#------------------------------------------------------------------------------
#$Date: 2019-11-26 08:39:52 +0200 (Tue, 26 Nov 2019) $
#$Revision: 243087 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/32/4133255.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_4133255
loop_
_publ_author_name
'Yao, Huan'
'Ke, Hua'
'Zhang, Xiaobin'
'Pan, San-Jiang'
'Li, Ming-Shuang'
'Yang, Liu-Pan'
'Schreckenbach, Georg'
'Jiang, Wei'
_publ_section_title
;
 Molecular Recognition of Hydrophilic Molecules in Water by Combining the
 Hydrophobic Effect with Hydrogen Bonding.
;
_journal_issue                   41
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13466
_journal_page_last               13477
_journal_paper_doi               10.1021/jacs.8b09157
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         'C66 H66 N2 O10, C4 H6 O2'
_chemical_formula_sum            'C70 H72 N2 O12'
_chemical_formula_weight         1133.29
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2017-03-20
_audit_creation_method
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_cell_angle_alpha                93.443(2)
_cell_angle_beta                 91.068(2)
_cell_angle_gamma                105.257(2)
_cell_formula_units_Z            1
_cell_length_a                   11.8324(5)
_cell_length_b                   11.8564(4)
_cell_length_c                   12.4505(5)
_cell_measurement_reflns_used    4826
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      62.32
_cell_measurement_theta_min      3.61
_cell_volume                     1681.00(11)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_unetI/netI     0.0385
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            12525
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        59.056
_diffrn_reflns_theta_max         59.056
_diffrn_reflns_theta_min         3.559
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.615
_exptl_absorpt_correction_T_max  0.7516
_exptl_absorpt_correction_T_min  0.6617
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1015 before and 0.0462 after correction.
The Ratio of minimum to maximum transmission is 0.8804.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.120
_exptl_crystal_description       block
_exptl_crystal_F_000             602
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         4762
_refine_ls_number_restraints     46
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0756
_refine_ls_R_factor_gt           0.0527
_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)+(0.0669P)²+0.5647P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1293
_refine_ls_wR_factor_ref         0.1418
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3408
_reflns_number_total             4762
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja8b09157_si_002.cif
_cod_data_source_block           p-1_a
_cod_database_code               4133255
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C36-C37
 1.42 with sigma of 0.02
 O6-C34 = O7-C35
 1.4 with sigma of 0.02
 C34-C35
 1.42 with sigma of 0.02
 O6-C34 = O7-C35 = O6-C36 = O7-C37
 1.54 with sigma of 0.02
 O6-C37
 2.45 with sigma of 0.04
 C36-O7
 2.45 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
O6 \\sim C34 \\sim O7 \\sim C35 \\sim C36 \\sim C37: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: H14A(0.5) H14B(0.5) H29A(0.5) H29B(0.5) O3A(0.5) O3B(0.5) C34(0.5)
 H34(0.5) C35(0.5) H35(0.5) C36(0.5) H36A(0.5) H36B(0.5) C37(0.5) H37A(0.5)
 H37B(0.5) O6(0.5) O7(0.5)
5.a Ternary CH refined with riding coordinates:
 C1(H1), C3(H3)
5.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B),
 C29(H29A,H29B), C30(H30A,H30B), C31(H31A,H31B), C32(H32A,H32B), C36(H36A,H36B),
  C37(H37A,H37B)
5.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C10(H10), C11(H11), C22(H22), C23(H23), C27(H27), C28(H28),
 N1(H1A), C34(H34), C35(H35)
5.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C33(H33A,H33B,H33C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9452(2) 0.9023(2) 0.3258(2) 0.0497(7) Uani 1 1 d . . . . .
H1 H 1.0103 0.9745 0.3184 0.060 Uiso 1 1 calc R . . . .
C2 C 0.9681(2) 0.8066(2) 0.2531(2) 0.0462(7) Uani 1 1 d . . . . .
H2A H 1.0456 0.7944 0.2717 0.055 Uiso 1 1 calc R . . . .
H2B H 0.9679 0.8273 0.1773 0.055 Uiso 1 1 calc R . . . .
C3 C 0.87103(19) 0.6951(2) 0.26807(19) 0.0384(6) Uani 1 1 d . . . . .
H3 H 0.8812 0.6289 0.2189 0.046 Uiso 1 1 calc R . . . .
C4 C 0.7447(2) 0.8336(2) 0.2642(2) 0.0409(6) Uani 1 1 d . . . . .
C5 C 0.6378(2) 0.8630(2) 0.2531(2) 0.0450(6) Uani 1 1 d . . . . .
H5 H 0.6354 0.9420 0.2668 0.054 Uiso 1 1 calc R . . . .
C6 C 0.5385(2) 0.7798(2) 0.22331(19) 0.0435(6) Uani 1 1 d . . . . .
H6 H 0.4661 0.8001 0.2205 0.052 Uiso 1 1 calc R . . . .
C7 C 0.5406(2) 0.6626(2) 0.19602(18) 0.0382(6) Uani 1 1 d . . . . .
C8 C 0.4377(2) 0.5746(2) 0.16143(19) 0.0412(6) Uani 1 1 d . . . . .
C9 C 0.4435(2) 0.4635(2) 0.1292(2) 0.0457(6) Uani 1 1 d . . . . .
C10 C 0.5526(2) 0.4374(2) 0.1290(2) 0.0485(7) Uani 1 1 d . . . . .
H10 H 0.5574 0.3618 0.1032 0.058 Uiso 1 1 calc R . . . .
C11 C 0.6519(2) 0.5198(2) 0.1656(2) 0.0447(6) Uani 1 1 d . . . . .
H11 H 0.7243 0.4994 0.1663 0.054 Uiso 1 1 calc R . . . .
C12 C 0.6502(2) 0.6341(2) 0.20219(19) 0.0384(6) Uani 1 1 d . . . . .
C13 C 0.7534(2) 0.7210(2) 0.24353(19) 0.0384(6) Uani 1 1 d . . . . .
C14 C 0.3193(2) 0.6010(2) 0.1693(2) 0.0459(7) Uani 1 1 d . . . . .
H14A H 0.3273 0.6839 0.1550 0.055 Uiso 0.5 1 calc R . P . .
H14B H 0.2636 0.5510 0.1145 0.055 Uiso 0.5 1 calc R . P . .
C15 C 0.3407(2) 0.2661(2) 0.0676(2) 0.0512(7) Uani 1 1 d . . . . .
H15A H 0.3743 0.2307 0.1262 0.061 Uiso 1 1 calc R . . . .
H15B H 0.3880 0.2646 0.0031 0.061 Uiso 1 1 calc R . . . .
C16 C 0.2141(2) 0.1993(2) 0.0427(2) 0.0587(8) Uani 1 1 d . . . . .
H16A H 0.1810 0.2391 -0.0128 0.070 Uiso 1 1 calc R . . . .
H16B H 0.2115 0.1195 0.0123 0.070 Uiso 1 1 calc R . . . .
C17 C 0.1395(2) 0.1897(3) 0.1390(2) 0.0679(9) Uani 1 1 d . . . . .
H17A H 0.1711 0.1469 0.1930 0.081 Uiso 1 1 calc R . . . .
H17B H 0.1457 0.2695 0.1713 0.081 Uiso 1 1 calc R . . . .
C18 C 0.0129(3) 0.1290(3) 0.1165(3) 0.0768(10) Uani 1 1 d . . . . .
H18A H -0.0188 0.1687 0.0610 0.115 Uiso 1 1 calc GR . . . .
H18B H -0.0304 0.1312 0.1825 0.115 Uiso 1 1 calc GR . . . .
H18C H 0.0049 0.0474 0.0910 0.115 Uiso 1 1 calc GR . . . .
C19 C 0.9123(2) 0.7609(2) 0.4610(2) 0.0453(6) Uani 1 1 d . . . . .
C20 C 0.8803(2) 0.6674(2) 0.38578(19) 0.0390(6) Uani 1 1 d . . . . .
C21 C 0.85995(19) 0.5520(2) 0.42367(19) 0.0367(6) Uani 1 1 d . . . . .
C22 C 0.8386(2) 0.4499(2) 0.35358(19) 0.0420(6) Uani 1 1 d . . . . .
H22 H 0.8385 0.4571 0.2780 0.050 Uiso 1 1 calc R . . . .
C23 C 0.8180(2) 0.3409(2) 0.3921(2) 0.0461(7) Uani 1 1 d . . . . .
H23 H 0.8044 0.2739 0.3429 0.055 Uiso 1 1 calc R . . . .
C24 C 0.8166(2) 0.3268(2) 0.50274(19) 0.0410(6) Uani 1 1 d . . . . .
C25 C 0.8389(2) 0.4231(2) 0.57454(18) 0.0379(6) Uani 1 1 d . . . . .
C26 C 0.8631(2) 0.5373(2) 0.53589(19) 0.0384(6) Uani 1 1 d . . . . .
C27 C 0.8922(2) 0.6385(2) 0.6088(2) 0.0489(7) Uani 1 1 d . . . . .
H27 H 0.8937 0.6298 0.6842 0.059 Uiso 1 1 calc R . . . .
C28 C 0.9178(2) 0.7468(2) 0.5717(2) 0.0551(7) Uani 1 1 d . . . . .
H28 H 0.9396 0.8139 0.6210 0.066 Uiso 1 1 calc R . . . .
C29 C 0.8305(2) 0.4076(2) 0.6936(2) 0.0431(6) Uani 1 1 d . . . . .
H29A H 0.8386 0.3289 0.7084 0.052 Uiso 0.5 1 calc R . P . .
H29B H 0.8952 0.4668 0.7329 0.052 Uiso 0.5 1 calc R . P . .
C30 C 0.7530(2) 0.1164(2) 0.4769(2) 0.0512(7) Uani 1 1 d . . . . .
H30A H 0.8152 0.1070 0.4278 0.061 Uiso 1 1 calc R . . . .
H30B H 0.6838 0.1209 0.4331 0.061 Uiso 1 1 calc R . . . .
C31 C 0.7206(2) 0.0144(2) 0.5476(2) 0.0532(7) Uani 1 1 d . . . . .
H31A H 0.6925 -0.0591 0.5013 0.064 Uiso 1 1 calc R . . . .
H31B H 0.7915 0.0096 0.5885 0.064 Uiso 1 1 calc R . . . .
C32 C 0.6273(3) 0.0240(3) 0.6254(3) 0.0728(9) Uani 1 1 d . . . . .
H32A H 0.6582 0.0939 0.6756 0.087 Uiso 1 1 calc R . . . .
H32B H 0.5592 0.0361 0.5847 0.087 Uiso 1 1 calc R . . . .
C33 C 0.5863(4) -0.0810(4) 0.6898(4) 0.1294(18) Uani 1 1 d . . . . .
H33A H 0.5581 -0.1512 0.6409 0.194 Uiso 1 1 calc GR . . . .
H33B H 0.5225 -0.0707 0.7352 0.194 Uiso 1 1 calc GR . . . .
H33C H 0.6516 -0.0897 0.7353 0.194 Uiso 1 1 calc GR . . . .
N1 N 0.72345(18) 0.4198(2) 0.72962(16) 0.0533(6) Uani 1 1 d . . . . .
H1A H 0.6787 0.4430 0.6833 0.064 Uiso 1 1 calc R . . . .
O1 O 0.83823(14) 0.92796(13) 0.29676(14) 0.0487(5) Uani 1 1 d . . . . .
O2 O 0.94215(16) 0.87690(14) 0.43587(15) 0.0563(5) Uani 1 1 d . . . . .
O3A O 0.2805(3) 0.6616(4) 0.1158(3) 0.0670(11) Uani 0.5 1 d . . P . .
O3B O 0.9027(3) 0.4029(3) 0.7558(3) 0.0481(9) Uani 0.5 1 d . . P . .
O4 O 0.33997(15) 0.38360(15) 0.09991(15) 0.0570(5) Uani 1 1 d . . . . .
O5 O 0.79381(16) 0.21987(13) 0.54647(13) 0.0503(5) Uani 1 1 d . . . . .
C34 C 0.5366(8) 0.6527(9) 0.4818(7) 0.115(3) Uani 0.5 1 d D U P A -1
H34 H 0.5451 0.7299 0.4600 0.138 Uiso 0.5 1 calc R . P A -1
C35 C 0.6020(8) 0.6380(8) 0.5604(7) 0.103(2) Uani 0.5 1 d D U P A -1
H35 H 0.6566 0.7032 0.5965 0.124 Uiso 0.5 1 calc R . P A -1
C36 C 0.4512(11) 0.4439(10) 0.4549(11) 0.168(4) Uani 0.5 1 d D U P A -1
H36A H 0.3685 0.4026 0.4664 0.201 Uiso 0.5 1 calc R . P A -1
H36B H 0.4754 0.4036 0.3909 0.201 Uiso 0.5 1 calc R . P A -1
C37 C 0.5080(15) 0.4267(12) 0.5310(11) 0.163(4) Uani 0.5 1 d D U P A -1
H37A H 0.5525 0.3711 0.5048 0.196 Uiso 0.5 1 calc R . P A -1
H37B H 0.4517 0.3857 0.5828 0.196 Uiso 0.5 1 calc R . P A -1
O6 O 0.4519(6) 0.5584(8) 0.4259(7) 0.133(3) Uani 0.5 1 d D U P A -1
O7 O 0.5916(7) 0.5243(8) 0.5921(5) 0.120(2) Uani 0.5 1 d D U P A -1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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
C2 C1 H1 107.8 .
O1 C1 H1 107.8 .
O1 C1 C2 111.8(2) .
O2 C1 H1 107.8 .
O2 C1 C2 113.0(2) .
O2 C1 O1 108.4(2) .
C1 C2 H2A 110.2 .
C1 C2 H2B 110.2 .
C1 C2 C3 107.6(2) .
H2A C2 H2B 108.5 .
C3 C2 H2A 110.2 .
C3 C2 H2B 110.2 .
C2 C3 H3 110.5 .
C2 C3 C13 107.80(19) .
C2 C3 C20 106.68(19) .
C13 C3 H3 110.5 .
C20 C3 H3 110.5 .
C20 C3 C13 110.63(19) .
C13 C4 C5 122.1(2) .
C13 C4 O1 124.2(2) .
O1 C4 C5 113.7(2) .
C4 C5 H5 119.8 .
C6 C5 C4 120.4(2) .
C6 C5 H5 119.8 .
C5 C6 H6 119.5 .
C5 C6 C7 121.1(2) .
C7 C6 H6 119.5 .
C6 C7 C8 121.9(2) .
C6 C7 C12 118.3(2) .
C8 C7 C12 119.8(2) .
C7 C8 C14 119.4(2) .
C9 C8 C7 120.6(2) .
C9 C8 C14 119.8(2) .
C8 C9 C10 119.6(2) .
O4 C9 C8 116.7(2) .
O4 C9 C10 123.7(2) .
C9 C10 H10 119.7 .
C11 C10 C9 120.5(2) .
C11 C10 H10 119.7 .
C10 C11 H11 119.0 .
C10 C11 C12 122.1(2) .
C12 C11 H11 119.0 .
C7 C12 C13 120.0(2) .
C11 C12 C7 117.3(2) .
C11 C12 C13 122.7(2) .
C4 C13 C3 118.3(2) .
C4 C13 C12 117.7(2) .
C12 C13 C3 124.0(2) .
C8 C14 H14A 109.6 .
C8 C14 H14B 109.6 .
H14A C14 H14B 108.2 .
N1 C14 C8 110.1(2) 2_666
N1 C14 H14A 109.6 2_666
N1 C14 H14B 109.6 2_666
H15A C15 H15B 108.6 .
C16 C15 H15A 110.4 .
C16 C15 H15B 110.4 .
O4 C15 H15A 110.4 .
O4 C15 H15B 110.4 .
O4 C15 C16 106.4(2) .
C15 C16 H16A 108.9 .
C15 C16 H16B 108.9 .
H16A C16 H16B 107.7 .
C17 C16 C15 113.3(2) .
C17 C16 H16A 108.9 .
C17 C16 H16B 108.9 .
C16 C17 H17A 108.6 .
C16 C17 H17B 108.6 .
H17A C17 H17B 107.6 .
C18 C17 C16 114.8(2) .
C18 C17 H17A 108.6 .
C18 C17 H17B 108.6 .
C17 C18 H18A 109.5 .
C17 C18 H18B 109.5 .
C17 C18 H18C 109.5 .
H18A C18 H18B 109.5 .
H18A C18 H18C 109.5 .
H18B C18 H18C 109.5 .
C20 C19 C28 122.5(2) .
C20 C19 O2 124.0(2) .
O2 C19 C28 113.5(2) .
C19 C20 C3 117.1(2) .
C19 C20 C21 117.6(2) .
C21 C20 C3 125.3(2) .
C22 C21 C20 122.8(2) .
C22 C21 C26 117.3(2) .
C26 C21 C20 119.9(2) .
C21 C22 H22 119.3 .
C23 C22 C21 121.5(2) .
C23 C22 H22 119.3 .
C22 C23 H23 119.6 .
C22 C23 C24 120.9(2) .
C24 C23 H23 119.6 .
C25 C24 C23 120.1(2) .
C25 C24 O5 116.2(2) .
O5 C24 C23 123.7(2) .
C24 C25 C26 119.8(2) .
C24 C25 C29 120.0(2) .
C26 C25 C29 120.1(2) .
C21 C26 C25 120.4(2) .
C21 C26 C27 118.9(2) .
C27 C26 C25 120.6(2) .
C26 C27 H27 119.8 .
C28 C27 C26 120.5(2) .
C28 C27 H27 119.8 .
C19 C28 H28 119.8 .
C27 C28 C19 120.4(2) .
C27 C28 H28 119.8 .
C25 C29 H29A 109.6 .
C25 C29 H29B 109.6 .
H29A C29 H29B 108.1 .
N1 C29 C25 110.5(2) .
N1 C29 H29A 109.6 .
N1 C29 H29B 109.6 .
H30A C30 H30B 108.5 .
C31 C30 H30A 110.3 .
C31 C30 H30B 110.3 .
O5 C30 H30A 110.3 .
O5 C30 H30B 110.3 .
O5 C30 C31 107.1(2) .
C30 C31 H31A 109.0 .
C30 C31 H31B 109.0 .
H31A C31 H31B 107.8 .
C32 C31 C30 113.0(2) .
C32 C31 H31A 109.0 .
C32 C31 H31B 109.0 .
C31 C32 H32A 108.8 .
C31 C32 H32B 108.8 .
H32A C32 H32B 107.7 .
C33 C32 C31 114.0(3) .
C33 C32 H32A 108.8 .
C33 C32 H32B 108.8 .
C32 C33 H33A 109.5 .
C32 C33 H33B 109.5 .
C32 C33 H33C 109.5 .
H33A C33 H33B 109.5 .
H33A C33 H33C 109.5 .
H33B C33 H33C 109.5 .
C14 N1 C29 126.4(2) 2_666
C14 N1 H1A 116.8 2_666
C29 N1 H1A 116.8 .
C4 O1 C1 116.82(18) .
C19 O2 C1 118.7(2) .
C9 O4 C15 119.1(2) .
C24 O5 C30 118.73(19) .
C35 C34 H34 118.6 .
C35 C34 O6 122.8(9) .
O6 C34 H34 118.6 .
C34 C35 H35 120.4 .
C34 C35 O7 119.1(8) .
O7 C35 H35 120.4 .
H36A C36 H36B 106.6 .
C37 C36 H36A 106.6 .
C37 C36 H36B 106.6 .
C37 C36 O6 122.8(12) .
O6 C36 H36A 106.6 .
O6 C36 H36B 106.6 .
C36 C37 H37A 107.1 .
C36 C37 H37B 107.1 .
C36 C37 O7 120.9(12) .
H37A C37 H37B 106.8 .
O7 C37 H37A 107.1 .
O7 C37 H37B 107.1 .
C36 O6 C34 115.9(8) .
C35 O7 C37 117.9(7) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 H1 1.0000 .
C1 C2 1.493(4) .
C1 O1 1.422(3) .
C1 O2 1.420(3) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C2 C3 1.529(3) .
C3 H3 1.0000 .
C3 C13 1.531(3) .
C3 C20 1.529(3) .
C4 C5 1.405(3) .
C4 C13 1.375(3) .
C4 O1 1.385(3) .
C5 H5 0.9500 .
C5 C6 1.350(3) .
C6 H6 0.9500 .
C6 C7 1.417(3) .
C7 C8 1.420(3) .
C7 C12 1.425(3) .
C8 C9 1.373(3) .
C8 C14 1.517(3) .
C9 C10 1.405(4) .
C9 O4 1.364(3) .
C10 H10 0.9500 .
C10 C11 1.365(3) .
C11 H11 0.9500 .
C11 C12 1.410(3) .
C12 C13 1.438(3) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C14 N1 1.377(3) 2_666
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C15 C16 1.515(4) .
C15 O4 1.429(3) .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C16 C17 1.494(4) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C17 C18 1.494(4) .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C19 C20 1.375(3) .
C19 C28 1.400(4) .
C19 O2 1.384(3) .
C20 C21 1.436(3) .
C21 C22 1.412(3) .
C21 C26 1.419(3) .
C22 H22 0.9500 .
C22 C23 1.368(3) .
C23 H23 0.9500 .
C23 C24 1.398(3) .
C24 C25 1.372(3) .
C24 O5 1.373(3) .
C25 C26 1.423(3) .
C25 C29 1.506(3) .
C26 C27 1.422(3) .
C27 H27 0.9500 .
C27 C28 1.352(3) .
C28 H28 0.9500 .
C29 H29A 0.9900 .
C29 H29B 0.9900 .
C29 N1 1.392(3) .
C30 H30A 0.9900 .
C30 H30B 0.9900 .
C30 C31 1.510(3) .
C30 O5 1.426(3) .
C31 H31A 0.9900 .
C31 H31B 0.9900 .
C31 C32 1.505(4) .
C32 H32A 0.9900 .
C32 H32B 0.9900 .
C32 C33 1.497(4) .
C33 H33A 0.9800 .
C33 H33B 0.9800 .
C33 H33C 0.9800 .
N1 C14 1.377(3) 2_666
N1 H1A 0.8800 .
C34 H34 0.9500 .
C34 C35 1.284(9) .
C34 O6 1.425(9) .
C35 H35 0.9500 .
C35 O7 1.402(9) .
C36 H36A 0.9900 .
C36 H36B 0.9900 .
C36 C37 1.210(11) .
C36 O6 1.424(12) .
C37 H37A 0.9900 .
C37 H37B 0.9900 .
C37 O7 1.469(12) .
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
1 -0.592 -0.092 0.000 332.6 86.3
