#------------------------------------------------------------------------------
#$Date: 2019-11-08 02:16:53 +0200 (Fri, 08 Nov 2019) $
#$Revision: 224709 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/84/7058475.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_7058475
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 H26 B2 F4 O4 Si2'
_chemical_formula_sum            'C36 H26 B2 F4 O4 Si2'
_chemical_formula_weight         676.37
_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
_atom_sites_solution_primary     'XT/SHELXT (Bruker, 2013)'
_atom_sites_solution_secondary   'XT/SHELXT (Bruker, 2013)'
_audit_creation_date             2019-05-14
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-06-07 deposited with the CCDC.    2019-06-12 downloaded from the CCDC.
;
_cell_angle_alpha                112.813(3)
_cell_angle_beta                 108.804(3)
_cell_angle_gamma                90.983(3)
_cell_formula_units_Z            1
_cell_length_a                   8.562(3)
_cell_length_b                   9.842(3)
_cell_length_c                   11.327(4)
_cell_measurement_reflns_used    4809
_cell_measurement_temperature    150.15
_cell_measurement_theta_max      27.459
_cell_measurement_theta_min      2.276
_cell_volume                     821.7(5)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEX 2'
_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 0.996
_diffrn_measured_fraction_theta_max 0.978
_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  0.0505
_diffrn_reflns_av_unetI/netI     0.0534
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.978
_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            9465
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.530
_diffrn_reflns_theta_min         2.088
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.170
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5003
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/3 (Bruker,2014/3) was used for absorption correction. wR2(int) was 0.1380 before and 0.0638 after correction. The Ratio of minimum to maximum transmission is 0.6710. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_description       block
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.54
_exptl_crystal_size_min          0.52
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3702
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0408
_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)+(0.0532P)²+0.2476P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1094
_refine_ls_wR_factor_ref         0.1153
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3222
_reflns_number_total             3702
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj01611b2.cif
_cod_data_source_block           gp79
_cod_depositor_comments
'Adding full bibliography for 7058473--7058477.cif.'
_cod_original_cell_volume        821.8(4)
_cod_database_code               7058475
_shelx_shelxl_version_number     2018/3
_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   0.914
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Sof(F1A)=Sof(H6)=1-FVAR(1)
 Sof(F1)=Sof(H2)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18)
;
_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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.10313(5) 0.45858(4) 0.66783(4) 0.01891(13) Uani 1 1 d . . . .
F1A F 0.5358(5) 0.6433(6) 0.7612(5) 0.0552(16) Uani 0.268(3) 1 d . P A 2
F1 F 0.29022(16) 0.78066(17) 0.38607(15) 0.0409(5) Uani 0.732(3) 1 d . P A 1
F2 F 0.86321(12) 0.89183(13) 0.62799(11) 0.0450(3) Uani 1 1 d . . . .
O1 O 0.08031(12) 0.62711(11) 0.44538(11) 0.0256(2) Uani 1 1 d . . . .
O2 O 0.21458(13) 0.53156(12) 0.60875(11) 0.0280(3) Uani 1 1 d . . . .
C1 C 0.39521(17) 0.69380(15) 0.56256(14) 0.0207(3) Uani 1 1 d . . . .
C2 C 0.53899(19) 0.69285(17) 0.66511(16) 0.0272(3) Uani 1 1 d . . . .
H2 H 0.528061 0.644060 0.720476 0.033 Uiso 0.732(3) 1 calc R P A 1
C3 C 0.6967(2) 0.75973(19) 0.68983(17) 0.0315(4) Uani 1 1 d . . . .
H3 H 0.792361 0.758216 0.760824 0.038 Uiso 1 1 calc R . . .
C4 C 0.70928(19) 0.82831(17) 0.60758(17) 0.0295(3) Uani 1 1 d . . . .
C5 C 0.57482(19) 0.83519(17) 0.50494(17) 0.0292(3) Uani 1 1 d . . . .
H5 H 0.587320 0.883717 0.449795 0.035 Uiso 1 1 calc R . . .
C6 C 0.42023(19) 0.76794(16) 0.48584(15) 0.0246(3) Uani 1 1 d . . . .
H6 H 0.325234 0.772568 0.416110 0.030 Uiso 0.268(3) 1 calc R P A 2
C7 C 0.0781(2) 0.61222(17) 0.81662(15) 0.0289(3) Uani 1 1 d . . . .
C8 C 0.1662(2) 0.75721(18) 0.87340(18) 0.0386(4) Uani 1 1 d . . . .
H8 H 0.238814 0.780157 0.833201 0.046 Uiso 1 1 calc R . . .
C9 C 0.1485(3) 0.8682(2) 0.9882(2) 0.0558(6) Uani 1 1 d . . . .
H9 H 0.208781 0.966293 1.025811 0.067 Uiso 1 1 calc R . . .
C10 C 0.0434(4) 0.8356(3) 1.0474(2) 0.0639(8) Uani 1 1 d . . . .
H10 H 0.032531 0.911386 1.126278 0.077 Uiso 1 1 calc R . . .
C11 C -0.0455(4) 0.6943(3) 0.9929(2) 0.0624(7) Uani 1 1 d . . . .
H11 H -0.118707 0.672773 1.033253 0.075 Uiso 1 1 calc R . . .
C12 C -0.0278(3) 0.5824(2) 0.87760(19) 0.0453(5) Uani 1 1 d . . . .
H12 H -0.088952 0.484694 0.840484 0.054 Uiso 1 1 calc R . . .
C13 C 0.21535(18) 0.31948(15) 0.71961(14) 0.0203(3) Uani 1 1 d . . . .
C14 C 0.13983(18) 0.17254(16) 0.67537(15) 0.0236(3) Uani 1 1 d . . . .
H14 H 0.025930 0.140908 0.616400 0.028 Uiso 1 1 calc R . . .
C15 C 0.2295(2) 0.07199(17) 0.71672(18) 0.0311(4) Uani 1 1 d . . . .
H15 H 0.177112 -0.027774 0.685103 0.037 Uiso 1 1 calc R . . .
C16 C 0.3949(2) 0.11744(19) 0.80378(19) 0.0364(4) Uani 1 1 d . . . .
H16 H 0.456101 0.048642 0.831499 0.044 Uiso 1 1 calc R . . .
C17 C 0.4718(2) 0.26355(19) 0.85080(18) 0.0371(4) Uani 1 1 d . . . .
H17 H 0.584972 0.295166 0.911405 0.044 Uiso 1 1 calc R . . .
C18 C 0.3819(2) 0.36310(17) 0.80858(16) 0.0297(3) Uani 1 1 d . . . .
H18 H 0.434931 0.462842 0.840897 0.036 Uiso 1 1 calc R . . .
B1 B 0.2205(2) 0.61345(16) 0.53668(16) 0.0198(3) Uani 1 1 d . . . .
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
O1 Si1 C7 109.27(7) 2_566 .
O1 Si1 C13 107.84(6) 2_566 .
O2 Si1 O1 112.73(6) . 2_566
O2 Si1 C7 107.60(7) . .
O2 Si1 C13 108.18(6) . .
C7 Si1 C13 111.26(7) . .
B1 O1 Si1 144.42(10) . 2_566
B1 O2 Si1 147.21(10) . .
C2 C1 B1 121.04(13) . .
C6 C1 C2 115.42(13) . .
C6 C1 B1 123.53(13) . .
F1A C2 C1 123.4(2) . .
F1A C2 C3 113.0(2) . .
C1 C2 H2 118.5 . .
C3 C2 C1 123.06(15) . .
C3 C2 H2 118.5 . .
C2 C3 H3 121.4 . .
C4 C3 C2 117.30(15) . .
C4 C3 H3 121.4 . .
F2 C4 C3 118.33(15) . .
F2 C4 C5 118.09(15) . .
C5 C4 C3 123.57(14) . .
C4 C5 H5 121.7 . .
C4 C5 C6 116.62(15) . .
C6 C5 H5 121.7 . .
F1 C6 C1 121.17(14) . .
F1 C6 C5 114.81(14) . .
C1 C6 H6 118.0 . .
C5 C6 C1 124.01(14) . .
C5 C6 H6 118.0 . .
C8 C7 Si1 122.40(14) . .
C12 C7 Si1 119.32(13) . .
C12 C7 C8 118.25(16) . .
C7 C8 H8 119.7 . .
C9 C8 C7 120.7(2) . .
C9 C8 H8 119.7 . .
C8 C9 H9 120.0 . .
C10 C9 C8 120.0(2) . .
C10 C9 H9 120.0 . .
C9 C10 H10 119.8 . .
C11 C10 C9 120.41(18) . .
C11 C10 H10 119.8 . .
C10 C11 H11 120.1 . .
C10 C11 C12 119.7(2) . .
C12 C11 H11 120.1 . .
C7 C12 C11 120.9(2) . .
C7 C12 H12 119.5 . .
C11 C12 H12 119.5 . .
C14 C13 Si1 122.98(11) . .
C18 C13 Si1 118.96(11) . .
C18 C13 C14 118.05(13) . .
C13 C14 H14 119.6 . .
C15 C14 C13 120.85(14) . .
C15 C14 H14 119.6 . .
C14 C15 H15 120.0 . .
C16 C15 C14 120.01(14) . .
C16 C15 H15 120.0 . .
C15 C16 H16 119.9 . .
C15 C16 C17 120.15(14) . .
C17 C16 H16 119.9 . .
C16 C17 H17 120.2 . .
C16 C17 C18 119.58(15) . .
C18 C17 H17 120.2 . .
C13 C18 H18 119.3 . .
C17 C18 C13 121.35(14) . .
C17 C18 H18 119.3 . .
O1 B1 O2 121.86(13) . .
O1 B1 C1 120.14(13) . .
O2 B1 C1 118.00(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Si1 O1 1.6248(11) 2_566
Si1 O2 1.6233(11) .
Si1 C7 1.8551(16) .
Si1 C13 1.8563(14) .
F1A C2 1.362(4) .
F1 C6 1.3548(19) .
F2 C4 1.3581(17) .
O1 B1 1.3569(19) .
O2 B1 1.3617(19) .
C1 C2 1.397(2) .
C1 C6 1.393(2) .
C1 B1 1.564(2) .
C2 H2 0.9500 .
C2 C3 1.385(2) .
C3 H3 0.9500 .
C3 C4 1.373(2) .
C4 C5 1.372(2) .
C5 H5 0.9500 .
C5 C6 1.382(2) .
C6 H6 0.9500 .
C7 C8 1.399(2) .
C7 C12 1.392(3) .
C8 H8 0.9500 .
C8 C9 1.392(3) .
C9 H9 0.9500 .
C9 C10 1.381(4) .
C10 H10 0.9500 .
C10 C11 1.375(4) .
C11 H11 0.9500 .
C11 C12 1.400(3) .
C12 H12 0.9500 .
C13 C14 1.399(2) .
C13 C18 1.397(2) .
C14 H14 0.9500 .
C14 C15 1.394(2) .
C15 H15 0.9500 .
C15 C16 1.383(2) .
C16 H16 0.9500 .
C16 C17 1.390(2) .
C17 H17 0.9500 .
C17 C18 1.390(2) .
C18 H18 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 O1 B1 O2 -34.8(3) 2_566
Si1 O1 B1 C1 145.66(14) 2_566
Si1 O2 B1 O1 -22.0(3) .
Si1 O2 B1 C1 157.53(14) .
Si1 C7 C8 C9 -177.64(13) .
Si1 C7 C12 C11 177.83(15) .
Si1 C13 C14 C15 179.77(11) .
Si1 C13 C18 C17 179.90(13) .
F1A C2 C3 C4 -172.8(3) .
F2 C4 C5 C6 179.27(13) .
O1 Si1 O2 B1 45.8(2) 2_566
O1 Si1 C7 C8 -131.67(13) 2_566
O1 Si1 C7 C12 50.46(15) 2_566
O1 Si1 C13 C14 -6.18(14) 2_566
O1 Si1 C13 C18 174.94(12) 2_566
O2 Si1 C7 C8 -8.97(14) .
O2 Si1 C7 C12 173.16(13) .
O2 Si1 C13 C14 -128.39(12) .
O2 Si1 C13 C18 52.74(13) .
C1 C2 C3 C4 -0.6(2) .
C2 C1 C6 F1 -178.01(14) .
C2 C1 C6 C5 1.1(2) .
C2 C1 B1 O1 173.93(13) .
C2 C1 B1 O2 -5.6(2) .
C2 C3 C4 F2 -178.60(13) .
C2 C3 C4 C5 0.9(3) .
C3 C4 C5 C6 -0.2(2) .
C4 C5 C6 F1 178.30(14) .
C4 C5 C6 C1 -0.8(2) .
C6 C1 C2 F1A 171.1(3) .
C6 C1 C2 C3 -0.3(2) .
C6 C1 B1 O1 -7.2(2) .
C6 C1 B1 O2 173.20(13) .
C7 Si1 O2 B1 -74.7(2) .
C7 Si1 C13 C14 113.63(13) .
C7 Si1 C13 C18 -65.25(14) .
C7 C8 C9 C10 0.1(3) .
C8 C7 C12 C11 -0.1(3) .
C8 C9 C10 C11 -0.6(3) .
C9 C10 C11 C12 0.8(3) .
C10 C11 C12 C7 -0.4(3) .
C12 C7 C8 C9 0.3(2) .
C13 Si1 O2 B1 164.98(18) .
C13 Si1 C7 C8 109.36(13) .
C13 Si1 C7 C12 -68.50(15) .
C13 C14 C15 C16 0.7(2) .
C14 C13 C18 C17 1.0(2) .
C14 C15 C16 C17 0.3(3) .
C15 C16 C17 C18 -0.7(3) .
C16 C17 C18 C13 0.0(3) .
C18 C13 C14 C15 -1.3(2) .
B1 C1 C2 F1A -10.0(3) .
B1 C1 C2 C3 178.60(14) .
B1 C1 C6 F1 3.1(2) .
B1 C1 C6 C5 -177.84(14) .
