data_p
_audit_creation_date               2018-07-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number       '2014/7'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C28 H32 B N S2'
_chemical_formula_sum              'C28 H32 B N S2'
_chemical_formula_weight           457.47
_chemical_melting_point            ?
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'
 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system        'monoclinic'
_space_group_IT_number             14
_space_group_name_H-M_alt          'P 1 21/n 1'
_space_group_name_Hall             '-P 2yn'
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'

_cell_length_a                     16.9687(7)
_cell_length_b                     9.9050(9)
_cell_length_c                     17.5869(10)
_cell_angle_alpha                  90
_cell_angle_beta                   117.124(3)
_cell_angle_gamma                  90
_cell_volume                       2630.8(3)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      1421
_cell_measurement_temperature      293(2)
_cell_measurement_theta_max        63.633
_cell_measurement_theta_min        7.376
_shelx_estimated_absorpt_T_max     0.979
_shelx_estimated_absorpt_T_min     0.968
_exptl_absorpt_coefficient_mu      0.218
_exptl_absorpt_correction_T_max    ?
_exptl_absorpt_correction_T_min    ?
_exptl_absorpt_correction_type     ?
_exptl_absorpt_process_details     ?
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              'clear light yellow'
_exptl_crystal_colour_lustre       clear
_exptl_crystal_colour_modifier     light
_exptl_crystal_colour_primary      yellow
_exptl_crystal_density_diffrn      1.155
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      'not measured'
_exptl_crystal_description         block
_exptl_crystal_F_000               976
_exptl_crystal_size_max            0.15
_exptl_crystal_size_mid            0.1
_exptl_crystal_size_min            0.1
_exptl_special_details
;
 ? 
;
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0263
_diffrn_reflns_av_unetI/netI       0.0229
_diffrn_reflns_Laue_measured_fraction_full  0.982
_diffrn_reflns_Laue_measured_fraction_max  0.982
_diffrn_reflns_limit_h_max         19
_diffrn_reflns_limit_h_min         -19
_diffrn_reflns_limit_k_max         11
_diffrn_reflns_limit_k_min         -11
_diffrn_reflns_limit_l_max         20
_diffrn_reflns_limit_l_min         -20
_diffrn_reflns_number              15008
_diffrn_reflns_point_group_measured_fraction_full  0.982
_diffrn_reflns_point_group_measured_fraction_max  0.982
_diffrn_reflns_theta_full          24.407
_diffrn_reflns_theta_max           24.407
_diffrn_reflns_theta_min           1.381
_diffrn_ambient_temperature        293
_diffrn_detector_area_resol_mean   ?
_diffrn_measured_fraction_theta_full  0.982
_diffrn_measured_fraction_theta_max  0.982
_diffrn_measurement_device_type    'Bruker APEX-II CCD'
_diffrn_measurement_method         ?
_diffrn_radiation_monochromator   graphite
_diffrn_radiation_type             MoK\a
_diffrn_radiation_wavelength       0.710
_diffrn_source                     ?
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  3523
_reflns_number_total               4276
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression       'I > 2σ(I)'
_computing_cell_refinement         'SAINT V8.30C (?, 2016)'
_computing_data_collection         ?
_computing_data_reduction          'SAINT V8.30C (?, 2016)'
_computing_molecular_graphics      'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement    'XL (Sheldrick, 2008)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max           0.470
_refine_diff_density_min           -0.345
_refine_diff_density_rms           0.034
_refine_ls_extinction_coef         0.0141(15)
_refine_ls_extinction_expression  
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_extinction_method       'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref     1.098
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       298
_refine_ls_number_reflns           4276
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.0606
_refine_ls_R_factor_gt             0.0518
_refine_ls_restrained_S_all        1.098
_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)+(0.0701P)²+0.7401P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.1408
_refine_ls_wR_factor_ref           0.1500
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C25(H25), C36(H36), C42(H42), C68(H68), C102(H102), C108(H108), C112(H112),
 C114(H114)
2.b Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C2AA(H2AA,H2AB,H2AC), C16(H16A,H16B,H16C), C96(H96A,H96B,
 H96C), C0AA(H0AA,H0AB,H0AC), C1AA(H1AA,H1AB,H1AC), C2(H2A,H2B,H2C), C1(H1A,H1B,
 H1C)
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary       ?
_atom_sites_solution_secondary     ?
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
 S4 S 0.60521(5) 0.14617(12) 0.31134(6) 0.1248(4) Uani 1 1 d . . . . .
 S8 S 0.71320(7) 0.41487(10) 0.27280(4) 0.1113(4) Uani 1 1 d . . . . .
 C5 C 0.56306(15) 0.4025(3) 0.43508(16) 0.0780(7) Uani 1 1 d . . . . .
 H5A H 0.5273 0.3454 0.3877 0.117 Uiso 1 1 calc GR . . . .
 H5B H 0.5973 0.4622 0.4188 0.117 Uiso 1 1 calc GR . . . .
 H5C H 0.5255 0.4546 0.4514 0.117 Uiso 1 1 calc GR . . . .
 C2AA C 0.9708(3) 0.8761(3) 0.7707(2) 0.1153(12) Uani 1 1 d . . . . .
 H2AA H 0.9766 0.8489 0.8254 0.173 Uiso 1 1 calc GR . . . .
 H2AB H 0.9416 0.9620 0.7554 0.173 Uiso 1 1 calc GR . . . .
 H2AC H 1.0285 0.8831 0.7734 0.173 Uiso 1 1 calc GR . . . .
 C16 C 0.95672(19) 0.4985(3) 0.5760(2) 0.0969(9) Uani 1 1 d . . . . .
 H16A H 0.9405 0.5231 0.5180 0.145 Uiso 1 1 calc GR . . . .
 H16B H 0.9413 0.4058 0.5781 0.145 Uiso 1 1 calc GR . . . .
 H16C H 1.0194 0.5099 0.6101 0.145 Uiso 1 1 calc GR . . . .
 C18 C 0.90809(16) 0.5874(2) 0.61032(15) 0.0681(6) Uani 1 1 d . . . . .
 C25 C 0.95577(18) 0.6878(3) 0.66864(16) 0.0783(7) Uani 1 1 d . . . . .
 H25 H 1.0156 0.6984 0.6841 0.094 Uiso 1 1 calc R . . . .
 C29 C 0.9166(2) 0.7719(2) 0.70399(16) 0.0805(7) Uani 1 1 d . . . . .
 C36 C 0.8280(2) 0.7553(3) 0.67959(16) 0.0794(7) Uani 1 1 d . . . . .
 H36 H 0.8004 0.8129 0.7019 0.095 Uiso 1 1 calc R . . . .
 C38 C 0.81787(14) 0.5675(2) 0.58710(13) 0.0585(5) Uani 1 1 d . . . . .
 C42 C 0.58605(15) 0.2171(3) 0.53748(16) 0.0702(6) Uani 1 1 d . . . . .
 H42 H 0.5250 0.2054 0.5087 0.084 Uiso 1 1 calc R . . . .
 C50 C 0.76654(13) 0.2576(2) 0.62540(12) 0.0531(5) Uani 1 1 d . . . . .
 C60 C 0.62448(13) 0.3165(2) 0.50951(13) 0.0576(5) Uani 1 1 d . . . . .
 C66 C 0.77839(17) 0.6556(2) 0.62277(15) 0.0677(6) Uani 1 1 d . . . . .
 C68 C 0.72531(16) 0.1571(2) 0.64894(14) 0.0662(6) Uani 1 1 d . . . . .
 H68 H 0.7597 0.1023 0.6952 0.079 Uiso 1 1 calc R . . . .
 C72 C 0.63513(18) 0.1351(2) 0.60628(16) 0.0720(6) Uani 1 1 d . . . . .
 C74 C 0.70845(15) 0.2137(3) 0.37664(14) 0.0664(6) Uani 1 1 d . . . . .
 C77 C 0.75110(15) 0.4581(2) 0.43042(13) 0.0618(5) Uani 1 1 d . . . . .
 C86 C 0.71651(12) 0.33841(19) 0.55294(11) 0.0488(4) Uani 1 1 d . . . . .
 C87 C 0.76235(17) 0.1169(2) 0.42958(16) 0.0679(6) Uani 1 1 d . . . . .
 C96 C 0.68145(19) 0.6455(3) 0.5999(2) 0.0977(9) Uani 1 1 d . . . . .
 H96A H 0.6673 0.7108 0.6321 0.147 Uiso 1 1 calc GR . . . .
 H96B H 0.6688 0.5565 0.6129 0.147 Uiso 1 1 calc GR . . . .
 H96C H 0.6465 0.6628 0.5399 0.147 Uiso 1 1 calc GR . . . .
 C97 C 0.72516(15) 0.3564(2) 0.37004(13) 0.0651(6) Uani 1 1 d . . . . .
 C102 C 0.7194(3) -0.0092(3) 0.4195(3) 0.1137(12) Uani 1 1 d . . . . .
 H102 H 0.7471 -0.0848 0.4520 0.136 Uiso 1 1 calc R . . . .
 C108 C 0.7610(2) 0.5823(3) 0.39439(19) 0.0923(9) Uani 1 1 d . . . . .
 H108 H 0.7791 0.6622 0.4253 0.111 Uiso 1 1 calc R . . . .
 C112 C 0.6362(3) -0.0093(4) 0.3596(4) 0.1448(18) Uani 1 1 d . . . . .
 H112 H 0.5991 -0.0841 0.3453 0.174 Uiso 1 1 calc R . . . .
 C114 C 0.7416(3) 0.5726(4) 0.3107(2) 0.1266(14) Uani 1 1 d . . . . .
 H114 H 0.7437 0.6451 0.2780 0.152 Uiso 1 1 calc R . . . .
 B0AA B 0.76254(14) 0.4505(2) 0.52381(14) 0.0523(5) Uani 1 1 d . . . . .
 C0AA C 0.86523(15) 0.2749(3) 0.67840(14) 0.0711(6) Uani 1 1 d . . . . .
 H0AA H 0.8867 0.2106 0.7243 0.107 Uiso 1 1 calc GR . . . .
 H0AB H 0.8776 0.3647 0.7015 0.107 Uiso 1 1 calc GR . . . .
 H0AC H 0.8941 0.2605 0.6431 0.107 Uiso 1 1 calc GR . . . .
 C1AA C 0.5923(3) 0.0261(3) 0.6353(2) 0.1094(11) Uani 1 1 d . . . . .
 H1AA H 0.6188 0.0253 0.6965 0.164 Uiso 1 1 calc GR . . . .
 H1AB H 0.6009 -0.0600 0.6151 0.164 Uiso 1 1 calc GR . . . .
 H1AC H 0.5301 0.0440 0.6125 0.164 Uiso 1 1 calc GR . . . .
 N1 N 0.85143(14) 0.1383(2) 0.48683(13) 0.0751(6) Uani 1 1 d . . . . .
 C2 C 0.90561(18) 0.1804(3) 0.4468(2) 0.0923(8) Uani 1 1 d . . . . .
 H2A H 0.9109 0.1072 0.4136 0.139 Uiso 1 1 calc GR . . . .
 H2B H 0.9634 0.2055 0.4901 0.139 Uiso 1 1 calc GR . . . .
 H2C H 0.8784 0.2563 0.4102 0.139 Uiso 1 1 calc GR . . . .
 C1 C 0.8944(3) 0.0305(4) 0.5490(3) 0.1323(15) Uani 1 1 d . . . . .
 H1A H 0.8580 0.0065 0.5757 0.198 Uiso 1 1 calc GR . . . .
 H1B H 0.9510 0.0612 0.5918 0.198 Uiso 1 1 calc GR . . . .
 H1C H 0.9024 -0.0470 0.5205 0.198 Uiso 1 1 calc GR . . . .


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
 S4 C74 1.732(2) . ?
 S4 C112 1.721(5) . ?
 S8 C97 1.728(2) . ?
 S8 C114 1.681(4) . ?
 C5 C60 1.511(3) . ?
 C2AA C29 1.517(4) . ?
 C16 C18 1.508(4) . ?
 C18 C25 1.392(3) . ?
 C18 C38 1.407(3) . ?
 C25 C29 1.378(4) . ?
 C29 C36 1.372(4) . ?
 C36 C66 1.384(3) . ?
 C38 C66 1.409(3) . ?
 C38 B0AA 1.584(3) . ?
 C42 C60 1.389(3) . ?
 C42 C72 1.378(4) . ?
 C50 C68 1.385(3) . ?
 C50 C86 1.414(3) . ?
 C50 C0AA 1.510(3) . ?
 C60 C86 1.408(3) . ?
 C66 C96 1.508(4) . ?
 C68 C72 1.380(4) . ?
 C72 C1AA 1.513(4) . ?
 C74 C87 1.359(4) . ?
 C74 C97 1.456(3) . ?
 C77 C97 1.382(3) . ?
 C77 C108 1.428(3) . ?
 C77 B0AA 1.565(3) . ?
 C86 B0AA 1.572(3) . ?
 C87 C102 1.416(4) . ?
 C87 N1 1.398(3) . ?
 C102 C112 1.321(6) . ?
 C108 C114 1.358(4) . ?
 N1 C2 1.450(4) . ?
 N1 C1 1.464(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
 C112 S4 C74 91.67(19) . . ?
 C114 S8 C97 92.10(13) . . ?
 C25 C18 C16 118.1(2) . . ?
 C25 C18 C38 120.2(2) . . ?
 C38 C18 C16 121.6(2) . . ?
 C29 C25 C18 121.8(3) . . ?
 C25 C29 C2AA 120.8(3) . . ?
 C36 C29 C2AA 121.0(3) . . ?
 C36 C29 C25 118.2(2) . . ?
 C29 C36 C66 122.0(2) . . ?
 C18 C38 C66 117.3(2) . . ?
 C18 C38 B0AA 121.61(19) . . ?
 C66 C38 B0AA 121.05(19) . . ?
 C72 C42 C60 122.4(2) . . ?
 C68 C50 C86 119.94(19) . . ?
 C68 C50 C0AA 117.81(19) . . ?
 C86 C50 C0AA 122.24(19) . . ?
 C42 C60 C5 117.2(2) . . ?
 C42 C60 C86 120.1(2) . . ?
 C86 C60 C5 122.6(2) . . ?
 C36 C66 C38 120.5(2) . . ?
 C36 C66 C96 118.1(2) . . ?
 C38 C66 C96 121.5(2) . . ?
 C72 C68 C50 122.5(2) . . ?
 C42 C72 C68 117.5(2) . . ?
 C42 C72 C1AA 121.7(3) . . ?
 C68 C72 C1AA 120.8(3) . . ?
 C87 C74 S4 110.06(19) . . ?
 C87 C74 C97 130.1(2) . . ?
 C97 C74 S4 119.79(19) . . ?
 C97 C77 C108 110.3(2) . . ?
 C97 C77 B0AA 127.9(2) . . ?
 C108 C77 B0AA 121.6(2) . . ?
 C50 C86 B0AA 120.68(17) . . ?
 C60 C86 C50 117.60(18) . . ?
 C60 C86 B0AA 121.70(17) . . ?
 C74 C87 C102 112.9(3) . . ?
 C74 C87 N1 123.7(2) . . ?
 N1 C87 C102 123.3(3) . . ?
 C74 C97 S8 117.71(17) . . ?
 C77 C97 S8 111.62(18) . . ?
 C77 C97 C74 130.7(2) . . ?
 C112 C102 C87 113.7(4) . . ?
 C114 C108 C77 113.7(3) . . ?
 C102 C112 S4 111.6(3) . . ?
 C108 C114 S8 112.3(2) . . ?
 C77 B0AA C38 116.90(18) . . ?
 C77 B0AA C86 122.25(18) . . ?
 C86 B0AA C38 120.73(17) . . ?
 C87 N1 C2 114.2(2) . . ?
 C87 N1 C1 115.7(3) . . ?
 C2 N1 C1 111.2(3) . . ?

_olex2_submission_special_instructions  'No special instructions were received'
