#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:02:07 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180488 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/57/7215799.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_7215799
loop_
_publ_author_name
'Luo, Yang-Hui'
'Wu, Dong-En'
'Song, Wen-Tao'
'Ge, Shu-Wang'
'Sun, Bai-Wang'
_publ_section_title
;
 Positions of amino groups on ammonium salts tunes the conformations of
 crown ethers: crystal structures, Hirshfeld surfaces and spectroscopic
 studies
;
_journal_issue                   24
_journal_name_full               CrystEngComm
_journal_page_first              5319
_journal_paper_doi               10.1039/c4ce00150h
_journal_volume                  16
_journal_year                    2014
_chemical_formula_sum            'C H B F N O'
_chemical_formula_weight         72.84
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 97.56(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            61
_cell_length_a                   17.415(4)
_cell_length_b                   8.8817(18)
_cell_length_c                   23.870(5)
_cell_measurement_temperature    293(2)
_cell_volume                     3660.0(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0812
_diffrn_reflns_av_sigmaI/netI    0.0703
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            36429
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.01
_exptl_absorpt_coefficient_mu    0.204
_exptl_crystal_density_diffrn    2.016
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2196
_refine_diff_density_max         3.996
_refine_diff_density_min         -1.268
_refine_diff_density_rms         0.418
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   3.320
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     153
_refine_ls_number_reflns         8391
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      3.320
_refine_ls_R_factor_all          0.5173
_refine_ls_R_factor_gt           0.4559
_refine_ls_shift/su_max          0.448
_refine_ls_shift/su_mean         0.129
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.7919
_refine_ls_wR_factor_ref         0.8207
_reflns_number_gt                3752
_reflns_number_total             8391
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce00150h2.cif
_cod_data_source_block           lyh
_cod_depositor_comments
'Adding full bibliography for 7215795--7215800.cif.'
_cod_original_cell_volume        3659.9(13)
_cod_database_code               7215799
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_symmetry_multiplicity
_atom_site_calc_flag
O4 O 0.3094(8) 0.8033(16) 0.2703(6) 0.084(4) Uiso 1 1 d
O7 O 0.3742(6) 0.3366(11) 0.4039(4) 0.051(3) Uiso 1 1 d
N2 N 0.3195(6) 0.5503(11) 0.3678(4) 0.033(3) Uiso 1 1 d
N3 N 0.3864(6) 0.5738(13) 0.3382(5) 0.042(3) Uiso 1 1 d
C1 C 0.3237(7) 0.4227(13) 0.4014(5) 0.029(3) Uiso 1 1 d
C2 C 0.2586(7) 0.4063(14) 0.4355(5) 0.030(3) Uiso 1 1 d
O1 O 0.4247(7) 0.3197(13) 0.2682(5) 0.066(3) Uiso 1 1 d
N1 N 0.1433(7) 0.3614(14) 0.5010(5) 0.050(3) Uiso 1 1 d
O3 O 0.5391(8) 0.4182(15) 0.3558(5) 0.074(4) Uiso 1 1 d
F5 F 0.2642(7) 0.7104(14) 0.0646(5) 0.091(4) Uiso 1 1 d
O2 O 0.3263(7) 0.5395(14) 0.2202(5) 0.071(3) Uiso 1 1 d
F7 F 0.2508(8) 0.5894(15) -0.0158(5) 0.098(4) Uiso 1 1 d
C3 C 0.2335(9) 0.5137(17) 0.4691(6) 0.048(4) Uiso 1 1 d
C4 C 0.1699(11) 0.235(2) 0.4704(8) 0.069(5) Uiso 1 1 d
O5 O 0.4129(8) 0.8898(16) 0.3600(6) 0.079(4) Uiso 1 1 d
C5 C 0.2248(9) 0.2632(17) 0.4366(6) 0.049(4) Uiso 1 1 d
C6 C 0.5020(11) 0.248(2) 0.2860(8) 0.072(5) Uiso 1 1 d
B2 B 0.2796(11) 0.584(2) 0.0404(8) 0.051(4) Uiso 1 1 d
F6 F 0.2364(11) 0.465(2) 0.0569(8) 0.149(6) Uiso 1 1 d
C7 C 0.1709(11) 0.486(2) 0.4953(8) 0.071(5) Uiso 1 1 d
C8 C 0.3210(14) 0.380(3) 0.2035(10) 0.089(6) Uiso 1 1 d
C9 C 0.5296(14) 0.260(3) 0.3424(11) 0.095(7) Uiso 1 1 d
F8 F 0.3568(11) 0.573(2) 0.0460(8) 0.147(6) Uiso 1 1 d
C10 C 0.2649(12) 0.772(3) 0.2136(9) 0.081(6) Uiso 1 1 d
C11 C 0.4012(13) 0.311(2) 0.2158(9) 0.080(6) Uiso 1 1 d
C12 C 0.5627(13) 0.436(3) 0.4175(10) 0.087(6) Uiso 1 1 d
C13 C 0.3488(17) 0.971(3) 0.3404(12) 0.113(8) Uiso 1 1 d
C14 C 0.2453(16) 0.641(3) 0.2077(11) 0.103(7) Uiso 1 1 d
C15 C 0.3226(15) 0.957(3) 0.2818(11) 0.104(7) Uiso 1 1 d
C16 C 0.4998(18) 0.854(3) 0.4308(11) 0.096(7) Uiso 1 1 d
C17 C 0.4294(15) 0.898(3) 0.4226(10) 0.096(7) Uiso 1 1 d
C18 C 0.559(3) 0.569(7) 0.422(2) 0.22(2) Uiso 1 1 d
O6 O 0.5413(16) 0.815(3) 0.4439(11) 0.144(8) Uiso 1 1 d
F3 F 0.1180(9) -0.0569(19) 0.2797(7) 0.130(5) Uiso 1 1 d
F4 F 0.1623(11) 0.1815(19) 0.2980(8) 0.141(6) Uiso 1 1 d
B1 B 0.1081(13) 0.073(2) 0.3077(9) 0.062(5) Uiso 1 1 d
F2 F 0.1327(11) 0.010(2) 0.3659(8) 0.143(6) Uiso 1 1 d
F1 F 0.0394(14) 0.130(3) 0.2943(10) 0.173(8) Uiso 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'
N N 0.0061 0.0033 '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'
F F 0.0171 0.0103 '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
C15 O4 C10 114.1(17)
C1 N2 N3 114.5(9)
O7 C1 N2 123.3(12)
O7 C1 C2 122.4(12)
N2 C1 C2 114.3(10)
C3 C2 C5 117.3(12)
C3 C2 C1 125.7(12)
C5 C2 C1 116.8(11)
C11 O1 C6 114.5(15)
C7 N1 C4 119.2(15)
C9 O3 C12 109.3(16)
C8 O2 C14 116.9(16)
C2 C3 C7 119.3(15)
C5 C4 N1 117.2(16)
C13 O5 C17 111.1(18)
C4 C5 C2 120.6(15)
C9 C6 O1 115.5(17)
F5 B2 F7 109.2(15)
F5 B2 F8 106.1(16)
F7 B2 F8 109.6(16)
F5 B2 F6 112.2(16)
F7 B2 F6 99.5(15)
F8 B2 F6 119.9(18)
N1 C7 C3 124.9(18)
O2 C8 C11 108.2(18)
C6 C9 O3 108(2)
C14 C10 O4 113(2)
O1 C11 C8 109.7(18)
C18 C12 O3 100(3)
O5 C13 C15 116(2)
C10 C14 O2 106(2)
C13 C15 O4 108(2)
O6 C16 C17 164(4)
C16 C17 O5 101(2)
F1 B1 F4 108(2)
F1 B1 F3 113(2)
F4 B1 F3 112.0(18)
F1 B1 F2 121(2)
F4 B1 F2 107.1(17)
F3 B1 F2 95.6(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O4 C15 1.40(3)
O4 C10 1.49(3)
O7 C1 1.162(14)
N2 C1 1.385(15)
N2 N3 1.454(15)
C1 C2 1.487(18)
C2 C3 1.354(19)
C2 C5 1.40(2)
O1 C11 1.27(2)
O1 C6 1.50(2)
N1 C7 1.22(2)
N1 C4 1.45(2)
O3 C9 1.45(3)
O3 C12 1.48(2)
F5 B2 1.31(2)
O2 C8 1.48(3)
O2 C14 1.67(3)
F7 B2 1.37(2)
C3 C7 1.35(2)
C4 C5 1.35(2)
O5 C13 1.36(3)
O5 C17 1.49(3)
C6 C9 1.37(3)
B2 F8 1.34(2)
B2 F6 1.38(2)
C8 C11 1.52(3)
C10 C14 1.22(3)
C12 C18 1.19(6)
C13 C15 1.42(3)
C16 O6 0.83(3)
C16 C17 1.28(3)
F3 B1 1.35(3)
F4 B1 1.39(3)
B1 F1 1.30(3)
B1 F2 1.51(3)
