#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:27:35 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202017 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/15/7151513.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_7151513
loop_
_publ_author_name
'John E. Moses'
'Jack E. Baldwin'
'Sébastien Brückner'
'Serena J. Eade'
'Robert M. Adlington'
_publ_section_title
;
 Biomimetic studies on polyenes
;
_journal_issue                   21
_journal_name_full               'Org. Biomol. Chem.'
_journal_page_first              3670
_journal_page_last               3684
_journal_paper_doi               10.1039/b306933h
_journal_volume                  1
_journal_year                    2003
_chemical_compound_source
;
synthesis as described
;
_chemical_formula_moiety         ' C20 H22 N2 O6 '
_chemical_formula_sum            'C20 H22 N2 O6'
_chemical_formula_weight         386.40
_chemical_name_common
'4,6,8-trimethyldec-2,4,6,8-tetraenyl 3,5-dinitrobenzoate'
_chemical_name_systematic
;
4,6,8-trimethyldec-2,4,6,8-tetraenyl 3,5-dinitrobenzoate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 107.7083(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.1953(2)
_cell_length_b                   8.0054(2)
_cell_length_c                   19.1169(4)
_cell_measurement_reflns_used    16330
_cell_measurement_temperature    150
_cell_measurement_theta_max      28
_cell_measurement_theta_min      5
_cell_volume                     1923.70(7)
_computing_cell_refinement
;
KappaCCD software 'DENZO' (Otwinowski & Minor, 1996)
;
_computing_data_collection
;
KappaCCD software 'Collect' (Nonius, 2000)
;
_computing_data_reduction
;
KappaCCD software 'DENZO' (Otwinowski & Minor, 1996)
;
_computing_publication_material
;
CRYSTALS (Watkin et al, 2001)
;
_computing_structure_refinement
;
CRYSTALS (Watkin et al, 2001)
;
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1992)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type
;
Nonius KappaCCD
;
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.026
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            16330
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         5.14
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.95
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Denzo/Scalepack (Otwinowski & Minor, 1996)
;
_exptl_crystal_colour            ' orange '
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_description       ' block '
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.33
_refine_diff_density_min         -0.27
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         3293
_refine_ls_R_factor_gt           0.0384
_refine_ls_shift/su_max          0.010140
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Chebychev polynomial with 3 parameters (Carruthers & Watkin , 1979)
2.15     1.35     1.70
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0513
_reflns_limit_h_max              16
_reflns_limit_h_min              -17
_reflns_limit_k_max              10
_reflns_limit_k_min              0
_reflns_limit_l_max              24
_reflns_limit_l_min              0
_reflns_number_gt                3293
_reflns_number_total             4330
_reflns_threshold_expression     >3.00σ(I)
_cod_data_source_file            b306933h.txt
_cod_data_source_block           CRYSTALS_cif_compound_34
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/adriana/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 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_cell_volume        1923.7
_cod_original_sg_symbol_H-M      'P 1 21/n 1 '
_cod_original_formula_sum        ' C20 H22 N2 O6 '
_cod_database_code               7151513
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,-z+1/2
x+1/2,-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_occupancy
_atom_site_adp_type
C1 0.31318(9) 0.38271(14) 0.44017(6) 0.0262 1.0000 Uani
C2 0.38889(9) 0.39113(15) 0.50912(6) 0.0276 1.0000 Uani
C3 0.36396(9) 0.47783(15) 0.56451(6) 0.0284 1.0000 Uani
C4 0.26660(9) 0.55344(14) 0.55497(6) 0.0285 1.0000 Uani
C5 0.19332(9) 0.54018(13) 0.48585(6) 0.0268 1.0000 Uani
C6 0.21423(9) 0.45797(13) 0.42787(6) 0.0264 1.0000 Uani
C7 0.34176(9) 0.28875(14) 0.38092(6) 0.0281 1.0000 Uani
N1 0.44401(8) 0.48725(14) 0.63746(6) 0.0342 1.0000 Uani
O1 0.52737(8) 0.41063(14) 0.64648(5) 0.0442 1.0000 Uani
O2 0.42296(8) 0.57103(14) 0.68456(5) 0.0446 1.0000 Uani
N2 0.08810(8) 0.61691(13) 0.47352(6) 0.0323 1.0000 Uani
O3 0.06522(8) 0.66676(13) 0.52761(6) 0.0435 1.0000 Uani
O4 0.02893(7) 0.62541(13) 0.41043(5) 0.0425 1.0000 Uani
O5 0.42712(7) 0.22268(13) 0.39001(5) 0.0383 1.0000 Uani
O6 0.26184(7) 0.28941(11) 0.31852(4) 0.0306 1.0000 Uani
C8 0.2773(1) 0.19650(15) 0.25600(6) 0.0313 1.0000 Uani
C9 0.31880(9) 0.30783(15) 0.20884(6) 0.0287 1.0000 Uani
C10 0.26068(9) 0.34745(14) 0.14042(6) 0.0276 1.0000 Uani
C11 0.29586(9) 0.44719(14) 0.08783(6) 0.0276 1.0000 Uani
C12 0.22830(9) 0.45638(14) 0.01843(6) 0.0283 1.0000 Uani
C13 0.2403(1) 0.52762(14) -0.04904(6) 0.0286 1.0000 Uani
C14 0.1502(1) 0.54587(15) -0.10598(7) 0.0327 1.0000 Uani
C15 0.13563(11) 0.60916(17) -0.18062(7) 0.0363 1.0000 Uani
C16 0.19861(11) 0.72310(18) -0.19700(7) 0.0385 1.0000 Uani
C17 0.18868(17) 0.7916(2) -0.2722(1) 0.0550 1.0000 Uani
C18 0.4033(1) 0.52903(16) 0.11675(7) 0.0335 1.0000 Uani
C19 0.34970(11) 0.56292(18) -0.05489(7) 0.0368 1.0000 Uani
C20 0.03863(15) 0.5397(3) -0.23720(9) 0.0560 1.0000 Uani
H21 0.4597 0.3358 0.5185 0.0330 1.0000 Uiso
H41 0.2500 0.6145 0.5958 0.0345 1.0000 Uiso
H61 0.1596 0.4529 0.3785 0.0313 1.0000 Uiso
H81 0.3292 0.1039 0.2750 0.0375 1.0000 Uiso
H82 0.2076 0.1486 0.2261 0.0375 1.0000 Uiso
H91 0.3923 0.3545 0.2288 0.0348 1.0000 Uiso
H101 0.1859 0.3049 0.1235 0.0334 1.0000 Uiso
H121 0.1571 0.4049 0.0123 0.0342 1.0000 Uiso
H141 0.0834 0.5110 -0.0957 0.0395 1.0000 Uiso
H161 0.2583 0.7674 -0.1553 0.0467 1.0000 Uiso
H171 0.261(2) 0.788(4) -0.2836(14) 0.098(8) 1.0000 Uiso
H172 0.132(2) 0.722(4) -0.3121(15) 0.097(8) 1.0000 Uiso
H173 0.166(3) 0.915(4) -0.2801(17) 0.11(1) 1.0000 Uiso
H181 0.4174(15) 0.612(2) 0.085(1) 0.053(5) 1.0000 Uiso
H182 0.4112(14) 0.583(2) 0.165(1) 0.049(5) 1.0000 Uiso
H183 0.4606(16) 0.444(2) 0.127(1) 0.052(5) 1.0000 Uiso
H191 0.3749(16) 0.678(3) -0.0384(11) 0.058(5) 1.0000 Uiso
H192 0.4024(15) 0.481(2) -0.023(1) 0.049(5) 1.0000 Uiso
H193 0.3497(15) 0.550(2) -0.1076(11) 0.053(5) 1.0000 Uiso
H201 -0.026(3) 0.592(4) -0.2323(17) 0.11(1) 1.0000 Uiso
H202 0.036(2) 0.413(4) -0.2327(14) 0.095(8) 1.0000 Uiso
H203 0.034(2) 0.570(4) -0.2873(17) 0.102(9) 1.0000 Uiso
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
'C   ' 0.0020 0.0020 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 International_Tables_Vol_IV_Table_2.2B
'H   ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7997
0.0030 International_Tables_Vol_IV_Table_2.2B
'N   ' 0.0040 0.0030 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 International_Tables_Vol_IV_Table_2.2B
'O   ' 0.0080 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 International_Tables_Vol_IV_Table_2.2B
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . C6 . 120.3(1) yes
C2 . C1 . C7 . 117.8(1) yes
C6 . C1 . C7 . 121.9(1) yes
C1 . C2 . C3 . 118.6(1) yes
C1 . C2 . H21 . 120.70 no
C3 . C2 . H21 . 120.71 no
C2 . C3 . C4 . 123.07(11) yes
C2 . C3 . N1 . 118.69(11) yes
C4 . C3 . N1 . 118.23(11) yes
C3 . C4 . C5 . 116.4(1) yes
C3 . C4 . H41 . 121.81 no
C5 . C4 . H41 . 121.81 no
C4 . C5 . C6 . 123.26(11) yes
C4 . C5 . N2 . 118.2(1) yes
C6 . C5 . N2 . 118.5(1) yes
C1 . C6 . C5 . 118.3(1) yes
C1 . C6 . H61 . 120.83 no
C5 . C6 . H61 . 120.83 no
C1 . C7 . O5 . 123.25(11) yes
C1 . C7 . O6 . 111.2(1) yes
O5 . C7 . O6 . 125.51(11) yes
C3 . N1 . O1 . 117.54(11) yes
C3 . N1 . O2 . 117.89(11) yes
O1 . N1 . O2 . 124.57(11) yes
C5 . N2 . O3 . 117.6(1) yes
C5 . N2 . O4 . 118.0(1) yes
O3 . N2 . O4 . 124.42(11) yes
C7 . O6 . C8 . 117.23(9) yes
O6 . C8 . C9 . 110.91(9) yes
O6 . C8 . H81 . 109.1 no
C9 . C8 . H81 . 109.1 no
O6 . C8 . H82 . 109.1 no
C9 . C8 . H82 . 109.1 no
H81 . C8 . H82 . 109.5 no
C8 . C9 . C10 . 121.88(11) yes
C8 . C9 . H91 . 119.1 no
C10 . C9 . H91 . 119.1 no
C9 . C10 . C11 . 126.37(11) yes
C9 . C10 . H101 . 116.8 no
C11 . C10 . H101 . 116.8 no
C10 . C11 . C12 . 116.7(1) yes
C10 . C11 . C18 . 116.4(1) yes
C12 . C11 . C18 . 126.91(11) yes
C11 . C12 . C13 . 131.93(11) yes
C11 . C12 . H121 . 114.0 no
C13 . C12 . H121 . 114.0 no
C12 . C13 . C14 . 116.53(11) yes
C12 . C13 . C19 . 120.11(11) yes
C14 . C13 . C19 . 123.13(11) yes
C13 . C14 . C15 . 129.88(11) yes
C13 . C14 . H141 . 115.1 no
C15 . C14 . H141 . 115.1 no
C14 . C15 . C16 . 123.80(12) yes
C14 . C15 . C20 . 113.64(12) yes
C16 . C15 . C20 . 122.48(13) yes
C15 . C16 . C17 . 126.40(14) yes
C15 . C16 . H161 . 116.8 no
C17 . C16 . H161 . 116.8 no
C16 . C17 . H171 . 111.7(15) no
C16 . C17 . H172 . 109.6(15) no
H171 . C17 . H172 . 109.(2) no
C16 . C17 . H173 . 115.2(17) no
H171 . C17 . H173 . 103.9(23) no
H172 . C17 . H173 . 106.8(24) no
C11 . C18 . H181 . 114.3(12) no
C11 . C18 . H182 . 110.6(10) no
H181 . C18 . H182 . 107.5(15) no
C11 . C18 . H183 . 110.4(11) no
H181 . C18 . H183 . 109.0(16) no
H182 . C18 . H183 . 104.7(15) no
C13 . C19 . H191 . 112.5(11) no
C13 . C19 . H192 . 109.6(10) no
H191 . C19 . H192 . 108.0(15) no
C13 . C19 . H193 . 110.1(11) no
H191 . C19 . H193 . 108.1(15) no
H192 . C19 . H193 . 108.4(14) no
C15 . C20 . H201 . 110.5(19) no
C15 . C20 . H202 . 110.6(15) no
H201 . C20 . H202 . 111.(2) no
C15 . C20 . H203 . 113.4(18) no
H201 . C20 . H203 . 101.(2) no
H202 . C20 . H203 . 110.(2) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.3924(15) yes
C1 . C6 . 1.3915(16) yes
C1 . C7 . 1.5004(16) yes
C2 . C3 . 1.3868(17) yes
C2 . H21 . 1.0000 no
C3 . C4 . 1.3811(17) yes
C3 . N1 . 1.4731(15) yes
C4 . C5 . 1.3837(17) yes
C4 . H41 . 1.0000 no
C5 . C6 . 1.3871(16) yes
C5 . N2 . 1.4701(15) yes
C6 . H61 . 1.0000 no
C7 . O5 . 1.2081(15) yes
C7 . O6 . 1.3303(14) yes
N1 . O1 . 1.2249(15) yes
N1 . O2 . 1.2207(15) yes
N2 . O3 . 1.2287(14) yes
N2 . O4 . 1.2231(14) yes
O6 . C8 . 1.4738(14) yes
C8 . C9 . 1.4856(16) yes
C8 . H81 . 1.0000 no
C8 . H82 . 1.0000 no
C9 . C10 . 1.3376(17) yes
C9 . H91 . 1.0000 no
C10 . C11 . 1.4656(16) yes
C10 . H101 . 1.0000 no
C11 . C12 . 1.3567(16) yes
C11 . C18 . 1.5065(16) yes
C12 . C13 . 1.4625(15) yes
C12 . H121 . 1.0000 no
C13 . C14 . 1.3537(17) yes
C13 . C19 . 1.5075(17) yes
C14 . C15 . 1.4706(17) yes
C14 . H141 . 1.0000 no
C15 . C16 . 1.334(2) yes
C15 . C20 . 1.508(2) yes
C16 . C17 . 1.506(2) yes
C16 . H161 . 1.0000 no
C17 . H171 . 1.05(3) no
C17 . H172 . 1.05(3) no
C17 . H173 . 1.03(3) no
C18 . H181 . 0.96(2) no
C18 . H182 . 0.993(19) no
C18 . H183 . 0.99(2) no
C19 . H191 . 1.00(2) no
C19 . H192 . 1.010(19) no
C19 . H193 . 1.014(19) no
C20 . H201 . 0.98(3) no
C20 . H202 . 1.02(3) no
C20 . H203 . 0.97(3) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9948267
