#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/79/2007956.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_2007956
loop_
_publ_author_name
'Senge, Mathias O.'
'Runge, Steffen'
_publ_section_title
;
 Structure and Conformation of Photosynthetic Pigments and Related
 Compounds. XI. 5,10,15,20-Tetrabutylbacteriochlorin
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1917
_journal_page_last               1919
_journal_paper_doi               10.1107/S0108270198008749
_journal_volume                  54
_journal_year                    1998
_chemical_formula_moiety         'C36 H50 N4'
_chemical_formula_sum            'C36 H50 N4'
_chemical_formula_weight         538.80
_chemical_melting_point          486.5(15)
_chemical_name_systematic
;
 5,10,15,20-Tetrabutylbacteriochlorin
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.72(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.137(5)
_cell_length_b                   9.405(5)
_cell_length_c                   12.416(8)
_cell_measurement_reflns_used    42
_cell_measurement_temperature    126(2)
_cell_measurement_theta_max      27
_cell_measurement_theta_min      22
_cell_volume                     1523.5(14)
_computing_cell_refinement       P3
_computing_data_collection       'P3 (Siemens, 1990)'
_computing_data_reduction        'XDISK in SHELXTL-Plus (Siemens, 1994)'
_computing_molecular_graphics    'XP in SHELXTL-Plus'
_computing_publication_material  SHELX97
_computing_structure_refinement  SHELX97
_computing_structure_solution    'SHELX97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      126(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Siemens R3m/V'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.029
_diffrn_reflns_av_sigmaI/netI    0.0458
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4896
_diffrn_reflns_theta_full        30.01
_diffrn_reflns_theta_max         30.01
_diffrn_reflns_theta_min         1.56
_diffrn_standards_decay_%        <1
_diffrn_standards_interval_count 198
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.970
_exptl_absorpt_correction_type   XABS2
_exptl_absorpt_process_details   '(Parkin et al., 1995)'
_exptl_crystal_colour            'intense metallic green'
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.225
_refine_diff_density_min         -0.265
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    'H atoms: see below'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         4443
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.091
_refine_ls_R_factor_gt           0.056
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0564P)²+0.4758P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.141
_reflns_number_gt                3065
_reflns_number_total             4443
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jz1301.cif
_cod_data_source_block           ms412a
_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 (16 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 '485-488' was changed to '486.5(15)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_chemical_melting_point' value '485-488' was changed to '486.5(15)'
- the average value was taken and precision was
estimated.

'_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 (16
times).

'_geom_angle_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 (22 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2007956
_cod_database_fobs_code          2007956
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
N1 0.84838(10) 0.02334(13) 0.03126(10) 0.0213(3) Uani d . 1 . . N
H1A 0.9192(15) 0.011(2) 0.0214(15) 0.042(5) Uiso d . 1 . . H
N2 1.04740(9) 0.13917(13) 0.13103(9) 0.0215(3) Uani d . 1 . . N
C1 0.76609(11) -0.04180(16) -0.02792(12) 0.0239(3) Uani d . 1 . . C
C2 0.67740(12) 0.00671(19) 0.01706(13) 0.0308(3) Uani d . 1 . . C
H2 0.6086 -0.0193 -0.0071 0.037 Uiso calc R 1 . . H
C3 0.70825(12) 0.09759(18) 0.10129(13) 0.0295(3) Uani d . 1 . . C
H3 0.6643 0.1454 0.1449 0.035 Uiso calc R 1 . . H
C4 0.81647(11) 0.10789(15) 0.11204(12) 0.0236(3) Uani d . 1 . . C
C5 0.87848(12) 0.18822(15) 0.19023(12) 0.0239(3) Uani d . 1 . . C
C6 0.98457(12) 0.20254(15) 0.19716(11) 0.0230(3) Uani d . 1 . . C
C7 1.04415(12) 0.29642(17) 0.28181(12) 0.0285(3) Uani d . 1 . . C
H7A 1.0217 0.3967 0.2735 0.034 Uiso calc R 1 . . H
H7B 1.0355 0.2639 0.3560 0.034 Uiso calc R 1 . . H
C8 1.15409(13) 0.27987(17) 0.25901(13) 0.0294(3) Uani d . 1 . . C
H8A 1.1970 0.2387 0.3222 0.035 Uiso calc R 1 . . H
H8B 1.1835 0.3724 0.2404 0.035 Uiso calc R 1 . . H
C9 1.14568(12) 0.17894(15) 0.16284(11) 0.0229(3) Uani d . 1 . . C
C10 1.23235(11) 0.13553(16) 0.11620(12) 0.0246(3) Uani d . 1 . . C
C51 0.82136(12) 0.26529(16) 0.27339(12) 0.0283(3) Uani d D 1 . . C
H51A 0.7603 0.3124 0.2347 0.034 Uiso calc R 1 . . H
H51B 0.8665 0.3406 0.3083 0.034 Uiso calc R 1 . . H
C52 0.78661(12) 0.16941(17) 0.36221(12) 0.0287(3) Uani d D 1 . . C
H52A 0.7448 0.2271 0.4073 0.034 Uiso calc R 1 . . H
H52B 0.7417 0.0941 0.3271 0.034 Uiso calc R 1 . . H
C53 0.87230(13) 0.09884(17) 0.43662(12) 0.0304(3) Uani d D 1 . . C
H53A 0.9162 0.1732 0.4746 0.037 Uiso calc R 1 . . H
H53B 0.9153 0.0420 0.3924 0.037 Uiso calc R 1 . . H
C54 0.83090(15) 0.00245(19) 0.52039(14) 0.0384(4) Uani d D 1 . . C
H54A 0.8883 -0.0405 0.5667 0.058 Uiso calc R 1 . . H
H54B 0.7888 -0.0727 0.4831 0.058 Uiso calc R 1 . . H
H54C 0.7891 0.0587 0.5651 0.058 Uiso calc R 1 . . H
C11 1.33594(12) 0.18821(19) 0.16873(13) 0.0329(4) Uani d D 1 B . C
H11A 1.3270 0.2825 0.2018 0.039 Uiso calc R 1 . . H
H11B 1.3823 0.2002 0.1120 0.039 Uiso calc R 1 . . H
C12 1.38588(14) 0.0869(3) 0.25600(16) 0.0526(6) Uani d D 1 . . C
H12A 1.3419 0.0850 0.3155 0.063 Uiso calc R 1 A 1 H
H12B 1.3841 -0.0097 0.2242 0.063 Uiso calc R 1 A 1 H
C13 1.4946(3) 0.1145(6) 0.3064(4) 0.0472(13) Uani d PD 0.50 B 1 C
H13A 1.5385 0.1443 0.2508 0.057 Uiso calc PR 0.50 B 1 H
H13B 1.5246 0.0287 0.3439 0.057 Uiso calc PR 0.50 B 1 H
C14 1.4830(3) 0.2343(5) 0.3868(4) 0.0568(12) Uani d PD 0.50 B 1 C
H14A 1.5506 0.2604 0.4234 0.085 Uiso calc PR 0.50 B 1 H
H14B 1.4392 0.2023 0.4408 0.085 Uiso calc PR 0.50 B 1 H
H14C 1.4517 0.3170 0.3481 0.085 Uiso calc PR 0.50 B 1 H
C13' 1.4730(3) 0.1725(6) 0.3264(4) 0.0467(12) Uani d PD 0.50 B 2 C
H13C 1.5292 0.1931 0.2820 0.056 Uiso calc PR 0.50 B 2 H
H13D 1.4452 0.2643 0.3486 0.056 Uiso calc PR 0.50 B 2 H
C14' 1.5159(3) 0.0890(6) 0.4275(3) 0.0677(15) Uani d PD 0.50 B 2 C
H14D 1.5694 0.1452 0.4696 0.102 Uiso calc PR 0.50 B 2 H
H14E 1.5450 -0.0009 0.4057 0.102 Uiso calc PR 0.50 B 2 H
H14F 1.4606 0.0695 0.4720 0.102 Uiso calc PR 0.50 B 2 H
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 N1 C4 . . 110.91(13) y
C9 N2 C6 . . 109.00(12) y
N1 C1 C10 . 3_755 127.69(13) y
N1 C1 C2 . . 105.98(14) y
C10 C1 C2 3_755 . 126.33(14) y
C3 C2 C1 . . 108.39(15) y
C2 C3 C4 . . 108.53(14) y
N1 C4 C5 . . 127.38(14) y
N1 C4 C3 . . 106.17(13) y
C5 C4 C3 . . 126.44(14) y
C6 C5 C4 . . 125.95(13) y
C6 C5 C51 . . 118.64(14) y
C4 C5 C51 . . 115.41(14) y
N2 C6 C5 . . 126.21(13) y
N2 C6 C7 . . 111.76(13) y
C5 C6 C7 . . 122.02(13) y
C8 C7 C6 . . 103.71(13) y
C7 C8 C9 . . 103.20(13) y
N2 C9 C10 . . 126.31(14) y
N2 C9 C8 . . 112.33(13) y
C10 C9 C8 . . 121.36(14) y
C9 C10 C1 . 3_755 126.30(14) y
C9 C10 C11 . . 117.29(14) n
C1 C10 C11 3_755 . 116.34(14) n
C5 C51 C52 . . 114.69(13) n
C53 C52 C51 . . 115.54(13) n
C52 C53 C54 . . 112.03(14) n
C10 C11 C12 . . 112.85(14) n
C13 C12 C11 . . 119.4(3) n
C13 C12 C13' . . 25.11(19) n
C11 C12 C13' . . 107.3(2) n
C12 C13 C14 . . 103.6(3) n
C14' C13' C12 . . 111.5(4) 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
N1 C1 . 1.378(2) y
N1 C4 . 1.3830(19) y
N2 C9 . 1.3578(19) y
N2 C6 . 1.3672(19) y
C1 C10 3_755 1.409(2) y
C1 C2 . 1.425(2) y
C2 C3 . 1.374(2) y
C3 C4 . 1.416(2) y
C4 C5 . 1.411(2) y
C5 C6 . 1.393(2) y
C5 C51 . 1.528(2) n
C6 C7 . 1.518(2) y
C7 C8 . 1.512(2) y
C8 C9 . 1.519(2) y
C9 C10 . 1.397(2) y
C10 C1 3_755 1.409(2) y
C10 C11 . 1.521(2) y
C51 C52 . 1.535(2) n
C52 C53 . 1.522(2) n
C53 C54 . 1.527(2) n
C11 C12 . 1.532(2) n
C12 C13 . 1.513(4) n
C12 C13' . 1.577(4) n
C13 C14 . 1.525(4) n
C13' C14' . 1.531(4) n
