#------------------------------------------------------------------------------
#$Date: 2019-11-08 01:16:53 +0100 (vie 08 de nov de 2019) $
#$Revision: 224709 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/84/7058473.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_7058473
loop_
_publ_author_name
'Gopalakrishnan, Mohan'
'Viswanathan, Thamodharan'
'David, Ezhumalai'
'Thirumoorthy, Krishnan'
'Bhuvanesh, Nattamai S. P.'
'Palanisami, Nallasamy'
_publ_section_title
;
 Second-order nonlinear optical properties of eight-membered
 centrosymmetric cyclic borasiloxanes
;
_journal_issue                   27
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              10948
_journal_paper_doi               10.1039/C9NJ01611B
_journal_volume                  43
_journal_year                    2019
_chemical_formula_moiety         'C36 H28 B2 F2 O4 Si2'
_chemical_formula_sum            'C36 H28 B2 F2 O4 Si2'
_chemical_formula_weight         640.38
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2014-12-04
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2014.10.22 svn.r3046 for OlexSys, GUI svn.r4928)
;
_audit_update_record
;
2019-06-07 deposited with the CCDC.    2019-06-12 downloaded from the CCDC.
;
_cell_angle_alpha                112.596(4)
_cell_angle_beta                 108.635(3)
_cell_angle_gamma                91.223(4)
_cell_formula_units_Z            1
_cell_length_a                   8.543(3)
_cell_length_b                   9.812(3)
_cell_length_c                   11.326(4)
_cell_measurement_reflns_used    4480
_cell_measurement_temperature    150.15
_cell_measurement_theta_max      27.363
_cell_measurement_theta_min      2.280
_cell_volume                     819.2(5)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'XT/XS in Bruker APEX2'
_diffrn_ambient_temperature      150.15
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.982
_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  0.0370
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9545
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_min         2.083
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.158
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5812
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/3 (Bruker,2014) was used for absorption correction.
wR2(int) was 0.0809 before and 0.0461 after correction.
The Ratio of minimum to maximum transmission is 0.7796.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_description       block
_exptl_crystal_F_000             332
_exptl_crystal_size_max          0.57
_exptl_crystal_size_mid          0.56
_exptl_crystal_size_min          0.56
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3690
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0383
_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)+(0.0495P)²+0.2670P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1001
_refine_ls_wR_factor_ref         0.1053
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3159
_reflns_number_total             3690
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj01611b2.cif
_cod_data_source_block           gp58
_cod_depositor_comments
'Adding full bibliography for 7058473--7058477.cif.'
_cod_original_cell_volume        819.1(5)
_cod_database_code               7058473
_shelxl_version_number           2014-3
_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   0.917
_shelx_estimated_absorpt_t_min   0.915
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C6(H6), C2(H2), C5(H5), C18(H18), C15(H15), C3(H3), C12(H12),
 C17(H17), C16(H16), C8(H8), C11(H11), C10(H10), C9(H9)
;
_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
Si1 Si 0.89900(5) 0.53989(4) 0.33068(4) 0.01889(12) Uani 1 1 d .
O2 O 0.79143(12) 0.46935(12) 0.39432(11) 0.0267(2) Uani 1 1 d .
F1 F 0.13656(12) 0.10892(13) 0.37165(11) 0.0480(3) Uani 1 1 d .
O1 O 0.91490(12) 0.37513(11) 0.56152(10) 0.0253(2) Uani 1 1 d .
C1 C 0.60316(17) 0.30774(15) 0.43735(14) 0.0204(3) Uani 1 1 d .
C14 C 0.86113(18) 0.82654(16) 0.32501(15) 0.0236(3) Uani 1 1 d .
H14 H 0.9746 0.8589 0.3850 0.028 Uiso 1 1 calc R
C13 C 0.78683(17) 0.67915(15) 0.27992(14) 0.0200(3) Uani 1 1 d .
C6 C 0.58207(18) 0.23219(17) 0.51468(15) 0.0255(3) Uani 1 1 d .
H6 H 0.6775 0.2269 0.5836 0.031 Uiso 1 1 calc R
C2 C 0.46119(18) 0.31175(17) 0.33540(15) 0.0265(3) Uani 1 1 d .
H2 H 0.4728 0.3622 0.2811 0.032 Uiso 1 1 calc R
C7 C 0.9186(2) 0.38463(18) 0.18065(15) 0.0304(3) Uani 1 1 d .
C5 C 0.42593(19) 0.16463(18) 0.49388(17) 0.0300(3) Uani 1 1 d .
H5 H 0.4125 0.1143 0.5477 0.036 Uiso 1 1 calc R
C18 C 0.62054(19) 0.63552(17) 0.19018(16) 0.0291(3) Uani 1 1 d .
H18 H 0.5677 0.5351 0.1566 0.035 Uiso 1 1 calc R
C15 C 0.7719(2) 0.92701(18) 0.28370(18) 0.0311(3) Uani 1 1 d .
H15 H 0.8245 1.0271 0.3155 0.037 Uiso 1 1 calc R
C3 C 0.30366(19) 0.24373(19) 0.31166(17) 0.0327(4) Uani 1 1 d .
H3 H 0.2075 0.2460 0.2416 0.039 Uiso 1 1 calc R
C4 C 0.29126(18) 0.17327(18) 0.39244(16) 0.0298(3) Uani 1 1 d .
C12 C 0.8298(2) 0.24099(19) 0.12690(18) 0.0393(4) Uani 1 1 d .
H12 H 0.7583 0.2196 0.1690 0.047 Uiso 1 1 calc R
C17 C 0.5308(2) 0.73564(19) 0.14898(18) 0.0365(4) Uani 1 1 d .
H17 H 0.4176 0.7039 0.0883 0.044 Uiso 1 1 calc R
B1 B 0.77895(19) 0.38850(17) 0.46604(16) 0.0197(3) Uani 1 1 d .
C16 C 0.6069(2) 0.88166(19) 0.19655(18) 0.0355(4) Uani 1 1 d .
H16 H 0.5457 0.9508 0.1693 0.043 Uiso 1 1 calc R
C8 C 1.0215(3) 0.4113(2) 0.1160(2) 0.0491(5) Uani 1 1 d .
H8 H 1.0829 0.5088 0.1506 0.059 Uiso 1 1 calc R
C11 C 0.8445(3) 0.1282(2) 0.0120(2) 0.0580(7) Uani 1 1 d .
H11 H 0.7832 0.0304 -0.0239 0.070 Uiso 1 1 calc R
C10 C 0.9476(4) 0.1581(3) -0.0494(2) 0.0678(8) Uani 1 1 d .
H10 H 0.9572 0.0808 -0.1278 0.081 Uiso 1 1 calc R
C9 C 1.0365(4) 0.2980(3) 0.0013(2) 0.0688(8) Uani 1 1 d .
H9 H 1.1081 0.3180 -0.0414 0.083 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 0.0033 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'
F F 0.0171 0.0103 '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'
Si Si 0.0817 0.0704 '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
O2 Si1 O1 113.12(6) . 2_766
O2 Si1 C13 108.41(6) . .
O2 Si1 C7 107.82(7) . .
O1 Si1 C13 107.57(6) 2_766 .
O1 Si1 C7 108.85(7) 2_766 .
C13 Si1 C7 111.10(7) . .
B1 O2 Si1 150.41(10) . .
B1 O1 Si1 142.64(10) . 2_766
C6 C1 C2 117.90(13) . .
C6 C1 B1 121.10(13) . .
C2 C1 B1 120.98(13) . .
C13 C14 H14 119.5 . .
C15 C14 H14 119.5 . .
C15 C14 C13 121.07(14) . .
C14 C13 Si1 123.15(11) . .
C14 C13 C18 117.66(13) . .
C18 C13 Si1 119.18(11) . .
C1 C6 H6 119.1 . .
C5 C6 C1 121.82(14) . .
C5 C6 H6 119.1 . .
C1 C2 H2 119.3 . .
C3 C2 C1 121.39(14) . .
C3 C2 H2 119.3 . .
C12 C7 Si1 122.33(14) . .
C8 C7 Si1 119.80(14) . .
C8 C7 C12 117.85(16) . .
C6 C5 H5 121.3 . .
C4 C5 C6 117.38(15) . .
C4 C5 H5 121.3 . .
C13 C18 H18 119.3 . .
C17 C18 C13 121.45(14) . .
C17 C18 H18 119.3 . .
C14 C15 H15 119.9 . .
C16 C15 C14 120.13(15) . .
C16 C15 H15 119.9 . .
C2 C3 H3 121.1 . .
C4 C3 C2 117.79(14) . .
C4 C3 H3 121.1 . .
F1 C4 C5 118.15(15) . .
F1 C4 C3 118.14(14) . .
C3 C4 C5 123.71(14) . .
C7 C12 H12 119.7 . .
C7 C12 C11 120.7(2) . .
C11 C12 H12 119.7 . .
C18 C17 H17 120.2 . .
C16 C17 C18 119.69(15) . .
C16 C17 H17 120.2 . .
O2 B1 O1 122.17(13) . .
O2 B1 C1 118.93(12) . .
O1 B1 C1 118.90(13) . .
C15 C16 C17 119.99(14) . .
C15 C16 H16 120.0 . .
C17 C16 H16 120.0 . .
C7 C8 H8 119.3 . .
C7 C8 C9 121.3(2) . .
C9 C8 H8 119.3 . .
C12 C11 H11 120.0 . .
C10 C11 C12 120.0(2) . .
C10 C11 H11 120.0 . .
C11 C10 H10 119.7 . .
C9 C10 C11 120.54(19) . .
C9 C10 H10 119.7 . .
C8 C9 H9 120.2 . .
C10 C9 C8 119.6(2) . .
C10 C9 H9 120.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Si1 O2 1.6195(11) .
Si1 O1 1.6229(11) 2_766
Si1 C13 1.8502(14) .
Si1 C7 1.8547(17) .
O2 B1 1.3592(18) .
F1 C4 1.3609(17) .
O1 Si1 1.6229(11) 2_766
O1 B1 1.3595(18) .
C1 C6 1.394(2) .
C1 C2 1.396(2) .
C1 B1 1.558(2) .
C14 H14 0.9500 .
C14 C13 1.393(2) .
C14 C15 1.389(2) .
C13 C18 1.397(2) .
C6 H6 0.9500 .
C6 C5 1.384(2) .
C2 H2 0.9500 .
C2 C3 1.386(2) .
C7 C12 1.390(3) .
C7 C8 1.388(3) .
C5 H5 0.9500 .
C5 C4 1.373(2) .
C18 H18 0.9500 .
C18 C17 1.388(2) .
C15 H15 0.9500 .
C15 C16 1.380(2) .
C3 H3 0.9500 .
C3 C4 1.368(2) .
C12 H12 0.9500 .
C12 C11 1.392(3) .
C17 H17 0.9500 .
C17 C16 1.382(2) .
C16 H16 0.9500 .
C8 H8 0.9500 .
C8 C9 1.394(3) .
C11 H11 0.9500 .
C11 C10 1.372(4) .
C10 H10 0.9500 .
C10 C9 1.364(4) .
C9 H9 0.9500 .
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
Si1 O2 B1 O1 25.9(3) .
Si1 O2 B1 C1 -153.82(16) .
Si1 O1 B1 O2 27.7(3) 2_766
Si1 O1 B1 C1 -152.62(12) 2_766
Si1 C13 C18 C17 179.97(13) .
Si1 C7 C12 C11 178.35(12) .
Si1 C7 C8 C9 -178.65(16) .
O2 Si1 C13 C14 125.85(12) .
O2 Si1 C13 C18 -55.37(13) .
O2 Si1 C7 C12 9.14(14) .
O2 Si1 C7 C8 -172.65(13) .
O1 Si1 O2 B1 -46.9(2) 2_766
O1 Si1 C13 C14 3.20(14) 2_766
O1 Si1 C13 C18 -178.01(11) 2_766
O1 Si1 C7 C12 132.20(13) 2_766
O1 Si1 C7 C8 -49.58(15) 2_766
C1 C6 C5 C4 0.7(2) .
C1 C2 C3 C4 0.6(2) .
C14 C13 C18 C17 -1.2(2) .
C14 C15 C16 C17 -0.8(3) .
C13 Si1 O2 B1 -166.2(2) .
C13 Si1 C7 C12 -109.53(13) .
C13 Si1 C7 C8 68.69(15) .
C13 C14 C15 C16 0.0(2) .
C13 C18 C17 C16 0.4(3) .
C6 C1 C2 C3 0.3(2) .
C6 C1 B1 O2 -175.49(13) .
C6 C1 B1 O1 4.8(2) .
C6 C5 C4 F1 -179.26(13) .
C6 C5 C4 C3 0.3(3) .
C2 C1 C6 C5 -1.0(2) .
C2 C1 B1 O2 3.0(2) .
C2 C1 B1 O1 -176.65(13) .
C2 C3 C4 F1 178.65(14) .
C2 C3 C4 C5 -0.9(3) .
C7 Si1 O2 B1 73.5(2) .
C7 Si1 C13 C14 -115.84(13) .
C7 Si1 C13 C18 62.94(14) .
C7 C12 C11 C10 0.0(3) .
C7 C8 C9 C10 0.5(3) .
C18 C17 C16 C15 0.6(3) .
C15 C14 C13 Si1 179.78(11) .
C15 C14 C13 C18 1.0(2) .
C12 C7 C8 C9 -0.3(3) .
C12 C11 C10 C9 0.1(3) .
B1 C1 C6 C5 177.57(14) .
B1 C1 C2 C3 -178.21(14) .
C8 C7 C12 C11 0.1(2) .
C11 C10 C9 C8 -0.3(3) .
