#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/48/2004882.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_2004882
loop_
_publ_author_name
'Frampton, C. S.'
_publ_section_title
;
 1,1-Diamino-2,2-dicyanoethene
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1218
_journal_page_last               1220
_journal_paper_doi               10.1107/S0108270195015721
_journal_volume                  52
_journal_year                    1996
_chemical_formula_iupac          'C4 H4 N4'
_chemical_formula_sum            'C4 H4 N4'
_chemical_formula_weight         108.10
_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'
_cell_angle_alpha                90.
_cell_angle_beta                 100.345(9)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   8.444(2)
_cell_length_b                   5.015(2)
_cell_length_c                   12.5573(9)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    290.0
_cell_measurement_theta_max      18.5
_cell_measurement_theta_min      13.1
_cell_volume                     523.1(2)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1993a)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1993b)'
_computing_molecular_graphics    TEXSAN
_computing_publication_material  TEXSAN
_computing_structure_refinement  TEXSAN
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      290.0
_diffrn_measurement_device       'Rigaku AFC-7R'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'RU 200 Rigaku rotating Mo anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0096
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            1220
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         3.30
_diffrn_standards_decay_%        0.70
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.965
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   Tompa_analytical
_exptl_crystal_colour            'pale pink'
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_meas      ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             224
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.13
_refine_diff_density_min         -0.12
_refine_ls_extinction_coef       84.58906
_refine_ls_extinction_method     'Zachariasen type II, Gaussian isotropic'
_refine_ls_goodness_of_fit_obs   2.590
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     90
_refine_ls_number_reflns         899
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_obs          0.0320
_refine_ls_shift/esd_max         <0.0001
_refine_ls_shift/esd_mean        0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      'sigma; w = 1/[\s^2^(F~o~)]'
_refine_ls_wR_factor_all         0.0403
_refine_ls_wR_factor_obs         0.0390
_reflns_number_observed          899
_reflns_number_total             1145
_reflns_observed_criterion       I>2.5\s(I)
_cod_data_source_file            ha1153.cif
_cod_data_source_block           ha1153
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2004882
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'   -x,1/2+y,1/2-z'
'   -x,   -y,   -z'
'   +x,1/2-y,1/2+z'
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
N(1) 0.0620(8) 0.0531(8) 0.0399(7) 0.0085(7) 0.0058(6) 0.0043(6)
N(2) 0.0592(8) 0.0574(8) 0.0405(7) 0.0152(6) 0.0106(6) 0.0047(6)
N(3) 0.0759(9) 0.0544(8) 0.0704(9) 0.0114(8) 0.0173(7) -0.0006(7)
N(4) 0.0697(9) 0.0870(10) 0.0385(7) 0.0137(8) 0.0076(6) 0.0004(7)
C(1) 0.0389(6) 0.0407(7) 0.0406(7) -0.0048(6) 0.0059(5) 0.0029(5)
C(2) 0.0433(7) 0.0428(7) 0.0407(7) -0.0016(6) 0.0052(5) -0.0007(6)
C(3) 0.0517(8) 0.0420(7) 0.0459(8) -0.0046(7) 0.0083(6) -0.0020(6)
C(4) 0.0490(8) 0.0538(8) 0.0413(7) 0.0014(6) 0.0094(6) -0.0058(6)
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
N(1) 0.1947(2) 0.5781(3) -0.05932(10) 0.0521 Uani
N(2) 0.3630(2) 0.2739(3) 0.0370(1) 0.0522 Uani
N(3) 0.0368(2) 0.9761(3) 0.1368(1) 0.0664 Uani
N(4) 0.3822(2) 0.4032(3) 0.31350(10) 0.0651 Uani
C(1) 0.2642(2) 0.4808(3) 0.03629(10) 0.0402 Uani
C(2) 0.2355(2) 0.5932(3) 0.1342(1) 0.0425 Uani
C(3) 0.1264(2) 0.8045(3) 0.1359(1) 0.0466 Uani
C(4) 0.3151(2) 0.4892(3) 0.2333(1) 0.0478 Uani
H(1) 0.127(2) 0.717(4) -0.065(1) 0.071(5) Uiso
H(2) 0.213(2) 0.492(3) -0.121(2) 0.072(5) Uiso
H(3) 0.413(2) 0.204(4) 0.099(1) 0.073(5) Uiso
H(4) 0.385(2) 0.208(3) -0.031(1) 0.066(5) Uiso
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.003 0.002 'International Tables'
H 0.000 0.000 'International Tables'
N 0.006 0.003 'International Tables'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
0 1 4
-1 1 4
1 0 4
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
N(1) C(1) N(2) 117.80(10) yes
N(1) C(1) C(2) 121.50(10) yes
N(2) C(1) C(2) 120.70(10) yes
C(1) C(2) C(3) 121.90(10) yes
C(1) C(2) C(4) 119.60(10) yes
C(3) C(2) C(4) 118.50(10) yes
N(3) C(3) C(2) 179.60(10) yes
N(4) C(4) C(2) 178.90(10) yes
C(1) N(1) H(1) 122.0(10) no
C(1) N(1) H(2) 118.0(10) no
H(1) N(1) H(2) 119.0(10) no
C(1) N(2) H(3) 121.0(10) no
C(1) N(2) H(4) 119.0(10) no
H(3) N(2) H(4) 119.0(10) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) C(2) 1.413(2) yes
N(1) C(1) 1.331(2) yes
N(2) C(1) 1.330(2) yes
C(2) C(3) 1.407(2) yes
C(2) C(4) 1.404(2) yes
N(3) C(3) 1.148(2) yes
N(4) C(4) 1.148(2) yes
N(1) H(1) 0.90(2) yes
N(1) H(2) 0.92(2) yes
N(2) H(3) 0.89(2) yes
N(2) H(4) 0.96(2) yes
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
N(3) H(1) 2.15(2) 3_575 yes
N(4) H(4) 2.03(2) 4 yes
N(4) H(3) 2.41(2) 2_655 yes
N(4) H(2) 2.66(2) 4 yes
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
_geom_torsion_publ_flag
N(1) C(1) C(2) C(3) 3.2(2) yes
N(1) C(1) C(2) C(4) -178.10(10) yes
N(2) C(1) C(2) C(3) -177.20(10) yes
N(2) C(1) C(2) C(4) 1.5(2) yes
