#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/65/2006504.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_2006504
loop_
_publ_author_name
'Senge, Mathias O.'
'Smith, Kevin M.'
_publ_section_title
;
 Structure and Conformation of Photosynthetic Pigments and Related
 Compounds. 10. Comparison of a Phytochlorin and Phytoporphyrin Derived
 from Chlorophyll a
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1314
_journal_page_last               1318
_journal_paper_doi               10.1107/S0108270197003648
_journal_volume                  53
_journal_year                    1997
_chemical_formula_analytical     'C34 H36 N4 O3'
_chemical_formula_moiety         'C34 H36 N4 O3'
_chemical_formula_structural     'C34 H36 N4 O3'
_chemical_formula_sum            'C34 H36 N4 O3'
_chemical_formula_weight         548.67
_chemical_name_common            'compound (2)'
_chemical_name_systematic
;
 Phytoporphyrin methyl ester
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL
_cell_angle_alpha                99.11(2)
_cell_angle_beta                 107.84(2)
_cell_angle_gamma                106.67(2)
_cell_formula_units_Z            2
_cell_length_a                   9.703(3)
_cell_length_b                   11.906(2)
_cell_length_c                   13.685(3)
_cell_measurement_reflns_used    31
_cell_measurement_temperature    126(2)
_cell_measurement_theta_max      14
_cell_measurement_theta_min      11
_cell_volume                     1388.1(7)
_computing_cell_refinement       P3
_computing_data_collection       'P3 (Siemens, 1990)'
_computing_data_reduction
'XDISK (Siemens, 1989), SHELXTL-Plus (Sheldrick, 1994)'
_computing_molecular_graphics    'XP (Siemens, 1994), SHELXTL-Plus'
_computing_publication_material  'XCIF, SHELXTL-Plus'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      126(2)
_diffrn_measurement_device       'Siemens R3m/V'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_av_sigmaI/netI    0.0457
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6753
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.62
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 198
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.95
_exptl_absorpt_correction_type   '\DF (XABS; Parkin, Moezzi & Hope, 1995)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.59
_refine_diff_density_min         -0.62
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.037
_refine_ls_goodness_of_fit_obs   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         6376
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_restrained_S_obs      1.075
_refine_ls_R_factor_all          0.0909
_refine_ls_R_factor_obs          .0654
_refine_ls_shift/esd_max         -0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0910P)²+1.4171P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1985
_refine_ls_wR_factor_obs         .1742
_reflns_number_observed          4627
_reflns_number_total             6376
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            jz1193.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (19
times).

'_geom_bond_publ_flag' value 'N' changed to 'n' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (27 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value 'n/d' was changed to '?' - the value
is undefined or not given.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        1388.1(6)
_cod_database_code               2006504
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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
N21 .1578(2) .0774(2) .3747(2) .0212(4) Uani d . 1 . N
N22 .3224(2) .2939(2) .3256(2) .0226(4) Uani d . 1 . N
H22A .3446(2) .2536(2) .3732(2) .027 Uiso calc R 1 . H
N23 .5730(2) .3160(2) .5053(2) .0220(4) Uani d . 1 . N
N24 .4284(2) .0986(2) .5611(2) .0206(4) Uani d . 1 . N
H24A .4092(2) .1411(2) .5149(2) .025 Uiso calc R 1 . H
C1 .0937(3) -.0224(2) .4063(2) .0205(5) Uani d . 1 . C
C2 -.0668(3) -.0920(2) .3337(2) .0215(5) Uani d . 1 . C
C21 -.1717(3) -.2043(2) .3455(2) .0267(5) Uani d . 1 . C
H21B -.1173(3) -.2233(2) .4103(2) .032 Uiso calc R 1 . H
H21C -.2020(3) -.2725(2) .2834(2) .032 Uiso calc R 1 . H
H21D -.2645(3) -.1906(2) .3506(2) .032 Uiso calc R 1 . H
C3 -.0967(3) -.0354(2) .2557(2) .0220(5) Uani d . 1 . C
C31 -.2364(3) -.0782(2) .1551(2) .0281(5) Uani d . 1 . C
H31A -.2550(3) -.0070(2) .1328(2) .034 Uiso calc R 1 . H
H31B -.3283(3) -.1252(2) .1680(2) .034 Uiso calc R 1 . H
C32 -.2147(4) -.1581(3) .0665(2) .0397(7) Uani d . 1 . C
H32A -.3075(4) -.1852(3) .0013(2) .048 Uiso calc R 1 . H
H32B -.1978(4) -.2292(3) .0882(2) .048 Uiso calc R 1 . H
H32C -.1247(4) -.1112(3) .0529(2) .048 Uiso calc R 1 . H
C4 .0439(3) .0719(2) .2835(2) .0214(5) Uani d . 1 . C
C5 .0567(3) .1552(2) .2230(2) .0238(5) Uani d . 1 . C
H5A -.0318(3) .1396(2) .1611(2) .029 Uiso calc R 1 . H
C6 .1842(3) .2586(2) .2427(2) .0227(5) Uani d . 1 . C
C7 .1958(3) .3490(2) .1839(2) .0245(5) Uani d . 1 . C
C71 .0691(3) .3472(3) .0877(2) .0330(6) Uani d . 1 . C
H71A -.0219(3) .2736(3) .0693(2) .040 Uiso calc R 1 . H
H71B .1044(3) .3474(3) .0278(2) .040 Uiso calc R 1 . H
H71C .0416(3) .4193(3) .1028(2) .040 Uiso calc R 1 . H
C8 .3413(3) .4366(2) .2344(2) .0247(5) Uani d . 1 . C
C81 .4082(3) .5501(2) .2044(2) .0293(6) Uani d . 1 . C
H81A .4766(3) .6161(2) .2703(2) .035 Uiso calc R 1 . H
H81B .3229(3) .5754(2) .1660(2) .035 Uiso calc R 1 . H
C82 .5007(4) .5335(3) .1345(2) .0368(7) Uani d . 1 . C
H82A .5416(4) .6101(3) .1174(2) .044 Uiso calc R 1 . H
H82B .4330(4) .4695(3) .0684(2) .044 Uiso calc R 1 . H
H82C .5868(4) .5102(3) .1727(2) .044 Uiso calc R 1 . H
C9 .4222(3) .4014(2) .3240(2) .0224(5) Uani d . 1 . C
C10 .5725(3) .4606(2) .3969(2) .0243(5) Uani d . 1 . C
H10A .6310(3) .5347(2) .3881(2) .029 Uiso calc R 1 . H
C11 .6455(3) .4209(2) .4821(2) .0220(5) Uani d . 1 . C
C12 .8060(3) .4821(2) .5548(2) .0235(5) Uani d . 1 . C
C121 .9175(3) .5981(2) .5534(2) .0310(6) Uani d . 1 . C
H12A .8659(3) .6277(2) .4949(2) .037 Uiso calc R 1 . H
H12B 1.0068(3) .5831(2) .5430(2) .037 Uiso calc R 1 . H
H12C .9526(3) .6593(2) .6213(2) .037 Uiso calc R 1 . H
C13 .8281(3) .4099(2) .6222(2) .0225(5) Uani d . 1 . C
C131 .9407(3) .3955(2) .7136(2) .0269(5) Uani d . 1 . C
C132 .8561(3) .2801(2) .7391(2) .0249(5) Uani d . 1 . C
H13A .9079(3) .2199(2) .7348(2) .030 Uiso calc R 1 . H
H13B .8539(3) .3000(2) .8115(2) .030 Uiso calc R 1 . H
C14 .6844(3) .3103(2) .5904(2) .0203(5) Uani d . 1 . C
C15 .6932(3) .2304(2) .6553(2) .0210(5) Uani d . 1 . C
C16 .5694(3) .1274(2) .6424(2) .0198(5) Uani d . 1 . C
C17 .5518(3) .0352(2) .6985(2) .0208(5) Uani d . 1 . C
C171 .6740(3) .0229(2) .7901(2) .0246(5) Uani d . 1 . C
H17A .7750(3) .0849(2) .8022(2) .029 Uiso calc R 1 . H
H17B .6815(3) -.0582(2) .7700(2) .029 Uiso calc R 1 . H
C172 .6463(3) .0370(2) .8950(2) .0264(5) Uani d . 1 . C
H17C .5419(3) -.0207(2) .8817(2) .032 Uiso calc R 1 . H
H17D .7228(3) .0139(2) .9465(2) .032 Uiso calc R 1 . H
C173 .6579(3) .1627(2) .9446(2) .0243(5) Uani d . 1 . C
C174 .6525(4) .2893(3) 1.0937(2) .0425(7) Uani d . 1 . C
H17E .6383(4) .2854(3) 1.1611(2) .051 Uiso calc R 1 . H
H17F .5722(4) .3139(3) 1.0492(2) .051 Uiso calc R 1 . H
H17G .7549(4) .3489(3) 1.1082(2) .051 Uiso calc R 1 . H
C18 .4014(3) -.0460(2) .6489(2) .0208(5) Uani d . 1 . C
C181 .3283(3) -.1600(2) .6749(2) .0257(5) Uani d . 1 . C
H18A .2198(3) -.1990(2) .6260(2) .031 Uiso calc R 1 . H
H18B .3329(3) -.1402(2) .7484(2) .031 Uiso calc R 1 . H
H18C .3840(3) -.2157(2) .6672(2) .031 Uiso calc R 1 . H
C19 .3235(3) -.0044(2) .5624(2) .0195(5) Uani d . 1 . C
C20 .1693(3) -.0586(2) .4925(2) .0219(5) Uani d . 1 . C
H20A .1087(3) -.1286(2) .5054(2) .026 Uiso calc R 1 . H
O1 1.0770(2) .4586(2) .7629(2) .0391(5) Uani d . 1 . O
O2 .6818(3) .2476(2) .9074(2) .0430(6) Uani d . 1 . O
O3 .6408(3) .1708(2) 1.03852(15) .0364(5) Uani d . 1 . O
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C4 N21 C1 105.0(2) y
C6 N22 C9 110.2(2) y
C14 N23 C11 103.8(2) y
C19 N24 C16 110.6(2) y
N21 C1 C20 125.9(2) n
N21 C1 C2 111.3(2) n
C20 C1 C2 122.8(2) n
C3 C2 C1 106.2(2) n
C3 C2 C21 128.3(2) n
C1 C2 C21 125.4(2) n
C2 C3 C4 106.2(2) n
C2 C3 C31 127.7(2) n
C4 C3 C31 125.8(2) n
C3 C31 C32 110.8(2) n
N21 C4 C5 125.4(2) n
N21 C4 C3 111.2(2) n
C5 C4 C3 123.4(2) n
C6 C5 C4 127.4(2) n
N22 C6 C5 124.8(2) n
N22 C6 C7 107.3(2) n
C5 C6 C7 127.9(2) n
C8 C7 C6 107.5(2) n
C8 C7 C71 127.3(2) n
C6 C7 C71 125.2(2) n
C7 C8 C9 107.7(2) n
C7 C8 C81 127.7(2) n
C9 C8 C81 124.5(2) n
C8 C81 C82 112.9(2) n
N22 C9 C10 124.5(2) n
N22 C9 C8 107.2(2) n
C10 C9 C8 128.3(2) n
C9 C10 C11 125.6(2) n
N23 C11 C10 123.3(2) n
N23 C11 C12 112.3(2) n
C10 C11 C12 124.5(2) y
C13 C12 C11 104.1(2) y
C13 C12 C121 129.4(2) n
C11 C12 C121 126.4(2) n
C12 C13 C14 107.3(2) y
C12 C13 C131 144.3(2) y
C14 C13 C131 108.4(2) y
O1 C131 C13 129.3(3) n
O1 C131 C132 124.0(2) y
C13 C131 C132 106.7(2) y
C15 C132 C131 105.2(2) y
N23 C14 C15 135.3(2) y
N23 C14 C13 112.4(2) y
C15 C14 C13 112.3(2) y
C16 C15 C14 123.9(2) y
C16 C15 C132 128.7(2) y
C14 C15 C132 107.4(2) y
N24 C16 C15 119.7(2) y
N24 C16 C17 107.0(2) y
C15 C16 C17 133.3(2) y
C18 C17 C16 107.4(2) y
C18 C17 C171 125.1(2) n
C16 C17 C171 127.4(2) n
C17 C171 C172 115.0(2) n
C173 C172 C171 114.6(2) n
O2 C173 O3 122.8(2) n
O2 C173 C172 125.5(2) n
O3 C173 C172 111.8(2) n
C17 C18 C19 107.9(2) y
C17 C18 C181 127.8(2) n
C19 C18 C181 124.2(2) n
N24 C19 C20 125.9(2) y
N24 C19 C18 107.1(2) y
C20 C19 C18 126.9(2) y
C1 C20 C19 127.8(2) n
C173 O3 C174 116.0(2) n
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N21 C4 . 1.368(3) y
N21 C1 . 1.374(3) y
N22 C6 . 1.362(3) y
N22 C9 . 1.374(3) y
N23 C14 . 1.351(3) y
N23 C11 . 1.383(3) y
N24 C19 . 1.356(3) y
N24 C16 . 1.380(3) y
C1 C20 . 1.388(3) n
C1 C2 . 1.466(3) n
C2 C3 . 1.352(3) n
C2 C21 . 1.496(3) n
C3 C4 . 1.472(3) n
C3 C31 . 1.494(3) n
C31 C32 . 1.526(4) n
C4 C5 . 1.392(3) n
C5 C6 . 1.391(3) n
C6 C7 . 1.443(3) n
C7 C8 . 1.374(4) n
C7 C71 . 1.493(4) n
C8 C9 . 1.435(3) n
C8 C81 . 1.500(3) n
C81 C82 . 1.526(4) n
C9 C10 . 1.383(4) n
C10 C11 . 1.396(3) n
C11 C12 . 1.455(3) y
C12 C13 . 1.368(3) y
C12 C121 . 1.497(3) n
C13 C14 . 1.434(3) y
C13 C131 . 1.458(4) y
C131 O1 . 1.221(3) n
C131 C132 . 1.538(4) y
C132 C15 . 1.517(3) y
C14 C15 . 1.403(3) y
C15 C16 . 1.391(3) y
C16 C17 . 1.437(3) y
C17 C18 . 1.378(3) y
C17 C171 . 1.499(3) n
C171 C172 . 1.532(3) n
C172 C173 . 1.500(4) n
C173 O2 . 1.198(3) n
C173 O3 . 1.338(3) n
C174 O3 . 1.446(3) n
C18 C19 . 1.440(3) y
C18 C181 . 1.493(3) n
C19 C20 . 1.394(3) n
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652180
