#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:27:35 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202017 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/55/7105582.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_7105582
loop_
_publ_author_name
'Wang, Quanguo'
'Xie, Yongshu'
'Ding, Yubin'
'Li, Xin'
'Zhu, Weihong'
_publ_section_title
;
 Colorimetric fluoride sensors based on deprotonation of
 pyrrole-hemiquinone compounds.
;
_journal_issue                   21
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3669
_journal_page_last               3671
_journal_paper_doi               10.1039/c001509a
_journal_volume                  46
_journal_year                    2010
_chemical_formula_sum            'C44 H61 N3 O5'
_chemical_formula_weight         711.96
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 102.366(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.9033(8)
_cell_length_b                   23.558(2)
_cell_length_c                   18.9225(17)
_cell_measurement_reflns_used    2401
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.086
_cell_measurement_theta_min      2.191
_cell_volume                     4312.2(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0678
_diffrn_reflns_av_sigmaI/netI    0.1930
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            18262
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.40
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.9722
_exptl_absorpt_correction_T_min  0.9688
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_density_diffrn    1.097
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1544
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.413
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       0.0068(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     484
_refine_ls_number_reflns         7471
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.1572
_refine_ls_R_factor_gt           0.0820
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+2.5807P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1787
_refine_ls_wR_factor_ref         0.2487
_reflns_number_gt                3241
_reflns_number_total             7471
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c001509a.txt
_cod_data_source_block           090802d
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        4312.2(7)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7105582
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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 0.4115(3) 0.20554(15) 0.34731(19) 0.0464(9) Uani 1 1 d . . .
H1 H 0.3692 0.1809 0.3682 0.056 Uiso 1 1 calc R . .
N2 N 0.5088(4) 0.08841(16) 0.3323(2) 0.0585(11) Uani 1 1 d . . .
H2 H 0.4769 0.1074 0.2935 0.070 Uiso 1 1 calc R . .
N3 N 0.1458(4) 0.15740(16) 0.2636(2) 0.0550(11) Uani 1 1 d . . .
H3 H 0.2222 0.1498 0.2509 0.066 Uiso 1 1 calc R . .
O1 O 1.1614(4) 0.24192(16) 0.5351(2) 0.0892(13) Uani 1 1 d . . .
O2 O -0.0330(4) 0.46728(15) 0.2784(2) 0.0867(13) Uani 1 1 d . . .
O3 O 0.7901(6) 0.5296(2) 0.3432(3) 0.1364(19) Uani 1 1 d . . .
H3B H 0.8140 0.5062 0.3161 0.205 Uiso 1 1 calc R . .
O4 O 0.3915(6) 0.3028(3) 0.5901(4) 0.167(3) Uani 1 1 d . . .
H4 H 0.3225 0.2834 0.5753 0.251 Uiso 1 1 calc R . .
O5 O 0.6334(4) 0.62377(17) 0.3054(2) 0.0824(12) Uani 1 1 d . . .
H5A H 0.6609 0.5958 0.3331 0.099 Uiso 1 1 d R . .
H5B H 0.6034 0.6483 0.3311 0.099 Uiso 1 1 d R . .
C1 C 0.5522(4) 0.20681(18) 0.3529(2) 0.0456(11) Uani 1 1 d . . .
C2 C 0.5785(5) 0.2498(2) 0.3095(3) 0.0559(13) Uani 1 1 d . . .
H2B H 0.6648 0.2601 0.3016 0.067 Uiso 1 1 calc R . .
C3 C 0.4516(5) 0.2758(2) 0.2788(3) 0.0577(13) Uani 1 1 d . . .
H3A H 0.4397 0.3063 0.2468 0.069 Uiso 1 1 calc R . .
C4 C 0.3471(5) 0.24860(19) 0.3040(2) 0.0485(11) Uani 1 1 d . . .
C5 C 0.6467(4) 0.16616(18) 0.3956(2) 0.0449(11) Uani 1 1 d . . .
C6 C 0.6009(4) 0.10889(19) 0.3919(2) 0.0484(12) Uani 1 1 d . . .
C7 C 0.6237(5) 0.0656(2) 0.4410(3) 0.0637(14) Uani 1 1 d . . .
H7 H 0.6815 0.0668 0.4867 0.076 Uiso 1 1 calc R . .
C8 C 0.5458(6) 0.0196(2) 0.4106(4) 0.0772(17) Uani 1 1 d . . .
H8 H 0.5421 -0.0156 0.4325 0.093 Uiso 1 1 calc R . .
C9 C 0.4761(5) 0.0344(2) 0.3440(3) 0.0742(17) Uani 1 1 d . . .
H9 H 0.4160 0.0113 0.3118 0.089 Uiso 1 1 calc R . .
C10 C 0.7745(4) 0.18406(18) 0.4362(2) 0.0442(11) Uani 1 1 d . . .
C11 C 0.8906(4) 0.14636(19) 0.4608(2) 0.0474(11) Uani 1 1 d . . .
H11 H 0.8767 0.1077 0.4525 0.057 Uiso 1 1 calc R . .
C12 C 1.0182(4) 0.16395(19) 0.4949(2) 0.0478(11) Uani 1 1 d . . .
C13 C 1.0418(5) 0.2241(2) 0.5085(3) 0.0555(13) Uani 1 1 d . . .
C14 C 0.9236(5) 0.26313(19) 0.4885(2) 0.0485(12) Uani 1 1 d . . .
C15 C 0.8000(5) 0.24247(18) 0.4536(2) 0.0493(12) Uani 1 1 d . . .
H15 H 0.7271 0.2679 0.4402 0.059 Uiso 1 1 calc R . .
C16 C 1.1426(5) 0.1233(2) 0.5152(3) 0.0550(13) Uani 1 1 d . . .
C17 C 1.2536(5) 0.1374(2) 0.4721(3) 0.0728(16) Uani 1 1 d . . .
H17A H 1.3279 0.1106 0.4839 0.109 Uiso 1 1 calc R . .
H17B H 1.2884 0.1750 0.4843 0.109 Uiso 1 1 calc R . .
H17C H 1.2136 0.1355 0.4213 0.109 Uiso 1 1 calc R . .
C18 C 1.2063(5) 0.1272(3) 0.5965(3) 0.0792(17) Uani 1 1 d . . .
H18A H 1.1375 0.1180 0.6235 0.119 Uiso 1 1 calc R . .
H18B H 1.2395 0.1651 0.6082 0.119 Uiso 1 1 calc R . .
H18C H 1.2819 0.1009 0.6087 0.119 Uiso 1 1 calc R . .
C19 C 1.0974(6) 0.0630(2) 0.4985(4) 0.0809(18) Uani 1 1 d . . .
H19A H 1.0639 0.0588 0.4472 0.121 Uiso 1 1 calc R . .
H19B H 1.0250 0.0537 0.5231 0.121 Uiso 1 1 calc R . .
H19C H 1.1744 0.0380 0.5144 0.121 Uiso 1 1 calc R . .
C20 C 0.9439(5) 0.3254(2) 0.5067(3) 0.0605(14) Uani 1 1 d . . .
C21 C 0.9975(7) 0.3324(3) 0.5880(3) 0.094(2) Uani 1 1 d . . .
H21A H 0.9308 0.3175 0.6132 0.141 Uiso 1 1 calc R . .
H21B H 1.0123 0.3720 0.5993 0.141 Uiso 1 1 calc R . .
H21C H 1.0831 0.3122 0.6027 0.141 Uiso 1 1 calc R . .
C22 C 1.0461(7) 0.3511(2) 0.4652(4) 0.0895(19) Uani 1 1 d . . .
H22A H 1.1342 0.3328 0.4799 0.134 Uiso 1 1 calc R . .
H22B H 1.0561 0.3910 0.4755 0.134 Uiso 1 1 calc R . .
H22C H 1.0120 0.3457 0.4142 0.134 Uiso 1 1 calc R . .
C23 C 0.8074(6) 0.3577(2) 0.4853(4) 0.091(2) Uani 1 1 d . . .
H23A H 0.7704 0.3531 0.4344 0.137 Uiso 1 1 calc R . .
H23B H 0.8231 0.3973 0.4960 0.137 Uiso 1 1 calc R . .
H23C H 0.7428 0.3431 0.5120 0.137 Uiso 1 1 calc R . .
C24 C 0.1975(4) 0.25741(19) 0.2891(2) 0.0468(11) Uani 1 1 d . . .
C25 C 0.1080(5) 0.2092(2) 0.2856(2) 0.0491(12) Uani 1 1 d . . .
C26 C -0.0205(5) 0.2020(2) 0.3026(3) 0.0574(13) Uani 1 1 d . . .
H26 H -0.0710 0.2302 0.3197 0.069 Uiso 1 1 calc R . .
C27 C -0.0611(5) 0.1463(2) 0.2900(3) 0.0654(14) Uani 1 1 d . . .
H27 H -0.1427 0.1300 0.2972 0.078 Uiso 1 1 calc R . .
C28 C 0.0415(6) 0.1199(2) 0.2652(3) 0.0653(14) Uani 1 1 d . . .
H28 H 0.0407 0.0820 0.2513 0.078 Uiso 1 1 calc R . .
C29 C 0.1430(5) 0.31154(19) 0.2803(3) 0.0506(12) Uani 1 1 d . . .
C30 C 0.0022(5) 0.3221(2) 0.2433(3) 0.0528(12) Uani 1 1 d . . .
H30 H -0.0506 0.2914 0.2224 0.063 Uiso 1 1 calc R . .
C31 C -0.0572(5) 0.3736(2) 0.2373(3) 0.0556(13) Uani 1 1 d . . .
C32 C 0.0244(6) 0.4207(2) 0.2741(3) 0.0632(14) Uani 1 1 d . . .
C33 C 0.1734(5) 0.4131(2) 0.3040(3) 0.0618(14) Uani 1 1 d . . .
C34 C 0.2248(5) 0.3599(2) 0.3068(3) 0.0578(13) Uani 1 1 d . . .
H34 H 0.3180 0.3546 0.3271 0.069 Uiso 1 1 calc R . .
C35 C -0.2063(5) 0.3835(2) 0.1926(3) 0.0648(14) Uani 1 1 d . . .
C36 C -0.2621(6) 0.3315(3) 0.1490(3) 0.096(2) Uani 1 1 d . . .
H36A H -0.2704 0.3008 0.1812 0.144 Uiso 1 1 calc R . .
H36B H -0.1999 0.3207 0.1187 0.144 Uiso 1 1 calc R . .
H36C H -0.3512 0.3399 0.1193 0.144 Uiso 1 1 calc R . .
C37 C -0.3053(5) 0.3971(2) 0.2417(3) 0.0766(17) Uani 1 1 d . . .
H37A H -0.3974 0.4009 0.2131 0.115 Uiso 1 1 calc R . .
H37B H -0.2779 0.4319 0.2670 0.115 Uiso 1 1 calc R . .
H37C H -0.3031 0.3669 0.2761 0.115 Uiso 1 1 calc R . .
C38 C -0.2031(6) 0.4320(3) 0.1392(3) 0.096(2) Uani 1 1 d . . .
H38A H -0.1361 0.4238 0.1108 0.144 Uiso 1 1 calc R . .
H38B H -0.1785 0.4667 0.1655 0.144 Uiso 1 1 calc R . .
H38C H -0.2928 0.4361 0.1080 0.144 Uiso 1 1 calc R . .
C39 C 0.2653(6) 0.4633(2) 0.3318(4) 0.0796(18) Uani 1 1 d . . .
C40 C 0.2178(8) 0.4911(3) 0.3951(5) 0.123(3) Uani 1 1 d . . .
H40A H 0.1220 0.5014 0.3804 0.184 Uiso 1 1 calc R . .
H40B H 0.2719 0.5246 0.4098 0.184 Uiso 1 1 calc R . .
H40C H 0.2294 0.4650 0.4348 0.184 Uiso 1 1 calc R . .
C41 C 0.2578(8) 0.5054(3) 0.2703(5) 0.122(3) Uani 1 1 d . . .
H41A H 0.3033 0.4898 0.2347 0.183 Uiso 1 1 calc R . .
H41B H 0.3027 0.5401 0.2889 0.183 Uiso 1 1 calc R . .
H41C H 0.1628 0.5130 0.2485 0.183 Uiso 1 1 calc R . .
C42 C 0.4166(7) 0.4465(3) 0.3587(5) 0.130(3) Uani 1 1 d . . .
H42A H 0.4243 0.4204 0.3983 0.194 Uiso 1 1 calc R . .
H42B H 0.4705 0.4798 0.3745 0.194 Uiso 1 1 calc R . .
H42C H 0.4501 0.4288 0.3201 0.194 Uiso 1 1 calc R . .
C43 C 0.8028(11) 0.5058(4) 0.4122(5) 0.167(4) Uani 1 1 d . . .
H43A H 0.8896 0.5169 0.4423 0.251 Uiso 1 1 calc R . .
H43B H 0.7988 0.4652 0.4084 0.251 Uiso 1 1 calc R . .
H43C H 0.7286 0.5191 0.4333 0.251 Uiso 1 1 calc R . .
C44 C 0.4897(10) 0.2900(6) 0.5521(8) 0.231(7) Uani 1 1 d . . .
H44A H 0.4577 0.3009 0.5025 0.347 Uiso 1 1 calc R . .
H44B H 0.5073 0.2499 0.5548 0.347 Uiso 1 1 calc R . .
H44C H 0.5734 0.3101 0.5723 0.347 Uiso 1 1 calc 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'
O O 0.0106 0.0060 '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'
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
_geom_angle_publ_flag
C4 N1 C1 111.3(4) . . ?
C4 N1 H1 124.3 . . ?
C1 N1 H1 124.3 . . ?
C9 N2 C6 109.8(4) . . ?
C9 N2 H2 125.1 . . ?
C6 N2 H2 125.1 . . ?
C28 N3 C25 108.2(4) . . ?
C28 N3 H3 125.9 . . ?
C25 N3 H3 125.9 . . ?
C43 O3 H3B 109.5 . . ?
C44 O4 H4 109.5 . . ?
H5A O5 H5B 106.3 . . ?
C2 C1 N1 106.9(4) . . ?
C2 C1 C5 129.7(4) . . ?
N1 C1 C5 123.3(4) . . ?
C1 C2 C3 107.6(4) . . ?
C1 C2 H2B 126.2 . . ?
C3 C2 H2B 126.2 . . ?
C4 C3 C2 108.8(4) . . ?
C4 C3 H3A 125.6 . . ?
C2 C3 H3A 125.6 . . ?
N1 C4 C3 105.2(4) . . ?
N1 C4 C24 122.8(4) . . ?
C3 C4 C24 131.9(4) . . ?
C10 C5 C6 123.7(4) . . ?
C10 C5 C1 120.3(4) . . ?
C6 C5 C1 115.9(4) . . ?
C7 C6 N2 106.2(4) . . ?
C7 C6 C5 132.2(4) . . ?
N2 C6 C5 121.5(4) . . ?
C6 C7 C8 107.8(4) . . ?
C6 C7 H7 126.1 . . ?
C8 C7 H7 126.1 . . ?
C9 C8 C7 108.4(5) . . ?
C9 C8 H8 125.8 . . ?
C7 C8 H8 125.8 . . ?
N2 C9 C8 107.7(5) . . ?
N2 C9 H9 126.1 . . ?
C8 C9 H9 126.1 . . ?
C5 C10 C15 120.9(4) . . ?
C5 C10 C11 123.7(4) . . ?
C15 C10 C11 115.4(4) . . ?
C12 C11 C10 124.1(4) . . ?
C12 C11 H11 117.9 . . ?
C10 C11 H11 117.9 . . ?
C11 C12 C13 118.8(4) . . ?
C11 C12 C16 122.8(4) . . ?
C13 C12 C16 118.2(4) . . ?
O1 C13 C12 119.9(4) . . ?
O1 C13 C14 121.7(4) . . ?
C12 C13 C14 118.4(4) . . ?
C15 C14 C13 119.2(4) . . ?
C15 C14 C20 121.6(4) . . ?
C13 C14 C20 119.2(4) . . ?
C14 C15 C10 123.9(4) . . ?
C14 C15 H15 118.0 . . ?
C10 C15 H15 118.0 . . ?
C19 C16 C18 107.9(5) . . ?
C19 C16 C17 107.9(5) . . ?
C18 C16 C17 109.4(4) . . ?
C19 C16 C12 110.4(4) . . ?
C18 C16 C12 110.3(4) . . ?
C17 C16 C12 110.9(4) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C14 C20 C21 109.7(4) . . ?
C14 C20 C23 110.9(4) . . ?
C21 C20 C23 108.0(5) . . ?
C14 C20 C22 109.7(4) . . ?
C21 C20 C22 110.4(5) . . ?
C23 C20 C22 108.1(5) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C29 C24 C25 120.2(4) . . ?
C29 C24 C4 120.5(4) . . ?
C25 C24 C4 119.2(4) . . ?
N3 C25 C26 106.6(4) . . ?
N3 C25 C24 120.9(4) . . ?
C26 C25 C24 132.5(4) . . ?
C27 C26 C25 109.0(5) . . ?
C27 C26 H26 125.5 . . ?
C25 C26 H26 125.5 . . ?
C28 C27 C26 106.4(5) . . ?
C28 C27 H27 126.8 . . ?
C26 C27 H27 126.8 . . ?
C27 C28 N3 109.7(5) . . ?
C27 C28 H28 125.1 . . ?
N3 C28 H28 125.1 . . ?
C24 C29 C34 121.2(4) . . ?
C24 C29 C30 122.1(4) . . ?
C34 C29 C30 116.7(4) . . ?
C31 C30 C29 124.0(5) . . ?
C31 C30 H30 118.0 . . ?
C29 C30 H30 118.0 . . ?
C30 C31 C32 117.3(4) . . ?
C30 C31 C35 122.1(5) . . ?
C32 C31 C35 120.7(4) . . ?
O2 C32 C31 119.2(5) . . ?
O2 C32 C33 120.9(5) . . ?
C31 C32 C33 119.9(4) . . ?
C34 C33 C32 117.7(5) . . ?
C34 C33 C39 121.2(5) . . ?
C32 C33 C39 121.1(4) . . ?
C33 C34 C29 123.2(5) . . ?
C33 C34 H34 118.4 . . ?
C29 C34 H34 118.4 . . ?
C36 C35 C37 107.2(5) . . ?
C36 C35 C38 107.6(5) . . ?
C37 C35 C38 110.7(4) . . ?
C36 C35 C31 111.6(4) . . ?
C37 C35 C31 111.1(4) . . ?
C38 C35 C31 108.7(4) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C33 C39 C41 108.5(5) . . ?
C33 C39 C40 110.2(5) . . ?
C41 C39 C40 110.3(6) . . ?
C33 C39 C42 112.8(5) . . ?
C41 C39 C42 107.9(6) . . ?
C40 C39 C42 107.2(6) . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C39 C42 H42A 109.5 . . ?
C39 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C39 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
O3 C43 H43A 109.5 . . ?
O3 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
O3 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
O4 C44 H44A 109.5 . . ?
O4 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
O4 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C4 1.372(5) . ?
N1 C1 1.375(5) . ?
N1 H1 0.8600 . ?
N2 C9 1.343(6) . ?
N2 C6 1.377(5) . ?
N2 H2 0.8600 . ?
N3 C28 1.365(6) . ?
N3 C25 1.369(5) . ?
N3 H3 0.8600 . ?
O1 C13 1.255(5) . ?
O2 C32 1.247(5) . ?
O3 C43 1.402(9) . ?
O3 H3B 0.8200 . ?
O4 C44 1.362(11) . ?
O4 H4 0.8200 . ?
O5 H5A 0.8503 . ?
O5 H5B 0.8501 . ?
C1 C2 1.365(6) . ?
C1 C5 1.456(6) . ?
C2 C3 1.407(6) . ?
C2 H2B 0.9300 . ?
C3 C4 1.386(6) . ?
C3 H3A 0.9300 . ?
C4 C24 1.462(6) . ?
C5 C10 1.398(6) . ?
C5 C6 1.420(6) . ?
C6 C7 1.366(6) . ?
C7 C8 1.382(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.347(7) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C10 C15 1.425(6) . ?
C10 C11 1.448(6) . ?
C11 C12 1.355(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.451(6) . ?
C12 C16 1.543(6) . ?
C13 C14 1.472(6) . ?
C14 C15 1.351(6) . ?
C14 C20 1.510(6) . ?
C15 H15 0.9300 . ?
C16 C19 1.502(7) . ?
C16 C18 1.536(7) . ?
C16 C17 1.538(7) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.526(7) . ?
C20 C23 1.529(7) . ?
C20 C22 1.532(8) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C29 1.381(6) . ?
C24 C25 1.433(6) . ?
C25 C26 1.388(6) . ?
C26 C27 1.378(7) . ?
C26 H26 0.9300 . ?
C27 C28 1.358(7) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C34 1.426(6) . ?
C29 C30 1.441(6) . ?
C30 C31 1.342(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.459(7) . ?
C31 C35 1.554(7) . ?
C32 C33 1.475(7) . ?
C33 C34 1.348(6) . ?
C33 C39 1.515(7) . ?
C34 H34 0.9300 . ?
C35 C36 1.515(8) . ?
C35 C37 1.523(7) . ?
C35 C38 1.529(7) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 C41 1.519(9) . ?
C39 C40 1.525(9) . ?
C39 C42 1.528(8) . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
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
C4 N1 C1 C2 -3.0(5) . . . . ?
C4 N1 C1 C5 179.9(4) . . . . ?
N1 C1 C2 C3 1.6(5) . . . . ?
C5 C1 C2 C3 178.4(5) . . . . ?
C1 C2 C3 C4 0.3(6) . . . . ?
C1 N1 C4 C3 3.2(5) . . . . ?
C1 N1 C4 C24 -179.6(4) . . . . ?
C2 C3 C4 N1 -2.1(5) . . . . ?
C2 C3 C4 C24 -179.0(5) . . . . ?
C2 C1 C5 C10 43.4(7) . . . . ?
N1 C1 C5 C10 -140.3(4) . . . . ?
C2 C1 C5 C6 -135.9(5) . . . . ?
N1 C1 C5 C6 40.5(6) . . . . ?
C9 N2 C6 C7 -0.2(6) . . . . ?
C9 N2 C6 C5 -176.4(4) . . . . ?
C10 C5 C6 C7 32.3(8) . . . . ?
C1 C5 C6 C7 -148.5(5) . . . . ?
C10 C5 C6 N2 -152.6(4) . . . . ?
C1 C5 C6 N2 26.6(6) . . . . ?
N2 C6 C7 C8 0.2(6) . . . . ?
C5 C6 C7 C8 175.8(5) . . . . ?
C6 C7 C8 C9 0.0(7) . . . . ?
C6 N2 C9 C8 0.2(6) . . . . ?
C7 C8 C9 N2 -0.1(7) . . . . ?
C6 C5 C10 C15 -163.0(5) . . . . ?
C1 C5 C10 C15 17.8(7) . . . . ?
C6 C5 C10 C11 19.7(7) . . . . ?
C1 C5 C10 C11 -159.5(4) . . . . ?
C5 C10 C11 C12 174.3(4) . . . . ?
C15 C10 C11 C12 -3.1(7) . . . . ?
C10 C11 C12 C13 0.2(7) . . . . ?
C10 C11 C12 C16 -175.2(4) . . . . ?
C11 C12 C13 O1 -174.6(5) . . . . ?
C16 C12 C13 O1 1.0(7) . . . . ?
C11 C12 C13 C14 3.7(7) . . . . ?
C16 C12 C13 C14 179.3(4) . . . . ?
O1 C13 C14 C15 173.6(5) . . . . ?
C12 C13 C14 C15 -4.7(6) . . . . ?
O1 C13 C14 C20 -5.8(7) . . . . ?
C12 C13 C14 C20 175.9(4) . . . . ?
C13 C14 C15 C10 1.8(7) . . . . ?
C20 C14 C15 C10 -178.9(4) . . . . ?
C5 C10 C15 C14 -175.4(4) . . . . ?
C11 C10 C15 C14 2.0(7) . . . . ?
C11 C12 C16 C19 -5.6(7) . . . . ?
C13 C12 C16 C19 179.0(5) . . . . ?
C11 C12 C16 C18 -124.8(5) . . . . ?
C13 C12 C16 C18 59.8(6) . . . . ?
C11 C12 C16 C17 113.9(5) . . . . ?
C13 C12 C16 C17 -61.5(6) . . . . ?
C15 C14 C20 C21 123.1(5) . . . . ?
C13 C14 C20 C21 -57.5(6) . . . . ?
C15 C14 C20 C23 3.9(7) . . . . ?
C13 C14 C20 C23 -176.7(5) . . . . ?
C15 C14 C20 C22 -115.4(5) . . . . ?
C13 C14 C20 C22 63.9(6) . . . . ?
N1 C4 C24 C29 145.9(4) . . . . ?
C3 C4 C24 C29 -37.7(8) . . . . ?
N1 C4 C24 C25 -32.6(6) . . . . ?
C3 C4 C24 C25 143.8(5) . . . . ?
C28 N3 C25 C26 1.6(5) . . . . ?
C28 N3 C25 C24 -179.7(4) . . . . ?
C29 C24 C25 N3 151.9(4) . . . . ?
C4 C24 C25 N3 -29.6(6) . . . . ?
C29 C24 C25 C26 -29.9(8) . . . . ?
C4 C24 C25 C26 148.6(5) . . . . ?
N3 C25 C26 C27 -0.8(5) . . . . ?
C24 C25 C26 C27 -179.2(5) . . . . ?
C25 C26 C27 C28 -0.4(6) . . . . ?
C26 C27 C28 N3 1.4(6) . . . . ?
C25 N3 C28 C27 -1.9(6) . . . . ?
C25 C24 C29 C34 158.5(4) . . . . ?
C4 C24 C29 C34 -19.9(7) . . . . ?
C25 C24 C29 C30 -22.2(7) . . . . ?
C4 C24 C29 C30 159.3(4) . . . . ?
C24 C29 C30 C31 175.9(5) . . . . ?
C34 C29 C30 C31 -4.8(7) . . . . ?
C29 C30 C31 C32 -3.6(7) . . . . ?
C29 C30 C31 C35 175.9(4) . . . . ?
C30 C31 C32 O2 -170.0(5) . . . . ?
C35 C31 C32 O2 10.5(7) . . . . ?
C30 C31 C32 C33 11.5(7) . . . . ?
C35 C31 C32 C33 -168.0(4) . . . . ?
O2 C32 C33 C34 170.7(5) . . . . ?
C31 C32 C33 C34 -10.8(7) . . . . ?
O2 C32 C33 C39 -8.3(8) . . . . ?
C31 C32 C33 C39 170.2(5) . . . . ?
C32 C33 C34 C29 2.1(8) . . . . ?
C39 C33 C34 C29 -178.9(5) . . . . ?
C24 C29 C34 C33 -175.1(5) . . . . ?
C30 C29 C34 C33 5.6(7) . . . . ?
C30 C31 C35 C36 -9.2(7) . . . . ?
C32 C31 C35 C36 170.2(5) . . . . ?
C30 C31 C35 C37 110.3(5) . . . . ?
C32 C31 C35 C37 -70.2(6) . . . . ?
C30 C31 C35 C38 -127.7(5) . . . . ?
C32 C31 C35 C38 51.8(6) . . . . ?
C34 C33 C39 C41 121.9(6) . . . . ?
C32 C33 C39 C41 -59.1(7) . . . . ?
C34 C33 C39 C40 -117.2(6) . . . . ?
C32 C33 C39 C40 61.8(7) . . . . ?
C34 C33 C39 C42 2.5(8) . . . . ?
C32 C33 C39 C42 -178.5(6) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653211
