#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:31:29 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180398 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/67/7206737.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_7206737
loop_
_publ_author_name
'Marelli, Elena'
'Casati, Nicola'
'Gozzo, Fabia'
'Macchi, Piero'
'Simoncic, Petra'
'Sironi, Angelo'
_publ_section_title
;
 High pressure modification of organic NLO materials: large conformational
 re-arrangement of 4-aminobenzophenone
;
_journal_issue                   22
_journal_name_full               CrystEngComm
_journal_page_first              6845
_journal_paper_doi               10.1039/c1ce05742a
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C13 H11 N O'
_chemical_formula_sum            'C13 H11 N O'
_chemical_formula_weight         197.23
_chemical_name_common            4-amino-benzophenone
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 90.47(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.9530(18)
_cell_length_b                   3.8650(8)
_cell_length_c                   13.081(3)
_cell_measurement_temperature    295(2)
_cell_volume                     452.63(17)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_pressure         1000000
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.380
_diffrn_measured_fraction_theta_max 0.380
_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  0.0509
_diffrn_reflns_av_sigmaI/netI    0.0824
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            1443
_diffrn_reflns_theta_full        25.07
_diffrn_reflns_theta_max         25.07
_diffrn_reflns_theta_min         4.55
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.8
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
DAC absorption corrected with Absorb 6.0 (gaussian)
(R.J. Angel, J. Appl. Cryst. 2004, 37(3), 486)
Crystal absorption corrected with SADABS (empirical)
Area-Detector Absorption Correction,
(Siemens Industrial Automation, Inc.: Madison, WI, 1996)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             208
_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.161
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     37
_refine_ls_number_reflns         632
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.1197
_refine_ls_R_factor_gt           0.0745
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0526P)²+0.6697P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1431
_refine_ls_wR_factor_ref         0.1658
_reflns_number_gt                401
_reflns_number_total             632
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ce05742a.txt
_cod_data_source_block           4abp31
_cod_original_cell_volume        452.63(16)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7206737
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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
_atom_site_refinement_flags
C1 C 0.3713(9) 0.2017(19) 0.2849(13) 0.039(3) Uiso 1 1 d .
N1 N 0.9755(7) 0.3835(16) 0.3980(12) 0.056(3) Uiso 1 1 d .
H1A H 1.0474 0.2916 0.3643 0.085 Uiso 1 1 calc R
H1B H 0.9942 0.4987 0.4528 0.085 Uiso 1 1 calc R
O1 O 0.2790(7) 0.2878(17) 0.3520(9) 0.0573(19) Uiso 1 1 d .
C11 C 0.3117(6) 0.0459(12) 0.1885(7) 0.032(2) Uiso 1 1 d G
C12 C 0.1812(6) -0.1454(13) 0.1988(7) 0.040(3) Uiso 1 1 d G
H12 H 0.1420 -0.1853 0.2633 0.048 Uiso 1 1 calc R
C13 C 0.1094(5) -0.2772(14) 0.1126(7) 0.039(3) Uiso 1 1 d G
H13 H 0.0221 -0.4052 0.1195 0.047 Uiso 1 1 calc R
C14 C 0.1680(6) -0.2177(17) 0.0161(7) 0.047(3) Uiso 1 1 d G
H14 H 0.1200 -0.3059 -0.0415 0.057 Uiso 1 1 calc R
C15 C 0.2985(6) -0.0264(16) 0.0058(7) 0.050(3) Uiso 1 1 d G
H15 H 0.3377 0.0134 -0.0587 0.060 Uiso 1 1 calc R
C16 C 0.3703(5) 0.1054(13) 0.0920(7) 0.032(2) Uiso 1 1 d G
H16 H 0.4576 0.2334 0.0851 0.038 Uiso 1 1 calc R
C21 C 0.5332(4) 0.2559(11) 0.3042(7) 0.035(2) Uiso 1 1 d G
C22 C 0.6472(6) 0.1164(12) 0.2457(6) 0.036(2) Uiso 1 1 d G
H22 H 0.6244 -0.0071 0.1865 0.043 Uiso 1 1 calc R
C23 C 0.7953(5) 0.1614(16) 0.2755(7) 0.042(3) Uiso 1 1 d G
H23 H 0.8716 0.0680 0.2363 0.050 Uiso 1 1 calc R
C24 C 0.8294(4) 0.3459(19) 0.3638(7) 0.036(3) Uiso 1 1 d G
C25 C 0.7154(6) 0.4854(17) 0.4224(6) 0.043(3) Uiso 1 1 d G
H25 H 0.7382 0.6089 0.4815 0.051 Uiso 1 1 calc R
C26 C 0.5673(5) 0.4404(12) 0.3926(6) 0.043(3) Uiso 1 1 d G
H26 H 0.4910 0.5338 0.4318 0.052 Uiso 1 1 calc 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
O1 C1 C21 119.4(11)
O1 C1 C11 117.7(7)
C21 C1 C11 122.9(10)
C12 C11 C16 120.0
C12 C11 C1 115.3(6)
C16 C11 C1 124.4(6)
C11 C12 C13 120.0
C14 C13 C12 120.0
C15 C14 C13 120.0
C14 C15 C16 120.0
C15 C16 C11 120.0
C22 C21 C26 120.0
C22 C21 C1 124.9(7)
C26 C21 C1 115.0(7)
C23 C22 C21 120.0
C22 C23 C24 120.0
N1 C24 C23 121.5(6)
N1 C24 C25 118.5(6)
C23 C24 C25 120.0
C26 C25 C24 120.0
C25 C26 C21 120.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.255(13)
C1 C21 1.484(9)
C1 C11 1.492(14)
N1 C24 1.386(8)
C11 C12 1.3900
C11 C16 1.3900
C12 C13 1.3900
C13 C14 1.3900
C14 C15 1.3900
C15 C16 1.3900
C21 C22 1.3900
C21 C26 1.3900
C22 C23 1.3900
C23 C24 1.3900
C24 C25 1.3900
C25 C26 1.3900
