#------------------------------------------------------------------------------
#$Date: 2019-11-28 15:59:51 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244076 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/81/7238133.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_7238133
loop_
_publ_author_name
'Görbitz, Carl Henrik'
_publ_section_title
;
 Monoclinic nanoporous crystal structures for l-valyl--l-alanine
 acetonitrile solvate hydrate and l-valyl--l-serine trifluoroethanol
 solvate
;
_journal_issue                   111
_journal_name_full               CrystEngComm
_journal_page_first              670
_journal_paper_doi               10.1039/b513055g
_journal_volume                  7
_journal_year                    2005
_chemical_absolute_configuration 'known for the purchased material'
_chemical_formula_sum            'C8.28 H16 F0.85 N2 O4.13'
_chemical_formula_weight         225.91
_chemical_name_common            'L-Valyl-L-serine trifluoroethanol solvate'
_chemical_name_systematic
;
L-Valyl-L-serine trifluoroethanol solvate
;
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21 1'
_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                 116.172(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            6
_cell_length_a                   14.0668(13)
_cell_length_b                   9.8053(10)
_cell_length_c                   14.1915(14)
_cell_measurement_reflns_used    4235
_cell_measurement_temperature    105(2)
_cell_measurement_theta_max      26.3
_cell_measurement_theta_min      1.6
_cell_volume                     1756.7(3)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2000)'
_computing_publication_material  'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  'SHELXTL (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_diffrn_ambient_temperature      105(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Siemens SMART CCD diffractometer'
_diffrn_measurement_method
'Sets of exposures each taken over 0.3° ω rotation'
_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  0.0343
_diffrn_reflns_av_sigmaI/netI    0.0422
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10658
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.60
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_T_max  0.9836
_exptl_absorpt_correction_T_min  0.8315
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             723
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.139
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     538
_refine_ls_number_reflns         3807
_refine_ls_number_restraints     63
_refine_ls_restrained_S_all      1.130
_refine_ls_R_factor_all          0.0601
_refine_ls_R_factor_gt           0.0455
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0614P)²+0.5685P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1135
_refine_ls_wR_factor_ref         0.1213
_reflns_number_gt                3233
_reflns_number_total             3807
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b513055g.txt
_cod_data_source_block           VS-tfe
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7238133
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1A O 0.80348(19) 0.5348(4) 0.70304(19) 0.0286(6) Uani 1 1 d . . .
O3A O 0.45543(19) 0.5629(4) 0.4055(2) 0.0266(6) Uani 1 1 d . A .
O4A O 0.52446(19) 0.7728(4) 0.4484(2) 0.0263(6) Uani 1 1 d . A .
N1A N 0.8271(2) 0.3233(5) 0.8199(2) 0.0222(6) Uani 1 1 d D A .
H1A H 0.844(3) 0.253(4) 0.868(3) 0.033 Uiso 1 1 d D . .
H2A H 0.859(3) 0.393(4) 0.866(3) 0.033 Uiso 1 1 d D . .
H3A H 0.867(3) 0.309(5) 0.780(3) 0.033 Uiso 1 1 d D . .
N2A N 0.6443(2) 0.4721(4) 0.5731(2) 0.0204(6) Uani 1 1 d D . .
H4A H 0.589(2) 0.426(4) 0.558(3) 0.024 Uiso 1 1 d D . .
C1A C 0.7164(3) 0.3460(5) 0.7375(3) 0.0190(7) Uani 1 1 d . . .
H11A H 0.6908 0.2612 0.6945 0.023 Uiso 1 1 calc R A .
C2A C 0.6414(3) 0.3799(5) 0.7870(3) 0.0228(8) Uani 1 1 d . A .
H21A H 0.5700 0.3968 0.7275 0.027 Uiso 1 1 calc R . .
C3A C 0.6711(3) 0.5092(6) 0.8539(4) 0.0398(11) Uani 1 1 d . . .
H31A H 0.6784 0.5852 0.8127 0.060 Uiso 1 1 calc R A .
H32A H 0.7384 0.4949 0.9162 0.060 Uiso 1 1 calc R . .
H33A H 0.6156 0.5304 0.8755 0.060 Uiso 1 1 calc R . .
C4A C 0.6292(3) 0.2562(6) 0.8470(3) 0.0374(10) Uani 1 1 d . . .
H41A H 0.5738 0.2746 0.8694 0.056 Uiso 1 1 calc R A .
H42A H 0.6965 0.2390 0.9088 0.056 Uiso 1 1 calc R . .
H43A H 0.6097 0.1760 0.8011 0.056 Uiso 1 1 calc R . .
C5A C 0.7245(3) 0.4597(5) 0.6682(3) 0.0185(7) Uani 1 1 d . A .
C6A C 0.6426(3) 0.5818(5) 0.5023(3) 0.0207(7) Uani 0.810(9) 1 d P A 1
H61A H 0.6929 0.6547 0.5449 0.025 Uiso 1 1 calc R A 1
C7A C 0.6773(3) 0.5304(6) 0.4193(3) 0.0274(8) Uani 0.810(9) 1 d PD A 1
H71A H 0.6329 0.4512 0.3820 0.033 Uiso 0.810(9) 1 calc PR A 1
H72A H 0.6650 0.6034 0.3670 0.033 Uiso 0.810(9) 1 calc PR A 1
O2A O 0.7843(3) 0.4918(5) 0.4632(3) 0.0323(11) Uani 0.810(9) 1 d PD A 1
H5A H 0.812(3) 0.564(4) 0.452(4) 0.039 Uiso 0.810(9) 1 d PD A 1
C61A C 0.6426(3) 0.5818(5) 0.5023(3) 0.0207(7) Uani 0.190(9) 1 d P A 2
C71A C 0.6773(3) 0.5304(6) 0.4193(3) 0.0274(8) Uani 0.190(9) 1 d P A 2
H73A H 0.7374 0.4667 0.4540 0.033 Uiso 0.190(9) 1 calc PR A 2
H74A H 0.6180 0.4778 0.3656 0.033 Uiso 0.190(9) 1 calc PR A 2
O21A O 0.7047(13) 0.6218(19) 0.3730(13) 0.043(5) Uiso 0.190(9) 1 d P A 2
H51A H 0.6683 0.6130 0.3071 0.051 Uiso 0.190(9) 1 d PR A 2
C8A C 0.5309(3) 0.6435(5) 0.4478(3) 0.0204(7) Uani 1 1 d . . .
O1B O -0.11382(19) 0.8343(4) 0.69111(17) 0.0250(6) Uani 1 1 d . . .
O2B O -0.1468(2) 0.7735(5) 0.9910(2) 0.0313(6) Uani 1 1 d D . .
H5B H -0.122(4) 0.705(4) 0.974(3) 0.047 Uiso 1 1 d D . .
O3B O 0.0578(2) 1.0220(4) 1.0200(2) 0.0297(6) Uani 1 1 d . . .
O4B O -0.09538(19) 1.1315(4) 0.97463(18) 0.0231(5) Uani 1 1 d . . .
N1B N -0.0233(2) 0.6087(5) 0.6693(2) 0.0205(6) Uani 1 1 d D B .
H1B H 0.018(3) 0.552(4) 0.652(3) 0.031 Uiso 1 1 d D . .
H2B H -0.040(3) 0.679(4) 0.617(3) 0.031 Uiso 1 1 d D . .
H3B H -0.086(3) 0.575(5) 0.667(3) 0.031 Uiso 1 1 d D . .
N2B N -0.0353(2) 0.8259(5) 0.8687(2) 0.0235(6) Uani 1 1 d D . .
H4B H 0.007(3) 0.783(4) 0.920(3) 0.028 Uiso 1 1 d D . .
C1B C 0.0268(3) 0.6731(5) 0.7754(3) 0.0205(7) Uani 1 1 d . . .
H11B H 0.0317 0.6032 0.8287 0.025 Uiso 1 1 calc R B .
C2B C 0.1388(3) 0.7276(6) 0.8041(3) 0.0298(9) Uani 1 1 d . B .
H21B H 0.1597 0.7851 0.8684 0.036 Uiso 1 1 calc R . .
C3B C 0.1414(3) 0.8205(6) 0.7178(4) 0.0430(11) Uani 1 1 d . . .
H31B H 0.0864 0.8905 0.6993 0.064 Uiso 1 1 calc R B .
H32B H 0.1286 0.7658 0.6555 0.064 Uiso 1 1 calc R . .
H33B H 0.2110 0.8644 0.7435 0.064 Uiso 1 1 calc R . .
C4B C 0.2180(3) 0.6097(6) 0.8333(3) 0.0381(10) Uani 1 1 d . . .
H41B H 0.2151 0.5569 0.8906 0.057 Uiso 1 1 calc R B .
H42B H 0.2896 0.6462 0.8560 0.057 Uiso 1 1 calc R . .
H43B H 0.1999 0.5507 0.7721 0.057 Uiso 1 1 calc R . .
C5B C -0.0491(3) 0.7860(5) 0.7743(3) 0.0191(7) Uani 1 1 d . B .
C6B C -0.1028(3) 0.9290(5) 0.8819(3) 0.0210(7) Uani 1 1 d . B 1
H61B H -0.1381 0.9794 0.8138 0.025 Uiso 1 1 calc R B 1
C7B C -0.1901(3) 0.8595(5) 0.9008(3) 0.0275(8) Uani 1 1 d D B 1
H71B H -0.2354 0.9298 0.9106 0.033 Uiso 1 1 calc R B 1
H72B H -0.2350 0.8045 0.8384 0.033 Uiso 1 1 calc R B 1
C8B C -0.0401(3) 1.0344(5) 0.9666(3) 0.0204(7) Uani 1 1 d . B 1
O1C O 0.1939(2) 0.6568(4) 0.3615(2) 0.0265(6) Uani 1 1 d . C 1
O2C O -0.0304(2) 0.8285(5) 0.2006(2) 0.0324(9) Uani 0.944(7) 1 d PD C 1
H5C H -0.074(3) 0.807(5) 0.134(2) 0.049 Uiso 1 1 d D D 1
O21C O -0.115(5) 0.810(7) 0.184(5) 0.050 Uiso 0.056(7) 1 d P C 2
O3C O -0.08536(19) 0.7204(4) 0.46926(19) 0.0249(6) Uani 1 1 d . . .
O4C O -0.0748(2) 0.9277(4) 0.4081(2) 0.0244(6) Uani 1 1 d . . .
N1C N 0.3055(2) 0.4363(5) 0.4493(2) 0.0196(6) Uani 1 1 d D . .
H1C H 0.263(3) 0.407(5) 0.383(2) 0.029 Uiso 1 1 d D . .
H2C H 0.358(3) 0.376(4) 0.487(3) 0.029 Uiso 1 1 d D . .
H3C H 0.340(3) 0.492(4) 0.423(3) 0.029 Uiso 1 1 d D . .
N2C N 0.0805(2) 0.6316(5) 0.4339(2) 0.0212(6) Uani 1 1 d D C .
H4C H 0.065(3) 0.588(4) 0.474(3) 0.025 Uiso 1 1 d D . .
C1C C 0.2392(3) 0.4898(5) 0.4988(3) 0.0196(7) Uani 1 1 d . C .
H11C H 0.1935 0.4143 0.5032 0.024 Uiso 1 1 calc R . .
C2C C 0.3061(3) 0.5464(5) 0.6100(3) 0.0260(8) Uani 1 1 d . . .
H21C H 0.2575 0.6015 0.6295 0.031 Uiso 1 1 calc R . .
C3C C 0.3941(3) 0.6415(6) 0.6156(3) 0.0371(10) Uani 1 1 d . . .
H31C H 0.4272 0.6848 0.6848 0.056 Uiso 1 1 calc R . .
H32C H 0.3643 0.7117 0.5612 0.056 Uiso 1 1 calc R . .
H33C H 0.4474 0.5889 0.6042 0.056 Uiso 1 1 calc R . .
C4C C 0.3487(3) 0.4301(6) 0.6892(3) 0.0306(9) Uani 1 1 d . . .
H41C H 0.3902 0.4677 0.7596 0.046 Uiso 1 1 calc R . .
H42C H 0.3938 0.3709 0.6704 0.046 Uiso 1 1 calc R . .
H43C H 0.2893 0.3770 0.6884 0.046 Uiso 1 1 calc R . .
C5C C 0.1682(3) 0.5995(5) 0.4240(3) 0.0209(7) Uani 1 1 d . . .
C6C C 0.0192(3) 0.7483(5) 0.3757(3) 0.0205(7) Uani 1 1 d . . .
H61C H 0.0708 0.8221 0.3820 0.025 Uiso 1 1 calc R C .
C7C C -0.0453(3) 0.7182(5) 0.2579(3) 0.0259(8) Uani 1 1 d D C .
H71C H -0.0209 0.6319 0.2395 0.031 Uiso 1 1 calc R E 1
H72C H -0.1213 0.7088 0.2406 0.031 Uiso 1 1 calc R E 1
C8C C -0.0521(3) 0.8035(5) 0.4224(3) 0.0195(7) Uani 1 1 d . C .
O1W O 0.588(5) 0.847(7) 0.708(4) 0.05(2) Uiso 0.059(13) 1 d P . .
O1D O 0.619(5) 0.675(6) 1.094(5) 0.21(2) Uiso 0.201(11) 1 d PD F 1
C1D C 0.647(3) 0.771(5) 1.034(4) 0.21(2) Uiso 0.201(11) 1 d PD F 1
C2D C 0.553(2) 0.861(3) 0.964(2) 0.21(2) Uiso 0.201(11) 1 d PD F 1
F1D F 0.520(3) 0.929(4) 1.024(3) 0.170(10) Uiso 0.201(11) 1 d PD F 1
F2D F 0.585(3) 0.947(4) 0.912(3) 0.170(10) Uiso 0.201(11) 1 d PD F 1
F3D F 0.477(3) 0.783(4) 0.897(3) 0.170(10) Uiso 0.201(11) 1 d PD F 1
O1E O 0.624(5) 0.736(12) 1.150(3) 0.21(2) Uiso 0.128(9) 1 d PD G 2
C1E C 0.633(3) 0.780(10) 1.058(4) 0.21(2) Uiso 0.128(9) 1 d PD G 2
C2E C 0.527(3) 0.782(5) 0.960(3) 0.21(2) Uiso 0.128(9) 1 d PD G 2
F1E F 0.542(4) 0.827(6) 0.880(3) 0.170(10) Uiso 0.128(9) 1 d PD G 2
F2E F 0.488(5) 0.658(5) 0.941(4) 0.170(10) Uiso 0.128(9) 1 d PD G 2
F3E F 0.461(5) 0.864(6) 0.977(5) 0.170(10) Uiso 0.128(9) 1 d PD G 2
C2F C 0.431(5) 1.012(8) 0.926(5) 0.150 Uiso 0.052(7) 1 d PD H 3
F1F F 0.465(9) 1.135(9) 0.965(9) 0.150 Uiso 0.052(7) 1 d PD H 3
F2F F 0.498(9) 0.920(12) 0.988(10) 0.150 Uiso 0.052(7) 1 d PD H 3
F3F F 0.336(6) 0.990(12) 0.921(8) 0.150 Uiso 0.052(7) 1 d PD H 3
F4F F 0.427(10) 1.003(15) 0.831(7) 0.150 Uiso 0.052(7) 1 d PD H 3
C2G C 0.447(2) 0.989(4) 0.911(2) 0.150 Uiso 0.129(8) 1 d PD I 4
F1G F 0.396(4) 0.891(4) 0.934(4) 0.150 Uiso 0.129(8) 1 d PD I 4
F2G F 0.489(4) 0.939(6) 0.851(4) 0.150 Uiso 0.129(8) 1 d PD I 4
F3G F 0.382(3) 1.089(5) 0.861(4) 0.150 Uiso 0.129(8) 1 d PD I 4
F4G F 0.524(3) 1.036(5) 0.999(3) 0.150 Uiso 0.129(8) 1 d PD I 4
F1H F 0.641(2) 0.764(4) 1.057(2) 0.150 Uiso 0.249(16) 1 d P J 5
F2H F 0.561(3) 0.829(5) 0.983(3) 0.150 Uiso 0.202(15) 1 d P J 5
F3I F 0.440(4) 0.898(7) 0.839(4) 0.150 Uiso 0.143(16) 1 d P J 5
F4H F 0.498(4) 0.924(6) 0.935(5) 0.150 Uiso 0.167(18) 1 d P J 5
F5H F 0.546(6) 0.928(9) 0.797(6) 0.150 Uiso 0.093(11) 1 d P K 5
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'
F F 0.0171 0.0103 '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
C1A N1A H1A 122(3)
C1A N1A H2A 118(3)
H1A N1A H2A 98(4)
C1A N1A H3A 104(2)
H1A N1A H3A 107(4)
H2A N1A H3A 107(4)
C5A N2A C6A 120.9(3)
C5A N2A H4A 119(3)
C6A N2A H4A 119(3)
N1A C1A C5A 105.4(3)
N1A C1A C2A 111.2(3)
C5A C1A C2A 113.5(3)
N1A C1A H11A 108.9
C5A C1A H11A 108.9
C2A C1A H11A 108.9
C3A C2A C4A 112.3(3)
C3A C2A C1A 114.0(3)
C4A C2A C1A 110.4(3)
C3A C2A H21A 106.5
C4A C2A H21A 106.5
C1A C2A H21A 106.5
C2A C3A H31A 109.5
C2A C3A H32A 109.5
H31A C3A H32A 109.5
C2A C3A H33A 109.5
H31A C3A H33A 109.5
H32A C3A H33A 109.5
C2A C4A H41A 109.5
C2A C4A H42A 109.5
H41A C4A H42A 109.5
C2A C4A H43A 109.5
H41A C4A H43A 109.5
H42A C4A H43A 109.5
O1A C5A N2A 124.1(3)
O1A C5A C1A 119.1(3)
N2A C5A C1A 116.8(3)
N2A C6A C8A 109.7(3)
N2A C6A C7A 111.6(3)
C8A C6A C7A 110.0(3)
N2A C6A H61A 108.5
C8A C6A H61A 108.5
C7A C6A H61A 108.5
O2A C7A C6A 112.8(3)
O2A C7A H71A 109.0
C6A C7A H71A 109.0
O2A C7A H72A 109.0
C6A C7A H72A 109.0
H71A C7A H72A 107.8
C7A O2A H5A 101(3)
O3A C8A O4A 126.0(3)
O3A C8A C6A 117.3(3)
O4A C8A C6A 116.7(3)
C7B O2B H5B 106(3)
C1B N1B H1B 117(3)
C1B N1B H2B 109(3)
H1B N1B H2B 102(4)
C1B N1B H3B 102(3)
H1B N1B H3B 119(4)
H2B N1B H3B 108(4)
C5B N2B C6B 121.5(3)
C5B N2B H4B 118(3)
C6B N2B H4B 120(3)
N1B C1B C5B 106.2(3)
N1B C1B C2B 112.8(3)
C5B C1B C2B 112.3(3)
N1B C1B H11B 108.5
C5B C1B H11B 108.5
C2B C1B H11B 108.5
C4B C2B C1B 110.3(4)
C4B C2B C3B 113.1(3)
C1B C2B C3B 112.1(3)
C4B C2B H21B 107.0
C1B C2B H21B 107.0
C3B C2B H21B 107.0
C2B C3B H31B 109.5
C2B C3B H32B 109.5
H31B C3B H32B 109.5
C2B C3B H33B 109.5
H31B C3B H33B 109.5
H32B C3B H33B 109.5
C2B C4B H41B 109.5
C2B C4B H42B 109.5
H41B C4B H42B 109.5
C2B C4B H43B 109.5
H41B C4B H43B 109.5
H42B C4B H43B 109.5
O1B C5B N2B 125.1(3)
O1B C5B C1B 120.5(3)
N2B C5B C1B 114.4(3)
N2B C6B C7B 109.5(3)
N2B C6B C8B 112.8(3)
C7B C6B C8B 113.0(3)
N2B C6B H61B 107.1
C7B C6B H61B 107.1
C8B C6B H61B 107.1
O2B C7B C6B 111.3(3)
O2B C7B H71B 109.4
C6B C7B H71B 109.4
O2B C7B H72B 109.4
C6B C7B H72B 109.4
H71B C7B H72B 108.0
O3B C8B O4B 125.1(3)
O3B C8B C6B 120.5(3)
O4B C8B C6B 114.4(3)
C7C O2C H5C 103(3)
C7C O21C H5C 94(5)
C1C N1C H1C 110(3)
C1C N1C H2C 117(3)
H1C N1C H2C 113(4)
C1C N1C H3C 123(3)
H1C N1C H3C 89(4)
H2C N1C H3C 102(4)
C5C N2C C6C 118.0(3)
C5C N2C H4C 119(3)
C6C N2C H4C 123(3)
N1C C1C C5C 105.9(3)
N1C C1C C2C 112.6(3)
C5C C1C C2C 111.9(3)
N1C C1C H11C 108.8
C5C C1C H11C 108.8
C2C C1C H11C 108.8
C3C C2C C4C 111.9(3)
C3C C2C C1C 112.9(3)
C4C C2C C1C 110.4(3)
C3C C2C H21C 107.1
C4C C2C H21C 107.1
C1C C2C H21C 107.1
C2C C3C H31C 109.5
C2C C3C H32C 109.5
H31C C3C H32C 109.5
C2C C3C H33C 109.5
H31C C3C H33C 109.5
H32C C3C H33C 109.5
C2C C4C H41C 109.5
C2C C4C H42C 109.5
H41C C4C H42C 109.5
C2C C4C H43C 109.5
H41C C4C H43C 109.5
H42C C4C H43C 109.5
O1C C5C N2C 123.0(3)
O1C C5C C1C 120.6(3)
N2C C5C C1C 116.3(3)
N2C C6C C8C 111.8(3)
N2C C6C C7C 112.6(3)
C8C C6C C7C 110.8(3)
N2C C6C H61C 107.1
C8C C6C H61C 107.1
C7C C6C H61C 107.1
O21C C7C O2C 47(3)
O21C C7C C6C 125(3)
O2C C7C C6C 108.1(3)
O21C C7C H71C 124.1
O2C C7C H71C 110.1
C6C C7C H71C 110.1
O21C C7C H72C 63.3
O2C C7C H72C 110.1
C6C C7C H72C 110.1
H71C C7C H72C 108.4
O4C C8C O3C 125.8(3)
O4C C8C C6C 116.3(3)
O3C C8C C6C 117.9(3)
O1D C1D C2D 112.5(8)
F1D C2D F3D 110.3(8)
F1D C2D F2D 109.6(8)
F3D C2D F2D 110.0(8)
F1D C2D C1D 109.0(7)
F3D C2D C1D 109.0(8)
F2D C2D C1D 108.9(7)
O1E C1E C2E 112.5(9)
F2E C2E F3E 109.8(8)
F2E C2E F1E 109.9(8)
F3E C2E F1E 110.0(8)
F2E C2E C1E 109.0(8)
F3E C2E C1E 109.2(8)
F1E C2E C1E 108.9(8)
F1F C2F F4F 109.6(8)
F1F C2F F2F 109.4(8)
F4F C2F F2F 109.5(8)
F1F C2F F3F 109.5(8)
F4F C2F F3F 109.4(8)
F2F C2F F3F 109.5(8)
F4G C2G F2G 109.7(8)
F4G C2G F1G 109.2(8)
F2G C2G F1G 109.4(8)
F4G C2G F3G 109.4(8)
F2G C2G F3G 109.5(8)
F1G C2G F3G 109.6(8)
F4H F2H F1H 160(5)
F3I F4H F2H 113(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1A C5A 1.239(4)
O3A C8A 1.245(4)
O4A C8A 1.272(5)
N1A C1A 1.495(4)
N1A H1A 0.92(3)
N1A H2A 0.92(3)
N1A H3A 0.97(3)
N2A C5A 1.329(4)
N2A C6A 1.465(4)
N2A H4A 0.85(3)
C1A C5A 1.523(5)
C1A C2A 1.541(5)
C1A H11A 1.0000
C2A C3A 1.527(6)
C2A C4A 1.533(6)
C2A H21A 1.0000
C3A H31A 0.9800
C3A H32A 0.9800
C3A H33A 0.9800
C4A H41A 0.9800
C4A H42A 0.9800
C4A H43A 0.9800
C6A C8A 1.536(5)
C6A C7A 1.545(5)
C6A H61A 1.0000
C7A O2A 1.403(5)
C7A H71A 0.9900
C7A H72A 0.9900
O2A H5A 0.86(3)
O21A H51A 0.8497
O1B C5B 1.225(4)
O2B C7B 1.426(5)
O2B H5B 0.84(3)
O3B C8B 1.251(4)
O4B C8B 1.266(4)
N1B C1B 1.492(4)
N1B H1B 0.91(3)
N1B H2B 0.96(3)
N1B H3B 0.93(3)
N2B C5B 1.325(4)
N2B C6B 1.454(5)
N2B H4B 0.82(3)
C1B C5B 1.533(5)
C1B C2B 1.538(5)
C1B H11B 1.0000
C2B C4B 1.530(6)
C2B C3B 1.540(6)
C2B H21B 1.0000
C3B H31B 0.9800
C3B H32B 0.9800
C3B H33B 0.9800
C4B H41B 0.9800
C4B H42B 0.9800
C4B H43B 0.9800
C6B C7B 1.528(5)
C6B C8B 1.535(5)
C6B H61B 1.0000
C7B H71B 0.9900
C7B H72B 0.9900
O1C C5C 1.232(4)
O2C C7C 1.423(5)
O2C H5C 0.90(3)
O21C C7C 1.41(6)
O21C H5C 1.09(7)
O3C C8C 1.265(4)
O4C C8C 1.253(5)
N1C C1C 1.489(4)
N1C H1C 0.91(3)
N1C H2C 0.91(3)
N1C H3C 0.91(3)
N2C C5C 1.338(4)
N2C C6C 1.452(4)
N2C H4C 0.82(3)
C1C C5C 1.532(5)
C1C C2C 1.541(5)
C1C H11C 1.0000
C2C C3C 1.523(6)
C2C C4C 1.526(5)
C2C H21C 1.0000
C3C H31C 0.9800
C3C H32C 0.9800
C3C H33C 0.9800
C4C H41C 0.9800
C4C H42C 0.9800
C4C H43C 0.9800
C6C C8C 1.525(5)
C6C C7C 1.538(5)
C6C H61C 1.0000
C7C H71C 0.9900
C7C H72C 0.9900
O1D C1D 1.430(5)
C1D C2D 1.529(5)
C2D F1D 1.320(5)
C2D F3D 1.320(5)
C2D F2D 1.320(5)
O1E C1E 1.430(5)
C1E C2E 1.529(5)
C2E F2E 1.319(5)
C2E F3E 1.319(5)
C2E F1E 1.320(5)
C2F F1F 1.321(5)
C2F F4F 1.321(5)
C2F F2F 1.321(5)
C2F F3F 1.322(5)
C2G F4G 1.321(5)
C2G F2G 1.322(5)
C2G F1G 1.322(5)
C2G F3G 1.322(5)
F1H F2H 1.31(4)
F2H F4H 1.26(6)
F3I F4H 1.26(7)
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_publ_flag
_geom_hbond_site_symmetry_A
N1A H1A O4B 0.92(3) 1.82(3) 2.727(4) 168(3) y 1_645
N1A H2A O3B 0.92(3) 1.97(3) 2.887(4) 172(3) y 2_647
N1A H3A O2C 0.97(3) 2.19(3) 3.000(5) 139(3) y 2_646
N1A H3A O1C 0.97(3) 2.34(4) 2.951(4) 120(3) y 2_646
N2A H4A O4A 0.85(3) 2.16(3) 2.985(4) 165(3) y 2_646
O2A H5A O3C 0.86(3) 2.05(3) 2.873(5) 163(5) y 1_655
C1A H11A O1C 1.00 2.33 2.927(4) 117 y 2_646
N1B H1B O4C 0.91(3) 1.86(3) 2.756(4) 167(3) y 2_546
N1B H2B O3C 0.96(3) 1.95(3) 2.799(4) 146(3) y 1_555
N1B H3B O1A 0.93(3) 1.88(3) 2.779(4) 161(3) y 1_455
N2B H4B O4B 0.82(3) 2.09(3) 2.890(4) 165(3) y 2_547
O2B H5B O3B 0.84(3) 1.99(3) 2.801(4) 161(3) y 2_547
N1C H1C O1B 0.91(2) 2.02(3) 2.739(4) 135(3) y 2_546
N1C H2C O4A 0.91(3) 1.81(3) 2.708(4) 169(3) y 2_646
N1C H3C O3A 0.91(3) 1.89(3) 2.744(4) 157(3) y 1_555
N2C H4C O4C 0.82(3) 2.25(3) 3.032(3) 160(3) y 2_546
O2C H5C O2B 0.90(3) 1.86(3) 2.743(4) 170(4) y 1_554
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
N1A C1A C2A C3A 60.8(4)
C5A C1A C2A C3A -57.8(4)
N1A C1A C2A C4A -66.7(4)
C5A C1A C2A C4A 174.7(3)
C6A N2A C5A O1A -2.0(5)
C6A N2A C5A C1A 177.4(3)
N1A C1A C5A O1A -19.7(4)
C2A C1A C5A O1A 102.2(4)
N1A C1A C5A N2A 160.9(3)
C2A C1A C5A N2A -77.2(4)
C5A N2A C6A C8A -137.5(3)
C5A N2A C6A C7A 100.4(4)
N2A C6A C7A O2A -67.0(4)
C8A C6A C7A O2A 171.0(3)
N2A C6A C8A O3A -50.0(4)
C7A C6A C8A O3A 73.1(4)
N2A C6A C8A O4A 131.4(3)
C7A C6A C8A O4A -105.5(4)
N1B C1B C2B C4B -75.5(4)
C5B C1B C2B C4B 164.6(3)
N1B C1B C2B C3B 51.6(4)
C5B C1B C2B C3B -68.4(4)
C6B N2B C5B O1B 3.9(6)
C6B N2B C5B C1B -178.0(3)
N1B C1B C5B O1B -21.6(4)
C2B C1B C5B O1B 102.1(4)
N1B C1B C5B N2B 160.2(3)
C2B C1B C5B N2B -76.1(4)
C5B N2B C6B C7B 97.2(4)
C5B N2B C6B C8B -136.1(3)
N2B C6B C7B O2B 58.3(4)
C8B C6B C7B O2B -68.2(4)
N2B C6B C8B O3B -3.9(5)
C7B C6B C8B O3B 120.9(4)
N2B C6B C8B O4B 174.9(3)
C7B C6B C8B O4B -60.3(4)
N1C C1C C2C C3C 47.7(4)
C5C C1C C2C C3C -71.5(4)
N1C C1C C2C C4C -78.4(4)
C5C C1C C2C C4C 162.4(3)
C6C N2C C5C O1C -6.4(5)
C6C N2C C5C C1C 171.1(3)
N1C C1C C5C O1C -22.7(4)
C2C C1C C5C O1C 100.3(4)
N1C C1C C5C N2C 159.7(3)
C2C C1C C5C N2C -77.3(4)
C5C N2C C6C C8C -159.4(3)
C5C N2C C6C C7C 75.1(4)
N2C C6C C7C O21C 177(3)
C8C C6C C7C O21C 51(3)
N2C C6C C7C O2C -133.6(3)
C8C C6C C7C O2C 100.4(3)
N2C C6C C8C O4C 152.6(3)
C7C C6C C8C O4C -80.9(4)
N2C C6C C8C O3C -29.3(4)
C7C C6C C8C O3C 97.2(4)
O1D C1D C2D F1D 60(5)
O1D C1D C2D F3D -61(5)
O1D C1D C2D F2D 179(5)
O1E C1E C2E F2E -61(8)
O1E C1E C2E F3E 59(8)
O1E C1E C2E F1E 179(8)
F1H F2H F4H F3I 168(11)
