#------------------------------------------------------------------------------
#$Date: 2018-02-01 09:21:31 +0200 (Thu, 01 Feb 2018) $
#$Revision: 206006 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/82/2108211.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2108211
loop_
_publ_author_name
'Perera, Manomi D.'
'Sinha, Abhijeet S.'
'Aakeröy, Christer B.'
_publ_section_title
;
 Using structural mimics for accessing and exploring structural landscapes
 of poorly soluble molecular solids
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              42
_journal_page_last               48
_journal_paper_doi               10.1107/S2052520617017371
_journal_volume                  74
_journal_year                    2018
_chemical_formula_moiety
'2(C18 H16 N3 O2), C6 H8 O4, C6 H10 O4, C H4 O'
_chemical_formula_sum            'C49 H54 N6 O13'
_chemical_formula_weight         934.98
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                94.54(2)
_cell_angle_beta                 93.95(2)
_cell_angle_gamma                104.56(2)
_cell_formula_units_Z            2
_cell_length_a                   9.304(4)
_cell_length_b                   15.756(8)
_cell_length_c                   15.829(7)
_cell_measurement_reflns_used    3033
_cell_measurement_temperature    130.(2)
_cell_measurement_theta_max      24.90
_cell_measurement_theta_min      2.27
_cell_volume                     2229.4(18)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      130.(2)
_diffrn_measured_fraction_theta_full 'ACTA 50'
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.1147
_diffrn_reflns_av_unetI/netI     0.1114
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            35562
_diffrn_reflns_theta_full        'ACTA 50'
_diffrn_reflns_theta_max         26.60
_diffrn_reflns_theta_min         1.30
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Blocks
_exptl_crystal_F_000             988
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.298
_exptl_crystal_size_min          0.172
_refine_diff_density_max         0.478
_refine_diff_density_min         -0.380
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     646
_refine_ls_number_reflns         8806
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.1404
_refine_ls_R_factor_gt           0.0645
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0887P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1493
_refine_ls_wR_factor_ref         0.1981
_reflns_number_gt                4654
_reflns_number_total             8806
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ao5034sup1.cif
_cod_data_source_block           MP1604
_cod_database_code               2108211
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_posn
_atom_site_occupancy
N N1 0.6662(3) 0.18681(18) 0.77454(17) 0.0233(7) Uani d . D 1
H H1 0.681(5) 0.193(3) 0.715(2) 0.057(13) Uiso d . D 1
C C2 0.5454(4) 0.1311(2) 0.7921(2) 0.0252(8) Uani d . . 1
H H2 0.4819 0.0967 0.7455 0.03 Uiso calc U R 1
N N3 0.5035(3) 0.11826(18) 0.86899(17) 0.0243(7) Uani d . . 1
C C4 0.5897(4) 0.1676(2) 0.9349(2) 0.0210(8) Uani d . . 1
C C5 0.8181(4) 0.2863(2) 0.9882(2) 0.0226(8) Uani d . . 1
H H5 0.7956 0.2825 1.0457 0.027 Uiso calc U R 1
C C6 0.9428(4) 0.3442(2) 0.9699(2) 0.0219(8) Uani d . . 1
C C7 0.9787(4) 0.3497(2) 0.8842(2) 0.0205(8) Uani d . . 1
C C8 0.8884(4) 0.2977(2) 0.8198(2) 0.0227(8) Uani d . . 1
H H8 0.9126 0.301 0.7626 0.027 Uiso calc U R 1
C C9 0.7594(4) 0.2393(2) 0.83913(19) 0.0198(8) Uani d . . 1
C C10 0.7218(4) 0.2315(2) 0.92261(19) 0.0204(8) Uani d . . 1
H H11 0.607(4) 0.193(3) 1.058(2) 0.044(12) Uiso d . . 1
N N11 0.5492(3) 0.15582(19) 1.01379(18) 0.0245(7) Uani d . . 1
C C12 0.4287(4) 0.0953(2) 1.0418(2) 0.0232(8) Uani d . . 1
C C13 0.4316(4) 0.0930(2) 1.1295(2) 0.0245(8) Uani d . . 1
H H13 0.5123 0.1309 1.1652 0.029 Uiso calc U R 1
C C14 0.3195(4) 0.0365(2) 1.1658(2) 0.0293(9) Uani d . . 1
C C15 0.2024(4) -0.0179(2) 1.1132(2) 0.0336(9) Uani d . . 1
H H15 0.1231 -0.0568 1.1366 0.04 Uiso calc U R 1
C C16 0.2021(5) -0.0150(2) 1.0272(2) 0.0380(10) Uani d . . 1
H H16 0.1216 -0.0527 0.9912 0.046 Uiso calc U R 1
C C17 0.3136(4) 0.0402(2) 0.9912(2) 0.0341(9) Uani d . . 1
H H17 0.3108 0.0402 0.931 0.041 Uiso calc U R 1
C C18 0.3309(4) 0.0337(2) 1.2559(2) 0.0354(10) Uani d . . 1
C C19 0.3483(5) 0.0289(3) 1.3293(3) 0.0509(12) Uani d . . 1
H H19 0.3624 0.025 1.3888 0.061 Uiso calc U R 1
O O20 1.0398(3) 0.40036(15) 1.02769(13) 0.0277(6) Uani d . . 1
C C21 0.9977(4) 0.4064(2) 1.1127(2) 0.0280(9) Uani d . . 1
H H21A 0.902 0.4217 1.1125 0.042 Uiso calc U R 1
H H21B 1.0741 0.4519 1.1482 0.042 Uiso calc U R 1
H H21C 0.9882 0.3495 1.1359 0.042 Uiso calc U R 1
O O22 1.1057(3) 0.40882(15) 0.87362(13) 0.0254(6) Uani d . . 1
C C23 1.1396(4) 0.4219(2) 0.7875(2) 0.0281(9) Uani d . . 1
H H23A 1.1443 0.3659 0.7577 0.042 Uiso calc U R 1
H H23B 1.2359 0.4653 0.788 0.042 Uiso calc U R 1
H H23C 1.0615 0.4435 0.7583 0.042 Uiso calc U R 1
H H24 0.568(5) 0.402(3) 1.073(2) 0.066(14) Uiso d . D 1
N N24 0.5623(3) 0.40509(19) 1.01208(18) 0.0260(7) Uani d . D 1
C C25 0.6648(4) 0.4553(2) 0.9720(2) 0.0265(8) Uani d . . 1
H H25 0.7459 0.4951 1.0059 0.032 Uiso calc U R 1
N N26 0.6648(3) 0.45541(18) 0.88867(17) 0.0254(7) Uani d . . 1
C C27 0.5539(4) 0.3985(2) 0.8411(2) 0.0229(8) Uani d . . 1
C C28 0.3248(4) 0.2740(2) 0.8317(2) 0.0242(8) Uani d . . 1
H H28 0.3203 0.2664 0.7713 0.029 Uiso calc U R 1
C C29 0.2198(4) 0.2218(2) 0.8727(2) 0.0225(8) Uani d . . 1
C C30 0.2230(4) 0.2338(2) 0.9627(2) 0.0231(8) Uani d . . 1
C C31 0.3362(4) 0.2940(2) 1.0082(2) 0.0246(8) Uani d . . 1
H H31 0.3411 0.3005 1.0686 0.03 Uiso calc U R 1
C C32 0.4453(4) 0.3460(2) 0.9661(2) 0.0219(8) Uani d . . 1
C C33 0.4396(4) 0.3389(2) 0.8773(2) 0.0223(8) Uani d . . 1
H H34 0.485(4) 0.360(2) 0.724(2) 0.028(10) Uiso d . . 1
N N34 0.5571(3) 0.39817(19) 0.75652(18) 0.0249(7) Uani d . . 1
C C35 0.6682(4) 0.4573(2) 0.7176(2) 0.0242(8) Uani d . . 1
C C36 0.6774(4) 0.5464(2) 0.7279(2) 0.0261(8) Uani d . . 1
H H36 0.6111 0.5683 0.7613 0.031 Uiso calc U R 1
C C37 0.7850(4) 0.6032(2) 0.6886(2) 0.0280(9) Uani d . . 1
C C38 0.8813(4) 0.5702(2) 0.6406(2) 0.0313(9) Uani d . . 1
H H38 0.9562 0.6095 0.6145 0.038 Uiso calc U R 1
C C39 0.8697(4) 0.4824(2) 0.6304(2) 0.0310(9) Uani d . . 1
H H39 0.9358 0.4603 0.5969 0.037 Uiso calc U R 1
C C40 0.7618(4) 0.4252(2) 0.6686(2) 0.0277(9) Uani d . . 1
H H40 0.7526 0.3636 0.661 0.033 Uiso calc U R 1
C C41 0.7927(5) 0.6952(3) 0.6962(2) 0.0396(11) Uani d . . 1
C C42 0.7942(6) 0.7694(3) 0.7012(3) 0.0616(15) Uani d . . 1
H H42 0.7954 0.8301 0.7052 0.074 Uiso calc U R 1
O O43 0.1059(3) 0.15688(15) 0.83480(14) 0.0278(6) Uani d . . 1
C C44 0.0984(4) 0.1412(2) 0.7442(2) 0.0324(9) Uani d . . 1
H H44A 0.0925 0.195 0.7186 0.049 Uiso calc U R 1
H H44B 0.0097 0.0937 0.7237 0.049 Uiso calc U R 1
H H44C 0.1879 0.1242 0.7281 0.049 Uiso calc U R 1
O O45 0.1087(3) 0.18256(15) 0.99632(14) 0.0297(6) Uani d . . 1
C C46 0.1123(4) 0.1918(2) 1.0869(2) 0.0334(9) Uani d . . 1
H H46A 0.193 0.1691 1.1115 0.05 Uiso calc U R 1
H H46B 0.0169 0.1585 1.1042 0.05 Uiso calc U R 1
H H46C 0.1294 0.2542 1.1074 0.05 Uiso calc U R 1
O O47 0.9328(3) 0.26142(16) 0.60987(14) 0.0298(6) Uani d . . 1
O O48 0.6959(3) 0.19518(16) 0.60562(14) 0.0307(6) Uani d . . 1
C C49 0.8127(4) 0.2235(2) 0.5699(2) 0.0241(8) Uani d . . 1
C C50 0.8003(4) 0.2123(2) 0.47383(19) 0.0256(8) Uani d . . 1
H H50A 0.7339 0.1536 0.4531 0.031 Uiso calc U R 1
H H50B 0.8999 0.2151 0.4542 0.031 Uiso calc U R 1
C C51 0.7384(4) 0.2837(2) 0.4365(2) 0.0270(9) Uani d . . 1
H H51A 0.6403 0.282 0.4579 0.032 Uiso calc U R 1
H H51B 0.8064 0.3421 0.4563 0.032 Uiso calc U R 1
C C52 0.7203(4) 0.2727(2) 0.34023(19) 0.0265(8) Uani d . . 1
H H52A 0.8182 0.2735 0.3189 0.032 Uiso calc U R 1
H H52B 0.6513 0.2145 0.3206 0.032 Uiso calc U R 1
C C53 0.6612(4) 0.3433(2) 0.3027(2) 0.0312(9) Uani d . . 1
H H53A 0.7299 0.4012 0.3235 0.037 Uiso calc U R 1
H H53B 0.5635 0.342 0.3244 0.037 Uiso calc U R 1
C C54 0.6418(4) 0.3363(2) 0.2067(2) 0.0241(8) Uani d . . 1
O O55 0.5912(3) 0.39546(16) 0.17526(14) 0.0295(6) Uani d . . 1
O O56 0.6743(3) 0.27537(15) 0.16538(14) 0.0310(6) Uani d . . 1
H H57 0.916(5) 0.696(3) 0.439(3) 0.09(2) Uiso d . D 1
O O57 0.8451(3) 0.66976(18) 0.46871(16) 0.0376(7) Uani d . D 1
O O58 0.6968(3) 0.68517(17) 0.36078(15) 0.0359(7) Uani d . . 1
C C59 0.7146(4) 0.6617(2) 0.4309(2) 0.0263(8) Uani d . . 1
C C60 0.5907(4) 0.6203(2) 0.4806(2) 0.0258(8) Uani d . . 1
H H60A 0.4981 0.6342 0.4582 0.031 Uiso calc U R 1
H H60B 0.6136 0.6457 0.5407 0.031 Uiso calc U R 1
C C61 0.5654(4) 0.5210(2) 0.4765(2) 0.0247(8) Uani d . . 1
H H61A 0.5474 0.4959 0.4162 0.03 Uiso calc U R 1
H H61B 0.6563 0.5072 0.5015 0.03 Uiso calc U R 1
H H62 0.479(4) 0.833(3) 0.445(3) 0.077(17) Uiso d . D 1
O O62 0.5681(3) 0.83802(19) 0.47393(17) 0.0425(7) Uani d . D 1
O O63 0.6431(3) 0.9375(2) 0.3863(2) 0.0609(10) Uani d . . 1
C C64 0.6705(4) 0.8968(2) 0.4431(2) 0.0317(9) Uani d . . 1
C C65 0.8222(4) 0.9052(2) 0.4820(2) 0.0304(9) Uani d . . 1
H H65A 0.8664 0.8628 0.4503 0.037 Uiso calc U R 1
H H65B 0.8168 0.8897 0.5413 0.037 Uiso calc U R 1
C C66 0.9216(4) 0.9964(2) 0.4823(2) 0.0325(9) Uani d . . 1
H H66A 0.8804 1.0384 0.5166 0.039 Uiso calc U R 1
H H66B 0.9228 1.0132 0.4233 0.039 Uiso calc U R 1
C C67 0.8009(6) 0.0793(3) 0.2371(3) 0.0607(14) Uani d . . 1
H H67A 0.8625 0.1104 0.2884 0.091 Uiso calc U R 1
H H67B 0.8379 0.029 0.2171 0.091 Uiso calc U R 1
H H67C 0.6973 0.0583 0.2502 0.091 Uiso calc U R 1
H H68 0.768(9) 0.180(4) 0.192(5) 0.22(4) Uiso d . D 1
O O68 0.8081(4) 0.1374(2) 0.17298(18) 0.0526(8) Uani d . D 1
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C2 N1 C9 . . 119.5(3)
C2 N1 H1 . . 118.(2)
C9 N1 H1 . . 122.(3)
N1 C2 N3 . . 125.7(3)
N1 C2 H2 . . 117.2
N3 C2 H2 . . 117.2
C2 N3 C4 . . 117.8(3)
N3 C4 N11 . . 118.9(3)
N3 C4 C10 . . 121.0(3)
N11 C4 C10 . . 120.1(3)
C6 C5 C10 . . 120.1(3)
C6 C5 H5 . . 120.0
C10 C5 H5 . . 120.0
O20 C6 C5 . . 124.5(3)
O20 C6 C7 . . 115.0(3)
C5 C6 C7 . . 120.5(3)
O22 C7 C8 . . 123.9(3)
O22 C7 C6 . . 115.3(3)
C8 C7 C6 . . 120.8(3)
C7 C8 C9 . . 118.3(3)
C7 C8 H8 . . 120.9
C9 C8 H8 . . 120.9
N1 C9 C8 . . 119.0(3)
N1 C9 C10 . . 118.7(3)
C8 C9 C10 . . 122.3(3)
C9 C10 C5 . . 118.0(3)
C9 C10 C4 . . 117.3(3)
C5 C10 C4 . . 124.7(3)
C4 N11 C12 . . 130.4(3)
C4 N11 H11 . . 118.(2)
C12 N11 H11 . . 112.(2)
C17 C12 C13 . . 119.1(3)
C17 C12 N11 . . 125.7(3)
C13 C12 N11 . . 115.2(3)
C14 C13 C12 . . 121.3(3)
C14 C13 H13 . . 119.4
C12 C13 H13 . . 119.4
C13 C14 C15 . . 118.7(3)
C13 C14 C18 . . 119.2(4)
C15 C14 C18 . . 122.1(3)
C16 C15 C14 . . 119.2(4)
C16 C15 H15 . . 120.4
C14 C15 H15 . . 120.4
C15 C16 C17 . . 122.2(4)
C15 C16 H16 . . 118.9
C17 C16 H16 . . 118.9
C12 C17 C16 . . 119.6(4)
C12 C17 H17 . . 120.2
C16 C17 H17 . . 120.2
C19 C18 C14 . . 175.4(5)
C18 C19 H19 . . 180.0
C6 O20 C21 . . 117.0(3)
O20 C21 H21A . . 109.5
O20 C21 H21B . . 109.5
H21A C21 H21B . . 109.5
O20 C21 H21C . . 109.5
H21A C21 H21C . . 109.5
H21B C21 H21C . . 109.5
C7 O22 C23 . . 117.0(3)
O22 C23 H23A . . 109.5
O22 C23 H23B . . 109.5
H23A C23 H23B . . 109.5
O22 C23 H23C . . 109.5
H23A C23 H23C . . 109.5
H23B C23 H23C . . 109.5
C25 N24 C32 . . 119.3(3)
C25 N24 H24 . . 124.(3)
C32 N24 H24 . . 116.(3)
N24 C25 N26 . . 125.6(3)
N24 C25 H25 . . 117.2
N26 C25 H25 . . 117.2
C25 N26 C27 . . 117.4(3)
N26 C27 N34 . . 116.7(3)
N26 C27 C33 . . 122.0(3)
N34 C27 C33 . . 121.3(3)
C29 C28 C33 . . 120.4(3)
C29 C28 H28 . . 119.8
C33 C28 H28 . . 119.8
O43 C29 C28 . . 125.0(3)
O43 C29 C30 . . 114.5(3)
C28 C29 C30 . . 120.4(3)
O45 C30 C31 . . 124.4(3)
O45 C30 C29 . . 115.5(3)
C31 C30 C29 . . 120.0(3)
C30 C31 C32 . . 119.2(3)
C30 C31 H31 . . 120.4
C32 C31 H31 . . 120.4
N24 C32 C31 . . 119.3(3)
N24 C32 C33 . . 119.1(3)
C31 C32 C33 . . 121.6(3)
C28 C33 C32 . . 118.2(3)
C28 C33 C27 . . 125.3(3)
C32 C33 C27 . . 116.6(3)
C27 N34 C35 . . 123.2(3)
C27 N34 H34 . . 118.(2)
C35 N34 H34 . . 119.(2)
C40 C35 C36 . . 121.0(3)
C40 C35 N34 . . 119.6(3)
C36 C35 N34 . . 119.3(3)
C35 C36 C37 . . 118.7(3)
C35 C36 H36 . . 120.6
C37 C36 H36 . . 120.6
C38 C37 C36 . . 119.8(3)
C38 C37 C41 . . 120.7(4)
C36 C37 C41 . . 119.5(4)
C39 C38 C37 . . 120.7(4)
C39 C38 H38 . . 119.7
C37 C38 H38 . . 119.7
C38 C39 C40 . . 119.9(4)
C38 C39 H39 . . 120.1
C40 C39 H39 . . 120.1
C35 C40 C39 . . 119.8(3)
C35 C40 H40 . . 120.1
C39 C40 H40 . . 120.1
C42 C41 C37 . . 177.7(5)
C41 C42 H42 . . 180.0
C29 O43 C44 . . 116.9(3)
O43 C44 H44A . . 109.5
O43 C44 H44B . . 109.5
H44A C44 H44B . . 109.5
O43 C44 H44C . . 109.5
H44A C44 H44C . . 109.5
H44B C44 H44C . . 109.5
C30 O45 C46 . . 116.3(3)
O45 C46 H46A . . 109.5
O45 C46 H46B . . 109.5
H46A C46 H46B . . 109.5
O45 C46 H46C . . 109.5
H46A C46 H46C . . 109.5
H46B C46 H46C . . 109.5
O47 C49 O48 . . 122.6(3)
O47 C49 C50 . . 120.0(3)
O48 C49 C50 . . 117.4(3)
C49 C50 C51 . . 111.2(3)
C49 C50 H50A . . 109.4
C51 C50 H50A . . 109.4
C49 C50 H50B . . 109.4
C51 C50 H50B . . 109.4
H50A C50 H50B . . 108.0
C52 C51 C50 . . 112.5(3)
C52 C51 H51A . . 109.1
C50 C51 H51A . . 109.1
C52 C51 H51B . . 109.1
C50 C51 H51B . . 109.1
H51A C51 H51B . . 107.8
C53 C52 C51 . . 113.0(3)
C53 C52 H52A . . 109.0
C51 C52 H52A . . 109.0
C53 C52 H52B . . 109.0
C51 C52 H52B . . 109.0
H52A C52 H52B . . 107.8
C52 C53 C54 . . 115.5(3)
C52 C53 H53A . . 108.4
C54 C53 H53A . . 108.4
C52 C53 H53B . . 108.4
C54 C53 H53B . . 108.4
H53A C53 H53B . . 107.5
O56 C54 O55 . . 125.2(3)
O56 C54 C53 . . 119.4(3)
O55 C54 C53 . . 115.4(3)
C59 O57 H57 . . 112.(3)
O58 C59 O57 . . 122.2(3)
O58 C59 C60 . . 123.9(3)
O57 C59 C60 . . 113.8(3)
C59 C60 C61 . . 112.2(3)
C59 C60 H60A . . 109.2
C61 C60 H60A . . 109.2
C59 C60 H60B . . 109.2
C61 C60 H60B . . 109.2
H60A C60 H60B . . 107.9
C61 C61 C60 2_666 . 111.9(4)
C61 C61 H61A 2_666 . 109.2
C60 C61 H61A . . 109.2
C61 C61 H61B 2_666 . 109.2
C60 C61 H61B . . 109.2
H61A C61 H61B . . 107.9
C64 O62 H62 . . 110.(3)
O63 C64 O62 . . 122.5(4)
O63 C64 C65 . . 123.6(4)
O62 C64 C65 . . 113.8(3)
C64 C65 C66 . . 112.6(3)
C64 C65 H65A . . 109.1
C66 C65 H65A . . 109.1
C64 C65 H65B . . 109.1
C66 C65 H65B . . 109.1
H65A C65 H65B . . 107.8
C65 C66 C66 . 2_776 112.5(4)
C65 C66 H66A . . 109.1
C66 C66 H66A 2_776 . 109.1
C65 C66 H66B . . 109.1
C66 C66 H66B 2_776 . 109.1
H66A C66 H66B . . 107.8
O68 C67 H67A . . 109.5
O68 C67 H67B . . 109.5
H67A C67 H67B . . 109.5
O68 C67 H67C . . 109.5
H67A C67 H67C . . 109.5
H67B C67 H67C . . 109.5
C67 O68 H68 . . 107.(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
N1 C2 . 1.303(4)
N1 C9 . 1.365(4)
N1 H1 . 0.97(3)
C2 N3 . 1.318(4)
C2 H2 . 0.95
N3 C4 . 1.333(4)
C4 N11 . 1.342(4)
C4 C10 . 1.416(5)
C5 C6 . 1.349(5)
C5 C10 . 1.403(5)
C5 H5 . 0.95
C6 O20 . 1.338(4)
C6 C7 . 1.423(4)
C7 O22 . 1.339(4)
C7 C8 . 1.350(5)
C8 C9 . 1.386(5)
C8 H8 . 0.95
C9 C10 . 1.397(4)
N11 C12 . 1.400(4)
N11 H11 . 0.92(4)
C12 C17 . 1.359(5)
C12 C13 . 1.390(4)
C13 C14 . 1.381(5)
C13 H13 . 0.95
C14 C15 . 1.381(5)
C14 C18 . 1.427(5)
C15 C16 . 1.366(5)
C15 H15 . 0.95
C16 C17 . 1.366(5)
C16 H16 . 0.95
C17 H17 . 0.95
C18 C19 . 1.174(5)
C19 H19 . 0.95
O20 C21 . 1.431(4)
C21 H21A . 0.98
C21 H21B . 0.98
C21 H21C . 0.98
O22 C23 . 1.439(4)
C23 H23A . 0.98
C23 H23B . 0.98
C23 H23C . 0.98
N24 C25 . 1.312(4)
N24 C32 . 1.362(4)
N24 H24 . 0.97(3)
C25 N26 . 1.320(4)
C25 H25 . 0.95
N26 C27 . 1.325(4)
C27 N34 . 1.342(4)
C27 C33 . 1.417(5)
C28 C29 . 1.348(5)
C28 C33 . 1.391(5)
C28 H28 . 0.95
C29 O43 . 1.341(4)
C29 C30 . 1.421(4)
C30 O45 . 1.334(4)
C30 C31 . 1.346(5)
C31 C32 . 1.382(5)
C31 H31 . 0.95
C32 C33 . 1.397(4)
N34 C35 . 1.419(4)
N34 H34 . 0.88(4)
C35 C40 . 1.367(5)
C35 C36 . 1.380(5)
C36 C37 . 1.383(5)
C36 H36 . 0.95
C37 C38 . 1.384(5)
C37 C41 . 1.428(5)
C38 C39 . 1.357(5)
C38 H38 . 0.95
C39 C40 . 1.380(5)
C39 H39 . 0.95
C40 H40 . 0.95
C41 C42 . 1.162(6)
C42 H42 . 0.95
O43 C44 . 1.430(4)
C44 H44A . 0.98
C44 H44B . 0.98
C44 H44C . 0.98
O45 C46 . 1.428(4)
C46 H46A . 0.98
C46 H46B . 0.98
C46 H46C . 0.98
O47 C49 . 1.231(4)
O48 C49 . 1.257(4)
C49 C50 . 1.510(4)
C50 C51 . 1.527(5)
C50 H50A . 0.99
C50 H50B . 0.99
C51 C52 . 1.513(4)
C51 H51A . 0.99
C51 H51B . 0.99
C52 C53 . 1.503(5)
C52 H52A . 0.99
C52 H52B . 0.99
C53 C54 . 1.511(4)
C53 H53A . 0.99
C53 H53B . 0.99
C54 O56 . 1.231(4)
C54 O55 . 1.265(4)
O57 C59 . 1.288(4)
O57 H57 . 0.87(3)
O58 C59 . 1.211(4)
C59 C60 . 1.483(5)
C60 C61 . 1.517(5)
C60 H60A . 0.99
C60 H60B . 0.99
C61 C61 2_666 1.508(6)
C61 H61A . 0.99
C61 H61B . 0.99
O62 C64 . 1.302(4)
O62 H62 . 0.90(3)
O63 C64 . 1.195(4)
C64 C65 . 1.470(5)
C65 C66 . 1.500(5)
C65 H65A . 0.99
C65 H65B . 0.99
C66 C66 2_776 1.500(7)
C66 H66A . 0.99
C66 H66B . 0.99
C67 O68 . 1.413(5)
C67 H67A . 0.98
C67 H67B . 0.98
C67 H67C . 0.98
O68 H68 . 0.88(3)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1 O48 . 0.97(3) 1.75(3) 2.717(4) 175.(4)
N11 H11 O56 1_556 0.92(4) 2.01(4) 2.908(4) 164.(3)
N24 H24 O55 1_556 0.97(3) 1.63(3) 2.599(4) 175.(4)
N34 H34 O58 2_666 0.88(4) 2.02(4) 2.863(4) 159.(3)
O57 H57 O47 2_766 0.87(3) 1.67(3) 2.536(4) 171.(5)
O62 H62 O48 2_666 0.90(3) 1.70(3) 2.592(4) 170.(5)
O68 H68 O56 . 0.88(3) 1.98(5) 2.770(4) 148.(8)
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_site_symmetry_4
_geom_torsion
C9 N1 C2 N3 . -1.6(5)
N1 C2 N3 C4 . 1.6(5)
C2 N3 C4 N11 . 179.9(3)
C2 N3 C4 C10 . -0.1(5)
C10 C5 C6 O20 . 178.6(3)
C10 C5 C6 C7 . -0.8(5)
O20 C6 C7 O22 . 1.3(4)
C5 C6 C7 O22 . -179.3(3)
O20 C6 C7 C8 . -178.8(3)
C5 C6 C7 C8 . 0.6(5)
O22 C7 C8 C9 . -179.7(3)
C6 C7 C8 C9 . 0.4(5)
C2 N1 C9 C8 . 179.3(3)
C2 N1 C9 C10 . 0.0(5)
C7 C8 C9 N1 . 179.4(3)
C7 C8 C9 C10 . -1.3(5)
N1 C9 C10 C5 . -179.6(3)
C8 C9 C10 C5 . 1.1(5)
N1 C9 C10 C4 . 1.3(5)
C8 C9 C10 C4 . -178.0(3)
C6 C5 C10 C9 . 0.0(5)
C6 C5 C10 C4 . 178.9(3)
N3 C4 C10 C9 . -1.3(5)
N11 C4 C10 C9 . 178.7(3)
N3 C4 C10 C5 . 179.7(3)
N11 C4 C10 C5 . -0.2(5)
N3 C4 N11 C12 . 3.0(5)
C10 C4 N11 C12 . -177.1(3)
C4 N11 C12 C17 . -8.5(6)
C4 N11 C12 C13 . 171.2(3)
C17 C12 C13 C14 . -0.5(5)
N11 C12 C13 C14 . 179.7(3)
C12 C13 C14 C15 . -0.4(5)
C12 C13 C14 C18 . 177.2(3)
C13 C14 C15 C16 . 0.8(6)
C18 C14 C15 C16 . -176.7(4)
C14 C15 C16 C17 . -0.3(6)
C13 C12 C17 C16 . 1.1(6)
N11 C12 C17 C16 . -179.2(3)
C15 C16 C17 C12 . -0.7(6)
C5 C6 O20 C21 . -8.2(5)
C7 C6 O20 C21 . 171.2(3)
C8 C7 O22 C23 . 5.4(5)
C6 C7 O22 C23 . -174.7(3)
C32 N24 C25 N26 . 1.2(5)
N24 C25 N26 C27 . -1.8(5)
C25 N26 C27 N34 . -178.7(3)
C25 N26 C27 C33 . -0.5(5)
C33 C28 C29 O43 . -179.2(3)
C33 C28 C29 C30 . 1.5(5)
O43 C29 C30 O45 . -3.5(4)
C28 C29 C30 O45 . 175.9(3)
O43 C29 C30 C31 . 176.6(3)
C28 C29 C30 C31 . -4.1(5)
O45 C30 C31 C32 . -177.3(3)
C29 C30 C31 C32 . 2.7(5)
C25 N24 C32 C31 . -179.1(3)
C25 N24 C32 C33 . 1.7(5)
C30 C31 C32 N24 . -178.1(3)
C30 C31 C32 C33 . 1.1(5)
C29 C28 C33 C32 . 2.2(5)
C29 C28 C33 C27 . -178.6(3)
N24 C32 C33 C28 . 175.6(3)
C31 C32 C33 C28 . -3.6(5)
N24 C32 C33 C27 . -3.6(5)
C31 C32 C33 C27 . 177.2(3)
N26 C27 C33 C28 . -176.1(3)
N34 C27 C33 C28 . 2.1(5)
N26 C27 C33 C32 . 3.1(5)
N34 C27 C33 C32 . -178.8(3)
N26 C27 N34 C35 . -2.6(5)
C33 C27 N34 C35 . 179.2(3)
C27 N34 C35 C40 . 116.9(4)
C27 N34 C35 C36 . -64.9(5)
C40 C35 C36 C37 . -0.9(5)
N34 C35 C36 C37 . -179.1(3)
C35 C36 C37 C38 . -0.4(5)
C35 C36 C37 C41 . 177.9(3)
C36 C37 C38 C39 . 1.1(5)
C41 C37 C38 C39 . -177.2(3)
C37 C38 C39 C40 . -0.5(5)
C36 C35 C40 C39 . 1.5(5)
N34 C35 C40 C39 . 179.7(3)
C38 C39 C40 C35 . -0.8(5)
C28 C29 O43 C44 . 1.4(5)
C30 C29 O43 C44 . -179.2(3)
C31 C30 O45 C46 . -1.9(5)
C29 C30 O45 C46 . 178.2(3)
O47 C49 C50 C51 . -97.3(4)
O48 C49 C50 C51 . 80.6(4)
C49 C50 C51 C52 . -178.3(3)
C50 C51 C52 C53 . -179.3(3)
C51 C52 C53 C54 . 179.5(3)
C52 C53 C54 O56 . -0.1(5)
C52 C53 C54 O55 . 179.6(3)
O58 C59 C60 C61 . 101.4(4)
O57 C59 C60 C61 . -77.9(4)
C59 C60 C61 C61 2_666 -177.2(4)
O63 C64 C65 C66 . 32.3(5)
O62 C64 C65 C66 . -150.3(3)
C64 C65 C66 C66 2_776 -177.0(4)

_cod_database_fobs_code 2108211
