#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/17/4111797.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_4111797
loop_
_publ_author_name
'Hang Yin'
'Gui-in Lee'
'Kristine A. Sedey'
'Olaf Kutzki'
'Hyung Soon Park'
'Brendan P. Orner'
'Justin T. Ernst'
'Hong-Gang Wang'
'Said M. Sebti'
'Andrew D. Hamilton'
_publ_contact_author
;
     Prof. Andrew D. Hamilton
     Department of Chemistry
     Yale University
     225 Prospect St
     PO Box 208107
     New Haven, CT 06520-8107
     USA
;
_publ_contact_author_email       andrew.hamilton@yale.edu
_publ_contact_author_fax         '+203 432 3221'
_publ_contact_author_phone       '+203 432 5570'
_publ_section_title
;
 Terphenyl-Based Bak BH3 α-Helical Proteomimetics as Low-Molecular-Weight
 Antagonists of Bcl-xL
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10191
_journal_page_last               10196
_journal_paper_doi               10.1021/ja050122x
_journal_volume                  127
_journal_year                    2005
_chemical_formula_moiety         'C21 H19 N O3 '
_chemical_formula_sum            'C21 H19 N O3'
_chemical_formula_weight         333.39
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_date             'Thu Oct 22 12:38:17 1998'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90
_cell_angle_beta                 92.327(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.3411(3)
_cell_length_b                   11.494(1)
_cell_length_c                   17.698(1)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    296.2
_cell_measurement_theta_max      0.0
_cell_measurement_theta_min      0.0
_cell_volume                     1695.35(19)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        teXsan
_computing_publication_material  teXsan
_computing_structure_refinement  teXsan
_diffrn_ambient_temperature      296.2
_diffrn_measurement_device       unknown
_diffrn_measurement_method       'omega scans with profile analysis'
_diffrn_orient_matrix_UB_11      0.00000
_diffrn_orient_matrix_UB_12      0.00000
_diffrn_orient_matrix_UB_13      0.00000
_diffrn_orient_matrix_UB_21      0.00000
_diffrn_orient_matrix_UB_22      0.00000
_diffrn_orient_matrix_UB_23      0.00000
_diffrn_orient_matrix_UB_31      0.00000
_diffrn_orient_matrix_UB_32      0.00000
_diffrn_orient_matrix_UB_33      0.00000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoKalpha
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.00
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            3622
_diffrn_reflns_theta_max         26.57
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            unknown
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_description       unknown
_exptl_crystal_F_000             704.00
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.000
_refine_diff_density_max         0.24
_refine_diff_density_min         -0.22
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   2.828
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         2333
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0496
_refine_ls_shift/esd_max         0.0001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         0.0621
_reflns_number_observed          2333
_reflns_number_total             3622
_reflns_observed_criterion       3.00
_cod_data_source_file            ja050122xsi20050117_041724.cif
_cod_data_source_block           ADH
_cod_original_cell_volume        1695.4(2)
_cod_original_sg_symbol_H-M      'P 21/n     '
_cod_original_formula_sum        'C21 H19 N O3 '
_cod_database_code               4111797
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
1/2-x,1/2+y,1/2-z
'   -x,   -y,   -z'
1/2+x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
O(1) 1.0295(2) 0.0224(2) -0.1478(1) 0.1129(8) Uij
O(2) 1.1883(2) 0.1029(2) -0.0682(1) 0.0958(7) Uij
O(3) -0.2511(2) 0.5965(1) 0.26065(9) 0.0715(5) Uij
N(1) 1.0544(2) 0.0804(2) -0.0915(1) 0.0607(7) Uij
C(1) 0.9192(2) 0.1292(2) -0.0523(1) 0.0489(6) Uij
C(2) 0.9537(2) 0.2183(2) -0.0022(1) 0.0546(7) Uij
C(3) 0.8328(2) 0.2732(2) 0.0334(1) 0.0525(6) Uij
C(4) 0.6759(2) 0.2401(2) 0.0183(1) 0.0458(6) Uij
C(5) 0.6464(2) 0.1473(2) -0.0301(1) 0.0505(6) Uij
C(6) 0.7648(2) 0.0871(2) -0.0668(1) 0.0479(6) Uij
C(7) 0.7191(3) -0.0171(2) -0.1138(1) 0.0666(8) Uij
C(8) 0.5415(2) 0.3004(2) 0.0551(1) 0.0448(6) Uij
C(9) 0.5405(2) 0.3036(2) 0.1333(1) 0.0543(6) Uij
C(10) 0.4145(2) 0.3502(2) 0.1703(1) 0.0540(6) Uij
C(11) 0.2857(2) 0.3984(2) 0.1300(1) 0.0463(6) Uij
C(12) 0.2928(2) 0.4001(2) 0.0514(1) 0.0454(6) Uij
C(13) 0.4172(2) 0.3529(2) 0.0126(1) 0.0438(6) Uij
C(14) 0.4152(2) 0.3608(2) -0.0724(1) 0.0540(6) Uij
C(15) 0.1453(2) 0.4468(2) 0.1674(1) 0.0461(6) Uij
C(16) 0.0996(2) 0.5604(2) 0.1527(1) 0.0542(7) Uij
C(17) -0.0313(2) 0.6100(2) 0.1841(1) 0.0607(7) Uij
C(18) -0.1212(2) 0.5436(2) 0.2312(1) 0.0523(7) Uij
C(19) -0.0799(2) 0.4307(2) 0.2460(1) 0.0521(6) Uij
C(20) 0.0529(2) 0.3797(2) 0.2158(1) 0.0479(6) Uij
C(21) 0.0906(3) 0.2559(2) 0.2344(2) 0.0767(9) Uij
H(1) 1.0618 0.2417 0.0076 0.0655 Uij
H(2) 0.8567 0.3340 0.0685 0.0630 Uij
H(3) 0.5383 0.1233 -0.0388 0.0606 Uij
H(4) 0.7308 0.0005 -0.1657 0.0799 Uij
H(5) 0.6107 -0.0372 -0.1057 0.0799 Uij
H(6) 0.7869 -0.0805 -0.0997 0.0799 Uij
H(7) 0.6293 0.2728 0.1620 0.0651 Uij
H(8) 0.4157 0.3493 0.2240 0.0649 Uij
H(9) 0.2071 0.4357 0.0230 0.0545 Uij
H(10) 0.3684 0.4326 -0.0882 0.0648 Uij
H(11) 0.5219 0.3565 -0.0890 0.0648 Uij
H(12) 0.3540 0.2983 -0.0936 0.0648 Uij
H(13) 0.1612 0.6057 0.1196 0.0651 Uij
H(14) -0.0594 0.6886 0.1735 0.0728 Uij
H(15) -0.1445 0.3859 0.2780 0.0626 Uij
H(16) 0.1622 0.2529 0.2775 0.0921 Uij
H(17) -0.0056 0.2159 0.2450 0.0921 Uij
H(18) 0.1391 0.2202 0.1927 0.0921 Uij
H(19) -0.3022 0.5470 0.2977 0.0785 Uij
loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0 84 0.003 0.002 'International Tables'
H 0 76 0.000 0.000 'International Tables'
N 0 4 0.006 0.003 'International Tables'
O 0 12 0.011 0.006 'International Tables'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O(1) N(1) O(2) 121.8(2) yes
O(1) N(1) C(1) 119.6(2) yes
O(2) N(1) C(1) 118.6(2) yes
N(1) C(1) C(2) 116.5(2) yes
N(1) C(1) C(6) 120.4(2) yes
C(2) C(1) C(6) 123.1(2) yes
C(1) C(2) C(3) 120.1(2) yes
C(2) C(3) C(4) 119.7(2) yes
C(3) C(4) C(5) 118.4(2) yes
C(3) C(4) C(8) 120.8(2) yes
C(5) C(4) C(8) 120.7(2) yes
C(4) C(5) C(6) 124.2(2) yes
C(1) C(6) C(5) 114.3(2) yes
C(1) C(6) C(7) 126.4(2) yes
C(5) C(6) C(7) 119.2(2) yes
C(4) C(8) C(9) 118.9(2) yes
C(4) C(8) C(13) 121.5(2) yes
C(9) C(8) C(13) 119.5(2) yes
C(8) C(9) C(10) 121.6(2) yes
C(9) C(10) C(11) 120.4(2) yes
C(10) C(11) C(12) 117.2(2) yes
C(10) C(11) C(15) 122.3(2) yes
C(12) C(11) C(15) 120.6(2) yes
C(11) C(12) C(13) 123.7(2) yes
C(8) C(13) C(12) 117.5(2) yes
C(8) C(13) C(14) 122.9(2) yes
C(12) C(13) C(14) 119.7(2) yes
C(11) C(15) C(16) 119.2(2) yes
C(11) C(15) C(20) 122.1(2) yes
C(16) C(15) C(20) 118.6(2) yes
C(15) C(16) C(17) 122.4(2) yes
C(16) C(17) C(18) 118.5(2) yes
O(3) C(18) C(17) 116.4(2) yes
O(3) C(18) C(19) 123.3(2) yes
C(17) C(18) C(19) 120.3(2) yes
C(18) C(19) C(20) 122.0(2) yes
C(15) C(20) C(19) 118.1(2) yes
C(15) C(20) C(21) 122.9(2) yes
C(19) C(20) C(21) 119.0(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) N(1) 1.210(2) yes
O(2) N(1) 1.203(2) yes
O(3) C(18) 1.364(2) yes
N(1) C(1) 1.460(3) yes
C(1) C(2) 1.377(3) yes
C(1) C(6) 1.390(3) yes
C(2) C(3) 1.365(3) yes
C(3) C(4) 1.378(3) yes
C(4) C(5) 1.384(3) yes
C(4) C(8) 1.490(3) yes
C(5) C(6) 1.389(3) yes
C(6) C(7) 1.498(3) yes
C(8) C(9) 1.385(3) yes
C(8) C(13) 1.392(3) yes
C(9) C(10) 1.369(3) yes
C(10) C(11) 1.381(3) yes
C(11) C(12) 1.395(3) yes
C(11) C(15) 1.478(3) yes
C(12) C(13) 1.378(3) yes
C(13) C(14) 1.507(3) yes
C(15) C(16) 1.382(3) yes
C(15) C(20) 1.404(3) yes
C(16) C(17) 1.369(3) yes
C(17) C(18) 1.375(3) yes
C(18) C(19) 1.365(3) yes
C(19) C(20) 1.380(3) yes
C(20) C(21) 1.491(3) yes
