#------------------------------------------------------------------------------
#$Date: 2021-09-03 23:24:07 +0300 (Fri, 03 Sep 2021) $
#$Revision: 268430 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/90/4519005.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_4519005
loop_
_publ_author_name
'Mukhopadhyay, Arindam'
'Jindal, Swati'
'Maka, Vijay Kumar'
'Moorthy, Jarugu Narasimha'
_publ_section_title
;
 Contrasting Photochromic and Acidochromic Behaviors of Pyridyl- and
 Pyrimidylethynylated Mono- and Bis-Benzopyrans.
;
_journal_issue                   32
_journal_name_full               'ACS omega'
_journal_page_first              21113
_journal_page_last               21124
_journal_paper_doi               10.1021/acsomega.1c02948
_journal_volume                  6
_journal_year                    2021
_chemical_formula_moiety         'C48 H30 N4 O2'
_chemical_formula_sum            'C48 H30 N4 O2'
_chemical_formula_weight         694.76
_chemical_name_common            Pm-BBP
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/5
_cell_angle_alpha                92.1060(10)
_cell_angle_beta                 102.8310(10)
_cell_angle_gamma                112.6960(10)
_cell_formula_units_Z            2
_cell_length_a                   10.2460(5)
_cell_length_b                   12.0419(7)
_cell_length_c                   15.9309(8)
_cell_measurement_reflns_used    5988
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.317
_cell_measurement_theta_min      2.123
_cell_volume                     1751.64(16)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2014/5 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker APEX-II CCD detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0598
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            15202
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.317
_diffrn_reflns_theta_min         2.123
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cuboidal
_exptl_crystal_F_000             724
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.594
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     487
_refine_ls_number_reflns         8570
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0945
_refine_ls_R_factor_gt           0.0591
_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)+(0.0655P)²+1.0766P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1362
_refine_ls_wR_factor_ref         0.1553
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5988
_reflns_number_total             8570
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ao1c02948_si_003.cif
_cod_data_source_block           Pm-BBP
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_cell_volume        1751.63(16)
_cod_database_code               4519005
_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.
;
_shelxl_version_number           2014/5
loop_
_space_group_symop_operation_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_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 -0.25476(13) 0.68755(11) 0.10039(8) 0.0169(3) Uani 1 1 d . . . . .
C1 C -0.4706(3) 1.1577(2) 0.16170(17) 0.0403(6) Uani 1 1 d . . . . .
H1 H -0.4633 1.2330 0.1839 0.048 Uiso 1 1 calc R U . . .
N1 N -0.3491(2) 1.13768(17) 0.18260(13) 0.0373(5) Uani 1 1 d . . . . .
C2 C -0.3632(2) 1.02824(19) 0.15244(14) 0.0276(5) Uani 1 1 d . . . . .
H2 H -0.2813 1.0099 0.1658 0.033 Uiso 1 1 calc R U . . .
N2 N -0.6010(2) 1.08268(19) 0.11280(14) 0.0395(5) Uani 1 1 d . . . . .
O2 O 0.54734(14) 0.21893(11) 0.58691(8) 0.0190(3) Uani 1 1 d . . . . .
C3 C -0.4941(2) 0.93962(17) 0.10193(12) 0.0193(4) Uani 1 1 d . . . . .
N3 N 0.9944(2) 0.51234(17) 0.30577(13) 0.0322(4) Uani 1 1 d . . . . .
C4 C -0.6120(2) 0.9739(2) 0.08289(14) 0.0271(5) Uani 1 1 d . . . . .
H4 H -0.7014 0.9187 0.0481 0.033 Uiso 1 1 calc R U . . .
N4 N 0.9615(2) 0.63444(16) 0.41303(13) 0.0329(4) Uani 1 1 d . . . . .
C5 C -0.5038(2) 0.82216(18) 0.07169(12) 0.0185(4) Uani 1 1 d . . . . .
C6 C -0.5034(2) 0.72831(17) 0.04853(12) 0.0173(4) Uani 1 1 d . . . . .
C7 C -0.50221(19) 0.61372(16) 0.02192(11) 0.0145(4) Uani 1 1 d . . . . .
C8 C -0.37402(19) 0.59445(16) 0.04828(11) 0.0149(4) Uani 1 1 d . . . . .
C9 C -0.36990(19) 0.48247(16) 0.02830(11) 0.0151(4) Uani 1 1 d . . . . .
C10 C -0.2357(2) 0.46874(17) 0.06773(12) 0.0169(4) Uani 1 1 d . . . . .
H10 H -0.2352 0.3917 0.0679 0.020 Uiso 1 1 calc R U . . .
C11 C -0.1136(2) 0.56632(17) 0.10354(12) 0.0177(4) Uani 1 1 d . . . . .
H11 H -0.0294 0.5576 0.1324 0.021 Uiso 1 1 calc R U . . .
C12 C -0.11277(19) 0.69172(16) 0.09690(12) 0.0158(4) Uani 1 1 d . . . . .
C14 C 0.0022(2) 0.69831(18) -0.03032(12) 0.0215(4) Uani 1 1 d . . . . .
H14 H 0.0344 0.6400 -0.0088 0.026 Uiso 1 1 calc R U . . .
C13 C -0.07940(19) 0.73813(16) 0.01228(12) 0.0161(4) Uani 1 1 d . . . . .
C16 C -0.0122(2) 0.83074(19) -0.13759(13) 0.0253(4) Uani 1 1 d . . . . .
H16 H 0.0104 0.8617 -0.1876 0.030 Uiso 1 1 calc R U . . .
C15 C 0.0361(2) 0.7448(2) -0.10469(13) 0.0258(5) Uani 1 1 d . . . . .
H15 H 0.0916 0.7181 -0.1326 0.031 Uiso 1 1 calc R U . . .
C17 C -0.0943(2) 0.87047(19) -0.09584(14) 0.0261(4) Uani 1 1 d . . . . .
H17 H -0.1274 0.9279 -0.1181 0.031 Uiso 1 1 calc R U . . .
C19 C -0.0035(2) 0.78437(16) 0.17429(12) 0.0172(4) Uani 1 1 d . . . . .
C18 C -0.1271(2) 0.82517(18) -0.02129(13) 0.0225(4) Uani 1 1 d . . . . .
H18 H -0.1815 0.8529 0.0068 0.027 Uiso 1 1 calc R U . . .
C20 C 0.1439(2) 0.80649(18) 0.19059(12) 0.0209(4) Uani 1 1 d . . . . .
H20 H 0.1745 0.7637 0.1551 0.025 Uiso 1 1 calc R U . . .
C21 C 0.2459(2) 0.89175(19) 0.25921(13) 0.0254(4) Uani 1 1 d . . . . .
H21 H 0.3443 0.9056 0.2696 0.030 Uiso 1 1 calc R U . . .
C22 C 0.2019(2) 0.95636(19) 0.31229(13) 0.0274(5) Uani 1 1 d . . . . .
H22 H 0.2702 1.0142 0.3580 0.033 Uiso 1 1 calc R U . . .
C23 C 0.0548(2) 0.93388(19) 0.29653(14) 0.0292(5) Uani 1 1 d . . . . .
H23 H 0.0242 0.9762 0.3323 0.035 Uiso 1 1 calc R U . . .
C25 C 1.0198(2) 0.61633(19) 0.35004(14) 0.0268(5) Uani 1 1 d . . . . .
H25 H 1.0868 0.6856 0.3354 0.032 Uiso 1 1 calc R U . . .
C26 C 0.8693(2) 0.53358(19) 0.43604(14) 0.0275(5) Uani 1 1 d . . . . .
H26 H 0.8256 0.5413 0.4800 0.033 Uiso 1 1 calc R U . . .
C27 C 0.8370(2) 0.41833(17) 0.39645(13) 0.0210(4) Uani 1 1 d . . . . .
C28 C 0.9001(2) 0.41287(19) 0.32864(14) 0.0270(5) Uani 1 1 d . . . . .
H28 H 0.8760 0.3375 0.2980 0.032 Uiso 1 1 calc R U . . .
C29 C 0.7461(2) 0.31047(18) 0.42504(13) 0.0216(4) Uani 1 1 d . . . . .
C30 C 0.6783(2) 0.22114(18) 0.45172(12) 0.0203(4) Uani 1 1 d . . . . .
C31 C 0.5920(2) 0.11007(17) 0.47785(12) 0.0169(4) Uani 1 1 d . . . . .
C32 C 0.5174(2) 0.10960(16) 0.54124(12) 0.0165(4) Uani 1 1 d . . . . .
C33 C 0.4242(2) 0.22949(17) 0.61164(12) 0.0184(4) Uani 1 1 d . . . . .
C34 C 0.3479(2) 0.11851(18) 0.65190(13) 0.0223(4) Uani 1 1 d . . . . .
H34 H 0.2988 0.1249 0.6932 0.027 Uiso 1 1 calc R U . . .
C35 C 0.3499(2) 0.01197(18) 0.62903(12) 0.0203(4) Uani 1 1 d . . . . .
H35 H 0.3042 -0.0554 0.6549 0.024 Uiso 1 1 calc R U . . .
C36 C 0.4243(2) 0.00183(17) 0.56321(12) 0.0168(4) Uani 1 1 d . . . . .
C37 C 0.3280(2) 0.24767(18) 0.52962(13) 0.0243(4) Uani 1 1 d . . . . .
C38 C 0.3981(3) 0.3290(2) 0.47718(14) 0.0335(5) Uani 1 1 d . . . . .
H38 H 0.4995 0.3703 0.4935 0.040 Uiso 1 1 calc R U . . .
C39 C 0.3191(3) 0.3488(3) 0.40167(16) 0.0430(6) Uani 1 1 d . . . . .
H39 H 0.3670 0.4021 0.3668 0.052 Uiso 1 1 calc R U . . .
C40 C 0.1709(3) 0.2902(2) 0.37827(16) 0.0427(7) Uani 1 1 d . . . . .
H40 H 0.1181 0.3037 0.3271 0.051 Uiso 1 1 calc R U . . .
C41 C 0.0975(3) 0.2115(2) 0.42874(17) 0.0428(7) Uani 1 1 d . . . . .
H41 H -0.0041 0.1733 0.4125 0.051 Uiso 1 1 calc R U . . .
C42 C 0.1780(3) 0.1888(2) 0.50584(16) 0.0337(5) Uani 1 1 d . . . . .
H42 H 0.1296 0.1346 0.5400 0.040 Uiso 1 1 calc R U . . .
C43 C 0.4895(2) 0.34169(17) 0.68033(12) 0.0197(4) Uani 1 1 d . . . . .
C44 C 0.6370(2) 0.39232(19) 0.72379(13) 0.0273(5) Uani 1 1 d . . . . .
H44 H 0.6994 0.3593 0.7103 0.033 Uiso 1 1 calc R U . . .
C45 C 0.6912(3) 0.4920(2) 0.78724(14) 0.0324(5) Uani 1 1 d . . . . .
H45 H 0.7901 0.5256 0.8162 0.039 Uiso 1 1 calc R U . . .
C46 C 0.5990(3) 0.5421(2) 0.80784(14) 0.0326(5) Uani 1 1 d . . . . .
H46 H 0.6359 0.6099 0.8498 0.039 Uiso 1 1 calc R U . . .
C47 C 0.4518(3) 0.4904(2) 0.76548(14) 0.0292(5) Uani 1 1 d . . . . .
H47 H 0.3892 0.5231 0.7793 0.035 Uiso 1 1 calc R U . . .
C48 C 0.3971(2) 0.39018(19) 0.70254(13) 0.0242(4) Uani 1 1 d . . . . .
H48 H 0.2976 0.3551 0.6750 0.029 Uiso 1 1 calc R U . . .
C24 C -0.0473(2) 0.84871(18) 0.22771(13) 0.0234(4) Uani 1 1 d . . . . .
H24 H -0.1456 0.8348 0.2175 0.028 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'
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'
H H 0.0000 0.0000 '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
C8 O1 C12 116.49(13) . . ?
N2 C1 N1 127.6(2) . . ?
N2 C1 H1 116.2 . . ?
N1 C1 H1 116.2 . . ?
C2 N1 C1 115.2(2) . . ?
N1 C2 C3 123.4(2) . . ?
N1 C2 H2 118.3 . . ?
C3 C2 H2 118.3 . . ?
C1 N2 C4 116.1(2) . . ?
C32 O2 C33 115.27(14) . . ?
C2 C3 C4 115.40(18) . . ?
C2 C3 C5 121.19(18) . . ?
C4 C3 C5 123.41(19) . . ?
C25 N3 C28 115.58(19) . . ?
N2 C4 C3 122.3(2) . . ?
N2 C4 H4 118.8 . . ?
C3 C4 H4 118.8 . . ?
C25 N4 C26 115.53(19) . . ?
C6 C5 C3 176.3(2) . . ?
C5 C6 C7 179.0(2) . . ?
C8 C7 C9 118.85(16) . 2_465 ?
C8 C7 C6 119.89(16) . . ?
C9 C7 C6 121.23(16) 2_465 . ?
O1 C8 C9 120.82(16) . . ?
O1 C8 C7 117.08(15) . . ?
C9 C8 C7 121.91(16) . . ?
C8 C9 C7 119.22(16) . 2_465 ?
C8 C9 C10 117.02(16) . . ?
C7 C9 C10 123.51(16) 2_465 . ?
C11 C10 C9 120.05(17) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C12 119.53(17) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
O1 C12 C11 109.02(14) . . ?
O1 C12 C19 105.25(14) . . ?
C11 C12 C19 112.01(15) . . ?
O1 C12 C13 108.96(14) . . ?
C11 C12 C13 112.13(15) . . ?
C19 C12 C13 109.20(15) . . ?
C15 C14 C13 120.47(19) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C13 C18 118.87(18) . . ?
C14 C13 C12 121.30(17) . . ?
C18 C13 C12 119.79(16) . . ?
C15 C16 C17 119.8(2) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C16 C15 C14 120.17(19) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C18 C17 C16 120.2(2) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C24 C19 C20 118.96(17) . . ?
C24 C19 C12 121.67(17) . . ?
C20 C19 C12 119.35(16) . . ?
C17 C18 C13 120.50(19) . . ?
C17 C18 H18 119.8 . . ?
C13 C18 H18 119.8 . . ?
C21 C20 C19 120.67(19) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C22 C21 C20 120.21(19) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 119.21(19) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 H22 120.4 . . ?
C22 C23 C24 120.6(2) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
N3 C25 N4 127.97(19) . . ?
N3 C25 H25 116.0 . . ?
N4 C25 H25 116.0 . . ?
N4 C26 C27 122.1(2) . . ?
N4 C26 H26 118.9 . . ?
C27 C26 H26 118.9 . . ?
C28 C27 C26 116.26(18) . . ?
C28 C27 C29 121.73(18) . . ?
C26 C27 C29 122.00(18) . . ?
N3 C28 C27 122.4(2) . . ?
N3 C28 H28 118.8 . . ?
C27 C28 H28 118.8 . . ?
C30 C29 C27 176.1(2) . . ?
C29 C30 C31 176.1(2) . . ?
C32 C31 C36 118.80(17) . 2_656 ?
C32 C31 C30 121.04(17) . . ?
C36 C31 C30 120.09(17) 2_656 . ?
O2 C32 C31 117.72(16) . . ?
O2 C32 C36 120.19(16) . . ?
C31 C32 C36 121.89(17) . . ?
O2 C33 C34 109.19(15) . . ?
O2 C33 C43 105.87(15) . . ?
C34 C33 C43 109.12(15) . . ?
O2 C33 C37 106.61(15) . . ?
C34 C33 C37 114.45(17) . . ?
C43 C33 C37 111.21(15) . . ?
C35 C34 C33 120.94(17) . . ?
C35 C34 H34 119.5 . . ?
C33 C34 H34 119.5 . . ?
C34 C35 C36 119.39(18) . . ?
C34 C35 H35 120.3 . . ?
C36 C35 H35 120.3 . . ?
C32 C36 C31 119.28(17) . 2_656 ?
C32 C36 C35 117.29(17) . . ?
C31 C36 C35 123.43(17) 2_656 . ?
C42 C37 C38 119.2(2) . . ?
C42 C37 C33 123.3(2) . . ?
C38 C37 C33 117.52(19) . . ?
C39 C38 C37 120.9(2) . . ?
C39 C38 H38 119.6 . . ?
C37 C38 H38 119.6 . . ?
C40 C39 C38 119.8(3) . . ?
C40 C39 H39 120.1 . . ?
C38 C39 H39 120.1 . . ?
C39 C40 C41 121.2(2) . . ?
C39 C40 H40 119.4 . . ?
C41 C40 H40 119.4 . . ?
C40 C41 C42 119.5(2) . . ?
C40 C41 H41 120.3 . . ?
C42 C41 H41 120.3 . . ?
C37 C42 C41 119.5(2) . . ?
C37 C42 H42 120.3 . . ?
C41 C42 H42 120.3 . . ?
C44 C43 C48 119.33(18) . . ?
C44 C43 C33 121.79(18) . . ?
C48 C43 C33 118.80(18) . . ?
C43 C44 C45 120.1(2) . . ?
C43 C44 H44 120.0 . . ?
C45 C44 H44 120.0 . . ?
C46 C45 C44 120.4(2) . . ?
C46 C45 H45 119.8 . . ?
C44 C45 H45 119.8 . . ?
C47 C46 C45 119.4(2) . . ?
C47 C46 H46 120.3 . . ?
C45 C46 H46 120.3 . . ?
C46 C47 C48 120.3(2) . . ?
C46 C47 H47 119.9 . . ?
C48 C47 H47 119.9 . . ?
C47 C48 C43 120.5(2) . . ?
C47 C48 H48 119.8 . . ?
C43 C48 H48 119.8 . . ?
C19 C24 C23 120.35(19) . . ?
C19 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
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
O1 C8 1.365(2) . ?
O1 C12 1.450(2) . ?
C1 N2 1.328(3) . ?
C1 N1 1.331(3) . ?
C1 H1 0.9300 . ?
N1 C2 1.328(3) . ?
C2 C3 1.392(3) . ?
C2 H2 0.9300 . ?
N2 C4 1.331(3) . ?
O2 C32 1.370(2) . ?
O2 C33 1.451(2) . ?
C3 C4 1.398(3) . ?
C3 C5 1.436(3) . ?
N3 C25 1.317(3) . ?
N3 C28 1.340(3) . ?
C4 H4 0.9300 . ?
N4 C25 1.328(3) . ?
N4 C26 1.343(3) . ?
C5 C6 1.178(3) . ?
C6 C7 1.434(2) . ?
C7 C8 1.397(3) . ?
C7 C9 1.412(2) 2_465 ?
C8 C9 1.393(2) . ?
C9 C7 1.412(2) 2_465 ?
C9 C10 1.453(2) . ?
C10 C11 1.331(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.514(3) . ?
C11 H11 0.9300 . ?
C12 C19 1.530(2) . ?
C12 C13 1.536(3) . ?
C14 C15 1.385(3) . ?
C14 C13 1.389(3) . ?
C14 H14 0.9300 . ?
C13 C18 1.394(3) . ?
C16 C15 1.382(3) . ?
C16 C17 1.383(3) . ?
C16 H16 0.9300 . ?
C15 H15 0.9300 . ?
C17 C18 1.380(3) . ?
C17 H17 0.9300 . ?
C19 C24 1.384(3) . ?
C19 C20 1.390(3) . ?
C18 H18 0.9300 . ?
C20 C21 1.387(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.385(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.385(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.389(3) . ?
C23 H23 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.386(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.388(3) . ?
C27 C29 1.435(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.187(3) . ?
C30 C31 1.427(3) . ?
C31 C32 1.394(3) . ?
C31 C36 1.409(3) 2_656 ?
C32 C36 1.394(3) . ?
C33 C34 1.513(3) . ?
C33 C43 1.529(3) . ?
C33 C37 1.530(3) . ?
C34 C35 1.330(3) . ?
C34 H34 0.9300 . ?
C35 C36 1.453(3) . ?
C35 H35 0.9300 . ?
C36 C31 1.409(3) 2_656 ?
C37 C42 1.375(3) . ?
C37 C38 1.399(3) . ?
C38 C39 1.377(3) . ?
C38 H38 0.9300 . ?
C39 C40 1.358(4) . ?
C39 H39 0.9300 . ?
C40 C41 1.373(4) . ?
C40 H40 0.9300 . ?
C41 C42 1.418(4) . ?
C41 H41 0.9300 . ?
C42 H42 0.9300 . ?
C43 C44 1.388(3) . ?
C43 C48 1.387(3) . ?
C44 C45 1.385(3) . ?
C44 H44 0.9300 . ?
C45 C46 1.389(3) . ?
C45 H45 0.9300 . ?
C46 C47 1.382(3) . ?
C46 H46 0.9300 . ?
C47 C48 1.384(3) . ?
C47 H47 0.9300 . ?
C48 H48 0.9300 . ?
C24 H24 0.9300 . ?
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
N2 C1 N1 C2 -2.0(4) . . . . ?
C1 N1 C2 C3 0.5(3) . . . . ?
N1 C1 N2 C4 1.6(4) . . . . ?
N1 C2 C3 C4 1.2(3) . . . . ?
N1 C2 C3 C5 -179.3(2) . . . . ?
C1 N2 C4 C3 0.3(3) . . . . ?
C2 C3 C4 N2 -1.6(3) . . . . ?
C5 C3 C4 N2 178.93(19) . . . . ?
C12 O1 C8 C9 31.0(2) . . . . ?
C12 O1 C8 C7 -153.80(16) . . . . ?
C9 C7 C8 O1 -176.76(15) 2_465 . . . ?
C6 C7 C8 O1 1.1(2) . . . . ?
C9 C7 C8 C9 -1.6(3) 2_465 . . . ?
C6 C7 C8 C9 176.19(17) . . . . ?
O1 C8 C9 C7 176.59(16) . . . 2_465 ?
C7 C8 C9 C7 1.6(3) . . . 2_465 ?
O1 C8 C9 C10 2.1(2) . . . . ?
C7 C8 C9 C10 -172.85(16) . . . . ?
C8 C9 C10 C11 -15.4(3) . . . . ?
C7 C9 C10 C11 170.40(17) 2_465 . . . ?
C9 C10 C11 C12 -4.6(3) . . . . ?
C8 O1 C12 C11 -47.3(2) . . . . ?
C8 O1 C12 C19 -167.64(14) . . . . ?
C8 O1 C12 C13 75.35(18) . . . . ?
C10 C11 C12 O1 34.6(2) . . . . ?
C10 C11 C12 C19 150.69(17) . . . . ?
C10 C11 C12 C13 -86.1(2) . . . . ?
C15 C14 C13 C18 0.3(3) . . . . ?
C15 C14 C13 C12 -177.43(17) . . . . ?
O1 C12 C13 C14 -147.60(16) . . . . ?
C11 C12 C13 C14 -26.8(2) . . . . ?
C19 C12 C13 C14 97.9(2) . . . . ?
O1 C12 C13 C18 34.7(2) . . . . ?
C11 C12 C13 C18 155.47(17) . . . . ?
C19 C12 C13 C18 -79.8(2) . . . . ?
C17 C16 C15 C14 0.2(3) . . . . ?
C13 C14 C15 C16 -0.5(3) . . . . ?
C15 C16 C17 C18 0.4(3) . . . . ?
O1 C12 C19 C24 -3.2(2) . . . . ?
C11 C12 C19 C24 -121.6(2) . . . . ?
C13 C12 C19 C24 113.6(2) . . . . ?
O1 C12 C19 C20 178.03(16) . . . . ?
C11 C12 C19 C20 59.7(2) . . . . ?
C13 C12 C19 C20 -65.1(2) . . . . ?
C16 C17 C18 C13 -0.7(3) . . . . ?
C14 C13 C18 C17 0.3(3) . . . . ?
C12 C13 C18 C17 178.06(17) . . . . ?
C24 C19 C20 C21 -0.1(3) . . . . ?
C12 C19 C20 C21 178.70(18) . . . . ?
C19 C20 C21 C22 -0.2(3) . . . . ?
C20 C21 C22 C23 0.7(3) . . . . ?
C21 C22 C23 C24 -0.8(3) . . . . ?
C28 N3 C25 N4 -1.4(3) . . . . ?
C26 N4 C25 N3 2.5(3) . . . . ?
C25 N4 C26 C27 -0.1(3) . . . . ?
N4 C26 C27 C28 -2.9(3) . . . . ?
N4 C26 C27 C29 175.8(2) . . . . ?
C25 N3 C28 C27 -2.2(3) . . . . ?
C26 C27 C28 N3 4.2(3) . . . . ?
C29 C27 C28 N3 -174.6(2) . . . . ?
C33 O2 C32 C31 145.84(17) . . . . ?
C33 O2 C32 C36 -39.2(2) . . . . ?
C36 C31 C32 O2 172.99(16) 2_656 . . . ?
C30 C31 C32 O2 -9.8(3) . . . . ?
C36 C31 C32 C36 -1.8(3) 2_656 . . . ?
C30 C31 C32 C36 175.33(18) . . . . ?
C32 O2 C33 C34 48.1(2) . . . . ?
C32 O2 C33 C43 165.51(15) . . . . ?
C32 O2 C33 C37 -75.99(18) . . . . ?
O2 C33 C34 C35 -28.9(3) . . . . ?
C43 C33 C34 C35 -144.2(2) . . . . ?
C37 C33 C34 C35 90.5(2) . . . . ?
C33 C34 C35 C36 -1.2(3) . . . . ?
O2 C32 C36 C31 -172.86(16) . . . 2_656 ?
C31 C32 C36 C31 1.9(3) . . . 2_656 ?
O2 C32 C36 C35 6.4(3) . . . . ?
C31 C32 C36 C35 -178.85(17) . . . . ?
C34 C35 C36 C32 14.0(3) . . . . ?
C34 C35 C36 C31 -166.69(19) . . . 2_656 ?
O2 C33 C37 C42 136.47(19) . . . . ?
C34 C33 C37 C42 15.6(3) . . . . ?
C43 C33 C37 C42 -108.6(2) . . . . ?
O2 C33 C37 C38 -43.8(2) . . . . ?
C34 C33 C37 C38 -164.64(17) . . . . ?
C43 C33 C37 C38 71.1(2) . . . . ?
C42 C37 C38 C39 -1.2(3) . . . . ?
C33 C37 C38 C39 179.0(2) . . . . ?
C37 C38 C39 C40 1.1(4) . . . . ?
C38 C39 C40 C41 0.2(4) . . . . ?
C39 C40 C41 C42 -1.3(3) . . . . ?
C38 C37 C42 C41 0.1(3) . . . . ?
C33 C37 C42 C41 179.84(18) . . . . ?
C40 C41 C42 C37 1.1(3) . . . . ?
O2 C33 C43 C44 -17.1(2) . . . . ?
C34 C33 C43 C44 100.3(2) . . . . ?
C37 C33 C43 C44 -132.5(2) . . . . ?
O2 C33 C43 C48 166.10(17) . . . . ?
C34 C33 C43 C48 -76.5(2) . . . . ?
C37 C33 C43 C48 50.7(2) . . . . ?
C48 C43 C44 C45 -1.5(3) . . . . ?
C33 C43 C44 C45 -178.28(19) . . . . ?
C43 C44 C45 C46 0.0(3) . . . . ?
C44 C45 C46 C47 1.1(3) . . . . ?
C45 C46 C47 C48 -0.5(3) . . . . ?
C46 C47 C48 C43 -1.0(3) . . . . ?
C44 C43 C48 C47 2.0(3) . . . . ?
C33 C43 C48 C47 178.90(18) . . . . ?
C20 C19 C24 C23 -0.1(3) . . . . ?
C12 C19 C24 C23 -178.80(19) . . . . ?
C22 C23 C24 C19 0.5(3) . . . . ?
