#------------------------------------------------------------------------------
#$Date: 2016-03-25 23:34:43 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180045 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/39/7033907.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_7033907
loop_
_publ_author_name
'Postle, Shawn'
'Stephan, Douglas W.'
_publ_section_title
;
 Reactions of iodine-nitrene reagents with boranes.
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4436
_journal_page_last               4439
_journal_paper_doi               10.1039/c5dt00142k
_journal_volume                  44
_journal_year                    2015
_chemical_formula_moiety         'C19 H8 B F10 N O2 S'
_chemical_formula_sum            'C19 H8 B F10 N O2 S'
_chemical_formula_weight         515.16
_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_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             2014-12-19
_audit_creation_method
;
Olex2 1.2
(compiled 2014.11.28 svn.r3106 for OlexSys, GUI svn.r4959)
;
_audit_update_record
;
2014-12-28 deposited with the CCDC.
2015-02-04 downloaded from the CCDC.
;
_cell_angle_alpha                101.452(4)
_cell_angle_beta                 92.380(4)
_cell_angle_gamma                111.680(4)
_cell_formula_units_Z            2
_cell_length_a                   8.3826(6)
_cell_length_b                   11.3424(8)
_cell_length_c                   11.4015(8)
_cell_measurement_reflns_used    6287
_cell_measurement_temperature    150
_cell_measurement_theta_max      27.37
_cell_measurement_theta_min      2.37
_cell_volume                     979.42(13)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_diffrn_ambient_temperature      149.4
_diffrn_measured_fraction_theta_full 0.9812
_diffrn_measured_fraction_theta_max 0.9812
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_unetI/netI     0.0355
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14021
_diffrn_reflns_theta_full        27.4363
_diffrn_reflns_theta_max         27.44
_diffrn_reflns_theta_min         1.84
_exptl_absorpt_coefficient_mu    0.278
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0459 before and 0.0361 after correction.
The Ratio of minimum to maximum transmission is 0.9292.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.7466
_exptl_crystal_description       needle
_exptl_crystal_F_000             512.7399
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.3958
_refine_diff_density_min         -0.4144
_refine_diff_density_rms         0.0856
_refine_ls_d_res_high            0.7713
_refine_ls_d_res_low             11.0853
_refine_ls_goodness_of_fit_ref   1.0459
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    14
_refine_ls_number_parameters     306
_refine_ls_number_reflns         4394
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0459
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0383
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0403P)²+0.3554P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0834
_refine_ls_wR_factor_ref         0.0959
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              14
_reflns_limit_k_min              -14
_reflns_limit_l_max              14
_reflns_limit_l_min              0
_reflns_number_gt                3171
_reflns_number_total             4394
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c5dt00142k2.cif
_cod_data_source_block           SP007_0M
_cod_depositor_comments
'Adding full bibliography for 7033906--7033909.cif.'
_cod_database_code               7033907
#BEGIN Tags that were not found in dictionaries:
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Me refined with riding coordinates:
 C5(H5a,H5b,H5c)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C6(H6), C7(H7), C2(H2), C3(H3)
;
_olex2_submission_special_instructions 'No special instructions were received'
#END Tags that were not found in dictionaries
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -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_refinement_flags_posn
S1 S 0.40692(7) 0.51229(5) 0.18776(5) 0.03089(14) Uani 1.000000 .
F1 F 0.50599(14) 0.80160(11) -0.02095(11) 0.0347(3) Uani 1.000000 .
F2 F 0.45500(16) 0.94035(12) -0.17221(11) 0.0421(3) Uani 1.000000 .
F3 F 0.15591(17) 0.97917(12) -0.18984(11) 0.0453(3) Uani 1.000000 .
F4 F -0.10231(15) 0.86655(12) -0.06148(11) 0.0391(3) Uani 1.000000 .
F5 F -0.05874(14) 0.72186(12) 0.08554(11) 0.0381(3) Uani 1.000000 .
F6 F -0.06299(16) 0.47605(11) 0.17202(11) 0.0405(3) Uani 1.000000 .
F7 F -0.19189(16) 0.47700(13) 0.38455(13) 0.0490(4) Uani 1.000000 .
F8 F -0.02864(19) 0.67698(14) 0.57859(11) 0.0514(4) Uani 1.000000 .
F9 F 0.26281(19) 0.87887(13) 0.55790(12) 0.0538(4) Uani 1.000000 .
F10 F 0.39284(15) 0.87710(11) 0.34436(11) 0.0393(3) Uani 1.000000 .
O1 O 0.2535(2) 0.41851(13) 0.21465(13) 0.0370(4) Uani 1.000000 .
O2 O 0.5282(2) 0.46930(16) 0.12536(13) 0.0451(4) Uani 1.000000 .
N1 N 0.3544(2) 0.59896(16) 0.10249(14) 0.0297(4) Uani 1.000000 .
H1 H 0.3952(2) 0.59850(16) 0.03262(14) 0.0356(5) Uiso 1.000000 R
C1 C 0.5173(2) 0.62641(19) 0.32167(18) 0.0274(4) Uani 1.000000 .
C2 C 0.6669(3) 0.7337(2) 0.3190(2) 0.0377(5) Uani 1.000000 .
H2 H 0.7099(3) 0.7460(2) 0.2446(2) 0.0452(6) Uiso 1.000000 R
C3 C 0.7513(3) 0.8214(2) 0.4254(2) 0.0409(5) Uani 1.000000 .
H3 H 0.8526(3) 0.8950(2) 0.4237(2) 0.0491(7) Uiso 1.000000 R
C4 C 0.6918(3) 0.8050(2) 0.5359(2) 0.0344(5) Uani 1.000000 .
C5 C 0.7855(3) 0.8997(2) 0.6530(2) 0.0523(7) Uani 1.000000 .
H5a H 0.8867(3) 0.9698(2) 0.6367(2) 0.0784(10) Uiso 1.000000 R
H5b H 0.7075(3) 0.9368(2) 0.6926(2) 0.0784(10) Uiso 1.000000 R
H5c H 0.8232(3) 0.8540(2) 0.7058(2) 0.0784(10) Uiso 1.000000 R
C6 C 0.5432(3) 0.6966(2) 0.53620(19) 0.0325(5) Uani 1.000000 .
H6 H 0.5013(3) 0.6833(2) 0.61064(19) 0.0390(6) Uiso 1.000000 R
C7 C 0.4550(3) 0.60786(19) 0.43014(18) 0.0288(4) Uani 1.000000 .
H7 H 0.3528(3) 0.53490(19) 0.43164(18) 0.0345(5) Uiso 1.000000 R
C8 C 0.2252(2) 0.75440(17) 0.03909(16) 0.0236(4) Uani 1.000000 .
C9 C 0.3514(2) 0.81211(17) -0.03083(17) 0.0247(4) Uani 1.000000 .
C10 C 0.3283(3) 0.88507(18) -0.10817(17) 0.0299(4) Uani 1.000000 .
C11 C 0.1768(3) 0.90472(19) -0.11794(17) 0.0305(5) Uani 1.000000 .
C12 C 0.0466(3) 0.84894(18) -0.05164(18) 0.0291(4) Uani 1.000000 .
C13 C 0.0735(2) 0.77587(18) 0.02465(17) 0.0263(4) Uani 1.000000 .
C14 C 0.1697(2) 0.67612(17) 0.25191(17) 0.0236(4) Uani 1.000000 .
C15 C 0.0209(2) 0.57663(18) 0.26640(18) 0.0279(4) Uani 1.000000 .
C16 C -0.0471(3) 0.5760(2) 0.37455(19) 0.0325(5) Uani 1.000000 .
C17 C 0.0353(3) 0.6778(2) 0.47237(18) 0.0339(5) Uani 1.000000 .
C18 C 0.1820(3) 0.7801(2) 0.46205(18) 0.0332(5) Uani 1.000000 .
C19 C 0.2463(2) 0.77780(18) 0.35212(18) 0.0268(4) Uani 1.000000 .
B1 B 0.2521(3) 0.6729(2) 0.12914(19) 0.0240(5) Uani 1.000000 .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O2 S1 O1 119.56(9)
N1 S1 O1 109.58(9)
N1 S1 O2 104.81(8)
C1 S1 O1 108.83(9)
C1 S1 O2 108.56(10)
C1 S1 N1 104.44(9)
B1 N1 S1 127.56(14)
C2 C1 S1 120.28(16)
C7 C1 S1 119.19(15)
C7 C1 C2 120.5(2)
C3 C2 C1 119.1(2)
C4 C3 C2 121.6(2)
C5 C4 C3 121.8(2)
C6 C4 C3 118.2(2)
C6 C4 C5 120.0(2)
C7 C6 C4 121.23(19)
C6 C7 C1 119.38(18)
C13 C8 C9 114.91(17)
B1 C8 C9 123.01(17)
B1 C8 C13 122.07(16)
C8 C9 F1 120.02(17)
C10 C9 F1 117.10(16)
C10 C9 C8 122.83(18)
C9 C10 F2 120.55(18)
C11 C10 F2 119.49(18)
C11 C10 C9 119.94(17)
C10 C11 F3 120.22(18)
C12 C11 F3 120.01(19)
C12 C11 C10 119.76(18)
C11 C12 F4 120.17(18)
C13 C12 F4 120.97(17)
C13 C12 C11 118.86(18)
C8 C13 F5 119.90(17)
C12 C13 F5 116.41(17)
C12 C13 C8 123.69(17)
C19 C14 C15 116.11(17)
B1 C14 C15 122.30(17)
B1 C14 C19 121.57(16)
C14 C15 F6 119.43(17)
C16 C15 F6 118.00(17)
C16 C15 C14 122.57(18)
C15 C16 F7 120.51(19)
C17 C16 F7 120.19(18)
C17 C16 C15 119.31(18)
C16 C17 F8 119.67(19)
C18 C17 F8 119.97(19)
C18 C17 C16 120.35(18)
C17 C18 F9 120.20(18)
C19 C18 F9 120.99(19)
C19 C18 C17 118.80(18)
C14 C19 F10 119.06(17)
C18 C19 F10 118.06(17)
C18 C19 C14 122.84(18)
C8 B1 N1 119.83(17)
C14 B1 N1 119.41(17)
C14 B1 C8 120.74(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O1 1.4249(15)
S1 O2 1.4372(15)
S1 N1 1.6642(16)
S1 C1 1.754(2)
F1 C9 1.347(2)
F2 C10 1.345(2)
F3 C11 1.337(2)
F4 C12 1.339(2)
F5 C13 1.348(2)
F6 C15 1.346(2)
F7 C16 1.343(2)
F8 C17 1.345(2)
F9 C18 1.341(2)
F10 C19 1.346(2)
N1 B1 1.408(3)
C1 C2 1.394(3)
C1 C7 1.386(3)
C2 C3 1.376(3)
C3 C4 1.394(3)
C4 C5 1.508(3)
C4 C6 1.391(3)
C6 C7 1.384(3)
C8 C9 1.396(3)
C8 C13 1.390(3)
C8 B1 1.572(3)
C9 C10 1.376(3)
C10 C11 1.372(3)
C11 C12 1.382(3)
C12 C13 1.379(3)
C14 C15 1.381(3)
C14 C19 1.384(3)
C14 B1 1.586(3)
C15 C16 1.380(3)
C16 C17 1.375(3)
C17 C18 1.373(3)
C18 C19 1.384(3)
