#------------------------------------------------------------------------------
#$Date: 2025-08-28 01:10:05 +0300 (Thu, 28 Aug 2025) $
#$Revision: 301913 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/55/1575540.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_1575540
loop_
_publ_author_name
'Jiang, Zhiyong'
'Ma, Xiangjun'
'Song, Kaixuan'
'Wang, Tianzhu'
'Dong, Mengxi'
'Liu, Hang'
'gao, hu'
'Wang, Xiaoqing'
'Zhao, Jing'
'Liu, Zhipeng'
_publ_section_title
;
 Shortwave Infrared Absorbing and Fluorescent BODIPY J-Aggregates for
 High-Contrast in Vivo Imaging
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D5SC03864B
_journal_year                    2025
_chemical_formula_sum            'C82 H108 B2 F10 N6 O2'
_chemical_formula_weight         1421.36
_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   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-11-08 deposited with the CCDC.	2025-08-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.006(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.0115(5)
_cell_length_b                   33.2320(16)
_cell_length_c                   11.5588(6)
_cell_measurement_reflns_used    4587
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      53.95
_cell_measurement_theta_min      3.55
_cell_volume                     3816.9(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0992
_diffrn_reflns_av_unetI/netI     0.0745
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            24823
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.877
_diffrn_reflns_theta_min         2.313
_exptl_absorpt_coefficient_mu    0.473
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_description       block
_exptl_crystal_F_000             1516
_refine_diff_density_max         0.498
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     480
_refine_ls_number_reflns         7201
_refine_ls_number_restraints     32
_refine_ls_restrained_S_all      0.992
_refine_ls_R_factor_all          0.1317
_refine_ls_R_factor_gt           0.0657
_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)+(0.1000P)²+0.4405P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1746
_refine_ls_wR_factor_ref         0.2149
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3572
_reflns_number_total             7201
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5sc03864b2.cif
_cod_data_source_block           A_a
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1575540
_shelx_shelxl_version_number     2018/3
_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.
;
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
F2 F -0.55873(19) 0.32576(5) -0.15166(16) 0.0772(5) Uani 1 1 d . . . . .
F1 F -0.61381(19) 0.32221(5) 0.03247(16) 0.0744(5) Uani 1 1 d . . . . .
F5 F -0.2524(3) 0.18473(7) 0.1137(2) 0.1104(8) Uani 1 1 d . . . . .
O004 O -0.2334(3) 0.49610(7) 0.0931(2) 0.0834(7) Uani 1 1 d . . . . .
N1 N -0.3834(3) 0.31493(7) 0.0057(2) 0.0630(7) Uani 1 1 d . . . . .
F3 F -0.1899(3) 0.19347(9) -0.0486(2) 0.1287(10) Uani 1 1 d . . . . .
N2 N -0.5498(3) 0.26067(7) -0.0574(2) 0.0664(7) Uani 1 1 d . . . . .
F4 F -0.1002(3) 0.22621(8) 0.0997(4) 0.1744(17) Uani 1 1 d . . . . .
N3 N -1.1913(3) 0.28628(10) -0.2685(3) 0.0887(9) Uani 1 1 d . . . . .
C17 C -0.3652(4) 0.49948(9) 0.0471(3) 0.0682(9) Uani 1 1 d . . . . .
C10 C -0.4447(3) 0.23347(9) -0.0251(3) 0.0703(8) Uani 1 1 d . . . . .
C9 C -0.3296(4) 0.35211(9) 0.0319(3) 0.0675(8) Uani 1 1 d . . . . .
C16 C -0.4316(4) 0.46275(9) 0.0187(3) 0.0667(8) Uani 1 1 d . . . . .
C15 C -0.3583(4) 0.42529(9) 0.0372(3) 0.0707(9) Uani 1 1 d . . . . .
H15 H -0.267082 0.427112 0.070758 0.085 Uiso 1 1 calc R U . . .
C6 C -0.2845(3) 0.28635(9) 0.0343(3) 0.0664(8) Uani 1 1 d . . . . .
C18 C -0.4329(4) 0.53552(9) 0.0289(3) 0.0698(9) Uani 1 1 d . . . . .
H18 H -0.386286 0.559888 0.049385 0.084 Uiso 1 1 calc R U . . .
C37 C -0.7931(3) 0.25337(9) -0.1439(3) 0.0695(8) Uani 1 1 d . . . . .
C13 C -0.6622(3) 0.23900(10) -0.1001(3) 0.0697(8) Uani 1 1 d . . . . .
C14 C -0.4066(3) 0.38823(9) 0.0116(3) 0.0672(8) Uani 1 1 d . . . . .
H14 H -0.497589 0.385845 -0.022219 0.081 Uiso 1 1 calc R U . . .
C38 C -1.0632(3) 0.27580(11) -0.2295(3) 0.0737(9) Uani 1 1 d . . . . .
C25 C 0.5794(4) 0.57368(10) 0.3632(3) 0.0762(9) Uani 1 1 d . . . . .
H25A H 0.552579 0.593186 0.420902 0.091 Uiso 1 1 calc R U . . .
H25B H 0.597804 0.589012 0.293479 0.091 Uiso 1 1 calc R U . . .
C5 C -0.3172(3) 0.24560(10) 0.0184(3) 0.0684(8) Uani 1 1 d . . . . .
C23 C 0.3319(3) 0.56486(10) 0.2829(3) 0.0724(9) Uani 1 1 d . . . . .
H23A H 0.346088 0.582220 0.215851 0.087 Uiso 1 1 calc R U . . .
H23B H 0.301937 0.582268 0.344274 0.087 Uiso 1 1 calc R U . . .
C29 C 1.0718(4) 0.58590(10) 0.5400(3) 0.0756(9) Uani 1 1 d . . . . .
H29A H 1.090156 0.602196 0.471993 0.091 Uiso 1 1 calc R U . . .
H29B H 1.045839 0.604686 0.599882 0.091 Uiso 1 1 calc R U . . .
C31 C 1.3164(4) 0.59326(10) 0.6271(3) 0.0744(9) Uani 1 1 d . . . . .
H31A H 1.330954 0.610888 0.560682 0.089 Uiso 1 1 calc R U . . .
H31B H 1.290687 0.610672 0.690204 0.089 Uiso 1 1 calc R U . . .
C4 C -0.2136(4) 0.21389(11) 0.0467(4) 0.0842(11) Uani 1 1 d . . . . .
C39 C -0.8890(4) 0.22551(10) -0.1946(3) 0.0744(9) Uani 1 1 d . . . . .
H39 H -0.862539 0.198184 -0.199924 0.089 Uiso 1 1 calc R U . . .
C40 C -1.0179(4) 0.23573(11) -0.2366(3) 0.0769(9) Uani 1 1 d . . . . .
H40 H -1.077821 0.215683 -0.270906 0.092 Uiso 1 1 calc R U . . .
C32 C 1.4475(4) 0.57263(10) 0.6698(3) 0.0723(9) Uani 1 1 d . . . . .
H32A H 1.475048 0.555992 0.605718 0.087 Uiso 1 1 calc R U . . .
H32B H 1.432334 0.554284 0.734373 0.087 Uiso 1 1 calc R U . . .
C24 C 0.4638(4) 0.54530(11) 0.3292(3) 0.0759(9) Uani 1 1 d . . . . .
H24A H 0.449379 0.528974 0.398249 0.091 Uiso 1 1 calc R U . . .
H24B H 0.489866 0.526643 0.269067 0.091 Uiso 1 1 calc R U . . .
C30 C 1.1998(4) 0.56490(10) 0.5884(3) 0.0742(9) Uani 1 1 d . . . . .
H30A H 1.227088 0.546479 0.528203 0.089 Uiso 1 1 calc R U . . .
H30B H 1.181609 0.548323 0.655905 0.089 Uiso 1 1 calc R U . . .
C27 C 0.8274(4) 0.58031(10) 0.4484(3) 0.0773(9) Uani 1 1 d . . . . .
H27A H 0.848410 0.594797 0.377969 0.093 Uiso 1 1 calc R U . . .
H27B H 0.802149 0.600632 0.504455 0.093 Uiso 1 1 calc R U . . .
C28 C 0.9531(4) 0.55843(11) 0.5024(3) 0.0783(9) Uani 1 1 d . . . . .
H28A H 0.931105 0.543169 0.571172 0.094 Uiso 1 1 calc R U . . .
H28B H 0.979998 0.538749 0.445241 0.094 Uiso 1 1 calc R U . . .
C7 C -0.1657(4) 0.30669(10) 0.0801(3) 0.0788(10) Uani 1 1 d . . . . .
H7 H -0.081502 0.294654 0.106956 0.095 Uiso 1 1 calc R U . . .
C21 C 0.0867(4) 0.55117(10) 0.1944(3) 0.0754(9) Uani 1 1 d . . . . .
H21A H 0.096840 0.566779 0.123078 0.091 Uiso 1 1 calc R U . . .
H21B H 0.053249 0.569653 0.251602 0.091 Uiso 1 1 calc R U . . .
C19 C -0.1544(4) 0.53158(10) 0.1157(3) 0.0765(10) Uani 1 1 d . . . . .
H19A H -0.193474 0.548991 0.172459 0.092 Uiso 1 1 calc R U . . .
H19B H -0.150670 0.547000 0.042898 0.092 Uiso 1 1 calc R U . . .
C26 C 0.7072(4) 0.55272(11) 0.4145(3) 0.0759(9) Uani 1 1 d . . . . .
H26A H 0.732280 0.532822 0.357188 0.091 Uiso 1 1 calc R U . . .
H26B H 0.688342 0.537682 0.484676 0.091 Uiso 1 1 calc R U . . .
C22 C 0.2222(4) 0.53464(10) 0.2445(3) 0.0765(9) Uani 1 1 d . . . . .
H22A H 0.254949 0.516857 0.185250 0.092 Uiso 1 1 calc R U . . .
H22B H 0.208870 0.517636 0.312478 0.092 Uiso 1 1 calc R U . . .
C11 C -0.6263(4) 0.19737(10) -0.0931(3) 0.0787(10) Uani 1 1 d . . . . .
H11 H -0.684531 0.175525 -0.116688 0.094 Uiso 1 1 calc R U . . .
C8 C -0.1944(4) 0.34686(11) 0.0786(3) 0.0799(10) Uani 1 1 d . . . . .
H8 H -0.133367 0.367756 0.104821 0.096 Uiso 1 1 calc R U . . .
C12 C -0.4966(4) 0.19419(10) -0.0478(3) 0.0807(10) Uani 1 1 d . . . . .
H12 H -0.447931 0.169790 -0.033501 0.097 Uiso 1 1 calc R U . . .
C41 C -0.8411(4) 0.29305(11) -0.1393(3) 0.0843(11) Uani 1 1 d . . . . .
H41 H -0.780867 0.313206 -0.106219 0.101 Uiso 1 1 calc R U . . .
C33 C 1.5626(4) 0.60129(11) 0.7123(3) 0.0832(10) Uani 1 1 d D . . . .
H33A H 1.580149 0.619058 0.647044 0.100 Uiso 1 1 calc R U . . .
H33B H 1.534384 0.618519 0.774809 0.100 Uiso 1 1 calc R U . . .
C20 C -0.0155(4) 0.51768(10) 0.1649(3) 0.0790(10) Uani 1 1 d . . . . .
H20A H 0.019076 0.499445 0.107688 0.095 Uiso 1 1 calc R U . . .
H20B H -0.022922 0.501881 0.236417 0.095 Uiso 1 1 calc R U . . .
C42 C -0.9691(4) 0.30409(11) -0.1798(3) 0.0843(10) Uani 1 1 d . . . . .
H42 H -0.995363 0.331424 -0.174206 0.101 Uiso 1 1 calc R U . . .
B1 B -0.5299(4) 0.30694(11) -0.0443(3) 0.0644(9) Uani 1 1 d . . . . .
C34 C 1.6911(4) 0.58010(12) 0.7579(3) 0.0894(11) Uani 1 1 d D . . . .
H34A H 1.728041 0.567906 0.690404 0.107 Uiso 1 1 d R U . . .
H34B H 1.667614 0.557683 0.808089 0.107 Uiso 1 1 d R U . . .
C45 C -1.2358(4) 0.32794(12) -0.2677(4) 0.0959(12) Uani 1 1 d . . . . .
H45A H -1.217401 0.338771 -0.188448 0.144 Uiso 1 1 calc R U . . .
H45B H -1.332597 0.329279 -0.293447 0.144 Uiso 1 1 calc R U . . .
H45C H -1.187211 0.343835 -0.320474 0.144 Uiso 1 1 calc R U . . .
C44 C -1.2919(4) 0.25650(13) -0.3120(4) 0.1038(13) Uani 1 1 d . . . . .
H44A H -1.264205 0.243279 -0.381016 0.156 Uiso 1 1 d R U . . .
H44B H -1.378798 0.269820 -0.332776 0.156 Uiso 1 1 d R U . . .
H44C H -1.300218 0.236352 -0.251353 0.156 Uiso 1 1 d R U . . .
C35 C 1.7934(8) 0.6051(2) 0.8410(8) 0.089(3) Uani 0.564(11) 1 d D U P . .
H35A H 1.753706 0.611191 0.913346 0.107 Uiso 0.564(11) 1 d R U P . .
H35B H 1.875647 0.588849 0.862442 0.107 Uiso 0.564(11) 1 d R U P . .
C36 C 1.8299(7) 0.6428(2) 0.7872(7) 0.094(3) Uani 0.564(11) 1 d D U P . .
H36A H 1.874550 0.636768 0.718338 0.142 Uiso 0.564(11) 1 d R U P . .
H36B H 1.891008 0.658145 0.843331 0.142 Uiso 0.564(11) 1 d R U P . .
H36C H 1.748392 0.658579 0.763952 0.142 Uiso 0.564(11) 1 d R U P . .
C35' C 1.8216(13) 0.6062(5) 0.7761(14) 0.153(6) Uani 0.436(11) 1 d D U P . .
H35C H 1.900523 0.588357 0.774990 0.183 Uiso 0.436(11) 1 d R U P . .
H35D H 1.820726 0.625137 0.709786 0.183 Uiso 0.436(11) 1 d R U P . .
C36' C 1.837(2) 0.6288(7) 0.8819(18) 0.253(12) Uani 0.436(11) 1 d D U P . .
H36D H 1.818931 0.611403 0.946610 0.379 Uiso 0.436(11) 1 d R U P . .
H36E H 1.774510 0.651471 0.875279 0.379 Uiso 0.436(11) 1 d R U P . .
H36F H 1.929895 0.638925 0.896622 0.379 Uiso 0.436(11) 1 d R U P . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0583 0.0400 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0070 0.0029 '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
C17 O004 C19 119.4(3) . . ?
C9 N1 C6 108.5(3) . . ?
C9 N1 B1 125.0(3) . . ?
C6 N1 B1 126.6(3) . . ?
C13 N2 C10 108.2(3) . . ?
C13 N2 B1 129.9(3) . . ?
C10 N2 B1 121.9(3) . . ?
C38 N3 C45 121.4(3) . . ?
C38 N3 C44 121.8(3) . . ?
C45 N3 C44 116.7(3) . . ?
O004 C17 C18 124.3(3) . . ?
O004 C17 C16 115.2(3) . . ?
C18 C17 C16 120.5(3) . . ?
C5 C10 N2 122.8(3) . . ?
C5 C10 C12 129.9(3) . . ?
N2 C10 C12 107.3(3) . . ?
N1 C9 C8 107.9(3) . . ?
N1 C9 C14 122.2(3) . . ?
C8 C9 C14 129.9(3) . . ?
C18 C16 C17 117.5(3) 3_465 . ?
C18 C16 C15 122.8(3) 3_465 . ?
C17 C16 C15 119.6(3) . . ?
C14 C15 C16 126.5(3) . . ?
C14 C15 H15 116.8 . . ?
C16 C15 H15 116.8 . . ?
N1 C6 C5 118.9(3) . . ?
N1 C6 C7 107.8(3) . . ?
C5 C6 C7 133.2(3) . . ?
C17 C18 C16 122.0(3) . 3_465 ?
C17 C18 H18 119.0 . . ?
C16 C18 H18 119.0 3_465 . ?
C41 C37 C39 114.4(3) . . ?
C41 C37 C13 127.1(3) . . ?
C39 C37 C13 118.5(3) . . ?
N2 C13 C37 128.8(3) . . ?
N2 C13 C11 107.3(3) . . ?
C37 C13 C11 123.9(3) . . ?
C15 C14 C9 124.2(3) . . ?
C15 C14 H14 117.9 . . ?
C9 C14 H14 117.9 . . ?
N3 C38 C42 121.7(3) . . ?
N3 C38 C40 121.4(3) . . ?
C42 C38 C40 116.8(3) . . ?
C24 C25 C26 113.6(3) . . ?
C24 C25 H25A 108.9 . . ?
C26 C25 H25A 108.9 . . ?
C24 C25 H25B 108.9 . . ?
C26 C25 H25B 108.9 . . ?
H25A C25 H25B 107.7 . . ?
C10 C5 C6 121.6(3) . . ?
C10 C5 C4 117.7(3) . . ?
C6 C5 C4 120.7(3) . . ?
C24 C23 C22 112.9(3) . . ?
C24 C23 H23A 109.0 . . ?
C22 C23 H23A 109.0 . . ?
C24 C23 H23B 109.0 . . ?
C22 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
C30 C29 C28 115.3(3) . . ?
C30 C29 H29A 108.4 . . ?
C28 C29 H29A 108.4 . . ?
C30 C29 H29B 108.4 . . ?
C28 C29 H29B 108.4 . . ?
H29A C29 H29B 107.5 . . ?
C32 C31 C30 114.8(3) . . ?
C32 C31 H31A 108.6 . . ?
C30 C31 H31A 108.6 . . ?
C32 C31 H31B 108.6 . . ?
C30 C31 H31B 108.6 . . ?
H31A C31 H31B 107.5 . . ?
F4 C4 F5 105.0(3) . . ?
F4 C4 F3 108.5(4) . . ?
F5 C4 F3 101.7(3) . . ?
F4 C4 C5 115.5(3) . . ?
F5 C4 C5 113.5(3) . . ?
F3 C4 C5 111.5(3) . . ?
C40 C39 C37 123.4(3) . . ?
C40 C39 H39 118.3 . . ?
C37 C39 H39 118.3 . . ?
C39 C40 C38 120.7(3) . . ?
C39 C40 H40 119.7 . . ?
C38 C40 H40 119.7 . . ?
C31 C32 C33 114.4(3) . . ?
C31 C32 H32A 108.7 . . ?
C33 C32 H32A 108.7 . . ?
C31 C32 H32B 108.7 . . ?
C33 C32 H32B 108.7 . . ?
H32A C32 H32B 107.6 . . ?
C25 C24 C23 115.7(3) . . ?
C25 C24 H24A 108.4 . . ?
C23 C24 H24A 108.4 . . ?
C25 C24 H24B 108.4 . . ?
C23 C24 H24B 108.4 . . ?
H24A C24 H24B 107.4 . . ?
C29 C30 C31 114.2(3) . . ?
C29 C30 H30A 108.7 . . ?
C31 C30 H30A 108.7 . . ?
C29 C30 H30B 108.7 . . ?
C31 C30 H30B 108.7 . . ?
H30A C30 H30B 107.6 . . ?
C28 C27 C26 113.9(3) . . ?
C28 C27 H27A 108.8 . . ?
C26 C27 H27A 108.8 . . ?
C28 C27 H27B 108.8 . . ?
C26 C27 H27B 108.8 . . ?
H27A C27 H27B 107.7 . . ?
C29 C28 C27 114.2(3) . . ?
C29 C28 H28A 108.7 . . ?
C27 C28 H28A 108.7 . . ?
C29 C28 H28B 108.7 . . ?
C27 C28 H28B 108.7 . . ?
H28A C28 H28B 107.6 . . ?
C8 C7 C6 107.2(3) . . ?
C8 C7 H7 126.4 . . ?
C6 C7 H7 126.4 . . ?
C22 C21 C20 111.6(3) . . ?
C22 C21 H21A 109.3 . . ?
C20 C21 H21A 109.3 . . ?
C22 C21 H21B 109.3 . . ?
C20 C21 H21B 109.3 . . ?
H21A C21 H21B 108.0 . . ?
O004 C19 C20 106.3(3) . . ?
O004 C19 H19A 110.5 . . ?
C20 C19 H19A 110.5 . . ?
O004 C19 H19B 110.5 . . ?
C20 C19 H19B 110.5 . . ?
H19A C19 H19B 108.7 . . ?
C25 C26 C27 115.3(3) . . ?
C25 C26 H26A 108.5 . . ?
C27 C26 H26A 108.5 . . ?
C25 C26 H26B 108.5 . . ?
C27 C26 H26B 108.5 . . ?
H26A C26 H26B 107.5 . . ?
C21 C22 C23 117.1(3) . . ?
C21 C22 H22A 108.0 . . ?
C23 C22 H22A 108.0 . . ?
C21 C22 H22B 108.0 . . ?
C23 C22 H22B 108.0 . . ?
H22A C22 H22B 107.3 . . ?
C12 C11 C13 108.8(3) . . ?
C12 C11 H11 125.6 . . ?
C13 C11 H11 125.6 . . ?
C7 C8 C9 108.5(3) . . ?
C7 C8 H8 125.7 . . ?
C9 C8 H8 125.7 . . ?
C11 C12 C10 108.4(3) . . ?
C11 C12 H12 125.8 . . ?
C10 C12 H12 125.8 . . ?
C42 C41 C37 123.5(3) . . ?
C42 C41 H41 118.3 . . ?
C37 C41 H41 118.3 . . ?
C34 C33 C32 113.6(3) . . ?
C34 C33 H33A 108.9 . . ?
C32 C33 H33A 108.9 . . ?
C34 C33 H33B 108.9 . . ?
C32 C33 H33B 108.9 . . ?
H33A C33 H33B 107.7 . . ?
C19 C20 C21 115.1(3) . . ?
C19 C20 H20A 108.5 . . ?
C21 C20 H20A 108.5 . . ?
C19 C20 H20B 108.5 . . ?
C21 C20 H20B 108.5 . . ?
H20A C20 H20B 107.5 . . ?
C41 C42 C38 121.2(3) . . ?
C41 C42 H42 119.4 . . ?
C38 C42 H42 119.4 . . ?
F2 B1 F1 109.3(3) . . ?
F2 B1 N1 110.2(3) . . ?
F1 B1 N1 108.7(3) . . ?
F2 B1 N2 110.4(3) . . ?
F1 B1 N2 110.0(3) . . ?
N1 B1 N2 108.3(3) . . ?
C33 C34 C35 115.9(4) . . ?
C33 C34 C35' 116.9(7) . . ?
C35 C34 C35' 31.0(5) . . ?
C33 C34 H34A 107.5 . . ?
C35 C34 H34A 115.1 . . ?
C35' C34 H34A 86.9 . . ?
C33 C34 H34B 107.7 . . ?
C35 C34 H34B 103.0 . . ?
C35' C34 H34B 126.4 . . ?
H34A C34 H34B 107.0 . . ?
N3 C45 H45A 109.5 . . ?
N3 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
N3 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
N3 C44 H44A 109.5 . . ?
N3 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
N3 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C36 C35 C34 111.9(6) . . ?
C36 C35 H35A 109.2 . . ?
C34 C35 H35A 109.2 . . ?
C36 C35 H35B 109.2 . . ?
C34 C35 H35B 109.2 . . ?
H35A C35 H35B 107.9 . . ?
C36 C35 H35C 82.5 . . ?
C34 C35 H35C 86.9 . . ?
H35A C35 H35C 153.3 . . ?
H35B C35 H35C 45.6 . . ?
C36 C35 H36D 104.0 . . ?
C34 C35 H36D 138.0 . . ?
H35A C35 H36D 35.5 . . ?
H35B C35 H36D 77.3 . . ?
H35C C35 H36D 119.5 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C36 H35D 83.5 . . ?
H36A C36 H35D 37.4 . . ?
H36B C36 H35D 145.7 . . ?
H36C C36 H35D 94.7 . . ?
C35 C36 H36E 72.2 . . ?
H36A C36 H36E 178.2 . . ?
H36B C36 H36E 69.1 . . ?
H36C C36 H36E 70.3 . . ?
H35D C36 H36E 144.2 . . ?
C35 C36 H36F 75.4 . . ?
H36A C36 H36F 109.8 . . ?
H36B C36 H36F 36.7 . . ?
H36C C36 H36F 135.6 . . ?
H35D C36 H36F 129.4 . . ?
H36E C36 H36F 69.8 . . ?
C36' C35' C34 114.3(14) . . ?
C36' C35' H35B 63.6 . . ?
C34 C35' H35B 97.3 . . ?
C36' C35' H36A 91.1 . . ?
C34 C35' H36A 136.1 . . ?
H35B C35' H36A 126.5 . . ?
C36' C35' H35C 108.7 . . ?
C34 C35' H35C 108.7 . . ?
H35B C35' H35C 56.7 . . ?
H36A C35' H35C 94.7 . . ?
C36' C35' H35D 108.7 . . ?
C34 C35' H35D 108.7 . . ?
H35B C35' H35D 153.4 . . ?
H36A C35' H35D 27.4 . . ?
H35C C35' H35D 107.6 . . ?
C35' C36' H35A 89.7 . . ?
C35' C36' H35B 51.1 . . ?
H35A C36' H35B 77.8 . . ?
C35' C36' H36B 96.5 . . ?
H35A C36' H36B 156.1 . . ?
H35B C36' H36B 123.7 . . ?
C35' C36' H36D 109.5 . . ?
H35A C36' H36D 39.2 . . ?
H35B C36' H36D 69.3 . . ?
H36B C36' H36D 151.7 . . ?
C35' C36' H36E 109.5 . . ?
H35A C36' H36E 85.8 . . ?
H35B C36' H36E 153.9 . . ?
H36B C36' H36E 70.3 . . ?
H36D C36' H36E 109.5 . . ?
C35' C36' H36F 109.5 . . ?
H35A C36' H36F 148.6 . . ?
H35B C36' H36F 94.8 . . ?
H36B C36' H36F 48.9 . . ?
H36D C36' H36F 109.5 . . ?
H36E C36' H36F 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F2 B1 1.388(4) . ?
F1 B1 1.390(4) . ?
F5 C4 1.328(5) . ?
O004 C17 1.366(4) . ?
O004 C19 1.426(4) . ?
N1 C9 1.367(4) . ?
N1 C6 1.383(4) . ?
N1 B1 1.533(4) . ?
F3 C4 1.339(4) . ?
N2 C13 1.376(4) . ?
N2 C10 1.403(4) . ?
N2 B1 1.556(4) . ?
F4 C4 1.289(4) . ?
N3 C38 1.352(4) . ?
N3 C45 1.454(5) . ?
N3 C44 1.457(5) . ?
C17 C18 1.380(5) . ?
C17 C16 1.409(4) . ?
C10 C5 1.373(5) . ?
C10 C12 1.418(5) . ?
C9 C8 1.406(5) . ?
C9 C14 1.430(4) . ?
C16 C18 1.402(5) 3_465 ?
C16 C15 1.447(5) . ?
C15 C14 1.343(4) . ?
C15 H15 0.9500 . ?
C6 C5 1.400(4) . ?
C6 C7 1.414(5) . ?
C18 H18 0.9500 . ?
C37 C41 1.406(5) . ?
C37 C39 1.409(4) . ?
C37 C13 1.429(5) . ?
C13 C11 1.429(5) . ?
C14 H14 0.9500 . ?
C38 C42 1.403(5) . ?
C38 C40 1.412(5) . ?
C25 C24 1.507(5) . ?
C25 C26 1.513(5) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C5 C4 1.487(5) . ?
C23 C24 1.510(5) . ?
C23 C22 1.514(5) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C29 C30 1.506(5) . ?
C29 C28 1.519(5) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C31 C32 1.509(5) . ?
C31 C30 1.525(5) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C39 C40 1.365(5) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C32 C33 1.530(5) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C27 C28 1.520(5) . ?
C27 C26 1.525(5) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C7 C8 1.365(5) . ?
C7 H7 0.9500 . ?
C21 C22 1.512(5) . ?
C21 C20 1.522(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C19 C20 1.509(5) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C11 C12 1.344(5) . ?
C11 H11 0.9500 . ?
C8 H8 0.9500 . ?
C12 H12 0.9500 . ?
C41 C42 1.360(5) . ?
C41 H41 0.9500 . ?
C33 C34 1.504(5) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C42 H42 0.9500 . ?
C34 C35 1.556(7) . ?
C34 C35' 1.562(12) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C35 C36 1.464(10) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C36 H36E 1.2509 . ?
C35' C36' 1.427(17) . ?
C35' H35C 0.9900 . ?
C35' H35D 0.9900 . ?
C36' H36D 0.9800 . ?
C36' H36E 0.9800 . ?
C36' H36F 0.9800 . ?
