#------------------------------------------------------------------------------
#$Date: 2020-11-06 13:55:25 +0200 (Fri, 06 Nov 2020) $
#$Revision: 258781 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/55/7705532.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_7705532
loop_
_publ_author_name
'Udomsasporn, Kwanchanok'
'Haesuwannakij, Setsiri'
'Piromjitpong, Parichat'
'Chumsaeng, Phongnarin'
'Phomphrai, Khamphee'
_publ_section_title
;
 Comparative bindings of lactones, lactide, and cyclic carbonates:
 experimental insights into the coordination step of polymerization.
;
_journal_issue                   41
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14378
_journal_page_last               14382
_journal_paper_doi               10.1039/d0dt03323e
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C24 H10 B F15 O2'
_chemical_formula_sum            'C24 H10 B F15 O2'
_chemical_formula_weight         626.13
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-07-22
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2020-09-23 deposited with the CCDC.	2020-09-25 downloaded from the CCDC.
;
_cell_angle_alpha                92.148(2)
_cell_angle_beta                 103.691(2)
_cell_angle_gamma                107.901(2)
_cell_formula_units_Z            2
_cell_length_a                   10.3019(6)
_cell_length_b                   11.4706(7)
_cell_length_c                   11.9410(7)
_cell_measurement_reflns_used    9879
_cell_measurement_temperature    110
_cell_measurement_theta_max      30.582
_cell_measurement_theta_min      2.40
_cell_volume                     1295.29(13)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2016)'
_computing_data_collection       'APEX3 v2015.5-2 (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 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    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'Bruker PHOTON 100 area detector'
_diffrn_detector_area_resol_mean 10.5
_diffrn_detector_type            'PHOTON area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_radiation_monochromator  'graphiteDouble Bounce Multilayer Mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_unetI/netI     0.0178
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            59809
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.628
_diffrn_reflns_theta_min         1.768
_diffrn_source                   'microfocus sealed x-ray tube'
_diffrn_source_type              'Incoatec I\mus'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.174
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7079
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1258 before and 0.0945 after correction. The Ratio of minimum to maximum transmission is 0.9488. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_description       block
_exptl_crystal_F_000             620
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.440
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         7961
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0381
_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)+(0.0560P)²+0.5308P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1046
_refine_ls_wR_factor_ref         0.1097
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6762
_reflns_number_total             7961
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt03323e2.cif
_cod_data_source_block           mo_kpku20161017_bcf_cl_sq
_cod_depositor_comments
'Adding full bibliography for 7705532--7705538.cif.'
_cod_database_code               7705532
_shelx_shelxl_version_number     2016/6
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C5(H5A,H5B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B)
;
_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_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F6 F 0.08442(7) 0.73143(6) 0.17323(6) 0.02285(14) Uani 1 1 d . . . . .
F1 F 0.10249(7) 0.56028(6) 0.34055(6) 0.02178(14) Uani 1 1 d . . . . .
F10 F 0.56544(7) 0.90143(6) 0.17121(6) 0.02376(14) Uani 1 1 d . . . . .
F11 F 0.42691(8) 0.67422(7) 0.01632(6) 0.02406(15) Uani 1 1 d . . . . .
F9 F 0.51280(9) 1.09707(6) 0.08703(6) 0.02871(16) Uani 1 1 d . . . . .
F5 F 0.56007(8) 0.85279(8) 0.40813(7) 0.03040(17) Uani 1 1 d . . . . .
F2 F 0.09419(8) 0.62926(8) 0.55221(7) 0.03032(17) Uani 1 1 d . . . . .
F15 F 0.56366(9) 0.60468(8) 0.40916(7) 0.03224(18) Uani 1 1 d . . . . .
F8 F 0.24945(10) 1.11523(7) 0.04291(8) 0.03601(19) Uani 1 1 d . . . . .
F12 F 0.64883(9) 0.62172(7) -0.02221(8) 0.03317(18) Uani 1 1 d . . . . .
F7 F 0.03484(9) 0.92749(8) 0.08683(8) 0.03437(19) Uani 1 1 d . . . . .
O1 O 0.21824(8) 0.57029(7) 0.15698(6) 0.01596(14) Uani 1 1 d . . . . .
O2 O 0.27661(9) 0.43506(7) 0.26382(7) 0.01932(15) Uani 1 1 d . . . . .
F4 F 0.55403(9) 0.91386(10) 0.62399(8) 0.0437(2) Uani 1 1 d . . . . .
F14 F 0.78013(10) 0.54944(10) 0.36761(10) 0.0458(2) Uani 1 1 d . . . . .
F13 F 0.82456(9) 0.55320(9) 0.15108(10) 0.0431(2) Uani 1 1 d . . . . .
F3 F 0.31931(10) 0.80295(10) 0.69876(7) 0.0454(2) Uani 1 1 d . . . . .
C13 C 0.32624(11) 0.80250(9) 0.17300(9) 0.01600(18) Uani 1 1 d . . . . .
C14 C 0.19425(12) 0.81846(10) 0.15106(9) 0.01827(19) Uani 1 1 d . . . . .
C18 C 0.43129(12) 0.90135(10) 0.15106(9) 0.01815(19) Uani 1 1 d . . . . .
C7 C 0.33453(11) 0.70096(10) 0.36383(9) 0.01652(18) Uani 1 1 d . . . . .
C8 C 0.21836(11) 0.64800(10) 0.40664(9) 0.01752(19) Uani 1 1 d . . . . .
C1 C 0.19230(11) 0.45956(10) 0.17599(9) 0.01617(18) Uani 1 1 d . . . . .
C19 C 0.48676(11) 0.64865(10) 0.21599(10) 0.01827(19) Uani 1 1 d . . . . .
C20 C 0.51463(12) 0.64796(10) 0.10730(10) 0.0203(2) Uani 1 1 d . . . . .
C12 C 0.44388(12) 0.79223(11) 0.44179(10) 0.0222(2) Uani 1 1 d . . . . .
C6 C 0.06602(12) 0.36432(10) 0.09872(10) 0.0206(2) Uani 1 1 d . . . . .
H6A H 0.096649 0.300752 0.064340 0.025 Uiso 1 1 calc R . . . .
H6B H 0.022427 0.403537 0.034444 0.025 Uiso 1 1 calc R . . . .
C15 C 0.16579(13) 0.92048(11) 0.10715(10) 0.0228(2) Uani 1 1 d . . . . .
C24 C 0.58035(12) 0.61311(11) 0.30092(11) 0.0239(2) Uani 1 1 d . . . . .
C16 C 0.27369(14) 1.01484(10) 0.08483(10) 0.0242(2) Uani 1 1 d . . . . .
C9 C 0.21111(13) 0.68137(12) 0.51749(10) 0.0229(2) Uani 1 1 d . . . . .
C21 C 0.62763(13) 0.61909(11) 0.08479(12) 0.0249(2) Uani 1 1 d . . . . .
C17 C 0.40721(13) 1.00563(10) 0.10757(9) 0.0214(2) Uani 1 1 d . . . . .
C5 C -0.04592(13) 0.30118(11) 0.16276(11) 0.0243(2) Uani 1 1 d . . . . .
H5A H -0.056565 0.364731 0.215000 0.029 Uiso 1 1 calc R . . . .
H5B H -0.137983 0.262741 0.105001 0.029 Uiso 1 1 calc R . . . .
C2 C 0.25881(14) 0.30778(11) 0.29195(12) 0.0264(2) Uani 1 1 d . . . . .
H2A H 0.341819 0.308070 0.354122 0.032 Uiso 1 1 calc R . . . .
H2B H 0.255511 0.255906 0.222508 0.032 Uiso 1 1 calc R . . . .
C11 C 0.44243(14) 0.82629(13) 0.55356(10) 0.0283(3) Uani 1 1 d . . . . .
C22 C 0.71727(13) 0.58482(12) 0.17245(14) 0.0299(3) Uani 1 1 d . . . . .
C10 C 0.32455(14) 0.77006(14) 0.59156(10) 0.0289(3) Uani 1 1 d . . . . .
C23 C 0.69379(13) 0.58199(13) 0.28117(13) 0.0302(3) Uani 1 1 d . . . . .
C3 C 0.12619(16) 0.25143(12) 0.33119(12) 0.0317(3) Uani 1 1 d . . . . .
H3A H 0.116055 0.314380 0.384453 0.038 Uiso 1 1 calc R . . . .
H3B H 0.137657 0.182603 0.375798 0.038 Uiso 1 1 calc R . . . .
C4 C -0.00901(16) 0.20301(12) 0.23372(13) 0.0316(3) Uani 1 1 d . . . . .
H4A H -0.088176 0.162845 0.267587 0.038 Uiso 1 1 calc R . . . .
H4B H 0.000386 0.139128 0.181020 0.038 Uiso 1 1 calc R . . . .
B1 B 0.34768(12) 0.68062(10) 0.23140(10) 0.0154(2) 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'
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
C1 O1 B1 124.48(8) . . ?
C1 O2 C2 122.08(9) . . ?
C14 C13 B1 119.31(9) . . ?
C18 C13 C14 114.01(9) . . ?
C18 C13 B1 126.41(9) . . ?
F6 C14 C13 119.95(9) . . ?
F6 C14 C15 115.82(10) . . ?
C15 C14 C13 124.23(10) . . ?
F10 C18 C13 121.13(9) . . ?
F10 C18 C17 115.40(10) . . ?
C13 C18 C17 123.47(10) . . ?
C8 C7 C12 113.94(10) . . ?
C8 C7 B1 127.65(9) . . ?
C12 C7 B1 117.93(9) . . ?
F1 C8 C7 121.05(9) . . ?
F1 C8 C9 115.36(10) . . ?
C7 C8 C9 123.58(10) . . ?
O1 C1 O2 117.52(10) . . ?
O1 C1 C6 118.92(9) . . ?
O2 C1 C6 123.55(9) . . ?
C20 C19 B1 119.59(9) . . ?
C24 C19 C20 114.05(10) . . ?
C24 C19 B1 126.23(10) . . ?
F11 C20 C19 119.68(9) . . ?
F11 C20 C21 116.37(10) . . ?
C21 C20 C19 123.94(11) . . ?
F5 C12 C7 119.06(10) . . ?
F5 C12 C11 116.56(10) . . ?
C11 C12 C7 124.38(11) . . ?
C1 C6 H6A 109.0 . . ?
C1 C6 H6B 109.0 . . ?
C1 C6 C5 113.00(9) . . ?
H6A C6 H6B 107.8 . . ?
C5 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
F7 C15 C14 120.34(11) . . ?
F7 C15 C16 120.46(10) . . ?
C16 C15 C14 119.20(11) . . ?
F15 C24 C19 120.88(10) . . ?
F15 C24 C23 115.52(11) . . ?
C23 C24 C19 123.59(12) . . ?
F8 C16 C15 120.54(11) . . ?
F8 C16 C17 120.29(11) . . ?
C17 C16 C15 119.17(10) . . ?
F2 C9 C8 120.58(11) . . ?
F2 C9 C10 119.81(10) . . ?
C10 C9 C8 119.60(11) . . ?
F12 C21 C20 120.64(12) . . ?
F12 C21 C22 119.89(11) . . ?
C22 C21 C20 119.45(11) . . ?
F9 C17 C18 120.50(11) . . ?
F9 C17 C16 119.63(10) . . ?
C16 C17 C18 119.87(11) . . ?
C6 C5 H5A 108.9 . . ?
C6 C5 H5B 108.9 . . ?
H5A C5 H5B 107.7 . . ?
C4 C5 C6 113.28(10) . . ?
C4 C5 H5A 108.9 . . ?
C4 C5 H5B 108.9 . . ?
O2 C2 H2A 109.0 . . ?
O2 C2 H2B 109.0 . . ?
O2 C2 C3 112.79(10) . . ?
H2A C2 H2B 107.8 . . ?
C3 C2 H2A 109.0 . . ?
C3 C2 H2B 109.0 . . ?
F4 C11 C12 120.46(12) . . ?
F4 C11 C10 120.43(11) . . ?
C10 C11 C12 119.10(11) . . ?
F13 C22 C21 120.10(13) . . ?
F13 C22 C23 120.69(13) . . ?
C23 C22 C21 119.20(11) . . ?
F3 C10 C9 120.30(12) . . ?
F3 C10 C11 120.33(12) . . ?
C9 C10 C11 119.35(11) . . ?
F14 C23 C24 120.19(13) . . ?
F14 C23 C22 120.07(11) . . ?
C22 C23 C24 119.73(12) . . ?
C2 C3 H3A 108.6 . . ?
C2 C3 H3B 108.6 . . ?
C2 C3 C4 114.85(11) . . ?
H3A C3 H3B 107.5 . . ?
C4 C3 H3A 108.6 . . ?
C4 C3 H3B 108.6 . . ?
C5 C4 H4A 108.7 . . ?
C5 C4 H4B 108.7 . . ?
C3 C4 C5 114.39(11) . . ?
C3 C4 H4A 108.7 . . ?
C3 C4 H4B 108.7 . . ?
H4A C4 H4B 107.6 . . ?
O1 B1 C13 103.92(8) . . ?
O1 B1 C7 111.02(8) . . ?
O1 B1 C19 104.71(8) . . ?
C7 B1 C13 104.94(8) . . ?
C19 B1 C13 114.65(8) . . ?
C19 B1 C7 116.94(9) . . ?
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
F6 C14 1.3468(13) . ?
F1 C8 1.3478(13) . ?
F10 C18 1.3452(13) . ?
F11 C20 1.3471(14) . ?
F9 C17 1.3370(13) . ?
F5 C12 1.3470(13) . ?
F2 C9 1.3387(13) . ?
F15 C24 1.3469(14) . ?
F8 C16 1.3415(13) . ?
F12 C21 1.3461(14) . ?
F7 C15 1.3411(14) . ?
O1 C1 1.2561(12) . ?
O1 B1 1.5770(14) . ?
O2 C1 1.2939(13) . ?
O2 C2 1.4762(13) . ?
F4 C11 1.3443(15) . ?
F14 C23 1.3396(16) . ?
F13 C22 1.3385(14) . ?
F3 C10 1.3389(13) . ?
C13 C14 1.3925(15) . ?
C13 C18 1.3884(15) . ?
C13 B1 1.6369(15) . ?
C14 C15 1.3837(15) . ?
C18 C17 1.3893(15) . ?
C7 C8 1.3887(15) . ?
C7 C12 1.3919(15) . ?
C7 B1 1.6330(15) . ?
C8 C9 1.3895(15) . ?
C1 C6 1.4899(15) . ?
C19 C20 1.3942(15) . ?
C19 C24 1.3907(15) . ?
C19 B1 1.6322(15) . ?
C20 C21 1.3840(15) . ?
C12 C11 1.3812(16) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C5 1.5442(16) . ?
C15 C16 1.3785(18) . ?
C24 C23 1.3890(17) . ?
C16 C17 1.3754(18) . ?
C9 C10 1.3767(18) . ?
C21 C22 1.378(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C4 1.5208(19) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.5122(18) . ?
C11 C10 1.3777(19) . ?
C22 C23 1.376(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.520(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.500 170.1 60.0 ?
