#------------------------------------------------------------------------------
#$Date: 2025-07-06 19:34:31 +0200 (Sun 06 de Jul de 2025) $
#$Revision: 301058 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/38/7063830.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_7063830
loop_
_publ_author_name
'Ordaz-Romero, Enrique'
'Díaz-Flores, Angela Y.'
'Rojas-Montoya, Sandra M.'
'Blancarte-Carrazco, Luis'
'Romero-Ávila, Margarita'
'Labra-Vázquez, Pablo'
'Santillan, Rosa'
'Farfán, Norberto'
_publ_section_title
;
 Tuning the electronic structure of BODIPY-coumarin ratiometric
 fluorescent sensors for accurate microviscosity monitoring applications
;
_journal_issue                   25
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              10538
_journal_page_last               10550
_journal_paper_doi               10.1039/D5NJ00899A
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         'C41 H34 B N3 O4'
_chemical_formula_sum            'C41 H34 B N3 O4'
_chemical_formula_weight         643.52
_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
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2025-02-20 deposited with the CCDC.	2025-05-30 downloaded from the CCDC.
;
_cell_angle_alpha                103.570(2)
_cell_angle_beta                 90.700(2)
_cell_angle_gamma                100.420(2)
_cell_formula_units_Z            2
_cell_length_a                   8.6610(4)
_cell_length_b                   12.4336(5)
_cell_length_c                   16.0310(7)
_cell_measurement_reflns_used    4534
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.308
_cell_measurement_theta_min      2.395
_cell_volume                     1647.77(13)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0579
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20278
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        22.373
_diffrn_reflns_theta_max         22.373
_diffrn_reflns_theta_min         1.716
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.7448
_exptl_absorpt_correction_T_min  0.6921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
Olex2 1.5 
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928) 
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_description       plate
_exptl_crystal_F_000             676
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.142
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     485
_refine_ls_number_reflns         4231
_refine_ls_number_restraints     83
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0417
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0537P)²+0.3090P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0967
_refine_ls_wR_factor_ref         0.1077
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3196
_reflns_number_total             4231
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5nj00899a2.cif
_cod_data_source_block           mo_RSGEN354_0m
_cod_depositor_comments          'Adding full bibliography for 7063830.cif.'
_cod_database_code               7063830
_shelx_shelxl_version_number     2019/3
_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   0.983
_shelx_estimated_absorpt_t_max   0.993
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 0.27446(18) 0.19651(13) 0.55386(9) 0.0510(4) Uani 1 1 d . . . . .
N1 N -0.26090(19) 0.42121(14) 0.26003(10) 0.0358(4) Uani 1 1 d . . . . .
C4 C -0.1912(2) 0.37976(17) 0.32164(12) 0.0338(5) Uani 1 1 d . . . . .
C1 C -0.4153(2) 0.40191(18) 0.26913(13) 0.0422(6) Uani 1 1 d . . . . .
H1 H -0.489147 0.421301 0.235587 0.051 Uiso 1 1 calc R U . . .
N2 N 0.00070(19) 0.50985(15) 0.22689(10) 0.0386(4) Uani 1 1 d D . . . .
C16 C 0.4321(3) 0.2077(2) 0.55037(15) 0.0547(7) Uani 1 1 d D U . . .
O2A O 0.513(3) 0.3023(16) 0.5536(14) 0.058(2) Uani 0.155(3) 1 d D U P A 1
O2B O 0.5159(6) 0.2845(4) 0.5236(3) 0.0581(18) Uani 0.583(3) 1 d D U P A 2
O2C O 0.4887(15) 0.2410(10) 0.4896(7) 0.058(2) Uani 0.263(3) 1 d D U P A 3
C26A C 1.0861(3) -0.0303(3) 0.8568(2) 0.0552(9) Uani 0.913(5) 1 d D U P B 3
H26A H 1.084591 -0.054638 0.910097 0.066 Uiso 0.913(5) 1 calc R U P B 3
H26B H 1.096855 0.051065 0.871478 0.066 Uiso 0.913(5) 1 calc R U P B 3
C27A C 1.2265(3) -0.0613(3) 0.80943(19) 0.0640(10) Uani 0.913(5) 1 d D U P B 3
H27A H 1.216144 -0.141780 0.793931 0.096 Uiso 0.913(5) 1 calc R U P B 3
H27B H 1.320358 -0.028605 0.845686 0.096 Uiso 0.913(5) 1 calc R U P B 3
H27C H 1.232740 -0.033286 0.758389 0.096 Uiso 0.913(5) 1 calc R U P B 3
C26B C 1.090(4) -0.086(2) 0.8122(19) 0.060(5) Uani 0.087(5) 1 d D U P B 5
H26C H 1.143486 -0.068085 0.763018 0.072 Uiso 0.087(5) 1 calc R U P B 5
H26D H 1.105080 -0.160168 0.817022 0.072 Uiso 0.087(5) 1 calc R U P B 5
C27B C 1.146(5) 0.003(3) 0.894(2) 0.066(6) Uani 0.087(5) 1 d D U P B 5
H27D H 1.113565 0.071868 0.891040 0.099 Uiso 0.087(5) 1 calc R U P B 5
H27E H 1.258542 0.015548 0.900946 0.099 Uiso 0.087(5) 1 calc R U P B 5
H27F H 1.101034 -0.021945 0.942408 0.099 Uiso 0.087(5) 1 calc R U P B 5
C2 C -0.4511(3) 0.34871(19) 0.33575(14) 0.0452(6) Uani 1 1 d . . . . .
H2 H -0.550595 0.327247 0.354467 0.054 Uiso 1 1 calc R U . . .
O3 O 0.2712(2) -0.00706(15) 0.59471(12) 0.0669(5) Uani 1 1 d . . . . .
N3 N 0.9342(2) -0.08097(16) 0.80683(12) 0.0502(5) Uani 1 1 d . . . . .
C34 C -0.3775(3) 0.6405(2) 0.06177(19) 0.0671(8) Uani 1 1 d . . . . .
H34 H -0.416513 0.634345 0.006189 0.081 Uiso 1 1 calc R U . . .
C35 C -0.3073(3) 0.5565(2) 0.07968(15) 0.0516(6) Uani 1 1 d . . . . .
H35 H -0.299322 0.494555 0.035406 0.062 Uiso 1 1 calc R U . . .
C36 C -0.1717(3) 0.35671(18) 0.10409(13) 0.0391(5) Uani 1 1 d . . . . .
C37 C -0.3011(3) 0.2687(2) 0.08252(15) 0.0517(6) Uani 1 1 d . . . . .
H37 H -0.383996 0.268170 0.118844 0.062 Uiso 1 1 calc R U . . .
C38 C -0.3114(3) 0.1822(2) 0.00943(17) 0.0633(7) Uani 1 1 d . . . . .
H38 H -0.400207 0.125346 -0.002647 0.076 Uiso 1 1 calc R U . . .
C39 C -0.1912(4) 0.1800(2) -0.04527(16) 0.0662(8) Uani 1 1 d . . . . .
H39 H -0.198076 0.122368 -0.094819 0.079 Uiso 1 1 calc R U . . .
C40 C -0.0607(4) 0.2641(2) -0.02594(16) 0.0641(7) Uani 1 1 d . . . . .
H40 H 0.022057 0.263108 -0.062374 0.077 Uiso 1 1 calc R U . . .
C41 C -0.0512(3) 0.3503(2) 0.04738(15) 0.0534(6) Uani 1 1 d . . . . .
H41 H 0.038890 0.406004 0.059287 0.064 Uiso 1 1 calc R U . . .
C33 C -0.3898(3) 0.7327(2) 0.1256(2) 0.0687(8) Uani 1 1 d . . . . .
H33 H -0.437196 0.789198 0.113631 0.082 Uiso 1 1 calc R U . . .
C3 C -0.3116(2) 0.33407(18) 0.36838(13) 0.0402(5) Uani 1 1 d . . . . .
H3 H -0.298846 0.300120 0.413246 0.048 Uiso 1 1 calc R U . . .
O4 O 0.49045(17) -0.02824(13) 0.65356(10) 0.0497(4) Uani 1 1 d . . . . .
C25 C 0.4090(3) 0.0322(2) 0.61089(14) 0.0457(6) Uani 1 1 d . . . . .
C19 C 0.7365(3) 0.09716(19) 0.65547(14) 0.0446(6) Uani 1 1 d . . . . .
C12 C 0.0766(3) 0.18969(19) 0.44959(14) 0.0460(6) Uani 1 1 d . . . . .
H12 H 0.046637 0.113205 0.446923 0.055 Uiso 1 1 calc R U . . .
C10 C 0.0450(2) 0.35346(18) 0.39982(12) 0.0367(5) Uani 1 1 d . . . . .
C9 C 0.1170(3) 0.5736(2) 0.19668(15) 0.0506(6) Uani 1 1 d . . . . .
H9 H 0.103867 0.611186 0.154057 0.061 Uiso 1 1 calc R U . . .
C15 C 0.1606(2) 0.41836(18) 0.46165(13) 0.0420(6) Uani 1 1 d . . . . .
H15 H 0.187030 0.495697 0.467153 0.050 Uiso 1 1 calc R U . . .
C28 C 0.8497(3) -0.1847(2) 0.82396(17) 0.0610(7) Uani 1 1 d . . . . .
H28A H 0.924971 -0.229864 0.834210 0.073 Uiso 1 1 calc R U . . .
H28B H 0.783481 -0.226953 0.773460 0.073 Uiso 1 1 calc R U . . .
C6 C 0.0678(2) 0.46873(17) 0.28987(13) 0.0367(5) Uani 1 1 d . . . . .
C8 C 0.2606(3) 0.5762(2) 0.23778(16) 0.0577(7) Uani 1 1 d . . . . .
H8 H 0.358213 0.614936 0.227774 0.069 Uiso 1 1 calc R U . . .
C14 C 0.2362(3) 0.3691(2) 0.51488(14) 0.0467(6) Uani 1 1 d . . . . .
H14 H 0.312372 0.412737 0.556485 0.056 Uiso 1 1 calc R U . . .
C29 C 0.7488(4) -0.1657(3) 0.9001(2) 0.0908(10) Uani 1 1 d . . . . .
H29A H 0.701472 -0.237079 0.910482 0.136 Uiso 1 1 calc R U . . .
H29B H 0.667939 -0.126857 0.888369 0.136 Uiso 1 1 calc R U . . .
H29C H 0.812729 -0.121275 0.949934 0.136 Uiso 1 1 calc R U . . .
C7 C 0.2309(3) 0.5107(2) 0.29580(15) 0.0484(6) Uani 1 1 d . . . . .
H7 H 0.304927 0.496506 0.332350 0.058 Uiso 1 1 calc R U . . .
C13 C 0.1971(3) 0.2544(2) 0.50540(13) 0.0437(6) Uani 1 1 d . . . . .
C5 C -0.0272(2) 0.40187(17) 0.33617(12) 0.0345(5) Uani 1 1 d . . . . .
C11 C 0.0002(3) 0.23972(19) 0.39724(13) 0.0448(6) Uani 1 1 d . . . . .
H11 H -0.082667 0.196460 0.359670 0.054 Uiso 1 1 calc R U . . .
C30 C -0.2483(2) 0.56162(18) 0.16180(13) 0.0376(5) Uani 1 1 d . . . . .
C18 C 0.6577(3) 0.1579(2) 0.61051(14) 0.0502(6) Uani 1 1 d . . . . .
H18 H 0.715886 0.218784 0.593368 0.060 Uiso 1 1 calc R U . . .
C17 C 0.5001(3) 0.1312(2) 0.59121(13) 0.0442(6) Uani 1 1 d . . . . .
C20 C 0.8955(3) 0.1265(2) 0.68390(16) 0.0570(7) Uani 1 1 d . . . . .
H20 H 0.958676 0.187066 0.668750 0.068 Uiso 1 1 calc R U . . .
C31 C -0.2621(3) 0.65679(19) 0.22480(15) 0.0478(6) Uani 1 1 d . . . . .
H31 H -0.223117 0.663878 0.280530 0.057 Uiso 1 1 calc R U . . .
C24 C 0.6477(2) 0.00475(18) 0.67847(13) 0.0395(5) Uani 1 1 d . . . . .
C21 C 0.9592(3) 0.0690(2) 0.73285(16) 0.0534(6) Uani 1 1 d . . . . .
H21 H 1.064851 0.091475 0.751314 0.064 Uiso 1 1 calc R U . . .
C32 C -0.3318(3) 0.7413(2) 0.20743(19) 0.0597(7) Uani 1 1 d . . . . .
H32 H -0.339367 0.803988 0.251115 0.072 Uiso 1 1 calc R U . . .
C23 C 0.7089(3) -0.05686(18) 0.72683(13) 0.0418(6) Uani 1 1 d . . . . .
H23 H 0.645883 -0.119055 0.739832 0.050 Uiso 1 1 calc R U . . .
C22 C 0.8684(3) -0.02479(19) 0.75660(13) 0.0424(6) Uani 1 1 d . . . . .
B1 B -0.1712(3) 0.4629(2) 0.18546(15) 0.0370(6) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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
C16 O1 C13 117.63(18) . . ?
C1 N1 C4 107.23(17) . . ?
C1 N1 B1 127.91(17) . . ?
C4 N1 B1 124.09(16) . . ?
N1 C4 C5 120.55(18) . . ?
N1 C4 C3 107.75(17) . . ?
C5 C4 C3 130.95(18) . . ?
N1 C1 C2 110.75(18) . . ?
N1 C1 H1 124.6 . . ?
C2 C1 H1 124.6 . . ?
C9 N2 C6 107.30(17) . . ?
C9 N2 B1 127.00(17) . . ?
C6 N2 B1 124.03(17) . . ?
O2C C16 O1 116.0(7) . . ?
O2A C16 O1 119.5(13) . . ?
O2B C16 O1 123.3(3) . . ?
O2C C16 C17 123.1(7) . . ?
O2A C16 C17 117.6(13) . . ?
O2B C16 C17 122.2(3) . . ?
O1 C16 C17 114.1(2) . . ?
N3 C26A C27A 113.4(3) . . ?
N3 C26A H26A 108.9 . . ?
C27A C26A H26A 108.9 . . ?
N3 C26A H26B 108.9 . . ?
C27A C26A H26B 108.9 . . ?
H26A C26A H26B 107.7 . . ?
C26A C27A H27A 109.5 . . ?
C26A C27A H27B 109.5 . . ?
H27A C27A H27B 109.5 . . ?
C26A C27A H27C 109.5 . . ?
H27A C27A H27C 109.5 . . ?
H27B C27A H27C 109.5 . . ?
N3 C26B C27B 101(3) . . ?
N3 C26B H26C 111.5 . . ?
C27B C26B H26C 111.5 . . ?
N3 C26B H26D 111.5 . . ?
C27B C26B H26D 111.5 . . ?
H26C C26B H26D 109.4 . . ?
C26B C27B H27D 109.5 . . ?
C26B C27B H27E 109.5 . . ?
H27D C27B H27E 109.5 . . ?
C26B C27B H27F 109.5 . . ?
H27D C27B H27F 109.5 . . ?
H27E C27B H27F 109.5 . . ?
C3 C2 C1 106.82(19) . . ?
C3 C2 H2 126.6 . . ?
C1 C2 H2 126.6 . . ?
C22 N3 C28 121.71(19) . . ?
C22 N3 C26B 125.3(13) . . ?
C28 N3 C26B 106.0(12) . . ?
C22 N3 C26A 121.2(2) . . ?
C28 N3 C26A 116.5(2) . . ?
C33 C34 C35 120.1(2) . . ?
C33 C34 H34 119.9 . . ?
C35 C34 H34 119.9 . . ?
C34 C35 C30 122.0(2) . . ?
C34 C35 H35 119.0 . . ?
C30 C35 H35 119.0 . . ?
C41 C36 C37 115.1(2) . . ?
C41 C36 B1 123.5(2) . . ?
C37 C36 B1 121.2(2) . . ?
C38 C37 C36 122.8(2) . . ?
C38 C37 H37 118.6 . . ?
C36 C37 H37 118.6 . . ?
C39 C38 C37 120.2(3) . . ?
C39 C38 H38 119.9 . . ?
C37 C38 H38 119.9 . . ?
C38 C39 C40 119.0(3) . . ?
C38 C39 H39 120.5 . . ?
C40 C39 H39 120.5 . . ?
C39 C40 C41 120.4(3) . . ?
C39 C40 H40 119.8 . . ?
C41 C40 H40 119.8 . . ?
C40 C41 C36 122.5(3) . . ?
C40 C41 H41 118.8 . . ?
C36 C41 H41 118.8 . . ?
C34 C33 C32 119.6(2) . . ?
C34 C33 H33 120.2 . . ?
C32 C33 H33 120.2 . . ?
C2 C3 C4 107.45(18) . . ?
C2 C3 H3 126.3 . . ?
C4 C3 H3 126.3 . . ?
C24 O4 C25 123.06(18) . . ?
O3 C25 O4 114.8(2) . . ?
O3 C25 C17 128.9(2) . . ?
O4 C25 C17 116.3(2) . . ?
C24 C19 C20 117.0(2) . . ?
C24 C19 C18 117.6(2) . . ?
C20 C19 C18 125.2(2) . . ?
C13 C12 C11 119.0(2) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C11 C10 C15 118.26(18) . . ?
C11 C10 C5 119.73(18) . . ?
C15 C10 C5 121.99(19) . . ?
N2 C9 C8 110.6(2) . . ?
N2 C9 H9 124.7 . . ?
C8 C9 H9 124.7 . . ?
C14 C15 C10 120.7(2) . . ?
C14 C15 H15 119.6 . . ?
C10 C15 H15 119.6 . . ?
N3 C28 C29 113.3(2) . . ?
N3 C28 H28A 108.9 . . ?
C29 C28 H28A 108.9 . . ?
N3 C28 H28B 108.9 . . ?
C29 C28 H28B 108.9 . . ?
H28A C28 H28B 107.7 . . ?
N2 C6 C5 120.54(18) . . ?
N2 C6 C7 107.62(18) . . ?
C5 C6 C7 131.79(19) . . ?
C7 C8 C9 107.0(2) . . ?
C7 C8 H8 126.5 . . ?
C9 C8 H8 126.5 . . ?
C13 C14 C15 119.0(2) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 H14 120.5 . . ?
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 . . ?
C8 C7 C6 107.42(19) . . ?
C8 C7 H7 126.3 . . ?
C6 C7 H7 126.3 . . ?
C12 C13 C14 121.53(19) . . ?
C12 C13 O1 115.8(2) . . ?
C14 C13 O1 122.67(19) . . ?
C4 C5 C6 119.91(18) . . ?
C4 C5 C10 119.70(19) . . ?
C6 C5 C10 120.39(18) . . ?
C12 C11 C10 121.1(2) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C31 C30 C35 116.2(2) . . ?
C31 C30 B1 120.60(18) . . ?
C35 C30 B1 123.2(2) . . ?
C17 C18 C19 122.6(2) . . ?
C17 C18 H18 118.7 . . ?
C19 C18 H18 118.7 . . ?
C18 C17 C25 119.9(2) . . ?
C18 C17 C16 116.6(2) . . ?
C25 C17 C16 123.5(2) . . ?
C21 C20 C19 121.6(2) . . ?
C21 C20 H20 119.2 . . ?
C19 C20 H20 119.2 . . ?
C32 C31 C30 122.2(2) . . ?
C32 C31 H31 118.9 . . ?
C30 C31 H31 118.9 . . ?
C23 C24 O4 116.7(2) . . ?
C23 C24 C19 123.1(2) . . ?
O4 C24 C19 120.20(18) . . ?
C20 C21 C22 121.4(2) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 H21 119.3 . . ?
C33 C32 C31 119.9(2) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C24 C23 C22 119.3(2) . . ?
C24 C23 H23 120.4 . . ?
C22 C23 H23 120.4 . . ?
N3 C22 C23 121.8(2) . . ?
N3 C22 C21 120.5(2) . . ?
C23 C22 C21 117.7(2) . . ?
N1 B1 N2 102.67(15) . . ?
N1 B1 C30 109.44(17) . . ?
N2 B1 C30 111.15(18) . . ?
N1 B1 C36 109.66(18) . . ?
N2 B1 C36 110.16(17) . . ?
C30 B1 C36 113.23(17) . . ?
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 C16 1.350(3) . ?
O1 C13 1.412(2) . ?
N1 C1 1.331(3) . ?
N1 C4 1.394(2) . ?
N1 B1 1.571(3) . ?
C4 C5 1.402(3) . ?
C4 C3 1.406(3) . ?
C1 C2 1.393(3) . ?
C1 H1 0.9300 . ?
N2 C9 1.334(3) . ?
N2 C6 1.398(2) . ?
N2 B1 1.574(3) . ?
C16 O2C 1.220(11) . ?
C16 O2A 1.246(16) . ?
C16 O2B 1.254(5) . ?
C16 C17 1.472(3) . ?
C26A N3 1.486(4) . ?
C26A C27A 1.503(4) . ?
C26A H26A 0.9700 . ?
C26A H26B 0.9700 . ?
C27A H27A 0.9600 . ?
C27A H27B 0.9600 . ?
C27A H27C 0.9600 . ?
C26B N3 1.37(3) . ?
C26B C27B 1.52(2) . ?
C26B H26C 0.9700 . ?
C26B H26D 0.9700 . ?
C27B H27D 0.9600 . ?
C27B H27E 0.9600 . ?
C27B H27F 0.9600 . ?
C2 C3 1.369(3) . ?
C2 H2 0.9300 . ?
O3 C25 1.205(3) . ?
N3 C22 1.363(3) . ?
N3 C28 1.450(3) . ?
C34 C33 1.367(4) . ?
C34 C35 1.383(3) . ?
C34 H34 0.9300 . ?
C35 C30 1.389(3) . ?
C35 H35 0.9300 . ?
C36 C41 1.393(3) . ?
C36 C37 1.394(3) . ?
C36 B1 1.623(3) . ?
C37 C38 1.381(3) . ?
C37 H37 0.9300 . ?
C38 C39 1.369(4) . ?
C38 H38 0.9300 . ?
C39 C40 1.370(4) . ?
C39 H39 0.9300 . ?
C40 C41 1.383(3) . ?
C40 H40 0.9300 . ?
C41 H41 0.9300 . ?
C33 C32 1.372(4) . ?
C33 H33 0.9300 . ?
C3 H3 0.9300 . ?
O4 C24 1.375(3) . ?
O4 C25 1.397(2) . ?
C25 C17 1.440(3) . ?
C19 C24 1.390(3) . ?
C19 C20 1.401(3) . ?
C19 C18 1.409(3) . ?
C12 C13 1.368(3) . ?
C12 C11 1.382(3) . ?
C12 H12 0.9300 . ?
C10 C11 1.388(3) . ?
C10 C15 1.394(3) . ?
C10 C5 1.485(3) . ?
C9 C8 1.393(3) . ?
C9 H9 0.9300 . ?
C15 C14 1.382(3) . ?
C15 H15 0.9300 . ?
C28 C29 1.508(4) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C6 C5 1.406(3) . ?
C6 C7 1.409(3) . ?
C8 C7 1.371(3) . ?
C8 H8 0.9300 . ?
C14 C13 1.376(3) . ?
C14 H14 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C7 H7 0.9300 . ?
C11 H11 0.9300 . ?
C30 C31 1.388(3) . ?
C30 B1 1.614(3) . ?
C18 C17 1.359(3) . ?
C18 H18 0.9300 . ?
C20 C21 1.352(3) . ?
C20 H20 0.9300 . ?
C31 C32 1.382(3) . ?
C31 H31 0.9300 . ?
C24 C23 1.373(3) . ?
C21 C22 1.417(3) . ?
C21 H21 0.9300 . ?
C32 H32 0.9300 . ?
C23 C22 1.411(3) . ?
C23 H23 0.9300 . ?
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
C3 H3 O2A^a 0.93 2.79 3.422(19) 126.2 1_455 yes
C3 H3 O2B^b 0.93 2.42 3.046(5) 124.6 1_455 yes
C3 H3 O2C^c 0.93 2.33 2.919(12) 121.2 1_455 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
_geom_torsion_publ_flag
C1 N1 C4 C5 -170.97(19) . . . . ?
B1 N1 C4 C5 18.4(3) . . . . ?
C1 N1 C4 C3 0.2(2) . . . . ?
B1 N1 C4 C3 -170.49(18) . . . . ?
C4 N1 C1 C2 0.2(2) . . . . ?
B1 N1 C1 C2 170.4(2) . . . . ?
C13 O1 C16 O2C -18.8(7) . . . . ?
C13 O1 C16 O2A 42.6(12) . . . . ?
C13 O1 C16 O2B 16.8(4) . . . . ?
C13 O1 C16 C17 -170.80(19) . . . . ?
N1 C1 C2 C3 -0.5(3) . . . . ?
C27B C26B N3 C22 99(2) . . . . ?
C27B C26B N3 C28 -110(2) . . . . ?
C27A C26A N3 C22 -92.3(3) . . . . ?
C27A C26A N3 C28 96.4(3) . . . . ?
C33 C34 C35 C30 0.4(4) . . . . ?
C41 C36 C37 C38 -1.2(3) . . . . ?
B1 C36 C37 C38 174.1(2) . . . . ?
C36 C37 C38 C39 0.3(4) . . . . ?
C37 C38 C39 C40 0.6(4) . . . . ?
C38 C39 C40 C41 -0.5(4) . . . . ?
C39 C40 C41 C36 -0.4(4) . . . . ?
C37 C36 C41 C40 1.3(3) . . . . ?
B1 C36 C41 C40 -173.9(2) . . . . ?
C35 C34 C33 C32 0.1(4) . . . . ?
C1 C2 C3 C4 0.6(2) . . . . ?
N1 C4 C3 C2 -0.5(2) . . . . ?
C5 C4 C3 C2 169.4(2) . . . . ?
C24 O4 C25 O3 -178.9(2) . . . . ?
C24 O4 C25 C17 1.9(3) . . . . ?
C6 N2 C9 C8 0.1(3) . . . . ?
B1 N2 C9 C8 -165.5(2) . . . . ?
C11 C10 C15 C14 4.5(3) . . . . ?
C5 C10 C15 C14 -173.9(2) . . . . ?
C22 N3 C28 C29 -86.9(3) . . . . ?
C26B N3 C28 C29 121.1(14) . . . . ?
C26A N3 C28 C29 84.4(3) . . . . ?
C9 N2 C6 C5 177.5(2) . . . . ?
B1 N2 C6 C5 -16.4(3) . . . . ?
C9 N2 C6 C7 -0.3(2) . . . . ?
B1 N2 C6 C7 165.87(19) . . . . ?
N2 C9 C8 C7 0.1(3) . . . . ?
C10 C15 C14 C13 0.7(3) . . . . ?
C9 C8 C7 C6 -0.3(3) . . . . ?
N2 C6 C7 C8 0.3(3) . . . . ?
C5 C6 C7 C8 -177.0(2) . . . . ?
C11 C12 C13 C14 4.7(4) . . . . ?
C11 C12 C13 O1 -177.11(19) . . . . ?
C15 C14 C13 C12 -5.5(4) . . . . ?
C15 C14 C13 O1 176.5(2) . . . . ?
C16 O1 C13 C12 125.5(2) . . . . ?
C16 O1 C13 C14 -56.3(3) . . . . ?
N1 C4 C5 C6 1.6(3) . . . . ?
C3 C4 C5 C6 -167.2(2) . . . . ?
N1 C4 C5 C10 -177.77(17) . . . . ?
C3 C4 C5 C10 13.4(3) . . . . ?
N2 C6 C5 C4 -2.5(3) . . . . ?
C7 C6 C5 C4 174.6(2) . . . . ?
N2 C6 C5 C10 176.83(18) . . . . ?
C7 C6 C5 C10 -6.1(3) . . . . ?
C11 C10 C5 C4 49.0(3) . . . . ?
C15 C10 C5 C4 -132.6(2) . . . . ?
C11 C10 C5 C6 -130.4(2) . . . . ?
C15 C10 C5 C6 48.0(3) . . . . ?
C13 C12 C11 C10 0.8(3) . . . . ?
C15 C10 C11 C12 -5.3(3) . . . . ?
C5 C10 C11 C12 173.2(2) . . . . ?
C34 C35 C30 C31 -0.8(3) . . . . ?
C34 C35 C30 B1 177.8(2) . . . . ?
C24 C19 C18 C17 1.6(3) . . . . ?
C20 C19 C18 C17 -173.9(2) . . . . ?
C19 C18 C17 C25 -4.9(3) . . . . ?
C19 C18 C17 C16 175.1(2) . . . . ?
O3 C25 C17 C18 -176.0(2) . . . . ?
O4 C25 C17 C18 3.1(3) . . . . ?
O3 C25 C17 C16 4.1(4) . . . . ?
O4 C25 C17 C16 -176.9(2) . . . . ?
O2C C16 C17 C18 47.5(7) . . . . ?
O2A C16 C17 C18 -15.4(12) . . . . ?
O2B C16 C17 C18 9.7(4) . . . . ?
O1 C16 C17 C18 -162.8(2) . . . . ?
O2C C16 C17 C25 -132.5(7) . . . . ?
O2A C16 C17 C25 164.5(12) . . . . ?
O2B C16 C17 C25 -170.3(3) . . . . ?
O1 C16 C17 C25 17.2(3) . . . . ?
C24 C19 C20 C21 -1.2(4) . . . . ?
C18 C19 C20 C21 174.4(2) . . . . ?
C35 C30 C31 C32 0.6(3) . . . . ?
B1 C30 C31 C32 -178.0(2) . . . . ?
C25 O4 C24 C23 174.10(19) . . . . ?
C25 O4 C24 C19 -5.2(3) . . . . ?
C20 C19 C24 C23 0.1(3) . . . . ?
C18 C19 C24 C23 -175.9(2) . . . . ?
C20 C19 C24 O4 179.3(2) . . . . ?
C18 C19 C24 O4 3.4(3) . . . . ?
C19 C20 C21 C22 0.9(4) . . . . ?
C34 C33 C32 C31 -0.3(4) . . . . ?
C30 C31 C32 C33 -0.1(4) . . . . ?
O4 C24 C23 C22 -177.98(18) . . . . ?
C19 C24 C23 C22 1.3(3) . . . . ?
C28 N3 C22 C23 7.5(3) . . . . ?
C26B N3 C22 C23 154.0(16) . . . . ?
C26A N3 C22 C23 -163.3(2) . . . . ?
C28 N3 C22 C21 -172.8(2) . . . . ?
C26B N3 C22 C21 -26.3(16) . . . . ?
C26A N3 C22 C21 16.4(3) . . . . ?
C24 C23 C22 N3 178.2(2) . . . . ?
C24 C23 C22 C21 -1.5(3) . . . . ?
C20 C21 C22 N3 -179.2(2) . . . . ?
C20 C21 C22 C23 0.5(3) . . . . ?
C1 N1 B1 N2 160.45(19) . . . . ?
C4 N1 B1 N2 -30.9(3) . . . . ?
C1 N1 B1 C30 42.3(3) . . . . ?
C4 N1 B1 C30 -149.04(18) . . . . ?
C1 N1 B1 C36 -82.5(3) . . . . ?
C4 N1 B1 C36 86.2(2) . . . . ?
C9 N2 B1 N1 -166.8(2) . . . . ?
C6 N2 B1 N1 29.9(3) . . . . ?
C9 N2 B1 C30 -49.8(3) . . . . ?
C6 N2 B1 C30 146.80(19) . . . . ?
C9 N2 B1 C36 76.5(3) . . . . ?
C6 N2 B1 C36 -86.9(2) . . . . ?
C31 C30 B1 N1 55.1(3) . . . . ?
C35 C30 B1 N1 -123.4(2) . . . . ?
C31 C30 B1 N2 -57.6(3) . . . . ?
C35 C30 B1 N2 123.9(2) . . . . ?
C31 C30 B1 C36 177.75(19) . . . . ?
C35 C30 B1 C36 -0.8(3) . . . . ?
C41 C36 B1 N1 -149.08(19) . . . . ?
C37 C36 B1 N1 36.0(3) . . . . ?
C41 C36 B1 N2 -36.8(3) . . . . ?
C37 C36 B1 N2 148.34(19) . . . . ?
C41 C36 B1 C30 88.4(2) . . . . ?
C37 C36 B1 C30 -86.5(2) . . . . ?
