#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/15/7151512.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_7151512
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         ' C28 H27 N3 O8 '
_chemical_formula_sum            'C28 H27 N3 O8'
_chemical_formula_weight         533.54
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                73.7785(11)
_cell_angle_beta                 84.7859(9)
_cell_angle_gamma                80.7467(13)
_cell_formula_units_Z            2
_cell_length_a                   9.5061(2)
_cell_length_b                   11.9924(3)
_cell_length_c                   12.1678(3)
_cell_measurement_reflns_used    19776
_cell_measurement_temperature    150
_cell_measurement_theta_max      28
_cell_measurement_theta_min      5
_cell_volume                     1313.04(5)
_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 0.999
_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  0.051
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19776
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         5.13
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Denzo/Scalepack (Otwinowski & Minor, 1996)
;
_exptl_crystal_colour            ' yellow '
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_description       ' block '
_exptl_crystal_F_000             560.
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.18
_refine_diff_density_min         -0.20
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0616
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         2987
_refine_ls_R_factor_gt           0.0383
_refine_ls_shift/su_max          0.004343
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Chebychev polynomial with 3 parameters (Carruthers & Watkin , 1979)
0.398    0.189    0.141
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0427
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              15
_reflns_limit_k_min              -14
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                2987
_reflns_number_total             5959
_reflns_threshold_expression     >3.00σ(I)
_cod_data_source_file            b306933h.txt
_cod_data_source_block           CRYSTALS_cif_compound_41
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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        1313.0
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        ' C28 H27 N3 O8 '
_cod_database_code               7151512
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
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 0.7519(2) 0.48666(17) 0.05601(17) 0.0250 1.0000 Uani
C2 0.6737(2) 0.42618(18) 0.00697(18) 0.0278 1.0000 Uani
C3 0.6786(2) 0.45013(19) -0.11127(19) 0.0283 1.0000 Uani
C4 0.7563(2) 0.53229(19) -0.18337(18) 0.0288 1.0000 Uani
C5 0.8330(2) 0.58968(18) -0.13077(18) 0.0269 1.0000 Uani
C6 0.8334(2) 0.56907(18) -0.01365(18) 0.0258 1.0000 Uani
C7 0.7546(2) 0.46603(18) 0.18241(18) 0.0263 1.0000 Uani
O1 0.83147(16) 0.50967(14) 0.22704(13) 0.0364 1.0000 Uani
O2 0.66289(15) 0.39446(13) 0.23946(12) 0.0321 1.0000 Uani
C8 0.6603(2) 0.3696(2) 0.36557(19) 0.0349 1.0000 Uani
C9 0.5472(2) 0.29389(19) 0.41268(18) 0.0307 1.0000 Uani
C10 0.4324(2) 0.32740(19) 0.47289(18) 0.0285 1.0000 Uani
C11 0.3158(2) 0.25922(18) 0.52309(17) 0.0255 1.0000 Uani
C12 0.2050(2) 0.31086(17) 0.57651(17) 0.0254 1.0000 Uani
C13 0.0669(2) 0.26948(17) 0.63386(17) 0.0247 1.0000 Uani
C14 0.0028(2) 0.18974(19) 0.58142(18) 0.0279 1.0000 Uani
C15 -0.0938(2) 0.12376(19) 0.64158(19) 0.0306 1.0000 Uani
C16 -0.1267(2) 0.12026(19) 0.7627(2) 0.0320 1.0000 Uani
C17 -0.0482(2) 0.16278(18) 0.82168(18) 0.0285 1.0000 Uani
C18 0.0860(2) 0.21143(17) 0.76455(17) 0.0244 1.0000 Uani
C19 0.2144(2) 0.11564(18) 0.78971(17) 0.0253 1.0000 Uani
C20 0.3407(2) 0.14076(19) 0.8191(2) 0.0336 1.0000 Uani
C21 0.4599(2) 0.0559(2) 0.8419(2) 0.0384 1.0000 Uani
C22 0.4508(2) -0.05501(19) 0.83231(19) 0.0327 1.0000 Uani
C23 0.3268(2) -0.08368(18) 0.80309(18) 0.0316 1.0000 Uani
C24 0.2084(2) 0.00218(18) 0.78332(18) 0.0278 1.0000 Uani
N1 0.5964(2) 0.38508(18) -0.16335(18) 0.0380 1.0000 Uani
O3 0.5301(2) 0.3114(2) -0.09798(17) 0.0641 1.0000 Uani
O4 0.59771(19) 0.40803(16) -0.26781(16) 0.0484 1.0000 Uani
N2 0.9157(2) 0.67976(17) -0.20309(16) 0.0344 1.0000 Uani
O5 0.8963(2) 0.70964(18) -0.30603(15) 0.0578 1.0000 Uani
O6 0.99866(17) 0.71843(14) -0.15710(14) 0.0390 1.0000 Uani
C25 0.3320(2) 0.13712(19) 0.5091(2) 0.0321 1.0000 Uani
C26 -0.0453(2) 0.38085(19) 0.6213(2) 0.0320 1.0000 Uani
C27 -0.1705(3) 0.0516(2) 0.5904(2) 0.0449 1.0000 Uani
C28 -0.0768(3) 0.1583(2) 0.9459(2) 0.0419 1.0000 Uani
N3 0.5763(2) -0.14517(18) 0.85255(18) 0.0429 1.0000 Uani
O7 0.68380(19) -0.12229(17) 0.8850(2) 0.0668 1.0000 Uani
O8 0.5668(2) -0.24056(17) 0.83612(18) 0.0621 1.0000 Uani
H21 0.6152 0.3668 0.0559 0.0330 1.0000 Uiso
H41 0.7567 0.5491 -0.2686 0.0334 1.0000 Uiso
H61 0.8909 0.6123 0.0210 0.0307 1.0000 Uiso
H81 0.6376 0.4445 0.3887 0.0428 1.0000 Uiso
H82 0.7550 0.3277 0.3945 0.0428 1.0000 Uiso
H91 0.5581 0.2147 0.3984 0.0373 1.0000 Uiso
H101 0.4246 0.4072 0.4853 0.0345 1.0000 Uiso
H121 0.2155 0.3918 0.5790 0.0305 1.0000 Uiso
H141 0.0328 0.1863 0.5014 0.0334 1.0000 Uiso
H161 -0.2120 0.0843 0.8023 0.0367 1.0000 Uiso
H181 0.1041 0.2753 0.7972 0.0295 1.0000 Uiso
H201 0.3462 0.2218 0.8241 0.0401 1.0000 Uiso
H211 0.5501 0.0744 0.8648 0.0450 1.0000 Uiso
H231 0.3226 -0.1643 0.7964 0.0363 1.0000 Uiso
H241 0.1170 -0.0176 0.7641 0.0334 1.0000 Uiso
H251 0.2472 0.0991 0.5462 0.0391 1.0000 Uiso
H252 0.4204 0.0902 0.5461 0.0391 1.0000 Uiso
H253 0.3393 0.1408 0.4257 0.0391 1.0000 Uiso
H261 -0.1387 0.3580 0.6580 0.0371 1.0000 Uiso
H262 -0.0124 0.4351 0.6597 0.0371 1.0000 Uiso
H263 -0.0571 0.4213 0.5382 0.0371 1.0000 Uiso
H271 -0.1381 0.0622 0.5081 0.0559 1.0000 Uiso
H272 -0.2757 0.0777 0.5960 0.0559 1.0000 Uiso
H273 -0.1489 -0.0330 0.6331 0.0559 1.0000 Uiso
H281 -0.1674 0.1250 0.9742 0.0480 1.0000 Uiso
H282 -0.0861 0.2394 0.9554 0.0480 1.0000 Uiso
H283 0.0040 0.1077 0.9910 0.0480 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 . 120.07(19) yes
C2 . C1 . C7 . 122.32(18) yes
C6 . C1 . C7 . 117.60(18) yes
C1 . C2 . C3 . 118.37(19) yes
C1 . C2 . H21 . 120.8 no
C3 . C2 . H21 . 120.8 no
C2 . C3 . C4 . 123.4(2) yes
C2 . C3 . N1 . 118.37(19) yes
C4 . C3 . N1 . 118.27(19) yes
C3 . C4 . C5 . 116.21(19) yes
C3 . C4 . H41 . 121.9 no
C5 . C4 . H41 . 121.9 no
C4 . C5 . C6 . 123.14(19) yes
C4 . C5 . N2 . 118.71(19) yes
C6 . C5 . N2 . 118.12(19) yes
C1 . C6 . C5 . 118.83(19) yes
C1 . C6 . H61 . 120.6 no
C5 . C6 . H61 . 120.6 no
C1 . C7 . O1 . 123.35(19) yes
C1 . C7 . O2 . 112.23(18) yes
O1 . C7 . O2 . 124.4(2) yes
C7 . O2 . C8 . 115.21(16) yes
O2 . C8 . C9 . 107.00(17) yes
O2 . C8 . H81 . 110.1 no
C9 . C8 . H81 . 110.09 no
O2 . C8 . H82 . 110.09 no
C9 . C8 . H82 . 110.1 no
H81 . C8 . H82 . 109.5 no
C8 . C9 . C10 . 122.6(2) yes
C8 . C9 . H91 . 118.7 no
C10 . C9 . H91 . 118.7 no
C9 . C10 . C11 . 126.7(2) yes
C9 . C10 . H101 . 116.7 no
C11 . C10 . H101 . 116.65 no
C10 . C11 . C12 . 117.74(19) yes
C10 . C11 . C25 . 116.26(18) yes
C12 . C11 . C25 . 126.01(18) yes
C11 . C12 . C13 . 132.10(19) yes
C11 . C12 . H121 . 113.95 no
C13 . C12 . H121 . 113.95 no
C12 . C13 . C14 . 116.31(17) yes
C12 . C13 . C18 . 110.09(16) yes
C14 . C13 . C18 . 110.25(16) yes
C12 . C13 . C26 . 106.43(16) yes
C14 . C13 . C26 . 105.44(17) yes
C18 . C13 . C26 . 107.83(16) yes
C13 . C14 . C15 . 120.40(19) yes
C13 . C14 . H141 . 119.80 no
C15 . C14 . H141 . 119.8 no
C14 . C15 . C16 . 119.45(19) yes
C14 . C15 . C27 . 122.6(2) yes
C16 . C15 . C27 . 117.9(2) yes
C15 . C16 . C17 . 122.73(19) yes
C15 . C16 . H161 . 118.6 no
C17 . C16 . H161 . 118.6 no
C16 . C17 . C18 . 119.15(19) yes
C16 . C17 . C28 . 124.1(2) yes
C18 . C17 . C28 . 116.55(19) yes
C13 . C18 . C17 . 110.73(17) yes
C13 . C18 . C19 . 113.50(16) yes
C17 . C18 . C19 . 109.82(17) yes
C13 . C18 . H181 . 105.88 no
C17 . C18 . H181 . 109.86 no
C19 . C18 . H181 . 106.87 no
C18 . C19 . C20 . 119.87(18) yes
C18 . C19 . C24 . 121.51(18) yes
C20 . C19 . C24 . 118.62(19) yes
C19 . C20 . C21 . 121.4(2) yes
C19 . C20 . H201 . 119.3 no
C21 . C20 . H201 . 119.3 no
C20 . C21 . C22 . 118.3(2) yes
C20 . C21 . H211 . 120.8 no
C22 . C21 . H211 . 120.8 no
C21 . C22 . C23 . 122.1(2) yes
C21 . C22 . N3 . 119.4(2) yes
C23 . C22 . N3 . 118.5(2) yes
C22 . C23 . C24 . 118.3(2) yes
C22 . C23 . H231 . 120.9 no
C24 . C23 . H231 . 120.9 no
C19 . C24 . C23 . 121.2(2) yes
C19 . C24 . H241 . 119.38 no
C23 . C24 . H241 . 119.4 no
C3 . N1 . O3 . 117.25(19) yes
C3 . N1 . O4 . 118.6(2) yes
O3 . N1 . O4 . 124.2(2) yes
C5 . N2 . O5 . 116.89(19) yes
C5 . N2 . O6 . 118.34(18) yes
O5 . N2 . O6 . 124.77(19) yes
C11 . C25 . H251 . 109.47 no
C11 . C25 . H252 . 109.47 no
H251 . C25 . H252 . 109.5 no
C11 . C25 . H253 . 109.47 no
H251 . C25 . H253 . 109.5 no
H252 . C25 . H253 . 109.5 no
C13 . C26 . H261 . 109.47 no
C13 . C26 . H262 . 109.47 no
H261 . C26 . H262 . 109.5 no
C13 . C26 . H263 . 109.47 no
H261 . C26 . H263 . 109.5 no
H262 . C26 . H263 . 109.5 no
C15 . C27 . H271 . 109.5 no
C15 . C27 . H272 . 109.5 no
H271 . C27 . H272 . 109.5 no
C15 . C27 . H273 . 109.5 no
H271 . C27 . H273 . 109.5 no
H272 . C27 . H273 . 109.5 no
C17 . C28 . H281 . 109.5 no
C17 . C28 . H282 . 109.5 no
H281 . C28 . H282 . 109.5 no
C17 . C28 . H283 . 109.5 no
H281 . C28 . H283 . 109.5 no
H282 . C28 . H283 . 109.5 no
C22 . N3 . O7 . 118.7(2) yes
C22 . N3 . O8 . 117.5(2) yes
O7 . N3 . O8 . 123.8(2) yes
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 . 1.389(3) yes
C1 . C6 . 1.398(3) yes
C1 . C7 . 1.490(3) yes
C2 . C3 . 1.384(3) yes
C2 . H21 . 1.000 no
C3 . C4 . 1.385(3) yes
C3 . N1 . 1.477(3) yes
C4 . C5 . 1.382(3) yes
C4 . H41 . 1.000 no
C5 . C6 . 1.377(3) yes
C5 . N2 . 1.475(3) yes
C6 . H61 . 1.000 no
C7 . O1 . 1.207(2) yes
C7 . O2 . 1.333(2) yes
O2 . C8 . 1.478(3) yes
C8 . C9 . 1.490(3) yes
C8 . H81 . 1.000 no
C8 . H82 . 1.000 no
C9 . C10 . 1.330(3) yes
C9 . H91 . 1.000 no
C10 . C11 . 1.470(3) yes
C10 . H101 . 1.000 no
C11 . C12 . 1.344(3) yes
C11 . C25 . 1.503(3) yes
C12 . C13 . 1.519(3) yes
C12 . H121 . 1.000 no
C13 . C14 . 1.514(3) yes
C13 . C18 . 1.562(3) yes
C13 . C26 . 1.550(3) yes
C14 . C15 . 1.339(3) yes
C14 . H141 . 1.000 no
C15 . C16 . 1.469(3) yes
C15 . C27 . 1.501(3) yes
C16 . C17 . 1.325(3) yes
C16 . H161 . 1.000 no
C17 . C18 . 1.517(3) yes
C17 . C28 . 1.499(3) yes
C18 . C19 . 1.525(3) yes
C18 . H181 . 1.000 no
C19 . C20 . 1.384(3) yes
C19 . C24 . 1.395(3) yes
C20 . C21 . 1.387(3) yes
C20 . H201 . 1.000 no
C21 . C22 . 1.384(3) yes
C21 . H211 . 1.000 no
C22 . C23 . 1.382(3) yes
C22 . N3 . 1.464(3) yes
C23 . C24 . 1.387(3) yes
C23 . H231 . 1.000 no
C24 . H241 . 1.000 no
N1 . O3 . 1.227(3) yes
N1 . O4 . 1.222(3) yes
N2 . O5 . 1.225(2) yes
N2 . O6 . 1.222(2) yes
C25 . H251 . 1.000 no
C25 . H252 . 1.000 no
C25 . H253 . 1.000 no
C26 . H261 . 1.000 no
C26 . H262 . 1.000 no
C26 . H263 . 1.000 no
C27 . H271 . 1.000 no
C27 . H272 . 1.000 no
C27 . H273 . 1.000 no
C28 . H281 . 1.000 no
C28 . H282 . 1.000 no
C28 . H283 . 1.000 no
N3 . O7 . 1.224(3) yes
N3 . O8 . 1.233(3) yes
