#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:44:50 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179672 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/25/4512517.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_4512517
loop_
_publ_author_name
'Bąk, Joanna M.'
'Gajda, Roman'
'Woźniak, Krzysztof'
_publ_section_title
;
 New High Pressure Crystal Structures of 2,2-Dimethylbutane and
 2,3-Dimethylaniline: Combined X-ray, Raman, and Theoretical Studies
;
_journal_issue                   1
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              45
_journal_paper_doi               10.1021/cg500998g
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety         'C8 H11 N'
_chemical_formula_sum            'C8 H11 N'
_chemical_formula_weight         121.18
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2014-05-07
_audit_creation_method
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_cell_angle_alpha                90
_cell_angle_beta                 100.871(15)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.1685(4)
_cell_length_b                   5.5274(3)
_cell_length_c                   12.422(4)
_cell_measurement_reflns_used    1495
_cell_measurement_temperature    293.(2)
_cell_measurement_theta_max      24.2120
_cell_measurement_theta_min      5.9520
_cell_volume                     348.51(12)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293.(2)
_diffrn_measured_fraction_theta_full 0.267
_diffrn_measured_fraction_theta_max 0.213
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0572
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 0.267
_diffrn_reflns_Laue_measured_fraction_max 0.213
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            3839
_diffrn_reflns_point_group_measured_fraction_full 0.273
_diffrn_reflns_point_group_measured_fraction_max 0.216
_diffrn_reflns_theta_full        19.665
_diffrn_reflns_theta_max         23.288
_diffrn_reflns_theta_min         4.321
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  0.498
_exptl_absorpt_correction_T_min  0.365
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model (Absorb Angel (2004) J. Appl. Cryst. 37:486-492)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.155
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             132
_exptl_crystal_preparation       'mounted in a diamond-anvil cell '
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.055
_refine_diff_density_min         -0.041
_refine_diff_density_rms         0.012
_refine_ls_abs_structure_details
;
 Flack x determined using 148 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     84
_refine_ls_number_reflns         445
_refine_ls_number_restraints     37
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0347
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0595P)²+0.0076P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0840
_refine_ls_wR_factor_ref         0.0932
_reflns_Friedel_coverage         0.846
_reflns_Friedel_fraction_full    0.280
_reflns_Friedel_fraction_max     0.219
_reflns_number_gt                362
_reflns_number_total             445
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cg500998g_si_001.cif
_cod_data_source_block           DMA
_cod_depositor_comments
'Adding full bibliography for 4512517--4512518.cif.'
_cod_original_cell_volume        348.50(12)
_cod_database_code               4512517
#BEGIN Tags that were not found in dictionaries:
_shelxl_version_number           2013-4
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C4 \\sim C8 \\sim C1 \\sim C2 \\sim C6 \\sim C5: within 1.7A with sigma of 0.02
and sigma for terminal atoms of 0.04
C7 \\sim C9 \\sim N3: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C6(H6)
3.b X=CH2 refined with riding coordinates:
 N3(H3A,H3B)
3.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C7(H7A,H7B,H7C)
;
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
C2 C -0.4453(11) -0.9854(8) -0.1295(16) 0.049(10) Uani 1 1 d .
H2 H -0.4678 -0.9609 -0.0578 0.059 Uiso 1 1 calc R
N3 N -0.3461(16) -1.1101(8) -0.4510(17) 0.079(14) Uani 1 1 d .
H3A H -0.4354 -1.2225 -0.4890 0.095 Uiso 1 1 calc R
H3B H -0.2389 -1.0228 -0.4796 0.095 Uiso 1 1 calc R
C4 C -0.3740(16) -1.0706(9) -0.346(2) 0.045(10) Uani 1 1 d .
C5 C -0.5475(16) -1.2094(10) -0.296(2) 0.052(10) Uani 1 1 d .
H5 H -0.6389 -1.3365 -0.3351 0.062 Uiso 1 1 calc R
C6 C -0.5852(16) -1.1639(12) -0.193(2) 0.053(10) Uani 1 1 d .
H6 H -0.7079 -1.2548 -0.1645 0.064 Uiso 1 1 calc R
C9 C -0.0504(11) -0.7262(10) -0.3323(15) 0.065(13) Uani 1 1 d .
H9A H -0.1147 -0.7210 -0.4100 0.098 Uiso 1 1 calc GR
H9B H 0.1236 -0.7943 -0.3179 0.098 Uiso 1 1 calc GR
H9C H -0.0448 -0.5651 -0.3030 0.098 Uiso 1 1 calc GR
C1 C -0.2691(12) -0.8418(7) -0.1741(16) 0.045(9) Uani 1 1 d .
C7 C -0.1139(13) -0.6543(8) -0.1009(17) 0.070(18) Uani 1 1 d .
H7A H -0.1693 -0.6529 -0.0313 0.105 Uiso 1 1 calc GR
H7B H -0.1438 -0.4978 -0.1345 0.105 Uiso 1 1 calc GR
H7C H 0.0704 -0.6926 -0.0902 0.105 Uiso 1 1 calc GR
C8 C -0.2329(11) -0.8815(6) -0.2783(15) 0.040(9) Uani 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 0.0015 0.0009 '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 0.0030 0.0019 '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
C6 C2 C1 119.3(17)
N3 C4 C5 121.9(14)
N3 C4 C8 122.8(9)
C5 C4 C8 115.3(19)
C6 C5 C4 122.2(13)
C5 C6 C2 121.4(10)
C2 C1 C7 117.6(15)
C8 C1 C2 120.1(11)
C8 C1 C7 122.2(8)
C4 C8 C9 115.9(15)
C1 C8 C4 121.7(9)
C1 C8 C9 122.4(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C2 C6 1.380(19)
C2 C1 1.399(13)
N3 C4 1.36(3)
C4 C5 1.411(16)
C4 C8 1.450(19)
C5 C6 1.35(3)
C9 C8 1.522(12)
C1 C7 1.507(16)
C1 C8 1.36(2)
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
C2 C1 C8 C4 0.3(13)
C2 C1 C8 C9 178.1(6)
N3 C4 C5 C6 -177.0(13)
N3 C4 C8 C9 0.5(14)
N3 C4 C8 C1 178.4(11)
C4 C5 C6 C2 -3(2)
C5 C4 C8 C9 -178.5(8)
C5 C4 C8 C1 -0.5(13)
C6 C2 C1 C7 -178.1(7)
C6 C2 C1 C8 -1.3(12)
C1 C2 C6 C5 2.8(17)
C7 C1 C8 C4 176.9(7)
C7 C1 C8 C9 -5.3(13)
C8 C4 C5 C6 2.0(17)
