#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:14:46 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179620 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/84/4508472.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_4508472
loop_
_publ_author_name
'Mocilac, Pavle'
'Gallagher, John F.'
_publ_section_title
;
 The First Phenyl-N-pyridinylcarbamate Structures: Structural and
 Conformational Analysis of Nine Methoxyphenyl-N-pyridinylcarbamates
;
_journal_issue                   12
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5295
_journal_paper_doi               10.1021/cg4010888
_journal_volume                  13
_journal_year                    2013
_chemical_formula_moiety         '8(C13 H12 N2 O3), C H'
_chemical_formula_sum            'C105 H97 N16 O24'
_chemical_formula_weight         1966.99
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           148
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            9
_cell_length_a                   54.929(4)
_cell_length_b                   54.929(4)
_cell_length_c                   8.6324(6)
_cell_measurement_reflns_used    2463
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      44.5
_cell_measurement_theta_min      2.55
_cell_volume                     22556(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  SHELXL97
_computing_structure_refinement
'SHELXL97 (Sheldrick, 2008) and SORTX (McArdle, 1995)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'Xcalibur, Sapphire3, Gemini Ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Cu) fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0674
_diffrn_reflns_av_sigmaI/netI    0.0455
_diffrn_reflns_limit_h_max       49
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_k_max       49
_diffrn_reflns_limit_k_min       -49
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            22883
_diffrn_reflns_theta_full        44.58
_diffrn_reflns_theta_max         44.58
_diffrn_reflns_theta_min         2.79
_diffrn_standards_decay_%        1
_diffrn_standards_interval_time  120
_diffrn_standards_number         22883
_exptl_absorpt_coefficient_mu    0.781
_exptl_absorpt_correction_T_max  0.9732
_exptl_absorpt_correction_T_min  0.5566
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(ABSFAC, Clark and Reid, 1998)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             9279
_exptl_crystal_size_max          0.85
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       0.000015(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     753
_refine_ls_number_reflns         3946
_refine_ls_number_restraints     162
_refine_ls_restrained_S_all      1.124
_refine_ls_R_factor_all          0.1146
_refine_ls_R_factor_gt           0.0942
_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)+(0.05P)²+278P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2203
_refine_ls_wR_factor_ref         0.2307
_reflns_number_gt                3086
_reflns_number_total             3946
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cg4010888_si_003.cif
_cod_data_source_block           13-021_CmoOMe
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Trigonal' changed to 'trigonal'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Analytical'
changed to 'analytical' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               4508472
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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 0.05664(16) 0.26416(18) 0.9022(9) 0.099(2) Uani 1 1 d . . .
O2A O 0.06889(14) 0.30975(14) 0.8756(7) 0.0790(19) Uani 1 1 d . . .
N1A N 0.10037(18) 0.29755(17) 0.8217(9) 0.076(2) Uani 1 1 d . . .
H1A H 0.1104 0.3152 0.8005 0.091 Uiso 1 1 calc R . .
C1A C 0.0739(3) 0.2876(3) 0.8679(11) 0.071(3) Uani 1 1 d . . .
C11A C 0.0410(2) 0.3032(2) 0.9001(15) 0.071(3) Uani 1 1 d . . .
C12A C 0.0228(3) 0.29444(19) 0.7791(15) 0.069(3) Uani 1 1 d . . .
C13A C -0.0045(2) 0.2884(2) 0.7988(14) 0.080(3) Uani 1 1 d . . .
H13A H -0.0171 0.2824 0.7165 0.096 Uiso 1 1 calc R . .
C14A C -0.0124(2) 0.2918(2) 0.944(2) 0.099(4) Uani 1 1 d . . .
H14A H -0.0308 0.2879 0.9595 0.119 Uiso 1 1 calc R . .
C15A C 0.0054(4) 0.3005(3) 1.0669(15) 0.118(4) Uani 1 1 d . . .
H15A H -0.0005 0.3023 1.1647 0.142 Uiso 1 1 calc R . .
C16A C 0.0326(3) 0.3065(2) 1.0426(15) 0.102(4) Uani 1 1 d . . .
H16A H 0.0453 0.3128 1.1243 0.122 Uiso 1 1 calc R . .
O3A O 0.03365(13) 0.29323(14) 0.6364(10) 0.088(2) Uani 1 1 d . . .
C17A C 0.0166(2) 0.2875(3) 0.5031(14) 0.117(4) Uani 1 1 d . . .
H17A H 0.0006 0.2689 0.5105 0.176 Uiso 1 1 calc R . .
H17B H 0.0273 0.2888 0.4124 0.176 Uiso 1 1 calc R . .
H17C H 0.0103 0.3009 0.4961 0.176 Uiso 1 1 calc R . .
C21A C 0.1126(2) 0.2809(2) 0.8062(11) 0.064(3) Uani 1 1 d . . .
C22A C 0.1353(2) 0.2895(2) 0.7065(12) 0.073(3) Uani 1 1 d . . .
H22A H 0.1409 0.3060 0.6515 0.088 Uiso 1 1 calc R . .
N23A N 0.14975(16) 0.2766(2) 0.6819(9) 0.080(2) Uani 1 1 d . . .
C24A C 0.1417(2) 0.2527(2) 0.7610(14) 0.080(3) Uani 1 1 d . . .
H24A H 0.1512 0.2429 0.7461 0.096 Uiso 1 1 calc R . .
C25A C 0.1193(2) 0.2423(2) 0.8646(12) 0.082(3) Uani 1 1 d . . .
H25A H 0.1142 0.2260 0.9202 0.099 Uiso 1 1 calc R . .
C26A C 0.1049(2) 0.2566(2) 0.8836(11) 0.078(3) Uani 1 1 d . . .
H26A H 0.0896 0.2494 0.9506 0.093 Uiso 1 1 calc R . .
O1B O 0.19895(14) 0.44637(16) 0.4002(9) 0.099(2) Uani 1 1 d . . .
O2B O 0.23047(16) 0.43209(14) 0.3505(8) 0.084(2) Uani 1 1 d . . .
N1B N 0.18890(19) 0.40152(19) 0.4460(9) 0.072(2) Uani 1 1 d . . .
H1B H 0.1952 0.3902 0.4296 0.087 Uiso 1 1 calc R . .
C1B C 0.2047(2) 0.4278(3) 0.3998(11) 0.070(3) Uani 1 1 d . . .
C11B C 0.2501(2) 0.4592(2) 0.3070(17) 0.076(3) Uani 1 1 d . . .
C12B C 0.2697(3) 0.4768(3) 0.4083(15) 0.075(3) Uani 1 1 d . . .
C13B C 0.2899(3) 0.5025(3) 0.3667(17) 0.091(3) Uani 1 1 d . . .
H13B H 0.3031 0.5144 0.4387 0.109 Uiso 1 1 calc R . .
C14B C 0.2909(3) 0.5112(3) 0.215(2) 0.110(4) Uani 1 1 d . . .
H14B H 0.3050 0.5289 0.1839 0.132 Uiso 1 1 calc R . .
C15B C 0.2718(4) 0.4940(3) 0.1121(15) 0.110(4) Uani 1 1 d . . .
H15B H 0.2726 0.5000 0.0105 0.132 Uiso 1 1 calc R . .
C16B C 0.2508(3) 0.4677(3) 0.1542(16) 0.100(4) Uani 1 1 d . . .
H16B H 0.2375 0.4558 0.0827 0.119 Uiso 1 1 calc R . .
O3B O 0.26723(15) 0.46649(16) 0.5563(10) 0.103(2) Uani 1 1 d . . .
C17B C 0.2878(3) 0.4844(3) 0.6667(15) 0.148(5) Uani 1 1 d . . .
H17D H 0.3062 0.4892 0.6304 0.222 Uiso 1 1 calc R . .
H17E H 0.2843 0.4748 0.7641 0.222 Uiso 1 1 calc R . .
H17F H 0.2867 0.5012 0.6798 0.222 Uiso 1 1 calc R . .
C21B C 0.1625(2) 0.3905(2) 0.5202(12) 0.066(3) Uani 1 1 d . . .
C22B C 0.1541(2) 0.3672(2) 0.6136(13) 0.076(3) Uani 1 1 d . . .
H22B H 0.1660 0.3599 0.6230 0.091 Uiso 1 1 calc R . .
N23B N 0.1297(2) 0.35454(17) 0.6919(9) 0.081(2) Uani 1 1 d . . .
C24B C 0.1137(2) 0.3666(2) 0.6761(12) 0.085(3) Uani 1 1 d . . .
H24B H 0.0969 0.3589 0.7316 0.102 Uiso 1 1 calc R . .
C25B C 0.1202(2) 0.3893(2) 0.5850(13) 0.078(3) Uani 1 1 d . . .
H25B H 0.1078 0.3960 0.5758 0.094 Uiso 1 1 calc R . .
C26B C 0.1455(2) 0.40206(19) 0.5065(11) 0.068(3) Uani 1 1 d . . .
H26B H 0.1508 0.4180 0.4463 0.082 Uiso 1 1 calc R . .
O1C O 0.23963(16) 0.28707(14) 0.4793(9) 0.093(2) Uani 1 1 d . . .
O2C O 0.19881(14) 0.25441(16) 0.5877(8) 0.082(2) Uani 1 1 d . . .
N1C N 0.20349(16) 0.29528(18) 0.5147(9) 0.069(2) Uani 1 1 d . . .
H1C H 0.1870 0.2882 0.5556 0.083 Uiso 1 1 calc R . .
C1C C 0.2161(2) 0.2798(2) 0.5222(11) 0.066(3) Uani 1 1 d . . .
C11C C 0.2102(2) 0.2370(2) 0.6198(15) 0.067(3) Uani 1 1 d . . .
C12C C 0.2093(2) 0.2192(2) 0.5084(15) 0.076(3) Uani 1 1 d . . .
C13C C 0.2184(2) 0.2010(2) 0.5415(16) 0.096(4) Uani 1 1 d . . .
H13C H 0.2176 0.1885 0.4664 0.115 Uiso 1 1 calc R . .
C14C C 0.2289(3) 0.2010(3) 0.689(2) 0.112(4) Uani 1 1 d . . .
H14C H 0.2351 0.1884 0.7130 0.135 Uiso 1 1 calc R . .
C15C C 0.2302(3) 0.2194(4) 0.7977(16) 0.115(4) Uani 1 1 d . . .
H15C H 0.2376 0.2198 0.8953 0.139 Uiso 1 1 calc R . .
C16C C 0.2205(3) 0.2375(3) 0.7623(15) 0.103(4) Uani 1 1 d . . .
H16C H 0.2210 0.2500 0.8367 0.123 Uiso 1 1 calc R . .
O3C O 0.19935(16) 0.22021(15) 0.3648(10) 0.105(2) Uani 1 1 d . . .
C17C C 0.2017(3) 0.2042(3) 0.2418(14) 0.149(6) Uani 1 1 d . . .
H17G H 0.1911 0.1846 0.2668 0.223 Uiso 1 1 calc R . .
H17H H 0.2211 0.2096 0.2277 0.223 Uiso 1 1 calc R . .
H17I H 0.1946 0.2077 0.1479 0.223 Uiso 1 1 calc R . .
C21C C 0.2143(2) 0.3215(2) 0.4477(11) 0.065(3) Uani 1 1 d . . .
C22C C 0.2026(2) 0.3380(3) 0.4781(12) 0.084(3) Uani 1 1 d . . .
H22C H 0.1879 0.3310 0.5487 0.100 Uiso 1 1 calc R . .
N23C N 0.2101(2) 0.3626(2) 0.4178(12) 0.091(3) Uani 1 1 d . . .
C24C C 0.2312(2) 0.3724(2) 0.3150(13) 0.082(3) Uani 1 1 d . . .
H24C H 0.2369 0.3897 0.2685 0.099 Uiso 1 1 calc R . .
C25C C 0.2444(2) 0.3585(3) 0.2766(12) 0.088(3) Uani 1 1 d . . .
H25C H 0.2592 0.3663 0.2065 0.106 Uiso 1 1 calc R . .
C26C C 0.2361(2) 0.3323(2) 0.3403(13) 0.076(3) Uani 1 1 d . . .
H26C H 0.2449 0.3222 0.3119 0.091 Uiso 1 1 calc R . .
C11D C 0.1351(5) 0.0395(3) 0.191(2) 0.121(7) Uani 1 1 d . . .
C12D C 0.1531(3) 0.0375(2) 0.289(2) 0.088(4) Uani 1 1 d . . .
C13D C 0.1782(3) 0.0411(3) 0.236(2) 0.112(4) Uani 1 1 d . . .
H13D H 0.1902 0.0387 0.3026 0.134 Uiso 1 1 calc R A .
C14D C 0.1856(3) 0.0484(3) 0.083(3) 0.133(6) Uani 1 1 d . . .
H14D H 0.2030 0.0518 0.0475 0.159 Uiso 1 1 calc R . .
C15D C 0.1678(7) 0.0507(4) -0.014(2) 0.182(9) Uani 1 1 d . . .
H15D H 0.1724 0.0553 -0.1177 0.218 Uiso 1 1 calc R A .
C16D C 0.1425(5) 0.0460(4) 0.044(4) 0.175(10) Uani 1 1 d . . .
H16D H 0.1300 0.0475 -0.0227 0.210 Uiso 1 1 calc R . .
O3D O 0.14228(17) 0.03145(17) 0.4331(14) 0.115(3) Uani 1 1 d . . .
C17D C 0.1609(3) 0.0311(3) 0.5495(16) 0.151(6) Uani 1 1 d . . .
H171 H 0.1658 0.0171 0.5236 0.226 Uiso 1 1 calc R . .
H172 H 0.1517 0.0268 0.6484 0.226 Uiso 1 1 calc R . .
H173 H 0.1777 0.0492 0.5541 0.226 Uiso 1 1 calc R . .
O1D O 0.1200(11) 0.0815(10) 0.181(4) 0.088(9) Uani 0.50 1 d PU A -1
C1D C 0.1063(9) 0.0540(12) 0.207(6) 0.073(13) Uani 0.50 1 d PU A -1
O2D O 0.1092(8) 0.0321(10) 0.196(4) 0.086(9) Uani 0.50 1 d PU A -1
N1D N 0.0747(8) 0.0428(7) 0.207(3) 0.097(10) Uani 0.50 1 d PU A -1
H1D H 0.0641 0.0249 0.1945 0.117 Uiso 0.50 1 calc PR A -1
C21D C 0.0607(7) 0.0587(6) 0.224(3) 0.065(7) Uani 0.50 1 d PU A -1
C22D C 0.0339(5) 0.0459(5) 0.198(2) 0.078(6) Uani 0.50 1 d PU A -1
H22D H 0.0256 0.0273 0.1664 0.093 Uiso 0.50 1 calc PR A -1
N23D N 0.0174(4) 0.0566(5) 0.212(2) 0.086(6) Uani 0.50 1 d PU A -1
C24D C 0.0301(7) 0.0827(8) 0.254(4) 0.097(10) Uani 0.50 1 d PU A -1
H24D H 0.0202 0.0923 0.2556 0.116 Uiso 0.50 1 calc PR A -1
C25D C 0.0592(11) 0.0972(9) 0.297(6) 0.092(14) Uani 0.50 1 d PU A -1
H25D H 0.0665 0.1145 0.3466 0.111 Uiso 0.50 1 calc PR A -1
C26D C 0.0760(8) 0.0871(8) 0.269(4) 0.077(10) Uani 0.50 1 d PU A -1
H26D H 0.0955 0.0974 0.2774 0.092 Uiso 0.50 1 calc PR A -1
O1E O 0.1190(10) 0.0761(10) 0.238(4) 0.096(10) Uani 0.50 1 d PU A -2
C1E C 0.0981(13) 0.0556(13) 0.252(8) 0.090(17) Uani 0.50 1 d PU A -2
O2E O 0.1068(10) 0.0347(12) 0.264(5) 0.131(18) Uani 0.50 1 d PU A -2
N1E N 0.0755(7) 0.0452(6) 0.316(4) 0.116(10) Uani 0.50 1 d PU A -2
H1E H 0.0679 0.0282 0.3510 0.139 Uiso 0.50 1 calc PR A -2
C21E C 0.0617(7) 0.0610(8) 0.334(5) 0.095(10) Uani 0.50 1 d PU A -2
C22E C 0.0337(7) 0.0458(6) 0.360(4) 0.140(10) Uani 0.50 1 d PU A -2
H22E H 0.0258 0.0265 0.3727 0.168 Uiso 0.50 1 calc PR A -2
N23E N 0.0158(5) 0.0568(5) 0.371(4) 0.145(9) Uani 0.50 1 d PU A -2
C24E C 0.0274(9) 0.0846(7) 0.360(4) 0.119(11) Uani 0.50 1 d PU A -2
H24E H 0.0163 0.0929 0.3524 0.143 Uiso 0.50 1 calc PR A -2
C25E C 0.0543(15) 0.0994(14) 0.361(7) 0.13(2) Uani 0.50 1 d PU A -2
H25E H 0.0627 0.1189 0.3684 0.160 Uiso 0.50 1 calc PR A -2
C26E C 0.0714(9) 0.0873(10) 0.351(4) 0.086(11) Uani 0.50 1 d PU A -2
H26E H 0.0908 0.0990 0.3570 0.103 Uiso 0.50 1 calc PR A -2
C1S C 0.019(3) 0.0320(11) 0.003(9) 0.33(4) Uani 0.50 1 d PU . .
H1S H 0.0298 0.0514 0.0098 0.401 Uiso 0.50 1 calc PR A .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C1A O2A C11A 117.2(8) . .
C1A N1A C21A 123.4(9) . .
C1A N1A H1A 118.3 . .
C21A N1A H1A 118.3 . .
O1A C1A N1A 129.0(11) . .
O1A C1A O2A 122.8(10) . .
N1A C1A O2A 108.2(10) . .
C12A C11A C16A 120.7(10) . .
C12A C11A O2A 119.2(10) . .
C16A C11A O2A 120.0(12) . .
C11A C12A C13A 120.5(10) . .
C11A C12A O3A 116.6(10) . .
C13A C12A O3A 122.8(12) . .
C14A C13A C12A 117.5(10) . .
C14A C13A H13A 121.2 . .
C12A C13A H13A 121.2 . .
C15A C14A C13A 122.7(11) . .
C15A C14A H14A 118.6 . .
C13A C14A H14A 118.6 . .
C14A C15A C16A 118.1(11) . .
C14A C15A H15A 120.9 . .
C16A C15A H15A 120.9 . .
C11A C16A C15A 120.3(11) . .
C11A C16A H16A 119.8 . .
C15A C16A H16A 119.8 . .
C12A O3A C17A 118.8(9) . .
O3A C17A H17A 109.5 . .
O3A C17A H17B 109.5 . .
H17A C17A H17B 109.5 . .
O3A C17A H17C 109.5 . .
H17A C17A H17C 109.5 . .
H17B C17A H17C 109.5 . .
C26A C21A N1A 125.9(10) . .
C26A C21A C22A 115.1(10) . .
N1A C21A C22A 119.0(10) . .
N23A C22A C21A 126.6(9) . .
N23A C22A H22A 116.7 . .
C21A C22A H22A 116.7 . .
C22A N23A C24A 116.7(9) . .
N23A C24A C25A 121.5(9) . .
N23A C24A H24A 119.2 . .
C25A C24A H24A 119.2 . .
C26A C25A C24A 119.0(10) . .
C26A C25A H25A 120.5 . .
C24A C25A H25A 120.5 . .
C21A C26A C25A 121.2(10) . .
C21A C26A H26A 119.4 . .
C25A C26A H26A 119.4 . .
C1B O2B C11B 116.6(8) . .
C1B N1B C21B 125.2(9) . .
C1B N1B H1B 117.4 . .
C21B N1B H1B 117.4 . .
O1B C1B N1B 128.0(11) . .
O1B C1B O2B 122.4(10) . .
N1B C1B O2B 109.6(10) . .
C12B C11B O2B 120.6(12) . .
C12B C11B C16B 119.7(11) . .
O2B C11B C16B 119.6(12) . .
C13B C12B C11B 121.8(11) . .
C13B C12B O3B 122.9(13) . .
C11B C12B O3B 115.4(12) . .
C12B C13B C14B 119.1(12) . .
C12B C13B H13B 120.4 . .
C14B C13B H13B 120.4 . .
C15B C14B C13B 120.1(12) . .
C15B C14B H14B 120.0 . .
C13B C14B H14B 120.0 . .
C14B C15B C16B 121.1(12) . .
C14B C15B H15B 119.4 . .
C16B C15B H15B 119.4 . .
C15B C16B C11B 118.2(11) . .
C15B C16B H16B 120.9 . .
C11B C16B H16B 120.9 . .
C12B O3B C17B 117.0(10) . .
O3B C17B H17D 109.5 . .
O3B C17B H17E 109.5 . .
H17D C17B H17E 109.5 . .
O3B C17B H17F 109.5 . .
H17D C17B H17F 109.5 . .
H17E C17B H17F 109.5 . .
C26B C21B C22B 119.2(10) . .
C26B C21B N1B 123.5(10) . .
C22B C21B N1B 117.3(10) . .
N23B C22B C21B 124.0(9) . .
N23B C22B H22B 118.0 . .
C21B C22B H22B 118.0 . .
C22B N23B C24B 114.9(9) . .
N23B C24B C25B 124.8(10) . .
N23B C24B H24B 117.6 . .
C25B C24B H24B 117.6 . .
C24B C25B C26B 119.2(9) . .
C24B C25B H25B 120.4 . .
C26B C25B H25B 120.4 . .
C21B C26B C25B 117.8(9) . .
C21B C26B H26B 121.1 . .
C25B C26B H26B 121.1 . .
C1C O2C C11C 117.5(8) . .
C1C N1C C21C 126.3(9) . .
C1C N1C H1C 116.8 . .
C21C N1C H1C 116.8 . .
O1C C1C N1C 125.9(10) . .
O1C C1C O2C 123.2(10) . .
N1C C1C O2C 110.9(10) . .
C16C C11C C12C 121.5(10) . .
C16C C11C O2C 119.6(11) . .
C12C C11C O2C 118.9(11) . .
C11C C12C C13C 119.4(11) . .
C11C C12C O3C 119.1(10) . .
C13C C12C O3C 121.5(12) . .
C12C C13C C14C 119.9(11) . .
C12C C13C H13C 120.1 . .
C14C C13C H13C 120.1 . .
C15C C14C C13C 119.7(12) . .
C15C C14C H14C 120.2 . .
C13C C14C H14C 120.2 . .
C14C C15C C16C 119.5(12) . .
C14C C15C H15C 120.2 . .
C16C C15C H15C 120.2 . .
C11C C16C C15C 120.1(11) . .
C11C C16C H16C 120.0 . .
C15C C16C H16C 120.0 . .
C12C O3C C17C 119.4(9) . .
O3C C17C H17G 109.5 . .
O3C C17C H17H 109.5 . .
H17G C17C H17H 109.5 . .
O3C C17C H17I 109.5 . .
H17G C17C H17I 109.5 . .
H17H C17C H17I 109.5 . .
C22C C21C N1C 120.6(10) . .
C22C C21C C26C 115.7(10) . .
N1C C21C C26C 123.6(10) . .
N23C C22C C21C 126.6(9) . .
N23C C22C H22C 116.7 . .
C21C C22C H22C 116.7 . .
C22C N23C C24C 116.3(9) . .
C25C C24C N23C 122.8(10) . .
C25C C24C H24C 118.6 . .
N23C C24C H24C 118.6 . .
C24C C25C C26C 120.6(10) . .
C24C C25C H25C 119.7 . .
C26C C25C H25C 119.7 . .
C25C C26C C21C 118.1(10) . .
C25C C26C H26C 121.0 . .
C21C C26C H26C 121.0 . .
O2D C11D C16D 105(3) . .
O2D C11D C12D 134(2) . .
C16D C11D C12D 119(2) . .
O3D C12D C11D 110.7(15) . .
O3D C12D C13D 129.3(16) . .
C11D C12D C13D 120.0(16) . .
C12D C13D C14D 119.3(14) . .
C12D C13D H13D 120.3 . .
C14D C13D H13D 120.3 . .
C15D C14D C13D 120.3(17) . .
C15D C14D H14D 119.9 . .
C13D C14D H14D 119.9 . .
C14D C15D C16D 118(2) . .
C14D C15D H15D 121.0 . .
C16D C15D H15D 121.0 . .
C11D C16D C15D 123(2) . .
C11D C16D H16D 118.6 . .
C15D C16D H16D 118.6 . .
C12D O3D C17D 114.7(11) . .
O3D C17D H171 109.5 . .
O3D C17D H172 109.5 . .
H171 C17D H172 109.5 . .
O3D C17D H173 109.5 . .
H171 C17D H173 109.5 . .
H172 C17D H173 109.5 . .
O2D C1D O1D 142(5) . .
O2D C1D N1D 106(4) . .
O1D C1D N1D 110(5) . .
C11D O2D C1D 110(4) . .
C21D N1D C1D 127(3) . .
C21D N1D H1D 116.5 . .
C1D N1D H1D 116.5 . .
C22D C21D C26D 122(3) . .
C22D C21D N1D 118(3) . .
C26D C21D N1D 120(3) . .
C21D C22D N23D 127(2) . .
C21D C22D H22D 116.7 . .
N23D C22D H22D 116.7 . .
C24D N23D C22D 114(2) . .
N23D C24D C25D 122(3) . .
N23D C24D H24D 119.2 . .
C25D C24D H24D 119.2 . .
C26D C25D C24D 123(4) . .
C26D C25D H25D 118.7 . .
C24D C25D H25D 118.7 . .
C25D C26D C21D 111(4) . .
C25D C26D H26D 124.4 . .
C21D C26D H26D 124.4 . .
O1E C1E N1E 143(6) . .
O1E C1E O2E 103(5) . .
N1E C1E O2E 105(5) . .
C1E O2E C11D 122(5) . .
C1E N1E C21E 120(4) . .
C1E N1E H1E 120.2 . .
C21E N1E H1E 120.2 . .
C26E C21E C22E 113(4) . .
C26E C21E N1E 131(4) . .
C22E C21E N1E 115(3) . .
C21E C22E N23E 125(3) . .
C21E C22E H22E 117.5 . .
N23E C22E H22E 117.5 . .
C24E N23E C22E 117(3) . .
C25E C24E N23E 118(5) . .
C25E C24E H24E 121.2 . .
N23E C24E H24E 121.2 . .
C24E C25E C26E 122(6) . .
C24E C25E H25E 118.9 . .
C26E C25E H25E 118.9 . .
C21E C26E C25E 123(5) . .
C21E C26E H26E 118.5 . .
C25E C26E H26E 118.5 . .
C1S C1S C1S 119.9(6) 11 12
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1A C1A 1.195(11) .
O2A C1A 1.374(11) .
O2A C11A 1.406(11) .
N1A C1A 1.334(12) .
N1A C21A 1.384(11) .
N1A H1A 0.8600 .
C11A C12A 1.354(12) .
C11A C16A 1.354(13) .
C12A C13A 1.378(13) .
C12A O3A 1.383(11) .
C13A C14A 1.370(14) .
C13A H13A 0.9300 .
C14A C15A 1.357(15) .
C14A H14A 0.9300 .
C15A C16A 1.375(15) .
C15A H15A 0.9300 .
C16A H16A 0.9300 .
O3A C17A 1.416(11) .
C17A H17A 0.9600 .
C17A H17B 0.9600 .
C17A H17C 0.9600 .
C21A C26A 1.362(12) .
C21A C22A 1.388(12) .
C22A N23A 1.321(11) .
C22A H22A 0.9300 .
N23A C24A 1.341(11) .
C24A C25A 1.389(13) .
C24A H24A 0.9300 .
C25A C26A 1.373(13) .
C25A H25A 0.9300 .
C26A H26A 0.9300 .
O1B C1B 1.208(11) .
O2B C1B 1.381(11) .
O2B C11B 1.385(11) .
N1B C1B 1.321(11) .
N1B C21B 1.414(11) .
N1B H1B 0.8600 .
C11B C12B 1.348(13) .
C11B C16B 1.393(14) .
C12B C13B 1.336(13) .
C12B O3B 1.376(11) .
C13B C14B 1.389(16) .
C13B H13B 0.9300 .
C14B C15B 1.337(15) .
C14B H14B 0.9300 .
C15B C16B 1.372(15) .
C15B H15B 0.9300 .
C16B H16B 0.9300 .
O3B C17B 1.428(13) .
C17B H17D 0.9600 .
C17B H17E 0.9600 .
C17B H17F 0.9600 .
C21B C26B 1.375(12) .
C21B C22B 1.380(12) .
C22B N23B 1.344(11) .
C22B H22B 0.9300 .
N23B C24B 1.345(12) .
C24B C25B 1.360(13) .
C24B H24B 0.9300 .
C25B C26B 1.379(12) .
C25B H25B 0.9300 .
C26B H26B 0.9300 .
O1C C1C 1.207(10) .
O2C C1C 1.359(11) .
O2C C11C 1.404(10) .
N1C C1C 1.336(11) .
N1C C21C 1.382(11) .
N1C H1C 0.8600 .
C11C C16C 1.351(13) .
C11C C12C 1.355(13) .
C12C C13C 1.356(13) .
C12C O3C 1.366(11) .
C13C C14C 1.403(16) .
C13C H13C 0.9300 .
C14C C15C 1.354(16) .
C14C H14C 0.9300 .
C15C C16C 1.375(15) .
C15C H15C 0.9300 .
C16C H16C 0.9300 .
O3C C17C 1.426(12) .
C17C H17G 0.9600 .
C17C H17H 0.9600 .
C17C H17I 0.9600 .
C21C C22C 1.373(13) .
C21C C26C 1.391(12) .
C22C N23C 1.306(11) .
C22C H22C 0.9300 .
N23C C24C 1.339(12) .
C24C C25C 1.332(13) .
C24C H24C 0.9300 .
C25C C26C 1.386(13) .
C25C H25C 0.9300 .
C26C H26C 0.9300 .
C11D O2D 1.28(4) .
C11D C16D 1.32(3) .
C11D C12D 1.35(2) .
C12D O3D 1.343(14) .
C12D C13D 1.371(17) .
C13D C14D 1.381(18) .
C13D H13D 0.9300 .
C14D C15D 1.34(2) .
C14D H14D 0.9300 .
C15D C16D 1.38(2) .
C15D H15D 0.9300 .
C16D H16D 0.9300 .
O3D C17D 1.441(13) .
C17D H171 0.9600 .
C17D H172 0.9600 .
C17D H173 0.9600 .
O1D C1D 1.33(7) .
C1D O2D 1.29(7) .
C1D N1D 1.53(6) .
N1D C21D 1.43(4) .
N1D H1D 0.8600 .
C21D C22D 1.30(3) .
C21D C26D 1.41(5) .
C22D N23D 1.31(3) .
C22D H22D 0.9300 .
N23D C24D 1.29(4) .
C24D C25D 1.43(6) .
C24D H24D 0.9300 .
C25D C26D 1.32(7) .
C25D H25D 0.9300 .
C26D H26D 0.9300 .
O1E C1E 1.14(7) .
C1E N1E 1.21(6) .
C1E O2E 1.45(8) .
N1E C21E 1.42(4) .
N1E H1E 0.8600 .
C21E C26E 1.27(5) .
C21E C22E 1.35(4) .
C22E N23E 1.39(3) .
C22E H22E 0.9300 .
N23E C24E 1.33(4) .
C24E C25E 1.28(7) .
C24E H24E 0.9300 .
C25E C26E 1.40(8) .
C25E H25E 0.9300 .
C26E H26E 0.9300 .
C1S C1S 1.53(5) 11
C1S C1S 1.53(5) 12
C1S H1S 0.9300 .
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 N23B 0.86 2.09 2.934(11) 165 . yes
N1B H1B N23C 0.86 2.06 2.912(12) 173 . yes
N1C H1C N23A 0.86 2.12 2.970(11) 170 . yes
N1D H1D N23D 0.86 2.03 2.88(4) 169 3 yes
N1E H1E N23E 0.86 2.12 2.95(4) 161 3 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
C21A N1A C1A O1A -0.2(16)
C21A N1A C1A O2A 178.0(8)
C11A O2A C1A O1A -10.8(14)
C11A O2A C1A N1A 170.9(8)
C1A O2A C11A C12A -79.6(11)
C1A O2A C11A C16A 102.1(11)
C16A C11A C12A C13A -0.4(15)
O2A C11A C12A C13A -178.6(8)
C16A C11A C12A O3A 176.5(9)
O2A C11A C12A O3A -1.7(13)
C11A C12A C13A C14A 0.1(14)
O3A C12A C13A C14A -176.7(9)
C12A C13A C14A C15A -0.2(17)
C13A C14A C15A C16A 1(2)
C12A C11A C16A C15A 0.9(17)
O2A C11A C16A C15A 179.1(10)
C14A C15A C16A C11A -1.1(19)
C11A C12A O3A C17A -172.5(9)
C13A C12A O3A C17A 4.4(13)
C1A N1A C21A C26A -25.6(14)
C1A N1A C21A C22A 156.0(9)
C26A C21A C22A N23A -0.6(15)
N1A C21A C22A N23A 178.0(9)
C21A C22A N23A C24A 0.2(15)
C22A N23A C24A C25A -0.6(14)
N23A C24A C25A C26A 1.4(15)
N1A C21A C26A C25A -177.0(9)
C22A C21A C26A C25A 1.4(14)
C24A C25A C26A C21A -1.8(15)
C21B N1B C1B O1B -6.4(16)
C21B N1B C1B O2B 172.3(8)
C11B O2B C1B O1B 2.6(14)
C11B O2B C1B N1B -176.2(9)
C1B O2B C11B C12B 95.8(11)
C1B O2B C11B C16B -88.7(11)
O2B C11B C12B C13B 176.0(9)
C16B C11B C12B C13B 0.5(16)
O2B C11B C12B O3B -4.4(14)
C16B C11B C12B O3B -179.9(9)
C11B C12B C13B C14B -0.8(16)
O3B C12B C13B C14B 179.6(10)
C12B C13B C14B C15B 0.6(18)
C13B C14B C15B C16B 0(2)
C14B C15B C16B C11B -0.2(19)
C12B C11B C16B C15B 0.0(16)
O2B C11B C16B C15B -175.5(10)
C13B C12B O3B C17B -1.1(15)
C11B C12B O3B C17B 179.3(10)
C1B N1B C21B C26B 23.7(14)
C1B N1B C21B C22B -154.9(9)
C26B C21B C22B N23B 1.1(15)
N1B C21B C22B N23B 179.8(9)
C21B C22B N23B C24B -1.5(14)
C22B N23B C24B C25B 2.4(15)
N23B C24B C25B C26B -2.9(16)
C22B C21B C26B C25B -1.4(13)
N1B C21B C26B C25B -180.0(9)
C24B C25B C26B C21B 2.3(14)
C21C N1C C1C O1C 4.5(16)
C21C N1C C1C O2C -176.3(8)
C11C O2C C1C O1C 6.3(14)
C11C O2C C1C N1C -172.9(8)
C1C O2C C11C C16C 94.7(11)
C1C O2C C11C C12C -88.5(11)
C16C C11C C12C C13C 1.4(16)
O2C C11C C12C C13C -175.4(9)
C16C C11C C12C O3C -178.2(10)
O2C C11C C12C O3C 5.0(14)
C11C C12C C13C C14C -0.9(16)
O3C C12C C13C C14C 178.7(10)
C12C C13C C14C C15C -0.5(18)
C13C C14C C15C C16C 1(2)
C12C C11C C16C C15C -0.5(17)
O2C C11C C16C C15C 176.3(10)
C14C C15C C16C C11C -1.0(19)
C11C C12C O3C C17C 171.9(10)
C13C C12C O3C C17C -7.7(16)
C1C N1C C21C C22C -164.7(9)
C1C N1C C21C C26C 19.3(14)
N1C C21C C22C N23C -177.1(10)
C26C C21C C22C N23C -0.8(16)
C21C C22C N23C C24C 0.7(17)
C22C N23C C24C C25C -1.1(16)
N23C C24C C25C C26C 1.6(17)
C24C C25C C26C C21C -1.6(15)
C22C C21C C26C C25C 1.2(14)
N1C C21C C26C C25C 177.4(9)
O2D C11D C12D O3D -15(3)
C16D C11D C12D O3D 178.4(14)
O2E C11D C12D O3D 1(3)
O2D C11D C12D C13D 164(3)
C16D C11D C12D C13D -3(2)
O2E C11D C12D C13D 179(2)
O3D C12D C13D C14D -177.5(11)
C11D C12D C13D C14D 3.9(18)
C12D C13D C14D C15D -3(2)
C13D C14D C15D C16D 1(3)
O2D C11D C16D C15D -169(3)
C12D C11D C16D C15D 1(3)
O2E C11D C16D C15D 178(3)
C14D C15D C16D C11D 0(3)
C11D C12D O3D C17D -175.4(11)
C13D C12D O3D C17D 5.8(17)
C16D C11D O2D C1D -83(4)
C12D C11D O2D C1D 109(4)
O1D C1D O2D C11D 21(9)
N1D C1D O2D C11D 178(3)
O2D C1D N1D C21D 177(3)
O1D C1D N1D C21D -18(6)
C1D N1D C21D C22D 170(3)
C1D N1D C21D C26D -10(5)
C26D C21D C22D N23D -2(5)
N1D C21D C22D N23D 178(2)
C21D C22D N23D C24D 1(4)
C22D N23D C24D C25D -7(5)
N23D C24D C25D C26D 14(7)
C24D C25D C26D C21D -13(6)
C22D C21D C26D C25D 7(5)
N1D C21D C26D C25D -172(3)
N1E C1E O2E C11D 179(4)
C16D C11D O2E C1E -54(5)
C12D C11D O2E C1E 123(4)
O2E C1E N1E C21E 176(4)
C1E N1E C21E C22E 160(6)
C26E C21E C22E N23E 14(7)
N1E C21E C22E N23E -175(4)
C21E C22E N23E C24E -3(7)
C22E N23E C24E C25E -9(7)
N23E C24E C25E C26E 9(8)
C22E C21E C26E C25E -14(7)
N1E C21E C26E C25E 178(5)
C24E C25E C26E C21E 3(8)
