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#$Date: 2023-06-09 09:34:35 +0300 (Fri, 09 Jun 2023) $
#$Revision: 284420 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/73/8107325.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_8107325
loop_
_publ_author_name
'Zhou, Ji'
'Yuan, Shuhao'
'Yan, Shiyu'
'Tang, Qingyuan'
'Mao, Han'
'He, Qian'
'Cui, Ying'
_publ_section_title
;
 The crystal structure of
 (E)-3′,6′-bis(diethylamino)-2-((5-(diethylamino)-2-hydroxybenzylidene)amino)spiro[isoindoline-1,9′-xanthen]-3-one,
 C39H45N5O3
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1167
_journal_page_last               1170
_journal_paper_doi               10.1515/ncrs-2022-0449
_journal_volume                  237
_journal_year                    2022
_chemical_formula_sum            'C39 H45 N5 O3'
_chemical_formula_weight         631.80
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 94.812(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.8558(12)
_cell_length_b                   12.1159(11)
_cell_length_c                   24.014(2)
_cell_measurement_reflns_used    2603
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      20.21
_cell_measurement_theta_min      2.39
_cell_volume                     3437.3(5)
_computing_cell_refinement       'Bruker SAINT [1]'
_computing_data_collection       'Bruker APEX2 [1]'
_computing_data_reduction        'Bruker SAINT [1]'
_computing_molecular_graphics    'ORTEP-3 for Windows [4]'
_computing_publication_material  'SHELXL-2018/3 [3]'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018) [3]'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018) [2]'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            17210
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.097
_diffrn_reflns_theta_max         25.097
_diffrn_reflns_theta_min         1.702
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_description       acicular
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_transmission_factor_max   0.9901
_exptl_transmission_factor_min   0.9872
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         6114
_refine_ls_number_restraints     46
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.1146
_refine_ls_R_factor_gt           0.0574
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0830P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1513
_refine_ls_wR_factor_ref         0.1725
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3313
_reflns_number_total             6114
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0449_suppl.cif
_cod_data_source_block           jwj096_a
_cod_original_cell_volume        3437.3(6)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               8107325
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.985
_shelx_estimated_absorpt_t_max   0.988
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.18320(13) 0.80843(13) 0.14611(8) 0.0724(5) Uani 1 1 d . . . . .
O2 O -0.17777(16) 0.42182(15) 0.18188(9) 0.0859(6) Uani 1 1 d . . . . .
O3 O -0.03513(18) 0.41609(16) 0.32932(8) 0.0854(6) Uani 1 1 d . . . . .
H3A H -0.045581 0.434037 0.296369 0.128 Uiso 1 1 calc R U . . .
N1 N 0.48292(18) 0.54753(19) 0.14314(10) 0.0772(7) Uani 1 1 d . U . . .
N2 N -0.0588(2) 1.09432(19) 0.20122(13) 0.0989(8) Uani 1 1 d . U . . .
N3 N -0.04574(16) 0.56191(15) 0.18734(9) 0.0551(5) Uani 1 1 d . . . . .
N4 N -0.01804(17) 0.54172(16) 0.24265(9) 0.0578(5) Uani 1 1 d . . . . .
N5 N 0.1782(3) 0.5081(2) 0.49866(12) 0.0954(8) Uani 1 1 d . . . . .
C1 C 0.13623(19) 0.61509(19) 0.15165(10) 0.0529(6) Uani 1 1 d . . . . .
C2 C 0.1784(2) 0.5090(2) 0.15437(11) 0.0671(7) Uani 1 1 d . . . . .
H2 H 0.128351 0.450805 0.158113 0.080 Uiso 1 1 calc R U . . .
C3 C 0.2911(2) 0.4857(2) 0.15179(12) 0.0697(8) Uani 1 1 d . . . . .
H3 H 0.315532 0.412805 0.154309 0.084 Uiso 1 1 calc R U . . .
C4 C 0.3697(2) 0.5698(2) 0.14543(11) 0.0601(7) Uani 1 1 d . . . . .
C5 C 0.3280(2) 0.6781(2) 0.14329(11) 0.0626(7) Uani 1 1 d . . . . .
H5 H 0.377275 0.736808 0.139272 0.075 Uiso 1 1 calc R U . . .
C6 C 0.2137(2) 0.69823(19) 0.14716(10) 0.0548(6) Uani 1 1 d . . . . .
C7 C 0.0772(2) 0.83598(19) 0.16174(10) 0.0564(6) Uani 1 1 d . . . . .
C8 C 0.0608(2) 0.9466(2) 0.17266(12) 0.0672(7) Uani 1 1 d . . . . .
H8 H 0.119304 0.996337 0.168731 0.081 Uiso 1 1 calc R U . . .
C9 C -0.0418(2) 0.9849(2) 0.18943(12) 0.0695(8) Uani 1 1 d . . . . .
C10 C -0.1274(2) 0.9062(2) 0.19416(12) 0.0720(8) Uani 1 1 d . . . . .
H10 H -0.197328 0.928293 0.205110 0.086 Uiso 1 1 calc R U . . .
C11 C -0.1091(2) 0.7976(2) 0.18288(11) 0.0651(7) Uani 1 1 d . . . . .
H11 H -0.167449 0.747485 0.186611 0.078 Uiso 1 1 calc R U . . .
C12 C -0.00706(18) 0.75860(18) 0.16604(10) 0.0516(6) Uani 1 1 d . . . . .
C13 C 0.01094(18) 0.63932(18) 0.15065(10) 0.0524(6) Uani 1 1 d . . . . .
C14 C -0.0505(2) 0.6084(2) 0.09497(11) 0.0560(6) Uani 1 1 d . . . . .
C15 C -0.1268(2) 0.5255(2) 0.10074(12) 0.0628(7) Uani 1 1 d . . . . .
C16 C -0.1913(2) 0.4818(3) 0.05510(16) 0.0856(9) Uani 1 1 d . . . . .
H16 H -0.242205 0.424758 0.059567 0.103 Uiso 1 1 calc R U . . .
C17 C -0.1782(3) 0.5245(4) 0.00373(16) 0.1004(11) Uani 1 1 d . . . . .
H17 H -0.220896 0.496637 -0.027387 0.120 Uiso 1 1 calc R U . . .
C18 C -0.1023(3) 0.6086(3) -0.00264(14) 0.0939(10) Uani 1 1 d . . . . .
H18 H -0.094742 0.637162 -0.038088 0.113 Uiso 1 1 calc R U . . .
C19 C -0.0365(2) 0.6520(2) 0.04324(13) 0.0777(8) Uani 1 1 d . . . . .
H19 H 0.015082 0.708535 0.038859 0.093 Uiso 1 1 calc R U . . .
C20 C -0.1241(2) 0.4935(2) 0.15964(13) 0.0629(7) Uani 1 1 d . . . . .
C21 C 0.0549(2) 0.6008(2) 0.27140(11) 0.0588(7) Uani 1 1 d . . . . .
H21 H 0.088481 0.660351 0.254751 0.071 Uiso 1 1 calc R U . . .
C22 C 0.0852(2) 0.5760(2) 0.32906(11) 0.0580(7) Uani 1 1 d . . . . .
C23 C 0.0406(2) 0.4859(2) 0.35616(12) 0.0639(7) Uani 1 1 d . . . . .
C24 C 0.0740(2) 0.4632(2) 0.41131(13) 0.0737(8) Uani 1 1 d . . . . .
H24 H 0.044464 0.401347 0.427846 0.088 Uiso 1 1 calc R U . . .
C25 C 0.1502(3) 0.5295(3) 0.44299(13) 0.0741(8) Uani 1 1 d . . . . .
C26 C 0.1950(3) 0.6208(2) 0.41589(13) 0.0795(8) Uani 1 1 d . . . . .
H26 H 0.247084 0.667029 0.435338 0.095 Uiso 1 1 calc R U . . .
C27 C 0.1615(2) 0.6414(2) 0.36050(13) 0.0735(8) Uani 1 1 d . . . . .
H27 H 0.191850 0.702322 0.343525 0.088 Uiso 1 1 calc R U . . .
C28 C 0.5610(2) 0.6323(3) 0.12866(15) 0.0907(10) Uani 1 1 d . . . . .
H28A H 0.637494 0.607982 0.139834 0.109 Uiso 1 1 calc R U . . .
H28B H 0.547052 0.698424 0.149816 0.109 Uiso 1 1 calc R U . . .
C29 C 0.5532(3) 0.6609(3) 0.06810(18) 0.1354(16) Uani 1 1 d . . . . .
H29A H 0.571743 0.597194 0.046886 0.203 Uiso 1 1 calc R U . . .
H29B H 0.605349 0.719389 0.061969 0.203 Uiso 1 1 calc R U . . .
H29C H 0.477599 0.684395 0.056439 0.203 Uiso 1 1 calc R U . . .
C30 C 0.5256(2) 0.4328(3) 0.14739(15) 0.0926(9) Uani 1 1 d . U . . .
H30A H 0.606090 0.434067 0.158569 0.111 Uiso 1 1 calc R U . . .
H30B H 0.488389 0.394405 0.176227 0.111 Uiso 1 1 calc R U . . .
C31 C 0.5063(3) 0.3722(3) 0.09516(18) 0.1279(14) Uani 1 1 d . . . . .
H31A H 0.427217 0.373848 0.082831 0.192 Uiso 1 1 calc R U . . .
H31B H 0.530260 0.297001 0.100831 0.192 Uiso 1 1 calc R U . . .
H31C H 0.548891 0.405630 0.067341 0.192 Uiso 1 1 calc R U . . .
C32 C -0.1672(3) 1.1348(3) 0.22181(15) 0.0983(10) Uani 1 1 d . U . . .
H32A H -0.193901 1.080918 0.247509 0.118 Uiso 1 1 calc R U . . .
H32B H -0.152513 1.203018 0.242322 0.118 Uiso 1 1 calc R U . . .
C33 C -0.2562(3) 1.1544(3) 0.17693(16) 0.1096(11) Uani 1 1 d . . . . .
H33A H -0.230124 1.206990 0.151008 0.164 Uiso 1 1 calc R U . . .
H33B H -0.322360 1.182702 0.192492 0.164 Uiso 1 1 calc R U . . .
H33C H -0.274562 1.086287 0.157833 0.164 Uiso 1 1 calc R U . . .
C34 C 0.013(2) 1.1821(18) 0.1716(9) 0.093(7) Uani 0.386(14) 1 d . U P A 1
H34A H 0.050792 1.149991 0.141003 0.112 Uiso 0.386(14) 1 calc R U P A 1
H34B H -0.032076 1.244552 0.157952 0.112 Uiso 0.386(14) 1 calc R U P A 1
C35 C 0.0968(14) 1.2138(12) 0.2196(5) 0.104(4) Uani 0.386(14) 1 d . U P A 1
H35A H 0.056821 1.243443 0.249398 0.156 Uiso 0.386(14) 1 calc R U P A 1
H35B H 0.148001 1.268389 0.207446 0.156 Uiso 0.386(14) 1 calc R U P A 1
H35C H 0.138708 1.149740 0.232697 0.156 Uiso 0.386(14) 1 calc R U P A 1
C34A C 0.0297(12) 1.1737(10) 0.1992(5) 0.082(3) Uani 0.614(14) 1 d . U P A 2
H34C H 0.102012 1.140447 0.211437 0.099 Uiso 0.614(14) 1 calc R U P A 2
H34D H 0.016767 1.235261 0.223653 0.099 Uiso 0.614(14) 1 calc R U P A 2
C35A C 0.0304(7) 1.2126(7) 0.1405(5) 0.108(3) Uani 0.614(14) 1 d . U P A 2
H35D H 0.037308 1.150376 0.116214 0.161 Uiso 0.614(14) 1 calc R U P A 2
H35E H 0.093256 1.261556 0.137441 0.161 Uiso 0.614(14) 1 calc R U P A 2
H35F H -0.038921 1.250952 0.129801 0.161 Uiso 0.614(14) 1 calc R U P A 2
C36 C 0.1480(3) 0.4027(3) 0.52286(14) 0.1031(11) Uani 1 1 d . . . . .
H36A H 0.069941 0.385550 0.510537 0.124 Uiso 1 1 calc R U . . .
H36B H 0.153436 0.409525 0.563241 0.124 Uiso 1 1 calc R U . . .
C37 C 0.2219(3) 0.3094(3) 0.50717(17) 0.1225(13) Uani 1 1 d . . . . .
H37A H 0.224574 0.307957 0.467339 0.184 Uiso 1 1 calc R U . . .
H37B H 0.191460 0.240885 0.519363 0.184 Uiso 1 1 calc R U . . .
H37C H 0.296889 0.319429 0.524762 0.184 Uiso 1 1 calc R U . . .
C38 C 0.2560(5) 0.5800(3) 0.53217(16) 0.1288(15) Uani 1 1 d . . . . .
H38A H 0.238179 0.576102 0.570819 0.155 Uiso 1 1 calc R U . . .
H38B H 0.243665 0.655494 0.519679 0.155 Uiso 1 1 calc R U . . .
C39 C 0.3760(5) 0.5527(4) 0.5295(2) 0.175(2) Uani 1 1 d . . . . .
H39A H 0.389725 0.478919 0.542970 0.263 Uiso 1 1 calc R U . . .
H39B H 0.421622 0.603510 0.552294 0.263 Uiso 1 1 calc R U . . .
H39C H 0.395025 0.557852 0.491528 0.263 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C7 O1 C6 118.07(18) . .
C23 O3 H3A 109.5 . .
C4 N1 C28 121.2(2) . .
C4 N1 C30 120.7(2) . .
C28 N1 C30 117.6(2) . .
C9 N2 C34A 121.5(5) . .
C9 N2 C32 121.9(2) . .
C34A N2 C32 116.4(5) . .
C9 N2 C34 117.7(9) . .
C32 N2 C34 116.3(8) . .
N4 N3 C20 117.5(2) . .
N4 N3 C13 127.37(19) . .
C20 N3 C13 114.5(2) . .
C21 N4 N3 121.5(2) . .
C25 N5 C38 120.9(3) . .
C25 N5 C36 120.3(3) . .
C38 N5 C36 117.8(3) . .
C6 C1 C2 116.5(2) . .
C6 C1 C13 121.3(2) . .
C2 C1 C13 122.2(2) . .
C3 C2 C1 122.7(2) . .
C3 C2 H2 118.7 . .
C1 C2 H2 118.7 . .
C2 C3 C4 121.1(2) . .
C2 C3 H3 119.5 . .
C4 C3 H3 119.5 . .
N1 C4 C3 121.6(2) . .
N1 C4 C5 121.6(2) . .
C3 C4 C5 116.8(2) . .
C6 C5 C4 120.3(2) . .
C6 C5 H5 119.9 . .
C4 C5 H5 119.9 . .
C1 C6 O1 122.2(2) . .
C1 C6 C5 122.7(2) . .
O1 C6 C5 115.1(2) . .
C12 C7 C8 122.0(2) . .
C12 C7 O1 122.4(2) . .
C8 C7 O1 115.5(2) . .
C7 C8 C9 121.2(2) . .
C7 C8 H8 119.4 . .
C9 C8 H8 119.4 . .
N2 C9 C8 121.9(2) . .
N2 C9 C10 121.3(2) . .
C8 C9 C10 116.8(2) . .
C11 C10 C9 120.8(2) . .
C11 C10 H10 119.6 . .
C9 C10 H10 119.6 . .
C10 C11 C12 122.8(2) . .
C10 C11 H11 118.6 . .
C12 C11 H11 118.6 . .
C7 C12 C11 116.4(2) . .
C7 C12 C13 120.9(2) . .
C11 C12 C13 122.7(2) . .
N3 C13 C12 112.25(18) . .
N3 C13 C1 111.14(18) . .
C12 C13 C1 109.90(18) . .
N3 C13 C14 99.17(18) . .
C12 C13 C14 112.66(19) . .
C1 C13 C14 111.37(18) . .
C15 C14 C19 120.4(3) . .
C15 C14 C13 111.5(2) . .
C19 C14 C13 128.2(2) . .
C14 C15 C16 121.7(3) . .
C14 C15 C20 109.3(2) . .
C16 C15 C20 128.9(3) . .
C17 C16 C15 118.4(3) . .
C17 C16 H16 120.8 . .
C15 C16 H16 120.8 . .
C16 C17 C18 120.5(3) . .
C16 C17 H17 119.7 . .
C18 C17 H17 119.7 . .
C17 C18 C19 121.2(3) . .
C17 C18 H18 119.4 . .
C19 C18 H18 119.4 . .
C14 C19 C18 117.8(3) . .
C14 C19 H19 121.1 . .
C18 C19 H19 121.1 . .
O2 C20 N3 124.8(3) . .
O2 C20 C15 129.6(3) . .
N3 C20 C15 105.5(2) . .
N4 C21 C22 120.5(2) . .
N4 C21 H21 119.8 . .
C22 C21 H21 119.8 . .
C27 C22 C23 116.8(3) . .
C27 C22 C21 120.6(2) . .
C23 C22 C21 122.7(3) . .
O3 C23 C24 117.2(2) . .
O3 C23 C22 121.8(3) . .
C24 C23 C22 121.0(3) . .
C23 C24 C25 122.2(3) . .
C23 C24 H24 118.9 . .
C25 C24 H24 118.9 . .
N5 C25 C24 121.1(3) . .
N5 C25 C26 121.9(3) . .
C24 C25 C26 117.0(3) . .
C27 C26 C25 119.9(3) . .
C27 C26 H26 120.0 . .
C25 C26 H26 120.0 . .
C26 C27 C22 123.1(3) . .
C26 C27 H27 118.4 . .
C22 C27 H27 118.4 . .
N1 C28 C29 114.3(3) . .
N1 C28 H28A 108.7 . .
C29 C28 H28A 108.7 . .
N1 C28 H28B 108.7 . .
C29 C28 H28B 108.7 . .
H28A C28 H28B 107.6 . .
C28 C29 H29A 109.5 . .
C28 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C28 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C31 C30 N1 112.8(3) . .
C31 C30 H30A 109.0 . .
N1 C30 H30A 109.0 . .
C31 C30 H30B 109.0 . .
N1 C30 H30B 109.0 . .
H30A C30 H30B 107.8 . .
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 . .
C33 C32 N2 113.3(3) . .
C33 C32 H32A 108.9 . .
N2 C32 H32A 108.9 . .
C33 C32 H32B 108.9 . .
N2 C32 H32B 108.9 . .
H32A C32 H32B 107.7 . .
C32 C33 H33A 109.5 . .
C32 C33 H33B 109.5 . .
H33A C33 H33B 109.5 . .
C32 C33 H33C 109.5 . .
H33A C33 H33C 109.5 . .
H33B C33 H33C 109.5 . .
C35 C34 N2 99.9(15) . .
C35 C34 H34A 111.8 . .
N2 C34 H34A 111.8 . .
C35 C34 H34B 111.8 . .
N2 C34 H34B 111.8 . .
H34A C34 H34B 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 . .
N2 C34A C35A 108.0(9) . .
N2 C34A H34C 110.1 . .
C35A C34A H34C 110.1 . .
N2 C34A H34D 110.1 . .
C35A C34A H34D 110.1 . .
H34C C34A H34D 108.4 . .
C34A C35A H35D 109.5 . .
C34A C35A H35E 109.5 . .
H35D C35A H35E 109.5 . .
C34A C35A H35F 109.5 . .
H35D C35A H35F 109.5 . .
H35E C35A H35F 109.5 . .
N5 C36 C37 113.1(3) . .
N5 C36 H36A 109.0 . .
C37 C36 H36A 109.0 . .
N5 C36 H36B 109.0 . .
C37 C36 H36B 109.0 . .
H36A C36 H36B 107.8 . .
C36 C37 H37A 109.5 . .
C36 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
C36 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
N5 C38 C39 114.3(4) . .
N5 C38 H38A 108.7 . .
C39 C38 H38A 108.7 . .
N5 C38 H38B 108.7 . .
C39 C38 H38B 108.7 . .
H38A C38 H38B 107.6 . .
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 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C7 1.383(3) .
O1 C6 1.383(3) .
O2 C20 1.226(3) .
O3 C23 1.357(3) .
O3 H3A 0.8200 .
N1 C4 1.375(3) .
N1 C28 1.445(4) .
N1 C30 1.480(4) .
N2 C9 1.374(3) .
N2 C34A 1.426(14) .
N2 C32 1.498(4) .
N2 C34 1.57(3) .
N3 N4 1.363(3) .
N3 C20 1.374(3) .
N3 C13 1.485(3) .
N4 C21 1.280(3) .
N5 C25 1.375(4) .
N5 C38 1.460(5) .
N5 C36 1.460(4) .
C1 C6 1.374(3) .
C1 C2 1.379(3) .
C1 C13 1.512(3) .
C2 C3 1.372(3) .
C2 H2 0.9300 .
C3 C4 1.398(3) .
C3 H3 0.9300 .
C4 C5 1.402(3) .
C5 C6 1.388(3) .
C5 H5 0.9300 .
C7 C12 1.380(3) .
C7 C8 1.383(3) .
C8 C9 1.392(3) .
C8 H8 0.9300 .
C9 C10 1.404(4) .
C10 C11 1.364(3) .
C10 H10 0.9300 .
C11 C12 1.390(3) .
C11 H11 0.9300 .
C12 C13 1.511(3) .
C13 C14 1.515(3) .
C14 C15 1.367(3) .
C14 C19 1.373(4) .
C15 C16 1.387(4) .
C15 C20 1.464(4) .
C16 C17 1.358(4) .
C16 H16 0.9300 .
C17 C18 1.377(5) .
C17 H17 0.9300 .
C18 C19 1.398(4) .
C18 H18 0.9300 .
C19 H19 0.9300 .
C21 C22 1.433(3) .
C21 H21 0.9300 .
C22 C27 1.379(4) .
C22 C23 1.397(3) .
C23 C24 1.378(4) .
C24 C25 1.388(4) .
C24 H24 0.9300 .
C25 C26 1.409(4) .
C26 C27 1.379(4) .
C26 H26 0.9300 .
C27 H27 0.9300 .
C28 C29 1.490(5) .
C28 H28A 0.9700 .
C28 H28B 0.9700 .
C29 H29A 0.9600 .
C29 H29B 0.9600 .
C29 H29C 0.9600 .
C30 C31 1.455(4) .
C30 H30A 0.9700 .
C30 H30B 0.9700 .
C31 H31A 0.9600 .
C31 H31B 0.9600 .
C31 H31C 0.9600 .
C32 C33 1.463(4) .
C32 H32A 0.9700 .
C32 H32B 0.9700 .
C33 H33A 0.9600 .
C33 H33B 0.9600 .
C33 H33C 0.9600 .
C34 C35 1.50(2) .
C34 H34A 0.9700 .
C34 H34B 0.9700 .
C35 H35A 0.9600 .
C35 H35B 0.9600 .
C35 H35C 0.9600 .
C34A C35A 1.488(13) .
C34A H34C 0.9700 .
C34A H34D 0.9700 .
C35A H35D 0.9600 .
C35A H35E 0.9600 .
C35A H35F 0.9600 .
C36 C37 1.497(5) .
C36 H36A 0.9700 .
C36 H36B 0.9700 .
C37 H37A 0.9600 .
C37 H37B 0.9600 .
C37 H37C 0.9600 .
C38 C39 1.467(6) .
C38 H38A 0.9700 .
C38 H38B 0.9700 .
C39 H39A 0.9600 .
C39 H39B 0.9600 .
C39 H39C 0.9600 .
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
_geom_hbond_publ_flag
C30 H30A O2 0.97 2.58 3.548(4) 174.5 1_655 yes
O3 H3A N4 0.82 1.88 2.600(3) 145.5 . yes
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
C20 N3 N4 C21 179.4(2) . . . .
C13 N3 N4 C21 9.2(3) . . . .
C6 C1 C2 C3 -1.2(4) . . . .
C13 C1 C2 C3 175.8(2) . . . .
C1 C2 C3 C4 -0.9(4) . . . .
C28 N1 C4 C3 171.1(3) . . . .
C30 N1 C4 C3 0.0(4) . . . .
C28 N1 C4 C5 -11.0(4) . . . .
C30 N1 C4 C5 177.9(3) . . . .
C2 C3 C4 N1 179.6(2) . . . .
C2 C3 C4 C5 1.6(4) . . . .
N1 C4 C5 C6 -178.3(2) . . . .
C3 C4 C5 C6 -0.3(4) . . . .
C2 C1 C6 O1 -177.6(2) . . . .
C13 C1 C6 O1 5.4(4) . . . .
C2 C1 C6 C5 2.5(4) . . . .
C13 C1 C6 C5 -174.5(2) . . . .
C7 O1 C6 C1 13.8(3) . . . .
C7 O1 C6 C5 -166.3(2) . . . .
C4 C5 C6 C1 -1.8(4) . . . .
C4 C5 C6 O1 178.3(2) . . . .
C6 O1 C7 C12 -14.8(3) . . . .
C6 O1 C7 C8 165.4(2) . . . .
C12 C7 C8 C9 1.0(4) . . . .
O1 C7 C8 C9 -179.2(2) . . . .
C34A N2 C9 C8 -2.8(7) . . . .
C32 N2 C9 C8 -177.1(3) . . . .
C34 N2 C9 C8 26.6(9) . . . .
C34A N2 C9 C10 176.8(6) . . . .
C32 N2 C9 C10 2.4(5) . . . .
C34 N2 C9 C10 -153.9(8) . . . .
C7 C8 C9 N2 179.0(3) . . . .
C7 C8 C9 C10 -0.6(4) . . . .
N2 C9 C10 C11 -179.3(3) . . . .
C8 C9 C10 C11 0.2(4) . . . .
C9 C10 C11 C12 -0.3(4) . . . .
C8 C7 C12 C11 -1.0(4) . . . .
O1 C7 C12 C11 179.2(2) . . . .
C8 C7 C12 C13 176.4(2) . . . .
O1 C7 C12 C13 -3.3(4) . . . .
C10 C11 C12 C7 0.7(4) . . . .
C10 C11 C12 C13 -176.7(3) . . . .
N4 N3 C13 C12 -68.5(3) . . . .
C20 N3 C13 C12 121.0(2) . . . .
N4 N3 C13 C1 55.0(3) . . . .
C20 N3 C13 C1 -115.4(2) . . . .
N4 N3 C13 C14 172.26(19) . . . .
C20 N3 C13 C14 1.9(2) . . . .
C7 C12 C13 N3 144.3(2) . . . .
C11 C12 C13 N3 -38.4(3) . . . .
C7 C12 C13 C1 20.1(3) . . . .
C11 C12 C13 C1 -162.6(2) . . . .
C7 C12 C13 C14 -104.7(3) . . . .
C11 C12 C13 C14 72.6(3) . . . .
C6 C1 C13 N3 -146.0(2) . . . .
C2 C1 C13 N3 37.1(3) . . . .
C6 C1 C13 C12 -21.2(3) . . . .
C2 C1 C13 C12 162.0(2) . . . .
C6 C1 C13 C14 104.4(3) . . . .
C2 C1 C13 C14 -72.4(3) . . . .
N3 C13 C14 C15 -1.1(2) . . . .
C12 C13 C14 C15 -120.0(2) . . . .
C1 C13 C14 C15 116.0(2) . . . .
N3 C13 C14 C19 179.6(2) . . . .
C12 C13 C14 C19 60.7(3) . . . .
C1 C13 C14 C19 -63.3(3) . . . .
C19 C14 C15 C16 0.8(4) . . . .
C13 C14 C15 C16 -178.6(2) . . . .
C19 C14 C15 C20 179.4(2) . . . .
C13 C14 C15 C20 0.0(3) . . . .
C14 C15 C16 C17 -0.8(4) . . . .
C20 C15 C16 C17 -179.2(3) . . . .
C15 C16 C17 C18 0.3(5) . . . .
C16 C17 C18 C19 0.3(5) . . . .
C15 C14 C19 C18 -0.2(4) . . . .
C13 C14 C19 C18 179.1(2) . . . .
C17 C18 C19 C14 -0.4(4) . . . .
N4 N3 C20 O2 6.5(3) . . . .
C13 N3 C20 O2 177.9(2) . . . .
N4 N3 C20 C15 -173.33(18) . . . .
C13 N3 C20 C15 -1.9(2) . . . .
C14 C15 C20 O2 -178.7(2) . . . .
C16 C15 C20 O2 -0.1(4) . . . .
C14 C15 C20 N3 1.1(3) . . . .
C16 C15 C20 N3 179.6(2) . . . .
N3 N4 C21 C22 -178.09(19) . . . .
N4 C21 C22 C27 -178.2(2) . . . .
N4 C21 C22 C23 2.0(4) . . . .
C27 C22 C23 O3 180.0(2) . . . .
C21 C22 C23 O3 -0.2(4) . . . .
C27 C22 C23 C24 -1.4(4) . . . .
C21 C22 C23 C24 178.4(2) . . . .
O3 C23 C24 C25 -179.4(3) . . . .
C22 C23 C24 C25 1.9(4) . . . .
C38 N5 C25 C24 -178.2(3) . . . .
C36 N5 C25 C24 13.3(4) . . . .
C38 N5 C25 C26 0.1(5) . . . .
C36 N5 C25 C26 -168.4(3) . . . .
C23 C24 C25 N5 176.9(2) . . . .
C23 C24 C25 C26 -1.5(4) . . . .
N5 C25 C26 C27 -177.7(3) . . . .
C24 C25 C26 C27 0.8(4) . . . .
C25 C26 C27 C22 -0.4(4) . . . .
C23 C22 C27 C26 0.7(4) . . . .
C21 C22 C27 C26 -179.1(2) . . . .
C4 N1 C28 C29 -75.1(3) . . . .
C30 N1 C28 C29 96.2(3) . . . .
C4 N1 C30 C31 79.3(4) . . . .
C28 N1 C30 C31 -92.1(3) . . . .
C9 N2 C32 C33 -82.9(4) . . . .
C34A N2 C32 C33 102.4(6) . . . .
C34 N2 C32 C33 73.7(9) . . . .
C9 N2 C34 C35 -105.0(12) . . . .
C32 N2 C34 C35 97.4(11) . . . .
C9 N2 C34A C35A 85.5(9) . . . .
C32 N2 C34A C35A -99.8(8) . . . .
C25 N5 C36 C37 75.3(4) . . . .
C38 N5 C36 C37 -93.5(4) . . . .
C25 N5 C38 C39 -85.9(4) . . . .
C36 N5 C38 C39 82.8(5) . . . .
