#------------------------------------------------------------------------------
#$Date: 2020-01-15 17:49:36 +0200 (Wed, 15 Jan 2020) $
#$Revision: 246868 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/70/1557049.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_1557049
loop_
_publ_author_name
'Gorbitz, Carl Henrik'
_publ_section_title
;
 Solvent Site Preferences in the Crystal Structures of L-Leucyl-L-leucine
 Alcohol (1:1) Complexes
;
_journal_name_full               'Acta Chemica Scandinavica'
_journal_page_first              1343
_journal_page_last               1352
_journal_paper_doi               10.3891/acta.chem.scand.52-1343
_journal_volume                  52
_journal_year                    1998
_chemical_formula_moiety         'C12 H24 N2 O3, C3 H8 O'
_chemical_formula_sum            'C15 H32 N2 O4'
_chemical_formula_weight         304.43
_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_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 115.1750(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.6404(2)
_cell_length_b                   24.6286(5)
_cell_length_c                   9.3670(2)
_cell_measurement_temperature    150(2)
_cell_volume                     1803.97(7)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_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  0.0357
_diffrn_reflns_av_sigmaI/netI    0.0619
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_k_min       -44
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            28827
_diffrn_reflns_theta_max         40.42
_diffrn_reflns_theta_min         2.40
_exptl_absorpt_coefficient_mu    0.080
_exptl_crystal_density_diffrn    1.121
_exptl_crystal_F_000             672
_refine_diff_density_max         0.750
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(59)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.176
_refine_ls_goodness_of_fit_obs   1.198
_refine_ls_matrix_type           full
_refine_ls_number_parameters     455
_refine_ls_number_reflns         18683
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.176
_refine_ls_restrained_S_obs      1.198
_refine_ls_R_factor_all          0.0842
_refine_ls_R_factor_obs          0.0715
_refine_ls_shift/esd_mean        0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0369P)²+0.5979P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1591
_refine_ls_wR_factor_obs         0.1512
_reflns_number_observed          16289
_reflns_number_total             18683
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            Acta-Chem-Scand-1998-52-1343-1.cif
_cod_data_source_block           ll1p
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0369P)^2^+0.5979P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. A new data item '_refine_ls_weighting_details' was
created with the value set to
'w=1/[\s^2^(Fo^2^)+(0.0369P)^2^+0.5979P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               1557049
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,1/2+y,-z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1A O Uani 0.86140(13) 0.00525(5) -0.24532(11) 1.000 0.0206(2) d . . .
O2A O Uani 1.17646(14) 0.04993(5) -0.40372(14) 1.000 0.0245(3) d . . .
O3A O Uani 1.29524(13) -0.02763(5) -0.28192(13) 1.000 0.0218(3) d . . .
N1A N Uani 0.52914(14) 0.03806(5) -0.36995(13) 1.000 0.0160(2) d . . .
N2A N Uani 0.85227(14) 0.00715(5) -0.49115(13) 1.000 0.0161(3) d . . .
C1A C Uani 0.64326(14) 0.05963(5) -0.44004(13) 1.000 0.0140(3) d . . .
O1B O Uani 1.28646(12) 0.04052(5) 0.28026(12) 1.000 0.0237(3) d . . .
C2A C Uani 0.6981(2) 0.11767(6) -0.3839(2) 1.000 0.0190(3) d . . .
O2B O Uani 0.66585(13) 0.05969(6) -0.04096(12) 1.000 0.0260(3) d . . .
C3A C Uani 0.5530(2) 0.15939(6) -0.4453(2) 1.000 0.0244(4) d . . .
O3B O Uani 0.69171(12) 0.05361(5) 0.20628(11) 1.000 0.0211(3) d . . .
C4A C Uani 0.6126(4) 0.21296(8) -0.3570(3) 1.000 0.0442(7) d . . .
C5A C Uani 0.4869(3) 0.16821(8) -0.6237(2) 1.000 0.0339(5) d . . .
C6A C Uani 0.79717(14) 0.02154(5) -0.38388(14) 1.000 0.0136(3) d . . .
C7A C Uani 0.99800(15) -0.02909(6) -0.44909(14) 1.000 0.0152(3) d . . .
C8A C Uani 0.9830(2) -0.06060(6) -0.5960(2) 1.000 0.0191(3) d . . .
C9A C Uani 0.8345(2) -0.10162(8) -0.6546(2) 1.000 0.0267(4) d . . .
C10A C Uani 0.8801(3) -0.15273(9) -0.5523(3) 1.000 0.0431(7) d . . .
C11A C Uani 0.7839(3) -0.11579(11) -0.8271(3) 1.000 0.0430(6) d . . .
C12A C Uani 1.1699(2) 0.00093(6) -0.37280(14) 1.000 0.0167(3) d . . .
N1B N Uani 1.35962(14) 0.03178(5) 0.00038(14) 1.000 0.0173(3) d . . .
N2B N Uani 1.01580(12) 0.04068(5) 0.08390(12) 1.000 0.0143(2) d . . .
C1B C Uani 1.24063(14) -0.00384(5) 0.03647(14) 1.000 0.0141(3) d . . .
O1C O Uani 1.1943(2) 0.12329(6) -0.1798(2) 1.000 0.0417(5) d D . .
C2B C Uani 1.3341(2) -0.05638(6) 0.1119(2) 1.000 0.0195(3) d . . .
C3B C Uani 1.2153(2) -0.10077(6) 0.1225(2) 1.000 0.0236(4) d . . .
C4B C Uani 1.3204(4) -0.14898(9) 0.2154(3) 1.000 0.0447(6) d . . .
C5B C Uani 1.0856(2) -0.11900(8) -0.0408(2) 1.000 0.0312(4) d . . .
C6B C Uani 1.18297(14) 0.02788(5) 0.14613(14) 1.000 0.0143(3) d . . .
C7B C Uani 0.94321(14) 0.07488(5) 0.16777(14) 1.000 0.0140(3) d . . .
C8B C Uani 0.9656(2) 0.13515(6) 0.1372(2) 1.000 0.0182(3) d . . .
C9B C Uani 0.8973(2) 0.17574(6) 0.2199(2) 1.000 0.0231(4) d . . .
C10B C Uani 0.9090(4) 0.23350(8) 0.1644(3) 1.000 0.0413(7) d . . .
C11B C Uani 0.9951(3) 0.17244(9) 0.3994(2) 1.000 0.0373(6) d . . .
C12B C Uani 0.75143(14) 0.06107(5) 0.10548(14) 1.000 0.0147(3) d . . .
C1C C Uani 1.3191(4) 0.16522(12) -0.1683(3) 0.833(5) 0.0399(7) d DP . 1
O1D O Uani 1.4797(2) -0.07683(5) -0.4145(2) 1.000 0.0280(3) d . . .
C2C C Uani 1.3048(6) 0.20870(14) -0.0598(3) 0.833(5) 0.0579(13) d DP . 1
C3C C Uani 1.1369(7) 0.23443(14) -0.1151(6) 0.833(5) 0.0735(17) d DP . 1
C12C C Uiso 1.1334(15) 0.1777(4) -0.1737(17) 0.167(5) 0.042(3) d DP . 2
C22C C Uiso 1.2778(17) 0.2127(6) -0.1744(19) 0.167(5) 0.049(4) d DP . 2
C32C C Uiso 1.4483(18) 0.1982(14) -0.060(4) 0.167(5) 0.106(10) d DP . 2
C1D C Uani 1.6192(2) -0.10711(8) -0.3015(3) 1.000 0.0336(5) d . . .
C2D C Uani 1.5766(3) -0.16659(9) -0.3000(3) 1.000 0.0407(6) d . . .
C3D C Uani 1.4296(4) -0.17696(11) -0.2553(4) 1.000 0.0526(9) d . . .
H01A H Uiso 0.908(3) -0.1429(2) -0.444(2) 1.000 0.0650 c R . .
H1A H Uiso 0.429(3) 0.0503(11) -0.406(3) 1.000 0.0240 d . . .
H02A H Uiso 0.978(3) -0.1703(6) -0.557(2) 1.000 0.0650 c R . .
H2A H Uiso 0.576(3) 0.0430(10) -0.271(3) 1.000 0.0240 d . . .
H03A H Uiso 0.783(2) -0.1775(7) -0.5907(19) 1.000 0.0650 c R . .
H3A H Uiso 0.521(3) 0.0048(11) -0.380(3) 1.000 0.0240 d . . .
H4A H Uiso 0.813(3) 0.0219(10) -0.579(3) 1.000 0.0190 d . . .
H04A H Uiso 0.753(3) -0.0833(7) -0.8893(14) 1.000 0.0650 c R . .
H05A H Uiso 0.689(3) -0.1402(9) -0.8632(11) 1.000 0.0650 c R . .
H06A H Uiso 0.879(2) -0.1328(9) -0.8373(5) 1.000 0.0650 c R . .
H11A H Uiso 0.5863(13) 0.05883(6) -0.550(2) 1.000 0.0170 c R . .
H21A H Uiso 0.7881(15) 0.1289(2) -0.4179(6) 1.000 0.0230 c R . .
H22A H Uiso 0.7502(9) 0.11815(6) -0.266(2) 1.000 0.0230 c R . .
H31A H Uiso 0.461(3) 0.1459(4) -0.4249(6) 1.000 0.0290 c R . .
H41A H Uiso 0.651(3) 0.2070(2) -0.250(2) 1.000 0.0660 c R . .
H42A H Uiso 0.522(2) 0.2373(6) -0.391(2) 1.000 0.0660 c R . .
H43A H Uiso 0.701(3) 0.2272(6) -0.377(2) 1.000 0.0660 c R . .
H51A H Uiso 0.397(2) 0.1961(8) -0.6583(8) 1.000 0.0510 c R . .
H52A H Uiso 0.440(2) 0.1340(7) -0.6792(11) 1.000 0.0510 c R . .
H53A H Uiso 0.5817(19) 0.1802(8) -0.6479(6) 1.000 0.0510 c R . .
H71A H Uiso 0.9941(2) -0.0538(6) -0.3772(18) 1.000 0.0180 c R . .
H81A H Uiso 1.0890(19) -0.0798(3) -0.5717(5) 1.000 0.0230 c R . .
H82A H Uiso 0.9667(3) -0.0351(5) -0.6797(15) 1.000 0.0230 c R . .
H91A H Uiso 0.742(3) -0.0856(5) -0.6475(3) 1.000 0.0320 c R . .
H1B H Uiso 1.313(3) 0.0635(11) -0.038(3) 1.000 0.0260 d . . .
H2B H Uiso 1.375(3) 0.0169(11) -0.073(3) 1.000 0.0260 d . . .
H3B H Uiso 1.456(3) 0.0370(11) 0.079(3) 1.000 0.0260 d . . .
H01B H Uiso 0.843(3) 0.2359(2) 0.051(2) 1.000 0.0620 c R . .
H4B H Uiso 0.950(3) 0.0364(9) -0.018(3) 1.000 0.0170 d . . .
H02B H Uiso 1.027(3) 0.2422(4) 0.191(2) 1.000 0.0620 c R . .
H03B H Uiso 0.864(3) 0.2590(6) 0.216(2) 1.000 0.0620 c R . .
H04B H Uiso 0.987(2) 0.1360(8) 0.4339(8) 1.000 0.0560 c R . .
H05B H Uiso 0.946(2) 0.1976(8) 0.4476(11) 1.000 0.0560 c R . .
H11B H Uiso 1.145(2) -0.0121(2) -0.058(2) 1.000 0.0170 c R . .
H06B H Uiso 1.114(3) 0.1816(8) 0.4299(7) 1.000 0.0560 c R . .
H21B H Uiso 1.4203(15) -0.0484(2) 0.2175(19) 1.000 0.0230 c R . .
H22B H Uiso 1.3926(11) -0.0700(2) 0.0506(11) 1.000 0.0230 c R . .
H31B H Uiso 1.1507(17) -0.0856(4) 0.1809(15) 1.000 0.0280 c R . .
H41B H Uiso 1.394(3) -0.1378(3) 0.315(2) 1.000 0.0670 c R . .
H42B H Uiso 1.383(3) -0.1629(7) 0.1648(19) 1.000 0.0670 c R . .
H43B H Uiso 1.2485(16) -0.1753(7) 0.222(2) 1.000 0.0670 c R . .
H51B H Uiso 1.008(2) -0.0893(6) -0.0923(14) 1.000 0.0470 c R . .
H52B H Uiso 1.021(2) -0.1496(7) -0.0299(3) 1.000 0.0470 c R . .
H53B H Uiso 1.1454(12) -0.1296(8) -0.1035(14) 1.000 0.0470 c R . .
H71B H Uiso 0.9973(13) 0.0678(2) 0.274(3) 1.000 0.0170 c R . .
H81B H Uiso 1.081(2) 0.14184(13) 0.1689(6) 1.000 0.0220 c R . .
H82B H Uiso 0.9112(10) 0.14136(13) 0.0298(19) 1.000 0.0220 c R . .
H91B H Uiso 0.774(3) 0.1672(2) 0.1904(8) 1.000 0.0280 c R . .
H1C H Uiso 1.189(5) 0.0994(11) -0.239(4) 1.000 0.0630 d D . .
H11C H Uiso 1.2933(4) 0.18058(12) -0.2737(3) 0.833(5) 0.0480 c RP . 1
H12A H Uiso 1.1169(15) 0.1834(4) -0.0765(17) 0.167(5) 0.0500 c RP . 2
H12B H Uiso 1.0247(15) 0.1853(4) -0.2668(17) 0.167(5) 0.0500 c RP . 2
H12C H Uiso 1.4361(4) 0.14983(12) -0.1241(3) 0.833(5) 0.0480 c RP . 1
H21C H Uiso 1.3331(6) 0.19228(14) 0.0448(3) 0.833(5) 0.0700 c RP . 1
H22C H Uiso 1.3911(6) 0.23715(14) -0.0457(3) 0.833(5) 0.0700 c RP . 1
H22D H Uiso 1.2751(17) 0.2111(6) -0.2810(19) 0.167(5) 0.0590 c RP . 2
H22E H Uiso 1.2557(17) 0.2508(6) -0.1551(19) 0.167(5) 0.0590 c RP . 2
H31C H Uiso 1.1407(15) 0.2632(11) -0.042(3) 0.833(5) 0.1100 c RP . 1
H32A H Uiso 1.5314(18) 0.2234(14) -0.069(4) 0.167(5) 0.1590 c RP . 2
H32B H Uiso 1.4747(18) 0.1611(14) -0.081(4) 0.167(5) 0.1590 c RP . 2
H32C H Uiso 1.0515(11) 0.2072(4) -0.121(4) 0.833(5) 0.1100 c RP . 1
H32D H Uiso 1.4541(18) 0.2002(14) 0.046(4) 0.167(5) 0.1590 c RP . 2
H33C H Uiso 1.106(2) 0.2501(14) -0.220(2) 0.833(5) 0.1100 c RP . 1
H1D H Uiso 1.413(4) -0.0710(13) -0.378(4) 1.000 0.0420 d . . .
H11D H Uiso 1.6505(7) -0.0917(3) -0.196(2) 1.000 0.0400 c R . .
H12D H Uiso 1.719(2) -0.10361(12) -0.3259(6) 1.000 0.0400 c R . .
H2D1 H Uiso 1.673(2) -0.1847(5) -0.2289(18) 1.000 0.0490 c R . .
H2D2 H Uiso 1.5487(7) -0.1811(4) -0.400(2) 1.000 0.0490 c R . .
H3D1 H Uiso 1.415(2) -0.2139(9) -0.250(3) 1.000 0.0790 c R . .
H3D2 H Uiso 1.331(3) -0.1618(10) -0.330(2) 1.000 0.0790 c R . .
H3D3 H Uiso 1.4541(17) -0.1615(10) -0.158(3) 1.000 0.0790 c 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 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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6A N2A C7A 120.38(11) . . . yes
N1A C1A C2A 110.32(11) . . . yes
N1A C1A C6A 105.72(10) . . . yes
C2A C1A C6A 111.06(11) . . . no
H2A N1A H3A 104(2) . . . no
C1A N1A H3A 110.1(19) . . . no
C1A N1A H1A 117.1(19) . . . no
C1A N1A H2A 109.4(19) . . . no
H1A N1A H2A 109(3) . . . no
H1A N1A H3A 107(3) . . . no
C6A N2A H4A 120.4(19) . . . no
C1A C2A C3A 114.47(14) . . . no
C7A N2A H4A 118.7(19) . . . no
C2A C3A C4A 110.06(17) . . . no
C2A C3A C5A 111.72(15) . . . no
C4A C3A C5A 110.58(15) . . . no
O1A C6A N2A 124.01(13) . . . yes
O1A C6A C1A 119.70(12) . . . yes
N2A C6A C1A 116.28(11) . . . yes
N2A C7A C8A 109.50(11) . . . yes
N2A C7A C12A 112.64(12) . . . yes
C8A C7A C12A 110.87(12) . . . no
C7A C8A C9A 113.01(14) . . . no
C8A C9A C11A 110.37(17) . . . no
C10A C9A C11A 110.93(18) . . . no
C8A C9A C10A 111.31(16) . . . no
O2A C12A C7A 119.20(14) . . . yes
O3A C12A C7A 115.21(13) . . . yes
O2A C12A O3A 125.60(16) . . . yes
N1A C1A H11A 109.9(8) . . . no
C2A C1A H11A 109.9(2) . . . no
C6A C1A H11A 109.9(6) . . . no
C1A C2A H21A 108.6(3) . . . no
C1A C2A H22A 108.63(19) . . . no
C3A C2A H21A 108.6(4) . . . no
C3A C2A H22A 108.6(5) . . . no
H21A C2A H22A 107.7(7) . . . no
C6B N2B C7B 121.94(10) . . . yes
C4A C3A H31A 108.1(6) . . . no
C5A C3A H31A 108.2(5) . . . no
C2A C3A H31A 108.1(8) . . . no
C3A C4A H41A 109.5(5) . . . no
C3A C4A H43A 109.5(10) . . . no
H41A C4A H42A 109.6(17) . . . no
C3A C4A H42A 109.4(10) . . . no
H42A C4A H43A 109.4(15) . . . no
H41A C4A H43A 109.4(19) . . . no
C3A C5A H52A 109.5(7) . . . no
C3A C5A H53A 109.4(4) . . . no
H51A C5A H52A 109.6(13) . . . no
H51A C5A H53A 109.5(15) . . . no
H52A C5A H53A 109.4(14) . . . no
C3A C5A H51A 109.5(5) . . . no
N2A C7A H71A 107.9(6) . . . no
C12A C7A H71A 107.9(8) . . . no
C8A C7A H71A 107.8(9) . . . no
C7A C8A H81A 109.0(3) . . . no
C7A C8A H82A 109.0(7) . . . no
C9A C8A H82A 109.0(6) . . . no
H81A C8A H82A 107.8(7) . . . no
C9A C8A H81A 109.0(6) . . . no
C10A C9A H91A 108.0(8) . . . no
C11A C9A H91A 108.0(3) . . . no
C8A C9A H91A 108.1(10) . . . no
C9A C10A H01A 109.5(4) . . . no
C9A C10A H02A 109.7(10) . . . no
H01A C10A H02A 109.1(18) . . . no
H01A C10A H03A 109.6(17) . . . no
C9A C10A H03A 109.4(10) . . . no
H02A C10A H03A 109.6(15) . . . no
C9A C11A H05A 109.6(9) . . . no
C9A C11A H06A 109.4(4) . . . no
C9A C11A H04A 109.5(9) . . . no
H04A C11A H06A 109.4(19) . . . no
H05A C11A H06A 109.4(19) . . . no
H04A C11A H05A 109.6(17) . . . no
N1B C1B C2B 108.78(12) . . . yes
N1B C1B C6B 107.65(10) . . . yes
C2B C1B C6B 112.32(11) . . . no
H2B N1B H3B 110(3) . . . no
C1B N1B H3B 113.9(18) . . . no
C1B N1B H1B 111.9(19) . . . no
C1B N1B H2B 107.0(19) . . . no
H1B N1B H2B 105(3) . . . no
H1B N1B H3B 109(3) . . . no
C6B N2B H4B 121.2(18) . . . no
C1B C2B C3B 113.39(14) . . . no
C7B N2B H4B 115.0(17) . . . no
C2B C3B C4B 109.90(18) . . . no
C2B C3B C5B 111.77(14) . . . no
C4B C3B C5B 110.35(15) . . . no
O1B C6B N2B 124.21(12) . . . yes
O1B C6B C1B 120.68(12) . . . yes
N2B C6B C1B 115.11(10) . . . yes
N2B C7B C8B 109.81(11) . . . yes
N2B C7B C12B 107.88(10) . . . yes
C8B C7B C12B 110.00(11) . . . no
C7B C8B C9B 115.48(14) . . . no
C8B C9B C11B 111.75(15) . . . no
C10B C9B C11B 109.69(16) . . . no
C8B C9B C10B 109.86(17) . . . no
O2B C12B C7B 117.34(12) . . . yes
O3B C12B C7B 117.55(11) . . . yes
O2B C12B O3B 125.07(13) . . . yes
N1B C1B H11B 109.1(10) . . . no
C2B C1B H11B 109.4(4) . . . no
C6B C1B H11B 109.6(10) . . . no
C1C O1C H1C 113(3) . . . no
C12C O1C H1C 143(2) . . . no
C1B C2B H21B 108.9(4) . . . no
C3B C2B H22B 108.9(4) . . . no
H21B C2B H22B 107.8(10) . . . no
C1B C2B H22B 108.9(4) . . . no
C3B C2B H21B 108.8(7) . . . no
C2B C3B H31B 108.2(7) . . . no
C4B C3B H31B 108.2(7) . . . no
C5B C3B H31B 108.3(8) . . . no
C3B C4B H41B 109.5(7) . . . no
H41B C4B H42B 109(2) . . . no
H41B C4B H43B 109.8(16) . . . no
H42B C4B H43B 109.5(16) . . . no
C3B C4B H43B 109.4(11) . . . no
C3B C4B H42B 109.5(11) . . . no
C3B C5B H52B 109.4(2) . . . no
C3B C5B H51B 109.5(8) . . . no
H51B C5B H53B 109.6(13) . . . no
H52B C5B H53B 109.5(14) . . . no
H51B C5B H52B 109.4(14) . . . no
C3B C5B H53B 109.4(7) . . . no
C8B C7B H71B 109.8(5) . . . no
N2B C7B H71B 109.6(8) . . . no
C12B C7B H71B 109.7(10) . . . no
C7B C8B H82B 108.4(3) . . . no
C7B C8B H81B 108.4(3) . . . no
H81B C8B H82B 107.4(8) . . . no
C9B C8B H81B 108.4(4) . . . no
C9B C8B H82B 108.4(5) . . . no
C8B C9B H91B 108.5(6) . . . no
C10B C9B H91B 108.5(4) . . . no
C11B C9B H91B 108.5(5) . . . no
C9B C10B H01B 109.6(5) . . . no
H01B C10B H02B 109.5(19) . . . no
H01B C10B H03B 109.4(16) . . . no
H02B C10B H03B 109.4(17) . . . no
C9B C10B H02B 109.5(7) . . . no
C9B C10B H03B 109.5(11) . . . no
C9B C11B H06B 109.4(6) . . . no
C9B C11B H04B 109.4(6) . . . no
C9B C11B H05B 109.5(7) . . . no
H05B C11B H06B 109.6(15) . . . no
H04B C11B H05B 109.3(14) . . . no
H04B C11B H06B 109.7(15) . . . no
O1C C1C C2C 106.3(3) . . . yes
C1C C2C C3C 114.8(3) . . . no
O1C C12C C22C 102.2(10) . . . yes
C12C C22C C32C 115.8(17) . . . no
O1C C1C H11C 110.5(3) . . . no
O1C C1C H12C 110.5(3) . . . no
C2C C1C H11C 110.5(3) . . . no
C2C C1C H12C 110.5(3) . . . no
H11C C1C H12C 108.7(4) . . . no
C1D O1D H1D 108(2) . . . no
C1C C2C H22C 108.5(5) . . . no
C3C C2C H21C 108.6(5) . . . no
C3C C2C H22C 108.6(4) . . . no
H21C C2C H22C 107.6(4) . . . no
C1C C2C H21C 108.6(4) . . . no
C2C C3C H31C 109.5(13) . . . no
C2C C3C H32C 109.5(11) . . . no
H31C C3C H32C 110(2) . . . no
H31C C3C H33C 109(2) . . . no
H32C C3C H33C 110(2) . . . no
C2C C3C H33C 109.4(13) . . . no
O1C C12C H12B 111.4(12) . . . no
C22C C12C H12A 111.3(14) . . . no
O1C C12C H12A 111.4(11) . . . no
H12A C12C H12B 109.2(18) . . . no
C22C C12C H12B 111.2(14) . . . no
C12C C22C H22E 108.3(17) . . . no
C32C C22C H22D 108(2) . . . no
C12C C22C H22D 108.4(16) . . . no
H22D C22C H22E 107.4(19) . . . no
C32C C22C H22E 108(2) . . . no
C22C C32C H32A 109(3) . . . no
C22C C32C H32D 110(2) . . . no
H32A C32C H32B 109(3) . . . no
H32A C32C H32D 110(4) . . . no
H32B C32C H32D 110(4) . . . no
C22C C32C H32B 109(3) . . . no
O1D C1D C2D 112.36(19) . . . yes
C1D C2D C3D 113.6(2) . . . no
O1D C1D H11D 109.1(6) . . . no
O1D C1D H12D 109.2(4) . . . no
C2D C1D H11D 109.2(6) . . . no
C2D C1D H12D 109.1(3) . . . no
H11D C1D H12D 107.8(7) . . . no
C1D C2D H2D1 108.9(9) . . . no
C1D C2D H2D2 108.8(7) . . . no
C3D C2D H2D1 108.7(11) . . . no
C3D C2D H2D2 108.9(7) . . . no
H2D1 C2D H2D2 107.8(12) . . . no
C2D C3D H3D1 109.3(14) . . . no
C2D C3D H3D2 109.5(16) . . . no
C2D C3D H3D3 109.6(13) . . . no
H3D1 C3D H3D2 110(2) . . . no
H3D1 C3D H3D3 109(2) . . . no
H3D2 C3D H3D3 109(2) . . . no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1A C6A 1.2412(15) . . yes
O2A C12A 1.2480(19) . . yes
O3A C12A 1.2681(19) . . yes
N1A C1A 1.4954(18) . . yes
N2A C6A 1.3300(17) . . yes
N2A C7A 1.4544(19) . . yes
C1A C2A 1.5272(19) . . no
C1A C6A 1.5265(18) . . no
N1A H3A 0.82(3) . . no
N1A H1A 0.84(3) . . no
N1A H2A 0.85(3) . . no
O1B C6B 1.2326(16) . . yes
C2A C3A 1.531(2) . . no
N2A H4A 0.83(3) . . no
O2B C12B 1.2516(16) . . yes
C3A C5A 1.534(2) . . no
C3A C4A 1.526(3) . . no
O3B C12B 1.2673(16) . . yes
C7A C12A 1.536(2) . . no
C7A C8A 1.537(2) . . no
C8A C9A 1.539(3) . . no
C9A C11A 1.524(3) . . no
C9A C10A 1.529(3) . . no
C1A H11A 0.934(17) . . no
N1B C1B 1.4955(18) . . yes
C2A H22A 1.000(17) . . no
C2A H21A 0.997(12) . . no
N2B C7B 1.4626(17) . . yes
N2B C6B 1.3451(17) . . yes
C3A H31A 0.95(2) . . no
C4A H41A 0.924(17) . . no
C4A H43A 0.93(3) . . no
C4A H42A 0.928(17) . . no
C5A H51A 0.983(18) . . no
C5A H53A 0.984(17) . . no
C5A H52A 0.982(16) . . no
C7A H71A 0.919(14) . . no
C8A H82A 0.967(12) . . no
C8A H81A 0.968(15) . . no
C9A H91A 0.92(2) . . no
C10A H02A 0.97(3) . . no
C10A H01A 0.968(17) . . no
C10A H03A 0.974(18) . . no
C11A H06A 0.963(18) . . no
C11A H04A 0.959(16) . . no
C11A H05A 0.96(2) . . no
C1B C2B 1.530(2) . . no
C1B C6B 1.5327(18) . . no
N1B H3B 0.86(3) . . no
N1B H1B 0.88(3) . . no
N1B H2B 0.84(3) . . no
O1C C12C 1.450(11) . . yes
O1C C1C 1.464(4) . . yes
N2B H4B 0.89(3) . . no
C2B C3B 1.532(2) . . no
C3B C5B 1.529(2) . . no
C3B C4B 1.523(3) . . no
C7B C8B 1.5395(19) . . no
C7B C12B 1.5425(19) . . no
C8B C9B 1.529(2) . . no
C9B C11B 1.529(2) . . no
C9B C10B 1.533(3) . . no
C1B H11B 0.941(17) . . no
O1C H1C 0.80(3) . . no
C2B H21B 0.972(16) . . no
C2B H22B 0.972(10) . . no
C3B H31B 1.005(15) . . no
C4B H43B 0.918(17) . . no
C4B H41B 0.920(18) . . no
C4B H42B 0.92(2) . . no
C5B H53B 0.969(13) . . no
C5B H52B 0.969(17) . . no
C5B H51B 0.971(15) . . no
C7B H71B 0.92(3) . . no
C8B H82B 0.924(16) . . no
C8B H81B 0.926(17) . . no
C9B H91B 1.00(2) . . no
C10B H02B 0.97(3) . . no
C10B H01B 0.970(17) . . no
C10B H03B 0.97(2) . . no
C11B H04B 0.966(19) . . no
C11B H05B 0.965(18) . . no
C11B H06B 0.97(3) . . no
C1C C2C 1.517(5) . . no
O1D C1D 1.430(3) . . yes
C2C C3C 1.461(8) . . no
C12C C22C 1.52(2) . . no
C22C C32C 1.45(3) . . no
C1C H12C 0.990(5) . . no
C1C H11C 0.990(4) . . no
O1D H1D 0.80(4) . . no
C2C H22C 0.990(6) . . no
C2C H21C 0.990(4) . . no
C3C H32C 0.981(16) . . no
C3C H33C 0.98(2) . . no
C3C H31C 0.98(3) . . no
C12C H12B 0.99(2) . . no
C12C H12A 0.99(2) . . no
C22C H22D 0.99(2) . . no
C22C H22E 0.99(2) . . no
C32C H32B 0.98(5) . . no
C32C H32D 0.97(5) . . no
C32C H32A 0.98(4) . . no
C1D C2D 1.512(3) . . no
C2D C3D 1.519(5) . . no
C1D H11D 0.983(16) . . no
C1D H12D 0.985(17) . . no
C2D H2D1 0.930(16) . . no
C2D H2D2 0.933(16) . . no
C3D H3D1 0.92(2) . . no
C3D H3D2 0.92(2) . . no
C3D H3D3 0.93(3) . . no
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
N1A H1A O2A 0.84(3) 2.19(3) 2.9413(19) 149(2) 1_455 yes
N1B H1B O1C 0.88(3) 1.96(3) 2.814(2) 164(2) . yes
O1C H1C O2A 0.80(3) 1.93(3) 2.723(2) 171(3) . yes
O1D H1D O3A 0.80(4) 1.94(4) 2.690(2) 156(3) . yes
N1A H2A O2B 0.85(3) 2.00(3) 2.8423(15) 174(3) . yes
N1B H2B O3A 0.84(3) 2.09(3) 2.8620(17) 153(3) . yes
N1A H3A O1D 0.82(3) 2.04(3) 2.8656(18) 175(3) 1_455 yes
N1B H3B O2B 0.86(3) 2.57(3) 2.9147(18) 105(2) 1_655 yes
N1B H3B O3B 0.86(3) 1.92(3) 2.7448(17) 163(3) 1_655 yes
N2A H4A O3B 0.83(3) 1.99(3) 2.8145(15) 173(3) 1_554 yes
N2B H4B O1A 0.89(3) 2.08(3) 2.9242(14) 159(2) . yes
N2B H4B O2B 0.89(3) 2.44(3) 2.7787(16) 103(2) . yes
C1A H11A O1B 0.934(17) 2.437(15) 3.1174(16) 129.7(11) 1_454 yes
C1B H11B O1A 0.941(17) 2.368(18) 3.2242(16) 151.2(10) . 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7A N2A C6A O1A -1.1(2) . . . . no
C7A N2A C6A C1A -179.90(11) . . . . no
C6A N2A C7A C8A 152.52(13) . . . . no
C6A N2A C7A C12A -83.63(15) . . . . no
N1A C1A C2A C3A -67.40(16) . . . . no
C6A C1A C2A C3A 175.72(12) . . . . no
N1A C1A C6A O1A -41.83(15) . . . . no
N1A C1A C6A N2A 137.06(12) . . . . no
C2A C1A C6A O1A 77.84(16) . . . . no
C2A C1A C6A N2A -103.27(14) . . . . no
C1A C2A C3A C4A 168.48(17) . . . . no
C1A C2A C3A C5A -68.27(19) . . . . no
N2A C7A C8A C9A -68.46(16) . . . . no
C12A C7A C8A C9A 166.65(13) . . . . no
N2A C7A C12A O2A -25.94(18) . . . . no
N2A C7A C12A O3A 154.24(12) . . . . no
C8A C7A C12A O2A 97.16(16) . . . . no
C8A C7A C12A O3A -82.66(15) . . . . no
C7A C8A C9A C10A -77.29(19) . . . . no
C7A C8A C9A C11A 159.07(16) . . . . no
C7B N2B C6B O1B 4.7(2) . . . . no
C7B N2B C6B C1B -174.57(11) . . . . no
C6B N2B C7B C8B 85.01(15) . . . . no
C6B N2B C7B C12B -155.11(11) . . . . no
N1B C1B C2B C3B -167.94(12) . . . . no
C6B C1B C2B C3B 72.99(16) . . . . no
N1B C1B C6B O1B -65.27(15) . . . . no
N1B C1B C6B N2B 113.98(12) . . . . no
C2B C1B C6B O1B 54.46(17) . . . . no
C2B C1B C6B N2B -126.29(13) . . . . no
C1B C2B C3B C4B -173.54(15) . . . . no
C1B C2B C3B C5B 63.59(18) . . . . no
N2B C7B C8B C9B -179.21(13) . . . . no
C12B C7B C8B C9B 62.22(16) . . . . no
N2B C7B C12B O2B -48.80(16) . . . . no
N2B C7B C12B O3B 133.26(12) . . . . no
C8B C7B C12B O2B 70.96(16) . . . . no
C8B C7B C12B O3B -106.99(14) . . . . no
C7B C8B C9B C10B -173.49(17) . . . . no
C7B C8B C9B C11B 64.5(2) . . . . no
O1C C1C C2C C3C -60.7(4) . . . . no
O1D C1D C2D C3D -61.7(3) . . . . no
