#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:12:37 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178425 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/46/4024641.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_4024641
loop_
_publ_author_name
'Hai-Yu Hu'
'Wei Xue'
'Zhi-Qiang Hu'
'Jun-Feng Xiang'
'Chuan-Feng Chen'
'Sheng-Gui He'
_publ_section_title
;
Probing the Dynamic Environment-Associated Conformational Conversion from
Secondary to Supersecondary Structures in Oligo(phenanthroline
dicarboxamide)s
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4949
_journal_page_last               4957
_journal_paper_doi               10.1021/jo900647d
_journal_volume                  74
_journal_year                    2009
_chemical_formula_moiety         C90H88F2N12O12,1.5C8H10
_chemical_formula_sum            'C102 H103 F2 N12 O12'
_chemical_formula_weight         1726.96
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 118.483(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.1007(16)
_cell_length_b                   35.769(4)
_cell_length_c                   22.459(2)
_cell_measurement_reflns_used    9077
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.1
_cell_measurement_theta_min      1.7
_cell_volume                     9956.5(19)
_computing_cell_refinement       CrystalClear
_computing_data_collection       'CrystalClear(Rigaku/MSC Inc., 2005)'
_computing_data_reduction        CrystalClear
_computing_publication_material  'CrystalStructure 3.7.0'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku Saturn CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_sigmaI/netI    0.0528
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            34963
_diffrn_reflns_theta_full        27.13
_diffrn_reflns_theta_max         27.13
_diffrn_reflns_theta_min         1.74
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.9875
_exptl_absorpt_correction_T_min  0.9798
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.152
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             3652
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_platon_squeeze_details
;
;
_refine_diff_density_max         0.612
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     529
_refine_ls_number_reflns         10966
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0846
_refine_ls_R_factor_gt           0.0699
_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)+(0.1194P)²+4.7919P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1973
_refine_ls_wR_factor_ref         0.2117
_reflns_number_gt                8561
_reflns_number_total             10966
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo900647d_si_006.cif
_cod_data_source_block           shelxl
_cod_database_code               4024641
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
F1 F -0.02278(8) 0.18766(3) 0.30279(6) 0.0398(3) Uani 1 1 d . . .
N1 N 0.16102(14) 0.13824(4) 0.42955(9) 0.0434(4) Uani 1 1 d . . .
H1 H 0.1412 0.1616 0.4177 0.052 Uiso 1 1 calc R . .
N2 N 0.28529(13) 0.19835(4) 0.45075(8) 0.0371(3) Uani 1 1 d . . .
N3 N 0.18570(12) 0.26509(4) 0.40077(8) 0.0344(3) Uani 1 1 d . . .
N4 N -0.01747(12) 0.25973(4) 0.32352(8) 0.0385(4) Uani 1 1 d . . .
H4A H 0.0318 0.2434 0.3491 0.046 Uiso 1 1 calc R . .
N5 N -0.19426(12) 0.14777(4) 0.21966(8) 0.0376(3) Uani 1 1 d . . .
H5A H -0.1271 0.1409 0.2332 0.045 Uiso 1 1 calc R . .
N6 N -0.10860(12) 0.08267(4) 0.22750(8) 0.0360(3) Uani 1 1 d . . .
O1 O 0.30982(14) 0.10075(4) 0.47847(11) 0.0715(5) Uani 1 1 d . . .
O2 O 0.62045(12) 0.19370(5) 0.56076(8) 0.0560(4) Uani 1 1 d . . .
O3 O 0.36733(11) 0.36104(3) 0.42856(8) 0.0461(3) Uani 1 1 d . . .
O4 O -0.04145(11) 0.32328(4) 0.31048(8) 0.0463(3) Uani 1 1 d . . .
O5 O -0.36506(11) 0.12376(4) 0.17103(9) 0.0573(4) Uani 1 1 d . . .
O7 O -0.27411(11) -0.01807(4) 0.19095(8) 0.0517(4) Uani 1 1 d . . .
C1 C 0.07648(18) 0.11226(5) 0.41372(11) 0.0451(5) Uani 1 1 d . . .
C2 C -0.02517(18) 0.12611(6) 0.39820(11) 0.0487(5) Uani 1 1 d . . .
H2 H -0.0356 0.1523 0.3988 0.058 Uiso 1 1 calc R . .
C3 C -0.1108(2) 0.10210(6) 0.38199(12) 0.0560(5) Uani 1 1 d . . .
H3 H -0.1796 0.1119 0.3715 0.067 Uiso 1 1 calc R . .
C4 C -0.0965(2) 0.06380(7) 0.38098(13) 0.0620(6) Uani 1 1 d . . .
H4 H -0.1551 0.0472 0.3701 0.074 Uiso 1 1 calc R . .
C5 C 0.0037(2) 0.05012(6) 0.39596(13) 0.0584(6) Uani 1 1 d . . .
H5 H 0.0133 0.0239 0.3952 0.070 Uiso 1 1 calc R . .
C6 C 0.0911(2) 0.07357(6) 0.41213(12) 0.0530(5) Uani 1 1 d . . .
H6 H 0.1594 0.0636 0.4219 0.064 Uiso 1 1 calc R . .
C7 C 0.26791(18) 0.13160(5) 0.46055(11) 0.0468(5) Uani 1 1 d . . .
C8 C 0.33681(16) 0.16616(5) 0.47414(10) 0.0410(4) Uani 1 1 d . . .
C9 C 0.44831(17) 0.16192(6) 0.51106(11) 0.0470(5) Uani 1 1 d . . .
H9 H 0.4797 0.1380 0.5264 0.056 Uiso 1 1 calc R . .
C10 C 0.51164(16) 0.19318(6) 0.52463(11) 0.0455(5) Uani 1 1 d . . .
C11 C 0.46175(16) 0.22846(5) 0.49929(10) 0.0407(4) Uani 1 1 d . . .
C12 C 0.52223(16) 0.26170(6) 0.50930(11) 0.0454(5) Uani 1 1 d . . .
H12 H 0.5987 0.2607 0.5343 0.054 Uiso 1 1 calc R . .
C13 C 0.47278(16) 0.29484(6) 0.48381(11) 0.0440(4) Uani 1 1 d . . .
H13 H 0.5149 0.3167 0.4907 0.053 Uiso 1 1 calc R . .
C14 C 0.35787(15) 0.29706(5) 0.44667(10) 0.0385(4) Uani 1 1 d . . .
C15 C 0.30238(16) 0.33113(5) 0.41786(10) 0.0397(4) Uani 1 1 d . . .
C16 C 0.19119(16) 0.33147(5) 0.38230(10) 0.0391(4) Uani 1 1 d . . .
H16 H 0.1524 0.3539 0.3633 0.047 Uiso 1 1 calc R . .
C17 C 0.13793(15) 0.29753(5) 0.37531(9) 0.0358(4) Uani 1 1 d . . .
C18 C 0.29443(15) 0.26482(5) 0.43624(9) 0.0350(4) Uani 1 1 d . . .
C19 C 0.34784(15) 0.22929(5) 0.46302(9) 0.0362(4) Uani 1 1 d . . .
C20 C 0.01626(15) 0.29583(5) 0.33304(10) 0.0370(4) Uani 1 1 d . . .
C21 C -0.11811(14) 0.24443(5) 0.27950(9) 0.0341(4) Uani 1 1 d . . .
C22 C -0.11897(13) 0.20621(5) 0.26907(9) 0.0334(4) Uani 1 1 d . . .
C23 C -0.20969(13) 0.18606(5) 0.22600(9) 0.0335(4) Uani 1 1 d . . .
C24 C -0.30685(14) 0.20534(5) 0.19236(10) 0.0375(4) Uani 1 1 d . . .
H24 H -0.3714 0.1926 0.1627 0.045 Uiso 1 1 calc R . .
C25 C -0.30786(15) 0.24369(5) 0.20282(10) 0.0404(4) Uani 1 1 d . . .
H25 H -0.3744 0.2567 0.1799 0.049 Uiso 1 1 calc R . .
C26 C -0.21580(14) 0.26356(5) 0.24536(10) 0.0375(4) Uani 1 1 d . . .
H26 H -0.2192 0.2898 0.2512 0.045 Uiso 1 1 calc R . .
C27 C -0.26760(14) 0.12002(5) 0.19579(10) 0.0386(4) Uani 1 1 d . . .
C28 C -0.21465(14) 0.08222(5) 0.20450(10) 0.0376(4) Uani 1 1 d . . .
C29 C -0.27772(15) 0.04979(5) 0.19002(11) 0.0414(4) Uani 1 1 d . . .
H29 H -0.3535 0.0512 0.1731 0.050 Uiso 1 1 calc R . .
C30 C -0.22583(15) 0.01593(5) 0.20123(11) 0.0411(4) Uani 1 1 d . . .
C31 C -0.11273(15) 0.01489(5) 0.22506(10) 0.0384(4) Uani 1 1 d . . .
C32 C -0.05761(14) 0.04933(5) 0.23761(10) 0.0360(4) Uani 1 1 d . . .
C33 C -0.05441(15) -0.01944(5) 0.23764(10) 0.0416(4) Uani 1 1 d . . .
H33 H -0.0921 -0.0425 0.2286 0.050 Uiso 1 1 calc R . .
C34 C 0.67337(19) 0.15903(8) 0.59297(14) 0.0661(7) Uani 1 1 d . . .
H34A H 0.6581 0.1396 0.5582 0.079 Uiso 1 1 calc R . .
H34B H 0.6460 0.1502 0.6237 0.079 Uiso 1 1 calc R . .
C35 C 0.7916(2) 0.16595(11) 0.63198(17) 0.0857(10) Uani 1 1 d . . .
H35 H 0.8051 0.1866 0.6651 0.103 Uiso 1 1 calc R . .
C36 C 0.8389(2) 0.17681(11) 0.58671(19) 0.0973(11) Uani 1 1 d . . .
H36A H 0.8293 0.1562 0.5555 0.146 Uiso 1 1 calc R . .
H36B H 0.9160 0.1821 0.6145 0.146 Uiso 1 1 calc R . .
H36C H 0.8021 0.1992 0.5607 0.146 Uiso 1 1 calc R . .
C37 C 0.8458(3) 0.12967(14) 0.6716(2) 0.139(2) Uani 1 1 d . . .
H37A H 0.8289 0.1265 0.7089 0.208 Uiso 1 1 calc R . .
H37B H 0.9242 0.1315 0.6899 0.208 Uiso 1 1 calc R . .
H37C H 0.8186 0.1081 0.6410 0.208 Uiso 1 1 calc R . .
C38 C 0.31662(17) 0.39703(5) 0.40688(12) 0.0484(5) Uani 1 1 d . . .
H38A H 0.2739 0.4030 0.4301 0.058 Uiso 1 1 calc R . .
H38B H 0.2676 0.3969 0.3574 0.058 Uiso 1 1 calc R . .
C39 C 0.40469(19) 0.42568(6) 0.42458(13) 0.0561(6) Uani 1 1 d . . .
H39 H 0.4565 0.4235 0.4741 0.067 Uiso 1 1 calc R . .
C40 C 0.4659(3) 0.41877(9) 0.38568(17) 0.0824(9) Uani 1 1 d . . .
H40A H 0.4951 0.3933 0.3947 0.124 Uiso 1 1 calc R . .
H40B H 0.5251 0.4368 0.4001 0.124 Uiso 1 1 calc R . .
H40C H 0.4169 0.4217 0.3371 0.124 Uiso 1 1 calc R . .
C41 C 0.3536(2) 0.46441(7) 0.41129(18) 0.0821(9) Uani 1 1 d . . .
H41A H 0.3107 0.4684 0.3623 0.123 Uiso 1 1 calc R . .
H41B H 0.4104 0.4834 0.4307 0.123 Uiso 1 1 calc R . .
H41C H 0.3067 0.4663 0.4323 0.123 Uiso 1 1 calc R . .
C42 C -0.38827(16) -0.01913(6) 0.17001(13) 0.0525(5) Uani 1 1 d . . .
H42A H -0.4290 -0.0047 0.1277 0.063 Uiso 1 1 calc R . .
H42B H -0.4022 -0.0081 0.2055 0.063 Uiso 1 1 calc R . .
C43 C -0.4236(2) -0.05988(7) 0.15849(15) 0.0643(6) Uani 1 1 d . . .
H43 H -0.4076 -0.0706 0.1231 0.077 Uiso 1 1 calc R . .
C44 C -0.3654(2) -0.08211(8) 0.22185(16) 0.0762(8) Uani 1 1 d . . .
H44A H -0.3787 -0.0713 0.2573 0.114 Uiso 1 1 calc R . .
H44B H -0.2878 -0.0817 0.2367 0.114 Uiso 1 1 calc R . .
H44C H -0.3914 -0.1080 0.2133 0.114 Uiso 1 1 calc R . .
C45 C -0.5453(2) -0.06124(9) 0.13270(19) 0.0892(10) Uani 1 1 d . . .
H45A H -0.5703 -0.0872 0.1228 0.134 Uiso 1 1 calc R . .
H45B H -0.5821 -0.0462 0.0913 0.134 Uiso 1 1 calc R . .
H45C H -0.5616 -0.0512 0.1674 0.134 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'
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
_geom_angle_publ_flag
C7 N1 C1 127.92(17) . . ?
C7 N1 H1 116.0 . . ?
C1 N1 H1 116.0 . . ?
C8 N2 C19 116.48(16) . . ?
C17 N3 C18 117.48(15) . . ?
C20 N4 C21 130.21(16) . . ?
C20 N4 H4A 114.9 . . ?
C21 N4 H4A 114.9 . . ?
C27 N5 C23 129.23(15) . . ?
C27 N5 H5A 115.4 . . ?
C23 N5 H5A 115.4 . . ?
C28 N6 C32 117.60(15) . . ?
C10 O2 C34 117.02(18) . . ?
C15 O3 C38 117.50(15) . . ?
C30 O7 C42 117.94(15) . . ?
C2 C1 C6 119.3(2) . . ?
C2 C1 N1 118.11(18) . . ?
C6 C1 N1 122.5(2) . . ?
C3 C2 C1 120.7(2) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 120.2(2) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 119.2(2) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 121.9(2) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C5 C6 C1 118.7(2) . . ?
C5 C6 H6 120.6 . . ?
C1 C6 H6 120.6 . . ?
O1 C7 N1 125.1(2) . . ?
O1 C7 C8 120.5(2) . . ?
N1 C7 C8 114.43(16) . . ?
N2 C8 C9 125.38(18) . . ?
N2 C8 C7 116.85(17) . . ?
C9 C8 C7 117.76(17) . . ?
C10 C9 C8 118.30(18) . . ?
C10 C9 H9 120.8 . . ?
C8 C9 H9 120.8 . . ?
O2 C10 C9 125.27(19) . . ?
O2 C10 C11 115.50(19) . . ?
C9 C10 C11 119.23(18) . . ?
C19 C11 C12 120.44(17) . . ?
C19 C11 C10 117.25(18) . . ?
C12 C11 C10 122.31(18) . . ?
C13 C12 C11 121.13(19) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 C14 120.48(18) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C18 C14 C15 117.17(17) . . ?
C18 C14 C13 120.34(17) . . ?
C15 C14 C13 122.48(17) . . ?
O3 C15 C16 125.60(17) . . ?
O3 C15 C14 114.62(17) . . ?
C16 C15 C14 119.77(16) . . ?
C15 C16 C17 117.35(17) . . ?
C15 C16 H16 121.3 . . ?
C17 C16 H16 121.3 . . ?
N3 C17 C16 125.21(18) . . ?
N3 C17 C20 115.19(15) . . ?
C16 C17 C20 119.53(16) . . ?
N3 C18 C14 123.01(16) . . ?
N3 C18 C19 118.00(15) . . ?
C14 C18 C19 118.97(17) . . ?
N2 C19 C11 123.32(17) . . ?
N2 C19 C18 118.04(16) . . ?
C11 C19 C18 118.64(16) . . ?
O4 C20 N4 125.86(18) . . ?
O4 C20 C17 124.02(16) . . ?
N4 C20 C17 110.11(15) . . ?
C22 C21 C26 117.66(16) . . ?
C22 C21 N4 115.47(15) . . ?
C26 C21 N4 126.86(16) . . ?
F1 C22 C23 118.46(15) . . ?
F1 C22 C21 117.26(15) . . ?
C23 C22 C21 124.27(15) . . ?
C22 C23 C24 117.66(16) . . ?
C22 C23 N5 116.29(15) . . ?
C24 C23 N5 126.04(16) . . ?
C23 C24 C25 118.90(17) . . ?
C23 C24 H24 120.6 . . ?
C25 C24 H24 120.6 . . ?
C26 C25 C24 122.68(17) . . ?
C26 C25 H25 118.7 . . ?
C24 C25 H25 118.7 . . ?
C25 C26 C21 118.81(17) . . ?
C25 C26 H26 120.6 . . ?
C21 C26 H26 120.6 . . ?
O5 C27 N5 125.80(17) . . ?
O5 C27 C28 122.49(16) . . ?
N5 C27 C28 111.70(15) . . ?
N6 C28 C29 124.87(16) . . ?
N6 C28 C27 115.74(15) . . ?
C29 C28 C27 119.36(16) . . ?
C30 C29 C28 117.58(16) . . ?
C30 C29 H29 121.2 . . ?
C28 C29 H29 121.2 . . ?
O7 C30 C29 125.30(17) . . ?
O7 C30 C31 114.97(16) . . ?
C29 C30 C31 119.73(16) . . ?
C32 C31 C30 117.71(16) . . ?
C32 C31 C33 120.02(17) . . ?
C30 C31 C33 122.26(16) . . ?
N6 C32 C31 122.50(16) . . ?
N6 C32 C32 118.30(10) . 2 ?
C31 C32 C32 119.21(10) . 2 ?
C33 C33 C31 120.76(10) 2 . ?
C33 C33 H33 119.6 2 . ?
C31 C33 H33 119.6 . . ?
O2 C34 C35 108.5(2) . . ?
O2 C34 H34A 110.0 . . ?
C35 C34 H34A 110.0 . . ?
O2 C34 H34B 110.0 . . ?
C35 C34 H34B 110.0 . . ?
H34A C34 H34B 108.4 . . ?
C34 C35 C36 112.2(3) . . ?
C34 C35 C37 107.8(3) . . ?
C36 C35 C37 110.3(3) . . ?
C34 C35 H35 108.9 . . ?
C36 C35 H35 108.9 . . ?
C37 C35 H35 108.9 . . ?
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 . . ?
O3 C38 C39 107.71(17) . . ?
O3 C38 H38A 110.2 . . ?
C39 C38 H38A 110.2 . . ?
O3 C38 H38B 110.2 . . ?
C39 C38 H38B 110.2 . . ?
H38A C38 H38B 108.5 . . ?
C38 C39 C40 111.2(2) . . ?
C38 C39 C41 108.2(2) . . ?
C40 C39 C41 112.5(2) . . ?
C38 C39 H39 108.3 . . ?
C40 C39 H39 108.3 . . ?
C41 C39 H39 108.3 . . ?
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 . . ?
O7 C42 C43 107.67(18) . . ?
O7 C42 H42A 110.2 . . ?
C43 C42 H42A 110.2 . . ?
O7 C42 H42B 110.2 . . ?
C43 C42 H42B 110.2 . . ?
H42A C42 H42B 108.5 . . ?
C44 C43 C42 111.3(2) . . ?
C44 C43 C45 110.6(2) . . ?
C42 C43 C45 108.2(2) . . ?
C44 C43 H43 108.9 . . ?
C42 C43 H43 108.9 . . ?
C45 C43 H43 108.9 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C43 C45 H45A 109.5 . . ?
C43 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C43 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 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
F1 C22 1.3687(18) . ?
N1 C7 1.346(3) . ?
N1 C1 1.417(3) . ?
N1 H1 0.8800 . ?
N2 C8 1.329(2) . ?
N2 C19 1.359(2) . ?
N3 C17 1.326(2) . ?
N3 C18 1.349(2) . ?
N4 C20 1.357(2) . ?
N4 C21 1.397(2) . ?
N4 H4A 0.8800 . ?
N5 C27 1.347(2) . ?
N5 C23 1.404(2) . ?
N5 H5A 0.8800 . ?
N6 C28 1.329(2) . ?
N6 C32 1.355(2) . ?
O1 C7 1.226(2) . ?
O2 C10 1.351(2) . ?
O2 C34 1.450(3) . ?
O3 C15 1.353(2) . ?
O3 C38 1.440(2) . ?
O4 C20 1.221(2) . ?
O5 C27 1.219(2) . ?
O7 C30 1.359(2) . ?
O7 C42 1.446(2) . ?
C1 C2 1.395(3) . ?
C1 C6 1.402(3) . ?
C2 C3 1.381(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.387(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.376(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.388(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.511(3) . ?
C8 C9 1.392(3) . ?
C9 C10 1.372(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.425(3) . ?
C11 C19 1.413(3) . ?
C11 C12 1.417(3) . ?
C12 C13 1.356(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.428(3) . ?
C13 H13 0.9500 . ?
C14 C18 1.409(2) . ?
C14 C15 1.426(3) . ?
C15 C16 1.379(3) . ?
C16 C17 1.396(2) . ?
C16 H16 0.9500 . ?
C17 C20 1.515(3) . ?
C18 C19 1.453(2) . ?
C21 C22 1.386(2) . ?
C21 C26 1.395(2) . ?
C22 C23 1.383(2) . ?
C23 C24 1.392(2) . ?
C24 C25 1.393(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.386(3) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 C28 1.511(2) . ?
C28 C29 1.402(2) . ?
C29 C30 1.375(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.420(3) . ?
C31 C32 1.411(2) . ?
C31 C33 1.429(2) . ?
C32 C32 1.445(3) 2 ?
C33 C33 1.360(4) 2 ?
C33 H33 0.9500 . ?
C34 C35 1.489(4) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.509(4) . ?
C35 C37 1.553(5) . ?
C35 H35 1.0000 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C39 1.510(3) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 C40 1.512(4) . ?
C39 C41 1.524(3) . ?
C39 H39 1.0000 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 C43 1.522(3) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.489(4) . ?
C43 C45 1.529(4) . ?
C43 H43 1.0000 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
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
C7 N1 C1 C2 163.2(2) . . . . ?
C7 N1 C1 C6 -17.8(3) . . . . ?
C6 C1 C2 C3 0.6(3) . . . . ?
N1 C1 C2 C3 179.62(19) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
C2 C3 C4 C5 -0.3(4) . . . . ?
C3 C4 C5 C6 0.0(4) . . . . ?
C4 C5 C6 C1 0.6(4) . . . . ?
C2 C1 C6 C5 -0.9(3) . . . . ?
N1 C1 C6 C5 -179.9(2) . . . . ?
C1 N1 C7 O1 2.6(4) . . . . ?
C1 N1 C7 C8 -175.95(18) . . . . ?
C19 N2 C8 C9 1.5(3) . . . . ?
C19 N2 C8 C7 -179.83(16) . . . . ?
O1 C7 C8 N2 177.4(2) . . . . ?
N1 C7 C8 N2 -4.0(3) . . . . ?
O1 C7 C8 C9 -3.9(3) . . . . ?
N1 C7 C8 C9 174.78(18) . . . . ?
N2 C8 C9 C10 -0.4(3) . . . . ?
C7 C8 C9 C10 -178.99(18) . . . . ?
C34 O2 C10 C9 -6.1(3) . . . . ?
C34 O2 C10 C11 174.09(19) . . . . ?
C8 C9 C10 O2 178.70(18) . . . . ?
C8 C9 C10 C11 -1.5(3) . . . . ?
O2 C10 C11 C19 -178.09(17) . . . . ?
C9 C10 C11 C19 2.1(3) . . . . ?
O2 C10 C11 C12 2.0(3) . . . . ?
C9 C10 C11 C12 -177.75(19) . . . . ?
C19 C11 C12 C13 -0.8(3) . . . . ?
C10 C11 C12 C13 179.05(19) . . . . ?
C11 C12 C13 C14 0.7(3) . . . . ?
C12 C13 C14 C18 0.2(3) . . . . ?
C12 C13 C14 C15 -178.81(19) . . . . ?
C38 O3 C15 C16 6.4(3) . . . . ?
C38 O3 C15 C14 -173.83(17) . . . . ?
C18 C14 C15 O3 -179.02(16) . . . . ?
C13 C14 C15 O3 0.0(3) . . . . ?
C18 C14 C15 C16 0.7(3) . . . . ?
C13 C14 C15 C16 179.77(18) . . . . ?
O3 C15 C16 C17 178.62(17) . . . . ?
C14 C15 C16 C17 -1.1(3) . . . . ?
C18 N3 C17 C16 0.0(3) . . . . ?
C18 N3 C17 C20 177.05(15) . . . . ?
C15 C16 C17 N3 0.8(3) . . . . ?
C15 C16 C17 C20 -176.19(16) . . . . ?
C17 N3 C18 C14 -0.4(3) . . . . ?
C17 N3 C18 C19 -178.56(16) . . . . ?
C15 C14 C18 N3 0.0(3) . . . . ?
C13 C14 C18 N3 -179.03(16) . . . . ?
C15 C14 C18 C19 178.20(16) . . . . ?
C13 C14 C18 C19 -0.9(3) . . . . ?
C8 N2 C19 C11 -0.8(3) . . . . ?
C8 N2 C19 C18 177.98(16) . . . . ?
C12 C11 C19 N2 178.92(17) . . . . ?
C10 C11 C19 N2 -1.0(3) . . . . ?
C12 C11 C19 C18 0.1(3) . . . . ?
C10 C11 C19 C18 -179.75(16) . . . . ?
N3 C18 C19 N2 0.1(2) . . . . ?
C14 C18 C19 N2 -178.17(16) . . . . ?
N3 C18 C19 C11 178.95(16) . . . . ?
C14 C18 C19 C11 0.7(3) . . . . ?
C21 N4 C20 O4 11.0(3) . . . . ?
C21 N4 C20 C17 -168.03(17) . . . . ?
N3 C17 C20 O4 173.66(17) . . . . ?
C16 C17 C20 O4 -9.1(3) . . . . ?
N3 C17 C20 N4 -7.3(2) . . . . ?
C16 C17 C20 N4 169.97(16) . . . . ?
C20 N4 C21 C22 163.61(18) . . . . ?
C20 N4 C21 C26 -16.0(3) . . . . ?
C26 C21 C22 F1 -179.98(15) . . . . ?
N4 C21 C22 F1 0.4(2) . . . . ?
C26 C21 C22 C23 1.5(3) . . . . ?
N4 C21 C22 C23 -178.11(17) . . . . ?
F1 C22 C23 C24 179.74(15) . . . . ?
C21 C22 C23 C24 -1.7(3) . . . . ?
F1 C22 C23 N5 -1.2(2) . . . . ?
C21 C22 C23 N5 177.36(16) . . . . ?
C27 N5 C23 C22 162.23(19) . . . . ?
C27 N5 C23 C24 -18.8(3) . . . . ?
C22 C23 C24 C25 0.9(3) . . . . ?
N5 C23 C24 C25 -178.15(17) . . . . ?
C23 C24 C25 C26 0.2(3) . . . . ?
C24 C25 C26 C21 -0.4(3) . . . . ?
C22 C21 C26 C25 -0.4(3) . . . . ?
N4 C21 C26 C25 179.18(17) . . . . ?
C23 N5 C27 O5 4.5(3) . . . . ?
C23 N5 C27 C28 -174.28(17) . . . . ?
C32 N6 C28 C29 0.1(3) . . . . ?
C32 N6 C28 C27 178.40(16) . . . . ?
O5 C27 C28 N6 175.14(19) . . . . ?
N5 C27 C28 N6 -6.1(2) . . . . ?
O5 C27 C28 C29 -6.5(3) . . . . ?
N5 C27 C28 C29 172.32(17) . . . . ?
N6 C28 C29 C30 0.8(3) . . . . ?
C27 C28 C29 C30 -177.39(18) . . . . ?
C42 O7 C30 C29 -3.5(3) . . . . ?
C42 O7 C30 C31 176.90(18) . . . . ?
C28 C29 C30 O7 178.96(19) . . . . ?
C28 C29 C30 C31 -1.5(3) . . . . ?
O7 C30 C31 C32 -179.15(17) . . . . ?
C29 C30 C31 C32 1.2(3) . . . . ?
O7 C30 C31 C33 -0.4(3) . . . . ?
C29 C30 C31 C33 179.98(19) . . . . ?
C28 N6 C32 C31 -0.4(3) . . . . ?
C28 N6 C32 C32 179.8(2) . . . 2 ?
C30 C31 C32 N6 -0.3(3) . . . . ?
C33 C31 C32 N6 -179.05(18) . . . . ?
C30 C31 C32 C32 179.5(2) . . . 2 ?
C33 C31 C32 C32 0.8(3) . . . 2 ?
C32 C31 C33 C33 0.7(4) . . . 2 ?
C30 C31 C33 C33 -178.0(2) . . . 2 ?
C10 O2 C34 C35 -177.9(2) . . . . ?
O2 C34 C35 C36 -63.8(4) . . . . ?
O2 C34 C35 C37 174.7(3) . . . . ?
C15 O3 C38 C39 179.54(17) . . . . ?
O3 C38 C39 C40 64.0(3) . . . . ?
O3 C38 C39 C41 -172.0(2) . . . . ?
C30 O7 C42 C43 177.11(19) . . . . ?
O7 C42 C43 C44 61.2(3) . . . . ?
O7 C42 C43 C45 -177.0(2) . . . . ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 0.500 0.752 1284.1 174.9
2 0.120 0.168 0.690 10.5 0.6
3 0.120 0.832 0.190 10.8 0.6
4 0.500 0.000 1.063 1284.0 174.9
5 0.380 0.332 0.310 10.7 0.7
6 0.379 0.668 0.810 10.4 0.7
7 0.620 0.332 0.190 10.8 0.6
8 0.620 0.668 0.690 10.5 0.6
9 0.879 0.168 0.810 10.4 0.7
10 0.880 0.832 0.310 10.7 0.7
