#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/17/2201715.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_2201715
loop_
_publ_author_name
'Andrew Parkin'
'Simon Parsons'
_publ_section_title
;
 N,N'-Dimethylpiperazine, grown at 270K and studied at 220K
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o981
_journal_page_last               o982
_journal_paper_doi               10.1107/S1600536802013594
_journal_volume                  58
_journal_year                    2002
_chemical_formula_iupac          'C6 H14 N2'
_chemical_formula_moiety         'C6 H14 N2'
_chemical_formula_sum            'C6 H14 N2'
_chemical_formula_weight         114.19
_chemical_melting_point          270
_chemical_name_common            N,N-dimethylpiperazine
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 99.903(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.8083(9)
_cell_length_b                   10.9298(19)
_cell_length_c                   5.7575(8)
_cell_measurement_reflns_used    85
_cell_measurement_temperature    220(2)
_cell_measurement_theta_max      22.0
_cell_measurement_theta_min      15.0
_cell_volume                     360.06(10)
_computing_cell_refinement       DIF4
_computing_data_collection       'DIF4 (Stoe & Cie, 1990)'
_computing_data_reduction        'REDU4 (Stoe & Cie, 1990)'
_computing_molecular_graphics    SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 1997)'
_diffrn_ambient_temperature      220(2)
_diffrn_measured_fraction_theta_full 0.96
_diffrn_measured_fraction_theta_max 0.96
_diffrn_measurement_device_type  'Stoe Stadi-4 four-circle'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.027
_diffrn_reflns_av_sigmaI/netI    0.018
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            2463
_diffrn_reflns_theta_full        69.8
_diffrn_reflns_theta_max         69.7
_diffrn_reflns_theta_min         7.7
_diffrn_standards_decay_%        6
_diffrn_standards_interval_time  30
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.50
_exptl_absorpt_correction_T_max  0.840
_exptl_absorpt_correction_T_min  0.761
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'[MULABS (Spek, 1998), based on the method of Blessing (1995)]'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.053
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cylinder
_exptl_crystal_F_000             128
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_exptl_crystal_size_rad          0.15
_refine_diff_density_max         0.16
_refine_diff_density_min         -0.10
_refine_ls_extinction_coef       0.087(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.10
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     39
_refine_ls_number_reflns         646
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.10
_refine_ls_R_factor_all          0.041
_refine_ls_R_factor_gt           0.038
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0530P)²+0.0372P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.104
_refine_ls_wR_factor_ref         0.107
_reflns_number_gt                590
_reflns_number_total             646
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ya6123.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2201715
_cod_database_fobs_code          2201715
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C1 0.3206(2) 0.13775(12) 0.3157(2) 0.0669(5) Uani d . 1 . . C
H1A 0.2967 0.2256 0.3085 0.100 Uiso calc R 1 . . H
H1B 0.4847 0.1198 0.3192 0.100 Uiso calc R 1 . . H
H1C 0.2725 0.1058 0.4571 0.100 Uiso calc R 1 . . H
N1 0.18206(17) 0.08079(9) 0.10903(17) 0.0530(4) Uani d . 1 . . N
C2 -0.0636(2) 0.11075(10) 0.0942(2) 0.0573(4) Uani d . 1 . . C
H2A -0.0836 0.1997 0.0840 0.069 Uiso calc R 1 . . H
H2B -0.1175 0.0827 0.2374 0.069 Uiso calc R 1 . . H
C3 -0.2093(2) 0.05179(11) -0.1179(2) 0.0569(4) Uani d . 1 . . C
H3A -0.3741 0.0728 -0.1229 0.068 Uiso calc R 1 . . H
H3B -0.1615 0.0833 -0.2617 0.068 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1 0.0666(8) 0.0617(8) 0.0698(9) -0.0056(6) 0.0045(6) -0.0049(6)
N1 0.0539(6) 0.0454(6) 0.0593(7) -0.0006(4) 0.0084(4) 0.0005(4)
C2 0.0607(8) 0.0447(6) 0.0667(8) 0.0078(5) 0.0112(6) -0.0011(5)
C3 0.0551(7) 0.0491(7) 0.0652(8) 0.0079(5) 0.0066(5) 0.0039(5)
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
N1 C1 H1A . . 109.5
N1 C1 H1B . . 109.5
H1A C1 H1B . . 109.5
N1 C1 H1C . . 109.5
H1A C1 H1C . . 109.5
H1B C1 H1C . . 109.5
C2 N1 C1 . . 110.54(10)
C2 N1 C3 . 3 109.02(9)
C1 N1 C3 . 3 110.79(10)
N1 C2 C3 . . 111.15(10)
N1 C2 H2A . . 109.4
C3 C2 H2A . . 109.4
N1 C2 H2B . . 109.4
C3 C2 H2B . . 109.4
H2A C2 H2B . . 108.0
N1 C3 C2 3 . 110.78(10)
N1 C3 H3A 3 . 109.5
C2 C3 H3A . . 109.5
N1 C3 H3B 3 . 109.5
C2 C3 H3B . . 109.5
H3A C3 H3B . . 108.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 . 1.4566(15) ?
C1 H1A . 0.9700 ?
C1 H1B . 0.9700 ?
C1 H1C . 0.9700 ?
N1 C2 . 1.4523(15) ?
N1 C3 3 1.4577(15) ?
C2 C3 . 1.5054(17) ?
C2 H2A . 0.9800 ?
C2 H2B . 0.9800 ?
C3 N1 3 1.4577(15) ?
C3 H3A . 0.9800 ?
C3 H3B . 0.9800 ?
