data_191115_zjb_t14
_audit_creation_date               2019-11-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number       '2016/6'
_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. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C44 H36 B2 O2'
_chemical_formula_sum              'C44 H36 B2 O2'
_chemical_formula_weight           618.35
_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'
 'O' 'O' 0.0106 0.0060 '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/c 1'
_space_group_name_Hall             '-P 2ybc'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y-1/2, z-1/2'

_cell_length_a                     7.3765(3)
_cell_length_b                     28.2294(12)
_cell_length_c                     8.0685(3)
_cell_angle_alpha                  90
_cell_angle_beta                   95.884(2)
_cell_angle_gamma                  90
_cell_volume                       1671.29(12)
_cell_formula_units_Z              2
_cell_measurement_reflns_used      4423
_cell_measurement_temperature      170(2)
_cell_measurement_theta_max        31.04
_cell_measurement_theta_min        2.64
_shelx_estimated_absorpt_T_max     0.998
_shelx_estimated_absorpt_T_min     0.989
_exptl_absorpt_coefficient_mu      0.073
_exptl_absorpt_correction_T_max    0.7467
_exptl_absorpt_correction_T_min    0.6820
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1189 before and 0.0581 after correction.
The Ratio of minimum to maximum transmission is 0.9134.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              colourless
_exptl_crystal_colour_primary      colourless
_exptl_crystal_density_diffrn      1.229
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         plate
_exptl_crystal_F_000               652
_exptl_crystal_size_max            0.15
_exptl_crystal_size_mid            0.05
_exptl_crystal_size_min            0.03
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0867
_diffrn_reflns_av_unetI/netI       0.0756
_diffrn_reflns_Laue_measured_fraction_full  1.000
_diffrn_reflns_Laue_measured_fraction_max  0.849
_diffrn_reflns_limit_h_max         10
_diffrn_reflns_limit_h_min         -11
_diffrn_reflns_limit_k_max         40
_diffrn_reflns_limit_k_min         -40
_diffrn_reflns_limit_l_max         12
_diffrn_reflns_limit_l_min         -12
_diffrn_reflns_number              39127
_diffrn_reflns_point_group_measured_fraction_full  1.000
_diffrn_reflns_point_group_measured_fraction_max  0.849
_diffrn_reflns_theta_full          25.242
_diffrn_reflns_theta_max           34.051
_diffrn_reflns_theta_min           2.638
_diffrn_ambient_temperature        170.0
_diffrn_detector_area_resol_mean   ?
_diffrn_measured_fraction_theta_full  1.000
_diffrn_measured_fraction_theta_max  0.849
_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_source                     ?
_diffrn_standards_number           0
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  2870
_reflns_number_total               5819
_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 V8.38A (?, 2016)'
_computing_data_collection         ?
_computing_data_reduction          'SAINT V8.38A (?, 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 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max           0.342
_refine_diff_density_min           -0.268
_refine_diff_density_rms           0.054
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.022
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       220
_refine_ls_number_reflns           5819
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.1644
_refine_ls_R_factor_gt             0.0740
_refine_ls_restrained_S_all        1.022
_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)+(0.0899P)²+0.5325P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.1696
_refine_ls_wR_factor_ref           0.2208
_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:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C10(H10), C13(H13), C16(H16), C18(H18)
2.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C)
;
_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
 O1 O 0.64726(18) 0.41237(4) 0.94258(16) 0.0317(3) Uani 1 1 d . . . . .
 C1 C 0.1308(3) 0.47087(7) 0.2663(2) 0.0362(4) Uani 1 1 d . . . . .
 H1 H 0.073651 0.500511 0.281124 0.043 Uiso 1 1 calc R . . . .
 C2 C 0.0927(3) 0.44645(8) 0.1196(3) 0.0402(5) Uani 1 1 d . . . . .
 H2 H 0.007521 0.459118 0.034791 0.048 Uiso 1 1 calc R . . . .
 C3 C 0.1783(3) 0.40277(7) 0.0933(3) 0.0402(5) Uani 1 1 d . . . . .
 H3 H 0.151611 0.386352 -0.009072 0.048 Uiso 1 1 calc R . . . .
 C4 C 0.2991(3) 0.38425(7) 0.2147(2) 0.0370(5) Uani 1 1 d . . . . .
 H4 H 0.357426 0.355032 0.195665 0.044 Uiso 1 1 calc R . . . .
 C5 C 0.3394(3) 0.40791(7) 0.3696(2) 0.0314(4) Uani 1 1 d . . . . .
 C6 C 0.2550(3) 0.45215(7) 0.3957(2) 0.0306(4) Uani 1 1 d . . . . .
 C7 C 0.2949(3) 0.47569(6) 0.5500(2) 0.0307(4) Uani 1 1 d . . . . .
 H7 H 0.240623 0.505605 0.566584 0.037 Uiso 1 1 calc R . . . .
 C8 C 0.4110(2) 0.45614(6) 0.6769(2) 0.0279(4) Uani 1 1 d . . . . .
 C9 C 0.4939(3) 0.41104(6) 0.6517(2) 0.0300(4) Uani 1 1 d . . . . .
 C10 C 0.4579(3) 0.38865(7) 0.5000(2) 0.0336(4) Uani 1 1 d . . . . .
 H10 H 0.515092 0.359152 0.482935 0.040 Uiso 1 1 calc R . . . .
 C11 C 0.4550(2) 0.47900(6) 0.8398(2) 0.0267(4) Uani 1 1 d . . . . .
 C12 C 0.5690(2) 0.45630(6) 0.9663(2) 0.0273(4) Uani 1 1 d . . . . .
 C13 C 0.6115(2) 0.47653(6) 1.1206(2) 0.0288(4) Uani 1 1 d . . . . .
 H13 H 0.688154 0.459787 1.202436 0.035 Uiso 1 1 calc R . . . .
 C14 C 0.7228(3) 0.34023(7) 0.7765(2) 0.0322(4) Uani 1 1 d . . . . .
 C15 C 0.6510(3) 0.29733(7) 0.8282(3) 0.0387(5) Uani 1 1 d . . . . .
 C16 C 0.7425(4) 0.25499(7) 0.8040(3) 0.0470(6) Uani 1 1 d . . . . .
 H16 H 0.693384 0.226079 0.839890 0.056 Uiso 1 1 calc R . . . .
 C17 C 0.9031(4) 0.25413(8) 0.7289(3) 0.0501(6) Uani 1 1 d . . . . .
 C18 C 0.9728(3) 0.29656(9) 0.6781(3) 0.0474(6) Uani 1 1 d . . . . .
 H18 H 1.083622 0.296442 0.627573 0.057 Uiso 1 1 calc R . . . .
 C19 C 0.8849(3) 0.33949(7) 0.6991(2) 0.0377(5) Uani 1 1 d . . . . .
 C20 C 0.4765(4) 0.29601(9) 0.9098(4) 0.0587(7) Uani 1 1 d . . . . .
 H20A H 0.504288 0.298607 1.030875 0.088 Uiso 1 1 calc GR . . . .
 H20B H 0.413144 0.266053 0.882702 0.088 Uiso 1 1 calc GR . . . .
 H20C H 0.398449 0.322505 0.869018 0.088 Uiso 1 1 calc GR . . . .
 C21 C 0.9993(5) 0.20795(10) 0.7021(4) 0.0772(10) Uani 1 1 d . . . . .
 H21A H 1.010043 0.203678 0.582997 0.116 Uiso 1 1 calc GR . . . .
 H21B H 0.929048 0.181680 0.742710 0.116 Uiso 1 1 calc GR . . . .
 H21C H 1.121087 0.208542 0.763264 0.116 Uiso 1 1 calc GR . . . .
 C22 C 0.9634(3) 0.38460(9) 0.6356(3) 0.0508(6) Uani 1 1 d . . . . .
 H22A H 0.899802 0.392589 0.526547 0.076 Uiso 1 1 calc GR . . . .
 H22B H 1.093437 0.380083 0.624794 0.076 Uiso 1 1 calc GR . . . .
 H22C H 0.948081 0.410407 0.714173 0.076 Uiso 1 1 calc GR . . . .
 B1 B 0.6201(3) 0.38850(8) 0.7937(3) 0.0310(4) Uani 1 1 d . . . . .


_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
 O1 C12 1.389(2) . ?
 O1 B1 1.374(2) . ?
 C1 H1 0.9500 . ?
 C1 C2 1.373(3) . ?
 C1 C6 1.419(3) . ?
 C2 H2 0.9500 . ?
 C2 C3 1.411(3) . ?
 C3 H3 0.9500 . ?
 C3 C4 1.359(3) . ?
 C4 H4 0.9500 . ?
 C4 C5 1.421(3) . ?
 C5 C6 1.421(3) . ?
 C5 C10 1.406(3) . ?
 C6 C7 1.415(3) . ?
 C7 H7 0.9500 . ?
 C7 C8 1.381(3) . ?
 C8 C9 1.436(3) . ?
 C8 C11 1.470(2) . ?
 C9 C10 1.379(3) . ?
 C9 B1 1.538(3) . ?
 C10 H10 0.9500 . ?
 C11 C12 1.408(2) . ?
 C11 C13 1.397(2) 3_667 ?
 C12 C13 1.377(2) . ?
 C13 H13 0.9500 . ?
 C14 C15 1.402(3) . ?
 C14 C19 1.405(3) . ?
 C14 B1 1.572(3) . ?
 C15 C16 1.396(3) . ?
 C15 C20 1.505(3) . ?
 C16 H16 0.9500 . ?
 C16 C17 1.385(4) . ?
 C17 C18 1.382(4) . ?
 C17 C21 1.510(3) . ?
 C18 H18 0.9500 . ?
 C18 C19 1.393(3) . ?
 C19 C22 1.510(3) . ?
 C20 H20A 0.9800 . ?
 C20 H20B 0.9800 . ?
 C20 H20C 0.9800 . ?
 C21 H21A 0.9800 . ?
 C21 H21B 0.9800 . ?
 C21 H21C 0.9800 . ?
 C22 H22A 0.9800 . ?
 C22 H22B 0.9800 . ?
 C22 H22C 0.9800 . ?

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
 B1 O1 C12 122.19(15) . . ?
 C2 C1 H1 119.8 . . ?
 C2 C1 C6 120.47(19) . . ?
 C6 C1 H1 119.8 . . ?
 C1 C2 H2 119.6 . . ?
 C1 C2 C3 120.85(19) . . ?
 C3 C2 H2 119.6 . . ?
 C2 C3 H3 120.1 . . ?
 C4 C3 C2 119.88(19) . . ?
 C4 C3 H3 120.1 . . ?
 C3 C4 H4 119.5 . . ?
 C3 C4 C5 121.0(2) . . ?
 C5 C4 H4 119.5 . . ?
 C6 C5 C4 119.24(18) . . ?
 C10 C5 C4 122.29(18) . . ?
 C10 C5 C6 118.46(17) . . ?
 C1 C6 C5 118.52(17) . . ?
 C7 C6 C1 122.20(18) . . ?
 C7 C6 C5 119.27(17) . . ?
 C6 C7 H7 119.3 . . ?
 C8 C7 C6 121.46(17) . . ?
 C8 C7 H7 119.3 . . ?
 C7 C8 C9 119.32(16) . . ?
 C7 C8 C11 123.43(16) . . ?
 C9 C8 C11 117.24(16) . . ?
 C8 C9 B1 119.68(16) . . ?
 C10 C9 C8 119.08(17) . . ?
 C10 C9 B1 121.24(17) . . ?
 C5 C10 H10 118.8 . . ?
 C9 C10 C5 122.38(18) . . ?
 C9 C10 H10 118.8 . . ?
 C12 C11 C8 120.58(16) . . ?
 C13 C11 C8 123.24(16) 3_667 . ?
 C13 C11 C12 116.18(16) 3_667 . ?
 O1 C12 C11 122.16(16) . . ?
 C13 C12 O1 115.81(16) . . ?
 C13 C12 C11 122.03(16) . . ?
 C11 C13 H13 119.1 3_667 . ?
 C12 C13 C11 121.79(17) . 3_667 ?
 C12 C13 H13 119.1 . . ?
 C15 C14 C19 118.94(18) . . ?
 C15 C14 B1 121.49(18) . . ?
 C19 C14 B1 119.46(18) . . ?
 C14 C15 C20 121.16(19) . . ?
 C16 C15 C14 119.7(2) . . ?
 C16 C15 C20 119.2(2) . . ?
 C15 C16 H16 119.2 . . ?
 C17 C16 C15 121.6(2) . . ?
 C17 C16 H16 119.2 . . ?
 C16 C17 C21 120.9(3) . . ?
 C18 C17 C16 118.4(2) . . ?
 C18 C17 C21 120.7(3) . . ?
 C17 C18 H18 119.1 . . ?
 C17 C18 C19 121.7(2) . . ?
 C19 C18 H18 119.1 . . ?
 C14 C19 C22 120.80(19) . . ?
 C18 C19 C14 119.7(2) . . ?
 C18 C19 C22 119.5(2) . . ?
 C15 C20 H20A 109.5 . . ?
 C15 C20 H20B 109.5 . . ?
 C15 C20 H20C 109.5 . . ?
 H20A C20 H20B 109.5 . . ?
 H20A C20 H20C 109.5 . . ?
 H20B C20 H20C 109.5 . . ?
 C17 C21 H21A 109.5 . . ?
 C17 C21 H21B 109.5 . . ?
 C17 C21 H21C 109.5 . . ?
 H21A C21 H21B 109.5 . . ?
 H21A C21 H21C 109.5 . . ?
 H21B C21 H21C 109.5 . . ?
 C19 C22 H22A 109.5 . . ?
 C19 C22 H22B 109.5 . . ?
 C19 C22 H22C 109.5 . . ?
 H22A C22 H22B 109.5 . . ?
 H22A C22 H22C 109.5 . . ?
 H22B C22 H22C 109.5 . . ?
 O1 B1 C9 118.11(17) . . ?
 O1 B1 C14 118.31(17) . . ?
 C9 B1 C14 123.57(17) . . ?

_olex2_submission_special_instructions  'No special instructions were received'
