#------------------------------------------------------------------------------
#$Date: 2019-07-19 09:55:10 +0300 (Fri, 19 Jul 2019) $
#$Revision: 217166 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/32/7233214.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_7233214
loop_
_publ_author_name
'Sandra Moyano'
'Joaquin Barbera'
'Beatriz E. Diosdado'
'Jose Luis Serrano'
'Anabel Elduque'
'Raquel Gimenez'
_publ_section_title
;
 Self-assembly of 4-aryl-1H-pyrazoles as a novel platform for luminescent
 supramolecular columnar liquid crystals
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              3119
_journal_page_last               3128
_journal_paper_doi               10.1039/C3TC30174E
_journal_volume                  1
_journal_year                    2013
_chemical_formula_moiety         'C19 H21 N3 O2'
_chemical_formula_sum            'C19 H21 N3 O2'
_chemical_formula_weight         323.39
_chemical_name_systematic
N-(4-(3,5-dimethylpyrazol-4-yl)phenyl)benzamide_methanol_solvate
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                107.494(13)
_cell_angle_beta                 98.048(11)
_cell_angle_gamma                110.541(12)
_cell_formula_units_Z            4
_cell_length_a                   9.7487(11)
_cell_length_b                   13.1235(18)
_cell_length_c                   15.369(2)
_cell_measurement_reflns_used    1113
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      28.8256
_cell_measurement_theta_min      3.0466
_cell_volume                     1688.5(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug 3 2011,13:03:54)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug 3 2011,13:03:54)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug 3 2011,13:03:54)
;
_computing_molecular_graphics
;
Diamong 3.2g
Crystal Impact Diamond-Crystal and Molecular Structure Visualization (2008)
Crystal Impact-Brandenburg K and Putz H GbR, Postfach 1251, D-53002 Bonn
;
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution
;
Superflip
Version: 03/16/09 15:32
Palatinus, L. & Chapuis, G.(2007): J. Appl. Cryst. 40, 786-790
http://superspace.epfl.ch/superflip
;
_diffrn_ambient_temperature      150(1)
_diffrn_detector_area_resol_mean 16.3990
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0604
_diffrn_reflns_av_sigmaI/netI    0.1361
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10814
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.05
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94803
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug 3 2011,13:03:54)
Multi-scan absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     449
_refine_ls_number_reflns         5942
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.1605
_refine_ls_R_factor_gt           0.0738
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0547P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1430
_refine_ls_wR_factor_ref         0.1831
_reflns_number_gt                2912
_reflns_number_total             5942
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            J-Mat-Chem-C-2013-1-3119.cif
_cod_data_source_block           PzA0
_cod_original_cell_volume        1688.5(4)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7233214
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.8709(4) 0.1684(3) 0.4462(2) 0.0396(9) Uani 1 1 d . . .
HN1 H 0.8934 0.1458 0.4926 0.066(15) Uiso 1 1 d R . .
N2 N 0.7282(4) 0.1084(3) 0.3844(2) 0.0380(9) Uani 1 1 d . . .
C1 C 0.7235(4) 0.1628(4) 0.3244(3) 0.0320(10) Uani 1 1 d . . .
C2 C 0.8634(4) 0.2603(4) 0.3473(3) 0.0298(10) Uani 1 1 d . . .
C3 C 0.9533(4) 0.2585(4) 0.4260(3) 0.0326(10) Uani 1 1 d . . .
C4 C 0.5772(4) 0.1184(4) 0.2478(3) 0.0399(11) Uani 1 1 d . . .
H4A H 0.4942 0.0614 0.2605 0.060 Uiso 1 1 calc R . .
H4B H 0.5901 0.0806 0.1859 0.060 Uiso 1 1 calc R . .
H4C H 0.5526 0.1846 0.2474 0.060 Uiso 1 1 calc R . .
C5 C 1.1174(4) 0.3355(4) 0.4814(3) 0.0378(11) Uani 1 1 d . . .
H5A H 1.1674 0.2868 0.4949 0.057 Uiso 1 1 calc R . .
H5B H 1.1219 0.3927 0.5412 0.057 Uiso 1 1 calc R . .
H5C H 1.1695 0.3771 0.4441 0.057 Uiso 1 1 calc R . .
C6 C 0.9057(4) 0.3451(4) 0.3006(3) 0.0261(9) Uani 1 1 d . . .
C7 C 0.8714(4) 0.3070(4) 0.2021(3) 0.0333(10) Uani 1 1 d . . .
H7 H 0.8204 0.2252 0.1652 0.040 Uiso 1 1 calc R . .
C8 C 0.9097(4) 0.3858(4) 0.1563(3) 0.0368(11) Uani 1 1 d . . .
H8 H 0.8867 0.3579 0.0890 0.044 Uiso 1 1 calc R . .
C9 C 0.9817(4) 0.5048(4) 0.2100(3) 0.0299(10) Uani 1 1 d . . .
C10 C 1.0177(4) 0.5442(4) 0.3071(3) 0.0329(10) Uani 1 1 d . . .
H10 H 1.0680 0.6261 0.3439 0.040 Uiso 1 1 calc R . .
C11 C 0.9807(4) 0.4648(4) 0.3516(3) 0.0314(10) Uani 1 1 d . . .
H11 H 1.0076 0.4933 0.4189 0.038 Uiso 1 1 calc R . .
N3 N 1.0231(4) 0.5862(3) 0.1633(2) 0.0331(9) Uani 1 1 d . . .
C12 C 0.9363(4) 0.6429(3) 0.1449(3) 0.0292(10) Uani 1 1 d . . .
O1 O 0.8162(3) 0.6271(2) 0.16833(18) 0.0374(7) Uani 1 1 d . . .
C13 C 0.9939(4) 0.7244(3) 0.0959(3) 0.0290(10) Uani 1 1 d . . .
C14 C 0.8889(4) 0.7436(4) 0.0395(3) 0.0336(10) Uani 1 1 d . . .
H14 H 0.7833 0.7043 0.0329 0.040 Uiso 1 1 calc R . .
C15 C 0.9357(4) 0.8189(4) -0.0069(3) 0.0377(11) Uani 1 1 d . . .
H15 H 0.8625 0.8305 -0.0459 0.045 Uiso 1 1 calc R . .
C16 C 1.0891(4) 0.8777(4) 0.0031(3) 0.0367(11) Uani 1 1 d . . .
H16 H 1.1217 0.9299 -0.0287 0.044 Uiso 1 1 calc R . .
C17 C 1.1956(4) 0.8600(4) 0.0601(3) 0.0377(11) Uani 1 1 d . . .
H17 H 1.3011 0.9009 0.0676 0.045 Uiso 1 1 calc R . .
C18 C 1.1489(4) 0.7835(4) 0.1057(3) 0.0324(10) Uani 1 1 d . . .
H18 H 1.2221 0.7711 0.1439 0.039 Uiso 1 1 calc R . .
N4 N 0.3725(3) 0.1693(3) 0.4681(2) 0.0393(9) Uani 1 1 d . . .
HN4 H 0.4021 0.1527 0.5198 0.12(2) Uiso 1 1 d R . .
N5 N 0.2454(3) 0.0936(3) 0.3947(2) 0.0372(9) Uani 1 1 d . . .
C19 C 0.2414(4) 0.1449(4) 0.3315(3) 0.0313(10) Uani 1 1 d . . .
C20 C 0.3669(4) 0.2537(3) 0.3634(3) 0.0279(9) Uani 1 1 d . . .
C21 C 0.4485(4) 0.2647(4) 0.4512(3) 0.0318(10) Uani 1 1 d . . .
C22 C 0.1124(4) 0.0818(4) 0.2420(3) 0.0421(12) Uani 1 1 d . . .
H22A H 0.0695 -0.0027 0.2284 0.063 Uiso 1 1 calc R . .
H22B H 0.1504 0.0962 0.1891 0.063 Uiso 1 1 calc R . .
H22C H 0.0332 0.1108 0.2499 0.063 Uiso 1 1 calc R . .
C23 C 0.5901(4) 0.3619(4) 0.5219(3) 0.0436(12) Uani 1 1 d . . .
H23A H 0.5923 0.3583 0.5848 0.065 Uiso 1 1 calc R . .
H23B H 0.5918 0.4376 0.5235 0.065 Uiso 1 1 calc R . .
H23C H 0.6793 0.3538 0.5037 0.065 Uiso 1 1 calc R . .
C24 C 0.4032(4) 0.3387(3) 0.3169(3) 0.0278(10) Uani 1 1 d . . .
C25 C 0.2875(4) 0.3544(3) 0.2650(3) 0.0287(10) Uani 1 1 d . . .
H25 H 0.1848 0.3109 0.2622 0.034 Uiso 1 1 calc R . .
C26 C 0.3171(4) 0.4307(3) 0.2179(3) 0.0312(10) Uani 1 1 d . . .
H26 H 0.2352 0.4373 0.1822 0.037 Uiso 1 1 calc R . .
C27 C 0.4662(4) 0.4978(4) 0.2226(3) 0.0286(10) Uani 1 1 d . . .
C28 C 0.5837(4) 0.4846(4) 0.2754(3) 0.0306(10) Uani 1 1 d . . .
H28 H 0.6867 0.5304 0.2803 0.037 Uiso 1 1 calc R . .
C29 C 0.5520(4) 0.4067(3) 0.3203(2) 0.0302(10) Uani 1 1 d . . .
H29 H 0.6339 0.3987 0.3547 0.036 Uiso 1 1 calc R . .
N6 N 0.5065(4) 0.5775(3) 0.1765(2) 0.0319(9) Uani 1 1 d . . .
C30 C 0.4104(4) 0.6015(4) 0.1208(3) 0.0310(10) Uani 1 1 d . . .
O2 O 0.2699(3) 0.5528(3) 0.0999(2) 0.0453(8) Uani 1 1 d . . .
C31 C 0.4860(4) 0.6918(4) 0.0825(3) 0.0292(10) Uani 1 1 d . . .
C32 C 0.4370(4) 0.6664(4) -0.0134(3) 0.0353(11) Uani 1 1 d . . .
H32 H 0.3617 0.5907 -0.0540 0.042 Uiso 1 1 calc R . .
C33 C 0.4966(4) 0.7501(4) -0.0508(3) 0.0399(11) Uani 1 1 d . . .
H33 H 0.4652 0.7311 -0.1172 0.048 Uiso 1 1 calc R . .
C34 C 0.6012(4) 0.8606(4) 0.0080(3) 0.0415(12) Uani 1 1 d . . .
H34 H 0.6389 0.9193 -0.0174 0.050 Uiso 1 1 calc R . .
C35 C 0.6522(4) 0.8871(4) 0.1037(3) 0.0421(11) Uani 1 1 d . . .
H35 H 0.7275 0.9632 0.1436 0.050 Uiso 1 1 calc R . .
C36 C 0.5946(4) 0.8040(4) 0.1422(3) 0.0360(11) Uani 1 1 d . . .
H36 H 0.6283 0.8229 0.2084 0.043 Uiso 1 1 calc R . .
O3 O 0.5480(3) -0.1089(3) 0.37994(19) 0.0466(8) Uani 1 1 d . . .
C37 C 0.3898(5) -0.1340(4) 0.3649(3) 0.0659(16) Uani 1 1 d . . .
H37A H 0.3646 -0.1215 0.4257 0.099 Uiso 1 1 calc R . .
H37B H 0.3292 -0.2159 0.3217 0.099 Uiso 1 1 calc R . .
H37C H 0.3670 -0.0817 0.3369 0.099 Uiso 1 1 calc R . .
O4 O 0.0554(3) -0.1161(3) 0.39666(19) 0.0477(9) Uani 1 1 d . . .
C38 C -0.0986(4) -0.1301(4) 0.3697(3) 0.0567(14) Uani 1 1 d . . .
H38A H -0.1584 -0.1720 0.4042 0.085 Uiso 1 1 calc R . .
H38B H -0.1424 -0.1752 0.3013 0.085 Uiso 1 1 calc R . .
H38C H -0.1007 -0.0526 0.3851 0.085 Uiso 1 1 calc R . .
HN3 H 1.098(5) 0.583(5) 0.133(3) 0.10(2) Uiso 1 1 d . . .
HN6 H 0.604(5) 0.607(4) 0.172(3) 0.069(16) Uiso 1 1 d . . .
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_3
C3 N1 N2 110.9(3) . .
C3 N1 HN1 130.2 . .
N2 N1 HN1 118.9 . .
C1 N2 N1 106.3(3) . .
N2 C1 C2 110.7(3) . .
N2 C1 C4 119.2(3) . .
C2 C1 C4 130.1(4) . .
C3 C2 C1 103.8(3) . .
C3 C2 C6 127.8(4) . .
C1 C2 C6 128.5(3) . .
N1 C3 C2 108.3(3) . .
N1 C3 C5 121.1(3) . .
C2 C3 C5 130.5(4) . .
C1 C4 H4A 109.5 . .
C1 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
C1 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
C3 C5 H5A 109.5 . .
C3 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C3 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C11 C6 C7 117.2(4) . .
C11 C6 C2 122.0(4) . .
C7 C6 C2 120.7(4) . .
C6 C7 C8 121.7(4) . .
C6 C7 H7 119.1 . .
C8 C7 H7 119.1 . .
C9 C8 C7 119.1(4) . .
C9 C8 H8 120.5 . .
C7 C8 H8 120.5 . .
C10 C9 C8 120.1(4) . .
C10 C9 N3 120.5(4) . .
C8 C9 N3 119.4(4) . .
C9 C10 C11 120.1(4) . .
C9 C10 H10 120.0 . .
C11 C10 H10 120.0 . .
C6 C11 C10 121.7(4) . .
C6 C11 H11 119.1 . .
C10 C11 H11 119.1 . .
C12 N3 C9 122.5(3) . .
C12 N3 HN3 121(3) . .
C9 N3 HN3 115(3) . .
O1 C12 N3 121.4(4) . .
O1 C12 C13 122.3(3) . .
N3 C12 C13 116.3(3) . .
C14 C13 C18 119.1(4) . .
C14 C13 C12 118.3(3) . .
C18 C13 C12 122.6(3) . .
C15 C14 C13 120.8(4) . .
C15 C14 H14 119.6 . .
C13 C14 H14 119.6 . .
C14 C15 C16 120.1(4) . .
C14 C15 H15 120.0 . .
C16 C15 H15 120.0 . .
C15 C16 C17 119.6(4) . .
C15 C16 H16 120.2 . .
C17 C16 H16 120.2 . .
C18 C17 C16 120.4(4) . .
C18 C17 H17 119.8 . .
C16 C17 H17 119.8 . .
C17 C18 C13 119.9(4) . .
C17 C18 H18 120.0 . .
C13 C18 H18 120.0 . .
C21 N4 N5 110.8(3) . .
C21 N4 HN4 126.1 . .
N5 N4 HN4 123.1 . .
C19 N5 N4 106.5(3) . .
N5 C19 C20 110.4(3) . .
N5 C19 C22 118.9(4) . .
C20 C19 C22 130.8(4) . .
C19 C20 C21 104.6(3) . .
C19 C20 C24 127.8(3) . .
C21 C20 C24 127.6(4) . .
N4 C21 C20 107.8(3) . .
N4 C21 C23 121.1(3) . .
C20 C21 C23 131.0(4) . .
C19 C22 H22A 109.5 . .
C19 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C19 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C21 C23 H23A 109.5 . .
C21 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C21 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C29 C24 C25 116.2(3) . .
C29 C24 C20 122.8(3) . .
C25 C24 C20 120.9(3) . .
C26 C25 C24 122.5(3) . .
C26 C25 H25 118.8 . .
C24 C25 H25 118.8 . .
C25 C26 C27 120.3(4) . .
C25 C26 H26 119.9 . .
C27 C26 H26 119.9 . .
C26 C27 C28 118.1(4) . .
C26 C27 N6 124.0(3) . .
C28 C27 N6 118.0(3) . .
C29 C28 C27 120.8(3) . .
C29 C28 H28 119.6 . .
C27 C28 H28 119.6 . .
C28 C29 C24 122.1(3) . .
C28 C29 H29 119.0 . .
C24 C29 H29 119.0 . .
C30 N6 C27 127.1(3) . .
C30 N6 HN6 112(3) . .
C27 N6 HN6 119(3) . .
O2 C30 N6 124.7(4) . .
O2 C30 C31 120.0(3) . .
N6 C30 C31 115.3(3) . .
C32 C31 C36 119.6(4) . .
C32 C31 C30 118.6(4) . .
C36 C31 C30 121.5(4) . .
C33 C32 C31 120.5(4) . .
C33 C32 H32 119.7 . .
C31 C32 H32 119.7 . .
C34 C33 C32 119.9(4) . .
C34 C33 H33 120.1 . .
C32 C33 H33 120.1 . .
C33 C34 C35 120.3(4) . .
C33 C34 H34 119.8 . .
C35 C34 H34 119.8 . .
C34 C35 C36 120.5(4) . .
C34 C35 H35 119.8 . .
C36 C35 H35 119.8 . .
C35 C36 C31 119.2(4) . .
C35 C36 H36 120.4 . .
C31 C36 H36 120.4 . .
O3 C37 H37A 109.5 . .
O3 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
O3 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
O4 C38 H38A 109.5 . .
O4 C38 H38B 109.5 . .
H38A C38 H38B 109.5 . .
O4 C38 H38C 109.5 . .
H38A C38 H38C 109.5 . .
H38B C38 H38C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C3 1.327(5) .
N1 N2 1.367(4) .
N1 HN1 0.8800 .
N2 C1 1.331(5) .
C1 C2 1.411(5) .
C1 C4 1.515(5) .
C2 C3 1.403(5) .
C2 C6 1.472(5) .
C3 C5 1.507(5) .
C4 H4A 0.9800 .
C4 H4B 0.9800 .
C4 H4C 0.9800 .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 C11 1.382(5) .
C6 C7 1.392(5) .
C7 C8 1.395(5) .
C7 H7 0.9500 .
C8 C9 1.380(5) .
C8 H8 0.9500 .
C9 C10 1.372(5) .
C9 N3 1.435(5) .
C10 C11 1.385(5) .
C10 H10 0.9500 .
C11 H11 0.9500 .
N3 C12 1.360(5) .
N3 HN3 0.92(5) .
C12 O1 1.239(4) .
C12 C13 1.487(5) .
C13 C14 1.388(5) .
C13 C18 1.396(5) .
C14 C15 1.376(5) .
C14 H14 0.9500 .
C15 C16 1.382(5) .
C15 H15 0.9500 .
C16 C17 1.391(5) .
C16 H16 0.9500 .
C17 C18 1.378(5) .
C17 H17 0.9500 .
C18 H18 0.9500 .
N4 C21 1.335(5) .
N4 N5 1.366(4) .
N4 HN4 0.9201 .
N5 C19 1.341(5) .
C19 C20 1.400(5) .
C19 C22 1.504(5) .
C20 C21 1.405(5) .
C20 C24 1.468(5) .
C21 C23 1.491(5) .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 C29 1.396(5) .
C24 C25 1.400(5) .
C25 C26 1.378(5) .
C25 H25 0.9500 .
C26 C27 1.388(5) .
C26 H26 0.9500 .
C27 C28 1.402(5) .
C27 N6 1.409(5) .
C28 C29 1.370(5) .
C28 H28 0.9500 .
C29 H29 0.9500 .
N6 C30 1.362(4) .
N6 HN6 0.91(4) .
C30 O2 1.235(4) .
C30 C31 1.491(5) .
C31 C32 1.381(5) .
C31 C36 1.398(5) .
C32 C33 1.377(5) .
C32 H32 0.9500 .
C33 C34 1.370(5) .
C33 H33 0.9500 .
C34 C35 1.379(5) .
C34 H34 0.9500 .
C35 C36 1.380(5) .
C35 H35 0.9500 .
C36 H36 0.9500 .
O3 C37 1.428(5) .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
O4 C38 1.430(4) .
C38 H38A 0.9800 .
C38 H38B 0.9800 .
C38 H38C 0.9800 .
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
N6 HN6 O1 0.91(4) 2.00(4) 2.887(4) 162(4) .
N3 HN3 O2 0.92(5) 1.95(5) 2.841(4) 161(5) 1_655
N1 HN1 O4 0.88 1.90 2.772(4) 172.7 2_656
N4 HN4 O3 0.92 1.86 2.779(4) 176.1 2_656
C26 H26 O2 0.95 2.22 2.847(5) 122.7 .
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
C3 N1 N2 C1 0.4(5) . . . .
N1 N2 C1 C2 -0.7(4) . . . .
N1 N2 C1 C4 -178.5(3) . . . .
N2 C1 C2 C3 0.7(4) . . . .
C4 C1 C2 C3 178.2(4) . . . .
N2 C1 C2 C6 -178.8(4) . . . .
C4 C1 C2 C6 -1.3(7) . . . .
N2 N1 C3 C2 0.1(5) . . . .
N2 N1 C3 C5 -177.3(3) . . . .
C1 C2 C3 N1 -0.5(4) . . . .
C6 C2 C3 N1 179.0(4) . . . .
C1 C2 C3 C5 176.6(4) . . . .
C6 C2 C3 C5 -3.9(7) . . . .
C3 C2 C6 C11 -45.0(6) . . . .
C1 C2 C6 C11 134.4(4) . . . .
C3 C2 C6 C7 134.9(4) . . . .
C1 C2 C6 C7 -45.7(6) . . . .
C11 C6 C7 C8 -0.4(5) . . . .
C2 C6 C7 C8 179.7(3) . . . .
C6 C7 C8 C9 -1.0(5) . . . .
C7 C8 C9 C10 1.5(5) . . . .
C7 C8 C9 N3 179.3(3) . . . .
C8 C9 C10 C11 -0.6(5) . . . .
N3 C9 C10 C11 -178.3(3) . . . .
C7 C6 C11 C10 1.3(5) . . . .
C2 C6 C11 C10 -178.8(3) . . . .
C9 C10 C11 C6 -0.9(5) . . . .
C10 C9 N3 C12 -84.1(5) . . . .
C8 C9 N3 C12 98.1(5) . . . .
C9 N3 C12 O1 0.3(6) . . . .
C9 N3 C12 C13 -179.9(3) . . . .
O1 C12 C13 C14 -28.2(6) . . . .
N3 C12 C13 C14 152.0(4) . . . .
O1 C12 C13 C18 150.6(4) . . . .
N3 C12 C13 C18 -29.2(6) . . . .
C18 C13 C14 C15 0.6(6) . . . .
C12 C13 C14 C15 179.5(4) . . . .
C13 C14 C15 C16 -0.8(6) . . . .
C14 C15 C16 C17 0.2(6) . . . .
C15 C16 C17 C18 0.6(6) . . . .
C16 C17 C18 C13 -0.8(6) . . . .
C14 C13 C18 C17 0.2(6) . . . .
C12 C13 C18 C17 -178.6(4) . . . .
C21 N4 N5 C19 -1.2(4) . . . .
N4 N5 C19 C20 0.5(4) . . . .
N4 N5 C19 C22 -179.9(3) . . . .
N5 C19 C20 C21 0.2(4) . . . .
C22 C19 C20 C21 -179.3(4) . . . .
N5 C19 C20 C24 -178.3(4) . . . .
C22 C19 C20 C24 2.1(7) . . . .
N5 N4 C21 C20 1.3(5) . . . .
N5 N4 C21 C23 178.7(3) . . . .
C19 C20 C21 N4 -0.9(4) . . . .
C24 C20 C21 N4 177.6(4) . . . .
C19 C20 C21 C23 -178.0(4) . . . .
C24 C20 C21 C23 0.6(7) . . . .
C19 C20 C24 C29 -144.3(4) . . . .
C21 C20 C24 C29 37.5(6) . . . .
C19 C20 C24 C25 34.8(6) . . . .
C21 C20 C24 C25 -143.4(4) . . . .
C29 C24 C25 C26 1.3(6) . . . .
C20 C24 C25 C26 -177.9(4) . . . .
C24 C25 C26 C27 -1.6(6) . . . .
C25 C26 C27 C28 0.5(6) . . . .
C25 C26 C27 N6 179.8(4) . . . .
C26 C27 C28 C29 0.8(6) . . . .
N6 C27 C28 C29 -178.6(4) . . . .
C27 C28 C29 C24 -1.1(6) . . . .
C25 C24 C29 C28 0.0(6) . . . .
C20 C24 C29 C28 179.2(4) . . . .
C26 C27 N6 C30 -0.5(6) . . . .
C28 C27 N6 C30 178.9(4) . . . .
C27 N6 C30 O2 -2.4(7) . . . .
C27 N6 C30 C31 179.1(4) . . . .
O2 C30 C31 C32 -48.3(5) . . . .
N6 C30 C31 C32 130.3(4) . . . .
O2 C30 C31 C36 125.9(4) . . . .
N6 C30 C31 C36 -55.5(5) . . . .
C36 C31 C32 C33 1.3(6) . . . .
C30 C31 C32 C33 175.6(4) . . . .
C31 C32 C33 C34 -2.4(6) . . . .
C32 C33 C34 C35 2.8(6) . . . .
C33 C34 C35 C36 -2.3(6) . . . .
C34 C35 C36 C31 1.2(6) . . . .
C32 C31 C36 C35 -0.8(6) . . . .
C30 C31 C36 C35 -174.9(3) . . . .
