β-Decamethoxysapphyrin and Its N-Benzyl Analogue.
Rana, Anup; Sathish Kumar, B.; Panda, Pradeepta K.; Organic letters 17 (2015) 3030–3033; doi:10.1021/acs.orglett.5b01306

data_1520385
_publ_section_title
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 \b-Decamethoxysapphyrin and Its N-Benzyl Analogue.
;
_journal_issue                   12
_journal_name_full               'Organic letters'
_journal_page_first              3030
_journal_page_last               3033
_journal_paper_doi               10.1021/acs.orglett.5b01306
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         '2(Cl O4), C41 H45 N5 O10'
_chemical_formula_sum            'C41 H45 Cl2 N5 O18'
_chemical_formula_weight         966.72
_chemical_name_common            sapphyrin
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-05-18
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                63.466(8)
_cell_angle_beta                 65.800(8)
_cell_angle_gamma                82.646(6)
_cell_formula_units_Z            6
_cell_length_a                   18.7180(14)
_cell_length_b                   20.1801(14)
_cell_length_c                   21.555(2)
_cell_measurement_reflns_used    3855
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      19.5490
_cell_measurement_theta_min      2.8030
_cell_volume                     6629.1(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XH (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS-1997 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1173
_diffrn_reflns_av_unetI/netI     0.2480
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            52197
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.71
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.230
_exptl_absorpt_correction_T_max  0.955
_exptl_absorpt_correction_T_min  0.944
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'blue sapphire'
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3024
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.888
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.957
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1813
_refine_ls_number_reflns         23322
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      0.959
_refine_ls_R_factor_all          0.2907
_refine_ls_R_factor_gt           0.1035
_refine_ls_shift/su_max          3.309
_refine_ls_shift/su_mean         0.016
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1287P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2355
_refine_ls_wR_factor_ref         0.3555
_reflns_number_gt                6937
_reflns_number_total             23322
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol5b01306_si_008.cif
_cod_data_source_block           NBzDMSAP.2HClO4
_cod_depositor_comments
'Adding full bibliography for 1520385--1520387.cif.'
_cod_original_cell_volume        6629.1(9)
_cod_database_code               1520385
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C126) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.012
Uanis(C122) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.012
3.a Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C51(H51A,H51B), C99(H99A,H99B)
3.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N5(H5), N2(H2), N3(H3), C12(H12), C13(H13), C15(H15), C19(H19),
 C29(H29), C30(H30), C33(H33), C37(H37), N6(H6), N9(H9), N10(H10), N7(H7),
 N13(H13A), N11(H11), N12(H12J), N15(H15A), C53(H53), C64(H64), C71(H71),
 C75(H75), C80(H80), C82(H82), C83(H83), C84(H84), C86(H86), C91(H91), C93(H93),
  C95(H95), C97(H97), C98(H98), C101(H101), C105(H105), C110(H110), C114(H114),
 C120(H120)
3.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C34(H34A,H34B,H34C), C35(H35A,H35B,H35C), C38(H38A,H38B,
 H38C), C39(H39A,H39B,H39C), C73(H73A,H73B,H73C), C89(H89A,H89B,H89C),
 C100(H10J,H10K,H10L), C102(H10M,H10N,H10O), C103(H10A,H10B,H10C), C104(H10P,
 H10Q,H10R), C106(H10D,H10E,H10F), C107(H10S,H10T,H10U), C108(H10V,H10W,H10X),
 C109(H10G,H10H,H10I), C111(H11G,H11H,H11I), C113(H11S,H11T,H11U), C112(H11A,
 H11B,H11C), C115(H11J,H11K,H11L), C116(H11M,H11N,H11O), C117(H11P,H11Q,H11R),
 C118(H11D,H11E,H11F), C119(H11V,H11W,H11X), C121(H12N,H12O,H12P), C122(H12Q,
 H12R,H12S), C123(H12A,H12B,H12C), C124(H12K,H12L,H12M), C125(H12D,H12E,H12F),
 C126(H12T,H12U,H12V), C127(H12G,H12H,H12I)
;