#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:59:38 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178454 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/75/4027525.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_4027525
loop_
_publ_author_name
'Xiaofang Li'
'Bin Liu'
'Xin Xu'
'Piotr J. Chmielewski'
_publ_section_title
;
 DDQ-Supported Alkoxylation of 2-Aza-21-carbaporphyrin and Noncatalyzed
 Transetherification of Its 3,21-Dialkoxy Derivatives
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8206
_journal_page_last               8219
_journal_paper_doi               10.1021/jo301573e
_journal_volume                  77
_journal_year                    2012
_chemical_formula_moiety         'C54 H51 N4 O3, 0.23(C N), 0.77(C N)'
_chemical_formula_sum            'C55 H51 N5 O3'
_chemical_formula_weight         830.01
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                113.017(4)
_cell_angle_beta                 96.965(4)
_cell_angle_gamma                113.944(5)
_cell_formula_units_Z            2
_cell_length_a                   14.1239(7)
_cell_length_b                   14.6420(6)
_cell_length_c                   16.5327(9)
_cell_measurement_reflns_used    7693
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      77.7590
_cell_measurement_theta_min      3.0772
_cell_volume                     2712.1(3)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Xcalibur with Onyx CCD'
_diffrn_measurement_method       'ω and π scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_av_sigmaI/netI    0.0640
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17283
_diffrn_reflns_theta_full        66.00
_diffrn_reflns_theta_max         66.00
_diffrn_reflns_theta_min         3.08
_exptl_absorpt_coefficient_mu    0.498
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.016
_exptl_crystal_description       block
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_platon_squeeze_details
;
;
_refine_diff_density_max         0.781
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.385
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     606
_refine_ls_number_reflns         9264
_refine_ls_number_restraints     44
_refine_ls_restrained_S_all      1.440
_refine_ls_R_factor_all          0.1041
_refine_ls_R_factor_gt           0.0830
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2254
_refine_ls_wR_factor_ref         0.2358
_reflns_number_gt                5998
_reflns_number_total             9264
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo301573e_si_002.cif
_cod_data_source_block           ctoet3
_cod_original_cell_volume        2712.1(2)
_cod_database_code               4027525
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
C1 C 0.8747(3) 0.2084(3) 0.2958(2) 0.0308(8) Uani 1 1 d . A .
N2 N 0.8580(3) 0.1042(3) 0.2775(2) 0.0408(8) Uani 1 1 d . . .
C3 C 0.7510(3) 0.0252(3) 0.2268(3) 0.0399(9) Uani 1 1 d . A .
C4 C 0.6854(3) 0.0747(3) 0.2109(2) 0.0309(8) Uani 1 1 d . . .
C5 C 0.5750(3) 0.0242(3) 0.1686(2) 0.0308(8) Uani 1 1 d . A .
C6 C 0.5161(3) 0.0852(3) 0.1644(2) 0.0284(7) Uani 1 1 d . . .
C7 C 0.4010(3) 0.0391(3) 0.1409(2) 0.0331(8) Uani 1 1 d . A .
H7A H 0.3482 -0.0383 0.1193 0.040 Uiso 1 1 calc R . .
C8 C 0.3793(3) 0.1263(3) 0.1549(3) 0.0352(8) Uani 1 1 d . . .
H8A H 0.3087 0.1198 0.1448 0.042 Uiso 1 1 calc R A .
C9 C 0.4808(3) 0.2281(3) 0.1869(2) 0.0306(8) Uani 1 1 d . A .
C10 C 0.5002(2) 0.3388(3) 0.2129(2) 0.0278(7) Uani 1 1 d . . .
C11 C 0.6043(2) 0.4395(3) 0.2518(2) 0.0285(7) Uani 1 1 d . A .
C12 C 0.6204(3) 0.5484(3) 0.2651(2) 0.0330(8) Uani 1 1 d . . .
H12A H 0.5642 0.5650 0.2506 0.040 Uiso 1 1 calc R A .
C13 C 0.7291(3) 0.6227(3) 0.3018(3) 0.0331(8) Uani 1 1 d . A .
H13A H 0.7645 0.7014 0.3186 0.040 Uiso 1 1 calc R . .
C14 C 0.7814(3) 0.5577(3) 0.3104(2) 0.0292(7) Uani 1 1 d . . .
C15 C 0.8967(3) 0.6080(3) 0.3450(2) 0.0290(7) Uani 1 1 d . A .
C16 C 0.9558(2) 0.5541(3) 0.3571(2) 0.0282(7) Uani 1 1 d . . .
C17 C 1.0714(2) 0.5954(3) 0.3716(2) 0.0314(8) Uani 1 1 d . A .
H17A H 1.1239 0.6679 0.3812 0.038 Uiso 1 1 calc R . .
C18 C 1.0910(3) 0.5112(3) 0.3688(2) 0.0310(8) Uani 1 1 d . . .
H18A H 1.1604 0.5148 0.3756 0.037 Uiso 1 1 calc R A .
C19 C 0.9914(2) 0.4161(3) 0.3542(2) 0.0280(7) Uani 1 1 d . A .
C20 C 0.9767(3) 0.3076(3) 0.3390(2) 0.0297(8) Uani 1 1 d . . .
C21 C 0.7661(3) 0.2010(3) 0.2582(2) 0.0284(7) Uani 1 1 d . A .
N22 N 0.5600(2) 0.1976(2) 0.1901(2) 0.0299(6) Uani 1 1 d . A .
H22A H 0.6306 0.2449 0.2066 0.036 Uiso 1 1 calc R . .
N23 N 0.7047(2) 0.4469(2) 0.28003(19) 0.0271(6) Uani 1 1 d . A .
N24 N 0.9132(2) 0.4486(2) 0.3497(2) 0.0287(6) Uani 1 1 d . A .
H24A H 0.8442 0.4063 0.3428 0.034 Uiso 1 1 calc R . .
O1 O 0.73667(17) 0.26609(18) 0.32801(16) 0.0290(5) Uani 1 1 d . . .
C31 C 0.7188(3) 0.2350(3) 0.4002(3) 0.0352(8) Uani 1 1 d . A .
H31A H 0.7899 0.2667 0.4474 0.042 Uiso 1 1 calc R . .
H31B H 0.6791 0.1509 0.3731 0.042 Uiso 1 1 calc R . .
C32 C 0.6521(3) 0.2838(4) 0.4437(3) 0.0447(10) Uani 1 1 d . . .
H32A H 0.6377 0.2644 0.4930 0.067 Uiso 1 1 calc R A .
H32B H 0.5822 0.2520 0.3963 0.067 Uiso 1 1 calc R . .
H32C H 0.6924 0.3671 0.4706 0.067 Uiso 1 1 calc R . .
O2 O 0.77009(17) 0.24755(18) 0.19743(16) 0.0299(5) Uani 1 1 d . . .
C41 C 0.7946(3) 0.1946(3) 0.1150(3) 0.0388(9) Uani 1 1 d . A .
H41A H 0.7315 0.1174 0.0714 0.047 Uiso 1 1 calc R . .
H41B H 0.8596 0.1870 0.1320 0.047 Uiso 1 1 calc R . .
C42 C 0.8168(3) 0.2690(4) 0.0702(3) 0.0482(10) Uani 1 1 d . . .
H42A H 0.8337 0.2349 0.0138 0.072 Uiso 1 1 calc R A .
H42B H 0.8794 0.3450 0.1139 0.072 Uiso 1 1 calc R . .
H42C H 0.7518 0.2757 0.0535 0.072 Uiso 1 1 calc R . .
O3 O 0.7166(2) -0.0803(2) 0.1962(2) 0.0387(9) Uani 0.819(5) 1 d P A 1
C61 C 0.7933(4) -0.1203(4) 0.2088(5) 0.0427(13) Uani 0.819(5) 1 d P A 1
H61A H 0.8208 -0.0996 0.2750 0.051 Uiso 0.819(5) 1 calc PR A 1
H61B H 0.8567 -0.0856 0.1900 0.051 Uiso 0.819(5) 1 calc PR A 1
C62 C 0.7314(4) -0.2471(4) 0.1487(3) 0.0408(12) Uani 0.819(5) 1 d P A 1
H62A H 0.7801 -0.2780 0.1546 0.061 Uiso 0.819(5) 1 calc PR A 1
H62B H 0.7041 -0.2663 0.0836 0.061 Uiso 0.819(5) 1 calc PR A 1
H62C H 0.6692 -0.2802 0.1684 0.061 Uiso 0.819(5) 1 calc PR A 1
O3A O 0.8922(9) 0.0454(11) 0.2945(11) 0.041(4) Uani 0.181(5) 1 d P A 2
C61A C 0.841(2) -0.078(3) 0.270(2) 0.056(6) Uani 0.181(5) 1 d PU A 2
H61C H 0.8902 -0.0872 0.3103 0.068 Uiso 0.181(5) 1 calc PR A 2
H61D H 0.7708 -0.1006 0.2837 0.068 Uiso 0.181(5) 1 calc PR A 2
C62A C 0.819(2) -0.153(3) 0.173(2) 0.059(6) Uani 0.181(5) 1 d PU A 2
H62D H 0.7847 -0.2326 0.1609 0.089 Uiso 0.181(5) 1 calc PR A 2
H62E H 0.8885 -0.1331 0.1599 0.089 Uiso 0.181(5) 1 calc PR A 2
H62F H 0.7698 -0.1450 0.1331 0.089 Uiso 0.181(5) 1 calc PR A 2
C51 C 0.5070(3) -0.1025(3) 0.1270(3) 0.0343(8) Uani 1 1 d U . .
C52 C 0.4930(4) -0.1744(3) 0.0375(3) 0.0539(12) Uani 1 1 d . A .
H52A H 0.5207 -0.1432 -0.0007 0.065 Uiso 1 1 calc R . .
C53 C 0.4395(4) -0.2913(4) 0.0020(3) 0.0601(13) Uani 1 1 d . . .
H53A H 0.4341 -0.3385 -0.0594 0.072 Uiso 1 1 calc R A .
C54 C 0.3945(4) -0.3408(3) 0.0516(3) 0.0528(10) Uani 1 1 d U A .
C55 C 0.4063(5) -0.2701(4) 0.1400(4) 0.0749(14) Uani 1 1 d U . .
H55A H 0.3740 -0.3026 0.1760 0.090 Uiso 1 1 calc R A .
C56 C 0.4637(5) -0.1525(4) 0.1789(3) 0.0737(14) Uani 1 1 d U A .
H56A H 0.4735 -0.1058 0.2419 0.088 Uiso 1 1 calc R . .
C57 C 0.3363(5) -0.4700(4) 0.0090(4) 0.0747(16) Uani 1 1 d . . .
H57A H 0.3369 -0.5040 -0.0550 0.112 Uiso 1 1 calc R A .
H57B H 0.2602 -0.4983 0.0084 0.112 Uiso 1 1 calc R . .
H57C H 0.3743 -0.4911 0.0460 0.112 Uiso 1 1 calc R . .
C101 C 0.4018(3) 0.3532(3) 0.1950(2) 0.0305(8) Uani 1 1 d . A .
C102 C 0.3214(3) 0.2851(3) 0.1071(3) 0.0368(9) Uani 1 1 d . . .
H10A H 0.3280 0.2285 0.0585 0.044 Uiso 1 1 calc R A .
C103 C 0.2321(3) 0.3003(4) 0.0909(3) 0.0441(10) Uani 1 1 d . A .
H10B H 0.1784 0.2547 0.0305 0.053 Uiso 1 1 calc R . .
C104 C 0.2191(3) 0.3809(4) 0.1611(3) 0.0519(11) Uani 1 1 d U . .
C105 C 0.2993(3) 0.4490(4) 0.2479(3) 0.0441(10) Uani 1 1 d . A .
H10C H 0.2932 0.5067 0.2959 0.053 Uiso 1 1 calc R . .
C106 C 0.3884(3) 0.4337(3) 0.2653(3) 0.0361(8) Uani 1 1 d . . .
H10D H 0.4412 0.4787 0.3261 0.043 Uiso 1 1 calc R A .
C107 C 0.1195(4) 0.3951(5) 0.1425(4) 0.0728(15) Uani 1 1 d U A .
H10E H 0.1240 0.4553 0.1996 0.109 Uiso 1 1 calc R . .
H10F H 0.0526 0.3230 0.1229 0.109 Uiso 1 1 calc R . .
H10G H 0.1175 0.4162 0.0932 0.109 Uiso 1 1 calc R . .
C151 C 0.9654(3) 0.7306(3) 0.3721(3) 0.0330(8) Uani 1 1 d . . .
C152 C 0.9712(3) 0.7694(4) 0.3078(3) 0.0502(11) Uani 1 1 d . A .
H15A H 0.9310 0.7164 0.2437 0.060 Uiso 1 1 calc R . .
C153 C 1.0348(4) 0.8848(4) 0.3356(4) 0.0620(13) Uani 1 1 d . . .
H15B H 1.0375 0.9093 0.2901 0.074 Uiso 1 1 calc R A .
C154 C 1.0934(5) 0.9634(4) 0.4272(5) 0.0770(16) Uani 1 1 d U A .
C155 C 1.0900(5) 0.9244(4) 0.4900(4) 0.0835(16) Uani 1 1 d U . .
H15C H 1.1321 0.9777 0.5538 0.100 Uiso 1 1 calc R A .
C156 C 1.0281(4) 0.8108(4) 0.4646(3) 0.0654(13) Uani 1 1 d U A .
H15D H 1.0282 0.7872 0.5106 0.079 Uiso 1 1 calc R . .
C157 C 1.1655(6) 1.0900(5) 0.4596(5) 0.110(2) Uani 1 1 d U . .
H15E H 1.2013 1.1314 0.5273 0.166 Uiso 1 1 calc R A .
H15F H 1.1200 1.1200 0.4431 0.166 Uiso 1 1 calc R . .
H15G H 1.2215 1.1000 0.4292 0.166 Uiso 1 1 calc R . .
C201 C 1.0794(3) 0.3031(3) 0.3619(2) 0.0288(7) Uani 1 1 d . A .
C202 C 1.1597(3) 0.3809(3) 0.4495(2) 0.0314(8) Uani 1 1 d . . .
H20A H 1.1464 0.4333 0.4958 0.038 Uiso 1 1 calc R A .
C203 C 1.2595(3) 0.3827(3) 0.4701(3) 0.0328(8) Uani 1 1 d . A .
H20B H 1.3131 0.4363 0.5303 0.039 Uiso 1 1 calc R . .
C204 C 1.2812(3) 0.3074(3) 0.4039(3) 0.0318(8) Uani 1 1 d . . .
C205 C 1.2006(3) 0.2293(3) 0.3171(3) 0.0352(8) Uani 1 1 d . A .
H20C H 1.2139 0.1767 0.2710 0.042 Uiso 1 1 calc R . .
C206 C 1.1015(3) 0.2266(3) 0.2965(3) 0.0326(8) Uani 1 1 d . . .
H20D H 1.0475 0.1716 0.2368 0.039 Uiso 1 1 calc R A .
C207 C 1.3901(3) 0.3110(3) 0.4258(3) 0.0429(10) Uani 1 1 d . A .
H20E H 1.3912 0.2524 0.3710 0.064 Uiso 1 1 calc R . .
H20F H 1.4001 0.2963 0.4783 0.064 Uiso 1 1 calc R . .
H20G H 1.4497 0.3865 0.4421 0.064 Uiso 1 1 calc R . .
N1S N 0.8587(4) -0.0112(3) 0.0635(3) 0.0463(11) Uani 0.77 1 d PDU . .
C1S C 0.9232(5) -0.0008(5) 0.0269(4) 0.0685(17) Uani 0.77 1 d PDU . .
N1U N 0.9791(9) 0.0157(10) -0.0273(9) 0.029(3) Uiso 0.23 1 d PD . 4
C1U C 0.9225(10) 0.0517(12) -0.0353(10) 0.031(3) Uiso 0.23 1 d PD . 4
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
_geom_angle_site_symmetry_3
N2 C1 C20 124.9(3) . .
N2 C1 C21 110.0(3) . .
C20 C1 C21 125.0(3) . .
O3A N2 C1 148.4(6) . .
O3A N2 C3 101.0(6) . .
C1 N2 C3 109.7(3) . .
O3 C3 N2 121.4(3) . .
O3 C3 C4 125.5(4) . .
N2 C3 C4 113.0(3) . .
C5 C4 C3 130.0(3) . .
C5 C4 C21 125.8(3) . .
C3 C4 C21 104.1(3) . .
C4 C5 C6 124.9(3) . .
C4 C5 C51 118.4(3) . .
C6 C5 C51 116.6(3) . .
N22 C6 C7 106.7(3) . .
N22 C6 C5 127.4(3) . .
C7 C6 C5 125.6(3) . .
C8 C7 C6 107.8(3) . .
C8 C7 H7A 126.1 . .
C6 C7 H7A 126.1 . .
C7 C8 C9 108.2(3) . .
C7 C8 H8A 125.9 . .
C9 C8 H8A 125.9 . .
N22 C9 C10 125.2(3) . .
N22 C9 C8 105.8(3) . .
C10 C9 C8 128.9(3) . .
C9 C10 C11 126.6(3) . .
C9 C10 C101 117.2(3) . .
C11 C10 C101 116.1(3) . .
N23 C11 C10 125.5(3) . .
N23 C11 C12 110.0(3) . .
C10 C11 C12 124.5(3) . .
C13 C12 C11 107.9(3) . .
C13 C12 H12A 126.0 . .
C11 C12 H12A 126.0 . .
C12 C13 C14 105.8(3) . .
C12 C13 H13A 127.1 . .
C14 C13 H13A 127.1 . .
N23 C14 C15 127.4(3) . .
N23 C14 C13 110.9(3) . .
C15 C14 C13 121.8(3) . .
C16 C15 C14 126.7(3) . .
C16 C15 C151 115.0(3) . .
C14 C15 C151 118.3(3) . .
N24 C16 C15 126.4(3) . .
N24 C16 C17 106.5(3) . .
C15 C16 C17 126.9(3) . .
C18 C17 C16 107.1(3) . .
C18 C17 H17A 126.5 . .
C16 C17 H17A 126.5 . .
C17 C18 C19 109.6(3) . .
C17 C18 H18A 125.2 . .
C19 C18 H18A 125.2 . .
N24 C19 C20 128.3(3) . .
N24 C19 C18 105.3(3) . .
C20 C19 C18 126.1(3) . .
C1 C20 C19 123.2(3) . .
C1 C20 C201 120.8(3) . .
C19 C20 C201 115.7(3) . .
O1 C21 O2 102.5(2) . .
O1 C21 C4 112.6(3) . .
O2 C21 C4 113.0(3) . .
O1 C21 C1 113.4(3) . .
O2 C21 C1 112.7(3) . .
C4 C21 C1 103.1(3) . .
C6 N22 C9 111.5(3) . .
C6 N22 H22A 124.3 . .
C9 N22 H22A 124.3 . .
C14 N23 C11 105.4(3) . .
C16 N24 C19 111.5(3) . .
C16 N24 H24A 124.3 . .
C19 N24 H24A 124.3 . .
C21 O1 C31 116.9(3) . .
O1 C31 C32 106.8(3) . .
O1 C31 H31A 110.4 . .
C32 C31 H31A 110.4 . .
O1 C31 H31B 110.4 . .
C32 C31 H31B 110.4 . .
H31A C31 H31B 108.6 . .
C31 C32 H32A 109.5 . .
C31 C32 H32B 109.5 . .
H32A C32 H32B 109.5 . .
C31 C32 H32C 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
C21 O2 C41 116.0(2) . .
O2 C41 C42 107.7(3) . .
O2 C41 H41A 110.2 . .
C42 C41 H41A 110.2 . .
O2 C41 H41B 110.2 . .
C42 C41 H41B 110.2 . .
H41A C41 H41B 108.5 . .
C41 C42 H42A 109.5 . .
C41 C42 H42B 109.5 . .
H42A C42 H42B 109.5 . .
C41 C42 H42C 109.5 . .
H42A C42 H42C 109.5 . .
H42B C42 H42C 109.5 . .
C3 O3 C61 120.2(3) . .
O3 C61 C62 106.5(4) . .
O3 C61 H61A 110.4 . .
C62 C61 H61A 110.4 . .
O3 C61 H61B 110.4 . .
C62 C61 H61B 110.4 . .
H61A C61 H61B 108.6 . .
C61 C62 H62A 109.5 . .
C61 C62 H62B 109.5 . .
H62A C62 H62B 109.5 . .
C61 C62 H62C 109.5 . .
H62A C62 H62C 109.5 . .
H62B C62 H62C 109.5 . .
N2 O3A C61A 134.4(13) . .
C62A C61A O3A 113(2) . .
C62A C61A H61C 109.0 . .
O3A C61A H61C 109.0 . .
C62A C61A H61D 109.0 . .
O3A C61A H61D 109.0 . .
H61C C61A H61D 107.8 . .
C61A C62A H62D 109.5 . .
C61A C62A H62E 109.5 . .
H62D C62A H62E 109.5 . .
C61A C62A H62F 109.5 . .
H62D C62A H62F 109.5 . .
H62E C62A H62F 109.5 . .
C52 C51 C56 117.0(4) . .
C52 C51 C5 121.0(3) . .
C56 C51 C5 121.7(3) . .
C51 C52 C53 121.2(4) . .
C51 C52 H52A 119.4 . .
C53 C52 H52A 119.4 . .
C54 C53 C52 122.1(4) . .
C54 C53 H53A 119.0 . .
C52 C53 H53A 119.0 . .
C53 C54 C55 117.1(4) . .
C53 C54 C57 119.9(4) . .
C55 C54 C57 123.0(4) . .
C54 C55 C56 122.1(5) . .
C54 C55 H55A 118.9 . .
C56 C55 H55A 118.9 . .
C51 C56 C55 120.4(4) . .
C51 C56 H56A 119.8 . .
C55 C56 H56A 119.8 . .
C54 C57 H57A 109.5 . .
C54 C57 H57B 109.5 . .
H57A C57 H57B 109.5 . .
C54 C57 H57C 109.5 . .
H57A C57 H57C 109.5 . .
H57B C57 H57C 109.5 . .
C106 C101 C102 118.7(3) . .
C106 C101 C10 121.1(3) . .
C102 C101 C10 120.2(3) . .
C103 C102 C101 119.8(4) . .
C103 C102 H10A 120.1 . .
C101 C102 H10A 120.1 . .
C102 C103 C104 121.4(4) . .
C102 C103 H10B 119.3 . .
C104 C103 H10B 119.3 . .
C105 C104 C103 118.8(3) . .
C105 C104 C107 120.5(4) . .
C103 C104 C107 120.7(4) . .
C104 C105 C106 120.3(4) . .
C104 C105 H10C 119.9 . .
C106 C105 H10C 119.9 . .
C105 C106 C101 121.0(4) . .
C105 C106 H10D 119.5 . .
C101 C106 H10D 119.5 . .
C104 C107 H10E 109.5 . .
C104 C107 H10F 109.5 . .
H10E C107 H10F 109.5 . .
C104 C107 H10G 109.5 . .
H10E C107 H10G 109.5 . .
H10F C107 H10G 109.5 . .
C152 C151 C156 117.4(4) . .
C152 C151 C15 122.5(3) . .
C156 C151 C15 120.2(4) . .
C151 C152 C153 121.1(4) . .
C151 C152 H15A 119.5 . .
C153 C152 H15A 119.5 . .
C154 C153 C152 121.1(5) . .
C154 C153 H15B 119.5 . .
C152 C153 H15B 119.5 . .
C155 C154 C153 117.7(4) . .
C155 C154 C157 120.0(6) . .
C153 C154 C157 122.3(6) . .
C154 C155 C156 122.6(5) . .
C154 C155 H15C 118.7 . .
C156 C155 H15C 118.7 . .
C155 C156 C151 120.2(5) . .
C155 C156 H15D 119.9 . .
C151 C156 H15D 119.9 . .
C154 C157 H15E 109.5 . .
C154 C157 H15F 109.5 . .
H15E C157 H15F 109.5 . .
C154 C157 H15G 109.5 . .
H15E C157 H15G 109.5 . .
H15F C157 H15G 109.5 . .
C206 C201 C202 117.7(3) . .
C206 C201 C20 122.0(3) . .
C202 C201 C20 120.2(3) . .
C201 C202 C203 120.9(3) . .
C201 C202 H20A 119.6 . .
C203 C202 H20A 119.6 . .
C204 C203 C202 120.8(3) . .
C204 C203 H20B 119.6 . .
C202 C203 H20B 119.6 . .
C203 C204 C205 118.2(3) . .
C203 C204 C207 120.7(3) . .
C205 C204 C207 121.1(3) . .
C206 C205 C204 121.3(3) . .
C206 C205 H20C 119.4 . .
C204 C205 H20C 119.4 . .
C205 C206 C201 121.1(3) . .
C205 C206 H20D 119.4 . .
C201 C206 H20D 119.4 . .
C204 C207 H20E 109.5 . .
C204 C207 H20F 109.5 . .
H20E C207 H20F 109.5 . .
C204 C207 H20G 109.5 . .
H20E C207 H20G 109.5 . .
H20F C207 H20G 109.5 . .
N1S C1S N1U 164.6(8) . .
N1S C1S N1U 138.1(8) . 2_755
N1U C1S N1U 57.2(8) . 2_755
N1S C1S C1U 117.7(7) . .
N1U C1S C1U 47.4(4) . .
N1U C1S C1U 103.9(8) 2_755 .
C1U N1U C1S 76.2(10) . .
C1U N1U N1U 143.1(17) . 2_755
C1S N1U N1U 68.5(11) . 2_755
C1U N1U C1S 158.5(13) . 2_755
C1S N1U C1S 122.8(8) . 2_755
N1U N1U C1S 54.3(7) 2_755 2_755
N1U C1U C1S 56.4(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N2 1.343(5) .
C1 C20 1.392(5) .
C1 C21 1.527(4) .
N2 O3A 1.244(13) .
N2 C3 1.356(5) .
C3 O3 1.264(5) .
C3 C4 1.446(5) .
C4 C5 1.364(5) .
C4 C21 1.507(5) .
C5 C6 1.460(5) .
C5 C51 1.495(5) .
C6 N22 1.354(4) .
C6 C7 1.414(4) .
C7 C8 1.372(5) .
C7 H7A 0.9500 .
C8 C9 1.422(5) .
C8 H8A 0.9500 .
C9 N22 1.365(4) .
C9 C10 1.397(5) .
C10 C11 1.421(5) .
C10 C101 1.500(4) .
C11 N23 1.384(4) .
C11 C12 1.436(5) .
C12 C13 1.346(5) .
C12 H12A 0.9500 .
C13 C14 1.458(4) .
C13 H13A 0.9500 .
C14 N23 1.364(4) .
C14 C15 1.411(4) .
C15 C16 1.406(5) .
C15 C151 1.489(5) .
C16 N24 1.358(4) .
C16 C17 1.443(4) .
C17 C18 1.354(5) .
C17 H17A 0.9500 .
C18 C19 1.428(5) .
C18 H18A 0.9500 .
C19 N24 1.373(4) .
C19 C20 1.428(5) .
C20 C201 1.488(4) .
C21 O1 1.411(4) .
C21 O2 1.413(4) .
N22 H22A 0.8800 .
N24 H24A 0.8800 .
O1 C31 1.449(4) .
C31 C32 1.491(5) .
C31 H31A 0.9900 .
C31 H31B 0.9900 .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C32 H32C 0.9800 .
O2 C41 1.443(4) .
C41 C42 1.498(6) .
C41 H41A 0.9900 .
C41 H41B 0.9900 .
C42 H42A 0.9800 .
C42 H42B 0.9800 .
C42 H42C 0.9800 .
O3 C61 1.455(6) .
C61 C62 1.492(7) .
C61 H61A 0.9900 .
C61 H61B 0.9900 .
C62 H62A 0.9800 .
C62 H62B 0.9800 .
C62 H62C 0.9800 .
O3A C61A 1.50(3) .
C61A C62A 1.45(4) .
C61A H61C 0.9900 .
C61A H61D 0.9900 .
C62A H62D 0.9800 .
C62A H62E 0.9800 .
C62A H62F 0.9800 .
C51 C52 1.370(5) .
C51 C56 1.379(6) .
C52 C53 1.379(6) .
C52 H52A 0.9500 .
C53 C54 1.348(6) .
C53 H53A 0.9500 .
C54 C55 1.361(6) .
C54 C57 1.519(6) .
C55 C56 1.382(6) .
C55 H55A 0.9500 .
C56 H56A 0.9500 .
C57 H57A 0.9800 .
C57 H57B 0.9800 .
C57 H57C 0.9800 .
C101 C106 1.393(5) .
C101 C102 1.394(5) .
C102 C103 1.379(5) .
C102 H10A 0.9500 .
C103 C104 1.389(6) .
C103 H10B 0.9500 .
C104 C105 1.381(6) .
C104 C107 1.516(5) .
C105 C106 1.381(5) .
C105 H10C 0.9500 .
C106 H10D 0.9500 .
C107 H10E 0.9800 .
C107 H10F 0.9800 .
C107 H10G 0.9800 .
C151 C152 1.384(6) .
C151 C156 1.387(6) .
C152 C153 1.390(6) .
C152 H15A 0.9500 .
C153 C154 1.365(8) .
C153 H15B 0.9500 .
C154 C155 1.364(8) .
C154 C157 1.522(7) .
C155 C156 1.375(7) .
C155 H15C 0.9500 .
C156 H15D 0.9500 .
C157 H15E 0.9800 .
C157 H15F 0.9800 .
C157 H15G 0.9800 .
C201 C206 1.394(5) .
C201 C202 1.395(5) .
C202 C203 1.395(4) .
C202 H20A 0.9500 .
C203 C204 1.386(5) .
C203 H20B 0.9500 .
C204 C205 1.389(5) .
C204 C207 1.511(4) .
C205 C206 1.380(4) .
C205 H20C 0.9500 .
C206 H20D 0.9500 .
C207 H20E 0.9800 .
C207 H20F 0.9800 .
C207 H20G 0.9800 .
N1S C1S 1.146(3) .
C1S N1U 1.292(13) .
C1S N1U 1.481(11) 2_755
C1S C1U 1.507(15) .
N1U C1U 1.142(3) .
N1U N1U 1.34(2) 2_755
N1U C1S 1.481(11) 2_755
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
_platon_squeeze_void_content
1 -0.199 0.301 0.801 604 189 ' '
