .
H14D H 1.800396 1.506975 0.895660 0.039 Uiso 1 1 calc R U . . .
C15D C 1.5709(5) 1.2916(3) 0.89262(16) 0.0339(6) Uani 1 1 d . . . . .
H15D H 1.446293 1.322643 0.883394 0.041 Uiso 1 1 calc R U . . .
C16D C 1.5401(4) 1.1366(3) 0.89875(15) 0.0305(5) Uani 1 1 d . . . . .
H16D H 1.394943 1.062200 0.893449 0.037 Uiso 1 1 calc R U . . .
C17D C 1.6870(4) 0.9230(3) 0.92627(15) 0.0244(5) Uani 1 1 d . . . . .
H17D H 1.536125 0.856700 0.896460 0.029 Uiso 1 1 calc R U . . .
C18D C 1.8536(4) 0.8703(3) 0.89316(14) 0.0257(5) Uani 1 1 d . . . . .
C19D C 1.6939(4) 0.9026(3) 1.01447(15) 0.0260(5) Uani 1 1 d . . . . .
H19F H 1.848390 0.953273 1.043728 0.031 Uiso 1 1 calc R U . . .
H19E H 1.604044 0.956344 1.035427 0.031 Uiso 1 1 calc R U . . .
C20D C 1.6094(4) 0.7346(3) 1.03098(15) 0.0250(5) Uani 1 1 d . . . . .
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
_geom_angle_publ_flag
C1A N1A C5A 117.5(2) . . ?
N1A C1A C2A 122.8(2) . . ?
C10A N2A C11A 117.5(2) . . ?
C1A C2A C3A 120.1(2) . . ?
C4A C3A C2A 116.8(2) . . ?
C4A C3A C6A 123.4(2) . . ?
C2A C3A C6A 119.8(2) . . ?
C5A C4A C3A 119.7(2) . . ?
N1A C5A C4A 123.1(2) . . ?
C3A C6A C7A 114.26(18) . . ?
C8A C7A C6A 114.97(18) . . ?
C9A C8A C12A 116.6(2) . . ?
C9A C8A C7A 123.5(2) . . ?
C12A C8A C7A 119.8(2) . . ?
C10A C9A C8A 119.7(2) . . ?
N2A C10A C9A 123.3(2) . . ?
N2A C11A C12A 122.8(2) . . ?
C11A C12A C8A 120.1(2) . . ?
C5B N1B C1B 116.9(2) . . ?
N1B C1B C2B 122.9(3) . . ?
C11B N2B C10B 116.7(3) . . ?
C1B C2B C3B 120.3(3) . . ?
C2B C3B C4B 116.4(3) . . ?
C2B C3B C6B 121.8(2) . . ?
C4B C3B C6B 121.8(3) . . ?
C5B C4B C3B 119.9(3) . . ?
N1B C5B C4B 123.6(2) . . ?
C3B C6B C7B 114.0(2) . . ?
C8B C7B C6B 114.2(2) . . ?
C9B C8B C12B 116.6(3) . . ?
C9B C8B C7B 122.0(3) . . ?
C12B C8B C7B 121.5(3) . . ?
C10B C9B C8B 120.3(3) . . ?
N2B C10B C9B 123.1(3) . . ?
N2B C11B C12B 123.5(2) . . ?
C11B C12B C8B 119.8(3) . . ?
C16C C11C C12C 119.1(2) . . ?
C16C C11C C17C 121.2(2) . . ?
C12C C11C C17C 119.6(2) . . ?
C11C C12C C13C 120.3(2) . . ?
C14C C13C C12C 120.3(2) . . ?
C15C C14C C13C 120.0(2) . . ?
C14C C15C C16C 119.8(2) . . ?
C11C C16C C15C 120.5(2) . . ?
C19C C17C C18C 111.9(2) . . ?
C19C C17C C11C 110.7(2) . . ?
C18C C17C C11C 110.9(2) . . ?
O4C C18C O3C 123.8(2) . . ?
O4C C18C C17C 124.1(2) . . ?
O3C C18C C17C 112.0(2) . . ?
C17C C19C C20C 113.6(2) . . ?
O2C C20C O1C 124.8(2) . . ?
O2C C20C C19C 123.2(2) . . ?
O1C C20C C19C 111.9(2) . . ?
C16D C11D C12D 118.9(2) . . ?
C16D C11D C17D 119.5(2) . . ?
C12D C11D C17D 121.4(2) . . ?
C11D C12D C13D 120.7(2) . . ?
C14D C13D C12D 119.8(2) . . ?
C13D C14D C15D 119.8(2) . . ?
C14D C15D C16D 120.7(3) . . ?
C15D C16D C11D 120.1(2) . . ?
C18D C17D C11D 110.81(19) . . ?
C18D C17D C19D 112.2(2) . . ?
C11D C17D C19D 110.6(2) . . ?
O4D C18D O3D 124.0(2) . . ?
O4D C18D C17D 124.2(2) . . ?
O3D C18D C17D 111.7(2) . . ?
C20D C19D C17D 113.9(2) . . ?
O2D C20D O1D 125.0(2) . . ?
O2D C20D C19D 123.3(2) . . ?
O1D C20D C19D 111.7(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1A C1A 1.338(3) . ?
N1A C5A 1.338(3) . ?
C1A C2A 1.379(3) . ?
N2A C10A 1.333(3) . ?
N2A C11A 1.341(3) . ?
C2A C3A 1.393(3) . ?
C3A C4A 1.388(3) . ?
C3A C6A 1.512(3) . ?
C4A C5A 1.382(3) . ?
C6A C7A 1.520(3) . ?
C7A C8A 1.506(3) . ?
C8A C9A 1.392(3) . ?
C8A C12A 1.396(3) . ?
C9A C10A 1.383(3) . ?
C11A C12A 1.381(3) . ?
N1B C5B 1.332(4) . ?
N1B C1B 1.340(4) . ?
C1B C2B 1.376(4) . ?
N2B C11B 1.338(4) . ?
N2B C10B 1.339(4) . ?
C2B C3B 1.388(4) . ?
C3B C4B 1.388(3) . ?
C3B C6B 1.505(4) . ?
C4B C5B 1.375(4) . ?
C6B C7B 1.536(4) . ?
C7B C8B 1.507(4) . ?
C8B C9B 1.383(4) . ?
C8B C12B 1.390(4) . ?
C9B C10B 1.378(4) . ?
C11B C12B 1.378(4) . ?
O1C C20C 1.312(3) . ?
O2C C20C 1.216(3) . ?
O3C C18C 1.319(3) . ?
O4C C18C 1.210(3) . ?
C11C C16C 1.387(3) . ?
C11C C12C 1.389(3) . ?
C11C C17C 1.529(3) . ?
C12C C13C 1.390(4) . ?
C13C C14C 1.381(4) . ?
C14C C15C 1.380(4) . ?
C15C C16C 1.396(3) . ?
C17C C19C 1.514(3) . ?
C17C C18C 1.521(3) . ?
C19C C20C 1.516(3) . ?
O1D C20D 1.309(3) . ?
O2D C20D 1.218(3) . ?
O3D C18D 1.315(3) . ?
O4D C18D 1.214(3) . ?
C11D C16D 1.390(3) . ?
C11D C12D 1.390(3) . ?
C11D C17D 1.519(3) . ?
C12D C13D 1.396(3) . ?
C13D C14D 1.377(4) . ?
C14D C15D 1.382(4) . ?
C15D C16D 1.389(4) . ?
C17D C18D 1.518(4) . ?
C17D C19D 1.527(3) . ?
C19D C20D 1.517(3) . ?
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
O1C H1C N2A 0.84 1.77 2.601(3) 172.5 .
C10A H10A O2C 0.95 2.74 3.382(3) 125.4 .
O3C H3C N2B 0.84 1.80 2.631(3) 169.3 .
C11B H11B O4C 0.95 2.64 3.319(4) 128.4 .
O3D H3D N1B 0.84 1.79 2.628(3) 172.8 .
C5B H5B O4D 0.95 2.65 3.331(3) 128.7 .
O1D H1D N1A_$1 0.84 1.77 2.601(3) 168.6 1_546
C5A H5A O2D_$2 0.95 2.72 3.377(3) 127.2 1_564
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5A N1A C1A C2A 0.3(3) . . . . ?
N1A C1A C2A C3A -0.1(4) . . . . ?
C1A C2A C3A C4A -0.5(3) . . . . ?
C1A C2A C3A C6A 177.8(2) . . . . ?
C2A C3A C4A C5A 0.9(4) . . . . ?
C6A C3A C4A C5A -177.4(2) . . . . ?
C1A N1A C5A C4A 0.0(4) . . . . ?
C3A C4A C5A N1A -0.7(4) . . . . ?
C4A C3A C6A C7A -36.1(3) . . . . ?
C2A C3A C6A C7A 145.7(2) . . . . ?
C3A C6A C7A C8A -179.1(2) . . . . ?
C6A C7A C8A C9A 34.1(3) . . . . ?
C6A C7A C8A C12A -147.7(2) . . . . ?
C12A C8A C9A C10A -0.7(3) . . . . ?
C7A C8A C9A C10A 177.6(2) . . . . ?
C11A N2A C10A C9A 1.0(3) . . . . ?
C8A C9A C10A N2A -0.1(4) . . . . ?
C10A N2A C11A C12A -1.0(3) . . . . ?
N2A C11A C12A C8A 0.1(4) . . . . ?
C9A C8A C12A C11A 0.7(3) . . . . ?
C7A C8A C12A C11A -177.6(2) . . . . ?
C5B N1B C1B C2B 1.2(5) . . . . ?
N1B C1B C2B C3B -0.6(5) . . . . ?
C1B C2B C3B C4B -0.4(4) . . . . ?
C1B C2B C3B C6B -179.9(3) . . . . ?
C2B C3B C4B C5B 0.7(4) . . . . ?
C6B C3B C4B C5B -179.8(2) . . . . ?
C1B N1B C5B C4B -0.9(4) . . . . ?
C3B C4B C5B N1B 0.0(4) . . . . ?
C2B C3B C6B C7B -122.0(3) . . . . ?
C4B C3B C6B C7B 58.5(3) . . . . ?
C3B C6B C7B C8B 52.7(3) . . . . ?
C6B C7B C8B C9B -122.0(3) . . . . ?
C6B C7B C8B C12B 58.1(3) . . . . ?
C12B C8B C9B C10B 0.4(4) . . . . ?
C7B C8B C9B C10B -179.5(3) . . . . ?
C11B N2B C10B C9B 1.0(4) . . . . ?
C8B C9B C10B N2B -1.2(5) . . . . ?
C10B N2B C11B C12B 0.0(4) . . . . ?
N2B C11B C12B C8B -0.8(4) . . . . ?
C9B C8B C12B C11B 0.5(4) . . . . ?
C7B C8B C12B C11B -179.5(2) . . . . ?
C16C C11C C12C C13C -1.0(4) . . . . ?
C17C C11C C12C C13C 174.7(2) . . . . ?
C11C C12C C13C C14C 0.7(4) . . . . ?
C12C C13C C14C C15C 0.1(4) . . . . ?
C13C C14C C15C C16C -0.5(4) . . . . ?
C12C C11C C16C C15C 0.6(4) . . . . ?
C17C C11C C16C C15C -175.1(2) . . . . ?
C14C C15C C16C C11C 0.2(4) . . . . ?
C16C C11C C17C C19C 86.0(3) . . . . ?
C12C C11C C17C C19C -89.7(3) . . . . ?
C16C C11C C17C C18C -38.9(3) . . . . ?
C12C C11C C17C C18C 145.5(2) . . . . ?
C19C C17C C18C O4C -15.1(3) . . . . ?
C11C C17C C18C O4C 109.1(3) . . . . ?
C19C C17C C18C O3C 166.0(2) . . . . ?
C11C C17C C18C O3C -69.8(3) . . . . ?
C18C C17C C19C C20C -69.4(3) . . . . ?
C11C C17C C19C C20C 166.4(2) . . . . ?
C17C C19C C20C O2C -11.0(4) . . . . ?
C17C C19C C20C O1C 171.3(2) . . . . ?
C16D C11D C12D C13D -0.1(4) . . . . ?
C17D C11D C12D C13D -175.1(2) . . . . ?
C11D C12D C13D C14D 0.6(4) . . . . ?
C12D C13D C14D C15D -0.6(4) . . . . ?
C13D C14D C15D C16D 0.2(4) . . . . ?
C14D C15D C16D C11D 0.3(4) . . . . ?
C12D C11D C16D C15D -0.3(4) . . . . ?
C17D C11D C16D C15D 174.8(2) . . . . ?
C16D C11D C17D C18D 146.8(2) . . . . ?
C12D C11D C17D C18D -38.3(3) . . . . ?
C16D C11D C17D C19D -88.2(3) . . . . ?
C12D C11D C17D C19D 86.8(3) . . . . ?
C11D C17D C18D O4D 107.3(3) . . . . ?
C19D C17D C18D O4D -16.8(3) . . . . ?
C11D C17D C18D O3D -71.7(3) . . . . ?
C19D C17D C18D O3D 164.2(2) . . . . ?
C18D C17D C19D C20D -69.1(3) . . . . ?
C11D C17D C19D C20D 166.7(2) . . . . ?
C17D C19D C20D O2D -7.6(4) . . . . ?
C17D C19D C20D O1D 173.4(2) . . . . ?
