#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:46:54 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180315 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/29/7152976.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_7152976
loop_
_publ_author_name
'Bose, Purnandhu'
'Dutta, Ranjan'
'Ghosh, Pradyut'
_publ_section_title
;
 Tris(2-aminoethyl)amine based tripodal urea receptors for oxalate:
 encapsulation of staggered vs. planar conformers.
;
_journal_issue                   28
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              4581
_journal_page_last               4584
_journal_paper_doi               10.1039/c3ob41071d
_journal_volume                  11
_journal_year                    2013
_chemical_formula_sum            'C44 H65 F4 N8 O5'
_chemical_formula_weight         862.04
_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                 103.680(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.761(5)
_cell_length_b                   14.036(5)
_cell_length_c                   25.220(9)
_cell_measurement_reflns_used    9911
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.13
_cell_measurement_theta_min      2.51
_cell_volume                     4733(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'MERCURY 2.3'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'BRUKER CCD AREA DETECTOR'
_diffrn_measurement_method       'OMEGA SCAN'
_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  0.0406
_diffrn_reflns_av_sigmaI/netI    0.0368
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            32998
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.52
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.9821
_exptl_absorpt_correction_T_min  0.9647
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            BLOCK
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       COLORLESS
_exptl_crystal_F_000             1844
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.821
_refine_diff_density_min         -0.817
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    CONSTRN
_refine_ls_matrix_type           full
_refine_ls_number_parameters     554
_refine_ls_number_reflns         8333
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.1026
_refine_ls_R_factor_gt           0.0783
_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)+(0.1744P)²+3.7746P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2411
_refine_ls_wR_factor_ref         0.2750
_reflns_number_gt                6101
_reflns_number_total             8333
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ob41071d.txt
_cod_data_source_block           complex3
_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 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN'
changed to 'multi-scan' 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      'P2(1)/c '
_cod_database_code               7152976
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
N1 N 0.18261(18) 0.19028(17) 0.44014(10) 0.0275(6) Uani 1 1 d .
N8 N 0.28618(18) 0.48539(18) 0.18495(9) 0.0257(6) Uani 1 1 d .
N3 N 0.2091(2) 0.5206(2) 0.39336(11) 0.0358(7) Uani 1 1 d .
H3 H 0.1745 0.5233 0.4176 0.043 Uiso 1 1 calc R
N7 N 0.16753(19) 0.36983(18) 0.61111(10) 0.0309(6) Uani 1 1 d .
H7 H 0.1139 0.3816 0.5865 0.037 Uiso 1 1 calc R
N2 N 0.1376(2) 0.3714(2) 0.37223(10) 0.0344(6) Uani 1 1 d .
H2 H 0.0936 0.3864 0.3900 0.041 Uiso 1 1 calc R
N6 N 0.2319(2) 0.3201(2) 0.53891(10) 0.0368(7) Uani 1 1 d .
H6 H 0.1792 0.3452 0.5184 0.044 Uiso 1 1 calc R
N5 N -0.1502(2) 0.2827(2) 0.46713(13) 0.0475(8) Uani 1 1 d .
H5 H -0.1070 0.3281 0.4715 0.057 Uiso 1 1 calc R
N4 N -0.0115(2) 0.1912(2) 0.46739(15) 0.0520(9) Uani 1 1 d .
H4 H 0.0187 0.2450 0.4680 0.062 Uiso 1 1 calc R
O5 O 0.04682(17) 0.56141(16) 0.45032(9) 0.0345(5) Uani 1 1 d .
O4 O 0.04901(18) 0.40369(16) 0.46885(10) 0.0388(6) Uani 1 1 d .
O1 O 0.25881(19) 0.42348(19) 0.33076(10) 0.0451(6) Uani 1 1 d .
O2 O -0.16420(18) 0.11824(19) 0.45822(10) 0.0456(6) Uani 1 1 d .
O3 O 0.31890(17) 0.28887(17) 0.62665(9) 0.0377(6) Uani 1 1 d .
F1 F 0.2388(2) 0.86147(18) 0.38802(15) 0.0865(10) Uani 1 1 d .
C21 C 0.2451(2) 0.3236(2) 0.59412(12) 0.0283(7) Uani 1 1 d .
C30 C 0.4519(2) 0.4802(2) 0.07820(13) 0.0341(7) Uani 1 1 d .
H30A H 0.4026 0.5082 0.0483 0.041 Uiso 1 1 calc R
H30B H 0.4503 0.4116 0.0732 0.041 Uiso 1 1 calc R
C3 C 0.2055(2) 0.4376(2) 0.36364(12) 0.0317(7) Uani 1 1 d .
C44 C 0.0277(2) 0.4898(2) 0.47659(12) 0.0274(7) Uani 1 1 d .
C22 C 0.1693(2) 0.3990(2) 0.66534(12) 0.0300(7) Uani 1 1 d .
C29 C 0.4261(3) 0.5047(3) 0.13254(14) 0.0391(8) Uani 1 1 d .
H29A H 0.4772 0.4794 0.1626 0.047 Uiso 1 1 calc R
H29B H 0.4241 0.5733 0.1367 0.047 Uiso 1 1 calc R
C12 C -0.1126(3) 0.1914(3) 0.46408(13) 0.0383(8) Uani 1 1 d .
C40 C 0.1978(2) 0.4192(3) 0.18613(14) 0.0380(8) Uani 1 1 d .
H40A H 0.2184 0.3540 0.1820 0.046 Uiso 1 1 calc R
H40B H 0.1829 0.4243 0.2217 0.046 Uiso 1 1 calc R
C32 C 0.3670(2) 0.4715(2) 0.23758(12) 0.0344(7) Uani 1 1 d .
H32A H 0.4223 0.5140 0.2368 0.041 Uiso 1 1 calc R
H32B H 0.3398 0.4903 0.2682 0.041 Uiso 1 1 calc R
C1 C 0.2171(2) 0.2118(2) 0.39029(13) 0.0337(7) Uani 1 1 d .
H1A H 0.2266 0.1528 0.3722 0.040 Uiso 1 1 calc R
H1B H 0.2810 0.2444 0.4002 0.040 Uiso 1 1 calc R
C19 C 0.2680(2) 0.1776(2) 0.48818(12) 0.0316(7) Uani 1 1 d .
H19A H 0.3221 0.1450 0.4770 0.038 Uiso 1 1 calc R
H19B H 0.2472 0.1383 0.5152 0.038 Uiso 1 1 calc R
C9 C 0.2263(3) 0.6925(3) 0.39092(15) 0.0418(8) Uani 1 1 d .
H9 H 0.1640 0.6986 0.3989 0.050 Uiso 1 1 calc R
C20 C 0.3053(2) 0.2746(2) 0.51365(13) 0.0352(7) Uani 1 1 d .
H20A H 0.3673 0.2655 0.5410 0.042 Uiso 1 1 calc R
H20B H 0.3191 0.3161 0.4855 0.042 Uiso 1 1 calc R
C36 C 0.2530(3) 0.5913(2) 0.18053(14) 0.0384(8) Uani 1 1 d .
H36A H 0.3108 0.6303 0.1797 0.046 Uiso 1 1 calc R
H36B H 0.2049 0.6001 0.1459 0.046 Uiso 1 1 calc R
C4 C 0.2669(2) 0.6024(2) 0.38647(12) 0.0341(7) Uani 1 1 d .
C28 C 0.3245(2) 0.4620(2) 0.13379(12) 0.0326(7) Uani 1 1 d .
H28A H 0.3288 0.3933 0.1308 0.039 Uiso 1 1 calc R
H28B H 0.2756 0.4843 0.1020 0.039 Uiso 1 1 calc R
C10 C 0.1154(3) 0.1055(2) 0.43107(15) 0.0410(8) Uani 1 1 d .
H10A H 0.1557 0.0481 0.4357 0.049 Uiso 1 1 calc R
H10B H 0.0752 0.1065 0.3939 0.049 Uiso 1 1 calc R
C2 C 0.1410(3) 0.2749(3) 0.35078(13) 0.0364(8) Uani 1 1 d .
H2A H 0.1591 0.2780 0.3159 0.044 Uiso 1 1 calc R
H2B H 0.0751 0.2463 0.3448 0.044 Uiso 1 1 calc R
C11 C 0.0475(3) 0.1033(3) 0.46998(17) 0.0500(10) Uani 1 1 d .
H11A H 0.0025 0.0494 0.4612 0.060 Uiso 1 1 calc R
H11B H 0.0874 0.0947 0.5069 0.060 Uiso 1 1 calc R
C27 C 0.0784(3) 0.4252(3) 0.67701(14) 0.0401(8) Uani 1 1 d .
H27 H 0.0191 0.4206 0.6503 0.048 Uiso 1 1 calc R
C6 C 0.4155(3) 0.6769(3) 0.36898(15) 0.0502(10) Uani 1 1 d .
H6A H 0.4788 0.6716 0.3621 0.060 Uiso 1 1 calc R
C5 C 0.3635(3) 0.5950(3) 0.37658(14) 0.0408(8) Uani 1 1 d .
H5A H 0.3923 0.5354 0.3752 0.049 Uiso 1 1 calc R
C34 C 0.4935(3) 0.3661(3) 0.29913(15) 0.0481(9) Uani 1 1 d .
H34A H 0.5510 0.3997 0.2924 0.058 Uiso 1 1 calc R
H34B H 0.4732 0.3982 0.3288 0.058 Uiso 1 1 calc R
C41 C 0.1012(3) 0.4384(3) 0.14251(15) 0.0458(9) Uani 1 1 d .
H41A H 0.1177 0.4508 0.1078 0.055 Uiso 1 1 calc R
H41B H 0.0687 0.4946 0.1525 0.055 Uiso 1 1 calc R
C33 C 0.4071(3) 0.3713(3) 0.24742(14) 0.0421(8) Uani 1 1 d .
H33A H 0.4309 0.3501 0.2161 0.050 Uiso 1 1 calc R
H33B H 0.3537 0.3289 0.2515 0.050 Uiso 1 1 calc R
C13 C -0.2500(3) 0.3104(3) 0.46392(13) 0.0412(8) Uani 1 1 d .
C18 C -0.2752(3) 0.4064(3) 0.45265(16) 0.0501(10) Uani 1 1 d .
H18 H -0.2272 0.4483 0.4457 0.060 Uiso 1 1 calc R
C42 C 0.0285(3) 0.3528(3) 0.13626(17) 0.0501(10) Uani 1 1 d .
H42A H -0.0327 0.3694 0.1099 0.060 Uiso 1 1 calc R
H42B H 0.0583 0.2993 0.1215 0.060 Uiso 1 1 calc R
C8 C 0.2804(3) 0.7729(3) 0.38325(19) 0.0548(10) Uani 1 1 d .
C37 C 0.2067(3) 0.6286(3) 0.22575(16) 0.0491(9) Uani 1 1 d .
H37A H 0.1573 0.5833 0.2319 0.059 Uiso 1 1 calc R
H37B H 0.2584 0.6337 0.2593 0.059 Uiso 1 1 calc R
C26 C 0.0776(3) 0.4580(3) 0.72896(16) 0.0485(10) Uani 1 1 d .
C25 C 0.1629(3) 0.4663(3) 0.77016(15) 0.0564(11) Uani 1 1 d .
H25 H 0.1613 0.4894 0.8045 0.068 Uiso 1 1 calc R
C14 C -0.3232(3) 0.2466(3) 0.47387(15) 0.0464(9) Uani 1 1 d .
H14 H -0.3091 0.1824 0.4810 0.056 Uiso 1 1 calc R
C31 C 0.5567(3) 0.5182(3) 0.07750(17) 0.0519(10) Uani 1 1 d .
H31A H 0.5577 0.5862 0.0816 0.078 Uiso 1 1 calc R
H31B H 0.5721 0.5019 0.0434 0.078 Uiso 1 1 calc R
H31C H 0.6054 0.4903 0.1070 0.078 Uiso 1 1 calc R
C23 C 0.2569(3) 0.4055(3) 0.70641(15) 0.0508(10) Uani 1 1 d .
H23 H 0.3182 0.3881 0.6998 0.061 Uiso 1 1 calc R
C16 C -0.4447(3) 0.3797(3) 0.46180(18) 0.0600(12) Uani 1 1 d .
H16 H -0.5087 0.4015 0.4615 0.072 Uiso 1 1 calc R
C7 C 0.3736(3) 0.7674(3) 0.37149(19) 0.0600(11) Uani 1 1 d .
H7A H 0.4074 0.8222 0.3654 0.072 Uiso 1 1 calc R
C15 C -0.4171(3) 0.2840(3) 0.47253(18) 0.0593(12) Uani 1 1 d .
C17 C -0.3709(3) 0.4401(4) 0.45165(18) 0.0592(11) Uani 1 1 d .
H17 H -0.3857 0.5040 0.4441 0.071 Uiso 1 1 calc R
C43 C 0.0020(3) 0.3211(3) 0.18863(19) 0.0596(11) Uani 1 1 d .
H43A H 0.0616 0.3008 0.2144 0.089 Uiso 1 1 calc R
H43B H -0.0446 0.2692 0.1810 0.089 Uiso 1 1 calc R
H43C H -0.0276 0.3734 0.2037 0.089 Uiso 1 1 calc R
C24 C 0.2505(4) 0.4385(4) 0.75768(16) 0.0663(13) Uani 1 1 d .
C39 C 0.1945(8) 0.8025(4) 0.1904(4) 0.135(3) Uani 1 1 d .
H39A H 0.2559 0.8232 0.2144 0.203 Uiso 1 1 calc R
H39B H 0.1460 0.8528 0.1860 0.203 Uiso 1 1 calc R
H39C H 0.2065 0.7864 0.1555 0.203 Uiso 1 1 calc R
C35 C 0.5234(4) 0.2658(4) 0.3161(2) 0.0762(14) Uani 1 1 d .
H35A H 0.4677 0.2330 0.3245 0.114 Uiso 1 1 calc R
H35B H 0.5781 0.2667 0.3478 0.114 Uiso 1 1 calc R
H35C H 0.5436 0.2335 0.2869 0.114 Uiso 1 1 calc R
C38 C 0.1585(7) 0.7227(5) 0.2126(3) 0.119(3) Uani 1 1 d .
H38A H 0.0941 0.7092 0.1882 0.143 Uiso 1 1 calc R
H38B H 0.1442 0.7448 0.2464 0.143 Uiso 1 1 calc R
F2 F -0.4877(2) 0.2225(2) 0.48370(15) 0.0909(11) Uani 1 1 d .
F3 F -0.0047(7) 0.4759(7) 0.7404(3) 0.244(4) Uani 1 1 d .
F4 F 0.3369(3) 0.4503(5) 0.79478(17) 0.170(2) Uani 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'
F F 0.0171 0.0103 '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
C1 N1 C19 111.6(2) . .
C1 N1 C10 110.2(2) . .
C19 N1 C10 111.8(2) . .
C32 N8 C40 108.8(2) . .
C32 N8 C28 112.2(2) . .
C40 N8 C28 108.5(2) . .
C32 N8 C36 109.0(2) . .
C40 N8 C36 111.1(2) . .
C28 N8 C36 107.3(2) . .
C3 N3 C4 124.2(3) . .
C3 N3 H3 117.9 . .
C4 N3 H3 117.9 . .
C21 N7 C22 125.9(3) . .
C21 N7 H7 117.0 . .
C22 N7 H7 117.0 . .
C3 N2 C2 119.1(3) . .
C3 N2 H2 120.4 . .
C2 N2 H2 120.4 . .
C21 N6 C20 121.5(3) . .
C21 N6 H6 119.3 . .
C20 N6 H6 119.3 . .
C12 N5 C13 128.3(3) . .
C12 N5 H5 115.8 . .
C13 N5 H5 115.8 . .
C12 N4 C11 123.1(3) . .
C12 N4 H4 118.5 . .
C11 N4 H4 118.5 . .
O5 O5 C44 0(10) 1 .
O4 O4 C44 0(10) 1 .
O3 C21 N6 123.4(3) . .
O3 C21 N7 122.8(3) . .
N6 C21 N7 113.7(3) . .
C29 C30 C31 110.3(3) . .
C29 C30 H30A 109.6 . .
C31 C30 H30A 109.6 . .
C29 C30 H30B 109.6 . .
C31 C30 H30B 109.6 . .
H30A C30 H30B 108.1 . .
O1 C3 N2 121.9(3) . .
O1 C3 N3 123.0(3) . .
N2 C3 N3 115.1(3) . .
O5 C44 O5 0.0(2) 1 .
O5 C44 O4 126.3(3) 1 .
O5 C44 O4 126.3(3) . .
O5 C44 O4 126.3(3) 1 1
O5 C44 O4 126.3(3) . 1
O4 C44 O4 0.0(2) . 1
O5 C44 C44 116.5(3) 1 3_566
O5 C44 C44 116.5(3) . 3_566
O4 C44 C44 117.2(3) . 3_566
O4 C44 C44 117.2(3) 1 3_566
C23 C22 C27 119.0(3) . .
C23 C22 N7 123.2(3) . .
C27 C22 N7 117.7(3) . .
C28 C29 C30 109.7(3) . .
C28 C29 H29A 109.7 . .
C30 C29 H29A 109.7 . .
C28 C29 H29B 109.7 . .
C30 C29 H29B 109.7 . .
H29A C29 H29B 108.2 . .
O2 C12 N4 123.3(4) . .
O2 C12 N5 124.1(3) . .
N4 C12 N5 112.5(3) . .
C41 C40 N8 115.8(3) . .
C41 C40 H40A 108.3 . .
N8 C40 H40A 108.3 . .
C41 C40 H40B 108.3 . .
N8 C40 H40B 108.3 . .
H40A C40 H40B 107.4 . .
C33 C32 N8 115.1(3) . .
C33 C32 H32A 108.5 . .
N8 C32 H32A 108.5 . .
C33 C32 H32B 108.5 . .
N8 C32 H32B 108.5 . .
H32A C32 H32B 107.5 . .
N1 C1 C2 111.2(3) . .
N1 C1 H1A 109.4 . .
C2 C1 H1A 109.4 . .
N1 C1 H1B 109.4 . .
C2 C1 H1B 109.4 . .
H1A C1 H1B 108.0 . .
N1 C19 C20 110.8(2) . .
N1 C19 H19A 109.5 . .
C20 C19 H19A 109.5 . .
N1 C19 H19B 109.5 . .
C20 C19 H19B 109.5 . .
H19A C19 H19B 108.1 . .
C8 C9 C4 119.1(3) . .
C8 C9 H9 120.4 . .
C4 C9 H9 120.4 . .
N6 C20 C19 111.7(3) . .
N6 C20 H20A 109.3 . .
C19 C20 H20A 109.3 . .
N6 C20 H20B 109.3 . .
C19 C20 H20B 109.3 . .
H20A C20 H20B 107.9 . .
C37 C36 N8 116.3(3) . .
C37 C36 H36A 108.2 . .
N8 C36 H36A 108.2 . .
C37 C36 H36B 108.2 . .
N8 C36 H36B 108.2 . .
H36A C36 H36B 107.4 . .
C9 C4 C5 119.5(3) . .
C9 C4 N3 118.2(3) . .
C5 C4 N3 122.3(3) . .
C29 C28 N8 115.5(3) . .
C29 C28 H28A 108.4 . .
N8 C28 H28A 108.4 . .
C29 C28 H28B 108.4 . .
N8 C28 H28B 108.4 . .
H28A C28 H28B 107.5 . .
N1 C10 C11 112.0(3) . .
N1 C10 H10A 109.2 . .
C11 C10 H10A 109.2 . .
N1 C10 H10B 109.2 . .
C11 C10 H10B 109.2 . .
H10A C10 H10B 107.9 . .
N2 C2 C1 111.6(3) . .
N2 C2 H2A 109.3 . .
C1 C2 H2A 109.3 . .
N2 C2 H2B 109.3 . .
C1 C2 H2B 109.3 . .
H2A C2 H2B 108.0 . .
N4 C11 C10 112.0(3) . .
N4 C11 H11A 109.2 . .
C10 C11 H11A 109.2 . .
N4 C11 H11B 109.2 . .
C10 C11 H11B 109.2 . .
H11A C11 H11B 107.9 . .
C26 C27 C22 119.4(3) . .
C26 C27 H27 120.3 . .
C22 C27 H27 120.3 . .
C5 C6 C7 120.8(3) . .
C5 C6 H6A 119.6 . .
C7 C6 H6A 119.6 . .
C6 C5 C4 119.9(4) . .
C6 C5 H5A 120.1 . .
C4 C5 H5A 120.1 . .
C35 C34 C33 112.9(4) . .
C35 C34 H34A 109.0 . .
C33 C34 H34A 109.0 . .
C35 C34 H34B 109.0 . .
C33 C34 H34B 109.0 . .
H34A C34 H34B 107.8 . .
C40 C41 C42 111.5(3) . .
C40 C41 H41A 109.3 . .
C42 C41 H41A 109.3 . .
C40 C41 H41B 109.3 . .
C42 C41 H41B 109.3 . .
H41A C41 H41B 108.0 . .
C32 C33 C34 111.2(3) . .
C32 C33 H33A 109.4 . .
C34 C33 H33A 109.4 . .
C32 C33 H33B 109.4 . .
C34 C33 H33B 109.4 . .
H33A C33 H33B 108.0 . .
C18 C13 N5 117.8(3) . .
C18 C13 C14 119.5(4) . .
N5 C13 C14 122.7(4) . .
C17 C18 C13 121.0(4) . .
C17 C18 H18 119.5 . .
C13 C18 H18 119.5 . .
C43 C42 C41 114.9(3) . .
C43 C42 H42A 108.5 . .
C41 C42 H42A 108.5 . .
C43 C42 H42B 108.5 . .
C41 C42 H42B 108.5 . .
H42A C42 H42B 107.5 . .
C7 C8 F1 119.4(4) . .
C7 C8 C9 122.5(4) . .
F1 C8 C9 118.1(4) . .
C38 C37 C36 112.5(4) . .
C38 C37 H37A 109.1 . .
C36 C37 H37A 109.1 . .
C38 C37 H37B 109.1 . .
C36 C37 H37B 109.1 . .
H37A C37 H37B 107.8 . .
F3 C26 C25 117.6(5) . .
F3 C26 C27 119.4(5) . .
C25 C26 C27 122.9(3) . .
C24 C25 C26 116.2(3) . .
C24 C25 H25 121.9 . .
C26 C25 H25 121.9 . .
C15 C14 C13 117.0(4) . .
C15 C14 H14 121.5 . .
C13 C14 H14 121.5 . .
C30 C31 H31A 109.5 . .
C30 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
C30 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
C22 C23 C24 118.5(4) . .
C22 C23 H23 120.7 . .
C24 C23 H23 120.7 . .
C17 C16 C15 116.2(4) . .
C17 C16 H16 121.9 . .
C15 C16 H16 121.9 . .
C8 C7 C6 118.1(4) . .
C8 C7 H7A 120.9 . .
C6 C7 H7A 120.9 . .
F2 C15 C14 117.1(4) . .
F2 C15 C16 117.8(4) . .
C14 C15 C16 125.1(4) . .
C16 C17 C18 121.2(4) . .
C16 C17 H17 119.4 . .
C18 C17 H17 119.4 . .
C42 C43 H43A 109.5 . .
C42 C43 H43B 109.5 . .
H43A C43 H43B 109.5 . .
C42 C43 H43C 109.5 . .
H43A C43 H43C 109.5 . .
H43B C43 H43C 109.5 . .
F4 C24 C25 119.2(4) . .
F4 C24 C23 116.7(4) . .
C25 C24 C23 123.9(4) . .
C38 C39 H39A 109.5 . .
C38 C39 H39B 109.5 . .
H39A C39 H39B 109.5 . .
C38 C39 H39C 109.5 . .
H39A C39 H39C 109.5 . .
H39B C39 H39C 109.5 . .
C34 C35 H35A 109.5 . .
C34 C35 H35B 109.5 . .
H35A C35 H35B 109.5 . .
C34 C35 H35C 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
C39 C38 C37 128.6(7) . .
C39 C38 H38A 105.2 . .
C37 C38 H38A 105.2 . .
C39 C38 H38B 105.2 . .
C37 C38 H38B 105.2 . .
H38A C38 H38B 105.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.477(4) .
N1 C19 1.486(4) .
N1 C10 1.491(4) .
N8 C32 1.529(4) .
N8 C40 1.537(4) .
N8 C28 1.540(4) .
N8 C36 1.552(4) .
N3 C3 1.380(4) .
N3 C4 1.431(4) .
N3 H3 0.8600 .
N7 C21 1.400(4) .
N7 C22 1.422(4) .
N7 H7 0.8600 .
N2 C3 1.371(4) .
N2 C2 1.464(4) .
N2 H2 0.8600 .
N6 C21 1.362(4) .
N6 C20 1.463(4) .
N6 H6 0.8600 .
N5 C12 1.391(5) .
N5 C13 1.412(5) .
N5 H5 0.8600 .
N4 C12 1.374(5) .
N4 C11 1.469(5) .
N4 H4 0.8600 .
O5 O5 0.000(7) 1
O5 C44 1.265(4) .
O4 O4 0.0000 1
O4 C44 1.270(4) .
O1 C3 1.246(4) .
O2 C12 1.237(4) .
O3 C21 1.244(4) .
F1 C8 1.386(5) .
C30 C29 1.534(4) .
C30 C31 1.541(5) .
C30 H30A 0.9700 .
C30 H30B 0.9700 .
C44 O5 1.265(4) 1
C44 O4 1.270(4) 1
C44 C44 1.575(6) 3_566
C22 C23 1.394(5) .
C22 C27 1.400(5) .
C29 C28 1.528(5) .
C29 H29A 0.9700 .
C29 H29B 0.9700 .
C40 C41 1.535(5) .
C40 H40A 0.9700 .
C40 H40B 0.9700 .
C32 C33 1.510(5) .
C32 H32A 0.9700 .
C32 H32B 0.9700 .
C1 C2 1.542(5) .
C1 H1A 0.9700 .
C1 H1B 0.9700 .
C19 C20 1.542(5) .
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C9 C8 1.390(5) .
C9 C4 1.397(5) .
C9 H9 0.9300 .
C20 H20A 0.9700 .
C20 H20B 0.9700 .
C36 C37 1.524(5) .
C36 H36A 0.9700 .
C36 H36B 0.9700 .
C4 C5 1.414(5) .
C28 H28A 0.9700 .
C28 H28B 0.9700 .
C10 C11 1.507(5) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C27 C26 1.391(5) .
C27 H27 0.9300 .
C6 C5 1.391(5) .
C6 C7 1.402(6) .
C6 H6A 0.9300 .
C5 H5A 0.9300 .
C34 C35 1.500(6) .
C34 C33 1.545(5) .
C34 H34A 0.9700 .
C34 H34B 0.9700 .
C41 C42 1.548(5) .
C41 H41A 0.9700 .
C41 H41B 0.9700 .
C33 H33A 0.9700 .
C33 H33B 0.9700 .
C13 C18 1.404(6) .
C13 C14 1.414(5) .
C18 C17 1.394(6) .
C18 H18 0.9300 .
C42 C43 1.517(6) .
C42 H42A 0.9700 .
C42 H42B 0.9700 .
C8 C7 1.386(6) .
C37 C38 1.480(7) .
C37 H37A 0.9700 .
C37 H37B 0.9700 .
C26 F3 1.259(8) .
C26 C25 1.377(6) .
C25 C24 1.372(6) .
C25 H25 0.9300 .
C14 C15 1.387(6) .
C14 H14 0.9300 .
C31 H31A 0.9600 .
C31 H31B 0.9600 .
C31 H31C 0.9600 .
C23 C24 1.396(5) .
C23 H23 0.9300 .
C16 C17 1.392(6) .
C16 C15 1.406(7) .
C16 H16 0.9300 .
C7 H7A 0.9300 .
C15 F2 1.378(5) .
C17 H17 0.9300 .
C43 H43A 0.9600 .
C43 H43B 0.9600 .
C43 H43C 0.9600 .
C24 F4 1.338(6) .
C39 C38 1.395(9) .
C39 H39A 0.9600 .
C39 H39B 0.9600 .
C39 H39C 0.9600 .
C35 H35A 0.9600 .
C35 H35B 0.9600 .
C35 H35C 0.9600 .
C38 H38A 0.9700 .
C38 H38B 0.9700 .
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
N4 H4 O4 0.86 2.27 3.095(4) 161.9 1
N5 H5 O4 0.86 2.41 3.216(4) 156.2 1
N6 H6 O4 0.86 2.09 2.954(4) 178.8 1
N2 H2 O4 0.86 2.23 3.006(3) 150.2 1
N3 H3 O5 0.86 2.18 2.983(3) 155.9 1
N5 H5 O5 0.86 2.49 3.121(4) 130.8 3_566
N7 H7 O5 0.86 2.33 3.142(4) 157.7 3_566
