#------------------------------------------------------------------------------
#$Date: 2022-04-09 02:06:08 +0300 (Sat, 09 Apr 2022) $
#$Revision: 274442 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/99/7709956.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_7709956
loop_
_publ_author_name
'Mondal, Dipanjan'
'Sardar, Gopa'
'Kabra, Dinesh'
'Balakrishna, Maravanji Shivaramaiah'
_publ_section_title
;
 2,2’-Bipyridine derived doubly BN fused
 bisphosphine-chalcogenides, [C5H3N(BF2){NCH2P(E)Ph2}]2 (E = O, S, Se):
 Tuning of structural features and photophysical studies
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT00287F
_journal_year                    2022
_chemical_formula_moiety         'C36 H30 B2 F4 N4 P2 S2, C H2 Cl2'
_chemical_formula_sum            'C37 H32 B2 Cl2 F4 N4 P2 S2'
_chemical_formula_weight         827.24
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2021-07-28
_audit_creation_method
;
Olex2 1.2-ac4
(compiled 2018.05.17 svn.r3504 for Rigaku Oxford Diffraction, GUI svn.r5492)
;
_audit_update_record
;
2021-08-13 deposited with the CCDC.	2022-04-07 downloaded from the CCDC.
;
_cell_angle_alpha                108.010(7)
_cell_angle_beta                 103.978(7)
_cell_angle_gamma                92.449(6)
_cell_formula_units_Z            2
_cell_length_a                   9.3602(7)
_cell_length_b                   13.5014(9)
_cell_length_c                   16.0901(16)
_cell_measurement_reflns_used    4453
_cell_measurement_temperature    150
_cell_measurement_theta_max      70.5100
_cell_measurement_theta_min      3.0480
_cell_volume                     1861.3(3)
_computing_cell_refinement
'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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      150
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -164.00 -11.00   1.00   16.00    -- -101.00   0.00-180.00  153
  2  ω   -122.00  40.00   1.00   16.00    --  -32.00   0.00  36.00  162
  3  ω   -135.00 -11.00   1.00   16.00    -- -101.00  72.00 -36.00  124
  4  ω   -106.00 -22.00   1.00   16.00    -- -101.00  72.00 144.00   84
  5  ω   -100.00 -23.00   1.00   16.00    -- -101.00  72.00  36.00   77
  6  ω   -180.00 -89.00   1.00   16.00    -- -101.00 -72.00   0.00   91
  7  ω    -97.00 -21.00   1.00   16.00    -- -101.00  72.00-180.00   76
  8  ω    -66.00 -12.00   1.00   16.00    --  -32.00  72.00-108.00   54
  9  ω   -122.00 -33.00   1.00   16.00    -- -101.00  43.00 -36.00   89
 10  ω    -95.00 -15.00   1.00   16.00    -- -101.00  72.00  72.00   80
 11  ω    -64.00 -14.00   1.00   16.00    --  -32.00  72.00  72.00   50
 12  ω   -113.00 -80.00   1.00   16.00    -- -101.00  72.00-108.00   33
 13  ω   -100.00 -29.00   1.00   16.00    -- -101.00  72.00 108.00   71
 14  ω   -106.00 -76.00   1.00   16.00    -- -101.00  72.00 -72.00   30
 15  ω   -107.00 -77.00   1.00   16.00    -- -101.00  72.00   0.00   30
 16  ω   -106.00 -76.00   1.00   16.00    -- -101.00  72.00-144.00   30
 17  ω   -191.00 -67.00   1.00   16.00    -- -101.00 -72.00  72.00  124
 18  ω   -191.00 -67.00   1.00   16.00    -- -101.00 -72.00 144.00  124
 19  ω   -191.00 -67.00   1.00   16.00    -- -101.00 -72.00-144.00  124
 20  ω   -122.00  58.00   1.00   16.00    --  -32.00   0.00 -36.00  180
 21  ω   -191.00-104.00   1.00   16.00    -- -101.00 -72.00 -36.00   87
;
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0937631000
_diffrn_orient_matrix_UB_12      -0.1087619000
_diffrn_orient_matrix_UB_13      -0.0427337000
_diffrn_orient_matrix_UB_21      -0.0136976000
_diffrn_orient_matrix_UB_22      0.0030684000
_diffrn_orient_matrix_UB_23      0.0942479000
_diffrn_orient_matrix_UB_31      -0.1423414000
_diffrn_orient_matrix_UB_32      0.0528596000
_diffrn_orient_matrix_UB_33      -0.0145822000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1264
_diffrn_reflns_av_unetI/netI     0.1046
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            23924
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.996
_diffrn_reflns_theta_min         2.998
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    3.900
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60414
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_description       plate
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.103
_exptl_crystal_size_mid          0.098
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.072
_refine_diff_density_min         -1.083
_refine_diff_density_rms         0.126
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     478
_refine_ls_number_reflns         6771
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.1511
_refine_ls_R_factor_gt           0.1065
_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)+(0.1744P)²+5.4978P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2824
_refine_ls_wR_factor_ref         0.3303
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4256
_reflns_number_total             6771
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt00287f2.cif
_cod_data_source_block           comp-6-CH2Cl2
_cod_database_code               7709956
_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   0.926
_shelx_estimated_absorpt_t_min   0.689
_reflns_odcompleteness_completeness 96.27
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     72.83
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C24(H24A,H24B), C37(H37A,H37B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C17(H17), C4(H4), C15(H15), C19(H19), C23(H23), C8(H8), C10(H10),
 C9(H9), C14(H14), C5(H5), C20(H20), C21(H21), C26(H26), C32(H32), C16(H16),
 C35(H35), C34(H34), C33(H33), C13(H13), C30(H30), C22(H22), C36(H36), C29(H29),
  C27(H27), C28(H28)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.482
_oxdiff_exptl_absorpt_empirical_full_min 0.517
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
P1 P 0.76322(19) 0.53775(14) 0.71816(12) 0.0365(4) Uani 1 1 d . . . . .
S1 S 0.8140(2) 0.41211(15) 0.74810(14) 0.0453(5) Uani 1 1 d . . . . .
P2 P 0.3095(2) 0.07475(15) 0.77649(14) 0.0422(5) Uani 1 1 d . . . . .
S2 S 0.5069(2) 0.04241(18) 0.82751(16) 0.0560(6) Uani 1 1 d . . . . .
F2 F 0.1107(4) 0.1006(3) 0.4691(3) 0.0461(10) Uani 1 1 d . . . . .
F4 F 0.5190(5) 0.2712(4) 0.4229(3) 0.0499(11) Uani 1 1 d . . . . .
Cl1 Cl 0.9900(4) 0.2515(4) 0.9791(3) 0.1186(13) Uani 1 1 d . . . . .
F3 F 0.7536(5) 0.3257(3) 0.5132(3) 0.0502(11) Uani 1 1 d . . . . .
F1 F 0.0391(4) 0.1445(3) 0.6000(3) 0.0498(11) Uani 1 1 d . . . . .
Cl2 Cl 0.7493(6) 0.3759(4) 0.9890(3) 0.1458(18) Uani 1 1 d . . . . .
N3 N 0.5518(6) 0.4030(4) 0.5682(4) 0.0358(13) Uani 1 1 d . . . . .
N2 N 0.5863(6) 0.2164(4) 0.5522(4) 0.0336(12) Uani 1 1 d . . . . .
N4 N 0.2835(6) 0.0944(4) 0.6063(4) 0.0380(13) Uani 1 1 d . . . . .
N1 N 0.2211(6) 0.2633(4) 0.5823(4) 0.0355(13) Uani 1 1 d . . . . .
C2 C 0.4173(7) 0.3874(5) 0.5849(5) 0.0337(14) Uani 1 1 d . . . . .
C11 C 0.6387(8) 0.5056(5) 0.6013(5) 0.0405(16) Uani 1 1 d . . . . .
H11A H 0.5705 0.5596 0.6009 0.049 Uiso 1 1 calc R . . . .
H11B H 0.6997 0.5085 0.5595 0.049 Uiso 1 1 calc R . . . .
C3 C 0.3295(8) 0.4683(5) 0.6102(5) 0.0374(15) Uani 1 1 d . . . . .
H3 H 0.3671 0.5393 0.6227 0.045 Uiso 1 1 calc R . . . .
C17 C 0.6778(9) 0.6082(6) 0.8785(5) 0.0469(18) Uani 1 1 d . . . . .
H17 H 0.7184 0.5492 0.8904 0.056 Uiso 1 1 calc R . . . .
C18 C 0.9200(8) 0.6209(5) 0.7168(5) 0.0374(15) Uani 1 1 d . . . . .
C4 C 0.1905(8) 0.4439(6) 0.6164(5) 0.0403(16) Uani 1 1 d . . . . .
H4 H 0.1304 0.4982 0.6312 0.048 Uiso 1 1 calc R . . . .
C1 C 0.3611(7) 0.2845(5) 0.5756(4) 0.0309(14) Uani 1 1 d . . . . .
C15 C 0.5663(9) 0.7634(7) 0.9276(6) 0.055(2) Uani 1 1 d . . . . .
H15 H 0.5294 0.8109 0.9724 0.066 Uiso 1 1 calc R . . . .
C7 C 0.4222(7) 0.1150(5) 0.5980(5) 0.0340(14) Uani 1 1 d . . . . .
C19 C 1.0524(7) 0.6299(6) 0.7797(5) 0.0393(16) Uani 1 1 d . . . . .
H19 H 1.0584 0.5945 0.8229 0.047 Uiso 1 1 calc R . . . .
C12 C 0.6781(8) 0.6250(6) 0.7976(5) 0.0394(16) Uani 1 1 d . . . . .
C23 C 0.9128(9) 0.6727(7) 0.6538(6) 0.051(2) Uani 1 1 d . . . . .
H23 H 0.8218 0.6678 0.6100 0.061 Uiso 1 1 calc R . . . .
C8 C 0.5379(8) 0.0553(5) 0.6157(5) 0.0398(16) Uani 1 1 d . . . . .
H8 H 0.5234 0.0007 0.6396 0.048 Uiso 1 1 calc R . . . .
C6 C 0.4541(7) 0.2013(5) 0.5711(5) 0.0334(14) Uani 1 1 d . . . . .
C10 C 0.6915(8) 0.1547(6) 0.5651(5) 0.0418(17) Uani 1 1 d . . . . .
H10 H 0.7820 0.1660 0.5506 0.050 Uiso 1 1 calc R . . . .
C24 C 0.2499(8) 0.0197(5) 0.6508(5) 0.0414(17) Uani 1 1 d . . . . .
H24A H 0.2998 -0.0432 0.6308 0.050 Uiso 1 1 calc R . . . .
H24B H 0.1416 -0.0030 0.6310 0.050 Uiso 1 1 calc R . . . .
C9 C 0.6703(8) 0.0744(6) 0.5994(5) 0.0411(16) Uani 1 1 d . . . . .
H9 H 0.7476 0.0332 0.6114 0.049 Uiso 1 1 calc R . . . .
C14 C 0.5656(9) 0.7833(7) 0.8474(6) 0.054(2) Uani 1 1 d . . . . .
H14 H 0.5273 0.8438 0.8372 0.064 Uiso 1 1 calc R . . . .
C5 C 0.1357(8) 0.3415(6) 0.6016(5) 0.0422(17) Uani 1 1 d . . . . .
H5 H 0.0378 0.3258 0.6051 0.051 Uiso 1 1 calc R . . . .
C20 C 1.1770(9) 0.6896(6) 0.7812(6) 0.0505(19) Uani 1 1 d . . . . .
H20 H 1.2673 0.6965 0.8261 0.061 Uiso 1 1 calc R . . . .
C21 C 1.1703(9) 0.7393(6) 0.7173(6) 0.052(2) Uani 1 1 d . . . . .
H21 H 1.2566 0.7786 0.7169 0.063 Uiso 1 1 calc R . . . .
C26 C 0.2054(12) -0.0161(7) 0.8851(6) 0.064(2) Uani 1 1 d . . . . .
H26 H 0.3071 -0.0119 0.9156 0.077 Uiso 1 1 calc R . . . .
C32 C 0.4291(10) 0.2743(7) 0.8010(6) 0.056(2) Uani 1 1 d . . . . .
H32 H 0.5130 0.2418 0.7885 0.067 Uiso 1 1 calc R . . . .
C16 C 0.6198(10) 0.6758(7) 0.9418(6) 0.056(2) Uani 1 1 d . . . . .
H16 H 0.6171 0.6614 0.9956 0.067 Uiso 1 1 calc R . . . .
C35 C 0.1914(11) 0.3747(8) 0.8383(7) 0.071(3) Uani 1 1 d . . . . .
H35 H 0.1100 0.4098 0.8522 0.085 Uiso 1 1 calc R . . . .
C34 C 0.3160(12) 0.4285(7) 0.8352(7) 0.069(3) Uani 1 1 d . . . . .
H34 H 0.3197 0.5019 0.8452 0.083 Uiso 1 1 calc R . . . .
C33 C 0.4322(11) 0.3804(7) 0.8185(7) 0.065(2) Uani 1 1 d . . . . .
H33 H 0.5185 0.4202 0.8186 0.078 Uiso 1 1 calc R . . . .
C13 C 0.6215(8) 0.7138(6) 0.7820(5) 0.0453(17) Uani 1 1 d . . . . .
H13 H 0.6211 0.7269 0.7272 0.054 Uiso 1 1 calc R . . . .
C31 C 0.3068(9) 0.2135(6) 0.8013(5) 0.0430(17) Uani 1 1 d . . . . .
B2 B 0.6067(10) 0.3062(7) 0.5119(6) 0.0426(19) Uani 1 1 d . . . . .
C30 C 0.0175(10) 0.0155(7) 0.7686(6) 0.062(2) Uani 1 1 d . . . . .
H30 H -0.0085 0.0430 0.7200 0.074 Uiso 1 1 calc R . . . .
C22 C 1.0391(9) 0.7314(7) 0.6549(6) 0.056(2) Uani 1 1 d . . . . .
H22 H 1.0339 0.7666 0.6117 0.067 Uiso 1 1 calc R . . . .
C36 C 0.1874(10) 0.2626(7) 0.8197(7) 0.063(2) Uani 1 1 d . . . . .
H36 H 0.1016 0.2228 0.8203 0.076 Uiso 1 1 calc R . . . .
C29 C -0.0950(12) -0.0302(9) 0.7950(8) 0.082(3) Uani 1 1 d . . . . .
H29 H -0.1968 -0.0347 0.7644 0.098 Uiso 1 1 calc R . . . .
C25 C 0.1643(10) 0.0205(6) 0.8126(6) 0.053(2) Uani 1 1 d . . . . .
C27 C 0.0925(16) -0.0600(8) 0.9130(8) 0.083(4) Uani 1 1 d . . . . .
H27 H 0.1174 -0.0838 0.9638 0.099 Uiso 1 1 calc R . . . .
B1 B 0.1557(8) 0.1459(7) 0.5616(6) 0.0409(19) Uani 1 1 d . . . . .
C28 C -0.0537(15) -0.0678(9) 0.8656(9) 0.087(4) Uani 1 1 d . . . . .
H28 H -0.1284 -0.1005 0.8827 0.104 Uiso 1 1 calc R . . . .
C37 C 0.8248(13) 0.2729(12) 0.9279(9) 0.098(4) Uani 1 1 d . . . . .
H37A H 0.7550 0.2080 0.9101 0.118 Uiso 1 1 calc R . . . .
H37B H 0.8314 0.2855 0.8714 0.118 Uiso 1 1 calc R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
C11 P1 S1 112.1(2) . . ?
C18 P1 S1 114.7(2) . . ?
C18 P1 C11 103.0(3) . . ?
C12 P1 S1 113.3(2) . . ?
C12 P1 C11 108.7(3) . . ?
C12 P1 C18 104.1(3) . . ?
C24 P2 S2 112.5(3) . . ?
C31 P2 S2 111.4(3) . . ?
C31 P2 C24 104.6(3) . . ?
C31 P2 C25 109.9(4) . . ?
C25 P2 S2 113.4(3) . . ?
C25 P2 C24 104.5(4) . . ?
C2 N3 C11 122.3(6) . . ?
C2 N3 B2 116.6(6) . . ?
C11 N3 B2 121.1(6) . . ?
C6 N2 B2 117.2(6) . . ?
C10 N2 C6 121.0(6) . . ?
C10 N2 B2 121.8(6) . . ?
C7 N4 C24 122.1(6) . . ?
C7 N4 B1 118.6(6) . . ?
C24 N4 B1 119.2(5) . . ?
C1 N1 B1 119.3(5) . . ?
C5 N1 C1 120.5(6) . . ?
C5 N1 B1 120.1(6) . . ?
N3 C2 C3 123.8(6) . . ?
N3 C2 C1 118.7(6) . . ?
C3 C2 C1 117.5(6) . . ?
P1 C11 H11A 108.9 . . ?
P1 C11 H11B 108.9 . . ?
N3 C11 P1 113.4(5) . . ?
N3 C11 H11A 108.9 . . ?
N3 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.7(6) . . ?
C4 C3 H3 120.1 . . ?
C12 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C16 C17 C12 121.2(8) . . ?
C19 C18 P1 117.8(5) . . ?
C19 C18 C23 118.9(7) . . ?
C23 C18 P1 123.2(6) . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.0(6) . . ?
C5 C4 H4 119.5 . . ?
N1 C1 C2 120.7(6) . . ?
N1 C1 C6 117.0(6) . . ?
C2 C1 C6 121.8(6) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C16 C15 C14 120.1(8) . . ?
N4 C7 C8 123.8(6) . . ?
N4 C7 C6 119.1(6) . . ?
C8 C7 C6 117.1(6) . . ?
C18 C19 H19 119.5 . . ?
C18 C19 C20 120.9(7) . . ?
C20 C19 H19 119.5 . . ?
C17 C12 P1 119.9(6) . . ?
C17 C12 C13 118.8(7) . . ?
C13 C12 P1 121.1(6) . . ?
C18 C23 H23 120.1 . . ?
C22 C23 C18 119.8(7) . . ?
C22 C23 H23 120.1 . . ?
C7 C8 H8 119.4 . . ?
C9 C8 C7 121.2(7) . . ?
C9 C8 H8 119.4 . . ?
N2 C6 C1 117.4(6) . . ?
N2 C6 C7 120.1(6) . . ?
C7 C6 C1 121.9(6) . . ?
N2 C10 H10 119.5 . . ?
N2 C10 C9 121.0(6) . . ?
C9 C10 H10 119.5 . . ?
P2 C24 H24A 108.9 . . ?
P2 C24 H24B 108.9 . . ?
N4 C24 P2 113.3(5) . . ?
N4 C24 H24A 108.9 . . ?
N4 C24 H24B 108.9 . . ?
H24A C24 H24B 107.7 . . ?
C8 C9 C10 119.2(7) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
C15 C14 H14 120.1 . . ?
C15 C14 C13 119.8(8) . . ?
C13 C14 H14 120.1 . . ?
N1 C5 C4 120.3(6) . . ?
N1 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C19 C20 H20 120.0 . . ?
C19 C20 C21 120.0(8) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 120.3 . . ?
C22 C21 C20 119.5(8) . . ?
C22 C21 H21 120.3 . . ?
C25 C26 H26 120.8 . . ?
C25 C26 C27 118.5(10) . . ?
C27 C26 H26 120.8 . . ?
C33 C32 H32 119.2 . . ?
C33 C32 C31 121.6(9) . . ?
C31 C32 H32 119.2 . . ?
C17 C16 H16 119.8 . . ?
C15 C16 C17 120.3(8) . . ?
C15 C16 H16 119.8 . . ?
C34 C35 H35 121.1 . . ?
C34 C35 C36 117.9(9) . . ?
C36 C35 H35 121.1 . . ?
C35 C34 H34 119.3 . . ?
C33 C34 C35 121.4(9) . . ?
C33 C34 H34 119.3 . . ?
C32 C33 H33 119.5 . . ?
C34 C33 C32 120.9(9) . . ?
C34 C33 H33 119.5 . . ?
C12 C13 C14 119.7(7) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C32 C31 P2 119.1(6) . . ?
C36 C31 P2 122.9(6) . . ?
C36 C31 C32 118.0(8) . . ?
F4 B2 N3 110.6(6) . . ?
F4 B2 N2 106.7(6) . . ?
F3 B2 F4 109.7(6) . . ?
F3 B2 N3 112.1(7) . . ?
F3 B2 N2 110.3(6) . . ?
N3 B2 N2 107.4(6) . . ?
C29 C30 H30 119.8 . . ?
C25 C30 H30 119.8 . . ?
C25 C30 C29 120.4(10) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 C23 120.8(8) . . ?
C21 C22 H22 119.6 . . ?
C35 C36 H36 119.9 . . ?
C31 C36 C35 120.3(9) . . ?
C31 C36 H36 119.9 . . ?
C30 C29 H29 120.9 . . ?
C28 C29 C30 118.2(11) . . ?
C28 C29 H29 120.9 . . ?
C26 C25 P2 118.1(7) . . ?
C30 C25 P2 120.7(7) . . ?
C30 C25 C26 121.2(8) . . ?
C26 C27 H27 120.3 . . ?
C28 C27 C26 119.3(11) . . ?
C28 C27 H27 120.3 . . ?
F2 B1 F1 111.7(6) . . ?
F2 B1 N4 112.5(6) . . ?
F2 B1 N1 107.0(6) . . ?
F1 B1 N4 110.0(7) . . ?
F1 B1 N1 109.4(6) . . ?
N4 B1 N1 106.1(6) . . ?
C29 C28 C27 122.4(9) . . ?
C29 C28 H28 118.8 . . ?
C27 C28 H28 118.8 . . ?
Cl1 C37 Cl2 116.7(8) . . ?
Cl1 C37 H37A 108.1 . . ?
Cl1 C37 H37B 108.1 . . ?
Cl2 C37 H37A 108.1 . . ?
Cl2 C37 H37B 108.1 . . ?
H37A C37 H37B 107.3 . . ?
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
P1 S1 1.949(3) . ?
P1 C11 1.864(8) . ?
P1 C18 1.817(7) . ?
P1 C12 1.816(8) . ?
P2 S2 1.958(3) . ?
P2 C24 1.856(8) . ?
P2 C31 1.794(8) . ?
P2 C25 1.812(8) . ?
F2 B1 1.372(10) . ?
F4 B2 1.389(10) . ?
Cl1 C37 1.650(13) . ?
F3 B2 1.383(9) . ?
F1 B1 1.381(8) . ?
Cl2 C37 1.724(15) . ?
N3 C2 1.371(8) . ?
N3 C11 1.449(9) . ?
N3 B2 1.531(10) . ?
N2 C6 1.365(8) . ?
N2 C10 1.336(9) . ?
N2 B2 1.566(10) . ?
N4 C7 1.362(8) . ?
N4 C24 1.469(9) . ?
N4 B1 1.548(10) . ?
N1 C1 1.366(8) . ?
N1 C5 1.356(9) . ?
N1 B1 1.578(10) . ?
C2 C3 1.412(9) . ?
C2 C1 1.415(9) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C3 H3 0.9500 . ?
C3 C4 1.363(10) . ?
C17 H17 0.9500 . ?
C17 C12 1.388(10) . ?
C17 C16 1.378(11) . ?
C18 C19 1.371(10) . ?
C18 C23 1.390(10) . ?
C4 H4 0.9500 . ?
C4 C5 1.382(10) . ?
C1 C6 1.445(9) . ?
C15 H15 0.9500 . ?
C15 C14 1.396(13) . ?
C15 C16 1.365(12) . ?
C7 C8 1.404(9) . ?
C7 C6 1.408(9) . ?
C19 H19 0.9500 . ?
C19 C20 1.381(10) . ?
C12 C13 1.400(10) . ?
C23 H23 0.9500 . ?
C23 C22 1.388(11) . ?
C8 H8 0.9500 . ?
C8 C9 1.357(10) . ?
C10 H10 0.9500 . ?
C10 C9 1.387(11) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C9 H9 0.9500 . ?
C14 H14 0.9500 . ?
C14 C13 1.400(11) . ?
C5 H5 0.9500 . ?
C20 H20 0.9500 . ?
C20 C21 1.381(12) . ?
C21 H21 0.9500 . ?
C21 C22 1.362(12) . ?
C26 H26 0.9500 . ?
C26 C25 1.381(13) . ?
C26 C27 1.417(14) . ?
C32 H32 0.9500 . ?
C32 C33 1.369(12) . ?
C32 C31 1.382(11) . ?
C16 H16 0.9500 . ?
C35 H35 0.9500 . ?
C35 C34 1.368(14) . ?
C35 C36 1.446(13) . ?
C34 H34 0.9500 . ?
C34 C33 1.331(14) . ?
C33 H33 0.9500 . ?
C13 H13 0.9500 . ?
C31 C36 1.370(12) . ?
C30 H30 0.9500 . ?
C30 C29 1.412(12) . ?
C30 C25 1.374(13) . ?
C22 H22 0.9500 . ?
C36 H36 0.9500 . ?
C29 H29 0.9500 . ?
C29 C28 1.363(18) . ?
C27 H27 0.9500 . ?
C27 C28 1.378(17) . ?
C28 H28 0.9500 . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
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
P1 C18 C19 C20 178.4(6) . . . . ?
P1 C18 C23 C22 -177.4(7) . . . . ?
P1 C12 C13 C14 -175.7(6) . . . . ?
S1 P1 C11 N3 24.9(6) . . . . ?
S1 P1 C18 C19 -36.2(6) . . . . ?
S1 P1 C18 C23 141.7(6) . . . . ?
S1 P1 C12 C17 10.8(7) . . . . ?
S1 P1 C12 C13 -173.8(5) . . . . ?
P2 C31 C36 C35 -179.4(7) . . . . ?
S2 P2 C24 N4 -94.3(5) . . . . ?
S2 P2 C31 C32 37.1(7) . . . . ?
S2 P2 C31 C36 -143.7(7) . . . . ?
S2 P2 C25 C26 14.1(8) . . . . ?
S2 P2 C25 C30 -165.5(7) . . . . ?
N3 C2 C3 C4 173.3(7) . . . . ?
N3 C2 C1 N1 -173.1(6) . . . . ?
N3 C2 C1 C6 15.4(10) . . . . ?
N2 C10 C9 C8 3.3(11) . . . . ?
N4 C7 C8 C9 174.7(7) . . . . ?
N4 C7 C6 N2 -172.5(6) . . . . ?
N4 C7 C6 C1 17.1(10) . . . . ?
N1 C1 C6 N2 171.4(6) . . . . ?
N1 C1 C6 C7 -17.9(10) . . . . ?
C2 N3 C11 P1 87.0(7) . . . . ?
C2 N3 B2 F4 68.7(8) . . . . ?
C2 N3 B2 F3 -168.6(6) . . . . ?
C2 N3 B2 N2 -47.3(8) . . . . ?
C2 C3 C4 C5 2.3(11) . . . . ?
C2 C1 C6 N2 -16.8(10) . . . . ?
C2 C1 C6 C7 153.9(7) . . . . ?
C11 P1 C18 C19 -158.4(6) . . . . ?
C11 P1 C18 C23 19.6(7) . . . . ?
C11 P1 C12 C17 136.2(6) . . . . ?
C11 P1 C12 C13 -48.4(7) . . . . ?
C11 N3 C2 C3 19.9(10) . . . . ?
C11 N3 C2 C1 -160.9(6) . . . . ?
C11 N3 B2 F4 -111.0(7) . . . . ?
C11 N3 B2 F3 11.7(10) . . . . ?
C11 N3 B2 N2 133.0(6) . . . . ?
C3 C2 C1 N1 6.1(10) . . . . ?
C3 C2 C1 C6 -165.4(6) . . . . ?
C3 C4 C5 N1 1.3(11) . . . . ?
C17 C12 C13 C14 -0.3(11) . . . . ?
C18 P1 C11 N3 148.8(5) . . . . ?
C18 P1 C12 C17 -114.5(6) . . . . ?
C18 P1 C12 C13 60.9(7) . . . . ?
C18 C19 C20 C21 -1.6(12) . . . . ?
C18 C23 C22 C21 -0.1(14) . . . . ?
C1 N1 C5 C4 -1.2(11) . . . . ?
C1 N1 B1 F2 -78.5(8) . . . . ?
C1 N1 B1 F1 160.4(6) . . . . ?
C1 N1 B1 N4 41.8(8) . . . . ?
C1 C2 C3 C4 -5.9(10) . . . . ?
C15 C14 C13 C12 -0.2(12) . . . . ?
C7 N4 C24 P2 78.7(7) . . . . ?
C7 N4 B1 F2 74.0(8) . . . . ?
C7 N4 B1 F1 -160.9(6) . . . . ?
C7 N4 B1 N1 -42.7(8) . . . . ?
C7 C8 C9 C10 0.4(11) . . . . ?
C19 C18 C23 C22 0.5(12) . . . . ?
C19 C20 C21 C22 2.0(13) . . . . ?
C12 P1 C11 N3 -101.2(5) . . . . ?
C12 P1 C18 C19 88.1(6) . . . . ?
C12 P1 C18 C23 -93.9(7) . . . . ?
C12 C17 C16 C15 -2.6(13) . . . . ?
C23 C18 C19 C20 0.3(11) . . . . ?
C8 C7 C6 N2 8.2(10) . . . . ?
C8 C7 C6 C1 -162.3(6) . . . . ?
C6 N2 C10 C9 -1.0(10) . . . . ?
C6 N2 B2 F4 -72.7(8) . . . . ?
C6 N2 B2 F3 168.2(6) . . . . ?
C6 N2 B2 N3 45.8(8) . . . . ?
C6 C7 C8 C9 -5.9(10) . . . . ?
C10 N2 C6 C1 166.0(6) . . . . ?
C10 N2 C6 C7 -4.9(10) . . . . ?
C10 N2 B2 F4 105.2(7) . . . . ?
C10 N2 B2 F3 -13.8(10) . . . . ?
C10 N2 B2 N3 -136.2(6) . . . . ?
C24 P2 C31 C32 -84.7(7) . . . . ?
C24 P2 C31 C36 94.5(8) . . . . ?
C24 P2 C25 C26 136.9(7) . . . . ?
C24 P2 C25 C30 -42.7(8) . . . . ?
C24 N4 C7 C8 11.6(11) . . . . ?
C24 N4 C7 C6 -167.7(6) . . . . ?
C24 N4 B1 F2 -101.9(7) . . . . ?
C24 N4 B1 F1 23.2(9) . . . . ?
C24 N4 B1 N1 141.4(6) . . . . ?
C14 C15 C16 C17 2.1(13) . . . . ?
C5 N1 C1 C2 -2.7(10) . . . . ?
C5 N1 C1 C6 169.2(6) . . . . ?
C5 N1 B1 F2 98.0(7) . . . . ?
C5 N1 B1 F1 -23.1(10) . . . . ?
C5 N1 B1 N4 -141.8(6) . . . . ?
C20 C21 C22 C23 -1.2(14) . . . . ?
C26 C27 C28 C29 -3.2(17) . . . . ?
C32 C31 C36 C35 -0.1(14) . . . . ?
C16 C17 C12 P1 177.1(6) . . . . ?
C16 C17 C12 C13 1.7(12) . . . . ?
C16 C15 C14 C13 -0.7(12) . . . . ?
C35 C34 C33 C32 2.0(17) . . . . ?
C34 C35 C36 C31 1.2(15) . . . . ?
C33 C32 C31 P2 179.2(7) . . . . ?
C33 C32 C31 C36 0.0(13) . . . . ?
C31 P2 C24 N4 26.8(6) . . . . ?
C31 P2 C25 C26 -111.3(7) . . . . ?
C31 P2 C25 C30 69.1(8) . . . . ?
C31 C32 C33 C34 -0.9(16) . . . . ?
B2 N3 C2 C3 -159.8(7) . . . . ?
B2 N3 C2 C1 19.4(9) . . . . ?
B2 N3 C11 P1 -93.3(7) . . . . ?
B2 N2 C6 C1 -16.1(9) . . . . ?
B2 N2 C6 C7 173.1(6) . . . . ?
B2 N2 C10 C9 -178.9(7) . . . . ?
C30 C29 C28 C27 1.8(17) . . . . ?
C36 C35 C34 C33 -2.1(16) . . . . ?
C29 C30 C25 P2 177.7(7) . . . . ?
C29 C30 C25 C26 -1.9(14) . . . . ?
C25 P2 C24 N4 142.3(5) . . . . ?
C25 P2 C31 C32 163.6(7) . . . . ?
C25 P2 C31 C36 -17.2(9) . . . . ?
C25 C26 C27 C28 2.0(15) . . . . ?
C25 C30 C29 C28 0.7(15) . . . . ?
C27 C26 C25 P2 -179.1(7) . . . . ?
C27 C26 C25 C30 0.5(14) . . . . ?
B1 N4 C7 C8 -164.2(7) . . . . ?
B1 N4 C7 C6 16.5(9) . . . . ?
B1 N4 C24 P2 -105.5(6) . . . . ?
B1 N1 C1 C2 173.8(6) . . . . ?
B1 N1 C1 C6 -14.4(9) . . . . ?
B1 N1 C5 C4 -177.5(7) . . . . ?
