#------------------------------------------------------------------------------
#$Date: 2020-11-06 13:55:25 +0200 (Fri, 06 Nov 2020) $
#$Revision: 258781 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/55/7705533.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_7705533
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         'C23 H8 B F15 O2'
_chemical_formula_sum            'C23 H8 B F15 O2'
_chemical_formula_weight         612.10
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2020-09-23 deposited with the CCDC.	2020-09-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.219(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   29.422(4)
_cell_length_b                   10.4028(13)
_cell_length_c                   15.1204(19)
_cell_measurement_reflns_used    9642
_cell_measurement_temperature    130.(2)
_cell_measurement_theta_max      61.881
_cell_measurement_theta_min      4.790
_cell_volume                     4420.5(10)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEX3 v2015.5-2 (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 717)'
_computing_publication_material  'Bruker SHELXL (Bruker AXS Inc., 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'XT, VERSION 2014/4'
_diffrn_ambient_temperature      130.(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_av_unetI/netI     0.0126
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            78313
_diffrn_reflns_theta_full        25.76
_diffrn_reflns_theta_max         25.76
_diffrn_reflns_theta_min         2.40
_diffrn_source                   'microfocus sealed x-ray tube'
_diffrn_source_type              'Incoatec I\mus'
_exptl_absorpt_coefficient_mu    0.202
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_process_details
;
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.839
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             2416
_exptl_crystal_size_max          0.324
_exptl_crystal_size_mid          0.227
_exptl_crystal_size_min          0.098
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.260
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         4222
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0323
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0366P)²+6.1001P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0777
_refine_ls_wR_factor_ref         0.0810
_reflns_number_gt                3754
_reflns_number_total             4222
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt03323e2.cif
_cod_data_source_block           kpku20161214_BCF_DVL_05
_cod_depositor_comments
'Adding full bibliography for 7705532--7705538.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7705533
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F F1 0.62134(4) 0.97176(9) 0.35695(7) 0.0258(2) Uani d . . . 1 . .
F F2 0.55456(4) 1.11823(10) 0.24888(8) 0.0342(3) Uani d . . . 1 . .
F F3 0.49023(4) 1.02072(11) 0.09478(8) 0.0364(3) Uani d . . . 1 . .
F F4 0.49634(4) 0.77009(11) 0.04936(7) 0.0329(3) Uani d . . . 1 . .
F F5 0.56378(3) 0.61841(9) 0.15734(7) 0.0247(2) Uani d . . . 1 . .
F F6 0.70300(3) 0.86126(8) 0.28246(6) 0.0184(2) Uani d . . . 1 . .
F F7 0.76466(3) 0.81635(9) 0.18810(7) 0.0221(2) Uani d . . . 1 . .
F F8 0.76329(3) 0.59019(9) 0.09819(7) 0.0242(2) Uani d . . . 1 . .
F F9 0.69819(3) 0.40709(9) 0.10514(6) 0.0228(2) Uani d . . . 1 . .
F F10 0.63977(3) 0.44200(9) 0.20654(6) 0.0204(2) Uani d . . . 1 . .
F F11 0.69689(3) 0.47700(9) 0.41112(6) 0.0206(2) Uani d . . . 1 . .
F F12 0.67226(4) 0.25636(9) 0.47611(7) 0.0274(2) Uani d . . . 1 . .
F F13 0.58067(4) 0.21336(11) 0.47064(8) 0.0388(3) Uani d . . . 1 . .
F F14 0.51293(4) 0.39365(13) 0.39375(10) 0.0499(4) Uani d . . . 1 . .
F F15 0.53663(3) 0.61207(11) 0.32803(8) 0.0324(3) Uani d . . . 1 . .
O O1 0.62217(4) 0.77947(11) 0.48685(7) 0.0185(2) Uani d . . . 1 . .
O O2 0.67167(4) 0.74965(10) 0.40557(7) 0.0143(2) Uani d . . . 1 . .
C C1 0.60884(6) 0.84011(19) 0.56472(12) 0.0271(4) Uani d . . . 1 . .
H H1A 0.5887 0.7798 0.5871 0.033 Uiso calc U . R 1 . .
H H1B 0.5898 0.9183 0.5419 0.033 Uiso calc U . R 1 . .
C C2 0.65162(6) 0.87588(18) 0.64416(12) 0.0260(4) Uani d . . . 1 . .
H H2A 0.6673 0.797 0.6753 0.031 Uiso calc U . R 1 . .
H H2B 0.6414 0.9275 0.6899 0.031 Uiso calc U . R 1 . .
C C3 0.68634(6) 0.95250(17) 0.60902(12) 0.0250(4) Uani d . . . 1 . .
H H3A 0.7142 0.9767 0.6615 0.03 Uiso calc U . R 1 . .
H H3B 0.6709 1.0323 0.5789 0.03 Uiso calc U . R 1 . .
C C4 0.70243(6) 0.87223(15) 0.53987(11) 0.0173(3) Uani d . . . 1 . .
H H4A 0.7167 0.9298 0.5033 0.021 Uiso calc U . R 1 . .
H H4B 0.7274 0.8118 0.5742 0.021 Uiso calc U . R 1 . .
C C5 0.66334(5) 0.79770(14) 0.47534(10) 0.0142(3) Uani d . . . 1 . .
C C6 0.59485(5) 0.78390(15) 0.26461(11) 0.0161(3) Uani d . . . 1 . .
C C7 0.59067(6) 0.91340(16) 0.28286(11) 0.0188(3) Uani d . . . 1 . .
C C8 0.55608(6) 0.99334(16) 0.22741(12) 0.0226(4) Uani d . . . 1 . .
C C9 0.52395(6) 0.94500(18) 0.14910(12) 0.0243(4) Uani d . . . 1 . .
C C10 0.52706(6) 0.81759(18) 0.12635(11) 0.0231(4) Uani d . . . 1 . .
C C11 0.56185(6) 0.74149(16) 0.18331(11) 0.0189(3) Uani d . . . 1 . .
C C12 0.66949(5) 0.65191(14) 0.25439(10) 0.0131(3) Uani d . . . 1 . .
C C13 0.70170(5) 0.74390(14) 0.24300(10) 0.0137(3) Uani d . . . 1 . .
C C14 0.73336(5) 0.72474(15) 0.19304(10) 0.0153(3) Uani d . . . 1 . .
C C15 0.73280(5) 0.61040(15) 0.14679(10) 0.0162(3) Uani d . . . 1 . .
C C16 0.70000(6) 0.51870(15) 0.15156(10) 0.0163(3) Uani d . . . 1 . .
C C17 0.66962(5) 0.53953(15) 0.20438(10) 0.0149(3) Uani d . . . 1 . .
C C18 0.61761(5) 0.55340(15) 0.36215(10) 0.0151(3) Uani d . . . 1 . .
C C19 0.65046(5) 0.45882(15) 0.40380(10) 0.0161(3) Uani d . . . 1 . .
C C20 0.63882(6) 0.34518(15) 0.43883(11) 0.0196(3) Uani d . . . 1 . .
C C21 0.59229(6) 0.32278(17) 0.43557(12) 0.0253(4) Uani d . . . 1 . .
C C22 0.55828(6) 0.41399(19) 0.39716(13) 0.0284(4) Uani d . . . 1 . .
C C23 0.57156(6) 0.52648(17) 0.36241(11) 0.0214(3) Uani d . . . 1 . .
B B1 0.63573(6) 0.68198(17) 0.32091(12) 0.0143(3) Uani d . . . 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C5 O1 C1 . . 121.58(12) ?
C5 O2 B1 . . 127.85(12) ?
O1 C1 C2 . . 112.46(13) ?
O1 C1 H1A . . 109.1 ?
C2 C1 H1A . . 109.1 ?
O1 C1 H1B . . 109.1 ?
C2 C1 H1B . . 109.1 ?
H1A C1 H1B . . 107.8 ?
C1 C2 C3 . . 110.01(15) ?
C1 C2 H2A . . 109.7 ?
C3 C2 H2A . . 109.7 ?
C1 C2 H2B . . 109.7 ?
C3 C2 H2B . . 109.7 ?
H2A C2 H2B . . 108.2 ?
C2 C3 C4 . . 109.45(14) ?
C2 C3 H3A . . 109.8 ?
C4 C3 H3A . . 109.8 ?
C2 C3 H3B . . 109.8 ?
C4 C3 H3B . . 109.8 ?
H3A C3 H3B . . 108.2 ?
C5 C4 C3 . . 113.59(14) ?
C5 C4 H4A . . 108.8 ?
C3 C4 H4A . . 108.8 ?
C5 C4 H4B . . 108.8 ?
C3 C4 H4B . . 108.8 ?
H4A C4 H4B . . 107.7 ?
O2 C5 O1 . . 118.71(13) ?
O2 C5 C4 . . 116.97(13) ?
O1 C5 C4 . . 124.31(14) ?
C7 C6 C11 . . 113.77(14) ?
C7 C6 B1 . . 128.24(14) ?
C11 C6 B1 . . 117.75(14) ?
F1 C7 C8 . . 114.87(14) ?
F1 C7 C6 . . 121.48(14) ?
C8 C7 C6 . . 123.64(15) ?
F2 C8 C9 . . 119.94(15) ?
F2 C8 C7 . . 120.30(16) ?
C9 C8 C7 . . 119.74(16) ?
F3 C9 C8 . . 120.59(16) ?
F3 C9 C10 . . 120.24(16) ?
C8 C9 C10 . . 119.17(15) ?
F4 C10 C11 . . 121.15(16) ?
F4 C10 C9 . . 119.60(15) ?
C11 C10 C9 . . 119.25(16) ?
F5 C11 C10 . . 116.91(14) ?
F5 C11 C6 . . 118.70(14) ?
C10 C11 C6 . . 124.39(16) ?
C17 C12 C13 . . 113.46(14) ?
C17 C12 B1 . . 126.35(13) ?
C13 C12 B1 . . 120.18(13) ?
F6 C13 C14 . . 115.90(13) ?
F6 C13 C12 . . 119.76(13) ?
C14 C13 C12 . . 124.34(14) ?
F7 C14 C13 . . 120.96(14) ?
F7 C14 C15 . . 119.34(14) ?
C13 C14 C15 . . 119.69(14) ?
F8 C15 C16 . . 121.12(14) ?
F8 C15 C14 . . 120.46(14) ?
C16 C15 C14 . . 118.42(14) ?
F9 C16 C15 . . 119.34(14) ?
F9 C16 C17 . . 120.22(14) ?
C15 C16 C17 . . 120.43(14) ?
F10 C17 C16 . . 115.70(13) ?
F10 C17 C12 . . 120.79(13) ?
C16 C17 C12 . . 123.51(14) ?
C23 C18 C19 . . 113.86(14) ?
C23 C18 B1 . . 126.71(14) ?
C19 C18 B1 . . 119.41(13) ?
F11 C19 C20 . . 116.65(14) ?
F11 C19 C18 . . 119.20(14) ?
C20 C19 C18 . . 124.16(15) ?
F12 C20 C21 . . 119.68(15) ?
F12 C20 C19 . . 121.04(15) ?
C21 C20 C19 . . 119.28(15) ?
F13 C21 C20 . . 119.80(16) ?
F13 C21 C22 . . 120.86(16) ?
C20 C21 C22 . . 119.34(16) ?
F14 C22 C21 . . 119.98(16) ?
F14 C22 C23 . . 120.62(16) ?
C21 C22 C23 . . 119.40(16) ?
F15 C23 C18 . . 120.15(15) ?
F15 C23 C22 . . 115.94(15) ?
C18 C23 C22 . . 123.91(16) ?
O2 B1 C18 . . 105.92(12) ?
O2 B1 C12 . . 101.66(11) ?
C18 B1 C12 . . 113.83(13) ?
O2 B1 C6 . . 110.35(12) ?
C18 B1 C6 . . 117.16(13) ?
C12 B1 C6 . . 106.82(12) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
F1 C7 . 1.3563(19) ?
F2 C8 . 1.343(2) ?
F3 C9 . 1.3405(19) ?
F4 C10 . 1.339(2) ?
F5 C11 . 1.3453(19) ?
F6 C13 . 1.3544(17) ?
F7 C14 . 1.3427(18) ?
F8 C15 . 1.3338(18) ?
F9 C16 . 1.3497(17) ?
F10 C17 . 1.3486(18) ?
F11 C19 . 1.3509(18) ?
F12 C20 . 1.3457(19) ?
F13 C21 . 1.342(2) ?
F14 C22 . 1.337(2) ?
F15 C23 . 1.3427(19) ?
O1 C5 . 1.2877(19) ?
O1 C1 . 1.4871(19) ?
O2 C5 . 1.2553(19) ?
O2 B1 . 1.5656(19) ?
C1 C2 . 1.507(2) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C2 C3 . 1.511(3) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C4 . 1.519(2) ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C4 C5 . 1.487(2) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C6 C7 . 1.388(2) ?
C6 C11 . 1.393(2) ?
C6 B1 . 1.640(2) ?
C7 C8 . 1.387(2) ?
C8 C9 . 1.373(3) ?
C9 C10 . 1.379(3) ?
C10 C11 . 1.376(2) ?
C12 C17 . 1.393(2) ?
C12 C13 . 1.393(2) ?
C12 B1 . 1.639(2) ?
C13 C14 . 1.376(2) ?
C14 C15 . 1.377(2) ?
C15 C16 . 1.374(2) ?
C16 C17 . 1.381(2) ?
C18 C23 . 1.385(2) ?
C18 C19 . 1.392(2) ?
C18 B1 . 1.630(2) ?
C19 C20 . 1.379(2) ?
C20 C21 . 1.375(2) ?
C21 C22 . 1.377(3) ?
C22 C23 . 1.385(2) ?
