#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:28:27 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179379 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/76/4327626.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_4327626
loop_
_publ_author_name
'Charles L. Perrin'
'Yeong-Joon Kim'
_publ_section_title
;
 Symmetry of Metal Chelates
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3902
_journal_page_last               3910
_journal_paper_doi               10.1021/ic000382+
_journal_volume                  39
_journal_year                    2000
_chemical_compound_source        'synthesized by Yeong-Joon Kim'
_chemical_formula_structural     '(C2H5)3NH+ OCHCPhCHO-'
_chemical_formula_sum            'C30 H46 N2 O4'
_chemical_formula_weight         498.69
_chemical_name_common
'triethylamine salt of 2-hydroxy-2-phenylpropenal anion'
_chemical_name_systematic
;
triethylammonium 2-formyl-2-phenyl-1-ethenoxide
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 108.69
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.534(6)
_cell_length_b                   8.592(3)
_cell_length_c                   21.152(7)
_cell_measurement_temperature    188(2)
_cell_volume                     2846.4(17)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      188(2)
_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  0.0237
_diffrn_reflns_av_sigmaI/netI    0.0320
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3352
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.03
_exptl_absorpt_coefficient_mu    0.076
_exptl_crystal_density_diffrn    1.164
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.0126(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.006
_refine_ls_goodness_of_fit_obs   1.011
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         3268
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.007
_refine_ls_restrained_S_obs      1.011
_refine_ls_R_factor_all          0.0686
_refine_ls_R_factor_obs          0.0452
_refine_ls_shift/esd_max         0.259
_refine_ls_shift/esd_mean        0.038
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0439P)²+2.5901P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1162
_refine_ls_wR_factor_obs         0.0998
_reflns_number_observed          2432
_reflns_number_total             3269
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic0003822B_1.cif
_cod_data_source_block           g
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0439P)^2^+2.5901P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0439P)^2^+2.5901P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               4327626
loop_
_symmetry_equiv_pos_as_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_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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.17322(7) 0.18461(13) 0.31741(6) 0.0348(3) Uani 1 d .
O2 O 0.37062(7) 0.41231(14) 0.50944(6) 0.0343(3) Uani 1 d .
N1 N 0.50288(8) 0.30089(15) 0.60889(6) 0.0246(3) Uani 1 d .
H1A H 0.45641(8) 0.34200(15) 0.57557(6) 0.030 Uiso 1 calc R
C1 C 0.23682(8) 0.4895(2) 0.38024(7) 0.0225(3) Uani 1 d .
C2 C 0.22635(10) 0.5270(2) 0.31375(7) 0.0264(3) Uani 1 d .
H2A H 0.23658(10) 0.4497(2) 0.28509(7) 0.032 Uiso 1 calc R
C3 C 0.20127(10) 0.6750(2) 0.28889(8) 0.0318(4) Uani 1 d .
H3A H 0.19513(10) 0.6982(2) 0.24367(8) 0.038 Uiso 1 calc R
C4 C 0.18512(10) 0.7893(2) 0.32953(8) 0.0332(4) Uani 1 d .
H4A H 0.16806(10) 0.8906(2) 0.31254(8) 0.040 Uiso 1 calc R
C5 C 0.19426(10) 0.7533(2) 0.39544(8) 0.0317(4) Uani 1 d .
H5A H 0.18283(10) 0.8305(2) 0.42362(8) 0.038 Uiso 1 calc R
C6 C 0.21993(9) 0.6058(2) 0.42055(8) 0.0273(3) Uani 1 d .
H6A H 0.22613(9) 0.5834(2) 0.46584(8) 0.033 Uiso 1 calc R
C7 C 0.23071(10) 0.1952(2) 0.37203(8) 0.0285(3) Uani 1 d .
H7A H 0.25396(10) 0.0998(2) 0.39263(8) 0.034 Uiso 1 calc R
C8 C 0.26576(9) 0.3325(2) 0.40730(7) 0.0244(3) Uani 1 d .
C9 C 0.32857(10) 0.3104(2) 0.46884(8) 0.0285(3) Uani 1 d .
H9A H 0.34154(10) 0.2052(2) 0.48207(8) 0.034 Uiso 1 calc R
C10 C 0.57589(10) 0.2984(2) 0.58142(8) 0.0332(4) Uani 1 d .
H10B H 0.62840(10) 0.2671(2) 0.61732(8) 0.040 Uiso 1 calc R
H10C H 0.58491(10) 0.4049(2) 0.56715(8) 0.040 Uiso 1 calc R
C11 C 0.56209(12) 0.1891(2) 0.52305(10) 0.0440(5) Uani 1 d .
H11A H 0.56462(12) 0.0811(2) 0.53848(10) 0.066 Uiso 1 d R
H11B H 0.60656(12) 0.2059(2) 0.50220(10) 0.066 Uiso 1 d R
H11C H 0.50590(12) 0.2087(2) 0.48994(10) 0.066 Uiso 1 d R
C12 C 0.47606(10) 0.1430(2) 0.62516(9) 0.0326(4) Uani 1 d .
H12B H 0.45496(10) 0.0818(2) 0.58341(9) 0.039 Uiso 1 calc R
H12C H 0.42796(10) 0.1557(2) 0.64304(9) 0.039 Uiso 1 calc R
C13 C 0.54634(14) 0.0518(2) 0.67517(10) 0.0504(5) Uani 1 d .
H13B H 0.52317(14) -0.0466(2) 0.68539(10) 0.076 Uiso 1 d R
H13C H 0.56922(14) 0.1128(2) 0.71619(10) 0.076 Uiso 1 d R
H13D H 0.59209(14) 0.0301(2) 0.65628(10) 0.076 Uiso 1 d R
C14 C 0.52013(11) 0.4089(2) 0.66765(8) 0.0336(4) Uani 1 d .
H14A H 0.57300(11) 0.3752(2) 0.70260(8) 0.040 Uiso 1 calc R
H14B H 0.47259(11) 0.4011(2) 0.68642(8) 0.040 Uiso 1 calc R
C15 C 0.52986(12) 0.5768(2) 0.64996(10) 0.0432(5) Uani 1 d .
H15A H 0.58292(12) 0.5889(2) 0.63919(10) 0.065 Uiso 1 d R
H15B H 0.53173(12) 0.6435(2) 0.68797(10) 0.065 Uiso 1 d R
H15C H 0.48126(12) 0.6067(2) 0.61127(10) 0.065 Uiso 1 d R
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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C10 N1 C12 114.20(13)
C10 N1 C14 111.50(12)
C12 N1 C14 111.11(12)
C2 C1 C6 117.68(14)
C2 C1 C8 121.18(13)
C6 C1 C8 121.14(13)
C3 C2 C1 121.17(14)
C4 C3 C2 120.50(15)
C3 C4 C5 119.00(15)
C6 C5 C4 120.60(15)
C5 C6 C1 121.04(14)
O1 C7 C8 127.78(15)
C9 C8 C7 115.77(14)
C9 C8 C1 122.41(13)
C7 C8 C1 121.83(13)
O2 C9 C8 128.43(15)
N1 C10 C11 113.37(13)
N1 C12 C13 114.25(14)
N1 C14 C15 113.04(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C7 1.242(2)
O2 C9 1.267(2)
N1 C10 1.498(2)
N1 C12 1.501(2)
N1 C14 1.503(2)
C1 C2 1.398(2)
C1 C6 1.398(2)
C1 C8 1.484(2)
C2 C3 1.388(2)
C3 C4 1.386(2)
C4 C5 1.388(2)
C5 C6 1.388(2)
C7 C8 1.417(2)
C8 C9 1.394(2)
C10 C11 1.509(2)
C12 C13 1.515(2)
C14 C15 1.512(3)
