#------------------------------------------------------------------------------
#$Date: 2021-12-04 02:00:12 +0200 (Sat, 04 Dec 2021) $
#$Revision: 271071 $
#$URL: svn://www.crystallography.net/cod/cif/7/70/90/7709016.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_7709016
loop_
_publ_author_name
'Zhou, Haiyu'
'Wang, Jingjing'
'Meng, Yuxuan'
'Liu, Fei'
'Wang, Tongdao'
_publ_section_title
;
 Formation of cyclic (boryl)iminomethane derivatives by insertion of
 isocyanides into the boron-carbon bond
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT03884B
_journal_year                    2021
_chemical_formula_moiety         'C47 H42 B F10 N3, 1[CH2Cl2]'
_chemical_formula_sum            'C48 H44 B Cl2 F10 N3'
_chemical_formula_weight         934.57
_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
_audit_creation_date             2021-11-24
_audit_creation_method
;
Olex2 1.5-dev
(compiled 2021.10.14 svn.r9718050b for OlexSys, GUI svn.r6396)
;
_audit_update_record
;
2021-12-01 deposited with the CCDC.	2021-12-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.003(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.158(3)
_cell_length_b                   24.328(5)
_cell_length_c                   15.731(4)
_cell_measurement_reflns_used    9972
_cell_measurement_temperature    150.15
_cell_measurement_theta_max      25.835
_cell_measurement_theta_min      2.300
_cell_volume                     4595.6(19)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0741
_diffrn_reflns_av_unetI/netI     0.0459
_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       -14
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            55725
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.300
_exptl_absorpt_coefficient_mu    0.219
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6706
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1526 before and 0.0845 after correction.
The Ratio of minimum to maximum transmission is 0.8988.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_description       block
_exptl_crystal_F_000             1928
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       0.0047(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     559
_refine_ls_number_reflns         8079
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0564
_refine_ls_R_factor_gt           0.0402
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0540P)²+0.4144P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1052
_refine_ls_wR_factor_ref         0.1106
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6265
_reflns_number_total             8079
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt03884b2.cif
_cod_data_source_block           mo_20jan05zhy1_0m_pl
_cod_database_code               7709016
_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.
;
_shelx_estimated_absorpt_t_max   0.949
_shelx_estimated_absorpt_t_min   0.904
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C6(H6), C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C5(H5), C122(H122), C123(H123), C124(H124), C125(H125),
 C126(H126), C203(H203), C204(H204), C205(H205), C303(H303), C304(H304),
 C305(H305)
2.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C),
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C16(H16A,H16B,H16C), C17(H17A,H17B,
 H17C)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 168 electrons were 
found in a volume of 692Å³ in 2 voids per unit cell. 
This is consistent with the presence of 1[CH2Cl2] per Formula Unit 
which account for 168 electrons per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
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
F102 F 0.89786(8) 0.23175(4) 0.66956(6) 0.0361(2) Uani 1 1 d . . . . .
F103 F 0.97560(8) 0.15479(4) 0.57592(7) 0.0457(3) Uani 1 1 d . . . . .
F104 F 0.83440(9) 0.08681(4) 0.47271(6) 0.0411(3) Uani 1 1 d . . . . .
F105 F 0.61121(9) 0.09841(4) 0.46606(7) 0.0522(3) Uani 1 1 d . . . . .
F106 F 0.52994(8) 0.17601(4) 0.55912(7) 0.0406(3) Uani 1 1 d . . . . .
F112 F 0.72353(8) 0.28211(4) 0.86427(6) 0.0325(2) Uani 1 1 d . . . . .
F113 F 0.86666(9) 0.35972(4) 0.92492(6) 0.0449(3) Uani 1 1 d . . . . .
F114 F 0.96121(10) 0.42592(4) 0.81546(7) 0.0521(3) Uani 1 1 d . . . . .
F115 F 0.91307(9) 0.40891(4) 0.64250(7) 0.0444(3) Uani 1 1 d . . . . .
F116 F 0.77269(8) 0.32832(4) 0.57987(6) 0.0332(2) Uani 1 1 d . . . . .
N1 N 0.60174(11) 0.13394(5) 0.91471(8) 0.0262(3) Uani 1 1 d . . . . .
N2 N 0.47796(10) 0.26170(5) 0.68898(8) 0.0233(3) Uani 1 1 d . . . . .
N3 N 0.48394(11) 0.32281(5) 0.57581(8) 0.0272(3) Uani 1 1 d . . . . .
C1 C 0.54453(13) 0.19613(6) 0.79792(10) 0.0245(4) Uani 1 1 d . . . . .
H1 H 0.471615 0.195767 0.812519 0.029 Uiso 1 1 calc R U . . .
C2 C 0.62383(13) 0.16147(6) 0.84598(10) 0.0242(4) Uani 1 1 d . . . . .
C3 C 0.73543(13) 0.15419(6) 0.81674(11) 0.0273(4) Uani 1 1 d . . . . .
H3A H 0.793148 0.148221 0.867697 0.033 Uiso 1 1 calc R U . . .
H3B H 0.754506 0.188271 0.787902 0.033 Uiso 1 1 calc R U . . .
C4 C 0.73639(15) 0.10620(7) 0.75539(11) 0.0318(4) Uani 1 1 d . . . . .
H4 H 0.669290 0.098220 0.717754 0.038 Uiso 1 1 calc R U . . .
C5 C 0.82269(16) 0.07498(7) 0.75040(12) 0.0408(5) Uani 1 1 d . . . . .
H5 H 0.886189 0.080161 0.793202 0.049 Uiso 1 1 calc R U . . .
C6 C 0.67846(14) 0.09067(7) 0.95782(11) 0.0329(4) Uani 1 1 d . . . . .
H6 H 0.738576 0.085030 0.921972 0.040 Uiso 1 1 calc R U . . .
C7 C 0.73398(17) 0.10914(9) 1.04653(12) 0.0495(5) Uani 1 1 d . . . . .
H7A H 0.775166 0.143287 1.041333 0.074 Uiso 1 1 calc R U . . .
H7B H 0.785548 0.080578 1.072273 0.074 Uiso 1 1 calc R U . . .
H7C H 0.677028 0.115458 1.083176 0.074 Uiso 1 1 calc R U . . .
C8 C 0.61722(18) 0.03627(8) 0.96042(15) 0.0529(6) Uani 1 1 d . . . . .
H8A H 0.561686 0.039551 0.999075 0.079 Uiso 1 1 calc R U . . .
H8B H 0.670614 0.007303 0.981457 0.079 Uiso 1 1 calc R U . . .
H8C H 0.579926 0.026942 0.902411 0.079 Uiso 1 1 calc R U . . .
C9 C 0.50198(14) 0.14526(7) 0.95687(11) 0.0317(4) Uani 1 1 d . . . . .
H9 H 0.515369 0.124269 1.012184 0.038 Uiso 1 1 calc R U . . .
C10 C 0.39298(15) 0.12225(8) 0.90824(12) 0.0412(5) Uani 1 1 d . . . . .
H10A H 0.366763 0.145764 0.858612 0.062 Uiso 1 1 calc R U . . .
H10B H 0.336812 0.121302 0.946616 0.062 Uiso 1 1 calc R U . . .
H10C H 0.405500 0.084936 0.888312 0.062 Uiso 1 1 calc R U . . .
C11 C 0.49531(17) 0.20530(8) 0.98346(12) 0.0424(5) Uani 1 1 d . . . . .
H11A H 0.570271 0.218900 1.005368 0.064 Uiso 1 1 calc R U . . .
H11B H 0.448477 0.208369 1.028591 0.064 Uiso 1 1 calc R U . . .
H11C H 0.462912 0.227229 0.933501 0.064 Uiso 1 1 calc R U . . .
C12 C 0.56229(13) 0.23040(6) 0.73199(10) 0.0228(3) Uani 1 1 d . . . . .
C13 C 0.45644(17) 0.34284(9) 0.81609(14) 0.0514(6) Uani 1 1 d . . . . .
H13A H 0.506658 0.317145 0.851019 0.077 Uiso 1 1 calc R U . . .
H13B H 0.431723 0.371039 0.853383 0.077 Uiso 1 1 calc R U . . .
H13C H 0.495752 0.360356 0.773449 0.077 Uiso 1 1 calc R U . . .
C14 C 0.29055(16) 0.20096(8) 0.59781(13) 0.0468(5) Uani 1 1 d . . . . .
H14A H 0.319522 0.219154 0.550330 0.070 Uiso 1 1 calc R U . . .
H14B H 0.218092 0.184364 0.576266 0.070 Uiso 1 1 calc R U . . .
H14C H 0.342666 0.172264 0.622257 0.070 Uiso 1 1 calc R U . . .
C15 C 0.53452(13) 0.28785(6) 0.62743(10) 0.0227(3) Uani 1 1 d . . . . .
C16 C 0.55390(18) 0.43141(8) 0.62539(14) 0.0495(5) Uani 1 1 d . . . . .
H16A H 0.479558 0.423564 0.639064 0.074 Uiso 1 1 calc R U . . .
H16B H 0.565900 0.471245 0.625679 0.074 Uiso 1 1 calc R U . . .
H16C H 0.610236 0.414137 0.668508 0.074 Uiso 1 1 calc R U . . .
C17 C 0.50676(18) 0.27467(8) 0.41064(12) 0.0470(5) Uani 1 1 d . . . . .
H17A H 0.567895 0.249490 0.431712 0.071 Uiso 1 1 calc R U . . .
H17B H 0.488502 0.271598 0.347899 0.071 Uiso 1 1 calc R U . . .
H17C H 0.441223 0.265118 0.436766 0.071 Uiso 1 1 calc R U . . .
C101 C 0.70799(13) 0.21046(6) 0.61576(9) 0.0227(3) Uani 1 1 d . . . . .
C102 C 0.82133(13) 0.20144(6) 0.61756(10) 0.0262(4) Uani 1 1 d . . . . .
C103 C 0.86469(13) 0.16107(7) 0.57040(11) 0.0290(4) Uani 1 1 d . . . . .
C104 C 0.79431(15) 0.12644(7) 0.51894(10) 0.0303(4) Uani 1 1 d . . . . .
C105 C 0.68134(15) 0.13260(7) 0.51532(11) 0.0322(4) Uani 1 1 d . . . . .
C106 C 0.64183(13) 0.17353(7) 0.56316(10) 0.0275(4) Uani 1 1 d . . . . .
C111 C 0.73871(13) 0.30186(6) 0.71807(10) 0.0234(3) Uani 1 1 d . . . . .
C112 C 0.76734(13) 0.31262(6) 0.80566(10) 0.0259(4) Uani 1 1 d . . . . .
C113 C 0.84098(15) 0.35303(7) 0.83917(10) 0.0312(4) Uani 1 1 d . . . . .
C114 C 0.88946(15) 0.38593(7) 0.78436(12) 0.0343(4) Uani 1 1 d . . . . .
C115 C 0.86470(14) 0.37732(7) 0.69673(11) 0.0310(4) Uani 1 1 d . . . . .
C116 C 0.79176(13) 0.33636(6) 0.66620(10) 0.0263(4) Uani 1 1 d . . . . .
C121 C 0.83113(19) 0.03233(7) 0.68452(12) 0.0446(5) Uani 1 1 d . . . . .
C122 C 0.9363(2) 0.01616(9) 0.67010(15) 0.0614(6) Uani 1 1 d . . . . .
H122 H 1.000592 0.030917 0.704639 0.074 Uiso 1 1 calc R U . . .
C123 C 0.9481(3) -0.02105(11) 0.60622(18) 0.0805(9) Uani 1 1 d . . . . .
H123 H 1.020396 -0.031280 0.596285 0.097 Uiso 1 1 calc R U . . .
C124 C 0.8561(3) -0.04340(10) 0.55689(18) 0.0836(10) Uani 1 1 d . . . . .
H124 H 0.865151 -0.069443 0.513518 0.100 Uiso 1 1 calc R U . . .
C125 C 0.7501(3) -0.02841(9) 0.56964(15) 0.0706(8) Uani 1 1 d . . . . .
H125 H 0.686531 -0.043872 0.535079 0.085 Uiso 1 1 calc R U . . .
C126 C 0.7375(2) 0.00978(8) 0.63401(14) 0.0548(6) Uani 1 1 d . . . . .
H126 H 0.665081 0.020340 0.643294 0.066 Uiso 1 1 calc R U . . .
C201 C 0.36767(13) 0.27193(6) 0.70901(10) 0.0257(4) Uani 1 1 d . . . . .
C202 C 0.27729(14) 0.24252(7) 0.66621(11) 0.0298(4) Uani 1 1 d . . . . .
C203 C 0.17261(14) 0.25380(7) 0.68805(12) 0.0362(4) Uani 1 1 d . . . . .
H203 H 0.109506 0.233789 0.661191 0.043 Uiso 1 1 calc R U . . .
C204 C 0.15962(15) 0.29368(8) 0.74823(12) 0.0399(5) Uani 1 1 d . . . . .
H204 H 0.087669 0.301250 0.761742 0.048 Uiso 1 1 calc R U . . .
C205 C 0.25025(16) 0.32247(8) 0.78864(12) 0.0409(5) Uani 1 1 d . . . . .
H205 H 0.240018 0.349957 0.829583 0.049 Uiso 1 1 calc R U . . .
C206 C 0.35674(14) 0.31203(7) 0.77058(11) 0.0341(4) Uani 1 1 d . . . . .
C301 C 0.53369(13) 0.35398(7) 0.51605(11) 0.0302(4) Uani 1 1 d . . . . .
C302 C 0.56312(14) 0.40875(7) 0.53755(13) 0.0388(4) Uani 1 1 d . . . . .
C303 C 0.60184(17) 0.44116(9) 0.47624(15) 0.0530(6) Uani 1 1 d . . . . .
H303 H 0.621064 0.478378 0.489432 0.064 Uiso 1 1 calc R U . . .
C304 C 0.61312(17) 0.42048(10) 0.39616(16) 0.0600(7) Uani 1 1 d . . . . .
H304 H 0.641626 0.443108 0.355470 0.072 Uiso 1 1 calc R U . . .
C305 C 0.58283(16) 0.36685(10) 0.37556(13) 0.0505(6) Uani 1 1 d . . . . .
H305 H 0.590229 0.352975 0.320282 0.061 Uiso 1 1 calc R U . . .
C306 C 0.54152(14) 0.33261(8) 0.43446(11) 0.0361(4) Uani 1 1 d . . . . .
B1 B 0.65217(15) 0.25573(7) 0.67219(11) 0.0232(4) 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
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
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
C2 N1 C6 122.01(13) . . ?
C2 N1 C9 123.14(13) . . ?
C9 N1 C6 114.80(12) . . ?
C12 N2 C15 100.42(12) . . ?
C12 N2 C201 129.54(13) . . ?
C15 N2 C201 129.40(13) . . ?
C15 N3 C301 124.79(14) . . ?
C2 C1 H1 116.8 . . ?
C12 C1 H1 116.8 . . ?
C12 C1 C2 126.39(14) . . ?
N1 C2 C1 121.86(14) . . ?
N1 C2 C3 119.50(14) . . ?
C1 C2 C3 118.62(13) . . ?
C2 C3 H3A 109.1 . . ?
C2 C3 H3B 109.1 . . ?
C2 C3 C4 112.41(13) . . ?
H3A C3 H3B 107.9 . . ?
C4 C3 H3A 109.1 . . ?
C4 C3 H3B 109.1 . . ?
C3 C4 H4 117.6 . . ?
C5 C4 C3 124.87(17) . . ?
C5 C4 H4 117.6 . . ?
C4 C5 H5 116.8 . . ?
C4 C5 C121 126.36(19) . . ?
C121 C5 H5 116.8 . . ?
N1 C6 H6 107.4 . . ?
N1 C6 C7 111.34(15) . . ?
N1 C6 C8 110.54(14) . . ?
C7 C6 H6 107.4 . . ?
C7 C6 C8 112.41(16) . . ?
C8 C6 H6 107.4 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9 105.0 . . ?
N1 C9 C10 114.21(14) . . ?
N1 C9 C11 112.29(13) . . ?
C10 C9 H9 105.0 . . ?
C11 C9 H9 105.0 . . ?
C11 C9 C10 114.13(16) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 C1 121.13(14) . . ?
N2 C12 B1 91.26(12) . . ?
C1 C12 B1 147.61(15) . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C206 C13 H13A 109.5 . . ?
C206 C13 H13B 109.5 . . ?
C206 C13 H13C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C202 C14 H14A 109.5 . . ?
C202 C14 H14B 109.5 . . ?
C202 C14 H14C 109.5 . . ?
N2 C15 B1 88.70(11) . . ?
N3 C15 N2 119.92(14) . . ?
N3 C15 B1 151.01(14) . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C302 C16 H16A 109.5 . . ?
C302 C16 H16B 109.5 . . ?
C302 C16 H16C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C306 C17 H17A 109.5 . . ?
C306 C17 H17B 109.5 . . ?
C306 C17 H17C 109.5 . . ?
C102 C101 B1 126.28(14) . . ?
C106 C101 C102 112.92(14) . . ?
C106 C101 B1 120.68(14) . . ?
F102 C102 C101 120.68(14) . . ?
F102 C102 C103 115.22(14) . . ?
C103 C102 C101 124.06(15) . . ?
F103 C103 C102 120.51(15) . . ?
F103 C103 C104 119.64(14) . . ?
C104 C103 C102 119.85(15) . . ?
F104 C104 C103 120.96(15) . . ?
F104 C104 C105 120.04(15) . . ?
C103 C104 C105 119.00(14) . . ?
F105 C105 C104 119.70(14) . . ?
F105 C105 C106 121.12(15) . . ?
C104 C105 C106 119.17(15) . . ?
F106 C106 C101 118.89(13) . . ?
F106 C106 C105 116.11(14) . . ?
C105 C106 C101 124.97(15) . . ?
C112 C111 C116 113.48(14) . . ?
C112 C111 B1 127.78(14) . . ?
C116 C111 B1 118.74(14) . . ?
F112 C112 C111 120.41(14) . . ?
F112 C112 C113 115.55(14) . . ?
C113 C112 C111 124.04(15) . . ?
F113 C113 C112 120.31(15) . . ?
F113 C113 C114 120.20(15) . . ?
C114 C113 C112 119.48(15) . . ?
F114 C114 C113 120.65(16) . . ?
F114 C114 C115 120.01(15) . . ?
C113 C114 C115 119.34(15) . . ?
F115 C115 C114 119.77(15) . . ?
F115 C115 C116 120.99(15) . . ?
C116 C115 C114 119.25(15) . . ?
F116 C116 C111 118.45(14) . . ?
F116 C116 C115 117.12(14) . . ?
C115 C116 C111 124.41(15) . . ?
C122 C121 C5 118.6(2) . . ?
C122 C121 C126 119.0(2) . . ?
C126 C121 C5 122.30(19) . . ?
C121 C122 H122 119.7 . . ?
C123 C122 C121 120.6(3) . . ?
C123 C122 H122 119.7 . . ?
C122 C123 H123 119.8 . . ?
C124 C123 C122 120.4(3) . . ?
C124 C123 H123 119.8 . . ?
C123 C124 H124 119.7 . . ?
C123 C124 C125 120.6(2) . . ?
C125 C124 H124 119.7 . . ?
C124 C125 H125 120.3 . . ?
C124 C125 C126 119.3(3) . . ?
C126 C125 H125 120.3 . . ?
C121 C126 C125 120.1(2) . . ?
C121 C126 H126 120.0 . . ?
C125 C126 H126 120.0 . . ?
C202 C201 N2 119.63(14) . . ?
C202 C201 C206 122.73(15) . . ?
C206 C201 N2 117.63(14) . . ?
C201 C202 C14 121.76(15) . . ?
C201 C202 C203 117.42(16) . . ?
C203 C202 C14 120.81(16) . . ?
C202 C203 H203 119.6 . . ?
C204 C203 C202 120.85(17) . . ?
C204 C203 H203 119.6 . . ?
C203 C204 H204 119.8 . . ?
C205 C204 C203 120.36(16) . . ?
C205 C204 H204 119.8 . . ?
C204 C205 H205 119.4 . . ?
C204 C205 C206 121.10(17) . . ?
C206 C205 H205 119.4 . . ?
C201 C206 C13 121.35(15) . . ?
C205 C206 C13 121.13(16) . . ?
C205 C206 C201 117.52(16) . . ?
C302 C301 N3 117.83(15) . . ?
C306 C301 N3 120.45(15) . . ?
C306 C301 C302 121.34(16) . . ?
C301 C302 C16 120.91(16) . . ?
C303 C302 C16 120.83(18) . . ?
C303 C302 C301 118.26(19) . . ?
C302 C303 H303 119.3 . . ?
C304 C303 C302 121.4(2) . . ?
C304 C303 H303 119.3 . . ?
C303 C304 H304 120.1 . . ?
C305 C304 C303 119.80(19) . . ?
C305 C304 H304 120.1 . . ?
C304 C305 H305 119.4 . . ?
C304 C305 C306 121.2(2) . . ?
C306 C305 H305 119.4 . . ?
C301 C306 C17 121.32(15) . . ?
C305 C306 C17 120.70(18) . . ?
C305 C306 C301 117.98(18) . . ?
C12 B1 C15 79.55(11) . . ?
C101 B1 C12 115.06(12) . . ?
C101 B1 C15 119.03(13) . . ?
C111 B1 C12 116.09(13) . . ?
C111 B1 C15 108.25(12) . . ?
C111 B1 C101 114.36(13) . . ?
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
F102 C102 1.3566(19) . ?
F103 C103 1.3463(19) . ?
F104 C104 1.3442(18) . ?
F105 C105 1.3464(19) . ?
F106 C106 1.3532(19) . ?
F112 C112 1.3559(18) . ?
F113 C113 1.3461(19) . ?
F114 C114 1.3466(19) . ?
F115 C115 1.3495(19) . ?
F116 C116 1.3557(18) . ?
N1 C2 1.334(2) . ?
N1 C6 1.497(2) . ?
N1 C9 1.496(2) . ?
N2 C12 1.368(2) . ?
N2 C15 1.422(2) . ?
N2 C201 1.446(2) . ?
N3 C15 1.267(2) . ?
N3 C301 1.415(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.408(2) . ?
C1 C12 1.374(2) . ?
C2 C3 1.510(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.516(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.308(2) . ?
C5 H5 0.9500 . ?
C5 C121 1.481(3) . ?
C6 H6 1.0000 . ?
C6 C7 1.520(3) . ?
C6 C8 1.522(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9 1.0000 . ?
C9 C10 1.529(2) . ?
C9 C11 1.525(2) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 B1 1.668(2) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C13 C206 1.507(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C14 C202 1.503(2) . ?
C15 B1 1.684(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C16 C302 1.508(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C17 C306 1.502(3) . ?
C101 C102 1.391(2) . ?
C101 C106 1.390(2) . ?
C101 B1 1.628(2) . ?
C102 C103 1.384(2) . ?
C103 C104 1.371(2) . ?
C104 C105 1.374(2) . ?
C105 C106 1.379(2) . ?
C111 C112 1.392(2) . ?
C111 C116 1.397(2) . ?
C111 B1 1.628(2) . ?
C112 C113 1.378(2) . ?
C113 C114 1.375(2) . ?
C114 C115 1.380(2) . ?
C115 C116 1.370(2) . ?
C121 C122 1.390(3) . ?
C121 C126 1.395(3) . ?
C122 H122 0.9500 . ?
C122 C123 1.377(3) . ?
C123 H123 0.9500 . ?
C123 C124 1.370(4) . ?
C124 H124 0.9500 . ?
C124 C125 1.384(4) . ?
C125 H125 0.9500 . ?
C125 C126 1.400(3) . ?
C126 H126 0.9500 . ?
C201 C202 1.393(2) . ?
C201 C206 1.396(2) . ?
C202 C203 1.396(2) . ?
C203 H203 0.9500 . ?
C203 C204 1.382(3) . ?
C204 H204 0.9500 . ?
C204 C205 1.375(3) . ?
C205 H205 0.9500 . ?
C205 C206 1.392(2) . ?
C301 C302 1.407(2) . ?
C301 C306 1.402(2) . ?
C302 C303 1.384(3) . ?
C303 H303 0.9500 . ?
C303 C304 1.383(3) . ?
C304 H304 0.9500 . ?
C304 C305 1.380(3) . ?
C305 H305 0.9500 . ?
C305 C306 1.397(3) . ?
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
F102 C102 C103 F103 -1.8(2) . . . . ?
F102 C102 C103 C104 176.92(14) . . . . ?
F103 C103 C104 F104 -1.1(2) . . . . ?
F103 C103 C104 C105 178.66(15) . . . . ?
F104 C104 C105 F105 0.7(2) . . . . ?
F104 C104 C105 C106 -179.94(14) . . . . ?
F105 C105 C106 F106 1.7(2) . . . . ?
F105 C105 C106 C101 179.84(15) . . . . ?
F112 C112 C113 F113 1.0(2) . . . . ?
F112 C112 C113 C114 179.98(14) . . . . ?
F113 C113 C114 F114 -1.4(3) . . . . ?
F113 C113 C114 C115 178.00(15) . . . . ?
F114 C114 C115 F115 0.3(2) . . . . ?
F114 C114 C115 C116 179.82(15) . . . . ?
F115 C115 C116 F116 1.5(2) . . . . ?
F115 C115 C116 C111 179.77(15) . . . . ?
N1 C2 C3 C4 87.46(17) . . . . ?
N2 C12 B1 C15 -1.91(10) . . . . ?
N2 C12 B1 C101 -119.19(14) . . . . ?
N2 C12 B1 C111 103.42(14) . . . . ?
N2 C15 B1 C12 1.83(10) . . . . ?
N2 C15 B1 C101 114.80(14) . . . . ?
N2 C15 B1 C111 -112.37(13) . . . . ?
N2 C201 C202 C14 -1.4(2) . . . . ?
N2 C201 C202 C203 179.82(14) . . . . ?
N2 C201 C206 C13 -1.3(2) . . . . ?
N2 C201 C206 C205 178.89(15) . . . . ?
N3 C15 B1 C12 173.2(3) . . . . ?
N3 C15 B1 C101 -73.9(3) . . . . ?
N3 C15 B1 C111 59.0(3) . . . . ?
N3 C301 C302 C16 6.8(2) . . . . ?
N3 C301 C302 C303 -173.88(16) . . . . ?
N3 C301 C306 C17 -5.3(2) . . . . ?
N3 C301 C306 C305 174.73(15) . . . . ?
C1 C2 C3 C4 -90.67(17) . . . . ?
C1 C12 B1 C15 179.2(2) . . . . ?
C1 C12 B1 C101 61.9(3) . . . . ?
C1 C12 B1 C111 -75.5(3) . . . . ?
C2 N1 C6 C7 111.23(17) . . . . ?
C2 N1 C6 C8 -123.09(17) . . . . ?
C2 N1 C9 C10 76.57(19) . . . . ?
C2 N1 C9 C11 -55.4(2) . . . . ?
C2 C1 C12 N2 179.02(14) . . . . ?
C2 C1 C12 B1 -2.3(3) . . . . ?
C2 C3 C4 C5 -147.04(17) . . . . ?
C3 C4 C5 C121 -171.92(16) . . . . ?
C4 C5 C121 C122 158.48(19) . . . . ?
C4 C5 C121 C126 -18.5(3) . . . . ?
C5 C121 C122 C123 -176.32(19) . . . . ?
C5 C121 C126 C125 176.77(18) . . . . ?
C6 N1 C2 C1 170.42(14) . . . . ?
C6 N1 C2 C3 -7.6(2) . . . . ?
C6 N1 C9 C10 -105.92(16) . . . . ?
C6 N1 C9 C11 122.10(16) . . . . ?
C9 N1 C2 C1 -12.2(2) . . . . ?
C9 N1 C2 C3 169.69(14) . . . . ?
C9 N1 C6 C7 -66.31(18) . . . . ?
C9 N1 C6 C8 59.37(19) . . . . ?
C12 N2 C15 N3 -177.40(14) . . . . ?
C12 N2 C15 B1 -2.23(12) . . . . ?
C12 N2 C201 C202 -99.60(19) . . . . ?
C12 N2 C201 C206 81.2(2) . . . . ?
C12 C1 C2 N1 172.88(14) . . . . ?
C12 C1 C2 C3 -9.0(2) . . . . ?
C14 C202 C203 C204 -177.16(17) . . . . ?
C15 N2 C12 C1 -178.43(14) . . . . ?
C15 N2 C12 B1 2.26(12) . . . . ?
C15 N2 C201 C202 91.34(19) . . . . ?
C15 N2 C201 C206 -87.8(2) . . . . ?
C15 N3 C301 C302 -100.77(19) . . . . ?
C15 N3 C301 C306 86.2(2) . . . . ?
C16 C302 C303 C304 178.48(18) . . . . ?
C101 C102 C103 F103 -179.72(14) . . . . ?
C101 C102 C103 C104 -1.0(3) . . . . ?
C102 C101 C106 F106 176.67(14) . . . . ?
C102 C101 C106 C105 -1.4(2) . . . . ?
C102 C101 B1 C12 -124.54(16) . . . . ?
C102 C101 B1 C15 143.71(15) . . . . ?
C102 C101 B1 C111 13.6(2) . . . . ?
C102 C103 C104 F104 -179.81(14) . . . . ?
C102 C103 C104 C105 0.0(2) . . . . ?
C103 C104 C105 F105 -179.05(15) . . . . ?
C103 C104 C105 C106 0.3(3) . . . . ?
C104 C105 C106 F106 -177.63(15) . . . . ?
C104 C105 C106 C101 0.5(3) . . . . ?
C106 C101 C102 F102 -176.17(13) . . . . ?
C106 C101 C102 C103 1.7(2) . . . . ?
C106 C101 B1 C12 51.2(2) . . . . ?
C106 C101 B1 C15 -40.6(2) . . . . ?
C106 C101 B1 C111 -170.70(14) . . . . ?
C111 C112 C113 F113 -178.06(14) . . . . ?
C111 C112 C113 C114 0.9(3) . . . . ?
C112 C111 C116 F116 177.89(13) . . . . ?
C112 C111 C116 C115 -0.4(2) . . . . ?
C112 C111 B1 C12 18.3(2) . . . . ?
C112 C111 B1 C15 105.38(17) . . . . ?
C112 C111 B1 C101 -119.37(17) . . . . ?
C112 C113 C114 F114 179.61(15) . . . . ?
C112 C113 C114 C115 -1.0(3) . . . . ?
C113 C114 C115 F115 -179.08(15) . . . . ?
C113 C114 C115 C116 0.4(3) . . . . ?
C114 C115 C116 F116 -177.99(14) . . . . ?
C114 C115 C116 C111 0.3(3) . . . . ?
C116 C111 C112 F112 -179.26(13) . . . . ?
C116 C111 C112 C113 -0.2(2) . . . . ?
C116 C111 B1 C12 -160.75(14) . . . . ?
C116 C111 B1 C15 -73.69(17) . . . . ?
C116 C111 B1 C101 61.56(19) . . . . ?
C121 C122 C123 C124 -1.1(4) . . . . ?
C122 C121 C126 C125 -0.2(3) . . . . ?
C122 C123 C124 C125 0.9(4) . . . . ?
C123 C124 C125 C126 -0.3(3) . . . . ?
C124 C125 C126 C121 0.0(3) . . . . ?
C126 C121 C122 C123 0.8(3) . . . . ?
C201 N2 C12 C1 10.1(2) . . . . ?
C201 N2 C12 B1 -169.17(15) . . . . ?
C201 N2 C15 N3 -6.0(2) . . . . ?
C201 N2 C15 B1 169.21(15) . . . . ?
C201 C202 C203 C204 1.7(2) . . . . ?
C202 C201 C206 C13 179.61(17) . . . . ?
C202 C201 C206 C205 -0.2(3) . . . . ?
C202 C203 C204 C205 -0.9(3) . . . . ?
C203 C204 C205 C206 -0.4(3) . . . . ?
C204 C205 C206 C13 -178.84(19) . . . . ?
C204 C205 C206 C201 1.0(3) . . . . ?
C206 C201 C202 C14 177.74(17) . . . . ?
C206 C201 C202 C203 -1.1(2) . . . . ?
C301 N3 C15 N2 175.54(14) . . . . ?
C301 N3 C15 B1 5.5(4) . . . . ?
C301 C302 C303 C304 -0.9(3) . . . . ?
C302 C301 C306 C17 -178.09(16) . . . . ?
C302 C301 C306 C305 1.9(2) . . . . ?
C302 C303 C304 C305 1.6(3) . . . . ?
C303 C304 C305 C306 -0.5(3) . . . . ?
C304 C305 C306 C17 178.80(18) . . . . ?
C304 C305 C306 C301 -1.2(3) . . . . ?
C306 C301 C302 C16 179.72(16) . . . . ?
C306 C301 C302 C303 -0.9(3) . . . . ?
B1 C101 C102 F102 -0.2(2) . . . . ?
B1 C101 C102 C103 177.68(15) . . . . ?
B1 C101 C106 F106 0.4(2) . . . . ?
B1 C101 C106 C105 -177.69(15) . . . . ?
B1 C111 C112 F112 1.6(2) . . . . ?
B1 C111 C112 C113 -179.35(15) . . . . ?
B1 C111 C116 F116 -2.9(2) . . . . ?
B1 C111 C116 C115 178.83(15) . . . . ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 0.000 321.7 84.3 '2 DCM'
2 0.500 0.000 0.500 321.7 84.3 '2 DCM'
3 0.242 0.735 0.576 12.2 0.0 ?
4 0.258 0.235 0.924 12.2 0.0 ?
5 0.742 0.765 0.076 12.2 0.0 ?
6 0.758 0.265 0.424 12.2 0.0 ?
