#------------------------------------------------------------------------------
#$Date: 2022-05-19 00:56:21 +0300 (Thu, 19 May 2022) $
#$Revision: 275522 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/01/7130116.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_7130116
loop_
_publ_author_name
'Puerta Lombardi, Braulio M.'
'Pezoulas, Ethan R.'
'Suvinen, Roope A.'
'Harrison, Alexander'
'Dubrawski, Zachary S.'
'Gelfand, Benjamin S.'
'Tuononen, Heikki M.'
'Roesler, Roland'
_publ_section_title
;
 Bis[cyclic (alkyl)(amino)carbene] isomers: Stable trans-bis(CAAC) versus
 facile olefin formation for cis-bis(CAAC)
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC01476A
_journal_year                    2022
_chemical_formula_moiety         'C H2 Cl2, C40 H60 N2, 2(B F4)'
_chemical_formula_sum            'C41 H62 B2 Cl2 F8 N2'
_chemical_formula_weight         827.44
_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     dual
_audit_creation_date             2021-07-13
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-12-27 deposited with the CCDC.	2022-04-27 downloaded from the CCDC.
;
_cell_angle_alpha                102.6880(10)
_cell_angle_beta                 91.3310(10)
_cell_angle_gamma                94.5830(10)
_cell_formula_units_Z            2
_cell_length_a                   9.5425(8)
_cell_length_b                   10.9809(9)
_cell_length_c                   22.1072(19)
_cell_measurement_reflns_used    9928
_cell_measurement_temperature    173.15
_cell_measurement_theta_max      27.436
_cell_measurement_theta_min      2.305
_cell_volume                     2250.7(3)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            41966
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.454
_diffrn_reflns_theta_min         1.890
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.207
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7209
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0538 before and 0.0405 after correction. The Ratio of minimum to maximum transmission is 0.9669. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_description       plank
_exptl_crystal_F_000             876
_exptl_crystal_size_max          0.449
_exptl_crystal_size_mid          0.341
_exptl_crystal_size_min          0.256
_refine_diff_density_max         0.768
_refine_diff_density_min         -0.682
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     657
_refine_ls_number_reflns         10286
_refine_ls_number_restraints     1526
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0935
_refine_ls_R_factor_gt           0.0546
_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)+(0.0594P)²+1.1661P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1283
_refine_ls_wR_factor_ref         0.1497
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6661
_reflns_number_total             10286
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc01476a2.cif
_cod_data_source_block           mo_20210516_biscaacbf4_0m
_cod_database_code               7130116
_shelx_shelxl_version_number     2014/7
_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   0.913
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 B1_1-F1_1 \\sim B1_1-F2_1 \\sim B1_1-F3_1 \\sim B1_1-F4_1
 B1_2-F1_2 \\sim B1_2-F2_2 \\sim B1_2-F3_2 \\sim B1_2-F4_2
 B1_3-F1_3 \\sim B1_3-F2_3 \\sim B1_3-F3_3 \\sim B1_3-F4_3
 B1_4-F1_4 \\sim B1_4-F2_4 \\sim B1_4-F3_4 \\sim B1_4-F4_4
 B1_5-F1_5 \\sim B1_5-F2_5 \\sim B1_5-F3_5 \\sim B1_5-F4_5
 with sigma of 0.02
 F1_1-F2_1 \\sim F1_1-F3_1 \\sim F1_1-F4_1 \\sim F2_1-F3_1 \\sim F2_1-F4_1
\\sim F3_1-F4_1
 F1_2-F2_2 \\sim F1_2-F3_2 \\sim F1_2-F4_2 \\sim F2_2-F3_2 \\sim F2_2-F4_2
\\sim F3_2-F4_2
 F1_3-F2_3 \\sim F1_3-F3_3 \\sim F1_3-F4_3 \\sim F2_3-F3_3 \\sim F2_3-F4_3
\\sim F3_3-F4_3
 F1_4-F2_4 \\sim F1_4-F3_4 \\sim F1_4-F4_4 \\sim F2_4-F3_4 \\sim F2_4-F4_4
\\sim F3_4-F4_4
 F1_5-F2_5 \\sim F1_5-F3_5 \\sim F1_5-F4_5 \\sim F2_5-F3_5 \\sim F2_5-F4_5
\\sim F3_5-F4_5
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
: within 3A with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 1*[Sof(F1)+Sof(F2)+Sof(F3)+Sof(F4)+Sof(B1)]+1*[Sof(F1)+Sof(F2)+Sof(F3)+
 Sof(F4)+Sof(B1)]+1*[Sof(F1)+Sof(F2)+Sof(F3)+Sof(F4)+Sof(B1)]=1 with esd of 0
 Sof(Cl1B)=Sof(H41C)=Sof(H41D)=1-FVAR(1)
 Sof(Cl1A)=Sof(H41A)=Sof(H41B)=FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(F4)=Sof(B1)=FVAR(2)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(F4)=Sof(B1)=FVAR(3)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(F4)=Sof(B1)=FVAR(4)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(F4)=Sof(B1)=1-FVAR(5)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(F4)=Sof(B1)=FVAR(5)
5.a Ternary CH refined with riding coordinates:
 C24(H24), C27(H27), C36(H36), C39(H39)
5.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C9(H9A,H9B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B),
 C16(H16A,H16B), C41(H41C,H41D), C41(H41A,H41B)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C7(H7), C19(H19), C20(H20), C21(H21), C31(H31), C32(H32), C33(H33)
5.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C),
 C23(H23A,H23B,H23C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C28(H28A,H28B,
 H28C), C35(H35A,H35B,H35C), C37(H37A,H37B,H37C), C38(H38A,H38B,H38C), C40(H40A,
 H40B,H40C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Cl00 Cl -0.25098(7) 0.42734(6) 0.17973(3) 0.0610(2) Uani 1 1 d . . . . .
Cl1A Cl -0.0017(6) 0.6030(6) 0.1903(9) 0.0870(19) Uani 0.52(3) 1 d . . P A 1
Cl1B Cl -0.0182(8) 0.5920(5) 0.1619(8) 0.0773(19) Uani 0.48(3) 1 d . . P A 2
N1 N 0.42779(15) -0.19195(14) 0.14643(7) 0.0244(3) Uani 1 1 d . . . . .
N2 N 0.12179(16) 0.24883(15) 0.38168(7) 0.0256(3) Uani 1 1 d . . . . .
C1 C 0.35834(19) -0.10033(17) 0.17065(9) 0.0262(4) Uani 1 1 d . . . . .
H1 H 0.3323 -0.0399 0.1486 0.031 Uiso 1 1 calc R . . . .
C2 C 0.3215(2) -0.09551(18) 0.23585(9) 0.0273(4) Uani 1 1 d . . . . .
C3 C 0.3679(2) -0.22203(19) 0.24600(9) 0.0326(5) Uani 1 1 d . . . . .
H3A H 0.4221 -0.2089 0.2860 0.039 Uiso 1 1 calc R . . . .
H3B H 0.2845 -0.2812 0.2469 0.039 Uiso 1 1 calc R . . . .
C4 C 0.4601(2) -0.27518(18) 0.19178(9) 0.0299(4) Uani 1 1 d . . . . .
C5 C 0.6171(2) -0.2560(2) 0.20913(11) 0.0402(5) Uani 1 1 d . . . . .
H5A H 0.6705 -0.2821 0.1718 0.060 Uiso 1 1 calc GR . . . .
H5B H 0.6386 -0.3064 0.2391 0.060 Uiso 1 1 calc GR . . . .
H5C H 0.6433 -0.1673 0.2276 0.060 Uiso 1 1 calc GR . . . .
C6 C 0.4194(2) -0.41227(19) 0.16208(10) 0.0387(5) Uani 1 1 d . . . . .
H6A H 0.3176 -0.4251 0.1531 0.058 Uiso 1 1 calc GR . . . .
H6B H 0.4457 -0.4643 0.1906 0.058 Uiso 1 1 calc GR . . . .
H6C H 0.4687 -0.4358 0.1234 0.058 Uiso 1 1 calc GR . . . .
C7 C 0.15729(19) 0.16666(18) 0.33579(9) 0.0254(4) Uani 1 1 d . . . . .
H7 H 0.1572 0.1791 0.2946 0.031 Uiso 1 1 calc R . . . .
C8 C 0.1989(2) 0.04968(18) 0.35184(9) 0.0275(4) Uani 1 1 d . . . . .
C9 C 0.1555(2) 0.0683(2) 0.42013(9) 0.0350(5) Uani 1 1 d . . . . .
H9A H 0.0668 0.0167 0.4226 0.042 Uiso 1 1 calc R . . . .
H9B H 0.2295 0.0426 0.4456 0.042 Uiso 1 1 calc R . . . .
C10 C 0.1354(2) 0.2078(2) 0.44393(9) 0.0324(5) Uani 1 1 d . . . . .
C11 C 0.2617(3) 0.2832(2) 0.48125(10) 0.0432(6) Uani 1 1 d . . . . .
H11A H 0.3471 0.2661 0.4582 0.065 Uiso 1 1 calc GR . . . .
H11B H 0.2708 0.2592 0.5212 0.065 Uiso 1 1 calc GR . . . .
H11C H 0.2486 0.3727 0.4883 0.065 Uiso 1 1 calc GR . . . .
C12 C 0.0033(2) 0.2289(2) 0.48070(10) 0.0432(6) Uani 1 1 d . . . . .
H12A H -0.0142 0.3176 0.4882 0.065 Uiso 1 1 calc GR . . . .
H12B H 0.0162 0.2050 0.5205 0.065 Uiso 1 1 calc GR . . . .
H12C H -0.0771 0.1777 0.4571 0.065 Uiso 1 1 calc GR . . . .
C13 C 0.1193(2) -0.06594(19) 0.30906(9) 0.0306(4) Uani 1 1 d . . . . .
H13A H 0.1377 -0.1415 0.3244 0.037 Uiso 1 1 calc R . . . .
H13B H 0.0169 -0.0569 0.3107 0.037 Uiso 1 1 calc R . . . .
C14 C 0.3584(2) 0.0400(2) 0.34500(9) 0.0324(5) Uani 1 1 d . . . . .
H14A H 0.4095 0.1176 0.3697 0.039 Uiso 1 1 calc R . . . .
H14B H 0.3860 -0.0307 0.3624 0.039 Uiso 1 1 calc R . . . .
C15 C 0.16232(19) -0.08373(18) 0.24195(9) 0.0282(4) Uani 1 1 d . . . . .
H15A H 0.1365 -0.0115 0.2254 0.034 Uiso 1 1 calc R . . . .
H15B H 0.1099 -0.1602 0.2167 0.034 Uiso 1 1 calc R . . . .
C16 C 0.40346(19) 0.02036(19) 0.27802(9) 0.0299(4) Uani 1 1 d . . . . .
H16A H 0.5054 0.0095 0.2768 0.036 Uiso 1 1 calc R . . . .
H16B H 0.3872 0.0957 0.2620 0.036 Uiso 1 1 calc R . . . .
C17 C 0.47359(19) -0.21463(17) 0.08275(9) 0.0258(4) Uani 1 1 d . . . . .
C18 C 0.3837(2) -0.29207(19) 0.03673(9) 0.0313(4) Uani 1 1 d . . . . .
C19 C 0.4332(3) -0.3182(2) -0.02278(10) 0.0436(6) Uani 1 1 d . . . . .
H19 H 0.3766 -0.3723 -0.0552 0.052 Uiso 1 1 calc R . . . .
C20 C 0.5619(3) -0.2679(2) -0.03608(11) 0.0496(6) Uani 1 1 d . . . . .
H20 H 0.5941 -0.2892 -0.0771 0.060 Uiso 1 1 calc R . . . .
C21 C 0.6446(2) -0.1869(2) 0.00959(11) 0.0437(6) Uani 1 1 d . . . . .
H21 H 0.7323 -0.1510 -0.0007 0.052 Uiso 1 1 calc R . . . .
C22 C 0.6027(2) -0.15624(18) 0.07060(10) 0.0317(4) Uani 1 1 d . . . . .
C23 C 0.6688(3) 0.0728(2) 0.10409(16) 0.0695(8) Uani 1 1 d . . . . .
H23A H 0.7026 0.0747 0.0628 0.104 Uiso 1 1 calc GR . . . .
H23B H 0.7225 0.1383 0.1352 0.104 Uiso 1 1 calc GR . . . .
H23C H 0.5688 0.0874 0.1053 0.104 Uiso 1 1 calc GR . . . .
C24 C 0.6882(2) -0.0552(2) 0.11810(12) 0.0420(5) Uani 1 1 d . . . . .
H24 H 0.6500 -0.0557 0.1598 0.050 Uiso 1 1 calc R . . . .
C25 C 0.8443(3) -0.0778(3) 0.12109(17) 0.0713(9) Uani 1 1 d . . . . .
H25A H 0.8538 -0.1610 0.1293 0.107 Uiso 1 1 calc GR . . . .
H25B H 0.8933 -0.0139 0.1545 0.107 Uiso 1 1 calc GR . . . .
H25C H 0.8857 -0.0730 0.0814 0.107 Uiso 1 1 calc GR . . . .
C26 C 0.1307(2) -0.2601(2) 0.02237(13) 0.0528(6) Uani 1 1 d . . . . .
H26A H 0.1512 -0.1714 0.0425 0.079 Uiso 1 1 calc GR . . . .
H26B H 0.0344 -0.2880 0.0308 0.079 Uiso 1 1 calc GR . . . .
H26C H 0.1401 -0.2713 -0.0225 0.079 Uiso 1 1 calc GR . . . .
C27 C 0.2344(2) -0.3378(2) 0.04792(11) 0.0378(5) Uani 1 1 d . . . . .
H27 H 0.2239 -0.3237 0.0938 0.045 Uiso 1 1 calc R . . . .
C28 C 0.2006(3) -0.4777(2) 0.02003(14) 0.0578(7) Uani 1 1 d . . . . .
H28A H 0.1966 -0.4923 -0.0254 0.087 Uiso 1 1 calc GR . . . .
H28B H 0.1096 -0.5058 0.0342 0.087 Uiso 1 1 calc GR . . . .
H28C H 0.2741 -0.5247 0.0334 0.087 Uiso 1 1 calc GR . . . .
C29 C 0.0763(2) 0.36944(18) 0.37516(8) 0.0281(4) Uani 1 1 d . . . . .
C30 C 0.1777(2) 0.46848(19) 0.37528(9) 0.0326(5) Uani 1 1 d . . . . .
C31 C 0.1278(3) 0.5817(2) 0.36985(10) 0.0441(6) Uani 1 1 d . . . . .
H31 H 0.1931 0.6521 0.3707 0.053 Uiso 1 1 calc R . . . .
C32 C -0.0136(3) 0.5936(2) 0.36331(11) 0.0486(6) Uani 1 1 d . . . . .
H32 H -0.0449 0.6724 0.3606 0.058 Uiso 1 1 calc R . . . .
C33 C -0.1105(3) 0.4925(2) 0.36057(10) 0.0444(6) Uani 1 1 d . . . . .
H33 H -0.2077 0.5020 0.3550 0.053 Uiso 1 1 calc R . . . .
C34 C -0.0684(2) 0.3762(2) 0.36589(9) 0.0339(5) Uani 1 1 d . . . . .
C35 C -0.2228(3) 0.2211(3) 0.28770(12) 0.0585(7) Uani 1 1 d . . . . .
H35A H -0.2761 0.2854 0.2758 0.088 Uiso 1 1 calc GR . . . .
H35B H -0.2825 0.1421 0.2811 0.088 Uiso 1 1 calc GR . . . .
H35C H -0.1401 0.2089 0.2623 0.088 Uiso 1 1 calc GR . . . .
C36 C -0.1752(2) 0.2630(2) 0.35634(10) 0.0404(5) Uani 1 1 d . . . . .
H36 H -0.1273 0.1931 0.3679 0.048 Uiso 1 1 calc R . . . .
C37 C -0.3015(3) 0.2864(3) 0.39742(15) 0.0684(8) Uani 1 1 d . . . . .
H37A H -0.2681 0.3226 0.4404 0.103 Uiso 1 1 calc GR . . . .
H37B H -0.3578 0.2070 0.3956 0.103 Uiso 1 1 calc GR . . . .
H37C H -0.3593 0.3447 0.3827 0.103 Uiso 1 1 calc GR . . . .
C38 C 0.3902(3) 0.4649(3) 0.31168(12) 0.0515(6) Uani 1 1 d . . . . .
H38A H 0.3379 0.4007 0.2795 0.077 Uiso 1 1 calc GR . . . .
H38B H 0.4904 0.4512 0.3108 0.077 Uiso 1 1 calc GR . . . .
H38C H 0.3774 0.5480 0.3040 0.077 Uiso 1 1 calc GR . . . .
C39 C 0.3354(2) 0.4570(2) 0.37533(10) 0.0378(5) Uani 1 1 d . . . . .
H39 H 0.3522 0.3726 0.3827 0.045 Uiso 1 1 calc R . . . .
C40 C 0.4172(3) 0.5561(3) 0.42622(13) 0.0609(7) Uani 1 1 d . . . . .
H40A H 0.4025 0.6398 0.4198 0.091 Uiso 1 1 calc GR . . . .
H40B H 0.5177 0.5436 0.4245 0.091 Uiso 1 1 calc GR . . . .
H40C H 0.3836 0.5484 0.4669 0.091 Uiso 1 1 calc GR . . . .
C41 C -0.0675(3) 0.4504(3) 0.18730(14) 0.0602(7) Uani 1 1 d . . . . .
H41C H -0.0247 0.3787 0.1613 0.072 Uiso 0.48(3) 1 calc R . P A 2
H41D H -0.0354 0.4589 0.2311 0.072 Uiso 0.48(3) 1 calc R . P A 2
H41A H -0.0360 0.4260 0.2256 0.072 Uiso 0.52(3) 1 calc R . P A 1
H41B H -0.0274 0.3945 0.1518 0.072 Uiso 0.52(3) 1 calc R . P A 1
F1_1 F 0.1722(2) 0.2943(2) 0.12581(11) 0.0754(7) Uani 0.914(3) 1 d D . P B 1
F2_1 F 0.1760(2) 0.08503(17) 0.11571(8) 0.0680(6) Uani 0.914(3) 1 d D . P B 1
F3_1 F 0.3218(2) 0.2120(2) 0.18340(11) 0.0843(7) Uani 0.914(3) 1 d D . P B 1
F4_1 F 0.0906(4) 0.2043(4) 0.20152(16) 0.0658(7) Uani 0.914(3) 1 d D . P B 1
B1_1 B 0.1887(3) 0.2006(3) 0.15696(15) 0.0407(7) Uani 0.914(3) 1 d D . P B 1
F1_2 F 0.223(2) 0.3328(16) 0.1644(9) 0.061(3) Uani 0.086(3) 1 d D . P B 2
F2_2 F 0.083(2) 0.186(2) 0.1028(8) 0.078(4) Uani 0.086(3) 1 d D . P B 2
F3_2 F 0.276(2) 0.136(2) 0.1470(11) 0.073(3) Uani 0.086(3) 1 d D . P B 2
F4_2 F 0.091(4) 0.190(4) 0.2045(15) 0.063(4) Uani 0.086(3) 1 d D . P B 2
B1_2 B 0.168(2) 0.2113(19) 0.1558(10) 0.058(4) Uani 0.086(3) 1 d D . P B 2
F1_3 F 0.6697(6) -0.0128(5) 0.43757(19) 0.0935(12) Uani 0.547(3) 1 d D . P C 1
F2_3 F 0.7115(7) -0.0345(9) 0.3382(4) 0.0675(16) Uani 0.547(3) 1 d D . P C 1
F3_3 F 0.6206(6) -0.1951(5) 0.3705(2) 0.0828(14) Uani 0.547(3) 1 d D . P C 1
F4_3 F 0.8452(5) -0.1274(5) 0.4010(3) 0.0612(13) Uani 0.547(3) 1 d D . P C 1
B1_3 B 0.7165(8) -0.0949(7) 0.3862(4) 0.0430(14) Uani 0.547(3) 1 d D . P C 1
F1_4 F 0.8314(10) -0.0867(10) 0.4216(4) 0.062(2) Uani 0.308(3) 1 d D . P D 2
F2_4 F 0.7546(15) -0.0546(12) 0.3333(6) 0.062(2) Uani 0.308(3) 1 d D . P D 2
F3_4 F 0.6019(8) -0.0934(10) 0.4132(5) 0.095(2) Uani 0.308(3) 1 d D . P D 2
F4_4 F 0.7056(10) -0.2474(5) 0.3565(3) 0.0686(16) Uani 0.308(3) 1 d D . P D 2
B1_4 B 0.7190(14) -0.1174(12) 0.3798(6) 0.053(2) Uani 0.308(3) 1 d D . P D 2
F1_5 F 0.7583(19) -0.0266(15) 0.4389(6) 0.071(3) Uani 0.145(2) 1 d D . P E 3
F2_5 F 0.746(4) -0.028(3) 0.3382(13) 0.064(3) Uani 0.145(2) 1 d D . P E 3
F3_5 F 0.5813(14) -0.1454(18) 0.3794(10) 0.062(3) Uani 0.145(2) 1 d D . P E 3
F4_5 F 0.7996(17) -0.1987(17) 0.3665(7) 0.074(3) Uani 0.145(2) 1 d D . P E 3
B1_5 B 0.7194(18) -0.0991(17) 0.3814(9) 0.058(3) Uani 0.145(2) 1 d D . P E 3
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'
B B 0.0013 0.0007 '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'
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
C1 N1 C4 112.89(15) . . ?
C1 N1 C17 123.62(16) . . ?
C17 N1 C4 123.49(14) . . ?
C7 N2 C10 112.72(16) . . ?
C7 N2 C29 122.71(16) . . ?
C29 N2 C10 124.57(15) . . ?
N1 C1 H1 122.6 . . ?
N1 C1 C2 114.76(17) . . ?
C2 C1 H1 122.6 . . ?
C1 C2 C3 101.97(15) . . ?
C1 C2 C15 109.31(15) . . ?
C1 C2 C16 108.75(16) . . ?
C15 C2 C3 113.52(16) . . ?
C15 C2 C16 109.27(15) . . ?
C16 C2 C3 113.66(16) . . ?
C2 C3 H3A 110.2 . . ?
C2 C3 H3B 110.2 . . ?
H3A C3 H3B 108.5 . . ?
C4 C3 C2 107.54(15) . . ?
C4 C3 H3A 110.2 . . ?
C4 C3 H3B 110.2 . . ?
N1 C4 C3 100.74(14) . . ?
C5 C4 N1 108.70(16) . . ?
C5 C4 C3 113.30(17) . . ?
C6 C4 N1 110.52(16) . . ?
C6 C4 C3 113.49(17) . . ?
C6 C4 C5 109.69(17) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 H7 122.7 . . ?
N2 C7 C8 114.59(17) . . ?
C8 C7 H7 122.7 . . ?
C7 C8 C9 101.53(15) . . ?
C7 C8 C13 110.56(16) . . ?
C7 C8 C14 110.45(16) . . ?
C13 C8 C9 112.74(16) . . ?
C13 C8 C14 108.74(15) . . ?
C14 C8 C9 112.67(16) . . ?
C8 C9 H9A 110.2 . . ?
C8 C9 H9B 110.2 . . ?
H9A C9 H9B 108.5 . . ?
C10 C9 C8 107.62(16) . . ?
C10 C9 H9A 110.2 . . ?
C10 C9 H9B 110.2 . . ?
C9 C10 N2 100.20(14) . . ?
C11 C10 N2 108.49(16) . . ?
C11 C10 C9 114.06(18) . . ?
C11 C10 C12 109.81(18) . . ?
C12 C10 N2 111.21(16) . . ?
C12 C10 C9 112.67(18) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C13 H13A 109.1 . . ?
C8 C13 H13B 109.1 . . ?
H13A C13 H13B 107.8 . . ?
C15 C13 C8 112.51(16) . . ?
C15 C13 H13A 109.1 . . ?
C15 C13 H13B 109.1 . . ?
C8 C14 H14A 108.8 . . ?
C8 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C16 C14 C8 113.63(16) . . ?
C16 C14 H14A 108.8 . . ?
C16 C14 H14B 108.8 . . ?
C2 C15 H15A 109.2 . . ?
C2 C15 H15B 109.2 . . ?
C13 C15 C2 112.08(15) . . ?
C13 C15 H15A 109.2 . . ?
C13 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?
C2 C16 H16A 109.3 . . ?
C2 C16 H16B 109.3 . . ?
C14 C16 C2 111.72(16) . . ?
C14 C16 H16A 109.3 . . ?
C14 C16 H16B 109.3 . . ?
H16A C16 H16B 107.9 . . ?
C18 C17 N1 117.59(16) . . ?
C18 C17 C22 123.58(18) . . ?
C22 C17 N1 118.82(17) . . ?
C17 C18 C27 123.54(18) . . ?
C19 C18 C17 116.44(19) . . ?
C19 C18 C27 119.81(19) . . ?
C18 C19 H19 119.1 . . ?
C20 C19 C18 121.7(2) . . ?
C20 C19 H19 119.1 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.4(2) . . ?
C21 C20 H20 119.8 . . ?
C20 C21 H21 119.3 . . ?
C20 C21 C22 121.4(2) . . ?
C22 C21 H21 119.3 . . ?
C17 C22 C24 123.57(18) . . ?
C21 C22 C17 116.2(2) . . ?
C21 C22 C24 119.92(19) . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
C22 C24 C23 109.4(2) . . ?
C22 C24 H24 107.8 . . ?
C22 C24 C25 112.7(2) . . ?
C23 C24 H24 107.8 . . ?
C23 C24 C25 111.1(2) . . ?
C25 C24 H24 107.8 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C27 C26 H26A 109.5 . . ?
C27 C26 H26B 109.5 . . ?
C27 C26 H26C 109.5 . . ?
C18 C27 C26 109.54(19) . . ?
C18 C27 H27 107.9 . . ?
C18 C27 C28 112.50(19) . . ?
C26 C27 H27 107.9 . . ?
C28 C27 C26 110.92(19) . . ?
C28 C27 H27 107.9 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 N2 119.12(17) . . ?
C30 C29 C34 123.78(19) . . ?
C34 C29 N2 117.02(17) . . ?
C29 C30 C39 124.35(18) . . ?
C31 C30 C29 116.5(2) . . ?
C31 C30 C39 119.0(2) . . ?
C30 C31 H31 119.3 . . ?
C32 C31 C30 121.5(2) . . ?
C32 C31 H31 119.3 . . ?
C31 C32 H32 119.7 . . ?
C31 C32 C33 120.6(2) . . ?
C33 C32 H32 119.7 . . ?
C32 C33 H33 119.4 . . ?
C32 C33 C34 121.2(2) . . ?
C34 C33 H33 119.4 . . ?
C29 C34 C36 123.18(19) . . ?
C33 C34 C29 116.4(2) . . ?
C33 C34 C36 120.2(2) . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C36 C35 H35A 109.5 . . ?
C36 C35 H35B 109.5 . . ?
C36 C35 H35C 109.5 . . ?
C34 C36 C35 110.11(18) . . ?
C34 C36 H36 107.6 . . ?
C34 C36 C37 112.6(2) . . ?
C35 C36 H36 107.6 . . ?
C37 C36 C35 111.0(2) . . ?
C37 C36 H36 107.6 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C39 C38 H38A 109.5 . . ?
C39 C38 H38B 109.5 . . ?
C39 C38 H38C 109.5 . . ?
C30 C39 C38 109.58(18) . . ?
C30 C39 H39 108.0 . . ?
C30 C39 C40 112.94(19) . . ?
C38 C39 H39 108.0 . . ?
C38 C39 C40 110.1(2) . . ?
C40 C39 H39 108.0 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
Cl00 C41 Cl1B 106.5(3) . . ?
Cl00 C41 H41C 110.4 . . ?
Cl00 C41 H41D 110.4 . . ?
Cl00 C41 H41A 108.8 . . ?
Cl00 C41 H41B 108.8 . . ?
Cl1A C41 Cl00 113.7(2) . . ?
Cl1A C41 H41A 108.8 . . ?
Cl1A C41 H41B 108.8 . . ?
Cl1B C41 H41C 110.4 . . ?
Cl1B C41 H41D 110.4 . . ?
H41C C41 H41D 108.6 . . ?
H41A C41 H41B 107.7 . . ?
F1_1 B1_1 F2_1 110.1(3) . . ?
F3_1 B1_1 F1_1 110.7(3) . . ?
F3_1 B1_1 F2_1 105.3(2) . . ?
F3_1 B1_1 F4_1 110.3(3) . . ?
F4_1 B1_1 F1_1 109.8(3) . . ?
F4_1 B1_1 F2_1 110.5(3) . . ?
F1_2 B1_2 F2_2 107.0(16) . . ?
F1_2 B1_2 F4_2 113(2) . . ?
F3_2 B1_2 F1_2 108.3(16) . . ?
F3_2 B1_2 F2_2 108.8(17) . . ?
F3_2 B1_2 F4_2 110(2) . . ?
F4_2 B1_2 F2_2 110(2) . . ?
F2_3 B1_3 F1_3 105.9(7) . . ?
F3_3 B1_3 F1_3 108.1(6) . . ?
F3_3 B1_3 F2_3 105.8(7) . . ?
F3_3 B1_3 F4_3 112.2(7) . . ?
F4_3 B1_3 F1_3 108.6(6) . . ?
F4_3 B1_3 F2_3 115.8(6) . . ?
F1_4 B1_4 F2_4 104.1(11) . . ?
F1_4 B1_4 F4_4 109.0(11) . . ?
F2_4 B1_4 F4_4 110.9(10) . . ?
F3_4 B1_4 F1_4 106.2(11) . . ?
F3_4 B1_4 F2_4 121.3(12) . . ?
F3_4 B1_4 F4_4 104.8(10) . . ?
F1_5 B1_5 F2_5 108.2(18) . . ?
F1_5 B1_5 F3_5 110.7(15) . . ?
F1_5 B1_5 F4_5 111.2(15) . . ?
F3_5 B1_5 F2_5 112.5(18) . . ?
F3_5 B1_5 F4_5 107.9(14) . . ?
F4_5 B1_5 F2_5 106.2(18) . . ?
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
Cl00 C41 1.748(3) . ?
Cl1A C41 1.728(5) . ?
Cl1B C41 1.797(8) . ?
N1 C1 1.275(2) . ?
N1 C4 1.539(2) . ?
N1 C17 1.458(2) . ?
N2 C7 1.273(2) . ?
N2 C10 1.545(2) . ?
N2 C29 1.461(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.482(3) . ?
C2 C3 1.552(3) . ?
C2 C15 1.541(3) . ?
C2 C16 1.545(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.541(3) . ?
C4 C5 1.524(3) . ?
C4 C6 1.519(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7 0.9500 . ?
C7 C8 1.486(3) . ?
C8 C9 1.549(3) . ?
C8 C13 1.539(3) . ?
C8 C14 1.543(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.536(3) . ?
C10 C11 1.520(3) . ?
C10 C12 1.521(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C15 1.524(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C16 1.526(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.399(3) . ?
C17 C22 1.402(3) . ?
C18 C19 1.386(3) . ?
C18 C27 1.516(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.370(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.375(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.393(3) . ?
C22 C24 1.518(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C23 C24 1.528(3) . ?
C24 H24 1.0000 . ?
C24 C25 1.531(3) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C26 C27 1.532(3) . ?
C27 H27 1.0000 . ?
C27 C28 1.530(3) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.396(3) . ?
C29 C34 1.402(3) . ?
C30 C31 1.394(3) . ?
C30 C39 1.520(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.374(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.377(4) . ?
C33 H33 0.9500 . ?
C33 C34 1.397(3) . ?
C34 C36 1.516(3) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C35 C36 1.532(3) . ?
C36 H36 1.0000 . ?
C36 C37 1.530(3) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C38 C39 1.530(3) . ?
C39 H39 1.0000 . ?
C39 C40 1.531(3) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41C 0.9900 . ?
C41 H41D 0.9900 . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
F1_1 B1_1 1.375(3) . ?
F2_1 B1_1 1.385(4) . ?
F3_1 B1_1 1.370(4) . ?
F4_1 B1_1 1.371(4) . ?
F1_2 B1_2 1.365(14) . ?
F2_2 B1_2 1.369(14) . ?
F3_2 B1_2 1.362(14) . ?
F4_2 B1_2 1.367(14) . ?
F1_3 B1_3 1.394(8) . ?
F2_3 B1_3 1.369(8) . ?
F3_3 B1_3 1.351(8) . ?
F4_3 B1_3 1.359(8) . ?
F1_4 B1_4 1.370(12) . ?
F2_4 B1_4 1.391(12) . ?
F3_4 B1_4 1.365(12) . ?
F4_4 B1_4 1.402(12) . ?
F1_5 B1_5 1.367(13) . ?
F2_5 B1_5 1.376(13) . ?
F3_5 B1_5 1.370(13) . ?
F4_5 B1_5 1.370(13) . ?
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 0.000 0.000 24.6 0.0 ?
2 0.000 0.500 0.500 7.3 0.0 ?
3 0.341 0.823 0.457 27.4 3.5 ?
4 0.659 0.177 0.543 27.4 3.5 ?
