#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:39:56 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178401 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/23/4022315.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_4022315
loop_
_publ_author_name
'Michael H. Howard'
'Victor Alexander'
'William J. Marshall'
'D. Christopher Roe'
'Ya-Jun Zheng'
_publ_section_title
;
 Reaction of 2,2-Bis(trifluoromethyl)-1,1-dicyanoethylene with
 6,6-Dimethylfulvene: Cycloadditions and a Rearrangement
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              120
_journal_page_last               129
_journal_paper_doi               10.1021/jo0265333
_journal_volume                  68
_journal_year                    2003
_chemical_formula_moiety         'C14 H10 N4'
_chemical_formula_sum            'C14 H10 N4'
_chemical_formula_weight         234.26
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.00(1)
_cell_angle_beta                 90.00(1)
_cell_angle_gamma                90.00(1)
_cell_formula_units_Z            8
_cell_length_a                   14.592(1)
_cell_length_b                   14.909(1)
_cell_length_c                   11.280(1)
_cell_volume                     2453.99
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_number            13704
_diffrn_reflns_theta_max         24.10
_diffrn_reflns_theta_min         2.25
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_description       'irregular block'
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.370
_exptl_crystal_size_min          0.260
_refine_diff_density_max         0.19
_refine_ls_goodness_of_fit_obs   2.49
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         2826
_refine_ls_R_factor_obs          4.77
_refine_ls_shift/esd_max         0.00
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      biweight
_refine_ls_wR_factor_obs         5.09
_reflns_number_gt                12837
_reflns_number_total             13704
_reflns_threshold_expression     I>3.00\sI
_cod_data_source_file            jo0265333-2_s1_4.cif
_cod_data_source_block           A_TEXRAY.INF_file_is_not_p
_cod_database_code               4022315
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_B_iso_or_equiv
_atom_site_occupancy
N(11) 0.5110(2) 0.1646(2) 0.5304(2) 3.4(1) 1.0
N(12) 0.6320(2) 0.3027(2) 0.2338(2) 3.7(1) 1.0
N(13) 0.5311(2) -0.0429(2) 0.3555(2) 3.3(1) 1.0
N(14) 0.6163(1) 0.0978(2) 0.0475(2) 3.3(1) 1.0
N(31) 0.4590(1) 0.0904(2) 0.8171(2) 3.3(1) 1.0
N(32) 0.7492(2) 0.0924(2) 0.7353(2) 3.8(1) 1.0
N(33) 0.4996(2) -0.1006(2) 1.0137(2) 4.1(1) 1.0
N(34) 0.7833(2) -0.1076(2) 0.9103(3) 4.8(1) 1.0
C(1) 0.5032(1) 0.1916(2) 0.3017(2) 2.2(1) 1.0
C(2) 0.5023(1) 0.0994(2) 0.2264(2) 2.3(1) 1.0
C(3) 0.3983(1) 0.0967(2) 0.1796(2) 2.5(1) 1.0
C(4) 0.3924(2) 0.1706(2) 0.0896(2) 2.8(1) 1.0
C(5) 0.3957(2) 0.2479(2) 0.1463(2) 2.9(1) 1.0
C(6) 0.4017(2) 0.2281(2) 0.2778(2) 2.5(1) 1.0
C(7) 0.3516(2) 0.1396(2) 0.2857(2) 2.5(1) 1.0
C(8) 0.2889(2) 0.1095(2) 0.3623(2) 3.0(1) 1.0
C(9) 0.2552(2) 0.1657(3) 0.4628(3) 4.4(1) 1.0
C(10) 0.2453(2) 0.0197(2) 0.3493(3) 3.9(1) 1.0
C(11) 0.5110(2) 0.1746(2) 0.4301(2) 2.5(1) 1.0
C(12) 0.5756(2) 0.2538(2) 0.2644(2) 2.6(1) 1.0
C(13) 0.5207(2) 0.0202(2) 0.3004(2) 2.5(1) 1.0
C(14) 0.5680(2) 0.1001(2) 0.1273(2) 2.6(1) 1.0
C(21) 0.6010(1) -0.0058(2) 0.7539(2) 2.4(1) 1.0
C(22) 0.6142(2) -0.0932(2) 0.8363(2) 2.6(1) 1.0
C(23) 0.5914(2) -0.1726(2) 0.7457(2) 2.6(1) 1.0
C(24) 0.6695(2) -0.1720(2) 0.6573(2) 3.1(1) 1.0
C(25) 0.6615(2) -0.0997(2) 0.5904(2) 2.9(1) 1.0
C(26) 0.5760(2) -0.0498(2) 0.6299(2) 2.5(1) 1.0
C(27) 0.5176(2) -0.1265(2) 0.6727(2) 2.3(1) 1.0
C(28) 0.4303(2) -0.1484(2) 0.6507(2) 2.6(1) 1.0
C(29) 0.3873(2) -0.2316(2) 0.6970(2) 3.1(1) 1.0
C(30) 0.3717(2) -0.0928(2) 0.5691(2) 3.2(1) 1.0
C(31) 0.5220(2) 0.0490(2) 0.7923(2) 2.6(1) 1.0
C(32) 0.6841(2) 0.0505(2) 0.7462(2) 2.7(1) 1.0
C(33) 0.5501(2) -0.0953(2) 0.9364(2) 2.9(1) 1.0
C(34) 0.7091(2) -0.0999(2) 0.8805(2) 3.2(1) 1.0
H(3) 0.3769 0.0391 0.1561 3.5 1.0
H(4) 0.3871 0.1601 0.0068 3.8 1.0
H(5) 0.3947 0.3070 0.1149 3.9 1.0
H(6) 0.3817 0.2742 0.3300 3.5 1.0
H(9) 0.2740 0.1400 0.5355 5.4 1.0
H(9') 0.1905 0.1695 0.4599 5.4 1.0
H(9") 0.2807 0.2246 0.4559 5.4 1.0
H(10) 0.1840 0.0268 0.3221 4.9 1.0
H(10') 0.2449 -0.0100 0.4237 4.9 1.0
H(10") 0.2788 -0.0150 0.2934 4.9 1.0
H(23) 0.5759 -0.2286 0.7808 3.6 1.0
H(24) 0.7150 -0.2180 0.6540 4.1 1.0
H(25) 0.7003 -0.0792 0.5282 3.9 1.0
H(26) 0.5490 -0.0104 0.5735 3.5 1.0
H(29) 0.3745 -0.2713 0.6334 4.1 1.0
H(29') 0.3316 -0.2168 0.7365 4.1 1.0
H(29") 0.4278 -0.2600 0.7515 4.1 1.0
H(30) 0.3149 -0.0799 0.6069 4.2 1.0
H(30') 0.3606 -0.1248 0.4978 4.2 1.0
H(30") 0.4022 -0.0380 0.5514 4.2 1.0
loop_
_audit_author_name
_audit_author_address
_audit_contact_author_email
_audit_contact_author_fax
_audit_contact_author_phone
'Marshall, William J.'
;  E.I. DuPont de Nemours & Co.
   c/o Will Marshall E228/326
   P.O. Box 80228
   Wilmington, DE 19880-0228
   USA
   Will.Marshall@usa.dupont.com
;
Will.Marshall@usa.dupont.com 1(302)695-1351 1(302)695-2128
