#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/95/2009543.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_2009543
loop_
_publ_author_name
'Alcock, N.W.'
'Blacker, N.C.'
'Errington, W.'
'Wallbridge, M.G.H.'
_publ_section_title
;
 N¹,N²-Di(p-tolyl)benzamidine, C₂₁H₂₀N₂
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              456
_journal_page_last               458
_journal_paper_doi               10.1107/S0108270193009035
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C21 H20 N2'
_chemical_formula_weight         300.4
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_type_scat_source           'SHELXTL-Plus (Sheldrick, 1986)'
_cell_angle_alpha                90.
_cell_angle_beta                 90.
_cell_angle_gamma                90.
_cell_formula_units_Z            8
_cell_length_a                   11.364(2)
_cell_length_b                   16.452(3)
_cell_length_c                   18.609(4)
_cell_measurement_reflns_used    15
_cell_measurement_temperature    290
_cell_measurement_theta_max      12
_cell_measurement_theta_min      8
_cell_volume                     3479.1(12)
_diffrn_measurement_device       'Siemens P3R3'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2146
_diffrn_reflns_theta_max         21
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.07
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.15
_exptl_crystal_description       'irregular blocks'
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.47
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.14
_refine_diff_density_min         -0.15
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.16
_refine_ls_hydrogen_treatment    'see below'
_refine_ls_number_parameters     427
_refine_ls_number_reflns         1388
_refine_ls_R_factor_obs          0.051
_refine_ls_shift/esd_max         0.04
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F) + 0.0012F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.070
_reflns_number_observed          1388
_reflns_number_total             2146
_reflns_observed_criterion       I>=2.0\s(I)
_cod_data_source_file            hu1054.cif
_cod_data_source_block           hu1054_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F) + 0.0012F^2^]' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w = 1/[\s^2^(F) +
0.0012F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        3479(4)
_cod_database_code               2009543
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N(11) .0101(7) .5243(4) .3203(4) .072(2)
N(13) .0008(6) .6551(4) .3652(3) .064(2)
N(21) -.0162(5) .2725(4) .2613(3) .053(2)
N(23) .0807(5) .3414(4) .3506(3) .056(2)
C(12) -.0284(7) .5787(6) .3699(4) .065(3)
C(22) .0796(7) .2842(5) .3053(4) .051(2)
C(111) .0987(7) .5348(5) .2670(4) .054(2)
C(112) .1771(8) .5956(5) .2654(5) .064(2)
C(113) .2649(8) .5956(6) .2151(5) .079(3)
C(114) .2752(9) .5340(7) .1661(5) .084(3)
C(115) .1954(9) .4742(6) .1689(5) .083(3)
C(116) .1063(9) .4728(5) .2173(4) .076(3)
C(117) .3767(9) .5357(7) .1117(5) .126(3)
C(121) -.1091(7) .5412(5) .4246(4) .054(2)
C(122) -.0756(8) .4768 .4661(4) .068(3)
C(123) -.1443(9) .4478(6) .5169(5) .090(3)
C(124) -.2504(11) .4825(8) .5287(5) .107(3)
C(125) -.2878(9) .5449(7) .4903(6) .104(3)
C(126) -.2178(8) .5771(6) .4373(5) .080(3)
C(131) -.0250(8) .7036(5) .4258(5) .059(2)
C(132) -.0986(9) .7669(5) .4212(5) .079(3)
C(133) -.1176(9) .8153(5) .4792(5) .087(3)
C(134) -.0634(9) .8022(5) .5439(5) .074(3)
C(135) .0145(8) .7398(6) .5456(5) .074(3)
C(136) .0349(7) .6901(5) .4891(4) .063(2)
C(137) -.0838(10) .8562(6) .6083(5) .113(3)
C(211) -.1263(7) .3104(4) .2639(5) .056(2)
C(212) -.1896(8) .3160(5) .2023(5) .070(3)
C(213) -.3025(9) .3500(5) .2049(6) .089(3)
C(214) -.3506(8) .3775(6) .2655(8) .102(3)
C(215) -.2858(8) .3711(6) .3259(6) .085(3)
C(216) -.1740(8) .3412(5) .3265(5) .077(3)
C(217) -.4745(8) .4119(6) .2696(7) .134(3)
C(221) .1780(7) .2280(5) .2894(4) .050(2)
C(222) .2835(8) .2577(5) .2748(5) .078(3)
C(223) .3786(9) .2084(7) .2617(6) .104(3)
C(224) .3634(10) .1275(6) .2625(5) .098(3)
C(225) .2557(10) .0938(6) .2767(5) .085(3)
C(226) .1612(8) .1446(5) .2899(4) .064(3)
C(231) .1728(7) .3477(5) .3996(4) .054(2)
C(232) .2435(7) .4135(5) .4022(5) .066(2)
C(233) .3323(7) .4210(5) .4517(5) .071(3)
C(234) .3532(8) .3632(6) .5016(5) .077(3)
C(235) .2814(10) .2976(6) .4994(5) .103(3)
C(236) .1934(9) .2896(5) .4504(5) .093(3)
C(237) .4487(8) .3721(6) .5569(5) .105(3)
H(11h) -.0252 .4753 .3209 .080
H(21i) -.0063 .2356 .2260 .080
H(11f) .1719 .6384 .3003 .080
H(11g) .3199 .6408 .2135 .080
H(11d) .2004 .4322 .1331 .080
H(11e) .0506 .4289 .2179 .080
H(11a) .3850(9) .4882(7) .0821(5) .080
H(11b) .3446(9) .5793(7) .0836(5) .080
H(11c) .4524(9) .5513(7) .1300(5) .080
H(12a) -.0006 .4517 .4575 .080
H(12b) -.1229 .4015 .5455 .080
H(12c) -.2993 .4625 .5668 .080
H(12d) -.3630 .5689 .5005 .080
H(12e) -.2433 .6216 .4077 .080
H(13d) -.1361 .7770 .3759 .080
H(13e) -.1736 .8588 .4761 .080
H(13f) .0550 .7300 .5901 .080
H(13g) .0901 .6461 .4926 .080
H(13a) -.0525(10) .8378(6) .6534(5) .080
H(13b) -.0636(10) .9124(6) .6013(5) .080
H(13c) -.1679(10) .8505(6) .6085(5) .080
H(21d) -.1575 .2971 .1576 .080
H(21f) -.3499 .3545 .1624 .080
H(21g) -.3225 .3878 .3699 .080
H(21h) -.1271 .3398 .3694 .080
H(21a) -.4758(8) .4254(6) .2195(7) .080
H(21b) -.5409(8) .3782(6) .2809(7) .080
H(21c) -.4781(8) .4609(6) .2976(7) .080
H(22b) .2940 .3156 .2741 .080
H(22c) .4542 .2304 .2494 .080
H(22a) .4295 .0920 .2557 .080
H(22d) .2455 .0359 .2766 .080
H(22e) .0851 .1221 .3002 .080
H(23d) .2297 .4563 .3682 .080
H(23f) .3811 .4687 .4518 .080
H(23g) .2943 .2544 .5332 .080
H(23e) .1396 .2447 .4521 .080
H(23a) .4626(8) .4258(6) .5754(5) .080
H(23b) .4318(8) .3359(6) .5960(5) .080
H(23c) .5175(8) .3535(6) .5318(5) .080
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
C(12) N(11) C(111) 128.4(7) yes
C(22) N(21) C(211) 128.6(7) yes
N(11) C(12) N(13) 120.9(7) yes
N(13) C(12) C(121) 126.2(8) yes
N(21) C(22) C(221) 113.0(6) yes
N(11) C(111) C(112) 125.2(7) yes
C(12) N(13) C(131) 116.5(7) yes
C(22) N(23) C(231) 120.1(7) yes
N(11) C(12) C(121) 112.7(8) yes
N(21) C(22) N(23) 120.7(7) yes
N(23) C(22) C(221) 126.2(7) yes
N(11) C(111) C(116) 114.9(7) yes
C(112) C(111) C(116) 119.7(8) no
C(112) C(113) C(114) 120.4(9) no
C(113) C(114) C(117) 119.1(9) no
C(114) C(115) C(116) 122.9(9) no
C(12) C(121) C(122) 122.1(8) no
C(122) C(121) C(126) 118.9(8) no
C(122) C(123) C(124) 119.5(10) no
C(124) C(125) C(126) 120.1(10) no
N(13) C(131) C(132) 120.7(8) no
C(132) C(131) C(136) 119.3(8) no
C(132) C(133) C(134) 122.3(9) no
C(133) C(134) C(137) 122.4(8) no
C(134) C(135) C(136) 123.5(8) no
N(21) C(211) C(212) 118.3(8) no
C(212) C(211) C(216) 118.7(8) no
C(212) C(213) C(214) 122.8(10) no
C(213) C(214) C(217) 123.3(12) no
C(214) C(215) C(216) 123.0(10) no
C(22) C(221) C(222) 119.7(7) no
C(222) C(221) C(226) 119.4(8) no
C(222) C(223) C(224) 118.9(10) no
C(224) C(225) C(226) 118.9(9) no
N(23) C(231) C(232) 122.2(7) no
C(232) C(231) C(236) 115.7(8) no
C(232) C(233) C(234) 121.8(8) no
C(233) C(234) C(237) 121.9(9) no
C(234) C(235) C(236) 122.7(9) no
C(111) C(112) C(113) 120.5(8) no
C(113) C(114) C(115) 117.7(9) no
C(115) C(114) C(117) 123.2(9) no
C(111) C(116) C(115) 118.7(8) no
C(12) C(121) C(126) 118.8(7) no
C(121) C(122) C(123) 121.4(9) no
C(123) C(124) C(125) 121.8(10) no
C(121) C(126) C(125) 118.1(9) no
N(13) C(131) C(136) 119.8(7) no
C(131) C(132) C(133) 120.3(8) no
C(133) C(134) C(135) 115.7(8) no
C(135) C(134) C(137) 121.8(8) no
C(131) C(136) C(135) 118.8(8) no
N(21) C(211) C(216) 122.9(8) no
C(211) C(212) C(213) 118.8(9) no
C(213) C(214) C(215) 117.1(9) no
C(215) C(214) C(217) 119.6(11) no
C(211) C(216) C(215) 119.4(9) no
C(22) C(221) C(226) 120.9(7) no
C(221) C(222) C(223) 122.2(9) no
C(223) C(224) C(225) 121.2(10) no
C(221) C(226) C(225) 119.4(8) no
N(23) C(231) C(236) 122.1(8) no
C(231) C(232) C(233) 122.4(8) no
C(233) C(234) C(235) 115.7(9) no
C(235) C(234) C(237) 122.3(9) no
C(231) C(236) C(235) 121.6(9) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N(11) C(12) 1.359(11) yes
N(13) C(12) 1.299(12) yes
N(21) C(22) 1.376(10) yes
N(23) C(22) 1.263(10) yes
C(12) C(121) 1.503(12) yes
N(11) C(111) 1.424(11) yes
N(13) C(131) 1.409(11) yes
N(21) C(211) 1.400(10) yes
N(23) C(231) 1.391(10) yes
C(22) C(221) 1.481(11) yes
C(111) C(112) 1.340(12) no
C(112) C(113) 1.368(13) no
C(114) C(115) 1.340(15) no
C(115) C(116) 1.354(14) no
C(121) C(126) 1.389(13) no
C(123) C(124) 1.352(17) no
C(125) C(126) 1.374(14) no
C(131) C(136) 1.378(12) no
C(133) C(134) 1.370(13) no
C(134) C(137) 1.510(13) no
C(211) C(212) 1.357(13) no
C(212) C(213) 1.400(13) no
C(214) C(215) 1.348(17) no
C(215) C(216) 1.362(13) no
C(221) C(226) 1.386(12) no
C(223) C(224) 1.342(15) no
C(225) C(226) 1.382(14) no
C(231) C(236) 1.365(12) no
C(233) C(234) 1.351(13) no
C(234) C(237) 1.503(13) no
C(111) C(116) 1.380(11) no
C(113) C(114) 1.379(14) no
C(114) C(117) 1.535(14) no
C(121) C(122) 1.364(11) no
C(122) C(123) 1.316(13) no
C(124) C(125) 1.321(16) no
C(131) C(132) 1.339(12) no
C(132) C(133) 1.358(12) no
C(134) C(135) 1.356(13) no
C(135) C(136) 1.353(12) no
C(211) C(216) 1.382(13) no
C(213) C(214) 1.332(17) no
C(214) C(217) 1.520(13) no
C(221) C(222) 1.323(12) no
C(222) C(223) 1.372(14) no
C(224) C(225) 1.370(16) no
C(231) C(232) 1.349(12) no
C(232) C(233) 1.372(12) no
C(234) C(235) 1.354(14) no
C(235) C(236) 1.359(15) no
