#------------------------------------------------------------------------------
#$Date: 2017-10-13 12:31:46 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201979 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/33/2233394.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2233394
loop_
_publ_author_name
'Bari, Ahmed'
'Al-Obaid, Abdulrahman M.'
'Ng, Seik Weng'
_publ_section_title
;
 rac-2-Amino-1,2-diphenylethanol
;
_journal_coeditor_code           BT5788
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o491
_journal_paper_doi               10.1107/S1600536812002000
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C14 H15 N O'
_chemical_formula_moiety         'C14 H15 N O'
_chemical_formula_sum            'C14 H15 N O'
_chemical_formula_weight         213.27
_chemical_name_systematic
;
rac-2-Amino-1,2-diphenylethanol
;
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 114.689(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   26.6096(6)
_cell_length_b                   5.38690(10)
_cell_length_c                   17.1043(4)
_cell_measurement_reflns_used    5244
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.2425
_cell_measurement_theta_min      2.8410
_cell_volume                     2227.66(10)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4041
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type
'Agilent SuperNova Dual diffractometer with an Atlas detector'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  Mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0147
_diffrn_reflns_av_sigmaI/netI    0.0121
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            7706
_diffrn_reflns_theta_full        74.41
_diffrn_reflns_theta_max         74.41
_diffrn_reflns_theta_min         3.66
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.627
_exptl_absorpt_correction_T_max  0.9118
_exptl_absorpt_correction_T_min  0.8590
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2011)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.214
_refine_ls_extinction_coef       0.0028(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         2252
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0315
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0452P)²+1.7088P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0837
_refine_ls_wR_factor_ref         0.0851
_reflns_number_gt                2139
_reflns_number_total             2252
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt5788.cif
_cod_data_source_block           I
_cod_original_cell_volume        2227.66(8)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2233394
_cod_database_fobs_code          2233394
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_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
_atom_site_occupancy
_atom_site_symmetry_multiplicity
O O1 0.54033(3) 0.71776(14) 0.48409(4) 0.01865(19) Uani d . 1 1
N N1 0.49273(3) 0.74451(17) 0.59788(6) 0.0188(2) Uani d . 1 1
C C1 0.57362(4) 0.64493(18) 0.57066(6) 0.0155(2) Uani d . 1 1
H H1A 0.5680 0.4635 0.5765 0.019 Uiso calc R 1 1
C C2 0.55297(4) 0.78952(18) 0.62945(6) 0.0158(2) Uani d . 1 1
H H2 0.5593 0.9708 0.6247 0.019 Uiso calc R 1 1
C C3 0.63447(4) 0.68973(18) 0.59384(6) 0.0153(2) Uani d . 1 1
C C4 0.65167(4) 0.89815(19) 0.56318(6) 0.0178(2) Uani d . 1 1
H H4 0.6251 1.0145 0.5278 0.021 Uiso calc R 1 1
C C5 0.70746(4) 0.93689(19) 0.58397(6) 0.0192(2) Uani d . 1 1
H H5 0.7188 1.0799 0.5630 0.023 Uiso calc R 1 1
C C6 0.74672(4) 0.7676(2) 0.63521(6) 0.0195(2) Uani d . 1 1
H H6 0.7848 0.7934 0.6487 0.023 Uiso calc R 1 1
C C7 0.73012(4) 0.56042(19) 0.66658(6) 0.0205(2) Uani d . 1 1
H H7 0.7568 0.4444 0.7020 0.025 Uiso calc R 1 1
C C8 0.67424(4) 0.52294(19) 0.64605(6) 0.0179(2) Uani d . 1 1
H H8 0.6631 0.3815 0.6680 0.021 Uiso calc R 1 1
C C9 0.58301(4) 0.71185(18) 0.72263(6) 0.0155(2) Uani d . 1 1
C C10 0.62569(4) 0.85732(19) 0.77983(6) 0.0187(2) Uani d . 1 1
H H10 0.6360 1.0050 0.7599 0.022 Uiso calc R 1 1
C C11 0.65356(4) 0.7899(2) 0.86577(6) 0.0222(2) Uani d . 1 1
H H11A 0.6827 0.8911 0.9040 0.027 Uiso calc R 1 1
C C12 0.63889(4) 0.5752(2) 0.89591(6) 0.0215(2) Uani d . 1 1
H H12A 0.6576 0.5300 0.9548 0.026 Uiso calc R 1 1
C C13 0.59667(4) 0.42707(19) 0.83945(7) 0.0208(2) Uani d . 1 1
H H13 0.5866 0.2794 0.8597 0.025 Uiso calc R 1 1
C C14 0.56900(4) 0.49391(19) 0.75318(6) 0.0187(2) Uani d . 1 1
H H14 0.5404 0.3905 0.7148 0.022 Uiso calc R 1 1
H H1 0.5299(6) 0.572(3) 0.4526(11) 0.044(4) Uiso d . 1 1
H H11 0.4750(6) 0.857(3) 0.5560(9) 0.029(3) Uiso d . 1 1
H H12 0.4821(6) 0.777(3) 0.6421(9) 0.029(3) Uiso d . 1 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C1 O1 H1 105.9(10)
C2 N1 H11 107.7(9)
C2 N1 H12 108.9(8)
H11 N1 H12 106.3(12)
O1 C1 C3 111.09(7)
O1 C1 C2 107.56(7)
C3 C1 C2 112.40(8)
O1 C1 H1A 108.6
C3 C1 H1A 108.6
C2 C1 H1A 108.6
N1 C2 C9 110.70(8)
N1 C2 C1 107.78(7)
C9 C2 C1 111.81(8)
N1 C2 H2 108.8
C9 C2 H2 108.8
C1 C2 H2 108.8
C8 C3 C4 118.71(9)
C8 C3 C1 120.51(9)
C4 C3 C1 120.78(9)
C5 C4 C3 120.50(9)
C5 C4 H4 119.7
C3 C4 H4 119.7
C4 C5 C6 120.30(9)
C4 C5 H5 119.8
C6 C5 H5 119.8
C7 C6 C5 119.68(9)
C7 C6 H6 120.2
C5 C6 H6 120.2
C6 C7 C8 119.86(9)
C6 C7 H7 120.1
C8 C7 H7 120.1
C3 C8 C7 120.93(9)
C3 C8 H8 119.5
C7 C8 H8 119.5
C10 C9 C14 118.53(9)
C10 C9 C2 120.14(9)
C14 C9 C2 121.33(9)
C11 C10 C9 121.00(10)
C11 C10 H10 119.5
C9 C10 H10 119.5
C10 C11 C12 120.15(10)
C10 C11 H11A 119.9
C12 C11 H11A 119.9
C13 C12 C11 119.52(9)
C13 C12 H12A 120.2
C11 C12 H12A 120.2
C12 C13 C14 120.29(10)
C12 C13 H13 119.9
C14 C13 H13 119.9
C13 C14 C9 120.50(9)
C13 C14 H14 119.7
C9 C14 H14 119.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.4266(11)
O1 H1 0.928(18)
N1 C2 1.4822(12)
N1 H11 0.907(15)
N1 H12 0.927(15)
C1 C3 1.5169(13)
C1 C2 1.5433(13)
C1 H1A 1.0000
C2 C9 1.5133(12)
C2 H2 1.0000
C3 C8 1.3910(14)
C3 C4 1.3947(14)
C4 C5 1.3903(14)
C4 H4 0.9500
C5 C6 1.3881(14)
C5 H5 0.9500
C6 C7 1.3878(14)
C6 H6 0.9500
C7 C8 1.3926(14)
C7 H7 0.9500
C8 H8 0.9500
C9 C10 1.3903(14)
C9 C14 1.3974(14)
C10 C11 1.3900(14)
C10 H10 0.9500
C11 C12 1.3867(15)
C11 H11A 0.9500
C12 C13 1.3877(15)
C12 H12A 0.9500
C13 C14 1.3934(14)
C13 H13 0.9500
C14 H14 0.9500
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1 N1 5_666 0.93(2) 1.89(2) 2.8130(10) 172(2)
N1 H11 O1 5_676 0.91(2) 2.38(2) 3.1780(10) 148.0(10)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
O1 C1 C2 N1 54.01(9)
C3 C1 C2 N1 176.61(8)
O1 C1 C2 C9 175.90(7)
C3 C1 C2 C9 -61.50(10)
O1 C1 C3 C8 -142.45(9)
C2 C1 C3 C8 96.96(10)
O1 C1 C3 C4 37.40(12)
C2 C1 C3 C4 -83.18(10)
C8 C3 C4 C5 0.49(14)
C1 C3 C4 C5 -179.37(9)
C3 C4 C5 C6 0.34(15)
C4 C5 C6 C7 -0.79(15)
C5 C6 C7 C8 0.40(15)
C4 C3 C8 C7 -0.88(14)
C1 C3 C8 C7 178.98(9)
C6 C7 C8 C3 0.44(15)
N1 C2 C9 C10 -139.20(9)
C1 C2 C9 C10 100.61(10)
N1 C2 C9 C14 41.13(12)
C1 C2 C9 C14 -79.06(11)
C14 C9 C10 C11 -0.70(14)
C2 C9 C10 C11 179.61(9)
C9 C10 C11 C12 -0.23(15)
C10 C11 C12 C13 0.73(15)
C11 C12 C13 C14 -0.30(15)
C12 C13 C14 C9 -0.65(15)
C10 C9 C14 C13 1.14(14)
C2 C9 C14 C13 -179.18(9)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 20883
